MiMeDB: Showing metabocard for UDP-N-Acetylmuramoyl-L-alanyl-D-glutamate (MMDBc0029816)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:42:55 UTC

Update Date

2024-04-30 19:42:21 UTC

Metabolite ID

MMDBc0029816

Metabolite Identification

Common Name

UDP-N-Acetylmuramoyl-L-alanyl-D-glutamate

Description

UDP-n-acetylmuramoyl-L-alanyl-D-glutamate is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. UDP-N-acetylmuramoyl-L-alanyl-D-glutamate is a key component of peptidoglycan synthesis. The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. UDP-N-acetylmuramoyl-L-alanyl-D-glutamate:meso-diaminopimelate ligase is a cytoplasmic enzyme that catalyzes the addition of meso-diaminopimelic acid to nucleotide precursor UDP-N-acetylmuramoyl-L-alanyl-D-glutamate in the biosynthesis of bacterial cell-wall peptidoglycan. (PMID 11124264 )

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533005221513362D          

 30 30  0  0  0  0            999 V2000
   -1.4852   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -3.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -3.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253   -3.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050   -3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552   -2.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -2.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9451   -2.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    1.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552   -1.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4852   -1.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -2.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    2.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    1.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552    3.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -2.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -0.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    3.9757    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4050    3.6638    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4852    0.2338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350   -1.4811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8354   -2.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552   -3.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350    0.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -0.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  4  0  0  0
 25 21  2  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
 26 22  1  0  0  0  0
 27 20  2  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  2  0  0  0  0
M  END

HMDB0254163
     RDKit          3D
Lorglumide
 62 62  0  0  0  0  0  0  0  0999 V2000
   -3.8395    3.9189   -2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245    3.9044   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    2.4811   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8168    2.3766    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7024    1.0019    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916   -0.0169    0.3359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979   -0.7809   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986   -2.0242    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.7345   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2265   -3.9965    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -4.9367    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -0.2993    0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3900   -1.2012   -0.7256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023    0.3490    0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.3035    2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.4546    2.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.0490    4.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581    0.4985    4.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614   -1.1097    4.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4436    0.0473    0.0899 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    0.8384   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    2.0257   -1.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440    0.4670   -1.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7314    1.2736   -2.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8856    0.9341   -3.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5014   -0.2581   -2.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9926   -0.7507   -3.5964 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9464   -1.0826   -1.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6969   -2.6075   -1.4116 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7847   -0.7136   -1.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9068    2.8900   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6006    4.6801   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8286    4.1109   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0328    4.6454   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363    4.1134   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954    2.2081   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    1.8730   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157    2.7256    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1720    3.0507    1.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943    0.6923    1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0443    1.1126    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.1465   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428   -0.2217   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -2.7033    0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0902   -1.7955    1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5978   -2.0617   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936   -3.0111   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7247   -3.7788    1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9355   -4.4832   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.9292    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -4.5323    1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144   -5.0723   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392    1.4475    0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -1.3472    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5934   -0.4037    2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    0.4655    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2787    1.5148    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -1.1277    4.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    1.9667   -1.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    2.2070   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3263    1.5819   -3.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -1.3776   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 14 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 11 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 19 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 30 62  1  0
M  END


  Mrv1533005221513362D          

 30 30  0  0  0  0            999 V2000
   -1.4852   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -3.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -3.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253   -3.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050   -3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552   -2.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -2.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9451   -2.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    1.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552   -1.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4852   -1.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -2.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    2.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    1.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552    3.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -2.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -0.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    3.9757    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4050    3.6638    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4852    0.2338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350   -1.4811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8354   -2.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552   -3.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350    0.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -0.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  4  0  0  0
 25 21  2  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
 26 22  1  0  0  0  0
 27 20  2  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029816

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCN(CCCCC)C(=O)C(CCC(O)=O)N=C(O)C1=CC(Cl)=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32Cl2N2O4/c1-3-5-7-13-26(14-8-6-4-2)22(30)19(11-12-20(27)28)25-21(29)16-9-10-17(23)18(24)15-16/h9-10,15,19H,3-8,11-14H2,1-2H3,(H,25,29)(H,27,28)

> <INCHI_KEY>
IEKOTSCYBBDIJC-UHFFFAOYSA-N

> <FORMULA>
C22H32Cl2N2O4

> <MOLECULAR_WEIGHT>
459.41

> <EXACT_MASS>
458.1739129

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
49.63088949466562

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[(3,4-dichlorophenyl)(hydroxy)methylidene]amino}-4-(dipentylcarbamoyl)butanoic acid

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.946197378333334

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.63986597963898

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.090177732816888

> <JCHEM_PKA_STRONGEST_BASIC>
1.5474762152307853

> <JCHEM_POLAR_SURFACE_AREA>
90.20000000000002

> <JCHEM_REFRACTIVITY>
120.09809999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(3,4-dichlorophenyl)(hydroxy)methylidene]amino}-4-(dipentylcarbamoyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254163
     RDKit          3D
Lorglumide
 62 62  0  0  0  0  0  0  0  0999 V2000
   -3.8395    3.9189   -2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245    3.9044   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    2.4811   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8168    2.3766    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7024    1.0019    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916   -0.0169    0.3359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979   -0.7809   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986   -2.0242    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.7345   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2265   -3.9965    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -4.9367    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -0.2993    0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3900   -1.2012   -0.7256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023    0.3490    0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.3035    2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.4546    2.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.0490    4.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581    0.4985    4.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614   -1.1097    4.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4436    0.0473    0.0899 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    0.8384   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    2.0257   -1.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440    0.4670   -1.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7314    1.2736   -2.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8856    0.9341   -3.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5014   -0.2581   -2.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9926   -0.7507   -3.5964 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9464   -1.0826   -1.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6969   -2.6075   -1.4116 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7847   -0.7136   -1.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9068    2.8900   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6006    4.6801   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8286    4.1109   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0328    4.6454   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363    4.1134   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954    2.2081   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    1.8730   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157    2.7256    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1720    3.0507    1.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943    0.6923    1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0443    1.1126    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.1465   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428   -0.2217   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -2.7033    0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0902   -1.7955    1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5978   -2.0617   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936   -3.0111   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7247   -3.7788    1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9355   -4.4832   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.9292    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -4.5323    1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144   -5.0723   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392    1.4475    0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -1.3472    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5934   -0.4037    2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    0.4655    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2787    1.5148    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -1.1277    4.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    1.9667   -1.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    2.2070   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3263    1.5819   -3.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -1.3776   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 14 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 11 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 19 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 30 62  1  0
M  END

HEADER    PROTEIN                                 22-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-15         0                                  
HETATM    1  C   UNK     0      -2.772  -7.421   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.293  -6.548   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.260  -7.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.781  -6.257   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.756  -5.675   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.276  -4.802   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.756  -5.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.764  -4.511   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.781   3.347   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.285   4.802   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.276  -2.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.772  -3.638   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.260  -3.929   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.260  -3.056   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.260   4.220   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.268   3.056   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.276   5.966   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.764   5.675   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.268  -1.018   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.781  -4.802   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.764   1.601   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.756  -1.309   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       3.781   7.421   0.000  0.00  0.00          Cl+0
HETATM   24 Cl   UNK     0       0.756   6.839   0.000  0.00  0.00          Cl+0
HETATM   25  N   UNK     0       2.772   0.436   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       0.252  -2.765   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0       5.293  -4.511   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.276  -6.257   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.252   1.309   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.252  -0.145   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   14                                                       
CONECT    9   10   16                                                       
CONECT   10    9   17                                                       
CONECT   11   12   19                                                       
CONECT   12   11   20                                                       
CONECT   13    7   26                                                       
CONECT   14    8   26                                                       
CONECT   15   16   18                                                       
CONECT   16    9   15   21                                                  
CONECT   17   10   18   23                                                  
CONECT   18   15   17   24                                                  
CONECT   19   11   22   25                                                  
CONECT   20   12   27   28                                                  
CONECT   21   16   25   29                                                  
CONECT   22   19   26   30                                                  
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   19   21                                                       
CONECT   26   13   14   22                                                  
CONECT   27   20                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

COMPND    HMDB0254163
HETATM    1  C1  UNL     1      -3.839   3.919  -2.132  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.825   3.904  -0.995  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.791   2.481  -0.475  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.817   2.377   0.648  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.702   1.002   1.258  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.292  -0.017   0.336  1.00  0.00           N  
HETATM    7  C6  UNL     1      -2.298  -0.781  -0.403  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.699  -2.024   0.387  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.746  -2.734  -0.481  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.226  -3.997   0.203  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.077  -4.937   0.431  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.088  -0.299   0.139  1.00  0.00           C  
HETATM   13  O1  UNL     1       0.390  -1.201  -0.726  1.00  0.00           O  
HETATM   14  C12 UNL     1       1.202   0.349   0.835  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.470  -0.303   2.200  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.626   0.455   2.806  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.010  -0.049   4.125  1.00  0.00           C  
HETATM   18  O2  UNL     1       3.958   0.499   4.731  1.00  0.00           O  
HETATM   19  O3  UNL     1       2.361  -1.110   4.724  1.00  0.00           O  
HETATM   20  N2  UNL     1       2.444   0.047   0.090  1.00  0.00           N  
HETATM   21  C16 UNL     1       2.917   0.838  -0.782  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.277   2.026  -1.066  1.00  0.00           O  
HETATM   23  C17 UNL     1       4.144   0.467  -1.470  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.731   1.274  -2.438  1.00  0.00           C  
HETATM   25  C19 UNL     1       5.886   0.934  -3.092  1.00  0.00           C  
HETATM   26  C20 UNL     1       6.501  -0.258  -2.786  1.00  0.00           C  
HETATM   27 CL1  UNL     1       7.993  -0.751  -3.596  1.00  0.00          CL  
HETATM   28  C21 UNL     1       5.946  -1.083  -1.831  1.00  0.00           C  
HETATM   29 CL2  UNL     1       6.697  -2.608  -1.412  1.00  0.00          CL  
HETATM   30  C22 UNL     1       4.785  -0.714  -1.190  1.00  0.00           C  
HETATM   31  H1  UNL     1      -3.907   2.890  -2.586  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.601   4.680  -2.893  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.829   4.111  -1.667  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.033   4.645  -0.226  1.00  0.00           H  
HETATM   35  H5  UNL     1      -1.836   4.113  -1.467  1.00  0.00           H  
HETATM   36  H6  UNL     1      -3.795   2.208  -0.117  1.00  0.00           H  
HETATM   37  H7  UNL     1      -2.491   1.873  -1.368  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.816   2.726   0.370  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.172   3.051   1.461  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.694   0.692   1.713  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.044   1.113   2.141  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.844  -1.146  -1.342  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.243  -0.222  -0.545  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.829  -2.703   0.440  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.090  -1.796   1.376  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.598  -2.062  -0.708  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.294  -3.011  -1.455  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.725  -3.779   1.157  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.936  -4.483  -0.498  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.483  -5.929   0.720  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.367  -4.532   1.166  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.514  -5.072  -0.530  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.139   1.447   0.914  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.814  -1.347   1.919  1.00  0.00           H  
HETATM   55  H25 UNL     1       0.593  -0.404   2.824  1.00  0.00           H  
HETATM   56  H26 UNL     1       3.448   0.465   2.081  1.00  0.00           H  
HETATM   57  H27 UNL     1       2.279   1.515   2.941  1.00  0.00           H  
HETATM   58  H28 UNL     1       1.357  -1.128   4.763  1.00  0.00           H  
HETATM   59  H29 UNL     1       1.445   1.967  -1.652  1.00  0.00           H  
HETATM   60  H30 UNL     1       4.248   2.207  -2.677  1.00  0.00           H  
HETATM   61  H31 UNL     1       6.326   1.582  -3.846  1.00  0.00           H  
HETATM   62  H32 UNL     1       4.374  -1.378  -0.449  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   12
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   50   51   52
CONECT   12   13   13   14
CONECT   14   15   20   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   18   19
CONECT   19   58
CONECT   20   21   21
CONECT   21   22   23
CONECT   22   59
CONECT   23   24   24   30
CONECT   24   25   60
CONECT   25   26   26   61
CONECT   26   27   28
CONECT   28   29   30   30
CONECT   30   62
END

HMDB0254163
     RDKit          3D
Lorglumide
 62 62  0  0  0  0  0  0  0  0999 V2000
   -3.8395    3.9189   -2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245    3.9044   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    2.4811   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8168    2.3766    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7024    1.0019    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916   -0.0169    0.3359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979   -0.7809   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986   -2.0242    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.7345   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2265   -3.9965    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -4.9367    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -0.2993    0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3900   -1.2012   -0.7256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023    0.3490    0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.3035    2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.4546    2.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.0490    4.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581    0.4985    4.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614   -1.1097    4.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4436    0.0473    0.0899 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    0.8384   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    2.0257   -1.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440    0.4670   -1.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7314    1.2736   -2.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8856    0.9341   -3.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5014   -0.2581   -2.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9926   -0.7507   -3.5964 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9464   -1.0826   -1.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6969   -2.6075   -1.4116 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7847   -0.7136   -1.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9068    2.8900   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6006    4.6801   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8286    4.1109   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0328    4.6454   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363    4.1134   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954    2.2081   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    1.8730   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157    2.7256    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1720    3.0507    1.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943    0.6923    1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0443    1.1126    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.1465   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428   -0.2217   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -2.7033    0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0902   -1.7955    1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5978   -2.0617   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936   -3.0111   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7247   -3.7788    1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9355   -4.4832   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.9292    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -4.5323    1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144   -5.0723   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392    1.4475    0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -1.3472    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5934   -0.4037    2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    0.4655    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2787    1.5148    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -1.1277    4.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    1.9667   -1.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    2.2070   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3263    1.5819   -3.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -1.3776   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
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 17 19  1  0
 14 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
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 28 29  1  0
 28 30  2  0
 30 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 11 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 19 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 30 62  1  0
M  END

Synonyms

Value	Source
UDP-N-Acetylmuramoyl-L-alanyl-D-glutamic acid	Generator
4-((3,4-Dichlorobenzoyl)amino)-5-(dipentylamino)-5-oxopentanoic acid	MeSH
CR-1409Lorglumide	ChEMBL
Lorglumide	MeSH

Molecular Formula

C₂₂H₃₂Cl₂N₂O₄

Average Mass

459.41

Monoisotopic Mass

458.1739129

IUPAC Name

4-{[(3,4-dichlorophenyl)(hydroxy)methylidene]amino}-4-(dipentylcarbamoyl)butanoic acid

Traditional Name

4-{[(3,4-dichlorophenyl)(hydroxy)methylidene]amino}-4-(dipentylcarbamoyl)butanoic acid

CAS Registry Number

17088-64-1

SMILES

CCCCCN(CCCCC)C(=O)C(CCC(O)=O)N=C(O)C1=CC(Cl)=C(Cl)C=C1

InChI Identifier

InChI=1S/C22H32Cl2N2O4/c1-3-5-7-13-26(14-8-6-4-2)22(30)19(11-12-20(27)28)25-21(29)16-9-10-17(23)18(24)15-16/h9-10,15,19H,3-8,11-14H2,1-2H3,(H,25,29)(H,27,28)

InChI Key

IEKOTSCYBBDIJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
3-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
1,2-dichlorobenzene
Chlorobenzene
Halobenzene
Benzenoid
Aryl halide
Aryl chloride
N-acyl-amine
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organopnictogen compound
Organohalogen compound
Organochloride
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	4.52	ALOGPS
logP	5.95	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	1.55	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.2 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	120.1 m³·mol⁻¹	ChemAxon
Polarizability	49.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9571000000-40b48c0b3ea7a04178b7	2021-09-24	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0101900000-0de6330f521cb3f644ef	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fu-5921500000-9b9e73b3dfe57cea78c6	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9520000000-c0e5028615226a96ec0c	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0111900000-71c83d7488c5731896e6	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-07bf-1319400000-151906ea54979941cb2f	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03dl-2922000000-a0c63a330bfc9c18d1a7	2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007586	Meso-2,6-Diaminoheptanedioate	UDP-N-Acetylmuramoyl-L-alanyl-D-gamma-glutamyl-meso-2,6-diaminopimelate	Not Available		VMH	30371894
MMDBr0007589	D-Glutamate	UDP-N-Acetylmuramoyl-L-alanyl-D-glutamate	Not Available		VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	174	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	369	Human feces; Human pleural fluid plaque; Pig ; Human ; Human stool; Human subgingival plaque; Cattle ; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	119	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0254163

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00019578

Chemspider ID

3823

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3960

PDB ID

Not Available

ChEBI ID

88307

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for UDP-N-Acetylmuramoyl-L-alanyl-D-glutamate (MMDBc0029816)

MOL for #<Metabolite:0x00007fecc8014de0>

3D MOL for #<Metabolite:0x00007fecc8014de0>

3D SDF for #<Metabolite:0x00007fecc8014de0>

3D-SDF for #<Metabolite:0x00007fecc8014de0>

PDB for #<Metabolite:0x00007fecc8014de0>

3D PDB for #<Metabolite:0x00007fecc8014de0>

SMILES for #<Metabolite:0x00007fecc8014de0>

INCHI for #<Metabolite:0x00007fecc8014de0>

Structure for #<Metabolite:0x00007fecc8014de0>

3D Structure for #<Metabolite:0x00007fecc8014de0>