MiMeDB: Showing metabocard for A-500359 M2 (MMDBc0002299)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 20:45:30 UTC

Update Date

2022-08-31 06:19:11 UTC

Metabolite ID

MMDBc0002299

Metabolite Identification

Common Name

A-500359 M2

Description

A-500359 M2 belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on A-500359 M2.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142122452D          

 51 54  0  0  1  0            999 V2000
   -5.5029   12.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291    8.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    5.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326    5.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7044    7.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1912   11.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5663   10.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982   11.7265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2189   10.0445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5328    6.8166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0913    8.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5819    4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    6.5616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3821    7.1558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7147    7.6407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0472    7.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374    7.4108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9089    8.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0204   10.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628    8.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272    6.3712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1351    7.1137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2765    4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958    8.7698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3672   10.9886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0474    9.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    4.2826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6121    5.7038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    6.2645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669    3.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767    5.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    7.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6935    8.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5444    9.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497    9.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4560    4.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    8.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    7.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022    6.3712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3505    6.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540   11.3740    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8193   11.6464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8110    9.4699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613    6.0096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9197    7.3686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112    7.9707    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    8.0153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361    6.5725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220    7.6657    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7526    5.6361    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9636    6.3067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  1  1  6  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  5  2  0  0  0  0
 12  3  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  9  1  0  0  0  0
 20 11  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  1  0  0  0  0
 24 18  2  0  0  0  0
 25  8  1  0  0  0  0
 25 19  2  0  0  0  0
  9 26  1  1  0  0  0
 26 20  2  0  0  0  0
 27 12  2  0  0  0  0
 27 23  1  0  0  0  0
 28  4  1  0  0  0  0
 21 28  1  6  0  0  0
 28 23  1  0  0  0  0
 10 29  1  6  0  0  0
 30 12  1  0  0  0  0
 13 31  1  6  0  0  0
 14 32  1  1  0  0  0
 33 18  1  0  0  0  0
 34 19  1  0  0  0  0
 20 35  1  4  0  0  0
 36 23  2  0  0  0  0
 37  2  1  0  0  0  0
 15 37  1  1  0  0  0
 38 11  1  0  0  0  0
 38 22  1  0  0  0  0
 39 16  1  0  0  0  0
 39 21  1  0  0  0  0
 17 40  1  6  0  0  0
 22 40  1  1  0  0  0
 41  6  1  0  0  0  0
 41  7  1  0  0  0  0
  8 42  1  1  0  0  0
  9 43  1  6  0  0  0
 10 44  1  1  0  0  0
 13 45  1  6  0  0  0
 14 46  1  6  0  0  0
 15 47  1  6  0  0  0
 48 16  1  0  0  0  0
 17 49  1  1  0  0  0
 21 50  1  1  0  0  0
 22 51  1  6  0  0  0
M  END


  Mrv1652305142122452D          

 51 54  0  0  1  0            999 V2000
   -5.5029   12.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291    8.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    5.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326    5.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7044    7.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1912   11.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5663   10.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982   11.7265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2189   10.0445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5328    6.8166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0913    8.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5819    4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    6.5616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3821    7.1558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7147    7.6407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0472    7.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374    7.4108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9089    8.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0204   10.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628    8.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272    6.3712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1351    7.1137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2765    4.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958    8.7698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3672   10.9886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0474    9.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    4.2826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6121    5.7038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    6.2645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669    3.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767    5.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    7.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6935    8.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5444    9.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497    9.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4560    4.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    8.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    7.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3022    6.3712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3505    6.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540   11.3740    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8193   11.6464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8110    9.4699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613    6.0096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9197    7.3686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112    7.9707    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    8.0153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361    6.5725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220    7.6657    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7526    5.6361    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9636    6.3067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  1  1  6  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  5  2  0  0  0  0
 12  3  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  9  1  0  0  0  0
 20 11  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  1  0  0  0  0
 24 18  2  0  0  0  0
 25  8  1  0  0  0  0
 25 19  2  0  0  0  0
  9 26  1  1  0  0  0
 26 20  2  0  0  0  0
 27 12  2  0  0  0  0
 27 23  1  0  0  0  0
 28  4  1  0  0  0  0
 21 28  1  6  0  0  0
 28 23  1  0  0  0  0
 10 29  1  6  0  0  0
 30 12  1  0  0  0  0
 13 31  1  6  0  0  0
 14 32  1  1  0  0  0
 33 18  1  0  0  0  0
 34 19  1  0  0  0  0
 20 35  1  4  0  0  0
 36 23  2  0  0  0  0
 37  2  1  0  0  0  0
 15 37  1  1  0  0  0
 38 11  1  0  0  0  0
 38 22  1  0  0  0  0
 39 16  1  0  0  0  0
 39 21  1  0  0  0  0
 17 40  1  6  0  0  0
 22 40  1  1  0  0  0
 41  6  1  0  0  0  0
 41  7  1  0  0  0  0
  8 42  1  1  0  0  0
  9 43  1  6  0  0  0
 10 44  1  1  0  0  0
 13 45  1  6  0  0  0
 14 46  1  6  0  0  0
 15 47  1  6  0  0  0
 48 16  1  0  0  0  0
 17 49  1  1  0  0  0
 21 50  1  1  0  0  0
 22 51  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0002299

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=N[C@]1([H])CSC[C@@]([H])(C)N=C1O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H31N5O12S/c1-8-6-41-7-9(19(34)25-8)26-20(35)11-5-10(29)13(31)22(38-11)40-17(18(24)33)16-15(37-2)14(32)21(39-16)28-4-3-12(30)27-23(28)36/h3-5,8-10,13-17,21-22,29,31-32H,6-7H2,1-2H3,(H2,24,33)(H,25,34)(H,26,35)(H,27,30,36)/t8-,9-,10-,13+,14-,15+,16?,17+,21-,22+/m1/s1

> <INCHI_KEY>
CZGXONQQLSSPKM-JQASJSGKSA-N

> <FORMULA>
C23H31N5O12S

> <MOLECULAR_WEIGHT>
601.58

> <EXACT_MASS>
601.168992632

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.88358641630606

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R)-3,4-dihydroxy-N-[(3R,6S)-5-hydroxy-3-methyl-2,3,6,7-tetrahydro-1,4-thiazepin-6-yl]-2-[(S)-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-3,4-dihydro-2H-pyran-6-carboximidic acid

> <ALOGPS_LOGP>
-0.60

> <JCHEM_LOGP>
-5.224857387415959

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.0449025101740785

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.8090978788337724

> <JCHEM_PKA_STRONGEST_BASIC>
11.773534773682739

> <JCHEM_POLAR_SURFACE_AREA>
259.7699999999999

> <JCHEM_REFRACTIVITY>
148.95890000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5S,6R)-4,5-dihydroxy-N-[(3R,6S)-5-hydroxy-3-methyl-2,3,6,7-tetrahydro-1,4-thiazepin-6-yl]-6-[(S)-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-5,6-dihydro-4H-pyran-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0     -10.272  23.108   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.668  16.573   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.446   9.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.541  10.808   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.915  14.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.824  22.210   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.657  19.692   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.330  21.889   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.875  18.750   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.595  12.724   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.770  15.261   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.820   8.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.130  12.248   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.580  13.358   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  14.263   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.088  13.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.376  13.833   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.697  15.340   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.371  19.115   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.091  16.767   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.104  11.893   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.986  13.279   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.383   9.240   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -0.552  16.370   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0     -10.019  20.512   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      -7.555  17.243   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       3.288   7.994   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       3.009  10.647   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      -7.739  11.694   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.725   6.909   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.810  10.742   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.045  13.833   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.161  15.816   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -10.350  17.925   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -4.946  17.798   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.851   9.079   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.334  15.803   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -4.306  14.785   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.564  11.893   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -2.521  12.803   0.000  0.00  0.00           O+0
HETATM   41  S   UNK     0      -6.634  21.232   0.000  0.00  0.00           S+0
HETATM   42  H   UNK     0     -10.863  21.740   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -8.980  17.677   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.274  11.218   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.450  13.755   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.821  14.879   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.038  14.962   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.001  12.269   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.841  14.309   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.405  10.521   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.665  11.772   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   37                                                            
CONECT    3    4   12                                                       
CONECT    4    3   28                                                       
CONECT    5   10   11                                                       
CONECT    6    8   41                                                       
CONECT    7    9   41                                                       
CONECT    8    1    6   25   42                                             
CONECT    9    7   19   26   43                                             
CONECT   10    5   13   29   44                                             
CONECT   11    5   20   38                                                  
CONECT   12    3   27   30                                                  
CONECT   13   10   22   31   45                                             
CONECT   14   15   21   32   46                                             
CONECT   15   14   16   37   47                                             
CONECT   16   15   17   39   48                                             
CONECT   17   16   18   40   49                                             
CONECT   18   17   24   33                                                  
CONECT   19    9   25   34                                                  
CONECT   20   11   26   35                                                  
CONECT   21   14   28   39   50                                             
CONECT   22   13   38   40   51                                             
CONECT   23   27   28   36                                                  
CONECT   24   18                                                            
CONECT   25    8   19                                                       
CONECT   26    9   20                                                       
CONECT   27   12   23                                                       
CONECT   28    4   21   23                                                  
CONECT   29   10                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   23                                                            
CONECT   37    2   15                                                       
CONECT   38   11   22                                                       
CONECT   39   16   21                                                       
CONECT   40   17   22                                                       
CONECT   41    6    7                                                       
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₂₃H₃₁N₅O₁₂S

Average Mass

601.58

Monoisotopic Mass

601.168992632

IUPAC Name

(2R,3S,4R)-3,4-dihydroxy-N-[(3R,6S)-5-hydroxy-3-methyl-2,3,6,7-tetrahydro-1,4-thiazepin-6-yl]-2-[(S)-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-3,4-dihydro-2H-pyran-6-carboximidic acid

Traditional Name

(4R,5S,6R)-4,5-dihydroxy-N-[(3R,6S)-5-hydroxy-3-methyl-2,3,6,7-tetrahydro-1,4-thiazepin-6-yl]-6-[(S)-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-5,6-dihydro-4H-pyran-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=N[C@]1([H])CSC[C@@]([H])(C)N=C1O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC

InChI Identifier

InChI=1S/C23H31N5O12S/c1-8-6-41-7-9(19(34)25-8)26-20(35)11-5-10(29)13(31)22(38-11)40-17(18(24)33)16-15(37-2)14(32)21(39-16)28-4-3-12(30)27-23(28)36/h3-5,8-10,13-17,21-22,29,31-32H,6-7H2,1-2H3,(H2,24,33)(H,25,34)(H,26,35)(H,27,30,36)/t8-,9-,10-,13+,14-,15+,16?,17+,21-,22+/m1/s1

InChI Key

CZGXONQQLSSPKM-JQASJSGKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Disaccharide
Glycosyl compound
N-glycosyl compound
Pyrimidone
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Carboxamide group
Lactam
Primary carboxylic acid amide
Urea
Secondary carboxylic acid amide
Secondary alcohol
Oxacycle
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Dialkylthioether
Thioether
Acetal
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Alcohol
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	-0.6	ALOGPS
logP	-5.2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-3.8	ChemAxon
pKa (Strongest Basic)	11.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	259.77 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	148.96 m³·mol⁻¹	ChemAxon
Polarizability	56.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Not Available

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	Actinobacteria	1		Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583509

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for A-500359 M2 (MMDBc0002299)

MOL for #<Metabolite:0x00007fdb447d0128>

3D MOL for #<Metabolite:0x00007fdb447d0128>

3D SDF for #<Metabolite:0x00007fdb447d0128>

3D-SDF for #<Metabolite:0x00007fdb447d0128>

PDB for #<Metabolite:0x00007fdb447d0128>

3D PDB for #<Metabolite:0x00007fdb447d0128>

SMILES for #<Metabolite:0x00007fdb447d0128>

INCHI for #<Metabolite:0x00007fdb447d0128>

Structure for #<Metabolite:0x00007fdb447d0128>

3D Structure for #<Metabolite:0x00007fdb447d0128>