MiMeDB: Showing metabocard for Precolibactin C (MMDBc0006778)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:11:29 UTC

Update Date

2022-08-31 06:25:58 UTC

Metabolite ID

MMDBc0006778

Metabolite Identification

Common Name

Precolibactin C

Description

2'-((4'-((S)-3-((R)-4-amino-4-oxo-2-tetradecanamidobutanamido)butyl)-3',6'-dioxo-2',3'-dihydrospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridin]-5'(6'H)-yl)methyl)-[2,4'-bithiazole]-4-carboxylic acid belongs to the class of organic compounds known as pyrrolopyridines. Pyrrolopyridines are compounds containing a pyrrolopyridine moiety, which consists of a pyrrole ring fused to a pyridine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. Based on a literature review very few articles have been published on 2'-((4'-((S)-3-((R)-4-amino-4-oxo-2-tetradecanamidobutanamido)butyl)-3',6'-dioxo-2',3'-dihydrospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridin]-5'(6'H)-yl)methyl)-[2,4'-bithiazole]-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152102112D          

 57 61  0  0  1  0            999 V2000
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9185   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -1.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756    2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5980    4.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7006    2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2655    3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6877   -2.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1855    3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0501    4.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5316   -1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9556    1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0105    3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8672   -2.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2397   -2.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6632    3.6620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2216    5.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6207    1.7224    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9306    3.9591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 18 17  1  0  0  0  0
 24  2  1  6  0  0  0
 24 15  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  1  0  0  0  0
 27 22  2  0  0  0  0
 28 23  2  0  0  0  0
 29 16  1  0  0  0  0
 30 20  1  0  0  0  0
 31 14  1  0  0  0  0
 32 21  1  0  0  0  0
 33 19  1  0  0  0  0
 34 25  1  0  0  0  0
 34 29  2  0  0  0  0
 35 26  1  0  0  0  0
 36 34  1  0  0  0  0
 37 27  1  0  0  0  0
 38 28  1  0  0  0  0
 39 17  1  0  0  0  0
 39 18  1  0  0  0  0
 39 25  1  0  0  0  0
 40 30  2  0  0  0  0
 41 24  1  0  0  0  0
 41 35  2  0  0  0  0
 26 42  1  1  0  0  0
 42 31  2  0  0  0  0
 43 27  1  0  0  0  0
 43 32  2  0  0  0  0
 44 28  1  0  0  0  0
 44 37  2  0  0  0  0
 45 36  2  0  0  0  0
 45 39  1  0  0  0  0
 46 21  1  0  0  0  0
 46 29  1  0  0  0  0
 46 33  1  0  0  0  0
 47 30  1  0  0  0  0
 31 48  1  4  0  0  0
 49 33  2  0  0  0  0
 35 50  1  4  0  0  0
 51 36  1  0  0  0  0
 52 38  2  0  0  0  0
 53 38  1  0  0  0  0
 54 22  1  0  0  0  0
 54 32  1  0  0  0  0
 55 23  1  0  0  0  0
 55 37  1  0  0  0  0
 24 56  1  1  0  0  0
 26 57  1  1  0  0  0
M  END


  Mrv1652305152102112D          

 57 61  0  0  1  0            999 V2000
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9185   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -1.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756    2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5980    4.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7006    2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2655    3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6877   -2.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1855    3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0501    4.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5316   -1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9556    1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0105    3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8672   -2.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2397   -2.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6632    3.6620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2216    5.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6207    1.7224    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9306    3.9591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 18 17  1  0  0  0  0
 24  2  1  6  0  0  0
 24 15  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  1  0  0  0  0
 27 22  2  0  0  0  0
 28 23  2  0  0  0  0
 29 16  1  0  0  0  0
 30 20  1  0  0  0  0
 31 14  1  0  0  0  0
 32 21  1  0  0  0  0
 33 19  1  0  0  0  0
 34 25  1  0  0  0  0
 34 29  2  0  0  0  0
 35 26  1  0  0  0  0
 36 34  1  0  0  0  0
 37 27  1  0  0  0  0
 38 28  1  0  0  0  0
 39 17  1  0  0  0  0
 39 18  1  0  0  0  0
 39 25  1  0  0  0  0
 40 30  2  0  0  0  0
 41 24  1  0  0  0  0
 41 35  2  0  0  0  0
 26 42  1  1  0  0  0
 42 31  2  0  0  0  0
 43 27  1  0  0  0  0
 43 32  2  0  0  0  0
 44 28  1  0  0  0  0
 44 37  2  0  0  0  0
 45 36  2  0  0  0  0
 45 39  1  0  0  0  0
 46 21  1  0  0  0  0
 46 29  1  0  0  0  0
 46 33  1  0  0  0  0
 47 30  1  0  0  0  0
 31 48  1  4  0  0  0
 49 33  2  0  0  0  0
 35 50  1  4  0  0  0
 51 36  1  0  0  0  0
 52 38  2  0  0  0  0
 53 38  1  0  0  0  0
 54 22  1  0  0  0  0
 54 32  1  0  0  0  0
 55 23  1  0  0  0  0
 55 37  1  0  0  0  0
 24 56  1  1  0  0  0
 26 57  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006778

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(CCC1=C2C(O)=NC3(CC3)C2=CC(=O)N1CC1=NC(=CS1)C1=NC(=CS1)C(O)=O)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)CCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H53N7O7S2/c1-3-4-5-6-7-8-9-10-11-12-13-14-31(48)42-26(20-30(40)47)35(50)41-24(2)15-16-29-34-25(39(17-18-39)45-36(34)51)19-33(49)46(29)21-32-43-27(22-54-32)37-44-28(23-55-37)38(52)53/h19,22-24,26H,3-18,20-21H2,1-2H3,(H2,40,47)(H,41,50)(H,42,48)(H,45,51)(H,52,53)/t24-,26+/m0/s1

> <INCHI_KEY>
KPISWKUSQUAIIS-AZGAKELHSA-N

> <FORMULA>
C39H53N7O7S2

> <MOLECULAR_WEIGHT>
796.02

> <EXACT_MASS>
795.344789423

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
86.65393489005176

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-({3'-hydroxy-4'-[(3S)-3-{[(2R)-1-hydroxy-3-(C-hydroxycarbonimidoyl)-2-[(1-hydroxytetradecylidene)amino]propylidene]amino}butyl]-6'-oxo-5',6'-dihydrospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridine]-5'-yl}methyl)-1,3-thiazol-4-yl]-1,3-thiazole-4-carboxylic acid

> <ALOGPS_LOGP>
4.90

> <JCHEM_LOGP>
1.7271937092625211

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
-0.5534259953138347

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.762205178137475

> <JCHEM_PKA_STRONGEST_BASIC>
13.076790002124053

> <JCHEM_POLAR_SURFACE_AREA>
225.23999999999995

> <JCHEM_REFRACTIVITY>
231.81400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-{3'-hydroxy-4'-[(3S)-3-{[(2R)-1-hydroxy-3-(C-hydroxycarbonimidoyl)-2-[(1-hydroxytetradecylidene)amino]propylidene]amino}butyl]-6'-oxospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridine]-5'-ylmethyl}-1,3-thiazol-4-yl)-1,3-thiazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002 -10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669 -10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337 -10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004 -10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672 -10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.048  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.728  -3.046   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.568   4.680   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.783   8.296   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.005  -8.470   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.108   4.680   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.029   7.390   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338  -8.470   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.339 -10.780   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.350  -3.816   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      19.013   5.926   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.494   7.866   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.192  -2.570   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      17.338  -6.930   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      18.672  -6.160   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      21.339  -9.240   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      18.584   3.215   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      20.553   5.926   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      12.819  -3.977   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      16.004   0.000   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0      16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      22.673 -11.550   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      21.339  -6.160   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      15.381  -4.961   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      23.638   6.836   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      22.814   9.373   0.000  0.00  0.00           O+0
HETATM   54  S   UNK     0      16.092   3.215   0.000  0.00  0.00           S+0
HETATM   55  S   UNK     0      18.537   7.390   0.000  0.00  0.00           S+0
HETATM   56  H   UNK     0      18.672  -3.080   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      18.672  -7.700   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   24                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   31                                                       
CONECT   15   16   24                                                       
CONECT   16   15   29                                                       
CONECT   17   18   39                                                       
CONECT   18   17   39                                                       
CONECT   19   25   33                                                       
CONECT   20   26   30                                                       
CONECT   21   32   46                                                       
CONECT   22   27   54                                                       
CONECT   23   28   55                                                       
CONECT   24    2   15   41   56                                             
CONECT   25   19   34   39                                                  
CONECT   26   20   35   42   57                                             
CONECT   27   22   37   43                                                  
CONECT   28   23   38   44                                                  
CONECT   29   16   34   46                                                  
CONECT   30   20   40   47                                                  
CONECT   31   14   42   48                                                  
CONECT   32   21   43   54                                                  
CONECT   33   19   46   49                                                  
CONECT   34   25   29   36                                                  
CONECT   35   26   41   50                                                  
CONECT   36   34   45   51                                                  
CONECT   37   27   44   55                                                  
CONECT   38   28   52   53                                                  
CONECT   39   17   18   25   45                                             
CONECT   40   30                                                            
CONECT   41   24   35                                                       
CONECT   42   26   31                                                       
CONECT   43   27   32                                                       
CONECT   44   28   37                                                       
CONECT   45   36   39                                                       
CONECT   46   21   29   33                                                  
CONECT   47   30                                                            
CONECT   48   31                                                            
CONECT   49   33                                                            
CONECT   50   35                                                            
CONECT   51   36                                                            
CONECT   52   38                                                            
CONECT   53   38                                                            
CONECT   54   22   32                                                       
CONECT   55   23   37                                                       
CONECT   56   24                                                            
CONECT   57   26                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  122    0
END

Synonyms

Value	Source
2'-((4'-((S)-3-((R)-4-Amino-4-oxo-2-tetradecanamidobutanamido)butyl)-3',6'-dioxo-2',3'-dihydrospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridin]-5'(6'H)-yl)methyl)-[2,4'-bithiazole]-4-carboxylate	Generator

Molecular Formula

C₃₉H₅₃N₇O₇S₂

Average Mass

796.02

Monoisotopic Mass

795.344789423

IUPAC Name

2-[2-({3'-hydroxy-4'-[(3S)-3-{[(2R)-1-hydroxy-3-(C-hydroxycarbonimidoyl)-2-[(1-hydroxytetradecylidene)amino]propylidene]amino}butyl]-6'-oxo-5',6'-dihydrospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridine]-5'-yl}methyl)-1,3-thiazol-4-yl]-1,3-thiazole-4-carboxylic acid

Traditional Name

2-(2-{3'-hydroxy-4'-[(3S)-3-{[(2R)-1-hydroxy-3-(C-hydroxycarbonimidoyl)-2-[(1-hydroxytetradecylidene)amino]propylidene]amino}butyl]-6'-oxospiro[cyclopropane-1,1'-pyrrolo[3,4-c]pyridine]-5'-ylmethyl}-1,3-thiazol-4-yl)-1,3-thiazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@](C)(CCC1=C2C(O)=NC3(CC3)C2=CC(=O)N1CC1=NC(=CS1)C1=NC(=CS1)C(O)=O)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)CCCCCCCCCCCCC

InChI Identifier

InChI=1S/C39H53N7O7S2/c1-3-4-5-6-7-8-9-10-11-12-13-14-31(48)42-26(20-30(40)47)35(50)41-24(2)15-16-29-34-25(39(17-18-39)45-36(34)51)19-33(49)46(29)21-32-43-27(22-54-32)37-44-28(23-55-37)38(52)53/h19,22-24,26H,3-18,20-21H2,1-2H3,(H2,40,47)(H,41,50)(H,42,48)(H,45,51)(H,52,53)/t24-,26+/m0/s1

InChI Key

KPISWKUSQUAIIS-AZGAKELHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolopyridines. Pyrrolopyridines are compounds containing a pyrrolopyridine moiety, which consists of a pyrrole ring fused to a pyridine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolopyridines

Sub Class

Not Available

Direct Parent

Pyrrolopyridines

Alternative Parents

Substituents

Pyrrolopyridine
Thiazolecarboxylic acid or derivatives
Pyridinone
2,4-disubstituted 1,3-thiazole
Pyridine
Heteroaromatic compound
Cyclic carboximidic acid
Thiazole
Azole
Lactam
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	4.9	ALOGPS
logP	1.73	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	-4.8	ChemAxon
pKa (Strongest Basic)	13.08	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	225.24 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	231.81 m³·mol⁻¹	ChemAxon
Polarizability	86.65 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

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	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	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

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

58178400

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121232610

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 Precolibactin C (MMDBc0006778)

MOL for #<Metabolite:0x00007fece0844638>

3D MOL for #<Metabolite:0x00007fece0844638>

3D SDF for #<Metabolite:0x00007fece0844638>

3D-SDF for #<Metabolite:0x00007fece0844638>

PDB for #<Metabolite:0x00007fece0844638>

3D PDB for #<Metabolite:0x00007fece0844638>

SMILES for #<Metabolite:0x00007fece0844638>

INCHI for #<Metabolite:0x00007fece0844638>

Structure for #<Metabolite:0x00007fece0844638>

3D Structure for #<Metabolite:0x00007fece0844638>