MiMeDB: Showing metabocard for Precolibactin B (MMDBc0009491)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:59:01 UTC

Update Date

2022-08-31 06:30:14 UTC

Metabolite ID

MMDBc0009491

Metabolite Identification

Common Name

Precolibactin B

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)thiazole-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)thiazole-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103592D          

 52 55  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
   10.0026   -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
    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
    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
    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
    9.8500    3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0060    3.0882    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
   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
 23  2  1  6  0  0  0
 23 15  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  1  0  0  0  0
 26 22  2  0  0  0  0
 27 16  1  0  0  0  0
 28 20  1  0  0  0  0
 29 14  1  0  0  0  0
 30 21  1  0  0  0  0
 31 19  1  0  0  0  0
 32 24  1  0  0  0  0
 32 27  2  0  0  0  0
 33 25  1  0  0  0  0
 34 32  1  0  0  0  0
 35 26  1  0  0  0  0
 36 17  1  0  0  0  0
 36 18  1  0  0  0  0
 36 24  1  0  0  0  0
 37 28  2  0  0  0  0
 38 23  1  0  0  0  0
 38 33  2  0  0  0  0
 25 39  1  1  0  0  0
 39 29  2  0  0  0  0
 40 26  1  0  0  0  0
 40 30  2  0  0  0  0
 41 34  2  0  0  0  0
 41 36  1  0  0  0  0
 42 21  1  0  0  0  0
 42 27  1  0  0  0  0
 42 31  1  0  0  0  0
 43 28  1  0  0  0  0
 29 44  1  4  0  0  0
 45 31  2  0  0  0  0
 33 46  1  4  0  0  0
 47 34  1  0  0  0  0
 48 35  2  0  0  0  0
 49 35  1  0  0  0  0
 50 22  1  0  0  0  0
 50 30  1  0  0  0  0
 23 51  1  1  0  0  0
 25 52  1  1  0  0  0
M  END


  Mrv1652305152103592D          

 52 55  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
   10.0026   -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
    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
    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
    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
    9.8500    3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0060    3.0882    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
   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
 23  2  1  6  0  0  0
 23 15  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  1  0  0  0  0
 26 22  2  0  0  0  0
 27 16  1  0  0  0  0
 28 20  1  0  0  0  0
 29 14  1  0  0  0  0
 30 21  1  0  0  0  0
 31 19  1  0  0  0  0
 32 24  1  0  0  0  0
 32 27  2  0  0  0  0
 33 25  1  0  0  0  0
 34 32  1  0  0  0  0
 35 26  1  0  0  0  0
 36 17  1  0  0  0  0
 36 18  1  0  0  0  0
 36 24  1  0  0  0  0
 37 28  2  0  0  0  0
 38 23  1  0  0  0  0
 38 33  2  0  0  0  0
 25 39  1  1  0  0  0
 39 29  2  0  0  0  0
 40 26  1  0  0  0  0
 40 30  2  0  0  0  0
 41 34  2  0  0  0  0
 41 36  1  0  0  0  0
 42 21  1  0  0  0  0
 42 27  1  0  0  0  0
 42 31  1  0  0  0  0
 43 28  1  0  0  0  0
 29 44  1  4  0  0  0
 45 31  2  0  0  0  0
 33 46  1  4  0  0  0
 47 34  1  0  0  0  0
 48 35  2  0  0  0  0
 49 35  1  0  0  0  0
 50 22  1  0  0  0  0
 50 30  1  0  0  0  0
 23 51  1  1  0  0  0
 25 52  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009491

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C36H52N6O7S/c1-3-4-5-6-7-8-9-10-11-12-13-14-29(44)39-25(20-28(37)43)33(46)38-23(2)15-16-27-32-24(36(17-18-36)41-34(32)47)19-31(45)42(27)21-30-40-26(22-50-30)35(48)49/h19,22-23,25H,3-18,20-21H2,1-2H3,(H2,37,43)(H,38,46)(H,39,44)(H,41,47)(H,48,49)/t23-,25+/m0/s1

> <INCHI_KEY>
CYECZFOLZAKWQB-UKILVPOCSA-N

> <FORMULA>
C36H52N6O7S

> <MOLECULAR_WEIGHT>
712.91

> <EXACT_MASS>
712.361819212

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
78.37353429297441

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
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-thiazole-4-carboxylic acid

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
2.010018103194471

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.289138402877717

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.7745362926512884

> <JCHEM_PKA_STRONGEST_BASIC>
13.061272651998843

> <JCHEM_POLAR_SURFACE_AREA>
212.34999999999997

> <JCHEM_REFRACTIVITY>
201.876

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
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-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      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.005  -8.470   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.108   4.680   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.338  -8.470   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.339 -10.780   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.350  -3.816   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.013   5.926   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.192  -2.570   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      17.338  -6.930   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      18.672  -6.160   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      21.339  -9.240   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      18.584   3.215   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      12.819  -3.977   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      16.004   0.000   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0      16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      22.673 -11.550   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      21.339  -6.160   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      15.381  -4.961   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      18.387   7.333   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      20.545   5.765   0.000  0.00  0.00           O+0
HETATM   50  S   UNK     0      16.092   3.215   0.000  0.00  0.00           S+0
HETATM   51  H   UNK     0      18.672  -3.080   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      18.672  -7.700   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   23                                                            
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   29                                                       
CONECT   15   16   23                                                       
CONECT   16   15   27                                                       
CONECT   17   18   36                                                       
CONECT   18   17   36                                                       
CONECT   19   24   31                                                       
CONECT   20   25   28                                                       
CONECT   21   30   42                                                       
CONECT   22   26   50                                                       
CONECT   23    2   15   38   51                                             
CONECT   24   19   32   36                                                  
CONECT   25   20   33   39   52                                             
CONECT   26   22   35   40                                                  
CONECT   27   16   32   42                                                  
CONECT   28   20   37   43                                                  
CONECT   29   14   39   44                                                  
CONECT   30   21   40   50                                                  
CONECT   31   19   42   45                                                  
CONECT   32   24   27   34                                                  
CONECT   33   25   38   46                                                  
CONECT   34   32   41   47                                                  
CONECT   35   26   48   49                                                  
CONECT   36   17   18   24   41                                             
CONECT   37   28                                                            
CONECT   38   23   33                                                       
CONECT   39   25   29                                                       
CONECT   40   26   30                                                       
CONECT   41   34   36                                                       
CONECT   42   21   27   31                                                  
CONECT   43   28                                                            
CONECT   44   29                                                            
CONECT   45   31                                                            
CONECT   46   33                                                            
CONECT   47   34                                                            
CONECT   48   35                                                            
CONECT   49   35                                                            
CONECT   50   22   30                                                       
CONECT   51   23                                                            
CONECT   52   25                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    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)thiazole-4-carboxylate	Generator

Molecular Formula

C₃₆H₅₂N₆O₇S

Average Mass

712.91

Monoisotopic Mass

712.361819212

IUPAC Name

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-thiazole-4-carboxylic acid

Traditional Name

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-thiazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C36H52N6O7S/c1-3-4-5-6-7-8-9-10-11-12-13-14-29(44)39-25(20-28(37)43)33(46)38-23(2)15-16-27-32-24(36(17-18-36)41-34(32)47)19-31(45)42(27)21-30-40-26(22-50-30)35(48)49/h19,22-23,25H,3-18,20-21H2,1-2H3,(H2,37,43)(H,38,46)(H,39,44)(H,41,47)(H,48,49)/t23-,25+/m0/s1

InChI Key

CYECZFOLZAKWQB-UKILVPOCSA-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	0.005 g/L	ALOGPS
logP	4.32	ALOGPS
logP	2.01	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	-0.77	ChemAxon
pKa (Strongest Basic)	13.06	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	212.35 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	201.88 m³·mol⁻¹	ChemAxon
Polarizability	78.37 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	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

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

58178398

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121232601

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 B (MMDBc0009491)

MOL for #<Metabolite:0x00007fecc143e828>

3D MOL for #<Metabolite:0x00007fecc143e828>

3D SDF for #<Metabolite:0x00007fecc143e828>

3D-SDF for #<Metabolite:0x00007fecc143e828>

PDB for #<Metabolite:0x00007fecc143e828>

3D PDB for #<Metabolite:0x00007fecc143e828>

SMILES for #<Metabolite:0x00007fecc143e828>

INCHI for #<Metabolite:0x00007fecc143e828>

Structure for #<Metabolite:0x00007fecc143e828>

3D Structure for #<Metabolite:0x00007fecc143e828>