5-(3-((E)-((E)-2-(4-methoxyphenylimino)-4-oxothiazolidin-5-ylidene)methyl)-2,5-dimethyl-1H-pyrrol-1-yl)isophthalic acid

ID: ALA3310463

Chembl Id: CHEMBL3310463

PubChem CID: 135641376

Max Phase: Preclinical

Molecular Formula: C25H21N3O6S

Molecular Weight: 491.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/N=C2\NC(=O)/C(=C\c3cc(C)n(-c4cc(C(=O)O)cc(C(=O)O)c4)c3C)S2)cc1

Standard InChI:  InChI=1S/C25H21N3O6S/c1-13-8-15(14(2)28(13)19-10-16(23(30)31)9-17(11-19)24(32)33)12-21-22(29)27-25(35-21)26-18-4-6-20(34-3)7-5-18/h4-12H,1-3H3,(H,30,31)(H,32,33)(H,26,27,29)/b21-12+

Standard InChI Key:  RAZHPVWYAJMVFA-CIAFOILYSA-N

Alternative Forms

1. Parent:

   

   ALA3310463

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 491.53

Molecular Weight (Monoisotopic): 491.1151

AlogP: 4.39

#Rotatable Bonds: 6

Polar Surface Area: 130.22

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.38

CX Basic pKa: 4.01

CX LogP: 3.39

CX LogD: -1.91

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.44

Np Likeness Score: -1.50

References

1. Perdih A, Hrast M, Barreteau H, Gobec S, Wolber G, Solmajer T..  (2014)  Benzene-1,3-dicarboxylic acid 2,5-dimethylpyrrole derivatives as multiple inhibitors of bacterial Mur ligases (MurC-MurF).,  22  (15): [PMID:24953950] [10.1016/j.bmc.2014.05.058]

Source

Source(1):

• Scientific Literature