5-(2,5-dimethyl-3-((E)-((E)-4-oxo-2-(p-tolylimino)thiazolidin-5-ylidene)methyl)-1H-pyrrol-1-yl)isophthalic acid

ID: ALA3310462

Chembl Id: CHEMBL3310462

PubChem CID: 135641369

Max Phase: Preclinical

Molecular Formula: C25H21N3O5S

Molecular Weight: 475.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/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/C25H21N3O5S/c1-13-4-6-19(7-5-13)26-25-27-22(29)21(34-25)12-16-8-14(2)28(15(16)3)20-10-17(23(30)31)9-18(11-20)24(32)33/h4-12H,1-3H3,(H,30,31)(H,32,33)(H,26,27,29)/b21-12+

Standard InChI Key:  YTMQMZVFGTYLGN-CIAFOILYSA-N

Alternative Forms

1. Parent:

   

   ALA3310462

   ---

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: 475.53

Molecular Weight (Monoisotopic): 475.1202

AlogP: 4.69

#Rotatable Bonds: 5

Polar Surface Area: 120.99

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.37

CX Basic pKa: 4.01

CX LogP: 4.07

CX LogD: -1.25

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.61

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