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

ID: ALA3310461

Chembl Id: CHEMBL3310461

PubChem CID: 135648195

Max Phase: Preclinical

Molecular Formula: C24H19N3O5S

Molecular Weight: 461.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=C2/S/C(=N/c3ccccc3)NC2=O)c(C)n1-c1cc(C(=O)O)cc(C(=O)O)c1

Standard InChI:  InChI=1S/C24H19N3O5S/c1-13-8-15(12-20-21(28)26-24(33-20)25-18-6-4-3-5-7-18)14(2)27(13)19-10-16(22(29)30)9-17(11-19)23(31)32/h3-12H,1-2H3,(H,29,30)(H,31,32)(H,25,26,28)/b20-12+

Standard InChI Key:  ZLHPOOFSCIDCMV-UDWIEESQSA-N

Alternative Forms

1. Parent:

   

   ALA3310461

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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: 461.50

Molecular Weight (Monoisotopic): 461.1045

AlogP: 4.38

#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: 3.26

CX Basic pKa: 3.80

CX LogP: 3.75

CX LogD: -1.80

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.57

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