3-((Z)-((Z)-5-(2-(carboxymethoxy)benzylidene)-3-methyl-4-oxothiazolidin-2-ylidene)amino)benzoic acid

ID: ALA2418558

Chembl Id: CHEMBL2418558

PubChem CID: 5766626

Max Phase: Preclinical

Molecular Formula: C20H16N2O6S

Molecular Weight: 412.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)/C(=C/c2ccccc2OCC(=O)O)S/C1=N\c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C20H16N2O6S/c1-22-18(25)16(10-12-5-2-3-8-15(12)28-11-17(23)24)29-20(22)21-14-7-4-6-13(9-14)19(26)27/h2-10H,11H2,1H3,(H,23,24)(H,26,27)/b16-10-,21-20-

Standard InChI Key:  ZRWLYRDALGQUID-PTWQKYQPSA-N

Alternative Forms

1. Parent:

   

   ALA2418558

   3-[(Z)-[(5z)-5-[[2-(2-Hydroxy-2-Oxoethyloxy)phenyl]methylidene]-3-Methyl-4-Oxidanylidene-1,3-Thiazolidin-2-Ylidene]amino]benzoic Acid

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: 412.42

Molecular Weight (Monoisotopic): 412.0729

AlogP: 3.08

#Rotatable Bonds: 6

Polar Surface Area: 116.50

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.24

CX Basic pKa: 2.49

CX LogP: 2.70

CX LogD: -3.57

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.42

References

1. Poyraz O, Jeankumar VU, Saxena S, Schnell R, Haraldsson M, Yogeeswari P, Sriram D, Schneider G..  (2013)  Structure-guided design of novel thiazolidine inhibitors of O-acetyl serine sulfhydrylase from Mycobacterium tuberculosis.,  56  (16): [PMID:23879381] [10.1021/jm400710k]

Source

Source(1):

• Scientific Literature