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

ID: ALA2418559

Chembl Id: CHEMBL2418559

PubChem CID: 18846221

Max Phase: Preclinical

Molecular Formula: C18H14N2O4S

Molecular Weight: 354.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)/C(=C/c2ccccc2O)S/C1=N\c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C18H14N2O4S/c1-20-16(22)15(10-11-5-2-3-8-14(11)21)25-18(20)19-13-7-4-6-12(9-13)17(23)24/h2-10,21H,1H3,(H,23,24)/b15-10-,19-18-

Standard InChI Key:  WCKCEHPECMKBDU-QNNPSDNZSA-N

Alternative Forms

1. Parent:

   

   ALA2418559

   3-[[(5Z)-5-[(2-hydroxyphenyl)methylidene]-3-methyl-4-oxo-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: 354.39

Molecular Weight (Monoisotopic): 354.0674

AlogP: 3.32

#Rotatable Bonds: 3

Polar Surface Area: 90.20

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.89

CX Basic pKa: 2.57

CX LogP: 3.26

CX LogD: 0.24

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: -1.21

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