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

ID: ALA2418563

Chembl Id: CHEMBL2418563

PubChem CID: 21228257

Max Phase: Preclinical

Molecular Formula: C21H18N2O6S

Molecular Weight: 426.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C/c2ccccc2OCC(=O)O)S/C1=N\c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C21H18N2O6S/c1-2-23-19(26)17(11-13-6-3-4-9-16(13)29-12-18(24)25)30-21(23)22-15-8-5-7-14(10-15)20(27)28/h3-11H,2,12H2,1H3,(H,24,25)(H,27,28)/b17-11-,22-21-

Standard InChI Key:  GVNWHSKPXFHYDR-ZWAQFXLXSA-N

Alternative Forms

1. Parent:

   

   ALA2418563

   3-[[(5Z)-5-[[2-(carboxymethoxy)phenyl]methylidene]-3-ethyl-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: 426.45

Molecular Weight (Monoisotopic): 426.0886

AlogP: 3.47

#Rotatable Bonds: 7

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: 3.23

CX Basic pKa: 2.45

CX LogP: 3.07

CX LogD: -3.21

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.54

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