3-((Z)-((Z)-5-(4-Hydroxybenzylidene)-3-ethyl-4-oxothiazolidin-2-ylidene)amino)benzoic Acid

ID: ALA2418569

Chembl Id: CHEMBL2418569

PubChem CID: 18846293

Max Phase: Preclinical

Molecular Formula: C19H16N2O4S

Molecular Weight: 368.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C/c2ccc(O)cc2)S/C1=N\c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C19H16N2O4S/c1-2-21-17(23)16(10-12-6-8-15(22)9-7-12)26-19(21)20-14-5-3-4-13(11-14)18(24)25/h3-11,22H,2H2,1H3,(H,24,25)/b16-10-,20-19-

Standard InChI Key:  MQMPIRJXQYLFHC-SMFDUERQSA-N

Alternative Forms

1. Parent:

   

   ALA2418569

   3-[[(5Z)-3-ethyl-5-[(4-hydroxyphenyl)methylidene]-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: 368.41

Molecular Weight (Monoisotopic): 368.0831

AlogP: 3.71

#Rotatable Bonds: 4

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: 3.62

CX LogD: 0.60

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -1.22

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