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

ID: ALA2418544

Chembl Id: CHEMBL2418544

PubChem CID: 21227725

Max Phase: Preclinical

Molecular Formula: C21H18N2O6S

Molecular Weight: 426.45

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

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

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

Standard InChI Key:  ANUREJSTIHDJBT-DZHOKGPDSA-N

Associated Targets(non-human)

cysK1 O-acetylserine sulfhydrylase (237 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 426.45Molecular Weight (Monoisotopic): 426.0886AlogP: 3.47#Rotatable Bonds: 7
Polar Surface Area: 116.50Molecular Species: ACIDHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.36CX Basic pKa: 2.50CX LogP: 3.11CX LogD: -3.17
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.65Np Likeness Score: -1.41

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