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

ID: ALA2418567

Chembl Id: CHEMBL2418567

PubChem CID: 71818730

Max Phase: Preclinical

Molecular Formula: C22H20N2O6S

Molecular Weight: 440.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)N1C(=O)/C(=C/c2ccccc2OCC(=O)O)S/C1=N\c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C22H20N2O6S/c1-13(2)24-20(27)18(11-14-6-3-4-9-17(14)30-12-19(25)26)31-22(24)23-16-8-5-7-15(10-16)21(28)29/h3-11,13H,12H2,1-2H3,(H,25,26)(H,28,29)/b18-11-,23-22-

Standard InChI Key:  FHJYZRHKHIDNRT-RQQQWSHVSA-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: 440.48Molecular Weight (Monoisotopic): 440.1042AlogP: 3.86#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: 3.22CX Basic pKa: 2.42CX LogP: 3.50CX LogD: -2.80
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.63Np Likeness Score: -1.36

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