3-((Z)-((Z)-3-allyl-5-(2-(2-methoxy-2-oxoethoxy)benzylidene)-4-oxothiazolidin-2-ylidene)amino)benzoic acid

ID: ALA2418564

Chembl Id: CHEMBL2418564

PubChem CID: 71818599

Max Phase: Preclinical

Molecular Formula: C23H20N2O6S

Molecular Weight: 452.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H20N2O6S/c1-3-11-25-21(27)19(13-15-7-4-5-10-18(15)31-14-20(26)30-2)32-23(25)24-17-9-6-8-16(12-17)22(28)29/h3-10,12-13H,1,11,14H2,2H3,(H,28,29)/b19-13-,24-23-

Standard InChI Key:  NDYYUVRKRKXAPZ-CRPWPPNLSA-N

Alternative Forms

1. Parent:

   

   ALA2418564

   3-[[(5Z)-5-[[2-(2-methoxy-2-oxoethoxy)phenyl]methylidene]-4-oxo-3-prop-2-enyl-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: 452.49

Molecular Weight (Monoisotopic): 452.1042

AlogP: 3.73

#Rotatable Bonds: 8

Polar Surface Area: 105.50

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.87

CX Basic pKa: 2.35

CX LogP: 3.83

CX LogD: 0.74

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -1.48

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