3-((Z)-((Z)-5-(4-(2-methoxy-2-oxoethoxy)benzylidene)-4-oxo-3-propylthiazolidin-2-ylidene)amino)benzoic acid

ID: ALA2418546

Chembl Id: CHEMBL2418546

PubChem CID: 71818878

Max Phase: Preclinical

Molecular Formula: C23H22N2O6S

Molecular Weight: 454.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1C(=O)/C(=C/c2ccc(OCC(=O)OC)cc2)S/C1=N\c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C23H22N2O6S/c1-3-11-25-21(27)19(12-15-7-9-18(10-8-15)31-14-20(26)30-2)32-23(25)24-17-6-4-5-16(13-17)22(28)29/h4-10,12-13H,3,11,14H2,1-2H3,(H,28,29)/b19-12-,24-23-

Standard InChI Key:  MAEHPCPVFKHICV-BUCZYZBOSA-N

Alternative Forms

1. Parent:

   

   ALA2418546

   3-[[(5Z)-5-[[4-(2-methoxy-2-oxoethoxy)phenyl]methylidene]-4-oxo-3-propyl-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: 454.50

Molecular Weight (Monoisotopic): 454.1199

AlogP: 3.95

#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: 3.86

CX Basic pKa: 2.33

CX LogP: 3.98

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.40

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