(Z)-3-(5-([1,1'-Biphenyl]-4-ylmethylene)-4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

ID: ALA4213232

Chembl Id: CHEMBL4213232

PubChem CID: 8282459

Max Phase: Preclinical

Molecular Formula: C19H15NO3S2

Molecular Weight: 369.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCN1C(=O)/C(=C\c2ccc(-c3ccccc3)cc2)SC1=S

Standard InChI:  InChI=1S/C19H15NO3S2/c21-17(22)10-11-20-18(23)16(25-19(20)24)12-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,12H,10-11H2,(H,21,22)/b16-12+

Standard InChI Key:  OPALVWGYQNCVKK-FOWTUZBSSA-N

Alternative Forms

1. Parent:

   

   ALA4213232

   3-[(5E)-4-oxo-5-[(4-phenylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic 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: 369.47

Molecular Weight (Monoisotopic): 369.0493

AlogP: 4.03

#Rotatable Bonds: 5

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.31

References

1. Liang D, Robinson E, Hom K, Yu W, Nguyen N, Li Y, Zong Q, Wilks A, Xue F..  (2018)  Structure-based design and biological evaluation of inhibitors of the pseudomonas aeruginosa heme oxygenase (pa-HemO).,  28  (6): [PMID:29459206] [10.1016/j.bmcl.2018.02.027]

Source

Source(1):

• Scientific Literature