(Z)-3-(4-oxo-5-(3-(phenylamino)benzylidene)-2-thioxothiazolidin-3-yl)propanoic acid

ID: ALA4205009

Chembl Id: CHEMBL4205009

PubChem CID: 145978749

Max Phase: Preclinical

Molecular Formula: C19H16N2O3S2

Molecular Weight: 384.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCN1C(=O)/C(=C/c2cccc(Nc3ccccc3)c2)SC1=S

Standard InChI:  InChI=1S/C19H16N2O3S2/c22-17(23)9-10-21-18(24)16(26-19(21)25)12-13-5-4-8-15(11-13)20-14-6-2-1-3-7-14/h1-8,11-12,20H,9-10H2,(H,22,23)/b16-12-

Standard InChI Key:  ZBZFUPFDQROTDD-VBKFSLOCSA-N

Alternative Forms

1. Parent:

   

   ALA4205009

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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: 384.48

Molecular Weight (Monoisotopic): 384.0602

AlogP: 4.11

#Rotatable Bonds: 6

Polar Surface Area: 69.64

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: 0.59

CX LogP: 4.12

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.56

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