2-[(5Z)-5-(5-bromo-2-oxo-indolin-3-ylidene)-4-oxo-2-thioxo-thiazolidin-3-yl]-3-phenyl-propanoic acid

ID: ALA5199703

Chembl Id: CHEMBL5199703

Cas Number: 301687-64-9

PubChem CID: 3805827

Max Phase: Preclinical

Molecular Formula: C20H13BrN2O4S2

Molecular Weight: 489.37

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(Br)cc2/C1=C1/SC(=S)N(C(Cc2ccccc2)C(=O)O)C1=O

Standard InChI:  InChI=1S/C20H13BrN2O4S2/c21-11-6-7-13-12(9-11)15(17(24)22-13)16-18(25)23(20(28)29-16)14(19(26)27)8-10-4-2-1-3-5-10/h1-7,9,14H,8H2,(H,22,24)(H,26,27)/b16-15-

Standard InChI Key:  IQVADJFHSOSTEW-NXVVXOECSA-N

Alternative Forms

1. Parent:

   

   ALA5199703

   (Z)-2-(5-(5-bromo-2-oxoindolin-3-ylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 489.37

Molecular Weight (Monoisotopic): 487.9500

AlogP: 3.67

#Rotatable Bonds: 4

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.02

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 0.92

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.90

References

1. Koperniku A, Garcia AA, Mochly-Rosen D..  (2022)  Boosting the Discovery of Small Molecule Inhibitors of Glucose-6-Phosphate Dehydrogenase for the Treatment of Cancer, Infectious Diseases, and Inflammation.,  65  (6.0): [PMID:35239352] [10.1021/acs.jmedchem.1c01577]

Source

Source(1):

• Scientific Literature