ID: ALA1076861

Max Phase: Preclinical

Molecular Formula: C13H11NO6S

Molecular Weight: 309.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(/C=C2\SC(=O)N(CC(=O)O)C2=O)cc1O

Standard InChI:  InChI=1S/C13H11NO6S/c1-20-9-3-2-7(4-8(9)15)5-10-12(18)14(6-11(16)17)13(19)21-10/h2-5,15H,6H2,1H3,(H,16,17)/b10-5-

Standard InChI Key:  KBCGBBYLFJDFMZ-YHYXMXQVSA-N

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

Properties

Molecular Weight: 309.30

Molecular Weight (Monoisotopic): 309.0307

AlogP: 1.52

#Rotatable Bonds: 4

Polar Surface Area: 104.14

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.98

CX Basic pKa:

CX LogP: 1.09

CX LogD: -2.39

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.90

References

1. Maccari R, Ottanà R, Ciurleo R, Vigorita MG, Rakowitz D, Steindl T, Langer T..  (2007)  Evaluation of in vitro aldose redutase inhibitory activity of 5-arylidene-2,4-thiazolidinediones.,  17  (14): [PMID:17512196] [10.1016/j.bmcl.2007.04.109]

2. Carbone V, Giglio M, Chung R, Huyton T, Adams J, Maccari R, Ottana R, Hara A, El-Kabbani O..  (2010)  Structure of aldehyde reductase in ternary complex with a 5-arylidene-2,4-thiazolidinedione aldose reductase inhibitor.,  45  (3): [PMID:20036445] [10.1016/j.ejmech.2009.12.019]

Source

Source(1):

• Scientific Literature