ID: ALA3262476

Max Phase: Preclinical

Molecular Formula: C14H12N2O5S2

Molecular Weight: 352.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(=O)COc1ccc(/C=C2\SC(=S)N(CC(=O)O)C2=O)cc1

Standard InChI:  InChI=1S/C14H12N2O5S2/c15-11(17)7-21-9-3-1-8(2-4-9)5-10-13(20)16(6-12(18)19)14(22)23-10/h1-5H,6-7H2,(H2,15,17)(H,18,19)/b10-5-

Standard InChI Key:  LNUUVOYTGLGONO-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: 352.39

Molecular Weight (Monoisotopic): 352.0188

AlogP: 0.84

#Rotatable Bonds: 6

Polar Surface Area: 109.93

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.53

CX Basic pKa:

CX LogP: 0.95

CX LogD: -2.41

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: -1.75

References

1. Maccari R, Vitale RM, Ottanà R, Rocchiccioli M, Marrazzo A, Cardile V, Graziano AC, Amodeo P, Mura U, Del Corso A..  (2014)  Structure-activity relationships and molecular modelling of new 5-arylidene-4-thiazolidinone derivatives as aldose reductase inhibitors and potential anti-inflammatory agents.,  81  [PMID:24819954] [10.1016/j.ejmech.2014.05.003]

2. Maccari R, Del Corso A, Paoli P, Adornato I, Lori G, Balestri F, Cappiello M, Naß A, Wolber G, Ottanà R..  (2018)  An investigation on 4-thiazolidinone derivatives as dual inhibitors of aldose reductase and protein tyrosine phosphatase 1B, in the search for potential agents for the treatment of type 2 diabetes mellitus and its complications.,  28  (23-24): [PMID:30342956] [10.1016/j.bmcl.2018.10.024]

Source

Source(1):

• Scientific Literature