ID: ALA3349330

Max Phase: Preclinical

Molecular Formula: C17H14F3N3O3

Molecular Weight: 365.31

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1ccc2c(/C(=N/C#N)N(C)CC(=O)O)cccc2c1C(F)(F)F

Standard InChI:  InChI=1S/C17H14F3N3O3/c1-23(8-14(24)25)16(22-9-21)12-5-3-4-11-10(12)6-7-13(26-2)15(11)17(18,19)20/h3-7H,8H2,1-2H3,(H,24,25)/b22-16-

Standard InChI Key:  DRZMSYNMNZRCPN-JWGURIENSA-N

Associated Targets(non-human)

Aldose reductase 1045 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Rattus norvegicus 775804 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 365.31Molecular Weight (Monoisotopic): 365.0987AlogP: 3.11#Rotatable Bonds: 4
Polar Surface Area: 85.92Molecular Species: ACIDHBA: 4HBD: 1
#RO5 Violations: 0HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 2.60CX Basic pKa: 1.50CX LogP: 2.59CX LogD: -0.68
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.51Np Likeness Score: -0.44

References

1. Wrobel J, Millen J, Sredy J, Dietrich A, Kelly JM, Gorham BJ, Sestanj K..  (1989)  Orally active aldose reductase inhibitors derived from bioisosteric substitutions on tolrestat.,  32  (11): [PMID:2509709] [10.1021/jm00131a012]

Source