ID: ALA5206057

Max Phase: Preclinical

Molecular Formula: C17H15N5O2

Molecular Weight: 321.34

Associated Items:

Representations

Canonical SMILES:  CC(C)n1cc(C#N)c2cc(NC(=O)c3cc(=O)[nH]cn3)ccc21

Standard InChI:  InChI=1S/C17H15N5O2/c1-10(2)22-8-11(7-18)13-5-12(3-4-15(13)22)21-17(24)14-6-16(23)20-9-19-14/h3-6,8-10H,1-2H3,(H,21,24)(H,19,20,23)

Standard InChI Key:  MGEBFGUELPJZFO-UHFFFAOYSA-N

Associated Targets(Human)

Xanthine dehydrogenase 1038 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 321.34Molecular Weight (Monoisotopic): 321.1226AlogP: 2.43#Rotatable Bonds: 3
Polar Surface Area: 103.57Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.36CX Basic pKa: CX LogP: 1.46CX LogD: 1.42
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.77Np Likeness Score: -1.68

References

1. Zhang B, Duan Y, Yang Y, Mao Q, Lin F, Gao J, Dai X, Zhang P, Li Q, Li J, Dai R, Wang S..  (2022)  Design, synthesis, and biological evaluation of N-(3-cyano-1H-indol-5/6-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxamides and 5-(6-oxo-1,6-dihydropyrimidin-2-yl)-1H-indole-3-carbonitriles as novel xanthine oxidase inhibitors.,  227  [PMID:34688012] [10.1016/j.ejmech.2021.113928]

Source