ID: ALA142792

Max Phase: Preclinical

Molecular Formula: C24H19N5O2

Molecular Weight: 409.45

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C1CC(c2ccccc2)c2cccc3c2N1Cc1c(-c2noc(C4CC4)n2)ncn1-3

Standard InChI:  InChI=1S/C24H19N5O2/c30-20-11-17(14-5-2-1-3-6-14)16-7-4-8-18-22(16)28(20)12-19-21(25-13-29(18)19)23-26-24(31-27-23)15-9-10-15/h1-8,13,15,17H,9-12H2

Standard InChI Key:  JPQHYVFTCPAEGO-UHFFFAOYSA-N

Associated Targets(Human)

GABA-A receptor; alpha-1/beta-2/gamma-2 1171 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

GABA-A receptor; anion channel 5731 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Rattus norvegicus 775804 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

GABA A receptor alpha-6/beta-2/gamma-2 55 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: 409.45Molecular Weight (Monoisotopic): 409.1539AlogP: 4.18#Rotatable Bonds: 3
Polar Surface Area: 77.05Molecular Species: NEUTRALHBA: 6HBD: 0
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 0#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 3.51CX LogP: 3.69CX LogD: 3.69
Aromatic Rings: 4Heavy Atoms: 31QED Weighted: 0.51Np Likeness Score: -1.08

References

1. Mickelson JW, Jacobsen EJ, Carter DB, Im HK, Im WB, Schreur PJ, Sethy VH, Tang AH, McGee JE, Petke JD..  (1996)  High-affinity alpha-aminobutyric acid A/benzodiazepine ligands: synthesis and structure-activity relationship studies of a new series of tetracyclic imidazoquinoxalines.,  39  (23): [PMID:8917654] [10.1021/jm960401i]

Source