4-tert-Butyl-1-(4-ethynyl-phenyl)-2,6,7-trioxa-bicyclo[2.2.2]octane-3-carbonitrile

ID: ALA10450

Chembl Id: CHEMBL10450

Cas Number: 107829-39-0

PubChem CID: 183889

Max Phase: Preclinical

Molecular Formula: C18H19NO3

Molecular Weight: 297.35

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C#Cc1ccc(C23OCC(C(C)(C)C)(CO2)C(C#N)O3)cc1

Standard InChI:  InChI=1S/C18H19NO3/c1-5-13-6-8-14(9-7-13)18-20-11-17(12-21-18,16(2,3)4)15(10-19)22-18/h1,6-9,15H,11-12H2,2-4H3

Standard InChI Key:  KOTGUJCMDOQJFB-UHFFFAOYSA-N

Associated Targets(non-human)

Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gabrg1 GABA receptor gamma-1 subunit (26 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gabra5 GABA-A receptor; anion channel (216 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

Calculated Properties

Molecular Weight: 297.35Molecular Weight (Monoisotopic): 297.1365AlogP: 2.78#Rotatable Bonds: 1
Polar Surface Area: 51.48Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.42CX LogD: 3.42
Aromatic Rings: 1Heavy Atoms: 22QED Weighted: 0.75Np Likeness Score: 0.16

References

1. Palmer CJ, Cole LM, Carida JE..  (1988)  (+/-)-4-tert-butyl-3-cyano-1-(4-ethynylphenyl)-2,6,7-trioxabi cyclo[2.2.2]octane: synthesis of a remarkably potent GABAA receptor antagonist.,  31  (6): [PMID:2836586] [10.1021/jm00401a002]

Source