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3alpha-Hydroxy-3beta-methyl-21-(4-cyano-1H-1,2,3-triazol-1'-yl)-19-nor-5beta-pregnan-20-one

ID: ALA4098519

PubChem CID: 118548458

Max Phase: Preclinical

Molecular Formula: C24H34N4O2

Molecular Weight: 410.56

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@]1(O)CC[C@H]2[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](C(=O)Cn4cc(C#N)nn4)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C24H34N4O2/c1-23(30)9-7-17-15(11-23)3-4-19-18(17)8-10-24(2)20(19)5-6-21(24)22(29)14-28-13-16(12-25)26-27-28/h13,15,17-21,30H,3-11,14H2,1-2H3/t15-,17+,18-,19-,20+,21-,23-,24+/m1/s1

Standard InChI Key:  ULNAYWJMVBSQJK-UZNJFETESA-N

Molfile:  

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M  END

Associated Targets(Human)

GABRA1 Tclin GABA-A receptor; alpha-1/beta-2/gamma-2 (1171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GABRB3 Tclin Gamma-aminobutyric acid receptor subunit alpha-4/beta3/delta (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GABRB3 Tclin GABA-A receptor alpha-4/beta-3/delta (21 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

Calculated Properties

Molecular Weight: 410.56Molecular Weight (Monoisotopic): 410.2682AlogP: 3.74#Rotatable Bonds: 3
Polar Surface Area: 91.80Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.93CX LogD: 3.93
Aromatic Rings: 1Heavy Atoms: 30QED Weighted: 0.82Np Likeness Score: 0.87

References

1. Martinez Botella G, Salituro FG, Harrison BL, Beresis RT, Bai Z, Blanco MJ, Belfort GM, Dai J, Loya CM, Ackley MA, Althaus AL, Grossman SJ, Hoffmann E, Doherty JJ, Robichaud AJ..  (2017)  Neuroactive Steroids. 2. 3α-Hydroxy-3β-methyl-21-(4-cyano-1H-pyrazol-1'-yl)-19-nor-5β-pregnan-20-one (SAGE-217): A Clinical Next Generation Neuroactive Steroid Positive Allosteric Modulator of the (γ-Aminobutyric Acid)A Receptor.,  60  (18): [PMID:28753313] [10.1021/acs.jmedchem.7b00846]

Source