3beta-Ethyl-3alpha-hydroxy-21-(4-cyano-1H-pyrazol-1'-yl)-19-nor-5beta-pregnan-20-one

ID: ALA4100583

Chembl Id: CHEMBL4100583

PubChem CID: 86293892

Max Phase: Preclinical

Molecular Formula: C26H37N3O2

Molecular Weight: 423.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[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)cn4)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C26H37N3O2/c1-3-26(31)11-9-19-18(12-26)4-5-21-20(19)8-10-25(2)22(21)6-7-23(25)24(30)16-29-15-17(13-27)14-28-29/h14-15,18-23,31H,3-12,16H2,1-2H3/t18-,19+,20-,21-,22+,23-,25+,26-/m1/s1

Standard InChI Key:  VCXHZQXVKCMJJU-HXKXIXNFSA-N

Alternative Forms

1. Parent:

   

   ALA4100583

   1-[2-[(3R,5R,8R,9R,10S,13S,14S,17S)-3-ethyl-3-hydroxy-13-methyl-2,4,5,6,7,8,9,10,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]pyrazole-4-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.60

Molecular Weight (Monoisotopic): 423.2886

AlogP: 4.73

#Rotatable Bonds: 4

Polar Surface Area: 78.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.36

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.76

Np Likeness Score: 0.76

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

Source(1):

• Scientific Literature