(8R,9S,10R,13S,14S)-17-(5-methoxypyridin-3-yl)-10,13-dimethyl-2,3,4,5,7,8,9,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-6(10H)-one

ID: ALA3979844

PubChem CID: 68086879

Max Phase: Preclinical

Molecular Formula: C25H33NO2

Molecular Weight: 379.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cncc(C2=CC[C@H]3[C@@H]4CC(=O)C5CCCC[C@]5(C)[C@H]4CC[C@]23C)c1

Standard InChI:  InChI=1S/C25H33NO2/c1-24-10-5-4-6-22(24)23(27)13-18-20-8-7-19(25(20,2)11-9-21(18)24)16-12-17(28-3)15-26-14-16/h7,12,14-15,18,20-22H,4-6,8-11,13H2,1-3H3/t18-,20-,21-,22?,24+,25+/m0/s1

Standard InChI Key:  VNKNKAWGCQCOMT-BONFQMSGSA-N

Molfile:  

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    5.1015   -8.3185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0579  -11.6830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3979844

   (8R,9S,10R,13S,14S)-17-(5-methoxypyridin-3-yl)-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-6-one

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: 379.54

Molecular Weight (Monoisotopic): 379.2511

AlogP: 5.70

#Rotatable Bonds: 2

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.50

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: 1.74

References

1.  (2013)  C-17-heteroaryl steroidal compounds as inhibitors of CYP11B, CYP17, and/or CYP21, 

Source

Source(1):

• Patent Bioactivity Data