(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-17-(pyridin-2-ylmethyl)-8,9,10,11,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one

ID: ALA3753239

PubChem CID: 16106495

Max Phase: Preclinical

Molecular Formula: C25H29NO2

Molecular Weight: 375.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12C=CC(=O)C=C1C=C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@@]2(O)Cc1ccccn1

Standard InChI:  InChI=1S/C25H29NO2/c1-23-11-8-19(27)15-17(23)6-7-20-21(23)9-12-24(2)22(20)10-13-25(24,28)16-18-5-3-4-14-26-18/h3-8,11,14-15,20-22,28H,9-10,12-13,16H2,1-2H3/t20-,21+,22+,23+,24+,25-/m1/s1

Standard InChI Key:  QHOICUUVCMYCCQ-WFGFEZODSA-N

Molfile:  

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    7.2109    3.2433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3753239

   (8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-17-(pyridin-2-ylmethyl)-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-3-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: 375.51

Molecular Weight (Monoisotopic): 375.2198

AlogP: 4.44

#Rotatable Bonds: 2

Polar Surface Area: 50.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.18

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.83

Np Likeness Score: 1.53

References

1. Yadav MR, Barmade MA, Tamboli RS, Murumkar PR..  (2015)  Developing steroidal aromatase inhibitors-an effective armament to win the battle against breast cancer.,  105  [PMID:26469743] [10.1016/j.ejmech.2015.09.038]

Source

Source(1):

• Scientific Literature