(3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-3-[[4-(2-naphthyl)piperazin-1-yl]methyl]-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-one

ID: ALA4646094

PubChem CID: 156019891

Max Phase: Preclinical

Molecular Formula: C35H48N2O2

Molecular Weight: 528.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@](O)(CN3CCN(Cc4ccc5ccccc5c4)CC3)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12

Standard InChI:  InChI=1S/C35H48N2O2/c1-33-15-16-35(39,22-28(33)9-10-29-30-11-12-32(38)34(30,2)14-13-31(29)33)24-37-19-17-36(18-20-37)23-25-7-8-26-5-3-4-6-27(26)21-25/h3-8,21,28-31,39H,9-20,22-24H2,1-2H3/t28-,29-,30-,31-,33-,34-,35+/m0/s1

Standard InChI Key:  LNPCOCYRBZXHKE-RKHCDVLVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4646094

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 528.78

Molecular Weight (Monoisotopic): 528.3716

AlogP: 6.30

#Rotatable Bonds: 4

Polar Surface Area: 43.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.34

CX LogP: 6.27

CX LogD: 5.29

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.51

Np Likeness Score: 0.86

References

1. Boutin S, Roy J, Maltais R, Poirier D..  (2020)  Formation of 5α-dihydrotestosterone from 5α-androstane-3α,17β-diol in prostate cancer LAPC-4 cells - Identifying inhibitors of non-classical pathways producing the most potent androgen.,  30  (2): [PMID:31753699] [10.1016/j.bmcl.2019.126783]

Source

Source(1):

• Scientific Literature