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

ID: ALA4647998

PubChem CID: 156021305

Max Phase: Preclinical

Molecular Formula: C35H46N2O3

Molecular Weight: 542.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@](O)(CN3CCN(C(=O)c4ccc5ccccc5c4)CC3)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12

Standard InChI:  InChI=1S/C35H46N2O3/c1-33-15-16-35(40,22-27(33)9-10-28-29-11-12-31(38)34(29,2)14-13-30(28)33)23-36-17-19-37(20-18-36)32(39)26-8-7-24-5-3-4-6-25(24)21-26/h3-8,21,27-30,40H,9-20,22-23H2,1-2H3/t27-,28-,29-,30-,33-,34-,35+/m0/s1

Standard InChI Key:  DAAKIISCXNNJBB-IFEIANSXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4647998

   ---

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: 542.76

Molecular Weight (Monoisotopic): 542.3508

AlogP: 5.94

#Rotatable Bonds: 3

Polar Surface Area: 60.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.53

CX LogP: 5.63

CX LogD: 5.26

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.52

Np Likeness Score: 0.70

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