(3R,5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-3-[[4-[[3-methoxy-2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]methyl]-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

ID: ALA4646642

PubChem CID: 156020342

Max Phase: Preclinical

Molecular Formula: C35H49F3N2O3

Molecular Weight: 602.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@@](O)(CN5CCN(Cc6cccc(OC)c6C(F)(F)F)CC5)CC[C@]4(C)[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C35H49F3N2O3/c1-5-34(42)14-12-28-26-10-9-25-21-33(41,16-15-31(25,2)27(26)11-13-32(28,34)3)23-40-19-17-39(18-20-40)22-24-7-6-8-29(43-4)30(24)35(36,37)38/h1,6-8,25-28,41-42H,9-23H2,2-4H3/t25-,26+,27-,28-,31-,32-,33+,34-/m0/s1

Standard InChI Key:  DALCKBQWEKWPRG-IDRSKVOWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4646642

   ---

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: 602.78

Molecular Weight (Monoisotopic): 602.3695

AlogP: 5.97

#Rotatable Bonds: 5

Polar Surface Area: 56.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.17

CX LogP: 5.59

CX LogD: 4.75

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.41

Np Likeness Score: 0.55

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