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

ID: ALA4648733

PubChem CID: 156021061

Max Phase: Preclinical

Molecular Formula: C32H45F3N2O3

Molecular Weight: 562.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(N2CCN(C[C@@]3(O)CC[C@@]4(C)[C@@H](CC[C@@H]5[C@@H]4CC[C@]4(C)C(=O)CC[C@@H]54)C3)CC2)ccc1C(F)(F)F

Standard InChI:  InChI=1S/C32H45F3N2O3/c1-29-12-13-31(39,19-21(29)4-6-23-24-8-9-28(38)30(24,2)11-10-25(23)29)20-36-14-16-37(17-15-36)22-5-7-26(32(33,34)35)27(18-22)40-3/h5,7,18,21,23-25,39H,4,6,8-17,19-20H2,1-3H3/t21-,23-,24-,25-,29-,30-,31+/m0/s1

Standard InChI Key:  CHWYYRFUWHOKGA-GKLOGKBNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4648733

   ---

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: 562.72

Molecular Weight (Monoisotopic): 562.3382

AlogP: 6.18

#Rotatable Bonds: 4

Polar Surface Area: 53.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.37

CX LogP: 6.17

CX LogD: 5.15

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.48

Np Likeness Score: 0.65

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