(3alpha,16alpha,17beta)-3-[(trans-2,5-Dimethyl-4-{[2-(trifluoromethyl)phenyl]sulfonyl}piperazin-1-yl)methyl]-androstane-3,16,17-triol

ID: ALA4518459

PubChem CID: 155541533

Max Phase: Preclinical

Molecular Formula: C33H49F3N2O5S

Molecular Weight: 642.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CN(S(=O)(=O)c2ccccc2C(F)(F)F)C(C)CN1C[C@@]1(O)CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O)[C@H](O)C[C@@H]32)C1

Standard InChI:  InChI=1S/C33H49F3N2O5S/c1-20-18-38(44(42,43)28-8-6-5-7-25(28)33(34,35)36)21(2)17-37(20)19-32(41)14-13-30(3)22(16-32)9-10-23-24(30)11-12-31(4)26(23)15-27(39)29(31)40/h5-8,20-24,26-27,29,39-41H,9-19H2,1-4H3/t20?,21?,22-,23+,24-,26-,27+,29-,30-,31-,32+/m0/s1

Standard InChI Key:  HTTLGEZVHGKHLL-LTVVLKPRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4518459

   ---

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: 642.83

Molecular Weight (Monoisotopic): 642.3314

AlogP: 4.89

#Rotatable Bonds: 4

Polar Surface Area: 101.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.56

CX Basic pKa: 7.37

CX LogP: 4.47

CX LogD: 4.18

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.43

Np Likeness Score: 0.71

References

1. Cortés-Benítez F, Roy J, Perreault M, Maltais R, Poirier D..  (2019)  A- and D-Ring Structural Modifications of an Androsterone Derivative Inhibiting 17β-Hydroxysteroid Dehydrogenase Type 3: Chemical Synthesis and Structure-Activity Relationships.,  62  (15): [PMID:31268309] [10.1021/acs.jmedchem.9b00624]

Source

Source(1):

• Scientific Literature