(3R,10S,13S,17S)-3-[(trans-2,5-Dimethyl-4-{[2-(trifluoromethyl)phenyl]sulfonyl}piperazin-1-yl)methyl]-10,13-dimethylhexadecahydrospiro[cyclopenta[a]-phenanthrene-17,2'-oxiran]-3-ol

ID: ALA4526904

PubChem CID: 155544653

Max Phase: Preclinical

Molecular Formula: C34H49F3N2O4S

Molecular Weight: 638.84

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]3CC[C@@]23CO3)C1

Standard InChI:  InChI=1S/C34H49F3N2O4S/c1-22-19-39(44(41,42)29-8-6-5-7-28(29)34(35,36)37)23(2)18-38(22)20-32(40)16-15-30(3)24(17-32)9-10-25-26(30)11-13-31(4)27(25)12-14-33(31)21-43-33/h5-8,22-27,40H,9-21H2,1-4H3/t22?,23?,24-,25+,26-,27-,30-,31-,32+,33+/m0/s1

Standard InChI Key:  XIVQXWZOFRSAEY-HKEVAETASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4526904

   ---

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: 638.84

Molecular Weight (Monoisotopic): 638.3365

AlogP: 6.33

#Rotatable Bonds: 4

Polar Surface Area: 73.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.37

CX LogP: 5.94

CX LogD: 5.65

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.39

Np Likeness Score: 0.59

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