(4S,5S,10R,13S,17S)-2-Benzenesulfonyl-17-hydroxy-10,13-dimethyl-tetradecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-3-one

ID: ALA3137913

Chembl Id: CHEMBL3137913

PubChem CID: 10003591

Max Phase: Preclinical

Molecular Formula: C25H32O5S

Molecular Weight: 444.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC[C@@]45O[C@@H]4C(=O)C(S(=O)(=O)c4ccccc4)C[C@]35C)[C@@H]1CC[C@@H]2O

Standard InChI:  InChI=1S/C25H32O5S/c1-23-12-11-18-16(17(23)8-9-20(23)26)10-13-25-22(30-25)21(27)19(14-24(18,25)2)31(28,29)15-6-4-3-5-7-15/h3-7,16-20,22,26H,8-14H2,1-2H3/t16-,17-,18-,19?,20-,22+,23-,24+,25+/m0/s1

Standard InChI Key:  ADLACKZUGJSPFQ-YZXIWTBGSA-N

Alternative Forms

1. Parent:

   

   ALA3137913

   (1S,2R,6S,8S,11S,12S,15S,16S)-4-(benzenesulfonyl)-15-hydroxy-2,16-dimethyl-7-oxapentacyclo[9.7.0.02,8.06,8.012,16]octadecan-5-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.59

Molecular Weight (Monoisotopic): 444.1970

AlogP: 3.54

#Rotatable Bonds: 2

Polar Surface Area: 83.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.34

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.71

Np Likeness Score: 1.35

References

1. Michne WF, Schroeder JD, Bailey TR, Neumann HC, Cooke D, Young DC, Hughes JV, Kingsley SD, Ryan KA, Putz HS..  (1995)  Keto/enol epoxy steroids as HIV-1 Tat inhibitors: structure-activity relationships and pharmacophore localization.,  38  (17): [PMID:7650672] [10.1021/jm00017a003]

Source

Source(1):

• Scientific Literature