(4S,5S,10R,13R,17R)-4-Benzyl-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one

ID: ALA3137877

PubChem CID: 10457714

Max Phase: Preclinical

Molecular Formula: C34H52O

Molecular Weight: 476.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4[C@H](Cc5ccccc5)C(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C34H52O/c1-23(2)10-9-11-24(3)28-16-17-29-26-14-15-30-27(22-25-12-7-6-8-13-25)32(35)19-21-34(30,5)31(26)18-20-33(28,29)4/h6-8,12-13,23-24,26-31H,9-11,14-22H2,1-5H3/t24-,26+,27+,28-,29+,30+,31+,33-,34+/m1/s1

Standard InChI Key:  LUQXAMMVDIOGHR-AFXVPYTDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3137877

   (4S,5S,8S,9S,10R,13R,14S,17R)-4-benzyl-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-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: 476.79

Molecular Weight (Monoisotopic): 476.4018

AlogP: 9.15

#Rotatable Bonds: 7

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.85

CX LogD: 9.85

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: 1.69

References

1. Lin HS, Rampersaud AA, Archer RA, Pawlak JM, Beavers LS, Schmidt RJ, Kauffman RF, Bensch WR, Bumol TF, Apelgren LD..  (1995)  Synthesis and biological evaluation of a new series of sterols as potential hypocholesterolemic agents.,  38  (2): [PMID:7830271] [10.1021/jm00002a010]

Source

Source(1):

• Scientific Literature