(3S,5S,8R,9S,10S,13R,14R,17R)-5,13-dimethyl-17-((R)-6-methylheptan-2-yl)-14-(oxiran-2-ylmethyl)-hexadecahydro-1H-cyclopenta[a]phenanthrene-3,10-diol

ID: ALA398686

PubChem CID: 44445107

Max Phase: Preclinical

Molecular Formula: C30H52O3

Molecular Weight: 460.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(CC3CO3)[C@@H]3CC[C@@]4(C)C[C@@H](O)CC[C@]4(O)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C30H52O3/c1-20(2)7-6-8-21(3)24-12-15-29(18-23-19-33-23)25-10-13-27(4)17-22(31)9-16-30(27,32)26(25)11-14-28(24,29)5/h20-26,31-32H,6-19H2,1-5H3/t21-,22+,23?,24-,25-,26+,27+,28-,29-,30+/m1/s1

Standard InChI Key:  FYBXFTKMXVTULJ-GURYXTELSA-N

Molfile:  

     RDKit          2D

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    1.6333   -8.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1958   -5.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2833   -6.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -7.3958    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0583   -6.1667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3708   -5.7292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
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  9  1  1  0
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  1 11  1  6
 12 10  1  0
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 14  3  1  0
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 17 13  1  0
 18 16  1  0
 19  5  1  0
  3 20  1  1
 21  7  1  0
  2 22  1  1
 23 14  1  0
 24 19  1  0
  5 25  1  6
 24 26  1  1
 27 28  1  0
 28 21  1  0
 21 29  1  6
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 31 30  1  0
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 33 31  1  0
  6 34  1  6
  4 35  1  1
  7 36  1  6
  7 15  1  0
  8 17  1  0
 12  6  1  0
 18  5  1  0
 24 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA398686

   (3S,5S,8R,9S,10S,13R,14R,17R)-5,13-dimethyl-17-((R)-6-methylheptan-2-yl)-14-(oxiran-2-ylmethyl)-hexadecahydro-1H-cyclopenta[a]phenanthrene-3,10-diol

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: 460.74

Molecular Weight (Monoisotopic): 460.3916

AlogP: 6.74

#Rotatable Bonds: 7

Polar Surface Area: 52.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.28

CX LogD: 6.28

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: 2.30

References

1. Jain KS, Kathiravan MK, Somani RS, Shishoo CJ..  (2007)  The biology and chemistry of hyperlipidemia.,  15  (14): [PMID:17521912] [10.1016/j.bmc.2007.04.031]

Source

Source(1):

• Scientific Literature