17-(1,5-Dimethyl-hexyl)-14-(1-hydroxy-ethyl)-4,4,10,13-tetramethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

ID: ALA133834

PubChem CID: 44354271

Max Phase: Preclinical

Molecular Formula: C31H54O2

Molecular Weight: 458.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C(C)O)C3=CCC4C(C)(C)[C@@H](O)CC[C@]4(C)C3CC[C@]12C

Standard InChI:  InChI=1S/C31H54O2/c1-20(2)10-9-11-21(3)23-15-19-31(22(4)32)25-12-13-26-28(5,6)27(33)16-17-29(26,7)24(25)14-18-30(23,31)8/h12,20-24,26-27,32-33H,9-11,13-19H2,1-8H3/t21-,22?,23-,24?,26?,27+,29-,30-,31-/m1/s1

Standard InChI Key:  BOQKRCLAJMWJDG-ZHLGQSRNSA-N

Molfile:  

     RDKit          2D

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    2.7417   -2.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8500    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4917    1.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042    0.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5667    0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5125   -0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7787    0.2315    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  9 15  1  0
 14  5  1  0
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  9 34  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA133834

   17-(1,5-Dimethyl-hexyl)-14-(1-hydroxy-ethyl)-4,4,10,13-tetramethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

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: 458.77

Molecular Weight (Monoisotopic): 458.4124

AlogP: 7.78

#Rotatable Bonds: 6

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.29

CX LogD: 7.29

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: 2.67

References

1. Frye LL, Cusack KP, Leonard DA..  (1993)  32-Methyl-32-oxylanosterols: dual-action inhibitors of cholesterol biosynthesis.,  36  (3): [PMID:8426367] [10.1021/jm00055a012]

2. Frye LL, Cusack KP, Leonard DA..  (1993)  32-Methyl-32-oxylanosterols: dual-action inhibitors of cholesterol biosynthesis.,  36  (3): [PMID:8426367] [10.1021/jm00055a012]

Source

Source(1):

• Scientific Literature