(1R,3aS,3bR,5aS,7S,9aS,9bS,11aR,E)-3,10-dihydroxy-5,13,14-trimethyl-17-((R)-6-methylheptan-2-yl)-dodecahydro-2H-cyclopenta[a]phenanthren-15(9H,14H,16H)-one oxime

ID: ALA255059

Max Phase: Preclinical

Molecular Formula: C28H49NO3

Molecular Weight: 447.70

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H49NO3/c1-18(2)8-7-9-19(3)23-16-24(29-32)27(6)21-11-13-25(4)17-20(30)10-15-28(25,31)22(21)12-14-26(23,27)5/h18-23,30-32H,7-17H2,1-6H3/b29-24+/t19-,20+,21-,22+,23-,25+,26-,27-,28+/m1/s1

Standard InChI Key:  XAGCPTKPIHMOLA-HDQSSBGESA-N

Molfile:  

     RDKit          2D

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    3.7083  -21.2208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1464  -23.1290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 13 14  1  0
 14 34  2  0
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 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA255059

   ---

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: 447.70

Molecular Weight (Monoisotopic): 447.3712

AlogP: 6.41

#Rotatable Bonds: 5

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.22

CX Basic pKa: 1.70

CX LogP: 6.08

CX LogD: 6.08

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: 2.24

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