(8R,10R,12R,14R)-12-hydroxy-4,4,8,10,14-pentamethyl-2-((4-(trifluoromethyl)benzylidene)-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-3H-cyclopenta[a]phenanthren-3-one

ID: ALA5285964

Max Phase: Preclinical

Molecular Formula: C38H53F3O3

Molecular Weight: 614.83

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@](C)(C2CC[C@]3(C)C2[C@H](O)CC2[C@@]4(C)C/C(=C/c5ccc(C(F)(F)F)cc5)C(=O)C(C)(C)C4CC[C@]23C)O1

Standard InChI:  InChI=1S/C38H53F3O3/c1-32(2)16-9-17-37(8,44-32)26-14-18-36(7)30(26)27(42)21-29-34(5)22-24(20-23-10-12-25(13-11-23)38(39,40)41)31(43)33(3,4)28(34)15-19-35(29,36)6/h10-13,20,26-30,42H,9,14-19,21-22H2,1-8H3/b24-20-/t26?,27-,28?,29?,30?,34+,35-,36-,37-/m1/s1

Standard InChI Key:  NVKKGBXMJYZTMV-YVLUWHHKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5285964

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 614.83

Molecular Weight (Monoisotopic): 614.3947

AlogP: 9.66

#Rotatable Bonds: 2

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.12

CX LogD: 9.12

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.34

Np Likeness Score: 1.75

References

1. Wang M, Li H, Liu W, Cao H, Hu X, Gao X, Xu F, Li Z, Hua H, Li D..  (2020)  Dammarane-type leads panaxadiol and protopanaxadiol for drug discovery: Biological activity and structural modification.,  189  [PMID:32007667] [10.1016/j.ejmech.2020.112087]

Source

Source(1):

• Scientific Literature