(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-(2,2,2-trifluoroacetoxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

ID: ALA4572967

PubChem CID: 101995091

Max Phase: Preclinical

Molecular Formula: C26H39F3O4

Molecular Weight: 472.59

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H39F3O4/c1-15(4-9-22(30)31)19-7-8-20-18-6-5-16-14-17(33-23(32)26(27,28)29)10-12-24(16,2)21(18)11-13-25(19,20)3/h15-21H,4-14H2,1-3H3,(H,30,31)/t15-,16-,17-,18+,19-,20+,21+,24+,25-/m1/s1

Standard InChI Key:  KMTDQGKWDQYXCL-BXVWHTCBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4572967

   (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-(2,2,2-trifluoroacetyl)oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 472.59

Molecular Weight (Monoisotopic): 472.2800

AlogP: 6.62

#Rotatable Bonds: 5

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.79

CX Basic pKa: ┄

CX LogP: 6.60

CX LogD: 4.03

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: 1.78

References

1. Masuno H, Kazui Y, Tanatani A, Fujii S, Kawachi E, Ikura T, Ito N, Yamamoto K, Kagechika H..  (2019)  Development of novel lithocholic acid derivatives as vitamin D receptor agonists.,  27  (16): [PMID:31300316] [10.1016/j.bmc.2019.07.003]

Source

Source(1):

• Scientific Literature