(R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-7-methoxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]-phenanthren-17-yl)-1-(pyrrolidin-1-yl)pentan-1-one

ID: ALA4519993

PubChem CID: 155339362

Max Phase: Preclinical

Molecular Formula: C29H49NO3

Molecular Weight: 459.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1C[C@@H]2C[C@H](O)CC[C@]2(C)[C@H]2CC[C@]3(C)[C@@H]([C@H](C)CCC(=O)N4CCCC4)CC[C@H]3[C@H]12

Standard InChI:  InChI=1S/C29H49NO3/c1-19(7-10-26(32)30-15-5-6-16-30)22-8-9-23-27-24(12-14-29(22,23)3)28(2)13-11-21(31)17-20(28)18-25(27)33-4/h19-25,27,31H,5-18H2,1-4H3/t19-,20+,21-,22-,23+,24+,25-,27+,28+,29-/m1/s1

Standard InChI Key:  CBUNDPPKHQGBSY-NKRMQULXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4519993

   ---

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: 459.72

Molecular Weight (Monoisotopic): 459.3712

AlogP: 5.67

#Rotatable Bonds: 5

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: 1.62

References

1. Nakhi A, McDermott CM, Stoltz KL, John K, Hawkinson JE, Ambrose EA, Khoruts A, Sadowsky MJ, Dosa PI..  (2019)  7-Methylation of Chenodeoxycholic Acid Derivatives Yields a Substantial Increase in TGR5 Receptor Potency.,  62  (14): [PMID:31268316] [10.1021/acs.jmedchem.9b00770]

Source

Source(1):

• Scientific Literature