(R)-3-(2-((1R,4aS,5S,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethylidene)-4-(4-nitrophenoxy)dihydrofuran-2(3H)-one

ID: ALA5281305

Chembl Id: CHEMBL5281305

Max Phase: Preclinical

Molecular Formula: C26H33NO7

Molecular Weight: 471.55

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@@H]1Oc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C26H33NO7/c1-16-4-11-22-25(2,13-12-23(29)26(22,3)15-28)20(16)10-9-19-21(14-33-24(19)30)34-18-7-5-17(6-8-18)27(31)32/h5-9,20-23,28-29H,1,4,10-15H2,2-3H3/b19-9+/t20-,21+,22+,23-,25+,26-/m1/s1

Standard InChI Key:  YKRZOZUJNQKHNW-WIQBFJRYSA-N

Alternative Forms

1. Parent:

   

   ALA5281305

   ---

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: 471.55

Molecular Weight (Monoisotopic): 471.2257

AlogP: 3.96

#Rotatable Bonds: 6

Polar Surface Area: 119.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: 1.92

References

1. Xu Y..  (2016)  Recent Progress on Bile Acid Receptor Modulators for Treatment of Metabolic Diseases.,  59  (14): [PMID:26878262] [10.1021/acs.jmedchem.5b00342]

Source

Source(1):

• Scientific Literature