(5aS,6S,8S,9aS,10R)-10-hydroxy-8-isopropyl-5a,9,9-trimethyl-1-oxo-3-(pyridin-3-yl)-1,5a,6,7,8,9,9a,10-octahydropyrano[4,3-b]chromen-6-yl acetate

ID: ALA5272552

Chembl Id: CHEMBL5272552

Max Phase: Preclinical

Molecular Formula: C25H31NO6

Molecular Weight: 441.52

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@H](C(C)C)C(C)(C)[C@H]2[C@@H](O)c3c(cc(-c4cccnc4)oc3=O)O[C@]12C

Standard InChI:  InChI=1S/C25H31NO6/c1-13(2)16-10-19(30-14(3)27)25(6)22(24(16,4)5)21(28)20-18(32-25)11-17(31-23(20)29)15-8-7-9-26-12-15/h7-9,11-13,16,19,21-22,28H,10H2,1-6H3/t16-,19-,21-,22+,25+/m0/s1

Standard InChI Key:  URPZZPGHQWIFSL-LEBJRGPHSA-N

Alternative Forms

1. Parent:

   

   ALA5272552

   ---

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: 441.52

Molecular Weight (Monoisotopic): 441.2151

AlogP: 4.14

#Rotatable Bonds: 3

Polar Surface Area: 98.86

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: 4.21

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.71

Np Likeness Score: 1.71

References

1. Bhattacharjee P, Rutland N, Iyer MR..  (2022)  Targeting Sterol O-Acyltransferase/Acyl-CoA:Cholesterol Acyltransferase (ACAT): A Perspective on Small-Molecule Inhibitors and Their Therapeutic Potential.,  65  (24.0): [PMID:36473091] [10.1021/acs.jmedchem.2c01265]

Source

Source(1):

• Scientific Literature