(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 4-cyanobenzoate

ID: ALA5282353

Chembl Id: CHEMBL5282353

Max Phase: Preclinical

Molecular Formula: C31H32N2O6

Molecular Weight: 528.61

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1C[C@H](OC(=O)c2ccc(C#N)cc2)[C@@]2(C)Oc3cc(-c4cccnc4)oc(=O)c3[C@H](O)[C@@H]2C1(C)C

Standard InChI:  InChI=1S/C31H32N2O6/c1-17(2)21-13-24(38-28(35)19-10-8-18(15-32)9-11-19)31(5)27(30(21,3)4)26(34)25-23(39-31)14-22(37-29(25)36)20-7-6-12-33-16-20/h6-12,14,16-17,21,24,26-27,34H,13H2,1-5H3/t21-,24-,26-,27+,31+/m0/s1

Standard InChI Key:  SZAZJYRGRRKCKF-MSWCCJPISA-N

Alternative Forms

1. Parent:

   

   ALA5282353

   ---

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: 528.61

Molecular Weight (Monoisotopic): 528.2260

AlogP: 5.30

#Rotatable Bonds: 4

Polar Surface Area: 122.65

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.84

CX Basic pKa: 4.21

CX LogP: 4.17

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.45

Np Likeness Score: 1.00

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