(5aS,6R,8R,9aS,10R)-10-hydroxy-5a-methyl-1-oxo-3-(pyridin-3-yl)-1,5a,6,7,8,9,9a,10-octahydropyrano[4,3-b]chromene-6,8-diyl diphenyl dicarbonate

ID: ALA5284787

Chembl Id: CHEMBL5284787

Max Phase: Preclinical

Molecular Formula: C32H27NO10

Molecular Weight: 585.57

Names and Identifiers

Canonical SMILES:  C[C@]12Oc3cc(-c4cccnc4)oc(=O)c3[C@H](O)[C@@H]1C[C@@H](OC(=O)Oc1ccccc1)C[C@H]2OC(=O)Oc1ccccc1

Standard InChI:  InChI=1S/C32H27NO10/c1-32-23(28(34)27-25(43-32)17-24(41-29(27)35)19-9-8-14-33-18-19)15-22(40-30(36)38-20-10-4-2-5-11-20)16-26(32)42-31(37)39-21-12-6-3-7-13-21/h2-14,17-18,22-23,26,28,34H,15-16H2,1H3/t22-,23+,26-,28-,32+/m1/s1

Standard InChI Key:  FXQUITXUEGBSOF-WQAPMOEGSA-N

Alternative Forms

1. Parent:

   

   ALA5284787

   ---

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: 585.57

Molecular Weight (Monoisotopic): 585.1635

AlogP: 5.46

#Rotatable Bonds: 5

Polar Surface Area: 143.62

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.85

CX Basic pKa: 4.21

CX LogP: 4.19

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: 0.81

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