2-((5aS,6S,8S,9aS,10R)-6-(4-cyanobenzoyloxy)-10-hydroxy-5a,9,9-trimethyl-1-oxo-3-(pyridin-3-yl)-1,5a,6,7,8,9,9a,10-octahydropyrano[4,3-b]chromen-8-yl)propane-1,3-diyl diacetate

ID: ALA5265938

Chembl Id: CHEMBL5265938

Max Phase: Preclinical

Molecular Formula: C35H36N2O10

Molecular Weight: 644.68

Names and Identifiers

Canonical SMILES:  CC(=O)OCC(COC(C)=O)[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/C35H36N2O10/c1-19(38)43-17-24(18-44-20(2)39)25-13-28(46-32(41)22-10-8-21(15-36)9-11-22)35(5)31(34(25,3)4)30(40)29-27(47-35)14-26(45-33(29)42)23-7-6-12-37-16-23/h6-12,14,16,24-25,28,30-31,40H,13,17-18H2,1-5H3/t25-,28-,30-,31+,35+/m0/s1

Standard InChI Key:  DNJDZEGRBLGELV-KTPMKYHASA-N

Alternative Forms

1. Parent:

   

   ALA5265938

   ---

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: 644.68

Molecular Weight (Monoisotopic): 644.2370

AlogP: 4.39

#Rotatable Bonds: 8

Polar Surface Area: 175.25

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.84

CX Basic pKa: 4.21

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.27

Np Likeness Score: 0.94

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