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

ID: ALA4554239

PubChem CID: 134188231

Max Phase: Preclinical

Molecular Formula: C27H31NO10

Molecular Weight: 529.54

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H31NO10/c1-14(29)34-13-26(4,37-16(3)31)18-9-19-24(32)23-21(38-27(19,5)22(10-18)35-15(2)30)11-20(36-25(23)33)17-7-6-8-28-12-17/h6-8,11-12,18-19,22,24,32H,9-10,13H2,1-5H3/t18-,19-,22-,24-,26+,27-/m0/s1

Standard InChI Key:  NIGGKHQHUNJNPM-XOOMGTBGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4554239

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 529.54

Molecular Weight (Monoisotopic): 529.1948

AlogP: 2.73

#Rotatable Bonds: 6

Polar Surface Area: 151.46

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.86

CX Basic pKa: 4.21

CX LogP: 0.11

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.43

Np Likeness Score: 1.24

References

1.  (2016)  Class of tricyclic analogue, preparation method and use thereof, 

2. 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(2):

• Scientific Literature
• Patent Bioactivity Data