(5aS,6S,8S,9aS,10R)-10-hydroxy-5a,9,9-trimethyl-1-oxo-3-(pyridin-3-yl)-8-((2R,5s)-2-o-tolyl-1,3-dioxan-5-yl)-1,5a,6,7,8,9,9a,10-octahydropyrano[4,3-b]chromen-6-yl 4-cyanobenzoate

ID: ALA5286798

Chembl Id: CHEMBL5286798

Max Phase: Preclinical

Molecular Formula: C39H38N2O8

Molecular Weight: 662.74

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccccc1[C@H]1OC[C@@H]([C@@H]2C[C@H](OC(=O)c3ccc(C#N)cc3)[C@@]3(C)Oc4cc(-c5cccnc5)oc(=O)c4[C@H](O)[C@@H]3C2(C)C)CO1

Standard InChI:  InChI=1S/C39H38N2O8/c1-22-8-5-6-10-27(22)37-45-20-26(21-46-37)28-16-31(48-35(43)24-13-11-23(18-40)12-14-24)39(4)34(38(28,2)3)33(42)32-30(49-39)17-29(47-36(32)44)25-9-7-15-41-19-25/h5-15,17,19,26,28,31,33-34,37,42H,16,20-21H2,1-4H3/t26-,28-,31-,33-,34+,37+,39+/m0/s1

Standard InChI Key:  ZAJTVAJRWQLUHU-JPOMKMIZSA-N

Alternative Forms

  1. Parent:

    ALA5286798

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Associated Targets(Human)

SOAT1 Tchem Acyl coenzyme A:cholesterol acyltransferase 1 (857 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SOAT2 Tchem Acyl coenzyme A:cholesterol acyltransferase 2 (288 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 662.74Molecular Weight (Monoisotopic): 662.2628AlogP: 6.32#Rotatable Bonds: 5
Polar Surface Area: 141.11Molecular Species: NEUTRALHBA: 10HBD: 1
#RO5 Violations: 2HBA (Lipinski): 10HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.84CX Basic pKa: 4.21CX LogP: 5.09CX LogD: 5.09
Aromatic Rings: 4Heavy Atoms: 49QED Weighted: 0.24Np Likeness Score: 0.76

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