(3R,6S,9S,13R)-9-((1H-indol-3-yl)methyl)-6-benzyl-3-sec-butyl-13-((S)-hexan-2-yl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetraone

ID: ALA5276132

Chembl Id: CHEMBL5276132

Max Phase: Preclinical

Molecular Formula: C35H46N4O5

Molecular Weight: 602.78

Names and Identifiers

Canonical SMILES:  CCCC[C@H](C)[C@H]1CC(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@H]([C@@H](C)CC)C(=O)O1

Standard InChI:  InChI=1S/C35H46N4O5/c1-5-7-13-23(4)30-20-31(40)37-29(19-25-21-36-27-17-12-11-16-26(25)27)33(41)38-28(18-24-14-9-8-10-15-24)34(42)39-32(22(3)6-2)35(43)44-30/h8-12,14-17,21-23,28-30,32,36H,5-7,13,18-20H2,1-4H3,(H,37,40)(H,38,41)(H,39,42)/t22-,23-,28-,29-,30+,32+/m0/s1

Standard InChI Key:  UJWGEVYNZAXJKW-PIKUZRJESA-N

Alternative Forms

1. Parent:

   

   ALA5276132

   ---

Molecule Features

Natural Product: Yes

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: 602.78

Molecular Weight (Monoisotopic): 602.3468

AlogP: 4.60

#Rotatable Bonds: 10

Polar Surface Area: 129.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.92

CX Basic pKa: ┄

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.25

Np Likeness Score: 1.29

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