(3R,6S,9R,13S)-9-Benzyl-3-((R)-sec-butyl)-6-methyl-13-((S)-1-methyl-pentyl)-1-oxa-4,7,10-triaza-cyclotridecane-2,5,8,11-tetraone

ID: ALA515806

Chembl Id: CHEMBL515806

PubChem CID: 44578323

Max Phase: Preclinical

Molecular Formula: C27H41N3O5

Molecular Weight: 487.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H41N3O5/c1-6-8-12-18(4)22-16-23(31)29-21(15-20-13-10-9-11-14-20)26(33)28-19(5)25(32)30-24(17(3)7-2)27(34)35-22/h9-11,13-14,17-19,21-22,24H,6-8,12,15-16H2,1-5H3,(H,28,33)(H,29,31)(H,30,32)/t17-,18+,19+,21-,22+,24-/m1/s1

Standard InChI Key:  VEELKRGSLCNVAR-KEWAZOGQSA-N

Alternative Forms

1. Parent:

   

   ALA515806

   (3R,6S,9R,13S)-9-benzyl-3-[(2R)-butan-2-yl]-13-[(2S)-hexan-2-yl]-6-methyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 487.64

Molecular Weight (Monoisotopic): 487.3046

AlogP: 2.89

#Rotatable Bonds: 8

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.92

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.49

Np Likeness Score: 1.81

References

1. Nagai K, Doi T, Ohshiro T, Sunazuka T, Tomoda H, Takahashi T, Omura S..  (2008)  Synthesis and biological evaluation of a focused library of beauveriolides.,  18  (15): [PMID:18620856] [10.1016/j.bmcl.2008.06.054]

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(1):

• Scientific Literature