ID: ALA561798

Max Phase: Preclinical

Molecular Formula: C18H29N3O3S

Molecular Weight: 367.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN1CCc2c(C)c(NS(C)(=O)=O)c(C)c(NC(=O)C(C)(C)C)c21

Standard InChI:  InChI=1S/C18H29N3O3S/c1-8-21-10-9-13-11(2)14(20-25(7,23)24)12(3)15(16(13)21)19-17(22)18(4,5)6/h20H,8-10H2,1-7H3,(H,19,22)

Standard InChI Key:  VUWPQSKZGDOIAI-UHFFFAOYSA-N

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 367.52

Molecular Weight (Monoisotopic): 367.1930

AlogP: 3.04

#Rotatable Bonds: 4

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.15

CX Basic pKa: 4.17

CX LogP: 2.92

CX LogD: 2.91

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.86

Np Likeness Score: -0.95

References

1. Shoji Y, Takahashi K, Ohta M, Kasai M, Kunishiro K, Kanda M, Yogai S, Takeuchi Y, Shirahase H..  (2009)  Novel indoline-based acyl-CoA: cholesterol acyltransferase inhibitor: Effects of introducing a methanesulfonamide group on physicochemical properties and biological activities.,  17  (16): [PMID:19608421] [10.1016/j.bmc.2009.06.047]

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