2-Oxo-N-[4-(p-tolyl)butyl]-1,3-benzoxazole-3-carboxamide

ID: ALA3739956

Chembl Id: CHEMBL3739956

PubChem CID: 118513818

Max Phase: Preclinical

Molecular Formula: C19H20N2O3

Molecular Weight: 324.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CCCCNC(=O)n2c(=O)oc3ccccc32)cc1

Standard InChI:  InChI=1S/C19H20N2O3/c1-14-9-11-15(12-10-14)6-4-5-13-20-18(22)21-16-7-2-3-8-17(16)24-19(21)23/h2-3,7-12H,4-6,13H2,1H3,(H,20,22)

Standard InChI Key:  GAJRNVNAABIKKD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3739956

   US10226452, Example 47

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

Calculated Properties

Molecular Weight: 324.38

Molecular Weight (Monoisotopic): 324.1474

AlogP: 3.48

#Rotatable Bonds: 5

Polar Surface Area: 64.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.83

References

1. Bach A, Pizzirani D, Realini N, Vozella V, Russo D, Penna I, Melzig L, Scarpelli R, Piomelli D..  (2015)  Benzoxazolone Carboxamides as Potent Acid Ceramidase Inhibitors: Synthesis and Structure-Activity Relationship (SAR) Studies.,  58  (23): [PMID:26560855] [10.1021/acs.jmedchem.5b01188]

Source

Source(1):

• Scientific Literature