N-[4-(4-Fluorophenyl)butyl]-2-oxo-1,3-benzoxazole-3-carboxamide

ID: ALA3740594

Chembl Id: CHEMBL3740594

PubChem CID: 118513883

Max Phase: Preclinical

Molecular Formula: C18H17FN2O3

Molecular Weight: 328.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCCc1ccc(F)cc1)n1c(=O)oc2ccccc21

Standard InChI:  InChI=1S/C18H17FN2O3/c19-14-10-8-13(9-11-14)5-3-4-12-20-17(22)21-15-6-1-2-7-16(15)24-18(21)23/h1-2,6-11H,3-5,12H2,(H,20,22)

Standard InChI Key:  KSLGQQGSWZPFGA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3740594

   US10226452, Example 46

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: 328.34

Molecular Weight (Monoisotopic): 328.1223

AlogP: 3.31

#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: 4.08

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -1.04

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