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

ID: ALA3741541

Chembl Id: CHEMBL3741541

PubChem CID: 118513792

Max Phase: Preclinical

Molecular Formula: C18H17N3O5

Molecular Weight: 355.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCCc1ccc([N+](=O)[O-])cc1)n1c(=O)oc2ccccc21

Standard InChI:  InChI=1S/C18H17N3O5/c22-17(20-15-6-1-2-7-16(15)26-18(20)23)19-12-4-3-5-13-8-10-14(11-9-13)21(24)25/h1-2,6-11H,3-5,12H2,(H,19,22)

Standard InChI Key:  UOTWCZIHBVJPRD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3741541

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

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: 355.35

Molecular Weight (Monoisotopic): 355.1168

AlogP: 3.08

#Rotatable Bonds: 6

Polar Surface Area: 107.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.06

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