2-Oxo-N-(4-phenylbutyl)-5-(trifluoromethyl)-1,3-benzoxazole-3-carboxamide

ID: ALA3741563

Chembl Id: CHEMBL3741563

PubChem CID: 127040091

Max Phase: Preclinical

Molecular Formula: C19H17F3N2O3

Molecular Weight: 378.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCCc1ccccc1)n1c(=O)oc2ccc(C(F)(F)F)cc21

Standard InChI:  InChI=1S/C19H17F3N2O3/c20-19(21,22)14-9-10-16-15(12-14)24(18(26)27-16)17(25)23-11-5-4-8-13-6-2-1-3-7-13/h1-3,6-7,9-10,12H,4-5,8,11H2,(H,23,25)

Standard InChI Key:  UWYMLHBVMPCESK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3741563

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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: 378.35

Molecular Weight (Monoisotopic): 378.1191

AlogP: 4.19

#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: 4.81

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -1.01

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