2-Oxo-N-[(4-propylphenyl)methyl]-1,3-benzoxazole-3-carboxamide

ID: ALA3741565

Chembl Id: CHEMBL3741565

PubChem CID: 118513800

Max Phase: Preclinical

Molecular Formula: C18H18N2O3

Molecular Weight: 310.35

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCc1ccc(CNC(=O)n2c(=O)oc3ccccc32)cc1

Standard InChI:  InChI=1S/C18H18N2O3/c1-2-5-13-8-10-14(11-9-13)12-19-17(21)20-15-6-3-4-7-16(15)23-18(20)22/h3-4,6-11H,2,5,12H2,1H3,(H,19,21)

Standard InChI Key:  NAGHHJIDNKQGJS-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

ASAH1 Tchem Acid ceramidase (411 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 310.35Molecular Weight (Monoisotopic): 310.1317AlogP: 3.30#Rotatable Bonds: 4
Polar Surface Area: 64.24Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.16CX LogD: 4.16
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.80Np Likeness Score: -0.93

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