IMPPAT Phytochemical information: 
2-Benzoxazolinone
2-Benzoxazolinone
Summary

SMILES: O=c1oc2c([nH]1)cccc2
InChI: InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
InChIKey: ASSKVPFEZFQQNQ-UHFFFAOYSA-N
DeepSMILES: O=cocc[nH]5)cccc6
Scaffold Graph/Node/Bond level: O=c1[nH]c2ccccc2o1
Scaffold Graph/Node level: OC1NC2CCCCC2O1
Scaffold Graph level: CC1CC2CCCCC2C1
Functional groups: c=O; coc; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzoxazoles
ClassyFire Subclass: Benzoxazolones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
benzoxazolone, benzoxazolinones, benzoxazolinone, benzoxazolin-2-one, benzoxazoline-2-one, 2-benzoxazolinone, 2(3)-benzoxazolinone
External chemical identifiers:
CID:CID_6043; ChEMBL:CHEMBL280323; ChEBI:CHEBI:145233; ZINC:ZINC000008801890; FDASRS:3X996Q809V; SureChEMBL:SCHEMBL19555; MolPort-006-110-139
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-Benzoxazolinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 135.12
Log P RDKit 1.12
Topological polar surface area (Å2) RDKit 46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 7
Number of heavy atoms RDKit 10
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
2-Benzoxazolinone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.59
2-Benzoxazolinone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.30
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
2-Benzoxazolinone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000342007CYP1A2700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.