IMPPAT Phytochemical information: 
Benzamide
Benzamide
Summary

SMILES: NC(=O)c1ccccc1
InChI: InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)
InChIKey: KXDAEFPNCMNJSK-UHFFFAOYSA-N
DeepSMILES: NC=O)cccccc6
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cC(N)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzoic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Simple amide alkaloids
Synonymous chemical names:
benzamide
External chemical identifiers:
CID:CID_2331; ChEMBL:CHEMBL267373; ChEBI:CHEBI:28179; ZINC:ZINC000000152996; FDASRS:6X80438640; SureChEMBL:SCHEMBL16352; MolPort-001-497-861
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Benzamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 121.14
Log P RDKit 0.79
Topological polar surface area (Å2) RDKit 43.09
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 7
Number of heavy atoms RDKit 9
Number of heteroatoms RDKit 2
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 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1
Benzamide
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.585937
Benzamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.58
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Benzamide
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000408ENSG00000057593F72155BindingDB
TAR_EXP_000407ENSG00000117525F32152NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000271ENSG00000165841CYP2C191557NPASS
TAR_EXP_000219ENSG00000143799PARP1142ChEMBL, NPASS
TAR_EXP_000194ENSG00000196344ADH7131ChEMBL, NPASS
TAR_EXP_000189ENSG00000198099ADH4127ChEMBL, NPASS
TAR_EXP_000191ENSG00000197894ADH5128ChEMBL, NPASS
TAR_EXP_000559ENSG00000185513L3MBTL126013NPASS
TAR_EXP_000184ENSG00000248144ADH1C126ChEMBL, NPASS
TAR_EXP_000183ENSG00000196616ADH1B125ChEMBL, NPASS
TAR_EXP_000180ENSG00000187758ADH1A124ChEMBL, NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000010ENSG00000041880PARP310039ChEMBL
TAR_EXP_000009ENSG00000291803PARP210038ChEMBL
TAR_EXP_000192ENSG00000172955ADH6130ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000846ENSG00000100299ARSA410NPASS
TAR_EXP_001787ENSG00000227345PARG8505ChEMBL, NPASS
TAR_EXP_001631ENSG00000165409TSHR7253NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_001360ENSG00000004700RECQL5965NPASS
TAR_EXP_001468ENSG00000204842ATXN26311NPASS
TAR_EXP_001173ENSG00000196199MPHOSPH854737NPASS
TAR_EXP_001141ENSG00000109099PMP225376NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000976ENSG00000166741NNMT4837ChEMBL, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_001206ENSG00000042088TDP155775NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS