IMPPAT Phytochemical information: 
Phenethyl isothiocyanate
Phenethyl isothiocyanate
Summary

SMILES: S=C=NCCc1ccccc1
InChI: InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2
InChIKey: IZJDOKYDEWTZSO-UHFFFAOYSA-N
DeepSMILES: S=C=NCCcccccc6
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CN=C=S
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
2-phenylethylisothiocyanate, 2-phenylethyl isothiocyanate, phenylethyl isothiocyanate, phenylethyl isothiocyanate a, phenethyl isothiocyante, 1-phenylethylisothiocyanate, 2-phenylethyl-isothiocyanate, 2-ph-et-isothiocyanate
External chemical identifiers:
CID:CID_16741; ChEMBL:CHEMBL151649; ChEBI:CHEBI:351346; ZINC:ZINC000002022074; FDASRS:6U7TFK75KV; SureChEMBL:SCHEMBL156960; MolPort-000-146-876
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phenethyl isothiocyanate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 163.25
Log P RDKit 2.33
Topological polar surface area (Å2) RDKit 12.36
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 1
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 3
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
Phenethyl isothiocyanate
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 0
Ghose filter RDKit Passed
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 0.491837
Phenethyl isothiocyanate
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 -4.83
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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
Phenethyl isothiocyanate
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_001857ENSG00000104321TRPA18989ChEMBL, NPASS
TAR_EXP_000277ENSG00000130649CYP2E11571BindingDB, ChEMBL, NPASS
TAR_EXP_000370ENSG00000116016EPAS12034ChEMBL, NPASS
TAR_EXP_000876ENSG00000276701MIF4282BindingDB, ChEMBL, NPASS
TAR_EXP_000505ENSG00000198793MTOR2475ChEMBL
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091BindingDB, ChEMBL, NPASS
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_001748ENSG00000124486USP9X8239ChEMBL, NPASS
TAR_EXP_001621ENSG00000141510TP537157ChEMBL
TAR_EXP_001489ENSG00000167965MLST864223ChEMBL
TAR_EXP_001302ENSG00000141564RPTOR57521ChEMBL
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL
TAR_EXP_000773ENSG00000169083AR367NPASS
TAR_EXP_001106ENSG00000085563ABCB15243ChEMBL
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000898ENSG00000103222ABCC14363ChEMBL, NPASS
TAR_EXP_001670ENSG00000196689TRPV17442BindingDB, ChEMBL, NPASS
TAR_EXP_000269ENSG00000197838CYP2A131553BindingDB, ChEMBL, NPASS
TAR_EXP_000786ENSG00000177606JUN3725NPASS
TAR_EXP_000182ENSG00000023839ABCC21244ChEMBL, NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599NPASS
TAR_EXP_000132ENSG00000137491SLCO2B111309NPASS
TAR_EXP_000265ENSG00000255974CYP2A61548BindingDB, ChEMBL, NPASS