IMPPAT Phytochemical information: 
Benzothiazole

Benzothiazole
Summary

SMILES: c1ccc2c(c1)scn2
InChI: InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
InChIKey: IOJUPLGTWVMSFF-UHFFFAOYSA-N
DeepSMILES: cccccc6)scn5
Scaffold Graph/Node/Bond level: c1ccc2scnc2c1
Scaffold Graph/Node level: C1CCC2SCNC2C1
Scaffold Graph level: C1CCC2CCCC2C1
Functional groups: cnc; csc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzothiazoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
NP Classifier Class: Phenazine alkaloids
Synonymous chemical names:
benzothiazole
External chemical identifiers:
CID:CID_7222; ChEMBL:CHEMBL510309; ChEBI:CHEBI:45993; ZINC:ZINC000000019726; FDASRS:G5BW2593EP; SureChEMBL:SCHEMBL8430; MolPort-001-779-851
Chemical structure download


Benzothiazole
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 135.19
Log P RDKit 2.3
Topological polar surface area (Å2) RDKit 12.89
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
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 1
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


Benzothiazole
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 0.54


Benzothiazole
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 -5.70
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


Benzothiazole
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000308541F2800
ENSP00000369050CYP1A1825
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.