IMPPAT Phytochemical information: 
Saccharin

Saccharin
Summary

SMILES: O=C1NS(=O)(=O)c2c1cccc2
InChI: InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)
InChIKey: CVHZOJJKTDOEJC-UHFFFAOYSA-N
DeepSMILES: O=CNS=O)=O)cc5cccc6
Scaffold Graph/Node/Bond level: O=C1NS(=O)(=O)c2ccccc21
Scaffold Graph/Node level: OC1NS(O)(O)C2CCCCC12
Scaffold Graph level: CC1CC(C)(C)C2CCCCC12
Functional groups: O=C1ccS(=O)(=O)N1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzothiazoles
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
saccharine
External chemical identifiers:
CID:5143; ChEMBL:CHEMBL310671; ChEBI:32111; ZINC:ZINC000002560357; FDASRS:FST467XS7D; SureChEMBL:SCHEMBL3816; MolPort-000-881-701
Chemical structure download


Saccharin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit


Saccharin
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 1
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 0.62


Saccharin
ADMET 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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.77
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
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


Saccharin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000285379CA2800
ENSP00000344411TAS1R3929
ENSP00000346142DPAGT1733
ENSP00000364520TAS1R2947
ENSP00000382659TRPV1700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.