IMPPAT Phytochemical information: 
Taurolidine
Taurolidine
Summary

SMILES: O=S1(=O)CCN(CN1)CN1CCS(=O)(=O)NC1
InChI: InChI=1S/C7H16N4O4S2/c12-16(13)3-1-10(5-8-16)7-11-2-4-17(14,15)9-6-11/h8-9H,1-7H2
InChIKey: AJKIRUJIDFJUKJ-UHFFFAOYSA-N
DeepSMILES: O=S=O)CCNCN6))CNCCS=O)=O)NC6
Scaffold Graph/Node/Bond level: O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1
Scaffold Graph/Node level: OS1(O)CCN(CN2CCS(O)(O)NC2)CN1
Scaffold Graph level: CC1(C)CCC(CC2CCC(C)(C)CC2)CC1
Functional groups: O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Thiadiazinanes
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Lysine alkaloids
Synonymous chemical names:
taurolidine
External chemical identifiers:
CID:29566; ChEMBL:CHEMBL2105420; ChEBI:135173; ZINC:ZINC000019322537; FDASRS:8OBZ1M4V3V; SureChEMBL:SCHEMBL65313; MolPort-005-935-358
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Taurolidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 284.36
Log P RDKit -2.67
Topological polar surface area (Å2) RDKit 98.82
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 7
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 2
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 0
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 1
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Taurolidine
Drug-likeness properties
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 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.5736
Taurolidine
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -9.21
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
Taurolidine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000360266JUN800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.