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:CID_29566; ChEMBL:CHEMBL2105420; ChEBI: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 0.573649
Taurolidine
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 No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.21
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
Taurolidine
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.