IMPPAT Phytochemical information: 
Thiiraneacetonitrile

Thiiraneacetonitrile
Summary

SMILES: C(C#N)C1CS1
InChI: InChI=1S/C4H5NS/c5-2-1-4-3-6-4/h4H,1,3H2
InChIKey: BKIZJNMVTRYGSW-UHFFFAOYSA-N
DeepSMILES: CC#N))CCS3
Scaffold Graph/Node/Bond level: C1CS1
Scaffold Graph/Node level: C1CS1
Scaffold Graph level: C1CC1
Functional groups: CC#N; CC1CS1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Thiiranes
ClassyFire Subclass: Epithionitriles
Synonymous chemical names:
nitrile-thiiraneacetic acid, 1-cyano-2,3-epithiopropane
External chemical identifiers:
CID:CID_148821; SureChEMBL:SCHEMBL3671571
Chemical structure download


Thiiraneacetonitrile
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 99.16
Log P RDKit 1.02
Topological polar surface area (Å2) RDKit 23.79
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 4
Number of heavy atoms RDKit 6
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 1
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 1
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Thiiraneacetonitrile
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 3
Ghose filter RDKit Failed
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 0.458052


Thiiraneacetonitrile
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.61
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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