IMPPAT Phytochemical information: 
Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene-
Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene-
Summary

SMILES: CSC1=NC(C(C1)(C)C)(C)/C=C/1\NC(=S)CC1(C)C
InChI: InChI=1S/C15H24N2S2/c1-13(2)8-11(18)16-10(13)7-15(5)14(3,4)9-12(17-15)19-6/h7H,8-9H2,1-6H3,(H,16,18)/b10-7-
InChIKey: DEVKRQMTMRYYMJ-YFHOEESVSA-N
DeepSMILES: CSC=NCCC5)C)C))C)/C=C\NC=S)CC\5C)C
Scaffold Graph/Node/Bond level: S=C1CCC(=CC2CCC=N2)N1
Scaffold Graph/Node level: SC1CCC(CC2CCCN2)N1
Scaffold Graph level: CC1CCC(CC2CCCC2)C1
Functional groups: CN=C(SC)C; C/C=C1/CCC(=S)N1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organosulfur compounds
ClassyFire Class: Imidothioesters
ClassyFire Subclass: Imidothiolactones
NP Classifier Biosynthetic pathway: Terpenoids
Synonymous chemical names:
3,3-dimethyl-2-[5-(methylthio )-3,4-dihydro-2,3,3-trimethyl-2(2h)pyrrolyl]methylene- pyrrolidine-5-thione
External chemical identifiers:
CID:CID_5376501
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 296.51
Log P RDKit 4.17
Topological polar surface area (Å2) RDKit 24.39
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 2
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.73
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene-
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.74
Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.13
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No