IMPPAT Phytochemical information: 
(5S)-2-methylsulfanylspiro[4H-1,3-thiazole-5,3'-indole]-2'-olate
(5S)-2-methylsulfanylspiro[4H-1,3-thiazole-5,3'-indole]-2'-olate
Summary

SMILES: CSC1=NC[C@]2(S1)C(=Nc1c2cccc1)[O-]
InChI: InChI=1S/C11H10N2OS2/c1-15-10-12-6-11(16-10)7-4-2-3-5-8(7)13-9(11)14/h2-5H,6H2,1H3,(H,13,14)/p-1/t11-/m1/s1
InChIKey: FUHQSEOSBHASCH-LLVKDONJSA-M
DeepSMILES: CSC=NC[C@]S5)C=Ncc5cccc6)))))))[O-]
Scaffold Graph/Node/Bond level: C1=NCC2(C=Nc3ccccc32)S1
Scaffold Graph/Node level: C1CCC2C(C1)NCC21CNCS1
Scaffold Graph level: C1CCC2C(C1)CCC21CCCC1
Functional groups: CSC1=NCCS1; cN=C([O-])C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Indoles
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
spirobrassinin
External chemical identifiers:
CID:CID_90658190
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(5S)-2-methylsulfanylspiro[4H-1,3-thiazole-5,3'-indole]-2'-olate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 249.34
Log P RDKit 1.75
Topological polar surface area (Å2) RDKit 47.78
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 2
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.27
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
(5S)-2-methylsulfanylspiro[4H-1,3-thiazole-5,3'-indole]-2'-olate
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 Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.7
(5S)-2-methylsulfanylspiro[4H-1,3-thiazole-5,3'-indole]-2'-olate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.32
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No