IMPPAT Phytochemical information: 
2-(2-Hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine

2-(2-Hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine
Summary

SMILES: Cc1nc(C)c(nc1CC(c1ccccc1)O)C
InChI: InChI=1S/C15H18N2O/c1-10-11(2)17-14(12(3)16-10)9-15(18)13-7-5-4-6-8-13/h4-8,15,18H,9H2,1-3H3
InChIKey: LOVSABZZXLEOGD-UHFFFAOYSA-N
DeepSMILES: CcncC)cnc6CCcccccc6))))))O)))))C
Scaffold Graph/Node/Bond level: c1ccc(CCc2cnccn2)cc1
Scaffold Graph/Node level: C1CCC(CCC2CNCCN2)CC1
Scaffold Graph level: C1CCC(CCC2CCCCC2)CC1
Functional groups: CO; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazines
ClassyFire Subclass: Pyrazines
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Tetramate alkaloids|Peptide alkaloids
NP Classifier Class: Pyrazine and Piperazine alkaloids
Synonymous chemical names:
2-(2-hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine
External chemical identifiers:
CID:CID_585936; SureChEMBL:SCHEMBL9465947
Chemical structure download


2-(2-Hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 242.32
Log P RDKit 2.68
Topological polar surface area (Å2) RDKit 46.01
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 18
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
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 10
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2


2-(2-Hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine
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 0.9


2-(2-Hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.27
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No