IMPPAT Phytochemical information: 
(+)-Norpatchoulenol
(+)-Norpatchoulenol
Summary

SMILES: CC1(C)[C@H]2CC[C@]3([C@@]1(O)CC=C[C@H]3C2)C
InChI: InChI=1S/C14H22O/c1-12(2)10-6-8-13(3)11(9-10)5-4-7-14(12,13)15/h4-5,10-11,15H,6-9H2,1-3H3/t10-,11-,13+,14+/m0/s1
InChIKey: OSQSDJNIURJARY-CDGCEXEKSA-N
DeepSMILES: CCC)[C@H]CC[C@][C@@]6O)CC=C[C@H]6C%10))))))C
Scaffold Graph/Node/Bond level: C1=CC2CC3CCC2C(C1)C3
Scaffold Graph/Node level: C1CC2CC3CCC2C(C1)C3
Scaffold Graph level: C1CC2CC3CCC2C(C1)C3
Functional groups: CO; CC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Alcohols and polyols
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Patchoulane sesquiterpenoids
Synonymous chemical names:
Norpatchoulenol
External chemical identifiers:
CID:CID_6451732; SureChEMBL:SCHEMBL4935856
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(+)-Norpatchoulenol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 206.33
Log P RDKit 3.14
Topological polar surface area (Å2) RDKit 20.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
(+)-Norpatchoulenol
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 0
Ghose filter RDKit Passed
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 0.603659
(+)-Norpatchoulenol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME
Solubility class [ESOL] SwissADME
Solubility class [Silicos-IT] SwissADME
Blood Brain Barrier permeation SwissADME
Gastrointestinal absorption SwissADME
Log Kp (Skin permeation, cm/s) SwissADME
Number of PAINS structural alerts SwissADME
Number of Brenk structural alerts SwissADME
CYP1A2 inhibitor SwissADME
CYP2C19 inhibitor SwissADME
CYP2C9 inhibitor SwissADME
CYP2D6 inhibitor SwissADME
CYP3A4 inhibitor SwissADME
P-glycoprotein substrate SwissADME