IMPPAT Phytochemical information: 
Anatabine

Anatabine
Summary

SMILES: C1=CC[C@H](NC1)c1cccnc1
InChI: InChI=1S/C10H12N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h1-4,6,8,10,12H,5,7H2/t10-/m0/s1
InChIKey: SOPPBXUYQGUQHE-JTQLQIEISA-N
DeepSMILES: C=CC[C@H]NC6))ccccnc6
Scaffold Graph/Node/Bond level: C1=CCC(c2cccnc2)NC1
Scaffold Graph/Node level: C1CCC(C2CCCNC2)NC1
Scaffold Graph level: C1CCC(C2CCCCC2)CC1
Functional groups: CC=CC; cnc; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic nitrogen compounds
ClassyFire Class: Organonitrogen compounds
ClassyFire Subclass: Amines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
anatabine
External chemical identifiers:
CID:CID_11388; ChEMBL:CHEMBL3640772; ChEBI:CHEBI:2705; ZINC:ZINC000002555297; FDASRS:5PP654XB7D; SureChEMBL:SCHEMBL229515; MolPort-047-134-012
Chemical structure download


Anatabine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 160.22
Log P RDKit 1.67
Topological polar surface area (Å2) RDKit 24.92
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.3
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 1
Number of aromatic rings RDKit 1
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


Anatabine
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 0.632022


Anatabine
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 -6.60
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


Anatabine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000292095800
ENSP00000318585BACE1800
ENSP00000264657STAT3837
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.