IMPPAT Phytochemical information: 
Galantamine
Galantamine
Summary

SMILES: COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=C[C@@H](C1)O
InChI: InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1
InChIKey: ASUTZQLVASHGKV-JDFRZJQESA-N
DeepSMILES: COcccccc6O[C@@H][C@@]5CCNC%10)C))))C=C[C@@H]C6)O
Scaffold Graph/Node/Bond level: C1=CC23CCNCc4cccc(c42)OC3CC1
Scaffold Graph/Node level: C1CC2CNCCC34CCCCC3OC(C1)C24
Scaffold Graph level: C1CCC23CCCCC2CC2CCCC(C1)C23
Functional groups: CC=CC; CN(C)C; CO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Amaryllidaceae alkaloids
ClassyFire Subclass: Galanthamine-type amaryllidaceae alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Amarylidaceae alkaloids
Synonymous chemical names:
galantamine, galanthamine, galanthamine hydrochloride, lycoremine
External chemical identifiers:
CID:9651; ChEMBL:CHEMBL659; ChEBI:42944; ZINC:ZINC000000491073; FDASRS:1T835Z585R; SureChEMBL:SCHEMBL2577; MolPort-002-521-885
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Galantamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Galantamine
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 0.8005
Galantamine
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.75
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Galantamine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000250699CHRNA10800
ENSP00000258385CHRND800
ENSP00000261007CHRNA1800
ENSP00000261751CHRNB4831
ENSP00000264381BCHE998
ENSP00000276410CHRNA6800
ENSP00000289957CHRNB3816
ENSP00000293780CHRNE800
ENSP00000299565CHRNA5816
ENSP00000299847CHRFAM7A827
ENSP00000303211ACHE998
ENSP00000304290CHRNB1800
ENSP00000312663CHRNA9800
ENSP00000315602CHRNA3800
ENSP00000317842CES2828
ENSP00000337915CYP3A4800
ENSP00000353820CYP2D6914
ENSP00000357461CHRNB2831
ENSP00000359285CHRNA4908
ENSP00000360806KCNB1800
ENSP00000374145CHRNG800
ENSP00000385026CHRNA2819
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.