Detailed Information for C00270

Basic information about inhibitors

IPAD-DB ID C00270
Name Galanthamine
Category Natural compounds
2D Structure
3D Structure
Molecular Formula C 1 7 H 2 1 N O 3
Molecular Weight 287.35 g/mol
IUPAC Name (1S, 12S, 14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01, 12.06, 17]heptadeca-6(17), 7, 9, 15-tetraen-14-ol
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
Canonical SMILES CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)OC)O
PubChem CID 9651
DrugBank Accession Number DB00674
CAS Registry Number 357-70-0

Biological activity data

Ki -
EC50 -
IC50 52 μg/ml(AChE), 47 μg/ml(BChE),
Inhibition 1000 μg/ml:91.37 ± 0.65%(AChE), 94.50 ± 0.71%(BChE), 500 μg/ml:83.33 ± 0.55%(AChE), 85.47 ± 0.59%(BChE), 250 μg/ml:73.31 ± 0.60%(AChE), 71.72 ± 0.51%(BChE), 125 μg/ml:61.32 ± 0.54%(AChE), 65.37 ± 0.69%(BChE),
Toxicity -
ROS(reactive oxygen species) -
Metal Chelating -
BBB(blood-brain barrier) -
Target Protein Butyrylcholinesterase (BChE)
Effects -
Research Models In Vitro
Main Source -
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME) 287.35
Hac(Computed by SwissADME) 21
Volume(Computed by ADMETlab 2.0) 295.184
Density(Computed by ADMETlab 2.0) 0.973
nRing(Computed by ADMETlab 2.0) 4
MaxRing(Computed by ADMETlab 2.0) 16
nHet(Computed by ADMETlab 2.0) 4
fChar(Computed by ADMETlab 2.0) 0
nRig(Computed by ADMETlab 2.0) 20
Flexibility(Computed by ADMETlab 2.0) 0.05
Stero Centers(Computed by ADMETlab 2.0) 3
LogS(Computed by ADMETlab 2.0) -1.243
LogD(Computed by ADMETlab 2.0) 0.952

ADMET properties

logP(Computed by ADMETlab 2.0) 1.389
TPSA(Computed by SwissADME) 41.93
Hbond Acceptor(Computed by SwissADME) 4
Hbond Donor(Computed by SwissADME) 1
Rotatable Bonds(Computed by SwissADME) 1

Pharmacokinetics

GI Absorption(Computed by SwissADME) High
BBB(blood-brain barrier) Permeant(Computed by SwissADME) Yes
P-gp Substrate(Computed by SwissADME) Yes
CYP1A2 Inhibitor(Computed by SwissADME) No
CYP2C19 Inhibitor(Computed by SwissADME) No
CYP2C9 Inhibitor(Computed by SwissADME) No
CYP2D6 Inhibitor(Computed by SwissADME) Yes
CYP3A4 Inhibitor(Computed by SwissADME) No
log Kp(Skin Permeation)(Computed by SwissADME) -6.75

Druglikeness

Lipinski(Computed by SwissADME) 0
Ghose(Computed by SwissADME) 0
Veber(Computed by SwissADME) 0
Egan(Computed by SwissADME) 0
Muegge(Computed by SwissADME) 0
Bioavailability Score(Computed by SwissADME) 0.55