General Information of the Compound
Compound ID
CP0000216
Compound Name
(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17),15-tetraen-14-ol
    Show/Hide
Synonyms
(-)-Galanthamine
(4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro(3a,3,2-ef)(2)benzazepin-6-ol
GNT
Galantamin
Galantamina
Galantamina [INN-Spanish]
Galantamine
Galantamine (USAN/INN)
Galantamine [USAN:INN]
Galantaminum
Galantaminum [INN-Latin]
Galanthamine
Galanthaminum
Jilkon
Lycoremin
Lycoremine
Nivalin (TN)
Razadyne (TN)
Razadyne ER
Razadyne ER (TN)
Reminyl
Reminyl (TN)
    Show/Hide
Structure
Formula
C17H21NO3
Molecular Weight
287.359
Canonical SMILES
COc1ccc2CN(C)CC[C@@]34C=C[C@H](O)C[C@@H]3Oc1c24
    Show/Hide
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
    Show/Hide
InChIKey
ASUTZQLVASHGKV-JDFRZJQESA-N
CAS
1551-02-6
736-79-8
357-70-0
Physicochemical Property
logP
1.8503
Rotatable Bonds
1
Heavy Atom Count
21
Polar Areas
41.93
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
21

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 9651
SID: 14775584
ChEMBL ID
CHEMBL659
DrugBank ID
DB00674
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00820, Acetylcholinesterase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 1156 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 100 nM
2 IC50 = 300 nM
3 IC50 = 350 nM
4 IC50 = 355 nM
5 IC50 = 500 nM
6 IC50 = 530 nM
7 IC50 = 550 nM
8 IC50 = 590 nM
9 IC50 = 600 nM
10 IC50 = 700 nM
11 IC50 = 790 nM
12 IC50 = 800 nM
13 IC50 = 980 nM
14 IC50 = 1000 nM
15 IC50 = 1070 nM
16 IC50 = 1100 nM
17 IC50 = 1170 nM
18 IC50 = 1180 nM
19 IC50 = 1270 nM
20 IC50 = 1300 nM
21 IC50 = 1600 nM
22 IC50 = 1700 nM
23 IC50 = 1900 nM
24 IC50 = 2000 nM
25 IC50 = 2010 nM
26 IC50 = 2090 nM
27 IC50 = 2100 nM
28 IC50 = 2600 nM
29 IC50 = 2670 nM
30 IC50 = 2770 nM
31 IC50 = 3000 nM
32 IC50 = 3200 nM
33 IC50 = 3800 nM
34 IC50 = 6400 nM
35 IC50 = 7300 nM
36 IC50 = 8400 nM
37 IC50 = 13900 nM
38 IC50 = 17100 nM
39 IC50 = 73900 nM
40 IC50 = 90000 nM
41 IC50 ~ 500 nM
42 Ki = 61.9 nM
43 Ki = 61.96 nM
44 Ki = 250 nM
45 Ki = 300 nM
Clinical Information about the Compound
Drug 1 ( Galantamine )
Drug Name Galantamine
Company Janssen Pharmaceutica
Indication
Alzheimer disease
Approved
Target(s)
Acetylcholinesterase (AChE)
 Target Info 
Inhibitor