Compound Information

General Information of the Compound

Compound ID

CP0013001

Compound Name

(+/-)-2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-indan-1-one

Show/Hide

Synonyms

Donepezil

Donepezil (transdermal patch, Alzheimer's disease)

Show/Hide

Structure

Formula

C24H29NO3

Molecular Weight

379.5

Canonical SMILES

COc1cc2CC(CC3CCN(Cc4ccccc4)CC3)C(=O)c2cc1OC

Show/Hide

InChI

InChI=1S/C24H29NO3/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18/h3-7,14-15,17,20H,8-13,16H2,1-2H3

Show/Hide

InChIKey

ADEBPBSSDYVVLD-UHFFFAOYSA-N

CAS

120014-06-4

110119-84-1

142057-79-2

Physicochemical Property

logP	4.3611
Rotatable Bonds	6
Heavy Atom Count	28
Polar Areas	38.77
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Complexity	28

"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: 3152

SID: 14829295

ChEMBL ID

CHEMBL502

DrugBank ID

DB00843

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)	6
1	IC50 = 5 nM Bioactivity Info	TI LI LO TS
2	IC50 = 6.2 nM Bioactivity Info	TI LI LO TS
3	IC50 = 9 nM Bioactivity Info	TI LI LO TS
4	IC50 = 10 nM Bioactivity Info	TI LI LO TS
5	IC50 = 16 nM Bioactivity Info	TI LI LO TS
6	IC50 = 54 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2 nM
2	IC50 = 2.33 nM
3	IC50 = 3.46 nM
4	IC50 = 4 nM
5	IC50 = 5.59 nM
6	IC50 = 5.7 nM
7	IC50 = 6 nM
8	IC50 = 6.87 nM
9	IC50 = 7 nM
10	IC50 = 7.998 nM
11	IC50 = 8 nM
12	IC50 = 9 nM
13	IC50 = 10 nM
14	IC50 = 11 nM
15	IC50 = 11.7 nM
16	IC50 = 12 nM
17	IC50 = 14 nM
18	IC50 = 15 nM
19	IC50 = 16 nM
20	IC50 = 16.1 nM
21	IC50 = 17 nM
22	IC50 = 18 nM
23	IC50 = 19 nM
24	IC50 = 20 nM
25	IC50 = 20.3 nM
26	IC50 = 21 nM
27	IC50 = 22 nM
28	IC50 = 22.91 nM
29	IC50 = 23 nM
30	IC50 = 23.1 nM
31	IC50 = 26.8 nM
32	IC50 = 30 nM
33	IC50 = 31.8 nM
34	IC50 = 32 nM
35	IC50 = 33 nM
36	IC50 = 35.6 nM
37	IC50 = 37.6 nM
38	IC50 = 40 nM
39	IC50 = 41 nM
40	IC50 = 42 nM
41	IC50 = 44 nM
42	IC50 = 48 nM
43	IC50 = 50.12 nM
44	IC50 = 59 nM
45	IC50 = 60 nM
46	IC50 = 62 nM
47	IC50 = 87 nM
48	IC50 = 90 nM
49	IC50 = 120 nM
50	IC50 = 160 nM
51	IC50 = 4150 nM
52	IC50 = 7120 nM
53	IC50 = 7560 nM
54	IC50 > 100000 nM
55	Kd = 8 nM
56	Ki = 7.2 nM
57	Ki = 12.7 nM
58	Ki = 20.5 nM
59	Ki = 38 nM

Protein ID: PT05334, ATP-binding cassette sub-family C member 4

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 72900 nM Bioactivity Info	TI LI LO TS

Protein ID: PT04542, Bile salt export pump

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 78000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00826, Cholinesterase

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 7500 nM Bioactivity Info	TI LI LO TS
2	IC50 = 8200 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 14 nM
2	IC50 = 20 nM
3	IC50 = 117 nM
4	IC50 = 130 nM
5	IC50 = 930 nM
6	IC50 = 1400 nM
7	IC50 = 2000 nM
8	IC50 = 2420 nM
9	IC50 = 2500 nM
10	IC50 = 2580 nM
11	IC50 = 2740 nM
12	IC50 = 2900 nM
13	IC50 = 3130 nM
14	IC50 = 3170 nM
15	IC50 = 3200 nM
16	IC50 = 3600 nM
17	IC50 = 3900 nM
18	IC50 = 4150 nM
19	IC50 = 4220 nM
20	IC50 = 4260 nM
21	IC50 = 4380 nM
22	IC50 = 4760 nM
23	IC50 = 4800 nM
24	IC50 = 5120 nM
25	IC50 = 5400 nM
26	IC50 = 5580 nM
27	IC50 = 5600 nM
28	IC50 = 6370 nM
29	IC50 = 6400 nM
30	IC50 = 6500 nM
31	IC50 = 6920 nM
32	IC50 = 7000 nM
33	IC50 = 7100 nM
34	IC50 = 7300 nM
35	IC50 = 7400 nM
36	IC50 = 7420 nM
37	IC50 = 7585.78 nM
38	IC50 = 7600 nM
39	IC50 = 8200 nM
40	IC50 = 8280 nM
41	IC50 = 8700 nM
42	IC50 = 9140 nM
43	IC50 = 10050 nM
44	IC50 = 10240 nM
45	IC50 = 10660 nM
46	IC50 = 13600 nM
47	IC50 = 14400 nM
48	IC50 = 15240 nM
49	IC50 > 5000 nM
50	Ki = 12540 nM

Protein ID: PT00962, Glycogen synthase kinase-3 beta

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 1000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 > 100000 nM

Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 640 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 8718 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1995.26 nM

Clinical Information about the Compound

Drug 1 ( Donepezil )

Drug Name	Donepezil
Company	Nitto Denko Corp
Indication	Alzheimer disease Approved
Target(s)	Acetylcholinesterase (AChE) Target Info Modulator

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han