General Information of the Compound
Compound ID
CP0025667
Compound Name
2-[4-(4-Methyl-benzyl)-piperazin-1-yl]-1-(2-methyl-2,3-dihydro-indol-1-yl)-ethanone
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Synonyms
3-chloro-6-(4-methylpiperazin-1-yl)-5H-benzo[b][1,4]benzodiazepine
8-Chloro-11-(4-methyl)-1-piperazinyl)-5H-dibenzo[b,e][1,4]diazepine
8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo (b,e)(1,4)diazepine
8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo(b,e)(1,4)diazepine
8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]-diazepine
8-Chloro-11-(4-methyl-piperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine
8-chloro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine
Asaleptin
C 6305
CLOZARIL
Clopine (TN)
Clorazil
Clozapin
Clozapina
Clozapina [INN-Spanish]
Clozapine
Clozapine (JAN/USP/INN)
Clozapine [USAN:INN:BAN]
Clozapine(tautomer)
Clozapinum
Clozapinum [INN-Latin]
Clozaril (TN)
Denzapine (TN)
Fazaclo
Fazaclo (TN)
Fazaclo ODT
Froidir (TN)
HF-1854
HF1854
Iprox
KS-1166
Klozapol (TN)
LEX-123
LX 100-129
Leponex
Leponex (TN)
Lepotex
W-801
Zaponex (TN)
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Structure
Formula
C18H19ClN4
Molecular Weight
326.831
Canonical SMILES
CN1CCN(CC1)C1=Nc2cc(Cl)ccc2Nc2ccccc12
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InChI
InChI=1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
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InChIKey
QZUDBNBUXVUHMW-UHFFFAOYSA-N
CAS
5786-21-0
Physicochemical Property
logP
3.7227
Rotatable Bonds
0
Heavy Atom Count
23
Polar Areas
30.87
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
23

"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).

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PubChem ID
CID: 135398737
SID: 14826474
ChEMBL ID
CHEMBL42
DrugBank ID
DB00363
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: PT00819, 5-hydroxytryptamine receptor 1A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 100 nM
   TI
   LI
   LO
   TS
2
Ki = 101 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
Ki = 143 nM
   TI
   LI
   LO
   TS
2
Ki = 180 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 6.38 nM
2 Ki = 8.9 nM
3 Ki = 140 nM
4 Ki = 160 nM
5 Ki = 270 nM
6 Ki = 416.87 nM
7 Ki = 710 nM
8 Ki = 1000 nM
Protein ID: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000234 AU-BEK Bos taurus (Bovine)  2
1
IC50 = 12 nM
   TI
   LI
   LO
   TS
2
Ki = 5 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 4.84 nM
   TI
   LI
   LO
   TS
2
Ki = 5.012 nM
   TI
   LI
   LO
   TS
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 9.6 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
Ki = 13 nM
   TI
   LI
   LO
   TS
2
Ki = 33 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  2
1
Ki = 15 nM
   TI
   LI
   LO
   TS
2
Ki = 18 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Activity = 5.4 nM
2 Ki = 1.4 nM
3 Ki = 2.692 nM
4 Ki = 3 nM
5 Ki = 3.03 nM
6 Ki = 3.3 nM
7 Ki = 4 nM
8 Ki = 5.35 nM
9 Ki = 6.3 nM
10 Ki = 7.8 nM
11 Ki = 8.57 nM
12 Ki = 8.9 nM
13 Ki = 9.12 nM
14 Ki = 9.6 nM
15 Ki = 10 nM
16 Ki = 15 nM
17 Ki = 24 nM
18 Ki = 230 nM
Protein ID: PT01019, 5-hydroxytryptamine receptor 2B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 3.162 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 20 nM
Protein ID: PT00939, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 7.943 nM
   TI
   LI
   LO
   TS
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 13 nM
   TI
   LI
   LO
   TS
CL000027 tsA201 Homo sapiens (Human)  1
1
Ki = 15 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 250 nM
2 Ki = 2.884 nM
3 Ki = 4.8 nM
4 Ki = 5 nM
5 Ki = 5.012 nM
6 Ki = 10.47 nM
7 Ki = 13 nM
8 Ki = 15.85 nM
9 Ki = 17 nM
10 Ki = 21 nM
11 Ki = 23 nM
12 Ki = 24 nM
13 Ki = 100 nM
Protein ID: PT01354, 5-hydroxytryptamine receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  2
1
IC50 = 17 nM
   TI
   LI
   LO
   TS
2
Ki = 17 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  5
1
IC50 = 20 nM
   TI
   LI
   LO
   TS
2
Ki = 4 nM
   TI
   LI
   LO
   TS
3
Ki = 4.8 nM
   TI
   LI
   LO
   TS
4
Ki = 7.943 nM
   TI
   LI
   LO
   TS
5
Ki = 17 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 4 nM
2 Ki = 9.5 nM
3 Ki = 10 nM
4 Ki = 11 nM
5 Ki < 50 nM
6 Ki = 100 nM
Protein ID: PT00941, 5-hydroxytryptamine receptor 7
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  8
1
Ki = 11.4 nM
   TI
   LI
   LO
   TS
2
Ki = 18 nM
   TI
   LI
   LO
   TS
3
Ki = 21 nM
   TI
   LI
   LO
   TS
4
Ki = 25 nM
   TI
   LI
   LO
   TS
5
Ki = 37 nM
   TI
   LI
   LO
   TS
6
Ki = 45.5 nM
   TI
   LI
   LO
   TS
7
Ki = 47.4 nM
   TI
   LI
   LO
   TS
8
Ki > 10000 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 19.95 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 9 nM
2 Ki = 12.59 nM
3 Ki = 39.81 nM
4 Ki = 40 nM
5 Ki = 45.5 nM
6 Ki = 48 nM
7 Ki = 100 nM
Protein ID: PT01195, D(1A) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 44 nM
   TI
   LI
   LO
   TS
2
Ki = 132 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 89 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 7.5 nM
2 Ki = 21.38 nM
3 Ki = 31.62 nM
4 Ki = 44 nM
5 Ki = 53 nM
6 Ki = 180 nM
7 Ki = 290 nM
8 Ki = 540 nM
9 Ki = 1000 nM
Protein ID: PT01358, D(1A) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 420 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 420 nM
Protein ID: PT01169, D(1B) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 198 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 780 nM
2 Ki = 1000 nM
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  10
1
Ki = 28 nM
   TI
   LI
   LO
   TS
2
Ki = 39 nM
   TI
   LI
   LO
   TS
3
Ki = 41 nM
   TI
   LI
   LO
   TS
4
Ki = 74 nM
   TI
   LI
   LO
   TS
5
Ki = 83 nM
   TI
   LI
   LO
   TS
6
Ki = 125.89 nM
   TI
   LI
   LO
   TS
7
Ki = 155 nM
   TI
   LI
   LO
   TS
8
Ki = 208 nM
   TI
   LI
   LO
   TS
9
Ki = 254 nM
   TI
   LI
   LO
   TS
10
Ki = 389 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
Ki = 71 nM
   TI
   LI
   LO
   TS
2
Ki = 72 nM
   TI
   LI
   LO
   TS
3
Ki = 150 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 91 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 220 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 372 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Activity = 256 nM
2 IC50 = 9 nM
3 IC50 = 113 nM
4 IC50 = 230 nM
5 IC50 = 260 nM
6 Ki = 7.11 nM
7 Ki = 28 nM
8 Ki = 31.62 nM
9 Ki = 41 nM
10 Ki = 69 nM
11 Ki = 72 nM
12 Ki = 77.62 nM
13 Ki = 113 nM
14 Ki = 130 nM
15 Ki = 134.9 nM
16 Ki = 138 nM
17 Ki = 144 nM
18 Ki = 150 nM
19 Ki = 157 nM
20 Ki = 190 nM
21 Ki = 210 nM
22 Ki = 220 nM
23 Ki = 223.87 nM
24 Ki = 250 nM
25 Ki = 260 nM
26 Ki = 389 nM
27 Ki = 1000 nM
28 Ki > 100 nM
Protein ID: PT00957, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  2
1
Ki = 63.1 nM
   TI
   LI
   LO
   TS
2
Ki = 64.2 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 190 nM
   TI
   LI
   LO
   TS
2
Ki = 260 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 132 nM
2 IC50 = 290 nM
3 IC50 = 330 nM
4 IC50 = 410 nM
5 IC50 = 440 nM
6 IC50 = 830 nM
7 IC50 = 2108 nM
8 Ki = 34 nM
9 Ki = 45.71 nM
10 Ki = 53.6 nM
11 Ki = 82 nM
12 Ki = 210 nM
13 Ki = 250 nM
14 Ki = 251.19 nM
15 Ki = 263.03 nM
16 Ki = 319 nM
Protein ID: PT00943, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  6
1
Ki = 88 nM
   TI
   LI
   LO
   TS
2
Ki = 100 nM
   TI
   LI
   LO
   TS
3
Ki = 200 nM
   TI
   LI
   LO
   TS
4
Ki = 295 nM
   TI
   LI
   LO
   TS
5
Ki = 454 nM
   TI
   LI
   LO
   TS
6
Ki = 960 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 200 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 222 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 319 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 450 nM
2 Ki = 239.88 nM
3 Ki = 240 nM
4 Ki = 242 nM
5 Ki = 280 nM
6 Ki = 319 nM
7 Ki = 360 nM
8 Ki = 372.3 nM
9 Ki = 912.01 nM
10 Ki = 960 nM
11 Ki = 1000 nM
Protein ID: PT01366, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  2
1
Ki = 161 nM
   TI
   LI
   LO
   TS
2
Ki = 188 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 230 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 319 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 500 nM
Protein ID: PT01161, D(4) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  10
1
IC50 = 41 nM
   TI
   LI
   LO
   TS
2
IC50 = 58 nM
   TI
   LI
   LO
   TS
3
Ki = 10 nM
   TI
   LI
   LO
   TS
4
Ki = 16 nM
   TI
   LI
   LO
   TS
5
Ki = 17 nM
   TI
   LI
   LO
   TS
6
Ki = 30 nM
   TI
   LI
   LO
   TS
7
Ki = 39 nM
   TI
   LI
   LO
   TS
8
Ki = 39.81 nM
   TI
   LI
   LO
   TS
9
Ki = 47 nM
   TI
   LI
   LO
   TS
10
Ki = 70 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 10 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
Ki = 13 nM
   TI
   LI
   LO
   TS
2
Ki = 18 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 16 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 21 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 17 nM
2 IC50 = 23 nM
3 IC50 = 32 nM
4 IC50 = 40 nM
5 IC50 = 52 nM
6 IC50 = 110 nM
7 IC50 = 120 nM
8 IC50 = 138 nM
9 IC50 = 156 nM
10 Ki = 10 nM
11 Ki = 15 nM
12 Ki = 15.85 nM
13 Ki = 16 nM
14 Ki = 17 nM
15 Ki = 21 nM
16 Ki = 28.4 nM
17 Ki = 30 nM
18 Ki = 30.4 nM
19 Ki = 39 nM
20 Ki = 40 nM
21 Ki = 44 nM
22 Ki = 53.7 nM
23 Ki = 54 nM
24 Ki = 60 nM
25 Ki = 71 nM
26 Ki = 72 nM
27 Ki = 100 nM
28 Ki = 9000 nM
Protein ID: PT01206, Histamine H1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 2.38 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Activity = 1.2 nM
2 EC50 = 0.4 nM
3 Kd = 3.1 nM
4 Ki = 1 nM
5 Ki = 1.1 nM
6 Ki = 1.8 nM
7 Ki = 2.1 nM
8 Ki = 10 nM
9 Ki = 17 nM
Protein ID: PT01194, Histamine H3 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki > 1000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01711, Histamine H4 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000074 SK-N-MC Homo sapiens (Human)  5
1
Kd = 11.9 nM
   TI
   LI
   LO
   TS
2
Kd = 14.5 nM
   TI
   LI
   LO
   TS
3
Kd = 20.9 nM
   TI
   LI
   LO
   TS
4
Kd = 70.2 nM
   TI
   LI
   LO
   TS
5
Ki = 177.83 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 199.53 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  1
1
Ki = 501.19 nM
   TI
   LI
   LO
   TS
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080 Homo sapiens (Human)  1
1
Potency ~ 10322.5 nM
   TI
   LI
   LO
   TS
Protein ID: PT01310, Muscarinic acetylcholine receptor M1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
2
Ki = 6.31 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 9.4 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.98 nM
2 Ki = 1.8 nM
3 Ki = 100 nM
Protein ID: PT01198, Muscarinic acetylcholine receptor M2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 100 nM
Protein ID: PT01266, Muscarinic acetylcholine receptor M3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 100 nM
Protein ID: PT01156, Muscarinic acetylcholine receptor M4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
2
Ki = 12.59 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 100 nM
Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000083 MCF-7 Homo sapiens (Human)  1
1
IC50 = 190.55 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  5
1
IC50 = 191 nM
   TI
   LI
   LO
   TS
2
IC50 = 650 nM
   TI
   LI
   LO
   TS
3
Ki = 3080 nM
   TI
   LI
   LO
   TS
4
Ki = 4060 nM
   TI
   LI
   LO
   TS
5
Ki = 17000 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 323.59 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 320 nM
2 IC50 = 323.59 nM
3 IC50 = 901 nM
4 IC50 = 3200 nM
5 IC50 = 3981.07 nM
Clinical Information about the Compound
Drug 1 ( Clozapine )
Drug Name Clozapine
Company Sandoz
Indication
Schizophrenia
Approved
Target(s)
Dopamine D4 receptor (D4R)
Modulator