General Information of the Compound
Compound ID
CP0033479
Compound Name
(chloropromazine) [3-(2-Chloro-phenothiazin-10-yl)-propyl]-dimethyl-amine
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Synonyms
Aminasine
Aminazin
Aminazine
Ampliactil
Amplicitil
Amplictil
BC 135
Chlor-PZ
Chlor-Promanyl
Chlordelazine
Chlorderazin
Chloropromazine
Chlorpromados
Chlorpromanyl (discontinued)
Chlorpromazin
Chlorpromazine
Chlorpromazine (USP/INN)
Chlorpromazine Tannate
Chlorpromazine [USAN:INN:BAN]
Chlorpromazinum
Chlorpromazinum [INN-Latin]
Clorpromazina
Clorpromazina [INN-Spanish]
Clorpromazina [Italian]
Contomin
Cromedazine
Elmarin
Esmind
Fenactil
Fenaktyl
Fraction AB
HL 5746
JHICC02042
Largactil
Largactil (TN)
Largactil Liquid
Largactil Oral Drops
Largactilothiazine
Largactyl
Megaphen
Novo-Chlorpromazine
Novomazina
Phenactyl
Phenathyl
Phenothiazine hydrochloride
Plegomasine
Plegomazin
Prazilpromactil
Proma
Promactil
Promazil
Propaphen
Propaphenin
Prozil
Psychozine
SKF 2601-A
SKF 2601A
SKF-2601
Sanopron
Thorazine
Thorazine (TN)
Thorazine Spansule
Thorazine Suppositories
Thorazine hydrochloride
Torazina
Wintermin
Z80
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Structure
Formula
C17H19ClN2S
Molecular Weight
318.873
Canonical SMILES
CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc12
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InChI
InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3
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InChIKey
ZPEIMTDSQAKGNT-UHFFFAOYSA-N
CAS
34468-21-8
50-53-3
Physicochemical Property
logP
4.8944
Rotatable Bonds
4
Heavy Atom Count
21
Polar Areas
6.48
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
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).

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Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 2726
SID: 14923746
ChEMBL ID
CHEMBL71
DrugBank ID
DB00477
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)  1
1
Ki = 673 nM
   TI
   LI
   LO
   TS
Protein ID: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 6.31 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 12.02 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3.4 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)  2
1
Ki = 39.81 nM
   TI
   LI
   LO
   TS
2
Ki = 52 nM
   TI
   LI
   LO
   TS
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 = 39.81 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 27 nM
Protein ID: PT01354, 5-hydroxytryptamine receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 50.12 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 4 nM
2 Ki < 50 nM
Protein ID: PT00941, 5-hydroxytryptamine receptor 7
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 31.62 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 27 nM
Protein ID: PT04542, Bile salt export pump
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000757 SK-E2 Homo sapiens (Human)  2
1
IC50 = 30900 nM
   TI
   LI
   LO
   TS
2
IC50 = 33500 nM
   TI
   LI
   LO
   TS
Protein ID: PT01195, D(1A) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 96 nM
   TI
   LI
   LO
   TS
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 = 172 nM
   TI
   LI
   LO
   TS
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
IC50 = 1 nM
   TI
   LI
   LO
   TS
2
IC50 = 3 nM
   TI
   LI
   LO
   TS
3
Ki = 2.344 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
Ki = 1.2 nM
   TI
   LI
   LO
   TS
2
Ki = 1.8 nM
   TI
   LI
   LO
   TS
3
Ki = 6.1 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 4.06 nM
   TI
   LI
   LO
   TS
2
Ki = 10 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 12 nM
Protein ID: PT00957, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 40 nM
2 Ki = 1.995 nM
3 Ki = 4.97 nM
4 Ki = 10 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)  3
1
Ki = 1.585 nM
   TI
   LI
   LO
   TS
2
Ki = 3 nM
   TI
   LI
   LO
   TS
3
Ki = 6.9 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 3.8 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 11 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)  1
1
Ki = 25.12 nM
   TI
   LI
   LO
   TS
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 29092.9 nM
   TI
   LI
   LO
   TS
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 = 4.25 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 12 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: 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 ~ 15848.9 nM
   TI
   LI
   LO
   TS
Protein ID: PT02591, Major prion protein
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000235 ScN2a Mus musculus (Mouse)  1
1
EC50 = 2000 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)  1
1
Ki = 125.89 nM
   TI
   LI
   LO
   TS
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)  1
1
Ki = 158.49 nM
   TI
   LI
   LO
   TS
Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 1470 nM
   TI
   LI
   LO
   TS
2
IC50 = 1479.11 nM
   TI
   LI
   LO
   TS
CL000083 MCF-7 Homo sapiens (Human)  1
1
IC50 = 1479.11 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1479.11 nM
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 26121.6 nM
   TI
   LI
   LO
   TS
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 63.1 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 120 nM
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 27000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01914, Transient receptor potential cation channel subfamily V member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 520 nM
   TI
   LI
   LO
   TS
2
Ki = 1300 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Chlorpromazine )
Drug Name Chlorpromazine
Company GlaxoSmithKline
Indication
Schizophrenia
Approved
Target(s)
Dopamine D2 receptor (D2R)
Antagonist
Drug 2 ( Chlorpromazine )
Drug Name Chlorpromazine
Company GlaxoSmithKline
Indication
Coronavirus Disease 2019 (COVID-19)
Phase 3
Schizophrenia
Withdrawn from market
Severe acute respiratory syndrome (SARS)
Investigative
Middle East Respiratory Syndrome (MERS)
Investigative