General Information of the Compound
Compound ID
CP0053630
Compound Name
2-chloranyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine;ethane-1,2-disulfonic acid
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Synonyms
2-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-phenothiazine
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-10H-phenothiazine
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine
2-Chloro-10-[3-(4-methyl-1-piper-azinyl)propyl]-10H-pheno-thiazine dimaleate
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
3-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine
3-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine
6140 RP
Bayer A 173
Buccastem (TN)
CHLOPERAZINE
Capazine
Chlormeprazine
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine [French]
Chlorperazine
Combid
Compazine
Compazine (*Maleate*)
Compazine (TN)
Compazine Suppositories
Compro
Compro (TN)
Emelent
Eskatrol
Kronocin
Meterazin
Meterazine
N-(gamma-(4'-Methylpiperazinyl-1')propyl)-3-chlorophenothiazine
Nipodal
Novamin
P77
Phenotil (TN)
Prochloroperazine
Prochlorpemazine
Prochlorperazin
Prochlorperazine
Prochlorperazine (JAN/USP/INN)
Prochlorperazine Edisylate Salt
Prochlorperazine [USAN:INN:BAN:JAN]
Prochlorperazine dihydrobromide
Prochlorperazine dimaleate
Prochlorperazine maleate
Prochlorperazine mesilate
Prochlorperazinum
Prochlorperazinum [INN-Latin]
Prochlorpermazine
Prochlorpromazine
Procloperazine
Proclorperazina
Proclorperazina [INN-Spanish]
Proclorperazine
RP 6140
SKF 4657
Stemetil
Stemetil (TN)
Stemzine (TN)
Tementil
Temetid
Vertigon
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Structure
Formula
C20H24ClN3S
Molecular Weight
373.953
Canonical SMILES
CN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc23)CC1
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InChI
InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3
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InChIKey
WIKYUJGCLQQFNW-UHFFFAOYSA-N
CAS
58-38-8
Physicochemical Property
logP
4.5802
Rotatable Bonds
4
Heavy Atom Count
25
Polar Areas
9.72
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Complexity
25

"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: 4917
SID: 14828997
ChEMBL ID
CHEMBL728
DrugBank ID
DB00433
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: PT01002, Cytochrome P450 1A2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00817, Cytochrome P450 2D6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 300 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 ~ 20596.2 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 ~ 14581 nM
   TI
   LI
   LO
   TS
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 = 16481.6 nM
   TI
   LI
   LO
   TS
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 = 49600 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Prochlorperazine )
Drug Name Prochlorperazine
Company GlaxoSmithKline
Indication
Nausea
Approved
Target(s)
Dopamine D2 receptor (D2R)
Antagonist