Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1713

CHLORPROMAZINE HYDROCHLORIDE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc21.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1713
Name CHLORPROMAZINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key FBSMERQALIEGJT-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL71
Active Moiety CHEMBL71

Known Names

Chloractil Chlorazine Chlorpromazine hcl Chlorpromazine hydrochloride Chlorpromazine hydrochloride intensol Chlorpromazini hydrochloridum Klorproman Largactil Largactil fte Marazine Nci-c05210 Norcozine +5 more
7
Targets
26
Activities
3
Assay Types
4
PK Parameters
20
Publications
17
Known Names
2
Mechanisms

Molecular Properties

318.9
MW (Da)
4.89
ALogP
3
HBA
0
HBD
6.5
PSA (Ų)
0.79
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1957
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Black Box Warning

Extended Properties

Molecular Formula C17H20Cl2N2S
MW 355.33
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.54

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 2a (5-HT2a) receptor antagonist ANTAGONIST 5-hydroxytryptamine receptor 2A ✓ ✓
D2-like dopamine receptor antagonist ANTAGONIST D2-like dopamine receptor ✓ ✓

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 22 meas. best 7.75
EC50 2 meas. best 5.25
Ki 2 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 Ki 8.52 8.52 3.0 1
D(2) dopamine receptor
CHEMBL217
 IC50 7.75 7.75 18.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.17 6.17 673.0 1
SARS-CoV-2
CHEMBL4303835
 IC50 5.5 5.445 3140.0 2
Plasmodium falciparum
CHEMBL364
 IC50 5.4 5.1714 3981.1 7
Unchecked
CHEMBL612545
 EC50 5.25 5.08 5640.0 2
Ishikawa
CHEMBL614649
 IC50 4.66 4.66 21960.0 1
Unchecked
CHEMBL612545
 IC50 4.5 4.2863 31780.0 8
KLE
CHEMBL2366239
 IC50 4.46 4.46 35010.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 52.3 mL.min-1.kg-1 Homo sapiens
CL 723.9 mL.min-1.kg-1 Mus musculus
T1/2 0.3967 hr Homo sapiens
T1/2 0.1267 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 3.0 nM 8.52 Compound was evaluated for the binding affinity against [3H]U-86,170-labeled D2 ... 8097538
D(2) dopamine receptor IC50 = 17.98 nM 7.75 Antagonist activity at DRD2 (unknown origin) 39082833
5-hydroxytryptamine receptor 1A Ki = 673.0 nM 6.17 Compound was evaluated for the binding affinity against [3H]8-OH-DPAT-labeled 5-... 8097538
SARS-CoV-2 IC50 = 3140.0 nM 5.5 IC50 determination at MOI 0.004 using CellTiter- Glo (CTG) assay, performed 3 da... -
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
SARS-CoV-2 IC50 = 4030.0 nM 5.39 IC50 determination at MOI 0.01 using CellTiter- Glo (CTG) assay, performed 3 day... -
Unchecked EC50 = 5640.0 nM 5.25 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Unchecked EC50 = 12400.0 nM 4.91 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Ishikawa IC50 = 21960.0 nM 4.66 Inhibition of cell proliferation in human Ishikawa cells incubated for 48 hrs by... 39082833
Unchecked IC50 = 31780.0 nM 4.5 PUBCHEM_BIOASSAY: A counter screen for small molecule screen for inhibitors of t... -
Unchecked IC50 = 34320.0 nM 4.46 PUBCHEM_BIOASSAY: A counter screen for small molecule screen for inhibitors of t... -
KLE IC50 = 35010.0 nM 4.46 Inhibition of cell proliferation in human KLE cells incubated for 48 hrs by CCK-... 39082833
Unchecked IC50 = 39030.0 nM 4.41 PUBCHEM_BIOASSAY: A small molecule screen for inhibitors of the PhoP region in S... -
Unchecked IC50 = 46570.0 nM 4.33 PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303304 HEK-293T 9
- 10.1101/2020.03.25.008482 SARS-CoV 9
- 10.6019/CHEMBL5303304 U2OS 9
39082833 10.1021/acs.jmedchem.4c00638 ADMET 7
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL5303304 Fibroblast 5
8097538 10.1021/jm00060a015 Mus musculus 4
- 10.1101/2020.03.25.008482 SARS-CoV-2 3
20426472 10.1021/jm100254w No relevant target 2
- 10.1101/2020.03.25.008482 ADMET 2
- 10.1101/2020.03.25.008482 Vero C1008 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20426472 10.1021/jm100254w Cruzipain 2
8097538 10.1021/jm00060a015 D(2) dopamine receptor 2
17407813 10.1016/j.bmcl.2007.03.064 5-hydroxytryptamine receptor 2C 1
- 10.6019/CHEMBL5608109 Hepatocyte spheroids 1

Data from ChEMBL 36 via Core Engine