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Compound Detail

CHEMBL1200750

PROMETHAZINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CC(CN1c2ccccc2Sc2ccccc21)N(C)C.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200750
Name PROMETHAZINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key XXPDBLUZJRXNNZ-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL643
Active Moiety CHEMBL643

Known Names

Anergan 25 Genphen Mepergan Mymethazine fortis Phenergan Phenergan nightime Phenhalal Phensedyl Prometh fortis Prometh plain Promethacon Promethazine hydrochloride +16 more
2
Targets
9
Activities
1
Assay Types
0
PK Parameters
20
Publications
28
Known Names
10
Indications
1
Mechanisms

Molecular Properties

284.4
MW (Da)
4.24
ALogP
3
HBA
0
HBD
6.5
PSA (Ų)
0.83
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1951
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral Topical

Flags

Black Box Warning

Extended Properties

Molecular Formula C17H21ClN2S
MW 320.89
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.97

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histamine H1 receptor antagonist ANTAGONIST Histamine H1 receptor ✓ ✓

Indications

Conjunctivitis, Allergic Dermatitis, Atopic Motion Sickness Pain Pain, Postoperative Postoperative Nausea and Vomiting Rhinitis, Allergic, Seasonal Urticaria Sleep Initiation and Maintenance Disorders Hypersensitivity

Drug Warnings

Black Box Warning
respiratory toxicity
Country: United States
Black Box Warning
infectious disease
Country: United States
Black Box Warning
vascular toxicity
Country: United States
Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 9 meas. best 5.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 5.6 5.1571 2511.9 7
SARS-CoV-2
CHEMBL4303835
 IC50 5.04 5.01 9210.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 2511.89 nM 5.6 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 5011.87 nM 5.3 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 6309.57 nM 5.2 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 6309.57 nM 5.2 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
SARS-CoV-2 IC50 = 9210.0 nM 5.04 IC50 determination at MOI 0.004 using CellTiter- Glo (CTG) assay, performed 3 da... -
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
SARS-CoV-2 IC50 = 10440.0 nM 4.98 IC50 determination at MOI 0.01 using CellTiter- Glo (CTG) assay, performed 3 day... -
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.1101/2020.03.25.008482 ADMET 2
- 10.1101/2020.03.25.008482 Vero C1008 2
- 10.1101/2020.03.25.008482 SARS-CoV-2 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Acinetobacter baumannii 1
- 10.6019/CHEMBL4513141 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine