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Compound Detail

CHEMBL1764

LEVOMEPROMAZINE
💊 Approved Drug
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💊 Approved Drug
COc1ccc2c(c1)N(C[C@H](C)CN(C)C)c1ccccc1S2

Basic Information

ChEMBL ID CHEMBL1764
Name LEVOMEPROMAZINE
Phase Approved
Structure Type MOL
InChI Key VRQVVMDWGGWHTJ-CQSZACIVSA-N
Therapeutic ✓ Yes

Known Names

CL 36467 CL 39743 CL-36467 CL-39743 Levomepromazina Levomepromazine Levoprome Methotrimeprazine N05AA02 Neozine Nirvan NSC-226516 +6 more
2
Targets
3
Activities
2
Assay Types
7
PK Parameters
20
Publications
18
Known Names
5
Indications
1
Mechanisms

Molecular Properties

328.5
MW (Da)
4.50
ALogP
4
HBA
0
HBD
15.7
PSA (Ų)
0.80
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Year 2003

Extended Properties

Molecular Formula C19H24N2OS
MW 328.48
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -1.00

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
D2-like dopamine receptor antagonist ANTAGONIST D2-like dopamine receptor

Indications

Psychotic Disorders Anxiety Dementia Depressive Disorder Schizophrenia

ATC Classification

N05AA02
levomepromazine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Activity Summary

IC50 2 meas. best 5.02
EC50 1 meas. best 5.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
EC50 5.6 5.6 2500.0 1
Pleiotropic ABC efflux transporter of multiple drugs
CHEMBL1697658
IC50 5.02 5.02 9600.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.9 mL.min-1.kg-1 Homo sapiens
CL 9.9 mL.min-1.kg-1 Homo sapiens
CL 9.9 mL.min-1.kg-1 Homo sapiens
F 79.0 % Homo sapiens
Fu 0.034 - Homo sapiens
MRT 21.0 hr Homo sapiens
T1/2 30.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
18426954 10.1124/dmd.108.020479 ADMET 4
19188399 10.1128/aac.00956-08 Pleiotropic ABC efflux transporter of multiple drugs 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
14971904 10.1021/jm030408h ADMET 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
- 10.6019/CHEMBL4651402 Vero C1008 2
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
19188399 10.1128/aac.00956-08 Unchecked 1
- 10.1007/s00044-012-9977-1 Whole blood 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
11448232 10.1021/jm0100990 No relevant target 1

Data from ChEMBL 36 via Core Engine