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Compound Detail

CHEMBL91397

RUPATADINE
💊 Approved Drug
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💊 Approved Drug
Cc1cncc(CN2CCC(=C3c4ccc(Cl)cc4CCc4cccnc43)CC2)c1

Basic Information

ChEMBL ID CHEMBL91397
Name RUPATADINE
Phase Approved
Structure Type MOL
InChI Key WUZYKBABMWJHDL-UHFFFAOYSA-N

Known Names

Rupatadina Rupatadine UR-12592
5
Targets
6
Activities
2
Assay Types
0
PK Parameters
14
Publications
3
Known Names
5
Indications
2
Mechanisms

Molecular Properties

416.0
MW (Da)
5.63
ALogP
3
HBA
0
HBD
29.0
PSA (Ų)
0.54
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2001
Availability Unknown
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -atadine

Extended Properties

Molecular Formula C26H26ClN3
MW 415.97
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.71

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Platelet activating factor receptor antagonist ANTAGONIST Platelet-activating factor receptor
Histamine H1 receptor antagonist ANTAGONIST Histamine H1 receptor

Indications

Hypersensitivity Arthritis, Rheumatoid Urticaria Cold Urticaria Mastocytosis

ATC Classification

R06AX28
rupatadine
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE

Activity Summary

IC50 5 meas. best 8.41
Ki 1 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL231
IC50 8.41 8.41 3.9 1
Cavia porcellus
CHEMBL369
IC50 8.41 8.41 3.9 1
Histamine H1 receptor
CHEMBL231
Ki 8.4 8.4 4.0 1
Platelet-activating factor receptor
CHEMBL250
IC50 5.43 5.43 3700.0 1
Oryctolagus cuniculus
CHEMBL374
IC50 5.43 5.43 3700.0 1
Unchecked
CHEMBL612545
IC50 4.12 4.12 76000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31274307 10.1021/acs.jmedchem.9b00447 Histamine H1 receptor 6
7914928 10.1021/jm00043a009 Mus musculus 5
7914928 10.1021/jm00043a009 Rattus norvegicus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
7914928 10.1021/jm00043a009 Oryctolagus cuniculus 1
7914928 10.1021/jm00043a009 Cavia porcellus 1
16220969 10.1021/jm058225d Platelet-activating factor receptor 1
16220969 10.1021/jm058225d Histamine H1 receptor 1
20180535 10.1021/jm901613f Unchecked 1
25318072 10.1021/jm501086v Sodium-dependent neutral amino acid transporter B(0)AT2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine