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Compound Detail

CHEMBL3716057

GEFAPIXANT
💊 Approved Drug
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💊 Approved Drug
COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1S(N)(=O)=O

Basic Information

ChEMBL ID CHEMBL3716057
Name GEFAPIXANT
Phase Approved
Structure Type MOL
InChI Key HLWURFKMDLAKOD-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Af-219 Gefapixant R-1646 R1646 RG-1646 RG1646 RO-4926219 RO4926219
3
Targets
6
Activities
2
Assay Types
1
PK Parameters
10
Publications
8
Known Names
7
Indications
1
Mechanisms

Molecular Properties

353.4
MW (Da)
1.21
ALogP
8
HBA
3
HBD
156.4
PSA (Ų)
0.72
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2023
Availability Unknown
Chirality Achiral
USAN Year 2017

Extended Properties

Molecular Formula C14H19N5O4S
MW 353.40
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.75

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
P2X purinoceptor 3 antagonist ANTAGONIST P2X purinoceptor 3

Indications

Cough Asthma Cystitis, Interstitial Idiopathic Pulmonary Fibrosis Osteoarthritis, Knee Renal Insufficiency Sleep Apnea, Obstructive

ATC Classification

R05DB29
gefapixant
Level 1: RESPIRATORY SYSTEM
Level 2: COUGH AND COLD PREPARATIONS

Activity Summary

IC50 4 meas. best 7.52
Ki 2 meas. best 7.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2X purinoceptor 3
CHEMBL2998
IC50 7.52 7.4067 30.0 3
P2X purinoceptor 3
CHEMBL4824
Ki 7.15 7.15 70.8 1
P2X2/P2X3 heterotrimeric receptor
CHEMBL3831281
Ki 7.05 7.05 89.1 1
P2X2/P2X3 heterotrimeric receptor
CHEMBL3831281
IC50 6.28 6.28 520.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.2 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27423478 10.1016/j.bmcl.2016.07.009 ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
27423478 10.1016/j.bmcl.2016.07.009 P2X purinoceptor 3 1
27423478 10.1016/j.bmcl.2016.07.009 No relevant target 1
27423478 10.1016/j.bmcl.2016.07.009 Caco-2 1
27423478 10.1016/j.bmcl.2016.07.009 Voltage-gated inwardly rectifying potassium channel KCNH2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
35849939 10.1016/j.ejmech.2022.114556 P2X purinoceptor 3 1
39102524 10.1021/acs.jmedchem.4c01214 P2X purinoceptor 3 1
39102524 10.1021/acs.jmedchem.4c01214 P2X2/P2X3 heterotrimeric receptor 1

Data from ChEMBL 36 via Core Engine