Compound Detail
CHEMBL2178422
RIMEGEPANT 💊 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
N[C@@H]1c2cccnc2[C@H](OC(=O)N2CCC(n3c(=O)[nH]c4ncccc43)CC2)CC[C@H]1c1cccc(F)c1F
Basic Information
| ChEMBL ID | CHEMBL2178422 |
| Name | RIMEGEPANT |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | KRNAOFGYEFKHPB-ANJVHQHFSA-N |
| Therapeutic | ✓ Yes |
3
Targets
5
Activities
3
Assay Types
5
PK Parameters
20
Publications
3
Known Names
7
Indications
1
Mechanisms
Molecular Properties
534.6
MW (Da)
4.49
ALogP
7
HBA
2
HBD
119.1
PSA (Ų)
0.37
QED
1
Ro5 Violations
3
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2020 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Calcitonin gene-related peptide type 1 receptor antagonist | ANTAGONIST | Calcitonin gene-related peptide type 1 receptor | ✓ | ✓ |
Indications
Migraine Disorders Sinusitis Temporomandibular Joint Disorders Irritable Bowel Syndrome Pain Psoriasis Trigeminal Neuralgia
ATC Classification
N02CD06
rimegepant
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS
Activity Summary
EC50 2 meas. best 9.85
IC50 2 meas. best 4.77
Ki 1 meas. best 10.57
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Calcitonin gene-related peptide type 1 receptor CHEMBL3798 | Ki | 10.57 | 10.57 | 0.0 | 1 |
| Calcitonin gene-related peptide type 1 receptor CHEMBL3798 | EC50 | 9.85 | 9.85 | 0.1 | 1 |
| Beta-2 adrenergic receptor CHEMBL210 | EC50 | 5.5 | 5.5 | 3200.0 | 1 |
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 4.77 | 4.77 | 17000.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| F | 48.0 | % | Macaca fascicularis |
| F | 67.0 | % | Macaca fascicularis |
| F | 45.0 | % | Rattus norvegicus |
| Fu | 0.069 | - | Homo sapiens |
| T1/2 | 1.383 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Calcitonin gene-related peptide type 1 receptor | Ki | = | 0.027 | nM | 10.57 | Displacement of [125I]-CGRP from CGRP receptor in human SK-N-MC cells after 2 hr... | 23153230 |
| Calcitonin gene-related peptide type 1 receptor | EC50 | = | 0.14 | nM | 9.85 | Antagonist activity at CGRP receptor in human SK-N-MC cells assessed as inhibiti... | 23153230 |
| Beta-2 adrenergic receptor | EC50 | = | 3200.0 | nM | 5.5 | GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2 | - |
| Cytochrome P450 3A4 | IC50 | = | 17000.0 | nM | 4.77 | Inhibition of human recombinant CYP3A4 using benzoylresorufin as substrate after... | 23153230 |
| Cytochrome P450 3A4 | IC50 | = | 17000.0 | nM | 4.77 | Inhibition of human recombinant CYP3A4 using 7-benzyloxy-4-trifluoromethylcoumar... | 23153230 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.6019/CHEMBL5303300 | Fibroblast | 304 |
| - | 10.6019/CHEMBL5303300 | HEK-293T | 304 |
| - | 10.6019/CHEMBL5303300 | U2OS | 304 |
| - | 10.6019/CHEMBL5058564 | Fibroblast | 9 |
| - | 10.6019/CHEMBL5209801 | C5a anaphylatoxin chemotactic receptor 1 | 8 |
| - | 10.6019/CHEMBL5209801 | Sphingosine 1-phosphate receptor 1 | 8 |
| - | 10.6019/CHEMBL5209801 | Beta-2 adrenergic receptor | 8 |
| - | 10.6019/CHEMBL5209801 | Apelin receptor | 8 |
| - | 10.6019/CHEMBL5209801 | Glucose-dependent insulinotropic receptor | 8 |
| - | 10.6019/CHEMBL5209801 | CX3C chemokine receptor 1 | 8 |
| - | 10.6019/CHEMBL5209801 | Glucagon-like peptide 1 receptor | 8 |
| - | 10.6019/CHEMBL5209801 | Type-1 angiotensin II receptor | 8 |
| - | 10.6019/CHEMBL5209801 | Alpha-2A adrenergic receptor | 8 |
| - | 10.6019/CHEMBL5209801 | N-formyl peptide receptor 2 | 8 |
| - | 10.6019/CHEMBL5209801 | Free fatty acid receptor 4 | 8 |
| - | 10.6019/CHEMBL5209801 | Adhesion G-protein coupled receptor F1 | 8 |
| 24960305 | 10.1021/jm500364u | Homo sapiens | 5 |
| - | 10.6019/CHEMBL5058564 | U2OS | 4 |
| - | 10.6019/CHEMBL5058564 | HEK-293T | 4 |
| 23153230 | 10.1021/jm3013147 | ADMET | 4 |
Data from ChEMBL 36 via Core Engine