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Compound Detail

CHEMBL2397415

ZAVEGEPANT
💊 Approved Drug
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💊 Approved Drug
Cc1cc(C[C@@H](NC(=O)N2CCC(c3cc4ccccc4[nH]c3=O)CC2)C(=O)N2CCN(C3CCN(C)CC3)CC2)cc2cn[nH]c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2397415
Name ZAVEGEPANT
Phase Approved
Structure Type MOL
InChI Key JJVAPHYEOZSKJZ-JGCGQSQUSA-N
Therapeutic ✓ Yes

Known Names

BHV-3500 BMS-742413 BMS-742413-01 Vazegepant Zavegepant
3
Targets
3
Activities
3
Assay Types
8
PK Parameters
18
Publications
5
Known Names
3
Indications
1
Mechanisms

Molecular Properties

638.8
MW (Da)
3.45
ALogP
6
HBA
3
HBD
120.7
PSA (Ų)
0.30
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2023
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Topical
USAN Stem -gepant
USAN Year 2020

Extended Properties

Molecular Formula C36H46N8O3
MW 638.82
Aromatic Rings 4
Heavy Atoms 47
NP-Likeness -1.11

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Calcitonin-gene-related peptide receptor, CALCRL/RAMP1 antagonist ANTAGONIST Calcitonin-gene-related peptide receptor, CALCRL/RAMP1 ✓ ✓

Indications

Migraine Disorders Severe Acute Respiratory Syndrome Asthma

ATC Classification

N02CD08
zavegepant
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS

Activity Summary

EC50 1 meas. best 9.06
IC50 1 meas. best 4.62
Ki 1 meas. best 10.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
 Ki 10.64 10.64 0.0 1
Unchecked
CHEMBL612545
 EC50 9.06 9.06 0.9 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.62 4.62 24000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 120.0 nM Oryctolagus cuniculus
F 30.0 % Oryctolagus cuniculus
F 13.0 % Oryctolagus cuniculus
F 1.4 % Mus musculus
F 0.3 % Macaca fascicularis
F 82.0 % Rattus norvegicus
Fu 0.37 - Homo sapiens
Tmax 0.25 hr Oryctolagus cuniculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calcitonin gene-related peptide type 1 receptor Ki = 0.023 nM 10.64 Displacement of [125I]-CGRP from CGRP receptor in human SK-N-MC cell membranes a... 23632269
Unchecked EC50 = 0.88 nM 9.06 Reversal of CGRP-induced dilation of human intracranial arterial rings 23632269
Cytochrome P450 3A4 IC50 = 24000.0 nM 4.62 Inhibition of CYP3A4 (unknown origin) expressed in baculovirus-infected insect c... 23632269

Literature References

PubMed DOI Target Context # Activities
23632269 10.1016/j.bmcl.2013.04.012 Rattus norvegicus 12
23632269 10.1016/j.bmcl.2013.04.012 Unchecked 7
23632269 10.1016/j.bmcl.2013.04.012 Oryctolagus cuniculus 4
23632269 10.1016/j.bmcl.2013.04.012 Cytochrome P450 3A4 3
23632269 10.1016/j.bmcl.2013.04.012 Callithrix jacchus 3
23632269 10.1016/j.bmcl.2013.04.012 Calcitonin gene-related peptide type 1 receptor 3
23632269 10.1016/j.bmcl.2013.04.012 No relevant target 3
23632269 10.1016/j.bmcl.2013.04.012 Voltage-gated inwardly rectifying potassium channel KCNH2 2
23632269 10.1016/j.bmcl.2013.04.012 Plasma 2
23632269 10.1016/j.bmcl.2013.04.012 ADMET 2
23632269 10.1016/j.bmcl.2013.04.012 Caco-2 2
23632269 10.1016/j.bmcl.2013.04.012 Mus musculus 1
23632269 10.1016/j.bmcl.2013.04.012 Molecular identity unknown 1
23632269 10.1016/j.bmcl.2013.04.012 Cynomolgus monkey 1
23632269 10.1016/j.bmcl.2013.04.012 Cytochrome P450 2D6 1
23632269 10.1016/j.bmcl.2013.04.012 Cytochrome P450 2C9 1
23632269 10.1016/j.bmcl.2013.04.012 Cytochrome P450 2C19 1
23632269 10.1016/j.bmcl.2013.04.012 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine