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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H29F2N5O3
Molecular Weight 557.5905
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MK-3207

SMILES

FC1=CC(=CC(F)=C1)[C@@H]2CNC3(CCCC3)C(=O)N2CC(=O)NC4=CC5=C(C[C@]6(C5)C(=O)NC7=NC=CC=C67)C=C4

InChI

InChIKey=AZAANWYREOQRFB-SETSBSEESA-N
InChI=1S/C31H29F2N5O3/c32-21-10-19(11-22(33)13-21)25-16-35-31(7-1-2-8-31)29(41)38(25)17-26(39)36-23-6-5-18-14-30(15-20(18)12-23)24-4-3-9-34-27(24)37-28(30)40/h3-6,9-13,25,35H,1-2,7-8,14-17H2,(H,36,39)(H,34,37,40)/t25-,30+/m0/s1

HIDE SMILES / InChI

Molecular Formula C31H29F2N5O3
Molecular Weight 557.5905
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

MK-3207 represents the third CGRP receptor antagonist to display clinical efficacy in migraine trials. It is a potent CGRP receptor antagonist with IC50 and Ki of 0.12 nM and 0.022 nM, highly selective versus human AM1, AM2, CTR, and AMY3. MK-3207 had been in phase II clinical trials by Merck Sharp & Dohme for the treatment of migraine. But the company had discontinued the research due to asymptomatic liver test abnormalities in 2010.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
979 nM
10 mg/kg single, oral
MK-3207 plasma
Macaca mulatta

AUC

ValueDoseCo-administeredAnalytePopulation
3285 nM × h
10 mg/kg single, oral
MK-3207 plasma
Macaca mulatta

Funbound

ValueDoseCo-administeredAnalytePopulation
9.4%
MK-3207 plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
2.5 - 100 mg taken after migraine onset orally
Route of Administration: Oral
In Vitro Use Guide
MK-3207 potently inhibits human α-CGRP-induced cAMP production in HEK293 cells stably expressing human CLR/RAMP1 with an IC50 of 0.12 nM
Substance Class Chemical
Record UNII
5C44M1QYCC
Record Status Validated (UNII)
Record Version