MK-3207

Investigational

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 Search

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

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20065019
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21383045

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 Target	Pharmacology	Condition	Potency
Calcitonin gene-related peptide type 1 receptor 7 Target ID: CHEMBL3798 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20065019 \| https://www.ncbi.nlm.nih.gov/pubmed/21982500 \| https://www.ncbi.nlm.nih.gov/pubmed/24900170	Antagonist 2778		0.12 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Migraine 103 Sources: https://clinicaltrials.gov/ct2/show/NCT00712725 http://adisinsight.springer.com/drugs/800029725	Primary		Phase II 1132	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
979 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/20065019	10 mg/kg single, oral dose: 10 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		MK-3207 plasma	Macaca mulatta population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
3285 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/20065019	10 mg/kg single, oral dose: 10 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		MK-3207 plasma	Macaca mulatta population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
9.4% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24900170			MK-3207 plasma	Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P005YU3	https://www.1pchem.com/search?query=1P005YU3
1PlusChem LLC	1P01DP41	https://www.1pchem.com/search?query=1P01DP41
AK Scientific	3858AH	https://aksci.com/item_detail.php?cat=3858AH
AK Scientific	X7563	https://aksci.com/item_detail.php?cat=X7563
Angene	AGN-PC-0W5BWA	http://www.angenechemical.com/productshow/AGN-PC-0W5BWA.html
AstaTech	C16823	http://astatechinc.com/CPSResult.php?CRNO=C16823
BLD Pharm	BD234856	http://www.bldpharm.com/search/Search.html?keyword=BD234856
BLD Pharm	BD234857	http://www.bldpharm.com/search/Search.html?keyword=BD234857
Capot Chemical	23706	https://www.capotchem.com/search.do?q=23706
Chem Scene	CS-0351	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0351
Chem Scene	CS-1449	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1449
ChemShuttle	151456	https://www.chemshuttle.com/catalogsearch/result/?q=151456
MedChem Express	HY-10301	https://www.medchemexpress.com/search.html?q=HY-10301&ft=&fa=&fp=
MedChem Express	HY-10302	https://www.medchemexpress.com/search.html?q=HY-10302&ft=&fa=&fp=
MolPort	MolPort-016-633-232	https://www.molport.com/shop/molecule-link/MolPort-016-633-232
MolPort	MolPort-035-683-103	https://www.molport.com/shop/molecule-link/MolPort-035-683-103
Molnova	M16836	https://www.molnova.com/en/serch-list.html?keywords=M16836
Molnova	M16837	https://www.molnova.com/en/serch-list.html?keywords=M16837
MuseChem	I008059	https://www.musechem.com/product/I008059.html
ShangHai Biochempartner	BCP02225	http://www.biochempartner.com/search_BCP02225
ShangHai Biochempartner	BCP27622	http://www.biochempartner.com/search_BCP27622
Wonderchem	WD073W0	http://www.wonder-chem.com/search.html?text=WD073W0
eMolecules	275147790	https://orderbb.emolecules.com/search/#?query=275147790
eMolecules	300523803	https://orderbb.emolecules.com/search/#?query=300523803
eMolecules	300527386	https://orderbb.emolecules.com/search/#?query=300527386
eMolecules	32278025	https://orderbb.emolecules.com/search/#?query=32278025
eMolecules	49263756	https://orderbb.emolecules.com/search/#?query=49263756
eNovation Chemicals	D491485	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D491485&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-1161157209	https://mcule.com/MCULE-1161157209/
mcule	MCULE-6097937026	https://mcule.com/MCULE-6097937026/
mcule	MCULE-6199609239	https://mcule.com/MCULE-6199609239/
mcule	MCULE-6808112573	https://mcule.com/MCULE-6808112573/

PubMed

Title	Date	PubMed
Pharmacological properties of MK-3207, a potent and orally active calcitonin gene-related peptide receptor antagonist.	2010 Apr	20065019
Randomized controlled trial of the CGRP receptor antagonist MK-3207 in the acute treatment of migraine.	2011 Apr	21383045

Patents

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 Created by `admin` on `Fri Dec 15 17:21:20 UTC 2023` Edited by `admin` on `Fri Dec 15 17:21:20 UTC 2023`
Record UNII	5C44M1QYCC
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

MK-3207

Code

English

6,9-DIAZASPIRO(4.5)DECANE-9-ACETAMIDE, 8-(3,5-DIFLUOROPHENYL)-10-OXO-N-((2R)-1,1',2',3-TETRAHYDRO-2'-OXOSPIRO(2H-INDENE-2,3'-(3H)PYRROLO(2,3-B)PYRIDIN)-5-YL)-, (8R)-

Systematic Name

English

MK3207

Code

English

Code System Code Type Description

PUBCHEM

25019940