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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H37N7O5S
Molecular Weight 595.713
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLPG-0187

SMILES

COC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CNC2=NC(C)=NC(N3CCC(CC3)C4=CC=C5CCCNC5=N4)=C2C)C(O)=O

InChI

InChIKey=CXHCNOMGODVIKB-VWLOTQADSA-N
InChI=1S/C29H37N7O5S/c1-18-26(31-17-25(29(37)38)35-42(39,40)23-9-7-22(41-3)8-10-23)32-19(2)33-28(18)36-15-12-20(13-16-36)24-11-6-21-5-4-14-30-27(21)34-24/h6-11,20,25,35H,4-5,12-17H2,1-3H3,(H,30,34)(H,37,38)(H,31,32,33)/t25-/m0/s1

HIDE SMILES / InChI

Molecular Formula C29H37N7O5S
Molecular Weight 595.713
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

GLPG0187 is a compound that belongs to the class of organic compounds known as naphthyridines, and has been studied as a potential drug in the treatment of solid tumors. GLPG0187 is a broad spectrum integrin receptor antagonist that inhibits αvβ1 integrin. In vitro, this compound was found to diminish the size of the aldehyde dehydrogenase high subpopulation of prostate cancer cells dose-dependently. It also significantly reduced tumor cell migration and cell proliferation. In vivo, it reduced metastatic tumor growth, and inhibited the progression of bone metastases as well as the formation of new bone metastases. Phase I studies have been completed to study safety and drug tolerance of GLPG0187. The drug was well tolerated, but continuous infusion of GLPG0187 did not show signs of monotherapy efficacy.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.3 nM [IC50]
3.7 nM [IC50]
2.0 nM [IC50]
1.2 nM [IC50]
7.7 nM [IC50]
Substance Class Chemical
Record UNII
43A5P87Z4T
Record Status Validated (UNII)
Record Version