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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

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
Created
by admin
on Sat Dec 16 11:50:58 GMT 2023
Edited
by admin
on Sat Dec 16 11:50:58 GMT 2023
Record UNII
43A5P87Z4T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLPG-0187
Common Name English
GLPG0187
Code English
L-ALANINE, 3-((2,5-DIMETHYL-6-(4-(5,6,7,8-TETRAHYDRO-1,8-NAPHTHYRIDIN-2-YL)-1-PIPERIDINYL)-4-PYRIMIDINYL)AMINO)-N-((4-METHOXYPHENYL)SULFONYL)
Systematic Name English
Code System Code Type Description
NCI_THESAURUS
C96223
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
PRIMARY
CAS
1644644-90-5
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
NO STRUCTURE GIVEN
FDA UNII
43A5P87Z4T
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
PRIMARY
SMS_ID
300000042379
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
PRIMARY
DRUG BANK
DB12297
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
PRIMARY
CAS
1320346-97-1
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
PRIMARY
PUBCHEM
53340771
Created by admin on Sat Dec 16 11:50:58 GMT 2023 , Edited by admin on Sat Dec 16 11:50:58 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY