BDBM17659 (R,S)-2-phosphonomethylpentanedioic acid::2-(phosphonomethyl)pentanedioic acid::2-PMPA::CHEMBL47009::US10894807, ID P009::pentanedioic acid analogue, (RS)-1

SMILES C(CC(=O)O)[C@H](CP(=O)(O)O)C(=O)O

InChI Key InChIKey=ISEYJGQFXSTPMQ-UHFFFAOYSA-N

Data  9 KI  14 IC50  2 Kd  1 EC50

PDB links: 4 PDB IDs match this monomer.

  Tab Delimited (TSV)   2D SDfile   Computed 3D by Vconf -m prep SDfile
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Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 26 hits for monomerid = 17659   

TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 52nMAssay Description:Displacement of [125I]23 from PSMA in human LNCAP cellsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
7/26/2017
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 65nMAssay Description:Displacement of [18F]PSMA-1007 from human PSMA expressed in human LNCaP cells by competitive binding assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/18/2024
Entry Details
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 80nMAssay Description:Inhibition of PSMA derived from human LNCaP cell lysate assessed as inhibition of NAAG hydrolysis incubated for 2 hrs in presence of NAAG by Amplex R...More data for this Ligand-Target Pair
In Depth
Date in BDB:
6/18/2023
Entry Details
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 80nMAssay Description:Inhibition of GCPII (unknown origin)More data for this Ligand-Target Pair
In Depth
Date in BDB:
6/22/2023
Entry Details
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataEC50:  0.620nMAssay Description:Concentration required for the neuroprotective effect determined by inhibition of GCP IIMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 1.10nMAssay Description:Inhibition of NAALADase activity in human LNCaP cell membranes assessed as inhibition of [3H]NAG conversion to [3H]glutamate after 30 mins by liquid ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
5/17/2013
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMAssay Description:Inhibition of human recombinant NAALADaseMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/14/2012
Entry Details Article
PubMedPDB3D3D Structure (crystal)
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMpH: 7.4 T: 2°CAssay Description:The inhibition concentration values of GCPII were determined using the radioenzymatic assay with [3H] NAAG (radiolabeled on the terminal glutamate). ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/31/2007
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKd:  0.5nMAssay Description:Binding affinity to PSMA in human PC3 cells assessed as cell surface binding in Tris-buffered saline bufferMore data for this Ligand-Target Pair
In Depth
Date in BDB:
1/11/2010
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKd:  0.400nMAssay Description:Binding affinity to PSMA in human LNCaP cells assessed as cell surface binding in Tris-buffered saline bufferMore data for this Ligand-Target Pair
In Depth
Date in BDB:
1/11/2010
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMAssay Description:Inhibition of GCP-2 (unknown origin)More data for this Ligand-Target Pair
In Depth
Date in BDB:
5/8/2016
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMAssay Description:Inhibition of N-acetyl-L-aspartyl-[3H]L-glutamate binding to glutamate carboxypeptidase II (GCP II)More data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Rat)
Guilford Pharmaceuticals

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMAssay Description:Inhibitory concentration against rat brain NAALADase (Folate hydrolase)More data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Rat)
Guilford Pharmaceuticals

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 5.10nMAssay Description:Inhibitory activity against expressed rat Glutamate carboxypeptidase II, using a substrate concentration of 5 uMMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMAssay Description:Inhibition of Glutamate carboxypeptidase IIMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMpH: 7.4 T: 2°CAssay Description:GCPII activity in vitro is monitored through the hydrolysis [3H]NAAG to NAA and [3H]Glu. The radioactivity-based assay was miniaturized to a 96-well ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
9/11/2007
Entry Details Article
PubMedPDB3D3D Structure (crystal)
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataIC50: 0.300nMpH: 7.4 T: 2°CAssay Description:GCPII activity in vitro is monitored through the hydrolysis [3H]NAAG to NAA and [3H]Glu. The radioactivity-based assay was miniaturized to a 96-well ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
9/11/2007
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  0.200nMAssay Description:In vitro inhibitory activity against glutamate carboxypeptidase II (GCP II) using N-acetyl-L-aspartyl-[3H]L-glutamate as a substrateMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  0.200nMAssay Description:Inhibitory concentration required against Glutamate carboxypeptidase IIMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Rat)
Guilford Pharmaceuticals

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  0.275nMAssay Description:Compound was tested for inhibition of the Folate hydrolaseMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/2/2012
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  0.280nMAssay Description:Inhibition of antiTEV-tagged GCP2 extracellular portion (aa 44-750) (unknown origin) using folyl-di-L-glutamate as substrate by HPLC-based enzymatic ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
10/9/2016
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  0.300nMAssay Description:Binding affinity to NAALADaseMore data for this Ligand-Target Pair
In Depth
Date in BDB:
5/17/2013
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  0.400nMAssay Description:Inhibition of NAALADase activity in human LNCaP cell membranes assessed as inhibition of [3H]NAG conversion to [3H]glutamate after 30 mins by liquid ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
5/17/2013
Entry Details Article
PubMedPDB3D3D Structure (crystal)
TargetN-acetylated-alpha-linked acidic dipeptidase 2(Human)
University of Illinois At Chicago

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  1.40nMAssay Description:In vitro inhibitory activity against human Glutamate carboxypeptidase II by using fluorescent assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
11/10/2009
Entry Details Article
PubMed
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  6.60nMAssay Description:The inhibitory activity of all compounds was determined using a fluorescent assay of human PSMA activity. The enzyme used in the assay was purchased ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/14/2021
Entry Details
Go to US Patent
PDB3D3D Structure (crystal)
TargetGlutamate carboxypeptidase 2(Human)
Mcmaster University

Curated by ChEMBL
LigandPNGBDBM17659(pentanedioic acid analogue, (RS)-1 | 2-(phosphonom...)
Affinity DataKi:  31nMAssay Description:Displacement of [123I]-DCIT from PSMA in human LNCaP cells after 1 hr by gamma countingMore data for this Ligand-Target Pair
In Depth
Date in BDB:
4/13/2014
Entry Details Article
PubMedPDB3D3D Structure (crystal)