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Details

Stereochemistry RACEMIC
Molecular Formula C8H14O4S
Molecular Weight 206.259
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-(3-MERCAPTOPROPYL)PENTANEDIOIC ACID

SMILES

OC(=O)CCC(CCCS)C(O)=O

InChI

InChIKey=FNLNSQHJKVQCBP-UHFFFAOYSA-N
InChI=1S/C8H14O4S/c9-7(10)4-3-6(8(11)12)2-1-5-13/h6,13H,1-5H2,(H,9,10)(H,11,12)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Enantiospecificity of glutamate carboxypeptidase II inhibition.
2005 Apr 7
The central nervous system effects, pharmacokinetics and safety of the NAALADase-inhibitor GPI 5693.
2005 Aug
2-MPPA, a selective glutamate carboxypeptidase II inhibitor, attenuates morphine tolerance but not dependence in C57/Bl mice.
2005 Dec
Structural optimization of thiol-based inhibitors of glutamate carboxypeptidase II by modification of the P1' side chain.
2006 May 18
The preventive and therapeutic effects of GCPII (NAALADase) inhibition on painful and sensory diabetic neuropathy.
2006 Sep 25
Oral administration of the NAALADase inhibitor GPI-5693 attenuates cocaine-induced reinstatement of drug-seeking behavior in rats.
2010 Feb 10
Patents
Name Type Language
2-(3-MERCAPTOPROPYL)PENTANEDIOIC ACID
Systematic Name English
PENTANEDIOIC ACID, 2-(3-MERCAPTOPROPYL)-
Systematic Name English
2-(3-SULFANYLPROPYL)PENTANEDIOIC ACID
Systematic Name English
GPI5693
Code English
GPI-5693
Code English
2-MPPA
Common Name English
NAAL-1
Common Name English
Code System Code Type Description
CAS
254737-29-6
Created by admin on Sat Dec 16 11:48:14 GMT 2023 , Edited by admin on Sat Dec 16 11:48:14 GMT 2023
PRIMARY
PUBCHEM
10198171
Created by admin on Sat Dec 16 11:48:14 GMT 2023 , Edited by admin on Sat Dec 16 11:48:14 GMT 2023
PRIMARY
FDA UNII
TV8F3S5KLG
Created by admin on Sat Dec 16 11:48:14 GMT 2023 , Edited by admin on Sat Dec 16 11:48:14 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
GPI-5693
Created by admin on Sat Dec 16 11:48:14 GMT 2023 , Edited by admin on Sat Dec 16 11:48:14 GMT 2023
PRIMARY Selective glutamate carboxypeptidase II (GCP II) inhibitor (IC50 = 90 nM). Selective for GCP II over NMDA, kainate and AMPA glutamate receptors and MMP-1, -2, -3, -7, -9, ACE and NEP metalloproteases. Antinociceptive in a rat model of neuropathic pain and protects against motor neuron death in familial amyotrophic lateral sclerosis mice. Orally bioavailable.