U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
GCP II (NAALADase) inhibition suppresses mossy fiber-CA3 synaptic neurotransmission by a presynaptic mechanism.
2004 Jan
The central nervous system effects, pharmacokinetics and safety of the NAALADase-inhibitor GPI 5693.
2005 Aug
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.