Gpi-1485

HCID 9837656

Substructure search Find similar structures

Basic information

CAS: 186268-78-0
Standard SMILES: CCC(C)(C)C(=O)C(=O)N1CCC[C@H]1C(=O)O
InChIKey: FOPALECPEUVCTL-QMMMGPOBSA-N
Molecular formula: C12H19NO4
Average molar mass: 241.28 g/mol
Monoisotopic mass: 241.13140809

Overview

GPI 1485 is a product candidate that belongs to a class of small molecule compounds called neuroimmunophilin ligands. In preclinical experiments, neuroimmunophilin ligands have been shown to repair and regenerate damaged nerves without affecting normal, healthy nerves. GPI 1485 is being studied in phase 2 clinical trials for the treatment of Parkinson's disease and post-prostatectomy erectile dysfunction and in pre-clinical development for HIV related dementia and neuropathy.

Names & identifiers

Preferred name: Gpi-1485
IUPAC: (2S)-1-(3,3-dimethyl-2-oxopentanoyl)pyrrolidine-2-carboxylic acid
English name: (2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID
Molecular formula: C12H19NO4
Molecular weight: 241.28

Names & synonyms

186268-78-0GPI-1485GPI 1485L-Proline, 1-(3,3-dimethyl-1,2-dioxopentyl)-(2S)-1-(1,2-DIOXO-3,3-DIMETHYLPENTYL)-2-PYRROLIDINECARBOXYLIC ACIDUNII-0709BVY57W0709BVY57W1-(1,2-Dioxo-3,3-dimethylpentyl)-2-pyrrolidine carboxylic acid, 2S(2S)-1-(3,3-DIMETHYL-2-OXOPENTANOYL)-2-PYRROLIDINECARBOXYLIC ACIDNIL-A cpdNIL-A1 cpdNIL-A2 cpd

Show more names

GPI-1485 LGPI-1485, 10 mM in DMSO(2S)-1-(3,3-Dimethyl-2-oxopentanoyl)-pyrrolidine-2-carboxylic acid(2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACIDneurofunctional,regeneration,Inhibitor,ligand,stroke,GPI-1485,GPI 1485,inhibit,immunophilin,neural,GM 1485,GM-1485,GPI1485

NIL-A3 cpdRefChem:144222GPI1485GM1485848859-43-8(2S)-1-(3,3-dimethyl-2-oxopentanoyl)pyrrolidine-2-carboxylic acid(S)-1-(3,3-Dimethyl-2-oxopentanoyl)pyrrolidine-2-carboxylic acidMFCD02179274

Database identifiers

CAS: 186268-78-0
PubChem CID: 9837656
DTXSID: DTXSID601379870
ChEMBL: CHEMBL4297382
UNII: 0709BVY57W
EC Number: 696-220-5
Nikkaji: J1.264.897I

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 74.7 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 17
Formal charge: 0
Complexity: 348

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Boiling point: 386.2 · 386.2±52.0 °C(Predicted)
Density: 1.188 · 1.188±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Store at -20°C
solubility: Soluble in DMSO
pka: 3.25 · 3.25±0.20(Predicted)
form: Solid
color: White to light yellow
FDA UNII: 709 BVY57W · 0709BVY57W
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 332 · H332-H312-H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501
HS Code: 2933998090 · 2933998090

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

hs_code: 2933998090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H332-H312-H302
Precautionary statements: P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

GPI 1485 belongs to a class of small molecule compounds called neuroimmunophilin ligands which are a family of binding proteins that are highly conserved in nature and mediate the actions of immunosuppressant drugs. The FK-506-binding protein (FKBP) subclass of immunophilin bind FK-506 and rapamycin and are of particular interest due to their potent neurotrophic activity.

Applications

UsesGPI-1485 (GM1485), a nonimmunosuppressive immunophilin ligand, promotes neurofunctional improvement and neural regeneration following stroke[1].