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URB597

Structure via PubChem · Public domain (PubChem)

EntityQ7865591· pop 5· linked from 506 articles

Also known as URB 597, URB-597, KDS-4103

EX-597 (former developmental code names URB-597, KDS-4103, and ORG-231295) is a fatty acid amide hydrolase inhibitor (FAAH inhibitor) which is under development for the treatment of social anxiety disorder (or social phobia) and post-traumatic stress disorder (PTSD).

Chemical data

Formula
C20H22N2O3
Molecular weight
338.4 g/mol
IUPAC name
[3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate
SMILES
C1CCC(CC1)NC(=O)OC2=CC=CC(=C2)C3=CC(=CC=C3)C(=O)N
InChIKey
ROFVXGGUISEHAM-UHFFFAOYSA-N
XLogP
3.8
Polar surface area
81.4 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 1
Molecule type
Small molecule
Indications
schizophrenia

via ChEMBL · EBI

Wikidata facts

Mass
338.163043
Show 2 more facts
chemical formula
C₂₀H₂₂N₂O₃
canonical SMILES
C1CCC(CC1)NC(=O)OC2=CC=CC(=C2)C3=CC(=CC=C3)C(=O)N
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • Further reading

EX-597 (former developmental code names URB-597, KDS-4103, and ORG-231295) is a fatty acid amide hydrolase inhibitor (FAAH inhibitor) which is under development for the treatment of social anxiety disorder (or social phobia) and post-traumatic stress disorder (PTSD).

It is a relatively selective and irreversible inhibitor of the enzyme fatty acid amide hydrolase (FAAH). FAAH is the primary degradatory enzyme for the endocannabinoid anandamide and, as such, inhibition of FAAH leads to an accumulation of anandamide in the CNS and periphery where it activates cannabinoid receptors. EX-597 has been found to elevate anandamide levels and have activity against neuropathic pain in a mouse model.

Excerpted from Wikipedia’s “URB597” article, available under the CC BY-SA 4.0 licence.

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