Icalcaprant

Icalcaprant^[1] (developmental code name CVL-354) is a κ-opioid receptor (KOR) antagonist which is under development for the treatment of major depressive disorder and substance-related disorders.^[2][3] It is taken by mouth.^[2]

Other namesCVL-354

Routes of
administrationOral

Drug classκ-Opioid receptor antagonist

CAS Number

• 2227384-17-8

Quick facts Clinical data, Other names ...

Icalcaprant

Clinical data
Other names	CVL-354
Routes of administration	Oral
Drug class	κ-Opioid receptor antagonist
Identifiers
IUPAC name 4-[4-{{(2S)-2-(3-methoxy-1-methylpyrazol-4-yl)pyrrolidin-1-yl]methyl]phenoxy]benzamide
CAS Number	2227384-17-8
PubChem CID	134540598
UNII	GNR4JZG668
KEGG	D13002
ChEMBL	ChEMBL5314519
Chemical and physical data
Formula	C23H26N4O3
Molar mass	406.486 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN1C=C(C(=N1)OC)[C@@H]2CCCN2CC3=CC=C(C=C3)OC4=CC=C(C=C4)C(=O)N
InChI InChI=1S/C23H26N4O3/c1-26-15-20(23(25-26)29-2)21-4-3-13-27(21)14-16-5-9-18(10-6-16)30-19-11-7-17(8-12-19)22(24)28/h5-12,15,21H,3-4,13-14H2,1-2H3,(H2,24,28)/t21-/m0/s1 Key:OBDLEFCGVHQDFR-NRFANRHFSA-N

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It acts as a selective antagonist of the KOR.^[2][3] The drug is also more weakly an antagonist of the μ-opioid receptor (MOR), with about 31-fold lower affinity and 27-fold lower inhibitory potency at the MOR relative to the KOR.^[3]

It was originated by Pfizer and is under development by Cerevel Therapeutics (a subsidiary of AbbVie).^[2][4] As of September 2022, icalcaprant is in phase 1 clinical trials for major depressive disorder and is in the preclincal stage of development for substance-related disorders.^[2]