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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H17ClN2OS
Molecular Weight 320.837
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ENCENICLINE

SMILES

ClC1=CC=CC2=C1SC(=C2)C(=O)N[C@H]3CN4CCC3CC4

InChI

InChIKey=SSRDSYXGYPJKRR-ZDUSSCGKSA-N
InChI=1S/C16H17ClN2OS/c17-12-3-1-2-11-8-14(21-15(11)12)16(20)18-13-9-19-6-4-10(13)5-7-19/h1-3,8,10,13H,4-7,9H2,(H,18,20)/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H17ClN2OS
Molecular Weight 320.837
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Encenicline (EVP-6124; MT-4666) acts as a potent partial and selective agonist at alpha-7 nicotinic acetylcholine receptor. Encenicline significantly improved memory function in animal models. FORUM Pharmaceuticals (formerly EnVivo Pharmaceuticals) is developing encenicline for the treatment of cognition disorders such as schizophrenia and for Alzheimer's disease.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
4.33 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
35.6 ng/mL
60 mg single, oral
ENCENICLINE plasma
Homo sapiens
4.66 ng/mL
7 mg single, oral
ENCENICLINE plasma
Homo sapiens
0.588 ng/mL
1 mg single, oral
ENCENICLINE plasma
Homo sapiens
100 ng/mL
180 mg single, oral
ENCENICLINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2800 ng × h/mL
60 mg single, oral
ENCENICLINE plasma
Homo sapiens
358 ng × h/mL
7 mg single, oral
ENCENICLINE plasma
Homo sapiens
45.6 ng × h/mL
1 mg single, oral
ENCENICLINE plasma
Homo sapiens
8890 ng × h/mL
180 mg single, oral
ENCENICLINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
63 h
60 mg single, oral
ENCENICLINE plasma
Homo sapiens
60.3 h
7 mg single, oral
ENCENICLINE plasma
Homo sapiens
52.6 h
1 mg single, oral
ENCENICLINE plasma
Homo sapiens
60.6 h
180 mg single, oral
ENCENICLINE plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
Encenicline was well tolerated at single doses up to 180 mg, and doses as low as 1 mg had dose- and time-dependent pharmacodynamic effects on the central nervous system. Results from a phase IIb trial showed that encenicline (2.0mg once daily) significantly improved cognition and clinical function in patients with mild-to-moderate Alzheimer's disease.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
5FI5376A0X
Record Status Validated (UNII)
Record Version