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2D Structure
Also known as: Evt-201, 308239-86-3, 6j8af7cle4, Unii-6j8af7cle4, Evt201, Schembl3088188
Molecular Formula
C17H17ClN6O2
Molecular Weight
372.8  g/mol
InChI Key
JCYLWUVDHLVGER-UHFFFAOYSA-N
FDA UNII
6J8AF7CLE4

EVT 201 is a novel partial positive allosteric modulator of the GABAA receptor complex which is being developed as a treatment for insomnia. It is being developed by Evotec Inc.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-chloro-3-[5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl]-5-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one
2.1.2 InChI
InChI=1S/C17H17ClN6O2/c1-22(2)8-13-20-16(21-26-13)15-12-7-23(3)17(25)14-10(18)5-4-6-11(14)24(12)9-19-15/h4-6,9H,7-8H2,1-3H3
2.1.3 InChI Key
JCYLWUVDHLVGER-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1CC2=C(N=CN2C3=C(C1=O)C(=CC=C3)Cl)C4=NOC(=N4)CN(C)C
2.2 Other Identifiers
2.2.1 UNII
6J8AF7CLE4
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Evt 201

2. Evt-201

3. Evt201

2.3.2 Depositor-Supplied Synonyms

1. Evt-201

2. 308239-86-3

3. 6j8af7cle4

4. Unii-6j8af7cle4

5. Evt201

6. Schembl3088188

7. Dtxsid301032055

8. Q19597232

9. 6h-imidazo(1,5-a)(1,4)benzodiazepin-6-one, 7-chloro-3-(5-((dimethylamino)methyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-5-methyl-

10. 7-chloro-3-(5-dimethylaminomethyl-[1,2,4]oxadiazol-3-yl)-5-methyl-4,5-dihydro-imidazo[1,5-a][1,4]benzodiazepin-6-one

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 372.8 g/mol
Molecular Formula C17H17ClN6O2
XLogP31.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass372.1101515 g/mol
Monoisotopic Mass372.1101515 g/mol
Topological Polar Surface Area80.3 Ų
Heavy Atom Count26
Formal Charge0
Complexity537
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in insomnia.


5 Pharmacology and Biochemistry
5.1 Pharmacology

In two Phase I/II studies using the traffic noise model of insomnia in healthy male volunteers, EVT 201 significantly reduced "wake after sleep onset" (WASO) while significantly increasing "total sleep time" (TST) and quality of sleep with no subjective residual effects. The compound was well tolerated without significant adverse events.


5.2 Mechanism of Action

EVT 201 is a partial positive allosteric modulator (pPAM) of the GABAA receptor complex and consequently works through a proven pathway in the treatment of insomnia. However, EVT 201s partial agonist activity gives it a differentiated pre-clinical profile and mechanism of action compared to many currently marketed sleep-promoting agents.