UCSF

ZINC19632834

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 5th, 2008 27 No

Popular Name: Zopiclone Zopiclone

Find On: PubMed — Wikipedia — Google

CAS Numbers: 138729-47-2 , 138729-47-2, 43200-80-2 , 43200-80-2 , [138729-47-2] , [43200-80-2]

Other Names:

( )-Zopiclone; (+)-(5S)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate; (5S)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate; (S)-Zopiclon

(+)-(5S)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate; (+)-Zopiclone; (S)-Zopiclone; Esopiclone

(+)-Zopiclone

(+-)-zopiclone

(+-)-Zopiclone; 1-Piperazinecarboxylic acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl ester; 27267 R.P; 4-Methyl-1-piperazinecarboxylic acid ester with 6-(5-chloro-2-pyridyl)-6,7-dihydro-7-hydroxy-5H-pyrrolo(3,4-

(+-)-zopiclone; 6-(5-Chloro-2-pyridinyl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methyl-1-piperazinecarboxylate

(+-)-zopiclone;Zopiclona [INN-Spanish];Zopiclone [Ban:Inn:Jan];Zopiclonum [INN-Latin]

(5S)-6-(5-CHLOROPYRID-2-YL)-5-(4-METHYLPIPERAZIN-1-YL)CARBONYLOXY-7-OXO-6,7-DIHYDRO-5H-PYRROLO[3,4-B]PYRAZINE

(S)-Zopiclone

clone

1-Piperazinecarboxylic acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl ester

1-Piperazinecarboxylic acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl ester

138680-07-6

138729-47-2; D02624; Estorra (TN); Eszopiclone (JAN/USAN/INN); Lunesta (TN)

27267 R.P

27267 R.P.

4-Methyl-1-piperazinecarboxylic acid 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl ester

4-Methyl-1-piperazinecarboxylic acid ester with 6-(5-chloro-2-pyridyl)-6,7-dihydro-7-hydroxy-5H-pyrrolo(3,4-b)pyrazin-5-one

4-Methyl-piperazine-1-carboxylic acid 6-(5-chloro-pyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl ester

43200-80-2

43200-80-2; Amoban (TN); D01372; Zopiclone (JAN/INN); Zopiclone (TN)

6-(5-Chloro-2-pyridinyl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methyl-1-piperazinecarboxylate

6-(5-chloro-2-pyridyl)-6,7-dihydro- 7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methyl-1- piperazinecarboxylate

6-(5-chloropyrid-2-yl)-5-(4-methylpiperazin-1-yl)carbonyloxy-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine

6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate

AbZ brand of zopiclone

AC1L1L0T

Aliud brand of zopiclone

Alpharma brand of zopiclone

Amoban

Amoban (TN)

Amoban

Amovane

Aventis brand of zopiclone

Aventis Pharma brand of zopiclone

Azupharma brand of zopiclone

betapharm brand of zopiclone

Bio-0528

Biomol-NT_000284

BPBio1_001146

BRD-A34309505-001-08-5

BRN 0768704

C17H17ClN6O3

C515050

CHEBI:32315

CHEBI:324263

CHEMBL135400

Ciclum brand of zopiclone

CID5735

Clonmel brand of zopiclone

CPD000550478; Eszopiclone; SAM002548982

ct-Arzneimittel brand of zopiclone

D01372

DAP000427

DB01198

Dolorgeit brand of zopiclone

EINECS 256-138-9

Esopiclone

Estorra

Eszopiclone

Eszopiclone (FDA

EU-0101270

Gerard brand of zopiclone

Hexal brand of zopiclone

Hormosan brand of zopiclone

Imovance

Imovane

INN

INN)

Italfarmaco brand of zopiclone

JAN

Limovan

LS-110937

LS-187032

LS-187790

Lunesta

Lunivia

Merck dura brand of zopiclone

MFCD00133931

MFCD03700720

MI

MI)

MLS000028547

MLS000083579

MLS001201837

MLS001304058

MolPort-002-507-850

NCGC00024993-03

NCGC00024993-04

nchembio747-comp16

neuraxpharm brand of zopiclone

Norton brand of zopiclone

Novo-zopiclone

Nu-Pharm brand of zopiclone

Nu-Zopiclone

Optidorm

Opus brand of zopiclone

Pinewood brand of zopiclone

Ran-zopiclone

ratio-Zopiclone

Ratiopharm brand of zopiclone

Rhodiapharm brand of zopiclone

Rhone-Poulenc Rorer brand of zopiclone

Rhovane

RP 27 267

RP 27267

RP-27267

S1446_Selleck

SEP-0227018

SEP-0227108

SEP-190

SEP-225441

Siaten

SMR000048685

Sopivan

Stadapharm brand of zopiclone

STK599439

TAD brand of zopiclone

Temmler brand of zopiclone

Teva brand of zopiclone

UNII-03A5ORL08Q

USAN)

Ximovan

Z 4900

Z4900_SIGMA

Zileze

Zimoclone

Zimovane

ZONISAMIDE

Zopi-Puren

Zopicalm

Zopicalma

zopiclodura

Zopiclon AbZ

Zopiclon AL

Zopiclon AZU

Zopiclon beta

Zopiclon Stada

Zopiclon TAD

zopiclon von ct

Zopiclon-neuraxpharm

Zopiclon-ratiopharm

Zopiclon-TEVA

Zopiclona

Zopiclona [INN-Spanish]

zopiclona; zopiclone; zopiclonum

Zopiclone (BAN

Zopiclone (JAN/INN)

Zopiclone (TN)

Zopiclone [Ban:Inn:Jan]

Zopiclone, Imovane, Zimovane, Lunesta

Zopiclonum

Zopiclonum [INN-Latin]

Zopitan

Zorclone

[6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 1.37 3.34 -16.14 0 9 0 92 388.815 3 ↓

Vendor Notes

Note Type Comments Provided By
MP 177 TCI
ALOGPS_SOLUBILITY 8.85e-01 g/l DrugBank-approved
Purity 97% Fluorochem
biological_use Anticonvulsant IBScreen Bioactives
Indications antiinsomnia, hypnotic KeyOrganics Bioactives
Therapy hypnotic, sedative SMDC Pharmakon
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Enamine; NCC_SUPPLIER_STRUCTURE_ID : 140614176 NIH Clinical Collection via PubChem
biological_use Psychosedative IBScreen Bioactives
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Enamine; SUPPLIER_STRUCTURE_ID: 140614176 NIH Clinical Collection via PubChem
biological_use Sedative IBScreen Bioactives IBScreen Bioactives
mechanism The mechanism of action of zopiclone is similar to benzodiazepines, with similar effects on locomotor activity and on dopamine and serotonin turnover IBScreen Bioactives
biological_use Tranquilizer IBScreen Bioactives

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
GBRA1-1-E GABA Receptor Alpha-1 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 50 0.38 Binding ≤ 10μM
GBRA2-1-E GABA Receptor Alpha-2 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 114 0.36 Binding ≤ 10μM
GBRA3-1-E GABA Receptor Alpha-3 Subunit (cluster #1 Of 8), Eukaryotic Eukaryotes 162 0.35 Binding ≤ 10μM
GBRA4-1-E GABA Receptor Alpha-4 Subunit (cluster #1 Of 7), Eukaryotic Eukaryotes 102 0.36 Binding ≤ 10μM
Z104301-1-O GABA-A Receptor; Anion Channel (cluster #1 Of 8), Other Other 29 0.39 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
GBRA1_HUMAN P14867 GABA Receptor Alpha-1 Subunit, Human 50.1 0.38 Binding ≤ 1μM
GBRA2_HUMAN P47869 GABA Receptor Alpha-2 Subunit, Human 114 0.36 Binding ≤ 1μM
GBRA3_HUMAN P34903 GABA Receptor Alpha-3 Subunit, Human 162 0.35 Binding ≤ 1μM
GBRA4_HUMAN P48169 GABA Receptor Alpha-4 Subunit, Human 102 0.36 Binding ≤ 1μM
Z104301 Z104301 GABA-A Receptor; Anion Channel 29 0.39 Binding ≤ 1μM
GBRA1_HUMAN P14867 GABA Receptor Alpha-1 Subunit, Human 50.1 0.38 Binding ≤ 10μM
GBRA2_HUMAN P47869 GABA Receptor Alpha-2 Subunit, Human 114 0.36 Binding ≤ 10μM
GBRA3_HUMAN P34903 GABA Receptor Alpha-3 Subunit, Human 162 0.35 Binding ≤ 10μM
GBRA4_HUMAN P48169 GABA Receptor Alpha-4 Subunit, Human 102 0.36 Binding ≤ 10μM
Z104301 Z104301 GABA-A Receptor; Anion Channel 29 0.39 Binding ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
GABA A receptor activation
Ligand-gated ion channel transport

Analogs ( Draw Identity 99% 90% 80% 70% )