CLONAZEPAM


Trade Names	CLONAZEPAM KLONOPIN KLONOPIN RAPIDLY DISINTEGRATING
Synonyms	Clonazepam Clonazepam civ Klonopin Klonopin rapidly disintegrating NSC-179913 RO 5-4023 RO-5-4023 RO-54023 Ravotril Rivatril Rivotril
Status
Molecule Category	UNKNOWN
ATC	N03AE01
UNII	5PE9FDE8GB
EPA CompTox	DTXSID1022845


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	DGBIGWXXNGSACT-UHFFFAOYSA-N
Smiles	O=C1CN=C(c2ccccc2Cl)c2cc([N+](=O)[O-])ccc2N1
InChI	InChI=1S/C15H10ClN3O3/c16-12-4-2-1-3-10(12)15-11-7-9(19(21)22)5-6-13(11)18-14(20)8-17-15/h1-7H,8H2,(H,18,20)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H10ClN3O3
Molecular Weight	315.72
AlogP	3.04
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	2.0
Polar Surface Area	84.6
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	22.0

Bioactivity

Mechanism of Action	Action	Reference
GABA-A receptor; anion channel positive allosteric modulator	POSITIVE ALLOSTERIC MODULATOR	PubMed PubMed PubMed Wikipedia


Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit pi Organism : Homo sapiens O00591 ENSG00000094755









Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit delta Organism : Homo sapiens O14764 ENSG00000187730











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit alpha-1 Organism : Homo sapiens P14867 ENSG00000022355











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit beta-1 Organism : Homo sapiens P18505 ENSG00000163288








Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit gamma-2 Organism : Homo sapiens P18507 ENSG00000113327











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit beta-3 Organism : Homo sapiens P28472 ENSG00000166206











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit alpha-5 Organism : Homo sapiens P31644 ENSG00000186297











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit alpha-3 Organism : Homo sapiens P34903 ENSG00000011677











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit alpha-2 Organism : Homo sapiens P47869 ENSG00000151834











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit beta-2 Organism : Homo sapiens P47870 ENSG00000145864











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit alpha-4 Organism : Homo sapiens P48169 ENSG00000109158










Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit epsilon Organism : Homo sapiens P78334 ENSG00000102287









Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit alpha-6 Organism : Homo sapiens Q16445 ENSG00000145863










Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit gamma-1 Organism : Homo sapiens Q8N1C3 ENSG00000163285










Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit gamma-3 Organism : Homo sapiens Q99928 ENSG00000182256











Protein: GABA-A receptor; anion channel Description: Gamma-aminobutyric acid receptor subunit theta Organism : Homo sapiens Q9UN88 ENSG00000268089

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Ligand-gated ion channel GABA-A receptor	-	2-2	-	1-1	100

Assay Description	Organism	Bioactivity
Displacement of [3H]diazepam from rat brain GABA-A benzodiazepine receptor	Rattus norvegicus	1.7 nM
Inhibition of [3H]diazepam binding to GABA-A benzodiazepine receptor of rat brain	Rattus norvegicus	1.7 nM
Inhibition of [35S]-TBPS binding to GABA-A central Benzodiazepine Receptor of bovine cerebral cortex membranes	Bos taurus	100.0 %
In vitro inhibition of [3H]-Ro- 15-1788 binding to GABA-A Benzodiazepine receptor of bovine brain membranes	Bos taurus	0.85 nM
Inhibition of [3H]- flumazenil binding to benzodiazepine receptor in bovine brain membranes	None	0.85 nM
Displacement of [3H]- Ro.15-1788 from GABA-A central Benzodiazepine receptor (BzR) of Bovine cerebral cortex membrane	Bos taurus	0.85 nM
Displacement of [3H]flumazenil from bovine benzodiazepine receptor GABA-A channel of brain membranes	Bos taurus	0.85 nM
Displacement of [3H]flumazenil from benzodiazepine receptor in bovine brain membranes	Bos taurus	0.85 nM
Displacement of [3H]flunitrazepam from benzodiazepine receptor	None	2.0 nM
DRUGMATRIX: GABAA, Flunitrazepam, Central radioligand binding (ligand: [3H] Flunitrazepam)	Rattus norvegicus	4.932 nM	DRUGMATRIX: GABAA, Flunitrazepam, Central radioligand binding (ligand: [3H] Flunitrazepam)	Rattus norvegicus	4.018 nM

Related Entries

Cross References

Resources	Reference
ChEBI	3756
ChEMBL	CHEMBL452
DrugBank	DB01068
DrugCentral	703
FDA SRS	5PE9FDE8GB
Human Metabolome Database	HMDB0015201
Guide to Pharmacology	6963
KEGG	D00280
PharmGKB	PA449050
PubChem	2802
SureChEMBL	SCHEMBL38899
ZINC	ZINC000003813003

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