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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL13209
CHEMBL13209
Compound Name NITRAZEPAM
ChEMBL Synonyms RO 4-5360 | NITRADOS | REMNOS | NITRAZEPAM | SOMNITE | RO 5-3059 | UNISOMNIA | MOGADON
Max Phase 4 (Approved)
Trade Names NITRADOS | REMNOS | MOGADON | UNISOMNIA | SOMNITE
Molecular Formula C15H11N3O3

Additional synonyms for CHEMBL13209 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES [O-][N+](=O)c1ccc2NC(=O)CN=C(c3ccccc3)c2c1
Standard InChI InChI=1S/C15H11N3O3/c19-14-9-16-15(10-4-2-1-3-5-10)12-8-11(1 ...
Download InChI
Standard InChI Key KJONHKAYOJNZEC-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL13209

Molecule Features

CHEMBL13209 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov NITRAZEPAM
The Cochrane Collaboration NITRAZEPAM

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL13209. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL208 Progesterone receptor Homo sapiens 0.998
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.993
CHEMBL262 Glycogen synthase kinase-3 beta Homo sapiens 0.970
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.967
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.926
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.905
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 0.837
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.800
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.784
CHEMBL4102 Cyclooxygenase-2 Ovis aries 0.770
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.726
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.687
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.639
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.523
CHEMBL5514 Huntingtin Homo sapiens 0.502
CHEMBL240 HERG Homo sapiens 0.366
CHEMBL2392 DNA polymerase beta Homo sapiens 0.328
CHEMBL5774 Monoglyceride lipase Mus musculus 0.266



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.985
CHEMBL208 Progesterone receptor Homo sapiens 0.977
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.948
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.934
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.914
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.871
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.841
CHEMBL5804 Toll-like receptor 9 Homo sapiens 0.807
CHEMBL5514 Huntingtin Homo sapiens 0.761
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 0.744
CHEMBL262 Glycogen synthase kinase-3 beta Homo sapiens 0.693
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.653
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.625
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.354
CHEMBL5010 Monoacylglycerol lipase ABHD6 Mus musculus 0.303
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.272
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.251
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.247
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.233
CHEMBL6152 Alpha-synuclein Homo sapiens 0.219

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
281.3 281.08 2.38 2 84.6 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 6 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.35 2.55 2.35 2.35 2 21 0.68

Structural Alerts

There are 5 structural alerts for CHEMBL13209. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CD - Benzodiazepine derivatives
N05CD02 - nitrazepam

ChemSpider ChemSpider:KJONHKAYOJNZEC-UHFFFAOYSA-N
PubChem SID: 144205154 SID: 170465667 SID: 29215277 SID: 50086824
Wikipedia Nitrazepam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL13209



ACToR 146-22-5
BindingDB 50020856
Brenda 34568
ChEBI 7581
DrugBank DB01595
DrugCentral 1945
eMolecules 592671
EPA CompTox Dashboard DTXSID5023372
FDA SRS 9CLV70W7HS
Human Metabolome Database HMDB0015534
IBM Patent System B254B2002EB51DA5A8AE17E0AFAE7217
KEGG Ligand C07487
LINCS LSM-5681
Mcule MCULE-3394241963
Metabolights MTBLC7581
NIH Clinical Collection SAM001246711
NMRShiftDB 20179957
PharmGKB PA10242
PubChem 4506
PubChem: Thomson Pharma 14824476
SureChEMBL SCHEMBL35202
ZINC ZINC000004311748

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/KJONHKAYOJNZEC-UHFFFAOYSA-N spacer
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