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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL13280
CHEMBL13280
Compound Name FLUNITRAZEPAM
ChEMBL Synonyms RO 5-4200 | FLUNITRAZEPAM | ROHYPNOL
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names ROHYPNOL
Molecular Formula C16H12FN3O3

Additional synonyms for CHEMBL13280 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1C(=O)CN=C(c2ccccc2F)c3cc(ccc13)[N+](=O)[O-]
Standard InChI InChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18- ...
Download InChI
Standard InChI Key PPTYJKAXVCCBDU-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL13280

Molecule Features

CHEMBL13280 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First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1996
Country France; unapproved in United States
Reason Abuse

Clinical Data

ClinicalTrials.gov FLUNITRAZEPAM
The Cochrane Collaboration FLUNITRAZEPAM

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 CHEMBL13280. 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
CHEMBL1962 GABA receptor alpha-1 subunit Homo sapiens 1.000
CHEMBL250 Platelet activating factor receptor Homo sapiens 1.000
CHEMBL6152 Alpha-synuclein Homo sapiens 1.000
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.981
CHEMBL4191 Monoglyceride lipase Homo sapiens 0.972
CHEMBL2871 Cholecystokinin A receptor Rattus norvegicus 0.904
CHEMBL3026 GABA receptor alpha-3 subunit Homo sapiens 0.900
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.717
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.615
CHEMBL4956 GABA receptor alpha-2 subunit Homo sapiens 0.462
CHEMBL5514 Huntingtin Homo sapiens 0.454
CHEMBL1855 Gonadotropin-releasing hormone receptor Homo sapiens 0.378
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 0.340
CHEMBL2392 DNA polymerase beta Homo sapiens 0.337
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.294
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.294
CHEMBL6007 Transient receptor potential cation channel subfamily A member 1 Homo sapiens 0.291
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.253
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.215
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.203



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1962 GABA receptor alpha-1 subunit Homo sapiens 1.000
CHEMBL6152 Alpha-synuclein Homo sapiens 1.000
CHEMBL250 Platelet activating factor receptor Homo sapiens 0.992
CHEMBL4191 Monoglyceride lipase Homo sapiens 0.989
CHEMBL4796 Beta-chymotrypsin Homo sapiens 0.981
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.853
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.788
CHEMBL5804 Toll-like receptor 9 Homo sapiens 0.679
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.652
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 0.570
CHEMBL5514 Huntingtin Homo sapiens 0.510
CHEMBL3026 GABA receptor alpha-3 subunit Homo sapiens 0.467
CHEMBL4143 Calpain 2 Sus scrofa 0.425
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.395
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.377
CHEMBL6113 Phosphoethanolamine/phosphocholine phosphatase Homo sapiens 0.294
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.264

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
313.3 313.0863 2.61 2 78.49 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 1.68 2.13 2.13 2 23 0.63

Structural Alerts

There are 5 structural alerts for CHEMBL13280. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CD - Benzodiazepine derivatives
N05CD03 - flunitrazepam

ChemSpider ChemSpider:PPTYJKAXVCCBDU-UHFFFAOYSA-N
Wikipedia Flunitrazepam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL13280



ACToR 1622-62-4
BindingDB 25878
Brenda 6165 110933
ChEBI 31622
DrugBank DB01544
DrugCentral 1202
eMolecules 538506
EPA CompTox Dashboard DTXSID7023065
FDA SRS 620X0222FQ
Guide to Pharmacology 4193 4360
Human Metabolome Database HMDB0015510
IBM Patent System 76573577644AED5D1A64190D27368D49 849441ED887B546E15052DE76A5BD588
NMRShiftDB 20233880
PharmGKB PA164781320
PubChem 3380
PubChem: Thomson Pharma 15494069
SureChEMBL SCHEMBL44169
ZINC ZINC000003812994

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