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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL844
CHEMBL844
Compound Name BRIMONIDINE
ChEMBL Synonyms BRYMONT | BRIMONIDINE TARTRATE | UK-14304 | MIRVASO | ALPHAGAN | UK-14304-18 | ALPHAGAN P | QOLIANA | Brimonidine | AGN 190342-LF
Max Phase 4 (Approved)
Trade Names BRIMONIDINE TARTRATE | BRYMONT | MIRVASO | QOLIANA | ALPHAGAN | ALPHAGAN P
Molecular Formula C11H10BrN5

Additional synonyms for CHEMBL844 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Brc1c(NC2=NCCN2)ccc3nccnc13
Standard InChI InChI=1S/C11H10BrN5/c12-9-7(17-11-15-5-6-16-11)1-2-8-10(9)14 ...
Download InChI
Standard InChI Key XYLJNLCSTIOKRM-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL844

Molecule Features

CHEMBL844 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha-2 agonist Adrenergic receptor alpha-2 PubMed PubMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Ocular HypertensionD009798EFO:1001069ocular hypertension4ClinicalTrials
ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Corneal EdemaD015715EFO:1000879corneal edema3ClinicalTrials
Glaucoma, Open-AngleD005902EFO:0004190open-angle glaucoma4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration2ClinicalTrials
ClinicalTrials
Hand-Foot SyndromeD060831EFO:1001893Hand-foot syndrome2ClinicalTrials
HyperemiaD006940EFO:0003822hyperemia3ClinicalTrials
Intraocular PressureD0074294DailyMed
DailyMed
GlaucomaD005901EFO:0000516glaucoma4ClinicalTrials
ATC
ClinicalTrials
RosaceaD012393EFO:1000760rosacea4ClinicalTrials
ClinicalTrials
DailyMed
Retinitis PigmentosaD012174Orphanet:791Retinitis pigmentosa1ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy2ClinicalTrials
Dry Eye SyndromesD015352EFO:1000906dry eye syndrome2ClinicalTrials
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov BRIMONIDINE
The Cochrane Collaboration BRIMONIDINE

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 CHEMBL844. 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
CHEMBL266 Alpha-2b adrenergic receptor Rattus norvegicus 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.975
CHEMBL3923 Nischarin Homo sapiens 0.579
CHEMBL2292 Dual-specificity tyrosine-phosphorylation regulated kinase 1A Homo sapiens 0.430

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL266 Alpha-2b adrenergic receptor Rattus norvegicus 1.000
CHEMBL5221 Nischarin Rattus norvegicus 0.987
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.953
CHEMBL3923 Nischarin Homo sapiens 0.642
CHEMBL4697 Hexose transporter 1 Plasmodium falciparum 0.208

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
292.1 291.012 1.76 1 62.2 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.69 1.2 .73 2 17 0.84

Structural Alerts

There are 2 structural alerts for CHEMBL844. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EA - Sympathomimetics in glaucoma therapy 1)
S01EA05 - brimonidine

D - DERMATOLOGICALS
D11 - OTHER DERMATOLOGICAL PREPARATIONS
D11A - OTHER DERMATOLOGICAL PREPARATIONS
D11AX - Other dermatologicals
D11AX21 - brimonidine

ChemSpider ChemSpider:XYLJNLCSTIOKRM-UHFFFAOYSA-N
DailyMed brimonidine tartrate
PubChem SID: 104171261 SID: 11111939 SID: 11113354 SID: 144203850 SID: 170464941 SID: 26751556 SID: 50104157 SID: 85231282 SID: 855898 SID: 90340645
Wikipedia Brimonidine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL844



ACToR 59803-98-4
BindingDB 34572
Brenda 105613 215760
ChEBI 3175
DrugBank DB00484
DrugCentral 395
eMolecules 595250
EPA CompTox Dashboard DTXSID3045221
FDA SRS E6GNX3HHTE
Guide to Pharmacology 5386 520
Human Metabolome Database HMDB0014627
IBM Patent System F4EADF90BEF4E6547AB643210B0E4CD1
KEGG Ligand C07886
LINCS LSM-3526
Mcule MCULE-4542695850
MolPort MolPort-003-959-841
NIH Clinical Collection SAM002548958
Nikkaji J23.694B
PharmGKB PA448665
PubChem 2435
PubChem: Thomson Pharma 14922559 14751364
SureChEMBL SCHEMBL24670
ZINC ZINC000021303210

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