ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1437
CHEMBL1437
Compound Name NOREPINEPHRINE
ChEMBL Synonyms NOREPINEPHRINE HYDROCHLORIDE | Aktamin | R-norepinephrine | Levophed | [3H]-Norepinephrine | Adrenor | NOREPINEPHRINE BITARTRATE | LEVOPHED | NORADRENALINE BITARTRATE | NOREPINEPHRINE | NORADRENALINE | LEVARTERENOL BITARTRATE
Max Phase 4 (Approved)
Trade Names Aktamin | Adrenor | Noradrenaline | LEVOPHED | Levarterenol Bitartrate | NOREPINEPHRINE BITARTRATE
Molecular Formula C8H11NO3

Additional synonyms for CHEMBL1437 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC[C@H](O)c1ccc(O)c(O)c1
Standard InChI InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12 ...
Download InChI
Standard InChI Key SFLSHLFXELFNJZ-QMMMGPOBSA-N

Sources

  • DrugMatrix
  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL1437

Molecule Features

CHEMBL1437 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor agonist Adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypotensionD007022EFO:0005251hypotension3ClinicalTrials
Shock, SepticD012772EFO:0006834septic shock3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
InflammationD007249MP:0001845inflammation1ClinicalTrials
Acute Lung InjuryD055371EFO:0004610acute lung injury2ClinicalTrials
ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression1ClinicalTrials
Renal InsufficiencyD0514370ClinicalTrials
ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment2ClinicalTrials
SepsisD018805HP:0100806sepsis3ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials

Clinical Data

ClinicalTrials.gov NOREPINEPHRINE
The Cochrane Collaboration NOREPINEPHRINE

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 CHEMBL1437. 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
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.999
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.996
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.990
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.983
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.983
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.980
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.979
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.973
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.960
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.904
CHEMBL3997 Insulin-like growth factor binding protein 3 Homo sapiens 0.745
CHEMBL5855 Serine/threonine-protein kinase Nek1 Homo sapiens 0.709
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.505



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.999
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.999
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.998
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.995
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.993
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.989
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.969
CHEMBL3402 Alkaline phosphatase placental-like Homo sapiens 0.924
CHEMBL5855 Serine/threonine-protein kinase Nek1 Homo sapiens 0.804
CHEMBL3997 Insulin-like growth factor binding protein 3 Homo sapiens 0.758
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.298
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.279
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.258

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
169.2 169.0739 0.09 2 86.71 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 4 0 4 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.57 8.36 -1.26 -2.82 1 12 0.47

Structural Alerts

There are 2 structural alerts for CHEMBL1437. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA03 - norepinephrine

ChemSpider ChemSpider:SFLSHLFXELFNJZ-QMMMGPOBSA-N
DailyMed norepinephrine bitartrate
PubChem SID: 144212261 SID: 26754493 SID: 26754494 SID: 29215339 SID: 50109852 SID: 50109853 SID: 57288371 SID: 90341660
Wikipedia Norepinephrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1437



ACToR 138-65-8 4899-05-2 51-41-2
BindingDB 50029051
Brenda 31671 7352
ChEBI 18357
ChemicalBook CB8346810
DrugBank DB00368
DrugCentral 1960
eMolecules 530018
EPA CompTox Dashboard DTXSID5023378
FDA SRS X4W3ENH1CV
Guide to Pharmacology 505
Human Metabolome Database HMDB0000216
IBM Patent System 1459FBBCD57275D6ACF6FFF97DCCE1E1
KEGG Ligand C00547
Metabolights MTBLC18357
MolPort MolPort-003-666-243
Nikkaji J9.223A
PDBe LNR
PharmGKB PA450649
PubChem 439260
PubChem: Drugs of the Future 26683762
PubChem: Thomson Pharma 15898897
SureChEMBL SCHEMBL2609
ZINC ZINC000000057624

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