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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1572
CHEMBL1572
Compound Name NETILMICIN
ChEMBL Synonyms NETILMICIN SULFATE | SCH 20569 | Netilmicin | NETILLIN | NETROMYCIN
Max Phase 4 (Approved)
Trade Names NETILLIN | NETROMYCIN
Molecular Formula C21H41N5O7

Additional synonyms for CHEMBL1572 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN[C@@H]1C[C@H](N)[C@@H](O[C@H]2OC(=CC[C@H]2N)CN)[C@H](O)[C ...
Download SMILES
Standard InChI InChI=1S/C21H41N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10 ...
Download InChI
Standard InChI Key CIDUJQMULVCIBT-MQDUPKMGSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1572

Molecule Features

CHEMBL1572 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial 70S ribosome inhibitor Bacterial 70S ribosome PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
EndocarditisD004696EFO:0000465endocarditis3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov NETILMICIN
The Cochrane Collaboration NETILMICIN

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 CHEMBL1572. 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
CHEMBL4176 Alpha-L-fucosidase I Homo sapiens 1.000
CHEMBL2748 Sucrase-isomaltase Homo sapiens 1.000
CHEMBL1667684 Neuraminidase Influenza A virus 1.000
CHEMBL3559643 Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) 0.999
CHEMBL1770047 Low affinity sodium-glucose cotransporter Homo sapiens 0.998
CHEMBL2782 Acyl coenzyme A:cholesterol acyltransferase 1 Homo sapiens 0.989
CHEMBL4101 cAMP-dependent protein kinase alpha-catalytic subunit Homo sapiens 0.982
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.977
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.951
CHEMBL5608 NT-3 growth factor receptor Homo sapiens 0.906
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.842
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.833
CHEMBL5600 Serine/threonine-protein kinase c-TAK1 Homo sapiens 0.662
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.662
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 0.543
CHEMBL2319 Kallikrein 1 Homo sapiens 0.535
CHEMBL2864 6-O-methylguanine-DNA methyltransferase Homo sapiens 0.455
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 0.375
CHEMBL2428 Myosin light chain kinase, smooth muscle Homo sapiens 0.373
CHEMBL4223 Tyrosine-protein kinase FRK Homo sapiens 0.310



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4176 Alpha-L-fucosidase I Homo sapiens 1.000
CHEMBL2748 Sucrase-isomaltase Homo sapiens 1.000
CHEMBL3482 Beta-galactosidase Bos taurus 1.000
CHEMBL6135 Neuraminidase Influenza A virus 1.000
CHEMBL1667684 Neuraminidase Influenza A virus 1.000
CHEMBL4208 Proteasome component C5 Homo sapiens 1.000
CHEMBL2074 Maltase-glucoamylase Homo sapiens 1.000
CHEMBL1075302 Sodium/glucose cotransporter 2 Mus musculus 1.000
CHEMBL1770047 Low affinity sodium-glucose cotransporter Homo sapiens 1.000
CHEMBL3559643 Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) 0.998
CHEMBL1973 Tyrosinase Homo sapiens 0.996
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.995
CHEMBL5914 Mitogen-activated protein kinase kinase kinase 2 Homo sapiens 0.993
CHEMBL3988 Ephrin type-A receptor 4 Homo sapiens 0.991
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 0.989
CHEMBL4045 AMP-activated protein kinase, alpha-1 subunit Homo sapiens 0.988
CHEMBL5699 Serine/threonine-protein kinase SIK2 Homo sapiens 0.986
CHEMBL4573 Metabotropic glutamate receptor 6 Homo sapiens 0.983
CHEMBL5072 Ephrin type-B receptor 1 Homo sapiens 0.977
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.976

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
475.6 475.3006 -3.2 8 199.73 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 8 2 12 11 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.29 10.84 -1.84 -6.79 0 33 0.18

Structural Alerts

There are 2 structural alerts for CHEMBL1572. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01G - AMINOGLYCOSIDE ANTIBACTERIALS
J01GB - Other aminoglycosides
J01GB07 - netilmicin

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AA - Antibiotics
S01AA23 - netilmicin

ChemSpider ChemSpider:CIDUJQMULVCIBT-MQDUPKMGSA-N
Wikipedia Netilmicin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1572



Brenda 2604 96876
DrugBank DB00955
DrugCentral 1903
eMolecules 32452978
FDA SRS 4O5J85GJJB
KEGG Ligand C07657
MolPort MolPort-020-005-801
Nikkaji J236.025J
PharmGKB PA164754913
PubChem 441306
PubChem: Thomson Pharma 14834528
SureChEMBL SCHEMBL18763322
ZINC ZINC000052981502

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