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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1950576
CHEMBL1950576
Compound Name DIHYDROSTREPTOMYCIN
ChEMBL Synonyms DIHYDROSTREPTOMYCIN | Dihydrostreptomycin | DIHYDROSTREPTOMYCIN SULFATE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C21H41N7O12

Additional synonyms for CHEMBL1950576 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]2[C@H](O[C@H] ...
Download SMILES
Standard InChI InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)1 ...
Download InChI
Standard InChI Key ASXBYYWOLISCLQ-HZYVHMACSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL1950576

Molecule Features

CHEMBL1950576 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1970
Country United States
Reason Neuropsychiatric Reaction
Class Neurotoxicity; Psychiatric toxicity

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov DIHYDROSTREPTOMYCIN
The Cochrane Collaboration DIHYDROSTREPTOMYCIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
583.6 583.2813 -7.95 9 334.59 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
15 15 3 19 17 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.59 13.1 -1.49 -5.4 0 40 0.09

Structural Alerts

There are 6 structural alerts for CHEMBL1950576. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AA - Antibiotics
S01AA15 - dihydrostreptomycin

ChemSpider ChemSpider:ASXBYYWOLISCLQ-HZYVHMACSA-N
Wikipedia Dihydrostreptomycin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1950576



ACToR 128-46-1
ChEBI 38291
DrugBank DB11512
eMolecules 25689420
EPA CompTox Dashboard DTXSID0022937
FDA SRS P2I6R8W6UA
IBM Patent System BDF4DE2750C9C5ADF4CAB7857B5439EA
KEGG Ligand C01023
Nikkaji J10.276H
PDBe 71R
PubChem 439369
PubChem: Thomson Pharma 15037588
SureChEMBL SCHEMBL139048
ZINC ZINC000008216695

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