Oxytetracycline

drug
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Also known as BerkmycenChemocyclineE703GalenomycinHi-tetImperacinMicrotetNitoxNSC-757262NSC-9169OxitetraciclinaOxymycinOxytetracycline (anhydrous)Oxytetracycline anhydrousOxytetracycline dehydrateOxytetracycline dihydrateOxytetracyclinum dihydrasOxytetramix-250Terramycin

Summary

Oxytetracycline (CHEMBL1517) is an approved small molecule (ATC J01AA06); indicated across 5 conditions including bacterial infectious disease and eye infectious disorder.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: J01AA06 (+5 more)
  • Indications: 5 conditions
  • Clinical trials: 2
  • Chemistry: 460.4 Da · C22H24N2O9

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1517
NameOxytetracycline
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID54675779
ChEBICHEBI:133011
ATCJ01AA06, D06AA03, A01AB25, S01AA04, G01AA07, J01AA56
Molecular formulaC22H24N2O9
Molecular weight460.4
InChIKeyOWFJMIVZYSDULZ-PXOLEDIWSA-N

SMILES: C[C@@]1([C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O

IUPAC name: (4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

ChEBI definition: A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group of oxytetracycline; major species at pH 7.3.

Also known as: Berkmycen, Chemocycline, E703, Galenomycin, Hi-tet, Imperacin, Microtet, Nitox, NSC-757262, NSC-9169, Oxitetraciclina, Oxymycin

Parent form; salt/anhydrous children: CHEMBL1607480, CHEMBL1892210, CHEMBL3989568

Patent coverage: 17,436 distinct patent families (52,933 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Broader ChEMBL bioactivity targets: 15 (assay-derived). Sample: Tyrosyl-DNA phosphodiesterase 1, Microtubule-associated protein tau, Lysine-specific demethylase 4E, Ubiquitin carboxyl-terminal hydrolase 2, Fructose-bisphosphate aldolase, ATP-dependent DNA helicase Q1, 4’-phosphopantetheinyl transferase ffp, 15-hydroxyprostaglandin dehydrogenase [NAD(+)], Thyroid hormone receptor beta, Beta-lactamase.

Bioactivity

ChEMBL activities: 7 potent at pChembl ≥ 5 of 21 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
TDP16.4Potency398.1nMCHEMBL_ACT_3937963
POLB5.55Potency2818nMCHEMBL_ACT_4886731
MEN15.45Potency3548nMCHEMBL_ACT_3630882
A8B2U25.35Potency4456nMCHEMBL_ACT_4612026
MAPT5.2Potency6310nMCHEMBL_ACT_4023248
HIF1A5.1Potency7943nMCHEMBL_ACT_4131681
HIF1A5.1Potency7943nMCHEMBL_ACT_4519204

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

5 indications (3 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
bacterial infectious disease4MONDO:0005113EFO:0000771
eye infectious disorder4MONDO:0043885EFO:1001888
acne3MONDO:0011438EFO:0003894
osteomyelitis0MONDO:0005246EFO:0003102

1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 2.

Phase distribution

PhaseTrials
PHASE41
PHASE31

Top trials by phase / activity

NCTPhaseStatusTitle
NCT03892330PHASE4NOT_YET_RECRUITINGCombination Therapy of Anthracyclines for Children With Nephroblastoma
NCT01032499PHASE3UNKNOWNOpen and Comparative Study to Measure Tolerability and Efficacy of Taro Elixir

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).