metacycline 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, protein-synthesis inhibitors, tetracycline derivatives 1727 914-00-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • rondomycin
  • methacycline hydrochloride
  • methacycline
  • metacycline
  • methacycline HCl
A broad-spectrum semisynthetic antibiotic related to TETRACYCLINE but excreted more slowly and maintaining effective blood levels for a more extended period.
  • Molecular weight: 442.42
  • Formula: C22H22N2O8
  • CLOGP: -1.28
  • LIPINSKI: 1
  • HAC: 10
  • HDO: 6
  • TPSA: 181.62
  • ALOGS: -2.59
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.60 g O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 58 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
S (Water solubility) 7.58 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Bocci G, Oprea TI, Benet LZ

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01AA05 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
TETRACYCLINES
Tetracyclines
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
CHEBI has role CHEBI:36047 antibacterial drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Bacterial enteritis indication 75375008
Kidney disease contraindication 90708001 DOID:557
Disease of liver contraindication 235856003 DOID:409
Pregnancy, function contraindication 289908002
Pseudomembranous enterocolitis contraindication 397683000
Breastfeeding (mother) contraindication 413712001




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.39 acidic
pKa2 7.47 acidic
pKa3 9.81 acidic
pKa4 10.81 acidic
pKa5 12.55 acidic
pKa6 13.08 acidic
pKa7 8.85 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
NAD-dependent protein deacylase sirtuin-5, mitochondrial Enzyme IC50 5.44 CHEMBL
DNA repair protein RAD52 homolog Nuclear other IC50 5.70 CHEMBL

External reference:

IDSource
4018457 VUID
N0000146781 NUI
D00849 KEGG_DRUG
3963-95-9 SECONDARY_CAS_RN
4018457 VANDF
4019819 VANDF
CHEBI:6805 CHEBI
CHEMBL249837 ChEMBL_ID
CHEMBL2146123 ChEMBL_ID
DB00931 DRUGBANK_ID
235554 RXNORM
002747 NDDF
004863 NDDF
373527003 SNOMEDCT_US
50973009 SNOMEDCT_US
72416006 SNOMEDCT_US
C0025603 UMLSCUI
D008690 MESH_DESCRIPTOR_UI
1330 INN_ID
54675785 PUBCHEM_CID
9GJ0N7ZAP0 UNII

Pharmaceutical products:

None