mecillinam ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 1648 32887-01-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • mecillinam
  • amdinocillin
  • hexacillin
  • hexapen
An amidinopenicillanic acid derivative with broad spectrum antibacterial action.
  • Molecular weight: 325.43
  • Formula: C15H23N3O3S
  • CLOGP: 2.50
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 1
  • TPSA: 73.21
  • ALOGS: -2.52
  • ROTB: 2

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
1.20 g P

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 184.37 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 5 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.37 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 6.30 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.90 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.10 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
None FDA ROCHE

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 J01CA11 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
BETA-LACTAM ANTIBACTERIALS, PENICILLINS
Penicillins with extended spectrum
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000892 Anti-Infective Agents, Urinary
CHEBI has role CHEBI:35441 antiinfective agents
CHEBI has role CHEBI:36047 antibacterial drugs

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

None




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.38 acidic
pKa2 9.07 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
Penicillin-binding protein 2 Enzyme INHIBITOR IC50 7.04 WOMBAT-PK CHEMBL

External reference:

IDSource
N0000167000 NUI
D02888 KEGG_DRUG
C0002435 UMLSCUI
CHEBI:51208 CHEBI
CHEMBL530 ChEMBL_ID
DB01163 DRUGBANK_ID
36273 PUBCHEM_CID
12813 IUPHAR_LIGAND_ID
626 RXNORM
002710 NDDF
387541001 SNOMEDCT_US
96063009 SNOMEDCT_US
D000560 MESH_DESCRIPTOR_UI
DH4 PDB_CHEM_ID
3494 INN_ID
V10579P3QZ UNII

Pharmaceutical products:

None