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

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 1795 51481-65-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • mezlocillin
  • mezlocillin sodium monohydrate
  • mezlocillin sodium
Semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections.
  • Molecular weight: 539.58
  • Formula: C21H25N5O8S2
  • CLOGP: 1.50
  • LIPINSKI: 2
  • HAC: 13
  • HDO: 3
  • TPSA: 173.50
  • ALOGS: -3.06
  • ROTB: 5
  • Status: OFM
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
6 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 45 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 555.98 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
Vd (Volume of distribution) 0.09 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 2.10 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.70 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.20 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Sept. 21, 1981 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 J01CA10 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
CHEBI has role CHEBI:36047 antibacterial drugs

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

DiseaseRelationSNOMED_IDDOID
Bacterial septicemia indication 10001005 DOID:0040085
Gonorrhea indication 15628003 DOID:7551
Infection of skin AND/OR subcutaneous tissue indication 19824006
Acute gonococcal cervicitis indication 20943002 DOID:10615
Acute gonococcal urethritis indication 29864006
Pneumonia due to Pseudomonas indication 41381004
Pneumonia due to Escherichia coli indication 51530003
Acute gonococcal endometritis indication 65295003 DOID:7527
Urinary tract infectious disease indication 68566005
Haemophilus influenzae pneumonia indication 70036007
Bacterial infection due to Serratia indication 71120004
Infectious disease of abdomen indication 128070006
Bacterial infection due to Klebsiella pneumoniae indication 186435004
Aspiration pneumonia indication 422588002 DOID:3240
Enterobacter Pneumonia indication
Genitourinary Tract Infections indication
Cholangitis off-label use 82403002 DOID:9446
Infection of bone off-label use 111253001
Escherichia coli meningitis off-label use 192655005
Infectious disorder of joint off-label use 363162000
Abscess of brain off-label use 441806004
Pseudomonas Aeruginosa Meningitis off-label use
Kidney disease contraindication 90708001 DOID:557
Infectious mononucleosis contraindication 271558008 DOID:8568
Pseudomembranous enterocolitis contraindication 397683000




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.79 acidic
pKa2 11.8 acidic

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
Cannabinoid receptor 1 GPCR IC50 4 WOMBAT-PK
Prostaglandin G/H synthase 1 Enzyme Ki 6.41 WOMBAT-PK
Cytochrome P450 3A4 Enzyme IC50 5.17 WOMBAT-PK
Prostaglandin E2 receptor EP1 subtype GPCR Ki 4.33 WOMBAT-PK
Adenosine receptor A3 GPCR IC50 4.89 WOMBAT-PK
Carbonic anhydrase 2 Enzyme IC50 5 WOMBAT-PK
Multidrug resistance-associated protein 1 Transporter IC50 4.92 WOMBAT-PK
Cytochrome P450 2C8 Enzyme IC50 6.74 WOMBAT-PK
Prostaglandin D2 receptor 2 GPCR Ki 6.26 WOMBAT-PK
Cytochrome P450 2C9 Enzyme IC50 4.72 WOMBAT-PK
Aldose reductase Enzyme IC50 5.34 WOMBAT-PK
Prostaglandin E2 receptor EP3 subtype GPCR Ki 4.33 WOMBAT-PK
Prostaglandin G/H synthase 2 Enzyme Ki 6.22 WOMBAT-PK
Arachidonate 5-lipoxygenase Enzyme IC50 4.01 WOMBAT-PK
Peroxisome proliferator-activated receptor gamma Nuclear hormone receptor IC50 4.30 WOMBAT-PK
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A Enzyme IC50 5.13 WOMBAT-PK
Prostaglandin E2 receptor EP2 subtype GPCR Ki 6.68 WOMBAT-PK
Prostaglandin E2 receptor EP4 subtype GPCR Ki 4.33 WOMBAT-PK
Prostaglandin D2 receptor GPCR Ki 4.92 WOMBAT-PK
Cannabinoid receptor 2 GPCR Ki 4.20 WOMBAT-PK
Thromboxane-A synthase Enzyme IC50 5.25 WOMBAT-PK
Serum albumin Secreted Ki 4.18 WOMBAT-PK
Interleukin-8 Cytokine IC50 7.30 WOMBAT-PK
Interleukin-1 receptor type 1 Membrane receptor IC50 6.52 WOMBAT-PK
Prostaglandin-H2 D-isomerase Enzyme IC50 6.30 WOMBAT-PK
Aldo-keto reductase family 1 member C3 Enzyme Ki 6.12 WOMBAT-PK
Bacterial penicillin-binding protein Enzyme INHIBITOR CHEMBL CHEMBL
Penicillin-binding protein 1A Enzyme WOMBAT-PK

External reference:

IDSource
4019838 VUID
N0000147926 NUI
D02221 KEGG_DRUG
80495-46-1 SECONDARY_CAS_RN
4018388 VANDF
4019838 VANDF
C0025893 UMLSCUI
CHEBI:6919 CHEBI
CHEMBL1731 ChEMBL_ID
CHEMBL1697708 ChEMBL_ID
D008802 MESH_DESCRIPTOR_UI
DB00948 DRUGBANK_ID
12272 IUPHAR_LIGAND_ID
3898 INN_ID
42057-22-7 SECONDARY_CAS_RN
OH2O403D1G UNII
656511 PUBCHEM_CID
6927 RXNORM
5110 MMSL
d00109 MMSL
002711 NDDF
004888 NDDF
15571002 SNOMEDCT_US
387446008 SNOMEDCT_US
78174002 SNOMEDCT_US

Pharmaceutical products:

None