hexamidine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
3275 3811-75-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • hexamidine
  • desmodine
  • hexamidine diisethionate
  • hexamidine isethionate
  • hexamidine isetionate
  • hexamidine dihydrochloride
  • hexamidine hydrochloride
  • hexamidine HCl
  • hexomedin
  • Molecular weight: 354.45
  • Formula: C20H26N4O2
  • CLOGP: 2.84
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 4
  • TPSA: 118.20
  • ALOGS: -4.40
  • ROTB: 11

Drug dosage:

None

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 -0.490 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 2.512 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 0.181 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 7.586 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 12.200 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 43.930 % High 1
herg hERG pIC50 4.789 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 2.624 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 19.143 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 31.770 % High 1
kinase-safety-class ACVR2A,ACVR2B,ACVRL1,AKT1,AKT2,AKT3,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK1,CDK4,CDK5,CDK9,CHEK1,CSF1R,DDR1,DYRK1B,EGFR,EIF2AK3,EPHA2,EPHB4,ERBB2,FLT3,GRK2,GSK3B,IKBKB,ITK,JAK1,JAK2,JAK3,KIT,MAP2K1,MAP2K6,MAP3K1,MAP3K14,MAP3K21,MAP3K7,MAP4K1,MAP4K3,MAPK1,MAPK10,MAPK12,MAPK7,MAPK9,MAPKAPK2,MARK4,MELK,MET,MTOR,NTRK2,PAK4,PDK2,PDK4,PDPK1,PIK3CB,PIK3CD,PIM2,PLK1,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ULK1,ULK2,ZAP70 74
kinase-selectivity-class ACVR2B,AXL,BRAF,CAMK2D,CDK4,EIF2AK3,ERBB2,GRK2,GRK3,MAPK7,PDK4,SIK2,SIK3,STK33,ULK1,ULK2 16
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 4.169 High 1
mh-clint Mouse hepatocyte intrinsic clearance 19.454 High 1
mppb Mouse plasma protein binding (% unbound) 6.550 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 3.837 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pld-class Phospholipidosis risk class (1 = positive, 0 = negative) 0 High 1
pppb Pig plasma protein binding (% unbound) 44.670 % High 1
rh-clint Rat hepatocyte intrinsic clearance 8.933 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 20.300 % High 1
rppb Rat plasma protein binding (% unbound) 28.470 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 195.434 uM High 1

Approvals:

None

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 D08AC04 DERMATOLOGICALS
ANTISEPTICS AND DISINFECTANTS
ANTISEPTICS AND DISINFECTANTS
Biguanides and amidines
ATC R01AX07 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Other nasal preparations
ATC R02AA18 RESPIRATORY SYSTEM
THROAT PREPARATIONS
THROAT PREPARATIONS
Antiseptics
ATC S01AX08 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Other antiinfectives
ATC S03AA05 SENSORY ORGANS
OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
ANTIINFECTIVES
Antiinfectives
MeSH PA D000890 Anti-Infective Agents
CHEBI has role CHEBI:33281 antimicrobial agent
CHEBI has role CHEBI:48218 antiseptic drug
CHEBI has role CHEBI:66981 ophthalmology drug
CHEBI has role CHEBI:77715 nasal decongestant

Related Drugs by ATC class:

D08AC Biguanides and amidines 4 drugs
chlorhexidinedibrompropamidinepolihexanidepropamidine
R01AX Other nasal preparations 6 drugs
framycetinhyaluronic acidipratropiummupirocinretinolritiometan
R02AA Antiseptics 15 drugs
ambazonebenzalkoniumbenzethoniumcetrimoniumcetylpyridiniumchlorhexidinechlorquinaldoldequaliniumdichlorobenzyl alcoholeuflavinehexylresorcinoloctenidine show all 15 →
S01AX Other antiinfectives 13 drugs
bibrocatholcethexoniumchlorhexidinedibrompropamidinelotilanernitrofurazonepicloxydinepolihexanidepovidone-iodinepropamidineresorcinolsodium borate show all 13 →
S03AA Antiinfectives 7 drugs
chloramphenicolchlorhexidineciprofloxacingentamicinneomycinPolymyxin Btetracycline

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

DiseaseRelationSNOMED_IDDOID
Acanthamoeba keratitis indication 231896005




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.38 Basic
pKa2 10.78 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
Urokinase-type plasminogen activator Enzyme Ki 4.84 CHEMBL
Prothrombin Enzyme Ki 6.65 CHEMBL
Trypsin-1 Enzyme Ki 5.57 CHEMBL
Suppressor of tumorigenicity 14 protein Enzyme Ki 6.03 CHEMBL
Protein arginine N-methyltransferase 1 Enzyme IC50 4.28 CHEMBL

External reference:

IDSource
D07206 KEGG_DRUG
CHEBI:87184 CHEBI
CHEMBL25105 ChEMBL_ID
C018961 MESH_SUPPLEMENTAL_RECORD_UI
1393 INN_ID
DB03808 DRUGBANK_ID
3483C2H13H UNII
1939371 RXNORM
005603 NDDF
005604 NDDF
703831002 SNOMEDCT_US
703832009 SNOMEDCT_US
C0062648 UMLSCUI
DID PDB_CHEM_ID
65130 PUBCHEM_CID
659-40-5 SECONDARY_CAS_RN

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
PHARMBANNER Anti-Fungal Shampoo. HUMAN OTC DRUG LABEL 1 83818-015 SHAMPOO 0.10 g TOPICAL OTC Monograph Drug 14 sections
Tuymec Anti-Fungal Shampoo. HUMAN OTC DRUG LABEL 2 85150-003 SHAMPOO 0.10 g TOPICAL OTC Monograph Drug 13 sections