hexachlorophene Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1364 70-30-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • hexachlorophene
  • almederm
  • dermadex
  • exofene
  • hexachlorofen
  • hexachlorophen
  • hexophene
A chlorinated bisphenol antiseptic with a bacteriostatic action against Gram-positive organisms, but much less effective against Gram-negative organisms. It is mainly used in soaps and creams and is an ingredient of various preparations used for skin disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p797)
  • Molecular weight: 406.89
  • Formula: C13H6Cl6O2
  • CLOGP: 7.03
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 2
  • TPSA: 40.46
  • ALOGS: -5.97
  • ROTB: 2

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
April 19, 1949 FDA SANOFI AVENTIS US

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC D08AE01 DERMATOLOGICALS
ANTISEPTICS AND DISINFECTANTS
ANTISEPTICS AND DISINFECTANTS
Phenol and derivatives
FDA EPC N0000175486 Antiseptic
CHEBI has role CHEBI:22153 acaricides
CHEBI has role CHEBI:33282 antibacterials
CHEBI has role CHEBI:48218 antiseptics
CHEBI has role CHEBI:86328 antifungal agrichemical
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000891 Anti-Infective Agents, Local

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Burn injury contraindication 48333001
Breastfeeding (mother) contraindication 413712001
Denuded skin contraindication 418242004
CNS Toxicity contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.2 acidic
pKa2 8.97 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
Prostaglandin G/H synthase 2 Enzyme IC50 6.19 DRUG MATRIX
Adenosine receptor A2a GPCR Ki 6.04 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 5.69 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 5.64 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 5.44 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 5.62 DRUG MATRIX
Alpha-2C adrenergic receptor GPCR Ki 5.99 DRUG MATRIX
Adenosine receptor A3 GPCR Ki 6.44 DRUG MATRIX
Acetylcholinesterase Enzyme IC50 5.52 DRUG MATRIX
Cytochrome P450 1A2 Enzyme IC50 5.88 DRUG MATRIX
Epidermal growth factor receptor Kinase IC50 6.13 DRUG MATRIX
Cytochrome P450 2C19 Enzyme IC50 5.91 DRUG MATRIX
Tyrosine-protein kinase Lck Kinase IC50 5.61 DRUG MATRIX
Tyrosine-protein kinase Fyn Kinase IC50 5.46 DRUG MATRIX
Receptor tyrosine-protein kinase erbB-2 Kinase IC50 5.48 DRUG MATRIX
Thromboxane-A synthase Enzyme IC50 5.51 DRUG MATRIX
Mitogen-activated protein kinase 3 Kinase IC50 5.60 DRUG MATRIX
Mitogen-activated protein kinase 14 Kinase IC50 7.06 DRUG MATRIX
Substance-K receptor GPCR Ki 5.86 DRUG MATRIX
Mitogen-activated protein kinase 1 Kinase IC50 6.71 DRUG MATRIX
Heat shock 70 kDa protein 1A Unclassified IC50 4.72 CHEMBL
Estrogen receptor beta Nuclear hormone receptor IC50 7.01 CHEMBL
Estrogen receptor Nuclear hormone receptor IC50 5.67 CHEMBL
Transitional endoplasmic reticulum ATPase Enzyme IC50 5.26 CHEMBL
Heat shock cognate 71 kDa protein Unclassified IC50 4.56 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADH] FabI Enzyme INHIBITOR CHEMBL CHEMBL
Androgen receptor Transcription factor Ki 5.48 DRUG MATRIX
Sodium/potassium-transporting ATPase subunit alpha-2 Ion channel IC50 5.21 DRUG MATRIX
Cytoplasmic zinc-finger protein Unclassified EC50 4.34 CHEMBL
Envelope glycoprotein gp160 Unclassified IC50 5.14 CHEMBL
M1-family alanyl aminopeptidase Unclassified IC50 4.24 CHEMBL
D-lactate dehydrogenase Enzyme WOMBAT-PK
Zinc finger protein mex-5 Cytosolic other EC50 4.72 CHEMBL

External reference:

IDSource
4018252 VUID
N0000146582 NUI
D00859 KEGG_DRUG
4018252 VANDF
C4082324 UMLSCUI
CHEBI:5693 CHEBI
CHEMBL496 ChEMBL_ID
DB00756 DRUGBANK_ID
3598 PUBCHEM_CID
D006582 MESH_DESCRIPTOR_UI
11069 IUPHAR_LIGAND_ID
2033 INN_ID
IWW5FV6NK2 UNII
5293 RXNORM
4826 MMSL
71944 MMSL
741 MMSL
003176 NDDF
1878008 SNOMEDCT_US
387103004 SNOMEDCT_US

Pharmaceutical products:

None