hexachlorophene   Click here for help

GtoPdb Ligand ID: 11069

Synonyms: Inh 1 [PMID: 32284327] | Nabac®
Approved drug PDB Ligand
hexachlorophene is an approved drug (FDA (1949))
Compound class: Synthetic organic
Comment: Hexachlorophene is used as a topical anti-infective, anti-bacterial agent, and as a soil fungicide, plant bactericide. It exhibits bacteriostatic action against Gram-positive organisms, but is much less effective against Gram-negative organisms. Reported to inhibit N-Acyl-phosphatidylethanolamine phospholipase D (NAPE-PLD) activity [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 0
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 40.46
Molecular weight 403.85
XLogP 6.7
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES Clc1cc(Cl)c(c(c1O)Cc1c(O)c(Cl)cc(c1Cl)Cl)Cl
Isomeric SMILES Clc1cc(Cl)c(c(c1O)Cc1c(O)c(Cl)cc(c1Cl)Cl)Cl
InChI InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2
InChI Key ACGUYXCXAPNIKK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1949))
Withdrawn drug? Yes
IUPAC Name Click here for help
3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol
International Nonproprietary Names Click here for help
INN number INN
2033 hexachlorophene
Synonyms Click here for help
Inh 1 [PMID: 32284327] | Nabac®
Database Links Click here for help
CAS Registry No. 70-30-4
ChEMBL Ligand CHEMBL496
DrugCentral Ligand 1364
GtoPdb PubChem SID 405560510
PubChem CID 3598
RCSB PDB Ligand H3P
Search Google for chemical match using the InChIKey ACGUYXCXAPNIKK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ACGUYXCXAPNIKK
Search PubMed clinical trials hexachlorophene
Search PubMed titles hexachlorophene
Search PubMed titles/abstracts hexachlorophene
Search UniChem for chemical match using the InChIKey ACGUYXCXAPNIKK-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone ACGUYXCXAPNIKK