clofoctol   Click here for help

GtoPdb Ligand ID: 12926

Synonyms: Gramplus® | Octofene®
Approved drug
clofoctol is an approved drug
Compound class: Synthetic organic
Comment: Clofoctol is an antibacterial compound that exhibits bacteriostatic activity against Gram-positive organisms, including common respiratory tract pathogens.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 20.23
Molecular weight 365.34
XLogP 6.58
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CC(C)(C)CC(C)(C)C1=CC=C(C(=C1)CC2=CC=C(C=C2Cl)Cl)O
Isomeric SMILES CC(C)(C)CC(C)(C)C1=CC(=C(C=C1)O)CC2=C(C=C(C=C2)Cl)Cl
InChI InChI=1S/C21H26Cl2O/c1-20(2,3)13-21(4,5)16-7-9-19(24)15(11-16)10-14-6-8-17(22)12-18(14)23/h6-9,11-12,24H,10,13H2,1-5H3
InChI Key HQVZOORKDNCGCK-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Clofoctol is well absorbed after oral or rectal administration and accumulates in lung tissue, which may explain its efficacy in bacterial respiratory infections [1]. It was marketed in France (under the trade name Octofene®) between 1978 and 2005. A rectal formulation (Gramplus®) is still in clinical use in Italy to treat bacterial infections of the upper respiratort tract and to prevent infection following ear, nose and throat surgery.