lifibrol   Click here for help

GtoPdb Ligand ID: 5885

Synonyms: K 12148 | K12.148 | U-83860
Compound class: Synthetic organic
Comment: Lifibrol is a model compound being investigated in the development of novel pharmacotherapies for dyslipidaemia [1]. The compoound appears to be a cholesterol synthesis inhibitor.
The INN document for lifibrol specifies that it is a racemic mixture of two enatiomers. We do not specify stereochemistry in our structure therefore this entry represents the mixture.
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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 3
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 66.76
Molecular weight 342.18
XLogP 4.92
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OC(COc1ccc(cc1)C(=O)O)CCc1ccc(cc1)C(C)(C)C
Isomeric SMILES OC(COc1ccc(cc1)C(=O)O)CCc1ccc(cc1)C(C)(C)C
InChI InChI=1S/C21H26O4/c1-21(2,3)17-9-4-15(5-10-17)6-11-18(22)14-25-19-12-7-16(8-13-19)20(23)24/h4-5,7-10,12-13,18,22H,6,11,14H2,1-3H3,(H,23,24)
InChI Key LNXBEIZREVRNTF-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[4-(4-tert-butylphenyl)-2-hydroxybutoxy]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
6470 lifibrol
Synonyms Click here for help
K 12148 | K12.148 | U-83860
Database Links Click here for help
CAS Registry No. 96609-16-4 (source: Scifinder)
ChEMBL Ligand CHEMBL2105019
GtoPdb PubChem SID 178102509
PubChem CID 57112
Search Google for chemical match using the InChIKey LNXBEIZREVRNTF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LNXBEIZREVRNTF
Search PubMed clinical trials lifibrol
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Search PubMed titles/abstracts lifibrol
UniChem Compound Search for chemical match using the InChIKey LNXBEIZREVRNTF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LNXBEIZREVRNTF-UHFFFAOYSA-N