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loteprednol etabonate   Click here for help

GtoPdb Ligand ID: 7085

Synonyms: HGP-1 | Inveltys® | Lotemax® | P-5604
Approved drug Immunopharmacology Ligand
loteprednol etabonate is an approved drug (FDA (1998))
Compound class: Metabolite
Comment: Loteprednol is a corticosteroid.
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loteprednol etabonate is commercially available from our sponsors

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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Click here for structure editor
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 7
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 99.13
Molecular weight 466.18
XLogP 3.43
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 ClCOC(=O)C1(CCC2C1(C)CC(O)C1C2CCC2=CC(=O)C=CC12C)OC(=O)OCC
Isomeric SMILES ClCOC(=O)[C@]1(CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C)OC(=O)OCC
InChI InChI=1S/C24H31ClO7/c1-4-30-21(29)32-24(20(28)31-13-25)10-8-17-16-6-5-14-11-15(26)7-9-22(14,2)19(16)18(27)12-23(17,24)3/h7,9,11,16-19,27H,4-6,8,10,12-13H2,1-3H3/t16-,17-,18-,19+,22-,23-,24-/m0/s1
InChI Key DMKSVUSAATWOCU-HROMYWEYSA-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 Metabolite
Approved drug? Yes. US FDA (1998)
IUPAC Name Click here for help
chloromethyl (8S,9S,10R,11S,13S,14S,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-17-carboxylate
International Nonproprietary Names Click here for help
INN number INN
6654 loteprednol
Synonyms Click here for help
HGP-1 | Inveltys® | Lotemax® | P-5604
Database Links Click here for help
CAS Registry No. 82034-46-6
ChEMBL Ligand CHEMBL1200865
DrugBank Ligand DB00873
DrugCentral Ligand 1611
GtoPdb PubChem SID 178103663
PubChem CID 444025
Search Google for chemical match using the InChIKey DMKSVUSAATWOCU-HROMYWEYSA-N
Search Google for chemicals with the same backbone DMKSVUSAATWOCU
Search PubMed clinical trials loteprednol
Search PubMed titles loteprednol
Search PubMed titles/abstracts loteprednol
UniChem Compound Search for chemical match using the InChIKey DMKSVUSAATWOCU-HROMYWEYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DMKSVUSAATWOCU-HROMYWEYSA-N
Wikipedia Loteprednol

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MedChemExpress
Loteprednol Etabonate (links to external site)
Cat. No. HY-17358