gestodene   Click here for help

GtoPdb Ligand ID: 11246

Synonyms: Femodene® (ethinylestradiol, gestodene) | Millinette® (ethinylestradiol, gestodene) | SH-B-331
Approved drug
gestodene is an approved drug (UK (1998))
Compound class: Synthetic organic
Comment: Gestodene is a progestin that is present in combined oral contraceptives and hormone replacement therapies used to manage menopausal symptoms.
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 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 310.19
XLogP 3.66
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 C#C[C@]1(O)C=C[C@@H]2[C@]1(CC)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
Isomeric SMILES C#C[C@]1(O)C=C[C@@H]2[C@]1(CC)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
InChI InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
InChI Key SIGSPDASOTUPFS-XUDSTZEESA-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
Approved drug? Yes (UK (1998))
Synonyms Click here for help
Femodene® (ethinylestradiol, gestodene) | Millinette® (ethinylestradiol, gestodene) | SH-B-331
Database Links Click here for help
BindingDB Ligand 50247973
CAS Registry No. 60282-87-3 (source: ChemIDplus)
ChEMBL Ligand CHEMBL1213583
DrugBank Ligand DB06730
DrugCentral Ligand 1291
GtoPdb PubChem SID 434122306
PubChem CID 3033968
Search Google for chemical match using the InChIKey SIGSPDASOTUPFS-XUDSTZEESA-N
Search Google for chemicals with the same backbone SIGSPDASOTUPFS
UniChem Compound Search for chemical match using the InChIKey SIGSPDASOTUPFS-XUDSTZEESA-N
UniChem Connectivity Search for chemical match using the InChIKey SIGSPDASOTUPFS-XUDSTZEESA-N