quinestrol   Click here for help

GtoPdb Ligand ID: 7097

Synonyms: Estrovis® | W-3566
Approved drug
quinestrol is an approved drug (FDA (date unknown))
Compound class: Synthetic organic
Comment: Quinestrol is a synthetic estrogen.
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 2
Topological polar surface area 29.46
Molecular weight 364.24
XLogP 5.83
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 C#CC1(O)CCC2C1(C)CCC1C2CCc2c1ccc(c2)OC1CCCC1
Isomeric SMILES C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC1CCCC1
InChI InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1
InChI Key PWZUUYSISTUNDW-VAFBSOEGSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (date unknown))
IUPAC Name Click here for help
(8R,9S,13S,14S,17R)-3-cyclopentyloxy-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
International Nonproprietary Names Click here for help
INN number INN
1612 quinestrol
Synonyms Click here for help
Estrovis® | W-3566
Database Links Click here for help
CAS Registry No. 152-43-2
ChEBI CHEBI:8716
ChEMBL Ligand CHEMBL1201165
DrugBank Ligand DB04575
DrugCentral Ligand 2342
GtoPdb PubChem SID 178103675
PubChem CID 9046
Search Google for chemical match using the InChIKey PWZUUYSISTUNDW-VAFBSOEGSA-N
Search Google for chemicals with the same backbone PWZUUYSISTUNDW
Search PubMed clinical trials quinestrol
Search PubMed titles quinestrol
Search PubMed titles/abstracts quinestrol
UniChem Compound Search for chemical match using the InChIKey PWZUUYSISTUNDW-VAFBSOEGSA-N
UniChem Connectivity Search for chemical match using the InChIKey PWZUUYSISTUNDW-VAFBSOEGSA-N
Wikipedia Quinestrol