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oxandrolone   Click here for help

GtoPdb Ligand ID: 7092

Synonyms: Anavar® | SC-11585
Approved drug
oxandrolone is an approved drug (FDA (1964))
Compound class: Metabolite
Comment: Oxandrolone is a synthetic anabolic steroid.
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 1
Rotatable bonds 0
Topological polar surface area 46.53
Molecular weight 306.22
XLogP 4.15
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 O=C1OCC2(C(C1)CCC1C2CCC2(C1CCC2(C)O)C)C
Isomeric SMILES O=C1OC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
InChI InChI=1S/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,17-,18-,19-/m0/s1
InChI Key QSLJIVKCVHQPLV-PEMPUTJUSA-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 (1964)
IUPAC Name Click here for help
(1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one
International Nonproprietary Names Click here for help
INN number INN
1325 oxandrolone
Synonyms Click here for help
Anavar® | SC-11585
Database Links Click here for help
CAS Registry No. 53-39-4
ChEMBL Ligand CHEMBL1200436
DrugBank Ligand DB00621
DrugCentral Ligand 2011
GtoPdb PubChem SID 178103670
PubChem CID 5878
Search Google for chemical match using the InChIKey QSLJIVKCVHQPLV-PEMPUTJUSA-N
Search Google for chemicals with the same backbone QSLJIVKCVHQPLV
Search PubMed clinical trials oxandrolone
Search PubMed titles oxandrolone
Search PubMed titles/abstracts oxandrolone
UniChem Compound Search for chemical match using the InChIKey QSLJIVKCVHQPLV-PEMPUTJUSA-N
UniChem Connectivity Search for chemical match using the InChIKey QSLJIVKCVHQPLV-PEMPUTJUSA-N
Wikipedia Oxandrolone