tramadol   Click here for help

GtoPdb Ligand ID: 8286

Synonyms: (1RS,2RS)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-cyclo-hexanol | Maxitram® | Tilodol® | Tramacet®
Approved drug
tramadol is an approved drug (FDA (1995), UK (2003))
Compound class: Synthetic organic
Comment: Tramadol is a narcotic-like analgesic.
The marketed formulation of tramadol is a racemic mixture of enantiomers, including PubChem CIDs 33741 and 667511 (and others). We represent the non-isomeric molecule to represent the mixture. The clinically administered form is tramadol hydrochloride.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 32.7
Molecular weight 263.19
XLogP 2.43
No. Lipinski's rules broken 0
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Canonical SMILES COc1cccc(c1)C1(O)CCCCC1CN(C)C
Isomeric SMILES COc1cccc(c1)C1(O)CCCCC1CN(C)C
InChI InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3
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Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel