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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995), UK (2003))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
2722 tramadol
Synonyms Click here for help
(1RS,2RS)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-cyclo-hexanol | Maxitram® | Tilodol® | Tramacet®
Database Links Click here for help
Specialist databases
GPCRdb Ligand tramadol
Other databases
ChEMBL Ligand CHEMBL1237044
DrugBank Ligand DB00193
GtoPdb PubChem SID 252166498
PubChem CID 5523
Search Google for chemical match using the InChIKey TVYLLZQTGLZFBW-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey TVYLLZQTGLZFBW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey TVYLLZQTGLZFBW-UHFFFAOYSA-N
Wikipedia Tramadol