tubocurarine   Click here for help

GtoPdb Ligand ID: 2294

Synonyms: (+)-tubocurarine | d-tubocurarine
Approved drug
tubocurarine is an approved drug (FDA (1945))
Comment: Tubocurarine is a skeletal muscle relaxant. The structure as specified by the FDA and the INN document shows the compound in complex with chloride (see PubChem CID 9917490). As our data specifies the parent compound, it is this structure we have chosen to display here, and which the majority of entries linked to from the table above display.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 80.62
Molecular weight 609.3
XLogP 4.66
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc2CCN(C3c2cc1Oc1cc(ccc1O)CC1c2c(CC[N+]1(C)C)cc(c(c2Oc1ccc(C3)cc1)O)OC)C
Isomeric SMILES COc1cc2CCN([C@@H]3c2cc1Oc1cc(ccc1O)C[C@@H]1c2c(CC[N+]1(C)C)cc(c(c2Oc1ccc(C3)cc1)O)OC)C
InChI InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1
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Summary of Clinical Use Click here for help
Historically used adjunctively in anaesthesia to provide skeletal muscle relaxation during surgery or mechanical ventilation. All formulations of this drug formerly approved by the US FDA appear to have been discontinued. Other national approval agencies may have granted marketing authorisation. Newer and improved drugs are now available.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Tubocurarine is a long-acting antagonist of muscle-type nicotinic acetylcholine receptors (subunit composition (α1)2β1δε or (α1)2β1δγ) [12]). Full details of the subunits are available via the Nicotinic acetylcholine receptors page of this website.