N-methyl scopolamine   Click here for help

GtoPdb Ligand ID: 316

Abbreviated name: NMS
Synonyms: methylscopolamine | methylscopolamine bromide | N-methylscopolamine | Pamine®
Approved drug
N-methyl scopolamine is an approved drug (FDA (1953))
Compound class: Synthetic organic
Comment: The approved drug methylscopolamine bromide consists of N-methyl scopolamine and bromide ions. There is some ambiguity in the literature and in other databases surrounding the exact stereochemistry of N-methyl scopolamine. Alternative representations include CHEMBL3140030 and CHEMBL376897.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 59.06
Molecular weight 318.17
XLogP 0.59
No. Lipinski's rules broken 0
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Canonical SMILES OCC(c1ccccc1)C(=O)OC1CC2C3C(C(C1)[N+]2(C)C)O3
Isomeric SMILES OC[C@H](c1ccccc1)C(=O)OC1C[C@@H]2[C@@H]3[C@H]([C@H](C1)[N+]2(C)C)O3
InChI InChI=1S/C18H24NO4/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11/h3-7,12-17,20H,8-10H2,1-2H3/q+1/t12?,13-,14-,15+,16-,17+/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
M3 receptor Primary target of this compound Hs Antagonist Antagonist 10.4 pKi - 1
pKi 10.4 [1]
M1 receptor Primary target of this compound Hs Antagonist Antagonist 9.9 pKi - 2
pKi 9.9 [2]