atracurium   Click here for help

GtoPdb Ligand ID: 9537

Synonyms: atracurium besilate | atracurium dibesylate | BW 33A [1] | Tracrium®
Approved drug Immunopharmacology Ligand
atracurium is an approved drug (FDA (1983), UK (1999))
Compound class: Synthetic organic
Comment: Atracurium (besylate) is a intermediate-duration non-depolarizing neuromuscular blocking agent, delivered by bolus injection in to a vein. It is a complex molecule with potential to exist as multiple stereoisomers.The INN for this drug stipulates the besylate salt, represented in PubChem CID 47320. We show the structure for the parent molecule, with no specified stereochemistry.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 26
Topological polar surface area 126.44
Molecular weight 928.51
XLogP 6.44
No. Lipinski's rules broken 2
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Canonical SMILES COc1cc2c(cc1OC)CC[N+](C2Cc1ccc(c(c1)OC)OC)(C)CCC(=O)OCCCCCOC(=O)CC[N+]1(C)CCc2c(C1Cc1ccc(c(c1)OC)OC)cc(c(c2)OC)OC
Isomeric SMILES COc1cc2c(cc1OC)CC[N+](C2Cc1ccc(c(c1)OC)OC)(C)CCC(=O)OCCCCCOC(=O)CC[N+]1(C)CCc2c(C1Cc1ccc(c(c1)OC)OC)cc(c(c2)OC)OC
InChI InChI=1S/C53H72N2O12/c1-54(22-18-38-32-48(62-7)50(64-9)34-40(38)42(54)28-36-14-16-44(58-3)46(30-36)60-5)24-20-52(56)66-26-12-11-13-27-67-53(57)21-25-55(2)23-19-39-33-49(63-8)51(65-10)35-41(39)43(55)29-37-15-17-45(59-4)47(31-37)61-6/h14-17,30-35,42-43H,11-13,18-29H2,1-10H3/q+2
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1983), UK (1999))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
5-[3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoyloxy]pentyl 3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoate
International Nonproprietary Names Click here for help
INN number INN
4734 atracurium besilate
Synonyms Click here for help
atracurium besilate | atracurium dibesylate | BW 33A [1] | Tracrium®
Database Links Click here for help
BindingDB Ligand 92478
ChEMBL Ligand CHEMBL1360
DrugCentral Ligand 259
GtoPdb PubChem SID 336446923
PubChem CID 47319
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UniChem Compound Search for chemical match using the InChIKey YXSLJKQTIDHPOT-UHFFFAOYSA-N
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