butorphanol   Click here for help

GtoPdb Ligand ID: 7591

Synonyms: butorphanol tartrate | LEVO-BC-2627
Approved drug
butorphanol is an approved drug (FDA (1978))
Compound class: Synthetic organic
Comment: Our representation of this drug and that contained in the ChEMBL and PubChem links exactly matches the structure in the INN record for butorphanol. PubChem CID 6916249 shows a different stereoisomer.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 43.7
Molecular weight 327.22
XLogP 3.27
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc2c(c1)C13CCCCC3(C(C2)N(CC1)CC1CCC1)O
Isomeric SMILES Oc1ccc2c(c1)[C@]13CCCC[C@]3([C@@H](C2)N(CC1)CC1CCC1)O
InChI InChI=1S/C21H29NO2/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,18(16)13-17)10-11-22(19)14-15-4-3-5-15/h6-7,13,15,19,23-24H,1-5,8-12,14H2/t19-,20+,21-/m1/s1
InChI Key IFKLAQQSCNILHL-QHAWAJNXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1978))
International Nonproprietary Names Click here for help
INN number INN
3620 butorphanol
Synonyms Click here for help
butorphanol tartrate | LEVO-BC-2627
Database Links Click here for help
CAS Registry No. 42408-82-2
ChEMBL Ligand CHEMBL33986
DrugBank Ligand DB00611
DrugCentral Ligand 454
GtoPdb PubChem SID 223365926
PubChem CID 5361092
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Search PubMed clinical trials butorphanol
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Search UniChem for chemical match using the InChIKey IFKLAQQSCNILHL-QHAWAJNXSA-N
Search UniChem for chemicals with the same backbone IFKLAQQSCNILHL
Wikipedia Butorphanol