brorphine   Click here for help

GtoPdb Ligand ID: 12956

Synonyms: compound 21 [PMID: 30199635]
Compound class: Synthetic organic
Comment: Brorphine is a potent novel synthetic opioid (NSO) [1,3]. It exhibits bias towards G protein signaling compared to β-arrestin2 recruitment (bias factor 4.1) [1].
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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 3
Topological polar surface area 35.58
Molecular weight 400.31
XLogP 2.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C1=CC=C(C=C1)Br)N2CCC(CC2)N3C4=C(C=CC=C4)NC3=O
Isomeric SMILES CC(C1=CC=C(C=C1)Br)N2CCC(CC2)N3C4=CC=CC=C4NC3=O
InChI InChI=1S/C20H22BrN3O/c1-14(15-6-8-16(21)9-7-15)23-12-10-17(11-13-23)24-19-5-3-2-4-18(19)22-20(24)25/h2-9,14,17H,10-13H2,1H3,(H,22,25)
InChI Key CNOFBGYRMCBVLO-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-[1-[1-(4-bromophenyl)ethyl]piperidin-4-yl]-1H-benzimidazol-2-one
Synonyms Click here for help
compound 21 [PMID: 30199635]
Database Links Click here for help
Specialist databases
GPCRdb Ligand brorphine
Other databases
BindingDB Ligand 50459384
CAS Registry No. 2244737-98-0 (source: PubChem)
ChEMBL Ligand CHEMBL4203403
GtoPdb PubChem SID 485206077
PubChem CID 145975294
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UniChem Compound Search for chemical match using the InChIKey CNOFBGYRMCBVLO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CNOFBGYRMCBVLO-UHFFFAOYSA-N