C6-Quino   Click here for help

GtoPdb Ligand ID: 13817

Compound class: Synthetic organic
Comment: C6-Quino is a naltrindole derivative. It has been optimised as a biased partial agonist of the δ opioid receptor [1]. It interacts with the orthosteric binding site and with the receptor's allosteric sodium binding pocket. C6-Quino demonstrates bias towards G protein signalling (preferentially recruiting Gi1) compared to β-arrestin recruitment. Antinociceptive activity has been observed in rodent models of chronic pain of various etiologies.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 127.19
Molecular weight 513.63
XLogP 1.05
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CCCC(CCNC(=N)N)N1CC[C@]23C4=C5C(=CC=C4C[C@@H]1[C@@]3(CC6=CC7=C(C=CC=C7)N=C6[C@@H]2O5)O)O
Isomeric SMILES OC1=CC=C2C3=C1O[C@@H]4[C@@]35[C@@](CC=6C=C7C=CC=CC7=NC46)([C@H](N(CC5)C(CCNC(=N)N)CCC)C2)O
InChI InChI=1S/C30H35N5O3/c1-2-5-20(10-12-33-28(31)32)35-13-11-29-24-18-8-9-22(36)26(24)38-27(29)25-19(16-30(29,37)23(35)15-18)14-17-6-3-4-7-21(17)34-25/h3-4,6-9,14,20,23,27,36-37H,2,5,10-13,15-16H2,1H3,(H4,31,32,33)/t20?,23-,27+,29+,30-/m1/s1
InChI Key NNOQVDPTMMFENI-QDROEUSWSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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