5'-guanidinonaltrindole   Click here for help

GtoPdb Ligand ID: 1669

Abbreviated name: GNTI
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 133.12
Molecular weight 471.23
XLogP 1.34
No. Lipinski's rules broken 0
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Canonical SMILES NC(=Nc1ccc2c(c1)c1CC3(O)C4Cc5c6C3(C(c1[nH]2)Oc6c(O)cc5)CCN4CC1CC1)N
Isomeric SMILES NC(=Nc1ccc2c(c1)c1C[C@@]3(O)[C@H]4Cc5c6[C@]3([C@H](c1[nH]2)Oc6c(O)cc5)CCN4CC1CC1)N
InChI InChI=1S/C27H29N5O3/c28-25(29)30-15-4-5-18-16(10-15)17-11-27(34)20-9-14-3-6-19(33)23-21(14)26(27,24(35-23)22(17)31-18)7-8-32(20)12-13-1-2-13/h3-6,10,13,20,24,31,33-34H,1-2,7-9,11-12H2,(H4,28,29,30)/t20-,24+,26+,27-/m1/s1
1. Jones RM, Portoghese PS. (2000)
5'-Guanidinonaltrindole, a highly selective and potent kappa-opioid receptor antagonist.
Eur J Pharmacol, 396 (1): 49-52. [PMID:10822054]
2. Payza K. (2003)
Binding and activity of opioid ligands at the cloned human delta, mu and kappa receptors.  In  The Delta Receptor
Edited by Chang KJ (CRC Press) 261-275. [ISBN:0824740319]
3. Stevens WC, Jones RM, Subramanian G, Metzger TG, Ferguson DM, Portoghese PS. (2000)
Potent and selective indolomorphinan antagonists of the kappa-opioid receptor.
J Med Chem, 43 (14): 2759-69. [PMID:10893314]