NFP   Click here for help

GtoPdb Ligand ID: 10185

Synonyms: compound 1 [PMID: 30608693]
Compound class: Synthetic organic
Comment: NFP is a μ/κ opioid receptor dual selective antagonist. It is able to cross the blood-brain barrier so acts both centrally and peripherally [1]. In vivo evidence suggests NFP as a lead compound in the search for new agents to treat opioid abuse and addiction.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 94.92
Molecular weight 465.21
XLogP 1.41
No. Lipinski's rules broken 0
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Canonical SMILES Oc1ccc2c3c1OC1C43CCN(C(C2)C4(O)CCC1NC(=O)c1ccncc1F)CC1CC1
Isomeric SMILES Oc1ccc2c3c1O[C@@H]1C43CCN([C@H](C2)[C@]4(O)CC[C@H]1NC(=O)c1ccncc1F)CC1CC1
InChI InChI=1S/C26H28FN3O4/c27-17-12-28-9-6-16(17)24(32)29-18-5-7-26(33)20-11-15-3-4-19(31)22-21(15)25(26,23(18)34-22)8-10-30(20)13-14-1-2-14/h3-4,6,9,12,14,18,20,23,31,33H,1-2,5,7-8,10-11,13H2,(H,29,32)/t18-,20-,23+,25?,26-/m1/s1
1. Zheng Y, Obeng S, Wang H, Jali AM, Peddibhotla B, Williams DA, Zou C, Stevens DL, Dewey WL, Akbarali HI et al.. (2019)
Design, Synthesis, and Biological Evaluation of the Third Generation 17-Cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-[(4'-pyridyl)carboxamido]morphinan (NAP) Derivatives as μ/κ Opioid Receptor Dual Selective Ligands.
J Med Chem, 62 (2): 561-574. [PMID:30608693]