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Volumn 7, Issue 3, 2015, Pages 243-256

Novel scaffolds for modulation of TRPV1 identified with pharmacophore modeling and virtual screening

Author keywords

[No Author keywords available]

Indexed keywords

MOLECULAR SCAFFOLD; VANILLOID RECEPTOR 1; VANILLOID RECEPTOR 1 ANTAGONIST; ANALGESIC AGENT; LIGAND; TRPV1 PROTEIN, HUMAN; VANILLOID RECEPTOR;

EID: 84926321690     PISSN: 17568919     EISSN: 17568927     Source Type: Journal    
DOI: 10.4155/fmc.14.168     Document Type: Article
Times cited : (15)

References (62)
  • 3
    • 0014128266 scopus 로고
    • Direct evidence for neurogenic inflammation and its prevention by denervation and by pretreatment with capsaicin
    • Jancso N, Jancso-Gabor A, Szolcsanyi J. Direct evidence for neurogenic inflammation and its prevention by denervation and by pretreatment with capsaicin. Br. J. Pharmacol. Chemother. 31(1), 138-151 (1967).
    • (1967) Br. J. Pharmacol. Chemother. , vol.31 , Issue.1 , pp. 138-151
    • Jancso, N.1    Jancso-Gabor, A.2    Szolcsanyi, J.3
  • 4
    • 77955970833 scopus 로고    scopus 로고
    • Targeting TRPV1 as an alternative approach to narcotic analgesics to treat chronic pain conditions
    • Premkumar LS. Targeting TRPV1 as an alternative approach to narcotic analgesics to treat chronic pain conditions. AAPS J. 12(3), 361-370 (2010).
    • (2010) AAPS J. , vol.12 , Issue.3 , pp. 361-370
    • Premkumar, L.S.1
  • 5
    • 34250201413 scopus 로고    scopus 로고
    • The potential of transient receptor potential vanilloid type 1 channel modulators for the treatment of pain
    • Westaway SM. The potential of transient receptor potential vanilloid type 1 channel modulators for the treatment of pain. J. Med. Chem. 50(11), 2589-2596 (2007).
    • (2007) J. Med. Chem. , vol.50 , Issue.11 , pp. 2589-2596
    • Westaway, S.M.1
  • 7
    • 0028021842 scopus 로고
    • The discovery of capsazepine, the first competitive antagonist of the sensory neuron excitants capsaicin and resiniferatoxin
    • Walpole CS, Bevan S, Bovermann G et al. The discovery of capsazepine, the first competitive antagonist of the sensory neuron excitants capsaicin and resiniferatoxin. J. Med. Chem. 37(13), 1942-1954 (1994).
    • (1994) J. Med. Chem. , vol.37 , Issue.13 , pp. 1942-1954
    • Walpole, C.S.1    Bevan, S.2    Bovermann, G.3
  • 8
    • 84867340601 scopus 로고    scopus 로고
    • 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent transient receptor potential vanilloid 1 (TRPV1) antagonists: Structure-activity relationships of 2-amino derivatives in the N-(6-trifluoromethylpyridin-3-ylmethyl) C-region
    • Kim MS, Ryu H, Kang DW et al. 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent transient receptor potential vanilloid 1 (TRPV1) antagonists: structure-activity relationships of 2-amino derivatives in the N-(6-trifluoromethylpyridin-3-ylmethyl) C-region. J. Med. Chem. 55(19), 8392-8408 (2012).
    • (2012) J. Med. Chem. , vol.55 , Issue.19 , pp. 8392-8408
    • Kim, M.S.1    Ryu, H.2    Kang, D.W.3
  • 9
    • 23644441908 scopus 로고    scopus 로고
    • Analysis of structure-activity relationships for the 'A-region' of N-(4-t-butylbenzyl)-N'-[4-(methylsulfonylamino)benzyl]thiourea analogues as TRPV1 antagonists
    • Lee J, Kang SU, Kil MJ et al. Analysis of structure-activity relationships for the 'A-region' of N-(4-t-butylbenzyl)-N'-[4-(methylsulfonylamino)benzyl]thiourea analogues as TRPV1 antagonists. Bioorg. Med. Chem. Lett. 15(18), 4136-4142 (2005).
    • (2005) Bioorg. Med. Chem. Lett. , vol.15 , Issue.18 , pp. 4136-4142
    • Lee, J.1    Kang, S.U.2    Kil, M.J.3
  • 10
    • 23644447370 scopus 로고    scopus 로고
    • Analysis of structure-activity relationships for the 'B-region' of N-(4-t-butylbenzyl)-N'-[4-(methylsulfonylamino)benzyl]-thiourea analogues as TRPV1 antagonists
    • Lee J, Jin MK, Kang SU et al. Analysis of structure-activity relationships for the 'B-region' of N-(4-t-butylbenzyl)-N'-[4-(methylsulfonylamino)benzyl]-thiourea analogues as TRPV1 antagonists. Bioorg. Med. Chem. Lett. 15(18), 4143-4150 (2005).
    • (2005) Bioorg. Med. Chem. Lett. , vol.15 , Issue.18 , pp. 4143-4150
    • Lee, J.1    Jin, M.K.2    Kang, S.U.3
  • 11
    • 22244474357 scopus 로고    scopus 로고
    • The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination
    • Appendino G, Daddario N, Minassi A, Moriello AS, De Petrocellis L, Di Marzo V. The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination. J. Med. Chem. 48(14), 4663-4669 (2005).
    • (2005) J. Med. Chem. , vol.48 , Issue.14 , pp. 4663-4669
    • Appendino, G.1    Daddario, N.2    Minassi, A.3    Moriello, A.S.4    De Petrocellis, L.5    Di Marzo, V.6
  • 12
    • 77951143988 scopus 로고    scopus 로고
    • Discovery of novel 6, 6-heterocycles as transient receptor potential vanilloid (TRPV1) antagonists
    • Blum CA, Caldwell T, Zheng X et al. Discovery of novel 6, 6-heterocycles as transient receptor potential vanilloid (TRPV1) antagonists. J. Med. Chem. 53(8), 3330-3348 (2010).
    • (2010) J. Med. Chem. , vol.53 , Issue.8 , pp. 3330-3348
    • Blum, C.A.1    Caldwell, T.2    Zheng, X.3
  • 13
    • 19944428963 scopus 로고    scopus 로고
    • Discovery of potent, orally available vanilloid receptor-1 antagonists. Structureactivity relationship of N-aryl cinnamides
    • Doherty EM, Fotsch C, Bo Y et al. Discovery of potent, orally available vanilloid receptor-1 antagonists. Structureactivity relationship of N-aryl cinnamides. J. Med. Chem. 48(1), 71-90 (2005).
    • (2005) J. Med. Chem. , vol.48 , Issue.1 , pp. 71-90
    • Doherty, E.M.1    Fotsch, C.2    Bo, Y.3
  • 14
    • 38749092213 scopus 로고    scopus 로고
    • Synthesis of benzamide derivatives as TRPV1 antagonists
    • Shishido Y, Jinno M, Ikeda T et al. Synthesis of benzamide derivatives as TRPV1 antagonists. Bioorg. Med. Chem. Lett. 18(3), 1072-1078 (2008).
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , Issue.3 , pp. 1072-1078
    • Shishido, Y.1    Jinno, M.2    Ikeda, T.3
  • 15
    • 2442543188 scopus 로고    scopus 로고
    • N-isoquinolin-5-yl-N'-aralkyl-urea and-amide antagonists of human vanilloid receptor 1
    • Jetter MC, Youngman MA, Mcnally JJ et al. N-isoquinolin-5-yl-N'-aralkyl-urea and-amide antagonists of human vanilloid receptor 1. Bioorg. Med. Chem. Lett. 14(12), 3053-3056 (2004).
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , Issue.12 , pp. 3053-3056
    • Jetter, M.C.1    Youngman, M.A.2    McNally, J.J.3
  • 17
  • 18
    • 33747375663 scopus 로고    scopus 로고
    • From arylureas to biarylamides to aminoquinazolines: Discovery of a novel, potent TRPV1 antagonist
    • Zheng X, Hodgetts KJ, Brielmann H et al. From arylureas to biarylamides to aminoquinazolines: discovery of a novel, potent TRPV1 antagonist. Bioorg. Med. Chem. Lett. 16(19), 5217-5221 (2006).
    • (2006) Bioorg. Med. Chem. Lett. , vol.16 , Issue.19 , pp. 5217-5221
    • Zheng, X.1    Hodgetts, K.J.2    Brielmann, H.3
  • 20
    • 71849103872 scopus 로고    scopus 로고
    • Synthesis and structural optimization of multiple H-bonding region of diarylalkyl (thio)amides as novel TRPV1 antagonists
    • Li FN, Kim NJ, Chang DJ et al. Synthesis and structural optimization of multiple H-bonding region of diarylalkyl (thio)amides as novel TRPV1 antagonists. Bioorg. Med. Chem. 17(24), 8149-8160 (2009).
    • (2009) Bioorg. Med. Chem. , vol.17 , Issue.24 , pp. 8149-8160
    • Li, F.N.1    Kim, N.J.2    Chang, D.J.3
  • 21
    • 48649096712 scopus 로고    scopus 로고
    • Aminoquinazolines as TRPV1 antagonists: Modulation of drug-like properties through the exploration of 2-position substitution
    • Blum CA, Zheng X, Brielmann H et al. Aminoquinazolines as TRPV1 antagonists: modulation of drug-like properties through the exploration of 2-position substitution. Bioorg. Med. Chem. Lett. 18(16), 4573-4577 (2008).
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , Issue.16 , pp. 4573-4577
    • Blum, C.A.1    Zheng, X.2    Brielmann, H.3
  • 22
    • 57749118683 scopus 로고    scopus 로고
    • Identification and synthesis of 2, 7-diamino-thiazolo[5, 4-d]pyrimidine derivatives as TRPV1 antagonists
    • Lebsack AD, Branstetter BJ, Hack MD et al. Identification and synthesis of 2, 7-diamino-thiazolo[5, 4-d]pyrimidine derivatives as TRPV1 antagonists. Bioorg. Med. Chem. Lett. 19(1), 40-46 (2009).
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , Issue.1 , pp. 40-46
    • Lebsack, A.D.1    Branstetter, B.J.2    Hack, M.D.3
  • 23
    • 35248876178 scopus 로고    scopus 로고
    • Heteroaryl betatetralin ureas as novel antagonists of human TRPV1
    • Jetter MC, Youngman MA, Mcnally JJ et al. Heteroaryl betatetralin ureas as novel antagonists of human TRPV1. Bioorg. Med. Chem. Lett. 17(22), 6160-6163 (2007).
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , Issue.22 , pp. 6160-6163
    • Jetter, M.C.1    Youngman, M.A.2    McNally, J.J.3
  • 24
    • 5144232587 scopus 로고    scopus 로고
    • Synthesis and evaluation of pyridazinylpiperazines as vanilloid receptor 1 antagonists
    • Tafesse L, Sun Q, Schmid L et al. Synthesis and evaluation of pyridazinylpiperazines as vanilloid receptor 1 antagonists. Bioorg. Med. Chem. Lett. 14(22), 5513-5519 (2004).
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , Issue.22 , pp. 5513-5519
    • Tafesse, L.1    Sun, Q.2    Schmid, L.3
  • 25
    • 26844506569 scopus 로고    scopus 로고
    • Synthesis and evaluation of thiazole carboxamides as vanilloid receptor 1 (TRPV1) antagonists
    • Xi N, Bo Y, Doherty EM et al. Synthesis and evaluation of thiazole carboxamides as vanilloid receptor 1 (TRPV1) antagonists. Bioorg. Med. Chem. Lett. 15(23), 5211-5217 (2005).
    • (2005) Bioorg. Med. Chem. Lett. , vol.15 , Issue.23 , pp. 5211-5217
    • Xi, N.1    Bo, Y.2    Doherty, E.M.3
  • 26
    • 77955426977 scopus 로고    scopus 로고
    • Pyrido[2, 3-b] pyrazines, discovery of TRPV1 antagonists with reduced potential for the formation of reactive metabolites
    • Hodgetts KJ, Blum CA, Caldwell T et al. Pyrido[2, 3-b] pyrazines, discovery of TRPV1 antagonists with reduced potential for the formation of reactive metabolites. Bioorg. Med. Chem. Lett. 20(15), 4359-4363 (2010).
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , Issue.15 , pp. 4359-4363
    • Hodgetts, K.J.1    Blum, C.A.2    Caldwell, T.3
  • 27
    • 65349151388 scopus 로고    scopus 로고
    • Design, synthesis, and biological evaluation of novel diarylalkyl amides as TRPV1 antagonists
    • Li FN, Kim NJ, Paek SM et al. Design, synthesis, and biological evaluation of novel diarylalkyl amides as TRPV1 antagonists. Bioorg. Med. Chem. 17(10), 3557-3567 (2009).
    • (2009) Bioorg. Med. Chem. , vol.17 , Issue.10 , pp. 3557-3567
    • Li, F.N.1    Kim, N.J.2    Paek, S.M.3
  • 28
    • 79951726098 scopus 로고    scopus 로고
    • Chroman and tetrahydroquinoline ureas as potent TRPV1 antagonists
    • Schmidt RG, Bayburt EK, Latshaw SP et al. Chroman and tetrahydroquinoline ureas as potent TRPV1 antagonists. Bioorg. Med. Chem. Lett. 21(5), 1338-1341 (2011).
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , Issue.5 , pp. 1338-1341
    • Schmidt, R.G.1    Bayburt, E.K.2    Latshaw, S.P.3
  • 29
    • 84877577945 scopus 로고    scopus 로고
    • Discovery of potent transient receptor potential vanilloid 1 antagonists: Design and synthesis of phenoxyacetamide derivatives
    • Takahashi E, Hirano N, Nagahara T et al. Discovery of potent transient receptor potential vanilloid 1 antagonists: design and synthesis of phenoxyacetamide derivatives. Bioorg. Med. Chem. Lett. 23(11), 3154-3156 (2013).
    • (2013) Bioorg. Med. Chem. Lett. , vol.23 , Issue.11 , pp. 3154-3156
    • Takahashi, E.1    Hirano, N.2    Nagahara, T.3
  • 30
    • 84900811725 scopus 로고    scopus 로고
    • Alpha-Methylated simplified resiniferatoxin (sRTX) thiourea analogues as potent and stereospecific TRPV1 antagonists
    • Kim HS, Jin MK, Kang SU et al. alpha-Methylated simplified resiniferatoxin (sRTX) thiourea analogues as potent and stereospecific TRPV1 antagonists. Bioorg. Med. Chem. Lett. 24(12), 2685-2688 (2014).
    • (2014) Bioorg. Med. Chem. Lett. , vol.24 , Issue.12 , pp. 2685-2688
    • Kim, H.S.1    Jin, M.K.2    Kang, S.U.3
  • 32
    • 13844320566 scopus 로고    scopus 로고
    • LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters
    • Wolber G, Langer T. LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters. J. Chem. Inf. Model 45(1), 160-169 (2005).
    • (2005) J. Chem. Inf. Model , vol.45 , Issue.1 , pp. 160-169
    • Wolber, G.1    Langer, T.2
  • 33
    • 2942549777 scopus 로고    scopus 로고
    • Analysis of structure-activity relationships with the N-(3-acyloxy-2-benzylpropyl)-N'-[4-(methylsulfonylamino)benzyl]thiourea template for vanilloid receptor 1 antagonism
    • Lee J, Kim SY, Lee J et al. Analysis of structure-activity relationships with the N-(3-acyloxy-2-benzylpropyl)-N'-[4-(methylsulfonylamino)benzyl]thiourea template for vanilloid receptor 1 antagonism. Bioorg. Med. Chem. 12(13), 3411-3420 (2004).
    • (2004) Bioorg. Med. Chem. , vol.12 , Issue.13 , pp. 3411-3420
    • Lee, J.1    Kim, S.Y.2    Lee, J.3
  • 34
    • 20144376596 scopus 로고    scopus 로고
    • Identification and biological evaluation of 4-(3-trifluoromethylpyridin-2-yl) piperazine-1-carboxylic acid (5-trifluoromethylpyridin-2-yl) amide, a high affinity TRPV1 (VR1) vanilloid receptor antagonist
    • Swanson DM, Dubin AE, Shah C et al. Identification and biological evaluation of 4-(3-trifluoromethylpyridin-2-yl) piperazine-1-carboxylic acid (5-trifluoromethylpyridin-2-yl) amide, a high affinity TRPV1 (VR1) vanilloid receptor antagonist. J. Med. Chem. 48(6), 1857-1872 (2005 ).
    • (2005) J. Med. Chem. , vol.48 , Issue.6 , pp. 1857-1872
    • Swanson, D.M.1    Dubin, A.E.2    Shah, C.3
  • 35
    • 48849099961 scopus 로고    scopus 로고
    • Discovery of piperidine carboxamide TRPV1 antagonists
    • Cheung WS, Calvo RR, Tounge BA et al. Discovery of piperidine carboxamide TRPV1 antagonists. Bioorg. Med. Chem. Lett. 18(16), 4569-4572 (2008).
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , Issue.16 , pp. 4569-4572
    • Cheung, W.S.1    Calvo, R.R.2    Tounge, B.A.3
  • 36
    • 84879491002 scopus 로고    scopus 로고
    • Design and synthesis of conformationally restricted capsaicin analogues based in the 1, 3, 4-thiadiazole heterocycle reveal a novel family of transient receptor potential vanilloid 1 (TRPV1) antagonists
    • Rebolledo CL, Sotelo-Hitschfeld P, Brauchi S, Olavarria MZ. Design and synthesis of conformationally restricted capsaicin analogues based in the 1, 3, 4-thiadiazole heterocycle reveal a novel family of transient receptor potential vanilloid 1 (TRPV1) antagonists. Eur. J. Med. Chem. 66, 193-203 (2013).
    • (2013) Eur. J. Med. Chem. , vol.66 , pp. 193-203
    • Rebolledo, C.L.1    Sotelo-Hitschfeld, P.2    Brauchi, S.3    Olavarria, M.Z.4
  • 37
    • 0036188284 scopus 로고    scopus 로고
    • 3-D-QSAR analysis of N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydrobenzazepine and tetrahydroisoquinoline and N-(3-acyloxy-2-benzylpropyl)-N'-(4-hydroxy-3-methoxybenzyl) thioureas analogues as potent vanilloid receptor ligands
    • Kim KH. 3-D-QSAR analysis of N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydrobenzazepine and tetrahydroisoquinoline and N-(3-acyloxy-2-benzylpropyl)-N'-(4-hydroxy-3-methoxybenzyl) thioureas analogues as potent vanilloid receptor ligands. Bioorg. Med. Chem. 10(5), 1367-1372 (2002).
    • (2002) Bioorg. Med. Chem. , vol.10 , Issue.5 , pp. 1367-1372
    • Kim, K.H.1
  • 38
    • 84883612741 scopus 로고    scopus 로고
    • 3D-QSAR analysis of TRPV1 inhibitors reveals a pharmacophore applicable to diverse scaffolds and clinical candidates
    • Kristam R, Parmar V, Viswanadhan VN. 3D-QSAR analysis of TRPV1 inhibitors reveals a pharmacophore applicable to diverse scaffolds and clinical candidates. J. Mol. Graph. Model. 45, 157-172 (2013).
    • (2013) J. Mol. Graph. Model. , vol.45 , pp. 157-172
    • Kristam, R.1    Parmar, V.2    Viswanadhan, V.N.3
  • 39
    • 37849014297 scopus 로고    scopus 로고
    • Stereospecific high-affinity TRPV1 antagonists: Chiral N-(2-benzyl-3-pivaloyloxypropyl) 2-[4-(methylsulfonylamino)phenyl]propionamide analogues
    • Ryu H, Jin MK, Kim SY et al. Stereospecific high-affinity TRPV1 antagonists: chiral N-(2-benzyl-3-pivaloyloxypropyl) 2-[4-(methylsulfonylamino)phenyl]propionamide analogues. J. Med. Chem. 51(1), 57-67 (2008).
    • (2008) J. Med. Chem. , vol.51 , Issue.1 , pp. 57-67
    • Ryu, H.1    Jin, M.K.2    Kim, S.Y.3
  • 40
    • 84855188641 scopus 로고    scopus 로고
    • N-4-t-Butylbenzyl 2-(4-methylsulfonylaminophenyl) propanamide TRPV1 antagonists: Structure-activity relationships in the A-region
    • Kim YS, Kil MJ, Kang SU et al. N-4-t-Butylbenzyl 2-(4-methylsulfonylaminophenyl) propanamide TRPV1 antagonists: structure-activity relationships in the A-region. Bioorg. Med. Chem. 20(1), 215-224 (2012).
    • (2012) Bioorg. Med. Chem. , vol.20 , Issue.1 , pp. 215-224
    • Kim, Y.S.1    Kil, M.J.2    Kang, S.U.3
  • 41
    • 84861186828 scopus 로고    scopus 로고
    • Structure-activity relationships and molecular modeling of the N-(3-pivaloyloxy-2-benzylpropyl)-N'-[4-(methylsulfonylamino) benzyl] thiourea template for TRPV1 antagonism
    • Bhondwe RS, Kang DW, Kim MS et al. Structure-activity relationships and molecular modeling of the N-(3-pivaloyloxy-2-benzylpropyl)-N'-[4-(methylsulfonylamino) benzyl] thiourea template for TRPV1 antagonism. Bioorg. Med. Chem. Lett. 22(11), 3656-3660 (2012).
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , Issue.11 , pp. 3656-3660
    • Bhondwe, R.S.1    Kang, D.W.2    Kim, M.S.3
  • 42
    • 84873842620 scopus 로고    scopus 로고
    • Heterocycle-linked phenylbenzyl amides as novel TRPV1 antagonists and their TRPV1 binding modes: Constraint-induced enhancement of in vitro and in vivo activities
    • Kim NJ, Li FN, Lee JH et al. Heterocycle-linked phenylbenzyl amides as novel TRPV1 antagonists and their TRPV1 binding modes: constraint-induced enhancement of in vitro and in vivo activities. Chem. Asian J. 8(2), 400-409 (2013).
    • (2013) Chem. Asian J. , vol.8 , Issue.2 , pp. 400-409
    • Kim, N.J.1    Li, F.N.2    Lee, J.H.3
  • 43
    • 75349108628 scopus 로고    scopus 로고
    • Contributions of different modes of TRPV1 activation to TRPV1 antagonist-induced hyperthermia
    • Garami A, Shimansky YP, Pakai E, Oliveira DL, Gavva NR, Romanovsky AA. Contributions of different modes of TRPV1 activation to TRPV1 antagonist-induced hyperthermia. J. Neurosci. 30(4), 1435-1440 (2010).
    • (2010) J. Neurosci. , vol.30 , Issue.4 , pp. 1435-1440
    • Garami, A.1    Shimansky, Y.P.2    Pakai, E.3    Oliveira, D.L.4    Gavva, N.R.5    Romanovsky, A.A.6
  • 44
    • 84862192766 scopus 로고    scopus 로고
    • ChEMBL: A large-scale bioactivity database for drug discovery
    • Gaulton A, Bellis LJ, Bento AP et al. ChEMBL: a large-scale bioactivity database for drug discovery. Nucleic Acids Res. 40, d1100-d1107 (2012).
    • (2012) Nucleic Acids Res. , vol.40 , pp. d1100-d1107
    • Gaulton, A.1    Bellis, L.J.2    Bento, A.P.3
  • 45
    • 84879764686 scopus 로고    scopus 로고
    • How far could we go with open data-a case study for TRPV1 antagonists
    • Tsareva DA, Ecker GF. How far could we go with open data-a case study for TRPV1 antagonists. Mol. Inform. 32(5-6), 555-562 (2013).
    • (2013) Mol. Inform. , vol.32 , Issue.5-6 , pp. 555-562
    • Tsareva, D.A.1    Ecker, G.F.2
  • 46
    • 77951986384 scopus 로고    scopus 로고
    • Conformer generation with OMEGA: Algorithm and validation using high quality structures from the Protein Databank and Cambridge Structural Database
    • Hawkins PC, Skillman AG, Warren GL, Ellingson BA, Stahl MT. Conformer generation with OMEGA: algorithm and validation using high quality structures from the Protein Databank and Cambridge Structural Database. J. Chem. Inf. Model. 50(4), 572-584 (2010).
    • (2010) J. Chem. Inf. Model. , vol.50 , Issue.4 , pp. 572-584
    • Hawkins, P.C.1    Skillman, A.G.2    Warren, G.L.3    Ellingson, B.A.4    Stahl, M.T.5
  • 47
    • 84864264343 scopus 로고    scopus 로고
    • Directory of useful decoys, enhanced (DUD-E): Better ligands and decoys for better benchmarking
    • Mysinger MM, Carchia M, Irwin JJ, Shoichet BK. Directory of useful decoys, enhanced (DUD-E): better ligands and decoys for better benchmarking. J. Med. Chem. 55(14), 6582-6594 (2012).
    • (2012) J. Med. Chem. , vol.55 , Issue.14 , pp. 6582-6594
    • Mysinger, M.M.1    Carchia, M.2    Irwin, J.J.3    Shoichet, B.K.4
  • 49
    • 0022911410 scopus 로고
    • Patch clamp measurements on Xenopus laevis oocytes: Currents through endogenous channels and implanted acetylcholine receptor and sodium channels
    • Methfessel C, Witzemann V, Takahashi T, Mishina M, Numa S, Sakmann B. Patch clamp measurements on Xenopus laevis oocytes: currents through endogenous channels and implanted acetylcholine receptor and sodium channels. Pflugers Arch. 407(6), 577-588 (1986).
    • (1986) Pflugers Arch. , vol.407 , Issue.6 , pp. 577-588
    • Methfessel, C.1    Witzemann, V.2    Takahashi, T.3    Mishina, M.4    Numa, S.5    Sakmann, B.6
  • 50
    • 33947599081 scopus 로고    scopus 로고
    • Efficient overlay of small organic molecules using 3D pharmacophores
    • Wolber G, Dornhofer AA, Langer T. Efficient overlay of small organic molecules using 3D pharmacophores. J. Comput. Aided Mol. Des. 20(12), 773-788 (2006).
    • (2006) J. Comput. Aided Mol. Des. , vol.20 , Issue.12 , pp. 773-788
    • Wolber, G.1    Dornhofer, A.A.2    Langer, T.3
  • 52
    • 78149284731 scopus 로고    scopus 로고
    • 1, 2-diaminoethane-substituted-6, 7, 8, 9-tetrahydro-5H-pyrimido[4, 5-d] azepines as TRPV1 antagonists with improved properties
    • Lebsack AD, Rech JC, Branstetter BJ et al. 1, 2-diaminoethane-substituted-6, 7, 8, 9-tetrahydro-5H-pyrimido[4, 5-d] azepines as TRPV1 antagonists with improved properties. Bioorg. Med. Chem. Lett. 20(23), 7142-7146 (2010).
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , Issue.23 , pp. 7142-7146
    • Lebsack, A.D.1    Rech, J.C.2    Branstetter, B.J.3
  • 53
    • 58549085376 scopus 로고    scopus 로고
    • Spiro-piperidine azetidinones as potent TRPV1 antagonists
    • Xiao D, Palani A, Aslanian R et al. Spiro-piperidine azetidinones as potent TRPV1 antagonists. Bioorg. Med. Chem. Lett. 19(3), 783-787 (2009).
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , Issue.3 , pp. 783-787
    • Xiao, D.1    Palani, A.2    Aslanian, R.3
  • 54
    • 53349166983 scopus 로고    scopus 로고
    • Design and synthesis of 6-phenylnicotinamide derivatives as antagonists of TRPV1
    • Westaway SM, Thompson M, Rami HK et al. Design and synthesis of 6-phenylnicotinamide derivatives as antagonists of TRPV1. Bioorg. Med. Chem. Lett. 18(20), 5609-5613 (2008).
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , Issue.20 , pp. 5609-5613
    • Westaway, S.M.1    Thompson, M.2    Rami, H.K.3
  • 55
    • 0037156355 scopus 로고    scopus 로고
    • Synthesis and in vitro evaluation of a novel iodinated resiniferatoxin derivative that is an agonist at the human vanilloid VR1 receptor
    • Mcdonnell ME, Zhang SP, Dubin AE, Dax SL. Synthesis and in vitro evaluation of a novel iodinated resiniferatoxin derivative that is an agonist at the human vanilloid VR1 receptor. Bioorg. Med. Chem. Lett. 12(8), 1189-1192 (2002).
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , Issue.8 , pp. 1189-1192
    • McDonnell, M.E.1    Zhang, S.P.2    Dubin, A.E.3    Dax, S.L.4
  • 56
    • 84889594608 scopus 로고    scopus 로고
    • TRPV1 structures in distinct conformations reveal activation mechanisms
    • Cao E, Liao M, Cheng Y, Julius D. TRPV1 structures in distinct conformations reveal activation mechanisms. Nature 504(7478), 113-118 (2013).
    • (2013) Nature , vol.504 , Issue.7478 , pp. 113-118
    • Cao, E.1    Liao, M.2    Cheng, Y.3    Julius, D.4
  • 58
    • 57549118558 scopus 로고    scopus 로고
    • The pharmacological challenge to tame the transient receptor potential vanilloid-1 (TRPV1) nocisensor
    • Holzer P. The pharmacological challenge to tame the transient receptor potential vanilloid-1 (TRPV1) nocisensor. Br. J. Pharmacol. 155(8), 1145-1162 (2008).
    • (2008) Br. J. Pharmacol. , vol.155 , Issue.8 , pp. 1145-1162
    • Holzer, P.1
  • 59
    • 84906074794 scopus 로고    scopus 로고
    • Structureactivity relationship studies and discovery of a potent transient receptor potential vanilloid (TRPV1) antagonist 4-[3-chloro-5-[(1S)-1 2-dihydroxyethyl]-2-pyridyl]-N-[5-(trifluoromethyl)-2-pyrid yl]-3 6-dihydro-2H-pyridine 1-carboxamide (V116517) as a clinical candidate for pain management
    • Tafesse L, Kanemasa T, Kurose N et al. Structureactivity relationship studies and discovery of a potent transient receptor potential vanilloid (TRPV1) antagonist 4-[3-chloro-5-[(1S)-1, 2-dihydroxyethyl]-2-pyridyl]-N-[5-(trifluoromethyl)-2-pyrid yl]-3, 6-dihydro-2H-pyridine 1-carboxamide (V116517) as a clinical candidate for pain management. J. Med. Chem. 57(15), 6781-6794 (2014).
    • (2014) J. Med. Chem. , vol.57 , Issue.15 , pp. 6781-6794
    • Tafesse, L.1    Kanemasa, T.2    Kurose, N.3
  • 60
    • 84907164364 scopus 로고    scopus 로고
    • Discovery of (R)-1-(7-chloro-2, 2-bis(fluoromethyl)chroman-4-yl)-3-(3-methylisoquinolin-5-yl)ur ea (A-1165442): A temperatureneutral transient receptor potential vanilloid-1 (TRPV1) antagonist with analgesic efficacy
    • Voight EA, Gomtsyan AR, Daanen JF et al. Discovery of (R)-1-(7-chloro-2, 2-bis(fluoromethyl)chroman-4-yl)-3-(3-methylisoquinolin-5-yl)ur ea (A-1165442): a temperatureneutral transient receptor potential vanilloid-1 (TRPV1) antagonist with analgesic efficacy. J. Med. Chem. 57(17), 7412-7424 (2014).
    • (2014) J. Med. Chem. , vol.57 , Issue.17 , pp. 7412-7424
    • Voight, E.A.1    Gomtsyan, A.R.2    Daanen, J.F.3


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