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Volumn 54, Issue 23, 2011, Pages 8174-8187

Erratum: Correction to Fragment-Based Discovery of Indole Inhibitors of Matrix Metalloproteinase-13 (Journal of Medicinal Chemistry (2011) 54 (8174-8187) DOI: 10.1021/jm201129m);Fragment-based discovery of indole inhibitors of matrix metalloproteinase-13

Author keywords

[No Author keywords available]

Indexed keywords

1H INDOLE 2,5 DICARBOXYLIC ACID 5 AMIDE 2 ETHYLAMIDE; 2 BUTYRYL 1H INDOLE 5 CARBOXYLIC ACID AMIDE; 4 ([[5 (1H INDOL 5 YL) 1 METHYL 1H PYRAZOLE 3 CARBONYL]AMINO]METHYL)BEZOIC ACID; 4 ([[5 (20 ETHOXYMETHYL 1H INDOL 5 YL) 1 METHYL 1H PYRAZOLE 3 CARBONYL]AMINO]METHYL)BEZOIC ACID; 5 (2 ETHOXYCARBONYL 1H INDEN 5 YL) 1 METHYL 1H PYRAZOLE 3 CARBOXYLIC ACID ETHYL ESTER; 5 (3 METHYL PYRIDIN 4 YL) 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 PHENYL 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 PYRIDIN 2 YL 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 PYRIDIN 3 YL 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 PYRIDIN 4 YL 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 [2 METHYL 5 [(6 OXO 1,6 DIHYDRO PYRIDIN 3 YLMETHYL)CARBAMOYL] 2H PYRAZOL 3 YL] 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 [2 METHYL 5 [(PYRIDIN 4 YLMETHYL) CARBAMOYL] 2H PYRAZOL 3 YL] 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 [5 (4 CARBOXY BENZYLCARBAMOYL) 2 METHYL 2H PYRAZOL 3 YL] 1H INDOLE 2 CARBOXYLIC; 5 [5 (4 CARBOXY BENZYLCARBAMOYL) 2 METHYL 2H PYRAZOL 3 YL] 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 [5 (4 CARBOXYMETHYL BENZYLCARBAMOYL) 2 METHYL 2H PYRAZOL 3 YL] 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; 5 [5 METHYL 2 [(PYRIDIN 4 YLMETHYL)CARBAMOYL]PYRIDIN 4 YL] 1H INDOLE 2 CARBOXYLIC ACID ETHYL ESTER; AMIDE; COLLAGENASE 3; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 82555187389     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/acs.jmedchem.5b00962     Document Type: Erratum
Times cited : (37)

References (39)
  • 1
    • 70349115652 scopus 로고    scopus 로고
    • From fragment screening to potent binders: Strategies for fragment-to-lead evolution
    • Eitner, K.; Koch, U. From fragment screening to potent binders: strategies for fragment-to-lead evolution Mini Rev. Med. Chem. 2009, 9, 956-961
    • (2009) Mini Rev. Med. Chem. , vol.9 , pp. 956-961
    • Eitner, K.1    Koch, U.2
  • 2
    • 70349425790 scopus 로고    scopus 로고
    • Recent progress in fragment-based lead discovery
    • Schulz, M. N.; Hubbard, R. E. Recent progress in fragment-based lead discovery Curr. Opin. Pharmacol. 2009, 9, 615-621
    • (2009) Curr. Opin. Pharmacol. , vol.9 , pp. 615-621
    • Schulz, M.N.1    Hubbard, R.E.2
  • 3
    • 70349482953 scopus 로고    scopus 로고
    • Novel trends in high-throughput screening
    • Mayr, L. M.; Bojanic, D. Novel trends in high-throughput screening Curr. Opin. Pharmacol. 2009, 9, 580-5888
    • (2009) Curr. Opin. Pharmacol. , vol.9 , pp. 580-5888
    • Mayr, L.M.1    Bojanic, D.2
  • 5
    • 0037256186 scopus 로고    scopus 로고
    • Design of small molecule libraries for NMR screening and other applications in drug discovery
    • Jacoby, E.; Davies, J.; Blommers, M. J. Design of small molecule libraries for NMR screening and other applications in drug discovery Curr. Top. Med. Chem. 2003, 3, 11-23
    • (2003) Curr. Top. Med. Chem. , vol.3 , pp. 11-23
    • Jacoby, E.1    Davies, J.2    Blommers, M.J.3
  • 6
    • 0029836953 scopus 로고    scopus 로고
    • Discovering high-affinity ligands for proteins: SAR by NMR
    • Shuker, S. B.; Hajduk, P. J.; Meadows, R. P.; Fesik, S. W. Discovering high-affinity ligands for proteins: SAR by NMR Science 1996, 274, 1531-1542
    • (1996) Science , vol.274 , pp. 1531-1542
    • Shuker, S.B.1    Hajduk, P.J.2    Meadows, R.P.3    Fesik, S.W.4
  • 8
    • 0033213957 scopus 로고    scopus 로고
    • The SHAPES strategy: An NMR-based approach for lead generation in drug discovery
    • Fejzo, J.; Lepre, C. A.; Peng, J. W.; Bemis, G. W.; Murcko, M. A.; Moore, J. M. The SHAPES strategy: An NMR-based approach for lead generation in drug discovery Chem. Biol. 1999, 6, 755-769
    • (1999) Chem. Biol. , vol.6 , pp. 755-769
    • Fejzo, J.1    Lepre, C.A.2    Peng, J.W.3    Bemis, G.W.4    Murcko, M.A.5    Moore, J.M.6
  • 11
    • 82555189049 scopus 로고    scopus 로고
    • Fragment Based Drug Discovery
    • Alex, A. A.; Flocco, M. M. Fragment Based Drug Discovery Drug Discovery Today 2009, 13-14, 668-675
    • (2009) Drug Discovery Today , vol.1314 , pp. 668-675
    • Alex, A.A.1    Flocco, M.M.2
  • 12
    • 82555177183 scopus 로고    scopus 로고
    • From fragment to clinical candidate-A historical perspective
    • Chessari, G.; Woodhead, A. J. From fragment to clinical candidate-A historical perspective Curr. Top. Med. Chem. 2007, 7, 1544-1567
    • (2007) Curr. Top. Med. Chem. , vol.7 , pp. 1544-1567
    • Chessari, G.1    Woodhead, A.J.2
  • 14
    • 70349506754 scopus 로고    scopus 로고
    • Extracellular proteases as targets for drug development
    • Cudic, M.; Fields, G. B. Extracellular proteases as targets for drug development Curr. Protein Pept. Sci. 2009, 4, 297-307
    • (2009) Curr. Protein Pept. Sci. , vol.4 , pp. 297-307
    • Cudic, M.1    Fields, G.B.2
  • 15
    • 47349084576 scopus 로고    scopus 로고
    • Progress in the development of matrix metalloproteinase inhibitors
    • Tu, G.; Xu, W.; Huang, H.; Li, S. Progress in the development of matrix metalloproteinase inhibitors Curr. Med. Chem. 2008, 15, 1388-1395
    • (2008) Curr. Med. Chem. , vol.15 , pp. 1388-1395
    • Tu, G.1    Xu, W.2    Huang, H.3    Li, S.4
  • 16
    • 33846120591 scopus 로고    scopus 로고
    • Matrix metalloproteinases as valid clinical targets
    • Fingleton, B. Matrix metalloproteinases as valid clinical targets Curr. Pharm. Des. 2007, 13, 333-346
    • (2007) Curr. Pharm. Des. , vol.13 , pp. 333-346
    • Fingleton, B.1
  • 17
    • 77956576575 scopus 로고    scopus 로고
    • Recent advances in the development of MMPIs and APNIs based on the pyrrolidine platforms
    • Li, X.; Li, J. Recent advances in the development of MMPIs and APNIs based on the pyrrolidine platforms Mini Rev. Med. Chem. 2010, 9, 794-805
    • (2010) Mini Rev. Med. Chem. , vol.9 , pp. 794-805
    • Li, X.1    Li, J.2
  • 20
    • 39049171041 scopus 로고    scopus 로고
    • Metalloproteases as potential therapeutic targets in arthritis treatment
    • references therein
    • Rowan, A. D.; Litherland, G. J.; Hui, W.; Milner, J. M. Metalloproteases as potential therapeutic targets in arthritis treatment Expert Opin. Ther. Targets 2008, 12, 1-18 and references therein.
    • (2008) Expert Opin. Ther. Targets , vol.12 , pp. 1-18
    • Rowan, A.D.1    Litherland, G.J.2    Hui, W.3    Milner, J.M.4
  • 21
    • 0036240838 scopus 로고    scopus 로고
    • Transcriptional regulation of collagenase (MMP-1, MMP-13) genes in arthritis: Integration of complex signaling pathways for the recruitment of gene-specific transcription factors
    • Vincenti, M. P.; Brinckerhoff, C. E. Transcriptional regulation of collagenase (MMP-1, MMP-13) genes in arthritis: Integration of complex signaling pathways for the recruitment of gene-specific transcription factors Arthritis Res. 2002, 4, 157-164
    • (2002) Arthritis Res. , vol.4 , pp. 157-164
    • Vincenti, M.P.1    Brinckerhoff, C.E.2
  • 22
    • 77149154385 scopus 로고    scopus 로고
    • Matrix metalloproteinases: Fold and function of their catalytic domains
    • Tallant, C.; Marrero, A.; Gomis-Rüth, F. X. Matrix metalloproteinases: Fold and function of their catalytic domains Biochim. Biophys. Acta 2010, 1, 20-28
    • (2010) Biochim. Biophys. Acta , vol.1 , pp. 20-28
    • Tallant, C.1    Marrero, A.2    Gomis-Rüth, F.X.3
  • 23
    • 77149131528 scopus 로고    scopus 로고
    • To bind zinc or not to bind zinc: An examination of innovative approaches to improved metalloproteinase inhibition
    • Jacobsen, J. A.; Major Jourden, J. L.; Miller, M. T.; Cohen, S. M. To bind zinc or not to bind zinc: an examination of innovative approaches to improved metalloproteinase inhibition Biochim. Biophys. Acta 2010, 1, 72-94
    • (2010) Biochim. Biophys. Acta , vol.1 , pp. 72-94
    • Jacobsen, J.A.1    Major Jourden, J.L.2    Miller, M.T.3    Cohen, S.M.4
  • 24
    • 34447269445 scopus 로고    scopus 로고
    • Matrix metalloproteinase inhibitors: New challenges in the era of post broad-spectrum inhibitors
    • Nuti, E.; Tuccinardi, T.; Rossello, A. Matrix metalloproteinase inhibitors: new challenges in the era of post broad-spectrum inhibitors Curr. Pharm. Des. 2007, 20, 2087-2100
    • (2007) Curr. Pharm. Des. , vol.20 , pp. 2087-2100
    • Nuti, E.1    Tuccinardi, T.2    Rossello, A.3
  • 26
    • 78149361406 scopus 로고    scopus 로고
    • Third generation of matrix metalloprotease inhibitors: Gain in selectivity by targeting the depth of the S1′ cavity
    • Devel, L.; Czarny, B.; Beau, F.; Georgiadis, D.; Stura, E.; Dive, V. Third generation of matrix metalloprotease inhibitors: Gain in selectivity by targeting the depth of the S1′ cavity Biochimie 2010, 11, 1501-1508
    • (2010) Biochimie , vol.11 , pp. 1501-1508
    • Devel, L.1    Czarny, B.2    Beau, F.3    Georgiadis, D.4    Stura, E.5    Dive, V.6
  • 30
    • 5744249740 scopus 로고    scopus 로고
    • The design, structure, and clinical update of small molecular weight matrix metalloproteinase inhibitors
    • Skiles, J. W.; Gonnella, N. C.; Jeng, A. Y. The design, structure, and clinical update of small molecular weight matrix metalloproteinase inhibitors Curr. Med. Chem. 2004, 11, 2911-2977
    • (2004) Curr. Med. Chem. , vol.11 , pp. 2911-2977
    • Skiles, J.W.1    Gonnella, N.C.2    Jeng, A.Y.3
  • 31
    • 14044274265 scopus 로고    scopus 로고
    • Recent developments in the design of specific Matrix Metalloproteinase inhibitors aided by structural and computational studies
    • Rao, B. G. Recent developments in the design of specific Matrix Metalloproteinase inhibitors aided by structural and computational studies Curr. Pharm. Des. 2005, 11, 295-322
    • (2005) Curr. Pharm. Des. , vol.11 , pp. 295-322
    • Rao, B.G.1
  • 32
    • 14144252595 scopus 로고    scopus 로고
    • Making a new turn in matrix metalloprotease inhibition
    • Wasserman, Z. R. Making a new turn in matrix metalloprotease inhibition Chem. Biol. 2005, 2, 143-144
    • (2005) Chem. Biol. , vol.2 , pp. 143-144
    • Wasserman, Z.R.1
  • 34
    • 82555177179 scopus 로고    scopus 로고
    • PCT Int. Appl. WO 2004041788
    • Klingler, O.; Kirsch, R.; Habermann, J.; Weithmann, K.-U.; Engel, C.; Pirard, B. Preparation of novel pyrimidine-4,6-dicarboxamides for the selective inhibition of collagenases. PCT Int. Appl. WO 2004041788, 2004. The crystal structure of the selective dicarboxamide pyrimidine MMP-13 inhibitor in complex with MMP-13 revealed a distinctive hydrogen-bonding network in the catalytic site. A structure-based virtual screening query was devised requiring hydrogen bonding to T245, T247, A238, and either to water 7 found in the cocrystal structure (PDB ID: 1XUD) or directly to M253. In addition, reaching either the S1′ or the S1′* pocket was required. Our internal compound collection was virtually screening against MMP-13 using Glide docking with constraints as described above yielding a hit set of approximately 15000 compounds. After clustering, visual inspection, and discarding structurally obvious analogues of known MMP-13 inhibitors, we chose 100 compounds to be tested for MMP-13 inhibition in a molecular assay.
    • (2004) Preparation of Novel pyrimidine-4,6-dicarboxamides for the Selective Inhibition of Collagenases
    • Klingler, O.1    Kirsch, R.2    Habermann, J.3    Weithmann, K.-U.4    Engel, C.5    Pirard, B.6
  • 35
    • 0031569368 scopus 로고    scopus 로고
    • Serendipity meets precision: The integration of structure-based drug design and combinatorial chemistry for efficient drug discovery
    • Salemme, F. R.; Spurlino, J.; Bone, R. Serendipity meets precision: the integration of structure-based drug design and combinatorial chemistry for efficient drug discovery Structure 1997, 3, 319-324
    • (1997) Structure , vol.3 , pp. 319-324
    • Salemme, F.R.1    Spurlino, J.2    Bone, R.3


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