data_0C2
# 
_chem_comp.id                                    0C2 
_chem_comp.name                                  "(3S)-6-(2,5-difluorobenzyl)-3-methyl-N-(methylsulfonyl)-8-(2-oxo-1,2-dihydropyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H21 F2 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-11-29 
_chem_comp.pdbx_modified_date                    2012-01-20 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        513.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0C2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3UPI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
0C2 C1  C1  C 0 1 Y N N 25.792 41.273 47.340 2.998  2.760  1.100  C1  0C2 1  
0C2 C2  C2  C 0 1 Y N N 25.866 41.575 45.975 1.645  2.535  1.234  C2  0C2 2  
0C2 C3  C3  C 0 1 Y N N 29.666 44.650 42.470 -2.815 3.757  -1.965 C3  0C2 3  
0C2 C4  C4  C 0 1 Y N N 29.177 43.712 41.560 -2.221 4.416  -0.905 C4  0C2 4  
0C2 C5  C5  C 0 1 Y N N 27.663 44.377 43.810 -2.451 1.658  -0.866 C5  0C2 5  
0C2 C6  C6  C 0 1 Y N N 24.486 43.604 46.366 1.978  0.250  0.520  C6  0C2 6  
0C2 C7  C7  C 0 1 Y N N 23.946 44.651 45.575 1.139  -0.933 0.296  C7  0C2 7  
0C2 C8  C8  C 0 1 Y N N 25.105 42.132 48.193 3.845  1.748  0.683  C8  0C2 8  
0C2 C9  C9  C 0 1 Y N N 27.153 43.425 42.906 -1.863 2.316  0.197  C9  0C2 9  
0C2 C10 C10 C 0 1 Y N N 25.205 42.737 45.515 1.119  1.277  0.943  C10 0C2 10 
0C2 C11 C11 C 0 1 Y N N 24.465 43.271 47.724 3.360  0.484  0.399  C11 0C2 11 
0C2 C12 C12 C 0 1 Y N N 28.900 44.975 43.585 -2.933 2.378  -1.945 C12 0C2 12 
0C2 C13 C13 C 0 1 Y N N 27.934 43.109 41.784 -1.745 3.695  0.177  C13 0C2 13 
0C2 C14 C14 C 0 1 Y N N 24.378 44.439 44.267 -0.161 -0.553 0.592  C14 0C2 14 
0C2 C15 C15 C 0 1 N N N 22.610 47.706 47.404 2.386  -4.482 0.317  C15 0C2 15 
0C2 C16 C16 C 0 1 N N N 23.455 46.600 47.011 1.965  -3.232 0.776  C16 0C2 16 
0C2 C17 C17 C 0 1 N N N 21.468 47.942 46.742 2.432  -4.739 -1.013 C17 0C2 17 
0C2 C18 C18 C 0 1 N N N 23.129 45.768 45.997 1.590  -2.266 -0.150 C18 0C2 18 
0C2 C19 C19 C 0 1 N N N 21.815 46.040 45.267 1.648  -2.582 -1.532 C19 0C2 19 
0C2 C20 C20 C 0 1 N N N 24.149 45.283 43.113 -1.339 -1.418 0.516  C20 0C2 20 
0C2 C21 C21 C 0 1 N N N 24.095 43.303 49.928 5.504  0.411  -0.377 C21 0C2 21 
0C2 C22 C22 C 0 1 N N S 24.919 42.037 49.659 5.341  1.716  0.437  C22 0C2 22 
0C2 C23 C23 C 0 1 N N N 24.161 40.798 50.086 5.787  2.930  -0.381 C23 0C2 23 
0C2 C24 C24 C 0 1 N N N 26.120 45.583 40.186 -3.664 -2.860 2.238  C24 0C2 24 
0C2 C25 C25 C 0 1 N N N 25.818 42.741 43.090 -1.350 1.533  1.378  C25 0C2 25 
0C2 N1  N1  N 0 1 Y N N 25.130 43.278 44.259 -0.161 0.774  0.982  N1  0C2 26 
0C2 N2  N2  N 0 1 N N N 21.082 47.136 45.708 2.068  -3.800 -1.923 N2  0C2 27 
0C2 N3  N3  N 0 1 N N N 24.453 44.619 41.912 -2.571 -0.893 0.668  N3  0C2 28 
0C2 O1  O1  O 0 1 N N N 21.426 45.323 44.338 1.325  -1.751 -2.364 O1  0C2 29 
0C2 O2  O2  O 0 1 N N N 24.026 46.497 43.168 -1.206 -2.611 0.314  O2  0C2 30 
0C2 O3  O3  O 0 1 N N N 23.996 44.277 39.434 -3.759 -2.714 -0.425 O3  0C2 31 
0C2 O4  O4  O 0 1 N N N 23.762 46.603 40.453 -4.994 -1.000 0.863  O4  0C2 32 
0C2 O5  O5  O 0 1 N N N 23.842 44.016 48.709 4.362  -0.361 0.034  O5  0C2 33 
0C2 F1  F1  F 0 1 N N N 29.348 45.872 44.465 -3.519 1.736  -2.979 F1  0C2 34 
0C2 F2  F2  F 0 1 N N N 27.476 42.233 40.889 -1.164 4.339  1.214  F2  0C2 35 
0C2 S1  S1  S 0 1 N N N 24.379 45.295 40.381 -3.893 -1.888 0.724  S1  0C2 36 
0C2 H1  H1  H 0 1 N N N 26.263 40.382 47.728 3.401  3.737  1.319  H1  0C2 37 
0C2 H2  H2  H 0 1 N N N 26.412 40.939 45.294 0.993  3.331  1.562  H2  0C2 38 
0C2 H3  H3  H 0 1 N N N 30.626 45.118 42.311 -3.191 4.320  -2.807 H3  0C2 39 
0C2 H4  H4  H 0 1 N N N 29.756 43.452 40.686 -2.129 5.491  -0.920 H4  0C2 40 
0C2 H5  H5  H 0 1 N N N 27.090 44.645 44.685 -2.543 0.582  -0.850 H5  0C2 41 
0C2 H6  H6  H 0 1 N N N 22.898 48.341 48.229 2.681  -5.244 1.023  H6  0C2 42 
0C2 H7  H7  H 0 1 N N N 24.378 46.433 47.546 1.930  -3.019 1.834  H7  0C2 43 
0C2 H8  H8  H 0 1 N N N 20.847 48.778 47.029 2.764  -5.708 -1.355 H8  0C2 44 
0C2 H10 H10 H 0 1 N N N 24.651 43.955 50.618 5.468  0.616  -1.447 H10 0C2 45 
0C2 H11 H11 H 0 1 N N N 23.136 43.018 50.385 6.431  -0.096 -0.113 H11 0C2 46 
0C2 H12 H12 H 0 1 N N N 25.885 42.095 50.182 5.889  1.659  1.378  H12 0C2 47 
0C2 H13 H13 H 0 1 N N N 24.058 40.790 51.181 5.541  3.843  0.161  H13 0C2 48 
0C2 H14 H14 H 0 1 N N N 23.163 40.802 49.624 6.864  2.883  -0.543 H14 0C2 49 
0C2 H15 H15 H 0 1 N N N 24.711 39.902 49.762 5.275  2.929  -1.342 H15 0C2 50 
0C2 H16 H16 H 0 1 N N N 26.446 46.357 40.896 -2.734 -3.424 2.171  H16 0C2 51 
0C2 H17 H17 H 0 1 N N N 26.670 44.651 40.382 -3.622 -2.191 3.097  H17 0C2 52 
0C2 H18 H18 H 0 1 N N N 26.323 45.919 39.159 -4.500 -3.551 2.356  H18 0C2 53 
0C2 H19 H19 H 0 1 N N N 25.199 42.908 42.196 -1.091 2.219  2.184  H19 0C2 54 
0C2 H20 H20 H 0 1 N N N 25.979 41.662 43.228 -2.123 0.844  1.721  H20 0C2 55 
0C2 H21 H21 H 0 1 N N N 24.737 43.662 41.977 -2.683 0.068  0.745  H21 0C2 56 
0C2 H9  H9  H 0 1 N N N 20.223 47.347 45.242 2.106  -4.012 -2.869 H9  0C2 57 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
0C2 O3  S1  DOUB N N 1  
0C2 C24 S1  SING N N 2  
0C2 S1  O4  DOUB N N 3  
0C2 S1  N3  SING N N 4  
0C2 F2  C13 SING N N 5  
0C2 C4  C13 DOUB Y N 6  
0C2 C4  C3  SING Y N 7  
0C2 C13 C9  SING Y N 8  
0C2 N3  C20 SING N N 9  
0C2 C3  C12 DOUB Y N 10 
0C2 C9  C25 SING N N 11 
0C2 C9  C5  DOUB Y N 12 
0C2 C25 N1  SING N N 13 
0C2 C20 O2  DOUB N N 14 
0C2 C20 C14 SING N N 15 
0C2 C12 C5  SING Y N 16 
0C2 C12 F1  SING N N 17 
0C2 N1  C14 SING Y N 18 
0C2 N1  C10 SING Y N 19 
0C2 C14 C7  DOUB Y N 20 
0C2 O1  C19 DOUB N N 21 
0C2 C19 N2  SING N N 22 
0C2 C19 C18 SING N N 23 
0C2 C10 C2  DOUB Y N 24 
0C2 C10 C6  SING Y N 25 
0C2 C7  C18 SING N N 26 
0C2 C7  C6  SING Y N 27 
0C2 N2  C17 SING N N 28 
0C2 C2  C1  SING Y N 29 
0C2 C18 C16 DOUB N N 30 
0C2 C6  C11 DOUB Y N 31 
0C2 C17 C15 DOUB N N 32 
0C2 C16 C15 SING N N 33 
0C2 C1  C8  DOUB Y N 34 
0C2 C11 C8  SING Y N 35 
0C2 C11 O5  SING N N 36 
0C2 C8  C22 SING N N 37 
0C2 O5  C21 SING N N 38 
0C2 C22 C21 SING N N 39 
0C2 C22 C23 SING N N 40 
0C2 C1  H1  SING N N 41 
0C2 C2  H2  SING N N 42 
0C2 C3  H3  SING N N 43 
0C2 C4  H4  SING N N 44 
0C2 C5  H5  SING N N 45 
0C2 C15 H6  SING N N 46 
0C2 C16 H7  SING N N 47 
0C2 C17 H8  SING N N 48 
0C2 C21 H10 SING N N 49 
0C2 C21 H11 SING N N 50 
0C2 C22 H12 SING N N 51 
0C2 C23 H13 SING N N 52 
0C2 C23 H14 SING N N 53 
0C2 C23 H15 SING N N 54 
0C2 C24 H16 SING N N 55 
0C2 C24 H17 SING N N 56 
0C2 C24 H18 SING N N 57 
0C2 C25 H19 SING N N 58 
0C2 C25 H20 SING N N 59 
0C2 N3  H21 SING N N 60 
0C2 N2  H9  SING N N 61 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
0C2 SMILES           ACDLabs              12.01 "O=S(=O)(NC(=O)c1n(c4c(c1C2=CC=CNC2=O)c3OCC(c3cc4)C)Cc5cc(F)ccc5F)C"                                                                                                                              
0C2 InChI            InChI                1.03  "InChI=1S/C25H21F2N3O5S/c1-13-12-35-23-16(13)6-8-19-21(23)20(17-4-3-9-28-24(17)31)22(25(32)29-36(2,33)34)30(19)11-14-10-15(26)5-7-18(14)27/h3-10,13H,11-12H2,1-2H3,(H,28,31)(H,29,32)/t13-/m1/s1" 
0C2 InChIKey         InChI                1.03  LVGCEDOTDJKOGS-CYBMUJFWSA-N                                                                                                                                                                       
0C2 SMILES_CANONICAL CACTVS               3.370 "C[C@@H]1COc2c1ccc3n(Cc4cc(F)ccc4F)c(C(=O)N[S](C)(=O)=O)c(C5=CC=CNC5=O)c23"                                                                                                                       
0C2 SMILES           CACTVS               3.370 "C[CH]1COc2c1ccc3n(Cc4cc(F)ccc4F)c(C(=O)N[S](C)(=O)=O)c(C5=CC=CNC5=O)c23"                                                                                                                         
0C2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1COc2c1ccc3c2c(c(n3Cc4cc(ccc4F)F)C(=O)NS(=O)(=O)C)C5=CC=CNC5=O"                                                                                                                           
0C2 SMILES           "OpenEye OEToolkits" 1.7.6 "CC1COc2c1ccc3c2c(c(n3Cc4cc(ccc4F)F)C(=O)NS(=O)(=O)C)C5=CC=CNC5=O"                                                                                                                                
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
0C2 "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-6-(2,5-difluorobenzyl)-3-methyl-N-(methylsulfonyl)-8-(2-oxo-1,2-dihydropyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide"           
0C2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S)-6-[[2,5-bis(fluoranyl)phenyl]methyl]-3-methyl-N-methylsulfonyl-8-(2-oxidanylidene-1H-pyridin-3-yl)-2,3-dihydrofuro[2,3-e]indole-7-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
0C2 "Create component" 2011-11-29 RCSB 
# 
