data_ME4
# 
_chem_comp.id                                    ME4 
_chem_comp.name                                  "3-CHLORO-N-((1R,2S) -2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO)CYCLOHEXYL)-1H-INDOLE-6-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H25 Cl N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-10 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        488.965 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ME4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ME4 C1   C1   C  0 1 N N N 5.004  44.307 61.204 -1.299 -0.051 2.566  C1   ME4 1  
ME4 C2   C2   C  0 1 N N N 3.561  44.401 60.655 -1.839 -0.162 1.131  C2   ME4 2  
ME4 C3   C3   C  0 1 N N N 2.688  43.334 61.324 -0.813 -0.721 0.144  C3   ME4 3  
ME4 C8   C8   C  0 1 N N N 7.299  45.336 63.116 -0.905 -1.518 5.510  C8   ME4 4  
ME4 C10  C10  C  0 1 Y N N 8.578  44.990 63.774 -0.185 -1.368 6.801  C10  ME4 5  
ME4 C11  C11  C  0 1 Y N N 8.555  44.320 65.086 1.176  -1.615 6.824  C11  ME4 6  
ME4 C12  C12  C  0 1 Y N N 9.816  43.946 65.713 1.816  -1.463 8.059  C12  ME4 7  
ME4 C13  C13  C  0 1 Y N N 11.095 44.248 65.012 1.136  -1.082 9.218  C13  ME4 8  
ME4 C14  C14  C  0 1 N N N 12.164 43.757 65.880 2.097  -1.030 10.267 C14  ME4 9  
ME4 C15  C15  C  0 1 N N N 11.477 43.226 66.984 3.318  -1.374 9.734  C15  ME4 10 
ME4 C19  C19  C  0 1 Y N N 9.849  45.289 63.083 -0.904 -0.991 7.915  C19  ME4 11 
ME4 C21  C21  C  0 1 N N N 6.845  42.841 60.485 -0.712 2.357  2.898  C21  ME4 12 
ME4 C24  C24  C  0 1 Y N N 7.058  40.319 60.175 0.096  4.670  2.601  C24  ME4 13 
ME4 C27  C27  C  0 1 Y N N 8.394  40.868 57.603 2.688  3.887  3.273  C27  ME4 14 
ME4 N29  N29  N  0 1 N N N 8.606  38.437 57.186 3.493  6.196  2.973  N29  ME4 15 
ME4 C30  C30  C  0 1 N N N 9.766  37.717 57.469 3.227  7.533  3.279  C30  ME4 16 
ME4 C31  C31  C  0 1 N N N 10.254 36.849 56.423 4.181  8.469  3.318  C31  ME4 17 
ME4 C32  C32  C  0 1 N N N 9.582  36.667 55.157 5.542  8.117  3.048  C32  ME4 18 
ME4 C33  C33  C  0 1 N N N 8.375  37.375 54.864 5.870  6.860  2.743  C33  ME4 19 
ME4 C34  C34  C  0 1 N N N 7.889  38.330 55.912 4.818  5.799  2.656  C34  ME4 20 
ME4 C4   C4   C  0 1 N N N 2.689  43.478 62.846 -0.239 -2.051 0.621  C4   ME4 21 
ME4 C5   C5   C  0 1 N N N 4.106  43.414 63.415 0.327  -1.959 2.037  C5   ME4 22 
ME4 C6   C6   C  0 1 N N N 4.992  44.497 62.744 -0.715 -1.408 3.022  C6   ME4 23 
ME4 N7   N7   N  0 1 N N N 6.313  44.441 63.359 -0.145 -1.320 4.369  N7   ME4 24 
ME4 O9   O9   O  0 1 N N N 7.139  46.331 62.402 -2.105 -1.781 5.520  O9   ME4 25 
ME4 N16  N16  N  0 1 N N N 10.121 43.334 66.897 3.138  -1.633 8.402  N16  ME4 26 
ME4 CL17 CL17 CL 0 0 N N N 13.911 43.701 65.704 1.779  -0.616 11.885 CL17 ME4 27 
ME4 C18  C18  C  0 1 Y N N 11.110 44.909 63.716 -0.250 -0.842 9.143  C18  ME4 28 
ME4 N20  N20  N  0 1 N N N 5.528  43.002 60.757 -0.332 1.048  2.644  N20  ME4 29 
ME4 O22  O22  O  0 1 N N N 7.704  43.626 60.881 -1.868 2.729  3.081  O22  ME4 30 
ME4 C23  C23  C  0 1 Y N N 7.246  41.684 59.679 0.385  3.359  2.920  C23  ME4 31 
ME4 C25  C25  C  0 1 Y N N 7.543  39.199 59.371 1.126  5.610  2.619  C25  ME4 32 
ME4 C26  C26  C  0 1 Y N N 8.210  39.476 58.071 2.422  5.219  2.955  C26  ME4 33 
ME4 C28  C28  C  0 1 Y N N 7.909  41.978 58.408 1.658  2.946  3.255  C28  ME4 34 
ME4 O35  O35  O  0 1 N N N 6.911  39.036 55.650 5.183  4.686  2.277  O35  ME4 35 
ME4 H1   H1   H  0 1 N N N 5.666  45.100 60.826 -2.114 0.240  3.238  H1   ME4 36 
ME4 H21  1H2  H  0 1 N N N 3.151  45.398 60.872 -2.182 0.819  0.779  H21  ME4 37 
ME4 H22  2H2  H  0 1 N N N 3.572  44.236 59.567 -2.717 -0.821 1.135  H22  ME4 38 
ME4 H31A 1H3  H  0 0 N N N 1.656  43.442 60.959 0.001  0.001  0.012  H31A ME4 39 
ME4 H32A 2H3  H  0 0 N N N 3.098  42.345 61.071 -1.282 -0.853 -0.837 H32A ME4 40 
ME4 H11  H11  H  0 1 N N N 7.616  44.109 65.576 1.732  -1.912 5.940  H11  ME4 41 
ME4 H15  H15  H  0 1 N N N 11.978 42.773 67.826 4.299  -1.457 10.181 H15  ME4 42 
ME4 H19  H19  H  0 1 N N N 9.846  45.782 62.122 -1.974 -0.804 7.862  H19  ME4 43 
ME4 H24  H24  H  0 1 N N N 6.568  40.143 61.121 -0.910 4.987  2.337  H24  ME4 44 
ME4 H27  H27  H  0 1 N N N 8.889  41.060 56.662 3.694  3.569  3.536  H27  ME4 45 
ME4 H30  H30  H  0 1 N N N 10.272 37.804 58.419 2.192  7.778  3.491  H30  ME4 46 
ME4 H31  H31  H  0 1 N N N 11.171 36.306 56.597 3.946  9.499  3.560  H31  ME4 47 
ME4 H32  H32  H  0 1 N N N 9.996  35.989 54.425 6.297  8.894  3.104  H32  ME4 48 
ME4 H33  H33  H  0 1 N N N 7.841  37.229 53.936 6.895  6.577  2.533  H33  ME4 49 
ME4 H41  1H4  H  0 1 N N N 2.245  44.449 63.110 -1.026 -2.815 0.595  H41  ME4 50 
ME4 H42  2H4  H  0 1 N N N 2.107  42.647 63.272 0.547  -2.381 -0.068 H42  ME4 51 
ME4 H51  1H5  H  0 1 N N N 4.072  43.592 64.500 0.662  -2.952 2.363  H51  ME4 52 
ME4 H52  2H5  H  0 1 N N N 4.533  42.420 63.215 1.218  -1.318 2.035  H52  ME4 53 
ME4 H6   H6   H  0 1 N N N 4.589  45.507 62.907 -1.536 -2.132 3.101  H6   ME4 54 
ME4 HN7  HN7  H  0 1 N N N 6.502  43.696 63.999 0.828  -1.044 4.440  HN7  ME4 55 
ME4 HN16 HN16 H  0 0 N N N 9.463  43.020 67.581 3.870  -1.909 7.762  HN16 ME4 56 
ME4 H18  H18  H  0 1 N N N 12.049 45.118 63.224 -0.815 -0.544 10.022 H18  ME4 57 
ME4 HN20 HN20 H  0 0 N N N 4.904  42.228 60.654 0.638  0.827  2.441  HN20 ME4 58 
ME4 H25  H25  H  0 1 N N N 7.419  38.183 59.716 0.907  6.645  2.370  H25  ME4 59 
ME4 H28  H28  H  0 1 N N N 8.035  42.998 58.075 1.877  1.911  3.504  H28  ME4 60 
# 
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 
ME4 C1  C2   SING N N 1  
ME4 C1  N20  SING N N 2  
ME4 C1  C6   SING N N 3  
ME4 C1  H1   SING N N 4  
ME4 C2  C3   SING N N 5  
ME4 C2  H21  SING N N 6  
ME4 C2  H22  SING N N 7  
ME4 C3  C4   SING N N 8  
ME4 C3  H31A SING N N 9  
ME4 C3  H32A SING N N 10 
ME4 C8  O9   DOUB N N 11 
ME4 C8  N7   SING N N 12 
ME4 C8  C10  SING N N 13 
ME4 C10 C19  SING Y N 14 
ME4 C10 C11  DOUB Y N 15 
ME4 C11 C12  SING Y N 16 
ME4 C11 H11  SING N N 17 
ME4 C12 C13  DOUB Y N 18 
ME4 C12 N16  SING N N 19 
ME4 C13 C18  SING Y N 20 
ME4 C13 C14  SING N N 21 
ME4 C14 CL17 SING N N 22 
ME4 C14 C15  DOUB N N 23 
ME4 C15 N16  SING N N 24 
ME4 C15 H15  SING N N 25 
ME4 C19 C18  DOUB Y N 26 
ME4 C19 H19  SING N N 27 
ME4 C21 C23  SING N N 28 
ME4 C21 N20  SING N N 29 
ME4 C21 O22  DOUB N N 30 
ME4 C24 C25  DOUB Y N 31 
ME4 C24 C23  SING Y N 32 
ME4 C24 H24  SING N N 33 
ME4 C27 C26  DOUB Y N 34 
ME4 C27 C28  SING Y N 35 
ME4 C27 H27  SING N N 36 
ME4 N29 C34  SING N N 37 
ME4 N29 C30  SING N N 38 
ME4 N29 C26  SING N N 39 
ME4 C30 C31  DOUB N N 40 
ME4 C30 H30  SING N N 41 
ME4 C31 C32  SING N N 42 
ME4 C31 H31  SING N N 43 
ME4 C32 C33  DOUB N N 44 
ME4 C32 H32  SING N N 45 
ME4 C33 C34  SING N N 46 
ME4 C33 H33  SING N N 47 
ME4 C34 O35  DOUB N N 48 
ME4 C4  C5   SING N N 49 
ME4 C4  H41  SING N N 50 
ME4 C4  H42  SING N N 51 
ME4 C5  C6   SING N N 52 
ME4 C5  H51  SING N N 53 
ME4 C5  H52  SING N N 54 
ME4 C6  N7   SING N N 55 
ME4 C6  H6   SING N N 56 
ME4 N7  HN7  SING N N 57 
ME4 N16 HN16 SING N N 58 
ME4 C18 H18  SING N N 59 
ME4 N20 HN20 SING N N 60 
ME4 C23 C28  DOUB Y N 61 
ME4 C25 C26  SING Y N 62 
ME4 C25 H25  SING N N 63 
ME4 C28 H28  SING N N 64 
# 
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 
ME4 SMILES           ACDLabs              10.04 "O=C1C=CC=CN1c2ccc(cc2)C(=O)NC5CCCCC5NC(=O)c3ccc4c(c3)ncc4Cl"                                                                                                                                           
ME4 SMILES_CANONICAL CACTVS               3.341 "Clc1c[nH]c2cc(ccc12)C(=O)N[C@@H]3CCCC[C@@H]3NC(=O)c4ccc(cc4)N5C=CC=CC5=O"                                                                                                                              
ME4 SMILES           CACTVS               3.341 "Clc1c[nH]c2cc(ccc12)C(=O)N[CH]3CCCC[CH]3NC(=O)c4ccc(cc4)N5C=CC=CC5=O"                                                                                                                                  
ME4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@H]2CCCC[C@H]2NC(=O)c3ccc4c(c3)[nH]cc4Cl)N5C=CC=CC5=O"                                                                                                                                
ME4 SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC2CCCCC2NC(=O)c3ccc4c(c3)[nH]cc4Cl)N5C=CC=CC5=O"                                                                                                                                        
ME4 InChI            InChI                1.03  "InChI=1S/C27H25ClN4O3/c28-21-16-29-24-15-18(10-13-20(21)24)27(35)31-23-6-2-1-5-22(23)30-26(34)17-8-11-19(12-9-17)32-14-4-3-7-25(32)33/h3-4,7-16,22-23,29H,1-2,5-6H2,(H,30,34)(H,31,35)/t22-,23+/m0/s1" 
ME4 InChIKey         InChI                1.03  PMRPPULYFDNTHJ-XZOQPEGZSA-N                                                                                                                                                                             
# 
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 
ME4 "SYSTEMATIC NAME" ACDLabs              10.04 "3-chloro-N-[(1R,2S)-2-({[4-(2-oxopyridin-1(2H)-yl)phenyl]carbonyl}amino)cyclohexyl]-1H-indole-6-carboxamide" 
ME4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-chloro-N-[(1R,2S)-2-[[4-(2-oxopyridin-1-yl)phenyl]carbonylamino]cyclohexyl]-1H-indole-6-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 
ME4 "Create component"  2007-04-10 EBI  
ME4 "Modify descriptor" 2011-06-04 RCSB 
# 
