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 #