data_046 # _chem_comp.id 046 _chem_comp.name "5-{[6-(acetylamino)pyrimidin-4-yl]oxy}-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}-2,3-dihydro-1H-indole-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H30 F3 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-10 _chem_comp.pdbx_modified_date 2012-06-29 _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 569.578 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 046 _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 3UGC _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 046 F1 F1 F 0 1 N N N 23.204 -17.820 -13.177 6.826 -2.168 1.308 F1 046 1 046 C2 C2 C 0 1 N N N 23.303 -18.978 -13.866 6.305 -1.816 0.058 C2 046 2 046 F3 F3 F 0 1 N N N 24.210 -19.715 -13.205 7.205 -0.972 -0.601 F3 046 3 046 F4 F4 F 0 1 N N N 22.143 -19.620 -13.786 6.103 -2.971 -0.705 F4 046 4 046 C5 C5 C 0 1 Y N N 23.717 -18.682 -15.291 4.991 -1.101 0.246 C5 046 5 046 C6 C6 C 0 1 Y N N 25.024 -18.299 -15.591 4.942 0.074 0.972 C6 046 6 046 C7 C7 C 0 1 Y N N 25.339 -18.020 -16.928 3.738 0.733 1.146 C7 046 7 046 C9 C9 C 0 1 Y N N 24.385 -18.143 -17.946 2.582 0.218 0.594 C9 046 8 046 C11 C11 C 0 1 Y N N 23.097 -18.546 -17.617 2.628 -0.962 -0.136 C11 046 9 046 C12 C12 C 0 1 Y N N 22.772 -18.848 -16.296 3.839 -1.618 -0.313 C12 046 10 046 N14 N14 N 0 1 N N N 22.180 -18.679 -18.696 1.458 -1.487 -0.696 N14 046 11 046 C16 C16 C 0 1 N N N 20.836 -18.563 -18.592 0.267 -1.253 -0.110 C16 046 12 046 O17 O17 O 0 1 N N N 20.238 -18.362 -17.536 0.184 -0.453 0.801 O17 046 13 046 N18 N18 N 0 1 N N N 20.112 -18.756 -19.709 -0.833 -1.906 -0.535 N18 046 14 046 C19 C19 C 0 1 N N N 20.669 -19.395 -20.903 -0.840 -2.978 -1.535 C19 046 15 046 C22 C22 C 0 1 N N N 19.481 -19.501 -21.882 -2.315 -3.391 -1.672 C22 046 16 046 C25 C25 C 0 1 Y N N 18.312 -18.891 -21.137 -3.055 -2.491 -0.708 C25 046 17 046 C26 C26 C 0 1 Y N N 18.741 -18.503 -19.878 -2.136 -1.664 -0.082 C26 046 18 046 C27 C27 C 0 1 Y N N 17.883 -17.880 -18.958 -2.586 -0.738 0.860 C27 046 19 046 C29 C29 C 0 1 Y N N 16.557 -17.682 -19.371 -3.928 -0.649 1.163 C29 046 20 046 C31 C31 C 0 1 Y N N 16.141 -18.093 -20.636 -4.841 -1.481 0.533 C31 046 21 046 C32 C32 C 0 1 Y N N 17.015 -18.691 -21.537 -4.399 -2.405 -0.401 C32 046 22 046 O34 O34 O 0 1 N N N 14.827 -17.877 -21.013 -6.165 -1.393 0.834 O34 046 23 046 C35 C35 C 0 1 Y N N 13.831 -18.602 -20.436 -6.854 -0.325 0.364 C35 046 24 046 N36 N36 N 0 1 Y N N 14.070 -19.750 -19.803 -6.276 0.541 -0.463 N36 046 25 046 C37 C37 C 0 1 Y N N 13.087 -20.476 -19.261 -6.939 1.582 -0.925 C37 046 26 046 N39 N39 N 0 1 Y N N 11.822 -20.016 -19.341 -8.193 1.812 -0.591 N39 046 27 046 C40 C40 C 0 1 Y N N 11.547 -18.847 -19.921 -8.842 0.992 0.232 C40 046 28 046 C41 C41 C 0 1 Y N N 12.541 -18.071 -20.499 -8.178 -0.122 0.737 C41 046 29 046 N43 N43 N 0 1 N N N 10.173 -18.479 -19.814 -10.165 1.243 0.579 N43 046 30 046 C45 C45 C 0 1 N N N 9.647 -17.330 -20.279 -10.840 2.246 -0.017 C45 046 31 046 O46 O46 O 0 1 N N N 10.247 -16.480 -20.864 -10.334 2.854 -0.937 O46 046 32 046 C47 C47 C 0 1 N N N 8.161 -17.171 -20.041 -12.222 2.612 0.459 C47 046 33 046 C51 C51 C 0 1 N N N 26.094 -18.092 -14.498 6.202 0.639 1.576 C51 046 34 046 N54 N54 N 0 1 N N N 27.131 -17.167 -14.959 6.963 1.352 0.542 N54 046 35 046 C55 C55 C 0 1 N N N 28.319 -17.263 -14.102 8.303 1.711 1.029 C55 046 36 046 C58 C58 C 0 1 N N N 29.408 -16.299 -14.627 9.090 2.380 -0.101 C58 046 37 046 N61 N61 N 0 1 N N N 28.890 -14.925 -14.678 8.364 3.571 -0.562 N61 046 38 046 C62 C62 C 0 1 N N N 27.698 -14.836 -15.559 7.024 3.212 -1.049 C62 046 39 046 C65 C65 C 0 1 N N N 26.637 -15.791 -14.994 6.237 2.543 0.081 C65 046 40 046 C68 C68 C 0 1 N N N 29.920 -13.970 -15.163 9.125 4.285 -1.596 C68 046 41 046 H1 H1 H 0 1 N N N 26.340 -17.703 -17.179 3.703 1.650 1.714 H1 046 42 046 H2 H2 H 0 1 N N N 24.647 -17.928 -18.971 1.641 0.730 0.734 H2 046 43 046 H3 H3 H 0 1 N N N 21.784 -19.212 -16.053 3.879 -2.537 -0.881 H3 046 44 046 H4 H4 H 0 1 N N N 22.558 -18.873 -19.601 1.504 -2.019 -1.506 H4 046 45 046 H5 H5 H 0 1 N N N 21.062 -20.393 -20.661 -0.461 -2.609 -2.487 H5 046 46 046 H6 H6 H 0 1 N N N 19.276 -20.553 -22.131 -2.660 -3.220 -2.692 H6 046 47 046 H7 H7 H 0 1 N N N 18.226 -17.569 -17.982 -1.880 -0.087 1.354 H7 046 48 046 H8 H8 H 0 1 N N N 15.853 -17.207 -18.703 -4.268 0.070 1.893 H8 046 49 046 H9 H9 H 0 1 N N N 16.683 -18.989 -22.521 -5.106 -3.058 -0.891 H9 046 50 046 H10 H10 H 0 1 N N N 13.302 -21.413 -18.769 -6.440 2.266 -1.595 H10 046 51 046 H11 H11 H 0 1 N N N 12.331 -17.120 -20.966 -8.678 -0.809 1.404 H11 046 52 046 H12 H12 H 0 1 N N N 9.555 -19.121 -19.360 -10.602 0.696 1.250 H12 046 53 046 H13 H13 H 0 1 N N N 7.819 -16.220 -20.475 -12.177 2.911 1.507 H13 046 54 046 H14 H14 H 0 1 N N N 7.623 -18.005 -20.515 -12.604 3.440 -0.138 H14 046 55 046 H15 H15 H 0 1 N N N 7.961 -17.173 -18.959 -12.882 1.752 0.354 H15 046 56 046 H16 H16 H 0 1 N N N 25.616 -17.679 -13.598 5.942 1.330 2.378 H16 046 57 046 H17 H17 H 0 1 N N N 26.556 -19.061 -14.256 6.807 -0.174 1.978 H17 046 58 046 H19 H19 H 0 1 N N N 28.051 -16.988 -13.071 8.212 2.402 1.867 H19 046 59 046 H20 H20 H 0 1 N N N 28.702 -18.294 -14.119 8.825 0.812 1.353 H20 046 60 046 H21 H21 H 0 1 N N N 29.712 -16.610 -15.637 10.074 2.674 0.266 H21 046 61 046 H22 H22 H 0 1 N N N 30.278 -16.334 -13.955 9.205 1.680 -0.928 H22 046 62 046 H24 H24 H 0 1 N N N 27.965 -15.134 -16.584 6.502 4.112 -1.373 H24 046 63 046 H25 H25 H 0 1 N N N 27.311 -13.806 -15.566 7.115 2.522 -1.887 H25 046 64 046 H26 H26 H 0 1 N N N 26.378 -15.476 -13.972 5.253 2.250 -0.286 H26 046 65 046 H27 H27 H 0 1 N N N 25.740 -15.748 -15.629 6.123 3.243 0.908 H27 046 66 046 H28 H28 H 0 1 N N N 30.808 -14.028 -14.517 9.290 3.624 -2.447 H28 046 67 046 H29 H29 H 0 1 N N N 30.201 -14.227 -16.195 8.565 5.162 -1.920 H29 046 68 046 H30 H30 H 0 1 N N N 29.514 -12.948 -15.137 10.086 4.598 -1.188 H30 046 69 046 H31 H31 H 0 1 N N N 21.472 -18.779 -21.333 -0.241 -3.820 -1.190 H31 046 70 046 H32 H32 H 0 1 N N N 19.688 -18.940 -22.805 -2.447 -4.437 -1.395 H32 046 71 # 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 046 C22 C25 SING N N 1 046 C22 C19 SING N N 2 046 C32 C25 DOUB Y N 3 046 C32 C31 SING Y N 4 046 C25 C26 SING Y N 5 046 O34 C31 SING N N 6 046 O34 C35 SING N N 7 046 C19 N18 SING N N 8 046 O46 C45 DOUB N N 9 046 C31 C29 DOUB Y N 10 046 C41 C35 DOUB Y N 11 046 C41 C40 SING Y N 12 046 C35 N36 SING Y N 13 046 C45 C47 SING N N 14 046 C45 N43 SING N N 15 046 C40 N43 SING N N 16 046 C40 N39 DOUB Y N 17 046 C26 N18 SING N N 18 046 C26 C27 DOUB Y N 19 046 N36 C37 DOUB Y N 20 046 N18 C16 SING N N 21 046 C29 C27 SING Y N 22 046 N39 C37 SING Y N 23 046 N14 C16 SING N N 24 046 N14 C11 SING N N 25 046 C16 O17 DOUB N N 26 046 C9 C11 DOUB Y N 27 046 C9 C7 SING Y N 28 046 C11 C12 SING Y N 29 046 C7 C6 DOUB Y N 30 046 C12 C5 DOUB Y N 31 046 C6 C5 SING Y N 32 046 C6 C51 SING N N 33 046 C62 C65 SING N N 34 046 C62 N61 SING N N 35 046 C5 C2 SING N N 36 046 C68 N61 SING N N 37 046 C65 N54 SING N N 38 046 N54 C51 SING N N 39 046 N54 C55 SING N N 40 046 N61 C58 SING N N 41 046 C58 C55 SING N N 42 046 C2 F4 SING N N 43 046 C2 F3 SING N N 44 046 C2 F1 SING N N 45 046 C7 H1 SING N N 46 046 C9 H2 SING N N 47 046 C12 H3 SING N N 48 046 N14 H4 SING N N 49 046 C19 H5 SING N N 50 046 C22 H6 SING N N 51 046 C27 H7 SING N N 52 046 C29 H8 SING N N 53 046 C32 H9 SING N N 54 046 C37 H10 SING N N 55 046 C41 H11 SING N N 56 046 N43 H12 SING N N 57 046 C47 H13 SING N N 58 046 C47 H14 SING N N 59 046 C47 H15 SING N N 60 046 C51 H16 SING N N 61 046 C51 H17 SING N N 62 046 C55 H19 SING N N 63 046 C55 H20 SING N N 64 046 C58 H21 SING N N 65 046 C58 H22 SING N N 66 046 C62 H24 SING N N 67 046 C62 H25 SING N N 68 046 C65 H26 SING N N 69 046 C65 H27 SING N N 70 046 C68 H28 SING N N 71 046 C68 H29 SING N N 72 046 C68 H30 SING N N 73 046 C19 H31 SING N N 74 046 C22 H32 SING N N 75 # 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 046 SMILES ACDLabs 12.01 "O=C(Nc5ncnc(Oc1cc4c(cc1)N(C(=O)Nc2ccc(c(c2)C(F)(F)F)CN3CCN(CC3)C)CC4)c5)C" 046 InChI InChI 1.03 "InChI=1S/C28H30F3N7O3/c1-18(39)34-25-15-26(33-17-32-25)41-22-5-6-24-19(13-22)7-8-38(24)27(40)35-21-4-3-20(23(14-21)28(29,30)31)16-37-11-9-36(2)10-12-37/h3-6,13-15,17H,7-12,16H2,1-2H3,(H,35,40)(H,32,33,34,39)" 046 InChIKey InChI 1.03 VQLNKQZLPGLOSI-UHFFFAOYSA-N 046 SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CC1)Cc2ccc(NC(=O)N3CCc4cc(Oc5cc(NC(C)=O)ncn5)ccc34)cc2C(F)(F)F" 046 SMILES CACTVS 3.370 "CN1CCN(CC1)Cc2ccc(NC(=O)N3CCc4cc(Oc5cc(NC(C)=O)ncn5)ccc34)cc2C(F)(F)F" 046 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1cc(ncn1)Oc2ccc3c(c2)CCN3C(=O)Nc4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)C" 046 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1cc(ncn1)Oc2ccc3c(c2)CCN3C(=O)Nc4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)C" # 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 046 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{[6-(acetylamino)pyrimidin-4-yl]oxy}-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}-2,3-dihydro-1H-indole-1-carboxamide" 046 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(6-acetamidopyrimidin-4-yl)oxy-N-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]-2,3-dihydroindole-1-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 046 "Create component" 2011-11-10 RCSB 046 "Modify formula" 2012-06-26 RCSB 046 "Modify name" 2012-06-26 RCSB #