data_939 # _chem_comp.id 939 _chem_comp.name "1-METHYL-5-(2-{[5-(4-METHYLPIPERAZIN-1-YL)-2-(TRIFLUOROMETHOXY)PHENYL]AMINO}PYRIMIDIN-4-YL)-1H-PYRROLE-3-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 F3 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-17 _chem_comp.pdbx_modified_date 2014-05-14 _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 475.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 939 _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 4A4L _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 939 N1 N1 N 0 1 Y N N 10.851 42.606 8.299 0.420 0.822 0.935 N1 939 1 939 C2 C2 C 0 1 Y N N 11.068 43.863 8.538 0.846 -0.172 0.168 C2 939 2 939 N3 N3 N 0 1 Y N N 10.573 44.470 9.717 2.127 -0.322 -0.129 N3 939 3 939 C4 C4 C 0 1 Y N N 9.897 43.809 10.583 3.037 0.533 0.341 C4 939 4 939 C5 C5 C 0 1 Y N N 9.638 42.382 10.330 2.615 1.593 1.153 C5 939 5 939 C6 C6 C 0 1 Y N N 10.118 41.819 9.209 1.267 1.709 1.436 C6 939 6 939 N7 N7 N 0 1 N N N 11.796 44.608 7.596 -0.073 -1.077 -0.336 N7 939 7 939 C8 C8 C 0 1 Y N N 9.373 44.499 11.795 4.466 0.365 0.010 C8 939 8 939 N9 N9 N 0 1 Y N N 9.775 45.771 12.300 4.986 -0.569 -0.854 N9 939 9 939 C10 C10 C 0 1 Y N N 9.027 46.070 13.431 6.324 -0.426 -0.909 C10 939 10 939 C11 C11 C 0 1 Y N N 8.204 45.039 13.612 6.683 0.611 -0.073 C11 939 11 939 C12 C12 C 0 1 Y N N 8.411 44.023 12.579 5.489 1.112 0.502 C12 939 12 939 C13 C13 C 0 1 N N N 7.216 44.943 14.692 8.049 1.107 0.170 C13 939 13 939 N14 N14 N 0 1 N N N 6.643 46.091 15.199 9.096 0.534 -0.455 N14 939 14 939 O15 O15 O 0 1 N N N 6.863 43.847 15.131 8.231 2.035 0.936 O15 939 15 939 C16 C16 C 0 1 Y N N 12.048 46.021 7.618 -1.443 -0.871 -0.132 C16 939 16 939 C17 C17 C 0 1 Y N N 13.242 46.410 7.148 -2.300 -1.961 0.007 C17 939 17 939 C18 C18 C 0 1 Y N N 13.589 47.883 7.124 -3.654 -1.755 0.209 C18 939 18 939 C19 C19 C 0 1 Y N N 12.711 48.803 7.567 -4.158 -0.469 0.273 C19 939 19 939 C20 C20 C 0 1 Y N N 11.381 48.394 8.092 -3.307 0.620 0.136 C20 939 20 939 C21 C21 C 0 1 Y N N 11.065 47.050 8.114 -1.948 0.419 -0.061 C21 939 21 939 O22 O22 O 0 1 N N N 14.115 45.356 6.681 -1.806 -3.227 -0.057 O22 939 22 939 C23 C23 C 0 1 N N N 14.776 45.558 5.394 -2.741 -4.297 0.093 C23 939 23 939 F24 F24 F 0 1 N N N 15.788 46.467 5.519 -3.706 -4.218 -0.918 F24 939 24 939 F25 F25 F 0 1 N N N 13.889 45.995 4.419 -2.069 -5.521 0.002 F25 939 25 939 F26 F26 F 0 1 N N N 15.310 44.368 4.980 -3.365 -4.199 1.341 F26 939 26 939 C27 C27 C 0 1 N N N 10.781 46.649 11.757 4.208 -1.563 -1.597 C27 939 27 939 N28 N28 N 0 1 N N N 10.460 49.415 8.548 -3.820 1.920 0.201 N28 939 28 939 C29 C29 C 0 1 N N N 9.008 49.241 8.305 -5.273 1.903 0.419 C29 939 29 939 C30 C30 C 0 1 N N N 8.116 50.089 9.243 -5.781 3.340 0.563 C30 939 30 939 N31 N31 N 0 1 N N N 8.648 51.483 9.413 -5.442 4.101 -0.647 N31 939 31 939 C32 C32 C 0 1 N N N 9.973 51.414 10.052 -3.989 4.117 -0.865 C32 939 32 939 C33 C33 C 0 1 N N N 11.001 50.637 9.178 -3.481 2.681 -1.010 C33 939 33 939 C34 C34 C 0 1 N N N 7.746 52.258 10.288 -5.980 5.466 -0.579 C34 939 34 939 H6 H6 H 0 1 N N N 9.944 40.772 9.007 0.907 2.514 2.059 H6 939 35 939 H7 H7 H 0 1 N N N 12.181 44.099 6.826 0.232 -1.854 -0.830 H7 939 36 939 H5 H5 H 0 1 N N N 9.069 41.796 11.037 3.326 2.302 1.550 H5 939 37 939 H12 H12 H 0 1 N N N 7.890 43.082 12.475 5.408 1.931 1.202 H12 939 38 939 H10 H10 H 0 1 N N N 9.098 46.959 14.040 6.999 -1.022 -1.504 H10 939 39 939 H271 H271 H 0 0 N N N 10.853 47.554 12.378 3.789 -1.102 -2.491 H271 939 40 939 H272 H272 H 0 0 N N N 11.752 46.132 11.748 4.857 -2.391 -1.885 H272 939 41 939 H273 H273 H 0 0 N N N 10.506 46.931 10.730 3.401 -1.937 -0.968 H273 939 42 939 H141 H141 H 0 0 N N N 5.948 46.029 15.916 8.950 -0.206 -1.066 H141 939 43 939 H142 H142 H 0 0 N N N 6.922 46.985 14.850 9.995 0.861 -0.295 H142 939 44 939 H21 H21 H 0 1 N N N 10.104 46.733 8.490 -1.285 1.265 -0.164 H21 939 45 939 H18 H18 H 0 1 N N N 14.551 48.200 6.748 -4.318 -2.600 0.316 H18 939 46 939 H19 H19 H 0 1 N N N 12.976 49.850 7.541 -5.215 -0.311 0.430 H19 939 47 939 H291 H291 H 0 0 N N N 8.796 49.542 7.268 -5.763 1.428 -0.431 H291 939 48 939 H292 H292 H 0 0 N N N 8.760 48.181 8.463 -5.498 1.345 1.328 H292 939 49 939 H331 H331 H 0 0 N N N 11.840 50.341 9.825 -2.399 2.690 -1.143 H331 939 50 939 H332 H332 H 0 0 N N N 11.340 51.309 8.376 -3.950 2.215 -1.876 H332 939 51 939 H301 H301 H 0 0 N N N 7.106 50.148 8.811 -6.863 3.331 0.696 H301 939 52 939 H302 H302 H 0 0 N N N 8.080 49.603 10.229 -5.312 3.806 1.430 H302 939 53 939 H321 H321 H 0 0 N N N 10.344 52.438 10.204 -3.764 4.676 -1.774 H321 939 54 939 H322 H322 H 0 0 N N N 9.871 50.898 11.018 -3.499 4.593 -0.015 H322 939 55 939 H341 H341 H 0 0 N N N 8.139 53.278 10.410 -5.560 5.979 0.286 H341 939 56 939 H342 H342 H 0 0 N N N 6.745 52.303 9.834 -5.715 6.007 -1.487 H342 939 57 939 H343 H343 H 0 0 N N N 7.681 51.770 11.272 -7.065 5.424 -0.485 H343 939 58 # 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 939 N1 C2 SING Y N 1 939 N1 C6 DOUB Y N 2 939 C2 N3 DOUB Y N 3 939 C2 N7 SING N N 4 939 N3 C4 SING Y N 5 939 C4 C5 DOUB Y N 6 939 C4 C8 SING N N 7 939 C5 C6 SING Y N 8 939 N7 C16 SING N N 9 939 C8 N9 SING Y N 10 939 C8 C12 DOUB Y N 11 939 N9 C10 SING Y N 12 939 N9 C27 SING N N 13 939 C10 C11 DOUB Y N 14 939 C11 C12 SING Y N 15 939 C11 C13 SING N N 16 939 C13 N14 SING N N 17 939 C13 O15 DOUB N N 18 939 C16 C17 SING Y N 19 939 C16 C21 DOUB Y N 20 939 C17 C18 DOUB Y N 21 939 C17 O22 SING N N 22 939 C18 C19 SING Y N 23 939 C19 C20 DOUB Y N 24 939 C20 C21 SING Y N 25 939 C20 N28 SING N N 26 939 O22 C23 SING N N 27 939 C23 F24 SING N N 28 939 C23 F25 SING N N 29 939 C23 F26 SING N N 30 939 N28 C29 SING N N 31 939 N28 C33 SING N N 32 939 C29 C30 SING N N 33 939 C30 N31 SING N N 34 939 N31 C32 SING N N 35 939 N31 C34 SING N N 36 939 C32 C33 SING N N 37 939 C6 H6 SING N N 38 939 N7 H7 SING N N 39 939 C5 H5 SING N N 40 939 C12 H12 SING N N 41 939 C10 H10 SING N N 42 939 C27 H271 SING N N 43 939 C27 H272 SING N N 44 939 C27 H273 SING N N 45 939 N14 H141 SING N N 46 939 N14 H142 SING N N 47 939 C21 H21 SING N N 48 939 C18 H18 SING N N 49 939 C19 H19 SING N N 50 939 C29 H291 SING N N 51 939 C29 H292 SING N N 52 939 C33 H331 SING N N 53 939 C33 H332 SING N N 54 939 C30 H301 SING N N 55 939 C30 H302 SING N N 56 939 C32 H321 SING N N 57 939 C32 H322 SING N N 58 939 C34 H341 SING N N 59 939 C34 H342 SING N N 60 939 C34 H343 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 939 SMILES ACDLabs 12.01 "O=C(N)c1cc(n(c1)C)c2nc(ncc2)Nc4cc(N3CCN(C)CC3)ccc4OC(F)(F)F" 939 InChI InChI 1.03 "InChI=1S/C22H24F3N7O2/c1-30-7-9-32(10-8-30)15-3-4-19(34-22(23,24)25)17(12-15)29-21-27-6-5-16(28-21)18-11-14(20(26)33)13-31(18)2/h3-6,11-13H,7-10H2,1-2H3,(H2,26,33)(H,27,28,29)" 939 InChIKey InChI 1.03 HGBZKLOZYQAERY-UHFFFAOYSA-N 939 SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CC1)c2ccc(OC(F)(F)F)c(Nc3nccc(n3)c4cc(cn4C)C(N)=O)c2" 939 SMILES CACTVS 3.370 "CN1CCN(CC1)c2ccc(OC(F)(F)F)c(Nc3nccc(n3)c4cc(cn4C)C(N)=O)c2" 939 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cn1cc(cc1c2ccnc(n2)Nc3cc(ccc3OC(F)(F)F)N4CCN(CC4)C)C(=O)N" 939 SMILES "OpenEye OEToolkits" 1.7.2 "Cn1cc(cc1c2ccnc(n2)Nc3cc(ccc3OC(F)(F)F)N4CCN(CC4)C)C(=O)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 939 "SYSTEMATIC NAME" ACDLabs 12.01 "1-methyl-5-(2-{[5-(4-methylpiperazin-1-yl)-2-(trifluoromethoxy)phenyl]amino}pyrimidin-4-yl)-1H-pyrrole-3-carboxamide" 939 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "1-methyl-5-[2-[[5-(4-methylpiperazin-1-yl)-2-(trifluoromethyloxy)phenyl]amino]pyrimidin-4-yl]pyrrole-3-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 939 "Create component" 2011-10-17 EBI 939 "Other modification" 2014-05-14 EBI #