data_664 # _chem_comp.id 664 _chem_comp.name "1-METHYL-2-(2-{[5-(4-METHYLPIPERAZIN-1-YL)-2-(TRIFLUOROMETHOXY)PHENYL]AMINO}PYRIMIDIN-4-YL)-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 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 2011-10-18 _chem_comp.pdbx_modified_date 2014-09-05 _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 501.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 664 _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 4A4O _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 664 N1 N1 N 0 1 Y N N 10.677 42.640 8.117 -0.058 0.877 1.043 N1 664 1 664 C2 C2 C 0 1 Y N N 10.877 44.022 8.333 0.421 -0.109 0.298 C2 664 2 664 C6 C6 C 0 1 Y N N 10.082 41.921 9.004 0.747 1.786 1.573 C6 664 3 664 N3 N3 N 0 1 Y N N 10.463 44.585 9.426 1.716 -0.230 0.053 N3 664 4 664 N7 N7 N 0 1 N N N 11.538 44.773 7.318 -0.456 -1.038 -0.236 N7 664 5 664 C4 C4 C 0 1 Y N N 9.800 43.863 10.447 2.586 0.648 0.554 C4 664 6 664 C5 C5 C 0 1 Y N N 9.600 42.541 10.255 2.107 1.700 1.344 C5 664 7 664 C26 C26 C 0 1 Y N N 9.326 44.563 11.697 4.031 0.512 0.280 C26 664 8 664 C8 C8 C 0 1 Y N N 11.862 46.171 7.388 -1.837 -0.863 -0.088 C8 664 9 664 C10 C10 C 0 1 Y N N 13.455 48.054 7.052 -4.039 -1.797 0.169 C10 664 10 664 C9 C9 C 0 1 Y N N 13.103 46.587 6.984 -2.673 -1.972 0.023 C9 664 11 664 C11 C11 C 0 1 Y N N 12.555 48.947 7.503 -4.575 -0.523 0.205 C11 664 12 664 C13 C13 C 0 1 Y N N 10.881 47.172 7.884 -2.375 0.414 -0.046 C13 664 13 664 C12 C12 C 0 1 Y N N 11.198 48.497 7.941 -3.745 0.585 0.101 C12 664 14 664 O14 O14 O 0 1 N N N 14.021 45.594 6.501 -2.148 -3.227 -0.013 O14 664 15 664 N15 N15 N 0 1 N N N 10.250 49.452 8.405 -4.290 1.873 0.137 N15 664 16 664 C16 C16 C 0 1 N N N 8.795 49.177 8.220 -5.750 1.823 0.290 C16 664 17 664 C17 C17 C 0 1 N N N 7.909 49.967 9.200 -6.297 3.248 0.405 C17 664 18 664 N18 N18 N 0 1 N N N 8.409 51.352 9.302 -5.923 4.012 -0.793 N18 664 19 664 C19 C19 C 0 1 N N N 9.714 51.324 9.962 -4.462 4.062 -0.946 C19 664 20 664 C20 C20 C 0 1 N N N 10.747 50.696 9.026 -3.915 2.637 -1.061 C20 664 21 664 C21 C21 C 0 1 N N N 7.490 52.148 10.111 -6.495 5.364 -0.755 C21 664 22 664 C22 C22 C 0 1 N N N 14.390 45.657 5.082 -3.063 -4.318 0.107 C22 664 23 664 F23 F23 F 0 1 N N N 15.311 46.673 4.856 -3.988 -4.267 -0.942 F23 664 24 664 F24 F24 F 0 1 N N N 13.259 45.858 4.288 -2.360 -5.525 0.051 F24 664 25 664 F25 F25 F 0 1 N N N 14.971 44.451 4.726 -3.739 -4.227 1.329 F25 664 26 664 N27 N27 N 0 1 Y N N 9.752 45.859 12.177 4.608 -0.417 -0.561 N27 664 27 664 C28 C28 C 0 1 Y N N 8.402 44.070 12.558 5.019 1.289 0.812 C28 664 28 664 C29 C29 C 0 1 Y N N 8.246 45.096 13.604 6.228 0.818 0.286 C29 664 29 664 C30 C30 C 0 1 Y N N 9.050 46.127 13.350 5.929 -0.242 -0.565 C30 664 30 664 C31 C31 C 0 1 N N N 9.145 47.368 14.219 7.018 -0.974 -1.306 C31 664 31 664 C32 C32 C 0 1 N N N 8.032 47.396 15.342 8.180 -0.011 -1.552 C32 664 32 664 N33 N33 N 0 1 N N N 7.453 46.073 15.686 8.543 0.755 -0.368 N33 664 33 664 C34 C34 C 0 1 N N N 7.358 45.078 14.774 7.622 1.249 0.491 C34 664 34 664 O35 O35 O 0 1 N N N 6.532 44.189 14.929 7.930 2.010 1.389 O35 664 35 664 C36 C36 C 0 1 N N N 10.723 46.759 11.576 3.883 -1.434 -1.327 C36 664 36 664 H6 H6 H 0 1 N N N 9.935 40.865 8.833 0.344 2.585 2.177 H6 664 37 664 H7 H7 H 0 1 N N N 11.799 44.285 6.485 -0.113 -1.810 -0.714 H7 664 38 664 H5 H5 H 0 1 N N N 9.096 41.947 11.003 2.785 2.428 1.765 H5 664 39 664 H13 H13 H 0 1 N N N 9.903 46.845 8.204 -1.728 1.276 -0.128 H13 664 40 664 H10 H10 H 0 1 N N N 14.433 48.388 6.737 -4.687 -2.657 0.251 H10 664 41 664 HA HA H 0 1 N N N 12.814 49.994 7.549 -5.641 -0.389 0.315 HA 664 42 664 H161 H161 H 0 0 N N N 8.513 49.451 7.193 -6.191 1.333 -0.578 H161 664 43 664 H162 H162 H 0 0 N N N 8.618 48.102 8.374 -6.002 1.263 1.191 H162 664 44 664 H201 H201 H 0 0 N N N 11.655 50.466 9.603 -2.829 2.671 -1.146 H201 664 45 664 H202 H202 H 0 0 N N N 10.990 51.417 8.231 -4.334 2.157 -1.945 H202 664 46 664 H171 H171 H 0 0 N N N 6.872 49.977 8.832 -7.384 3.214 0.490 H171 664 47 664 H172 H172 H 0 0 N N N 7.942 49.491 10.191 -5.878 3.728 1.289 H172 664 48 664 H191 H191 H 0 0 N N N 10.021 52.351 10.210 -4.210 4.622 -1.847 H191 664 49 664 H192 H192 H 0 0 N N N 9.645 50.728 10.884 -4.022 4.552 -0.078 H192 664 50 664 H211 H211 H 0 0 N N N 7.865 53.179 10.185 -6.125 5.891 0.125 H211 664 51 664 H212 H212 H 0 0 N N N 6.496 52.152 9.639 -6.202 5.908 -1.653 H212 664 52 664 H213 H213 H 0 0 N N N 7.416 51.712 11.118 -7.582 5.298 -0.708 H213 664 53 664 H28 H28 H 0 1 N N N 7.888 43.123 12.491 4.893 2.109 1.503 H28 664 54 664 H361 H361 H 0 0 N N N 10.816 47.664 12.194 3.488 -0.988 -2.239 H361 664 55 664 H362 H362 H 0 0 N N N 11.699 46.256 11.513 4.562 -2.247 -1.584 H362 664 56 664 H363 H363 H 0 0 N N N 10.388 47.038 10.566 3.061 -1.823 -0.727 H363 664 57 664 H311 H311 H 0 0 N N N 10.134 47.389 14.700 7.364 -1.817 -0.707 H311 664 58 664 H312 H312 H 0 0 N N N 9.028 48.257 13.582 6.633 -1.334 -2.260 H312 664 59 664 H321 H321 H 0 0 N N N 8.478 47.821 16.254 9.048 -0.584 -1.880 H321 664 60 664 H322 H322 H 0 0 N N N 7.215 48.046 14.996 7.899 0.682 -2.346 H322 664 61 664 H33 H33 H 0 1 N N N 7.124 45.913 16.617 9.482 0.921 -0.191 H33 664 62 # 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 664 N1 C2 SING Y N 1 664 N1 C6 DOUB Y N 2 664 C2 N3 DOUB Y N 3 664 C2 N7 SING N N 4 664 N3 C4 SING Y N 5 664 C4 C5 DOUB Y N 6 664 C4 C26 SING N N 7 664 C5 C6 SING Y N 8 664 N7 C8 SING N N 9 664 C8 C9 SING Y N 10 664 C8 C13 DOUB Y N 11 664 C9 C10 DOUB Y N 12 664 C9 O14 SING N N 13 664 C10 C11 SING Y N 14 664 C11 C12 DOUB Y N 15 664 C12 C13 SING Y N 16 664 C12 N15 SING N N 17 664 O14 C22 SING N N 18 664 N15 C16 SING N N 19 664 N15 C20 SING N N 20 664 C16 C17 SING N N 21 664 C17 N18 SING N N 22 664 N18 C19 SING N N 23 664 N18 C21 SING N N 24 664 C19 C20 SING N N 25 664 C22 F23 SING N N 26 664 C22 F24 SING N N 27 664 C22 F25 SING N N 28 664 C26 N27 SING Y N 29 664 C26 C28 DOUB Y N 30 664 N27 C30 SING Y N 31 664 N27 C36 SING N N 32 664 C28 C29 SING Y N 33 664 C29 C30 DOUB Y N 34 664 C29 C34 SING N N 35 664 C30 C31 SING N N 36 664 C31 C32 SING N N 37 664 C32 N33 SING N N 38 664 N33 C34 SING N N 39 664 C34 O35 DOUB N N 40 664 C6 H6 SING N N 41 664 N7 H7 SING N N 42 664 C5 H5 SING N N 43 664 C13 H13 SING N N 44 664 C10 H10 SING N N 45 664 C11 HA SING N N 46 664 C16 H161 SING N N 47 664 C16 H162 SING N N 48 664 C20 H201 SING N N 49 664 C20 H202 SING N N 50 664 C17 H171 SING N N 51 664 C17 H172 SING N N 52 664 C19 H191 SING N N 53 664 C19 H192 SING N N 54 664 C21 H211 SING N N 55 664 C21 H212 SING N N 56 664 C21 H213 SING N N 57 664 C28 H28 SING N N 58 664 C36 H361 SING N N 59 664 C36 H362 SING N N 60 664 C36 H363 SING N N 61 664 C31 H311 SING N N 62 664 C31 H312 SING N N 63 664 C32 H321 SING N N 64 664 C32 H322 SING N N 65 664 N33 H33 SING N N 66 # 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 664 SMILES ACDLabs 12.01 "O=C2c1cc(n(c1CCN2)C)c3nc(ncc3)Nc5cc(N4CCN(C)CC4)ccc5OC(F)(F)F" 664 InChI InChI 1.03 "InChI=1S/C24H26F3N7O2/c1-32-9-11-34(12-10-32)15-3-4-21(36-24(25,26)27)18(13-15)31-23-29-7-5-17(30-23)20-14-16-19(33(20)2)6-8-28-22(16)35/h3-5,7,13-14H,6,8-12H2,1-2H3,(H,28,35)(H,29,30,31)" 664 InChIKey InChI 1.03 CYXABCVHENZAID-UHFFFAOYSA-N 664 SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(OC(F)(F)F)c(Nc3nccc(n3)c4cc5C(=O)NCCc5n4C)c2" 664 SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(OC(F)(F)F)c(Nc3nccc(n3)c4cc5C(=O)NCCc5n4C)c2" 664 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cn1c(cc2c1CCNC2=O)c3ccnc(n3)Nc4cc(ccc4OC(F)(F)F)N5CCN(CC5)C" 664 SMILES "OpenEye OEToolkits" 1.9.2 "Cn1c(cc2c1CCNC2=O)c3ccnc(n3)Nc4cc(ccc4OC(F)(F)F)N5CCN(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 664 "SYSTEMATIC NAME" ACDLabs 12.01 "1-methyl-2-(2-{[5-(4-methylpiperazin-1-yl)-2-(trifluoromethoxy)phenyl]amino}pyrimidin-4-yl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one" 664 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-methyl-2-[2-[[5-(4-methylpiperazin-1-yl)-2-(trifluoromethyloxy)phenyl]amino]pyrimidin-4-yl]-6,7-dihydro-5H-pyrrolo[3,2-c]pyridin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 664 "Create component" 2011-10-18 EBI 664 "Modify descriptor" 2014-09-05 RCSB #