data_C6F # _chem_comp.id C6F _chem_comp.name "6-ethyl-3-[[3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl]amino]-5-(oxan-4-ylamino)pyrazine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H44 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms gilteritinib _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-04-10 _chem_comp.pdbx_modified_date 2021-03-01 _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 552.711 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C6F _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 6JQR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 C6F C1 C1 C 0 1 N N N -28.205 -1.584 -27.711 -7.147 2.537 -1.423 C1 C6F 1 C6F C2 C2 C 0 1 N N N -28.087 -2.901 -26.918 -6.738 2.247 0.023 C2 C6F 2 C6F C3 C3 C 0 1 Y N N -28.157 -4.152 -27.781 -5.800 1.068 0.053 C3 C6F 3 C6F C5 C4 C 0 1 Y N N -27.981 -5.045 -29.968 -5.456 -1.193 0.215 C5 C6F 4 C6F C6 C5 C 0 1 N N N -27.691 -4.664 -31.374 -5.996 -2.557 0.355 C6 C6F 5 C6F N10 N1 N 0 1 N N N -28.282 -7.483 -30.381 -3.208 -2.075 0.135 N10 C6F 6 C6F C11 C6 C 0 1 Y N N -28.364 -8.895 -30.142 -1.823 -1.867 0.143 C11 C6F 7 C6F C12 C7 C 0 1 Y N N -28.178 -9.746 -31.259 -1.291 -0.763 0.796 C12 C6F 8 C6F C16 C8 C 0 1 N N N -29.619 -13.936 -30.527 2.825 -1.224 1.544 C16 C6F 9 C6F C17 C9 C 0 1 N N N -28.980 -15.118 -31.291 4.352 -1.138 1.511 C17 C6F 10 C6F C18 C10 C 0 1 N N N -28.108 -15.943 -30.323 4.771 0.137 0.773 C18 C6F 11 C6F C19 C11 C 0 1 N N N -26.958 -15.032 -29.845 4.175 0.120 -0.637 C19 C6F 12 C6F C23 C12 C 0 1 N N N -26.393 -18.528 -32.638 8.287 -0.835 -0.163 C23 C6F 13 C6F C27 C13 C 0 1 N N N -27.350 -18.279 -29.908 6.683 1.509 0.201 C27 C6F 14 C6F O29 O1 O 0 1 N N N -28.973 -11.464 -27.565 1.212 -3.441 -1.117 O29 C6F 15 C6F C30 C14 C 0 1 N N N -30.314 -11.879 -27.299 0.598 -4.557 -1.765 C30 C6F 16 C6F C31 C15 C 0 1 Y N N -28.645 -9.529 -28.910 -0.983 -2.767 -0.498 C31 C6F 17 C6F C33 C16 C 0 1 Y N N -28.417 -5.457 -27.275 -4.419 1.272 -0.051 C33 C6F 18 C6F C35 C17 C 0 1 N N N -28.681 -7.046 -25.327 -2.474 2.771 -0.291 C35 C6F 19 C6F C36 C18 C 0 1 N N N -29.231 -6.995 -23.898 -1.860 2.844 1.111 C36 C6F 20 C6F C37 C19 C 0 1 N N N -29.376 -8.440 -23.403 -0.364 3.148 0.989 C37 C6F 21 C6F C39 C20 C 0 1 N N N -27.249 -8.989 -24.547 -0.697 4.345 -1.062 C39 C6F 22 C6F C40 C21 C 0 1 N N N -27.262 -7.622 -25.257 -2.206 4.089 -1.023 C40 C6F 23 C6F N4 N2 N 0 1 Y N N -27.949 -4.030 -29.085 -6.281 -0.148 0.183 N4 C6F 24 C6F O7 O2 O 0 1 N N N -27.632 -5.511 -32.244 -5.254 -3.517 0.270 O7 C6F 25 C6F N8 N3 N 0 1 N N N -27.437 -3.380 -31.714 -7.313 -2.741 0.577 N8 C6F 26 C6F C9 C22 C 0 1 Y N N -28.228 -6.382 -29.492 -4.070 -0.994 0.102 C9 C6F 27 C6F C13 C23 C 0 1 Y N N -28.253 -11.133 -31.156 0.075 -0.555 0.805 C13 C6F 28 C6F C14 C24 C 0 1 Y N N -28.519 -11.742 -29.927 0.918 -1.449 0.162 C14 C6F 29 C6F N15 N4 N 0 1 N N N -28.569 -13.149 -29.837 2.304 -1.238 0.171 N15 C6F 30 C6F C20 C25 C 0 1 N N N -27.548 -13.867 -29.035 2.653 -0.003 -0.542 C20 C6F 31 C6F N21 N5 N 0 1 N N N -27.641 -17.230 -30.922 6.236 0.196 0.687 N21 C6F 32 C6F C22 C26 C 0 1 N N N -26.599 -17.151 -31.983 6.757 -0.883 -0.163 C22 C6F 33 C6F N24 N6 N 0 1 N N N -26.034 -19.527 -31.607 8.734 0.477 -0.649 N24 C6F 34 C6F C25 C27 C 0 1 N N N -25.576 -20.820 -32.163 10.199 0.536 -0.735 C25 C6F 35 C6F C26 C28 C 0 1 N N N -27.079 -19.647 -30.565 8.212 1.556 0.201 C26 C6F 36 C6F C28 C29 C 0 1 Y N N -28.714 -10.925 -28.795 0.387 -2.560 -0.490 C28 C6F 37 C6F N32 N7 N 0 1 Y N N -28.449 -6.486 -28.164 -3.589 0.238 -0.024 N32 C6F 38 C6F N34 N8 N 0 1 N N N -28.655 -5.694 -25.911 -3.919 2.556 -0.182 N34 C6F 39 C6F O38 O3 O 0 1 N N N -28.091 -9.076 -23.385 -0.185 4.370 0.271 O38 C6F 40 C6F H1 H1 H 0 1 N N N -28.146 -0.732 -27.018 -6.259 2.763 -2.013 H1 C6F 41 C6F H2 H2 H 0 1 N N N -27.385 -1.521 -28.441 -7.648 1.663 -1.841 H2 C6F 42 C6F H3 H3 H 0 1 N N N -29.169 -1.560 -28.240 -7.825 3.390 -1.445 H3 C6F 43 C6F H4 H4 H 0 1 N N N -28.908 -2.939 -26.187 -6.237 3.121 0.440 H4 C6F 44 C6F H5 H5 H 0 1 N N N -27.123 -2.900 -26.388 -7.626 2.021 0.613 H5 C6F 45 C6F H6 H6 H 0 1 N N N -28.259 -7.231 -31.348 -3.563 -2.977 0.154 H6 C6F 46 C6F H7 H7 H 0 1 N N N -27.971 -9.305 -32.223 -1.946 -0.065 1.298 H7 C6F 47 C6F H8 H8 H 0 1 N N N -30.151 -13.288 -31.239 2.523 -2.138 2.056 H8 C6F 48 C6F H9 H9 H 0 1 N N N -30.330 -14.325 -29.783 2.424 -0.361 2.076 H9 C6F 49 C6F H10 H10 H 0 1 N N N -29.773 -15.758 -31.707 4.737 -1.111 2.530 H10 C6F 50 C6F H11 H11 H 0 1 N N N -28.355 -14.731 -32.109 4.754 -2.007 0.992 H11 C6F 51 C6F H12 H12 H 0 1 N N N -28.726 -16.181 -29.445 4.401 1.009 1.314 H12 C6F 52 C6F H13 H13 H 0 1 N N N -26.268 -15.610 -29.212 4.435 1.044 -1.153 H13 C6F 53 C6F H14 H14 H 0 1 N N N -26.413 -14.638 -30.716 4.575 -0.730 -1.190 H14 C6F 54 C6F H15 H15 H 0 1 N N N -27.323 -18.837 -33.137 8.655 -0.992 0.851 H15 C6F 55 C6F H16 H16 H 0 1 N N N -25.583 -18.462 -33.379 8.675 -1.617 -0.816 H16 C6F 56 C6F H17 H17 H 0 1 N N N -26.464 -17.980 -29.329 6.314 1.666 -0.813 H17 C6F 57 C6F H18 H18 H 0 1 N N N -28.214 -18.372 -29.233 6.294 2.290 0.854 H18 C6F 58 C6F H19 H19 H 0 1 N N N -30.376 -12.290 -26.281 1.367 -5.178 -2.225 H19 C6F 59 C6F H20 H20 H 0 1 N N N -30.989 -11.015 -27.388 0.046 -5.144 -1.031 H20 C6F 60 C6F H21 H21 H 0 1 N N N -30.609 -12.651 -28.024 -0.087 -4.199 -2.534 H21 C6F 61 C6F H22 H22 H 0 1 N N N -28.811 -8.921 -28.033 -1.396 -3.627 -1.003 H22 C6F 62 C6F H23 H23 H 0 1 N N N -29.313 -7.709 -25.936 -2.022 1.948 -0.844 H23 C6F 63 C6F H24 H24 H 0 1 N N N -28.535 -6.444 -23.248 -2.347 3.635 1.681 H24 C6F 64 C6F H25 H25 H 0 1 N N N -30.211 -6.496 -23.891 -1.998 1.890 1.619 H25 C6F 65 C6F H26 H26 H 0 1 N N N -29.797 -8.438 -22.387 0.069 3.243 1.984 H26 C6F 66 C6F H27 H27 H 0 1 N N N -30.048 -8.992 -24.077 0.129 2.336 0.454 H27 C6F 67 C6F H28 H28 H 0 1 N N N -27.581 -9.751 -25.267 -0.208 3.549 -1.624 H28 C6F 68 C6F H29 H29 H 0 1 N N N -26.216 -9.203 -24.237 -0.503 5.303 -1.545 H29 C6F 69 C6F H30 H30 H 0 1 N N N -26.874 -7.745 -26.279 -2.592 4.026 -2.040 H30 C6F 70 C6F H31 H31 H 0 1 N N N -26.618 -6.924 -24.702 -2.700 4.906 -0.496 H31 C6F 71 C6F H32 H32 H 0 1 N N N -27.208 -3.149 -32.660 -7.905 -1.975 0.645 H32 C6F 72 C6F H33 H33 H 0 1 N N N -27.478 -2.661 -31.020 -7.669 -3.638 0.669 H33 C6F 73 C6F H34 H34 H 0 1 N N N -28.104 -11.743 -32.034 0.487 0.304 1.314 H34 C6F 74 C6F H35 H35 H 0 1 N N N -28.016 -14.261 -28.120 2.253 0.854 -0.001 H35 C6F 75 C6F H36 H36 H 0 1 N N N -26.742 -13.169 -28.764 2.227 -0.030 -1.545 H36 C6F 76 C6F H38 H38 H 0 1 N N N -25.651 -16.817 -31.536 6.390 -0.753 -1.181 H38 C6F 77 C6F H39 H39 H 0 1 N N N -26.917 -16.429 -32.750 6.423 -1.845 0.224 H39 C6F 78 C6F H41 H41 H 0 1 N N N -25.329 -21.507 -31.340 10.554 -0.231 -1.424 H41 C6F 79 C6F H42 H42 H 0 1 N N N -26.376 -21.258 -32.778 10.503 1.518 -1.098 H42 C6F 80 C6F H43 H43 H 0 1 N N N -24.683 -20.656 -32.784 10.628 0.365 0.252 H43 C6F 81 C6F H44 H44 H 0 1 N N N -28.007 -20.017 -31.025 8.546 2.519 -0.186 H44 C6F 82 C6F H45 H45 H 0 1 N N N -26.742 -20.357 -29.795 8.580 1.427 1.219 H45 C6F 83 C6F H46 H46 H 0 1 N N N -27.945 -5.193 -25.416 -4.525 3.313 -0.202 H46 C6F 84 # # 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 C6F C23 C22 SING N N 1 C6F C23 N24 SING N N 2 C6F O7 C6 DOUB N N 3 C6F C25 N24 SING N N 4 C6F C22 N21 SING N N 5 C6F N8 C6 SING N N 6 C6F N24 C26 SING N N 7 C6F C6 C5 SING N N 8 C6F C17 C16 SING N N 9 C6F C17 C18 SING N N 10 C6F C12 C13 DOUB Y N 11 C6F C12 C11 SING Y N 12 C6F C13 C14 SING Y N 13 C6F N21 C18 SING N N 14 C6F N21 C27 SING N N 15 C6F C26 C27 SING N N 16 C6F C16 N15 SING N N 17 C6F N10 C11 SING N N 18 C6F N10 C9 SING N N 19 C6F C18 C19 SING N N 20 C6F C11 C31 DOUB Y N 21 C6F C5 C9 DOUB Y N 22 C6F C5 N4 SING Y N 23 C6F C14 N15 SING N N 24 C6F C14 C28 DOUB Y N 25 C6F C19 C20 SING N N 26 C6F N15 C20 SING N N 27 C6F C9 N32 SING Y N 28 C6F N4 C3 DOUB Y N 29 C6F C31 C28 SING Y N 30 C6F C28 O29 SING N N 31 C6F N32 C33 DOUB Y N 32 C6F C3 C33 SING Y N 33 C6F C3 C2 SING N N 34 C6F C1 C2 SING N N 35 C6F O29 C30 SING N N 36 C6F C33 N34 SING N N 37 C6F N34 C35 SING N N 38 C6F C35 C40 SING N N 39 C6F C35 C36 SING N N 40 C6F C40 C39 SING N N 41 C6F C39 O38 SING N N 42 C6F C36 C37 SING N N 43 C6F C37 O38 SING N N 44 C6F C1 H1 SING N N 45 C6F C1 H2 SING N N 46 C6F C1 H3 SING N N 47 C6F C2 H4 SING N N 48 C6F C2 H5 SING N N 49 C6F N10 H6 SING N N 50 C6F C12 H7 SING N N 51 C6F C16 H8 SING N N 52 C6F C16 H9 SING N N 53 C6F C17 H10 SING N N 54 C6F C17 H11 SING N N 55 C6F C18 H12 SING N N 56 C6F C19 H13 SING N N 57 C6F C19 H14 SING N N 58 C6F C23 H15 SING N N 59 C6F C23 H16 SING N N 60 C6F C27 H17 SING N N 61 C6F C27 H18 SING N N 62 C6F C30 H19 SING N N 63 C6F C30 H20 SING N N 64 C6F C30 H21 SING N N 65 C6F C31 H22 SING N N 66 C6F C35 H23 SING N N 67 C6F C36 H24 SING N N 68 C6F C36 H25 SING N N 69 C6F C37 H26 SING N N 70 C6F C37 H27 SING N N 71 C6F C39 H28 SING N N 72 C6F C39 H29 SING N N 73 C6F C40 H30 SING N N 74 C6F C40 H31 SING N N 75 C6F N8 H32 SING N N 76 C6F N8 H33 SING N N 77 C6F C13 H34 SING N N 78 C6F C20 H35 SING N N 79 C6F C20 H36 SING N N 80 C6F C22 H38 SING N N 81 C6F C22 H39 SING N N 82 C6F C25 H41 SING N N 83 C6F C25 H42 SING N N 84 C6F C25 H43 SING N N 85 C6F C26 H44 SING N N 86 C6F C26 H45 SING N N 87 C6F N34 H46 SING N N 88 # # 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 C6F InChI InChI 1.03 "InChI=1S/C29H44N8O3/c1-4-23-28(31-20-9-17-40-18-10-20)34-29(26(33-23)27(30)38)32-21-5-6-24(25(19-21)39-3)37-11-7-22(8-12-37)36-15-13-35(2)14-16-36/h5-6,19-20,22H,4,7-18H2,1-3H3,(H2,30,38)(H2,31,32,34)" C6F InChIKey InChI 1.03 GYQYAJJFPNQOOW-UHFFFAOYSA-N C6F SMILES_CANONICAL CACTVS 3.385 "CCc1nc(C(N)=O)c(Nc2ccc(N3CCC(CC3)N4CCN(C)CC4)c(OC)c2)nc1NC5CCOCC5" C6F SMILES CACTVS 3.385 "CCc1nc(C(N)=O)c(Nc2ccc(N3CCC(CC3)N4CCN(C)CC4)c(OC)c2)nc1NC5CCOCC5" C6F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1c(nc(c(n1)C(=O)N)Nc2ccc(c(c2)OC)N3CCC(CC3)N4CCN(CC4)C)NC5CCOCC5" C6F SMILES "OpenEye OEToolkits" 2.0.6 "CCc1c(nc(c(n1)C(=O)N)Nc2ccc(c(c2)OC)N3CCC(CC3)N4CCN(CC4)C)NC5CCOCC5" # _pdbx_chem_comp_identifier.comp_id C6F _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "6-ethyl-3-[[3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl]amino]-5-(oxan-4-ylamino)pyrazine-2-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 C6F "Create component" 2019-04-10 PDBJ C6F "Initial release" 2019-11-20 RCSB C6F "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id C6F _pdbx_chem_comp_synonyms.name gilteritinib _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##