data_6H3 # _chem_comp.id 6H3 _chem_comp.name "N-{2-[(5-chloro-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]phenyl}propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 Cl N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-08 _chem_comp.pdbx_modified_date 2017-02-10 _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 465.978 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6H3 _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 5J7S _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 6H3 C18 C1 C 0 1 Y N N -11.356 -48.093 -15.595 1.561 2.094 0.387 C18 6H3 1 6H3 C13 C2 C 0 1 Y N N -16.047 -47.613 -17.631 -2.315 -0.879 -0.175 C13 6H3 2 6H3 C12 C3 C 0 1 Y N N -15.476 -48.462 -18.586 -2.786 0.240 -0.849 C12 6H3 3 6H3 C17 C4 C 0 1 Y N N -11.839 -46.842 -15.199 0.191 2.268 0.354 C17 6H3 4 6H3 C15 C5 C 0 1 Y N N -13.830 -47.304 -16.297 -0.082 -0.008 0.103 C15 6H3 5 6H3 C11 C6 C 0 1 Y N N -16.284 -49.180 -19.474 -4.144 0.443 -0.985 C11 6H3 6 6H3 C10 C7 C 0 1 Y N N -17.427 -47.478 -17.578 -3.211 -1.793 0.363 C10 6H3 7 6H3 C22 C8 C 0 1 Y N N -12.409 -51.046 -17.795 3.936 -0.732 0.289 C22 6H3 8 6H3 C20 C9 C 0 1 Y N N -12.172 -48.937 -16.360 2.072 0.799 0.264 C20 6H3 9 6H3 C01 C10 C 0 1 N N N -20.926 -52.326 -22.424 -10.514 0.398 0.211 C01 6H3 10 6H3 N02 N1 N 0 1 N N N -20.285 -51.786 -21.452 -9.068 0.182 0.355 N02 6H3 11 6H3 C03 C11 C 0 1 N N N -20.684 -50.485 -21.298 -8.307 1.263 -0.285 C03 6H3 12 6H3 C04 C12 C 0 1 N N N -19.928 -49.781 -20.173 -6.812 1.043 -0.043 C04 6H3 13 6H3 C05 C13 C 0 1 N N N -18.939 -51.893 -21.664 -8.674 -1.127 -0.186 C05 6H3 14 6H3 C06 C14 C 0 1 N N N -18.120 -51.187 -20.584 -7.179 -1.347 0.055 C06 6H3 15 6H3 N07 N2 N 0 1 N N N -18.491 -49.800 -20.356 -6.418 -0.265 -0.585 N07 6H3 16 6H3 C08 C15 C 0 1 Y N N -17.659 -49.033 -19.425 -5.041 -0.471 -0.447 C08 6H3 17 6H3 C09 C16 C 0 1 Y N N -18.243 -48.190 -18.475 -4.570 -1.587 0.232 C09 6H3 18 6H3 N14 N3 N 0 1 N N N -15.192 -46.853 -16.680 -0.936 -1.089 -0.042 N14 6H3 19 6H3 N16 N4 N 0 1 Y N N -13.076 -46.494 -15.571 -0.594 1.209 0.213 N16 6H3 20 6H3 CL19 CL1 CL 0 0 N N N -9.714 -48.602 -15.126 2.624 3.454 0.570 CL19 6H3 21 6H3 N21 N5 N 0 1 N N N -11.685 -50.265 -16.799 3.440 0.577 0.292 N21 6H3 22 6H3 C23 C17 C 0 1 Y N N -13.759 -51.279 -17.628 3.132 -1.782 0.708 C23 6H3 23 6H3 C24 C18 C 0 1 Y N N -14.472 -52.020 -18.561 3.624 -3.073 0.704 C24 6H3 24 6H3 C25 C19 C 0 1 Y N N -13.820 -52.533 -19.679 4.918 -3.323 0.285 C25 6H3 25 6H3 C26 C20 C 0 1 Y N N -12.465 -52.303 -19.854 5.727 -2.283 -0.133 C26 6H3 26 6H3 C27 C21 C 0 1 Y N N -11.753 -51.567 -18.926 5.239 -0.985 -0.139 C27 6H3 27 6H3 N28 N6 N 0 1 N N N -10.308 -51.354 -19.159 6.057 0.071 -0.563 N28 6H3 28 6H3 C29 C22 C 0 1 N N N -9.343 -51.571 -18.059 7.396 -0.021 -0.436 C29 6H3 29 6H3 C30 C23 C 0 1 N N N -7.838 -51.367 -18.301 8.270 1.147 -0.813 C30 6H3 30 6H3 C31 C24 C 0 1 N N N -7.576 -50.007 -18.945 9.737 0.784 -0.575 C31 6H3 31 6H3 O32 O1 O 0 1 N N N -9.727 -51.898 -16.992 7.897 -1.043 -0.018 O32 6H3 32 6H3 N33 N7 N 0 1 Y N N -13.389 -48.508 -16.685 1.226 -0.216 0.120 N33 6H3 33 6H3 H1 H1 H 0 1 N N N -14.402 -48.564 -18.638 -2.089 0.951 -1.267 H1 6H3 34 6H3 H2 H2 H 0 1 N N N -11.229 -46.174 -14.608 -0.237 3.256 0.443 H2 6H3 35 6H3 H3 H3 H 0 1 N N N -15.836 -49.847 -20.196 -4.510 1.314 -1.509 H3 6H3 36 6H3 H4 H4 H 0 1 N N N -17.876 -46.824 -16.845 -2.845 -2.666 0.884 H4 6H3 37 6H3 H5 H5 H 0 1 N N N -22.008 -52.236 -22.246 -10.772 0.428 -0.848 H5 6H3 38 6H3 H6 H6 H 0 1 N N N -20.665 -51.816 -23.363 -11.053 -0.417 0.693 H6 6H3 39 6H3 H7 H7 H 0 1 N N N -20.654 -53.389 -22.497 -10.788 1.343 0.679 H7 6H3 40 6H3 H9 H9 H 0 1 N N N -20.503 -49.945 -22.239 -8.506 1.264 -1.356 H9 6H3 41 6H3 H10 H10 H 0 1 N N N -21.759 -50.469 -21.067 -8.607 2.221 0.142 H10 6H3 42 6H3 H11 H11 H 0 1 N N N -20.262 -48.734 -20.129 -6.243 1.829 -0.542 H11 6H3 43 6H3 H12 H12 H 0 1 N N N -20.167 -50.282 -19.223 -6.608 1.071 1.027 H12 6H3 44 6H3 H13 H13 H 0 1 N N N -18.667 -52.959 -21.673 -9.243 -1.912 0.312 H13 6H3 45 6H3 H14 H14 H 0 1 N N N -18.698 -51.444 -22.639 -8.878 -1.154 -1.257 H14 6H3 46 6H3 H15 H15 H 0 1 N N N -18.250 -51.737 -19.640 -6.980 -1.347 1.127 H15 6H3 47 6H3 H16 H16 H 0 1 N N N -17.062 -51.215 -20.882 -6.879 -2.304 -0.371 H16 6H3 48 6H3 H17 H17 H 0 1 N N N -19.317 -48.086 -18.430 -5.267 -2.298 0.650 H17 6H3 49 6H3 H18 H18 H 0 1 N N N -15.548 -46.007 -16.284 -0.580 -1.991 -0.052 H18 6H3 50 6H3 H19 H19 H 0 1 N N N -10.843 -50.633 -16.405 4.053 1.328 0.312 H19 6H3 51 6H3 H20 H20 H 0 1 N N N -14.267 -50.881 -16.762 2.121 -1.590 1.036 H20 6H3 52 6H3 H21 H21 H 0 1 N N N -15.528 -52.198 -18.420 2.997 -3.890 1.030 H21 6H3 53 6H3 H22 H22 H 0 1 N N N -14.370 -53.109 -20.409 5.298 -4.334 0.285 H22 6H3 54 6H3 H23 H23 H 0 1 N N N -11.961 -52.702 -20.722 6.737 -2.482 -0.460 H23 6H3 55 6H3 H24 H24 H 0 1 N N N -9.984 -51.064 -20.059 5.660 0.867 -0.948 H24 6H3 56 6H3 H25 H25 H 0 1 N N N -7.468 -52.160 -18.968 8.121 1.388 -1.866 H25 6H3 57 6H3 H26 H26 H 0 1 N N N -7.307 -51.420 -17.339 8.006 2.011 -0.202 H26 6H3 58 6H3 H27 H27 H 0 1 N N N -6.496 -49.881 -19.110 10.001 -0.079 -1.185 H27 6H3 59 6H3 H28 H28 H 0 1 N N N -8.103 -49.950 -19.909 10.369 1.629 -0.848 H28 6H3 60 6H3 H29 H29 H 0 1 N N N -7.941 -49.210 -18.280 9.886 0.544 0.478 H29 6H3 61 # 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 6H3 C01 N02 SING N N 1 6H3 C05 N02 SING N N 2 6H3 C05 C06 SING N N 3 6H3 N02 C03 SING N N 4 6H3 C03 C04 SING N N 5 6H3 C06 N07 SING N N 6 6H3 N07 C04 SING N N 7 6H3 N07 C08 SING N N 8 6H3 C26 C25 DOUB Y N 9 6H3 C26 C27 SING Y N 10 6H3 C25 C24 SING Y N 11 6H3 C11 C08 DOUB Y N 12 6H3 C11 C12 SING Y N 13 6H3 C08 C09 SING Y N 14 6H3 N28 C27 SING N N 15 6H3 N28 C29 SING N N 16 6H3 C31 C30 SING N N 17 6H3 C27 C22 DOUB Y N 18 6H3 C12 C13 DOUB Y N 19 6H3 C24 C23 DOUB Y N 20 6H3 C09 C10 DOUB Y N 21 6H3 C30 C29 SING N N 22 6H3 C29 O32 DOUB N N 23 6H3 C22 C23 SING Y N 24 6H3 C22 N21 SING N N 25 6H3 C13 C10 SING Y N 26 6H3 C13 N14 SING N N 27 6H3 N21 C20 SING N N 28 6H3 N33 C20 DOUB Y N 29 6H3 N33 C15 SING Y N 30 6H3 N14 C15 SING N N 31 6H3 C20 C18 SING Y N 32 6H3 C15 N16 DOUB Y N 33 6H3 C18 C17 DOUB Y N 34 6H3 C18 CL19 SING N N 35 6H3 N16 C17 SING Y N 36 6H3 C12 H1 SING N N 37 6H3 C17 H2 SING N N 38 6H3 C11 H3 SING N N 39 6H3 C10 H4 SING N N 40 6H3 C01 H5 SING N N 41 6H3 C01 H6 SING N N 42 6H3 C01 H7 SING N N 43 6H3 C03 H9 SING N N 44 6H3 C03 H10 SING N N 45 6H3 C04 H11 SING N N 46 6H3 C04 H12 SING N N 47 6H3 C05 H13 SING N N 48 6H3 C05 H14 SING N N 49 6H3 C06 H15 SING N N 50 6H3 C06 H16 SING N N 51 6H3 C09 H17 SING N N 52 6H3 N14 H18 SING N N 53 6H3 N21 H19 SING N N 54 6H3 C23 H20 SING N N 55 6H3 C24 H21 SING N N 56 6H3 C25 H22 SING N N 57 6H3 C26 H23 SING N N 58 6H3 N28 H24 SING N N 59 6H3 C30 H25 SING N N 60 6H3 C30 H26 SING N N 61 6H3 C31 H27 SING N N 62 6H3 C31 H28 SING N N 63 6H3 C31 H29 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 6H3 SMILES ACDLabs 12.01 "c3(cnc(Nc1ccc(cc1)N2CCN(C)CC2)nc3Nc4ccccc4NC(=O)CC)Cl" 6H3 InChI InChI 1.03 "InChI=1S/C24H28ClN7O/c1-3-22(33)28-20-6-4-5-7-21(20)29-23-19(25)16-26-24(30-23)27-17-8-10-18(11-9-17)32-14-12-31(2)13-15-32/h4-11,16H,3,12-15H2,1-2H3,(H,28,33)(H2,26,27,29,30)" 6H3 InChIKey InChI 1.03 IIMJCIGRKJCCHT-UHFFFAOYSA-N 6H3 SMILES_CANONICAL CACTVS 3.385 "CCC(=O)Nc1ccccc1Nc2nc(Nc3ccc(cc3)N4CCN(C)CC4)ncc2Cl" 6H3 SMILES CACTVS 3.385 "CCC(=O)Nc1ccccc1Nc2nc(Nc3ccc(cc3)N4CCN(C)CC4)ncc2Cl" 6H3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCC(=O)Nc1ccccc1Nc2c(cnc(n2)Nc3ccc(cc3)N4CCN(CC4)C)Cl" 6H3 SMILES "OpenEye OEToolkits" 2.0.4 "CCC(=O)Nc1ccccc1Nc2c(cnc(n2)Nc3ccc(cc3)N4CCN(CC4)C)Cl" # 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 6H3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{2-[(5-chloro-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]phenyl}propanamide" 6H3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[2-[[5-chloranyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]amino]phenyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6H3 "Create component" 2016-04-08 RCSB 6H3 "Initial release" 2017-02-15 RCSB #