data_C5N # _chem_comp.id C5N _chem_comp.name "~{N}-(2,6-diethylphenyl)-8-[[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino]-1-methyl-4,5-dihydropyrazolo[4,3-h]quinazoline-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H40 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-12-22 _chem_comp.pdbx_modified_date 2017-07-21 _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 580.723 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C5N _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 5MRB _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 C5N O1 O1 O 0 1 N N N -1.381 -6.679 -16.854 -4.846 -3.165 0.361 O1 C5N 1 C5N O2 O2 O 0 1 N N N 3.143 -16.637 -18.537 5.600 1.341 0.614 O2 C5N 2 C5N C1 C1 C 0 1 N N N -1.262 -5.346 -16.363 -5.914 -4.060 0.676 C1 C5N 3 C5N C2 C2 C 0 1 Y N N -1.619 -7.687 -15.966 -5.163 -1.850 0.219 C2 C5N 4 C5N C3 C3 C 0 1 Y N N -1.706 -7.509 -14.591 -6.473 -1.432 0.380 C3 C5N 5 C5N C4 C4 C 0 1 Y N N -1.939 -8.588 -13.745 -6.795 -0.089 0.234 C4 C5N 6 C5N N1 N1 N 0 1 N N N -1.993 -8.382 -12.352 -8.119 0.334 0.397 N1 C5N 7 C5N C5 C5 C 0 1 N N N -1.060 -7.439 -11.720 -8.235 1.786 0.200 C5 C5N 8 C5N C6 C6 C 0 1 N N N -0.611 -7.885 -10.347 -9.679 2.220 0.463 C6 C5N 9 C5N N2 N2 N 0 1 N N N -1.752 -8.276 -9.517 -10.579 1.495 -0.444 N2 C5N 10 C5N C7 C7 C 0 1 N N N -1.330 -8.609 -8.153 -11.969 1.939 -0.274 C7 C5N 11 C5N C8 C8 C 0 1 N N N -2.427 -9.409 -10.153 -10.463 0.043 -0.248 C8 C5N 12 C5N C9 C9 C 0 1 N N N -3.000 -9.006 -11.490 -9.019 -0.391 -0.511 C9 C5N 13 C5N C10 C10 C 0 1 Y N N -2.085 -9.866 -14.293 -5.804 0.834 -0.072 C10 C5N 14 C5N C11 C11 C 0 1 Y N N -2.012 -10.060 -15.652 -4.496 0.418 -0.232 C11 C5N 15 C5N C12 C12 C 0 1 Y N N -1.775 -8.977 -16.498 -4.169 -0.922 -0.083 C12 C5N 16 C5N N3 N3 N 0 1 N N N -1.686 -9.145 -17.903 -2.840 -1.342 -0.240 N3 C5N 17 C5N C13 C13 C 0 1 Y N N -1.004 -10.082 -18.616 -1.802 -0.447 -0.041 C13 C5N 18 C5N N4 N4 N 0 1 Y N N -0.984 -9.988 -19.967 -2.074 0.766 0.417 N4 C5N 19 C5N C14 C14 C 0 1 Y N N -0.303 -10.906 -20.627 -1.117 1.663 0.607 C14 C5N 20 C5N C15 C15 C 0 1 Y N N 0.366 -11.995 -19.937 0.191 1.321 0.322 C15 C5N 21 C5N C16 C16 C 0 1 N N N 1.157 -13.060 -20.664 1.294 2.330 0.448 C16 C5N 22 C5N C17 C17 C 0 1 N N N 1.547 -14.325 -19.903 2.610 1.704 0.909 C17 C5N 23 C5N C18 C18 C 0 1 Y N N 1.512 -14.167 -18.412 2.868 0.440 0.142 C18 C5N 24 C5N C19 C19 C 0 1 Y N N 0.918 -13.082 -17.810 1.854 -0.365 -0.328 C19 C5N 25 C5N N5 N5 N 0 1 Y N N 1.021 -13.259 -16.471 2.435 -1.415 -0.942 N5 C5N 26 C5N C20 C20 C 0 1 N N N 0.567 -12.404 -15.387 1.718 -2.528 -1.570 C20 C5N 27 C5N N6 N6 N 0 1 Y N N 1.681 -14.427 -16.216 3.719 -1.291 -0.892 N6 C5N 28 C5N C21 C21 C 0 1 Y N N 1.969 -14.966 -17.390 4.054 -0.183 -0.248 C21 C5N 29 C5N C22 C22 C 0 1 N N N 2.686 -16.245 -17.464 5.426 0.302 0.008 C22 C5N 30 C5N N7 N7 N 0 1 N N N 2.813 -16.924 -16.297 6.484 -0.408 -0.430 N7 C5N 31 C5N C23 C23 C 0 1 Y N N 3.536 -18.148 -16.146 7.782 -0.008 -0.094 C23 C5N 32 C5N C24 C24 C 0 1 Y N N 2.862 -19.364 -16.304 8.259 1.228 -0.511 C24 C5N 33 C5N C25 C25 C 0 1 N N N 1.379 -19.440 -16.583 7.380 2.140 -1.328 C25 C5N 34 C5N C26 C26 C 0 1 N N N 0.494 -19.290 -15.374 6.988 3.357 -0.487 C26 C5N 35 C5N C27 C27 C 0 1 Y N N 3.608 -20.539 -16.190 9.541 1.620 -0.177 C27 C5N 36 C5N C28 C28 C 0 1 Y N N 4.964 -20.511 -15.948 10.348 0.784 0.572 C28 C5N 37 C5N C29 C29 C 0 1 Y N N 5.609 -19.302 -15.816 9.876 -0.447 0.989 C29 C5N 38 C5N C30 C30 C 0 1 Y N N 4.917 -18.093 -15.927 8.593 -0.843 0.663 C30 C5N 39 C5N C31 C31 C 0 1 N N N 5.661 -16.788 -15.779 8.077 -2.182 1.123 C31 C5N 40 C5N C32 C32 C 0 1 N N N 5.585 -16.184 -14.403 8.292 -3.218 0.018 C32 C5N 41 C5N C33 C33 C 0 1 Y N N 0.285 -12.009 -18.550 0.445 0.017 -0.128 C33 C5N 42 C5N N8 N8 N 0 1 Y N N -0.406 -11.063 -17.891 -0.559 -0.827 -0.307 N8 C5N 43 C5N H1 H1 H 0 1 N N N -1.073 -4.661 -17.203 -5.525 -5.075 0.761 H1 C5N 44 C5N H2 H2 H 0 1 N N N -2.195 -5.057 -15.858 -6.369 -3.764 1.622 H2 C5N 45 C5N H3 H3 H 0 1 N N N -0.426 -5.291 -15.650 -6.664 -4.023 -0.114 H3 C5N 46 C5N H4 H4 H 0 1 N N N -1.591 -6.520 -14.173 -7.244 -2.150 0.618 H4 C5N 47 C5N H5 H5 H 0 1 N N N -0.174 -7.338 -12.363 -7.569 2.301 0.892 H5 C5N 48 C5N H6 H6 H 0 1 N N N -1.558 -6.463 -11.626 -7.961 2.037 -0.825 H6 C5N 49 C5N H7 H7 H 0 1 N N N 0.067 -8.745 -10.453 -9.944 1.993 1.496 H7 C5N 50 C5N H8 H8 H 0 1 N N N -0.078 -7.057 -9.857 -9.774 3.292 0.290 H8 C5N 51 C5N H10 H10 H 0 1 N N N -2.208 -8.898 -7.557 -12.038 3.005 -0.491 H10 C5N 52 C5N H11 H11 H 0 1 N N N -0.617 -9.446 -8.184 -12.613 1.386 -0.957 H11 C5N 53 C5N H12 H12 H 0 1 N N N -0.848 -7.733 -7.694 -12.286 1.756 0.753 H12 C5N 54 C5N H13 H13 H 0 1 N N N -3.242 -9.756 -9.501 -10.737 -0.208 0.777 H13 C5N 55 C5N H14 H14 H 0 1 N N N -1.703 -10.224 -10.301 -11.129 -0.472 -0.939 H14 C5N 56 C5N H15 H15 H 0 1 N N N -3.819 -8.290 -11.325 -8.754 -0.164 -1.544 H15 C5N 57 C5N H16 H16 H 0 1 N N N -3.392 -9.902 -11.993 -8.924 -1.463 -0.338 H16 C5N 58 C5N H17 H17 H 0 1 N N N -2.257 -10.710 -13.641 -6.055 1.878 -0.184 H17 C5N 59 C5N H18 H18 H 0 1 N N N -2.138 -11.050 -16.064 -3.726 1.137 -0.470 H18 C5N 60 C5N H19 H19 H 0 1 N N N -2.197 -8.480 -18.448 -2.648 -2.260 -0.489 H19 C5N 61 C5N H20 H20 H 0 1 N N N -0.242 -10.846 -21.704 -1.357 2.648 0.979 H20 C5N 62 C5N H21 H21 H 0 1 N N N 0.558 -13.375 -21.531 1.450 2.806 -0.521 H21 C5N 63 C5N H22 H22 H 0 1 N N N 0.849 -15.128 -20.184 3.426 2.406 0.735 H22 C5N 64 C5N H23 H23 H 0 1 N N N 0.842 -12.856 -14.423 1.526 -2.292 -2.616 H23 C5N 65 C5N H24 H24 H 0 1 N N N 1.041 -11.415 -15.477 2.324 -3.432 -1.507 H24 C5N 66 C5N H25 H25 H 0 1 N N N -0.526 -12.293 -15.441 0.772 -2.688 -1.054 H25 C5N 67 C5N H26 H26 H 0 1 N N N 2.370 -16.542 -15.486 6.347 -1.196 -0.979 H26 C5N 68 C5N H27 H27 H 0 1 N N N 1.124 -18.640 -17.293 7.923 2.470 -2.214 H27 C5N 69 C5N H28 H28 H 0 1 N N N 1.168 -20.418 -17.041 6.482 1.603 -1.631 H28 C5N 70 C5N H29 H29 H 0 1 N N N -0.560 -19.359 -15.680 6.244 3.945 -1.025 H29 C5N 71 C5N H30 H30 H 0 1 N N N 0.720 -20.089 -14.653 6.570 3.023 0.463 H30 C5N 72 C5N H31 H31 H 0 1 N N N 0.676 -18.312 -14.906 7.870 3.969 -0.300 H31 C5N 73 C5N H32 H32 H 0 1 N N N 3.110 -21.492 -16.294 9.913 2.580 -0.502 H32 C5N 74 C5N H33 H33 H 0 1 N N N 5.519 -21.434 -15.862 11.350 1.093 0.832 H33 C5N 75 C5N H34 H34 H 0 1 N N N 6.671 -19.288 -15.623 10.509 -1.098 1.574 H34 C5N 76 C5N H35 H35 H 0 1 N N N 6.720 -16.966 -16.019 8.615 -2.490 2.020 H35 C5N 77 C5N H36 H36 H 0 1 N N N 5.239 -16.068 -16.495 7.013 -2.104 1.346 H36 C5N 78 C5N H37 H37 H 0 1 N N N 6.151 -15.241 -14.384 7.754 -2.910 -0.878 H37 C5N 79 C5N H38 H38 H 0 1 N N N 4.534 -15.986 -14.147 9.356 -3.296 -0.205 H38 C5N 80 C5N H39 H39 H 0 1 N N N 6.015 -16.884 -13.671 7.919 -4.187 0.351 H39 C5N 81 C5N H40 H40 H 0 1 N N N 2.089 -12.591 -21.013 0.995 3.092 1.168 H40 C5N 82 C5N H41 H41 H 0 1 N N N 2.568 -14.607 -20.198 2.550 1.476 1.973 H41 C5N 83 # 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 C5N C16 C15 SING N N 1 C5N C16 C17 SING N N 2 C5N C14 N4 SING Y N 3 C5N C14 C15 DOUB Y N 4 C5N N4 C13 DOUB Y N 5 C5N C15 C33 SING Y N 6 C5N C17 C18 SING N N 7 C5N C13 N3 SING N N 8 C5N C13 N8 SING Y N 9 C5N C33 N8 DOUB Y N 10 C5N C33 C19 SING N N 11 C5N O2 C22 DOUB N N 12 C5N C18 C19 DOUB Y N 13 C5N C18 C21 SING Y N 14 C5N N3 C12 SING N N 15 C5N C19 N5 SING Y N 16 C5N C22 C21 SING N N 17 C5N C22 N7 SING N N 18 C5N C21 N6 DOUB Y N 19 C5N O1 C1 SING N N 20 C5N O1 C2 SING N N 21 C5N C25 C24 SING N N 22 C5N C25 C26 SING N N 23 C5N C12 C2 DOUB Y N 24 C5N C12 C11 SING Y N 25 C5N N5 N6 SING Y N 26 C5N N5 C20 SING N N 27 C5N C24 C27 DOUB Y N 28 C5N C24 C23 SING Y N 29 C5N N7 C23 SING N N 30 C5N C27 C28 SING Y N 31 C5N C23 C30 DOUB Y N 32 C5N C2 C3 SING Y N 33 C5N C28 C29 DOUB Y N 34 C5N C30 C29 SING Y N 35 C5N C30 C31 SING N N 36 C5N C31 C32 SING N N 37 C5N C11 C10 DOUB Y N 38 C5N C3 C4 DOUB Y N 39 C5N C10 C4 SING Y N 40 C5N C4 N1 SING N N 41 C5N N1 C5 SING N N 42 C5N N1 C9 SING N N 43 C5N C5 C6 SING N N 44 C5N C9 C8 SING N N 45 C5N C6 N2 SING N N 46 C5N C8 N2 SING N N 47 C5N N2 C7 SING N N 48 C5N C1 H1 SING N N 49 C5N C1 H2 SING N N 50 C5N C1 H3 SING N N 51 C5N C3 H4 SING N N 52 C5N C5 H5 SING N N 53 C5N C5 H6 SING N N 54 C5N C6 H7 SING N N 55 C5N C6 H8 SING N N 56 C5N C7 H10 SING N N 57 C5N C7 H11 SING N N 58 C5N C7 H12 SING N N 59 C5N C8 H13 SING N N 60 C5N C8 H14 SING N N 61 C5N C9 H15 SING N N 62 C5N C9 H16 SING N N 63 C5N C10 H17 SING N N 64 C5N C11 H18 SING N N 65 C5N N3 H19 SING N N 66 C5N C14 H20 SING N N 67 C5N C16 H21 SING N N 68 C5N C17 H22 SING N N 69 C5N C20 H23 SING N N 70 C5N C20 H24 SING N N 71 C5N C20 H25 SING N N 72 C5N N7 H26 SING N N 73 C5N C25 H27 SING N N 74 C5N C25 H28 SING N N 75 C5N C26 H29 SING N N 76 C5N C26 H30 SING N N 77 C5N C26 H31 SING N N 78 C5N C27 H32 SING N N 79 C5N C28 H33 SING N N 80 C5N C29 H34 SING N N 81 C5N C31 H35 SING N N 82 C5N C31 H36 SING N N 83 C5N C32 H37 SING N N 84 C5N C32 H38 SING N N 85 C5N C32 H39 SING N N 86 C5N C16 H40 SING N N 87 C5N C17 H41 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 C5N InChI InChI 1.03 "InChI=1S/C33H40N8O2/c1-6-21-9-8-10-22(7-2)28(21)36-32(42)30-25-13-11-23-20-34-33(37-29(23)31(25)40(4)38-30)35-26-14-12-24(19-27(26)43-5)41-17-15-39(3)16-18-41/h8-10,12,14,19-20H,6-7,11,13,15-18H2,1-5H3,(H,36,42)(H,34,35,37)" C5N InChIKey InChI 1.03 DHKBTAOKHPQHKT-UHFFFAOYSA-N C5N SMILES_CANONICAL CACTVS 3.385 "CCc1cccc(CC)c1NC(=O)c2nn(C)c3c2CCc4cnc(Nc5ccc(cc5OC)N6CCN(C)CC6)nc34" C5N SMILES CACTVS 3.385 "CCc1cccc(CC)c1NC(=O)c2nn(C)c3c2CCc4cnc(Nc5ccc(cc5OC)N6CCN(C)CC6)nc34" C5N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1cccc(c1NC(=O)c2c3c(n(n2)C)-c4c(cnc(n4)Nc5ccc(cc5OC)N6CCN(CC6)C)CC3)CC" C5N SMILES "OpenEye OEToolkits" 2.0.6 "CCc1cccc(c1NC(=O)c2c3c(n(n2)C)-c4c(cnc(n4)Nc5ccc(cc5OC)N6CCN(CC6)C)CC3)CC" # 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 C5N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-(2,6-diethylphenyl)-8-[[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino]-1-methyl-4,5-dihydropyrazolo[4,3-h]quinazoline-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 C5N "Create component" 2016-12-22 EBI C5N "Initial release" 2017-07-26 RCSB #