data_IBI # _chem_comp.id IBI _chem_comp.name "N-{trans-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexyl}-4-{[(7R)-7-ethyl-5-methyl-8-(1-methylethyl)-6-oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxybenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H50 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Volasertib _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-25 _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 618.813 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IBI _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 3FC2 _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 IBI C1 C1 C 0 1 N N N 51.334 -0.914 9.563 -8.109 2.109 -0.788 C1 IBI 1 IBI C2 C2 C 0 1 N N N 52.240 0.295 9.236 -9.623 2.307 -0.689 C2 IBI 2 IBI C5 C5 C 0 1 N N N 53.176 -2.035 10.617 -8.249 0.257 0.764 C5 IBI 3 IBI C6 C6 C 0 1 N N N 54.106 -0.836 10.310 -9.763 0.455 0.863 C6 IBI 4 IBI C7 C7 C 0 1 N N N 49.304 -4.803 8.651 -4.126 0.804 1.786 C7 IBI 5 IBI C8 C8 C 0 1 N N N 50.026 -3.445 8.830 -5.649 0.944 1.815 C8 IBI 6 IBI C11 C11 C 0 1 N N N 51.323 -6.023 9.235 -4.223 0.249 -0.648 C11 IBI 7 IBI C12 C12 C 0 1 N N N 52.133 -4.706 9.400 -5.747 0.389 -0.619 C12 IBI 8 IBI C15 C15 C 0 1 Y N N 47.231 -9.355 7.919 0.571 -0.575 0.655 C15 IBI 9 IBI C16 C16 C 0 1 Y N N 47.687 -11.432 6.153 1.724 -2.930 -0.275 C16 IBI 10 IBI C17 C17 C 0 1 Y N N 48.274 -9.229 6.984 -0.236 -1.627 0.216 C17 IBI 11 IBI C18 C18 C 0 1 Y N N 48.480 -10.281 6.099 0.350 -2.808 -0.251 C18 IBI 12 IBI C21 C21 C 0 1 N N R 42.442 -12.970 12.185 8.911 0.819 -0.934 C21 IBI 13 IBI N22 N22 N 0 1 N N N 42.124 -14.897 10.601 7.035 2.407 -0.704 N22 IBI 14 IBI C24 C24 C 0 1 Y N N 43.122 -14.345 9.730 6.225 1.286 -0.473 C24 IBI 15 IBI C31 C31 C 0 1 N N N 43.306 -13.493 13.375 10.392 0.836 -0.552 C31 IBI 16 IBI C32 C32 C 0 1 N N N 44.582 -14.273 12.959 10.971 -0.573 -0.691 C32 IBI 17 IBI C33 C33 C 0 1 N N N 43.963 -11.127 11.792 8.586 0.197 1.380 C33 IBI 18 IBI C34 C34 C 0 1 N N N 45.372 -10.825 11.299 8.052 1.558 1.830 C34 IBI 19 IBI C35 C35 C 0 1 N N N 43.043 -9.893 11.682 8.015 -0.899 2.283 C35 IBI 20 IBI C36 C36 C 0 1 N N N 41.442 -16.175 10.294 6.453 3.751 -0.764 C36 IBI 21 IBI C38 C38 C 0 1 N N N 49.096 -12.817 4.680 1.416 -5.115 -1.162 C38 IBI 22 IBI C39 C39 C 0 1 N N N 49.159 -7.989 6.935 -1.706 -1.492 0.244 C39 IBI 23 IBI O40 O40 O 0 1 N N N 49.665 -7.703 5.887 -2.408 -2.408 -0.139 O40 IBI 24 IBI O37 O37 O 0 1 N N N 47.862 -12.498 5.305 2.297 -4.077 -0.727 O37 IBI 25 IBI C14 C14 C 0 1 Y N N 46.652 -11.544 7.078 2.526 -1.875 0.166 C14 IBI 26 IBI N19 N19 N 0 1 N N N 45.958 -12.792 7.055 3.915 -1.999 0.141 N19 IBI 27 IBI C26 C26 C 0 1 Y N N 45.019 -13.331 7.974 4.707 -0.879 -0.062 C26 IBI 28 IBI N27 N27 N 0 1 Y N N 44.688 -12.651 9.133 6.024 -0.998 0.035 N27 IBI 29 IBI C25 C25 C 0 1 Y N N 43.744 -13.126 10.022 6.810 0.056 -0.154 C25 IBI 30 IBI N23 N23 N 0 1 N N N 43.395 -12.396 11.213 8.182 -0.054 -0.009 N23 IBI 31 IBI N28 N28 N 0 1 Y N N 44.408 -14.528 7.692 4.126 0.276 -0.346 N28 IBI 32 IBI C29 C29 C 0 1 Y N N 43.468 -15.022 8.570 4.847 1.370 -0.557 C29 IBI 33 IBI C20 C20 C 0 1 N N N 41.755 -14.236 11.770 8.363 2.221 -0.871 C20 IBI 34 IBI O30 O30 O 0 1 N N N 40.928 -14.691 12.539 9.107 3.174 -0.967 O30 IBI 35 IBI C13 C13 C 0 1 Y N N 46.427 -10.498 7.966 1.943 -0.702 0.629 C13 IBI 36 IBI N41 N41 N 0 1 N N N 49.411 -7.188 8.060 -2.269 -0.354 0.694 N41 IBI 37 IBI C9 C9 C 0 1 N N N 50.219 -5.932 8.179 -3.728 -0.220 0.722 C9 IBI 38 IBI C10 C10 C 0 1 N N N 51.285 -3.452 9.748 -6.145 1.413 0.446 C10 IBI 39 IBI N3 N3 N 0 1 N N N 52.103 -2.195 9.591 -7.607 1.547 0.474 N3 IBI 40 IBI N4 N4 N 0 1 N N N 53.361 0.436 10.191 -10.265 1.017 -0.399 N4 IBI 41 IBI C42 C42 C 0 1 N N N 54.247 1.572 9.880 -11.727 1.151 -0.371 C42 IBI 42 IBI C43 C43 C 0 1 N N N 53.804 2.914 10.499 -12.366 -0.238 -0.316 C43 IBI 43 IBI C45 C45 C 0 1 N N N 54.086 4.297 9.952 -13.887 -0.311 -0.162 C45 IBI 44 IBI C44 C44 C 0 1 N N N 52.732 3.713 9.713 -13.235 -0.664 -1.501 C44 IBI 45 IBI H1 H1 H 0 1 N N N 50.878 -0.755 10.551 -7.884 1.424 -1.606 H1 IBI 46 IBI H1A H1A H 0 1 N N N 50.569 -0.991 8.776 -7.628 3.069 -0.975 H1A IBI 47 IBI H2 H2 H 0 1 N N N 52.656 0.156 8.227 -9.847 3.012 0.111 H2 IBI 48 IBI H2A H2A H 0 1 N N N 51.625 1.204 9.303 -10.002 2.696 -1.634 H2A IBI 49 IBI H5 H5 H 0 1 N N N 53.782 -2.953 10.636 -7.871 -0.133 1.709 H5 IBI 50 IBI H5A H5A H 0 1 N N N 52.692 -1.849 11.587 -8.026 -0.448 -0.036 H5A IBI 51 IBI H6 H6 H 0 1 N N N 54.834 -0.740 11.129 -10.244 -0.506 1.050 H6 IBI 52 IBI H6A H6A H 0 1 N N N 54.600 -1.030 9.347 -9.988 1.139 1.681 H6A IBI 53 IBI H7 H7 H 0 1 N N N 48.879 -5.093 9.623 -3.677 1.768 1.548 H7 IBI 54 IBI H7A H7A H 0 1 N N N 48.539 -4.661 7.873 -3.773 0.470 2.762 H7A IBI 55 IBI H8 H8 H 0 1 N N N 50.350 -3.113 7.833 -6.098 -0.021 2.053 H8 IBI 56 IBI H8A H8A H 0 1 N N N 49.300 -2.783 9.324 -5.933 1.673 2.574 H8A IBI 57 IBI H11 H11 H 0 1 N N N 52.020 -6.819 8.934 -3.940 -0.481 -1.406 H11 IBI 58 IBI H11A H11A H 0 0 N N N 50.835 -6.229 10.199 -3.775 1.213 -0.886 H11A IBI 59 IBI H12 H12 H 0 1 N N N 52.854 -4.858 10.216 -6.100 0.723 -1.594 H12 IBI 60 IBI H12A H12A H 0 0 N N N 52.599 -4.504 8.424 -6.195 -0.576 -0.381 H12A IBI 61 IBI H15 H15 H 0 1 N N N 47.047 -8.551 8.616 0.120 0.339 1.012 H15 IBI 62 IBI H18 H18 H 0 1 N N N 49.263 -10.209 5.359 -0.272 -3.623 -0.591 H18 IBI 63 IBI H21 H21 H 0 1 N N N 41.700 -12.177 12.358 8.804 0.438 -1.950 H21 IBI 64 IBI H31 H31 H 0 1 N N N 43.624 -12.622 13.967 10.930 1.516 -1.213 H31 IBI 65 IBI H31A H31A H 0 0 N N N 42.675 -14.200 13.933 10.498 1.173 0.479 H31A IBI 66 IBI H32 H32 H 0 1 N N N 44.562 -14.458 11.875 12.002 -0.579 -0.336 H32 IBI 67 IBI H32A H32A H 0 0 N N N 45.473 -13.681 13.214 10.379 -1.269 -0.097 H32A IBI 68 IBI H32B H32B H 0 0 N N N 44.615 -15.234 13.494 10.945 -0.876 -1.738 H32B IBI 69 IBI H33 H33 H 0 1 N N N 44.030 -11.342 12.869 9.674 0.193 1.448 H33 IBI 70 IBI H34 H34 H 0 1 N N N 45.369 -10.752 10.201 8.352 1.744 2.861 H34 IBI 71 IBI H34A H34A H 0 0 N N N 45.714 -9.872 11.729 8.458 2.339 1.187 H34A IBI 72 IBI H34B H34B H 0 0 N N N 46.050 -11.633 11.611 6.964 1.561 1.762 H34B IBI 73 IBI H35 H35 H 0 1 N N N 42.824 -9.507 12.689 6.932 -0.933 2.171 H35 IBI 74 IBI H35A H35A H 0 0 N N N 43.546 -9.113 11.092 8.441 -1.861 2.000 H35A IBI 75 IBI H35B H35B H 0 0 N N N 42.103 -10.180 11.187 8.267 -0.682 3.321 H35B IBI 76 IBI H36 H36 H 0 1 N N N 41.273 -16.250 9.210 6.451 4.190 0.233 H36 IBI 77 IBI H36A H36A H 0 0 N N N 42.070 -17.015 10.626 7.046 4.373 -1.435 H36A IBI 78 IBI H36B H36B H 0 0 N N N 40.476 -16.210 10.819 5.431 3.688 -1.136 H36B IBI 79 IBI H38 H38 H 0 1 N N N 48.947 -12.900 3.593 2.001 -5.972 -1.497 H38 IBI 80 IBI H38A H38A H 0 0 N N N 49.829 -12.024 4.890 0.773 -5.415 -0.335 H38A IBI 81 IBI H38B H38B H 0 0 N N N 49.469 -13.775 5.072 0.803 -4.749 -1.986 H38B IBI 82 IBI HN19 HN19 H 0 0 N N N 46.165 -13.377 6.271 4.326 -2.869 0.265 HN19 IBI 83 IBI H29 H29 H 0 1 N N N 42.987 -15.963 8.349 4.367 2.309 -0.790 H29 IBI 84 IBI H13 H13 H 0 1 N N N 45.631 -10.568 8.692 2.566 0.112 0.969 H13 IBI 85 IBI HN41 HN41 H 0 0 N N N 48.988 -7.503 8.909 -1.709 0.377 0.999 HN41 IBI 86 IBI H9 H9 H 0 1 N N N 50.668 -5.761 7.189 -4.177 -1.185 0.960 H9 IBI 87 IBI H10 H10 H 0 1 N N N 50.964 -3.487 10.799 -5.696 2.377 0.208 H10 IBI 88 IBI H42 H42 H 0 1 N N N 55.248 1.335 10.269 -12.023 1.722 0.509 H42 IBI 89 IBI H42A H42A H 0 0 N N N 54.222 1.703 8.788 -12.062 1.669 -1.270 H42A IBI 90 IBI H43 H43 H 0 1 N N N 53.975 2.476 11.494 -11.773 -1.009 0.176 H43 IBI 91 IBI H45 H45 H 0 1 N N N 54.371 5.218 10.482 -14.294 -1.130 0.430 H45 IBI 92 IBI H45A H45A H 0 0 N N N 54.867 4.735 9.312 -14.432 0.630 -0.100 H45A IBI 93 IBI H44 H44 H 0 1 N N N 52.198 3.482 8.779 -13.352 0.046 -2.320 H44 IBI 94 IBI H44A H44A H 0 0 N N N 51.691 4.025 9.883 -13.214 -1.715 -1.789 H44A IBI 95 # # 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 IBI C1 C2 SING N N 1 IBI C1 N3 SING N N 2 IBI C2 N4 SING N N 3 IBI C5 C6 SING N N 4 IBI C5 N3 SING N N 5 IBI C6 N4 SING N N 6 IBI C7 C8 SING N N 7 IBI C7 C9 SING N N 8 IBI C8 C10 SING N N 9 IBI C11 C12 SING N N 10 IBI C11 C9 SING N N 11 IBI C12 C10 SING N N 12 IBI C15 C17 DOUB Y N 13 IBI C15 C13 SING Y N 14 IBI C16 C18 DOUB Y N 15 IBI C16 O37 SING N N 16 IBI C16 C14 SING Y N 17 IBI C17 C18 SING Y N 18 IBI C17 C39 SING N N 19 IBI C21 C31 SING N N 20 IBI C21 N23 SING N N 21 IBI C21 C20 SING N N 22 IBI N22 C24 SING N N 23 IBI N22 C36 SING N N 24 IBI N22 C20 SING N N 25 IBI C24 C25 DOUB Y N 26 IBI C24 C29 SING Y N 27 IBI C31 C32 SING N N 28 IBI C33 C34 SING N N 29 IBI C33 C35 SING N N 30 IBI C33 N23 SING N N 31 IBI C38 O37 SING N N 32 IBI C39 O40 DOUB N N 33 IBI C39 N41 SING N N 34 IBI C14 N19 SING N N 35 IBI C14 C13 DOUB Y N 36 IBI N19 C26 SING N N 37 IBI C26 N27 DOUB Y N 38 IBI C26 N28 SING Y N 39 IBI N27 C25 SING Y N 40 IBI C25 N23 SING N N 41 IBI N28 C29 DOUB Y N 42 IBI C20 O30 DOUB N N 43 IBI N41 C9 SING N N 44 IBI C10 N3 SING N N 45 IBI N4 C42 SING N N 46 IBI C42 C43 SING N N 47 IBI C43 C45 SING N N 48 IBI C43 C44 SING N N 49 IBI C45 C44 SING N N 50 IBI C1 H1 SING N N 51 IBI C1 H1A SING N N 52 IBI C2 H2 SING N N 53 IBI C2 H2A SING N N 54 IBI C5 H5 SING N N 55 IBI C5 H5A SING N N 56 IBI C6 H6 SING N N 57 IBI C6 H6A SING N N 58 IBI C7 H7 SING N N 59 IBI C7 H7A SING N N 60 IBI C8 H8 SING N N 61 IBI C8 H8A SING N N 62 IBI C11 H11 SING N N 63 IBI C11 H11A SING N N 64 IBI C12 H12 SING N N 65 IBI C12 H12A SING N N 66 IBI C15 H15 SING N N 67 IBI C18 H18 SING N N 68 IBI C21 H21 SING N N 69 IBI C31 H31 SING N N 70 IBI C31 H31A SING N N 71 IBI C32 H32 SING N N 72 IBI C32 H32A SING N N 73 IBI C32 H32B SING N N 74 IBI C33 H33 SING N N 75 IBI C34 H34 SING N N 76 IBI C34 H34A SING N N 77 IBI C34 H34B SING N N 78 IBI C35 H35 SING N N 79 IBI C35 H35A SING N N 80 IBI C35 H35B SING N N 81 IBI C36 H36 SING N N 82 IBI C36 H36A SING N N 83 IBI C36 H36B SING N N 84 IBI C38 H38 SING N N 85 IBI C38 H38A SING N N 86 IBI C38 H38B SING N N 87 IBI N19 HN19 SING N N 88 IBI C29 H29 SING N N 89 IBI C13 H13 SING N N 90 IBI N41 HN41 SING N N 91 IBI C9 H9 SING N N 92 IBI C10 H10 SING N N 93 IBI C42 H42 SING N N 94 IBI C42 H42A SING N N 95 IBI C43 H43 SING N N 96 IBI C45 H45 SING N N 97 IBI C45 H45A SING N N 98 IBI C44 H44 SING N N 99 IBI C44 H44A SING N N 100 # # 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 IBI SMILES ACDLabs 10.04 "O=C6N(c1c(nc(nc1)Nc2ccc(cc2OC)C(=O)NC5CCC(N3CCN(CC3)CC4CC4)CC5)N(C(C)C)C6CC)C" IBI SMILES_CANONICAL CACTVS 3.341 "CC[C@H]1N(C(C)C)c2nc(Nc3ccc(cc3OC)C(=O)N[C@H]4CC[C@@H](CC4)N5CCN(CC5)CC6CC6)ncc2N(C)C1=O" IBI SMILES CACTVS 3.341 "CC[CH]1N(C(C)C)c2nc(Nc3ccc(cc3OC)C(=O)N[CH]4CC[CH](CC4)N5CCN(CC5)CC6CC6)ncc2N(C)C1=O" IBI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H]1C(=O)N(c2cnc(nc2N1C(C)C)Nc3ccc(cc3OC)C(=O)NC4CCC(CC4)N5CCN(CC5)CC6CC6)C" IBI SMILES "OpenEye OEToolkits" 1.5.0 "CCC1C(=O)N(c2cnc(nc2N1C(C)C)Nc3ccc(cc3OC)C(=O)NC4CCC(CC4)N5CCN(CC5)CC6CC6)C" IBI InChI InChI 1.03 "InChI=1S/C34H50N8O3/c1-6-28-33(44)39(4)29-20-35-34(38-31(29)42(28)22(2)3)37-27-14-9-24(19-30(27)45-5)32(43)36-25-10-12-26(13-11-25)41-17-15-40(16-18-41)21-23-7-8-23/h9,14,19-20,22-23,25-26,28H,6-8,10-13,15-18,21H2,1-5H3,(H,36,43)(H,35,37,38)/t25-,26-,28-/m1/s1" IBI InChIKey InChI 1.03 SXNJFOWDRLKDSF-STROYTFGSA-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 IBI "SYSTEMATIC NAME" ACDLabs 10.04 "N-{trans-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexyl}-4-{[(7R)-7-ethyl-5-methyl-8-(1-methylethyl)-6-oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxybenzamide" IBI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexyl]-4-[[(7R)-7-ethyl-5-methyl-6-oxo-8-propan-2-yl-7H-pteridin-2-yl]amino]-3-methoxy-benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IBI "Create component" 2008-11-25 PDBJ IBI "Modify aromatic_flag" 2011-06-04 RCSB IBI "Modify descriptor" 2011-06-04 RCSB IBI "Modify synonyms" 2018-03-29 PDBJ IBI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IBI _pdbx_chem_comp_synonyms.name Volasertib _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##