data_YMX # _chem_comp.id YMX _chem_comp.name Entrectinib _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H34 F2 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-01 _chem_comp.pdbx_modified_date 2016-08-05 _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 560.637 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YMX _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 5FTO _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 YMX C1 C1 C 0 1 Y N N 4.653 14.077 10.244 5.122 -3.189 -0.651 C1 YMX 1 YMX C2 C2 C 0 1 Y N N 3.716 14.980 9.998 3.747 -3.079 -0.460 C2 YMX 2 YMX N3 N3 N 0 1 Y N N 2.500 15.065 10.380 2.773 -3.954 -0.054 N3 YMX 3 YMX N4 N4 N 0 1 Y N N 1.941 16.126 9.886 1.539 -3.296 -0.042 N4 YMX 4 YMX C5 C5 C 0 1 Y N N 2.787 16.720 9.133 1.691 -2.054 -0.419 C5 YMX 5 YMX N6 N6 N 0 1 N N N 2.403 17.864 8.561 0.678 -1.095 -0.528 N6 YMX 6 YMX C7 C7 C 0 1 N N N 2.856 18.340 7.405 -0.595 -1.422 -0.229 C7 YMX 7 YMX O8 O8 O 0 1 N N N 3.518 17.698 6.639 -0.863 -2.552 0.135 O8 YMX 8 YMX C9 C9 C 0 1 Y N N 2.406 19.636 7.063 -1.659 -0.414 -0.344 C9 YMX 9 YMX C10 C10 C 0 1 Y N N 1.185 20.076 7.474 -1.339 0.915 -0.642 C10 YMX 10 YMX C11 C11 C 0 1 Y N N 0.672 21.293 7.200 -2.327 1.850 -0.748 C11 YMX 11 YMX C12 C12 C 0 1 Y N N 1.389 22.182 6.451 -3.661 1.492 -0.561 C12 YMX 12 YMX N13 N13 N 0 1 N N N 0.851 23.333 6.170 -4.659 2.455 -0.671 N13 YMX 13 YMX C14 C14 C 0 1 N N N 1.594 24.101 5.214 -4.088 3.771 -0.989 C14 YMX 14 YMX C15 C15 C 0 1 N N N 0.876 25.360 4.849 -5.220 4.782 -1.180 C15 YMX 15 YMX N16 N16 N 0 1 N N N 0.642 26.137 6.019 -6.030 4.845 0.044 N16 YMX 16 YMX C17 C17 C 0 1 N N N -0.170 27.274 5.790 -7.084 5.861 -0.072 C17 YMX 17 YMX C18 C18 C 0 1 N N N -0.146 25.295 6.837 -6.601 3.528 0.362 C18 YMX 18 YMX C19 C19 C 0 1 N N N 0.702 24.186 7.292 -5.469 2.517 0.553 C19 YMX 19 YMX C20 C20 C 0 1 Y N N 2.596 21.800 5.972 -3.997 0.178 -0.264 C20 YMX 20 YMX C21 C21 C 0 1 Y N N 3.101 20.561 6.280 -3.004 -0.782 -0.159 C21 YMX 21 YMX N22 N22 N 0 1 N N N 4.267 20.214 5.820 -3.333 -2.100 0.133 N22 YMX 22 YMX C23 C23 C 0 1 N N N 5.158 21.113 5.177 -4.739 -2.505 0.206 C23 YMX 23 YMX C24 C24 C 0 1 N N N 6.346 21.177 5.983 -4.857 -4.004 -0.084 C24 YMX 24 YMX C25 C25 C 0 1 N N N 7.318 22.038 5.298 -6.318 -4.433 0.071 C25 YMX 25 YMX O26 O26 O 0 1 N N N 7.825 21.371 4.286 -6.769 -4.115 1.389 O26 YMX 26 YMX C27 C27 C 0 1 N N N 6.779 21.268 3.380 -6.727 -2.721 1.700 C27 YMX 27 YMX C28 C28 C 0 1 N N N 5.582 20.506 3.940 -5.282 -2.223 1.610 C28 YMX 28 YMX C29 C29 C 0 1 Y N N 3.935 16.020 9.214 3.111 -1.848 -0.707 C29 YMX 29 YMX C30 C30 C 0 1 Y N N 5.127 16.165 8.672 3.865 -0.754 -1.141 C30 YMX 30 YMX C31 C31 C 0 1 Y N N 6.157 15.282 8.897 5.212 -0.890 -1.320 C31 YMX 31 YMX C32 C32 C 0 1 N N N 7.413 15.474 8.356 6.026 0.289 -1.787 C32 YMX 32 YMX C33 C33 C 0 1 Y N N 8.022 16.618 8.900 6.516 1.066 -0.592 C33 YMX 33 YMX C34 C34 C 0 1 Y N N 8.168 17.768 8.148 7.731 0.750 -0.014 C34 YMX 34 YMX C35 C35 C 0 1 Y N N 8.769 18.890 8.700 8.182 1.463 1.084 C35 YMX 35 YMX F36 F36 F 0 1 N N N 8.861 19.755 8.105 9.370 1.154 1.649 F36 YMX 36 YMX C37 C37 C 0 1 Y N N 9.229 18.862 10.011 7.416 2.493 1.602 C37 YMX 37 YMX C38 C38 C 0 1 Y N N 9.108 17.732 10.795 6.199 2.808 1.022 C38 YMX 38 YMX F39 F39 F 0 1 N N N 9.448 17.691 11.766 5.451 3.813 1.527 F39 YMX 39 YMX C40 C40 C 0 1 Y N N 8.494 16.651 10.214 5.752 2.097 -0.079 C40 YMX 40 YMX C41 C41 C 0 1 Y N N 5.912 14.203 9.715 5.838 -2.105 -1.075 C41 YMX 41 YMX H1 H1 H 0 1 N N N 4.422 13.228 10.871 5.622 -4.127 -0.461 H1 YMX 42 YMX H10 H10 H 0 1 N N N 0.582 19.401 8.063 -0.308 1.201 -0.789 H10 YMX 43 YMX H11 H11 H 0 1 N N N -0.305 21.564 7.573 -2.074 2.875 -0.979 H11 YMX 44 YMX H14 H14 H 0 1 N N N 2.572 24.359 5.645 -3.445 4.095 -0.171 H14 YMX 45 YMX H14A H14A H 0 0 N N N 1.741 23.497 4.306 -3.503 3.702 -1.906 H14A YMX 46 YMX H15 H15 H 0 1 N N N 1.489 25.939 4.143 -4.799 5.766 -1.388 H15 YMX 47 YMX H15A H15A H 0 0 N N N -0.086 25.109 4.379 -5.848 4.472 -2.016 H15A YMX 48 YMX H17 H17 H 0 1 N N N -0.307 27.823 6.733 -7.736 5.614 -0.910 H17 YMX 49 YMX H17A H17A H 0 0 N N N 0.316 27.929 5.052 -7.669 5.886 0.847 H17A YMX 50 YMX H17B H17B H 0 0 N N N -1.150 26.953 5.407 -6.630 6.838 -0.241 H17B YMX 51 YMX H18 H18 H 0 1 N N N -0.520 25.860 7.704 -7.186 3.597 1.279 H18 YMX 52 YMX H18A H18A H 0 0 N N N -0.997 24.903 6.260 -7.244 3.204 -0.456 H18A YMX 53 YMX H19 H19 H 0 1 N N N 0.219 23.649 8.121 -5.891 1.533 0.761 H19 YMX 54 YMX H19A H19A H 0 0 N N N 1.682 24.562 7.621 -4.841 2.827 1.389 H19A YMX 55 YMX H20 H20 H 0 1 N N N 3.164 22.472 5.345 -5.032 -0.096 -0.119 H20 YMX 56 YMX HN22 HN22 H 0 0 N N N 4.770 19.844 6.602 -2.632 -2.752 0.289 HN22 YMX 57 YMX H23 H23 H 0 1 N N N 4.711 22.105 5.018 -5.318 -1.945 -0.529 H23 YMX 58 YMX H24 H24 H 0 1 N N N 6.105 21.599 6.970 -4.524 -4.205 -1.103 H24 YMX 59 YMX H24A H24A H 0 0 N N N 6.766 20.168 6.109 -4.237 -4.561 0.619 H24A YMX 60 YMX H25 H25 H 0 1 N N N 6.816 22.945 4.930 -6.931 -3.906 -0.660 H25 YMX 61 YMX H25A H25A H 0 0 N N N 8.120 22.320 5.996 -6.400 -5.508 -0.093 H25A YMX 62 YMX H27 H27 H 0 1 N N N 6.452 22.282 3.104 -7.345 -2.172 0.990 H27 YMX 63 YMX H27A H27A H 0 0 N N N 7.141 20.743 2.484 -7.104 -2.562 2.710 H27A YMX 64 YMX H28 H28 H 0 1 N N N 5.868 19.460 4.125 -4.670 -2.744 2.348 H28 YMX 65 YMX H28A H28A H 0 0 N N N 4.756 20.538 3.215 -5.253 -1.151 1.804 H28A YMX 66 YMX H30 H30 H 0 1 N N N 5.302 17.012 8.025 3.385 0.194 -1.333 H30 YMX 67 YMX H32 H32 H 0 1 N N N 8.038 14.595 8.574 6.879 -0.065 -2.365 H32 YMX 68 YMX H32A H32A H 0 0 N N N 7.321 15.598 7.267 5.407 0.934 -2.411 H32A YMX 69 YMX H34 H34 H 0 1 N N N 7.813 17.793 7.128 8.328 -0.054 -0.419 H34 YMX 70 YMX H37 H37 H 0 1 N N N 9.692 19.745 10.426 7.767 3.049 2.459 H37 YMX 71 YMX H40 H40 H 0 1 N N N 8.367 15.763 10.815 4.805 2.346 -0.534 H40 YMX 72 YMX H41 H41 H 0 1 N N N 6.684 13.480 9.933 6.905 -2.195 -1.222 H41 YMX 73 YMX H6 H6 H 0 1 N N N 1.717 18.409 9.043 0.892 -0.195 -0.818 H6 YMX 74 YMX H3 H3 H 0 1 N N N 2.043 14.405 10.977 2.917 -4.883 0.186 H3 YMX 75 # 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 YMX C1 C2 DOUB Y N 1 YMX C1 C41 SING Y N 2 YMX C2 N3 SING Y N 3 YMX C2 C29 SING Y N 4 YMX N3 N4 SING Y N 5 YMX N4 C5 DOUB Y N 6 YMX C5 N6 SING N N 7 YMX C5 C29 SING Y N 8 YMX N6 C7 SING N N 9 YMX C7 O8 DOUB N N 10 YMX C7 C9 SING N N 11 YMX C9 C10 DOUB Y N 12 YMX C9 C21 SING Y N 13 YMX C10 C11 SING Y N 14 YMX C11 C12 DOUB Y N 15 YMX C12 N13 SING N N 16 YMX C12 C20 SING Y N 17 YMX N13 C14 SING N N 18 YMX N13 C19 SING N N 19 YMX C14 C15 SING N N 20 YMX C15 N16 SING N N 21 YMX N16 C17 SING N N 22 YMX N16 C18 SING N N 23 YMX C18 C19 SING N N 24 YMX C20 C21 DOUB Y N 25 YMX C21 N22 SING N N 26 YMX N22 C23 SING N N 27 YMX C23 C24 SING N N 28 YMX C23 C28 SING N N 29 YMX C24 C25 SING N N 30 YMX C25 O26 SING N N 31 YMX O26 C27 SING N N 32 YMX C27 C28 SING N N 33 YMX C29 C30 DOUB Y N 34 YMX C30 C31 SING Y N 35 YMX C31 C32 SING N N 36 YMX C31 C41 DOUB Y N 37 YMX C32 C33 SING N N 38 YMX C33 C34 DOUB Y N 39 YMX C33 C40 SING Y N 40 YMX C34 C35 SING Y N 41 YMX C35 F36 SING N N 42 YMX C35 C37 DOUB Y N 43 YMX C37 C38 SING Y N 44 YMX C38 F39 SING N N 45 YMX C38 C40 DOUB Y N 46 YMX C1 H1 SING N N 47 YMX C10 H10 SING N N 48 YMX C11 H11 SING N N 49 YMX C14 H14 SING N N 50 YMX C14 H14A SING N N 51 YMX C15 H15 SING N N 52 YMX C15 H15A SING N N 53 YMX C17 H17 SING N N 54 YMX C17 H17A SING N N 55 YMX C17 H17B SING N N 56 YMX C18 H18 SING N N 57 YMX C18 H18A SING N N 58 YMX C19 H19 SING N N 59 YMX C19 H19A SING N N 60 YMX C20 H20 SING N N 61 YMX N22 HN22 SING N N 62 YMX C23 H23 SING N N 63 YMX C24 H24 SING N N 64 YMX C24 H24A SING N N 65 YMX C25 H25 SING N N 66 YMX C25 H25A SING N N 67 YMX C27 H27 SING N N 68 YMX C27 H27A SING N N 69 YMX C28 H28 SING N N 70 YMX C28 H28A SING N N 71 YMX C30 H30 SING N N 72 YMX C32 H32 SING N N 73 YMX C32 H32A SING N N 74 YMX C34 H34 SING N N 75 YMX C37 H37 SING N N 76 YMX C40 H40 SING N N 77 YMX C41 H41 SING N N 78 YMX N6 H6 SING N N 79 YMX N3 H3 SING N N 80 # 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 YMX SMILES ACDLabs 12.01 "c6c4N=N\C(=N\C(=O)c2ccc(N1CCN(C)CC1)cc2NC3CCOCC3)c4cc(Cc5cc(F)cc(F)c5)c6" YMX InChI InChI 1.03 "InChI=1S/C31H34F2N6O2/c1-38-8-10-39(11-9-38)25-3-4-26(29(19-25)34-24-6-12-41-13-7-24)31(40)35-30-27-17-20(2-5-28(27)36-37-30)14-21-15-22(32)18-23(33)16-21/h2-5,15-19,24,34H,6-14H2,1H3,(H2,35,36,37,40)" YMX InChIKey InChI 1.03 HAYYBYPASCDWEQ-UHFFFAOYSA-N YMX SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(C(=O)Nc3n[nH]c4ccc(Cc5cc(F)cc(F)c5)cc34)c(NC6CCOCC6)c2" YMX SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(C(=O)Nc3n[nH]c4ccc(Cc5cc(F)cc(F)c5)cc34)c(NC6CCOCC6)c2" YMX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)c2ccc(c(c2)NC3CCOCC3)C(=O)Nc4c5cc(ccc5[nH]n4)Cc6cc(cc(c6)F)F" YMX SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)c2ccc(c(c2)NC3CCOCC3)C(=O)Nc4c5cc(ccc5[nH]n4)Cc6cc(cc(c6)F)F" # 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 YMX "SYSTEMATIC NAME" ACDLabs 12.01 "N-{5-[(3,5-difluorophenyl)methyl]-3H-indazol-3-ylidene}-4-(4-methylpiperazin-1-yl)-2-[(oxan-4-yl)amino]benzamide" YMX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[5-[[3,5-bis(fluoranyl)phenyl]methyl]-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-(oxan-4-ylamino)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 YMX "Create component" 2016-01-14 EBI YMX "Initial release" 2016-04-06 RCSB YMX "Other modification" 2016-08-01 EBI #