data_NZF # _chem_comp.id NZF _chem_comp.name "(3S)-N-[3-(trifluoromethoxy)benzyl]-1-{2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}piperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 F3 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-22 _chem_comp.pdbx_modified_date 2012-08-24 _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 561.553 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NZF _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 4FNZ _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 NZF C17 C17 C 0 1 N N N 18.884 8.446 59.474 8.890 3.385 -0.062 C17 NZF 1 NZF O1 O1 O 0 1 N N N 19.888 8.611 58.426 9.265 2.034 -0.335 O1 NZF 2 NZF C15 C15 C 0 1 Y N N 21.191 8.690 58.885 8.263 1.119 -0.417 C15 NZF 3 NZF C16 C16 C 0 1 Y N N 21.545 9.709 59.785 6.946 1.515 -0.239 C16 NZF 4 NZF C14 C14 C 0 1 Y N N 22.173 7.768 58.462 8.557 -0.213 -0.686 C14 NZF 5 NZF O2 O2 O 0 1 N N N 21.883 6.750 57.594 9.850 -0.601 -0.867 O2 NZF 6 NZF C18 C18 C 0 1 N N N 22.391 6.969 56.261 10.571 -1.015 0.295 C18 NZF 7 NZF C13 C13 C 0 1 Y N N 23.471 7.879 58.951 7.532 -1.147 -0.770 C13 NZF 8 NZF O3 O3 O 0 1 N N N 24.453 7.022 58.575 7.819 -2.450 -1.033 O3 NZF 9 NZF C19 C19 C 0 1 N N N 25.419 6.872 59.628 6.716 -3.356 -1.105 C19 NZF 10 NZF C12 C12 C 0 1 Y N N 23.794 8.903 59.828 6.217 -0.751 -0.586 C12 NZF 11 NZF C11 C11 C 0 1 Y N N 22.855 9.827 60.251 5.923 0.581 -0.322 C11 NZF 12 NZF N4 N4 N 0 1 N N N 23.306 10.746 61.119 4.594 0.981 -0.142 N4 NZF 13 NZF C10 C10 C 0 1 Y N N 22.739 11.929 61.417 3.687 0.122 0.456 C10 NZF 14 NZF N3 N3 N 0 1 Y N N 21.577 12.332 60.880 2.410 0.470 0.515 N3 NZF 15 NZF N2 N2 N 0 1 Y N N 23.383 12.719 62.304 4.117 -1.029 0.951 N2 NZF 16 NZF C9 C9 C 0 1 Y N N 22.899 13.894 62.674 3.279 -1.877 1.530 C9 NZF 17 NZF C8 C8 C 0 1 Y N N 21.695 14.339 62.136 1.940 -1.551 1.617 C8 NZF 18 NZF C7 C7 C 0 1 Y N N 21.041 13.513 61.220 1.515 -0.332 1.082 C7 NZF 19 NZF N1 N1 N 0 1 N N N 19.823 13.891 60.644 0.180 0.034 1.142 N1 NZF 20 NZF C3 C3 C 0 1 N N N 19.140 15.137 61.036 -0.033 1.347 0.520 C3 NZF 21 NZF C2 C2 C 0 1 N N N 19.129 12.961 59.718 -0.309 0.016 2.526 C2 NZF 22 NZF C1 C1 C 0 1 N N N 17.823 12.563 60.396 -1.816 0.282 2.539 C1 NZF 23 NZF C5 C5 C 0 1 N N N 17.028 13.818 60.768 -2.095 1.644 1.898 C5 NZF 24 NZF C4 C4 C 0 1 N N S 17.833 14.746 61.710 -1.532 1.653 0.474 C4 NZF 25 NZF C6 C6 C 0 1 N N N 17.018 15.994 62.110 -2.234 0.605 -0.351 C6 NZF 26 NZF O4 O4 O 0 1 N N N 16.566 16.805 61.299 -1.599 -0.298 -0.853 O4 NZF 27 NZF N5 N5 N 0 1 N N N 16.861 16.139 63.407 -3.568 0.671 -0.531 N5 NZF 28 NZF C20 C20 C 0 1 N N N 16.117 17.282 63.945 -4.251 -0.347 -1.333 C20 NZF 29 NZF C21 C21 C 0 1 Y N N 16.427 17.440 65.427 -5.726 -0.045 -1.378 C21 NZF 30 NZF C27 C27 C 0 1 Y N N 15.407 17.533 66.371 -6.567 -0.565 -0.413 C27 NZF 31 NZF C22 C22 C 0 1 Y N N 17.753 17.493 65.817 -6.237 0.756 -2.383 C22 NZF 32 NZF C23 C23 C 0 1 Y N N 18.068 17.636 67.159 -7.590 1.036 -2.427 C23 NZF 33 NZF C24 C24 C 0 1 Y N N 17.070 17.731 68.114 -8.436 0.515 -1.467 C24 NZF 34 NZF C25 C25 C 0 1 Y N N 15.743 17.668 67.718 -7.925 -0.286 -0.455 C25 NZF 35 NZF O5 O5 O 0 1 N N N 14.778 17.788 68.662 -8.755 -0.796 0.493 O5 NZF 36 NZF C26 C26 C 0 1 N N N 14.352 16.604 69.281 -10.141 -0.468 0.387 C26 NZF 37 NZF F2 F2 F 0 1 N N N 15.345 16.119 70.025 -10.638 -0.931 -0.836 F2 NZF 38 NZF F3 F3 F 0 1 N N N 13.351 16.996 70.073 -10.845 -1.071 1.435 F3 NZF 39 NZF F1 F1 F 0 1 N N N 13.925 15.695 68.368 -10.298 0.920 0.458 F1 NZF 40 NZF H1 H1 H 0 1 N N N 17.884 8.393 59.019 8.229 3.745 -0.850 H1 NZF 41 NZF H2 H2 H 0 1 N N N 19.084 7.518 60.030 8.371 3.431 0.896 H2 NZF 42 NZF H3 H3 H 0 1 N N N 18.929 9.303 60.163 9.782 4.010 -0.023 H3 NZF 43 NZF H4 H4 H 0 1 N N N 20.794 10.409 60.120 6.717 2.550 -0.034 H4 NZF 44 NZF H5 H5 H 0 1 N N N 22.122 6.116 55.621 11.585 -1.298 0.011 H5 NZF 45 NZF H6 H6 H 0 1 N N N 21.952 7.889 55.848 10.610 -0.194 1.010 H6 NZF 46 NZF H7 H7 H 0 1 N N N 23.486 7.069 56.298 10.069 -1.870 0.749 H7 NZF 47 NZF H8 H8 H 0 1 N N N 26.207 6.175 59.307 6.038 -3.040 -1.897 H8 NZF 48 NZF H9 H9 H 0 1 N N N 25.866 7.850 59.857 7.083 -4.359 -1.320 H9 NZF 49 NZF H10 H10 H 0 1 N N N 24.923 6.476 60.527 6.186 -3.359 -0.153 H10 NZF 50 NZF H11 H11 H 0 1 N N N 24.808 8.982 60.192 5.420 -1.477 -0.651 H11 NZF 51 NZF H12 H12 H 0 1 N N N 24.157 10.527 61.597 4.308 1.860 -0.436 H12 NZF 52 NZF H13 H13 H 0 1 N N N 23.434 14.503 63.388 3.640 -2.813 1.930 H13 NZF 53 NZF H14 H14 H 0 1 N N N 21.279 15.295 62.419 1.237 -2.224 2.084 H14 NZF 54 NZF H15 H15 H 0 1 N N N 19.769 15.706 61.736 0.476 2.113 1.105 H15 NZF 55 NZF H16 H16 H 0 1 N N N 18.935 15.750 60.146 0.367 1.339 -0.493 H16 NZF 56 NZF H17 H17 H 0 1 N N N 19.750 12.071 59.539 -0.109 -0.960 2.970 H17 NZF 57 NZF H18 H18 H 0 1 N N N 18.922 13.463 58.761 0.201 0.788 3.102 H18 NZF 58 NZF H19 H19 H 0 1 N N N 17.228 11.944 59.708 -2.328 -0.498 1.975 H19 NZF 59 NZF H20 H20 H 0 1 N N N 18.045 11.988 61.307 -2.176 0.284 3.568 H20 NZF 60 NZF H21 H21 H 0 1 N N N 16.782 14.370 59.849 -3.170 1.819 1.866 H21 NZF 61 NZF H22 H22 H 0 1 N N N 16.099 13.515 61.274 -1.615 2.428 2.484 H22 NZF 62 NZF H23 H23 H 0 1 N N N 18.069 14.183 62.625 -1.689 2.634 0.026 H23 NZF 63 NZF H24 H24 H 0 1 N N N 17.252 15.464 64.032 -4.076 1.394 -0.130 H24 NZF 64 NZF H25 H25 H 0 1 N N N 16.413 18.196 63.409 -3.848 -0.343 -2.346 H25 NZF 65 NZF H26 H26 H 0 1 N N N 15.038 17.112 63.813 -4.094 -1.328 -0.884 H26 NZF 66 NZF H27 H27 H 0 1 N N N 14.372 17.501 66.065 -6.168 -1.188 0.373 H27 NZF 67 NZF H28 H28 H 0 1 N N N 18.539 17.423 65.079 -5.577 1.164 -3.134 H28 NZF 68 NZF H29 H29 H 0 1 N N N 19.104 17.674 67.463 -7.987 1.662 -3.212 H29 NZF 69 NZF H30 H30 H 0 1 N N N 17.323 17.853 69.157 -9.493 0.734 -1.501 H30 NZF 70 # 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 NZF C18 O2 SING N N 1 NZF O2 C14 SING N N 2 NZF O1 C15 SING N N 3 NZF O1 C17 SING N N 4 NZF C14 C15 DOUB Y N 5 NZF C14 C13 SING Y N 6 NZF O3 C13 SING N N 7 NZF O3 C19 SING N N 8 NZF C15 C16 SING Y N 9 NZF C13 C12 DOUB Y N 10 NZF C2 C1 SING N N 11 NZF C2 N1 SING N N 12 NZF C16 C11 DOUB Y N 13 NZF C12 C11 SING Y N 14 NZF C11 N4 SING N N 15 NZF C1 C5 SING N N 16 NZF N1 C3 SING N N 17 NZF N1 C7 SING N N 18 NZF C5 C4 SING N N 19 NZF N3 C7 DOUB Y N 20 NZF N3 C10 SING Y N 21 NZF C3 C4 SING N N 22 NZF N4 C10 SING N N 23 NZF C7 C8 SING Y N 24 NZF O4 C6 DOUB N N 25 NZF C10 N2 DOUB Y N 26 NZF C4 C6 SING N N 27 NZF C6 N5 SING N N 28 NZF C8 C9 DOUB Y N 29 NZF N2 C9 SING Y N 30 NZF N5 C20 SING N N 31 NZF C20 C21 SING N N 32 NZF C21 C22 DOUB Y N 33 NZF C21 C27 SING Y N 34 NZF C22 C23 SING Y N 35 NZF C27 C25 DOUB Y N 36 NZF C23 C24 DOUB Y N 37 NZF C25 C24 SING Y N 38 NZF C25 O5 SING N N 39 NZF F1 C26 SING N N 40 NZF O5 C26 SING N N 41 NZF C26 F2 SING N N 42 NZF C26 F3 SING N N 43 NZF C17 H1 SING N N 44 NZF C17 H2 SING N N 45 NZF C17 H3 SING N N 46 NZF C16 H4 SING N N 47 NZF C18 H5 SING N N 48 NZF C18 H6 SING N N 49 NZF C18 H7 SING N N 50 NZF C19 H8 SING N N 51 NZF C19 H9 SING N N 52 NZF C19 H10 SING N N 53 NZF C12 H11 SING N N 54 NZF N4 H12 SING N N 55 NZF C9 H13 SING N N 56 NZF C8 H14 SING N N 57 NZF C3 H15 SING N N 58 NZF C3 H16 SING N N 59 NZF C2 H17 SING N N 60 NZF C2 H18 SING N N 61 NZF C1 H19 SING N N 62 NZF C1 H20 SING N N 63 NZF C5 H21 SING N N 64 NZF C5 H22 SING N N 65 NZF C4 H23 SING N N 66 NZF N5 H24 SING N N 67 NZF C20 H25 SING N N 68 NZF C20 H26 SING N N 69 NZF C27 H27 SING N N 70 NZF C22 H28 SING N N 71 NZF C23 H29 SING N N 72 NZF C24 H30 SING N N 73 # 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 NZF SMILES ACDLabs 12.01 "FC(F)(F)Oc1cccc(c1)CNC(=O)C4CCCN(c2nc(ncc2)Nc3cc(OC)c(OC)c(OC)c3)C4" NZF InChI InChI 1.03 "InChI=1S/C27H30F3N5O5/c1-37-21-13-19(14-22(38-2)24(21)39-3)33-26-31-10-9-23(34-26)35-11-5-7-18(16-35)25(36)32-15-17-6-4-8-20(12-17)40-27(28,29)30/h4,6,8-10,12-14,18H,5,7,11,15-16H2,1-3H3,(H,32,36)(H,31,33,34)/t18-/m0/s1" NZF InChIKey InChI 1.03 LDRVTAIULYJYRP-SFHVURJKSA-N NZF SMILES_CANONICAL CACTVS 3.370 "COc1cc(Nc2nccc(n2)N3CCC[C@@H](C3)C(=O)NCc4cccc(OC(F)(F)F)c4)cc(OC)c1OC" NZF SMILES CACTVS 3.370 "COc1cc(Nc2nccc(n2)N3CCC[CH](C3)C(=O)NCc4cccc(OC(F)(F)F)c4)cc(OC)c1OC" NZF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1OC)OC)Nc2nccc(n2)N3CCC[C@@H](C3)C(=O)NCc4cccc(c4)OC(F)(F)F" NZF SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1OC)OC)Nc2nccc(n2)N3CCCC(C3)C(=O)NCc4cccc(c4)OC(F)(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 NZF "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-N-[3-(trifluoromethoxy)benzyl]-1-{2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}piperidine-3-carboxamide" NZF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S)-N-[[3-(trifluoromethyloxy)phenyl]methyl]-1-[2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl]piperidine-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 NZF "Create component" 2012-06-22 RCSB NZF "Initial release" 2012-08-24 RCSB #