data_AZ4 # _chem_comp.id AZ4 _chem_comp.name "N-[(2S)-4-(5-fluoropyrimidin-2-yl)-1-({4-[5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl]piperazin-1-yl}sulfonyl)butan-2-yl]-N-hydroxyformamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 F4 N7 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-20 _chem_comp.pdbx_modified_date 2014-02-28 _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 537.488 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AZ4 _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 4JP4 _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 AZ4 C1 C1 C 0 1 N N N 28.391 11.529 19.722 4.121 2.250 1.212 C1 AZ4 1 AZ4 C2 C2 C 0 1 N N S 28.912 13.492 21.154 4.089 0.657 -0.632 C2 AZ4 2 AZ4 C3 C3 C 0 1 N N N 30.338 13.749 21.571 5.323 -0.100 -0.134 C3 AZ4 3 AZ4 O4 O4 O 0 1 N N N 25.816 15.953 21.299 1.301 0.534 -2.248 O4 AZ4 4 AZ4 O5 O5 O 0 1 N N N 22.459 13.090 12.172 -7.981 -0.839 -0.037 O5 AZ4 5 AZ4 N6 N6 N 0 1 Y N N 24.564 14.502 14.832 -4.568 -1.897 -0.339 N6 AZ4 6 AZ4 C7 C7 C 0 1 Y N N 33.239 10.490 19.037 9.953 -1.538 0.631 C7 AZ4 7 AZ4 C8 C8 C 0 1 Y N N 32.372 9.805 19.853 9.454 -0.450 1.334 C8 AZ4 8 AZ4 C9 C9 C 0 1 N N N 28.154 14.800 21.069 2.825 -0.047 -0.137 C9 AZ4 9 AZ4 C10 C10 C 0 1 N N N 25.879 15.283 18.588 -0.551 0.304 1.031 C10 AZ4 10 AZ4 C11 C11 C 0 1 N N N 25.896 14.812 17.163 -2.062 0.415 0.807 C11 AZ4 11 AZ4 C12 C12 C 0 1 N N N 24.885 12.642 17.923 -1.970 -1.087 -1.095 C12 AZ4 12 AZ4 C13 C13 C 0 1 N N N 25.023 13.118 19.346 -0.454 -1.260 -0.948 C13 AZ4 13 AZ4 C14 C14 C 0 1 Y N N 24.304 13.588 15.775 -3.946 -0.839 0.160 C14 AZ4 14 AZ4 C15 C15 C 0 1 Y N N 23.970 14.349 13.644 -5.888 -1.931 -0.419 C15 AZ4 15 AZ4 C16 C16 C 0 1 Y N N 23.119 13.311 13.369 -6.622 -0.839 0.029 C16 AZ4 16 AZ4 C19 C19 C 0 1 Y N N 22.909 12.410 14.385 -5.935 0.253 0.546 C19 AZ4 17 AZ4 O1 O1 O 0 1 N N N 29.417 13.378 18.771 4.142 3.122 -1.017 O1 AZ4 18 AZ4 N1 N1 N 0 1 N N N 28.938 12.735 19.916 4.118 2.029 -0.117 N1 AZ4 19 AZ4 O2 O2 O 0 1 N N N 28.450 10.919 18.669 4.105 1.314 1.983 O2 AZ4 20 AZ4 C4 C4 C 0 1 N N N 31.028 12.445 21.953 6.583 0.530 -0.730 C4 AZ4 21 AZ4 C5 C5 C 0 1 Y N N 31.810 11.754 20.880 7.797 -0.215 -0.240 C5 AZ4 22 AZ4 N2 N2 N 0 1 Y N N 32.610 12.523 20.118 8.242 -1.243 -0.934 N2 AZ4 23 AZ4 C6 C6 C 0 1 Y N N 33.322 11.848 19.205 9.305 -1.922 -0.536 C6 AZ4 24 AZ4 F1 F1 F 0 1 N N N 33.974 9.847 18.102 11.045 -2.203 1.067 F1 AZ4 25 AZ4 N3 N3 N 0 1 Y N N 31.645 10.424 20.793 8.385 0.179 0.872 N3 AZ4 26 AZ4 S1 S1 S 0 1 N N N 26.382 14.635 21.044 1.365 0.762 -0.847 S1 AZ4 27 AZ4 O3 O3 O 0 1 N N N 25.996 13.564 21.941 1.207 2.067 -0.309 O3 AZ4 28 AZ4 N4 N4 N 0 1 N N N 26.075 14.135 19.480 0.082 -0.090 -0.237 N4 AZ4 29 AZ4 N5 N5 N 0 1 N N N 24.911 13.768 17.011 -2.561 -0.839 0.227 N5 AZ4 30 AZ4 C17 C17 C 0 1 N N N 22.651 14.163 11.275 -8.653 0.326 0.446 C17 AZ4 31 AZ4 C18 C18 C 0 1 N N N 21.705 13.908 10.122 -10.165 0.142 0.291 C18 AZ4 32 AZ4 F2 F2 F 0 1 N N N 20.413 13.925 10.533 -10.577 -0.974 1.026 F2 AZ4 33 AZ4 F3 F3 F 0 1 N N N 21.904 14.821 9.136 -10.823 1.282 0.764 F3 AZ4 34 AZ4 F4 F4 F 0 1 N N N 21.888 12.684 9.564 -10.475 -0.049 -1.060 F4 AZ4 35 AZ4 N7 N7 N 0 1 Y N N 23.491 12.535 15.578 -4.613 0.219 0.595 N7 AZ4 36 AZ4 H1 H1 H 0 1 N N N 27.867 11.070 20.547 4.141 3.261 1.591 H1 AZ4 37 AZ4 H2 H2 H 0 1 N N N 28.437 12.877 21.933 4.091 0.677 -1.721 H2 AZ4 38 AZ4 H3 H3 H 0 1 N N N 30.881 14.214 20.735 5.368 -0.044 0.954 H3 AZ4 39 AZ4 H4 H4 H 0 1 N N N 30.345 14.429 22.436 5.257 -1.143 -0.442 H4 AZ4 40 AZ4 H5 H5 H 0 1 N N N 32.273 8.736 19.733 9.931 -0.122 2.246 H5 AZ4 41 AZ4 H6 H6 H 0 1 N N N 28.463 15.315 20.148 2.847 -1.093 -0.444 H6 AZ4 42 AZ4 H7 H7 H 0 1 N N N 28.428 15.412 21.941 2.779 0.010 0.951 H7 AZ4 43 AZ4 H8 H8 H 0 1 N N N 26.688 16.012 18.744 -0.157 1.268 1.353 H8 AZ4 44 AZ4 H9 H9 H 0 1 N N N 24.911 15.757 18.807 -0.345 -0.448 1.793 H9 AZ4 45 AZ4 H10 H10 H 0 1 N N N 26.893 14.420 16.914 -2.559 0.598 1.760 H10 AZ4 46 AZ4 H11 H11 H 0 1 N N N 25.654 15.650 16.493 -2.270 1.239 0.124 H11 AZ4 47 AZ4 H12 H12 H 0 1 N N N 23.931 12.106 17.811 -2.178 -0.243 -1.751 H12 AZ4 48 AZ4 H13 H13 H 0 1 N N N 25.717 11.963 17.685 -2.400 -1.994 -1.521 H13 AZ4 49 AZ4 H14 H14 H 0 1 N N N 24.065 13.551 19.671 -0.242 -2.164 -0.378 H14 AZ4 50 AZ4 H15 H15 H 0 1 N N N 25.274 12.259 19.986 0.003 -1.330 -1.935 H15 AZ4 51 AZ4 H16 H16 H 0 1 N N N 24.169 15.074 12.869 -6.389 -2.797 -0.827 H16 AZ4 52 AZ4 H17 H17 H 0 1 N N N 22.250 11.572 14.211 -6.473 1.119 0.903 H17 AZ4 53 AZ4 H18 H18 H 0 1 N N N 29.329 12.800 18.022 4.137 2.864 -1.949 H18 AZ4 54 AZ4 H19 H19 H 0 1 N N N 30.252 11.747 22.300 6.537 0.475 -1.818 H19 AZ4 55 AZ4 H20 H20 H 0 1 N N N 31.720 12.665 22.780 6.648 1.574 -0.422 H20 AZ4 56 AZ4 H21 H21 H 0 1 N N N 33.996 12.403 18.569 9.664 -2.764 -1.110 H21 AZ4 57 AZ4 H22 H22 H 0 1 N N N 23.692 14.184 10.920 -8.412 0.475 1.498 H22 AZ4 58 AZ4 H23 H23 H 0 1 N N N 22.411 15.119 11.764 -8.332 1.195 -0.127 H23 AZ4 59 # 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 AZ4 F3 C18 SING N N 1 AZ4 F4 C18 SING N N 2 AZ4 C18 F2 SING N N 3 AZ4 C18 C17 SING N N 4 AZ4 C17 O5 SING N N 5 AZ4 O5 C16 SING N N 6 AZ4 C16 C15 DOUB Y N 7 AZ4 C16 C19 SING Y N 8 AZ4 C15 N6 SING Y N 9 AZ4 C19 N7 DOUB Y N 10 AZ4 N6 C14 DOUB Y N 11 AZ4 N7 C14 SING Y N 12 AZ4 C14 N5 SING N N 13 AZ4 N5 C11 SING N N 14 AZ4 N5 C12 SING N N 15 AZ4 C11 C10 SING N N 16 AZ4 C12 C13 SING N N 17 AZ4 F1 C7 SING N N 18 AZ4 C10 N4 SING N N 19 AZ4 O2 C1 DOUB N N 20 AZ4 O1 N1 SING N N 21 AZ4 C7 C6 DOUB Y N 22 AZ4 C7 C8 SING Y N 23 AZ4 C6 N2 SING Y N 24 AZ4 C13 N4 SING N N 25 AZ4 N4 S1 SING N N 26 AZ4 C1 N1 SING N N 27 AZ4 C8 N3 DOUB Y N 28 AZ4 N1 C2 SING N N 29 AZ4 N2 C5 DOUB Y N 30 AZ4 N3 C5 SING Y N 31 AZ4 C5 C4 SING N N 32 AZ4 S1 C9 SING N N 33 AZ4 S1 O4 DOUB N N 34 AZ4 S1 O3 DOUB N N 35 AZ4 C9 C2 SING N N 36 AZ4 C2 C3 SING N N 37 AZ4 C3 C4 SING N N 38 AZ4 C1 H1 SING N N 39 AZ4 C2 H2 SING N N 40 AZ4 C3 H3 SING N N 41 AZ4 C3 H4 SING N N 42 AZ4 C8 H5 SING N N 43 AZ4 C9 H6 SING N N 44 AZ4 C9 H7 SING N N 45 AZ4 C10 H8 SING N N 46 AZ4 C10 H9 SING N N 47 AZ4 C11 H10 SING N N 48 AZ4 C11 H11 SING N N 49 AZ4 C12 H12 SING N N 50 AZ4 C12 H13 SING N N 51 AZ4 C13 H14 SING N N 52 AZ4 C13 H15 SING N N 53 AZ4 C15 H16 SING N N 54 AZ4 C19 H17 SING N N 55 AZ4 O1 H18 SING N N 56 AZ4 C4 H19 SING N N 57 AZ4 C4 H20 SING N N 58 AZ4 C6 H21 SING N N 59 AZ4 C17 H22 SING N N 60 AZ4 C17 H23 SING N N 61 # 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 AZ4 SMILES ACDLabs 12.01 "O=S(=O)(N2CCN(c1ncc(OCC(F)(F)F)cn1)CC2)CC(N(O)C=O)CCc3ncc(F)cn3" AZ4 InChI InChI 1.03 "InChI=1S/C19H23F4N7O5S/c20-14-7-24-17(25-8-14)2-1-15(30(32)13-31)11-36(33,34)29-5-3-28(4-6-29)18-26-9-16(10-27-18)35-12-19(21,22)23/h7-10,13,15,32H,1-6,11-12H2/t15-/m0/s1" AZ4 InChIKey InChI 1.03 BEMGDWJRAZUSRP-HNNXBMFYSA-N AZ4 SMILES_CANONICAL CACTVS 3.385 "ON(C=O)[C@@H](CCc1ncc(F)cn1)C[S](=O)(=O)N2CCN(CC2)c3ncc(OCC(F)(F)F)cn3" AZ4 SMILES CACTVS 3.385 "ON(C=O)[CH](CCc1ncc(F)cn1)C[S](=O)(=O)N2CCN(CC2)c3ncc(OCC(F)(F)F)cn3" AZ4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(cnc(n1)N2CCN(CC2)S(=O)(=O)C[C@H](CCc3ncc(cn3)F)N(C=O)O)OCC(F)(F)F" AZ4 SMILES "OpenEye OEToolkits" 1.7.6 "c1c(cnc(n1)N2CCN(CC2)S(=O)(=O)CC(CCc3ncc(cn3)F)N(C=O)O)OCC(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 AZ4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-4-(5-fluoropyrimidin-2-yl)-1-({4-[5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl]piperazin-1-yl}sulfonyl)butan-2-yl]-N-hydroxyformamide" AZ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S)-4-(5-fluoranylpyrimidin-2-yl)-1-[4-[5-[2,2,2-tris(fluoranyl)ethoxy]pyrimidin-2-yl]piperazin-1-yl]sulfonyl-butan-2-yl]-N-oxidanyl-methanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AZ4 "Create component" 2013-12-20 PDBJ AZ4 "Initial release" 2014-03-05 RCSB #