data_719 # _chem_comp.id 719 _chem_comp.name "N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(2-hydroxyethylamino)purin-9-yl]oxolan-2-yl]prop-2-enyl]-5-(4-fluorophenyl)-2,3-dihydroxy-benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H27 F N6 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-22 _chem_comp.pdbx_modified_date 2011-06-04 _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 566.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 719 _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 3HVK _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 719 N1 N1 N 0 1 Y N N -5.799 21.650 12.817 3.269 -1.483 -0.333 N1 719 1 719 C2 C2 C 0 1 N N R -4.762 21.808 13.817 3.020 -2.923 -0.225 C2 719 2 719 C3 C3 C 0 1 Y N N -6.187 22.589 11.891 4.497 -0.873 -0.385 C3 719 3 719 C4 C4 C 0 1 Y N N -7.056 21.949 11.044 4.242 0.504 -0.486 C4 719 4 719 N5 N5 N 0 1 Y N N -7.244 20.649 11.436 2.896 0.662 -0.490 N5 719 5 719 C6 C6 C 0 1 N N R -5.119 21.223 15.175 3.064 -3.352 1.254 C6 719 6 719 C7 C7 C 0 1 Y N N -0.473 13.904 14.351 -4.893 -0.763 -0.397 C7 719 7 719 C8 C8 C 0 1 Y N N -6.475 20.479 12.479 2.323 -0.504 -0.406 C8 719 8 719 O9 O9 O 0 1 N N N -3.653 21.022 13.353 1.706 -3.230 -0.721 O9 719 9 719 C10 C10 C 0 1 N N S -3.740 20.863 15.738 1.668 -3.972 1.511 C10 719 10 719 C11 C11 C 0 1 Y N N 0.752 14.449 13.825 -6.278 -0.560 -0.410 C11 719 11 719 C12 C12 C 0 1 Y N N -0.461 12.730 15.047 -4.037 0.310 -0.144 C12 719 12 719 C13 C13 C 0 1 N N R -3.132 20.269 14.485 1.200 -4.323 0.075 C13 719 13 719 C14 C14 C 0 1 N N N -1.751 14.565 14.187 -4.339 -2.109 -0.644 C14 719 14 719 N15 N15 N 0 1 Y N N -5.779 23.841 11.791 5.757 -1.297 -0.361 N15 719 15 719 C16 C16 C 0 1 Y N N 0.740 12.006 15.301 -4.563 1.573 0.094 C16 719 16 719 C17 C17 C 0 1 Y N N 1.977 13.730 14.099 -6.796 0.710 -0.170 C17 719 17 719 C18 C18 C 0 1 Y N N 1.938 12.504 14.841 -5.945 1.770 0.080 C18 719 18 719 C19 C19 C 0 1 Y N N -7.559 22.735 10.001 5.339 1.379 -0.557 C19 719 19 719 N20 N20 N 0 1 Y N N -7.162 23.988 9.871 6.563 0.863 -0.525 N20 719 20 719 C21 C21 C 0 1 Y N N -6.288 24.510 10.773 6.754 -0.440 -0.430 C21 719 21 719 C22 C22 C 0 1 Y N N 0.697 10.771 16.069 -3.655 2.715 0.363 C22 719 22 719 C23 C23 C 0 1 N N N -3.508 18.829 14.373 -0.304 -4.378 0.006 C23 719 23 719 O24 O24 O 0 1 N N N -2.819 13.986 14.469 -5.087 -3.043 -0.860 O24 719 24 719 O25 O25 O 0 1 N N N -5.851 22.192 15.930 4.089 -4.325 1.462 O25 719 25 719 N26 N26 N 0 1 N N N -1.806 15.804 13.662 -3.006 -2.302 -0.632 N26 719 26 719 C27 C27 C 0 1 N N N -2.761 17.959 13.749 -0.952 -3.583 -0.808 C27 719 27 719 C28 C28 C 0 1 Y N N 1.533 9.689 15.739 -4.179 3.984 0.602 C28 719 28 719 C29 C29 C 0 1 Y N N -0.233 10.643 17.120 -2.275 2.521 0.383 C29 719 29 719 O30 O30 O 0 1 N N N -2.966 21.962 16.177 1.773 -5.149 2.315 O30 719 30 719 O31 O31 O 0 1 N N N 0.843 15.495 13.089 -7.115 -1.600 -0.656 O31 719 31 719 O32 O32 O 0 1 N N N 3.062 14.240 13.632 -8.142 0.908 -0.183 O32 719 32 719 C33 C33 C 0 1 Y N N 0.582 8.448 17.499 -1.960 4.847 0.866 C33 719 33 719 C34 C34 C 0 1 Y N N 1.506 8.527 16.496 -3.331 5.043 0.852 C34 719 34 719 C35 C35 C 0 1 Y N N -0.268 9.469 17.863 -1.434 3.586 0.634 C35 719 35 719 F36 F36 F 0 1 N N N 0.608 7.294 18.236 -1.133 5.887 1.110 F36 719 36 719 C37 C37 C 0 1 N N N -3.082 16.525 13.601 -2.457 -3.638 -0.877 C37 719 37 719 N38 N38 N 0 1 N N N -8.485 22.307 9.056 5.150 2.747 -0.657 N38 719 38 719 C39 C39 C 0 1 N N N -9.151 21.003 9.086 6.306 3.643 -0.729 C39 719 39 719 CA CA C 0 1 N N N -10.197 20.931 10.177 5.823 5.091 -0.835 CA 719 40 719 OB OB O 0 1 N N N -11.351 21.653 9.805 5.139 5.453 0.366 OB 719 41 719 H2 H2 H 0 1 N N N -4.578 22.885 13.942 3.771 -3.472 -0.793 H2 719 42 719 H6 H6 H 0 1 N N N -5.781 20.344 15.172 3.221 -2.487 1.898 H6 719 43 719 H8 H8 H 0 1 N N N -6.376 19.546 13.013 1.257 -0.671 -0.393 H8 719 44 719 H10 H10 H 0 1 N N N -3.790 20.232 16.638 0.999 -3.246 1.972 H10 719 45 719 H12 H12 H 0 1 N N N -1.395 12.336 15.419 -2.968 0.158 -0.133 H12 719 46 719 H13 H13 H 0 1 N N N -2.034 20.329 14.512 1.635 -5.268 -0.250 H13 719 47 719 H18 H18 H 0 1 N N N 2.854 11.968 15.040 -6.351 2.753 0.266 H18 719 48 719 H21 H21 H 0 1 N N N -5.991 25.541 10.648 7.766 -0.817 -0.407 H21 719 49 719 H23 H23 H 0 1 N N N -4.431 18.495 14.824 -0.848 -5.073 0.628 H23 719 50 719 HO25 HO25 H 0 0 N N N -6.013 21.856 16.804 4.161 -4.631 2.377 HO25 719 51 719 HN26 HN26 H 0 0 N N N -0.974 16.234 13.312 -2.409 -1.556 -0.460 HN26 719 52 719 H27 H27 H 0 1 N N N -1.841 18.314 13.309 -0.408 -2.887 -1.430 H27 719 53 719 H28 H28 H 0 1 N N N 2.199 9.763 14.892 -5.248 4.138 0.591 H28 719 54 719 H29 H29 H 0 1 N N N -0.913 11.451 17.346 -1.865 1.539 0.203 H29 719 55 719 HO30 HO30 H 0 0 N N N -2.792 21.876 17.107 0.925 -5.574 2.503 HO30 719 56 719 HO31 HO31 H 0 0 N N N 0.866 16.269 13.639 -7.392 -2.079 0.138 HO31 719 57 719 HO32 HO32 H 0 0 N N N 2.975 14.366 12.694 -8.565 0.789 0.678 HO32 719 58 719 H34 H34 H 0 1 N N N 2.190 7.715 16.300 -3.737 6.027 1.037 H34 719 59 719 H35 H35 H 0 1 N N N -0.941 9.360 18.700 -0.365 3.437 0.650 H35 719 60 719 H37 H37 H 0 1 N N N -3.583 16.340 12.639 -2.830 -4.328 -0.121 H37 719 61 719 H37A H37A H 0 0 N N N -3.766 16.188 14.394 -2.763 -3.980 -1.865 H37A 719 62 719 HN38 HN38 H 0 0 N N N -9.228 22.975 9.105 4.251 3.111 -0.679 HN38 719 63 719 H39 H39 H 0 1 N N N -9.641 20.835 8.116 6.913 3.527 0.169 H39 719 64 719 H39A H39A H 0 0 N N N -8.391 20.234 9.288 6.904 3.395 -1.607 H39A 719 65 719 HA HA H 0 1 N N N -10.469 19.879 10.346 6.679 5.750 -0.978 HA 719 66 719 HAA HAA H 0 1 N N N -9.783 21.371 11.096 5.145 5.187 -1.682 HAA 719 67 719 HOB HOB H 0 1 N N N -11.885 21.815 10.574 4.804 6.360 0.370 HOB 719 68 # 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 719 N1 C2 SING N N 1 719 N1 C3 SING Y N 2 719 N1 C8 SING Y N 3 719 C2 C6 SING N N 4 719 C2 O9 SING N N 5 719 C3 C4 DOUB Y N 6 719 C3 N15 SING Y N 7 719 C4 N5 SING Y N 8 719 C4 C19 SING Y N 9 719 N5 C8 DOUB Y N 10 719 C6 C10 SING N N 11 719 C6 O25 SING N N 12 719 C7 C11 DOUB Y N 13 719 C7 C12 SING Y N 14 719 C7 C14 SING N N 15 719 O9 C13 SING N N 16 719 C10 C13 SING N N 17 719 C10 O30 SING N N 18 719 C11 C17 SING Y N 19 719 C11 O31 SING N N 20 719 C12 C16 DOUB Y N 21 719 C13 C23 SING N N 22 719 C14 O24 DOUB N N 23 719 C14 N26 SING N N 24 719 N15 C21 DOUB Y N 25 719 C16 C18 SING Y N 26 719 C16 C22 SING Y N 27 719 C17 C18 DOUB Y N 28 719 C17 O32 SING N N 29 719 C19 N20 DOUB Y N 30 719 C19 N38 SING N N 31 719 N20 C21 SING Y N 32 719 C22 C28 DOUB Y N 33 719 C22 C29 SING Y N 34 719 C23 C27 DOUB N N 35 719 N26 C37 SING N N 36 719 C27 C37 SING N N 37 719 C28 C34 SING Y N 38 719 C29 C35 DOUB Y N 39 719 C33 C34 DOUB Y N 40 719 C33 C35 SING Y N 41 719 C33 F36 SING N N 42 719 N38 C39 SING N E 43 719 C39 CA SING N N 44 719 CA OB SING N N 45 719 C2 H2 SING N N 46 719 C6 H6 SING N N 47 719 C8 H8 SING N N 48 719 C10 H10 SING N N 49 719 C12 H12 SING N N 50 719 C13 H13 SING N N 51 719 C18 H18 SING N N 52 719 C21 H21 SING N N 53 719 C23 H23 SING N N 54 719 O25 HO25 SING N N 55 719 N26 HN26 SING N N 56 719 C27 H27 SING N N 57 719 C28 H28 SING N N 58 719 C29 H29 SING N N 59 719 O30 HO30 SING N N 60 719 O31 HO31 SING N N 61 719 O32 HO32 SING N N 62 719 C34 H34 SING N N 63 719 C35 H35 SING N N 64 719 C37 H37 SING N N 65 719 C37 H37A SING N N 66 719 N38 HN38 SING N N 67 719 C39 H39 SING N N 68 719 C39 H39A SING N N 69 719 CA HA SING N N 70 719 CA HAA SING N N 71 719 OB HOB SING N N 72 # 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 719 SMILES ACDLabs 10.04 "Fc1ccc(cc1)c2cc(c(O)c(O)c2)C(=O)NC/C=C/C5OC(n4cnc3c(ncnc34)NCCO)C(O)C5O" 719 SMILES_CANONICAL CACTVS 3.341 "OCCNc1ncnc2n(cnc12)[C@@H]3O[C@H](\C=C\CNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[C@@H](O)[C@H]3O" 719 SMILES CACTVS 3.341 "OCCNc1ncnc2n(cnc12)[CH]3O[CH](C=CCNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[CH](O)[CH]3O" 719 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NC\C=C\[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5NCCO)O)O)F" 719 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCC=CC3C(C(C(O3)n4cnc5c4ncnc5NCCO)O)O)F" 719 InChI InChI 1.03 "InChI=1S/C27H27FN6O7/c28-16-5-3-14(4-6-16)15-10-17(21(37)18(36)11-15)26(40)30-7-1-2-19-22(38)23(39)27(41-19)34-13-33-20-24(29-8-9-35)31-12-32-25(20)34/h1-6,10-13,19,22-23,27,35-39H,7-9H2,(H,30,40)(H,29,31,32)/b2-1+/t19-,22-,23-,27-/m1/s1" 719 InChIKey InChI 1.03 HBNVZKRROMJMCF-RBUFWCAOSA-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 719 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(2-hydroxyethyl)-9-[(5E)-5,6,7-trideoxy-7-{[(4'-fluoro-4,5-dihydroxybiphenyl-3-yl)carbonyl]amino}-beta-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine" 719 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(2-hydroxyethylamino)purin-9-yl]oxolan-2-yl]prop-2-enyl]-5-(4-fluorophenyl)-2,3-dihydroxy-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 719 "Create component" 2009-06-22 PDBJ 719 "Modify aromatic_flag" 2011-06-04 RCSB 719 "Modify descriptor" 2011-06-04 RCSB #