data_659 # _chem_comp.id 659 _chem_comp.name "N-[(E)-3-[(2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-[6-(methylamino)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 "C26 H24 F2 N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-23 _chem_comp.pdbx_modified_date 2011-07-29 _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 538.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 659 _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 3NWB _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 659 C1 C1 C 0 1 N N R -3.119 20.630 14.497 -2.000 -3.752 -0.124 C1 659 1 659 C2 C2 C 0 1 N N R -3.717 21.357 15.695 -2.407 -3.451 -1.584 C2 659 2 659 C3 C3 C 0 1 N N S -5.138 21.541 15.152 -3.484 -2.351 -1.454 C3 659 3 659 C4 C4 C 0 1 N N R -4.821 22.114 13.790 -3.600 -2.117 0.068 C4 659 4 659 O5 O5 O 0 1 N N N -3.684 21.311 13.318 -2.332 -2.552 0.607 O5 659 5 659 F6 F6 F 0 1 N N N -3.735 20.486 16.774 -1.309 -2.979 -2.311 F6 659 6 659 O7 O7 O 0 1 N N N -5.868 22.495 15.905 -4.729 -2.804 -1.988 O7 659 7 659 C8 C8 C 0 1 N N N -3.478 19.163 14.434 -0.521 -4.027 -0.037 C8 659 8 659 C9 C9 C 0 1 Y N N 1.835 13.908 14.188 6.643 0.059 0.220 C9 659 9 659 C10 C10 C 0 1 Y N N 1.824 12.729 14.892 5.959 1.233 -0.034 C10 659 10 659 C11 C11 C 0 1 Y N N 0.593 12.220 15.416 4.563 1.240 -0.064 C11 659 11 659 C12 C12 C 0 1 Y N N -0.580 12.943 15.126 3.855 0.067 0.162 C12 659 12 659 C13 C13 C 0 1 Y N N -0.553 14.123 14.404 4.542 -1.121 0.419 C13 659 13 659 C14 C14 C 0 1 Y N N 0.652 14.630 13.923 5.942 -1.122 0.449 C14 659 14 659 C15 C15 C 0 1 Y N N 0.550 10.970 16.171 3.835 2.504 -0.338 C15 659 15 659 C16 C16 C 0 1 Y N N 1.377 9.920 15.838 4.542 3.683 -0.565 C16 659 16 659 C17 C17 C 0 1 Y N N 1.412 8.750 16.553 3.861 4.856 -0.820 C17 659 17 659 C18 C18 C 0 1 Y N N 0.505 8.622 17.580 2.475 4.862 -0.850 C18 659 18 659 C19 C19 C 0 1 Y N N -0.363 9.657 17.945 1.768 3.692 -0.624 C19 659 19 659 C20 C20 C 0 1 Y N N -0.376 10.821 17.209 2.442 2.514 -0.374 C20 659 20 659 O21 O21 O 0 1 N N N 0.778 15.749 13.156 6.615 -2.274 0.698 O21 659 21 659 O22 O22 O 0 1 N N N 3.007 14.421 13.697 8.003 0.057 0.243 O22 659 22 659 F23 F23 F 0 1 N N N 0.499 7.497 18.305 1.812 6.012 -1.100 F23 659 23 659 C24 C24 C 0 1 N N N -1.836 14.834 14.215 3.795 -2.370 0.660 C24 659 24 659 N25 N25 N 0 1 N N N -1.835 16.093 13.792 2.448 -2.366 0.632 N25 659 25 659 O26 O26 O 0 1 N N N -2.901 14.287 14.494 4.395 -3.404 0.885 O26 659 26 659 C27 C27 C 0 1 N N N -3.080 16.838 13.693 1.706 -3.607 0.871 C27 659 27 659 C28 C28 C 0 1 N N N -2.749 18.292 13.805 0.227 -3.333 0.785 C28 659 28 659 N29 N29 N 0 1 Y N N -5.878 21.877 12.814 -3.815 -0.696 0.352 N29 659 29 659 N30 N30 N 0 1 Y N N -7.236 20.839 11.433 -3.394 1.387 0.851 N30 659 30 659 C31 C31 C 0 1 Y N N -6.470 20.694 12.490 -2.852 0.219 0.661 C31 659 31 659 C32 C32 C 0 1 Y N N -7.132 22.145 11.025 -4.734 1.296 0.673 C32 659 32 659 C33 C33 C 0 1 Y N N -6.260 22.817 11.915 -5.020 -0.040 0.348 C33 659 33 659 N34 N34 N 0 1 Y N N -5.953 24.090 11.767 -6.280 -0.394 0.119 N34 659 34 659 C35 C35 C 0 1 Y N N -6.517 24.738 10.746 -7.250 0.492 0.193 C35 659 35 659 N36 N36 N 0 1 Y N N -7.325 24.173 9.851 -7.031 1.759 0.495 N36 659 36 659 C37 C37 C 0 1 Y N N -7.701 22.908 9.996 -5.804 2.206 0.741 C37 659 37 659 N38 N38 N 0 1 N N N -8.620 22.424 9.075 -5.583 3.536 1.051 N38 659 38 659 C39 C39 C 0 1 N N N -9.114 21.037 9.197 -6.711 4.469 1.118 C39 659 39 659 H1 H1 H 0 1 N N N -2.021 20.664 14.557 -2.567 -4.600 0.261 H1 659 40 659 H2 H2 H 0 1 N N N -3.208 22.272 16.032 -2.824 -4.341 -2.055 H2 659 41 659 H3 H3 H 0 1 N N N -5.749 20.626 15.167 -3.161 -1.439 -1.957 H3 659 42 659 H4 H4 H 0 1 N N N -4.660 23.199 13.879 -4.413 -2.714 0.483 H4 659 43 659 HO7 HO7 H 0 1 N N N -6.742 22.584 15.542 -4.697 -3.023 -2.930 HO7 659 44 659 H8 H8 H 0 1 N N N -4.376 18.826 14.931 -0.077 -4.795 -0.653 H8 659 45 659 H10 H10 H 0 1 N N N 2.744 12.186 15.050 6.506 2.147 -0.211 H10 659 46 659 H12 H12 H 0 1 N N N -1.529 12.565 15.478 2.776 0.074 0.139 H12 659 47 659 H16 H16 H 0 1 N N N 2.024 10.022 14.979 5.622 3.679 -0.542 H16 659 48 659 H17 H17 H 0 1 N N N 2.118 7.966 16.321 4.408 5.770 -0.996 H17 659 49 659 H19 H19 H 0 1 N N N -1.017 9.544 18.797 0.689 3.701 -0.647 H19 659 50 659 H20 H20 H 0 1 N N N -1.087 11.603 17.429 1.890 1.601 -0.203 H20 659 51 659 HO21 HO21 H 0 0 N N N -0.074 16.153 13.042 6.793 -2.431 1.636 HO21 659 52 659 HO22 HO22 H 0 0 N N N 2.830 15.235 13.240 8.382 0.236 1.114 HO22 659 53 659 HN25 HN25 H 0 0 N N N -0.972 16.532 13.540 1.969 -1.542 0.453 HN25 659 54 659 H27 H27 H 0 1 N N N -3.566 16.635 12.727 1.983 -4.346 0.120 H27 659 55 659 H27A H27A H 0 0 N N N -3.762 16.543 14.504 1.947 -3.989 1.863 H27A 659 56 659 H28 H28 H 0 1 N N N -1.843 18.641 13.331 -0.217 -2.564 1.400 H28 659 57 659 H31 H31 H 0 1 N N N -6.329 19.767 13.027 -1.796 0.006 0.736 H31 659 58 659 H35 H35 H 0 1 N N N -6.304 25.791 10.638 -8.263 0.172 0.001 H35 659 59 659 HN38 HN38 H 0 0 N N N -9.424 23.014 9.146 -4.682 3.851 1.225 HN38 659 60 659 H39 H39 H 0 1 N N N -9.829 20.829 8.388 -6.345 5.464 1.373 H39 659 61 659 H39A H39A H 0 0 N N N -8.267 20.339 9.126 -7.211 4.504 0.150 H39A 659 62 659 H39B H39B H 0 0 N N N -9.613 20.910 10.169 -7.415 4.135 1.879 H39B 659 63 # 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 659 C1 C2 SING N N 1 659 C1 O5 SING N N 2 659 C1 C8 SING N N 3 659 C2 C3 SING N N 4 659 C2 F6 SING N N 5 659 C3 C4 SING N N 6 659 C3 O7 SING N N 7 659 C4 O5 SING N N 8 659 C4 N29 SING N N 9 659 C8 C28 DOUB N N 10 659 C9 C10 DOUB Y N 11 659 C9 C14 SING Y N 12 659 C9 O22 SING N N 13 659 C10 C11 SING Y N 14 659 C11 C12 DOUB Y E 15 659 C11 C15 SING Y N 16 659 C12 C13 SING Y N 17 659 C13 C14 DOUB Y N 18 659 C13 C24 SING N N 19 659 C14 O21 SING N N 20 659 C15 C16 DOUB Y N 21 659 C15 C20 SING Y N 22 659 C16 C17 SING Y N 23 659 C17 C18 DOUB Y N 24 659 C18 C19 SING Y N 25 659 C18 F23 SING N N 26 659 C19 C20 DOUB Y N 27 659 C24 N25 SING N N 28 659 C24 O26 DOUB N N 29 659 N25 C27 SING N N 30 659 C27 C28 SING N N 31 659 N29 C31 SING Y N 32 659 N29 C33 SING Y N 33 659 N30 C31 DOUB Y N 34 659 N30 C32 SING Y N 35 659 C32 C33 DOUB Y N 36 659 C32 C37 SING Y N 37 659 C33 N34 SING Y N 38 659 N34 C35 DOUB Y N 39 659 C35 N36 SING Y N 40 659 N36 C37 DOUB Y N 41 659 C37 N38 SING N N 42 659 N38 C39 SING N N 43 659 C1 H1 SING N N 44 659 C2 H2 SING N N 45 659 C3 H3 SING N N 46 659 C4 H4 SING N N 47 659 O7 HO7 SING N N 48 659 C8 H8 SING N N 49 659 C10 H10 SING N N 50 659 C12 H12 SING N N 51 659 C16 H16 SING N N 52 659 C17 H17 SING N N 53 659 C19 H19 SING N N 54 659 C20 H20 SING N N 55 659 O21 HO21 SING N N 56 659 O22 HO22 SING N N 57 659 N25 HN25 SING N N 58 659 C27 H27 SING N N 59 659 C27 H27A SING N N 60 659 C28 H28 SING N N 61 659 C31 H31 SING N N 62 659 C35 H35 SING N N 63 659 N38 HN38 SING N N 64 659 C39 H39 SING N N 65 659 C39 H39A SING N N 66 659 C39 H39B SING N N 67 # 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 659 SMILES ACDLabs 12.01 "Fc1ccc(cc1)c2cc(c(O)c(O)c2)C(=O)NC/C=C/C5OC(n4cnc3c(ncnc34)NC)C(O)C5F" 659 SMILES_CANONICAL CACTVS 3.370 "CNc1ncnc2n(cnc12)[C@@H]3O[C@H](\C=C\CNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[C@H](F)[C@H]3O" 659 SMILES CACTVS 3.370 "CNc1ncnc2n(cnc12)[CH]3O[CH](C=CCNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[CH](F)[CH]3O" 659 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CNc1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@H]([C@H](O3)/C=C/CNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)F)O" 659 SMILES "OpenEye OEToolkits" 1.7.0 "CNc1c2c(ncn1)n(cn2)C3C(C(C(O3)C=CCNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)F)O" 659 InChI InChI 1.03 "InChI=1S/C26H24F2N6O5/c1-29-23-20-24(32-11-31-23)34(12-33-20)26-22(37)19(28)18(39-26)3-2-8-30-25(38)16-9-14(10-17(35)21(16)36)13-4-6-15(27)7-5-13/h2-7,9-12,18-19,22,26,35-37H,8H2,1H3,(H,30,38)(H,29,31,32)/b3-2+/t18-,19+,22-,26-/m1/s1" 659 InChIKey InChI 1.03 ZHVVVGDBOITDFN-UJYAWEMASA-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 659 "SYSTEMATIC NAME" ACDLabs 12.01 "N-methyl-9-[(5E)-3,5,6,7-tetradeoxy-3-fluoro-7-{[(4'-fluoro-4,5-dihydroxybiphenyl-3-yl)carbonyl]amino}-beta-D-xylo-hept-5-enofuranosyl]-9H-purin-6-amine" 659 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[(E)-3-[(2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-[6-(methylamino)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 659 "Create component" 2010-07-23 PDBJ 659 "Modify aromatic_flag" 2011-06-04 RCSB 659 "Modify descriptor" 2011-06-04 RCSB #