data_ZZB # _chem_comp.id ZZB _chem_comp.name ;[(1S,3S,5R,6R,8R)-6-(6-AMINOPURIN-9-YL)-4'-ETHYLAMINO-3'-FLUORO-SPIRO[2,4,7-TRIOXA-3-BORANUIDABICYCLO[3.3.0]OCTANE-3,7'-8-OXA-7-BORANUIDABICYCLO[4.3.0]NONA-1,3,5-TRIENE]-8-YL]METHYL DIHYDROGEN PHOSPHATE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 B F N6 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2009-04-06 _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 523.197 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZZB _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 2WFG _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 ZZB CB CB C 0 1 N N N 16.529 0.393 10.071 -2.830 -1.232 -3.105 CB ZZB 1 ZZB CG CG C 0 1 Y N N 17.360 -0.600 9.711 -3.719 -1.235 -1.884 CG ZZB 2 ZZB CD1 CD1 C 0 1 Y N N 17.688 -1.115 8.458 -5.038 -1.571 -1.672 CD1 ZZB 3 ZZB CD2 CD2 C 0 1 Y N N 17.958 -1.137 10.847 -2.933 -0.791 -0.827 CD2 ZZB 4 ZZB CE1 CE1 C 0 1 Y N N 18.605 -2.158 8.342 -5.583 -1.467 -0.404 CE1 ZZB 5 ZZB CE2 CE2 C 0 1 Y N N 18.874 -2.187 10.751 -3.467 -0.687 0.437 CE2 ZZB 6 ZZB CZ CZ C 0 1 Y N N 19.204 -2.701 9.491 -4.798 -1.025 0.655 CZ ZZB 7 ZZB P P P 0 1 N N N 21.234 -2.268 17.625 4.545 -3.772 0.639 P ZZB 8 ZZB O1P O1P O 0 1 N N N 21.157 -3.752 18.258 3.940 -5.227 0.309 O1P ZZB 9 ZZB O2P O2P O 0 1 N N N 22.395 -2.318 16.472 5.276 -3.807 2.073 O2P ZZB 10 ZZB O3P O3P O 0 1 N N N 21.445 -1.185 18.626 5.525 -3.398 -0.405 O3P ZZB 11 ZZB N9 N9 N 0 1 Y N N 15.949 -1.184 16.491 1.784 2.282 -0.029 N9 ZZB 12 ZZB C8 C8 C 0 1 Y N N 15.848 0.017 17.055 3.048 2.542 -0.471 C8 ZZB 13 ZZB N7 N7 N 0 1 Y N N 15.167 -0.084 18.188 3.263 3.825 -0.473 N7 ZZB 14 ZZB C5 C5 C 0 1 Y N N 14.848 -1.364 18.353 2.155 4.469 -0.034 C5 ZZB 15 ZZB C6 C6 C 0 1 Y N N 14.150 -2.042 19.343 1.810 5.816 0.170 C6 ZZB 16 ZZB N6 N6 N 0 1 N N N 13.650 -1.380 20.392 2.716 6.827 -0.098 N6 ZZB 17 ZZB N1 N1 N 0 1 Y N N 13.985 -3.364 19.224 0.594 6.096 0.627 N1 ZZB 18 ZZB C2 C2 C 0 1 Y N N 14.484 -4.021 18.185 -0.277 5.138 0.885 C2 ZZB 19 ZZB N3 N3 N 0 1 Y N N 15.159 -3.401 17.223 0.002 3.863 0.709 N3 ZZB 20 ZZB C4 C4 C 0 1 Y N N 15.356 -2.075 17.277 1.193 3.487 0.256 C4 ZZB 21 ZZB "O5'" "O5'" O 0 1 N N N 19.874 -2.045 16.807 3.353 -2.690 0.670 "O5'" ZZB 22 ZZB "C5'" "C5'" C 0 1 N N N 19.673 -0.874 15.985 2.582 -2.349 -0.483 "C5'" ZZB 23 ZZB "C4'" "C4'" C 0 1 N N R 18.780 -1.280 14.818 1.539 -1.294 -0.106 "C4'" ZZB 24 ZZB "O4'" "O4'" O 0 1 N N N 17.734 -2.236 15.259 2.187 -0.055 0.252 "O4'" ZZB 25 ZZB "C3'" "C3'" C 0 1 N N S 18.024 -0.076 14.232 0.660 -0.947 -1.326 "C3'" ZZB 26 ZZB "O3'" "O3'" O 0 1 N N N 18.405 0.188 12.889 -0.653 -1.515 -1.124 "O3'" ZZB 27 ZZB "C2'" "C2'" C 0 1 N N R 16.585 -0.566 14.126 0.410 0.583 -1.181 "C2'" ZZB 28 ZZB "O2'" "O2'" O 0 1 N N N 16.596 -1.249 12.875 -1.009 0.659 -0.919 "O2'" ZZB 29 ZZB "C1'" "C1'" C 0 1 N N R 16.609 -1.453 15.357 1.169 0.960 0.109 "C1'" ZZB 30 ZZB F F F 0 1 N N N 18.895 -2.641 7.106 -6.877 -1.796 -0.195 F ZZB 31 ZZB O1 O1 O 0 1 N N N 16.510 0.597 11.427 -1.697 -0.404 -2.786 O1 ZZB 32 ZZB B B B -1 1 N N N 17.371 -0.370 12.036 -1.529 -0.503 -1.430 B ZZB 33 ZZB CF CF C 0 1 N N N 21.891 -5.243 9.893 -5.354 -0.430 4.333 CF ZZB 34 ZZB CK CK C 0 1 N N N 20.744 -4.390 10.474 -4.518 -0.453 3.052 CK ZZB 35 ZZB ND ND N 0 1 N N N 20.076 -3.712 9.346 -5.346 -0.919 1.937 ND ZZB 36 ZZB HB HB H 0 1 N N N 16.863 1.321 9.584 -2.500 -2.247 -3.330 HB ZZB 37 ZZB HBA HBA H 0 1 N N N 15.513 0.110 9.760 -3.368 -0.817 -3.958 HBA ZZB 38 ZZB HD1 HD1 H 0 1 N N N 17.229 -0.703 7.572 -5.647 -1.915 -2.496 HD1 ZZB 39 ZZB HE2 HE2 H 0 1 N N N 19.324 -2.599 11.642 -2.855 -0.343 1.257 HE2 ZZB 40 ZZB H8 H8 H 0 1 N N N 16.257 0.932 16.652 3.764 1.793 -0.775 H8 ZZB 41 ZZB HN6 HN6 H 0 1 N N N 13.525 -2.012 21.157 3.601 6.610 -0.431 HN6 ZZB 42 ZZB HN6A HN6A H 0 0 N N N 14.283 -0.653 20.660 2.466 7.753 0.047 HN6A ZZB 43 ZZB H2 H2 H 0 1 N N N 14.338 -5.089 18.119 -1.255 5.410 1.256 H2 ZZB 44 ZZB "H5'" "H5'" H 0 1 N N N 19.191 -0.078 16.572 3.239 -1.950 -1.256 "H5'" ZZB 45 ZZB "H5'A" "H5'A" H 0 0 N N N 20.636 -0.489 15.619 2.078 -3.239 -0.860 "H5'A" ZZB 46 ZZB "H4'" "H4'" H 0 1 N N N 19.451 -1.725 14.069 0.922 -1.651 0.719 "H4'" ZZB 47 ZZB "H3'" "H3'" H 0 1 N N N 18.203 0.817 14.848 1.112 -1.236 -2.276 "H3'" ZZB 48 ZZB "H2'" "H2'" H 0 1 N N N 15.712 0.103 14.123 0.717 1.157 -2.055 "H2'" ZZB 49 ZZB "H1'" "H1'" H 0 1 N N N 15.710 -2.078 15.461 0.495 0.944 0.966 "H1'" ZZB 50 ZZB HF HF H 0 1 N N N 21.695 -5.446 8.830 -4.738 -0.083 5.163 HF ZZB 51 ZZB HFA HFA H 0 1 N N N 22.841 -4.697 9.993 -6.201 0.244 4.203 HFA ZZB 52 ZZB HFB HFB H 0 1 N N N 21.955 -6.194 10.442 -5.718 -1.434 4.547 HFB ZZB 53 ZZB HK HK H 0 1 N N N 20.027 -5.033 11.007 -4.153 0.552 2.838 HK ZZB 54 ZZB HKA HKA H 0 1 N N N 21.137 -3.652 11.189 -3.671 -1.126 3.182 HKA ZZB 55 ZZB HND HND H 0 1 N N N 19.561 -4.432 8.881 -6.275 -1.155 2.088 HND ZZB 56 ZZB H1P H1P H 0 1 N N N 21.142 -4.395 17.559 3.289 -5.538 0.953 H1P ZZB 57 ZZB H2P H2P H 0 1 N N N 21.989 -2.328 15.613 6.006 -4.439 2.127 H2P ZZB 58 # 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 ZZB CB CG SING N N 1 ZZB CB O1 SING N N 2 ZZB CG CD1 DOUB Y N 3 ZZB CG CD2 SING Y N 4 ZZB CD1 CE1 SING Y N 5 ZZB CD2 CE2 DOUB Y N 6 ZZB CD2 B SING N N 7 ZZB CE1 CZ DOUB Y N 8 ZZB CE1 F SING N N 9 ZZB CE2 CZ SING Y N 10 ZZB CZ ND SING N N 11 ZZB P O1P SING N N 12 ZZB P O2P SING N N 13 ZZB P O3P DOUB N N 14 ZZB P "O5'" SING N N 15 ZZB N9 C8 SING Y N 16 ZZB N9 C4 SING Y N 17 ZZB N9 "C1'" SING N N 18 ZZB C8 N7 DOUB Y N 19 ZZB N7 C5 SING Y N 20 ZZB C5 C6 DOUB Y N 21 ZZB C5 C4 SING Y N 22 ZZB C6 N6 SING N N 23 ZZB C6 N1 SING Y N 24 ZZB N1 C2 DOUB Y N 25 ZZB C2 N3 SING Y N 26 ZZB N3 C4 DOUB Y N 27 ZZB "O5'" "C5'" SING N N 28 ZZB "C5'" "C4'" SING N N 29 ZZB "C4'" "O4'" SING N N 30 ZZB "C4'" "C3'" SING N N 31 ZZB "O4'" "C1'" SING N N 32 ZZB "C3'" "O3'" SING N N 33 ZZB "C3'" "C2'" SING N N 34 ZZB "O3'" B SING N N 35 ZZB "C2'" "O2'" SING N N 36 ZZB "C2'" "C1'" SING N N 37 ZZB "O2'" B SING N N 38 ZZB O1 B SING N N 39 ZZB CF CK SING N N 40 ZZB CK ND SING N N 41 ZZB CB HB SING N N 42 ZZB CB HBA SING N N 43 ZZB CD1 HD1 SING N N 44 ZZB CE2 HE2 SING N N 45 ZZB C8 H8 SING N N 46 ZZB N6 HN6 SING N N 47 ZZB N6 HN6A SING N N 48 ZZB C2 H2 SING N N 49 ZZB "C5'" "H5'" SING N N 50 ZZB "C5'" "H5'A" SING N N 51 ZZB "C4'" "H4'" SING N N 52 ZZB "C3'" "H3'" SING N N 53 ZZB "C2'" "H2'" SING N N 54 ZZB "C1'" "H1'" SING N N 55 ZZB CF HF SING N N 56 ZZB CF HFA SING N N 57 ZZB CF HFB SING N N 58 ZZB CK HK SING N N 59 ZZB CK HKA SING N N 60 ZZB ND HND SING N N 61 ZZB O1P H1P SING N N 62 ZZB O2P H2P SING N N 63 # 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 ZZB SMILES_CANONICAL CACTVS 3.341 "CCNc1cc2c(CO[B-]23O[C@@H]4[C@@H](CO[P](O)(O)=O)O[C@H]([C@@H]4O3)n5cnc6c(N)ncnc56)cc1F" ZZB SMILES CACTVS 3.341 "CCNc1cc2c(CO[B-]23O[CH]4[CH](CO[P](O)(O)=O)O[CH]([CH]4O3)n5cnc6c(N)ncnc56)cc1F" ZZB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[B@@-]12(c3cc(c(cc3CO1)F)NCC)O[C@@H]4[C@H](O[C@H]([C@@H]4O2)n5cnc6c5ncnc6N)COP(=O)(O)O" ZZB SMILES "OpenEye OEToolkits" 1.5.0 "[B-]12(c3cc(c(cc3CO1)F)NCC)OC4C(OC(C4O2)n5cnc6c5ncnc6N)COP(=O)(O)O" ZZB InChI InChI 1.03 "InChI=1S/C19H22BFN6O8P/c1-2-23-12-4-10-9(3-11(12)21)5-31-20(10)34-15-13(6-32-36(28,29)30)33-19(16(15)35-20)27-8-26-14-17(22)24-7-25-18(14)27/h3-4,7-8,13,15-16,19,23H,2,5-6H2,1H3,(H2,22,24,25)(H2,28,29,30)/q-1/t13-,15-,16-,19-,20+/m1/s1" ZZB InChIKey InChI 1.03 KLENTOAZKNOXCI-JNRNKGNBSA-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 ZZB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 ;[(1S,3S,5R,6R,8R)-6-(6-aminopurin-9-yl)-4'-ethylamino-3'-fluoro-spiro[2,4,7-trioxa-3-boranuidabicyclo[3.3.0]octane-3,7'-8-oxa-7-boranuidabicyclo[4.3.0]nona-1,3,5-triene]-8-yl]methyl dihydrogen phosphate ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZZB "Create component" 2009-04-06 EBI ZZB "Modify aromatic_flag" 2011-06-04 RCSB ZZB "Modify descriptor" 2011-06-04 RCSB #