data_N79 # _chem_comp.id N79 _chem_comp.name "[(1S,5R,6R,8R)-6-(6-aminopurin-9-yl)spiro[2,4,7-trioxa-3-boranuidabicyclo[3.3.0]octane-3,9'-8-oxa-9-boranuidabicyclo[4.3.0]nona-1(6),2,4-triene]-8-yl]methyl dihydrogen phosphate" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C17 H18 B N5 O8 P" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2012-04-24 _chem_comp.pdbx_modified_date 2019-05-06 _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 462.138 _chem_comp.one_letter_code A _chem_comp.three_letter_code N79 _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 4ARI _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 N79 P P P 0 1 N N N 21.789 27.079 32.095 5.573 -0.442 -0.251 P N79 1 N79 O1P O1P O 0 1 N N N 21.638 27.491 33.536 6.278 -0.873 -1.633 O1P N79 2 N79 O2P O2P O 0 1 N N N 21.590 25.689 31.606 6.159 0.831 0.226 O2P N79 3 N79 "O5'" "O5'" O 0 1 N N N 23.282 27.391 31.600 3.993 -0.247 -0.492 "O5'" N79 4 N79 "C5'" "C5'" C 0 1 N N N 24.221 27.636 32.542 3.105 0.235 0.518 "C5'" N79 5 N79 "C4'" "C4'" C 0 1 N N R 25.583 27.494 31.891 1.683 0.298 -0.042 "C4'" N79 6 N79 "C3'" "C3'" C 0 1 N N S 26.501 28.106 32.925 0.727 0.934 0.991 "C3'" N79 7 N79 "O3'" "O3'" O 0 1 N N N 27.385 27.172 33.466 0.371 2.257 0.534 "O3'" N79 8 N79 B B B -1 1 N N N 28.660 27.494 32.918 -0.992 2.329 0.674 B N79 9 N79 C12 C12 C 0 1 Y N N 29.231 26.224 32.394 -1.575 3.479 -0.195 C12 N79 10 N79 C16 C16 C 0 1 Y N N 28.630 25.257 31.573 -1.328 3.931 -1.472 C16 N79 11 N79 C15 C15 C 0 1 Y N N 29.352 24.102 31.239 -2.035 5.011 -1.969 C15 N79 12 N79 C14 C14 C 0 1 Y N N 30.671 23.956 31.732 -2.988 5.636 -1.185 C14 N79 13 N79 C13 C13 C 0 1 Y N N 31.281 24.916 32.571 -3.236 5.181 0.098 C13 N79 14 N79 C11 C11 C 0 1 Y N N 30.569 26.059 32.893 -2.534 4.104 0.592 C11 N79 15 N79 C10 C10 C 0 1 N N N 30.932 27.228 33.770 -2.556 3.362 1.908 C10 N79 16 N79 O1 O1 O 0 1 N N N 29.673 27.954 33.851 -1.332 2.607 1.972 O1 N79 17 N79 "O2'" "O2'" O 0 1 N N N 28.434 28.350 31.809 -1.510 1.118 0.287 "O2'" N79 18 N79 "C2'" "C2'" C 0 1 N N R 27.289 29.114 32.112 -0.596 0.132 0.816 "C2'" N79 19 N79 "C1'" "C1'" C 0 1 N N R 26.365 29.460 30.943 -0.268 -0.883 -0.299 "C1'" N79 20 N79 "O4'" "O4'" O 0 1 N N N 25.623 28.284 30.702 1.168 -1.033 -0.255 "O4'" N79 21 N79 N9 N9 N 0 1 Y N N 25.584 30.683 31.274 -0.923 -2.166 -0.030 N9 N79 22 N79 C8 C8 C 0 1 Y N N 25.217 31.181 32.476 -0.366 -3.239 0.599 C8 N79 23 N79 N7 N7 N 0 1 Y N N 24.603 32.364 32.281 -1.229 -4.211 0.668 N7 N79 24 N79 C5 C5 C 0 1 Y N N 24.575 32.635 30.973 -2.391 -3.823 0.090 C5 N79 25 N79 C4 C4 C 0 1 Y N N 25.199 31.583 30.355 -2.211 -2.504 -0.360 C4 N79 26 N79 C6 C6 C 0 1 Y N N 24.104 33.696 30.200 -3.639 -4.432 -0.125 C6 N79 27 N79 N6 N6 N 0 1 N N N 23.447 34.778 30.710 -3.878 -5.727 0.301 N6 N79 28 N79 N1 N1 N 0 1 Y N N 24.270 33.636 28.864 -4.585 -3.736 -0.747 N1 N79 29 N79 N3 N3 N 0 1 Y N N 25.352 31.578 29.015 -3.218 -1.885 -0.966 N3 N79 30 N79 C2 C2 C 0 1 Y N N 24.879 32.597 28.291 -4.366 -2.500 -1.157 C2 N79 31 N79 O3P O3P O 0 1 N Y N 21.078 28.147 31.146 5.811 -1.589 0.854 O3P N79 32 N79 H1P H1P H 0 1 N N N 21.402 26.734 34.059 7.233 -1.007 -1.561 H1P N79 33 N79 H3P H3P H 0 1 N N N 20.649 27.697 30.428 5.451 -2.452 0.607 H3P N79 34 N79 "H5'1" "H5'1" H 0 0 N N N 24.099 28.656 32.935 3.129 -0.438 1.375 "H5'1" N79 35 N79 "H5'2" "H5'2" H 0 0 N N N 24.123 26.912 33.365 3.417 1.232 0.830 "H5'2" N79 36 N79 "H4'" "H4'" H 0 1 N N N 25.831 26.438 31.708 1.667 0.866 -0.972 "H4'" N79 37 N79 "H3'" "H3'" H 0 1 N N N 25.914 28.618 33.701 1.124 0.922 2.006 "H3'" N79 38 N79 "H2'" "H2'" H 0 1 N N N 27.520 30.009 32.708 -0.949 -0.328 1.740 "H2'" N79 39 N79 HC2 HC2 H 0 1 N N N 24.993 32.579 27.217 -5.163 -1.970 -1.658 HC2 N79 40 N79 H16 H16 H 0 1 N N N 27.625 25.400 31.204 -0.584 3.443 -2.084 H16 N79 41 N79 H15 H15 H 0 1 N N N 28.910 23.338 30.617 -1.843 5.367 -2.970 H15 N79 42 N79 H14 H14 H 0 1 N N N 31.233 23.076 31.456 -3.538 6.480 -1.574 H14 N79 43 N79 H13 H13 H 0 1 N N N 32.280 24.762 32.952 -3.980 5.669 0.711 H13 N79 44 N79 H101 H101 H 0 0 N N N 31.264 26.893 34.764 -2.601 4.070 2.735 H101 N79 45 N79 H102 H102 H 0 0 N N N 31.718 27.844 33.309 -3.412 2.690 1.943 H102 N79 46 N79 "H1'" "H1'" H 0 1 N N N 26.996 29.679 30.069 -0.578 -0.494 -1.269 "H1'" N79 47 N79 H8 H8 H 0 1 N N N 25.388 30.709 33.432 0.643 -3.278 0.982 H8 N79 48 N79 H61N H61N H 0 0 N N N 23.179 35.388 29.964 -3.180 -6.225 0.754 H61N N79 49 N79 H62N H62N H 0 0 N N N 22.631 34.472 31.200 -4.744 -6.136 0.147 H62N N79 50 # # 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 N79 P O1P SING N N 1 N79 P O2P DOUB N N 2 N79 P "O5'" SING N N 3 N79 P O3P SING N N 4 N79 "O5'" "C5'" SING N N 5 N79 "C5'" "C4'" SING N N 6 N79 "C4'" "C3'" SING N N 7 N79 "C4'" "O4'" SING N N 8 N79 "C3'" "O3'" SING N N 9 N79 "C3'" "C2'" SING N N 10 N79 "O3'" B SING N N 11 N79 B C12 SING N N 12 N79 B O1 SING N N 13 N79 B "O2'" SING N N 14 N79 C12 C16 SING Y N 15 N79 C12 C11 DOUB Y N 16 N79 C16 C15 DOUB Y N 17 N79 C15 C14 SING Y N 18 N79 C14 C13 DOUB Y N 19 N79 C13 C11 SING Y N 20 N79 C11 C10 SING N N 21 N79 C10 O1 SING N N 22 N79 "O2'" "C2'" SING N N 23 N79 "C2'" "C1'" SING N N 24 N79 "C1'" "O4'" SING N N 25 N79 "C1'" N9 SING N N 26 N79 N9 C8 SING Y N 27 N79 N9 C4 SING Y N 28 N79 C8 N7 DOUB Y N 29 N79 N7 C5 SING Y N 30 N79 C5 C4 SING Y N 31 N79 C5 C6 DOUB Y N 32 N79 C4 N3 DOUB Y N 33 N79 C6 N6 SING N N 34 N79 C6 N1 SING Y N 35 N79 N1 C2 DOUB Y N 36 N79 N3 C2 SING Y N 37 N79 C2 HC2 SING N N 38 N79 O1P H1P SING N N 39 N79 O3P H3P SING N N 40 N79 "C5'" "H5'1" SING N N 41 N79 "C5'" "H5'2" SING N N 42 N79 "C4'" "H4'" SING N N 43 N79 "C3'" "H3'" SING N N 44 N79 "C2'" "H2'" SING N N 45 N79 C16 H16 SING N N 46 N79 C15 H15 SING N N 47 N79 C14 H14 SING N N 48 N79 C13 H13 SING N N 49 N79 C10 H101 SING N N 50 N79 C10 H102 SING N N 51 N79 "C1'" "H1'" SING N N 52 N79 C8 H8 SING N N 53 N79 N6 H61N SING N N 54 N79 N6 H62N SING N N 55 # # 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 N79 InChI InChI 1.03 "InChI=1S/C17H18BN5O8P/c19-15-12-16(21-7-20-15)23(8-22-12)17-14-13(11(29-17)6-28-32(24,25)26)30-18(31-14)10-4-2-1-3-9(10)5-27-18/h1-4,7-8,11,13-14,17H,5-6H2,(H2,19,20,21)(H2,24,25,26)/q-1/t11-,13-,14-,17-,18+/m1/s1" N79 InChIKey InChI 1.03 WVTCQRMVQMUXKS-LBTDBDNISA-N N79 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@H]4O[B-]5(OCc6ccccc56)O[C@@H]34" N79 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH]4O[B-]5(OCc6ccccc56)O[CH]34" N79 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[B-]12(c3ccccc3CO1)O[C@@H]4[C@H](O[C@H]([C@@H]4O2)n5cnc6c5ncnc6N)COP(=O)(O)O" N79 SMILES "OpenEye OEToolkits" 1.9.2 "[B-]12(c3ccccc3CO1)OC4C(OC(C4O2)n5cnc6c5ncnc6N)COP(=O)(O)O" # _pdbx_chem_comp_identifier.comp_id N79 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.9.2 _pdbx_chem_comp_identifier.identifier "[(1S,5R,6R,8R)-6-(6-aminopurin-9-yl)spiro[2,4,7-trioxa-3-boranuidabicyclo[3.3.0]octane-3,9'-8-oxa-9-boranuidabicyclo[4.3.0]nona-1(6),2,4-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 N79 "Create component" 2012-04-24 EBI N79 "Modify descriptor" 2014-09-05 RCSB N79 "Modify one letter code" 2019-05-06 EBI ##