data_A99 # _chem_comp.id A99 _chem_comp.name "5'-O-[(S)-hydroxy{[(R)-hydroxy({(S)-hydroxy[(1S)-1-(2-nitrophenyl)ethoxy]phosphoryl}oxy)phosphoryl]oxy}phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N6 O15 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-19 _chem_comp.pdbx_modified_date 2012-05-25 _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 656.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A99 _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 2YJ5 _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 A99 "C'" "C'" C 0 1 N N S 30.927 -11.196 -31.002 6.447 -1.304 -0.952 "C'" A99 1 A99 N1 N1 N 0 1 Y N N 29.215 -7.104 -39.940 -9.776 -2.483 -1.581 N1 A99 2 A99 C2 C2 C 0 1 Y N N 28.221 -6.438 -39.324 -9.465 -1.390 -2.253 C2 A99 3 A99 N3 N3 N 0 1 Y N N 28.413 -5.631 -38.259 -8.406 -0.662 -1.966 N3 A99 4 A99 C4 C4 C 0 1 Y N N 29.649 -5.425 -37.742 -7.595 -1.008 -0.971 C4 A99 5 A99 C5 C5 C 0 1 Y N N 30.790 -6.127 -38.360 -7.883 -2.164 -0.226 C5 A99 6 A99 C6 C6 C 0 1 Y N N 30.508 -7.006 -39.538 -9.025 -2.908 -0.570 C6 A99 7 A99 N6 N6 N 0 1 N N N 31.480 -7.690 -40.205 -9.359 -4.055 0.128 N6 A99 8 A99 N7 N7 N 0 1 Y N N 31.871 -5.746 -37.649 -6.914 -2.286 0.712 N7 A99 9 A99 C8 C8 C 0 1 Y N N 31.461 -4.893 -36.665 -6.070 -1.302 0.593 C8 A99 10 A99 N9 N9 N 0 1 Y N N 30.130 -4.707 -36.716 -6.447 -0.486 -0.431 N9 A99 11 A99 PA PA P 0 1 N N N 33.518 -4.735 -33.021 -0.539 1.633 1.560 PA A99 12 A99 PB PB P 0 1 N N N 33.058 -6.717 -31.120 1.814 -0.153 1.801 PB A99 13 A99 PG PG P 0 1 N N N 31.067 -8.544 -30.450 4.396 -1.166 0.756 PG A99 14 A99 "O'L" "O'L" O -1 1 N N N 32.105 -12.492 -27.741 10.474 -0.769 -0.476 "O'L" A99 15 A99 "O'M" "O'M" O 0 1 N N N 32.072 -14.133 -29.058 8.769 -2.006 -0.359 "O'M" A99 16 A99 "C1'" "C1'" C 0 1 Y N N 29.123 -13.341 -28.288 9.099 1.229 -1.848 "C1'" A99 17 A99 O1A O1A O 0 1 N N N 34.070 -3.954 -31.849 -1.012 1.254 2.910 O1A A99 18 A99 C1B C1B C 0 1 N N R 29.308 -3.833 -35.823 -5.752 0.725 -0.876 C1B A99 19 A99 O1B O1B O 0 1 N N N 34.555 -6.954 -31.099 2.480 0.790 2.727 O1B A99 20 A99 O1G O1G O 0 1 N N N 29.991 -7.479 -30.570 4.427 -2.707 1.219 O1G A99 21 A99 "C2'" "C2'" C 0 1 Y N N 30.200 -12.795 -28.984 8.484 0.092 -1.358 "C2'" A99 22 A99 "N2'" "N2'" N 1 1 N N N 31.508 -13.159 -28.579 9.290 -0.956 -0.692 "N2'" A99 23 A99 "O2'" "O2'" O 0 1 N N N 27.354 -3.984 -34.498 -7.484 2.462 -0.969 "O2'" A99 24 A99 O2A O2A O 0 1 N N N 34.434 -5.290 -34.096 0.088 3.115 1.607 O2A A99 25 A99 C2B C2B C 0 1 N N R 28.576 -4.670 -34.800 -6.371 1.982 -0.213 C2B A99 26 A99 O2B O2B O 0 1 N N N 32.353 -5.986 -29.993 1.261 -1.418 2.628 O2B A99 27 A99 O2G O2G O 0 1 N N N 30.505 -9.846 -31.224 5.067 -1.029 -0.701 O2G A99 28 A99 "C3'" "C3'" C 0 1 Y N N 29.904 -11.859 -30.127 7.117 -0.065 -1.487 "C3'" A99 29 A99 "O3'" "O3'" O 0 1 N N N 28.930 -5.053 -32.406 -5.330 3.860 -1.386 "O3'" A99 30 A99 O3A O3A O 0 1 N N N 32.660 -5.975 -32.486 0.586 0.590 1.072 O3A A99 31 A99 C3B C3B C 0 1 N N S 29.550 -4.692 -33.641 -5.194 2.987 -0.263 C3B A99 32 A99 O3B O3B O 0 1 N N N 32.305 -8.111 -31.385 2.871 -0.654 0.695 O3B A99 33 A99 O3G O3G O 0 1 N N N 31.624 -8.921 -29.093 5.153 -0.344 1.727 O3G A99 34 A99 "C4'" "C4'" C 0 1 Y N N 28.571 -11.585 -30.429 6.364 0.914 -2.109 "C4'" A99 35 A99 "O4'" "O4'" O 0 1 N N N 30.126 -2.924 -35.063 -4.388 0.731 -0.403 "O4'" A99 36 A99 C4B C4B C 0 1 N N R 30.068 -3.266 -33.665 -3.945 2.099 -0.419 C4B A99 37 A99 "C5'" "C5'" C 0 1 Y N N 27.539 -12.157 -29.690 6.979 2.050 -2.601 "C5'" A99 38 A99 "O5'" "O5'" O 0 1 N N N 32.358 -3.875 -33.745 -1.778 1.607 0.531 "O5'" A99 39 A99 C5B C5B C 0 1 N N N 31.426 -3.104 -32.996 -2.982 2.347 0.744 C5B A99 40 A99 "C6'" "C6'" C 0 1 Y N N 27.810 -13.025 -28.635 8.346 2.208 -2.470 "C6'" A99 41 A99 "CM'" "CM'" C 0 1 N N N 32.379 -11.251 -30.520 6.563 -2.432 -1.979 "CM'" A99 42 A99 "H'" "H'" H 0 1 N N N 30.962 -11.779 -31.934 6.931 -1.607 -0.023 "H'" A99 43 A99 H2 H2 H 0 1 N N N 27.216 -6.555 -39.702 -10.102 -1.081 -3.068 H2 A99 44 A99 HN6 HN6 H 0 1 N N N 31.069 -8.208 -40.955 -10.150 -4.559 -0.119 HN6 A99 45 A99 HN6A HN6A H 0 0 N N N 32.149 -7.044 -40.573 -8.803 -4.354 0.864 HN6A A99 46 A99 H8 H8 H 0 1 N N N 32.117 -4.430 -35.943 -5.199 -1.154 1.215 H8 A99 47 A99 "H1'" "H1'" H 0 1 N N N 29.308 -14.019 -27.468 10.166 1.354 -1.742 "H1'" A99 48 A99 H1B H1B H 0 1 N N N 28.621 -3.283 -36.483 -5.785 0.808 -1.962 H1B A99 49 A99 "HO2'" "HO2'" H 0 0 N N N 26.862 -4.481 -33.855 -7.905 3.248 -0.595 "HO2'" A99 50 A99 H2B H2B H 0 1 N N N 28.300 -5.692 -35.100 -6.663 1.776 0.817 H2B A99 51 A99 "HO3'" "HO3'" H 0 0 N N N 29.580 -5.052 -31.713 -6.131 4.402 -1.369 "HO3'" A99 52 A99 H3B H3B H 0 1 N N N 30.344 -5.448 -33.731 -5.143 3.562 0.661 H3B A99 53 A99 "H4'" "H4'" H 0 1 N N N 28.336 -10.920 -31.247 5.296 0.790 -2.211 "H4'" A99 54 A99 H4B H4B H 0 1 N N N 29.408 -2.600 -33.089 -3.451 2.317 -1.366 H4B A99 55 A99 "H5'" "H5'" H 0 1 N N N 26.514 -11.924 -29.938 6.391 2.815 -3.087 "H5'" A99 56 A99 H5B H5B H 0 1 N N N 31.724 -2.045 -32.992 -2.749 3.410 0.802 H5B A99 57 A99 H5BA H5BA H 0 0 N N N 31.384 -3.462 -31.957 -3.446 2.025 1.676 H5BA A99 58 A99 "H6'" "H6'" H 0 1 N N N 26.992 -13.459 -28.078 8.826 3.096 -2.853 "H6'" A99 59 A99 "HM'" "HM'" H 0 1 N N N 32.673 -12.299 -30.359 6.079 -2.129 -2.907 "HM'" A99 60 A99 "HM'A" "HM'A" H 0 0 N N N 33.034 -10.799 -31.279 7.616 -2.642 -2.170 "HM'A" A99 61 A99 "HM'B" "HM'B" H 0 0 N N N 32.473 -10.695 -29.576 6.079 -3.328 -1.591 "HM'B" A99 62 A99 H2A H2A H 0 1 N N N 35.334 -5.064 -33.893 0.419 3.430 0.755 H2A A99 63 A99 HBB HBB H 0 1 N N N 32.988 -5.732 -29.334 0.812 -2.079 2.083 HBB A99 64 A99 H1G H1G H 0 1 N N N 29.776 -7.147 -29.706 3.949 -3.305 0.627 H1G A99 65 # 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 A99 "C'" O2G SING N N 1 A99 "C'" "C3'" SING N N 2 A99 "C'" "CM'" SING N N 3 A99 N1 C2 DOUB Y N 4 A99 N1 C6 SING Y N 5 A99 C2 N3 SING Y N 6 A99 N3 C4 DOUB Y N 7 A99 C4 C5 SING Y N 8 A99 C4 N9 SING Y N 9 A99 C5 C6 DOUB Y N 10 A99 C5 N7 SING Y N 11 A99 C6 N6 SING N N 12 A99 N7 C8 DOUB Y N 13 A99 C8 N9 SING Y N 14 A99 N9 C1B SING N N 15 A99 PA O1A DOUB N N 16 A99 PA O2A SING N N 17 A99 PA O3A SING N N 18 A99 PA "O5'" SING N N 19 A99 PB O1B DOUB N N 20 A99 PB O2B SING N N 21 A99 PB O3A SING N N 22 A99 PB O3B SING N N 23 A99 PG O1G SING N N 24 A99 PG O2G SING N N 25 A99 PG O3B SING N N 26 A99 PG O3G DOUB N N 27 A99 "O'L" "N2'" SING N N 28 A99 "O'M" "N2'" DOUB N N 29 A99 "C1'" "C2'" DOUB Y N 30 A99 "C1'" "C6'" SING Y N 31 A99 C1B C2B SING N N 32 A99 C1B "O4'" SING N N 33 A99 "C2'" "N2'" SING N N 34 A99 "C2'" "C3'" SING Y N 35 A99 "O2'" C2B SING N N 36 A99 C2B C3B SING N N 37 A99 "C3'" "C4'" DOUB Y N 38 A99 "O3'" C3B SING N N 39 A99 C3B C4B SING N N 40 A99 "C4'" "C5'" SING Y N 41 A99 "O4'" C4B SING N N 42 A99 C4B C5B SING N N 43 A99 "C5'" "C6'" DOUB Y N 44 A99 "O5'" C5B SING N N 45 A99 "C'" "H'" SING N N 46 A99 C2 H2 SING N N 47 A99 N6 HN6 SING N N 48 A99 N6 HN6A SING N N 49 A99 C8 H8 SING N N 50 A99 "C1'" "H1'" SING N N 51 A99 C1B H1B SING N N 52 A99 "O2'" "HO2'" SING N N 53 A99 C2B H2B SING N N 54 A99 "O3'" "HO3'" SING N N 55 A99 C3B H3B SING N N 56 A99 "C4'" "H4'" SING N N 57 A99 C4B H4B SING N N 58 A99 "C5'" "H5'" SING N N 59 A99 C5B H5B SING N N 60 A99 C5B H5BA SING N N 61 A99 "C6'" "H6'" SING N N 62 A99 "CM'" "HM'" SING N N 63 A99 "CM'" "HM'A" SING N N 64 A99 "CM'" "HM'B" SING N N 65 A99 O2A H2A SING N N 66 A99 O2B HBB SING N N 67 A99 O1G H1G SING N N 68 # 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 A99 SMILES ACDLabs 12.01 "[O-][N+](=O)c1ccccc1C(OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O)C" A99 SMILES_CANONICAL CACTVS 3.370 "C[C@H](O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)c4ccccc4[N+]([O-])=O" A99 SMILES CACTVS 3.370 "C[CH](O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)c4ccccc4[N+]([O-])=O" A99 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@@H](c1ccccc1[N+](=O)[O-])OP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" A99 SMILES "OpenEye OEToolkits" 1.7.2 "CC(c1ccccc1[N+](=O)[O-])OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O" A99 InChI InChI 1.03 ;InChI=1S/C18H23N6O15P3/c1-9(10-4-2-3-5-11(10)24(27)28)37-41(31,32)39-42(33,34)38-40(29,30)35-6-12-14(25)15(26)18(36-12)23-8-22-13-16(19)20-7-21-17(13)23/h2-5,7-9,12,14-15,18,25-26H,6H2,1H3,(H,29,30)(H,31,32)(H,33,34)(H2,19,20,21)/t9-,12+,14+,15+,18+/m0/s1 ; A99 InChIKey InChI 1.03 UOLVQBSMMHANLG-YBGGAFRISA-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 A99 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(S)-hydroxy{[(R)-hydroxy({(S)-hydroxy[(1S)-1-(2-nitrophenyl)ethoxy]phosphoryl}oxy)phosphoryl]oxy}phosphoryl]adenosine" A99 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [[(1S)-1-(2-nitrophenyl)ethoxy]-oxidanyl-phosphoryl] hydrogen 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 A99 "Create component" 2011-05-19 EBI A99 "Modify aromatic_flag" 2011-06-04 RCSB A99 "Modify descriptor" 2011-06-04 RCSB #