data_ONA # _chem_comp.id ONA _chem_comp.name "3'-O-[2-(METHYLAMINO)BENZOYL]ADENOSINE 5'-(TETRAHYDROGEN TRIPHOSPHATE)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N6 O14 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2'(3')-O-(N-METHYLANTHRANILOYL)-ADENOSINE 5'-TRIPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-05-08 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 640.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ONA _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 2GVZ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 ONA CA7 CA7 C 0 1 N N N 66.475 -13.831 54.267 -6.273 5.409 2.065 CA7 ONA 1 ONA NA1 NA1 N 0 1 N N N 65.090 -14.260 54.589 -5.491 4.378 1.379 NA1 ONA 2 ONA CA6 CA6 C 0 1 Y N N 64.628 -15.497 54.949 -5.136 4.546 0.047 CA6 ONA 3 ONA CA5 CA5 C 0 1 Y N N 65.633 -16.721 55.068 -5.620 5.633 -0.672 CA5 ONA 4 ONA CA4 CA4 C 0 1 Y N N 65.005 -18.167 55.288 -5.266 5.798 -1.995 CA4 ONA 5 ONA CA3 CA3 C 0 1 Y N N 63.510 -18.206 55.756 -4.428 4.885 -2.618 CA3 ONA 6 ONA CA2 CA2 C 0 1 Y N N 62.708 -16.875 55.575 -3.939 3.802 -1.921 CA2 ONA 7 ONA CA1 CA1 C 0 1 Y N N 63.225 -15.628 55.204 -4.283 3.624 -0.578 CA1 ONA 8 ONA CA CA C 0 1 N N N 62.201 -14.479 55.109 -3.758 2.471 0.174 CA ONA 9 ONA OA OA O 0 1 N N N 62.203 -13.399 56.061 -4.141 2.260 1.308 OA ONA 10 ONA "O3'" O3* O 0 1 N N N 61.307 -14.582 54.078 -2.852 1.651 -0.394 "O3'" ONA 11 ONA "C3'" C3* C 0 1 N N S 60.313 -13.554 53.683 -2.379 0.536 0.406 "C3'" ONA 12 ONA "C2'" C2* C 0 1 N N R 59.556 -14.096 52.481 -3.252 -0.715 0.161 "C2'" ONA 13 ONA "O2'" O2* O 0 1 N N N 60.447 -14.710 51.547 -4.284 -0.429 -0.786 "O2'" ONA 14 ONA "C4'" C4* C 0 1 N N R 59.171 -13.413 54.686 -0.967 0.104 -0.049 "C4'" ONA 15 ONA "C5'" C5* C 0 1 N N N 58.405 -12.048 54.874 0.097 0.710 0.868 "C5'" ONA 16 ONA "O5'" O5* O 0 1 N N N 58.783 -10.919 54.395 1.396 0.395 0.363 "O5'" ONA 17 ONA PA PA P 0 1 N N R 57.536 -9.879 54.544 2.755 0.875 1.080 PA ONA 18 ONA O3A O3A O 0 1 N N N 58.055 -8.788 53.543 2.733 2.346 1.246 O3A ONA 19 ONA O2A O2A O 0 1 N N N 56.228 -10.484 54.233 2.876 0.174 2.524 O2A ONA 20 ONA O1A O1A O 0 1 N N N 57.773 -9.635 56.079 4.017 0.456 0.173 O1A ONA 21 ONA PB PB P 0 1 N N R 56.789 -8.960 57.077 5.569 0.884 0.150 PB ONA 22 ONA O3B O3B O 0 1 N N N 55.616 -10.068 56.929 6.098 0.895 1.532 O3B ONA 23 ONA O2B O2B O 0 1 N N N 56.128 -7.593 56.890 5.712 2.353 -0.491 O2B ONA 24 ONA O1B O1B O 0 1 N N N 57.688 -9.353 58.265 6.404 -0.171 -0.735 O1B ONA 25 ONA PG PG P 0 1 N N N 58.456 -8.158 58.876 7.962 -0.565 -0.832 PG ONA 26 ONA O3G O3G O 0 1 N N N 58.949 -7.155 57.684 8.520 -0.707 0.531 O3G ONA 27 ONA O1G O1G O 0 1 N N N 57.355 -7.464 59.843 8.115 -1.959 -1.623 O1G ONA 28 ONA O2G O2G O 0 1 N N N 59.630 -8.654 59.639 8.759 0.590 -1.621 O2G ONA 29 ONA "O4'" O4* O 0 1 N N N 58.163 -14.444 54.343 -0.968 -1.336 0.064 "O4'" ONA 30 ONA "C1'" C1* C 0 1 N N R 58.619 -15.115 53.132 -2.264 -1.755 -0.414 "C1'" ONA 31 ONA N9 N9 N 0 1 Y N N 57.475 -15.550 52.253 -2.585 -3.094 0.088 N9 ONA 32 ONA C8 C8 C 0 1 Y N N 57.203 -16.836 51.936 -2.022 -3.706 1.169 C8 ONA 33 ONA N7 N7 N 0 1 Y N N 56.140 -16.894 51.130 -2.541 -4.889 1.329 N7 ONA 34 ONA C5 C5 C 0 1 Y N N 55.723 -15.653 50.925 -3.466 -5.111 0.365 C5 ONA 35 ONA C4 C4 C 0 1 Y N N 56.574 -14.778 51.644 -3.510 -3.959 -0.439 C4 ONA 36 ONA N3 N3 N 0 1 Y N N 56.395 -13.419 51.625 -4.353 -3.920 -1.465 N3 ONA 37 ONA C2 C2 C 0 1 Y N N 55.410 -12.808 50.933 -5.141 -4.942 -1.726 C2 ONA 38 ONA N1 N1 N 0 1 Y N N 54.516 -13.624 50.183 -5.138 -6.043 -0.998 N1 ONA 39 ONA C6 C6 C 0 1 Y N N 54.675 -15.060 50.177 -4.322 -6.177 0.043 C6 ONA 40 ONA N6 N6 N 0 1 N N N 53.836 -15.819 49.470 -4.328 -7.334 0.802 N6 ONA 41 ONA HA71 1HA7 H 0 0 N N N 67.187 -14.585 54.634 -5.721 6.349 2.056 HA71 ONA 42 ONA HA72 2HA7 H 0 0 N N N 66.681 -12.865 54.751 -7.226 5.543 1.554 HA72 ONA 43 ONA HA73 3HA7 H 0 0 N N N 66.583 -13.725 53.177 -6.453 5.103 3.095 HA73 ONA 44 ONA HA1 HA1 H 0 1 N N N 64.847 -13.686 55.371 -5.221 3.577 1.855 HA1 ONA 45 ONA HA5 HA5 H 0 1 N N N 66.701 -16.578 55.002 -6.273 6.348 -0.195 HA5 ONA 46 ONA HA4 HA4 H 0 1 N N N 65.576 -19.069 55.124 -5.645 6.643 -2.550 HA4 ONA 47 ONA HA3 HA3 H 0 1 N N N 63.062 -19.094 56.176 -4.158 5.024 -3.654 HA3 ONA 48 ONA HA2 HA2 H 0 1 N N N 61.644 -16.923 55.755 -3.287 3.094 -2.411 HA2 ONA 49 ONA "H3'" H3* H 0 1 N N N 60.876 -12.618 53.553 -2.378 0.799 1.464 "H3'" ONA 50 ONA H1 H1 H 0 1 N N N 59.028 -13.328 51.897 -3.682 -1.071 1.097 H1 ONA 51 ONA "H2'" H2* H 0 1 N N N 59.997 -14.846 50.722 -4.862 -1.180 -0.977 "H2'" ONA 52 ONA "H4'" H4* H 0 1 N N N 59.694 -13.510 55.649 -0.793 0.404 -1.082 "H4'" ONA 53 ONA "H5'1" 1H5* H 0 0 N N N 58.547 -11.876 55.951 -0.027 1.793 0.902 "H5'1" ONA 54 ONA "H5'2" 2H5* H 0 0 N N N 57.416 -12.222 54.426 -0.012 0.300 1.872 "H5'2" ONA 55 ONA H2A H2A H 0 1 N N N 55.740 -10.614 55.037 2.896 -0.792 2.492 H2A ONA 56 ONA H2B H2B H 0 1 N N N 55.991 -7.188 57.738 5.384 2.420 -1.399 H2B ONA 57 ONA H1G H1G H 0 1 N N N 57.731 -7.328 60.705 9.030 -2.258 -1.719 H1G ONA 58 ONA H2G H2G H 0 1 N N N 60.369 -8.760 59.051 8.446 0.738 -2.524 H2G ONA 59 ONA "H1'" H1* H 0 1 N N N 59.139 -16.063 53.334 -2.290 -1.742 -1.503 "H1'" ONA 60 ONA H8 H8 H 0 1 N N N 57.764 -17.691 52.284 -1.259 -3.274 1.798 H8 ONA 61 ONA H2 H2 H 0 1 N N N 55.303 -11.733 50.948 -5.815 -4.877 -2.568 H2 ONA 62 ONA HN61 1HN6 H 0 0 N N N 53.575 -15.337 48.634 -3.736 -7.416 1.567 HN61 ONA 63 ONA HN62 2HN6 H 0 0 N N N 53.019 -16.009 50.014 -4.924 -8.064 0.570 HN62 ONA 64 # # 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 ONA CA7 NA1 SING N N 1 ONA CA7 HA71 SING N N 2 ONA CA7 HA72 SING N N 3 ONA CA7 HA73 SING N N 4 ONA NA1 CA6 SING N N 5 ONA NA1 HA1 SING N N 6 ONA CA6 CA5 SING Y N 7 ONA CA6 CA1 DOUB Y N 8 ONA CA5 CA4 DOUB Y N 9 ONA CA5 HA5 SING N N 10 ONA CA4 CA3 SING Y N 11 ONA CA4 HA4 SING N N 12 ONA CA3 CA2 DOUB Y N 13 ONA CA3 HA3 SING N N 14 ONA CA2 CA1 SING Y N 15 ONA CA2 HA2 SING N N 16 ONA CA1 CA SING N N 17 ONA CA OA DOUB N N 18 ONA CA "O3'" SING N N 19 ONA "O3'" "C3'" SING N N 20 ONA "C3'" "C2'" SING N N 21 ONA "C3'" "C4'" SING N N 22 ONA "C3'" "H3'" SING N N 23 ONA "C2'" "O2'" SING N N 24 ONA "C2'" "C1'" SING N N 25 ONA "C2'" H1 SING N N 26 ONA "O2'" "H2'" SING N N 27 ONA "C4'" "C5'" SING N N 28 ONA "C4'" "O4'" SING N N 29 ONA "C4'" "H4'" SING N N 30 ONA "C5'" "O5'" SING N N 31 ONA "C5'" "H5'1" SING N N 32 ONA "C5'" "H5'2" SING N N 33 ONA "O5'" PA SING N N 34 ONA PA O3A DOUB N N 35 ONA PA O2A SING N N 36 ONA PA O1A SING N N 37 ONA O2A H2A SING N N 38 ONA O1A PB SING N N 39 ONA PB O3B DOUB N N 40 ONA PB O2B SING N N 41 ONA PB O1B SING N N 42 ONA O2B H2B SING N N 43 ONA O1B PG SING N N 44 ONA PG O3G DOUB N N 45 ONA PG O1G SING N N 46 ONA PG O2G SING N N 47 ONA O1G H1G SING N N 48 ONA O2G H2G SING N N 49 ONA "O4'" "C1'" SING N N 50 ONA "C1'" N9 SING N N 51 ONA "C1'" "H1'" SING N N 52 ONA N9 C8 SING Y N 53 ONA N9 C4 SING Y N 54 ONA C8 N7 DOUB Y N 55 ONA C8 H8 SING N N 56 ONA N7 C5 SING Y N 57 ONA C5 C4 SING Y N 58 ONA C5 C6 DOUB Y N 59 ONA C4 N3 DOUB Y N 60 ONA N3 C2 SING Y N 61 ONA C2 N1 DOUB Y N 62 ONA C2 H2 SING N N 63 ONA N1 C6 SING Y N 64 ONA C6 N6 SING N N 65 ONA N6 HN61 SING N N 66 ONA N6 HN62 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 ONA SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC4OC(n2cnc1c(ncnc12)N)C(O)C4OC(=O)c3ccccc3NC" ONA InChI InChI 1.03 "InChI=1S/C18H23N6O14P3/c1-20-10-5-3-2-4-9(10)18(26)36-14-11(6-34-40(30,31)38-41(32,33)37-39(27,28)29)35-17(13(14)25)24-8-23-12-15(19)21-7-22-16(12)24/h2-5,7-8,11,13-14,17,20,25H,6H2,1H3,(H,30,31)(H,32,33)(H2,19,21,22)(H2,27,28,29)/t11-,13-,14-,17-/m1/s1" ONA InChIKey InChI 1.03 YAPJXKKTHXODSV-LSCFUAHRSA-N ONA SMILES_CANONICAL CACTVS 3.385 "CNc1ccccc1C(=O)O[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)n3cnc4c(N)ncnc34" ONA SMILES CACTVS 3.385 "CNc1ccccc1C(=O)O[CH]2[CH](O)[CH](O[CH]2CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)n3cnc4c(N)ncnc34" ONA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "CNc1ccccc1C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]2O)n3cnc4c3ncnc4N)CO[P@@](=O)(O)O[P@](=O)(O)OP(=O)(O)O" ONA SMILES "OpenEye OEToolkits" 1.7.5 "CNc1ccccc1C(=O)OC2C(OC(C2O)n3cnc4c3ncnc4N)COP(=O)(O)OP(=O)(O)OP(=O)(O)O" # # 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 ONA "SYSTEMATIC NAME" ACDLabs 10.04 "3'-O-{[2-(methylamino)phenyl]carbonyl}adenosine 5'-(tetrahydrogen triphosphate)" ONA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphoryl]oxymethyl]oxolan-3-yl] 2-methylaminobenzoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ONA "Create component" 2006-05-08 RCSB ONA "Modify descriptor" 2011-06-04 RCSB ONA "Modify descriptor" 2012-01-05 RCSB ONA "Modify coordinates" 2012-01-05 RCSB ONA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ONA _pdbx_chem_comp_synonyms.name "2'(3')-O-(N-METHYLANTHRANILOYL)-ADENOSINE 5'-TRIPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##