data_A2N # _chem_comp.id A2N _chem_comp.name "[(2R,3S,4R,5R)-4-(acetylamino)-3,5-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H26 N6 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2'-N-Acetyl ADP ribose" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-16 _chem_comp.pdbx_modified_date 2021-03-01 _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 600.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A2N _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 3PKJ _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 A2N N1 N1 N 0 1 Y N N 51.189 62.557 45.146 -8.785 3.475 -0.589 N1 A2N 1 A2N C2 C2 C 0 1 Y N N 50.332 61.536 45.093 -8.381 3.229 0.645 C2 A2N 2 A2N N3 N3 N 0 1 Y N N 49.897 61.057 43.925 -7.399 2.395 0.914 N3 A2N 3 A2N C4 C4 C 0 1 Y N N 50.321 61.605 42.768 -6.766 1.756 -0.065 C4 A2N 4 A2N C5 C5 C 0 1 Y N N 51.211 62.670 42.788 -7.159 1.983 -1.395 C5 A2N 5 A2N C6 C6 C 0 1 Y N N 51.649 63.144 44.020 -8.212 2.883 -1.631 C6 A2N 6 A2N N6 N6 N 0 1 N N N 52.488 64.173 44.087 -8.642 3.147 -2.920 N6 A2N 7 A2N N7 N7 N 0 1 Y N N 51.453 63.015 41.527 -6.363 1.220 -2.182 N7 A2N 8 A2N C8 C8 C 0 1 Y N N 50.734 62.207 40.742 -5.527 0.555 -1.438 C8 A2N 9 A2N N9 N9 N 0 1 Y N N 50.037 61.354 41.500 -5.736 0.852 -0.124 N9 A2N 10 A2N "C1'" C1* C 0 1 N N R 49.179 60.243 41.036 -4.996 0.306 1.017 C1* A2N 11 A2N "C2'" C2* C 0 1 N N R 48.342 60.581 39.822 -5.710 -0.948 1.581 C2* A2N 12 A2N "O2'" O2* O 0 1 N N N 47.072 61.035 40.271 -6.710 -0.580 2.533 O2* A2N 13 A2N "C3'" C3* C 0 1 N N S 48.219 59.229 39.111 -4.546 -1.704 2.267 C3* A2N 14 A2N "O3'" O3* O 0 1 N N N 46.955 58.611 39.394 -4.530 -1.430 3.670 O3* A2N 15 A2N "C4'" C4* C 0 1 N N R 49.324 58.378 39.734 -3.281 -1.139 1.593 C4* A2N 16 A2N "O4'" O4* O 0 1 N N N 50.082 59.260 40.558 -3.710 -0.197 0.595 O4* A2N 17 A2N "C5'" C5* C 0 1 N N N 50.266 57.912 38.638 -2.492 -2.274 0.936 C5* A2N 18 A2N "O5'" O5* O 0 1 N N N 49.653 56.921 37.850 -1.264 -1.760 0.415 O5* A2N 19 A2N CAA CAA C 0 1 N N N 56.148 50.387 30.322 10.077 4.186 0.173 CAA A2N 20 A2N OAC OAC O 0 1 N N N 56.026 52.726 29.814 9.584 2.524 1.775 OAC A2N 21 A2N OAD OAD O 0 1 N N N 50.080 58.190 35.697 -0.819 -3.233 -1.717 OAD A2N 22 A2N OAE OAE O 0 1 N N N 53.072 54.528 37.445 3.093 -3.357 -0.378 OAE A2N 23 A2N OAF OAF O 0 1 N N N 51.983 53.972 30.890 6.755 1.536 2.579 OAF A2N 24 A2N OAI OAI O 0 1 N N N 55.266 52.658 33.995 7.478 0.995 -2.058 OAI A2N 25 A2N OAJ OAJ O 0 1 N N N 48.977 55.870 35.644 0.193 -3.819 0.520 OAJ A2N 26 A2N OAK OAK O 0 1 N N N 50.561 54.233 37.812 2.663 -2.473 -2.703 OAK A2N 27 A2N CAO CAO C 0 1 N N N 52.528 52.609 35.330 5.017 -0.969 -0.984 CAO A2N 28 A2N NAS NAS N 0 1 N N N 54.709 51.869 31.497 8.434 2.359 -0.115 NAS A2N 29 A2N OAU OAU O 0 1 N N N 51.604 53.690 35.519 3.601 -0.920 -0.800 OAU A2N 30 A2N OAV OAV O 0 1 N N N 51.850 52.824 32.946 5.476 0.594 0.836 OAV A2N 31 A2N OAX OAX O 0 1 N N N 51.462 56.123 36.266 1.127 -1.803 -0.678 OAX A2N 32 A2N CAY CAY C 0 1 N N N 55.614 51.795 30.515 9.348 2.964 0.669 CAY A2N 33 A2N CBC CBC C 0 1 N N R 52.510 52.890 31.647 6.476 1.579 1.179 CBC A2N 34 A2N CBF CBF C 0 1 N N S 54.059 53.214 33.452 7.156 0.361 -0.818 CBF A2N 35 A2N CBH CBH C 0 1 N N R 52.863 52.368 33.857 5.629 0.375 -0.584 CBH A2N 36 A2N CBI CBI C 0 1 N N R 54.013 53.090 31.924 7.726 1.171 0.368 CBI A2N 37 A2N PBL PBL P 0 1 N N N 50.039 56.847 36.315 -0.183 -2.679 -0.346 PBL A2N 38 A2N PBM PBM P 0 1 N N N 51.734 54.630 36.808 2.631 -2.164 -1.123 PBM A2N 39 A2N H2 H2 H 0 1 N N N 49.984 61.088 46.012 -8.875 3.732 1.463 H2 A2N 40 A2N HN6 HN6 H 0 1 N N N 52.678 64.387 45.045 -8.215 2.708 -3.673 HN6 A2N 41 A2N HN6A HN6A H 0 0 N N N 53.342 63.937 43.623 -9.370 3.770 -3.070 HN6A A2N 42 A2N H8 H8 H 0 1 N N N 50.718 62.238 39.663 -4.778 -0.130 -1.807 H8 A2N 43 A2N "H1'" H1* H 0 1 N N N 48.513 59.960 41.865 -4.876 1.062 1.793 H1* A2N 44 A2N "H2'" H2* H 0 1 N N N 48.760 61.363 39.171 -6.142 -1.545 0.778 H2* A2N 45 A2N "HO2'" HO2* H 0 0 N N N 46.530 61.253 39.522 -7.186 -1.330 2.915 HO2* A2N 46 A2N "H3'" H3* H 0 1 N N N 48.298 59.337 38.019 -4.630 -2.776 2.090 H3* A2N 47 A2N "HO3'" HO3* H 0 0 N N N 46.902 57.776 38.943 -5.330 -1.712 4.135 HO3* A2N 48 A2N "H4'" H4* H 0 1 N N N 48.901 57.521 40.278 -2.660 -0.634 2.334 H4* A2N 49 A2N "H5'" H5* H 0 1 N N N 50.528 58.769 38.000 -2.278 -3.045 1.676 H5* A2N 50 A2N "H5'A" H5*A H 0 0 N N N 51.175 57.496 39.097 -3.080 -2.702 0.124 H5*A A2N 51 A2N HAA HAA H 0 1 N N N 56.895 50.385 29.514 10.771 4.532 0.939 HAA A2N 52 A2N HAAA HAAA H 0 0 N N N 56.617 50.042 31.255 10.631 3.936 -0.732 HAAA A2N 53 A2N HAAB HAAB H 0 0 N N N 55.319 49.714 30.057 9.357 4.974 -0.048 HAAB A2N 54 A2N HOAD HOAD H 0 0 N N N 49.448 58.233 34.989 -1.089 -2.539 -2.334 HOAD A2N 55 A2N HOAF HOAF H 0 0 N N N 52.417 54.009 30.046 5.993 1.736 3.139 HOAF A2N 56 A2N HOAI HOAI H 0 0 N N N 55.261 52.752 34.940 7.095 0.561 -2.832 HOAI A2N 57 A2N HOAK HOAK H 0 0 N N N 50.931 53.997 38.655 2.372 -1.733 -3.254 HOAK A2N 58 A2N HAO HAO H 0 1 N N N 52.078 51.692 35.738 5.437 -1.759 -0.363 HAO A2N 59 A2N HAOA HAOA H 0 0 N N N 53.459 52.851 35.863 5.240 -1.172 -2.031 HAOA A2N 60 A2N HNAS HNAS H 0 0 N N N 54.488 51.022 31.981 8.245 2.710 -0.999 HNAS A2N 61 A2N HBC HBC H 0 1 N N N 52.345 51.972 31.063 6.142 2.575 0.889 HBC A2N 62 A2N HBF HBF H 0 1 N N N 54.035 54.254 33.809 7.536 -0.661 -0.803 HBF A2N 63 A2N HBH HBH H 0 1 N N N 53.008 51.280 33.791 5.167 1.186 -1.145 HBH A2N 64 A2N HBI HBI H 0 1 N N N 54.472 53.948 31.411 8.388 0.552 0.973 HBI A2N 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 A2N C6 N1 DOUB Y N 1 A2N C2 N1 SING Y N 2 A2N N3 C2 DOUB Y N 3 A2N C2 H2 SING N N 4 A2N C4 N3 SING Y N 5 A2N N9 C4 SING Y N 6 A2N C4 C5 DOUB Y N 7 A2N N7 C5 SING Y N 8 A2N C5 C6 SING Y N 9 A2N C6 N6 SING N N 10 A2N N6 HN6 SING N N 11 A2N N6 HN6A SING N N 12 A2N C8 N7 DOUB Y N 13 A2N C8 N9 SING Y N 14 A2N C8 H8 SING N N 15 A2N "C1'" N9 SING N N 16 A2N "C2'" "C1'" SING N N 17 A2N "O4'" "C1'" SING N N 18 A2N "C1'" "H1'" SING N N 19 A2N "C3'" "C2'" SING N N 20 A2N "C2'" "O2'" SING N N 21 A2N "C2'" "H2'" SING N N 22 A2N "O2'" "HO2'" SING N N 23 A2N "C3'" "O3'" SING N N 24 A2N "C3'" "C4'" SING N N 25 A2N "C3'" "H3'" SING N N 26 A2N "O3'" "HO3'" SING N N 27 A2N "C5'" "C4'" SING N N 28 A2N "C4'" "O4'" SING N N 29 A2N "C4'" "H4'" SING N N 30 A2N "O5'" "C5'" SING N N 31 A2N "C5'" "H5'" SING N N 32 A2N "C5'" "H5'A" SING N N 33 A2N PBL "O5'" SING N N 34 A2N CAA CAY SING N N 35 A2N CAA HAA SING N N 36 A2N CAA HAAA SING N N 37 A2N CAA HAAB SING N N 38 A2N OAC CAY DOUB N N 39 A2N OAD PBL SING N N 40 A2N OAD HOAD SING N N 41 A2N PBM OAE DOUB N N 42 A2N OAF CBC SING N N 43 A2N OAF HOAF SING N N 44 A2N CBF OAI SING N N 45 A2N OAI HOAI SING N N 46 A2N OAJ PBL DOUB N N 47 A2N PBM OAK SING N N 48 A2N OAK HOAK SING N N 49 A2N CBH CAO SING N N 50 A2N CAO OAU SING N N 51 A2N CAO HAO SING N N 52 A2N CAO HAOA SING N N 53 A2N CAY NAS SING N N 54 A2N NAS CBI SING N N 55 A2N NAS HNAS SING N N 56 A2N OAU PBM SING N N 57 A2N CBC OAV SING N N 58 A2N OAV CBH SING N N 59 A2N OAX PBL SING N N 60 A2N OAX PBM SING N N 61 A2N CBC CBI SING N N 62 A2N CBC HBC SING N N 63 A2N CBI CBF SING N N 64 A2N CBF CBH SING N N 65 A2N CBF HBF SING N N 66 A2N CBH HBH SING N N 67 A2N CBI HBI 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 A2N SMILES ACDLabs 12.01 "O=C(NC1C(O)C(OC1O)COP(=O)(O)OP(=O)(OCC4OC(n2c3ncnc(N)c3nc2)C(O)C4O)O)C" A2N SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@H]1[C@H](O)O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34)[C@H]1O" A2N SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34)[CH]1O" A2N SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)N[C@@H]1[C@@H]([C@H](O[C@H]1O)CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O" A2N SMILES "OpenEye OEToolkits" 1.7.0 "CC(=O)NC1C(C(OC1O)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)O" A2N InChI InChI 1.03 "InChI=1S/C17H26N6O14P2/c1-6(24)22-9-11(25)7(36-17(9)28)2-33-38(29,30)37-39(31,32)34-3-8-12(26)13(27)16(35-8)23-5-21-10-14(18)19-4-20-15(10)23/h4-5,7-9,11-13,16-17,25-28H,2-3H2,1H3,(H,22,24)(H,29,30)(H,31,32)(H2,18,19,20)/t7-,8-,9-,11-,12-,13-,16-,17-/m1/s1" A2N InChIKey InChI 1.03 YKUBGMLROVEQHG-YUGVQSHHSA-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 A2N "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-4-(acetylamino)-3,5-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" A2N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[[(2R,3S,4R,5R)-4-acetamido-3,5-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl 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 A2N "Create component" 2010-11-16 RCSB A2N "Modify aromatic_flag" 2011-06-04 RCSB A2N "Modify descriptor" 2011-06-04 RCSB A2N "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id A2N _pdbx_chem_comp_synonyms.name "2'-N-Acetyl ADP ribose" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##