data_A1R # _chem_comp.id A1R _chem_comp.name "5'-O-[(S)-{[(S)-{[(2R,3R,4S)-3,4-DIHYDROXYPYRROLIDIN-2-YL]METHOXY}(HYDROXY)PHOSPHORYL]OXY}(HYDROXY)PHOSPHORYL]ADENOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H24 N6 O12 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-09 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 542.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A1R _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 A1R N1 N1 N 0 1 Y N N 39.986 59.435 23.849 7.220 2.227 2.485 N1 A1R 1 A1R C2 C2 C 0 1 Y N N 41.075 60.308 24.105 6.460 1.535 3.369 C2 A1R 2 A1R N3 N3 N 0 1 Y N N 41.421 60.754 25.452 5.120 1.367 3.384 N3 A1R 3 A1R C4 C4 C 0 1 Y N N 40.559 60.227 26.486 4.555 2.007 2.350 C4 A1R 4 A1R C5 C5 C 0 1 Y N N 39.456 59.361 26.349 5.197 2.750 1.372 C5 A1R 5 A1R C6 C6 C 0 1 Y N N 39.160 58.948 24.940 6.582 2.849 1.465 C6 A1R 6 A1R N6 N6 N 0 1 N N N 38.092 58.078 24.601 7.315 3.582 0.515 N6 A1R 7 A1R N7 N7 N 0 1 Y N N 38.893 59.088 27.584 4.292 3.258 0.474 N7 A1R 8 A1R C8 C8 C 0 1 Y N N 39.633 59.765 28.469 3.121 2.831 0.899 C8 A1R 9 A1R N9 N9 N 0 1 Y N N 40.662 60.475 27.845 3.227 2.069 2.033 N9 A1R 10 A1R "C1'" C1* C 0 1 N N R 41.730 61.340 28.367 2.122 1.444 2.758 "C1'" A1R 11 A1R "C2'" C2* C 0 1 N N R 41.489 62.285 29.469 1.457 2.354 3.779 "C2'" A1R 12 A1R "O2'" O2* O 0 1 N N N 41.264 63.633 28.973 2.147 2.354 5.013 "O2'" A1R 13 A1R "C3'" C3* C 0 1 N N S 42.681 62.187 30.352 0.074 1.742 3.873 "C3'" A1R 14 A1R "O3'" O3* O 0 1 N N N 43.648 63.258 30.222 0.127 0.567 4.682 "O3'" A1R 15 A1R "O4'" O4* O 0 1 N N N 42.710 60.432 28.790 1.089 1.060 1.831 "O4'" A1R 16 A1R "C4'" C4* C 0 1 N N R 43.344 60.862 30.015 -0.199 1.333 2.429 "C4'" A1R 17 A1R "C5'" C5* C 0 1 N N N 43.174 59.708 31.057 -0.881 2.428 1.621 "C5'" A1R 18 A1R "O5'" O5* O 0 1 N N N 43.773 60.105 32.332 -2.127 2.738 2.221 "O5'" A1R 19 A1R PA PA P 0 1 N N S 43.794 59.187 33.573 -3.048 3.881 1.542 PA A1R 20 A1R O1A O1A O 0 1 N N N 42.450 58.701 33.941 -4.356 4.166 2.221 O1A A1R 21 A1R O2A O2A O 0 1 N N N 44.453 59.921 34.664 -3.167 3.431 -0.007 O2A A1R 22 A1R O3A O3A O 0 1 N N N 44.752 58.010 33.379 -2.017 5.125 1.494 O3A A1R 23 A1R PB PB P 0 1 N N S 46.166 57.737 32.996 -2.158 6.595 0.835 PB A1R 24 A1R O1B O1B O 0 1 N N N 46.859 58.991 32.691 -3.349 7.273 1.695 O1B A1R 25 A1R O2B O2B O 0 1 N N N 46.471 56.956 31.873 -2.392 6.585 -0.648 O2B A1R 26 A1R O5N O5N O 0 1 N N N 46.577 57.356 34.413 -0.823 7.380 1.306 O5N A1R 27 A1R C5N C5N C 0 1 N N N 46.305 56.333 35.251 -0.495 7.458 2.682 C5N A1R 28 A1R N4N N4N N 0 1 N N N 45.254 55.296 36.790 1.451 7.598 4.225 N4N A1R 29 A1R C1N C1N C 0 1 N N N 45.826 54.816 38.076 2.584 6.673 4.407 C1N A1R 30 A1R O2N O2N O 0 1 N N N 45.655 56.299 39.430 3.942 7.281 2.533 O2N A1R 31 A1R C2N C2N C 0 1 N N S 46.699 55.757 38.571 3.036 6.292 3.009 C2N A1R 32 A1R O3N O3N O 0 1 N N N 46.716 58.282 38.148 1.955 6.427 0.846 O3N A1R 33 A1R C3N C3N C 0 1 N N R 46.824 56.923 37.729 1.729 6.314 2.237 C3N A1R 34 A1R C4N C4N C 0 1 N N R 45.891 56.638 36.568 1.021 7.534 2.818 C4N A1R 35 A1R H2 H2 H 0 1 N N N 41.670 60.655 23.273 7.003 1.049 4.172 H2 A1R 36 A1R HN61 1HN6 H 0 0 N N N 37.556 57.873 25.420 6.827 4.088 -0.199 HN61 A1R 37 A1R HN62 2HN6 H 0 0 N N N 37.506 58.519 23.921 8.315 3.515 0.506 HN62 A1R 38 A1R H8 H8 H 0 1 N N N 39.457 59.763 29.535 2.168 3.039 0.431 H8 A1R 39 A1R "H1'" H1* H 0 1 N N N 41.955 62.039 27.548 2.547 0.542 3.211 "H1'" A1R 40 A1R "H2'" H2* H 0 1 N N N 40.575 62.038 30.028 1.394 3.384 3.408 "H2'" A1R 41 A1R "HO2'" HO2* H 0 0 N N N 41.215 64.236 29.705 2.020 1.477 5.414 "HO2'" A1R 42 A1R "H3'" H3* H 0 1 N N N 42.334 62.264 31.393 -0.677 2.410 4.304 "H3'" A1R 43 A1R "HO3'" HO3* H 0 0 N N N 43.860 63.600 31.083 0.225 0.870 5.597 "HO3'" A1R 44 A1R "H4'" H4* H 0 1 N N N 44.428 61.042 29.971 -0.793 0.416 2.368 "H4'" A1R 45 A1R "H5'1" 1H5* H 0 0 N N N 42.103 59.503 31.204 -1.058 2.094 0.594 "H5'1" A1R 46 A1R "H5'2" 2H5* H 0 0 N N N 43.675 58.803 30.684 -0.265 3.332 1.602 "H5'2" A1R 47 A1R HO2A HO2A H 0 0 N N N 44.595 59.336 35.399 -3.727 3.960 -0.614 HO2A A1R 48 A1R HO1B HO1B H 0 0 N N N 47.009 59.474 33.495 -3.718 8.132 1.397 HO1B A1R 49 A1R H5N1 1H5N H 0 0 N N N 45.489 55.757 34.790 -0.954 8.349 3.111 H5N1 A1R 50 A1R H5N2 2H5N H 0 0 N N N 47.267 55.814 35.376 -0.872 6.570 3.192 H5N2 A1R 51 A1R HN4N HN4N H 0 0 N N N 44.259 55.375 36.846 0.692 7.332 4.851 HN4N A1R 52 A1R H1N1 1H1N H 0 0 N N N 45.014 54.653 38.800 2.231 5.784 4.943 H1N1 A1R 53 A1R H1N2 2H1N H 0 0 N N N 46.363 53.871 37.908 3.372 7.152 4.994 H1N2 A1R 54 A1R HO2N HO2N H 0 0 N N N 45.997 56.417 40.309 3.594 8.139 2.822 HO2N A1R 55 A1R H2N H2N H 0 1 N N N 47.690 55.368 38.848 3.537 5.321 2.965 H2N A1R 56 A1R HO3N HO3N H 0 0 N N N 46.692 58.320 39.097 2.184 7.355 0.665 HO3N A1R 57 A1R H3N H3N H 0 1 N N N 47.911 56.983 37.573 1.158 5.398 2.431 H3N A1R 58 A1R H4N H4N H 0 1 N N N 45.379 57.612 36.587 1.355 8.445 2.307 H4N A1R 59 # 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 A1R N1 C2 DOUB Y N 1 A1R N1 C6 SING Y N 2 A1R C2 N3 SING Y N 3 A1R C2 H2 SING N N 4 A1R N3 C4 DOUB Y N 5 A1R C4 C5 SING Y N 6 A1R C4 N9 SING Y N 7 A1R C5 C6 DOUB Y N 8 A1R C5 N7 SING Y N 9 A1R C6 N6 SING N N 10 A1R N6 HN61 SING N N 11 A1R N6 HN62 SING N N 12 A1R N7 C8 DOUB Y N 13 A1R C8 N9 SING Y N 14 A1R C8 H8 SING N N 15 A1R N9 "C1'" SING N N 16 A1R "C1'" "O4'" SING N N 17 A1R "C1'" "C2'" SING N N 18 A1R "C1'" "H1'" SING N N 19 A1R "C2'" "O2'" SING N N 20 A1R "C2'" "C3'" SING N N 21 A1R "C2'" "H2'" SING N N 22 A1R "O2'" "HO2'" SING N N 23 A1R "C3'" "C4'" SING N N 24 A1R "C3'" "O3'" SING N N 25 A1R "C3'" "H3'" SING N N 26 A1R "O3'" "HO3'" SING N N 27 A1R "O4'" "C4'" SING N N 28 A1R "C4'" "C5'" SING N N 29 A1R "C4'" "H4'" SING N N 30 A1R "C5'" "O5'" SING N N 31 A1R "C5'" "H5'1" SING N N 32 A1R "C5'" "H5'2" SING N N 33 A1R "O5'" PA SING N N 34 A1R PA O3A SING N N 35 A1R PA O1A DOUB N N 36 A1R PA O2A SING N N 37 A1R O2A HO2A SING N N 38 A1R O3A PB SING N N 39 A1R PB O2B DOUB N N 40 A1R PB O1B SING N N 41 A1R PB O5N SING N N 42 A1R O1B HO1B SING N N 43 A1R O5N C5N SING N N 44 A1R C5N C4N SING N N 45 A1R C5N H5N1 SING N N 46 A1R C5N H5N2 SING N N 47 A1R N4N C4N SING N N 48 A1R N4N C1N SING N N 49 A1R N4N HN4N SING N N 50 A1R C1N C2N SING N N 51 A1R C1N H1N1 SING N N 52 A1R C1N H1N2 SING N N 53 A1R O2N C2N SING N N 54 A1R O2N HO2N SING N N 55 A1R C2N C3N SING N N 56 A1R C2N H2N SING N N 57 A1R O3N C3N SING N N 58 A1R O3N HO3N SING N N 59 A1R C3N C4N SING N N 60 A1R C3N H3N SING N N 61 A1R C4N H4N SING N N 62 # 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 A1R SMILES ACDLabs 10.04 "O=P(O)(OCC1NCC(O)C1O)OP(=O)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" A1R SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]4NC[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O" A1R SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4NC[CH](O)[CH]4O)[CH](O)[CH]3O" A1R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H](CN4)O)O)O)O)N" A1R SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(CN4)O)O)O)O)N" A1R InChI InChI 1.03 "InChI=1S/C15H24N6O12P2/c16-13-9-14(19-4-18-13)21(5-20-9)15-12(25)11(24)8(32-15)3-31-35(28,29)33-34(26,27)30-2-6-10(23)7(22)1-17-6/h4-8,10-12,15,17,22-25H,1-3H2,(H,26,27)(H,28,29)(H2,16,18,19)/t6-,7+,8-,10-,11-,12-,15-/m1/s1" A1R InChIKey InChI 1.03 NDQDTBCXPOIQGT-UHNJQBFTSA-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 A1R "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(S)-{[(S)-{[(2R,3R,4S)-3,4-dihydroxypyrrolidin-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine" A1R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3R,4S)-3,4-dihydroxypyrrolidin-2-yl]methoxy-hydroxy-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 A1R "Create component" 2007-01-09 EBI A1R "Modify descriptor" 2011-06-04 RCSB #