data_5FA # _chem_comp.id 5FA _chem_comp.name "ADENOSINE-5'-PENTAPHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H18 N5 O19 P5" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-03-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 667.141 _chem_comp.one_letter_code A _chem_comp.three_letter_code 5FA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1VC8 _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 5FA N9 N9 N 0 1 Y N N 68.302 15.127 148.662 6.861 0.676 -0.004 N9 5FA 1 5FA C8 C8 C 0 1 Y N N 68.123 13.816 149.037 6.226 1.677 0.668 C8 5FA 2 5FA N7 N7 N 0 1 Y N N 69.132 13.479 149.754 7.025 2.695 0.808 N7 5FA 3 5FA C5 C5 C 0 1 Y N N 69.987 14.493 149.879 8.222 2.410 0.241 C5 5FA 4 5FA C6 C6 C 0 1 Y N N 71.215 14.707 150.504 9.431 3.108 0.081 C6 5FA 5 5FA N6 N6 N 0 1 N N N 71.905 13.810 151.202 9.579 4.391 0.580 N6 5FA 6 5FA N1 N1 N 0 1 Y N N 71.810 15.938 150.382 10.430 2.506 -0.556 N1 5FA 7 5FA C2 C2 C 0 1 Y N N 71.231 16.975 149.668 10.297 1.283 -1.036 C2 5FA 8 5FA N3 N3 N 0 1 Y N N 70.048 16.795 149.065 9.182 0.594 -0.914 N3 5FA 9 5FA C4 C4 C 0 1 Y N N 69.438 15.554 149.173 8.129 1.113 -0.292 C4 5FA 10 5FA "O5'" O5* O 0 1 N N N 63.401 14.790 149.121 2.093 -1.431 -0.722 "O5'" 5FA 11 5FA "C5'" C5* C 0 1 N N N 64.218 14.123 148.194 2.961 -1.967 0.278 "C5'" 5FA 12 5FA "C4'" C4* C 0 1 N N R 65.121 15.126 147.530 4.405 -1.928 -0.226 "C4'" 5FA 13 5FA "O4'" O4* O 0 1 N N N 66.040 15.839 148.374 4.851 -0.561 -0.369 "O4'" 5FA 14 5FA "C3'" C3* C 0 1 N N S 65.963 14.543 146.410 5.359 -2.546 0.820 "C3'" 5FA 15 5FA "O3'" O3* O 0 1 N N N 65.179 14.522 145.215 5.657 -3.903 0.485 "O3'" 5FA 16 5FA "C2'" C2* C 0 1 N N R 67.155 15.476 146.355 6.632 -1.673 0.731 "C2'" 5FA 17 5FA "O2'" O2* O 0 1 N N N 66.904 16.590 145.542 7.756 -2.464 0.341 "O2'" 5FA 18 5FA "C1'" C1* C 0 1 N N R 67.367 15.905 147.801 6.293 -0.628 -0.355 "C1'" 5FA 19 5FA PA PA P 0 1 N N S 63.079 14.015 150.473 0.598 -1.502 -0.128 PA 5FA 20 5FA O1A O1A O 0 1 N N N 62.869 14.963 151.473 0.552 -0.805 1.176 O1A 5FA 21 5FA O2A O2A O 0 1 N N N 64.117 13.012 150.903 0.173 -3.042 0.071 O2A 5FA 22 5FA O3A O3A O 0 1 N N N 61.661 13.641 150.394 -0.421 -0.792 -1.153 O3A 5FA 23 5FA PB PB P 0 1 N N R 60.413 13.060 149.646 -1.743 -0.420 -0.312 PB 5FA 24 5FA O1B O1B O 0 1 N N N 59.760 14.352 149.518 -2.059 -1.524 0.623 O1B 5FA 25 5FA O2B O2B O 0 1 N N N 60.546 12.441 148.286 -1.485 0.932 0.522 O2B 5FA 26 5FA O3B O3B O 0 1 N N N 59.704 12.386 150.788 -2.978 -0.201 -1.321 O3B 5FA 27 5FA PG PG P 0 1 N N R 59.814 10.937 151.409 -4.318 -0.232 -0.430 PG 5FA 28 5FA O2G O2G O 0 1 N N N 60.139 10.957 152.885 -4.121 0.588 0.786 O2G 5FA 29 5FA O1G O1G O 0 1 N N N 60.810 10.094 150.606 -4.646 -1.751 -0.006 O1G 5FA 30 5FA O3G O3G O 0 1 N N N 58.359 10.432 150.943 -5.545 0.363 -1.286 O3G 5FA 31 5FA PD PD P 0 1 N N S 57.447 9.284 151.066 -6.680 0.799 -0.231 PD 5FA 32 5FA O1D O1D O 0 1 N N N 58.201 8.099 150.563 -6.766 -0.211 0.847 O1D 5FA 33 5FA O2D O2D O 0 1 N N N 56.851 9.085 152.526 -6.301 2.230 0.403 O2D 5FA 34 5FA O3D O3D O 0 1 N N N 56.204 9.597 150.114 -8.100 0.904 -0.983 O3D 5FA 35 5FA PE PE P 0 1 N N N 54.965 10.572 150.400 -9.231 0.945 0.162 PE 5FA 36 5FA O1E O1E O 0 1 N N N 54.107 10.489 149.131 -8.818 1.882 1.231 O1E 5FA 37 5FA O2E O2E O 0 1 N N N 55.449 12.020 150.732 -10.624 1.439 -0.476 O2E 5FA 38 5FA O3E O3E O 0 1 N N N 54.104 9.836 151.610 -9.418 -0.529 0.784 O3E 5FA 39 5FA H8 H8 H 0 1 N N N 67.290 13.133 148.797 5.210 1.633 1.031 H8 5FA 40 5FA H61 1H6 H 0 1 N N N 72.803 13.966 151.659 10.420 4.861 0.466 H61 5FA 41 5FA H62 2H6 H 0 1 N N N 72.030 13.004 150.589 8.841 4.821 1.039 H62 5FA 42 5FA H2 H2 H 0 1 N N N 71.719 17.959 149.578 11.135 0.832 -1.547 H2 5FA 43 5FA "H5'1" 1H5* H 0 0 N N N 64.784 13.280 148.655 2.678 -2.998 0.490 "H5'1" 5FA 44 5FA "H5'2" 2H5* H 0 0 N N N 63.628 13.528 147.457 2.877 -1.373 1.188 "H5'2" 5FA 45 5FA "H4'" H4* H 0 1 N N N 64.353 15.842 147.154 4.489 -2.456 -1.176 "H4'" 5FA 46 5FA "H3'" H3* H 0 1 N N N 66.301 13.490 146.553 4.922 -2.487 1.817 "H3'" 5FA 47 5FA H3T H3T H 0 1 N Y N 65.706 14.157 144.513 6.254 -4.235 1.170 H3T 5FA 48 5FA "H2'" H2* H 0 1 N N N 68.050 14.977 145.915 6.825 -1.181 1.685 "H2'" 5FA 49 5FA "HO'2" 2HO* H 0 0 N N N 67.651 17.175 145.507 7.879 -3.133 1.028 "HO'2" 5FA 50 5FA "H1'" H1* H 0 1 N N N 67.869 16.900 147.772 6.667 -0.955 -1.326 "H1'" 5FA 51 5FA H2A H2A H 0 1 N N N 63.924 12.549 151.710 0.216 -3.459 -0.801 H2A 5FA 52 5FA H2B H2B H 0 1 N N N 59.789 12.088 147.832 -1.283 1.624 -0.122 H2B 5FA 53 5FA H1G H1G H 0 1 N N N 60.876 9.222 150.979 -4.767 -2.250 -0.826 H1G 5FA 54 5FA H2D H2D H 0 1 N N N 56.262 8.343 152.605 -6.255 2.857 -0.331 H2D 5FA 55 5FA H2E H2E H 0 1 N N N 54.714 12.598 150.901 -11.272 1.449 0.241 H2E 5FA 56 5FA H3E H3E H 0 1 N N N 53.369 10.414 151.779 -9.687 -1.107 0.056 H3E 5FA 57 # 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 5FA N9 C8 SING Y N 1 5FA N9 C4 SING Y N 2 5FA N9 "C1'" SING N N 3 5FA C8 N7 DOUB Y N 4 5FA C8 H8 SING N N 5 5FA N7 C5 SING Y N 6 5FA C5 C6 SING Y N 7 5FA C5 C4 DOUB Y N 8 5FA C6 N6 SING N N 9 5FA C6 N1 DOUB Y N 10 5FA N6 H61 SING N N 11 5FA N6 H62 SING N N 12 5FA N1 C2 SING Y N 13 5FA C2 N3 DOUB Y N 14 5FA C2 H2 SING N N 15 5FA N3 C4 SING Y N 16 5FA "O5'" "C5'" SING N N 17 5FA "O5'" PA SING N N 18 5FA "C5'" "C4'" SING N N 19 5FA "C5'" "H5'1" SING N N 20 5FA "C5'" "H5'2" SING N N 21 5FA "C4'" "O4'" SING N N 22 5FA "C4'" "C3'" SING N N 23 5FA "C4'" "H4'" SING N N 24 5FA "O4'" "C1'" SING N N 25 5FA "C3'" "O3'" SING N N 26 5FA "C3'" "C2'" SING N N 27 5FA "C3'" "H3'" SING N N 28 5FA "O3'" H3T SING N N 29 5FA "C2'" "O2'" SING N N 30 5FA "C2'" "C1'" SING N N 31 5FA "C2'" "H2'" SING N N 32 5FA "O2'" "HO'2" SING N N 33 5FA "C1'" "H1'" SING N N 34 5FA PA O1A DOUB N N 35 5FA PA O2A SING N N 36 5FA PA O3A SING N N 37 5FA O2A H2A SING N N 38 5FA O3A PB SING N N 39 5FA PB O1B DOUB N N 40 5FA PB O2B SING N N 41 5FA PB O3B SING N N 42 5FA O2B H2B SING N N 43 5FA O3B PG SING N N 44 5FA PG O2G DOUB N N 45 5FA PG O1G SING N N 46 5FA PG O3G SING N N 47 5FA O1G H1G SING N N 48 5FA O3G PD SING N N 49 5FA PD O1D DOUB N N 50 5FA PD O2D SING N N 51 5FA PD O3D SING N N 52 5FA O2D H2D SING N N 53 5FA O3D PE SING N N 54 5FA PE O1E DOUB N N 55 5FA PE O2E SING N N 56 5FA PE O3E SING N N 57 5FA O2E H2E SING N N 58 5FA O3E H3E SING N N 59 # 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 5FA SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 5FA SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)O[P@@](O)(=O)O[P@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O" 5FA SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O" 5FA 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)O[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O)O)N" 5FA SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N" 5FA InChI InChI 1.03 "InChI=1S/C10H18N5O19P5/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(30-10)1-29-36(21,22)32-38(25,26)34-39(27,28)33-37(23,24)31-35(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1" 5FA InChIKey InChI 1.03 WYJWVZZCMBUPSP-KQYNXXCUSA-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 5FA "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(S)-hydroxy{[(R)-hydroxy{[(R)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]oxy}phosphoryl]oxy}phosphoryl]adenosine" 5FA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[hydroxy-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphoryl]oxy-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 5FA "Create component" 2004-03-10 RCSB 5FA "Modify descriptor" 2011-06-04 RCSB #