data_8OD # _chem_comp.id 8OD _chem_comp.name "[(2R,3S,4R,5R)-5-(6-azanyl-8-oxo-7H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H15 N5 O11 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-15 _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 443.201 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8OD _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 3NBF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 8OD N1 N1 N 0 1 Y N N -53.360 -33.437 -44.760 -6.277 1.975 1.133 N1 8OD 1 8OD C2 C2 C 0 1 Y N N -53.769 -33.411 -43.472 -5.831 1.000 1.901 C2 8OD 2 8OD N3 N3 N 0 1 Y N N -53.042 -33.803 -42.436 -4.764 0.292 1.590 N3 8OD 3 8OD C4 C4 C 0 1 Y N N -51.825 -34.248 -42.743 -4.089 0.539 0.473 C4 8OD 4 8OD C5 C5 C 0 1 Y N N -51.327 -34.321 -44.017 -4.527 1.563 -0.370 C5 8OD 5 8OD C6 C6 C 0 1 Y N N -52.142 -33.886 -45.064 -5.659 2.289 -0.004 C6 8OD 6 8OD N6 N6 N 0 1 N N N -51.718 -33.914 -46.398 -6.133 3.315 -0.809 N6 8OD 7 8OD N7 N7 N 0 1 N N N -49.980 -34.844 -43.997 -3.648 1.602 -1.449 N7 8OD 8 8OD C8 C8 C 0 1 N N N -49.696 -35.087 -42.634 -2.719 0.643 -1.268 C8 8OD 9 8OD O8 O8 O 0 1 N N N -48.647 -35.560 -42.153 -1.799 0.404 -2.027 O8 8OD 10 8OD N9 N9 N 0 1 N N N -50.838 -34.723 -41.868 -2.964 -0.011 -0.116 N9 8OD 11 8OD PA PA P 0 1 N N N -46.805 -36.071 -36.944 3.590 -0.621 -0.274 PA 8OD 12 8OD PB PB P 0 1 N N N -48.484 -37.461 -35.011 5.430 1.601 0.405 PB 8OD 13 8OD "C1'" "C1'" C 0 1 N N R -50.955 -34.813 -40.409 -2.172 -1.118 0.424 "C1'" 8OD 14 8OD O1A O1A O 0 1 N N N -45.574 -35.835 -36.094 3.463 -0.139 -1.668 O1A 8OD 15 8OD O1B O1B O 0 1 N N N -49.269 -38.469 -35.875 5.967 2.124 1.829 O1B 8OD 16 8OD "C2'" "C2'" C 0 1 N N R -50.539 -36.194 -39.920 -2.259 -2.355 -0.505 "C2'" 8OD 17 8OD "O2'" "O2'" O 0 1 N N N -51.667 -37.067 -39.994 -3.403 -3.151 -0.189 "O2'" 8OD 18 8OD O2A O2A O 0 1 N N N -46.757 -37.274 -37.864 4.528 -1.929 -0.242 O2A 8OD 19 8OD O2B O2B O 0 1 N N N -47.177 -38.094 -34.511 6.539 0.957 -0.335 O2B 8OD 20 8OD "C3'" "C3'" C 0 1 N N S -50.129 -35.841 -38.495 -0.951 -3.110 -0.164 "C3'" 8OD 21 8OD "O3'" "O3'" O 0 1 N N N -51.254 -35.719 -37.629 -1.206 -4.153 0.779 "O3'" 8OD 22 8OD O3A O3A O 0 1 N N N -48.111 -36.179 -35.970 4.247 0.534 0.635 O3A 8OD 23 8OD O3B O3B O 0 1 N N N -49.333 -36.746 -33.937 4.869 2.847 -0.447 O3B 8OD 24 8OD "C4'" "C4'" C 0 1 N N R -49.409 -34.505 -38.688 -0.044 -2.031 0.459 "C4'" 8OD 25 8OD "O4'" "O4'" O 0 1 N N N -50.021 -33.892 -39.847 -0.766 -0.789 0.416 "O4'" 8OD 26 8OD "C5'" "C5'" C 0 1 N N N -47.903 -34.674 -38.970 1.250 -1.909 -0.349 "C5'" 8OD 27 8OD "O5'" "O5'" O 0 1 N N N -47.150 -34.679 -37.762 2.132 -0.992 0.301 "O5'" 8OD 28 8OD H2 H2 H 0 1 N N N -54.764 -33.043 -43.272 -6.358 0.775 2.816 H2 8OD 29 8OD HN6 HN6 H 0 1 N N N -52.447 -33.565 -46.987 -6.922 3.813 -0.544 HN6 8OD 30 8OD HN6A HN6A H 0 0 N N N -50.904 -33.343 -46.501 -5.675 3.534 -1.635 HN6A 8OD 31 8OD HN7 HN7 H 0 1 N N N -49.378 -35.000 -44.780 -3.697 2.213 -2.201 HN7 8OD 32 8OD "H1'" "H1'" H 0 1 N N N -51.996 -34.606 -40.120 -2.503 -1.370 1.432 "H1'" 8OD 33 8OD HO1B HO1B H 0 0 N N N -48.786 -39.286 -35.927 6.682 2.772 1.767 HO1B 8OD 34 8OD "H2'" "H2'" H 0 1 N N N -49.750 -36.718 -40.479 -2.273 -2.055 -1.553 "H2'" 8OD 35 8OD "HO2'" "HO2'" H 0 0 N N N -51.419 -37.932 -39.691 -3.501 -3.937 -0.744 "HO2'" 8OD 36 8OD HO2A HO2A H 0 0 N N N -45.923 -37.718 -37.763 4.655 -2.300 0.642 HO2A 8OD 37 8OD "H3'" "H3'" H 0 1 N N N -49.507 -36.611 -38.015 -0.498 -3.516 -1.068 "H3'" 8OD 38 8OD "HO3'" "HO3'" H 0 0 N N N -50.958 -35.499 -36.754 -1.819 -4.830 0.459 "HO3'" 8OD 39 8OD HO3B HO3B H 0 0 N N N -48.898 -36.810 -33.095 4.139 3.318 -0.022 HO3B 8OD 40 8OD "H4'" "H4'" H 0 1 N N N -49.498 -33.906 -37.770 0.185 -2.291 1.492 "H4'" 8OD 41 8OD "H5'" "H5'" H 0 1 N N N -47.743 -35.628 -39.493 1.728 -2.886 -0.419 "H5'" 8OD 42 8OD "H5'A" "H5'A" H 0 0 N N N -47.562 -33.838 -39.599 1.020 -1.544 -1.350 "H5'A" 8OD 43 # 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 8OD N1 C2 DOUB Y N 1 8OD N1 C6 SING Y N 2 8OD C2 N3 SING Y N 3 8OD N3 C4 DOUB Y N 4 8OD C4 C5 SING Y N 5 8OD C4 N9 SING N N 6 8OD C5 C6 DOUB Y N 7 8OD C5 N7 SING N N 8 8OD C6 N6 SING N N 9 8OD N7 C8 SING N N 10 8OD C8 O8 DOUB N N 11 8OD C8 N9 SING N N 12 8OD N9 "C1'" SING N N 13 8OD PA O1A DOUB N N 14 8OD PA O2A SING N N 15 8OD PA O3A SING N N 16 8OD PA "O5'" SING N N 17 8OD PB O1B SING N N 18 8OD PB O2B DOUB N N 19 8OD PB O3A SING N N 20 8OD PB O3B SING N N 21 8OD "C1'" "C2'" SING N N 22 8OD "C1'" "O4'" SING N N 23 8OD "C2'" "O2'" SING N N 24 8OD "C2'" "C3'" SING N N 25 8OD "C3'" "O3'" SING N N 26 8OD "C3'" "C4'" SING N N 27 8OD "C4'" "O4'" SING N N 28 8OD "C4'" "C5'" SING N N 29 8OD "C5'" "O5'" SING N N 30 8OD C2 H2 SING N N 31 8OD N6 HN6 SING N N 32 8OD N6 HN6A SING N N 33 8OD N7 HN7 SING N N 34 8OD "C1'" "H1'" SING N N 35 8OD O1B HO1B SING N N 36 8OD "C2'" "H2'" SING N N 37 8OD "O2'" "HO2'" SING N N 38 8OD O2A HO2A SING N N 39 8OD "C3'" "H3'" SING N N 40 8OD "O3'" "HO3'" SING N N 41 8OD O3B HO3B SING N N 42 8OD "C4'" "H4'" SING N N 43 8OD "C5'" "H5'" SING N N 44 8OD "C5'" "H5'A" SING N N 45 # 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 8OD SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OCC3OC(N2C(=O)Nc1c(ncnc12)N)C(O)C3O" 8OD SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2N([C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O)C(=O)Nc12" 8OD SMILES CACTVS 3.370 "Nc1ncnc2N([CH]3O[CH](CO[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O)C(=O)Nc12" 8OD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)OP(=O)(O)O)O)O)N" 8OD SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N" 8OD InChI InChI 1.03 "InChI=1S/C10H15N5O11P2/c11-7-4-8(13-2-12-7)15(10(18)14-4)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,14,18)(H,22,23)(H2,11,12,13)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1" 8OD InChIKey InChI 1.03 RKHXUJRVBUXHAN-UUOKFMHZSA-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 8OD "SYSTEMATIC NAME" ACDLabs 12.01 ;8-oxoadenosine 5'-(trihydrogen diphosphate) ; 8OD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,4R,5R)-5-(6-azanyl-8-oxo-7H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphono 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 8OD "Create component" 2010-06-15 PDBJ 8OD "Modify aromatic_flag" 2011-06-04 RCSB 8OD "Modify descriptor" 2011-06-04 RCSB #