data_8OP # _chem_comp.id 8OP _chem_comp.name "[(2R,3S,4R,5R)-5-(6-azanyl-8-oxo-7H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-19 _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 363.221 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8OP _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 3MWK _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 8OP P P P 0 1 N N N 61.809 34.107 -6.202 4.690 -1.124 -0.270 P 8OP 1 8OP O1P O1P O 0 1 N N N 61.321 32.609 -6.254 4.399 -2.054 1.012 O1P 8OP 2 8OP O2P O2P O 0 1 N N N 61.051 35.024 -7.207 5.808 -0.203 0.032 O2P 8OP 3 8OP O3P O3P O 0 1 N N N 63.369 34.265 -6.162 5.081 -2.050 -1.527 O3P 8OP 4 8OP O50 O50 O 0 1 N N N 61.285 34.637 -4.751 3.372 -0.269 -0.622 O50 8OP 5 8OP C50 C50 C 0 1 N N N 61.954 34.247 -3.567 2.832 0.725 0.251 C50 8OP 6 8OP C40 C40 C 0 1 N N R 61.504 35.247 -2.515 1.585 1.342 -0.387 C40 8OP 7 8OP O40 O40 O 0 1 N N N 60.072 35.323 -2.359 0.543 0.356 -0.474 O40 8OP 8 8OP C30 C30 C 0 1 N N S 61.973 34.808 -1.150 1.058 2.489 0.497 C30 8OP 9 8OP O30 O30 O 0 1 N N N 63.393 34.967 -1.042 1.059 3.720 -0.228 O30 8OP 10 8OP C20 C20 C 0 1 N N R 61.141 35.821 -0.360 -0.391 2.065 0.843 C20 8OP 11 8OP O20 O20 O 0 1 N N N 61.852 37.034 -0.415 -1.277 3.185 0.784 O20 8OP 12 8OP C10 C10 C 0 1 N N R 59.836 35.989 -1.122 -0.709 1.048 -0.282 C10 8OP 13 8OP N9 N9 N 0 1 N N N 58.666 35.369 -0.427 -1.754 0.114 0.148 N9 8OP 14 8OP C8 C8 C 0 1 N N N 58.656 34.157 0.341 -1.674 -0.725 1.198 C8 8OP 15 8OP O8 O8 O 0 1 N N N 59.682 33.578 0.779 -0.718 -0.827 1.944 O8 8OP 16 8OP N7 N7 N 0 1 N N N 57.312 33.735 0.607 -2.816 -1.434 1.297 N7 8OP 17 8OP C5 C5 C 0 1 Y N N 56.482 34.695 -0.083 -3.664 -1.033 0.268 C5 8OP 18 8OP C6 C6 C 0 1 Y N N 55.110 34.825 -0.239 -4.948 -1.395 -0.138 C6 8OP 19 8OP N6 N6 N 0 1 N N N 54.162 33.934 0.281 -5.662 -2.365 0.552 N6 8OP 20 8OP N1 N1 N 0 1 Y N N 54.654 35.850 -0.974 -5.474 -0.789 -1.200 N1 8OP 21 8OP C2 C2 C 0 1 Y N N 55.483 36.736 -1.559 -4.800 0.134 -1.858 C2 8OP 22 8OP N3 N3 N 0 1 Y N N 56.814 36.694 -1.436 -3.585 0.502 -1.506 N3 8OP 23 8OP C4 C4 C 0 1 Y N N 57.295 35.666 -0.682 -2.989 -0.048 -0.454 C4 8OP 24 8OP HO1P HO1P H 0 0 N N N 60.633 32.522 -6.904 3.676 -2.683 0.885 HO1P 8OP 25 8OP HO3P HO3P H 0 0 N N N 63.637 34.929 -6.787 5.868 -2.594 -1.385 HO3P 8OP 26 8OP H50 H50 H 0 1 N N N 61.680 33.221 -3.279 2.565 0.267 1.203 H50 8OP 27 8OP H50A H50A H 0 0 N N N 63.045 34.280 -3.701 3.576 1.504 0.419 H50A 8OP 28 8OP H40 H40 H 0 1 N N N 61.917 36.207 -2.858 1.825 1.717 -1.382 H40 8OP 29 8OP H30 H30 H 0 1 N N N 61.839 33.761 -0.842 1.657 2.580 1.402 H30 8OP 30 8OP HO30 HO30 H 0 0 N N N 63.679 34.688 -0.180 0.736 4.476 0.280 HO30 8OP 31 8OP H20 H20 H 0 1 N N N 60.953 35.515 0.680 -0.433 1.589 1.823 H20 8OP 32 8OP HO20 HO20 H 0 0 N N N 61.376 37.703 0.064 -1.062 3.890 1.410 HO20 8OP 33 8OP H10 H10 H 0 1 N N N 59.577 37.053 -1.227 -1.007 1.565 -1.194 H10 8OP 34 8OP HN7 HN7 H 0 1 N N N 57.015 32.950 1.150 -3.013 -2.106 1.968 HN7 8OP 35 8OP HN6 HN6 H 0 1 N N N 53.245 34.223 0.004 -5.268 -2.799 1.324 HN6 8OP 36 8OP HN6A HN6A H 0 0 N N N 54.342 33.015 -0.069 -6.554 -2.608 0.260 HN6A 8OP 37 8OP H2 H2 H 0 1 N N N 55.050 37.522 -2.159 -5.260 0.603 -2.716 H2 8OP 38 # 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 8OP P O1P SING N N 1 8OP P O2P DOUB N N 2 8OP P O3P SING N N 3 8OP P O50 SING N N 4 8OP O50 C50 SING N N 5 8OP C50 C40 SING N N 6 8OP C40 O40 SING N N 7 8OP C40 C30 SING N N 8 8OP O40 C10 SING N N 9 8OP C30 O30 SING N N 10 8OP C30 C20 SING N N 11 8OP C20 O20 SING N N 12 8OP C20 C10 SING N N 13 8OP C10 N9 SING N N 14 8OP N9 C8 SING N N 15 8OP N9 C4 SING N N 16 8OP C8 O8 DOUB N N 17 8OP C8 N7 SING N N 18 8OP N7 C5 SING N N 19 8OP C5 C6 DOUB Y N 20 8OP C5 C4 SING Y N 21 8OP C6 N6 SING N N 22 8OP C6 N1 SING Y N 23 8OP N1 C2 DOUB Y N 24 8OP C2 N3 SING Y N 25 8OP N3 C4 DOUB Y N 26 8OP O1P HO1P SING N N 27 8OP O3P HO3P SING N N 28 8OP C50 H50 SING N N 29 8OP C50 H50A SING N N 30 8OP C40 H40 SING N N 31 8OP C30 H30 SING N N 32 8OP O30 HO30 SING N N 33 8OP C20 H20 SING N N 34 8OP O20 HO20 SING N N 35 8OP C10 H10 SING N N 36 8OP N7 HN7 SING N N 37 8OP N6 HN6 SING N N 38 8OP N6 HN6A SING N N 39 8OP C2 H2 SING N N 40 # 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 8OP SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(N2C(=O)Nc1c(ncnc12)N)C(O)C3O" 8OP SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2N([C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)C(=O)Nc12" 8OP SMILES CACTVS 3.370 "Nc1ncnc2N([CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)C(=O)Nc12" 8OP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N" 8OP SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N" 8OP InChI InChI 1.03 "InChI=1S/C10H14N5O8P/c11-7-4-8(13-2-12-7)15(10(18)14-4)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,14,18)(H2,11,12,13)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1" 8OP InChIKey InChI 1.03 JPZDUYBDBSYCDZ-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 8OP "SYSTEMATIC NAME" ACDLabs 12.01 ;8-oxoadenosine 5'-(dihydrogen phosphate) ; 8OP "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 dihydrogen 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 8OP "Create component" 2010-05-19 PDBJ 8OP "Modify aromatic_flag" 2011-06-04 RCSB 8OP "Modify descriptor" 2011-06-04 RCSB #