data_5UA # _chem_comp.id 5UA _chem_comp.name "5'-O-CARBOXY-2'-DEOXYADENOSINE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H13 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-25 _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 295.251 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5UA _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 2XCS _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 5UA OP1 OP1 O 0 1 N N N -14.949 68.722 38.825 5.641 -2.089 -1.129 OP1 5UA 1 5UA "O5'" "O5'" O 0 1 N N N -16.346 67.576 40.375 3.955 -0.562 -0.621 "O5'" 5UA 2 5UA "C5'" "C5'" C 0 1 N N N -15.834 67.894 41.682 3.361 0.308 0.378 "C5'" 5UA 3 5UA "C4'" "C4'" C 0 1 N N R -15.720 66.699 42.624 2.146 1.018 -0.221 "C4'" 5UA 4 5UA "O4'" "O4'" O 0 1 N N N -16.995 66.080 42.828 1.096 0.070 -0.513 "O4'" 5UA 5 5UA "C1'" "C1'" C 0 1 N N R -16.843 64.664 42.691 -0.133 0.812 -0.576 "C1'" 5UA 6 5UA N9 N9 N 0 1 Y N N -18.091 64.037 42.195 -1.236 -0.009 -0.068 N9 5UA 7 5UA C8 C8 C 0 1 Y N N -18.894 63.161 42.838 -1.129 -1.063 0.789 C8 5UA 8 5UA N7 N7 N 0 1 Y N N -19.955 62.818 42.043 -2.306 -1.561 1.031 N7 5UA 9 5UA C5 C5 C 0 1 Y N N -19.813 63.493 40.881 -3.242 -0.861 0.345 C5 5UA 10 5UA C6 C6 C 0 1 Y N N -20.593 63.577 39.625 -4.639 -0.938 0.220 C6 5UA 11 5UA N6 N6 N 0 1 N N N -21.714 62.881 39.461 -5.358 -1.906 0.899 N6 5UA 12 5UA N1 N1 N 0 1 Y N N -20.134 64.373 38.664 -5.254 -0.060 -0.565 N1 5UA 13 5UA C2 C2 C 0 1 Y N N -18.913 65.163 38.774 -4.576 0.868 -1.216 C2 5UA 14 5UA N3 N3 N 0 1 Y N N -18.202 65.028 40.039 -3.267 0.978 -1.129 N3 5UA 15 5UA C4 C4 C 0 1 Y N N -18.666 64.221 41.016 -2.567 0.147 -0.364 C4 5UA 16 5UA "C3'" "C3'" C 0 1 N N S -14.792 65.623 42.087 1.498 1.965 0.820 "C3'" 5UA 17 5UA "C2'" "C2'" C 0 1 N N N -15.717 64.496 41.689 0.040 2.062 0.308 "C2'" 5UA 18 5UA "O3'" "O3'" O 0 1 N N N -13.984 65.193 43.159 2.129 3.247 0.806 "O3'" 5UA 19 5UA "C6'" "C6'" C 0 1 N N N -15.546 67.661 39.144 5.042 -1.264 -0.251 "C6'" 5UA 20 5UA OP3 OP3 O 0 1 N N N -15.482 66.640 38.424 5.482 -1.153 0.875 OP3 5UA 21 5UA HP1 HP1 H 0 1 N N N -14.488 68.592 38.005 6.418 -2.572 -0.818 HP1 5UA 22 5UA "H5'1" "H5'1" H 0 0 N N N -14.828 68.320 41.555 3.048 -0.286 1.237 "H5'1" 5UA 23 5UA "H5'2" "H5'2" H 0 0 N N N -16.550 68.591 42.141 4.094 1.049 0.697 "H5'2" 5UA 24 5UA "H4'" "H4'" H 0 1 N N N -15.318 67.105 43.564 2.428 1.567 -1.120 "H4'" 5UA 25 5UA "H3'" "H3'" H 0 1 N N N -14.156 65.958 41.254 1.531 1.527 1.818 "H3'" 5UA 26 5UA "H1'" "H1'" H 0 1 N N N -16.623 64.177 43.652 -0.336 1.108 -1.605 "H1'" 5UA 27 5UA "H2'1" "H2'1" H 0 0 N N N -15.232 63.512 41.768 -0.098 2.968 -0.281 "H2'1" 5UA 28 5UA "H2'2" "H2'2" H 0 0 N N N -16.044 64.536 40.639 -0.660 2.039 1.143 "H2'2" 5UA 29 5UA H8 H8 H 0 1 N N N -18.724 62.785 43.836 -0.203 -1.430 1.207 H8 5UA 30 5UA H61N H61N H 0 0 N N N -22.132 62.706 40.353 -4.898 -2.542 1.469 H61N 5UA 31 5UA H62N H62N H 0 0 N N N -22.350 63.402 38.892 -6.323 -1.949 0.804 H62N 5UA 32 5UA H2 H2 H 0 1 N N N -18.562 65.801 37.977 -5.115 1.562 -1.844 H2 5UA 33 5UA "HO3'" "HO3'" H 0 0 N N N -13.087 65.096 42.861 1.759 3.875 1.441 "HO3'" 5UA 34 # 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 5UA OP1 "C6'" SING N N 1 5UA OP3 "C6'" DOUB N N 2 5UA "O5'" "C5'" SING N N 3 5UA "O5'" "C6'" SING N N 4 5UA "C5'" "C4'" SING N N 5 5UA "C4'" "O4'" SING N N 6 5UA "C4'" "C3'" SING N N 7 5UA "O4'" "C1'" SING N N 8 5UA "C1'" N9 SING N N 9 5UA "C1'" "C2'" SING N N 10 5UA N9 C8 SING Y N 11 5UA N9 C4 SING Y N 12 5UA C8 N7 DOUB Y N 13 5UA N7 C5 SING Y N 14 5UA C5 C6 DOUB Y N 15 5UA C5 C4 SING Y N 16 5UA C6 N6 SING N N 17 5UA C6 N1 SING Y N 18 5UA N1 C2 DOUB Y N 19 5UA C2 N3 SING Y N 20 5UA N3 C4 DOUB Y N 21 5UA "C3'" "C2'" SING N N 22 5UA "C3'" "O3'" SING N N 23 5UA OP1 HP1 SING N N 24 5UA "C5'" "H5'1" SING N N 25 5UA "C5'" "H5'2" SING N N 26 5UA "C4'" "H4'" SING N N 27 5UA "C3'" "H3'" SING N N 28 5UA "C1'" "H1'" SING N N 29 5UA "C2'" "H2'1" SING N N 30 5UA "C2'" "H2'2" SING N N 31 5UA C8 H8 SING N N 32 5UA N6 H61N SING N N 33 5UA N6 H62N SING N N 34 5UA C2 H2 SING N N 35 5UA "O3'" "HO3'" SING N N 36 # 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 5UA SMILES ACDLabs 10.04 "O=C(O)OCC3OC(n2cnc1c(ncnc12)N)CC3O" 5UA SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](COC(O)=O)O3" 5UA SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](COC(O)=O)O3" 5UA SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COC(=O)O)O)N" 5UA SMILES "OpenEye OEToolkits" 1.6.1 "c1nc(c2c(n1)n(cn2)C3CC(C(O3)COC(=O)O)O)N" 5UA InChI InChI 1.03 "InChI=1S/C11H13N5O5/c12-9-8-10(14-3-13-9)16(4-15-8)7-1-5(17)6(21-7)2-20-11(18)19/h3-7,17H,1-2H2,(H,18,19)(H2,12,13,14)/t5-,6+,7+/m0/s1" 5UA InChIKey InChI 1.03 YSFXGKUPZLTGKR-RRKCRQDMSA-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 5UA "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-carboxy-2'-deoxyadenosine" 5UA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-oxolan-2-yl]methyl hydrogen carbonate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5UA "Create component" 2010-04-25 EBI 5UA "Modify aromatic_flag" 2011-06-04 RCSB 5UA "Modify descriptor" 2011-06-04 RCSB #