data_XGR # _chem_comp.id XGR _chem_comp.name "[(1R,4S,6S)-4-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-6-hydroxycyclohex-2-en-1-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H16 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-20 _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 357.259 _chem_comp.one_letter_code G _chem_comp.three_letter_code XGR _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 3KNC _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 XGR P P P 0 1 N N N 19.180 -13.509 5.869 -5.262 -0.638 0.246 P XGR 1 XGR N1 N1 N 0 1 N N N 22.005 -9.662 -1.190 5.707 -0.798 0.096 N1 XGR 2 XGR C2 C2 C 0 1 N N N 23.031 -10.553 -1.265 5.404 0.451 0.550 C2 XGR 3 XGR N2 N2 N 0 1 N N N 23.992 -10.289 -2.182 6.421 1.277 0.958 N2 XGR 4 XGR N3 N3 N 0 1 N N N 23.126 -11.625 -0.502 4.165 0.888 0.607 N3 XGR 5 XGR C4 C4 C 0 1 Y N N 22.105 -11.735 0.353 3.142 0.118 0.219 C4 XGR 6 XGR C5 C5 C 0 1 Y N N 21.039 -10.901 0.482 3.389 -1.175 -0.256 C5 XGR 7 XGR C6 C6 C 0 1 N N N 20.952 -9.773 -0.335 4.726 -1.632 -0.312 C6 XGR 8 XGR O6 O6 O 0 1 N N N 20.075 -8.904 -0.373 4.988 -2.750 -0.725 O6 XGR 9 XGR N7 N7 N 0 1 Y N N 20.174 -11.359 1.469 2.190 -1.722 -0.574 N7 XGR 10 XGR C8 C8 C 0 1 Y N N 20.747 -12.460 1.910 1.245 -0.863 -0.327 C8 XGR 11 XGR N9 N9 N 0 1 Y N N 21.937 -12.764 1.285 1.786 0.290 0.164 N9 XGR 12 XGR "C1'" "C1'" C 0 1 N N S 22.849 -13.925 1.523 1.048 1.492 0.561 "C1'" XGR 13 XGR "C2'" "C2'" C 0 1 N N N 23.781 -13.706 2.714 0.451 2.155 -0.682 "C2'" XGR 14 XGR "C3'" "C3'" C 0 1 N N S 23.048 -13.700 4.058 -0.690 1.271 -1.202 "C3'" XGR 15 XGR "O3'" "O3'" O 0 1 N N N 24.050 -13.573 5.040 -1.157 1.777 -2.454 "O3'" XGR 16 XGR "C4'" "C4'" C 0 1 N N R 22.376 -15.051 4.302 -1.828 1.298 -0.180 "C4'" XGR 17 XGR "C5'" "C5'" C 0 1 N N N 21.202 -14.989 5.274 -2.862 0.232 -0.544 "C5'" XGR 18 XGR "O5'" "O5'" O 0 1 N N N 20.564 -13.745 5.131 -3.981 0.332 0.340 "O5'" XGR 19 XGR "C6'" "C6'" C 0 1 N N N 21.905 -15.695 3.010 -1.293 1.024 1.196 "C6'" XGR 20 XGR "C7'" "C7'" C 0 1 N N N 22.106 -15.206 1.786 -0.043 1.113 1.519 "C7'" XGR 21 XGR OP1 OP1 O 0 1 N N N 19.555 -13.613 7.289 -6.377 -0.159 1.304 OP1 XGR 22 XGR OP2 OP2 O 0 1 N N N 18.496 -12.322 5.300 -5.824 -0.584 -1.122 OP2 XGR 23 XGR OP3 OP3 O 0 1 N N N 18.344 -14.793 5.478 -4.817 -2.149 0.583 OP3 XGR 24 XGR HN1 HN1 H 0 1 N N N 22.026 -8.873 -1.804 6.632 -1.087 0.063 HN1 XGR 25 XGR HN2 HN2 H 0 1 N N N 24.773 -10.906 -2.280 7.340 0.969 0.922 HN2 XGR 26 XGR HN2A HN2A H 0 0 N N N 23.921 -9.477 -2.761 6.221 2.169 1.283 HN2A XGR 27 XGR H8 H8 H 0 1 N N N 20.322 -13.071 2.693 0.191 -1.036 -0.488 H8 XGR 28 XGR "H1'" "H1'" H 0 1 N N N 23.428 -14.005 0.591 1.730 2.190 1.048 "H1'" XGR 29 XGR "H2'" "H2'" H 0 1 N N N 24.520 -14.521 2.728 0.063 3.139 -0.422 "H2'" XGR 30 XGR "H2'A" "H2'A" H 0 0 N N N 24.279 -12.733 2.588 1.219 2.251 -1.450 "H2'A" XGR 31 XGR "H3'" "H3'" H 0 1 N N N 22.294 -12.899 4.079 -0.333 0.248 -1.327 "H3'" XGR 32 XGR "HO3'" "HO3'" H 0 0 N N N 23.650 -13.564 5.902 -0.481 1.803 -3.145 "HO3'" XGR 33 XGR "H4'" "H4'" H 0 1 N N N 23.164 -15.667 4.761 -2.301 2.280 -0.192 "H4'" XGR 34 XGR "H5'" "H5'" H 0 1 N N N 20.492 -15.799 5.050 -3.195 0.384 -1.570 "H5'" XGR 35 XGR "H5'A" "H5'A" H 0 0 N N N 21.567 -15.103 6.305 -2.413 -0.757 -0.450 "H5'A" XGR 36 XGR "H6'" "H6'" H 0 1 N N N 21.363 -16.626 3.089 -1.996 0.735 1.963 "H6'" XGR 37 XGR "H7'" "H7'" H 0 1 N N N 21.716 -15.756 0.942 0.232 0.900 2.541 "H7'" XGR 38 XGR HOP1 HOP1 H 0 0 N N N 19.292 -12.822 7.745 -7.179 -0.699 1.302 HOP1 XGR 39 XGR HOP3 HOP3 H 0 0 N N N 17.587 -14.535 4.966 -4.439 -2.259 1.467 HOP3 XGR 40 # 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 XGR "O5'" P SING N N 1 XGR OP2 P DOUB N N 2 XGR OP3 P SING N N 3 XGR P OP1 SING N N 4 XGR C2 N1 SING N N 5 XGR N1 C6 SING N N 6 XGR N1 HN1 SING N N 7 XGR N2 C2 SING N N 8 XGR C2 N3 DOUB N N 9 XGR N2 HN2 SING N N 10 XGR N2 HN2A SING N N 11 XGR N3 C4 SING N N 12 XGR C4 C5 DOUB Y N 13 XGR C4 N9 SING Y N 14 XGR C6 C5 SING N N 15 XGR C5 N7 SING Y N 16 XGR O6 C6 DOUB N N 17 XGR N7 C8 DOUB Y N 18 XGR N9 C8 SING Y N 19 XGR C8 H8 SING N N 20 XGR N9 "C1'" SING N N 21 XGR "C1'" "C7'" SING N N 22 XGR "C1'" "C2'" SING N N 23 XGR "C1'" "H1'" SING N N 24 XGR "C2'" "C3'" SING N N 25 XGR "C2'" "H2'" SING N N 26 XGR "C2'" "H2'A" SING N N 27 XGR "C3'" "C4'" SING N N 28 XGR "C3'" "O3'" SING N N 29 XGR "C3'" "H3'" SING N N 30 XGR "O3'" "HO3'" SING N N 31 XGR "C6'" "C4'" SING N N 32 XGR "C4'" "C5'" SING N N 33 XGR "C4'" "H4'" SING N N 34 XGR "O5'" "C5'" SING N N 35 XGR "C5'" "H5'" SING N N 36 XGR "C5'" "H5'A" SING N N 37 XGR "C7'" "C6'" DOUB N N 38 XGR "C6'" "H6'" SING N N 39 XGR "C7'" "H7'" SING N N 40 XGR OP1 HOP1 SING N N 41 XGR OP3 HOP3 SING N N 42 # 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 XGR SMILES_CANONICAL CACTVS 3.352 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)C=C3" XGR SMILES CACTVS 3.352 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)C=C3" XGR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](C=C3)COP(=O)(O)O)O)N=C(NC2=O)N" XGR SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1C3CC(C(C=C3)COP(=O)(O)O)O)N=C(NC2=O)N" XGR InChI InChI 1.03 "InChI=1S/C12H16N5O6P/c13-12-15-10-9(11(19)16-12)14-5-17(10)7-2-1-6(8(18)3-7)4-23-24(20,21)22/h1-2,5-8,18H,3-4H2,(H2,20,21,22)(H3,13,15,16,19)/t6-,7-,8+/m1/s1" XGR InChIKey InChI 1.03 FOPKVDVUUHAUSX-PRJMDXOYSA-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 XGR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(1R,4S,6S)-4-(2-azanyl-6-oxo-1H-purin-9-yl)-6-hydroxy-cyclohex-2-en-1-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 XGR "Create component" 2009-11-20 RCSB XGR "Modify aromatic_flag" 2011-06-04 RCSB XGR "Modify descriptor" 2011-06-04 RCSB #