data_XGL # _chem_comp.id XGL _chem_comp.name "[(1S,4R,6R)-6-HYDROXY-4-(GUANIN-9-YL)CYCLOHEX-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 2006-05-19 _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 357.259 _chem_comp.one_letter_code G _chem_comp.three_letter_code XGL _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 ? _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 XGL P P P 0 1 N N N -2.686 -9.775 20.847 -5.094 -0.678 -0.214 P XGL 1 XGL OP1 O1P O 0 1 N N N -3.616 -10.062 21.959 -5.467 -0.604 1.216 OP1 XGL 2 XGL OP2 O2P O 0 1 N N N -1.560 -10.670 20.614 -6.406 -0.470 -1.123 OP2 XGL 3 XGL "O5'" O5* O 0 1 N N N -2.092 -8.276 21.147 -4.020 0.474 -0.549 "O5'" XGL 4 XGL "C5'" C5* C 0 1 N N N -3.045 -7.287 21.589 -2.935 0.306 0.366 "C5'" XGL 5 XGL "C4'" C4* C 0 1 N N S -2.706 -5.921 21.076 -1.874 1.376 0.100 "C4'" XGL 6 XGL "C6'" C6* C 0 1 N N N -2.772 -6.010 19.621 -1.295 1.168 -1.269 "C6'" XGL 7 XGL "C7'" C7* C 0 1 N N N -2.125 -5.186 18.805 -0.035 1.253 -1.541 "C7'" XGL 8 XGL "C3'" C3* C 0 1 N N R -1.309 -5.498 21.543 -0.774 1.273 1.159 "C3'" XGL 9 XGL "O3'" O3* O 0 1 N N N -1.528 -5.055 22.871 -1.274 1.714 2.422 "O3'" XGL 10 XGL "C2'" C2* C 0 1 N N N -0.818 -4.295 20.739 0.398 2.164 0.728 "C2'" XGL 11 XGL "C1'" C1* C 0 1 N N R -0.690 -4.740 19.252 1.029 1.561 -0.528 "C1'" XGL 12 XGL N9 N9 N 0 1 Y N N 0.455 -5.627 18.906 1.734 0.327 -0.173 N9 XGL 13 XGL C8 C8 C 0 1 Y N N 0.373 -7.002 18.893 1.160 -0.839 0.243 C8 XGL 14 XGL N7 N7 N 0 1 Y N N 1.501 -7.578 18.558 2.082 -1.728 0.472 N7 XGL 15 XGL C6 C6 C 0 1 N N N 3.729 -6.511 17.960 4.626 -1.672 0.288 C6 XGL 16 XGL O6 O6 O 0 1 N N N 4.460 -7.470 17.728 4.856 -2.815 0.645 O6 XGL 17 XGL C5 C5 C 0 1 Y N N 2.370 -6.516 18.342 3.299 -1.188 0.217 C5 XGL 18 XGL C4 C4 C 0 1 Y N N 1.740 -5.307 18.552 3.088 0.132 -0.199 C4 XGL 19 XGL N3 N3 N 0 1 N N N 2.249 -4.064 18.443 4.136 0.902 -0.517 N3 XGL 20 XGL C2 C2 C 0 1 N N N 3.525 -4.065 18.083 5.364 0.440 -0.447 C2 XGL 21 XGL N2 N2 N 0 1 N N N 4.201 -2.918 17.924 6.407 1.266 -0.784 N2 XGL 22 XGL N1 N1 N 0 1 N N N 4.230 -5.221 17.854 5.633 -0.838 -0.055 N1 XGL 23 XGL OP3 O3P O 0 1 N Y N -3.457 -9.936 19.665 -4.449 -2.120 -0.526 OP3 XGL 24 XGL HOP2 2HOP H 0 0 N N N -1.496 -10.865 19.686 -7.022 -1.178 -0.891 HOP2 XGL 25 XGL "H5'" 1H5* H 0 1 N N N -3.023 -7.256 22.688 -2.496 -0.683 0.232 "H5'" XGL 26 XGL "H5''" 2H5* H 0 0 N N N -4.042 -7.566 21.217 -3.303 0.405 1.387 "H5''" XGL 27 XGL "H4'" H4* H 0 1 N N N -3.404 -5.161 21.458 -2.334 2.362 0.152 "H4'" XGL 28 XGL "H6'" H6* H 0 1 N N N -3.380 -6.788 19.184 -1.973 0.933 -2.076 "H6'" XGL 29 XGL "H7'" H7* H 0 1 N N N -2.565 -4.841 17.881 0.275 1.093 -2.563 "H7'" XGL 30 XGL "H3'" H3* H 0 1 N N N -0.575 -6.310 21.438 -0.438 0.239 1.239 "H3'" XGL 31 XGL "HO3'" H3T H 0 0 N Y N -1.577 -5.805 23.452 -0.544 1.646 3.052 "HO3'" XGL 32 XGL "H2'" 1H2* H 0 1 N N N 0.153 -3.947 21.121 1.139 2.205 1.527 "H2'" XGL 33 XGL "H2''" 2H2* H 0 0 N N N -1.536 -3.466 20.824 0.034 3.168 0.510 "H2''" XGL 34 XGL "H1'" H1* H 0 1 N N N -0.365 -3.894 18.629 1.738 2.272 -0.954 "H1'" XGL 35 XGL H8 H8 H 0 1 N N N -0.527 -7.548 19.134 0.099 -1.000 0.365 H8 XGL 36 XGL HN21 1HN2 H 0 0 N N N 5.162 -2.857 17.655 6.231 2.177 -1.069 HN21 XGL 37 XGL HN22 2HN2 H 0 0 N N N 3.611 -2.132 18.111 7.319 0.941 -0.734 HN22 XGL 38 XGL HN1 HN1 H 0 1 N N N 5.189 -5.125 17.587 6.551 -1.147 -0.015 HN1 XGL 39 XGL HOP3 3HOP H 0 0 N N N -4.379 -9.972 19.890 -4.220 -2.127 -1.465 HOP3 XGL 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 XGL P OP1 DOUB N N 1 XGL P OP2 SING N N 2 XGL P "O5'" SING N N 3 XGL P OP3 SING N N 4 XGL OP2 HOP2 SING N N 5 XGL "O5'" "C5'" SING N N 6 XGL "C5'" "C4'" SING N N 7 XGL "C5'" "H5'" SING N N 8 XGL "C5'" "H5''" SING N N 9 XGL "C4'" "C6'" SING N N 10 XGL "C4'" "C3'" SING N N 11 XGL "C4'" "H4'" SING N N 12 XGL "C6'" "C7'" DOUB N N 13 XGL "C6'" "H6'" SING N N 14 XGL "C7'" "C1'" SING N N 15 XGL "C7'" "H7'" SING N N 16 XGL "C3'" "O3'" SING N N 17 XGL "C3'" "C2'" SING N N 18 XGL "C3'" "H3'" SING N N 19 XGL "O3'" "HO3'" SING N N 20 XGL "C2'" "C1'" SING N N 21 XGL "C2'" "H2'" SING N N 22 XGL "C2'" "H2''" SING N N 23 XGL "C1'" N9 SING N N 24 XGL "C1'" "H1'" SING N N 25 XGL N9 C8 SING Y N 26 XGL N9 C4 SING Y N 27 XGL C8 N7 DOUB Y N 28 XGL C8 H8 SING N N 29 XGL N7 C5 SING Y N 30 XGL C6 O6 DOUB N N 31 XGL C6 C5 SING N N 32 XGL C6 N1 SING N N 33 XGL C5 C4 DOUB Y N 34 XGL C4 N3 SING N N 35 XGL N3 C2 DOUB N N 36 XGL C2 N2 SING N N 37 XGL C2 N1 SING N N 38 XGL N2 HN21 SING N N 39 XGL N2 HN22 SING N N 40 XGL N1 HN1 SING N N 41 XGL 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 XGL SMILES ACDLabs 10.04 "O=P(O)(O)OCC3C=CC(n1c2N=C(NC(=O)c2nc1)N)CC3O" XGL SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3C[C@@H](O)[C@H](CO[P](O)(O)=O)C=C3" XGL SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)C=C3" XGL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@@H]3C[C@H]([C@@H](C=C3)COP(=O)(O)O)O)N=C(NC2=O)N" XGL SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(C=C3)COP(=O)(O)O)O)N=C(NC2=O)N" XGL 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+/m0/s1" XGL InChIKey InChI 1.03 FOPKVDVUUHAUSX-BIIVOSGPSA-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 XGL "SYSTEMATIC NAME" ACDLabs 10.04 "[(1S,4R,6R)-4-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-6-hydroxycyclohex-2-en-1-yl]methyl dihydrogen phosphate" XGL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,4R,6R)-4-(2-amino-6-oxo-1H-purin-9-yl)-6-hydroxy-1-cyclohex-2-enyl]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 XGL "Create component" 2006-05-19 RCSB XGL "Modify descriptor" 2011-06-04 RCSB #