data_XAE # _chem_comp.id XAE _chem_comp.name "3-(2-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-3H-IMIDAZO[4,5-G]QUINAZOLIN-8-AMINE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C14 H16 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-09-26 _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 381.281 _chem_comp.one_letter_code N _chem_comp.three_letter_code XAE _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 2ICZ _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 XAE P P P 0 1 N N N 12.757 4.427 6.912 3.461 4.758 -3.952 P XAE 1 XAE OP1 O1P O 0 1 N N N 14.014 3.679 6.688 1.983 5.359 -4.217 OP1 XAE 2 XAE OP2 O2P O 0 1 N N N 12.167 4.492 8.268 4.534 5.779 -3.708 OP2 XAE 3 XAE "C5'" "C5'" C 0 1 N N N 12.766 6.264 5.006 2.240 2.706 -2.896 "C5'" XAE 4 XAE "C4'" "C4'" C 0 1 N N R 12.279 7.701 4.841 2.219 1.846 -1.646 "C4'" XAE 5 XAE "O4'" "O4'" O 0 1 N N N 10.847 7.720 4.950 1.879 2.654 -0.508 "O4'" XAE 6 XAE "C3'" "C3'" C 0 1 N N S 12.770 8.666 5.914 1.177 0.741 -1.684 "C3'" XAE 7 XAE "C2'" "C2'" C 0 1 N N N 11.670 8.620 6.961 0.970 0.461 -0.212 "C2'" XAE 8 XAE "C1'" "C1'" C 0 1 N N R 10.425 8.479 6.091 1.171 1.827 0.433 "C1'" XAE 9 XAE "O5'" "O5'" O 0 1 N N N 12.966 5.934 6.384 3.235 3.702 -2.745 "O5'" XAE 10 XAE N9 N9 N 0 1 Y N N 9.317 7.803 6.750 -0.077 2.488 0.819 N9 XAE 11 XAE C8 C8 C 0 1 Y N N 9.406 6.880 7.765 -0.836 3.290 0.013 C8 XAE 12 XAE N7 N7 N 0 1 Y N N 8.227 6.447 8.141 -1.902 3.742 0.635 N7 XAE 13 XAE C5 C5 C 0 1 Y N N 5.210 7.831 6.386 -2.377 2.676 4.194 C5 XAE 14 XAE C4 C4 C 0 1 Y N N 5.881 8.696 5.497 -1.223 1.881 4.319 C4 XAE 15 XAE C6 C6 C 0 1 Y N N 3.787 7.792 6.312 -3.184 2.763 5.324 C6 XAE 16 XAE N6 N6 N 0 1 N N N 3.059 7.004 7.104 -4.366 3.544 5.278 N6 XAE 17 XAE N1 N1 N 0 1 Y N N 3.155 8.562 5.420 -2.920 2.142 6.490 N1 XAE 18 XAE C2 C2 C 0 1 Y N N 3.897 9.340 4.632 -1.794 1.413 6.491 C2 XAE 19 XAE N3 N3 N 0 1 Y N N 5.230 9.483 4.586 -0.931 1.249 5.468 N3 XAE 20 XAE C10 C10 C 0 1 Y N N 7.979 7.971 6.460 -0.695 2.418 2.041 C10 XAE 21 XAE C11 C11 C 0 1 Y N N 7.331 7.110 7.346 -1.829 3.207 1.900 C11 XAE 22 XAE CP CP C 0 1 Y N N 5.931 7.033 7.315 -2.696 3.346 2.994 CP XAE 23 XAE CD CD C 0 1 Y N N 7.275 8.767 5.534 -0.370 1.751 3.224 CD XAE 24 XAE "O3'" "O3'" O 0 1 N N N 12.753 9.978 5.341 1.636 -0.408 -2.366 "O3'" XAE 25 XAE OP3 O3P O 0 1 N Y N 11.640 3.850 5.904 3.708 3.799 -5.230 OP3 XAE 26 XAE HO1P HO1P H 0 0 N N N 14.126 3.519 5.758 1.875 6.082 -4.871 HO1P XAE 27 XAE HO3P HO3P H 0 0 N N N 10.820 3.736 6.370 3.963 4.205 -6.086 HO3P XAE 28 XAE "H5'1" "1H5'" H 0 0 N N N 12.012 5.583 4.584 1.270 3.186 -3.037 "H5'1" XAE 29 XAE "H5'2" "2H5'" H 0 0 N N N 13.728 6.162 4.482 2.475 2.094 -3.768 "H5'2" XAE 30 XAE "H4'" "H4'" H 0 1 N N N 12.670 8.025 3.865 3.224 1.436 -1.487 "H4'" XAE 31 XAE "H3'" "H3'" H 0 1 N N N 13.770 8.427 6.306 0.241 1.086 -2.140 "H3'" XAE 32 XAE "H2'1" "1H2'" H 0 0 N N N 11.791 7.774 7.654 -0.002 0.004 0.001 "H2'1" XAE 33 XAE "H2'2" "2H2'" H 0 0 N N N 11.651 9.497 7.625 1.736 -0.240 0.147 "H2'2" XAE 34 XAE "H1'" "H1'" H 0 1 N N N 10.038 9.477 5.839 1.753 1.756 1.357 "H1'" XAE 35 XAE H8 H8 H 0 1 N N N 10.337 6.550 8.201 -0.563 3.508 -1.010 H8 XAE 36 XAE HN61 1HN6 H 0 0 N N N 2.877 6.139 6.637 -4.360 4.393 4.757 HN61 XAE 37 XAE HN62 2HN6 H 0 0 N N N 3.561 6.827 7.950 -5.142 3.276 5.842 HN62 XAE 38 XAE H2 H2 H 0 1 N N N 3.344 9.944 3.927 -1.550 0.900 7.413 H2 XAE 39 XAE HP HP H 0 1 N N N 5.406 6.374 7.990 -3.583 3.962 2.890 HP XAE 40 XAE HD HD H 0 1 N N N 7.807 9.424 4.862 0.528 1.143 3.289 HD XAE 41 XAE "HO3'" H3T H 0 0 N Y N 12.749 10.627 6.035 2.256 -0.853 -1.768 "HO3'" XAE 42 # 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 XAE P OP3 SING N N 1 XAE P "O5'" SING N N 2 XAE P OP1 SING N N 3 XAE P OP2 DOUB N N 4 XAE OP1 HO1P SING N N 5 XAE "C5'" "C4'" SING N N 6 XAE "C5'" "O5'" SING N N 7 XAE "C5'" "H5'1" SING N N 8 XAE "C5'" "H5'2" SING N N 9 XAE "C4'" "O4'" SING N N 10 XAE "C4'" "C3'" SING N N 11 XAE "C4'" "H4'" SING N N 12 XAE "O4'" "C1'" SING N N 13 XAE "C3'" "O3'" SING N N 14 XAE "C3'" "C2'" SING N N 15 XAE "C3'" "H3'" SING N N 16 XAE "C2'" "C1'" SING N N 17 XAE "C2'" "H2'1" SING N N 18 XAE "C2'" "H2'2" SING N N 19 XAE "C1'" N9 SING N N 20 XAE "C1'" "H1'" SING N N 21 XAE N9 C10 SING Y N 22 XAE N9 C8 SING Y N 23 XAE C8 N7 DOUB Y N 24 XAE C8 H8 SING N N 25 XAE N7 C11 SING Y N 26 XAE C5 C4 SING Y N 27 XAE C5 C6 SING Y N 28 XAE C5 CP DOUB Y N 29 XAE C4 N3 SING Y N 30 XAE C4 CD DOUB Y N 31 XAE C6 N1 DOUB Y N 32 XAE C6 N6 SING N N 33 XAE N6 HN61 SING N N 34 XAE N6 HN62 SING N N 35 XAE N1 C2 SING Y N 36 XAE C2 N3 DOUB Y N 37 XAE C2 H2 SING N N 38 XAE C10 CD SING Y N 39 XAE C10 C11 DOUB Y N 40 XAE C11 CP SING Y N 41 XAE CP HP SING N N 42 XAE CD HD SING N N 43 XAE "O3'" "HO3'" SING N N 44 XAE OP3 HO3P 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 XAE SMILES ACDLabs 10.04 "O=P(O)(O)OCC4OC(n3cnc2cc1c(ncnc1cc23)N)CC4O" XAE SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2cc3n(cnc3cc12)[C@H]4C[C@H](O)[C@@H](CO[P](O)(O)=O)O4" XAE SMILES CACTVS 3.341 "Nc1ncnc2cc3n(cnc3cc12)[CH]4C[CH](O)[CH](CO[P](O)(O)=O)O4" XAE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c2c(cc3c1ncn3[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O)ncnc2N" XAE SMILES "OpenEye OEToolkits" 1.5.0 "c1c2c(cc3c1ncn3C4CC(C(O4)COP(=O)(O)O)O)ncnc2N" XAE InChI InChI 1.03 "InChI=1S/C14H16N5O6P/c15-14-7-1-9-10(2-8(7)16-5-17-14)19(6-18-9)13-3-11(20)12(25-13)4-24-26(21,22)23/h1-2,5-6,11-13,20H,3-4H2,(H2,15,16,17)(H2,21,22,23)/t11-,12+,13+/m0/s1" XAE InChIKey InChI 1.03 UFFSWZZTZZDDDX-YNEHKIRRSA-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 XAE "SYSTEMATIC NAME" ACDLabs 10.04 "3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-3H-imidazo[4,5-g]quinazolin-8-amine" XAE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(8-aminopyrimido[5,6-f]benzimidazol-3-yl)-3-hydroxy-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 XAE "Create component" 2006-09-26 RCSB XAE "Modify descriptor" 2011-06-04 RCSB #