data_EDA # _chem_comp.id EDA _chem_comp.name "3-[2-DEOXY-RIBOFURANOSYL]-3H-1,3,4,5A,8-PENTAAZA-AS-INDACENE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H14 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-04-28 _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 355.243 _chem_comp.one_letter_code A _chem_comp.three_letter_code EDA _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 1F4R _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 EDA P P P 0 1 N N N -20.996 34.441 9.329 -1.287 0.172 -3.612 P EDA 1 EDA OP1 O1P O 0 1 N N N -21.229 35.062 8.002 -2.140 -0.746 -2.825 OP1 EDA 2 EDA OP2 O2P O 0 1 N N N -21.983 34.648 10.413 -2.177 1.400 -4.152 OP2 EDA 3 EDA OP3 O3P O 0 1 N Y N -20.856 32.856 9.166 -0.653 -0.621 -4.861 OP3 EDA 4 EDA "O5'" O5* O 0 1 N N N -19.565 34.890 9.869 -0.103 0.737 -2.678 "O5'" EDA 5 EDA N9 N9 N 0 1 Y N N -19.431 38.015 10.521 1.807 0.901 2.160 N9 EDA 6 EDA C4 C4 C 0 1 Y N N -20.195 38.705 11.443 0.822 0.164 2.328 C4 EDA 7 EDA N3 N3 N 0 1 Y N N -19.833 39.053 12.698 0.676 -1.172 2.275 N3 EDA 8 EDA C2 C2 C 0 1 Y N N -20.795 39.725 13.331 -0.400 -1.784 2.668 C2 EDA 9 EDA N1 N1 N 0 1 Y N N -22.018 40.061 12.826 -1.467 -1.048 3.164 N1 EDA 10 EDA C6 C6 C 0 1 Y N N -22.373 39.699 11.548 -1.551 0.310 2.798 C6 EDA 11 EDA C10 C10 C 0 1 Y N N -23.164 40.750 13.272 -2.562 -1.569 3.022 C10 EDA 12 EDA C11 C11 C 0 1 Y N N -24.054 40.731 12.245 -3.470 -0.607 2.818 C11 EDA 13 EDA N6 N6 N 0 1 Y N N -23.579 40.062 11.115 -2.817 0.589 2.763 N6 EDA 14 EDA C5 C5 C 0 1 Y N N -21.404 38.972 10.821 -0.270 0.975 2.596 C5 EDA 15 EDA N7 N7 N 0 1 Y N N -21.436 38.456 9.522 0.161 2.267 2.586 N7 EDA 16 EDA C8 C8 C 0 1 Y N N -20.242 37.909 9.401 1.429 2.235 2.322 C8 EDA 17 EDA "C2'" C2* C 0 1 N N N -17.949 36.407 11.737 2.943 -0.710 0.664 "C2'" EDA 18 EDA "C5'" C5* C 0 1 N N N -18.368 34.657 9.114 0.646 -0.394 -2.233 "C5'" EDA 19 EDA "C4'" C4* C 0 1 N N R -17.261 35.558 9.621 1.793 0.075 -1.336 "C4'" EDA 20 EDA "O4'" O4* O 0 1 N N N -17.694 36.923 9.440 1.274 0.751 -0.167 "O4'" EDA 21 EDA "C1'" C1* C 0 1 N N R -18.070 37.501 10.683 2.340 0.705 0.805 "C1'" EDA 22 EDA "C3'" C3* C 0 1 N N S -16.988 35.410 11.116 2.576 -1.132 -0.775 "C3'" EDA 23 EDA "O3'" O3* O 0 1 N N N -15.637 35.766 11.427 3.757 -1.365 -1.545 "O3'" EDA 24 EDA HOP2 2HOP H 0 0 N N N -21.833 34.250 11.262 -2.873 1.019 -4.705 HOP2 EDA 25 EDA HOP3 3HOP H 0 0 N N N -20.706 32.458 10.015 -0.106 0.011 -5.346 HOP3 EDA 26 EDA H2 H2 H 0 1 N N N -20.558 40.030 14.364 -0.464 -2.861 2.609 H2 EDA 27 EDA H10 H10 H 0 1 N N N -23.334 41.222 14.254 -2.765 -2.629 3.057 H10 EDA 28 EDA H11 H11 H 0 1 N N N -25.047 41.204 12.320 -4.536 -0.753 2.715 H11 EDA 29 EDA H8 H8 H 0 1 N N N -19.951 37.413 8.459 2.080 3.093 2.240 H8 EDA 30 EDA "H2'" 1H2* H 0 1 N N N -17.644 36.772 12.745 2.494 -1.390 1.388 "H2'" EDA 31 EDA "H2''" 2H2* H 0 0 N N N -18.922 35.968 12.058 4.025 -0.678 0.789 "H2''" EDA 32 EDA "H5'" 1H5* H 0 1 N N N -18.070 33.582 9.119 1.052 -0.923 -3.095 "H5'" EDA 33 EDA "H5''" 2H5* H 0 0 N N N -18.534 34.772 8.017 -0.004 -1.063 -1.670 "H5''" EDA 34 EDA "H4'" H4* H 0 1 N N N -16.338 35.283 9.058 2.462 0.734 -1.890 "H4'" EDA 35 EDA "H1'" H1* H 0 1 N N N -17.425 38.351 11.005 3.092 1.461 0.581 "H1'" EDA 36 EDA "H3'" H3* H 0 1 N N N -17.125 34.366 11.483 1.948 -2.023 -0.763 "H3'" EDA 37 EDA "HO3'" H3T H 0 0 N Y N -15.035 35.141 11.038 4.219 -2.107 -1.132 "HO3'" EDA 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 EDA P OP1 DOUB N N 1 EDA P OP2 SING N N 2 EDA P OP3 SING N N 3 EDA P "O5'" SING N N 4 EDA OP2 HOP2 SING N N 5 EDA OP3 HOP3 SING N N 6 EDA "O5'" "C5'" SING N N 7 EDA N9 C4 SING Y N 8 EDA N9 C8 SING Y N 9 EDA N9 "C1'" SING N N 10 EDA C4 N3 SING Y N 11 EDA C4 C5 DOUB Y N 12 EDA N3 C2 DOUB Y N 13 EDA C2 N1 SING Y N 14 EDA C2 H2 SING N N 15 EDA N1 C6 SING Y N 16 EDA N1 C10 SING Y N 17 EDA C6 N6 DOUB Y N 18 EDA C6 C5 SING Y N 19 EDA C10 C11 DOUB Y N 20 EDA C10 H10 SING N N 21 EDA C11 N6 SING Y N 22 EDA C11 H11 SING N N 23 EDA C5 N7 SING Y N 24 EDA N7 C8 DOUB Y N 25 EDA C8 H8 SING N N 26 EDA "C2'" "C1'" SING N N 27 EDA "C2'" "C3'" SING N N 28 EDA "C2'" "H2'" SING N N 29 EDA "C2'" "H2''" SING N N 30 EDA "C5'" "C4'" SING N N 31 EDA "C5'" "H5'" SING N N 32 EDA "C5'" "H5''" SING N N 33 EDA "C4'" "O4'" SING N N 34 EDA "C4'" "C3'" SING N N 35 EDA "C4'" "H4'" SING N N 36 EDA "O4'" "C1'" SING N N 37 EDA "C1'" "H1'" SING N N 38 EDA "C3'" "O3'" SING N N 39 EDA "C3'" "H3'" SING N N 40 EDA "O3'" "HO3'" SING N N 41 # 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 EDA SMILES ACDLabs 10.04 "O=P(O)(O)OCC4OC(n3cnc1c3ncn2ccnc12)CC4O" EDA SMILES_CANONICAL CACTVS 3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c4nccn4cnc23" EDA SMILES CACTVS 3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c4nccn4cnc23" EDA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cn2cnc3c(c2n1)ncn3[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O" EDA SMILES "OpenEye OEToolkits" 1.5.0 "c1cn2cnc3c(c2n1)ncn3C4CC(C(O4)COP(=O)(O)O)O" EDA InChI InChI 1.03 "InChI=1S/C12H14N5O6P/c18-7-3-9(23-8(7)4-22-24(19,20)21)17-6-14-10-11-13-1-2-16(11)5-15-12(10)17/h1-2,5-9,18H,3-4H2,(H2,19,20,21)/t7-,8+,9+/m0/s1" EDA InChIKey InChI 1.03 CACCSKNYAUKFAV-DJLDLDEBSA-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 EDA "SYSTEMATIC NAME" ACDLabs 10.04 "3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-3H-imidazo[2,1-i]purine" EDA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-imidazo[2,1-f]purin-3-yl-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 EDA "Create component" 2000-04-28 RCSB EDA "Modify descriptor" 2011-06-04 RCSB #