data_4DU # _chem_comp.id 4DU _chem_comp.name "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H15 N4 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-28 _chem_comp.pdbx_modified_date 2012-05-18 _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 330.234 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4DU _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 4DU3 _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 4DU OP2 OP2 O 0 1 N N N 1.183 0.320 35.319 -5.749 0.042 -0.313 OP2 4DU 1 4DU P P P 0 1 N N N 1.611 -1.039 36.164 -4.726 -0.902 0.190 P 4DU 2 4DU OP1 OP1 O 0 1 N Y N 1.875 -2.518 35.475 -4.440 -2.028 -0.924 OP1 4DU 3 4DU "O5'" "O5'" O 0 1 N N N 1.328 -1.046 37.847 -3.366 -0.100 0.505 "O5'" 4DU 4 4DU "C5'" "C5'" C 0 1 N N N 1.531 -2.193 38.649 -2.701 0.715 -0.463 "C5'" 4DU 5 4DU "C4'" "C4'" C 0 1 N N R 1.009 -1.763 40.010 -1.446 1.327 0.162 "C4'" 4DU 6 4DU "C3'" "C3'" C 0 1 N N S -0.495 -1.602 39.985 -0.710 2.228 -0.862 "C3'" 4DU 7 4DU "O3'" "O3'" O 0 1 N N N -1.109 -2.874 40.145 -1.243 3.554 -0.850 "O3'" 4DU 8 4DU "C2'" "C2'" C 0 1 N N N -0.765 -0.649 41.134 0.741 2.212 -0.324 "C2'" 4DU 9 4DU "C1'" "C1'" C 0 1 N N R 0.475 0.216 41.135 0.804 0.948 0.555 "C1'" 4DU 10 4DU "O4'" "O4'" O 0 1 N N N 1.472 -0.458 40.347 -0.477 0.302 0.467 "O4'" 4DU 11 4DU N9 N9 N 0 1 Y N N 0.179 1.547 40.544 1.853 0.051 0.064 N9 4DU 12 4DU C4 C4 C 0 1 Y N N -0.458 2.554 41.146 3.189 0.110 0.379 C4 4DU 13 4DU C3 C3 C 0 1 Y N N -0.986 2.695 42.329 3.980 0.930 1.181 C3 4DU 14 4DU C2 C2 C 0 1 Y N N -1.562 3.802 42.696 5.322 0.686 1.261 C2 4DU 15 4DU N1 N1 N 0 1 Y N N -1.637 4.869 41.865 5.885 -0.310 0.594 N1 4DU 16 4DU C6 C6 C 0 1 Y N N -1.106 4.797 40.617 5.188 -1.122 -0.183 C6 4DU 17 4DU N6 N6 N 0 1 N N N -1.171 5.842 39.746 5.826 -2.152 -0.861 N6 4DU 18 4DU C5 C5 C 0 1 Y N N -0.499 3.605 40.232 3.803 -0.942 -0.321 C5 4DU 19 4DU N7 N7 N 0 1 Y N N 0.112 3.203 39.094 2.827 -1.577 -1.015 N7 4DU 20 4DU C8 C8 C 0 1 Y N N 0.522 1.936 39.301 1.684 -1.000 -0.787 C8 4DU 21 4DU O1 O1 O 0 1 N Y N 3.193 -0.765 36.364 -5.260 -1.603 1.537 O1 4DU 22 4DU H1T H1T H 0 1 N Y N 1.743 -2.459 34.536 -3.778 -2.682 -0.662 H1T 4DU 23 4DU H2 H2 H 0 1 N N N 0.962 -3.051 38.261 -2.418 0.103 -1.320 H2 4DU 24 4DU H3 H3 H 0 1 N N N 2.598 -2.454 38.701 -3.370 1.511 -0.789 H3 4DU 25 4DU H4 H4 H 0 1 N N N 1.297 -2.500 40.774 -1.702 1.892 1.059 H4 4DU 26 4DU H5 H5 H 0 1 N N N -0.801 -1.134 39.038 -0.760 1.800 -1.863 H5 4DU 27 4DU H6 H6 H 0 1 N N N -2.054 -2.774 40.129 -0.815 4.156 -1.475 H6 4DU 28 4DU H7 H7 H 0 1 N N N -1.669 -0.049 40.950 1.452 2.140 -1.147 H7 4DU 29 4DU H8 H8 H 0 1 N N N -0.873 -1.192 42.085 0.937 3.102 0.274 H8 4DU 30 4DU H9 H9 H 0 1 N N N 0.828 0.342 42.169 1.009 1.225 1.589 H9 4DU 31 4DU H10 H10 H 0 1 N N N -0.944 1.870 43.024 3.539 1.748 1.732 H10 4DU 32 4DU H11 H11 H 0 1 N N N -1.990 3.872 43.685 5.938 1.320 1.881 H11 4DU 33 4DU H12 H12 H 0 1 N N N -1.649 6.607 40.178 6.784 -2.276 -0.765 H12 4DU 34 4DU H13 H13 H 0 1 N N N -0.245 6.126 39.496 5.315 -2.747 -1.431 H13 4DU 35 4DU H14 H14 H 0 1 N N N 1.046 1.326 38.580 0.740 -1.305 -1.214 H14 4DU 36 4DU H15 H15 H 0 1 N N N 3.425 0.062 35.959 -6.078 -2.105 1.422 H15 4DU 37 # 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 4DU OP2 P DOUB N N 1 4DU OP1 P SING N N 2 4DU P "O5'" SING N N 3 4DU "O5'" "C5'" SING N N 4 4DU "C5'" "C4'" SING N N 5 4DU N7 C8 DOUB Y N 6 4DU N7 C5 SING Y N 7 4DU C8 N9 SING Y N 8 4DU N6 C6 SING N N 9 4DU "C3'" "C4'" SING N N 10 4DU "C3'" "O3'" SING N N 11 4DU "C3'" "C2'" SING N N 12 4DU "C4'" "O4'" SING N N 13 4DU C5 C6 DOUB Y N 14 4DU C5 C4 SING Y N 15 4DU "O4'" "C1'" SING N N 16 4DU N9 "C1'" SING N N 17 4DU N9 C4 SING Y N 18 4DU C6 N1 SING Y N 19 4DU "C2'" "C1'" SING N N 20 4DU C4 C3 DOUB Y N 21 4DU N1 C2 DOUB Y N 22 4DU C3 C2 SING Y N 23 4DU P O1 SING N N 24 4DU OP1 H1T SING N N 25 4DU "C5'" H2 SING N N 26 4DU "C5'" H3 SING N N 27 4DU "C4'" H4 SING N N 28 4DU "C3'" H5 SING N N 29 4DU "O3'" H6 SING N N 30 4DU "C2'" H7 SING N N 31 4DU "C2'" H8 SING N N 32 4DU "C1'" H9 SING N N 33 4DU C3 H10 SING N N 34 4DU C2 H11 SING N N 35 4DU N6 H12 SING N N 36 4DU N6 H13 SING N N 37 4DU C8 H14 SING N N 38 4DU O1 H15 SING N N 39 # 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 4DU SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n1cnc2c1ccnc2N)CC3O" 4DU InChI InChI 1.03 "InChI=1S/C11H15N4O6P/c12-11-10-6(1-2-13-11)15(5-14-10)9-3-7(16)8(21-9)4-20-22(17,18)19/h1-2,5,7-9,16H,3-4H2,(H2,12,13)(H2,17,18,19)/t7-,8+,9+/m0/s1" 4DU InChIKey InChI 1.03 IOMKKLVSDVQOGL-DJLDLDEBSA-N 4DU SMILES_CANONICAL CACTVS 3.370 "Nc1nccc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" 4DU SMILES CACTVS 3.370 "Nc1nccc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" 4DU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cnc(c2c1n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N" 4DU SMILES "OpenEye OEToolkits" 1.7.6 "c1cnc(c2c1n(cn2)C3CC(C(O3)COP(=O)(O)O)O)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 4DU "SYSTEMATIC NAME" ACDLabs 12.01 "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine" 4DU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,5R)-5-(4-azanylimidazo[4,5-c]pyridin-1-yl)-3-oxidanyl-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 4DU "Create component" 2012-03-28 RCSB #