data_DPX # _chem_comp.id DPX _chem_comp.name "MONO-{4-[(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-AMINO]-2-HYDROXY-3-MERCAPTO-PENT-3-ENYL-PHOSPHONO} ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H20 N4 O8 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 430.311 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DPX _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 1ZPD _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 DPX C4 C4 C 0 1 N N N -14.525 -10.977 -23.900 -1.025 -0.844 -1.876 C4 DPX 1 DPX C5 C5 C 0 1 N N N -15.071 -12.149 -24.368 -1.274 0.061 -0.942 C5 DPX 2 DPX O21 O21 O 0 1 N N N -14.178 -15.070 -29.672 1.412 -0.719 3.401 O21 DPX 3 DPX O22 O22 O 0 1 N N N -15.575 -16.350 -27.906 -0.394 -0.420 5.287 O22 DPX 4 DPX O26 O26 O 0 1 N N N -17.724 -15.640 -27.170 0.432 -0.376 7.782 O26 DPX 5 DPX O25 O25 O 0 1 N N N -17.568 -17.871 -28.057 0.979 1.497 6.182 O25 DPX 6 DPX O24 O24 O 0 1 N N N -17.145 -15.915 -29.571 2.162 -0.703 5.830 O24 DPX 7 DPX P23 P23 P 0 1 N N N -17.093 -16.521 -28.212 0.798 0.031 6.269 P23 DPX 8 DPX P19 P19 P 0 1 N N S -14.300 -15.466 -28.253 0.035 0.015 3.799 P19 DPX 9 DPX O20 O20 O 0 1 N N N -13.044 -15.965 -27.754 0.228 1.482 3.751 O20 DPX 10 DPX O18 O18 O 0 1 N N N -14.587 -14.006 -27.569 -1.118 -0.408 2.760 O18 DPX 11 DPX C17 C17 C 0 1 N N N -14.582 -13.922 -26.121 -0.679 0.002 1.464 C17 DPX 12 DPX C16 C16 C 0 1 N N R -15.275 -12.598 -25.816 -1.737 -0.372 0.424 C16 DPX 13 DPX C15 C15 C 0 1 N N N -13.990 -9.882 -24.807 -1.463 -2.272 -1.676 C15 DPX 14 DPX N3 N3 N 0 1 N N N -14.465 -10.865 -22.557 -0.355 -0.474 -3.050 N3 DPX 15 DPX O27 O27 O 0 1 N N N -16.568 -12.454 -26.130 -2.968 0.280 0.740 O27 DPX 16 DPX S1 S1 S 0 1 N N N -15.653 -13.206 -23.110 -1.065 1.774 -1.298 S1 DPX 17 DPX C6 C6 C 0 1 N N N -13.867 -9.588 -21.899 -0.224 -1.432 -4.151 C6 DPX 18 DPX C7 C7 C 0 1 Y N N -12.401 -9.709 -21.604 0.420 -0.754 -5.332 C7 DPX 19 DPX C8 C8 C 0 1 Y N N -11.844 -10.758 -20.730 -0.336 0.018 -6.215 C8 DPX 20 DPX N9 N9 N 0 1 Y N N -10.516 -10.827 -20.483 0.272 0.604 -7.242 N9 DPX 21 DPX C10 C10 C 0 1 Y N N -9.717 -9.938 -21.040 1.567 0.451 -7.432 C10 DPX 22 DPX N11 N11 N 0 1 Y N N -10.191 -8.838 -21.737 2.308 -0.275 -6.621 N11 DPX 23 DPX C12 C12 C 0 1 Y N N -11.497 -8.825 -22.117 1.774 -0.886 -5.572 C12 DPX 24 DPX N13 N13 N 0 1 N N N -12.627 -11.700 -20.188 -1.697 0.181 -6.018 N13 DPX 25 DPX C14 C14 C 0 1 N N N -8.268 -10.046 -20.877 2.218 1.126 -8.612 C14 DPX 26 DPX HOL HOL H 0 1 N N N -13.416 -14.541 -29.879 1.243 -1.670 3.445 HOL DPX 27 DPX HOQ HOQ H 0 1 N N N -18.649 -15.744 -27.356 1.171 -0.088 8.336 HOQ DPX 28 DPX HOO HOO H 0 1 N N N -18.070 -16.019 -29.757 2.002 -1.654 5.900 HOO DPX 29 DPX H171 1H17 H 0 0 N N N -15.037 -14.803 -25.611 0.259 -0.495 1.223 H171 DPX 30 DPX H172 2H17 H 0 0 N N N -13.571 -14.023 -25.662 -0.530 1.082 1.457 H172 DPX 31 DPX H16 H16 H 0 1 N N N -14.740 -11.938 -26.539 -1.886 -1.452 0.431 H16 DPX 32 DPX H151 1H15 H 0 0 N N N -13.547 -8.931 -24.427 -2.002 -2.358 -0.733 H151 DPX 33 DPX H152 2H15 H 0 0 N N N -13.237 -10.350 -25.483 -2.115 -2.571 -2.496 H152 DPX 34 DPX H153 3H15 H 0 0 N N N -14.808 -9.607 -25.512 -0.587 -2.921 -1.654 H153 DPX 35 DPX HN3 HN3 H 0 1 N N N -13.968 -11.676 -22.189 0.021 0.414 -3.133 HN3 DPX 36 DPX HOR HOR H 0 1 N N N -16.694 -12.732 -27.029 -2.793 1.230 0.724 HOR DPX 37 DPX HS1 HS1 H 0 1 N N N -16.030 -14.015 -23.433 -0.798 1.708 -2.615 HS1 DPX 38 DPX H61 1H6 H 0 1 N N N -14.073 -8.686 -22.521 0.394 -2.271 -3.832 H61 DPX 39 DPX H62 2H6 H 0 1 N N N -14.435 -9.310 -20.980 -1.211 -1.796 -4.436 H62 DPX 40 DPX H12 H12 H 0 1 N N N -11.830 -8.080 -22.858 2.390 -1.479 -4.913 H12 DPX 41 DPX HND1 1HND H 0 0 N N N -12.241 -12.425 -19.583 -2.215 0.726 -6.631 HND1 DPX 42 DPX HND2 2HND H 0 0 N N N -13.138 -12.157 -20.942 -2.134 -0.248 -5.266 HND2 DPX 43 DPX H141 1H14 H 0 0 N N N -7.592 -9.294 -21.348 2.192 0.459 -9.473 H141 DPX 44 DPX H142 2H14 H 0 0 N N N -8.039 -10.088 -19.786 1.681 2.045 -8.847 H142 DPX 45 DPX H143 3H14 H 0 0 N N N -7.951 -11.061 -21.212 3.254 1.364 -8.368 H143 DPX 46 # 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 DPX C4 C5 DOUB N Z 1 DPX C4 C15 SING N N 2 DPX C4 N3 SING N N 3 DPX C5 C16 SING N N 4 DPX C5 S1 SING N N 5 DPX O21 P19 SING N N 6 DPX O21 HOL SING N N 7 DPX O22 P23 SING N N 8 DPX O22 P19 SING N N 9 DPX O26 P23 SING N N 10 DPX O26 HOQ SING N N 11 DPX O25 P23 DOUB N N 12 DPX O24 P23 SING N N 13 DPX O24 HOO SING N N 14 DPX P19 O20 DOUB N N 15 DPX P19 O18 SING N N 16 DPX O18 C17 SING N N 17 DPX C17 C16 SING N N 18 DPX C17 H171 SING N N 19 DPX C17 H172 SING N N 20 DPX C16 O27 SING N N 21 DPX C16 H16 SING N N 22 DPX C15 H151 SING N N 23 DPX C15 H152 SING N N 24 DPX C15 H153 SING N N 25 DPX N3 C6 SING N N 26 DPX N3 HN3 SING N N 27 DPX O27 HOR SING N N 28 DPX S1 HS1 SING N N 29 DPX C6 C7 SING N N 30 DPX C6 H61 SING N N 31 DPX C6 H62 SING N N 32 DPX C7 C8 SING Y N 33 DPX C7 C12 DOUB Y N 34 DPX C8 N9 DOUB Y N 35 DPX C8 N13 SING N N 36 DPX N9 C10 SING Y N 37 DPX C10 N11 DOUB Y N 38 DPX C10 C14 SING N N 39 DPX N11 C12 SING Y N 40 DPX C12 H12 SING N N 41 DPX N13 HND1 SING N N 42 DPX N13 HND2 SING N N 43 DPX C14 H141 SING N N 44 DPX C14 H142 SING N N 45 DPX C14 H143 SING N N 46 # 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 DPX SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OCC(O)C(/S)=C(/NCc1cnc(nc1N)C)C" DPX SMILES_CANONICAL CACTVS 3.341 "C\C(NCc1cnc(C)nc1N)=C(S)/[C@H](O)CO[P@@](O)(=O)O[P](O)(O)=O" DPX SMILES CACTVS 3.341 "CC(NCc1cnc(C)nc1N)=C(S)[CH](O)CO[P](O)(=O)O[P](O)(O)=O" DPX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ncc(c(n1)N)CN/C(=C(/[C@@H](CO[P@](=O)(O)OP(=O)(O)O)O)\S)/C" DPX SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ncc(c(n1)N)CNC(=C(C(COP(=O)(O)OP(=O)(O)O)O)S)C" DPX InChI InChI 1.03 "InChI=1S/C11H20N4O8P2S/c1-6(13-3-8-4-14-7(2)15-11(8)12)10(26)9(16)5-22-25(20,21)23-24(17,18)19/h4,9,13,16,26H,3,5H2,1-2H3,(H,20,21)(H2,12,14,15)(H2,17,18,19)/b10-6-/t9-/m1/s1" DPX InChIKey InChI 1.03 XHCFSNVIKLFNIT-WPVMNKCKSA-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 DPX "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3Z)-4-{[(4-amino-2-methylpyrimidin-5-yl)methyl]amino}-2-hydroxy-3-sulfanylpent-3-en-1-yl trihydrogen diphosphate" DPX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(Z,2R)-4-[(4-amino-2-methyl-pyrimidin-5-yl)methylamino]-2-hydroxy-3-sulfanyl-pent-3-enyl] phosphono hydrogen 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 DPX "Create component" 1999-07-08 RCSB DPX "Modify descriptor" 2011-06-04 RCSB #