data_PD8 # _chem_comp.id PD8 _chem_comp.name "PHOSPHORYLATED DIHYDROPTEROATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H13 N6 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-31 _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 392.263 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PD8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1W78 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 PD8 O1 O1 O 0 1 N N N -8.685 16.014 23.910 6.563 -1.143 -3.515 O1 PD8 1 PD8 C2 C2 C 0 1 Y N N -7.490 16.211 23.708 6.710 -0.014 -3.066 C2 PD8 2 PD8 N3 N3 N 0 1 Y N N -7.069 17.050 22.658 7.900 0.696 -3.067 N3 PD8 3 PD8 C4 C4 C 0 1 Y N N -5.752 17.293 22.378 8.049 1.980 -2.549 C4 PD8 4 PD8 N5 N5 N 0 1 N N N -5.550 18.125 21.315 9.306 2.517 -2.641 N5 PD8 5 PD8 N6 N6 N 0 1 Y N N -4.755 16.774 23.043 7.049 2.624 -2.011 N6 PD8 6 PD8 C7 C7 C 0 1 Y N N -5.047 15.951 24.083 5.800 1.986 -1.964 C7 PD8 7 PD8 N8 N8 N 0 1 Y N N -4.066 15.342 24.836 4.786 2.677 -1.402 N8 PD8 8 PD8 C9 C9 C 0 1 Y N N -4.374 14.520 25.913 3.587 2.059 -1.359 C9 PD8 9 PD8 C10 C10 C 0 1 Y N N -5.715 14.293 26.260 3.396 0.789 -1.860 C10 PD8 10 PD8 C11 C11 C 0 1 N N N -6.144 13.422 27.432 2.057 0.142 -1.789 C11 PD8 11 PD8 N12 N12 N 0 1 N N N -5.419 13.697 28.676 1.250 0.419 -2.952 N12 PD8 12 PD8 C13 C13 C 0 1 Y N N -4.365 12.792 29.049 -0.056 -0.022 -3.107 C13 PD8 13 PD8 C14 C14 C 0 1 Y N N -3.483 13.052 30.131 -0.787 0.284 -4.269 C14 PD8 14 PD8 C15 C15 C 0 1 Y N N -2.489 12.127 30.438 -2.100 -0.159 -4.425 C15 PD8 15 PD8 C16 C16 C 0 1 Y N N -2.337 10.929 29.709 -2.705 -0.915 -3.421 C16 PD8 16 PD8 C17 C17 C 0 1 N N N -1.237 10.019 30.097 -4.074 -1.377 -3.584 C17 PD8 17 PD8 O19 O19 O 0 1 N N N -1.131 8.900 29.636 -4.785 -1.155 -4.571 O19 PD8 18 PD8 C20 C20 C 0 1 Y N N -3.203 10.644 28.623 -1.996 -1.228 -2.261 C20 PD8 19 PD8 C21 C21 C 0 1 Y N N -4.202 11.561 28.307 -0.683 -0.786 -2.105 C21 PD8 20 PD8 N22 N22 N 0 1 Y N N -6.663 14.847 25.515 4.397 0.087 -2.423 N22 PD8 21 PD8 C23 C23 C 0 1 Y N N -6.356 15.641 24.472 5.589 0.713 -2.461 C23 PD8 22 PD8 P23 P23 P 0 1 N N N 1.040 9.927 31.412 -5.963 -2.767 -2.339 P23 PD8 23 PD8 O24 O24 O 0 1 N N N 1.625 9.114 30.267 -5.928 -3.337 -0.826 O24 PD8 24 PD8 O25 O25 O 0 1 N N N 0.794 9.055 32.605 -6.319 -3.777 -3.390 O25 PD8 25 PD8 O26 O26 O 0 1 N N N 2.051 11.099 31.814 -6.955 -1.494 -2.236 O26 PD8 26 PD8 O27 O27 O 0 1 N N N -0.343 10.651 31.005 -4.501 -2.097 -2.508 O27 PD8 27 PD8 H3 H3 H 0 1 N N N -7.780 17.498 22.079 8.718 0.248 -3.471 H3 PD8 28 PD8 H5N1 1H5N H 0 0 N N N -4.568 18.306 21.106 9.731 2.868 -1.814 H5N1 PD8 29 PD8 H5N2 2H5N H 0 0 N N N -6.329 18.530 20.796 9.747 2.536 -3.532 H5N2 PD8 30 PD8 H9 H9 H 0 1 N N N -3.566 14.046 26.495 2.785 2.628 -0.904 H9 PD8 31 PD8 H111 1H11 H 0 0 N N N -6.068 12.342 27.165 2.145 -0.951 -1.703 H111 PD8 32 PD8 H112 2H11 H 0 0 N N N -7.244 13.499 27.595 1.488 0.482 -0.911 H112 PD8 33 PD8 H12 H12 H 0 1 N N N -5.654 14.502 29.257 1.660 0.968 -3.700 H12 PD8 34 PD8 H14 H14 H 0 1 N N N -3.584 13.978 30.722 -0.324 0.873 -5.058 H14 PD8 35 PD8 H15 H15 H 0 1 N N N -1.801 12.337 31.274 -2.644 0.091 -5.333 H15 PD8 36 PD8 H20 H20 H 0 1 N N N -3.088 9.715 28.040 -2.457 -1.817 -1.472 H20 PD8 37 PD8 H21 H21 H 0 1 N N N -4.886 11.343 27.470 -0.139 -1.036 -1.199 H21 PD8 38 PD8 HO1 HO1 H 0 1 N N N 2.251 11.041 32.741 -7.923 -1.648 -2.200 HO1 PD8 39 PD8 HO2 HO2 H 0 1 N N N 1.747 9.675 29.510 -6.681 -3.878 -0.506 HO2 PD8 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 PD8 O1 C2 DOUB N N 1 PD8 C2 N3 SING Y N 2 PD8 C2 C23 SING Y N 3 PD8 N3 C4 SING Y N 4 PD8 N3 H3 SING N N 5 PD8 C4 N5 SING N N 6 PD8 C4 N6 DOUB Y N 7 PD8 N5 H5N1 SING N N 8 PD8 N5 H5N2 SING N N 9 PD8 N6 C7 SING Y N 10 PD8 C7 N8 DOUB Y N 11 PD8 C7 C23 SING Y N 12 PD8 N8 C9 SING Y N 13 PD8 C9 C10 DOUB Y N 14 PD8 C9 H9 SING N N 15 PD8 C10 C11 SING N N 16 PD8 C10 N22 SING Y N 17 PD8 C11 N12 SING N N 18 PD8 C11 H111 SING N N 19 PD8 C11 H112 SING N N 20 PD8 N12 C13 SING N N 21 PD8 N12 H12 SING N N 22 PD8 C13 C14 DOUB Y N 23 PD8 C13 C21 SING Y N 24 PD8 C14 C15 SING Y N 25 PD8 C14 H14 SING N N 26 PD8 C15 C16 DOUB Y N 27 PD8 C15 H15 SING N N 28 PD8 C16 C17 SING N N 29 PD8 C16 C20 SING Y N 30 PD8 C17 O19 DOUB N N 31 PD8 C17 O27 SING N N 32 PD8 C20 C21 DOUB Y N 33 PD8 C20 H20 SING N N 34 PD8 C21 H21 SING N N 35 PD8 N22 C23 DOUB Y N 36 PD8 P23 O24 SING N N 37 PD8 P23 O25 DOUB N N 38 PD8 P23 O26 SING N N 39 PD8 P23 O27 SING N N 40 PD8 HO1 O26 SING N N 41 PD8 HO2 O24 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 PD8 SMILES ACDLabs 10.04 "O=P(O)(O)OC(=O)c1ccc(cc1)NCc2nc3C(=O)NC(=Nc3nc2)N" PD8 SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2ncc(CNc3ccc(cc3)C(=O)O[P](O)(O)=O)nc2C(=O)N1" PD8 SMILES CACTVS 3.341 "NC1=Nc2ncc(CNc3ccc(cc3)C(=O)O[P](O)(O)=O)nc2C(=O)N1" PD8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)OP(=O)(O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N" PD8 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)OP(=O)(O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N" PD8 InChI InChI 1.03 "InChI=1S/C14H13N6O6P/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)26-27(23,24)25/h1-4,6,16H,5H2,(H2,23,24,25)(H3,15,17,19,20,21)" PD8 InChIKey InChI 1.03 DNKVHXNVVYQUDC-UHFFFAOYSA-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 PD8 "SYSTEMATIC NAME" ACDLabs 10.04 "(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl dihydrogen phosphate" PD8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phosphono 4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PD8 "Create component" 2004-08-31 EBI PD8 "Modify descriptor" 2011-06-04 RCSB #