data_TP8 # _chem_comp.id TP8 _chem_comp.name ;5-(2-{[HYDROXY(PHOSPHONOOXY)PHOSPHORYL]OXY}ETHYL)-2-[(1Z)-1-HYDROXY-3-(PHOSPHONOOXY)PROP-1-EN-1-YL]-3-{[(4Z)-4-IMINO-2- METHYL-4,5-DIHYDROPYRIMIDIN-5-YL]METHYL}-4-METHYL-1,3-THIAZOL-3-IUM ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 N4 O12 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "PUTATIVE ENOL(ATE)-THDP REACTION INTERMEDIATE" _chem_comp.pdbx_formal_charge -2 _chem_comp.pdbx_initial_date 2006-10-13 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 574.333 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TP8 _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 ? _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 TP8 C8 C8 C 0 1 N N N 19.825 108.817 41.443 4.321 -1.570 -1.049 C8 TP8 1 TP8 C5 C5 C 0 1 Y N N 21.967 111.537 43.388 6.902 -2.284 -3.801 C5 TP8 2 TP8 C4 C4 C 0 1 Y N N 22.535 110.284 43.613 7.115 -3.134 -2.742 C4 TP8 3 TP8 N3 N3 N 1 1 Y N N 21.886 109.260 42.980 6.218 -2.923 -1.724 N3 TP8 4 TP8 C2 C2 C 0 1 Y N N 20.805 109.620 42.243 5.337 -1.973 -1.932 C2 TP8 5 TP8 C6 C6 C 0 1 N N N 22.379 112.889 43.911 7.623 -2.169 -5.085 C6 TP8 6 TP8 O3C O3C O -1 1 N N N 14.797 108.115 40.668 0.090 -4.310 2.143 O3C TP8 7 TP8 PC PC P 0 1 N N N 15.702 108.070 39.461 0.267 -2.935 1.535 PC TP8 8 TP8 O1C O1C O 0 1 N N N 15.809 106.713 38.810 -0.902 -2.232 0.879 O1C TP8 9 TP8 O2C O2C O 0 1 N N N 15.507 109.217 38.488 0.890 -1.950 2.680 O2C TP8 10 TP8 O10 O10 O 0 1 N N N 17.188 108.331 40.032 1.532 -2.990 0.505 O10 TP8 11 TP8 C10 C10 C 0 1 N N N 17.619 107.965 41.370 1.906 -1.813 -0.201 C10 TP8 12 TP8 C9 C9 C 0 1 N N N 18.589 108.663 41.961 3.082 -2.132 -1.069 C9 TP8 13 TP8 O8 O8 O 0 1 N N N 20.139 108.287 40.388 4.684 -0.569 -0.157 O8 TP8 14 TP8 "C7," "C7," C 0 1 N N N 22.342 107.877 43.090 6.243 -3.703 -0.495 "C7," TP8 15 TP8 "C5," "C5," C 0 1 N N R 23.567 107.606 42.230 7.137 -3.049 0.551 "C5," TP8 16 TP8 "C4," "C4," C 0 1 N N N 23.656 107.928 40.874 7.220 -3.915 1.778 "C4," TP8 17 TP8 "N4," "N4," N 0 1 N N N 22.648 108.528 40.202 7.977 -4.961 1.828 "N4," TP8 18 TP8 "N3," "N3," N 0 1 N N N 24.783 107.635 40.184 6.446 -3.597 2.861 "N3," TP8 19 TP8 "C2," "C2," C 0 1 N N N 25.825 107.033 40.796 5.900 -2.422 2.921 "C2," TP8 20 TP8 CM2 CM2 C 0 1 N N N 27.071 106.705 40.018 5.054 -2.069 4.112 CM2 TP8 21 TP8 "N1," "N1," N 0 1 N N N 25.754 106.720 42.108 6.017 -1.414 1.994 "N1," TP8 22 TP8 "C6," "C6," C 0 1 N N N 24.660 106.993 42.828 6.601 -1.689 0.875 "C6," TP8 23 TP8 CM4 CM4 C 0 1 N N N 23.763 110.116 44.482 8.132 -4.184 -2.580 CM4 TP8 24 TP8 S1 S1 S 0 1 Y N N 20.537 111.390 42.328 5.570 -1.249 -3.464 S1 TP8 25 TP8 C7 C7 C 0 1 N N N 22.065 114.039 42.982 8.800 -1.184 -5.045 C7 TP8 26 TP8 O7 O7 O 0 1 N N N 22.355 115.200 43.747 9.756 -1.626 -4.089 O7 TP8 27 TP8 PA PA P 0 1 N N N 22.850 116.549 43.036 11.111 -0.743 -3.856 PA TP8 28 TP8 O1A O1A O -1 1 N N N 23.480 117.412 44.104 11.945 -1.431 -2.797 O1A TP8 29 TP8 O2A O2A O 0 1 N N N 23.656 116.182 41.818 11.714 -0.380 -5.196 O2A TP8 30 TP8 O3A O3A O 0 1 N N N 21.451 117.173 42.531 10.453 0.602 -3.203 O3A TP8 31 TP8 PB PB P 0 1 N N N 20.100 117.281 43.415 9.569 0.805 -1.846 PB TP8 32 TP8 O2B O2B O -1 1 N N N 19.495 115.898 43.495 8.235 0.113 -2.020 O2B TP8 33 TP8 O3B O3B O 0 1 N N N 20.589 117.815 44.744 10.438 0.523 -0.640 O3B TP8 34 TP8 O1B O1B O 0 1 N N N 19.272 118.237 42.596 9.332 2.417 -1.946 O1B TP8 35 TP8 HO8 HO8 H 0 1 N N N 20.221 108.950 39.712 4.390 -0.807 0.725 HO8 TP8 36 TP8 H9 H9 H 0 1 N N N 18.373 109.132 42.909 2.891 -2.918 -1.801 H9 TP8 37 TP8 H101 1H10 H 0 0 N N N 16.734 108.061 42.016 2.098 -1.026 0.530 H101 TP8 38 TP8 H102 2H10 H 0 0 N N N 18.054 106.963 41.243 1.063 -1.505 -0.828 H102 TP8 39 TP8 H2C H2C H 0 1 N N N 15.466 110.036 38.967 0.890 -0.983 2.517 H2C TP8 40 TP8 H61 1H6 H 0 1 N N N 21.844 113.063 44.856 8.003 -3.156 -5.411 H61 TP8 41 TP8 H62 2H6 H 0 1 N N N 23.473 112.864 44.027 6.933 -1.841 -5.884 H62 TP8 42 TP8 H71 1H7 H 0 1 N N N 22.683 113.997 42.073 9.297 -1.138 -6.019 H71 TP8 43 TP8 H72 2H7 H 0 1 N N N 21.022 114.020 42.632 8.467 -0.177 -4.772 H72 TP8 44 TP8 H1B H1B H 0 1 N N N 19.098 119.021 43.104 8.650 2.751 -2.568 H1B TP8 45 TP8 HM41 1HM4 H 0 0 N N N 24.660 110.075 43.846 9.001 -4.007 -3.238 HM41 TP8 46 TP8 HM42 2HM4 H 0 0 N N N 23.842 110.968 45.173 8.510 -4.245 -1.543 HM42 TP8 47 TP8 HM43 3HM4 H 0 0 N N N 23.679 109.183 45.058 7.738 -5.189 -2.816 HM43 TP8 48 TP8 "H7,1" "1H7," H 0 0 N N N 22.600 107.675 44.140 5.225 -3.797 -0.109 "H7,1" TP8 49 TP8 "H7,2" "2H7," H 0 0 N N N 21.530 107.223 42.739 6.604 -4.710 -0.718 "H7,2" TP8 50 TP8 "H5," "H5," H 0 1 N N N 22.752 108.192 41.781 8.145 -2.919 0.140 "H5," TP8 51 TP8 "H6," "H6," H 0 1 N N N 24.627 106.736 43.876 6.697 -0.903 0.109 "H6," TP8 52 TP8 "H4," "H4," H 0 1 N N N 21.881 108.686 40.824 8.465 -5.065 0.933 "H4," TP8 53 TP8 HM21 1HM2 H 0 0 N N N 26.826 106.625 38.949 5.646 -2.174 5.017 HM21 TP8 54 TP8 HM22 2HM2 H 0 0 N N N 27.815 107.502 40.165 4.196 -2.735 4.155 HM22 TP8 55 TP8 HM23 3HM2 H 0 0 N N N 27.483 105.748 40.372 4.707 -1.043 4.016 HM23 TP8 56 # # 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 TP8 C8 O8 SING N N 1 TP8 C8 C9 DOUB N Z 2 TP8 C8 C2 SING N N 3 TP8 C5 C4 DOUB Y N 4 TP8 C5 S1 SING Y N 5 TP8 C5 C6 SING N N 6 TP8 C4 N3 SING Y N 7 TP8 C4 CM4 SING N N 8 TP8 N3 C2 DOUB Y N 9 TP8 N3 "C7," SING N N 10 TP8 C2 S1 SING Y N 11 TP8 C6 H61 SING N N 12 TP8 C6 H62 SING N N 13 TP8 C6 C7 SING N N 14 TP8 O3C PC SING N N 15 TP8 PC O10 SING N N 16 TP8 PC O1C DOUB N N 17 TP8 PC O2C SING N N 18 TP8 O2C H2C SING N N 19 TP8 O10 C10 SING N N 20 TP8 C10 C9 SING N N 21 TP8 C10 H101 SING N N 22 TP8 C10 H102 SING N N 23 TP8 C9 H9 SING N N 24 TP8 O8 HO8 SING N N 25 TP8 "C7," "H7,1" SING N N 26 TP8 "C7," "H7,2" SING N N 27 TP8 "C7," "C5," SING N N 28 TP8 "C5," "H5," SING N N 29 TP8 "C5," "C6," SING N N 30 TP8 "C5," "C4," SING N N 31 TP8 "C4," "N3," SING N N 32 TP8 "C4," "N4," DOUB N N 33 TP8 "N4," "H4," SING N N 34 TP8 "N3," "C2," DOUB N N 35 TP8 "C2," "N1," SING N N 36 TP8 "C2," CM2 SING N N 37 TP8 CM2 HM21 SING N N 38 TP8 CM2 HM22 SING N N 39 TP8 CM2 HM23 SING N N 40 TP8 "N1," "C6," DOUB N N 41 TP8 "C6," "H6," SING N N 42 TP8 CM4 HM41 SING N N 43 TP8 CM4 HM42 SING N N 44 TP8 CM4 HM43 SING N N 45 TP8 C7 H71 SING N N 46 TP8 C7 H72 SING N N 47 TP8 C7 O7 SING N N 48 TP8 O7 PA SING N N 49 TP8 PA O1A SING N N 50 TP8 PA O2A DOUB N N 51 TP8 PA O3A SING N N 52 TP8 O3A PB SING N N 53 TP8 PB O2B SING N N 54 TP8 PB O3B DOUB N N 55 TP8 PB O1B SING N N 56 TP8 O1B H1B SING N N 57 # # 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 TP8 SMILES_CANONICAL CACTVS 3.341 "CC1=NC(=N)[C@@H](C[n+]2c(C)c(CCO[P]([O-])(=O)O[P](O)([O-])=O)sc2\C(O)=C\CO[P](O)([O-])=O)C=N1" TP8 SMILES CACTVS 3.341 "CC1=NC(=N)[CH](C[n+]2c(C)c(CCO[P]([O-])(=O)O[P](O)([O-])=O)sc2C(O)=CCO[P](O)([O-])=O)C=N1" TP8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C/1\[C@H](C=NC(=N1)C)C[n+]2c(c(sc2/C(=C/CO[P@](=O)(O)[O-])/O)CCO[P@](=O)([O-])O[P@@](=O)(O)[O-])C" TP8 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C1C(C=NC(=N1)C)C[n+]2c(c(sc2C(=CCOP(=O)(O)[O-])O)CCOP(=O)([O-])OP(=O)(O)[O-])C" TP8 InChI InChI 1.03 "InChI=1S/C15H23N4O12P3S/c1-9-13(4-6-30-34(27,28)31-33(24,25)26)35-15(12(20)3-5-29-32(21,22)23)19(9)8-11-7-17-10(2)18-14(11)16/h3,7,11,16H,4-6,8H2,1-2H3,(H5-,20,21,22,23,24,25,26,27,28)/p-2/b12-3-,16-14+" TP8 InChIKey InChI 1.03 IYJJFPCOWJABBY-AOCMNYQTSA-L # _pdbx_chem_comp_identifier.comp_id TP8 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.5.0 _pdbx_chem_comp_identifier.identifier "[(Z)-3-hydroxy-3-[5-[2-[(hydroxy-oxido-phosphoryl)oxy-oxido-phosphoryl]oxyethyl]-3-[[(5S)-4-imino-2-methyl-5H-pyrimidin-5-yl]methyl]-4-methyl-1,3-thiazol-3-ium-2-yl]prop-2-enyl] 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 TP8 "Create component" 2006-10-13 EBI TP8 "Modify descriptor" 2011-06-04 RCSB TP8 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id TP8 _pdbx_chem_comp_synonyms.name "PUTATIVE ENOL(ATE)-THDP REACTION INTERMEDIATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##