data_V4E # _chem_comp.id V4E _chem_comp.name "Thiamine Triphosphate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H20 N4 O10 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-06-24 _chem_comp.pdbx_modified_date 2015-07-31 _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 505.294 _chem_comp.one_letter_code ? _chem_comp.three_letter_code V4E _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 5A64 _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 V4E C01 C01 C 0 1 N N N 12.988 51.598 14.855 -3.388 0.409 1.481 C01 V4E 1 V4E C02 C02 C 0 1 Y N N 11.650 50.972 15.169 -3.546 -0.459 0.259 C02 V4E 2 V4E C03 C03 C 0 1 Y N N 11.431 49.933 16.147 -2.586 -0.592 -0.662 C03 V4E 3 V4E C04 C04 C 0 1 N N N 12.481 49.290 17.049 -1.236 0.075 -0.638 C04 V4E 4 V4E C05 C05 C 0 1 N N N 13.419 48.412 16.256 -0.236 -0.820 0.096 C05 V4E 5 V4E O06 O06 O 0 1 N N N 12.643 47.484 15.549 1.044 -0.187 0.118 O06 V4E 6 V4E P07 P07 P 0 1 N N N 13.444 46.419 14.704 2.338 -0.848 0.812 P07 V4E 7 V4E O08 O08 O 0 1 N N N 13.934 46.969 13.432 2.565 -2.197 0.247 O08 V4E 8 V4E O09 O09 O 0 1 N N N 12.469 45.395 14.257 2.094 -0.965 2.400 O09 V4E 9 V4E O10 O10 O 0 1 N N N 14.686 45.808 15.503 3.627 0.075 0.534 O10 V4E 10 V4E P11 P11 P 0 1 N N N 15.223 44.330 15.270 5.216 -0.182 0.573 P11 V4E 11 V4E O12 O12 O 0 1 N N N 14.479 43.391 16.137 5.711 -0.254 2.104 O12 V4E 12 V4E O13 O13 O 0 1 N N N 14.969 43.874 13.893 5.526 -1.460 -0.106 O13 V4E 13 V4E O14 O14 O 0 1 N N N 16.739 44.116 15.688 5.973 1.023 -0.179 O14 V4E 14 V4E P15 P15 P 0 1 N N N 18.070 44.665 15.037 7.434 1.189 -0.836 P15 V4E 15 V4E O16 O16 O 0 1 N N N 18.564 45.839 15.770 8.439 0.524 0.022 O16 V4E 16 V4E O17 O17 O 0 1 N N N 17.869 45.033 13.523 7.445 0.514 -2.298 O17 V4E 17 V4E O18 O18 O 0 1 N N N 19.152 43.676 15.218 7.789 2.754 -0.965 O18 V4E 18 V4E S19 S19 S 0 1 Y N N 9.948 49.584 16.138 -3.180 -1.687 -1.908 S19 V4E 19 V4E C20 C20 C 0 1 Y N N 9.259 50.488 15.090 -4.659 -1.857 -1.067 C20 V4E 20 V4E N21 N21 N 1 1 Y N N 10.259 51.317 14.490 -4.639 -1.153 0.015 N21 V4E 21 V4E C22 C22 C 0 1 N N N 10.047 52.319 13.450 -5.783 -1.123 0.928 C22 V4E 22 V4E C23 C23 C 0 1 Y N N 8.739 52.099 12.637 -6.653 0.064 0.604 C23 V4E 23 V4E C24 C24 C 0 1 Y N N 7.722 53.066 12.560 -7.629 -0.014 -0.391 C24 V4E 24 V4E N25 N25 N 0 1 N N N 7.798 54.335 13.216 -7.817 -1.188 -1.102 N25 V4E 25 V4E N26 N26 N 0 1 Y N N 6.606 52.808 11.836 -8.376 1.056 -0.646 N26 V4E 26 V4E C27 C27 C 0 1 Y N N 6.442 51.620 11.175 -8.200 2.175 0.029 C27 V4E 27 V4E C28 C28 C 0 1 N N N 5.165 51.372 10.372 -9.066 3.366 -0.290 C28 V4E 28 V4E N29 N29 N 0 1 Y N N 7.430 50.670 11.240 -7.288 2.280 0.974 N29 V4E 29 V4E C30 C30 C 0 1 Y N N 8.576 50.899 11.962 -6.509 1.255 1.289 C30 V4E 30 V4E H011 H011 H 0 0 N N N 13.482 51.027 14.055 -3.736 1.417 1.258 H011 V4E 31 V4E H012 H012 H 0 0 N N N 12.838 52.637 14.525 -3.975 -0.006 2.300 H012 V4E 32 V4E H013 H013 H 0 0 N N N 13.619 51.587 15.756 -2.337 0.443 1.769 H013 V4E 33 V4E H041 H041 H 0 0 N N N 13.063 50.082 17.543 -0.894 0.239 -1.660 H041 V4E 34 V4E H042 H042 H 0 0 N N N 11.974 48.678 17.810 -1.313 1.033 -0.123 H042 V4E 35 V4E H051 H051 H 0 0 N N N 14.001 49.026 15.553 -0.578 -0.984 1.118 H051 V4E 36 V4E H052 H052 H 0 0 N N N 14.104 47.885 16.937 -0.160 -1.778 -0.419 H052 V4E 37 V4E H09 H09 H 0 1 N N N 12.436 45.382 13.308 1.938 -0.117 2.837 H09 V4E 38 V4E H12 H12 H 0 1 N N N 14.036 42.746 15.599 5.539 0.551 2.611 H12 V4E 39 V4E H17 H17 H 0 1 N N N 18.107 45.942 13.383 6.809 0.902 -2.915 H17 V4E 40 V4E H18 H18 H 0 1 N N N 19.847 44.058 15.741 8.657 2.930 -1.354 H18 V4E 41 V4E H20 H20 H 0 1 N N N 8.206 50.493 14.852 -5.488 -2.468 -1.391 H20 V4E 42 V4E H221 H221 H 0 0 N N N 10.000 53.310 13.925 -6.363 -2.040 0.815 H221 V4E 43 V4E H222 H222 H 0 0 N N N 10.899 52.286 12.755 -5.427 -1.043 1.955 H222 V4E 44 V4E H30 H30 H 0 1 N N N 9.349 50.146 12.004 -5.768 1.350 2.069 H30 V4E 45 V4E H251 H251 H 0 0 N N N 6.968 54.860 13.025 -7.268 -1.965 -0.910 H251 V4E 46 V4E H252 H252 H 0 0 N N N 7.884 54.196 14.202 -8.497 -1.234 -1.792 H252 V4E 47 V4E H281 H281 H 0 0 N N N 4.509 52.252 10.445 -9.962 3.340 0.331 H281 V4E 48 V4E H282 H282 H 0 0 N N N 5.424 51.194 9.318 -8.512 4.282 -0.089 H282 V4E 49 V4E H283 H283 H 0 0 N N N 4.644 50.491 10.775 -9.352 3.337 -1.341 H283 V4E 50 # 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 V4E C01 C02 SING N N 1 V4E C02 C03 DOUB Y N 2 V4E C02 N21 SING Y N 3 V4E C03 C04 SING N N 4 V4E C03 S19 SING Y N 5 V4E C04 C05 SING N N 6 V4E C05 O06 SING N N 7 V4E O06 P07 SING N N 8 V4E P07 O08 DOUB N N 9 V4E P07 O09 SING N N 10 V4E P07 O10 SING N N 11 V4E O10 P11 SING N N 12 V4E P11 O12 SING N N 13 V4E P11 O13 DOUB N N 14 V4E P11 O14 SING N N 15 V4E O14 P15 SING N N 16 V4E P15 O16 DOUB N N 17 V4E P15 O17 SING N N 18 V4E P15 O18 SING N N 19 V4E S19 C20 SING Y N 20 V4E C20 N21 DOUB Y N 21 V4E N21 C22 SING N N 22 V4E C22 C23 SING N N 23 V4E C23 C24 SING Y N 24 V4E C23 C30 DOUB Y N 25 V4E C24 N25 SING N N 26 V4E C24 N26 DOUB Y N 27 V4E N26 C27 SING Y N 28 V4E C27 C28 SING N N 29 V4E C27 N29 DOUB Y N 30 V4E N29 C30 SING Y N 31 V4E C01 H011 SING N N 32 V4E C01 H012 SING N N 33 V4E C01 H013 SING N N 34 V4E C04 H041 SING N N 35 V4E C04 H042 SING N N 36 V4E C05 H051 SING N N 37 V4E C05 H052 SING N N 38 V4E O09 H09 SING N N 39 V4E O12 H12 SING N N 40 V4E O17 H17 SING N N 41 V4E O18 H18 SING N N 42 V4E C20 H20 SING N N 43 V4E C22 H221 SING N N 44 V4E C22 H222 SING N N 45 V4E C30 H30 SING N N 46 V4E N25 H251 SING N N 47 V4E N25 H252 SING N N 48 V4E C28 H281 SING N N 49 V4E C28 H282 SING N N 50 V4E C28 H283 SING N N 51 # 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 V4E InChI InChI 1.03 "InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)/p+1" V4E InChIKey InChI 1.03 IWLROWZYZPNOFC-UHFFFAOYSA-O V4E SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(C[n+]2csc(CCO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)c2C)c(N)n1" V4E SMILES CACTVS 3.385 "Cc1ncc(C[n+]2csc(CCO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)c2C)c(N)n1" V4E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCOP(=O)(O)OP(=O)(O)OP(=O)(O)O" V4E SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCOP(=O)(O)OP(=O)(O)OP(=O)(O)O" # 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 V4E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethoxy-oxidanyl-phosphoryl] 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 V4E "Create component" 2015-06-24 EBI V4E "Initial release" 2015-08-05 RCSB #