data_1TP # _chem_comp.id 1TP _chem_comp.name "1-(2-{(2S,4R,5R)-3-[(4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL]-2-[(1S)-1-CARBOXY-1-HYDROXYETHYL]-4-METHYL-1,3-THIAZOLIDIN-5-YL}ETHOXY)-1,1,3,3-TETRAHYDROXY-1LAMBDA~5~-DIPHOSPHOX-1-EN-2-IUM 3-OXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H26 N4 O10 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-10-11 _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 516.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1TP _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 2C3P _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 1TP "N1'" N1* N 0 1 Y N N -27.041 -63.564 25.343 -6.689 0.242 -0.935 "N1'" 1TP 1 1TP "C2'" C2* C 0 1 Y N N -25.725 -63.686 25.822 -7.054 0.600 0.280 "C2'" 1TP 2 1TP C2A C2A C 0 1 N N N -24.994 -62.601 26.553 -8.446 0.270 0.754 C2A 1TP 3 1TP "N3'" N3* N 0 1 Y N N -25.124 -64.825 25.650 -6.236 1.238 1.092 "N3'" 1TP 4 1TP "C4'" C4* C 0 1 Y N N -25.700 -65.949 25.009 -4.999 1.541 0.709 "C4'" 1TP 5 1TP "N4'" N4* N 0 1 N N N -24.894 -67.023 24.958 -4.142 2.212 1.565 "N4'" 1TP 6 1TP "C5'" C5* C 0 1 Y N N -27.036 -65.874 24.464 -4.582 1.181 -0.574 "C5'" 1TP 7 1TP "C6'" C6* C 0 1 Y N N -27.658 -64.648 24.671 -5.474 0.513 -1.390 "C6'" 1TP 8 1TP "C7'" C7* C 0 1 N N N -27.711 -66.963 23.728 -3.192 1.508 -1.055 "C7'" 1TP 9 1TP N3 N3 N 0 1 N N N -26.997 -67.157 22.416 -2.344 0.312 -0.951 N3 1TP 10 1TP C2 C2 C 0 1 N N R -26.406 -68.655 22.263 -2.184 0.029 0.492 C2 1TP 11 1TP S1 S1 S 0 1 N N N -26.415 -68.952 20.605 -0.416 -0.504 0.558 S1 1TP 12 1TP C5 C5 C 0 1 N N S -26.618 -67.171 20.216 0.169 0.537 -0.853 C5 1TP 13 1TP C4 C4 C 0 1 N N S -27.472 -66.668 21.259 -1.126 0.596 -1.700 C4 1TP 14 1TP C4A C4A C 0 1 N N N -28.719 -65.634 21.094 -1.245 1.994 -2.310 C4A 1TP 15 1TP C5A C5A C 0 1 N N N -27.368 -67.149 18.781 1.303 -0.147 -1.618 C5A 1TP 16 1TP C5B C5B C 0 1 N N N -26.371 -67.080 17.750 2.591 -0.072 -0.796 C5B 1TP 17 1TP O5G O5G O 0 1 N N N -26.548 -66.340 16.614 3.650 -0.711 -1.510 O5G 1TP 18 1TP P1 P1 P 0 1 N N N -25.634 -66.150 15.372 4.968 -0.595 -0.592 P1 1TP 19 1TP O11 O11 O 0 1 N N N -25.105 -67.540 15.142 5.076 0.766 -0.064 O11 1TP 20 1TP O12 O12 O 0 1 N N N -26.416 -65.613 14.258 4.864 -1.638 0.630 O12 1TP 21 1TP O13 O13 O 0 1 N N N -24.511 -65.382 15.861 6.270 -0.932 -1.476 O13 1TP 22 1TP P2 P2 P 0 1 N N N -25.758 -68.857 14.452 6.407 0.810 0.840 P2 1TP 23 1TP O21 O21 O 0 1 N N N -26.909 -68.310 13.644 7.582 0.477 0.004 O21 1TP 24 1TP O22 O22 O 0 1 N N N -24.750 -69.579 13.749 6.589 2.287 1.455 O22 1TP 25 1TP O23 O23 O 0 1 N N N -26.238 -69.783 15.672 6.280 -0.258 2.037 O23 1TP 26 1TP C15 C15 C 0 1 N N S -26.531 -70.208 23.653 -3.115 -1.099 0.942 C15 1TP 27 1TP O25 O25 O 0 1 N N N -26.044 -69.531 25.013 -4.474 -0.679 0.802 O25 1TP 28 1TP C35 C35 C 0 1 N N N -25.705 -71.605 23.292 -2.835 -1.438 2.407 C35 1TP 29 1TP C25 C25 C 0 1 N N N -28.247 -70.702 23.797 -2.876 -2.318 0.089 C25 1TP 30 1TP O35 O35 O 0 1 N N N -28.912 -69.971 24.549 -1.808 -2.477 -0.452 O35 1TP 31 1TP O45 O45 O 0 1 N N N -28.861 -71.653 22.807 -3.850 -3.228 -0.069 O45 1TP 32 1TP H2A1 1H2A H 0 0 N N N -25.600 -61.683 26.547 -8.444 -0.708 1.235 H2A1 1TP 33 1TP H2A2 2H2A H 0 0 N N N -24.031 -62.409 26.057 -8.776 1.025 1.467 H2A2 1TP 34 1TP H2A3 3H2A H 0 0 N N N -24.815 -62.915 27.592 -9.126 0.254 -0.098 H2A3 1TP 35 1TP "H4'1" 1H4* H 0 0 N N N -24.041 -66.822 25.439 -4.383 2.333 2.497 "H4'1" 1TP 36 1TP "H4'2" 2H4* H 0 0 N N N -24.694 -67.245 24.004 -3.300 2.562 1.232 "H4'2" 1TP 37 1TP "H6'" H6* H 0 1 N N N -28.664 -64.515 24.300 -5.185 0.215 -2.387 "H6'" 1TP 38 1TP "H7'1" 1H7* H 0 0 N N N -28.766 -66.705 23.552 -2.773 2.304 -0.440 "H7'1" 1TP 39 1TP "H7'2" 2H7* H 0 0 N N N -27.673 -67.892 24.316 -3.234 1.834 -2.094 "H7'2" 1TP 40 1TP H2 H2 H 0 1 N N N -25.430 -68.668 22.771 -2.344 0.928 1.087 H2 1TP 41 1TP H5 H5 H 0 1 N N N -25.693 -66.577 20.166 0.466 1.530 -0.515 H5 1TP 42 1TP H4 H4 H 0 1 N N N -28.465 -66.237 21.066 -1.042 -0.128 -2.510 H4 1TP 43 1TP H4A1 1H4A H 0 0 N N N -29.497 -66.095 20.468 -0.297 2.271 -2.770 H4A1 1TP 44 1TP H4A2 2H4A H 0 0 N N N -28.366 -64.707 20.618 -2.030 1.994 -3.066 H4A2 1TP 45 1TP H4A3 3H4A H 0 0 N N N -29.136 -65.401 22.085 -1.494 2.711 -1.528 H4A3 1TP 46 1TP H5A1 1H5A H 0 0 N N N -28.037 -66.278 18.718 1.044 -1.192 -1.793 H5A1 1TP 47 1TP H5A2 2H5A H 0 0 N N N -27.968 -68.063 18.659 1.452 0.355 -2.573 H5A2 1TP 48 1TP H5B1 1H5B H 0 0 N N N -26.358 -68.110 17.363 2.849 0.973 -0.621 H5B1 1TP 49 1TP H5B2 2H5B H 0 0 N N N -25.477 -66.662 18.235 2.442 -0.574 0.160 H5B2 1TP 50 1TP HO13 3HO1 H 0 0 N N N -23.907 -65.214 15.147 6.295 -0.286 -2.195 HO13 1TP 51 1TP H6B1 1H6B H 0 0 N N N -25.038 -69.740 12.858 7.396 2.270 1.988 H6B1 1TP 52 1TP HO23 3HO2 H 0 0 N N N -26.333 -70.679 15.372 5.504 -0.005 2.556 HO23 1TP 53 1TP H25 H25 H 0 1 N N N -25.947 -70.198 25.682 -4.714 -0.814 -0.125 H25 1TP 54 1TP H351 1H35 H 0 0 N N N -26.303 -72.475 23.603 -3.007 -0.556 3.024 H351 1TP 55 1TP H352 2H35 H 0 0 N N N -24.743 -71.611 23.826 -3.498 -2.241 2.728 H352 1TP 56 1TP H353 3H35 H 0 0 N N N -25.523 -71.654 22.208 -1.798 -1.759 2.514 H353 1TP 57 1TP H45 H45 H 0 1 N N N -29.808 -71.596 22.858 -3.697 -4.010 -0.616 H45 1TP 58 # 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 1TP "N1'" "C2'" DOUB Y N 1 1TP "N1'" "C6'" SING Y N 2 1TP "C2'" C2A SING N N 3 1TP "C2'" "N3'" SING Y N 4 1TP C2A H2A1 SING N N 5 1TP C2A H2A2 SING N N 6 1TP C2A H2A3 SING N N 7 1TP "N3'" "C4'" DOUB Y N 8 1TP "C4'" "N4'" SING N N 9 1TP "C4'" "C5'" SING Y N 10 1TP "N4'" "H4'1" SING N N 11 1TP "N4'" "H4'2" SING N N 12 1TP "C5'" "C6'" DOUB Y N 13 1TP "C5'" "C7'" SING N N 14 1TP "C6'" "H6'" SING N N 15 1TP "C7'" N3 SING N N 16 1TP "C7'" "H7'1" SING N N 17 1TP "C7'" "H7'2" SING N N 18 1TP N3 C2 SING N N 19 1TP N3 C4 SING N N 20 1TP C2 S1 SING N N 21 1TP C2 C15 SING N N 22 1TP C2 H2 SING N N 23 1TP S1 C5 SING N N 24 1TP C5 C4 SING N N 25 1TP C5 C5A SING N N 26 1TP C5 H5 SING N N 27 1TP C4 C4A SING N N 28 1TP C4 H4 SING N N 29 1TP C4A H4A1 SING N N 30 1TP C4A H4A2 SING N N 31 1TP C4A H4A3 SING N N 32 1TP C5A C5B SING N N 33 1TP C5A H5A1 SING N N 34 1TP C5A H5A2 SING N N 35 1TP C5B O5G SING N N 36 1TP C5B H5B1 SING N N 37 1TP C5B H5B2 SING N N 38 1TP O5G P1 SING N N 39 1TP P1 O11 SING N N 40 1TP P1 O12 DOUB N N 41 1TP P1 O13 SING N N 42 1TP O11 P2 SING N N 43 1TP O13 HO13 SING N N 44 1TP P2 O21 DOUB N N 45 1TP P2 O22 SING N N 46 1TP P2 O23 SING N N 47 1TP O22 H6B1 SING N N 48 1TP O23 HO23 SING N N 49 1TP C15 O25 SING N N 50 1TP C15 C35 SING N N 51 1TP C15 C25 SING N N 52 1TP O25 H25 SING N N 53 1TP C35 H351 SING N N 54 1TP C35 H352 SING N N 55 1TP C35 H353 SING N N 56 1TP C25 O35 DOUB N N 57 1TP C25 O45 SING N N 58 1TP O45 H45 SING N N 59 # 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 1TP SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OCCC2SC(N(Cc1cnc(nc1N)C)C2C)C(O)(C(=O)O)C" 1TP SMILES_CANONICAL CACTVS 3.341 "C[C@H]1[C@H](CCO[P@](O)(=O)O[P](O)(O)=O)S[C@@H](N1Cc2cnc(C)nc2N)[C@@](C)(O)C(O)=O" 1TP SMILES CACTVS 3.341 "C[CH]1[CH](CCO[P](O)(=O)O[P](O)(O)=O)S[CH](N1Cc2cnc(C)nc2N)[C](C)(O)C(O)=O" 1TP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ncc(c(n1)N)C[N@@]2C([C@@H](S[C@@H]2[C@](C)(C(=O)O)O)CCO[P@@](=O)(O)OP(=O)(O)O)C" 1TP SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ncc(c(n1)N)CN2C(C(SC2C(C)(C(=O)O)O)CCOP(=O)(O)OP(=O)(O)O)C" 1TP InChI InChI 1.03 "InChI=1S/C15H26N4O10P2S/c1-8-11(4-5-28-31(26,27)29-30(23,24)25)32-13(15(3,22)14(20)21)19(8)7-10-6-17-9(2)18-12(10)16/h6,8,11,13,22H,4-5,7H2,1-3H3,(H,20,21)(H,26,27)(H2,16,17,18)(H2,23,24,25)/t8-,11-,13+,15+/m0/s1" 1TP InChIKey InChI 1.03 TYOXZTVUMWOHPA-JPRMETQZSA-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 1TP "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[(2R,4S,5S)-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazolidin-2-yl]-2-hydroxypropanoic acid" 1TP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[(2R,3R,5S)-3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-5-[2-(hydroxy-phosphonooxy-phosphoryl)oxyethyl]-4-methyl-1,3-thiazolidin-2-yl]-2-hydroxy-propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1TP "Create component" 2005-10-11 EBI 1TP "Modify descriptor" 2011-06-04 RCSB #