data_20T # _chem_comp.id 20T _chem_comp.name "1-(5-O-phosphono-beta-D-ribofuranosyl)-N-(4-{[3-(trifluoromethyl)phenyl]sulfonyl}benzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 F3 N4 O10 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-13 _chem_comp.pdbx_modified_date 2013-09-20 _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 672.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 20T _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 4M6Q _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 20T C1 C1 C 0 1 Y N N 9.626 -2.121 49.683 9.782 0.494 2.369 C1 20T 1 20T C2 C2 C 0 1 Y N N 10.782 -1.439 49.331 10.550 0.150 1.272 C2 20T 2 20T C3 C3 C 0 1 Y N N 11.098 -1.248 47.993 10.066 0.363 -0.005 C3 20T 3 20T C4 C4 C 0 1 Y N N 10.250 -1.748 47.014 8.813 0.919 -0.185 C4 20T 4 20T C5 C5 C 0 1 Y N N 9.086 -2.428 47.362 8.045 1.262 0.911 C5 20T 5 20T C6 C6 C 0 1 Y N N 8.778 -2.618 48.704 8.528 1.045 2.188 C6 20T 6 20T S7 S7 S 0 1 N N N 8.026 -3.068 46.094 6.448 1.971 0.682 S7 20T 7 20T O8 O8 O 0 1 N N N 6.982 -3.799 46.727 6.158 2.698 1.867 O8 20T 8 20T O9 O9 O 0 1 N N N 7.807 -2.012 45.167 6.454 2.563 -0.611 O9 20T 9 20T C10 C10 C 0 1 Y N N 9.073 -4.241 45.297 5.293 0.643 0.616 C10 20T 10 20T C11 C11 C 0 1 Y N N 9.102 -5.557 45.719 4.697 0.187 1.777 C11 20T 11 20T C12 C12 C 0 1 Y N N 9.942 -6.458 45.096 3.791 -0.856 1.725 C12 20T 12 20T C13 C13 C 0 1 Y N N 10.755 -6.035 44.059 3.480 -1.442 0.512 C13 20T 13 20T C14 C14 C 0 1 Y N N 10.735 -4.717 43.655 4.075 -0.985 -0.649 C14 20T 14 20T C15 C15 C 0 1 Y N N 9.893 -3.823 44.271 4.977 0.061 -0.598 C15 20T 15 20T C16 C16 C 0 1 N N N 11.689 -7.007 43.394 2.492 -2.579 0.456 C16 20T 16 20T N17 N17 N 0 1 N N N 11.416 -7.223 41.976 1.142 -2.044 0.266 N17 20T 17 20T C18 C18 C 0 1 N N N 10.375 -7.976 41.566 0.090 -2.882 0.186 C18 20T 18 20T O19 O19 O 0 1 N N N 9.610 -8.497 42.356 0.262 -4.083 0.272 O19 20T 19 20T C20 C20 C 0 1 Y N N 10.178 -8.183 40.123 -1.272 -2.343 -0.006 C20 20T 20 20T C21 C21 C 0 1 Y N N 11.096 -7.664 39.210 -2.367 -3.204 -0.090 C21 20T 21 20T C22 C22 C 0 1 Y N N 10.870 -7.898 37.853 -3.631 -2.638 -0.272 C22 20T 22 20T C23 C23 C 0 1 Y N N 11.585 -7.526 36.639 -4.978 -3.184 -0.404 C23 20T 23 20T N24 N24 N 0 1 Y N N 10.924 -8.016 35.637 -5.795 -2.181 -0.557 N24 20T 24 20T N25 N25 N 0 1 Y N N 9.786 -8.700 36.076 -5.087 -0.976 -0.538 N25 20T 25 20T C26 C26 C 0 1 Y N N 9.737 -8.643 37.452 -3.757 -1.236 -0.364 C26 20T 26 20T N27 N27 N 0 1 Y N N 8.902 -9.113 38.382 -2.681 -0.461 -0.277 N27 20T 27 20T C28 C28 C 0 1 Y N N 9.082 -8.916 39.660 -1.480 -0.960 -0.101 C28 20T 28 20T C29 C29 C 0 1 N N R 8.859 -9.363 35.139 -5.678 0.357 -0.681 C29 20T 29 20T C31 C31 C 0 1 N N R 7.462 -9.690 35.719 -6.072 0.623 -2.156 C31 20T 30 20T C33 C33 C 0 1 N N S 6.479 -8.720 35.046 -7.186 1.688 -2.007 C33 20T 31 20T C35 C35 C 0 1 N N R 7.248 -8.224 33.810 -7.675 1.522 -0.555 C35 20T 32 20T O37 O37 O 0 1 N N N 8.659 -8.492 34.000 -6.936 0.433 0.023 O37 20T 33 20T C38 C38 C 0 1 N N N 7.024 -6.723 33.670 -9.170 1.201 -0.543 C38 20T 34 20T O39 O39 O 0 1 N N N 5.772 -6.529 33.026 -9.636 1.148 0.807 O39 20T 35 20T P40 P40 P 0 1 N N N 5.706 -5.869 31.571 -11.166 0.831 1.195 P40 20T 36 20T O41 O41 O 0 1 N N N 5.211 -4.481 31.739 -11.533 -0.671 0.749 O41 20T 37 20T O42 O42 O 0 1 N N N 7.181 -5.889 30.929 -11.358 0.981 2.787 O42 20T 38 20T O43 O43 O 0 1 N N N 4.709 -6.721 30.638 -12.059 1.785 0.499 O43 20T 39 20T O44 O44 O 0 1 N N N 5.299 -9.408 34.621 -6.655 2.999 -2.213 O44 20T 40 20T O45 O45 O 0 1 N N N 7.087 -11.035 35.408 -4.965 1.142 -2.895 O45 20T 41 20T C46 C46 C 0 1 N N N 12.359 -0.508 47.598 10.904 -0.011 -1.201 C46 20T 42 20T F47 F47 F 0 1 N N N 12.578 0.574 48.457 11.148 1.130 -1.974 F47 20T 43 20T F48 F48 F 0 1 N N N 13.454 -1.377 47.666 12.120 -0.550 -0.768 F48 20T 44 20T F49 F49 F 0 1 N N N 12.239 -0.021 46.294 10.221 -0.959 -1.970 F49 20T 45 20T H1 H1 H 0 1 N N N 9.385 -2.266 50.726 10.161 0.328 3.366 H1 20T 46 20T H2 H2 H 0 1 N N N 11.437 -1.056 50.100 11.529 -0.284 1.413 H2 20T 47 20T H3 H3 H 0 1 N N N 10.496 -1.608 45.972 8.436 1.089 -1.183 H3 20T 48 20T H4 H4 H 0 1 N N N 7.881 -3.151 48.984 7.927 1.313 3.045 H4 20T 49 20T H5 H5 H 0 1 N N N 8.470 -5.879 46.533 4.940 0.644 2.724 H5 20T 50 20T H6 H6 H 0 1 N N N 9.965 -7.489 45.417 3.326 -1.212 2.632 H6 20T 51 20T H7 H7 H 0 1 N N N 11.381 -4.387 42.855 3.832 -1.443 -1.596 H7 20T 52 20T H8 H8 H 0 1 N N N 9.874 -2.792 43.951 5.442 0.418 -1.505 H8 20T 53 20T H9 H9 H 0 1 N N N 11.608 -7.974 43.912 2.743 -3.237 -0.375 H9 20T 54 20T H10 H10 H 0 1 N N N 12.715 -6.623 43.493 2.532 -3.141 1.389 H10 20T 55 20T H11 H11 H 0 1 N N N 12.014 -6.803 41.294 1.005 -1.086 0.197 H11 20T 56 20T H12 H12 H 0 1 N N N 11.954 -7.099 39.543 -2.241 -4.274 -0.017 H12 20T 57 20T H13 H13 H 0 1 N N N 12.496 -6.949 36.584 -5.249 -4.229 -0.381 H13 20T 58 20T H14 H14 H 0 1 N N N 8.376 -9.324 40.368 -0.634 -0.292 -0.036 H14 20T 59 20T H15 H15 H 0 1 N N N 9.313 -10.305 34.798 -4.988 1.122 -0.324 H15 20T 60 20T H16 H16 H 0 1 N N N 7.466 -9.519 36.806 -6.460 -0.282 -2.625 H16 20T 61 20T H17 H17 H 0 1 N N N 6.248 -7.880 35.717 -7.998 1.492 -2.708 H17 20T 62 20T H18 H18 H 0 1 N N N 6.872 -8.739 32.914 -7.486 2.438 0.006 H18 20T 63 20T H19 H19 H 0 1 N N N 7.829 -6.279 33.065 -9.713 1.976 -1.084 H19 20T 64 20T H20 H20 H 0 1 N N N 7.010 -6.252 34.664 -9.339 0.237 -1.024 H20 20T 65 20T H21 H21 H 0 1 N N N 4.399 -4.374 31.258 -10.987 -1.350 1.168 H21 20T 66 20T H22 H22 H 0 1 N N N 7.171 -6.399 30.128 -12.258 0.805 3.093 H22 20T 67 20T H23 H23 H 0 1 N N N 4.820 -9.716 35.382 -6.281 3.138 -3.093 H23 20T 68 20T H24 H24 H 0 1 N N N 7.693 -11.637 35.823 -5.162 1.324 -3.824 H24 20T 69 # 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 20T O43 P40 DOUB N N 1 20T O42 P40 SING N N 2 20T P40 O41 SING N N 3 20T P40 O39 SING N N 4 20T O39 C38 SING N N 5 20T C38 C35 SING N N 6 20T C35 O37 SING N N 7 20T C35 C33 SING N N 8 20T O37 C29 SING N N 9 20T O44 C33 SING N N 10 20T C33 C31 SING N N 11 20T C29 C31 SING N N 12 20T C29 N25 SING N N 13 20T O45 C31 SING N N 14 20T N24 N25 SING Y N 15 20T N24 C23 DOUB Y N 16 20T N25 C26 SING Y N 17 20T C23 C22 SING Y N 18 20T C26 C22 DOUB Y N 19 20T C26 N27 SING Y N 20 20T C22 C21 SING Y N 21 20T N27 C28 DOUB Y N 22 20T C21 C20 DOUB Y N 23 20T C28 C20 SING Y N 24 20T C20 C18 SING N N 25 20T C18 N17 SING N N 26 20T C18 O19 DOUB N N 27 20T N17 C16 SING N N 28 20T C16 C13 SING N N 29 20T C14 C13 DOUB Y N 30 20T C14 C15 SING Y N 31 20T C13 C12 SING Y N 32 20T C15 C10 DOUB Y N 33 20T C12 C11 DOUB Y N 34 20T O9 S7 DOUB N N 35 20T C10 C11 SING Y N 36 20T C10 S7 SING N N 37 20T S7 O8 DOUB N N 38 20T S7 C5 SING N N 39 20T F49 C46 SING N N 40 20T C4 C5 DOUB Y N 41 20T C4 C3 SING Y N 42 20T C5 C6 SING Y N 43 20T C46 F48 SING N N 44 20T C46 C3 SING N N 45 20T C46 F47 SING N N 46 20T C3 C2 DOUB Y N 47 20T C6 C1 DOUB Y N 48 20T C2 C1 SING Y N 49 20T C1 H1 SING N N 50 20T C2 H2 SING N N 51 20T C4 H3 SING N N 52 20T C6 H4 SING N N 53 20T C11 H5 SING N N 54 20T C12 H6 SING N N 55 20T C14 H7 SING N N 56 20T C15 H8 SING N N 57 20T C16 H9 SING N N 58 20T C16 H10 SING N N 59 20T N17 H11 SING N N 60 20T C21 H12 SING N N 61 20T C23 H13 SING N N 62 20T C28 H14 SING N N 63 20T C29 H15 SING N N 64 20T C31 H16 SING N N 65 20T C33 H17 SING N N 66 20T C35 H18 SING N N 67 20T C38 H19 SING N N 68 20T C38 H20 SING N N 69 20T O41 H21 SING N N 70 20T O42 H22 SING N N 71 20T O44 H23 SING N N 72 20T O45 H24 SING N N 73 # 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 20T SMILES ACDLabs 12.01 "FC(F)(F)c1cc(ccc1)S(=O)(=O)c2ccc(cc2)CNC(=O)c3cc4cnn(c4nc3)C5OC(C(O)C5O)COP(=O)(O)O" 20T InChI InChI 1.03 "InChI=1S/C26H24F3N4O10PS/c27-26(28,29)17-2-1-3-19(9-17)45(40,41)18-6-4-14(5-7-18)10-31-24(36)16-8-15-12-32-33(23(15)30-11-16)25-22(35)21(34)20(43-25)13-42-44(37,38)39/h1-9,11-12,20-22,25,34-35H,10,13H2,(H,31,36)(H2,37,38,39)/t20-,21-,22-,25-/m1/s1" 20T InChIKey InChI 1.03 MBKCNGJHWVWHDL-NMOFPLQQSA-N 20T SMILES_CANONICAL CACTVS 3.385 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2ncc3cc(cnc23)C(=O)NCc4ccc(cc4)[S](=O)(=O)c5cccc(c5)C(F)(F)F" 20T SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2ncc3cc(cnc23)C(=O)NCc4ccc(cc4)[S](=O)(=O)c5cccc(c5)C(F)(F)F" 20T SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)S(=O)(=O)c2ccc(cc2)CNC(=O)c3cc4cnn(c4nc3)[C@H]5[C@@H]([C@@H]([C@H](O5)COP(=O)(O)O)O)O)C(F)(F)F" 20T SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)S(=O)(=O)c2ccc(cc2)CNC(=O)c3cc4cnn(c4nc3)C5C(C(C(O5)COP(=O)(O)O)O)O)C(F)(F)F" # 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 20T "SYSTEMATIC NAME" ACDLabs 12.01 "1-(5-O-phosphono-beta-D-ribofuranosyl)-N-(4-{[3-(trifluoromethyl)phenyl]sulfonyl}benzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" 20T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-3,4-bis(oxidanyl)-5-[5-[[4-[3-(trifluoromethyl)phenyl]sulfonylphenyl]methylcarbamoyl]pyrazolo[3,4-b]pyridin-1-yl]oxolan-2-yl]methyl dihydrogen 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 20T "Create component" 2013-08-13 RCSB 20T "Initial release" 2013-09-25 RCSB #