data_819 # _chem_comp.id 819 _chem_comp.name "ethyl (4-{3-[2,4-dihydroxy-5-(1-methylethyl)phenyl]-5-sulfanyl-4H-1,2,4-triazol-4-yl}benzyl)carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-21 _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 428.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 819 _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 3HHU _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 819 C1 C1 C 0 1 N N N -3.906 -34.264 -48.696 7.768 1.458 -0.254 C1 819 1 819 C2 C2 C 0 1 N N N -4.051 -35.443 -47.731 7.183 0.101 0.141 C2 819 2 819 O3 O3 O 0 1 N N N -2.962 -36.383 -47.925 5.737 0.142 0.015 O3 819 3 819 C4 C4 C 0 1 N N N -2.077 -36.402 -46.868 5.065 -0.982 0.328 C4 819 4 819 O5 O5 O 0 1 N N N -2.222 -35.608 -45.933 5.669 -1.970 0.696 O5 819 5 819 N6 N6 N 0 1 N N N -1.086 -37.298 -46.885 3.720 -1.011 0.232 N6 819 6 819 C8 C8 C 0 1 N N N -0.918 -38.287 -47.969 2.989 -2.234 0.572 C8 819 7 819 C9 C9 C 0 1 Y N N 0.120 -37.798 -48.984 1.511 -2.004 0.382 C9 819 8 819 C12 C12 C 0 1 Y N N -0.303 -37.238 -50.201 0.924 -2.268 -0.841 C12 819 9 819 C13 C13 C 0 1 Y N N 0.645 -36.798 -51.144 -0.430 -2.059 -1.018 C13 819 10 819 C10 C10 C 0 1 Y N N 1.492 -37.923 -48.707 0.745 -1.535 1.434 C10 819 11 819 C11 C11 C 0 1 Y N N 2.444 -37.485 -49.649 -0.609 -1.324 1.263 C11 819 12 819 C14 C14 C 0 1 Y N N 2.026 -36.913 -50.874 -1.201 -1.583 0.034 C14 819 13 819 N15 N15 N 0 1 Y N N 2.943 -36.397 -51.744 -2.575 -1.370 -0.142 N15 819 14 819 C16 C16 C 0 1 Y N N 3.285 -36.912 -52.912 -3.539 -2.317 -0.363 C16 819 15 819 S17 S17 S 0 1 N N N 2.653 -38.374 -53.624 -3.287 -4.057 -0.480 S17 819 16 819 N18 N18 N 0 1 Y N N 4.201 -36.122 -53.471 -4.686 -1.687 -0.470 N18 819 17 819 N20 N20 N 0 1 Y N N 4.425 -35.158 -52.696 -4.511 -0.421 -0.334 N20 819 18 819 C21 C21 C 0 1 Y N N 3.666 -35.267 -51.586 -3.240 -0.163 -0.125 C21 819 19 819 C22 C22 C 0 1 Y N N 3.640 -34.366 -50.484 -2.638 1.169 0.086 C22 819 20 819 C23 C23 C 0 1 Y N N 2.409 -33.815 -50.067 -1.488 1.536 -0.614 C23 819 21 819 C24 C24 C 0 1 Y N N 2.310 -33.094 -48.861 -0.928 2.780 -0.415 C24 819 22 819 C25 C25 C 0 1 N N N 0.964 -32.473 -48.420 0.313 3.176 -1.172 C25 819 23 819 C27 C27 C 0 1 N N N 0.741 -31.145 -49.155 1.445 2.202 -0.839 C27 819 24 819 C26 C26 C 0 1 N N N -0.202 -33.442 -48.678 0.029 3.133 -2.675 C26 819 25 819 C28 C28 C 0 1 Y N N 3.454 -32.918 -48.062 -1.506 3.671 0.482 C28 819 26 819 O29 O29 O 0 1 N N N 3.346 -32.323 -46.845 -0.949 4.895 0.673 O29 819 27 819 C31 C31 C 0 1 Y N N 4.693 -33.434 -48.482 -2.649 3.314 1.182 C31 819 28 819 C32 C32 C 0 1 Y N N 4.797 -34.151 -49.691 -3.222 2.070 0.986 C32 819 29 819 O33 O33 O 0 1 N N N 6.024 -34.568 -50.110 -4.345 1.722 1.667 O33 819 30 819 H1 H1 H 0 1 N N N -3.871 -33.324 -48.125 8.854 1.428 -0.159 H1 819 31 819 H1A H1A H 0 1 N N N -2.977 -34.376 -49.274 7.500 1.683 -1.286 H1A 819 32 819 H1B H1B H 0 1 N N N -4.766 -34.244 -49.382 7.368 2.231 0.402 H1B 819 33 819 H2 H2 H 0 1 N N N -4.029 -35.070 -46.696 7.584 -0.672 -0.515 H2 819 34 819 H2A H2A H 0 1 N N N -5.006 -35.953 -47.926 7.452 -0.124 1.174 H2A 819 35 819 HN6 HN6 H 0 1 N N N -0.429 -37.299 -46.131 3.238 -0.223 -0.061 HN6 819 36 819 H8 H8 H 0 1 N N N -0.579 -39.241 -47.538 3.316 -3.046 -0.077 H8 819 37 819 H8A H8A H 0 1 N N N -1.882 -38.422 -48.481 3.184 -2.498 1.612 H8A 819 38 819 H12 H12 H 0 1 N N N -1.358 -37.145 -50.414 1.524 -2.638 -1.659 H12 819 39 819 H13 H13 H 0 1 N N N 0.314 -36.370 -52.079 -0.888 -2.265 -1.974 H13 819 40 819 H10 H10 H 0 1 N N N 1.817 -38.355 -47.772 1.206 -1.334 2.389 H10 819 41 819 H11 H11 H 0 1 N N N 3.498 -37.586 -49.435 -1.207 -0.958 2.084 H11 819 42 819 HS17 HS17 H 0 0 N N N 2.496 -38.201 -54.903 -3.447 -4.419 0.873 HS17 819 43 819 H23 H23 H 0 1 N N N 1.531 -33.948 -50.681 -1.037 0.846 -1.312 H23 819 44 819 H25 H25 H 0 1 N N N 1.003 -32.280 -47.338 0.607 4.186 -0.886 H25 819 45 819 H27 H27 H 0 1 N N N 0.688 -30.325 -48.424 1.151 1.192 -1.125 H27 819 46 819 H27A H27A H 0 0 N N N 1.576 -30.965 -49.848 2.343 2.488 -1.387 H27A 819 47 819 H27B H27B H 0 0 N N N -0.201 -31.193 -49.721 1.648 2.232 0.231 H27B 819 48 819 H26 H26 H 0 1 N N N -0.704 -33.673 -47.727 -0.778 3.827 -2.912 H26 819 49 819 H26A H26A H 0 0 N N N -0.920 -32.975 -49.368 0.927 3.420 -3.223 H26A 819 50 819 H26B H26B H 0 0 N N N 0.185 -34.370 -49.123 -0.265 2.123 -2.961 H26B 819 51 819 HO29 HO29 H 0 0 N N N 3.321 -32.989 -46.168 -1.288 5.579 0.080 HO29 819 52 819 H31 H31 H 0 1 N N N 5.572 -33.280 -47.873 -3.095 4.010 1.878 H31 819 53 819 HO33 HO33 H 0 0 N N N 6.020 -34.665 -51.055 -4.175 1.363 2.548 HO33 819 54 # 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 819 C1 C2 SING N N 1 819 C2 O3 SING N N 2 819 O3 C4 SING N N 3 819 C4 O5 DOUB N N 4 819 C4 N6 SING N N 5 819 N6 C8 SING N N 6 819 C8 C9 SING N N 7 819 C9 C12 DOUB Y N 8 819 C9 C10 SING Y N 9 819 C12 C13 SING Y N 10 819 C13 C14 DOUB Y N 11 819 C10 C11 DOUB Y N 12 819 C11 C14 SING Y N 13 819 C14 N15 SING Y N 14 819 N15 C16 SING Y N 15 819 N15 C21 SING Y N 16 819 C16 S17 SING N N 17 819 C16 N18 DOUB Y N 18 819 N18 N20 SING Y N 19 819 N20 C21 DOUB Y N 20 819 C21 C22 SING Y N 21 819 C22 C23 DOUB Y N 22 819 C22 C32 SING Y N 23 819 C23 C24 SING Y N 24 819 C24 C25 SING N N 25 819 C24 C28 DOUB Y N 26 819 C25 C27 SING N N 27 819 C25 C26 SING N N 28 819 C28 O29 SING N N 29 819 C28 C31 SING Y N 30 819 C31 C32 DOUB Y N 31 819 C32 O33 SING N N 32 819 C1 H1 SING N N 33 819 C1 H1A SING N N 34 819 C1 H1B SING N N 35 819 C2 H2 SING N N 36 819 C2 H2A SING N N 37 819 N6 HN6 SING N N 38 819 C8 H8 SING N N 39 819 C8 H8A SING N N 40 819 C12 H12 SING N N 41 819 C13 H13 SING N N 42 819 C10 H10 SING N N 43 819 C11 H11 SING N N 44 819 S17 HS17 SING N N 45 819 C23 H23 SING N N 46 819 C25 H25 SING N N 47 819 C27 H27 SING N N 48 819 C27 H27A SING N N 49 819 C27 H27B SING N N 50 819 C26 H26 SING N N 51 819 C26 H26A SING N N 52 819 C26 H26B SING N N 53 819 O29 HO29 SING N N 54 819 C31 H31 SING N N 55 819 O33 HO33 SING N N 56 # 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 819 SMILES ACDLabs 10.04 "O=C(OCC)NCc3ccc(n1c(nnc1S)c2cc(c(O)cc2O)C(C)C)cc3" 819 SMILES_CANONICAL CACTVS 3.341 "CCOC(=O)NCc1ccc(cc1)n2c(S)nnc2c3cc(C(C)C)c(O)cc3O" 819 SMILES CACTVS 3.341 "CCOC(=O)NCc1ccc(cc1)n2c(S)nnc2c3cc(C(C)C)c(O)cc3O" 819 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOC(=O)NCc1ccc(cc1)n2c(nnc2S)c3cc(c(cc3O)O)C(C)C" 819 SMILES "OpenEye OEToolkits" 1.5.0 "CCOC(=O)NCc1ccc(cc1)n2c(nnc2S)c3cc(c(cc3O)O)C(C)C" 819 InChI InChI 1.03 "InChI=1S/C21H24N4O4S/c1-4-29-21(28)22-11-13-5-7-14(8-6-13)25-19(23-24-20(25)30)16-9-15(12(2)3)17(26)10-18(16)27/h5-10,12,26-27H,4,11H2,1-3H3,(H,22,28)(H,24,30)" 819 InChIKey InChI 1.03 VVLULBZUIUWMQM-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 819 "SYSTEMATIC NAME" ACDLabs 10.04 "ethyl (4-{3-[2,4-dihydroxy-5-(1-methylethyl)phenyl]-5-sulfanyl-4H-1,2,4-triazol-4-yl}benzyl)carbamate" 819 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl N-[[4-[3-(2,4-dihydroxy-5-propan-2-yl-phenyl)-5-sulfanyl-1,2,4-triazol-4-yl]phenyl]methyl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 819 "Create component" 2009-05-21 RCSB 819 "Modify aromatic_flag" 2011-06-04 RCSB 819 "Modify descriptor" 2011-06-04 RCSB #