data_792 # _chem_comp.id 792 _chem_comp.name "N-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-5-methyl-D-tryptophan" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-05 _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 426.485 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 792 _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 3G42 _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 792 C1 C1 C 0 1 Y N N 9.689 11.711 131.170 2.075 2.279 1.274 C1 792 1 792 C2 C2 C 0 1 Y N N 9.236 10.364 131.347 0.761 1.942 1.583 C2 792 2 792 C3 C3 C 0 1 Y N N 7.885 9.982 130.979 -0.251 2.169 0.633 C3 792 3 792 C4 C4 C 0 1 Y N N 6.999 10.969 130.431 0.070 2.728 -0.606 C4 792 4 792 C5 C5 C 0 1 Y N N 7.458 12.308 130.258 1.367 3.052 -0.889 C5 792 5 792 C6 C6 C 0 1 Y N N 8.792 12.685 130.622 2.368 2.834 0.048 C6 792 6 792 S7 S7 S 0 1 N N N 5.335 6.008 134.439 -2.421 -2.110 0.095 S7 792 7 792 C8 C8 C 0 1 Y N N 3.929 6.782 135.228 -0.698 -1.837 -0.148 C8 792 8 792 C9 C9 C 0 1 Y N N 2.623 6.632 134.658 -0.236 -1.386 -1.370 C9 792 9 792 C10 C10 C 0 1 Y N N 1.498 7.243 135.290 1.115 -1.171 -1.563 C10 792 10 792 C11 C11 C 0 1 Y N N 1.676 8.001 136.491 2.009 -1.408 -0.529 C11 792 11 792 C12 C12 C 0 1 Y N N 2.998 8.158 137.072 1.543 -1.861 0.697 C12 792 12 792 C13 C13 C 0 1 Y N N 4.129 7.543 136.432 0.190 -2.069 0.886 C13 792 13 792 O14 O14 O 0 1 N N N 0.506 8.569 137.049 3.338 -1.198 -0.716 O14 792 14 792 C15 C15 C 0 1 N N N 0.319 8.497 138.482 4.199 -1.463 0.393 C15 792 15 792 C16 C16 C 0 1 N N N -0.148 7.149 138.914 5.593 -1.182 0.010 C16 792 16 792 C17 C17 C 0 1 N N N -0.509 6.075 139.293 6.704 -0.958 -0.295 C17 792 17 792 C18 C18 C 0 1 N N N -0.940 4.768 139.774 8.097 -0.676 -0.677 C18 792 18 792 O19 O19 O 0 1 N N N 6.256 5.624 135.465 -2.978 -2.333 -1.194 O19 792 19 792 O20 O20 O 0 1 N N N 4.834 4.933 133.621 -2.534 -3.041 1.162 O20 792 20 792 N21 N21 N 0 1 Y N N 9.854 9.224 131.841 0.159 1.391 2.693 N21 792 21 792 C22 C22 C 0 1 Y N N 8.984 8.176 131.802 -1.186 1.264 2.478 C22 792 22 792 C23 C23 C 0 1 Y N N 7.735 8.568 131.279 -1.498 1.716 1.253 C23 792 23 792 C24 C24 C 0 1 N N N 6.501 7.682 131.081 -2.872 1.749 0.633 C24 792 24 792 C25 C25 C 0 1 N N R 5.480 7.659 132.272 -3.077 0.495 -0.219 C25 792 25 792 C26 C26 C 0 1 N N N 4.876 9.021 132.561 -4.399 0.586 -0.936 C26 792 26 792 N27 N27 N 0 1 N N N 6.111 7.076 133.462 -3.070 -0.688 0.644 N27 792 27 792 O28 O28 O 0 1 N N N 5.368 9.714 133.456 -4.633 1.598 -1.787 O28 792 28 792 O29 O29 O 0 1 N N N 3.919 9.384 131.887 -5.249 -0.251 -0.746 O29 792 29 792 C48 C48 C 0 1 N N N 6.543 13.311 129.697 1.712 3.655 -2.226 C48 792 30 792 H1 H1 H 0 1 N N N 10.695 11.990 131.446 2.861 2.110 1.994 H1 792 31 792 H4 H4 H 0 1 N N N 5.991 10.699 130.151 -0.705 2.904 -1.338 H4 792 32 792 H6 H6 H 0 1 N N N 9.122 13.704 130.483 3.388 3.095 -0.190 H6 792 33 792 H9 H9 H 0 1 N N N 2.490 6.058 133.753 -0.932 -1.201 -2.176 H9 792 34 792 H10 H10 H 0 1 N N N 0.513 7.133 134.862 1.476 -0.818 -2.518 H10 792 35 792 H12 H12 H 0 1 N N N 3.130 8.732 137.977 2.236 -2.047 1.504 H12 792 36 792 H13 H13 H 0 1 N N N 5.119 7.651 136.851 -0.174 -2.418 1.841 H13 792 37 792 H15 H15 H 0 1 N N N 1.279 8.711 138.974 3.918 -0.827 1.232 H15 792 38 792 H15A H15A H 0 0 N N N -0.449 9.232 138.764 4.106 -2.510 0.683 H15A 792 39 792 H18 H18 H 0 1 N N N -1.049 4.081 138.922 8.754 -0.879 0.169 H18 792 40 792 H18A H18A H 0 0 N N N -0.190 4.369 140.473 8.379 -1.312 -1.516 H18A 792 41 792 H18B H18B H 0 0 N N N -1.907 4.868 140.290 8.190 0.370 -0.967 H18B 792 42 792 H22 H22 H 0 1 N N N 9.221 7.174 132.129 -1.892 0.860 3.188 H22 792 43 792 H24 H24 H 0 1 N N N 5.966 8.056 130.195 -3.625 1.781 1.420 H24 792 44 792 H24A H24A H 0 0 N N N 6.879 6.653 130.986 -2.965 2.635 0.005 H24A 792 45 792 H25 H25 H 0 1 N N N 4.635 7.022 131.972 -2.272 0.417 -0.950 H25 792 46 792 HN27 HN27 H 0 0 N N N 6.339 7.853 134.048 -3.445 -0.640 1.537 HN27 792 47 792 HO28 HO28 H 0 0 N N N 4.892 10.534 133.520 -5.496 1.615 -2.223 HO28 792 48 792 H48 H48 H 0 1 N N N 6.314 14.068 130.462 1.644 4.741 -2.163 H48 792 49 792 H48A H48A H 0 0 N N N 7.017 13.796 128.831 2.727 3.369 -2.502 H48A 792 50 792 H48B H48B H 0 0 N N N 5.612 12.820 129.378 1.015 3.290 -2.980 H48B 792 51 792 HN21 HN21 H 0 0 N N N 10.795 9.178 132.175 0.621 1.132 3.506 HN21 792 52 # 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 792 C6 C1 DOUB Y N 1 792 C1 C2 SING Y N 2 792 C1 H1 SING N N 3 792 C3 C2 DOUB Y N 4 792 C2 N21 SING Y N 5 792 C4 C3 SING Y N 6 792 C3 C23 SING Y N 7 792 C5 C4 DOUB Y N 8 792 C4 H4 SING N N 9 792 C48 C5 SING N N 10 792 C5 C6 SING Y N 11 792 C6 H6 SING N N 12 792 N27 S7 SING N N 13 792 O20 S7 DOUB N N 14 792 S7 C8 SING N N 15 792 S7 O19 DOUB N N 16 792 C9 C8 DOUB Y N 17 792 C8 C13 SING Y N 18 792 C9 C10 SING Y N 19 792 C9 H9 SING N N 20 792 C10 C11 DOUB Y N 21 792 C10 H10 SING N N 22 792 C11 O14 SING N N 23 792 C11 C12 SING Y N 24 792 C13 C12 DOUB Y N 25 792 C12 H12 SING N N 26 792 C13 H13 SING N N 27 792 O14 C15 SING N N 28 792 C15 C16 SING N N 29 792 C15 H15 SING N N 30 792 C15 H15A SING N N 31 792 C16 C17 TRIP N N 32 792 C17 C18 SING N N 33 792 C18 H18 SING N N 34 792 C18 H18A SING N N 35 792 C18 H18B SING N N 36 792 C22 N21 SING Y N 37 792 C23 C22 DOUB Y N 38 792 C22 H22 SING N N 39 792 C24 C23 SING N N 40 792 C24 C25 SING N N 41 792 C24 H24 SING N N 42 792 C24 H24A SING N N 43 792 C25 C26 SING N N 44 792 C25 N27 SING N N 45 792 C25 H25 SING N N 46 792 O29 C26 DOUB N N 47 792 C26 O28 SING N N 48 792 N27 HN27 SING N N 49 792 O28 HO28 SING N N 50 792 C48 H48 SING N N 51 792 C48 H48A SING N N 52 792 C48 H48B SING N N 53 792 N21 HN21 SING N N 54 # 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 792 SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(OCC#CC)cc1)NC(C(=O)O)Cc3c2cc(ccc2nc3)C" 792 SMILES_CANONICAL CACTVS 3.341 "CC#CCOc1ccc(cc1)[S](=O)(=O)N[C@H](Cc2c[nH]c3ccc(C)cc23)C(O)=O" 792 SMILES CACTVS 3.341 "CC#CCOc1ccc(cc1)[S](=O)(=O)N[CH](Cc2c[nH]c3ccc(C)cc23)C(O)=O" 792 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC#CCOc1ccc(cc1)S(=O)(=O)N[C@H](Cc2c[nH]c3c2cc(cc3)C)C(=O)O" 792 SMILES "OpenEye OEToolkits" 1.5.0 "CC#CCOc1ccc(cc1)S(=O)(=O)NC(Cc2c[nH]c3c2cc(cc3)C)C(=O)O" 792 InChI InChI 1.03 "InChI=1S/C22H22N2O5S/c1-3-4-11-29-17-6-8-18(9-7-17)30(27,28)24-21(22(25)26)13-16-14-23-20-10-5-15(2)12-19(16)20/h5-10,12,14,21,23-24H,11,13H2,1-2H3,(H,25,26)/t21-/m1/s1" 792 InChIKey InChI 1.03 SFVPXERGVLDWIS-OAQYLSRUSA-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 792 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-5-methyl-D-tryptophan" 792 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(4-but-2-ynoxyphenyl)sulfonylamino]-3-(5-methyl-1H-indol-3-yl)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 792 "Create component" 2009-02-05 RCSB 792 "Modify aromatic_flag" 2011-06-04 RCSB 792 "Modify descriptor" 2011-06-04 RCSB #