data_N21 # _chem_comp.id N21 _chem_comp.name "(2R)-2-[[4-[[4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl]phenyl]sulfonylamino]pentanedioic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 N2 O9 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-20 _chem_comp.pdbx_modified_date 2011-10-14 _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 520.532 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N21 _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 2Y67 _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 N21 OE1 OE1 O 0 1 N N N 38.047 0.284 19.526 -6.978 -3.844 0.377 OE1 N21 1 N21 CD CD C 0 1 N N N 37.955 1.100 20.476 -5.910 -3.480 -0.054 CD N21 2 N21 OE2 OE2 O 0 1 N N N 37.142 0.945 21.409 -5.075 -4.368 -0.616 OE2 N21 3 N21 CG CG C 0 1 N N N 38.834 2.334 20.560 -5.519 -2.027 0.031 CG N21 4 N21 CB CB C 0 1 N N N 39.719 2.561 19.350 -6.642 -1.235 0.703 CB N21 5 N21 C C C 0 1 N N N 40.149 4.919 20.086 -7.294 0.999 1.560 C N21 6 N21 OXT OXT O 0 1 N N N 40.029 5.212 21.306 -7.570 0.662 2.830 OXT N21 7 N21 O O O 0 1 N N N 39.760 5.683 19.171 -7.888 1.910 1.035 O N21 8 N21 N N N 0 1 N N N 41.576 3.721 18.456 -6.132 0.796 -0.560 N N21 9 N21 OBC OBC O 0 1 N N N 43.387 5.181 17.808 -5.084 2.920 0.133 OBC N21 10 N21 CAT CAT C 0 1 Y N N 44.872 2.927 16.867 -2.802 0.549 -1.766 CAT N21 11 N21 CAQ CAQ C 0 1 Y N N 45.433 1.836 16.192 -1.569 -0.054 -1.609 CAQ N21 12 N21 CAS CAS C 0 1 Y N N 43.781 2.735 17.729 -3.409 1.173 -0.692 CAS N21 13 N21 CAR CAR C 0 1 Y N N 43.255 1.446 17.901 -2.780 1.195 0.540 CAR N21 14 N21 CAP CAP C 0 1 Y N N 43.813 0.360 17.226 -1.546 0.592 0.697 CAP N21 15 N21 CAO CAO C 0 1 Y N N 44.907 0.546 16.371 -0.940 -0.032 -0.378 CAO N21 16 N21 CAN CAN C 0 1 N N N 45.489 -0.664 15.649 0.404 -0.691 -0.206 CAN N21 17 N21 CAA CAA C 0 1 Y N N 47.450 -1.009 17.099 2.719 -0.180 -0.374 CAA N21 18 N21 CAB CAB C 0 1 Y N N 46.898 -0.359 18.205 3.771 0.692 -0.630 CAB N21 19 N21 CAG CAG C 0 1 Y N N 47.443 -0.522 19.476 5.072 0.256 -0.515 CAG N21 20 N21 CAC CAC C 0 1 Y N N 48.567 -1.828 17.273 2.973 -1.495 -0.000 CAC N21 21 N21 CAE CAE C 0 1 Y N N 49.117 -1.989 18.547 4.270 -1.940 0.118 CAE N21 22 N21 CAF CAF C 0 1 Y N N 48.565 -1.327 19.648 5.334 -1.067 -0.139 CAF N21 23 N21 CAH CAH C 0 1 N N N 49.099 -1.458 21.058 6.720 -1.537 -0.016 CAH N21 24 N21 SBG SBG S 0 1 N N N 51.844 -1.504 20.084 7.596 1.100 0.468 SBG N21 25 N21 CAL CAL C 0 1 N N N 52.971 -1.736 21.397 9.347 1.358 0.558 CAL N21 26 N21 NAX NAX N 0 1 N N N 52.513 -1.860 22.649 9.926 0.168 0.365 NAX N21 27 N21 CA CA C 0 1 N N R 40.788 3.603 19.680 -6.244 0.240 0.790 CA N21 28 N21 CAK CAK C 0 1 N N N 51.175 -1.771 22.564 9.171 -0.898 0.159 CAK N21 29 N21 CAI CAI C 0 1 N N N 50.596 -1.585 21.327 7.726 -0.644 0.166 CAI N21 30 N21 OBE OBE O 0 1 N N N 50.314 -1.863 23.765 9.639 -2.007 -0.023 OBE N21 31 N21 SAU SAU S 0 1 N N N 43.088 3.966 18.504 -4.982 1.941 -0.891 SAU N21 32 N21 OBD OBD O 0 1 N N N 43.525 4.032 19.868 -5.106 2.247 -2.274 OBD N21 33 N21 OBH OBH O 0 1 N N N 54.419 -1.816 21.172 9.914 2.416 0.757 OBH N21 34 N21 OAY OAY O 0 1 N N N 46.900 -0.832 15.847 1.438 0.256 -0.483 OAY N21 35 N21 HE2 HE2 H 0 1 N N N 36.645 0.148 21.268 -5.372 -5.288 -0.652 HE2 N21 36 N21 HG1C HG1C H 0 0 N N N 38.176 3.209 20.664 -4.605 -1.931 0.618 HG1C N21 37 N21 HG2C HG2C H 0 0 N N N 39.506 2.184 21.418 -5.348 -1.637 -0.972 HG2C N21 38 N21 HB1C HB1C H 0 0 N N N 40.206 1.615 19.071 -7.555 -1.331 0.116 HB1C N21 39 N21 HB2C HB2C H 0 0 N N N 39.104 2.923 18.512 -6.812 -1.625 1.707 HB2C N21 40 N21 HA HA H 0 1 N N N 41.418 3.314 20.534 -5.285 0.328 1.300 HA N21 41 N21 HXT HXT H 0 1 N N N 39.616 6.064 21.388 -8.251 1.177 3.283 HXT N21 42 N21 H H H 0 1 N N N 41.457 2.854 17.973 -6.731 0.494 -1.261 H N21 43 N21 HAT HAT H 0 1 N N N 45.279 3.917 16.724 -3.291 0.536 -2.729 HAT N21 44 N21 HAQ HAQ H 0 1 N N N 46.274 1.987 15.531 -1.095 -0.542 -2.448 HAQ N21 45 N21 HAR HAR H 0 1 N N N 42.413 1.293 18.560 -3.254 1.683 1.379 HAR N21 46 N21 HAP HAP H 0 1 N N N 43.400 -0.628 17.363 -1.055 0.610 1.658 HAP N21 47 N21 HAN1 HAN1 H 0 0 N N N 44.982 -1.564 16.028 0.505 -1.050 0.818 HAN1 N21 48 N21 HAN2 HAN2 H 0 0 N N N 45.330 -0.505 14.572 0.487 -1.532 -0.895 HAN2 N21 49 N21 HAB HAB H 0 1 N N N 46.037 0.279 18.073 3.567 1.712 -0.919 HAB N21 50 N21 HAC HAC H 0 1 N N N 49.004 -2.335 16.426 2.152 -2.168 0.197 HAC N21 51 N21 HAG HAG H 0 1 N N N 46.997 -0.026 20.325 5.889 0.934 -0.715 HAG N21 52 N21 HAE HAE H 0 1 N N N 49.976 -2.630 18.683 4.467 -2.962 0.409 HAE N21 53 N21 HAH HAH H 0 1 N N N 48.409 -1.462 21.889 6.939 -2.593 -0.070 HAH N21 54 N21 HAX HAX H 0 1 N N N 53.056 -1.992 23.478 10.893 0.087 0.375 HAX N21 55 # 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 N21 OE2 CD SING N N 1 N21 CD OE1 DOUB N N 2 N21 CD CG SING N N 3 N21 CG CB SING N N 4 N21 CB CA SING N N 5 N21 C OXT SING N N 6 N21 C O DOUB N N 7 N21 C CA SING N N 8 N21 N CA SING N N 9 N21 N SAU SING N N 10 N21 OBC SAU DOUB N N 11 N21 CAT CAQ SING Y N 12 N21 CAT CAS DOUB Y N 13 N21 CAQ CAO DOUB Y N 14 N21 CAS CAR SING Y N 15 N21 CAS SAU SING N N 16 N21 CAR CAP DOUB Y N 17 N21 CAP CAO SING Y N 18 N21 CAO CAN SING N N 19 N21 CAN OAY SING N N 20 N21 CAA CAB SING Y N 21 N21 CAA CAC DOUB Y N 22 N21 CAA OAY SING N N 23 N21 CAB CAG DOUB Y N 24 N21 CAG CAF SING Y N 25 N21 CAC CAE SING Y N 26 N21 CAE CAF DOUB Y N 27 N21 CAF CAH SING N N 28 N21 CAH CAI DOUB N N 29 N21 SBG CAL SING N N 30 N21 SBG CAI SING N N 31 N21 CAL NAX SING N N 32 N21 CAL OBH DOUB N N 33 N21 NAX CAK SING N N 34 N21 CAK CAI SING N N 35 N21 CAK OBE DOUB N N 36 N21 SAU OBD DOUB N N 37 N21 OE2 HE2 SING N N 38 N21 CG HG1C SING N N 39 N21 CG HG2C SING N N 40 N21 CB HB1C SING N N 41 N21 CB HB2C SING N N 42 N21 CA HA SING N N 43 N21 OXT HXT SING N N 44 N21 N H SING N N 45 N21 CAT HAT SING N Z 46 N21 CAQ HAQ SING N N 47 N21 CAR HAR SING N N 48 N21 CAP HAP SING N N 49 N21 CAN HAN1 SING N N 50 N21 CAN HAN2 SING N N 51 N21 CAB HAB SING N N 52 N21 CAC HAC SING N N 53 N21 CAG HAG SING N N 54 N21 CAE HAE SING N N 55 N21 CAH HAH SING N N 56 N21 NAX HAX SING N N 57 # 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 N21 SMILES_CANONICAL CACTVS 3.352 "OC(=O)CC[C@@H](N[S](=O)(=O)c1ccc(COc2ccc(cc2)\C=C3/SC(=O)NC3=O)cc1)C(O)=O" N21 SMILES CACTVS 3.352 "OC(=O)CC[CH](N[S](=O)(=O)c1ccc(COc2ccc(cc2)C=C3SC(=O)NC3=O)cc1)C(O)=O" N21 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1COc2ccc(cc2)\C=C/3\C(=O)NC(=O)S3)S(=O)(=O)N[C@H](CCC(=O)O)C(=O)O" N21 SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1COc2ccc(cc2)C=C3C(=O)NC(=O)S3)S(=O)(=O)NC(CCC(=O)O)C(=O)O" N21 InChI InChI 1.03 "InChI=1S/C22H20N2O9S2/c25-19(26)10-9-17(21(28)29)24-35(31,32)16-7-3-14(4-8-16)12-33-15-5-1-13(2-6-15)11-18-20(27)23-22(30)34-18/h1-8,11,17,24H,9-10,12H2,(H,25,26)(H,28,29)(H,23,27,30)/b18-11-/t17-/m1/s1" N21 InChIKey InChI 1.03 BZCXCLVFYJNKLW-LVSMMTLPSA-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 N21 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-2-[[4-[[4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl]phenyl]sulfonylamino]pentanedioic 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 N21 "Create component" 2011-01-20 EBI N21 "Modify aromatic_flag" 2011-06-04 RCSB N21 "Modify descriptor" 2011-06-04 RCSB #