data_1QA # _chem_comp.id 1QA _chem_comp.name "(2S)-({[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetyl}amino)(phenyl)ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H14 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 2013-04-25 _chem_comp.pdbx_modified_date 2013-05-10 _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 394.404 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1QA _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 4KBZ _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 1QA C1 C1 C 0 1 Y N N -9.637 21.767 -2.272 -5.881 0.694 -0.301 C1 INH 1 1QA C2 C2 C 0 1 Y N N -8.415 22.346 -2.658 -5.483 2.022 -0.096 C2 INH 2 1QA C3 C3 C 0 1 Y N N -8.247 22.769 -4.032 -4.157 2.289 0.256 C3 INH 3 1QA C7 C7 C 0 1 Y N N -11.548 21.919 -5.630 -2.610 -1.016 0.380 C7 INH 4 1QA C9 C9 C 0 1 Y N N -12.669 22.021 -7.583 -0.604 -1.884 0.821 C9 INH 5 1QA C10 C10 C 0 1 Y N N -13.642 21.440 -6.818 -1.199 -3.057 0.569 C10 INH 6 1QA C12 C12 C 0 1 N N N -12.861 22.352 -9.060 0.852 -1.790 1.198 C12 INH 7 1QA C13 C13 C 0 1 N N N -14.133 23.134 -9.418 1.558 -0.859 0.247 C13 INH 8 1QA C15 C15 C 0 1 N N S -15.733 21.260 -10.013 3.564 0.284 -0.533 C15 INH 9 1QA C16 C16 C 0 1 N N N -16.478 21.131 -11.402 3.984 -0.478 -1.763 C16 INH 10 1QA O17 O17 O 0 1 N N N -17.289 20.254 -11.673 4.635 0.152 -2.753 O17 INH 11 1QA C19 C19 C 0 1 Y N N -16.692 20.775 -8.849 4.782 0.861 0.141 C19 INH 12 1QA C20 C20 C 0 1 Y N N -17.353 21.771 -8.002 5.573 0.060 0.944 C20 INH 13 1QA C21 C21 C 0 1 Y N N -18.224 21.375 -6.932 6.690 0.590 1.562 C21 INH 14 1QA C22 C22 C 0 1 Y N N -18.455 19.975 -6.683 7.017 1.920 1.377 C22 INH 15 1QA C24 C24 C 0 1 Y N N -16.944 19.363 -8.573 5.112 2.190 -0.048 C24 INH 16 1QA C27 C27 C 0 1 N N N -7.396 22.503 -1.709 -6.423 3.092 -0.247 C27 INH 17 1QA N4 N4 N 0 1 Y N N -9.265 22.614 -4.948 -3.288 1.313 0.396 N4 INH 18 1QA C5 C5 C 0 1 Y N N -10.500 22.046 -4.615 -3.626 0.041 0.210 C5 INH 19 1QA C6 C6 C 0 1 Y N N -10.688 21.601 -3.199 -4.938 -0.308 -0.140 C6 INH 20 1QA N8 N8 N 0 1 Y N N -11.485 22.298 -6.940 -1.365 -0.822 0.711 N8 INH 21 1QA S11 S11 S 0 1 Y N N -13.083 21.220 -5.223 -2.888 -2.743 0.173 S11 INH 22 1QA N14 N14 N 0 1 N N N -15.291 22.667 -9.805 2.877 -0.621 0.392 N14 INH 23 1QA O18 O18 O 0 1 N N N -16.131 22.107 -12.308 3.736 -1.657 -1.857 O18 INH 24 1QA C23 C23 C 0 1 Y N N -17.820 18.971 -7.497 6.226 2.721 0.574 C23 INH 25 1QA O25 O25 O 0 1 N N N -14.126 24.336 -9.345 0.941 -0.325 -0.649 O25 INH 26 1QA O26 O26 O 0 1 N N N -11.814 21.035 -2.705 -5.278 -1.610 -0.322 O26 INH 27 1QA N28 N28 N 0 1 N N N -6.567 22.651 -0.923 -7.169 3.941 -0.366 N28 INH 28 1QA H1 H1 H 0 1 N N N -9.773 21.444 -1.250 -6.899 0.457 -0.574 H1 INH 29 1QA H2 H2 H 0 1 N N N -7.312 23.212 -4.343 -3.843 3.310 0.416 H2 INH 30 1QA H3 H3 H 0 1 N N N -14.623 21.161 -7.173 -0.729 -4.028 0.611 H3 INH 31 1QA H4 H4 H 0 1 N N N -12.882 21.404 -9.617 0.940 -1.407 2.215 H4 INH 32 1QA H5 H5 H 0 1 N N N -11.997 22.949 -9.386 1.306 -2.780 1.143 H5 INH 33 1QA H6 H6 H 0 1 N N N -14.854 20.600 -10.031 2.890 1.092 -0.818 H6 INH 34 1QA H7 H7 H 0 1 N N N -17.603 20.376 -12.561 4.884 -0.379 -3.522 H7 INH 35 1QA H8 H8 H 0 1 N N N -17.182 22.821 -8.186 5.317 -0.979 1.088 H8 INH 36 1QA H9 H9 H 0 1 N N N -18.703 22.122 -6.317 7.307 -0.036 2.189 H9 INH 37 1QA H10 H10 H 0 1 N N N -19.110 19.676 -5.878 7.890 2.334 1.860 H10 INH 38 1QA H11 H11 H 0 1 N N N -16.470 18.606 -9.180 4.497 2.815 -0.678 H11 INH 39 1QA H12 H12 H 0 1 N N N -15.987 23.361 -9.990 3.371 -1.049 1.109 H12 INH 40 1QA H13 H13 H 0 1 N N N -18.000 17.924 -7.301 6.484 3.760 0.427 H13 INH 41 1QA H14 H14 H 0 1 N N N -11.693 20.840 -1.783 -5.587 -2.052 0.480 H14 INH 42 # 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 1QA O18 C16 DOUB N N 1 1QA O17 C16 SING N N 2 1QA C16 C15 SING N N 3 1QA C15 N14 SING N N 4 1QA C15 C19 SING N N 5 1QA N14 C13 SING N N 6 1QA C13 O25 DOUB N N 7 1QA C13 C12 SING N N 8 1QA C12 C9 SING N N 9 1QA C19 C24 DOUB Y N 10 1QA C19 C20 SING Y N 11 1QA C24 C23 SING Y N 12 1QA C20 C21 DOUB Y N 13 1QA C9 N8 SING Y N 14 1QA C9 C10 DOUB Y N 15 1QA C23 C22 DOUB Y N 16 1QA N8 C7 DOUB Y N 17 1QA C21 C22 SING Y N 18 1QA C10 S11 SING Y N 19 1QA C7 S11 SING Y N 20 1QA C7 C5 SING N N 21 1QA N4 C5 DOUB Y N 22 1QA N4 C3 SING Y N 23 1QA C5 C6 SING Y N 24 1QA C3 C2 DOUB Y N 25 1QA C6 O26 SING N N 26 1QA C6 C1 DOUB Y N 27 1QA C2 C1 SING Y N 28 1QA C2 C27 SING N N 29 1QA C27 N28 TRIP N N 30 1QA C1 H1 SING N N 31 1QA C3 H2 SING N N 32 1QA C10 H3 SING N N 33 1QA C12 H4 SING N N 34 1QA C12 H5 SING N N 35 1QA C15 H6 SING N N 36 1QA O17 H7 SING N N 37 1QA C20 H8 SING N N 38 1QA C21 H9 SING N N 39 1QA C22 H10 SING N N 40 1QA C24 H11 SING N N 41 1QA N14 H12 SING N N 42 1QA C23 H13 SING N N 43 1QA O26 H14 SING N N 44 # 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 1QA SMILES ACDLabs 12.01 "O=C(O)C(c1ccccc1)NC(=O)Cc2nc(sc2)c3ncc(C#N)cc3O" 1QA InChI InChI 1.03 "InChI=1S/C19H14N4O4S/c20-8-11-6-14(24)17(21-9-11)18-22-13(10-28-18)7-15(25)23-16(19(26)27)12-4-2-1-3-5-12/h1-6,9-10,16,24H,7H2,(H,23,25)(H,26,27)/t16-/m0/s1" 1QA InChIKey InChI 1.03 KPGRSPXHOOAVBE-INIZCTEOSA-N 1QA SMILES_CANONICAL CACTVS 3.370 "OC(=O)[C@@H](NC(=O)Cc1csc(n1)c2ncc(cc2O)C#N)c3ccccc3" 1QA SMILES CACTVS 3.370 "OC(=O)[CH](NC(=O)Cc1csc(n1)c2ncc(cc2O)C#N)c3ccccc3" 1QA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@@H](C(=O)O)NC(=O)Cc2csc(n2)c3c(cc(cn3)C#N)O" 1QA SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(C(=O)O)NC(=O)Cc2csc(n2)c3c(cc(cn3)C#N)O" # 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 1QA "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-({[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetyl}amino)(phenyl)ethanoic acid" 1QA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[2-[2-(5-cyano-3-oxidanyl-pyridin-2-yl)-1,3-thiazol-4-yl]ethanoylamino]-2-phenyl-ethanoic 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 1QA "Create component" 2013-04-25 RCSB 1QA "Initial release" 2013-05-15 RCSB #