data_3XS # _chem_comp.id 3XS _chem_comp.name "2-[(E)-{2-[4-(3-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene}methyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H15 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-01 _chem_comp.pdbx_modified_date 2014-07-18 _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 353.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XS _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 4LS2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 3XS O9 O9 O 0 1 N N N 32.683 -20.558 25.803 2.949 1.083 -1.083 O9 3XS 1 3XS C7 C7 C 0 1 N N N 31.912 -21.357 25.227 3.783 1.169 -0.204 C7 3XS 2 3XS O8 O8 O 0 1 N N N 31.006 -21.931 25.885 3.748 2.203 0.660 O8 3XS 3 3XS C3 C3 C 0 1 Y N N 32.139 -21.604 23.746 4.830 0.140 -0.079 C3 3XS 4 3XS C4 C4 C 0 1 Y N N 33.415 -21.397 23.219 6.177 0.505 -0.065 C4 3XS 5 3XS C5 C5 C 0 1 Y N N 33.674 -21.599 21.863 7.153 -0.462 0.052 C5 3XS 6 3XS C6 C6 C 0 1 Y N N 32.657 -21.999 21.001 6.807 -1.801 0.156 C6 3XS 7 3XS C1 C1 C 0 1 Y N N 31.378 -22.198 21.518 5.484 -2.185 0.144 C1 3XS 8 3XS C2 C2 C 0 1 Y N N 31.125 -22.000 22.880 4.478 -1.222 0.033 C2 3XS 9 3XS C11 C11 C 0 1 N N N 29.755 -22.205 23.378 3.064 -1.625 0.020 C11 3XS 10 3XS N12 N12 N 0 1 N N N 28.805 -22.009 22.596 2.130 -0.721 0.032 N12 3XS 11 3XS N13 N13 N 0 1 N N N 27.574 -22.161 23.020 0.783 -1.105 0.020 N13 3XS 12 3XS C14 C14 C 0 1 Y N N 26.634 -22.169 22.067 -0.212 -0.142 0.033 C14 3XS 13 3XS S18 S18 S 0 1 Y N N 26.867 -21.498 20.502 0.056 1.599 0.058 S18 3XS 14 3XS C17 C17 C 0 1 Y N N 25.271 -21.973 20.003 -1.685 1.868 0.053 C17 3XS 15 3XS C16 C16 C 0 1 Y N N 24.666 -22.623 21.097 -2.296 0.670 0.034 C16 3XS 16 3XS N15 N15 N 0 1 Y N N 25.430 -22.733 22.229 -1.488 -0.380 0.024 N15 3XS 17 3XS C19 C19 C 0 1 Y N N 23.320 -23.236 21.071 -3.773 0.533 0.025 C19 3XS 18 3XS C24 C24 C 0 1 Y N N 22.569 -23.337 22.230 -4.358 -0.731 0.006 C24 3XS 19 3XS C23 C23 C 0 1 Y N N 21.319 -23.945 22.181 -5.738 -0.851 -0.002 C23 3XS 20 3XS O25 O25 O 0 1 N N N 20.549 -24.034 23.312 -6.312 -2.083 -0.021 O25 3XS 21 3XS C26 C26 C 0 1 N N N 20.961 -23.363 24.502 -7.740 -2.133 -0.028 C26 3XS 22 3XS C22 C22 C 0 1 Y N N 20.846 -24.470 20.985 -6.534 0.285 0.010 C22 3XS 23 3XS C21 C21 C 0 1 Y N N 21.617 -24.389 19.835 -5.954 1.540 0.030 C21 3XS 24 3XS C20 C20 C 0 1 Y N N 22.860 -23.777 19.879 -4.580 1.670 0.043 C20 3XS 25 3XS H1 H1 H 0 1 N N N 31.046 -21.650 26.792 3.041 2.851 0.541 H1 3XS 26 3XS H2 H2 H 0 1 N N N 34.214 -21.076 23.871 6.456 1.545 -0.146 H2 3XS 27 3XS H3 H3 H 0 1 N N N 34.671 -21.444 21.479 8.194 -0.175 0.062 H3 3XS 28 3XS H4 H4 H 0 1 N N N 32.855 -22.152 19.951 7.582 -2.549 0.242 H4 3XS 29 3XS H5 H5 H 0 1 N N N 30.577 -22.507 20.863 5.224 -3.230 0.226 H5 3XS 30 3XS H6 H6 H 0 1 N N N 29.578 -22.518 24.396 2.801 -2.673 0.000 H6 3XS 31 3XS H7 H7 H 0 1 N N N 27.352 -22.264 23.990 0.547 -2.046 0.002 H7 3XS 32 3XS H8 H8 H 0 1 N N N 24.826 -21.802 19.034 -2.177 2.830 0.064 H8 3XS 33 3XS H9 H9 H 0 1 N N N 22.950 -22.948 23.163 -3.737 -1.614 -0.004 H9 3XS 34 3XS H10 H10 H 0 1 N N N 20.226 -23.546 25.300 -8.125 -1.644 0.867 H10 3XS 35 3XS H11 H11 H 0 1 N N N 21.944 -23.743 24.815 -8.117 -1.620 -0.912 H11 3XS 36 3XS H12 H12 H 0 1 N N N 21.030 -22.282 24.308 -8.067 -3.173 -0.043 H12 3XS 37 3XS H13 H13 H 0 1 N N N 19.875 -24.942 20.951 -7.610 0.189 0.004 H13 3XS 38 3XS H14 H14 H 0 1 N N N 21.250 -24.802 18.907 -6.579 2.421 0.044 H14 3XS 39 3XS H15 H15 H 0 1 N N N 23.468 -23.721 18.988 -4.131 2.652 0.059 H15 3XS 40 # 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 3XS C21 C20 DOUB Y N 1 3XS C21 C22 SING Y N 2 3XS C20 C19 SING Y N 3 3XS C17 S18 SING Y N 4 3XS C17 C16 DOUB Y N 5 3XS S18 C14 SING Y N 6 3XS C22 C23 DOUB Y N 7 3XS C6 C1 DOUB Y N 8 3XS C6 C5 SING Y N 9 3XS C19 C16 SING N N 10 3XS C19 C24 DOUB Y N 11 3XS C16 N15 SING Y N 12 3XS C1 C2 SING Y N 13 3XS C5 C4 DOUB Y N 14 3XS C14 N15 DOUB Y N 15 3XS C14 N13 SING N N 16 3XS C23 C24 SING Y N 17 3XS C23 O25 SING N N 18 3XS N12 N13 SING N N 19 3XS N12 C11 DOUB N E 20 3XS C2 C11 SING N N 21 3XS C2 C3 DOUB Y N 22 3XS C4 C3 SING Y N 23 3XS O25 C26 SING N N 24 3XS C3 C7 SING N N 25 3XS C7 O9 DOUB N N 26 3XS C7 O8 SING N N 27 3XS O8 H1 SING N N 28 3XS C4 H2 SING N N 29 3XS C5 H3 SING N N 30 3XS C6 H4 SING N N 31 3XS C1 H5 SING N N 32 3XS C11 H6 SING N N 33 3XS N13 H7 SING N N 34 3XS C17 H8 SING N N 35 3XS C24 H9 SING N N 36 3XS C26 H10 SING N N 37 3XS C26 H11 SING N N 38 3XS C26 H12 SING N N 39 3XS C22 H13 SING N N 40 3XS C21 H14 SING N N 41 3XS C20 H15 SING N N 42 # 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 3XS SMILES ACDLabs 12.01 "O=C(O)c3c(/C=N/Nc1nc(cs1)c2cccc(OC)c2)cccc3" 3XS InChI InChI 1.03 "InChI=1S/C18H15N3O3S/c1-24-14-7-4-6-12(9-14)16-11-25-18(20-16)21-19-10-13-5-2-3-8-15(13)17(22)23/h2-11H,1H3,(H,20,21)(H,22,23)/b19-10+" 3XS InChIKey InChI 1.03 CRNTYYFZANKWHU-VXLYETTFSA-N 3XS SMILES_CANONICAL CACTVS 3.385 "COc1cccc(c1)c2csc(N\N=C\c3ccccc3C(O)=O)n2" 3XS SMILES CACTVS 3.385 "COc1cccc(c1)c2csc(NN=Cc3ccccc3C(O)=O)n2" 3XS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)c2csc(n2)N/N=C/c3ccccc3C(=O)O" 3XS SMILES "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)c2csc(n2)NN=Cc3ccccc3C(=O)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 3XS "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(E)-{2-[4-(3-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene}methyl]benzoic acid" 3XS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(E)-[[4-(3-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene]methyl]benzoic 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 3XS "Create component" 2013-08-01 PDBJ 3XS "Initial release" 2014-07-23 RCSB #