data_3SH # _chem_comp.id 3SH _chem_comp.name "ethyl 2-[(3-chloro-4-methylphenyl)amino]-4-phenyl-1,3-thiazole-5-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 Cl N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-17 _chem_comp.pdbx_modified_date 2015-10-30 _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 372.868 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3SH _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 4RLI _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 3SH C1 C1 C 0 1 Y N N 31.908 10.980 0.555 -2.643 -1.647 0.320 C1 3SH 1 3SH C2 C2 C 0 1 Y N N 32.060 10.076 -0.472 -3.640 -2.215 1.102 C2 3SH 2 3SH C3 C3 C 0 1 Y N N 31.779 8.754 -0.216 -4.906 -1.663 1.114 C3 3SH 3 3SH C4 C4 C 0 1 Y N N 31.341 8.330 1.034 -5.181 -0.545 0.348 C4 3SH 4 3SH C5 C5 C 0 1 Y N N 31.173 9.228 2.068 -4.190 0.023 -0.433 C5 3SH 5 3SH C6 C6 C 0 1 Y N N 31.454 10.509 1.753 -2.921 -0.525 -0.449 C6 3SH 6 3SH C7 C7 C 0 1 N N N 31.039 6.883 1.259 -6.564 0.055 0.363 C7 3SH 7 3SH N9 N9 N 0 1 N N N 32.225 12.291 0.464 -1.359 -2.201 0.311 N9 3SH 8 3SH C10 C10 C 0 1 Y N N 32.795 13.017 1.479 -0.254 -1.380 0.233 C10 3SH 9 3SH S11 S11 S 0 1 Y N N 32.631 12.783 3.148 -0.308 0.327 0.304 S11 3SH 10 3SH C12 C12 C 0 1 Y N N 33.527 14.073 3.735 1.444 0.407 0.135 C12 3SH 11 3SH C13 C13 C 0 1 Y N N 34.012 14.727 2.461 1.916 -0.887 0.038 C13 3SH 12 3SH N14 N14 N 0 1 Y N N 33.571 14.085 1.320 0.969 -1.799 0.101 N14 3SH 13 3SH C15 C15 C 0 1 Y N N 34.819 15.930 2.185 3.352 -1.217 -0.117 C15 3SH 14 3SH C16 C16 C 0 1 Y N N 35.114 16.129 0.842 4.304 -0.595 0.689 C16 3SH 15 3SH C17 C17 C 0 1 Y N N 35.847 17.215 0.437 5.640 -0.907 0.540 C17 3SH 16 3SH C18 C18 C 0 1 Y N N 36.239 18.117 1.387 6.035 -1.835 -0.407 C18 3SH 17 3SH C19 C19 C 0 1 Y N N 35.883 17.955 2.707 5.095 -2.456 -1.209 C19 3SH 18 3SH C20 C20 C 0 1 Y N N 35.170 16.865 3.126 3.756 -2.157 -1.066 C20 3SH 19 3SH C21 C21 C 0 1 N N N 33.476 14.130 5.272 2.226 1.585 0.103 C21 3SH 20 3SH O22 O22 O 0 1 N N N 33.731 15.035 6.073 3.417 1.518 -0.138 O22 3SH 21 3SH O23 O23 O 0 1 N N N 32.912 12.969 5.912 1.651 2.783 0.339 O23 3SH 22 3SH C24 C24 C 0 1 N N N 31.503 12.871 6.030 2.501 3.931 0.291 C24 3SH 23 3SH C25 C25 C 0 1 N N N 31.072 13.046 7.462 1.677 5.188 0.581 C25 3SH 24 3SH CL8 CL8 CL 0 0 N N N 30.579 8.936 3.773 -4.541 1.426 -1.395 CL8 3SH 25 3SH H1 H1 H 0 1 N N N 32.390 10.395 -1.450 -3.427 -3.088 1.701 H1 3SH 26 3SH H2 H2 H 0 1 N N N 31.902 8.027 -1.005 -5.682 -2.104 1.722 H2 3SH 27 3SH H3 H3 H 0 1 N N N 31.304 11.241 2.533 -2.148 -0.081 -1.058 H3 3SH 28 3SH H4 H4 H 0 1 N N N 31.946 6.368 1.608 -6.626 0.805 1.152 H4 3SH 29 3SH H5 H5 H 0 1 N N N 30.249 6.787 2.018 -6.767 0.523 -0.600 H5 3SH 30 3SH H6 H6 H 0 1 N N N 30.699 6.429 0.317 -7.298 -0.729 0.548 H6 3SH 31 3SH H7 H7 H 0 1 N N N 32.032 12.761 -0.397 -1.246 -3.163 0.359 H7 3SH 32 3SH H8 H8 H 0 1 N N N 34.762 15.420 0.108 3.997 0.131 1.428 H8 3SH 33 3SH H9 H9 H 0 1 N N N 36.107 17.354 -0.602 6.379 -0.425 1.164 H9 3SH 34 3SH H10 H10 H 0 1 N N N 36.837 18.969 1.098 7.082 -2.075 -0.520 H10 3SH 35 3SH H11 H11 H 0 1 N N N 36.173 18.705 3.428 5.410 -3.179 -1.947 H11 3SH 36 3SH H12 H12 H 0 1 N N N 34.893 16.745 4.163 3.022 -2.646 -1.690 H12 3SH 37 3SH H13 H13 H 0 1 N N N 31.034 13.653 5.414 3.288 3.832 1.038 H13 3SH 38 3SH H14 H14 H 0 1 N N N 31.179 11.882 5.675 2.948 4.011 -0.700 H14 3SH 39 3SH H15 H15 H 0 1 N N N 29.977 12.966 7.528 0.890 5.287 -0.166 H15 3SH 40 3SH H16 H16 H 0 1 N N N 31.535 12.264 8.082 1.230 5.108 1.572 H16 3SH 41 3SH H17 H17 H 0 1 N N N 31.390 14.036 7.822 2.326 6.063 0.544 H17 3SH 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 3SH C2 C3 DOUB Y N 1 3SH C2 C1 SING Y N 2 3SH C3 C4 SING Y N 3 3SH C17 C16 DOUB Y N 4 3SH C17 C18 SING Y N 5 3SH N9 C1 SING N N 6 3SH N9 C10 SING N N 7 3SH C1 C6 DOUB Y N 8 3SH C16 C15 SING Y N 9 3SH C4 C7 SING N N 10 3SH C4 C5 DOUB Y N 11 3SH N14 C10 DOUB Y N 12 3SH N14 C13 SING Y N 13 3SH C18 C19 DOUB Y N 14 3SH C10 S11 SING Y N 15 3SH C6 C5 SING Y N 16 3SH C5 CL8 SING N N 17 3SH C15 C13 SING N N 18 3SH C15 C20 DOUB Y N 19 3SH C13 C12 DOUB Y N 20 3SH C19 C20 SING Y N 21 3SH S11 C12 SING Y N 22 3SH C12 C21 SING N N 23 3SH C21 O23 SING N N 24 3SH C21 O22 DOUB N N 25 3SH O23 C24 SING N N 26 3SH C24 C25 SING N N 27 3SH C2 H1 SING N N 28 3SH C3 H2 SING N N 29 3SH C6 H3 SING N N 30 3SH C7 H4 SING N N 31 3SH C7 H5 SING N N 32 3SH C7 H6 SING N N 33 3SH N9 H7 SING N N 34 3SH C16 H8 SING N N 35 3SH C17 H9 SING N N 36 3SH C18 H10 SING N N 37 3SH C19 H11 SING N N 38 3SH C20 H12 SING N N 39 3SH C24 H13 SING N N 40 3SH C24 H14 SING N N 41 3SH C25 H15 SING N N 42 3SH C25 H16 SING N N 43 3SH C25 H17 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 3SH SMILES ACDLabs 12.01 "c1(cc(c(cc1)C)Cl)Nc2sc(C(OCC)=O)c(n2)c3ccccc3" 3SH InChI InChI 1.03 "InChI=1S/C19H17ClN2O2S/c1-3-24-18(23)17-16(13-7-5-4-6-8-13)22-19(25-17)21-14-10-9-12(2)15(20)11-14/h4-11H,3H2,1-2H3,(H,21,22)" 3SH InChIKey InChI 1.03 CVZNJBZNWNMDTG-UHFFFAOYSA-N 3SH SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)c1sc(Nc2ccc(C)c(Cl)c2)nc1c3ccccc3" 3SH SMILES CACTVS 3.385 "CCOC(=O)c1sc(Nc2ccc(C)c(Cl)c2)nc1c3ccccc3" 3SH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOC(=O)c1c(nc(s1)Nc2ccc(c(c2)Cl)C)c3ccccc3" 3SH SMILES "OpenEye OEToolkits" 1.7.6 "CCOC(=O)c1c(nc(s1)Nc2ccc(c(c2)Cl)C)c3ccccc3" # 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 3SH "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl 2-[(3-chloro-4-methylphenyl)amino]-4-phenyl-1,3-thiazole-5-carboxylate" 3SH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "ethyl 2-[(3-chloranyl-4-methyl-phenyl)amino]-4-phenyl-1,3-thiazole-5-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3SH "Create component" 2014-10-17 RCSB 3SH "Other modification" 2015-05-01 RCSB 3SH "Initial release" 2015-11-04 RCSB #