data_4RJ # _chem_comp.id 4RJ _chem_comp.name "6-({4-[(Z)-{(2Z)-2-[(4-ethylphenyl)imino]-3-methyl-4-oxo-1,3-thiazolidin-5-ylidene}methyl]pyridin-2-yl}amino)pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-15 _chem_comp.pdbx_modified_date 2016-07-15 _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 459.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RJ _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 4ZTR _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 4RJ C01 C1 C 0 1 N N N -8.779 27.484 -13.909 -5.150 5.898 0.967 C01 4RJ 1 4RJ C02 C2 C 0 1 N N N -9.625 26.363 -13.258 -4.262 5.188 -0.057 C02 4RJ 2 4RJ C03 C3 C 0 1 Y N N -9.286 26.190 -11.791 -4.553 3.709 -0.032 C03 4RJ 3 4RJ C04 C4 C 0 1 Y N N -8.569 25.072 -11.375 -5.531 3.186 -0.860 C04 4RJ 4 4RJ C05 C5 C 0 1 Y N N -8.249 24.918 -10.027 -5.802 1.833 -0.844 C05 4RJ 5 4RJ C06 C6 C 0 1 Y N N -8.642 25.900 -9.114 -5.087 0.992 0.011 C06 4RJ 6 4RJ C07 C7 C 0 1 Y N N -9.376 27.014 -9.536 -4.101 1.527 0.844 C07 4RJ 7 4RJ C08 C8 C 0 1 Y N N -9.687 27.159 -10.879 -3.837 2.880 0.813 C08 4RJ 8 4RJ N09 N1 N 0 1 N N N -8.363 25.759 -7.727 -5.351 -0.351 0.034 N09 4RJ 9 4RJ C10 C9 C 0 1 N N N -7.558 26.517 -7.017 -4.361 -1.215 0.030 C10 4RJ 10 4RJ S11 S1 S 0 1 N N N -6.615 27.819 -7.551 -2.630 -0.839 0.007 S11 4RJ 11 4RJ C12 C10 C 0 1 N N N -5.941 28.184 -6.182 -2.110 -2.535 0.017 C12 4RJ 12 4RJ C13 C11 C 0 1 N N N -5.060 29.144 -5.924 -0.842 -3.015 0.008 C13 4RJ 13 4RJ C14 C12 C 0 1 Y N N -4.430 30.120 -6.942 0.290 -2.095 -0.182 C14 4RJ 14 4RJ C15 C13 C 0 1 Y N N -3.900 31.303 -6.424 1.590 -2.470 0.182 C15 4RJ 15 4RJ C16 C14 C 0 1 Y N N -3.303 32.248 -7.241 2.627 -1.570 -0.017 C16 4RJ 16 4RJ N17 N2 N 0 1 N N N -2.760 33.486 -6.763 3.925 -1.926 0.339 N17 4RJ 17 4RJ C18 C15 C 0 1 Y N N -2.294 33.767 -5.378 4.949 -0.996 0.247 C18 4RJ 18 4RJ C19 C16 C 0 1 Y N N -2.789 33.090 -4.262 6.222 -1.328 0.710 C19 4RJ 19 4RJ C20 C17 C 0 1 Y N N -2.350 33.372 -2.967 7.231 -0.408 0.617 C20 4RJ 20 4RJ C21 C18 C 0 1 Y N N -1.396 34.369 -2.821 6.943 0.846 0.055 C21 4RJ 21 4RJ C22 C19 C 0 1 Y N N -0.923 35.038 -3.968 5.646 1.110 -0.388 C22 4RJ 22 4RJ N23 N3 N 0 1 Y N N -1.375 34.727 -5.170 4.705 0.194 -0.284 N23 4RJ 23 4RJ C24 C20 C 0 1 N N N -0.898 34.686 -1.413 7.997 1.870 -0.066 C24 4RJ 24 4RJ O25 O1 O 0 1 N N N 0.239 35.251 -1.252 9.123 1.632 0.322 O25 4RJ 25 4RJ O26 O2 O 0 1 N N N -1.612 34.368 -0.401 7.711 3.071 -0.607 O26 4RJ 26 4RJ N27 N4 N 0 1 Y N N -3.252 32.007 -8.560 2.397 -0.375 -0.541 N27 4RJ 27 4RJ C28 C21 C 0 1 Y N N -3.729 30.910 -9.113 1.186 0.012 -0.896 C28 4RJ 28 4RJ C29 C22 C 0 1 Y N N -4.322 29.933 -8.346 0.099 -0.820 -0.739 C29 4RJ 29 4RJ C30 C23 C 0 1 N N N -6.368 27.325 -5.049 -3.363 -3.304 0.039 C30 4RJ 30 4RJ O31 O3 O 0 1 N N N -5.971 27.441 -3.891 -3.382 -4.521 0.051 O31 4RJ 31 4RJ N32 N5 N 0 1 N N N -7.415 26.212 -5.496 -4.469 -2.578 0.050 N32 4RJ 32 4RJ C33 C24 C 0 1 N N N -8.047 25.218 -4.725 -5.784 -3.223 0.079 C33 4RJ 33 4RJ H1 H1 H 0 1 N N N -9.052 27.580 -14.970 -4.940 6.968 0.950 H1 4RJ 34 4RJ H2 H2 H 0 1 N N N -8.973 28.436 -13.393 -6.198 5.730 0.718 H2 4RJ 35 4RJ H3 H3 H 0 1 N N N -7.711 27.232 -13.826 -4.945 5.504 1.962 H3 4RJ 36 4RJ H4 H4 H 0 1 N N N -10.690 26.620 -13.350 -4.468 5.582 -1.052 H4 4RJ 37 4RJ H5 H5 H 0 1 N N N -9.429 25.417 -13.784 -3.215 5.356 0.192 H5 4RJ 38 4RJ H6 H6 H 0 1 N N N -8.262 24.327 -12.094 -6.083 3.838 -1.521 H6 4RJ 39 4RJ H7 H7 H 0 1 N N N -7.703 24.049 -9.692 -6.566 1.426 -1.490 H7 4RJ 40 4RJ H8 H8 H 0 1 N N N -9.698 27.756 -8.820 -3.544 0.882 1.507 H8 4RJ 41 4RJ H9 H9 H 0 1 N N N -10.240 28.023 -11.216 -3.072 3.295 1.453 H9 4RJ 42 4RJ H11 H11 H 0 1 N N N -4.752 29.254 -4.895 -0.664 -4.071 0.141 H11 4RJ 43 4RJ H12 H12 H 0 1 N N N -3.957 31.485 -5.361 1.781 -3.443 0.610 H12 4RJ 44 4RJ H13 H13 H 0 1 N N N -2.687 34.233 -7.424 4.113 -2.825 0.652 H13 4RJ 45 4RJ H14 H14 H 0 1 N N N -3.536 32.323 -4.405 6.410 -2.302 1.138 H14 4RJ 46 4RJ H15 H15 H 0 1 N N N -2.737 32.836 -2.113 8.225 -0.641 0.969 H15 4RJ 47 4RJ H16 H16 H 0 1 N N N -0.181 35.816 -3.863 5.412 2.071 -0.822 H16 4RJ 48 4RJ H17 H17 H 0 1 N N N -1.160 34.617 0.397 8.434 3.710 -0.665 H17 4RJ 49 4RJ H18 H18 H 0 1 N N N -3.654 30.776 -10.182 1.045 0.996 -1.320 H18 4RJ 50 4RJ H19 H19 H 0 1 N N N -4.701 29.033 -8.807 -0.887 -0.494 -1.032 H19 4RJ 51 4RJ H20 H20 H 0 1 N N N -7.710 25.293 -3.681 -6.126 -3.396 -0.942 H20 4RJ 52 4RJ H21 H21 H 0 1 N N N -9.137 25.358 -4.769 -5.711 -4.175 0.605 H21 4RJ 53 4RJ H22 H22 H 0 1 N N N -7.788 24.226 -5.123 -6.494 -2.576 0.595 H22 4RJ 54 # 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 4RJ C01 C02 SING N N 1 4RJ C02 C03 SING N N 2 4RJ C03 C04 DOUB Y N 3 4RJ C03 C08 SING Y N 4 4RJ C04 C05 SING Y N 5 4RJ C08 C07 DOUB Y N 6 4RJ C05 C06 DOUB Y N 7 4RJ C07 C06 SING Y N 8 4RJ C06 N09 SING N N 9 4RJ C28 N27 DOUB Y N 10 4RJ C28 C29 SING Y N 11 4RJ N27 C16 SING Y N 12 4RJ C29 C14 DOUB Y N 13 4RJ N09 C10 DOUB N N 14 4RJ S11 C10 SING N N 15 4RJ S11 C12 SING N N 16 4RJ C16 N17 SING N N 17 4RJ C16 C15 DOUB Y N 18 4RJ C10 N32 SING N N 19 4RJ C14 C15 SING Y N 20 4RJ C14 C13 SING N N 21 4RJ N17 C18 SING N N 22 4RJ C12 C13 DOUB N Z 23 4RJ C12 C30 SING N N 24 4RJ N32 C30 SING N N 25 4RJ N32 C33 SING N N 26 4RJ C18 N23 DOUB Y N 27 4RJ C18 C19 SING Y N 28 4RJ N23 C22 SING Y N 29 4RJ C30 O31 DOUB N N 30 4RJ C19 C20 DOUB Y N 31 4RJ C22 C21 DOUB Y N 32 4RJ C20 C21 SING Y N 33 4RJ C21 C24 SING N N 34 4RJ C24 O25 DOUB N N 35 4RJ C24 O26 SING N N 36 4RJ C01 H1 SING N N 37 4RJ C01 H2 SING N N 38 4RJ C01 H3 SING N N 39 4RJ C02 H4 SING N N 40 4RJ C02 H5 SING N N 41 4RJ C04 H6 SING N N 42 4RJ C05 H7 SING N N 43 4RJ C07 H8 SING N N 44 4RJ C08 H9 SING N N 45 4RJ C13 H11 SING N N 46 4RJ C15 H12 SING N N 47 4RJ N17 H13 SING N N 48 4RJ C19 H14 SING N N 49 4RJ C20 H15 SING N N 50 4RJ C22 H16 SING N N 51 4RJ O26 H17 SING N N 52 4RJ C28 H18 SING N N 53 4RJ C29 H19 SING N N 54 4RJ C33 H20 SING N N 55 4RJ C33 H21 SING N N 56 4RJ C33 H22 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 4RJ SMILES ACDLabs 12.01 "CCc4ccc(\N=C1\N(C(C(S1)=[C@H]c3cc(Nc2ncc(cc2)C(=O)O)ncc3)=O)C)cc4" 4RJ InChI InChI 1.03 "InChI=1S/C24H21N5O3S/c1-3-15-4-7-18(8-5-15)27-24-29(2)22(30)19(33-24)12-16-10-11-25-21(13-16)28-20-9-6-17(14-26-20)23(31)32/h4-14H,3H2,1-2H3,(H,31,32)(H,25,26,28)/b19-12-,27-24-" 4RJ InChIKey InChI 1.03 ZJQWORQRPDYKRS-KGQWDEOMSA-N 4RJ SMILES_CANONICAL CACTVS 3.385 "CCc1ccc(cc1)N=C2S\C(=C/c3ccnc(Nc4ccc(cn4)C(O)=O)c3)C(=O)N2C" 4RJ SMILES CACTVS 3.385 "CCc1ccc(cc1)N=C2SC(=Cc3ccnc(Nc4ccc(cn4)C(O)=O)c3)C(=O)N2C" 4RJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)/N=C\2/N(C(=O)/C(=C/c3ccnc(c3)Nc4ccc(cn4)C(=O)O)/S2)C" 4RJ SMILES "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)N=C2N(C(=O)C(=Cc3ccnc(c3)Nc4ccc(cn4)C(=O)O)S2)C" # 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 4RJ "SYSTEMATIC NAME" ACDLabs 12.01 "6-({4-[(Z)-{(2Z)-2-[(4-ethylphenyl)imino]-3-methyl-4-oxo-1,3-thiazolidin-5-ylidene}methyl]pyridin-2-yl}amino)pyridine-3-carboxylic acid" 4RJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-[[4-[(Z)-[(2Z)-2-(4-ethylphenyl)imino-3-methyl-4-oxidanylidene-1,3-thiazolidin-5-ylidene]methyl]pyridin-2-yl]amino]pyridine-3-carboxylic 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 4RJ "Create component" 2015-05-15 EBI 4RJ "Initial release" 2016-07-20 RCSB #