data_4RK # _chem_comp.id 4RK _chem_comp.name "(2Z,5Z)-2-[(4-ethylphenyl)imino]-3-methyl-5-[(2-{[4-(1H-tetrazol-5-yl)phenyl]amino}pyridin-4-yl)methylidene]-1,3-thiazolidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N8 O 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 482.560 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RK _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 4ZTS _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 4RK C01 C1 C 0 1 N N N 5.950 -24.253 -13.097 -3.213 5.695 -0.777 C01 4RK 1 4RK C02 C2 C 0 1 N N N 6.865 -24.964 -12.079 -4.310 5.466 0.264 C02 4RK 2 4RK C03 C3 C 0 1 Y N N 6.444 -24.800 -10.602 -4.744 4.023 0.229 C03 4RK 3 4RK C04 C4 C 0 1 Y N N 6.768 -25.856 -9.748 -5.772 3.634 -0.610 C04 4RK 4 4RK C05 C5 C 0 1 Y N N 6.428 -25.785 -8.406 -6.174 2.315 -0.647 C05 4RK 5 4RK C06 C6 C 0 1 Y N N 5.755 -24.669 -7.912 -5.540 1.372 0.165 C06 4RK 6 4RK C07 C7 C 0 1 Y N N 5.436 -23.597 -8.751 -4.502 1.772 1.010 C07 4RK 7 4RK C08 C8 C 0 1 Y N N 5.782 -23.661 -10.099 -4.107 3.094 1.033 C08 4RK 8 4RK N09 N1 N 0 1 N N N 5.479 -24.678 -6.547 -5.933 0.061 0.133 N09 4RK 9 4RK C10 C9 C 0 1 N N N 4.593 -25.471 -5.981 -5.033 -0.894 0.084 C10 4RK 10 4RK S11 S1 S 0 1 N N N 3.556 -26.569 -6.641 -3.273 -0.687 0.061 S11 4RK 11 4RK C12 C10 C 0 1 N N N 2.750 -27.170 -5.420 -2.921 -2.425 -0.004 C12 4RK 12 4RK C13 C11 C 0 1 N N N 1.732 -28.112 -5.322 -1.706 -3.024 -0.045 C13 4RK 13 4RK C14 C12 C 0 1 Y N N 1.224 -29.046 -6.381 -0.490 -2.212 -0.207 C14 4RK 14 4RK C15 C13 C 0 1 Y N N 0.581 -30.217 -5.931 0.768 -2.727 0.126 C15 4RK 15 4RK C16 C14 C 0 1 Y N N 0.065 -31.136 -6.849 1.888 -1.924 -0.045 C16 4RK 16 4RK N17 N2 N 0 1 N N N -0.580 -32.353 -6.489 3.146 -2.420 0.282 N17 4RK 17 4RK C18 C15 C 0 1 Y N N -0.943 -32.795 -5.180 4.262 -1.584 0.224 C18 4RK 18 4RK C19 C16 C 0 1 Y N N -0.218 -32.563 -4.037 4.134 -0.234 0.531 C19 4RK 19 4RK C20 C17 C 0 1 Y N N -0.648 -33.060 -2.809 5.234 0.594 0.474 C20 4RK 20 4RK C21 C18 C 0 1 Y N N -1.825 -33.810 -2.724 6.478 0.075 0.109 C21 4RK 21 4RK C22 C19 C 0 1 Y N N -2.542 -34.057 -3.868 6.603 -1.280 -0.199 C22 4RK 22 4RK C23 C20 C 0 1 Y N N -2.114 -33.568 -5.085 5.501 -2.105 -0.135 C23 4RK 23 4RK C24 C21 C 0 1 Y N N -2.305 -34.365 -1.381 7.660 0.961 0.046 C24 4RK 24 4RK N25 N3 N 0 1 Y N N -1.661 -34.256 -0.209 8.922 0.600 -0.296 N25 4RK 25 4RK N26 N4 N 0 1 Y N N -2.377 -34.873 0.741 9.681 1.780 -0.207 N26 4RK 26 4RK N27 N5 N 0 1 Y N N -3.474 -35.372 0.164 8.875 2.716 0.161 N27 4RK 27 4RK N28 N6 N 0 1 Y N N -3.431 -35.064 -1.152 7.687 2.252 0.308 N28 4RK 28 4RK N29 N7 N 0 1 Y N N 0.188 -30.877 -8.154 1.772 -0.691 -0.515 N29 4RK 29 4RK C30 C22 C 0 1 Y N N 0.772 -29.787 -8.637 0.602 -0.172 -0.839 C30 4RK 30 4RK C31 C23 C 0 1 Y N N 1.307 -28.828 -7.782 -0.559 -0.901 -0.706 C31 4RK 31 4RK C32 C24 C 0 1 N N N 3.252 -26.487 -4.132 -4.243 -3.069 -0.002 C32 4RK 32 4RK O33 O1 O 0 1 N N N 2.852 -26.705 -3.004 -4.380 -4.277 -0.041 O33 4RK 33 4RK N34 N8 N 0 1 N N N 4.406 -25.433 -4.508 -5.273 -2.240 0.049 N34 4RK 34 4RK C35 C25 C 0 1 N N N 5.128 -24.601 -3.582 -6.644 -2.754 0.062 C35 4RK 35 4RK H1 H1 H 0 1 N N N 6.329 -24.427 -14.115 -2.361 5.054 -0.553 H1 4RK 36 4RK H2 H2 H 0 1 N N N 4.928 -24.652 -13.013 -3.598 5.455 -1.769 H2 4RK 37 4RK H3 H3 H 0 1 N N N 5.940 -23.173 -12.889 -2.900 6.738 -0.752 H3 4RK 38 4RK H4 H4 H 0 1 N N N 6.870 -26.038 -12.316 -3.926 5.706 1.256 H4 4RK 39 4RK H5 H5 H 0 1 N N N 7.881 -24.559 -12.192 -5.163 6.107 0.041 H5 4RK 40 4RK H6 H6 H 0 1 N N N 7.282 -26.725 -10.132 -6.262 4.364 -1.237 H6 4RK 41 4RK H7 H7 H 0 1 N N N 6.685 -26.597 -7.742 -6.977 2.012 -1.303 H7 4RK 42 4RK H8 H8 H 0 1 N N N 4.927 -22.729 -8.358 -4.007 1.048 1.640 H8 4RK 43 4RK H9 H9 H 0 1 N N N 5.544 -22.839 -10.758 -3.303 3.404 1.683 H9 4RK 44 4RK H10 H10 H 0 1 N N N 1.244 -28.180 -4.361 -1.631 -4.098 0.041 H10 4RK 45 4RK H11 H11 H 0 1 N N N 0.487 -30.405 -4.872 0.867 -3.732 0.509 H11 4RK 46 4RK H12 H12 H 0 1 N N N -0.806 -32.972 -7.242 3.248 -3.347 0.549 H12 4RK 47 4RK H13 H13 H 0 1 N N N 0.695 -31.989 -4.091 3.172 0.166 0.814 H13 4RK 48 4RK H14 H14 H 0 1 N N N -0.069 -32.865 -1.918 5.135 1.642 0.712 H14 4RK 49 4RK H15 H15 H 0 1 N N N -3.450 -34.640 -3.815 7.564 -1.684 -0.482 H15 4RK 50 4RK H16 H16 H 0 1 N N N -2.686 -33.782 -5.976 5.598 -3.155 -0.368 H16 4RK 51 4RK H17 H17 H 0 1 N N N -0.788 -33.790 -0.067 9.234 -0.283 -0.548 H17 4RK 52 4RK H18 H18 H 0 1 N N N 0.833 -29.643 -9.706 0.555 0.837 -1.219 H18 4RK 53 4RK H19 H19 H 0 1 N N N 1.775 -27.938 -8.175 -1.511 -0.468 -0.975 H19 4RK 54 4RK H20 H20 H 0 1 N N N 4.771 -24.794 -2.560 -7.006 -2.850 -0.962 H20 4RK 55 4RK H21 H21 H 0 1 N N N 6.202 -24.830 -3.644 -6.662 -3.730 0.546 H21 4RK 56 4RK H22 H22 H 0 1 N N N 4.963 -23.543 -3.835 -7.286 -2.064 0.610 H22 4RK 57 # 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 4RK C01 C02 SING N N 1 4RK C02 C03 SING N N 2 4RK C03 C08 DOUB Y N 3 4RK C03 C04 SING Y N 4 4RK C08 C07 SING Y N 5 4RK C04 C05 DOUB Y N 6 4RK C07 C06 DOUB Y N 7 4RK C30 N29 DOUB Y N 8 4RK C30 C31 SING Y N 9 4RK C05 C06 SING Y N 10 4RK N29 C16 SING Y N 11 4RK C06 N09 SING N N 12 4RK C31 C14 DOUB Y N 13 4RK C16 N17 SING N N 14 4RK C16 C15 DOUB Y N 15 4RK S11 C10 SING N N 16 4RK S11 C12 SING N N 17 4RK N09 C10 DOUB N N 18 4RK N17 C18 SING N N 19 4RK C14 C15 SING Y N 20 4RK C14 C13 SING N N 21 4RK C10 N34 SING N N 22 4RK C12 C13 DOUB N Z 23 4RK C12 C32 SING N N 24 4RK C18 C23 DOUB Y N 25 4RK C18 C19 SING Y N 26 4RK C23 C22 SING Y N 27 4RK N34 C32 SING N N 28 4RK N34 C35 SING N N 29 4RK C32 O33 DOUB N N 30 4RK C19 C20 DOUB Y N 31 4RK C22 C21 DOUB Y N 32 4RK C20 C21 SING Y N 33 4RK C21 C24 SING N N 34 4RK C24 N28 DOUB Y N 35 4RK C24 N25 SING Y N 36 4RK N28 N27 SING Y N 37 4RK N25 N26 SING Y N 38 4RK N27 N26 DOUB Y N 39 4RK C01 H1 SING N N 40 4RK C01 H2 SING N N 41 4RK C01 H3 SING N N 42 4RK C02 H4 SING N N 43 4RK C02 H5 SING N N 44 4RK C04 H6 SING N N 45 4RK C05 H7 SING N N 46 4RK C07 H8 SING N N 47 4RK C08 H9 SING N N 48 4RK C13 H10 SING N N 49 4RK C15 H11 SING N N 50 4RK N17 H12 SING N N 51 4RK C19 H13 SING N N 52 4RK C20 H14 SING N N 53 4RK C22 H15 SING N N 54 4RK C23 H16 SING N N 55 4RK N25 H17 SING N N 56 4RK C30 H18 SING N N 57 4RK C31 H19 SING N N 58 4RK C35 H20 SING N N 59 4RK C35 H21 SING N N 60 4RK C35 H22 SING N N 61 # 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 4RK SMILES ACDLabs 12.01 "CCc1ccc(cc1)\N=C2\N(C(C(S2)=[C@H]c5cc(Nc3ccc(cc3)c4nnnn4)ncc5)=O)C" 4RK InChI InChI 1.03 "InChI=1S/C25H22N8OS/c1-3-16-4-8-20(9-5-16)28-25-33(2)24(34)21(35-25)14-17-12-13-26-22(15-17)27-19-10-6-18(7-11-19)23-29-31-32-30-23/h4-15H,3H2,1-2H3,(H,26,27)(H,29,30,31,32)/b21-14-,28-25-" 4RK InChIKey InChI 1.03 WWPZBBQLQAEXGE-ZMSDRGEISA-N 4RK SMILES_CANONICAL CACTVS 3.385 "CCc1ccc(cc1)N=C2S\C(=C/c3ccnc(Nc4ccc(cc4)c5[nH]nnn5)c3)C(=O)N2C" 4RK SMILES CACTVS 3.385 "CCc1ccc(cc1)N=C2SC(=Cc3ccnc(Nc4ccc(cc4)c5[nH]nnn5)c3)C(=O)N2C" 4RK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)/N=C\2/N(C(=O)/C(=C/c3ccnc(c3)Nc4ccc(cc4)c5[nH]nnn5)/S2)C" 4RK SMILES "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)N=C2N(C(=O)C(=Cc3ccnc(c3)Nc4ccc(cc4)c5[nH]nnn5)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 4RK "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z,5Z)-2-[(4-ethylphenyl)imino]-3-methyl-5-[(2-{[4-(1H-tetrazol-5-yl)phenyl]amino}pyridin-4-yl)methylidene]-1,3-thiazolidin-4-one" 4RK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2Z,5Z)-2-(4-ethylphenyl)imino-3-methyl-5-[[2-[[4-(1H-1,2,3,4-tetrazol-5-yl)phenyl]amino]pyridin-4-yl]methylidene]-1,3-thiazolidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4RK "Create component" 2015-05-15 EBI 4RK "Initial release" 2016-07-20 RCSB #