data_0F5 # _chem_comp.id 0F5 _chem_comp.name "(5~{Z})-5-[[3-[6-[(4-azanylcyclohexyl)amino]pyrazin-2-yl]phenyl]methylidene]-1,3-thiazolidine-2,4-dione" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-04 _chem_comp.pdbx_modified_date 2020-02-12 _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 395.478 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0F5 _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 3VBQ _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 0F5 C10 C1 C 0 1 Y N N -23.734 -36.895 2.649 -3.062 -1.148 -0.689 C10 0F5 1 0F5 C13 C2 C 0 1 N N N -23.365 -34.449 2.599 -4.044 1.100 -0.278 C13 0F5 2 0F5 C15 C3 C 0 1 N N N -22.647 -32.129 2.812 -6.570 1.302 -0.127 C15 0F5 3 0F5 C17 C4 C 0 1 N N N -21.480 -31.388 1.098 -7.474 -0.761 0.333 C17 0F5 4 0F5 C21 C5 C 0 1 N N N -22.473 -33.534 -3.488 5.580 -0.319 0.266 C21 0F5 5 0F5 C22 C6 C 0 1 N N N -21.285 -32.799 -4.143 6.504 -1.488 0.614 C22 0F5 6 0F5 C24 C7 C 0 1 N N N -22.438 -30.629 -3.261 8.445 -0.236 -0.339 C24 0F5 7 0F5 C26 C8 C 0 1 N N N -23.714 -32.623 -3.542 6.115 0.403 -0.972 C26 0F5 8 0F5 O19 O1 O 0 1 N N N -23.208 -31.997 3.920 -6.651 2.496 -0.351 O19 0F5 9 0F5 N16 N1 N 0 1 N N N -22.015 -31.044 2.290 -7.633 0.546 0.094 N16 0F5 10 0F5 O20 O2 O 0 1 N N N -20.864 -30.636 0.357 -8.356 -1.569 0.551 O20 0F5 11 0F5 S18 S1 S 0 1 N N N -21.856 -33.074 0.612 -5.734 -1.089 0.269 S18 0F5 12 0F5 C14 C9 C 0 1 N N N -22.658 -33.337 2.096 -5.285 0.591 -0.088 C14 0F5 13 0F5 C12 C10 C 0 1 Y N N -23.499 -35.717 1.879 -2.884 0.200 -0.357 C12 0F5 14 0F5 C11 C11 C 0 1 Y N N -23.420 -35.765 0.494 -1.599 0.688 -0.101 C11 0F5 15 0F5 C08 C12 C 0 1 Y N N -23.915 -38.091 1.940 -1.973 -1.992 -0.758 C08 0F5 16 0F5 C09 C13 C 0 1 Y N N -23.837 -38.135 0.524 -0.702 -1.514 -0.505 C09 0F5 17 0F5 C07 C14 C 0 1 Y N N -23.576 -36.999 -0.237 -0.509 -0.171 -0.178 C07 0F5 18 0F5 C03 C15 C 0 1 Y N N -23.575 -36.999 -1.677 0.858 0.338 0.092 C03 0F5 19 0F5 N02 N2 N 0 1 Y N N -23.219 -35.876 -2.355 1.911 -0.457 -0.079 N02 0F5 20 0F5 C01 C16 C 0 1 Y N N -23.896 -38.115 -2.463 1.042 1.651 0.519 C01 0F5 21 0F5 N05 N3 N 0 1 Y N N -23.887 -38.065 -3.830 2.259 2.104 0.759 N05 0F5 22 0F5 C06 C17 C 0 1 Y N N -23.509 -36.905 -4.546 3.305 1.316 0.596 C06 0F5 23 0F5 C04 C18 C 0 1 Y N N -23.181 -35.830 -3.713 3.130 0.002 0.164 C04 0F5 24 0F5 N28 N4 N 0 1 N N N -22.831 -34.709 -4.278 4.233 -0.826 -0.007 N28 0F5 25 0F5 C23 C19 C 0 1 N N N -21.121 -31.478 -3.334 7.911 -0.958 0.900 C23 0F5 26 0F5 N27 N5 N 0 1 N N N -22.306 -29.390 -2.467 9.796 0.273 -0.064 N27 0F5 27 0F5 C25 C20 C 0 1 N N N -23.373 -31.483 -2.565 7.521 0.933 -0.686 C25 0F5 28 0F5 H1 H1 H 0 1 N N N -23.771 -36.867 3.728 -4.053 -1.528 -0.887 H1 0F5 29 0F5 H2 H2 H 0 1 N N N -23.833 -34.360 3.568 -3.906 2.168 -0.370 H2 0F5 30 0F5 H4 H4 H 0 1 N N N -22.235 -33.800 -2.448 5.543 0.377 1.105 H4 0F5 31 0F5 H5 H5 H 0 1 N N N -20.371 -33.408 -4.076 6.123 -2.002 1.497 H5 0F5 32 0F5 H6 H6 H 0 1 N N N -21.503 -32.580 -5.199 6.541 -2.183 -0.224 H6 0F5 33 0F5 H7 H7 H 0 1 N N N -22.786 -30.404 -4.280 8.482 -0.932 -1.177 H7 0F5 34 0F5 H8 H8 H 0 1 N N N -23.871 -32.234 -4.559 6.152 -0.293 -1.810 H8 0F5 35 0F5 H9 H9 H 0 1 N N N -24.613 -33.165 -3.214 5.456 1.235 -1.220 H9 0F5 36 0F5 H10 H10 H 0 1 N N N -21.956 -30.142 2.717 -8.521 0.936 0.083 H10 0F5 37 0F5 H11 H11 H 0 1 N N N -23.236 -34.852 -0.052 -1.454 1.727 0.155 H11 0F5 38 0F5 H12 H12 H 0 1 N N N -24.119 -39.001 2.485 -2.116 -3.033 -1.010 H12 0F5 39 0F5 H13 H13 H 0 1 N N N -23.985 -39.079 0.021 0.145 -2.182 -0.560 H13 0F5 40 0F5 H14 H14 H 0 1 N N N -24.158 -39.042 -1.974 0.188 2.299 0.653 H14 0F5 41 0F5 H15 H15 H 0 1 N N N -23.477 -36.855 -5.624 4.299 1.691 0.793 H15 0F5 42 0F5 H16 H16 H 0 1 N N N -22.037 -34.917 -4.849 4.111 -1.740 -0.308 H16 0F5 43 0F5 H17 H17 H 0 1 N N N -20.812 -31.732 -2.309 7.874 -0.262 1.738 H17 0F5 44 0F5 H18 H18 H 0 1 N N N -20.339 -30.870 -3.813 8.569 -1.790 1.148 H18 0F5 45 0F5 H19 H19 H 0 1 N N N -23.178 -28.901 -2.463 10.426 -0.481 0.168 H19 0F5 46 0F5 H20 H20 H 0 1 N N N -22.050 -29.621 -1.529 10.146 0.809 -0.844 H20 0F5 47 0F5 H22 H22 H 0 1 N N N -24.281 -30.921 -2.301 7.484 1.628 0.152 H22 0F5 48 0F5 H23 H23 H 0 1 N N N -22.914 -31.887 -1.651 7.902 1.447 -1.569 H23 0F5 49 # # 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 0F5 C06 N05 DOUB Y N 1 0F5 C06 C04 SING Y N 2 0F5 N28 C04 SING N N 3 0F5 N28 C21 SING N N 4 0F5 C22 C21 SING N N 5 0F5 C22 C23 SING N N 6 0F5 N05 C01 SING Y N 7 0F5 C04 N02 DOUB Y N 8 0F5 C26 C21 SING N N 9 0F5 C26 C25 SING N N 10 0F5 C23 C24 SING N N 11 0F5 C24 C25 SING N N 12 0F5 C24 N27 SING N N 13 0F5 C01 C03 DOUB Y N 14 0F5 N02 C03 SING Y N 15 0F5 C03 C07 SING N N 16 0F5 C07 C11 DOUB Y N 17 0F5 C07 C09 SING Y N 18 0F5 O20 C17 DOUB N N 19 0F5 C11 C12 SING Y N 20 0F5 C09 C08 DOUB Y N 21 0F5 S18 C17 SING N N 22 0F5 S18 C14 SING N N 23 0F5 C17 N16 SING N N 24 0F5 C12 C13 SING N N 25 0F5 C12 C10 DOUB Y N 26 0F5 C08 C10 SING Y N 27 0F5 C14 C13 DOUB N Z 28 0F5 C14 C15 SING N N 29 0F5 N16 C15 SING N N 30 0F5 C15 O19 DOUB N N 31 0F5 C10 H1 SING N N 32 0F5 C13 H2 SING N N 33 0F5 C21 H4 SING N N 34 0F5 C22 H5 SING N N 35 0F5 C22 H6 SING N N 36 0F5 C24 H7 SING N N 37 0F5 C26 H8 SING N N 38 0F5 C26 H9 SING N N 39 0F5 N16 H10 SING N N 40 0F5 C11 H11 SING N N 41 0F5 C08 H12 SING N N 42 0F5 C09 H13 SING N N 43 0F5 C01 H14 SING N N 44 0F5 C06 H15 SING N N 45 0F5 N28 H16 SING N N 46 0F5 C23 H17 SING N N 47 0F5 C23 H18 SING N N 48 0F5 N27 H19 SING N N 49 0F5 N27 H20 SING N N 50 0F5 C25 H22 SING N N 51 0F5 C25 H23 SING N N 52 # # 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 0F5 InChI InChI 1.03 "InChI=1S/C20H21N5O2S/c21-14-4-6-15(7-5-14)23-18-11-22-10-16(24-18)13-3-1-2-12(8-13)9-17-19(26)25-20(27)28-17/h1-3,8-11,14-15H,4-7,21H2,(H,23,24)(H,25,26,27)/b17-9-/t14-,15-" 0F5 InChIKey InChI 1.03 UKPXIONZHWFMAU-MDYDWWASSA-N 0F5 SMILES_CANONICAL CACTVS 3.385 "N[C@H]1CC[C@@H](CC1)Nc2cncc(n2)c3cccc(/C=C/4SC(=O)NC/4=O)c3" 0F5 SMILES CACTVS 3.385 "N[CH]1CC[CH](CC1)Nc2cncc(n2)c3cccc(C=C4SC(=O)NC4=O)c3" 0F5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)c2cncc(n2)NC3CCC(CC3)N)/C=C\4/C(=O)NC(=O)S4" 0F5 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)c2cncc(n2)NC3CCC(CC3)N)C=C4C(=O)NC(=O)S4" # _pdbx_chem_comp_identifier.comp_id 0F5 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(5~{Z})-5-[[3-[6-[(4-azanylcyclohexyl)amino]pyrazin-2-yl]phenyl]methylidene]-1,3-thiazolidine-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0F5 "Create component" 2012-01-04 RCSB 0F5 "Modify formula" 2012-01-04 RCSB 0F5 "Modify formula" 2020-02-12 RCSB ##