data_R22 # _chem_comp.id R22 _chem_comp.name "4-(3,5-DIMETHYLPHENOXY)-5-(FURAN-2-YLMETHYLSULFANYLMETHYL)-3-IODO-6-METHYLPYRIDIN-2(1H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 I N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-03 _chem_comp.pdbx_modified_date 2011-06-04 _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 481.347 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R22 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BE2 _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 R22 "C1'" C1* C 0 1 Y N N 50.043 -24.853 26.334 -0.488 1.613 -0.065 "C1'" R22 1 R22 "C2'" C2* C 0 1 Y N N 49.360 -25.149 25.110 -0.326 2.797 -0.770 "C2'" R22 2 R22 "C3'" C3* C 0 1 Y N N 49.469 -24.287 23.985 -0.595 4.006 -0.159 "C3'" R22 3 R22 "C4'" C4* C 0 1 Y N N 50.267 -23.104 24.070 -1.015 4.038 1.157 "C4'" R22 4 R22 "C5'" C5* C 0 1 Y N N 50.959 -22.796 25.279 -1.173 2.861 1.864 "C5'" R22 5 R22 "C6'" C6* C 0 1 Y N N 50.853 -23.658 26.395 -0.910 1.648 1.257 "C6'" R22 6 R22 "O7'" O7* O 0 1 N N N 49.892 -25.787 27.389 -0.228 0.422 -0.665 "O7'" R22 7 R22 "C8'" C8* C 0 1 N N N 48.729 -24.627 22.714 -0.424 5.292 -0.927 "C8'" R22 8 R22 "C9'" C9* C 0 1 N N N 51.799 -21.562 25.365 -1.632 2.900 3.299 "C9'" R22 9 R22 N1 N1 N 0 1 Y N N 52.834 -25.869 30.315 -1.241 -2.507 2.025 N1 R22 10 R22 C2 C2 C 0 1 Y N N 51.699 -25.187 30.656 -2.100 -2.204 1.035 C2 R22 11 R22 C3 C3 C 0 1 Y N N 50.619 -25.170 29.613 -1.777 -1.210 0.103 C3 R22 12 R22 C4 C4 C 0 1 Y N N 50.853 -25.809 28.402 -0.570 -0.545 0.221 C4 R22 13 R22 C5 C5 C 0 1 Y N N 52.043 -26.491 28.131 0.299 -0.889 1.275 C5 R22 14 R22 C6 C6 C 0 1 Y N N 53.006 -26.530 29.076 -0.055 -1.855 2.150 C6 R22 15 R22 C7 C7 C 0 1 N N N 54.356 -27.234 28.989 0.878 -2.218 3.275 C7 R22 16 R22 O8 O8 O 0 1 N N N 51.678 -24.673 31.777 -3.162 -2.800 0.945 O8 R22 17 R22 I9 I9 I 0 1 N N N 48.848 -24.268 30.000 -3.103 -0.736 -1.448 I9 R22 18 R22 C10 C10 C 0 1 N N N 52.315 -27.216 26.853 1.621 -0.181 1.427 C10 R22 19 R22 S11 S11 S 0 1 N N N 50.956 -27.823 25.786 2.779 -0.787 0.168 S11 R22 20 R22 C12 C12 C 0 1 N N N 51.311 -29.531 25.454 4.239 0.209 0.578 C12 R22 21 R22 C13 C13 C 0 1 Y N N 51.149 -30.359 26.682 5.362 -0.135 -0.366 C13 R22 22 R22 O14 O14 O 0 1 Y N N 50.665 -31.595 26.433 6.285 -1.091 -0.173 O14 R22 23 R22 C15 C15 C 0 1 Y N N 50.587 -32.204 27.650 7.129 -1.116 -1.218 C15 R22 24 R22 C16 C16 C 0 1 Y N N 51.017 -31.378 28.648 6.749 -0.168 -2.094 C16 R22 25 R22 C17 C17 C 0 1 Y N N 51.383 -30.169 28.013 5.607 0.461 -1.547 C17 R22 26 R22 "H2'" H2* H 0 1 N N N 48.739 -26.057 25.032 0.003 2.772 -1.799 "H2'" R22 27 R22 "H4'" H4* H 0 1 N N N 50.349 -22.428 23.202 -1.221 4.985 1.634 "H4'" R22 28 R22 "H6'" H6* H 0 1 N N N 51.403 -23.398 27.315 -1.034 0.729 1.809 "H6'" R22 29 R22 "H8'1" 1H8* H 0 0 N N N 47.649 -24.761 22.956 0.615 5.614 -0.870 "H8'1" R22 30 R22 "H8'2" 2H8* H 0 0 N N N 48.815 -23.951 21.832 -0.699 5.131 -1.970 "H8'2" R22 31 R22 "H8'3" 3H8* H 0 0 N N N 49.014 -25.658 22.401 -1.067 6.060 -0.496 "H8'3" R22 32 R22 "H9'1" 1H9* H 0 0 N N N 51.168 -20.686 25.086 -0.765 2.965 3.956 "H9'1" R22 33 R22 "H9'2" 2H9* H 0 0 N N N 52.340 -21.321 26.310 -2.271 3.769 3.453 "H9'2" R22 34 R22 "H9'3" 3H9* H 0 0 N N N 52.538 -21.579 24.530 -2.193 1.993 3.526 "H9'3" R22 35 R22 HN1 HN1 H 0 1 N N N 53.580 -25.885 31.011 -1.475 -3.198 2.665 HN1 R22 36 R22 H71 1H7 H 0 1 N N N 54.504 -27.933 29.845 0.657 -1.600 4.145 H71 R22 37 R22 H72 2H7 H 0 1 N N N 54.492 -27.755 28.013 0.745 -3.269 3.533 H72 R22 38 R22 H73 3H7 H 0 1 N N N 55.195 -26.528 29.192 1.909 -2.049 2.962 H73 R22 39 R22 H101 1H10 H 0 0 N N N 52.981 -28.080 27.085 1.476 0.892 1.300 H101 R22 40 R22 H102 2H10 H 0 0 N N N 52.979 -26.573 26.229 2.027 -0.378 2.419 H102 R22 41 R22 H121 1H12 H 0 0 N N N 52.322 -29.660 25.001 3.995 1.267 0.483 H121 R22 42 R22 H122 2H12 H 0 0 N N N 50.696 -29.922 24.610 4.547 -0.003 1.602 H122 R22 43 R22 H15 H15 H 0 1 N N N 50.223 -33.233 27.807 7.970 -1.784 -1.335 H15 R22 44 R22 H16 H16 H 0 1 N N N 51.059 -31.630 29.721 7.224 0.065 -3.035 H16 R22 45 R22 H17 H17 H 0 1 N N N 51.778 -29.247 28.472 5.044 1.269 -1.989 H17 R22 46 # 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 R22 "C1'" "C2'" SING Y N 1 R22 "C1'" "C6'" DOUB Y N 2 R22 "C1'" "O7'" SING N N 3 R22 "C2'" "C3'" DOUB Y N 4 R22 "C2'" "H2'" SING N N 5 R22 "C3'" "C4'" SING Y N 6 R22 "C3'" "C8'" SING N N 7 R22 "C4'" "C5'" DOUB Y N 8 R22 "C4'" "H4'" SING N N 9 R22 "C5'" "C6'" SING Y N 10 R22 "C5'" "C9'" SING N N 11 R22 "C6'" "H6'" SING N N 12 R22 "O7'" C4 SING N N 13 R22 "C8'" "H8'1" SING N N 14 R22 "C8'" "H8'2" SING N N 15 R22 "C8'" "H8'3" SING N N 16 R22 "C9'" "H9'1" SING N N 17 R22 "C9'" "H9'2" SING N N 18 R22 "C9'" "H9'3" SING N N 19 R22 N1 C2 SING Y N 20 R22 N1 C6 SING Y N 21 R22 N1 HN1 SING N N 22 R22 C2 C3 SING Y N 23 R22 C2 O8 DOUB N N 24 R22 C3 C4 DOUB Y N 25 R22 C3 I9 SING N N 26 R22 C4 C5 SING Y N 27 R22 C5 C6 DOUB Y N 28 R22 C5 C10 SING N N 29 R22 C6 C7 SING N N 30 R22 C7 H71 SING N N 31 R22 C7 H72 SING N N 32 R22 C7 H73 SING N N 33 R22 C10 S11 SING N N 34 R22 C10 H101 SING N N 35 R22 C10 H102 SING N N 36 R22 S11 C12 SING N N 37 R22 C12 C13 SING N N 38 R22 C12 H121 SING N N 39 R22 C12 H122 SING N N 40 R22 C13 O14 SING Y N 41 R22 C13 C17 DOUB Y N 42 R22 O14 C15 SING Y N 43 R22 C15 C16 DOUB Y N 44 R22 C15 H15 SING N N 45 R22 C16 C17 SING Y N 46 R22 C16 H16 SING N N 47 R22 C17 H17 SING N N 48 # 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 R22 SMILES ACDLabs 10.04 "O=C2NC(=C(C(Oc1cc(cc(c1)C)C)=C2I)CSCc3occc3)C" R22 SMILES_CANONICAL CACTVS 3.341 "CC1=C(CSCc2occc2)C(=C(I)C(=O)N1)Oc3cc(C)cc(C)c3" R22 SMILES CACTVS 3.341 "CC1=C(CSCc2occc2)C(=C(I)C(=O)N1)Oc3cc(C)cc(C)c3" R22 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(cc(c1)OC2=C(C(=O)NC(=C2CSCc3ccco3)C)I)C" R22 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(cc(c1)OC2=C(C(=O)NC(=C2CSCc3ccco3)C)I)C" R22 InChI InChI 1.03 "InChI=1S/C20H20INO3S/c1-12-7-13(2)9-16(8-12)25-19-17(14(3)22-20(23)18(19)21)11-26-10-15-5-4-6-24-15/h4-9H,10-11H2,1-3H3,(H,22,23)" R22 InChIKey InChI 1.03 YZLKVEDFWLGNQP-UHFFFAOYSA-N # 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 R22 "SYSTEMATIC NAME" ACDLabs 10.04 "4-(3,5-dimethylphenoxy)-5-{[(furan-2-ylmethyl)sulfanyl]methyl}-3-iodo-6-methylpyridin-2(1H)-one" R22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-(3,5-dimethylphenoxy)-5-(furan-2-ylmethylsulfanylmethyl)-3-iodo-6-methyl-1H-pyridin-2-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 R22 "Create component" 2005-11-03 RCSB R22 "Modify descriptor" 2011-06-04 RCSB #