data_MEK # _chem_comp.id MEK _chem_comp.name "3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-N-(2-hydroxyethoxy)-5-[(2-hydroxyethoxy)methyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 F3 I N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-07-22 _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 526.246 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MEK _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 3DV3 _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 MEK N1 N1 N 0 1 N N N 40.581 -11.415 -0.521 -2.260 2.077 0.804 N1 MEK 1 MEK C4 C4 C 0 1 Y N N 41.760 -17.933 2.926 3.508 -0.317 -0.206 C4 MEK 2 MEK C5 C5 C 0 1 Y N N 41.950 -16.728 3.594 3.573 -0.543 1.158 C5 MEK 3 MEK C6 C6 C 0 1 Y N N 41.262 -15.592 3.236 2.424 -0.850 1.863 C6 MEK 4 MEK C7 C7 C 0 1 Y N N 38.995 -13.067 0.200 -1.962 -0.347 0.882 C7 MEK 5 MEK C8 C8 C 0 1 Y N N 38.124 -12.749 -0.795 -3.165 -0.560 0.203 C8 MEK 6 MEK C10 C10 C 0 1 Y N N 36.913 -14.708 -0.361 -2.754 -2.924 0.216 C10 MEK 7 MEK C13 C13 C 0 1 N N N 40.078 -12.101 0.458 -1.543 1.021 1.235 C13 MEK 8 MEK C15 C15 C 0 1 N N N 42.019 -8.319 0.507 -2.181 5.785 1.047 C15 MEK 9 MEK C17 C17 C 0 1 N N N 37.281 -13.750 -4.006 -6.735 -0.911 -1.785 C17 MEK 10 MEK F3 F3 F 0 1 N N N 35.898 -15.470 -0.676 -3.145 -4.175 -0.110 F3 MEK 11 MEK C9 C9 C 0 1 Y N N 37.084 -13.580 -1.077 -3.553 -1.840 -0.124 C9 MEK 12 MEK C16 C16 C 0 1 N N N 36.112 -13.248 -2.161 -4.851 -2.066 -0.856 C16 MEK 13 MEK O4 O4 O 0 1 N N N 36.754 -12.693 -3.263 -5.489 -0.809 -1.093 O4 MEK 14 MEK C18 C18 C 0 1 N N N 38.188 -13.161 -5.044 -7.324 0.486 -1.983 C18 MEK 15 MEK O5 O5 O 0 1 N N N 37.384 -12.420 -5.928 -6.474 1.245 -2.845 O5 MEK 16 MEK C11 C11 C 0 1 Y N N 37.776 -15.029 0.645 -1.562 -2.729 0.893 C11 MEK 17 MEK F2 F2 F 0 1 N N N 37.569 -16.135 1.313 -0.793 -3.789 1.224 F2 MEK 18 MEK C12 C12 C 0 1 Y N N 38.841 -14.215 0.930 -1.157 -1.444 1.231 C12 MEK 19 MEK N2 N2 N 0 1 N N N 39.729 -14.457 1.905 0.040 -1.244 1.910 N2 MEK 20 MEK C1 C1 C 0 1 Y N N 40.367 -15.602 2.206 1.204 -0.934 1.200 C1 MEK 21 MEK F1 F1 F 0 1 N N N 41.466 -14.463 3.874 2.487 -1.071 3.195 F1 MEK 22 MEK C2 C2 C 0 1 Y N N 40.165 -16.780 1.534 1.145 -0.707 -0.168 C2 MEK 23 MEK C3 C3 C 0 1 Y N N 40.838 -17.918 1.885 2.296 -0.395 -0.867 C3 MEK 24 MEK I1 I1 I 0 1 N N N 42.777 -19.685 3.455 5.251 0.149 -1.272 I1 MEK 25 MEK O1 O1 O 0 1 N N N 40.433 -11.910 1.567 -0.550 1.196 1.915 O1 MEK 26 MEK O2 O2 O 0 1 N N N 41.550 -10.528 -0.250 -1.857 3.392 1.144 O2 MEK 27 MEK C14 C14 C 0 1 N N N 41.474 -9.159 -0.624 -2.708 4.413 0.621 C14 MEK 28 MEK O3 O3 O 0 1 N N N 41.155 -8.399 1.625 -0.904 6.012 0.447 O3 MEK 29 MEK HN1 HN1 H 0 1 N N N 40.254 -11.544 -1.457 -3.049 1.938 0.259 HN1 MEK 30 MEK H5 H5 H 0 1 N N N 42.654 -16.683 4.412 4.521 -0.477 1.671 H5 MEK 31 MEK H8 H8 H 0 1 N N N 38.258 -11.839 -1.360 -3.790 0.279 -0.064 H8 MEK 32 MEK H15 H15 H 0 1 N N N 43.015 -8.690 0.789 -2.877 6.559 0.724 H15 MEK 33 MEK H15A H15A H 0 0 N N N 42.091 -7.272 0.179 -2.082 5.814 2.132 H15A MEK 34 MEK H17 H17 H 0 1 N N N 36.470 -14.316 -4.488 -6.573 -1.378 -2.757 H17 MEK 35 MEK H17A H17A H 0 0 N N N 37.836 -14.442 -3.355 -7.426 -1.518 -1.201 H17A MEK 36 MEK H16 H16 H 0 1 N N N 35.600 -14.170 -2.475 -4.650 -2.557 -1.809 H16 MEK 37 MEK H16A H16A H 0 0 N N N 35.393 -12.513 -1.771 -5.503 -2.697 -0.252 H16A MEK 38 MEK H18 H18 H 0 1 N N N 38.934 -12.507 -4.570 -8.315 0.403 -2.431 H18 MEK 39 MEK H18A H18A H 0 0 N N N 38.730 -13.953 -5.582 -7.403 0.987 -1.018 H18A MEK 40 MEK HO5 HO5 H 0 1 N N N 36.540 -12.253 -5.525 -6.787 2.144 -3.015 HO5 MEK 41 MEK HN2 HN2 H 0 1 N N N 39.948 -13.676 2.491 0.067 -1.321 2.877 HN2 MEK 42 MEK H2 H2 H 0 1 N N N 39.463 -16.810 0.714 0.199 -0.771 -0.686 H2 MEK 43 MEK H3 H3 H 0 1 N N N 40.648 -18.830 1.339 2.249 -0.218 -1.931 H3 MEK 44 MEK H14 H14 H 0 1 N N N 40.427 -8.885 -0.820 -3.719 4.277 1.006 H14 MEK 45 MEK H14A H14A H 0 0 N N N 42.063 -8.986 -1.537 -2.723 4.352 -0.468 H14A MEK 46 MEK HO3 HO3 H 0 1 N N N 41.670 -8.417 2.423 -0.509 6.865 0.674 HO3 MEK 47 # 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 MEK N1 O2 SING N N 1 MEK N1 C13 SING N N 2 MEK N1 HN1 SING N N 3 MEK C3 C4 DOUB Y N 4 MEK C4 I1 SING N N 5 MEK C4 C5 SING Y N 6 MEK C6 C5 DOUB Y N 7 MEK C5 H5 SING N N 8 MEK C1 C6 SING Y N 9 MEK C6 F1 SING N N 10 MEK C8 C7 DOUB Y N 11 MEK C7 C13 SING N N 12 MEK C7 C12 SING Y N 13 MEK C9 C8 SING Y N 14 MEK C8 H8 SING N N 15 MEK C9 C10 DOUB Y N 16 MEK F3 C10 SING N N 17 MEK C10 C11 SING Y N 18 MEK C13 O1 DOUB N N 19 MEK C14 C15 SING N N 20 MEK C15 O3 SING N N 21 MEK C15 H15 SING N N 22 MEK C15 H15A SING N N 23 MEK C18 C17 SING N N 24 MEK C17 O4 SING N N 25 MEK C17 H17 SING N N 26 MEK C17 H17A SING N N 27 MEK C16 C9 SING N N 28 MEK O4 C16 SING N N 29 MEK C16 H16 SING N N 30 MEK C16 H16A SING N N 31 MEK O5 C18 SING N N 32 MEK C18 H18 SING N N 33 MEK C18 H18A SING N N 34 MEK O5 HO5 SING N N 35 MEK C11 C12 DOUB Y N 36 MEK C11 F2 SING N N 37 MEK C12 N2 SING N N 38 MEK N2 C1 SING N N 39 MEK N2 HN2 SING N N 40 MEK C2 C1 DOUB Y N 41 MEK C2 C3 SING Y N 42 MEK C2 H2 SING N N 43 MEK C3 H3 SING N N 44 MEK C14 O2 SING N N 45 MEK C14 H14 SING N N 46 MEK C14 H14A SING N N 47 MEK O3 HO3 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 MEK SMILES ACDLabs 10.04 "O=C(NOCCO)c1c(c(F)c(F)c(c1)COCCO)Nc2ccc(I)cc2F" MEK SMILES_CANONICAL CACTVS 3.341 "OCCOCc1cc(C(=O)NOCCO)c(Nc2ccc(I)cc2F)c(F)c1F" MEK SMILES CACTVS 3.341 "OCCOCc1cc(C(=O)NOCCO)c(Nc2ccc(I)cc2F)c(F)c1F" MEK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1I)F)Nc2c(cc(c(c2F)F)COCCO)C(=O)NOCCO" MEK SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1I)F)Nc2c(cc(c(c2F)F)COCCO)C(=O)NOCCO" MEK InChI InChI 1.03 "InChI=1S/C18H18F3IN2O5/c19-13-8-11(22)1-2-14(13)23-17-12(18(27)24-29-6-4-26)7-10(9-28-5-3-25)15(20)16(17)21/h1-2,7-8,23,25-26H,3-6,9H2,(H,24,27)" MEK InChIKey InChI 1.03 PVBOBALIHWFPSS-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 MEK "SYSTEMATIC NAME" ACDLabs 10.04 "3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-N-(2-hydroxyethoxy)-5-[(2-hydroxyethoxy)methyl]benzamide" MEK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3,4-difluoro-2-[(2-fluoro-4-iodo-phenyl)amino]-N-(2-hydroxyethoxy)-5-(2-hydroxyethoxymethyl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MEK "Create component" 2008-07-22 RCSB MEK "Modify aromatic_flag" 2011-06-04 RCSB MEK "Modify descriptor" 2011-06-04 RCSB #