data_EUI # _chem_comp.id EUI _chem_comp.name "[3,4-BIS(FLUORANYL)-2-[(2-FLUORANYL-4-IODANYL-PHENYL)AMINO]PHENYL]-[3-OXIDANYL-3-[(2S)-PIPERIDIN-2-YL]AZETIDIN-1-YL]METHANONE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 F3 I N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-14 _chem_comp.pdbx_modified_date 2021-03-12 _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 531.310 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EUI _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 4AN2 _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 EUI O20 O20 O 0 1 N N N -31.158 12.871 -6.292 0.489 0.731 -1.827 O20 EUI 1 EUI C18 C18 C 0 1 N N N -30.674 12.729 -5.176 1.312 1.131 -1.024 C18 EUI 2 EUI C15 C15 C 0 1 Y N N -31.196 11.701 -4.224 1.064 2.372 -0.271 C15 EUI 3 EUI C14 C14 C 0 1 Y N N -30.289 11.038 -3.331 2.062 2.909 0.547 C14 EUI 4 EUI C13 C13 C 0 1 Y N N -30.747 10.044 -2.452 1.827 4.070 1.248 C13 EUI 5 EUI C12 C12 C 0 1 Y N N -32.119 9.739 -2.513 0.600 4.713 1.149 C12 EUI 6 EUI F17 F17 F 0 1 N N N -32.778 8.872 -1.790 0.380 5.852 1.842 F17 EUI 7 EUI C11 C11 C 0 1 Y N N -32.978 10.355 -3.391 -0.399 4.194 0.343 C11 EUI 8 EUI F16 F16 F 0 1 N N N -34.242 10.039 -3.339 -1.589 4.825 0.252 F16 EUI 9 EUI C10 C10 C 0 1 Y N N -32.558 11.332 -4.263 -0.175 3.025 -0.376 C10 EUI 10 EUI N9 N9 N 0 1 N N N -33.547 11.897 -5.044 -1.173 2.504 -1.190 N9 EUI 11 EUI C5 C5 C 0 1 Y N N -34.810 12.439 -4.753 -1.878 1.363 -0.790 C5 EUI 12 EUI C4 C4 C 0 1 Y N N -35.332 12.423 -3.435 -1.610 0.776 0.439 C4 EUI 13 EUI C3 C3 C 0 1 Y N N -36.609 12.983 -3.152 -2.308 -0.350 0.832 C3 EUI 14 EUI C2 C2 C 0 1 Y N N -37.347 13.577 -4.178 -3.272 -0.893 0.003 C2 EUI 15 EUI I8 I8 I 0 1 N N N -39.331 14.455 -3.889 -4.327 -2.601 0.604 I8 EUI 16 EUI C6 C6 C 0 1 Y N N -35.570 13.036 -5.755 -2.852 0.819 -1.620 C6 EUI 17 EUI F7 F7 F 0 1 N N N -35.106 13.062 -7.010 -3.119 1.390 -2.815 F7 EUI 18 EUI C1 C1 C 0 1 Y N N -36.832 13.595 -5.459 -3.543 -0.312 -1.223 C1 EUI 19 EUI N19 N19 N 0 1 N N N -29.650 13.537 -4.842 2.447 0.434 -0.820 N19 EUI 20 EUI C23 C23 C 0 1 N N N -28.925 13.676 -3.590 3.088 -0.746 -1.420 C23 EUI 21 EUI C22 C22 C 0 1 N N N -28.225 14.824 -4.433 3.771 -0.995 -0.068 C22 EUI 22 EUI C21 C21 C 0 1 N N N -29.066 14.539 -5.728 3.594 0.523 0.096 C21 EUI 23 EUI O24 O24 O 0 1 N N N -28.598 16.142 -4.024 2.999 -1.781 0.842 O24 EUI 24 EUI C25 C25 C 0 1 N N S -26.713 14.760 -4.630 5.229 -1.446 -0.175 C25 EUI 25 EUI C30 C30 C 0 1 N N N -26.189 13.301 -4.785 5.301 -2.756 -0.963 C30 EUI 26 EUI C29 C29 C 0 1 N N N -24.657 13.301 -4.625 6.760 -3.214 -1.050 C29 EUI 27 EUI C28 C28 C 0 1 N N N -24.286 13.799 -3.203 7.322 -3.374 0.365 C28 EUI 28 EUI C27 C27 C 0 1 N N N -24.817 15.245 -3.051 7.191 -2.046 1.114 C27 EUI 29 EUI N26 N26 N 0 1 N N N -26.247 15.403 -3.392 5.778 -1.652 1.171 N26 EUI 30 EUI H14 H14 H 0 1 N N N -29.243 11.307 -3.335 3.019 2.414 0.628 H14 EUI 31 EUI H13 H13 H 0 1 N N N -30.082 9.541 -1.766 2.600 4.483 1.880 H13 EUI 32 EUI H9 H9 H 0 1 N N N -33.317 11.926 -6.017 -1.382 2.931 -2.036 H9 EUI 33 EUI H4 H4 H 0 1 N N N -34.754 11.981 -2.637 -0.857 1.199 1.088 H4 EUI 34 EUI H3 H3 H 0 1 N N N -37.006 12.949 -2.148 -2.099 -0.807 1.788 H3 EUI 35 EUI H1 H1 H 0 1 N N N -37.408 14.047 -6.253 -4.296 -0.738 -1.868 H1 EUI 36 EUI H231 H231 H 0 0 N N N -29.515 14.003 -2.721 2.382 -1.528 -1.701 H231 EUI 37 EUI H232 H232 H 0 0 N N N -28.287 12.828 -3.302 3.786 -0.501 -2.220 H232 EUI 38 EUI H211 H211 H 0 0 N N N -28.507 14.153 -6.593 4.426 1.103 -0.304 H211 EUI 39 EUI H212 H212 H 0 0 N N N -29.738 15.346 -6.056 3.319 0.823 1.108 H212 EUI 40 EUI H24 H24 H 0 1 N N N -28.148 16.781 -4.564 2.091 -1.471 0.957 H24 EUI 41 EUI H25 H25 H 0 1 N N N -26.423 15.352 -5.511 5.809 -0.680 -0.690 H25 EUI 42 EUI H301 H301 H 0 0 N N N -26.641 12.662 -4.012 4.710 -3.519 -0.456 H301 EUI 43 EUI H302 H302 H 0 0 N N N -26.456 12.917 -5.780 4.908 -2.599 -1.967 H302 EUI 44 EUI H26 H26 H 0 1 N N N -26.431 16.383 -3.473 5.655 -0.829 1.742 H26 EUI 45 EUI H291 H291 H 0 0 N N N -24.273 12.280 -4.768 6.811 -4.169 -1.573 H291 EUI 46 EUI H292 H292 H 0 0 N N N -24.210 13.969 -5.376 7.343 -2.469 -1.592 H292 EUI 47 EUI H281 H281 H 0 0 N N N -24.750 13.149 -2.447 6.763 -4.147 0.893 H281 EUI 48 EUI H282 H282 H 0 0 N N N -23.193 13.787 -3.076 8.373 -3.659 0.309 H282 EUI 49 EUI H271 H271 H 0 0 N N N -24.675 15.557 -2.006 7.577 -2.161 2.127 H271 EUI 50 EUI H272 H272 H 0 0 N N N -24.230 15.900 -3.712 7.762 -1.278 0.593 H272 EUI 51 # # 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 EUI O20 C18 DOUB N N 1 EUI C18 C15 SING N N 2 EUI C18 N19 SING N N 3 EUI C15 C14 SING Y N 4 EUI C15 C10 DOUB Y N 5 EUI C14 C13 DOUB Y N 6 EUI C13 C12 SING Y N 7 EUI C12 F17 SING N N 8 EUI C12 C11 DOUB Y N 9 EUI C11 F16 SING N N 10 EUI C11 C10 SING Y N 11 EUI C10 N9 SING N N 12 EUI N9 C5 SING N N 13 EUI C5 C4 SING Y N 14 EUI C5 C6 DOUB Y N 15 EUI C4 C3 DOUB Y N 16 EUI C3 C2 SING Y N 17 EUI C2 I8 SING N N 18 EUI C2 C1 DOUB Y N 19 EUI C6 F7 SING N N 20 EUI C6 C1 SING Y N 21 EUI N19 C23 SING N N 22 EUI N19 C21 SING N N 23 EUI C23 C22 SING N N 24 EUI C22 C21 SING N N 25 EUI C22 O24 SING N N 26 EUI C22 C25 SING N N 27 EUI C25 C30 SING N N 28 EUI C25 N26 SING N N 29 EUI C30 C29 SING N N 30 EUI C29 C28 SING N N 31 EUI C28 C27 SING N N 32 EUI C27 N26 SING N N 33 EUI C14 H14 SING N N 34 EUI C13 H13 SING N N 35 EUI N9 H9 SING N N 36 EUI C4 H4 SING N N 37 EUI C3 H3 SING N N 38 EUI C1 H1 SING N N 39 EUI C23 H231 SING N N 40 EUI C23 H232 SING N N 41 EUI C21 H211 SING N N 42 EUI C21 H212 SING N N 43 EUI O24 H24 SING N N 44 EUI C25 H25 SING N N 45 EUI C30 H301 SING N N 46 EUI C30 H302 SING N N 47 EUI N26 H26 SING N N 48 EUI C29 H291 SING N N 49 EUI C29 H292 SING N N 50 EUI C28 H281 SING N N 51 EUI C28 H282 SING N N 52 EUI C27 H271 SING N N 53 EUI C27 H272 SING N N 54 # # 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 EUI SMILES ACDLabs 12.01 "O=C(c2ccc(F)c(F)c2Nc1ccc(I)cc1F)N4CC(O)(C3NCCCC3)C4" EUI InChI InChI 1.03 "InChI=1S/C21H21F3IN3O2/c22-14-6-5-13(19(18(14)24)27-16-7-4-12(25)9-15(16)23)20(29)28-10-21(30,11-28)17-3-1-2-8-26-17/h4-7,9,17,26-27,30H,1-3,8,10-11H2/t17-/m0/s1" EUI InChIKey InChI 1.03 BSMCAPRUBJMWDF-KRWDZBQOSA-N EUI SMILES_CANONICAL CACTVS 3.385 "OC1(CN(C1)C(=O)c2ccc(F)c(F)c2Nc3ccc(I)cc3F)[C@@H]4CCCCN4" EUI SMILES CACTVS 3.385 "OC1(CN(C1)C(=O)c2ccc(F)c(F)c2Nc3ccc(I)cc3F)[CH]4CCCCN4" EUI SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1I)F)Nc2c(ccc(c2F)F)C(=O)N3CC(C3)([C@@H]4CCCCN4)O" EUI SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1I)F)Nc2c(ccc(c2F)F)C(=O)N3CC(C3)(C4CCCCN4)O" # # 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 EUI "SYSTEMATIC NAME" ACDLabs 12.01 "{3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}{3-hydroxy-3-[(2S)-piperidin-2-yl]azetidin-1-yl}methanone" EUI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[3,4-bis(fluoranyl)-2-[(2-fluoranyl-4-iodanyl-phenyl)amino]phenyl]-[3-oxidanyl-3-[(2S)-piperidin-2-yl]azetidin-1-yl]methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EUI "Create component" 2012-03-14 EBI EUI "Initial release" 2012-12-14 RCSB EUI "Modify descriptor" 2014-09-05 RCSB EUI "Modify synonyms" 2021-03-12 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EUI _pdbx_chem_comp_synonyms.name Cobimetinib _pdbx_chem_comp_synonyms.provenance DRUGBANK _pdbx_chem_comp_synonyms.type ? ##