data_5EN # _chem_comp.id 5EN _chem_comp.name "4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]-N-[(2S,3S)-4,4-difluoro-3-hydroxy-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H19 F2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-16 _chem_comp.pdbx_modified_date 2016-03-04 _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 427.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5EN _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 5DRR _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 5EN C10 C1 C 0 1 Y N N -27.367 12.808 -5.286 0.575 1.366 -1.213 C10 5EN 1 5EN C13 C2 C 0 1 N N N -26.823 16.325 -4.072 -2.803 0.158 -0.299 C13 5EN 2 5EN C15 C3 C 0 1 N N N -27.145 18.707 -2.892 -5.343 0.019 -0.108 C15 5EN 3 5EN C17 C4 C 0 1 Y N N -27.464 21.147 -1.836 -7.938 -0.124 0.087 C17 5EN 4 5EN C20 C5 C 0 1 Y N N -27.729 23.788 -1.047 -10.698 -0.277 0.294 C20 5EN 5 5EN C22 C6 C 0 1 Y N N -27.161 23.513 -2.296 -9.904 -1.267 0.864 C22 5EN 6 5EN C24 C7 C 0 1 Y N N -25.561 14.935 -5.626 -0.575 -0.753 0.176 C24 5EN 7 5EN C26 C8 C 0 1 N N S -24.669 10.531 -9.869 5.630 0.480 0.803 C26 5EN 8 5EN C28 C9 C 0 1 N N N -24.195 9.345 -10.651 5.098 1.902 0.617 C28 5EN 9 5EN O01 O1 O 0 1 N N N -22.273 10.384 -8.001 5.074 -2.650 0.473 O01 5EN 10 5EN C02 C10 C 0 1 N N N -23.269 9.674 -8.058 5.660 -1.803 -0.167 C02 5EN 11 5EN N03 N1 N 0 1 N N N -23.186 8.362 -7.514 6.835 -2.097 -0.757 N03 5EN 12 5EN O04 O2 O 0 1 N N N -22.016 7.876 -7.216 7.332 -3.422 -0.723 O04 5EN 13 5EN C05 C11 C 0 1 N N S -24.583 10.210 -8.439 5.074 -0.421 -0.302 C05 5EN 14 5EN N06 N2 N 0 1 N N N -24.853 11.351 -7.685 3.615 -0.495 -0.183 N06 5EN 15 5EN C07 C12 C 0 1 N N N -26.043 11.442 -6.905 2.844 0.455 -0.747 C07 5EN 16 5EN O08 O3 O 0 1 N N N -26.929 10.608 -6.990 3.358 1.374 -1.355 O08 5EN 17 5EN C09 C13 C 0 1 Y N N -26.264 12.691 -6.139 1.375 0.380 -0.627 C09 5EN 18 5EN C11 C14 C 0 1 Y N N -27.575 13.996 -4.591 -0.784 1.298 -1.102 C11 5EN 19 5EN C12 C15 C 0 1 Y N N -26.632 15.041 -4.770 -1.377 0.237 -0.406 C12 5EN 20 5EN C14 C16 C 0 1 N N N -26.967 17.394 -3.542 -3.972 0.094 -0.211 C14 5EN 21 5EN C16 C17 C 0 1 N N N -27.290 19.791 -2.396 -6.512 -0.046 -0.020 C16 5EN 22 5EN C18 C18 C 0 1 Y N N -28.046 21.422 -0.600 -8.741 0.864 -0.494 C18 5EN 23 5EN C19 C19 C 0 1 Y N N -28.168 22.755 -0.204 -10.111 0.784 -0.388 C19 5EN 24 5EN N21 N3 N 0 1 N N N -27.865 25.155 -0.658 -12.086 -0.354 0.397 N21 5EN 25 5EN C23 C20 C 0 1 Y N N -27.034 22.176 -2.691 -8.533 -1.193 0.768 C23 5EN 26 5EN C25 C21 C 0 1 Y N N -25.354 13.742 -6.321 0.784 -0.678 0.072 C25 5EN 27 5EN O27 O4 O 0 1 N N N -25.984 10.796 -10.182 5.219 -0.020 2.077 O27 5EN 28 5EN F29 F1 F 0 1 N N N -24.318 9.566 -11.957 5.607 2.726 1.627 F29 5EN 29 5EN F30 F2 F 0 1 N N N -24.933 8.290 -10.332 5.501 2.391 -0.631 F30 5EN 30 5EN C31 C22 C 0 1 N N N -23.858 11.738 -10.213 7.158 0.493 0.729 C31 5EN 31 5EN H1 H1 H 0 1 N N N -28.053 11.982 -5.168 1.032 2.184 -1.750 H1 5EN 32 5EN H2 H2 H 0 1 N N N -26.828 24.314 -2.940 -10.364 -2.093 1.386 H2 5EN 33 5EN H3 H3 H 0 1 N N N -24.886 15.767 -5.759 -1.031 -1.572 0.712 H3 5EN 34 5EN H4 H4 H 0 1 N N N -23.141 9.167 -10.392 4.010 1.893 0.669 H4 5EN 35 5EN H5 H5 H 0 1 N N N -24.014 7.822 -7.363 7.341 -1.400 -1.204 H5 5EN 36 5EN H6 H6 H 0 1 N N N -21.355 8.548 -7.331 8.181 -3.535 -1.172 H6 5EN 37 5EN H7 H7 H 0 1 N N N -25.341 9.445 -8.215 5.338 -0.008 -1.275 H7 5EN 38 5EN H8 H8 H 0 1 N N N -24.206 12.113 -7.691 3.205 -1.229 0.302 H8 5EN 39 5EN H9 H9 H 0 1 N N N -28.426 14.118 -3.937 -1.401 2.062 -1.551 H9 5EN 40 5EN H10 H10 H 0 1 N N N -28.395 20.622 0.037 -8.286 1.688 -1.023 H10 5EN 41 5EN H11 H11 H 0 1 N N N -28.602 22.993 0.756 -10.731 1.547 -0.836 H11 5EN 42 5EN H12 H12 H 0 1 N N N -28.282 25.204 0.249 -12.641 0.332 -0.006 H12 5EN 43 5EN H13 H13 H 0 1 N N N -26.963 25.586 -0.633 -12.497 -1.093 0.872 H13 5EN 44 5EN H14 H14 H 0 1 N N N -26.606 21.935 -3.653 -7.917 -1.962 1.211 H14 5EN 45 5EN H15 H15 H 0 1 N N N -24.510 13.631 -6.985 1.403 -1.439 0.525 H15 5EN 46 5EN H16 H16 H 0 1 N N N -26.283 11.548 -9.685 5.521 -0.919 2.263 H16 5EN 47 5EN H17 H17 H 0 1 N N N -24.217 12.600 -9.632 7.472 0.935 -0.217 H17 5EN 48 5EN H18 H18 H 0 1 N N N -22.801 11.550 -9.974 7.557 1.080 1.555 H18 5EN 49 5EN H19 H19 H 0 1 N N N -23.958 11.953 -11.287 7.534 -0.529 0.794 H19 5EN 50 # 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 5EN F29 C28 SING N N 1 5EN C28 F30 SING N N 2 5EN C28 C26 SING N N 3 5EN C31 C26 SING N N 4 5EN O27 C26 SING N N 5 5EN C26 C05 SING N N 6 5EN C05 C02 SING N N 7 5EN C05 N06 SING N N 8 5EN C02 O01 DOUB N N 9 5EN C02 N03 SING N N 10 5EN N06 C07 SING N N 11 5EN N03 O04 SING N N 12 5EN O08 C07 DOUB N N 13 5EN C07 C09 SING N N 14 5EN C25 C09 DOUB Y N 15 5EN C25 C24 SING Y N 16 5EN C09 C10 SING Y N 17 5EN C24 C12 DOUB Y N 18 5EN C10 C11 DOUB Y N 19 5EN C12 C11 SING Y N 20 5EN C12 C13 SING N N 21 5EN C13 C14 TRIP N N 22 5EN C14 C15 SING N N 23 5EN C15 C16 TRIP N N 24 5EN C23 C22 DOUB Y N 25 5EN C23 C17 SING Y N 26 5EN C16 C17 SING N N 27 5EN C22 C20 SING Y N 28 5EN C17 C18 DOUB Y N 29 5EN C20 N21 SING N N 30 5EN C20 C19 DOUB Y N 31 5EN C18 C19 SING Y N 32 5EN C10 H1 SING N N 33 5EN C22 H2 SING N N 34 5EN C24 H3 SING N N 35 5EN C28 H4 SING N N 36 5EN N03 H5 SING N N 37 5EN O04 H6 SING N N 38 5EN C05 H7 SING N N 39 5EN N06 H8 SING N N 40 5EN C11 H9 SING N N 41 5EN C18 H10 SING N N 42 5EN C19 H11 SING N N 43 5EN N21 H12 SING N N 44 5EN N21 H13 SING N N 45 5EN C23 H14 SING N N 46 5EN C25 H15 SING N N 47 5EN O27 H16 SING N N 48 5EN C31 H17 SING N N 49 5EN C31 H18 SING N N 50 5EN C31 H19 SING N N 51 # 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 5EN SMILES ACDLabs 12.01 "c2cc(C#CC#Cc1ccc(N)cc1)ccc2C(NC(C(C(F)F)(O)C)C(=O)NO)=O" 5EN InChI InChI 1.03 "InChI=1S/C22H19F2N3O4/c1-22(30,21(23)24)18(20(29)27-31)26-19(28)16-10-6-14(7-11-16)4-2-3-5-15-8-12-17(25)13-9-15/h6-13,18,21,30-31H,25H2,1H3,(H,26,28)(H,27,29)/t18-,22+/m1/s1" 5EN InChIKey InChI 1.03 HJOKUNVOXGDMLS-GCJKJVERSA-N 5EN SMILES_CANONICAL CACTVS 3.385 "C[C@@](O)(C(F)F)[C@H](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO" 5EN SMILES CACTVS 3.385 "C[C](O)(C(F)F)[CH](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO" 5EN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]([C@@H](C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)(C(F)F)O" 5EN SMILES "OpenEye OEToolkits" 1.9.2 "CC(C(C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)(C(F)F)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 5EN "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]-N-[(2S,3S)-4,4-difluoro-3-hydroxy-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]benzamide" 5EN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S,3S)-4,4-bis(fluoranyl)-3-methyl-3-oxidanyl-1-(oxidanylamino)-1-oxidanylidene-butan-2-yl]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 5EN "Create component" 2015-09-16 RCSB 5EN "Initial release" 2016-03-09 RCSB #