data_5EM # _chem_comp.id 5EM _chem_comp.name "N-[(2S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N4 O3" _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 390.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5EM _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 5DRQ _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 5EM C10 C1 C 0 1 Y N N 25.322 13.674 6.109 1.035 -1.843 0.829 C10 5EM 1 5EM C13 C2 C 0 1 Y N N 27.728 13.973 4.559 -0.039 0.563 -0.065 C13 5EM 2 5EM C15 C3 C 0 1 N N N 26.934 16.254 3.822 -2.298 -0.351 0.221 C15 5EM 3 5EM C17 C4 C 0 1 N N N 27.345 18.525 2.474 -4.831 -0.087 0.079 C17 5EM 4 5EM C20 C5 C 0 1 Y N N 27.314 21.867 1.064 -8.257 -0.877 0.299 C20 5EM 5 5EM C21 C6 C 0 1 Y N N 27.766 23.007 0.315 -9.624 -0.728 0.226 C21 5EM 6 5EM C22 C7 C 0 1 Y N N 29.030 22.956 -0.354 -10.172 0.474 -0.211 C22 5EM 7 5EM C24 C8 C 0 1 Y N N 29.890 21.753 -0.295 -9.343 1.531 -0.574 C24 5EM 8 5EM C26 C9 C 0 1 N N N 24.515 10.480 9.875 6.111 -0.730 -1.015 C26 5EM 9 5EM C28 C10 C 0 1 N N N 23.719 11.716 10.209 5.462 -2.106 -1.174 C28 5EM 10 5EM O01 O1 O 0 1 N N N 22.135 10.336 7.951 5.542 2.283 0.463 O01 5EM 11 5EM C02 C11 C 0 1 N N N 23.169 9.640 7.920 6.233 1.287 0.422 C02 5EM 12 5EM N03 N1 N 0 1 N N N 23.079 8.318 7.469 7.574 1.394 0.518 N03 5EM 13 5EM O04 O2 O 0 1 N N N 21.854 7.899 7.154 8.174 2.668 0.666 O04 5EM 14 5EM C05 C12 C 0 1 N N S 24.516 10.161 8.372 5.595 -0.068 0.265 C05 5EM 15 5EM N06 N2 N 0 1 N N N 24.800 11.339 7.590 4.140 0.083 0.184 N06 5EM 16 5EM C07 C13 C 0 1 N N N 26.069 11.428 6.933 3.335 -0.937 0.541 C07 5EM 17 5EM O08 O3 O 0 1 N N N 26.976 10.654 7.208 3.816 -1.984 0.930 O08 5EM 18 5EM C09 C14 C 0 1 Y N N 26.300 12.653 6.099 1.870 -0.784 0.459 C09 5EM 19 5EM C11 C15 C 0 1 Y N N 25.541 14.902 5.350 -0.321 -1.705 0.749 C11 5EM 20 5EM C12 C16 C 0 1 Y N N 26.727 14.991 4.575 -0.876 -0.499 0.300 C12 5EM 21 5EM C14 C17 C 0 1 Y N N 27.503 12.771 5.331 1.317 0.420 0.011 C14 5EM 22 5EM C16 C18 C 0 1 N N N 27.085 17.284 3.211 -3.464 -0.229 0.155 C16 5EM 23 5EM C18 C19 C 0 1 N N N 27.681 19.501 1.866 -5.997 0.035 0.014 C18 5EM 24 5EM C19 C20 C 0 1 Y N N 28.159 20.691 1.102 -7.419 0.183 -0.066 C19 5EM 25 5EM N23 N3 N 0 1 N N N 29.478 24.083 -1.092 -11.557 0.620 -0.284 N23 5EM 26 5EM C25 C21 C 0 1 Y N N 29.446 20.616 0.437 -7.976 1.391 -0.504 C25 5EM 27 5EM N27 N4 N 0 1 N N N 25.887 10.637 10.309 7.569 -0.882 -0.933 N27 5EM 28 5EM C29 C22 C 0 1 N N N 23.913 9.287 10.567 5.755 0.144 -2.219 C29 5EM 29 5EM H1 H1 H 0 1 N N N 24.413 13.546 6.678 1.463 -2.773 1.175 H1 5EM 30 5EM H2 H2 H 0 1 N N N 28.633 14.098 3.983 -0.465 1.494 -0.408 H2 5EM 31 5EM H3 H3 H 0 1 N N N 26.368 21.886 1.585 -7.832 -1.809 0.642 H3 5EM 32 5EM H4 H4 H 0 1 N N N 27.156 23.896 0.257 -10.271 -1.546 0.507 H4 5EM 33 5EM H5 H5 H 0 1 N N N 30.844 21.738 -0.802 -9.773 2.462 -0.912 H5 5EM 34 5EM H6 H6 H 0 1 N N N 23.754 11.893 11.294 5.715 -2.729 -0.316 H6 5EM 35 5EM H7 H7 H 0 1 N N N 24.147 12.581 9.682 4.380 -1.993 -1.235 H7 5EM 36 5EM H8 H8 H 0 1 N N N 22.674 11.575 9.894 5.830 -2.578 -2.086 H8 5EM 37 5EM H9 H9 H 0 1 N N N 23.881 7.727 7.388 8.127 0.598 0.486 H9 5EM 38 5EM H10 H10 H 0 1 N N N 21.234 8.608 7.280 9.139 2.644 0.726 H10 5EM 39 5EM H11 H11 H 0 1 N N N 25.278 9.392 8.178 5.848 -0.691 1.123 H11 5EM 40 5EM H12 H12 H 0 1 N N N 24.128 12.075 7.509 3.756 0.918 -0.127 H12 5EM 41 5EM H13 H13 H 0 1 N N N 24.827 15.712 5.377 -0.965 -2.524 1.031 H13 5EM 42 5EM H14 H14 H 0 1 N N N 28.232 11.974 5.328 1.962 1.239 -0.271 H14 5EM 43 5EM H15 H15 H 0 1 N N N 28.794 24.810 -1.038 -11.941 1.457 -0.588 H15 5EM 44 5EM H16 H16 H 0 1 N N N 30.342 24.410 -0.710 -12.136 -0.116 -0.031 H16 5EM 45 5EM H17 H17 H 0 1 N N N 30.050 19.723 0.496 -7.333 2.212 -0.786 H17 5EM 46 5EM H18 H18 H 0 1 N N N 25.906 10.845 11.287 7.830 -1.456 -0.145 H18 5EM 47 5EM H19 H19 H 0 1 N N N 26.389 9.789 10.139 7.942 -1.258 -1.793 H19 5EM 48 5EM H21 H21 H 0 1 N N N 23.889 9.465 11.652 4.673 0.257 -2.280 H21 5EM 49 5EM H22 H22 H 0 1 N N N 22.889 9.128 10.199 6.217 1.125 -2.105 H22 5EM 50 5EM H23 H23 H 0 1 N N N 24.521 8.395 10.356 6.123 -0.327 -3.131 H23 5EM 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 5EM N23 C22 SING N N 1 5EM C22 C24 DOUB Y N 2 5EM C22 C21 SING Y N 3 5EM C24 C25 SING Y N 4 5EM C21 C20 DOUB Y N 5 5EM C25 C19 DOUB Y N 6 5EM C20 C19 SING Y N 7 5EM C19 C18 SING N N 8 5EM C18 C17 TRIP N N 9 5EM C17 C16 SING N N 10 5EM C16 C15 TRIP N N 11 5EM C15 C12 SING N N 12 5EM C13 C12 DOUB Y N 13 5EM C13 C14 SING Y N 14 5EM C12 C11 SING Y N 15 5EM C14 C09 DOUB Y N 16 5EM C11 C10 DOUB Y N 17 5EM C09 C10 SING Y N 18 5EM C09 C07 SING N N 19 5EM C07 O08 DOUB N N 20 5EM C07 N06 SING N N 21 5EM O04 N03 SING N N 22 5EM N03 C02 SING N N 23 5EM N06 C05 SING N N 24 5EM C02 O01 DOUB N N 25 5EM C02 C05 SING N N 26 5EM C05 C26 SING N N 27 5EM C26 C28 SING N N 28 5EM C26 N27 SING N N 29 5EM C26 C29 SING N N 30 5EM C10 H1 SING N N 31 5EM C13 H2 SING N N 32 5EM C20 H3 SING N N 33 5EM C21 H4 SING N N 34 5EM C24 H5 SING N N 35 5EM C28 H6 SING N N 36 5EM C28 H7 SING N N 37 5EM C28 H8 SING N N 38 5EM N03 H9 SING N N 39 5EM O04 H10 SING N N 40 5EM C05 H11 SING N N 41 5EM N06 H12 SING N N 42 5EM C11 H13 SING N N 43 5EM C14 H14 SING N N 44 5EM N23 H15 SING N N 45 5EM N23 H16 SING N N 46 5EM C25 H17 SING N N 47 5EM N27 H18 SING N N 48 5EM N27 H19 SING N N 49 5EM C29 H21 SING N N 50 5EM C29 H22 SING N N 51 5EM C29 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 5EM SMILES ACDLabs 12.01 "c2c(C(NC(C(C)(N)C)C(=O)NO)=O)ccc(C#CC#Cc1ccc(cc1)N)c2" 5EM InChI InChI 1.03 "InChI=1S/C22H22N4O3/c1-22(2,24)19(21(28)26-29)25-20(27)17-11-7-15(8-12-17)5-3-4-6-16-9-13-18(23)14-10-16/h7-14,19,29H,23-24H2,1-2H3,(H,25,27)(H,26,28)/t19-/m1/s1" 5EM InChIKey InChI 1.03 VVHQDGBAFRDCKP-LJQANCHMSA-N 5EM SMILES_CANONICAL CACTVS 3.385 "CC(C)(N)[C@H](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO" 5EM SMILES CACTVS 3.385 "CC(C)(N)[CH](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO" 5EM SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)([C@@H](C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)N" 5EM SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(C(C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)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 5EM "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzamide" 5EM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S)-3-azanyl-3-methyl-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 5EM "Create component" 2015-09-16 RCSB 5EM "Initial release" 2016-03-09 RCSB #