data_4OU # _chem_comp.id 4OU _chem_comp.name "4-(acryloylamino)-L-phenylalanine" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C12 H14 N2 O3" _chem_comp.mon_nstd_parent_comp_id PHE _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-29 _chem_comp.pdbx_modified_date 2023-11-03 _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 234.251 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4OU _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 4ZJ1 _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 4OU C9 C9 C 0 1 Y N N N N N -14.489 10.952 -25.217 0.916 -0.396 0.715 C9 4OU 1 4OU C10 C10 C 0 1 Y N N N N N -14.249 10.835 -26.591 0.068 0.667 0.965 C10 4OU 2 4OU C12 C12 C 0 1 Y N N N N N -16.247 9.485 -26.815 -1.815 -0.701 0.392 C12 4OU 3 4OU C13 C13 C 0 1 Y N N N N N -16.462 9.573 -25.475 -0.962 -1.769 0.146 C13 4OU 4 4OU C14 C14 C 0 1 Y N N N N N -15.615 10.316 -24.675 0.401 -1.612 0.303 C14 4OU 5 4OU C16 C16 C 0 1 N N N N N N -17.495 8.923 -28.841 -3.947 0.179 -0.189 C16 4OU 6 4OU C18 C18 C 0 1 N N N N N N -18.530 8.008 -29.352 -5.411 0.052 -0.245 C18 4OU 7 4OU C19 C19 C 0 1 N N N N N N -18.930 8.066 -30.611 -6.152 1.075 -0.663 C19 4OU 8 4OU O17 O17 O 0 1 N N N N N N -16.986 9.767 -29.597 -3.414 1.219 -0.526 O17 4OU 9 4OU N15 N15 N 0 1 N N N N N N -17.184 8.696 -27.564 -3.196 -0.857 0.234 N15 4OU 10 4OU C11 C11 C 0 1 Y N N N N N -15.139 10.094 -27.353 -1.295 0.519 0.805 C11 4OU 11 4OU CB CB C 0 1 N N N N N N -13.632 11.790 -24.337 2.404 -0.229 0.885 CB 4OU 12 4OU CA CA C 0 1 N N S Y N N -13.603 13.297 -24.743 3.017 0.247 -0.434 CA 4OU 13 4OU N N N 0 1 N N N Y Y N -12.441 13.487 -25.591 2.858 -0.798 -1.454 N 4OU 14 4OU C C C 0 1 N N N Y N Y -13.673 14.291 -23.608 4.483 0.533 -0.232 C 4OU 15 4OU O O O 0 1 N N N Y N Y -14.351 13.986 -22.652 5.309 -0.280 -0.573 O 4OU 16 4OU H1 H1 H 0 1 N N N N N N -13.392 11.310 -27.046 0.474 1.616 1.286 H1 4OU 17 4OU H11 H2 H 0 1 N N N N N N -17.302 9.058 -25.032 -1.364 -2.721 -0.168 H2 4OU 18 4OU H3 H3 H 0 1 N N N N N N -15.823 10.408 -23.619 1.066 -2.440 0.104 H3 4OU 19 4OU H4 H4 H 0 1 N N N N N N -18.969 7.278 -28.688 -5.885 -0.871 0.054 H4 4OU 20 4OU H5 H5 H 0 1 N N N N N N -19.690 7.387 -30.968 -5.679 1.998 -0.961 H5 4OU 21 4OU H6 H6 H 0 1 N N N N N N -18.497 8.792 -31.282 -7.227 0.981 -0.703 H6 4OU 22 4OU H7 H7 H 0 1 N N N N N N -17.630 7.930 -27.100 -3.613 -1.710 0.429 H7 4OU 23 4OU H8 H8 H 0 1 N N N N N N -14.954 9.991 -28.412 -1.956 1.351 0.997 H8 4OU 24 4OU H9 H9 H 0 1 N N N N N N -14.012 11.715 -23.308 2.600 0.508 1.663 H9 4OU 25 4OU H10 H10 H 0 1 N N N N N N -12.605 11.399 -24.378 2.847 -1.183 1.168 H10 4OU 26 4OU HA H11 H 0 1 N N N Y N N -14.495 13.464 -25.365 2.512 1.155 -0.763 H11 4OU 27 4OU H H H 0 1 N N N Y Y N -12.387 14.445 -25.874 3.197 -0.483 -2.350 H 4OU 28 4OU H2 HN H 0 1 N Y N Y Y N -11.615 13.242 -25.084 3.318 -1.651 -1.172 HN 4OU 29 4OU OXT OXT O 0 1 N Y N Y N Y -13.044 15.456 -23.748 4.871 1.689 0.328 OXT 4OU 30 4OU HXT HXT H 0 1 N Y N Y N Y -13.211 16.000 -22.987 5.821 1.827 0.437 HXT 4OU 31 # 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 4OU C19 C18 DOUB N N 1 4OU O17 C16 DOUB N N 2 4OU C18 C16 SING N N 3 4OU C16 N15 SING N N 4 4OU N15 C12 SING N N 5 4OU C11 C12 DOUB Y N 6 4OU C11 C10 SING Y N 7 4OU C12 C13 SING Y N 8 4OU C10 C9 DOUB Y N 9 4OU N CA SING N N 10 4OU C13 C14 DOUB Y N 11 4OU C9 C14 SING Y N 12 4OU C9 CB SING N N 13 4OU CA CB SING N N 14 4OU CA C SING N N 15 4OU C O DOUB N N 16 4OU C10 H1 SING N N 17 4OU C13 H11 SING N N 18 4OU C14 H3 SING N N 19 4OU C18 H4 SING N N 20 4OU C19 H5 SING N N 21 4OU C19 H6 SING N N 22 4OU N15 H7 SING N N 23 4OU C11 H8 SING N N 24 4OU CB H9 SING N N 25 4OU CB H10 SING N N 26 4OU CA HA SING N N 27 4OU N H SING N N 28 4OU N H2 SING N N 29 4OU C OXT SING N N 30 4OU OXT HXT SING N N 31 # 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 4OU SMILES ACDLabs 12.01 "c1(ccc(NC([C@H]=C)=O)cc1)CC(C(=O)O)N" 4OU InChI InChI 1.03 "InChI=1S/C12H14N2O3/c1-2-11(15)14-9-5-3-8(4-6-9)7-10(13)12(16)17/h2-6,10H,1,7,13H2,(H,14,15)(H,16,17)/t10-/m0/s1" 4OU InChIKey InChI 1.03 ZUAJCXDEDFXJER-JTQLQIEISA-N 4OU SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1ccc(NC(=O)C=C)cc1)C(O)=O" 4OU SMILES CACTVS 3.385 "N[CH](Cc1ccc(NC(=O)C=C)cc1)C(O)=O" 4OU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C=CC(=O)Nc1ccc(cc1)C[C@@H](C(=O)O)N" 4OU SMILES "OpenEye OEToolkits" 1.9.2 "C=CC(=O)Nc1ccc(cc1)CC(C(=O)O)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 4OU "SYSTEMATIC NAME" ACDLabs 12.01 "4-(acryloylamino)-L-phenylalanine" 4OU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-azanyl-3-[4-(prop-2-enoylamino)phenyl]propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4OU "Create component" 2015-04-29 RCSB 4OU "Initial release" 2015-05-20 RCSB 4OU "Modify backbone" 2023-11-03 PDBE #