data_4BO # _chem_comp.id 4BO _chem_comp.name "(3S)-3-amino-4-oxo-4-[(4-phenylmethoxyphenyl)amino]butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-18 _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 314.336 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4BO _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 3CHP _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 4BO C12 C12 C 0 1 Y N N 8.561 41.867 67.920 0.389 1.208 -0.277 C12 4BO 1 4BO C13 C13 C 0 1 Y N N 7.744 41.011 68.682 -0.976 1.347 -0.127 C13 4BO 2 4BO C24 C24 C 0 1 Y N N 8.895 38.096 71.628 -6.167 -0.140 -1.066 C24 4BO 3 4BO C11 C11 C 0 1 Y N N 9.565 41.340 67.089 0.937 -0.045 -0.519 C11 4BO 4 4BO C14 C14 C 0 1 Y N N 7.913 39.615 68.616 -1.800 0.234 -0.212 C14 4BO 5 4BO C15 C15 C 0 1 Y N N 8.911 39.085 67.776 -1.253 -1.019 -0.449 C15 4BO 6 4BO O1 O1 O 0 1 N N N 13.824 41.222 63.659 7.210 -0.023 -0.603 O1 4BO 7 4BO C2 C2 C 0 1 N N N 14.524 41.776 64.542 6.693 -0.802 0.162 C2 4BO 8 4BO C4 C4 C 0 1 N N N 13.851 42.874 65.402 5.234 -0.660 0.511 C4 4BO 9 4BO C7 C7 C 0 1 N N N 11.536 41.827 65.791 3.162 0.610 0.019 C7 4BO 10 4BO C5 C5 C 0 1 N N S 12.326 42.990 65.162 4.646 0.541 -0.232 C5 4BO 11 4BO C20 C20 C 0 1 Y N N 8.465 35.753 71.137 -5.943 -0.488 1.292 C20 4BO 12 4BO C21 C21 C 0 1 Y N N 9.182 35.379 72.283 -7.277 -0.172 1.466 C21 4BO 13 4BO C22 C22 C 0 1 Y N N 9.755 36.358 73.102 -8.055 0.166 0.375 C22 4BO 14 4BO C23 C23 C 0 1 Y N N 9.611 37.718 72.774 -7.502 0.176 -0.892 C23 4BO 15 4BO C19 C19 C 0 1 Y N N 8.321 37.110 70.802 -5.388 -0.472 0.026 C19 4BO 16 4BO C18 C18 C 0 1 N N N 7.635 37.454 69.632 -3.933 -0.817 -0.164 C18 4BO 17 4BO O17 O17 O 0 1 N N N 7.102 38.797 69.386 -3.145 0.371 -0.064 O17 4BO 18 4BO C16 C16 C 0 1 Y N N 9.727 39.939 67.025 0.112 -1.157 -0.611 C16 4BO 19 4BO N9 N9 N 0 1 N N N 10.428 42.199 66.479 2.323 -0.186 -0.672 N9 4BO 20 4BO O8 O8 O 0 1 N N N 11.951 40.672 65.695 2.722 1.383 0.845 O8 4BO 21 4BO N6 N6 N 0 1 N N N 11.839 44.252 65.699 5.283 1.774 0.249 N6 4BO 22 4BO O3 O3 O 0 1 N N N 15.732 41.524 64.788 7.418 -1.795 0.701 O3 4BO 23 4BO H12 H12 H 0 1 N N N 8.416 42.936 67.974 1.031 2.074 -0.210 H12 4BO 24 4BO H13 H13 H 0 1 N N N 6.981 41.429 69.323 -1.403 2.321 0.058 H13 4BO 25 4BO H24 H24 H 0 1 N N N 8.784 39.141 71.380 -5.735 -0.132 -2.056 H24 4BO 26 4BO H15 H15 H 0 1 N N N 9.047 38.016 67.711 -1.895 -1.885 -0.515 H15 4BO 27 4BO H4 H4 H 0 1 N N N 14.015 42.629 66.462 4.700 -1.565 0.219 H4 4BO 28 4BO H4A H4A H 0 1 N N N 14.302 43.836 65.118 5.130 -0.508 1.586 H4A 4BO 29 4BO H5 H5 H 0 1 N N N 12.166 42.947 64.075 4.828 0.431 -1.301 H5 4BO 30 4BO H20 H20 H 0 1 N N N 8.022 34.994 70.509 -5.334 -0.752 2.145 H20 4BO 31 4BO H21 H21 H 0 1 N N N 9.292 34.334 72.533 -7.712 -0.189 2.454 H21 4BO 32 4BO H22 H22 H 0 1 N N N 10.307 36.070 73.984 -9.097 0.413 0.510 H22 4BO 33 4BO H23 H23 H 0 1 N N N 10.053 38.474 73.406 -8.112 0.432 -1.746 H23 4BO 34 4BO H18 H18 H 0 1 N N N 8.349 37.273 68.815 -3.624 -1.524 0.606 H18 4BO 35 4BO H18A H18A H 0 0 N N N 6.717 36.855 69.720 -3.791 -1.265 -1.147 H18A 4BO 36 4BO H16 H16 H 0 1 N N N 10.492 39.520 66.387 0.537 -2.132 -0.800 H16 4BO 37 4BO HN9 HN9 H 0 1 N N N 10.230 43.177 66.543 2.678 -0.857 -1.276 HN9 4BO 38 4BO HN6 HN6 H 0 1 N N N 11.727 44.172 66.690 5.128 1.899 1.238 HN6 4BO 39 4BO HN6A HN6A H 0 0 N N N 12.497 44.977 65.495 6.268 1.780 0.033 HN6A 4BO 40 4BO HO3 HO3 H 0 1 N N N 16.040 40.844 64.200 8.350 -1.845 0.447 HO3 4BO 41 # 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 4BO C11 C12 DOUB Y N 1 4BO C12 C13 SING Y N 2 4BO C12 H12 SING N N 3 4BO C14 C13 DOUB Y N 4 4BO C13 H13 SING N N 5 4BO C19 C24 DOUB Y N 6 4BO C24 C23 SING Y N 7 4BO C24 H24 SING N N 8 4BO N9 C11 SING N N 9 4BO C16 C11 SING Y N 10 4BO C15 C14 SING Y N 11 4BO C14 O17 SING N N 12 4BO C16 C15 DOUB Y N 13 4BO C15 H15 SING N N 14 4BO O1 C2 DOUB N N 15 4BO C2 O3 SING N N 16 4BO C2 C4 SING N N 17 4BO C5 C4 SING N N 18 4BO C4 H4 SING N N 19 4BO C4 H4A SING N N 20 4BO C5 C7 SING N N 21 4BO O8 C7 DOUB N N 22 4BO C7 N9 SING N N 23 4BO C5 N6 SING N N 24 4BO C5 H5 SING N N 25 4BO C19 C20 SING Y N 26 4BO C20 C21 DOUB Y N 27 4BO C20 H20 SING N N 28 4BO C21 C22 SING Y N 29 4BO C21 H21 SING N N 30 4BO C23 C22 DOUB Y N 31 4BO C22 H22 SING N N 32 4BO C23 H23 SING N N 33 4BO C18 C19 SING N N 34 4BO O17 C18 SING N N 35 4BO C18 H18 SING N N 36 4BO C18 H18A SING N N 37 4BO C16 H16 SING N N 38 4BO N9 HN9 SING N N 39 4BO N6 HN6 SING N N 40 4BO N6 HN6A SING N N 41 4BO O3 HO3 SING N N 42 # 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 4BO SMILES ACDLabs 10.04 "O=C(O)CC(N)C(=O)Nc2ccc(OCc1ccccc1)cc2" 4BO SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CC(O)=O)C(=O)Nc1ccc(OCc2ccccc2)cc1" 4BO SMILES CACTVS 3.341 "N[CH](CC(O)=O)C(=O)Nc1ccc(OCc2ccccc2)cc1" 4BO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2ccc(cc2)NC(=O)[C@H](CC(=O)O)N" 4BO SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2ccc(cc2)NC(=O)C(CC(=O)O)N" 4BO InChI InChI 1.03 "InChI=1S/C17H18N2O4/c18-15(10-16(20)21)17(22)19-13-6-8-14(9-7-13)23-11-12-4-2-1-3-5-12/h1-9,15H,10-11,18H2,(H,19,22)(H,20,21)/t15-/m0/s1" 4BO InChIKey InChI 1.03 VTMSXGVEMJOFRJ-HNNXBMFYSA-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 4BO "SYSTEMATIC NAME" ACDLabs 10.04 "N-[4-(benzyloxy)phenyl]-L-alpha-asparagine" 4BO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-amino-4-oxo-4-[(4-phenylmethoxyphenyl)amino]butanoic 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 4BO "Create component" 2008-03-18 RCSB 4BO "Modify aromatic_flag" 2011-06-04 RCSB 4BO "Modify descriptor" 2011-06-04 RCSB #