data_3A5 # _chem_comp.id 3A5 _chem_comp.name "(2Z,4S)-3-AZA-5-CARBOXYL-2-METHYL-4(METHYLCARBOXY)PENT-2-ENOYL" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C8 H11 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-28 _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 217.176 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3A5 _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 4AOK _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.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 3A5 CA CA C 0 1 N N N Y N N 0.688 23.153 18.649 1.430 -0.674 0.372 CA 3A5 1 3A5 CB CB C 0 1 N N N N N N -0.439 22.303 18.407 1.241 -0.704 1.867 CB 3A5 2 3A5 C C C 0 1 N N N Y N Y 1.227 23.099 19.968 2.743 -1.027 -0.217 C 3A5 3 3A5 O O O 0 1 N N N Y N Y 2.436 23.496 20.151 3.668 -1.340 0.505 O 3A5 4 3A5 O1 O1 O 0 1 N N N N N N 0.706 26.686 16.887 0.775 2.191 0.664 O1 3A5 5 3A5 C1 C1 C 0 1 N N N N N N 1.521 26.465 16.086 -0.162 2.501 -0.033 C1 3A5 6 3A5 O2 O2 O 0 1 N N N N N N 2.266 27.376 15.702 -0.291 3.766 -0.461 O2 3A5 7 3A5 C2 C2 C 0 1 N N N N N N 1.674 25.113 15.548 -1.187 1.466 -0.421 C2 3A5 8 3A5 C3 C3 C 0 1 N N S N N N 0.888 24.062 16.329 -0.807 0.117 0.194 C3 3A5 9 3A5 N N N 0 1 N N N Y Y N 1.360 23.901 17.736 0.453 -0.348 -0.389 N 3A5 10 3A5 C4 C4 C 0 1 N N N N N N 1.115 22.638 15.628 -1.894 -0.888 -0.090 C4 3A5 11 3A5 O4 O4 O 0 1 N N N N N N 0.887 22.442 14.447 -1.641 -1.890 -0.716 O4 3A5 12 3A5 O45 O45 O 0 1 N N N N N N 1.777 21.712 16.325 -3.142 -0.669 0.351 O45 3A5 13 3A5 C5 C5 C 0 1 N N N N N N 1.926 20.443 15.534 -4.137 -1.680 0.041 C5 3A5 14 3A5 OXT OXT O 0 1 N Y N Y N Y 0.589 22.671 21.065 2.912 -0.999 -1.552 OXT 3A5 15 3A5 HB1 HB1 H 0 1 N N N N N N -0.772 22.423 17.366 2.144 -1.092 2.339 HB1 3A5 16 3A5 HB2 HB2 H 0 1 N N N N N N -0.152 21.256 18.582 1.047 0.306 2.230 HB2 3A5 17 3A5 HB3 HB3 H 0 1 N N N N N N -1.258 22.578 19.088 0.397 -1.347 2.114 HB3 3A5 18 3A5 HXT HXO H 0 1 N Y N Y N Y 1.168 22.740 21.815 3.786 -1.238 -1.890 HXO 3A5 19 3A5 H22 H22 H 0 1 N N N N N N 2.042 28.181 16.155 0.391 4.394 -0.187 H22 3A5 20 3A5 H21C H21C H 0 0 N N N N N N 1.322 25.110 14.506 -2.167 1.770 -0.054 H21C 3A5 21 3A5 H22C H22C H 0 0 N N N N N N 2.740 24.844 15.576 -1.218 1.375 -1.507 H22C 3A5 22 3A5 H3 H3 H 0 1 N N N N N N -0.185 24.304 16.309 -0.689 0.230 1.272 H3 3A5 23 3A5 H51 H51 H 0 1 N N N N N N 2.474 19.700 16.132 -4.224 -1.784 -1.041 H51 3A5 24 3A5 H52 H52 H 0 1 N N N N N N 0.930 20.049 15.282 -3.836 -2.633 0.475 H52 3A5 25 3A5 H53 H53 H 0 1 N N N N N N 2.483 20.651 14.608 -5.101 -1.381 0.454 H53 3A5 26 # 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 3A5 CA CB SING N N 1 3A5 CA C SING N N 2 3A5 CA N DOUB N N 3 3A5 C O DOUB N N 4 3A5 C OXT SING N N 5 3A5 O1 C1 DOUB N N 6 3A5 C1 O2 SING N N 7 3A5 C1 C2 SING N N 8 3A5 C2 C3 SING N N 9 3A5 C3 N SING N N 10 3A5 C3 C4 SING N N 11 3A5 C4 O4 DOUB N N 12 3A5 C4 O45 SING N N 13 3A5 O45 C5 SING N N 14 3A5 CB HB1 SING N N 15 3A5 CB HB2 SING N N 16 3A5 CB HB3 SING N N 17 3A5 OXT HXT SING N N 18 3A5 O2 H22 SING N N 19 3A5 C2 H21C SING N N 20 3A5 C2 H22C SING N N 21 3A5 C3 H3 SING N N 22 3A5 C5 H51 SING N N 23 3A5 C5 H52 SING N N 24 3A5 C5 H53 SING N N 25 # 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 3A5 SMILES ACDLabs 12.01 "O=C(OC)C(/N=C(/C(=O)O)C)CC(=O)O" 3A5 InChI InChI 1.03 "InChI=1S/C8H11NO6/c1-4(7(12)13)9-5(3-6(10)11)8(14)15-2/h5H,3H2,1-2H3,(H,10,11)(H,12,13)/b9-4+/t5-/m0/s1" 3A5 InChIKey InChI 1.03 DRADGEBUMQCXRC-TZLATDIOSA-N 3A5 SMILES_CANONICAL CACTVS 3.385 "COC(=O)[C@H](CC(O)=O)N=C(C)C(O)=O" 3A5 SMILES CACTVS 3.385 "COC(=O)[CH](CC(O)=O)N=C(C)C(O)=O" 3A5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C/C(=N\[C@@H](CC(=O)O)C(=O)OC)/C(=O)O" 3A5 SMILES "OpenEye OEToolkits" 1.9.2 "CC(=NC(CC(=O)O)C(=O)OC)C(=O)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 3A5 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-3-[(E)-(1-carboxyethylidene)amino]-4-methoxy-4-oxobutanoic acid (non-preferred name)" 3A5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3S)-4-methoxy-4-oxidanylidene-3-[(E)-(1-oxidanyl-1-oxidanylidene-propan-2-ylidene)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 3A5 "Create component" 2012-03-28 EBI 3A5 "Initial release" 2012-10-26 RCSB 3A5 "Modify descriptor" 2014-09-05 RCSB 3A5 "Modify backbone" 2023-11-03 PDBE #