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 
# 
