data_2U2
# 
_chem_comp.id                                    2U2 
_chem_comp.name                                  "(2E)-2-({[(2S)-2-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methoxy]imino}acetyl]amino}-3-oxopropyl]oxy}imino)pentanedioic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 N6 O11 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-02-04 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        540.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2U2 
_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        4OOL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
2U2 C3  C3  C 0 1 Y N N N N N 24.350 4.214  15.410 -0.409 -3.788 0.042  C3  2U2 1  
2U2 C2  C2  C 0 1 Y N N N N N 24.896 3.182  14.726 -0.159 -2.472 0.190  C2  2U2 2  
2U2 C5  C5  C 0 1 Y N N N N N 23.512 3.871  13.094 1.988  -3.104 0.079  C5  2U2 3  
2U2 C12 C12 C 0 1 N N N N N N 23.594 -0.279 15.997 -5.360 1.035  -0.052 C12 2U2 4  
2U2 C15 C15 C 0 1 N N N N N N 23.609 -1.088 18.631 -8.043 0.482  -0.348 C15 2U2 5  
2U2 C14 C14 C 0 1 N N N N N N 22.510 -0.409 18.193 -7.667 1.781  -0.273 C14 2U2 6  
2U2 C11 C11 C 0 1 N N N N N N 24.692 -0.939 16.497 -5.800 -0.241 -0.133 C11 2U2 7  
2U2 C13 C13 C 0 1 N N N N N N 22.469 0.009  16.824 -6.292 2.094  -0.121 C13 2U2 8  
2U2 C23 C23 C 0 1 N N N N N N 28.748 5.457  17.435 0.754  2.541  0.042  C23 2U2 9  
2U2 C6  C6  C 0 1 N N N N N N 25.832 2.222  15.377 -1.237 -1.470 0.326  C6  2U2 10 
2U2 C29 C29 C 0 1 N N N N N N 32.336 3.567  16.958 5.391  0.999  0.927  C29 2U2 11 
2U2 C20 C20 C 0 1 N N N N N N 26.489 2.601  16.662 -0.903 -0.056 0.617  C20 2U2 12 
2U2 C34 C34 C 0 1 N N N N N N 33.154 4.739  16.639 6.738  1.000  1.527  C34 2U2 13 
2U2 C32 C32 C 0 1 N N N N N N 34.108 1.498  18.977 5.713  0.989  -2.867 C32 2U2 14 
2U2 C10 C10 C 0 1 N N N N N N 25.907 -1.190 15.596 -4.811 -1.375 -0.060 C10 2U2 15 
2U2 C30 C30 C 0 1 N N N N N N 32.900 2.163  16.867 5.196  0.519  -0.488 C30 2U2 16 
2U2 C31 C31 C 0 1 N N N N N N 34.255 2.065  17.585 5.908  1.470  -1.452 C31 2U2 17 
2U2 C26 C26 C 0 1 N N N N N N 29.128 3.203  18.531 2.037  1.699  1.989  C26 2U2 18 
2U2 C22 C22 C 0 1 N N S N N N 28.147 4.116  17.789 0.687  1.671  1.270  C22 2U2 19 
2U2 N1  N1  N 0 1 Y N N N N N 24.381 2.999  13.505 1.133  -2.139 0.206  N1  2U2 20 
2U2 N7  N7  N 0 1 N N N N N N 25.991 1.053  14.815 -2.482 -1.831 0.190  N7  2U2 21 
2U2 N24 N24 N 0 1 N N N N N N 31.125 3.817  17.322 4.377  1.411  1.615  N24 2U2 22 
2U2 N16 N16 N 0 1 N N N N N N 24.666 -1.383 17.802 -7.119 -0.511 -0.279 N16 2U2 23 
2U2 N9  N9  N 0 1 N N N N N N 22.896 3.887  11.855 3.365  -2.955 0.072  N9  2U2 24 
2U2 N21 N21 N 0 1 N N N N N N 27.453 3.548  16.618 0.372  0.295  0.877  N21 2U2 25 
2U2 O36 O36 O 0 1 N N N N N N 33.755 4.806  15.572 7.702  0.696  0.854  O36 2U2 26 
2U2 O33 O33 O 0 1 N N N N N N 34.464 0.352  19.214 5.071  -0.012 -3.082 O33 2U2 27 
2U2 O17 O17 O 0 1 N N N N N N 21.511 0.620  16.363 -5.921 3.258  -0.049 O17 2U2 28 
2U2 O27 O27 O 0 1 N N N N N N 28.840 5.801  16.281 0.558  2.062  -1.049 O27 2U2 29 
2U2 O28 O28 O 0 1 N N N N N N 26.145 2.085  17.712 -1.778 0.787  0.621  O28 2U2 30 
2U2 O35 O35 O 0 1 N N N N N N 33.203 5.643  17.458 6.899  1.337  2.822  O35 2U2 31 
2U2 O37 O37 O 0 1 N N N N N N 33.631 2.186  19.869 6.253  1.672  -3.888 O37 2U2 32 
2U2 O19 O19 O 0 1 N N N N N N 21.484 -0.153 19.061 -8.596 2.773  -0.343 O19 2U2 33 
2U2 O18 O18 O 0 1 N N N N N N 25.721 -2.186 18.328 -7.544 -1.859 -0.360 O18 2U2 34 
2U2 O8  O8  O 0 1 N N N N N N 26.731 -0.017 15.372 -3.508 -0.855 0.212  O8  2U2 35 
2U2 O25 O25 O 0 1 N N N N N N 30.181 2.818  17.654 3.070  1.311  1.080  O25 2U2 36 
2U2 S4  S4  S 0 1 Y N N N N N 23.203 5.040  14.366 1.131  -4.634 -0.077 S4  2U2 37 
2U2 H1  H1  H 0 1 N N N N N N 24.581 4.485  16.430 -1.387 -4.246 0.007  H1  2U2 38 
2U2 H2  H2  H 0 1 N N N N N N 23.584 0.026  14.961 -4.307 1.242  0.069  H2  2U2 39 
2U2 H3  H3  H 0 1 N N N N N N 23.650 -1.404 19.663 -9.088 0.234  -0.463 H3  2U2 40 
2U2 H4  H4  H 0 1 N N N N N N 29.098 6.112  18.219 0.977  3.593  0.137  H4  2U2 41 
2U2 H5  H5  H 0 1 N N N N N N 25.546 -1.550 14.621 -5.102 -2.060 0.737  H5  2U2 42 
2U2 H6  H6  H 0 1 N N N N N N 26.530 -1.966 16.065 -4.798 -1.908 -1.011 H6  2U2 43 
2U2 H7  H7  H 0 1 N N N N N N 32.194 1.461  17.334 5.613  -0.483 -0.592 H7  2U2 44 
2U2 H8  H8  H 0 1 N N N N N N 33.034 1.897  15.808 4.131  0.495  -0.720 H8  2U2 45 
2U2 H9  H9  H 0 1 N N N N N N 34.921 1.412  17.002 6.972  1.493  -1.219 H9  2U2 46 
2U2 H10 H10 H 0 1 N N N N N N 34.696 3.070  17.654 5.491  2.472  -1.348 H10 2U2 47 
2U2 H11 H11 H 0 1 N N N N N N 28.598 2.305  18.882 2.234  2.707  2.353  H11 2U2 48 
2U2 H12 H12 H 0 1 N N N N N N 29.548 3.742  19.393 2.016  1.006  2.830  H12 2U2 49 
2U2 H13 H13 H 0 1 N N N N N N 27.357 4.339  18.521 -0.088 2.044  1.939  H13 2U2 50 
2U2 H14 H14 H 0 1 N N N N N N 23.223 3.115  11.310 3.758  -2.074 0.167  H14 2U2 51 
2U2 H15 H15 H 0 1 N N N N N N 21.906 3.816  11.974 3.937  -3.733 -0.029 H15 2U2 52 
2U2 H16 H16 H 0 1 N N N N N N 27.717 3.892  15.717 1.081  -0.363 0.804  H16 2U2 53 
2U2 H17 H17 H 0 1 N N N N N N 33.753 6.343  17.125 7.801  1.323  3.170  H17 2U2 54 
2U2 H18 H18 H 0 1 N N N N N N 33.607 1.686  20.677 6.101  1.325  -4.778 H18 2U2 55 
2U2 H19 H19 H 0 1 N N N N N N 20.796 0.320  18.608 -8.220 3.664  -0.357 H19 2U2 56 
2U2 H20 H20 H 0 1 N N N N N N 25.536 -2.397 19.236 -8.500 -1.964 -0.463 H20 2U2 57 
# 
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 
2U2 N9  C5  SING N N 1  
2U2 C5  N1  DOUB Y N 2  
2U2 C5  S4  SING Y N 3  
2U2 N1  C2  SING Y N 4  
2U2 S4  C3  SING Y N 5  
2U2 C2  C6  SING N N 6  
2U2 C2  C3  DOUB Y N 7  
2U2 N7  O8  SING N N 8  
2U2 N7  C6  DOUB N Z 9  
2U2 O8  C10 SING N N 10 
2U2 C6  C20 SING N N 11 
2U2 O36 C34 DOUB N N 12 
2U2 C10 C11 SING N N 13 
2U2 C12 C11 DOUB N N 14 
2U2 C12 C13 SING N N 15 
2U2 O27 C23 DOUB N N 16 
2U2 O17 C13 DOUB N N 17 
2U2 C11 N16 SING N N 18 
2U2 N21 C20 SING N N 19 
2U2 N21 C22 SING N N 20 
2U2 C34 C29 SING N N 21 
2U2 C34 O35 SING N N 22 
2U2 C20 O28 DOUB N N 23 
2U2 C13 C14 SING N N 24 
2U2 C30 C29 SING N N 25 
2U2 C30 C31 SING N N 26 
2U2 C29 N24 DOUB N E 27 
2U2 N24 O25 SING N N 28 
2U2 C23 C22 SING N N 29 
2U2 C31 C32 SING N N 30 
2U2 O25 C26 SING N N 31 
2U2 C22 C26 SING N N 32 
2U2 N16 O18 SING N N 33 
2U2 N16 C15 SING N N 34 
2U2 C14 C15 DOUB N N 35 
2U2 C14 O19 SING N N 36 
2U2 C32 O33 DOUB N N 37 
2U2 C32 O37 SING N N 38 
2U2 C3  H1  SING N N 39 
2U2 C12 H2  SING N N 40 
2U2 C15 H3  SING N N 41 
2U2 C23 H4  SING N N 42 
2U2 C10 H5  SING N N 43 
2U2 C10 H6  SING N N 44 
2U2 C30 H7  SING N N 45 
2U2 C30 H8  SING N N 46 
2U2 C31 H9  SING N N 47 
2U2 C31 H10 SING N N 48 
2U2 C26 H11 SING N N 49 
2U2 C26 H12 SING N N 50 
2U2 C22 H13 SING N N 51 
2U2 N9  H14 SING N N 52 
2U2 N9  H15 SING N N 53 
2U2 N21 H16 SING N N 54 
2U2 O35 H17 SING N N 55 
2U2 O37 H18 SING N N 56 
2U2 O19 H19 SING N N 57 
2U2 O18 H20 SING N N 58 
# 
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 
2U2 SMILES           ACDLabs              12.01 "O=C(O)\C(=N\OCC(C=O)NC(=O)C(=N\OCC1=CC(=O)C(O)=CN1O)/c2nc(sc2)N)CCC(=O)O"                                                                                                                                                    
2U2 InChI            InChI                1.03  "InChI=1S/C19H20N6O11S/c20-19-22-12(8-37-19)16(24-36-7-10-3-13(27)14(28)4-25(10)34)17(31)21-9(5-26)6-35-23-11(18(32)33)1-2-15(29)30/h3-5,8-9,28,34H,1-2,6-7H2,(H2,20,22)(H,21,31)(H,29,30)(H,32,33)/b23-11+,24-16-/t9-/m1/s1" 
2U2 InChIKey         InChI                1.03  OZMUGJSDFUATCG-ROWSSYOJSA-N                                                                                                                                                                                                   
2U2 SMILES_CANONICAL CACTVS               3.385 "Nc1scc(n1)/C(=N/OCC2=CC(=O)C(=CN2O)O)C(=O)N[C@@H](CO/N=C(CCC(O)=O)/C(O)=O)C=O"                                                                                                                                               
2U2 SMILES           CACTVS               3.385 "Nc1scc(n1)C(=NOCC2=CC(=O)C(=CN2O)O)C(=O)N[CH](CON=C(CCC(O)=O)C(O)=O)C=O"                                                                                                                                                     
2U2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(nc(s1)N)/C(=N/OCC2=CC(=O)C(=CN2O)O)/C(=O)N[C@@H](CO/N=C(\CCC(=O)O)/C(=O)O)C=O"                                                                                                                                           
2U2 SMILES           "OpenEye OEToolkits" 1.7.6 "c1c(nc(s1)N)C(=NOCC2=CC(=O)C(=CN2O)O)C(=O)NC(CON=C(CCC(=O)O)C(=O)O)C=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 
2U2 "SYSTEMATIC NAME" ACDLabs              12.01 "(2E)-2-({[(2S)-2-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methoxy]imino}acetyl]amino}-3-oxopropyl]oxy}imino)pentanedioic acid"          
2U2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2E)-2-[(2S)-2-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-[[1,5-bis(oxidanyl)-4-oxidanylidene-pyridin-2-yl]methoxyimino]ethanoyl]amino]-3-oxidanylidene-propoxy]iminopentanedioic 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 
2U2 "Create component" 2014-02-04 RCSB 
2U2 "Initial release"  2014-05-07 RCSB 
2U2 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            2U2 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C23 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
