data_LOU
# 
_chem_comp.id                                    LOU 
_chem_comp.name                                  "3-[(3aR,4S,7S,7aS)-2-(carboxymethyl)-1,3-dioxooctahydro-4H-4,7-epoxyisoindol-4-yl]-L-alanine" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H16 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-07-01 
_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                        312.275 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LOU 
_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        ? 
_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 
LOU C21 C21 C 0 1 N N N N N N -9.325  11.721 30.425 -4.064 1.377  -0.153 C21 LOU 1  
LOU C22 C22 C 0 1 N N N N N N -8.392  10.541 30.047 -3.310 0.493  0.807  C22 LOU 2  
LOU N23 N23 N 0 1 N N N N N N -7.162  10.618 30.798 -2.084 0.010  0.165  N23 LOU 3  
LOU C24 C24 C 0 1 N N N N N N -6.941  10.292 32.076 -2.038 -1.123 -0.545 C24 LOU 4  
LOU O25 O25 O 0 1 N N N N N N -7.797  9.858  32.776 -2.976 -1.866 -0.739 O25 LOU 5  
LOU C26 C26 C 0 1 N N N N N N -5.975  11.060 30.364 -0.923 0.669  0.237  C26 LOU 6  
LOU C27 C27 C 0 1 N N R N N N -4.871  11.078 31.398 0.137  -0.092 -0.527 C27 LOU 7  
LOU C28 C28 C 0 1 N N S N N N -5.533  10.495 32.609 -0.636 -1.332 -1.069 C28 LOU 8  
LOU O29 O29 O 0 1 N N N N N N -5.803  11.436 29.236 -0.747 1.715  0.823  O29 LOU 9  
LOU O30 O30 O 0 1 N N N N N N -9.378  12.154 31.543 -3.624 1.582  -1.259 O30 LOU 10 
LOU N   N52 N 0 1 N N N Y Y N -4.265  15.067 29.743 3.689  -0.897 -0.966 N52 LOU 11 
LOU CA  C53 C 0 1 N N S Y N N -3.400  14.623 30.913 3.155  0.374  -0.460 C53 LOU 12 
LOU C54 C54 C 0 1 N N N N N N -3.347  13.024 31.037 2.360  0.119  0.822  C54 LOU 13 
LOU C55 C55 C 0 1 N N S N N N -4.502  12.393 31.843 1.125  -0.724 0.498  C55 LOU 14 
LOU O56 O56 O 0 1 N N N N N N -4.251  12.173 33.151 1.391  -2.024 -0.123 O56 LOU 15 
LOU C57 C57 C 0 1 N N S N N N -5.388  11.544 33.570 0.013  -2.512 -0.286 C57 LOU 16 
LOU C58 C58 C 0 1 N N N N N N -6.146  12.744 33.302 -0.525 -2.385 1.171  C58 LOU 17 
LOU C59 C59 C 0 1 N N N N N N -5.611  13.282 32.120 0.251  -1.125 1.723  C59 LOU 18 
LOU C   C60 C 0 1 N N N Y N Y -1.990  15.183 30.663 4.294  1.316  -0.166 C60 LOU 19 
LOU O   O93 O 0 1 N N N Y N Y -1.069  14.936 31.410 5.410  0.882  -0.004 O93 LOU 20 
LOU H19 H19 H 0 1 N N N N N N -8.898  9.591  30.274 -3.052 1.062  1.699  H19 LOU 21 
LOU H20 H20 H 0 1 N N N N N N -8.165  10.587 28.972 -3.933 -0.357 1.085  H20 LOU 22 
LOU H21 H21 H 0 1 N N N N N N -4.006  10.479 31.077 0.618  0.498  -1.306 H21 LOU 23 
LOU H22 H22 H 0 1 N N N N N N -5.071  9.547  32.922 -0.589 -1.437 -2.154 H22 LOU 24 
LOU H   H41 H 0 1 N N N Y Y N -4.275  16.066 29.696 4.164  -0.765 -1.846 H41 LOU 25 
LOU HA  H42 H 0 1 N N N Y N N -3.800  15.037 31.850 2.501  0.818  -1.211 H42 LOU 26 
LOU H43 H43 H 0 1 N N N N N N -3.370  12.602 30.021 2.986  -0.413 1.538  H43 LOU 27 
LOU H44 H44 H 0 1 N N N N N N -2.400  12.751 31.526 2.047  1.071  1.251  H44 LOU 28 
LOU H45 H45 H 0 1 N N N N N N -5.403  11.216 34.620 -0.092 -3.493 -0.749 H45 LOU 29 
LOU H46 H46 H 0 1 N N N N N N -7.210  12.502 33.165 -1.600 -2.202 1.171  H46 LOU 30 
LOU H47 H47 H 0 1 N N N N N N -6.037  13.459 34.131 -0.285 -3.277 1.750  H47 LOU 31 
LOU H48 H48 H 0 1 N N N N N N -5.264  14.314 32.275 0.877  -1.396 2.573  H48 LOU 32 
LOU H49 H49 H 0 1 N N N N N N -6.349  13.262 31.305 -0.435 -0.320 1.988  H49 LOU 33 
LOU O31 O31 O 0 1 N N N N N N -10.138 12.284 29.419 -5.229 1.931  0.220  O31 LOU 34 
LOU H31 H31 H 0 1 N N N N N N -10.660 12.986 29.789 -5.676 2.490  -0.430 H31 LOU 35 
LOU H2  H2  H 0 1 N Y N Y Y N -3.891  14.697 28.893 4.299  -1.329 -0.287 H2  LOU 36 
LOU OXT OXT O 0 1 N Y N Y N Y -1.741  16.011 29.466 4.069  2.637  -0.083 OXT LOU 37 
LOU HXT HXT H 0 1 N Y N Y N Y -0.824  16.259 29.437 4.831  3.201  0.108  HXT LOU 38 
# 
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 
LOU C21 C22 SING N N 1  
LOU C21 O30 DOUB N N 2  
LOU C22 N23 SING N N 3  
LOU N23 C26 SING N N 4  
LOU N23 C24 SING N N 5  
LOU C24 O25 DOUB N N 6  
LOU C24 C28 SING N N 7  
LOU C26 C27 SING N N 8  
LOU C26 O29 DOUB N N 9  
LOU C27 C28 SING N N 10 
LOU C27 C55 SING N N 11 
LOU C28 C57 SING N N 12 
LOU N   CA  SING N N 13 
LOU CA  C54 SING N N 14 
LOU CA  C   SING N N 15 
LOU C54 C55 SING N N 16 
LOU C55 O56 SING N N 17 
LOU C55 C59 SING N N 18 
LOU O56 C57 SING N N 19 
LOU C57 C58 SING N N 20 
LOU C58 C59 SING N N 21 
LOU C   O   DOUB N N 22 
LOU C22 H19 SING N N 23 
LOU C22 H20 SING N N 24 
LOU C27 H21 SING N N 25 
LOU C28 H22 SING N N 26 
LOU N   H   SING N N 27 
LOU CA  HA  SING N N 28 
LOU C54 H43 SING N N 29 
LOU C54 H44 SING N N 30 
LOU C57 H45 SING N N 31 
LOU C58 H46 SING N N 32 
LOU C58 H47 SING N N 33 
LOU C59 H48 SING N N 34 
LOU C59 H49 SING N N 35 
LOU C21 O31 SING N N 36 
LOU O31 H31 SING N N 37 
LOU N   H2  SING N N 38 
LOU C   OXT SING N N 39 
LOU OXT HXT SING N N 40 
# 
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 
LOU SMILES           ACDLabs              12.01 "C(CN1C(C2C(C1=O)C3OC2(CC(N)C(=O)O)CC3)=O)(=O)O"                                                                                                     
LOU InChI            InChI                1.03  "InChI=1S/C13H16N2O7/c14-5(12(20)21)3-13-2-1-6(22-13)8-9(13)11(19)15(10(8)18)4-7(16)17/h5-6,8-9H,1-4,14H2,(H,16,17)(H,20,21)/t5-,6-,8+,9-,13-/m0/s1" 
LOU InChIKey         InChI                1.03  IYFGLSSJYCLPBF-BNVRWGGXSA-N                                                                                                                          
LOU SMILES_CANONICAL CACTVS               3.385 "N[C@@H](C[C@]12CC[C@H](O1)[C@@H]3[C@H]2C(=O)N(CC(O)=O)C3=O)C(O)=O"                                                                                  
LOU SMILES           CACTVS               3.385 "N[CH](C[C]12CC[CH](O1)[CH]3[CH]2C(=O)N(CC(O)=O)C3=O)C(O)=O"                                                                                         
LOU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1C[C@@]2([C@H]3[C@@H]([C@H]1O2)C(=O)N(C3=O)CC(=O)O)C[C@@H](C(=O)O)N"                                                                               
LOU SMILES           "OpenEye OEToolkits" 1.7.6 "C1CC2(C3C(C1O2)C(=O)N(C3=O)CC(=O)O)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 
LOU "SYSTEMATIC NAME" ACDLabs              12.01 "3-[(3aR,4S,7S,7aS)-2-(carboxymethyl)-1,3-dioxooctahydro-4H-4,7-epoxyisoindol-4-yl]-L-alanine"                                                                 
LOU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-3-[(3aR,4S,7S,7aS)-2-(2-hydroxy-2-oxoethyl)-1,3-bis(oxidanylidene)-5,6,7,7a-tetrahydro-3aH-octahydro-1H-4,7-epoxyisoindol-4-yl]-2-azanyl-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 
LOU "Create component"   2019-07-01 RCSB 
LOU "Initial release"    2019-10-16 RCSB 
LOU "Other modification" 2019-10-24 RCSB 
LOU "Modify backbone"    2023-11-03 PDBE 
# 
