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 #