data_LSO # _chem_comp.id LSO _chem_comp.name "(Z)-N~6~-(3-CARBOXY-1-{[(4-CARBOXY-2-OXOBUTYL)SULFONYL]METHYL}PROPYLIDENE)-L-LYSINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H26 N2 O9 S" _chem_comp.mon_nstd_parent_comp_id LYS _chem_comp.pdbx_synonyms "2-AMINO-6-[3-CARBOXY-2-OXO-BUTANE-1-SULFONYLMETHYL-PROPYLIDENEAMINO]-HEXANOIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-09-11 _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 422.451 _chem_comp.one_letter_code K _chem_comp.three_letter_code LSO _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2C18 _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 LSO O O O 0 1 N N N Y N Y 2.748 116.895 38.430 -2.204 -6.485 -3.242 O LSO 1 LSO C C C 0 1 N N N Y N Y 2.214 117.641 37.643 -2.195 -5.304 -3.560 C LSO 2 LSO CA CA C 0 1 N N S Y N N 2.778 119.069 37.691 -2.325 -4.121 -2.622 CA LSO 3 LSO N N N 0 1 N N N Y Y N 2.703 119.590 39.066 -2.556 -4.631 -1.271 N LSO 4 LSO CB CB C 0 1 N N N N N N 4.184 119.241 37.142 -1.096 -3.201 -2.674 CB LSO 5 LSO CG CG C 0 1 N N N N N N 4.234 118.775 35.693 -1.194 -1.955 -1.782 CG LSO 6 LSO CD CD C 0 1 N N N N N N 5.654 118.960 35.213 0.045 -1.067 -1.940 CD LSO 7 LSO CE CE C 0 1 N N N N N N 5.646 118.669 33.732 -0.024 0.189 -1.078 CE LSO 8 LSO NZ NZ N 0 1 N N N N N N 6.981 118.934 33.248 -1.166 0.996 -1.471 NZ LSO 9 LSO C4 C4 C 0 1 N N N N N N 7.262 119.206 32.033 -1.378 2.128 -0.889 C4 LSO 10 LSO C3 C3 C 0 1 N N N N N N 6.121 119.307 31.031 -0.515 2.729 0.211 C3 LSO 11 LSO C2 C2 C 0 1 N N N N N N 5.869 117.934 30.412 0.523 3.688 -0.371 C2 LSO 12 LSO C1 C1 C 0 1 N N N N N N 4.679 117.979 29.491 1.385 4.355 0.680 C1 LSO 13 LSO O2 O2 O 0 1 N N N N N N 4.260 119.082 29.043 2.273 5.215 0.116 O2 LSO 14 LSO O1 O1 O 0 1 N N N N N N 4.162 116.866 29.218 1.314 4.171 1.887 O1 LSO 15 LSO C5 C5 C 0 1 N N N N N N 8.694 119.471 31.596 -2.586 2.917 -1.335 C5 LSO 16 LSO S6 S6 S 0 1 N N N N N N 9.943 118.758 32.474 -3.985 2.499 -0.349 S6 LSO 17 LSO O6 O6 O 0 1 N N N N N N 9.609 118.660 33.879 -3.737 2.948 1.011 O6 LSO 18 LSO O5 O5 O 0 1 N N N N N N 11.098 119.618 32.260 -4.335 1.113 -0.615 O5 LSO 19 LSO C7 C7 C 0 1 N N N N N N 10.312 117.235 31.861 -5.282 3.516 -1.019 C7 LSO 20 LSO C8 C8 C 0 1 N N N N N N 9.169 116.235 31.874 -6.602 3.317 -0.310 C8 LSO 21 LSO O7 O7 O 0 1 N N N N N N 8.327 116.290 32.744 -6.739 2.519 0.616 O7 LSO 22 LSO C9 C9 C 0 1 N N N N N N 9.060 115.152 30.824 -7.752 4.173 -0.825 C9 LSO 23 LSO C10 C10 C 0 1 N N N N N N 8.354 113.918 31.406 -9.087 3.877 -0.154 C10 LSO 24 LSO C11 C11 C 0 1 N N N N N N 9.160 113.224 32.508 -10.197 4.705 -0.754 C11 LSO 25 LSO O3 O3 O 0 1 N N N N N N 8.890 112.038 32.802 -10.033 5.522 -1.650 O3 LSO 26 LSO O4 O4 O 0 1 N N N N N N 10.074 113.838 33.108 -11.400 4.459 -0.180 O4 LSO 27 LSO OXT OXT O 0 1 N Y N Y N Y ? ? ? -2.078 -4.880 -4.846 OXT LSO 28 LSO HA HA H 0 1 N N N Y N N 2.140 119.651 37.010 -3.215 -3.556 -2.924 HA LSO 29 LSO H HN1 H 0 1 N N N Y Y N 2.231 120.472 39.063 -3.494 -4.826 -0.999 HN1 LSO 30 LSO H2 HN2 H 0 1 N Y N Y Y N 3.627 119.708 39.429 -1.808 -4.573 -0.616 HN2 LSO 31 LSO HBC1 HBC1 H 0 0 N N N N N N 4.884 118.639 37.741 -0.206 -3.774 -2.384 HBC1 LSO 32 LSO HBC2 HBC2 H 0 0 N N N N N N 4.468 120.302 37.193 -0.933 -2.884 -3.713 HBC2 LSO 33 LSO HGC1 HGC1 H 0 0 N N N N N N 3.535 119.355 35.073 -2.091 -1.382 -2.041 HGC1 LSO 34 LSO HGC2 HGC2 H 0 0 N N N N N N 3.944 117.716 35.624 -1.291 -2.255 -0.732 HGC2 LSO 35 LSO HDC1 HDC1 H 0 0 N N N N N N 6.344 118.289 35.746 0.936 -1.639 -1.654 HDC1 LSO 36 LSO HDC2 HDC2 H 0 0 N N N N N N 5.993 119.989 35.401 0.165 -0.787 -2.994 HDC2 LSO 37 LSO HEC1 HEC1 H 0 0 N N N N N N 4.907 119.296 33.212 -0.103 -0.069 -0.016 HEC1 LSO 38 LSO HEC2 HEC2 H 0 0 N N N N N N 5.374 117.619 33.549 0.888 0.780 -1.213 HEC2 LSO 39 LSO H3C1 H3C1 H 0 0 N N N N N N 6.388 120.024 30.240 -0.057 1.919 0.788 H3C1 LSO 40 LSO H3C2 H3C2 H 0 0 N N N N N N 5.211 119.652 31.544 -1.159 3.269 0.912 H3C2 LSO 41 LSO H2C1 H2C1 H 0 0 N N N N N N 5.668 117.212 31.218 -0.005 4.493 -0.896 H2C1 LSO 42 LSO H2C2 H2C2 H 0 0 N N N N N N 6.757 117.629 29.838 1.181 3.176 -1.082 H2C2 LSO 43 LSO H1 H2 H 0 1 N N N N N N 3.509 118.931 28.481 2.858 5.683 0.750 H2 LSO 44 LSO H5C1 H5C1 H 0 0 N N N N N N 8.833 120.552 31.745 -2.410 3.989 -1.216 H5C1 LSO 45 LSO H5C2 H5C2 H 0 0 N N N N N N 8.782 119.099 30.565 -2.829 2.704 -2.377 H5C2 LSO 46 LSO H7C1 H7C1 H 0 0 N N N N N N 11.091 116.820 32.518 -4.963 4.556 -0.917 H7C1 LSO 47 LSO H7C2 H7C2 H 0 0 N N N N N N 10.627 117.366 30.815 -5.389 3.253 -2.074 H7C2 LSO 48 LSO H9C1 H9C1 H 0 0 N N N N N N 10.070 114.867 30.496 -7.475 5.226 -0.706 H9C1 LSO 49 LSO H9C2 H9C2 H 0 0 N N N N N N 8.480 115.532 29.970 -7.842 3.957 -1.896 H9C2 LSO 50 LSO H101 H101 H 0 0 N N N N N N 8.228 113.195 30.587 -9.356 2.828 -0.329 H101 LSO 51 LSO H102 H102 H 0 0 N N N N N N 7.393 114.241 31.834 -9.071 4.006 0.933 H102 LSO 52 LSO H4 H4 H 0 1 N N N N N N 10.467 113.267 33.757 -12.146 4.989 -0.534 H4 LSO 53 LSO HXT HXT H 0 1 N Y N Y N Y -0.420 0.586 -0.618 -2.004 -5.631 -5.473 HXT LSO 54 # 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 LSO O C DOUB N N 1 LSO C CA SING N N 2 LSO C OXT SING N N 3 LSO CA N SING N N 4 LSO CA CB SING N N 5 LSO CA HA SING N N 6 LSO N H SING N N 7 LSO N H2 SING N N 8 LSO CB CG SING N N 9 LSO CB HBC1 SING N N 10 LSO CB HBC2 SING N N 11 LSO CG CD SING N N 12 LSO CG HGC1 SING N N 13 LSO CG HGC2 SING N N 14 LSO CD CE SING N N 15 LSO CD HDC1 SING N N 16 LSO CD HDC2 SING N N 17 LSO CE NZ SING N N 18 LSO CE HEC1 SING N N 19 LSO CE HEC2 SING N N 20 LSO NZ C4 DOUB N E 21 LSO C4 C3 SING N N 22 LSO C4 C5 SING N N 23 LSO C3 C2 SING N N 24 LSO C3 H3C1 SING N N 25 LSO C3 H3C2 SING N N 26 LSO C2 C1 SING N N 27 LSO C2 H2C1 SING N N 28 LSO C2 H2C2 SING N N 29 LSO C1 O2 SING N N 30 LSO C1 O1 DOUB N N 31 LSO O2 H1 SING N N 32 LSO C5 S6 SING N N 33 LSO C5 H5C1 SING N N 34 LSO C5 H5C2 SING N N 35 LSO S6 O6 DOUB N N 36 LSO S6 O5 DOUB N N 37 LSO S6 C7 SING N N 38 LSO C7 C8 SING N N 39 LSO C7 H7C1 SING N N 40 LSO C7 H7C2 SING N N 41 LSO C8 O7 DOUB N N 42 LSO C8 C9 SING N N 43 LSO C9 C10 SING N N 44 LSO C9 H9C1 SING N N 45 LSO C9 H9C2 SING N N 46 LSO C10 C11 SING N N 47 LSO C10 H101 SING N N 48 LSO C10 H102 SING N N 49 LSO C11 O3 DOUB N N 50 LSO C11 O4 SING N N 51 LSO O4 H4 SING N N 52 LSO OXT HXT SING N N 53 # 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 LSO SMILES ACDLabs 10.04 "O=S(=O)(C/C(=N/CCCCC(C(=O)O)N)CCC(=O)O)CC(=O)CCC(=O)O" LSO SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCCCN=C(CCC(O)=O)C[S](=O)(=O)CC(=O)CCC(O)=O)C(O)=O" LSO SMILES CACTVS 3.341 "N[CH](CCCCN=C(CCC(O)=O)C[S](=O)(=O)CC(=O)CCC(O)=O)C(O)=O" LSO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C(CC/N=C(\CCC(=O)O)/CS(=O)(=O)CC(=O)CCC(=O)O)C[C@@H](C(=O)O)N" LSO SMILES "OpenEye OEToolkits" 1.5.0 "C(CCN=C(CCC(=O)O)CS(=O)(=O)CC(=O)CCC(=O)O)CC(C(=O)O)N" LSO InChI InChI 1.03 "InChI=1S/C16H26N2O9S/c17-13(16(24)25)3-1-2-8-18-11(4-6-14(20)21)9-28(26,27)10-12(19)5-7-15(22)23/h13H,1-10,17H2,(H,20,21)(H,22,23)(H,24,25)/b18-11+/t13-/m0/s1" LSO InChIKey InChI 1.03 VZZTXTHYLVASGB-FHXOWUIVSA-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 LSO "SYSTEMATIC NAME" ACDLabs 10.04 "(E)-N~6~-(3-carboxy-1-{[(4-carboxy-2-oxobutyl)sulfonyl]methyl}propylidene)-L-lysine" LSO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[5-hydroxy-1-(5-hydroxy-2,5-dioxo-pentyl)sulfonyl-5-oxo-pentan-2-ylidene]amino]hexanoic 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 LSO "Create component" 2005-09-11 EBI LSO "Modify descriptor" 2011-06-04 RCSB LSO "Modify parent residue" 2014-01-20 EBI LSO "Modify one letter code" 2014-01-20 EBI LSO "Modify model coordinates code" 2014-01-20 EBI LSO "Modify synonyms" 2014-01-20 EBI LSO "Modify synonyms" 2021-03-01 PDBE LSO "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LSO _pdbx_chem_comp_synonyms.name "2-AMINO-6-[3-CARBOXY-2-OXO-BUTANE-1-SULFONYLMETHYL-PROPYLIDENEAMINO]-HEXANOIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #