data_C1X # _chem_comp.id C1X _chem_comp.name "(Z)-N~6~-[(4R,5S)-5-(2-CARBOXYETHYL)-4-(CARBOXYMETHYL)DIHYDRO-2H-THIOPYRAN-3(4H)-YLIDENE]-L-LYSINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H26 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id LYS _chem_comp.pdbx_synonyms "2-AMINO-6-[5-(2-CARBOXY-ETHYL)-4-CARBOXYMETHYL-DIHYDRO-THIOPYRAN-3-YLIDENEAMINO]-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 374.452 _chem_comp.one_letter_code K _chem_comp.three_letter_code C1X _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 ? _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 C1X O4 O4 O 0 1 N N N N N N 4.409 120.138 29.909 -8.005 0.049 -2.139 O4 C1X 1 C1X C11 C11 C 0 1 N N N N N N 4.890 119.201 30.604 -7.181 -0.118 -3.030 C11 C1X 2 C1X O3 O3 O 0 1 N N N N N N 4.492 117.998 30.553 -7.498 -0.112 -4.348 O3 C1X 3 C1X C10 C10 C 0 1 N N N N N N 6.005 119.564 31.576 -5.707 -0.320 -2.782 C10 C1X 4 C1X C9 C9 C 0 1 N N N N N N 6.896 118.361 31.942 -5.389 -0.423 -1.299 C9 C1X 5 C1X C8 C8 C 0 1 N N S N N N 7.933 118.738 33.041 -3.895 -0.631 -1.034 C8 C1X 6 C1X C7 C7 C 0 1 N N N N N N 8.948 119.782 32.472 -3.642 -0.711 0.479 C7 C1X 7 C1X C5 C5 C 0 1 N N N N N N 10.877 118.505 34.088 -1.079 0.170 -0.043 C5 C1X 8 C1X C3 C3 C 0 1 N N R N N N 8.515 117.459 33.729 -3.032 0.432 -1.751 C3 C1X 9 C1X C2 C2 C 0 1 N N N N N N 8.971 116.504 32.612 -3.371 1.883 -1.412 C2 C1X 10 C1X C1 C1 C 0 1 N N N N N N 9.351 115.106 33.058 -2.550 2.849 -2.221 C1 C1X 11 C1X O1 O1 O 0 1 N N N N N N 9.918 114.389 32.212 -1.461 3.311 -1.916 O1 C1X 12 C1X O2 O2 O 0 1 N N N N N N 9.136 114.716 34.229 -3.202 3.150 -3.374 O2 C1X 13 C1X C4 C4 C 0 1 N N N N N N 9.621 117.888 34.697 -1.563 0.168 -1.469 C4 C1X 14 C1X NZ NZ N 0 1 N N N N N N 9.510 117.850 35.980 -0.754 -0.045 -2.456 NZ C1X 15 C1X CE CE C 0 1 N N N N N N 8.400 117.345 36.787 -1.385 -0.013 -3.777 CE C1X 16 C1X CD CD C 0 1 N N N N N N 8.442 117.961 38.191 -0.353 -0.330 -4.853 CD C1X 17 C1X CG CG C 0 1 N N N N N N 7.193 117.536 38.979 0.789 0.692 -4.889 CG C1X 18 C1X CB CB C 0 1 N N N N N N 7.271 118.091 40.388 1.815 0.334 -5.974 CB C1X 19 C1X CA CA C 0 1 N N S Y N N 5.982 117.756 41.135 3.026 1.276 -6.042 CA C1X 20 C1X N N N 0 1 N N N Y Y N 6.112 118.154 42.521 3.760 1.296 -4.778 N C1X 21 C1X C C C 0 1 N N N Y N Y 5.737 116.259 41.209 2.627 2.698 -6.381 C C1X 22 C1X O O O 0 1 N N N Y N Y 6.518 115.452 41.689 2.815 3.688 -5.689 O C1X 23 C1X S6 S6 S 0 1 N N N N N N 10.349 120.124 33.533 -1.916 -1.152 0.861 S6 C1X 24 C1X OXT OXT O 0 1 N Y N Y N Y ? ? ? 2.026 2.745 -7.600 OXT C1X 25 C1X H3 H3 H 0 1 N N N N N N 3.788 117.923 29.919 -8.446 0.036 -4.553 H3 C1X 26 C1X H101 H101 H 0 0 N N N N N N 5.534 119.923 32.503 -5.121 0.467 -3.269 H101 C1X 27 C1X H102 H102 H 0 0 N N N N N N 6.637 120.333 31.107 -5.426 -1.255 -3.282 H102 C1X 28 C1X H9C1 H9C1 H 0 0 N N N N N N 7.443 118.046 31.041 -5.930 -1.272 -0.873 H9C1 C1X 29 C1X H9C2 H9C2 H 0 0 N N N N N N 6.258 117.548 32.319 -5.716 0.475 -0.769 H9C2 C1X 30 C1X H8 H8 H 0 1 N N N N N N 7.458 119.262 33.883 -3.641 -1.610 -1.466 H8 C1X 31 C1X H7C1 H7C1 H 0 0 N N N N N N 8.397 120.728 32.367 -3.881 0.238 0.970 H7C1 C1X 32 C1X H7C2 H7C2 H 0 0 N N N N N N 9.336 119.388 31.521 -4.283 -1.478 0.925 H7C2 C1X 33 C1X H5C1 H5C1 H 0 0 N N N N N N 11.288 117.896 33.270 0.001 0.000 -0.013 H5C1 C1X 34 C1X H5C2 H5C2 H 0 0 N N N N N N 11.684 118.582 34.832 -1.291 1.137 0.421 H5C2 C1X 35 C1X HB HA H 0 1 N N N N N N 7.777 116.915 34.337 -3.189 0.316 -2.832 HA C1X 36 C1X H2C1 H2C1 H 0 0 N N N N N N 9.885 116.946 32.188 -4.429 2.057 -1.620 H2C1 C1X 37 C1X H2C2 H2C2 H 0 0 N N N N N N 8.138 116.408 31.899 -3.174 2.053 -0.352 H2C2 C1X 38 C1X H4 H2 H 0 1 N N N N N N 9.467 113.832 34.334 -2.693 3.780 -3.928 H2 C1X 39 C1X HEC1 HEC1 H 0 0 N N N N N N 8.486 116.252 36.872 -1.838 0.970 -3.944 HEC1 C1X 40 C1X HEC2 HEC2 H 0 0 N N N N N N 7.449 117.612 36.303 -2.186 -0.760 -3.801 HEC2 C1X 41 C1X HDC1 HDC1 H 0 0 N N N N N N 8.466 119.058 38.108 -0.856 -0.341 -5.827 HDC1 C1X 42 C1X HDC2 HDC2 H 0 0 N N N N N N 9.343 117.611 38.717 0.057 -1.334 -4.689 HDC2 C1X 43 C1X HGC1 HGC1 H 0 0 N N N N N N 7.141 116.438 39.020 1.279 0.728 -3.910 HGC1 C1X 44 C1X HGC2 HGC2 H 0 0 N N N N N N 6.294 117.927 38.480 0.374 1.688 -5.082 HGC2 C1X 45 C1X HBC1 HBC1 H 0 0 N N N N N N 7.400 119.183 40.347 1.310 0.326 -6.949 HBC1 C1X 46 C1X HBC2 HBC2 H 0 0 N N N N N N 8.127 117.642 40.913 2.170 -0.691 -5.804 HBC2 C1X 47 C1X HA HB H 0 1 N N N Y N N 5.174 118.270 40.594 3.713 0.930 -6.823 HB C1X 48 C1X H HN1 H 0 1 N N N Y Y N 5.652 119.031 42.660 4.583 1.856 -4.724 HN1 C1X 49 C1X H2 HN2 H 0 1 N Y N Y Y N 7.080 118.246 42.753 3.536 0.606 -4.095 HN2 C1X 50 C1X HXT HXT H 0 1 N Y N Y N Y -0.153 -0.936 0.046 1.770 3.659 -7.846 HXT C1X 51 # 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 C1X O4 C11 DOUB N N 1 C1X C11 O3 SING N N 2 C1X C11 C10 SING N N 3 C1X O3 H3 SING N N 4 C1X C10 C9 SING N N 5 C1X C10 H101 SING N N 6 C1X C10 H102 SING N N 7 C1X C9 C8 SING N N 8 C1X C9 H9C1 SING N N 9 C1X C9 H9C2 SING N N 10 C1X C8 C7 SING N N 11 C1X C8 C3 SING N N 12 C1X C8 H8 SING N N 13 C1X C7 S6 SING N N 14 C1X C7 H7C1 SING N N 15 C1X C7 H7C2 SING N N 16 C1X C5 C4 SING N N 17 C1X C5 S6 SING N N 18 C1X C5 H5C1 SING N N 19 C1X C5 H5C2 SING N N 20 C1X C3 C2 SING N N 21 C1X C3 C4 SING N N 22 C1X C3 HB SING N N 23 C1X C2 C1 SING N N 24 C1X C2 H2C1 SING N N 25 C1X C2 H2C2 SING N N 26 C1X C1 O1 DOUB N N 27 C1X C1 O2 SING N N 28 C1X O2 H4 SING N N 29 C1X C4 NZ DOUB N E 30 C1X NZ CE SING N N 31 C1X CE CD SING N N 32 C1X CE HEC1 SING N N 33 C1X CE HEC2 SING N N 34 C1X CD CG SING N N 35 C1X CD HDC1 SING N N 36 C1X CD HDC2 SING N N 37 C1X CG CB SING N N 38 C1X CG HGC1 SING N N 39 C1X CG HGC2 SING N N 40 C1X CB CA SING N N 41 C1X CB HBC1 SING N N 42 C1X CB HBC2 SING N N 43 C1X CA N SING N N 44 C1X CA C SING N N 45 C1X CA HA SING N N 46 C1X N H SING N N 47 C1X N H2 SING N N 48 C1X C O DOUB N N 49 C1X C OXT SING N N 50 C1X OXT HXT SING N N 51 # 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 C1X SMILES ACDLabs 10.04 "O=C(O)C(N)CCCC/N=C1/CSCC(CCC(=O)O)C1CC(=O)O" C1X SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCCCN=C1CSC[C@@H](CCC(O)=O)[C@H]1CC(O)=O)C(O)=O" C1X SMILES CACTVS 3.341 "N[CH](CCCCN=C1CSC[CH](CCC(O)=O)[CH]1CC(O)=O)C(O)=O" C1X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H]([C@H](/C(=N\CCCC[C@@H](C(=O)O)N)/CS1)CC(=O)O)CCC(=O)O" C1X SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(=NCCCCC(C(=O)O)N)CS1)CC(=O)O)CCC(=O)O" C1X InChI InChI 1.03 "InChI=1S/C16H26N2O6S/c17-12(16(23)24)3-1-2-6-18-13-9-25-8-10(4-5-14(19)20)11(13)7-15(21)22/h10-12H,1-9,17H2,(H,19,20)(H,21,22)(H,23,24)/b18-13-/t10-,11-,12+/m1/s1" C1X InChIKey InChI 1.03 QSTNGCMYNFNDBP-YKZBZZRRSA-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 C1X "SYSTEMATIC NAME" ACDLabs 10.04 "(E)-N~6~-[(4R,5S)-5-(2-carboxyethyl)-4-(carboxymethyl)dihydro-2H-thiopyran-3(4H)-ylidene]-L-lysine" C1X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[(4R,5S)-5-(2-carboxyethyl)-4-(carboxymethyl)thian-3-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 C1X "Create component" 2005-09-11 EBI C1X "Modify descriptor" 2011-06-04 RCSB C1X "Modify synonyms" 2021-03-01 PDBE C1X "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id C1X _pdbx_chem_comp_synonyms.name "2-AMINO-6-[5-(2-CARBOXY-ETHYL)-4-CARBOXYMETHYL-DIHYDRO-THIOPYRAN-3-YLIDENEAMINO]-HEXANOIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #