data_KCR
# 
_chem_comp.id                                    KCR 
_chem_comp.name                                  N-6-crotonyl-L-lysine 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C10 H18 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               LYS 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-03-26 
_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                        214.262 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KCR 
_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        4YYD 
_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 
KCR N   N   N 0 1 N N N Y Y N -5.674 -23.216 -0.829 3.859  1.675  -0.481 N   KCR 1  
KCR CA  CA  C 0 1 N N S Y N N -6.917 -22.729 -0.248 3.789  0.430  0.296  CA  KCR 2  
KCR CB  CB  C 0 1 N N N N N N -7.892 -22.367 -1.403 2.540  -0.355 -0.110 CB  KCR 3  
KCR CG  CG  C 0 1 N N N N N N -7.333 -21.485 -2.482 1.291  0.436  0.281  CG  KCR 4  
KCR CD  CD  C 0 1 N N N N N N -7.026 -20.184 -1.847 0.042  -0.349 -0.125 CD  KCR 5  
KCR CE  CE  C 0 1 N N N N N N -6.328 -19.278 -2.844 -1.208 0.443  0.267  CE  KCR 6  
KCR NZ  NZ  N 0 1 N N N N N N -7.346 -18.961 -3.866 -2.404 -0.309 -0.122 NZ  KCR 7  
KCR CH  CH  C 0 1 N N N N N N -6.995 -18.513 -5.063 -3.628 0.197  0.125  CH  KCR 8  
KCR OH  OH  O 0 1 N N N N N N -5.772 -18.290 -5.282 -3.740 1.278  0.671  OH  KCR 9  
KCR CX  CX  C 0 1 N N N N N N -8.077 -18.370 -6.107 -4.829 -0.558 -0.265 CX  KCR 10 
KCR CY  CY  C 0 1 N N N N N N -7.845 -18.698 -7.420 -6.037 -0.058 -0.021 CY  KCR 11 
KCR CH3 CH3 C 0 1 N N N N N N -8.817 -18.718 -8.564 -7.267 -0.831 -0.420 CH3 KCR 12 
KCR C   C   C 0 1 N N N Y N Y -7.485 -23.634 0.848  5.016  -0.402 0.023  C   KCR 13 
KCR O   O   O 0 1 N N N Y N Y -7.257 -24.853 0.821  5.671  -0.203 -0.973 O   KCR 14 
KCR OXT O1  O 0 1 N Y N Y N Y -8.111 -23.008 1.854  5.381  -1.363 0.886  O1  KCR 15 
KCR H   H1  H 0 1 N N N Y Y N -5.034 -23.454 -0.098 3.905  1.482  -1.470 H1  KCR 16 
KCR H2  H2  H 0 1 N Y N Y Y N -5.861 -24.026 -1.385 3.079  2.279  -0.267 H2  KCR 17 
KCR HA  H4  H 0 1 N N N Y N N -6.680 -21.775 0.246  3.740  0.667  1.358  H4  KCR 18 
KCR H5  H5  H 0 1 N N N N N N -8.759 -21.853 -0.963 2.546  -0.515 -1.188 H5  KCR 19 
KCR H6  H6  H 0 1 N N N N N N -8.222 -23.306 -1.872 2.535  -1.319 0.400  H6  KCR 20 
KCR H7  H7  H 0 1 N N N N N N -8.074 -21.351 -3.284 1.285  0.596  1.359  H7  KCR 21 
KCR H8  H8  H 0 1 N N N N N N -6.417 -21.929 -2.899 1.296  1.399  -0.229 H8  KCR 22 
KCR H9  H9  H 0 1 N N N N N N -6.370 -20.347 -0.980 0.047  -0.509 -1.203 H9  KCR 23 
KCR H10 H10 H 0 1 N N N N N N -7.961 -19.710 -1.515 0.036  -1.312 0.386  H10 KCR 24 
KCR H11 H11 H 0 1 N N N N N N -5.472 -19.796 -3.301 -1.214 0.603  1.345  H11 KCR 25 
KCR H12 H12 H 0 1 N N N N N N -5.979 -18.359 -2.350 -1.202 1.406  -0.244 H12 KCR 26 
KCR H13 H13 H 0 1 N N N N N N -8.315 -19.086 -3.652 -2.315 -1.171 -0.557 H13 KCR 27 
KCR H14 H14 H 0 1 N N N N N N -9.050 -18.003 -5.816 -4.729 -1.518 -0.749 H14 KCR 28 
KCR H15 H15 H 0 1 N N N N N N -6.830 -18.978 -7.661 -6.136 0.902  0.464  H15 KCR 29 
KCR H16 H16 H 0 1 N N N N N N -8.297 -19.028 -9.482 -7.261 -0.991 -1.498 H16 KCR 30 
KCR H17 H17 H 0 1 N N N N N N -9.628 -19.428 -8.344 -7.273 -1.794 0.090  H17 KCR 31 
KCR H18 H18 H 0 1 N N N N N N -9.239 -17.712 -8.704 -8.157 -0.267 -0.142 H18 KCR 32 
KCR HXT H19 H 0 1 N Y N Y N Y -8.344 -23.639 2.524  6.175  -1.870 0.668  H19 KCR 33 
# 
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 
KCR CH3 CY  SING N N 1  
KCR CY  CX  DOUB N E 2  
KCR CX  CH  SING N N 3  
KCR OH  CH  DOUB N N 4  
KCR CH  NZ  SING N N 5  
KCR NZ  CE  SING N N 6  
KCR CE  CD  SING N N 7  
KCR CG  CD  SING N N 8  
KCR CG  CB  SING N N 9  
KCR CB  CA  SING N N 10 
KCR N   CA  SING N N 11 
KCR CA  C   SING N N 12 
KCR O   C   DOUB N N 13 
KCR C   OXT SING N N 14 
KCR N   H   SING N N 15 
KCR N   H2  SING N N 16 
KCR CA  HA  SING N N 17 
KCR CB  H5  SING N N 18 
KCR CB  H6  SING N N 19 
KCR CG  H7  SING N N 20 
KCR CG  H8  SING N N 21 
KCR CD  H9  SING N N 22 
KCR CD  H10 SING N N 23 
KCR CE  H11 SING N N 24 
KCR CE  H12 SING N N 25 
KCR NZ  H13 SING N N 26 
KCR CX  H14 SING N N 27 
KCR CY  H15 SING N N 28 
KCR CH3 H16 SING N N 29 
KCR CH3 H17 SING N N 30 
KCR CH3 H18 SING N N 31 
KCR OXT HXT SING N N 32 
# 
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 
KCR SMILES           ACDLabs              12.01 "NC(C(O)=O)CCCCNC(=O)[C@H]=[C@H]C"                                                                                     
KCR InChI            InChI                1.03  "InChI=1S/C10H18N2O3/c1-2-5-9(13)12-7-4-3-6-8(11)10(14)15/h2,5,8H,3-4,6-7,11H2,1H3,(H,12,13)(H,14,15)/b5-2+/t8-/m0/s1" 
KCR InChIKey         InChI                1.03  IZHPCCLNIDDVFG-NCJLJLRUSA-N                                                                                            
KCR SMILES_CANONICAL CACTVS               3.385 "C\C=C\C(=O)NCCCC[C@H](N)C(O)=O"                                                                                       
KCR SMILES           CACTVS               3.385 "CC=CC(=O)NCCCC[CH](N)C(O)=O"                                                                                          
KCR SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C/C=C/C(=O)NCCCC[C@@H](C(=O)O)N"                                                                                      
KCR SMILES           "OpenEye OEToolkits" 1.9.2 "CC=CC(=O)NCCCCC(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 
KCR "SYSTEMATIC NAME" ACDLabs              12.01 "N~6~-[(2E)-but-2-enoyl]-L-lysine"                      
KCR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-azanyl-6-[[(E)-but-2-enoyl]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 
KCR "Create component" 2015-03-26 RCSB 
KCR "Initial release"  2015-09-16 RCSB 
KCR "Modify backbone"  2023-11-03 PDBE 
KCR "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            KCR 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               Crotonylation 
_pdbx_chem_comp_pcm.category                           "Named protein 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               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     PTM-0475 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
