data_4KF
# 
_chem_comp.id                                    4KF 
_chem_comp.name                                  "(2S,3S)-2-{(1R)-2-[(3,5-dimethoxybenzyl)amino]-1-hydroxy-2-oxoethyl}-3-methylpentanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H25 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-03-27 
_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                        339.384 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4KF 
_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        4Z1L 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_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 
4KF C4  C1  C 0 1 Y N N N N N 60.419 -139.427 43.800 -3.024 1.310  0.493  C4  4KF 1  
4KF C5  C2  C 0 1 Y N N N N N 60.654 -140.366 42.821 -2.200 0.859  -0.520 C5  4KF 2  
4KF C6  C3  C 0 1 N N N N N N 61.780 -140.446 42.043 -0.966 1.640  -0.890 C6  4KF 3  
4KF C8  C4  C 0 1 N N N N N N 62.490 -138.304 41.191 1.384  1.728  -0.253 C8  4KF 4  
4KF C10 C5  C 0 1 N N S N N N 63.003 -136.045 42.135 2.865  -0.208 0.203  C10 4KF 5  
4KF C13 C6  C 0 1 N N S N N N 63.968 -134.907 42.051 3.967  -0.739 1.123  C13 4KF 6  
4KF C15 C7  C 0 1 N N N N N N 63.372 -133.732 42.784 4.281  -2.191 0.756  C15 4KF 7  
4KF C20 C8  C 0 1 Y N N N N N 58.548 -141.354 43.297 -3.642 -1.029 -0.854 C20 4KF 8  
4KF C22 C9  C 0 1 N N N N N N 57.788 -143.228 44.057 -5.135 -2.859 -1.126 C22 4KF 9  
4KF C11 C10 C 0 1 N N N N N N 62.961 -136.445 43.572 3.332  -0.275 -1.229 C11 4KF 10 
4KF O12 O1  O 0 1 N N N N N N 61.944 -136.274 44.220 4.432  -0.703 -1.487 O12 4KF 11 
4KF C14 C11 C 0 1 N N N N N N 64.226 -134.514 40.623 3.493  -0.671 2.576  C14 4KF 12 
4KF C16 C12 C 0 1 N N N N N N 62.065 -133.351 42.184 5.466  -2.682 1.591  C16 4KF 13 
4KF C9  C13 C 0 1 N N R N N N 63.499 -137.189 41.283 2.551  1.244  0.569  C9  4KF 14 
4KF O17 O2  O 0 1 N N N N N N 64.665 -137.665 41.867 3.693  2.060  0.303  O17 4KF 15 
4KF O18 O3  O 0 1 N N N N N N 61.593 -138.254 40.377 1.540  2.619  -1.060 O18 4KF 16 
4KF N7  N1  N 0 1 N N N N N N 62.636 -139.284 42.042 0.168  1.170  -0.091 N7  4KF 17 
4KF C19 C14 C 0 1 Y N N N N N 59.705 -141.322 42.583 -2.506 -0.308 -1.194 C19 4KF 18 
4KF C1  C15 C 0 1 Y N N N N N 59.246 -139.453 44.528 -4.161 0.592  0.837  C1  4KF 19 
4KF O2  O4  O 0 1 N N N N N N 59.062 -138.508 45.472 -4.968 1.034  1.837  O2  4KF 20 
4KF C3  C16 C 0 1 N N N N N N 57.919 -138.501 46.321 -6.121 0.245  2.136  C3  4KF 21 
4KF C23 C17 C 0 1 Y N N N N N 58.317 -140.431 44.269 -4.473 -0.576 0.158  C23 4KF 22 
4KF O21 O5  O 0 1 N N N N N N 57.651 -142.292 43.028 -3.944 -2.174 -1.521 O21 4KF 23 
4KF H1  H1  H 0 1 N N N N N N 61.157 -138.665 44.000 -2.781 2.220  1.022  H1  4KF 24 
4KF H2  H2  H 0 1 N N N N N N 61.460 -140.628 41.007 -0.749 1.497  -1.949 H2  4KF 25 
4KF H3  H3  H 0 1 N N N N N N 62.374 -141.301 42.399 -1.134 2.699  -0.694 H3  4KF 26 
4KF H4  H4  H 0 1 N N N N N N 62.006 -135.726 41.797 1.968  -0.816 0.321  H4  4KF 27 
4KF H5  H5  H 0 1 N N N N N N 64.917 -135.193 42.529 4.864  -0.132 1.004  H5  4KF 28 
4KF H6  H6  H 0 1 N N N N N N 63.220 -134.003 43.839 3.410  -2.814 0.959  H6  4KF 29 
4KF H7  H7  H 0 1 N N N N N N 64.062 -132.878 42.720 4.533  -2.252 -0.303 H7  4KF 30 
4KF H8  H8  H 0 1 N N N N N N 57.070 -144.048 43.906 -5.258 -3.754 -1.736 H8  4KF 31 
4KF H9  H9  H 0 1 N N N N N N 58.811 -143.631 44.052 -5.059 -3.143 -0.076 H9  4KF 32 
4KF H10 H10 H 0 1 N N N N N N 57.590 -142.742 45.024 -5.994 -2.204 -1.264 H10 4KF 33 
4KF H12 H12 H 0 1 N N N N N N 64.938 -133.676 40.596 3.269  0.363  2.837  H12 4KF 34 
4KF H13 H13 H 0 1 N N N N N N 64.647 -135.371 40.077 2.596  -1.279 2.695  H13 4KF 35 
4KF H14 H14 H 0 1 N N N N N N 63.281 -134.207 40.151 4.278  -1.050 3.232  H14 4KF 36 
4KF H15 H15 H 0 1 N N N N N N 61.646 -132.493 42.731 5.690  -3.717 1.330  H15 4KF 37 
4KF H16 H16 H 0 1 N N N N N N 62.212 -133.076 41.129 6.337  -2.059 1.388  H16 4KF 38 
4KF H17 H17 H 0 1 N N N N N N 61.370 -134.202 42.248 5.214  -2.621 2.650  H17 4KF 39 
4KF H18 H18 H 0 1 N N N N N N 63.703 -136.812 40.270 2.299  1.305  1.628  H18 4KF 40 
4KF H19 H19 H 0 1 N N N N N N 65.301 -136.962 41.925 3.974  2.054  -0.622 H19 4KF 41 
4KF H20 H20 H 0 1 N N N N N N 63.370 -139.227 42.719 0.044  0.457  0.554  H20 4KF 42 
4KF H21 H21 H 0 1 N N N N N N 59.877 -142.063 41.816 -1.861 -0.658 -1.986 H21 4KF 43 
4KF H22 H22 H 0 1 N N N N N N 57.978 -137.645 47.009 -6.677 0.709  2.951  H22 4KF 44 
4KF H23 H23 H 0 1 N N N N N N 57.009 -138.417 45.709 -6.757 0.181  1.253  H23 4KF 45 
4KF H24 H24 H 0 1 N N N N N N 57.887 -139.436 46.900 -5.809 -0.756 2.433  H24 4KF 46 
4KF H25 H25 H 0 1 N N N N N N 57.400 -140.467 44.839 -5.357 -1.136 0.424  H25 4KF 47 
4KF O1  O6  O 0 1 N N N N N N 64.114 -136.936 44.029 2.525  0.142  -2.217 O1  4KF 48 
4KF H11 H11 H 0 1 N N N N N N 64.028 -137.138 44.953 2.868  0.079  -3.120 H11 4KF 49 
# 
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 
4KF O18 C8  DOUB N N 1  
4KF C14 C13 SING N N 2  
4KF C8  C9  SING N N 3  
4KF C8  N7  SING N N 4  
4KF C9  O17 SING N N 5  
4KF C9  C10 SING N N 6  
4KF N7  C6  SING N N 7  
4KF C6  C5  SING N N 8  
4KF C13 C10 SING N N 9  
4KF C13 C15 SING N N 10 
4KF C10 C11 SING N N 11 
4KF C16 C15 SING N N 12 
4KF C19 C5  DOUB Y N 13 
4KF C19 C20 SING Y N 14 
4KF C5  C4  SING Y N 15 
4KF O21 C20 SING N N 16 
4KF O21 C22 SING N N 17 
4KF C20 C23 DOUB Y N 18 
4KF C11 O12 DOUB N N 19 
4KF C4  C1  DOUB Y N 20 
4KF C23 C1  SING Y N 21 
4KF C1  O2  SING N N 22 
4KF O2  C3  SING N N 23 
4KF C4  H1  SING N N 24 
4KF C6  H2  SING N N 25 
4KF C6  H3  SING N N 26 
4KF C10 H4  SING N N 27 
4KF C13 H5  SING N N 28 
4KF C15 H6  SING N N 29 
4KF C15 H7  SING N N 30 
4KF C22 H8  SING N N 31 
4KF C22 H9  SING N N 32 
4KF C22 H10 SING N N 33 
4KF C14 H12 SING N N 34 
4KF C14 H13 SING N N 35 
4KF C14 H14 SING N N 36 
4KF C16 H15 SING N N 37 
4KF C16 H16 SING N N 38 
4KF C16 H17 SING N N 39 
4KF C9  H18 SING N N 40 
4KF O17 H19 SING N N 41 
4KF N7  H20 SING N N 42 
4KF C19 H21 SING N N 43 
4KF C3  H22 SING N N 44 
4KF C3  H23 SING N N 45 
4KF C3  H24 SING N N 46 
4KF C23 H25 SING N N 47 
4KF C11 O1  SING N N 48 
4KF O1  H11 SING N N 49 
# 
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 
4KF SMILES           ACDLabs              12.01 "c1c(OC)cc(cc1CNC(C(C(C(=O)O)C(CC)C)O)=O)OC"                                                                                                                
4KF InChI            InChI                1.03  "InChI=1S/C17H25NO6/c1-5-10(2)14(17(21)22)15(19)16(20)18-9-11-6-12(23-3)8-13(7-11)24-4/h6-8,10,14-15,19H,5,9H2,1-4H3,(H,18,20)(H,21,22)/t10-,14-,15+/m0/s1" 
4KF InChIKey         InChI                1.03  JPJPTFSEVLSNJM-NZVBXONLSA-N                                                                                                                                 
4KF SMILES_CANONICAL CACTVS               3.385 "CC[C@H](C)[C@@H]([C@@H](O)C(=O)NCc1cc(OC)cc(OC)c1)C(O)=O"                                                                                                  
4KF SMILES           CACTVS               3.385 "CC[CH](C)[CH]([CH](O)C(=O)NCc1cc(OC)cc(OC)c1)C(O)=O"                                                                                                       
4KF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@H](C)[C@@H]([C@H](C(=O)NCc1cc(cc(c1)OC)OC)O)C(=O)O"                                                                                                   
4KF SMILES           "OpenEye OEToolkits" 1.9.2 "CCC(C)C(C(C(=O)NCc1cc(cc(c1)OC)OC)O)C(=O)O"                                                                                                                
# 
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 
4KF "SYSTEMATIC NAME" ACDLabs              12.01 "(2S,3S)-2-{(1R)-2-[(3,5-dimethoxybenzyl)amino]-1-hydroxy-2-oxoethyl}-3-methylpentanoic acid"                    
4KF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,3S)-2-[(1R)-2-[(3,5-dimethoxyphenyl)methylamino]-1-oxidanyl-2-oxidanylidene-ethyl]-3-methyl-pentanoic 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 
4KF "Create component" 2015-03-27 EBI  
4KF "Initial release"  2015-05-27 RCSB 
4KF "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            4KF 
_pdbx_chem_comp_pcm.modified_residue_id                THR 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical 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               C11 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG1 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
