data_I58
# 
_chem_comp.id                                    I58 
_chem_comp.name                                  4R-FLUORO-N6-ETHANIMIDOYL-L-LYSINE 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C8 H16 F N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               LYS 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-10-28 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        205.230 
_chem_comp.one_letter_code                       K 
_chem_comp.three_letter_code                     I58 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1R35 
_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.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 
I58 N   N   N 0 1 N N N 129.598 118.328 91.035 -2.733 1.480  1.024  N   I58 1  
I58 C   C   C 0 1 N N N 127.772 118.905 89.453 -4.055 -0.323 0.072  C   I58 2  
I58 O   O   O 0 1 N N N 126.847 118.754 88.486 -4.659 -0.347 1.118  O   I58 3  
I58 OXT OXT O 0 1 N Y N 128.067 120.097 89.903 -4.519 -1.007 -0.986 OXT I58 4  
I58 CA  CA  C 0 1 N N S 128.578 117.735 90.138 -2.781 0.474  -0.045 CA  I58 5  
I58 CB  CB  C 0 1 N N N 127.715 116.804 91.046 -1.579 -0.464 0.083  CB  I58 6  
I58 CG  CG  C 0 1 N N R 128.038 115.288 91.038 -0.290 0.323  -0.160 CG  I58 7  
I58 F   F   F 0 1 N N N 126.833 114.627 91.156 -0.264 0.779  -1.482 F   I58 8  
I58 CD  CD  C 0 1 N N N 128.977 114.895 92.210 0.916  -0.585 0.090  CD  I58 9  
I58 CE  CE  C 0 1 N N N 128.244 114.644 93.533 2.204  0.233  -0.031 CE  I58 10 
I58 NZ  NZ  N 0 1 N N N 127.675 115.869 94.043 3.359  -0.635 0.208  NZ  I58 11 
I58 CX  CX  C 0 1 N N N 126.801 115.804 95.105 4.627  -0.120 0.152  CX  I58 12 
I58 NX  NX  N 0 1 N N N 126.541 116.904 95.841 4.804  1.134  -0.112 NX  I58 13 
I58 CT  CT  C 0 1 N N N 126.096 114.411 95.448 5.815  -1.014 0.398  CT  I58 14 
I58 H   1HN H 0 1 N N N 129.195 118.975 91.713 -2.762 0.976  1.898  H   I58 15 
I58 H2  2HN H 0 1 N Y N 130.119 117.571 91.478 -1.825 1.916  0.971  H2  I58 16 
I58 HXT HXT H 0 1 N Y N 128.720 120.204 90.585 -5.336 -1.518 -0.911 HXT I58 17 
I58 HA  HA  H 0 1 N N N 128.996 117.128 89.301 -2.752 0.972  -1.014 HA  I58 18 
I58 HB2 1HB H 0 1 N N N 126.637 116.951 90.803 -1.662 -1.263 -0.655 HB2 I58 19 
I58 HB3 2HB H 0 1 N N N 127.748 117.181 92.095 -1.559 -0.895 1.084  HB3 I58 20 
I58 HG  HG  H 0 1 N N N 128.569 115.015 90.097 -0.251 1.174  0.519  HG  I58 21 
I58 HD2 1HD H 0 1 N N N 129.779 115.658 92.344 0.926  -1.388 -0.647 HD2 I58 22 
I58 HD3 2HD H 0 1 N N N 129.602 114.014 91.934 0.849  -1.011 1.091  HD3 I58 23 
I58 HE2 1HE H 0 1 N N N 128.905 114.152 94.284 2.194  1.037  0.706  HE2 I58 24 
I58 HE3 2HE H 0 1 N N N 127.476 113.842 93.434 2.271  0.660  -1.032 HE3 I58 25 
I58 HZ  1HZ H 0 1 N N N 127.224 116.367 93.276 3.226  -1.576 0.406  HZ  I58 26 
I58 HNX HNX H 0 1 N N N 127.163 117.490 95.284 5.702  1.498  -0.152 HNX I58 27 
I58 HT1 1HT H 0 1 N N N 126.884 113.635 95.585 6.732  -0.431 0.312  HT1 I58 28 
I58 HT2 2HT H 0 1 N N N 125.388 114.358 96.308 5.748  -1.440 1.399  HT2 I58 29 
I58 HT3 3HT H 0 1 N N N 125.578 114.037 94.534 5.824  -1.817 -0.339 HT3 I58 30 
# 
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 
I58 N   CA  SING N N 1  
I58 N   H   SING N N 2  
I58 N   H2  SING N N 3  
I58 C   O   DOUB N N 4  
I58 C   OXT SING N N 5  
I58 C   CA  SING N N 6  
I58 OXT HXT SING N N 7  
I58 CA  CB  SING N N 8  
I58 CA  HA  SING N N 9  
I58 CB  CG  SING N N 10 
I58 CB  HB2 SING N N 11 
I58 CB  HB3 SING N N 12 
I58 CG  F   SING N N 13 
I58 CG  CD  SING N N 14 
I58 CG  HG  SING N N 15 
I58 CD  CE  SING N N 16 
I58 CD  HD2 SING N N 17 
I58 CD  HD3 SING N N 18 
I58 CE  NZ  SING N N 19 
I58 CE  HE2 SING N N 20 
I58 CE  HE3 SING N N 21 
I58 NZ  CX  SING N N 22 
I58 NZ  HZ  SING N N 23 
I58 CX  NX  DOUB N N 24 
I58 CX  CT  SING N N 25 
I58 NX  HNX SING N N 26 
I58 CT  HT1 SING N N 27 
I58 CT  HT2 SING N N 28 
I58 CT  HT3 SING N N 29 
# 
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 
I58 SMILES           ACDLabs              10.04 "FC(CCNC(=[N@H])C)CC(N)C(=O)O"                                                                                                 
I58 InChI            InChI                1.02b "InChI=1/C8H16FN3O2/c1-5(10)12-3-2-6(9)4-7(11)8(13)14/h6-7H,2-4,11H2,1H3,(H2,10,12)(H,13,14)/t6-,7+/m1/s1/f/h10,12-13H/b10-5-" 
I58 InChIKey         InChI                1.02b LTCJJIZTKXNFGK-FHUCRTMNDQ                                                                                                      
I58 SMILES_CANONICAL CACTVS               3.341 "CC(=N)NCC[C@@H](F)C[C@H](N)C(O)=O"                                                                                            
I58 SMILES           CACTVS               3.341 "CC(=N)NCC[CH](F)C[CH](N)C(O)=O"                                                                                               
I58 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/C)\NCC[C@H](C[C@@H](C(=O)O)N)F"                                                                                      
I58 SMILES           "OpenEye OEToolkits" 1.5.0 "[H]N=C(C)NCCC(CC(C(=O)O)N)F"                                                                                                  
# 
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 
I58 "SYSTEMATIC NAME" ACDLabs              10.04 "(4R)-N~6~-[(1Z)-ethanimidoyl]-4-fluoro-L-lysine"              
I58 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4R)-2-amino-6-(ethanimidoylamino)-4-fluoro-hexanoic acid" 
# 
