data_NFF
# 
_chem_comp.id                                    NFF 
_chem_comp.name                                  
;(2R,4S)-2-[(1R)-1-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic
acid
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Nafcillin, bound form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-06-28 
_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                        416.491 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NFF 
_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        3NCK 
_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 
NFF C    C    C 0 1 N N N N N N -11.332 -11.791 5.176  -1.101 1.952  -1.414 C    NFF 1  
NFF N    N    N 0 1 N N N N N N -9.879  -12.355 3.131  0.306  0.215  -0.471 N    NFF 2  
NFF O    O    O 0 1 N N N N N N -12.035 -11.249 3.987  -0.300 2.721  -0.941 O    NFF 3  
NFF CA   CA   C 0 1 N N R N N N -9.825  -11.965 4.589  -0.915 0.467  -1.240 CA   NFF 4  
NFF CB   CB   C 0 1 N N R N N N -9.005  -10.759 4.956  -2.117 -0.114 -0.493 CB   NFF 5  
NFF CAA  CAA  C 0 1 N N N N N N -10.413 -17.923 2.708  3.214  4.637  0.284  CAA  NFF 6  
NFF CAB  CAB  C 0 1 N N N N N N -7.706  -8.034  2.226  -5.060 1.685  1.447  CAB  NFF 7  
NFF CAC  CAC  C 0 1 N N N N N N -7.325  -7.702  4.691  -4.541 -0.696 2.067  CAC  NFF 8  
NFF OAE  OAE  O 0 1 N N N N N N -10.664 -7.080  5.341  -6.236 -1.747 0.067  OAE  NFF 9  
NFF OAF  OAF  O 0 1 N N N N N N -8.458  -14.107 3.386  1.560  0.320  -2.302 OAF  NFF 10 
NFF OAG  OAG  O 0 1 N N N N N N -10.532 -6.584  3.189  -4.248 -2.310 -0.716 OAG  NFF 11 
NFF CAI  CAI  C 0 1 Y N N N N N -7.902  -11.333 -1.874 4.128  -4.021 0.385  CAI  NFF 12 
NFF CAJ  CAJ  C 0 1 Y N N N N N -7.649  -10.995 -0.537 2.963  -3.821 -0.351 CAJ  NFF 13 
NFF CAK  CAK  C 0 1 Y N N N N N -10.442 -15.192 -0.404 4.621  0.717  0.945  CAK  NFF 14 
NFF CAL  CAL  C 0 1 Y N N N N N -8.663  -12.466 -2.164 4.828  -2.967 0.889  CAL  NFF 15 
NFF CAM  CAM  C 0 1 Y N N N N N -8.156  -11.776 0.502  2.495  -2.563 -0.593 CAM  NFF 16 
NFF CAN  CAN  C 0 1 Y N N N N N -9.929  -14.393 -1.425 5.069  -0.545 1.168  CAN  NFF 17 
NFF CAO  CAO  C 0 1 N N N N N N -11.162 -16.948 1.774  3.838  3.277  0.601  CAO  NFF 18 
NFF NAQ  NAQ  N 0 1 N N N N N N -9.847  -9.538  5.061  -3.381 0.122  -1.244 NAQ  NFF 19 
NFF OAR  OAR  O 0 1 N N N N N N -10.693 -15.598 2.002  3.041  2.241  0.024  OAR  NFF 20 
NFF SAS  SAS  S 0 1 N N N N N N -7.649  -10.307 3.807  -2.452 0.823  1.056  SAS  NFF 21 
NFF CAT  CAT  C 0 1 N N N N N N -10.319 -7.320  4.165  -4.999 -1.437 -0.350 CAT  NFF 22 
NFF CAU  CAU  C 0 1 N N N N N N -9.203  -13.401 2.690  1.498  0.160  -1.098 CAU  NFF 23 
NFF CAV  CAV  C 0 1 Y N N N N N -10.203 -14.856 0.936  3.458  0.965  0.213  CAV  NFF 24 
NFF CAW  CAW  C 0 1 Y N N N N N -9.440  -13.715 1.220  2.724  -0.092 -0.326 CAW  NFF 25 
NFF CAX  CAX  C 0 1 Y N N N N N -9.175  -13.255 -1.128 4.372  -1.657 0.664  CAX  NFF 26 
NFF CAY  CAY  C 0 1 Y N N N N N -8.923  -12.910 0.205  3.193  -1.457 -0.095 CAY  NFF 27 
NFF CBB  CBB  C 0 1 N N S N N N -9.621  -8.655  3.882  -4.546 0.000  -0.362 CBB  NFF 28 
NFF CBC  CBC  C 0 1 N N N N N N -8.073  -8.539  3.634  -4.248 0.440  1.085  CBC  NFF 29 
NFF H    H    H 0 1 N N N N N N -11.716 -12.010 6.161  -1.954 2.329  -1.960 H    NFF 30 
NFF HN   HN   H 0 1 N N N N N N -10.431 -11.817 2.494  0.257  0.087  0.489  HN   NFF 31 
NFF HAA  HAA  H 0 1 N N N N N N -9.395  -12.820 5.131  -0.832 -0.007 -2.219 HAA  NFF 32 
NFF HB   HB   H 0 1 N N N N N N -8.517  -10.943 5.924  -1.974 -1.175 -0.288 HB   NFF 33 
NFF HAAA HAAA H 0 0 N N N N N N -10.771 -18.948 2.532  3.168  4.773  -0.797 HAAA NFF 34 
NFF HAAB HAAB H 0 0 N N N N N N -9.334  -17.872 2.502  2.206  4.680  0.698  HAAB NFF 35 
NFF HAAC HAAC H 0 0 N N N N N N -10.600 -17.644 3.755  3.822  5.428  0.724  HAAC NFF 36 
NFF HAB  HAB  H 0 1 N N N N N N -8.239  -8.631  1.471  -4.805 2.004  2.457  HAB  NFF 37 
NFF HABA HABA H 0 0 N N N N N N -7.995  -6.977  2.129  -4.829 2.486  0.744  HABA NFF 38 
NFF HABB HABB H 0 0 N N N N N N -6.621  -8.133  2.072  -6.123 1.454  1.397  HABB NFF 39 
NFF HAC  HAC  H 0 1 N N N N N N -7.587  -8.062  5.697  -5.600 -0.951 2.023  HAC  NFF 40 
NFF HACA HACA H 0 0 N N N N N N -6.240  -7.801  4.537  -3.946 -1.569 1.801  HACA NFF 41 
NFF HACB HACB H 0 0 N N N N N N -7.614  -6.645  4.593  -4.286 -0.377 3.078  HACB NFF 42 
NFF HOAE HOAE H 0 0 N N N N N N -11.116 -6.245  5.375  -6.482 -2.682 0.057  HOAE NFF 43 
NFF HAI  HAI  H 0 1 N N N N N N -7.511  -10.721 -2.673 4.478  -5.027 0.564  HAI  NFF 44 
NFF HAJ  HAJ  H 0 1 N N N N N N -7.056  -10.122 -0.309 2.424  -4.674 -0.737 HAJ  NFF 45 
NFF HAK  HAK  H 0 1 N N N N N N -11.023 -16.070 -0.645 5.173  1.551  1.353  HAK  NFF 46 
NFF HAL  HAL  H 0 1 N N N N N N -8.858  -12.735 -3.192 5.729  -3.137 1.459  HAL  NFF 47 
NFF HAM  HAM  H 0 1 N N N N N N -7.958  -11.508 1.529  1.591  -2.422 -1.167 HAM  NFF 48 
NFF HAN  HAN  H 0 1 N N N N N N -10.116 -14.656 -2.455 5.973  -0.696 1.740  HAN  NFF 49 
NFF HAO  HAO  H 0 1 N N N N N N -10.975 -17.228 0.727  4.845  3.234  0.186  HAO  NFF 50 
NFF HAOA HAOA H 0 0 N N N N N N -12.241 -17.000 1.980  3.884  3.141  1.681  HAOA NFF 51 
NFF HNAQ HNAQ H 0 0 N N N N N N -10.811 -9.803  5.095  -3.367 1.020  -1.703 HNAQ NFF 52 
NFF HBB  HBB  H 0 1 N N N N N N -10.079 -9.112  2.992  -5.352 0.619  -0.756 HBB  NFF 53 
# 
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 
NFF O   C    DOUB N N 1  
NFF CA  C    SING N N 2  
NFF C   H    SING N N 3  
NFF CAU N    SING N N 4  
NFF N   CA   SING N N 5  
NFF N   HN   SING N N 6  
NFF CA  CB   SING N N 7  
NFF CA  HAA  SING N N 8  
NFF SAS CB   SING N N 9  
NFF CB  NAQ  SING N N 10 
NFF CB  HB   SING N N 11 
NFF CAO CAA  SING N N 12 
NFF CAA HAAA SING N N 13 
NFF CAA HAAB SING N N 14 
NFF CAA HAAC SING N N 15 
NFF CAB CBC  SING N N 16 
NFF CAB HAB  SING N N 17 
NFF CAB HABA SING N N 18 
NFF CAB HABB SING N N 19 
NFF CBC CAC  SING N N 20 
NFF CAC HAC  SING N N 21 
NFF CAC HACA SING N N 22 
NFF CAC HACB SING N N 23 
NFF CAT OAE  SING N N 24 
NFF OAE HOAE SING N N 25 
NFF CAU OAF  DOUB N N 26 
NFF OAG CAT  DOUB N N 27 
NFF CAL CAI  DOUB Y N 28 
NFF CAI CAJ  SING Y N 29 
NFF CAI HAI  SING N N 30 
NFF CAJ CAM  DOUB Y N 31 
NFF CAJ HAJ  SING N N 32 
NFF CAN CAK  SING Y N 33 
NFF CAK CAV  DOUB Y N 34 
NFF CAK HAK  SING N N 35 
NFF CAL CAX  SING Y N 36 
NFF CAL HAL  SING N N 37 
NFF CAY CAM  SING Y N 38 
NFF CAM HAM  SING N N 39 
NFF CAN CAX  DOUB Y N 40 
NFF CAN HAN  SING N N 41 
NFF CAO OAR  SING N N 42 
NFF CAO HAO  SING N N 43 
NFF CAO HAOA SING N N 44 
NFF CBB NAQ  SING N N 45 
NFF NAQ HNAQ SING N N 46 
NFF CAV OAR  SING N N 47 
NFF CBC SAS  SING N N 48 
NFF CBB CAT  SING N N 49 
NFF CAW CAU  SING N N 50 
NFF CAV CAW  SING Y N 51 
NFF CAY CAW  DOUB Y N 52 
NFF CAX CAY  SING Y N 53 
NFF CBC CBB  SING N N 54 
NFF CBB HBB  SING N N 55 
# 
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 
NFF SMILES           ACDLabs              12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)c3c2ccccc2ccc3OCC"                                                                                                                              
NFF InChI            InChI                1.03  "InChI=1S/C21H24N2O5S/c1-4-28-15-10-9-12-7-5-6-8-13(12)16(15)18(25)22-14(11-24)19-23-17(20(26)27)21(2,3)29-19/h5-11,14,17,19,23H,4H2,1-3H3,(H,22,25)(H,26,27)/t14-,17+,19-/m1/s1" 
NFF InChIKey         InChI                1.03  XDLYHUOUOKHAMD-DKSSEZFCSA-N                                                                                                                                                       
NFF SMILES_CANONICAL CACTVS               3.370 "CCOc1ccc2ccccc2c1C(=O)N[C@H](C=O)[C@@H]3N[C@@H](C(O)=O)C(C)(C)S3"                                                                                                                
NFF SMILES           CACTVS               3.370 "CCOc1ccc2ccccc2c1C(=O)N[CH](C=O)[CH]3N[CH](C(O)=O)C(C)(C)S3"                                                                                                                     
NFF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOc1ccc2ccccc2c1C(=O)N[C@H](C=O)[C@@H]3N[C@H](C(S3)(C)C)C(=O)O"                                                                                                                 
NFF SMILES           "OpenEye OEToolkits" 1.7.6 "CCOc1ccc2ccccc2c1C(=O)NC(C=O)C3NC(C(S3)(C)C)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 
NFF "SYSTEMATIC NAME" ACDLabs              12.01 "(2R,4S)-2-[(1R)-1-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid"          
NFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-2-[(1R)-1-[(2-ethoxynaphthalen-1-yl)carbonylamino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic 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 
NFF "Create component"   2010-06-28 RCSB 
NFF "Other modification" 2011-12-09 RCSB 
NFF "Modify synonyms"    2012-03-22 RCSB 
NFF "Modify synonyms"    2018-06-08 RCSB 
NFF "Modify synonyms"    2020-06-05 PDBE 
NFF "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      NFF 
_pdbx_chem_comp_synonyms.name         "Nafcillin, bound form" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            NFF 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_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               C 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
