data_R1F
# 
_chem_comp.id                                    R1F 
_chem_comp.name                                  "3-{[(2,2,5,5-TETRAMETHYL-1-OXO-4-PHENYL-2,5-DIHYDRO-1H-PYRROLIUM-3-YL)METHYL]DISULFANYL}-D-ALANINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C18 H25 N2 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               CYS 
_chem_comp.pdbx_synonyms                         "S-(THIOMETHYL-3-[2,2,5,5-TETRAMETHYL-4-PHENYL PYRROLINE-1-OXYL]) CYSTEINE" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2005-06-03 
_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                        381.533 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     R1F 
_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                  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 
R1F O   O   O 0 1 N N N -9.200  31.638 11.710 -4.657 2.695  2.393  O   R1F 1  
R1F C   C   C 0 1 N N N -9.234  31.270 10.542 -3.805 1.970  1.893  C   R1F 2  
R1F CA  CA  C 0 1 N N R -9.810  32.180 9.471  -2.486 2.477  1.335  CA  R1F 3  
R1F N   N   N 0 1 N N N -8.936  32.149 8.302  -2.416 3.917  1.343  N   R1F 4  
R1F CB  CB  C 0 1 N N N -11.205 31.746 9.028  -1.278 1.841  2.027  CB  R1F 5  
R1F SG  SG  S 0 1 N N N -12.331 31.591 10.385 0.314  2.426  1.397  SG  R1F 6  
R1F SD  SD  S 0 1 N N N -12.161 29.683 10.936 0.206  1.878  -0.583 SD  R1F 7  
R1F CE  CE  C 0 1 N N N -13.091 28.727 9.776  0.915  0.218  -0.548 CE  R1F 8  
R1F C3  C3  C 0 1 N N N -14.600 28.938 9.838  0.923  -0.359 -1.926 C3  R1F 9  
R1F C2  C2  C 0 1 N N N -15.504 28.521 10.989 2.115  -0.160 -2.832 C2  R1F 10 
R1F C9  C9  C 0 1 N N N -15.615 26.994 11.022 2.347  1.293  -3.235 C9  R1F 11 
R1F C8  C8  C 0 1 N N N -15.101 28.959 12.399 3.387  -0.839 -2.336 C8  R1F 12 
R1F N1  N1  N 1 1 N N N -16.781 29.108 10.596 1.647  -0.896 -4.037 N1  R1F 13 
R1F O1  O1  O 0 1 N N N -17.780 29.103 11.314 2.353  -0.997 -5.093 O1  R1F 14 
R1F C4  C4  C 0 1 N N N -15.315 29.508 8.851  -0.047 -1.082 -2.517 C4  R1F 15 
R1F C5  C5  C 0 1 N N N -16.758 29.705 9.266  0.295  -1.508 -3.922 C5  R1F 16 
R1F C6  C6  C 0 1 N N N -17.762 29.047 8.325  0.448  -3.015 -4.094 C6  R1F 17 
R1F C7  C7  C 0 1 N N N -17.104 31.194 9.323  -0.593 -0.882 -4.994 C7  R1F 18 
R1F C10 C10 C 0 1 Y N N -14.819 29.900 7.475  -1.313 -1.443 -1.911 C10 R1F 19 
R1F C11 C11 C 0 1 Y N N -14.877 28.964 6.435  -2.422 -0.603 -2.046 C11 R1F 20 
R1F C12 C12 C 0 1 Y N N -14.437 29.299 5.149  -3.640 -0.951 -1.463 C12 R1F 21 
R1F C13 C13 C 0 1 Y N N -13.932 30.576 4.893  -3.755 -2.141 -0.744 C13 R1F 22 
R1F C14 C14 C 0 1 Y N N -13.871 31.516 5.924  -2.650 -2.982 -0.607 C14 R1F 23 
R1F C15 C15 C 0 1 Y N N -14.315 31.179 7.207  -1.432 -2.634 -1.189 C15 R1F 24 
R1F OXT OXT O 0 1 N Y N ?       ?      ?      -3.945 0.626  1.798  OXT R1F 25 
R1F HA  HA  H 0 1 N N N -9.882  33.190 9.902  -2.476 2.195  0.275  HA  R1F 26 
R1F H   1HN H 0 1 N N N -8.349  32.958 8.304  -1.631 4.370  0.908  H   R1F 27 
R1F H2  2HN H 0 1 N Y N -9.491  32.142 7.470  -3.032 4.432  1.949  H2  R1F 28 
R1F HB2 1HB H 0 1 N N N -11.114 30.758 8.553  -1.302 0.755  1.893  HB2 R1F 29 
R1F HB3 2HB H 0 1 N N N -11.600 32.501 8.332  -1.303 2.044  3.103  HB3 R1F 30 
R1F HE2 1HE H 0 1 N N N -12.912 27.671 10.026 1.936  0.265  -0.166 HE2 R1F 31 
R1F HE3 2HE H 0 1 N N N -12.755 29.005 8.766  0.327  -0.419 0.114  HE3 R1F 32 
R1F H91 1H9 H 0 1 N N N -16.160 26.647 10.132 1.421  1.868  -3.149 H91 R1F 33 
R1F H92 2H9 H 0 1 N N N -16.157 26.685 11.928 3.101  1.755  -2.590 H92 R1F 34 
R1F H93 3H9 H 0 1 N N N -14.607 26.553 11.030 2.696  1.353  -4.271 H93 R1F 35 
R1F H81 1H8 H 0 1 N N N -15.432 28.203 13.126 3.196  -1.380 -1.404 H81 R1F 36 
R1F H82 2H8 H 0 1 N N N -15.574 29.925 12.632 3.757  -1.553 -3.079 H82 R1F 37 
R1F H83 3H8 H 0 1 N N N -14.007 29.064 12.452 4.171  -0.099 -2.150 H83 R1F 38 
R1F H61 1H6 H 0 1 N N N -17.366 28.078 7.986  -0.488 -3.527 -3.850 H61 R1F 39 
R1F H62 2H6 H 0 1 N N N -17.931 29.699 7.456  0.716  -3.260 -5.126 H62 R1F 40 
R1F H63 3H6 H 0 1 N N N -18.713 28.889 8.855  1.232  -3.399 -3.434 H63 R1F 41 
R1F H71 1H7 H 0 1 N N N -16.689 31.701 8.439  -1.506 -1.469 -5.127 H71 R1F 42 
R1F H72 2H7 H 0 1 N N N -16.674 31.636 10.234 -0.876 0.137  -4.712 H72 R1F 43 
R1F H73 3H7 H 0 1 N N N -18.197 31.317 9.337  -0.066 -0.840 -5.952 H73 R1F 44 
R1F H11 H11 H 0 1 N N N -15.265 27.974 6.627  -2.349 0.327  -2.604 H11 R1F 45 
R1F H12 H12 H 0 1 N N N -14.488 28.570 4.354  -4.500 -0.296 -1.569 H12 R1F 46 
R1F H13 H13 H 0 1 N N N -13.590 30.835 3.902  -4.704 -2.412 -0.290 H13 R1F 47 
R1F H14 H14 H 0 1 N N N -13.481 32.504 5.731  -2.740 -3.908 -0.046 H14 R1F 48 
R1F H15 H15 H 0 1 N N N -14.269 31.912 7.999  -0.580 -3.300 -1.074 H15 R1F 49 
R1F HXT HXT H 0 1 N Y N -0.026  -0.285 -0.906 -4.798 0.318  2.174  HXT R1F 50 
# 
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 
R1F O   C   DOUB N N 1  
R1F C   CA  SING N N 2  
R1F C   OXT SING N N 3  
R1F CA  N   SING N N 4  
R1F CA  CB  SING N N 5  
R1F CA  HA  SING N N 6  
R1F N   H   SING N N 7  
R1F N   H2  SING N N 8  
R1F CB  SG  SING N N 9  
R1F CB  HB2 SING N N 10 
R1F CB  HB3 SING N N 11 
R1F SG  SD  SING N N 12 
R1F SD  CE  SING N N 13 
R1F CE  C3  SING N N 14 
R1F CE  HE2 SING N N 15 
R1F CE  HE3 SING N N 16 
R1F C3  C2  SING N N 17 
R1F C3  C4  DOUB N N 18 
R1F C2  C9  SING N N 19 
R1F C2  C8  SING N N 20 
R1F C2  N1  SING N N 21 
R1F C9  H91 SING N N 22 
R1F C9  H92 SING N N 23 
R1F C9  H93 SING N N 24 
R1F C8  H81 SING N N 25 
R1F C8  H82 SING N N 26 
R1F C8  H83 SING N N 27 
R1F N1  O1  DOUB N N 28 
R1F N1  C5  SING N N 29 
R1F C4  C5  SING N N 30 
R1F C4  C10 SING N N 31 
R1F C5  C6  SING N N 32 
R1F C5  C7  SING N N 33 
R1F C6  H61 SING N N 34 
R1F C6  H62 SING N N 35 
R1F C6  H63 SING N N 36 
R1F C7  H71 SING N N 37 
R1F C7  H72 SING N N 38 
R1F C7  H73 SING N N 39 
R1F C10 C11 DOUB Y N 40 
R1F C10 C15 SING Y N 41 
R1F C11 C12 SING Y N 42 
R1F C11 H11 SING N N 43 
R1F C12 C13 DOUB Y N 44 
R1F C12 H12 SING N N 45 
R1F C13 C14 SING Y N 46 
R1F C13 H13 SING N N 47 
R1F C14 C15 DOUB Y N 48 
R1F C14 H14 SING N N 49 
R1F C15 H15 SING N N 50 
R1F 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 
R1F SMILES           ACDLabs              10.04 "O=C(O)C(N)CSSCC2=C(c1ccccc1)C([N+](=O)C2(C)C)(C)C"                                                                                                             
R1F InChI            InChI                1.02b "InChI=1/C18H24N2O3S2/c1-17(2)13(10-24-25-11-14(19)16(21)22)15(18(3,4)20(17)23)12-8-6-5-7-9-12/h5-9,14H,10-11,19H2,1-4H3/p+1/t14-/m0/s1/fC18H25N2O3S2/h21H/q+1" 
R1F InChIKey         InChI                1.02b QYUQBTDVKOREGR-KCJKQBPLDU                                                                                                                                       
R1F SMILES_CANONICAL CACTVS               3.341 "CC1(C)C(=C(c2ccccc2)C(C)(C)[N+]1=O)CSSC[C@H](N)C(O)=O"                                                                                                         
R1F SMILES           CACTVS               3.341 "CC1(C)C(=C(c2ccccc2)C(C)(C)[N+]1=O)CSSC[CH](N)C(O)=O"                                                                                                          
R1F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(C(=C(C([N+]1=O)(C)C)c2ccccc2)CSSC[C@@H](C(=O)O)N)C"                                                                                                        
R1F SMILES           "OpenEye OEToolkits" 1.5.0 "CC1(C(=C(C([N+]1=O)(C)C)c2ccccc2)CSSCC(C(=O)O)N)C"                                                                                                             
# 
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 
R1F "SYSTEMATIC NAME" ACDLabs              10.04 "3-{[(2,2,5,5-tetramethyl-1-oxo-4-phenyl-2,5-dihydro-1H-pyrrolium-3-yl)methyl]disulfanyl}-L-alanine"    
R1F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-amino-3-[(2,2,5,5-tetramethyl-1-oxo-4-phenyl-pyrrol-1-ium-3-yl)methyldisulfanyl]propanoic acid" 
# 
