data_RCY
# 
_chem_comp.id                                    RCY 
_chem_comp.name                                  "S-[(3S,3'R)-1'-hydroxy-2',2',5',5'-tetramethyl-2,5-dioxo-1,3'-bipyrrolidin-3-yl]-L-cysteine" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C15 H25 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               CYS 
_chem_comp.pdbx_synonyms                         3-maleimido-proxyl-L-cysteine 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-05 
_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                        359.441 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     RCY 
_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        2JU4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
RCY C1C  C1C  C 0 1 N N N 59.392 1.998  -0.960 -1.472 -1.840 0.935  C1C  RCY 1  
RCY C1X  C1X  C 0 1 N N N 58.512 0.978  -1.686 -2.450 -1.618 -0.220 C1X  RCY 2  
RCY C1V  C1V  C 0 1 N N N 59.172 -0.401 -1.750 -2.569 -2.895 -1.054 C1V  RCY 3  
RCY N1V  N1V  N 0 1 N N N 57.151 0.880  -1.011 -3.774 -1.239 0.309  N1V  RCY 4  
RCY O1J  O1J  O 0 1 N N N 56.820 1.185  0.378  -3.784 -1.277 1.771  O1J  RCY 5  
RCY C1W  C1W  C 0 1 N N N 56.210 0.392  -2.110 -4.110 0.112  -0.189 C1W  RCY 6  
RCY C1Y  C1Y  C 0 1 N N N 55.907 -1.098 -1.933 -5.606 0.208  -0.498 C1Y  RCY 7  
RCY C1Z  C1Z  C 0 1 N N N 54.920 1.212  -2.066 -3.710 1.173  0.838  C1Z  RCY 8  
RCY C1M  C1M  C 0 1 N N N 56.980 0.635  -3.414 -3.278 0.275  -1.485 C1M  RCY 9  
RCY C1U  C1U  C 0 1 N N R 58.094 1.472  -3.070 -1.961 -0.453 -1.105 C1U  RCY 10 
RCY N1R  N1R  N 0 1 N N N 57.703 2.951  -3.079 -1.078 0.438  -0.348 N1R  RCY 11 
RCY C1Q  C1Q  C 0 1 N N N 56.309 3.566  -3.067 0.100  0.039  0.148  C1Q  RCY 12 
RCY O1H  O1H  O 0 1 N N N 55.266 3.014  -2.719 0.569  -1.074 0.036  O1H  RCY 13 
RCY C1P  C1P  C 0 1 N N N 58.598 4.189  -3.102 -1.379 1.718  -0.101 C1P  RCY 14 
RCY O1G  O1G  O 0 1 N N N 59.824 4.154  -3.196 -2.389 2.284  -0.460 O1G  RCY 15 
RCY C1L  C1L  C 0 1 N N N 57.778 5.481  -2.993 -0.259 2.347  0.700  C1L  RCY 16 
RCY C1S  C1S  C 0 1 N N S 56.443 4.993  -3.567 0.754  1.197  0.870  C1S  RCY 17 
RCY SG   SG   S 0 1 N N N 55.032 5.996  -2.973 2.335  1.624  0.091  SG   RCY 18 
RCY CB   CB   C 0 1 N N N 54.242 4.802  -1.865 3.360  0.164  0.421  CB   RCY 19 
RCY CA   CA   C 0 1 N N R 52.722 4.984  -1.919 4.751  0.370  -0.182 CA   RCY 20 
RCY C    C    C 0 1 N N N 52.033 3.637  -1.689 5.602  -0.843 0.092  C    RCY 21 
RCY O    O    O 0 1 N N N 52.470 2.833  -0.889 5.762  -1.676 -0.768 O    RCY 22 
RCY N    N    N 0 1 N N N 52.300 5.944  -0.860 4.631  0.566  -1.633 N    RCY 23 
RCY OXT  OXT  O 0 1 N Y N 50.959 3.385  -2.385 6.182  -0.998 1.292  OXT  RCY 24 
RCY H1C1 1H1C H 0 0 N N N 59.603 1.641  0.059  -1.944 -2.461 1.696  H1C1 RCY 25 
RCY H1C2 2H1C H 0 0 N N N 60.338 2.122  -1.508 -0.577 -2.339 0.563  H1C2 RCY 26 
RCY H1C3 3H1C H 0 0 N N N 58.868 2.964  -0.909 -1.199 -0.879 1.370  H1C3 RCY 27 
RCY H1V1 1H1V H 0 0 N N N 59.330 -0.684 -2.801 -3.273 -2.732 -1.870 H1V1 RCY 28 
RCY H1V2 2H1V H 0 0 N N N 60.140 -0.368 -1.229 -1.593 -3.155 -1.463 H1V2 RCY 29 
RCY H1V3 3H1V H 0 0 N N N 58.520 -1.142 -1.265 -2.927 -3.709 -0.423 H1V3 RCY 30 
RCY HO1J HO1J H 0 0 N N N 57.619 1.251  0.887  -4.634 -1.035 2.165  HO1J RCY 31 
RCY H1Y1 1H1Y H 0 0 N N N 55.834 -1.578 -2.920 -5.828 1.191  -0.913 H1Y1 RCY 32 
RCY H1Y2 2H1Y H 0 0 N N N 56.715 -1.570 -1.355 -5.878 -0.561 -1.221 H1Y2 RCY 33 
RCY H1Y3 3H1Y H 0 0 N N N 54.954 -1.217 -1.397 -6.176 0.063  0.419  H1Y3 RCY 34 
RCY H1Z1 1H1Z H 0 0 N N N 54.646 1.409  -1.019 -4.285 1.028  1.753  H1Z1 RCY 35 
RCY H1Z2 2H1Z H 0 0 N N N 55.075 2.167  -2.590 -2.647 1.081  1.059  H1Z2 RCY 36 
RCY H1Z3 3H1Z H 0 0 N N N 54.112 0.650  -2.557 -3.913 2.164  0.434  H1Z3 RCY 37 
RCY H1M1 1H1M H 0 0 N N N 56.337 1.132  -4.156 -3.766 -0.216 -2.327 H1M1 RCY 38 
RCY H1M2 2H1M H 0 0 N N N 57.315 -0.312 -3.863 -3.094 1.327  -1.702 H1M2 RCY 39 
RCY H1U  H1U  H 0 1 N N N 58.922 1.406  -3.791 -1.459 -0.830 -1.996 H1U  RCY 40 
RCY H1L1 1H1L H 0 0 N N N 58.212 6.312  -3.569 0.190  3.173  0.147  H1L1 RCY 41 
RCY H1L2 2H1L H 0 0 N N N 57.717 5.905  -1.980 -0.625 2.689  1.668  H1L2 RCY 42 
RCY H1S  H1S  H 0 1 N N N 56.431 5.072  -4.664 0.896  0.961  1.925  H1S  RCY 43 
RCY HB1  1HB  H 0 1 N N N 54.501 3.781  -2.182 3.449  0.018  1.498  HB1  RCY 44 
RCY HB2  2HB  H 0 1 N N N 54.595 4.967  -0.836 2.896  -0.715 -0.027 HB2  RCY 45 
RCY HA   HA   H 0 1 N N N 52.437 5.375  -2.907 5.215  1.248  0.266  HA   RCY 46 
RCY HXT  HXT  H 0 1 N Y N 50.626 2.525  -2.155 6.719  -1.792 1.421  HXT  RCY 47 
RCY HN1  1HN  H 0 1 N N N 52.205 5.461  0.010  4.203  -0.235 -2.072 HN1  RCY 48 
RCY HN2  2HN  H 0 1 N Y N 52.989 6.663  -0.769 4.119  1.410  -1.843 HN2  RCY 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 
RCY C1S C1Q  SING N N 1  
RCY C1S C1L  SING N N 2  
RCY C1S SG   SING N N 3  
RCY C1M C1U  SING N N 4  
RCY C1M C1W  SING N N 5  
RCY O1G C1P  DOUB N N 6  
RCY C1P N1R  SING N N 7  
RCY C1P C1L  SING N N 8  
RCY N1R C1U  SING N N 9  
RCY N1R C1Q  SING N N 10 
RCY C1U C1X  SING N N 11 
RCY C1Q O1H  DOUB N N 12 
RCY SG  CB   SING N N 13 
RCY OXT C    SING N N 14 
RCY C1W C1Z  SING N N 15 
RCY C1W C1Y  SING N N 16 
RCY C1W N1V  SING N N 17 
RCY CA  CB   SING N N 18 
RCY CA  C    SING N N 19 
RCY CA  N    SING N N 20 
RCY C1V C1X  SING N N 21 
RCY C   O    DOUB N N 22 
RCY C1X N1V  SING N N 23 
RCY C1X C1C  SING N N 24 
RCY N1V O1J  SING N N 25 
RCY C1C H1C1 SING N N 26 
RCY C1C H1C2 SING N N 27 
RCY C1C H1C3 SING N N 28 
RCY C1V H1V1 SING N N 29 
RCY C1V H1V2 SING N N 30 
RCY C1V H1V3 SING N N 31 
RCY O1J HO1J SING N N 32 
RCY C1Y H1Y1 SING N N 33 
RCY C1Y H1Y2 SING N N 34 
RCY C1Y H1Y3 SING N N 35 
RCY C1Z H1Z1 SING N N 36 
RCY C1Z H1Z2 SING N N 37 
RCY C1Z H1Z3 SING N N 38 
RCY C1M H1M1 SING N N 39 
RCY C1M H1M2 SING N N 40 
RCY C1U H1U  SING N N 41 
RCY C1L H1L1 SING N N 42 
RCY C1L H1L2 SING N N 43 
RCY C1S H1S  SING N N 44 
RCY CB  HB1  SING N N 45 
RCY CB  HB2  SING N N 46 
RCY CA  HA   SING N N 47 
RCY OXT HXT  SING N N 48 
RCY N   HN1  SING N N 49 
RCY N   HN2  SING N N 50 
# 
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 
RCY SMILES           ACDLabs              10.04 "O=C(O)C(N)CSC1C(=O)N(C(=O)C1)C2CC(N(O)C2(C)C)(C)C"                                                                                                    
RCY InChI            InChI                1.02b "InChI=1/C15H25N3O5S/c1-14(2)6-10(15(3,4)18(14)23)17-11(19)5-9(12(17)20)24-7-8(16)13(21)22/h8-10,23H,5-7,16H2,1-4H3,(H,21,22)/t8-,9-,10+/m0/s1/f/h21H" 
RCY InChIKey         InChI                1.02b BUMPHMUEWGOGLJ-IKDHYYSPDC                                                                                                                              
RCY SMILES_CANONICAL CACTVS               3.341 "CC1(C)C[C@@H](N2C(=O)C[C@H](SC[C@H](N)C(O)=O)C2=O)C(C)(C)N1O"                                                                                         
RCY SMILES           CACTVS               3.341 "CC1(C)C[CH](N2C(=O)C[CH](SC[CH](N)C(O)=O)C2=O)C(C)(C)N1O"                                                                                             
RCY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(C[C@H](C(N1O)(C)C)N2C(=O)C[C@@H](C2=O)SC[C@@H](C(=O)O)N)C"                                                                                        
RCY SMILES           "OpenEye OEToolkits" 1.5.0 "CC1(CC(C(N1O)(C)C)N2C(=O)CC(C2=O)SCC(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 
RCY "SYSTEMATIC NAME" ACDLabs              10.04 "S-[(3S,3'R)-1'-hydroxy-2',2',5',5'-tetramethyl-2,5-dioxo-1,3'-bipyrrolidin-3-yl]-L-cysteine"                                   
RCY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-amino-3-[(3S)-1-[(3R)-1-hydroxy-2,2,5,5-tetramethyl-pyrrolidin-3-yl]-2,5-dioxo-pyrrolidin-3-yl]sulfanyl-propanoic acid" 
# 
