data_EF2
# 
_chem_comp.id                                    EF2 
_chem_comp.name                                  S-Thalidomide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H10 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-12-05 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        258.229 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EF2 
_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        4CI1 
_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 
EF2 O01  O01  O 0 1 N N N -1.923 7.695  11.553 1.309  0.163  2.052  O01  EF2 1  
EF2 C02  C02  C 0 1 N N N -1.715 8.198  12.649 1.926  -0.036 1.028  C02  EF2 2  
EF2 N03  N03  N 0 1 N N N -1.294 9.480  12.795 3.203  0.365  0.941  N03  EF2 3  
EF2 C04  C04  C 0 1 N N N -1.071 10.098 13.979 3.943  0.187  -0.164 C04  EF2 4  
EF2 O05  O05  O 0 1 N N N -0.693 11.248 14.006 5.089  0.582  -0.182 O05  EF2 5  
EF2 C06  C06  C 0 1 N N N -1.306 9.377  15.284 3.376  -0.493 -1.382 C06  EF2 6  
EF2 C07  C07  C 0 1 N N N -1.111 7.854  15.077 1.865  -0.249 -1.438 C07  EF2 7  
EF2 C08  C08  C 0 1 N N S -2.001 7.399  13.899 1.246  -0.734 -0.119 C08  EF2 8  
EF2 N09  N09  N 0 1 N N N -1.896 5.966  13.669 -0.185 -0.419 -0.106 N09  EF2 9  
EF2 C11  C11  C 0 1 Y N N -1.160 1.494  12.472 -4.509 1.240  -0.128 C11  EF2 10 
EF2 C12  C12  C 0 1 Y N N -0.521 2.751  12.388 -3.192 1.666  -0.207 C12  EF2 11 
EF2 C13  C13  C 0 1 Y N N -1.227 3.848  12.907 -2.166 0.737  -0.152 C13  EF2 12 
EF2 C14  C14  C 0 1 Y N N -2.505 3.704  13.476 -2.467 -0.634 -0.015 C14  EF2 13 
EF2 O16  O16  O 0 1 N N N 0.186  5.793  12.604 -0.044 1.846  -0.316 O16  EF2 14 
EF2 O18  O18  O 0 1 N N N -3.993 5.348  14.401 -1.006 -2.532 0.121  O18  EF2 15 
EF2 C19  C19  C 0 1 Y N N -3.147 2.454  13.535 -3.787 -1.044 0.063  C19  EF2 16 
EF2 C20  C20  C 0 1 Y N N -2.454 1.343  13.013 -4.804 -0.104 0.006  C20  EF2 17 
EF2 C3   C3   C 0 1 N N N -2.900 5.091  13.926 -1.165 -1.333 0.012  C3   EF2 18 
EF2 C4   C4   C 0 1 N N N -0.868 5.316  13.043 -0.691 0.824  -0.204 C4   EF2 19 
EF2 H03  H03  H 0 1 N N N -1.136 10.010 11.962 3.608  0.800  1.707  H03  EF2 20 
EF2 H08  H08  H 0 1 N N N -3.040 7.615  14.188 1.383  -1.811 -0.023 H08  EF2 21 
EF2 H061 H061 H 0 0 N N N -0.590 9.739  16.037 3.845  -0.085 -2.278 H061 EF2 22 
EF2 H062 H062 H 0 0 N N N -2.332 9.571  15.630 3.571  -1.564 -1.324 H062 EF2 23 
EF2 H071 H071 H 0 0 N N N -0.056 7.643  14.847 1.670  0.815  -1.567 H071 EF2 24 
EF2 H072 H072 H 0 0 N N N -1.402 7.315  15.991 1.434  -0.807 -2.270 H072 EF2 25 
EF2 H11  H11  H 0 1 N N N -0.640 0.619  12.110 -5.310 1.963  -0.172 H11  EF2 26 
EF2 H12  H12  H 0 1 N N N 0.459  2.862  11.948 -2.967 2.717  -0.313 H12  EF2 27 
EF2 H20  H20  H 0 1 N N N -2.918 0.368  13.027 -5.834 -0.423 0.066  H20  EF2 28 
EF2 H19  H19  H 0 1 N N N -4.133 2.349  13.964 -4.024 -2.093 0.167  H19  EF2 29 
# 
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 
EF2 O01 C02  DOUB N N 1  
EF2 C02 N03  SING N N 2  
EF2 C02 C08  SING N N 3  
EF2 N03 C04  SING N N 4  
EF2 C04 O05  DOUB N N 5  
EF2 C04 C06  SING N N 6  
EF2 C06 C07  SING N N 7  
EF2 C07 C08  SING N N 8  
EF2 C08 N09  SING N N 9  
EF2 N09 C3   SING N N 10 
EF2 N09 C4   SING N N 11 
EF2 C11 C12  SING Y N 12 
EF2 C11 C20  DOUB Y N 13 
EF2 C12 C13  DOUB Y N 14 
EF2 C13 C14  SING Y N 15 
EF2 C13 C4   SING N N 16 
EF2 C14 C19  DOUB Y N 17 
EF2 C14 C3   SING N N 18 
EF2 O16 C4   DOUB N N 19 
EF2 O18 C3   DOUB N N 20 
EF2 C19 C20  SING Y N 21 
EF2 N03 H03  SING N N 22 
EF2 C08 H08  SING N N 23 
EF2 C06 H061 SING N N 24 
EF2 C06 H062 SING N N 25 
EF2 C07 H071 SING N N 26 
EF2 C07 H072 SING N N 27 
EF2 C11 H11  SING N N 28 
EF2 C12 H12  SING N N 29 
EF2 C20 H20  SING N N 30 
EF2 C19 H19  SING N N 31 
# 
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 
EF2 SMILES           ACDLabs              12.01 "O=C1NC(=O)CCC1N3C(=O)c2ccccc2C3=O"                                                                                 
EF2 InChI            InChI                1.03  "InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)/t9-/m0/s1" 
EF2 InChIKey         InChI                1.03  UEJJHQNACJXSKW-VIFPVBQESA-N                                                                                         
EF2 SMILES_CANONICAL CACTVS               3.385 "O=C1CC[C@H](N2C(=O)c3ccccc3C2=O)C(=O)N1"                                                                           
EF2 SMILES           CACTVS               3.385 "O=C1CC[CH](N2C(=O)c3ccccc3C2=O)C(=O)N1"                                                                            
EF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C(=O)N(C2=O)[C@H]3CCC(=O)NC3=O"                                                                         
EF2 SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C(=O)N(C2=O)C3CCC(=O)NC3=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 
EF2 "SYSTEMATIC NAME" ACDLabs              12.01 "2-[(3S)-2,6-dioxopiperidin-3-yl]-1H-isoindole-1,3(2H)-dione"      
EF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(3S)-2,6-bis(oxidanylidene)piperidin-3-yl]isoindole-1,3-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
EF2 "Create component"  2013-12-05 EBI  
EF2 "Initial release"   2014-07-16 RCSB 
EF2 "Modify descriptor" 2014-09-05 RCSB 
# 
