data_GN8
# 
_chem_comp.id                                    GN8 
_chem_comp.name                                  (Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H12 N2 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-03-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        372.418 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GN8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_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 
GN8 OAA  OAA  O 0  1 N N N 3.100  -84.536 58.019 3.298  -1.431 1.686  OAA  GN8 1  
GN8 CAU  CAU  C 0  1 N N N 3.538  -85.566 57.386 2.178  -1.730 2.079  CAU  GN8 2  
GN8 CAW  CAW  C 0  1 N N N 4.514  -85.423 56.410 0.936  -1.207 1.463  CAW  GN8 3  
GN8 CAF  CAF  C 0  1 N N N 5.178  -84.166 55.952 0.928  -0.366 0.428  CAF  GN8 4  
GN8 CAR  CAR  C 0  1 N N N 6.227  -84.059 54.895 -0.256 0.158  -0.190 CAR  GN8 5  
GN8 CAQ  CAQ  C 0  1 N N N 6.751  -82.805 54.580 -0.834 1.373  0.220  CAQ  GN8 6  
GN8 OAC  OAC  O 0  1 N N N 6.291  -81.708 55.247 -0.255 2.081  1.234  OAC  GN8 7  
GN8 CAT  CAT  C 0  1 N N N 7.736  -82.673 53.595 -1.987 1.859  -0.397 CAT  GN8 8  
GN8 NAY  NAY  N 1  1 N N N 8.262  -81.457 53.273 -2.573 3.088  0.015  NAY  GN8 9  
GN8 OAD  OAD  O 0  1 N N N 7.835  -80.297 53.919 -2.036 3.732  0.947  OAD  GN8 10 
GN8 OAB  OAB  O -1 1 N N N 9.243  -81.354 52.284 -3.609 3.489  -0.565 OAB  GN8 11 
GN8 CAN  CAN  C 0  1 N N N 8.198  -83.805 52.919 -2.581 1.138  -1.433 CAN  GN8 12 
GN8 CAJ  CAJ  C 0  1 N N N 7.681  -85.061 53.225 -2.021 -0.069 -1.852 CAJ  GN8 13 
GN8 CAK  CAK  C 0  1 N N N 6.701  -85.182 54.210 -0.868 -0.555 -1.235 CAK  GN8 14 
GN8 SAP  SAP  S 0  1 N N N 4.921  -86.962 55.719 -0.455 -1.822 2.256  SAP  GN8 15 
GN8 CAV  CAV  C 0  1 N N N 3.739  -87.642 56.812 0.495  -2.768 3.400  CAV  GN8 16 
GN8 SAE  SAE  S 0  1 N N N 3.513  -89.400 56.729 -0.211 -3.710 4.585  SAE  GN8 17 
GN8 NAX  NAX  N 0  1 N N N 3.070  -86.805 57.651 1.847  -2.581 3.134  NAX  GN8 18 
GN8 CAO  CAO  C 0  1 N N N 2.027  -87.069 58.666 2.877  -3.248 3.926  CAO  GN8 19 
GN8 CAS  CAS  C 0  1 N N N 1.868  -88.496 59.164 3.250  -4.584 3.353  CAS  GN8 20 
GN8 CAL  CAL  C 0  1 N N N 0.768  -89.262 58.746 4.276  -4.670 2.420  CAL  GN8 21 
GN8 CAM  CAM  C 0  1 N N N 2.801  -89.042 60.056 2.564  -5.722 3.761  CAM  GN8 22 
GN8 CAI  CAI  C 0  1 N N N 2.645  -90.357 60.511 2.910  -6.964 3.228  CAI  GN8 23 
GN8 CAG  CAG  C 0  1 N N N 1.552  -91.121 60.082 3.939  -7.059 2.291  CAG  GN8 24 
GN8 CAH  CAH  C 0  1 N N N 0.613  -90.576 59.199 4.622  -5.912 1.887  CAH  GN8 25 
GN8 HAC  HAC  H 0  1 N N N 6.184  -81.918 56.167 0.606  1.697  1.457  HAC  GN8 26 
GN8 HAK  HAK  H 0  1 N N N 6.302  -86.157 54.447 -0.445 -1.498 -1.574 HAK  GN8 27 
GN8 HAJ  HAJ  H 0  1 N N N 8.037  -85.937 52.703 -2.484 -0.631 -2.658 HAJ  GN8 28 
GN8 HAN  HAN  H 0  1 N N N 8.958  -83.706 52.158 -3.480 1.504  -1.923 HAN  GN8 29 
GN8 HAF  HAF  H 0  1 N N N 4.870  -83.248 56.430 1.891  -0.077 0.004  HAF  GN8 30 
GN8 HAO1 1HAO H 0  0 N N N 2.274  -86.452 59.543 2.498  -3.358 4.948  HAO1 GN8 31 
GN8 HAO2 2HAO H 0  0 N N N 1.077  -86.839 58.161 3.746  -2.583 3.972  HAO2 GN8 32 
GN8 HAM  HAM  H 0  1 N N N 3.639  -88.449 60.392 1.761  -5.658 4.490  HAM  GN8 33 
GN8 HAI  HAI  H 0  1 N N N 3.367  -90.782 61.192 2.379  -7.857 3.542  HAI  GN8 34 
GN8 HAG  HAG  H 0  1 N N N 1.433  -92.135 60.434 4.209  -8.026 1.876  HAG  GN8 35 
GN8 HAH  HAH  H 0  1 N N N -0.228 -91.168 58.869 5.423  -5.985 1.157  HAH  GN8 36 
GN8 HAL  HAL  H 0  1 N N N 0.039  -88.835 58.073 4.814  -3.781 2.099  HAL  GN8 37 
# 
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 
GN8 OAA CAU  DOUB N N 1  
GN8 CAU NAX  SING N N 2  
GN8 CAU CAW  SING N N 3  
GN8 CAW CAF  DOUB N N 4  
GN8 CAW SAP  SING N N 5  
GN8 CAF CAR  SING N N 6  
GN8 CAF HAF  SING N N 7  
GN8 CAR CAQ  DOUB N N 8  
GN8 CAR CAK  SING N N 9  
GN8 CAQ OAC  SING N N 10 
GN8 CAQ CAT  SING N N 11 
GN8 OAC HAC  SING N N 12 
GN8 CAT CAN  DOUB N N 13 
GN8 CAT NAY  SING N N 14 
GN8 NAY OAD  DOUB N N 15 
GN8 NAY OAB  SING N N 16 
GN8 CAN CAJ  SING N N 17 
GN8 CAN HAN  SING N N 18 
GN8 CAJ CAK  DOUB N N 19 
GN8 CAJ HAJ  SING N N 20 
GN8 CAK HAK  SING N N 21 
GN8 SAP CAV  SING N N 22 
GN8 CAV SAE  DOUB N N 23 
GN8 CAV NAX  SING N N 24 
GN8 NAX CAO  SING N N 25 
GN8 CAO CAS  SING N N 26 
GN8 CAO HAO1 SING N N 27 
GN8 CAO HAO2 SING N N 28 
GN8 CAS CAM  DOUB N N 29 
GN8 CAS CAL  SING N N 30 
GN8 CAL CAH  DOUB N N 31 
GN8 CAL HAL  SING N N 32 
GN8 CAM CAI  SING N N 33 
GN8 CAM HAM  SING N N 34 
GN8 CAI CAG  DOUB N N 35 
GN8 CAI HAI  SING N N 36 
GN8 CAG CAH  SING N N 37 
GN8 CAG HAG  SING N N 38 
GN8 CAH HAH  SING N N 39 
# 
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 
GN8 SMILES           ACDLabs              10.04 S=C1S/C(C(=O)N1Cc2ccccc2)=C\c3cccc([N+]([O-])=O)c3O                                                                   
GN8 InChI            InChI                1.02b InChI=1/C17H12N2O4S2/c20-15-12(7-4-8-13(15)19(22)23)9-14-16(21)18(17(24)25-14)10-11-5-2-1-3-6-11/h1-9,20H,10H2/b14-9- 
GN8 InChIKey         InChI                1.02b ZTWBCEZQPRYIGY-ZROIWOOFBR                                                                                             
GN8 SMILES_CANONICAL CACTVS               3.341 Oc1c(cccc1[N+]([O-])=O)/C=C/2SC(=S)N(Cc3ccccc3)C/2=O                                                                  
GN8 SMILES           CACTVS               3.341 Oc1c(cccc1[N+]([O-])=O)C=C2SC(=S)N(Cc3ccccc3)C2=O                                                                     
GN8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CN2C(=O)/C(=C/c3cccc(c3O)[N+](=O)[O-])/SC2=S                                                                
GN8 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CN2C(=O)C(=Cc3cccc(c3O)[N+](=O)[O-])SC2=S                                                                   
# 
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 
GN8 "SYSTEMATIC NAME" ACDLabs              10.04 (5Z)-3-benzyl-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-thioxo-1,3-thiazolidin-4-one                 
GN8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5Z)-5-[(2-hydroxy-3-nitro-phenyl)methylidene]-3-(phenylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one 
# 
