data_DRX
# 
_chem_comp.id                                    DRX 
_chem_comp.name                                  "[(1S)-1-(5-CHLORO-1-BENZOTHIEN-3-YL)-2-(2-NAPHTHYLAMINO)-2-OXOETHYL]PHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H15 Cl N O4 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-01 
_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                        431.829 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DRX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_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                  PDBJ 
# 
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 
DRX CAO  CAO  C  0 1 Y N N 62.461 59.660 -3.297  8.459  -6.494  -0.441 CAO  DRX 1  
DRX CAP  CAP  C  0 1 Y N N 61.972 58.650 -2.380  8.152  -7.572  -1.306 CAP  DRX 2  
DRX CAQ  CAQ  C  0 1 Y N N 61.434 59.051 -1.092  8.511  -8.878  -0.962 CAQ  DRX 3  
DRX CLR  CLR  CL 0 0 N N N 60.830 57.828 0.033   8.132  -10.178 -2.026 CLR  DRX 4  
DRX CBB  CBB  C  0 1 Y N N 61.379 60.426 -0.711  9.173  -9.132  0.231  CBB  DRX 5  
DRX CBA  CBA  C  0 1 Y N N 61.844 61.472 -1.577  9.490  -8.090  1.104  CBA  DRX 6  
DRX CAZ  CAZ  C  0 1 Y N N 62.377 61.106 -2.848  9.126  -6.774  0.755  CAZ  DRX 7  
DRX SBC  SBC  S  0 1 Y N N 63.073 62.167 -4.238  9.410  -5.339  1.668  SBC  DRX 8  
DRX CAY  CAY  C  0 1 Y N N 63.469 60.731 -5.368  8.658  -4.356  0.495  CAY  DRX 9  
DRX CAN  CAN  C  0 1 Y N N 63.075 59.502 -4.700  8.205  -5.095  -0.560 CAN  DRX 10 
DRX CAM  CAM  C  0 1 N N S 63.241 58.112 -5.337  7.502  -4.478  -1.733 CAM  DRX 11 
DRX PAD  PAD  P  0 1 N N N 64.912 57.435 -5.123  8.698  -3.409  -2.581 PAD  DRX 12 
DRX OAB  OAB  O  0 1 N N N 65.982 58.595 -5.542  7.880  -2.954  -3.889 OAB  DRX 13 
DRX OAE  OAE  O  0 1 N N N 65.107 56.214 -6.142  9.230  -2.321  -1.720 OAE  DRX 14 
DRX OAC  OAC  O  0 1 N N N 65.138 56.991 -3.723  9.769  -4.472  -3.137 OAC  DRX 15 
DRX CAL  CAL  C  0 1 N N N 62.935 58.121 -6.873  6.241  -3.745  -1.303 CAL  DRX 16 
DRX OAX  OAX  O  0 1 N N N 63.625 58.797 -7.642  6.282  -2.570  -0.952 OAX  DRX 17 
DRX NAK  NAK  N  0 1 N N N 61.885 57.331 -7.221  5.103  -4.563  -1.370 NAK  DRX 18 
DRX CAW  CAW  C  0 1 Y N N 61.382 57.057 -8.470  3.784  -4.234  -1.054 CAW  DRX 19 
DRX CAV  CAV  C  0 1 Y N N 60.216 56.212 -8.475  2.778  -5.192  -1.178 CAV  DRX 20 
DRX CAU  CAU  C  0 1 Y N N 59.610 55.856 -9.724  1.446  -4.877  -0.863 CAU  DRX 21 
DRX CAT  CAT  C  0 1 Y N N 58.451 55.025 -9.746  0.420  -5.829  -0.982 CAT  DRX 22 
DRX CAS  CAS  C  0 1 Y N N 57.852 54.679 -11.007 -0.898 -5.498  -0.665 CAS  DRX 23 
DRX CAF  CAF  C  0 1 Y N N 58.407 55.166 -12.234 -1.208 -4.214  -0.226 CAF  DRX 24 
DRX CAG  CAG  C  0 1 Y N N 59.571 56.002 -12.225 -0.202 -3.256  -0.103 CAG  DRX 25 
DRX CAH  CAH  C  0 1 Y N N 60.176 56.353 -10.970 1.130  -3.571  -0.417 CAH  DRX 26 
DRX CAI  CAI  C  0 1 Y N N 61.333 57.185 -10.974 2.156  -2.620  -0.299 CAI  DRX 27 
DRX CAJ  CAJ  C  0 1 Y N N 61.925 57.536 -9.718  3.474  -2.950  -0.616 CAJ  DRX 28 
DRX HAP  HAP  H  0 1 N N N 62.007 57.606 -2.653  7.634  -7.378  -2.242 HAP  DRX 29 
DRX HBB  HBB  H  0 1 N N N 60.976 60.686 0.257   9.455  -10.146 0.503  HBB  DRX 30 
DRX HBA  HBA  H  0 1 N N N 61.792 62.507 -1.274  10.008 -8.297  2.036  HBA  DRX 31 
DRX HAY  HAY  H  0 1 N N N 63.914 60.803 -6.349  8.589  -3.288  0.644  HAY  DRX 32 
DRX HAM  HAM  H  0 1 N N N 62.513 57.479 -4.808  7.219  -5.240  -2.470 HAM  DRX 33 
DRX HOAB HOAB H  0 0 N N N 66.190 59.125 -4.781  8.316  -2.328  -4.506 HOAB DRX 34 
DRX HOAC HOAC H  0 0 N N N 65.186 56.043 -3.695  10.552 -4.125  -3.615 HOAC DRX 35 
DRX HNAK HNAK H  0 0 N N N 61.412 56.886 -6.461  5.266  -5.525  -1.688 HNAK DRX 36 
DRX HAV  HAV  H  0 1 N N N 59.802 55.850 -7.546  3.031  -6.194  -1.522 HAV  DRX 37 
DRX HAT  HAT  H  0 1 N N N 58.027 54.658 -8.823  0.639  -6.839  -1.323 HAT  DRX 38 
DRX HAS  HAS  H  0 1 N N N 56.977 54.047 -11.029 -1.682 -6.244  -0.762 HAS  DRX 39 
DRX HAF  HAF  H  0 1 N N N 57.945 54.901 -13.173 -2.234 -3.957  0.019  HAF  DRX 40 
DRX HAG  HAG  H  0 1 N N N 59.989 56.365 -13.152 -0.467 -2.259  0.242  HAG  DRX 41 
DRX HAI  HAI  H  0 1 N N N 61.754 57.542 -11.902 1.936  -1.610  0.042  HAI  DRX 42 
DRX HAJ  HAJ  H  0 1 N N N 62.797 58.173 -9.705  4.250  -2.195  -0.516 HAJ  DRX 43 
# 
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 
DRX CAO CAN  SING Y N 1  
DRX CAO CAZ  DOUB Y N 2  
DRX CAO CAP  SING Y N 3  
DRX CAP CAQ  DOUB Y N 4  
DRX CAP HAP  SING N N 5  
DRX CAQ CBB  SING Y N 6  
DRX CAQ CLR  SING N N 7  
DRX CBB CBA  DOUB Y N 8  
DRX CBB HBB  SING N N 9  
DRX CBA CAZ  SING Y N 10 
DRX CBA HBA  SING N N 11 
DRX CAZ SBC  SING Y N 12 
DRX SBC CAY  SING Y N 13 
DRX CAY CAN  DOUB Y N 14 
DRX CAY HAY  SING N N 15 
DRX CAN CAM  SING N N 16 
DRX CAM CAL  SING N N 17 
DRX CAM PAD  SING N N 18 
DRX CAM HAM  SING N N 19 
DRX PAD OAE  DOUB N N 20 
DRX PAD OAB  SING N N 21 
DRX PAD OAC  SING N N 22 
DRX OAB HOAB SING N N 23 
DRX OAC HOAC SING N N 24 
DRX CAL OAX  DOUB N N 25 
DRX CAL NAK  SING N N 26 
DRX NAK CAW  SING N N 27 
DRX NAK HNAK SING N N 28 
DRX CAW CAJ  DOUB Y N 29 
DRX CAW CAV  SING Y N 30 
DRX CAV CAU  DOUB Y N 31 
DRX CAV HAV  SING N N 32 
DRX CAU CAH  SING Y N 33 
DRX CAU CAT  SING Y N 34 
DRX CAT CAS  DOUB Y N 35 
DRX CAT HAT  SING N N 36 
DRX CAS CAF  SING Y N 37 
DRX CAS HAS  SING N N 38 
DRX CAF CAG  DOUB Y N 39 
DRX CAF HAF  SING N N 40 
DRX CAG CAH  SING Y N 41 
DRX CAG HAG  SING N N 42 
DRX CAH CAI  DOUB Y N 43 
DRX CAI CAJ  SING Y N 44 
DRX CAI HAI  SING N N 45 
DRX CAJ HAJ  SING N N 46 
# 
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 
DRX SMILES           ACDLabs              10.04 O=C(Nc2cc1ccccc1cc2)C(c3c4cc(Cl)ccc4sc3)P(=O)(O)O                                                                                                                      
DRX InChI            InChI                1.02b InChI=1/C20H15ClNO4PS/c21-14-6-8-18-16(10-14)17(11-28-18)19(27(24,25)26)20(23)22-15-7-5-12-3-1-2-4-13(12)9-15/h1-11,19H,(H,22,23)(H2,24,25,26)/t19-/m0/s1/f/h22,24-25H 
DRX InChIKey         InChI                1.02b HUJXISJLAPAFBO-HPTZUUFHDM                                                                                                                                              
DRX SMILES_CANONICAL CACTVS               3.341 O[P](O)(=O)[C@H](C(=O)Nc1ccc2ccccc2c1)c3csc4ccc(Cl)cc34                                                                                                                
DRX SMILES           CACTVS               3.341 O[P](O)(=O)[CH](C(=O)Nc1ccc2ccccc2c1)c3csc4ccc(Cl)cc34                                                                                                                 
DRX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)NC(=O)[C@H](c3csc4c3cc(cc4)Cl)P(=O)(O)O                                                                                                                
DRX SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)NC(=O)C(c3csc4c3cc(cc4)Cl)P(=O)(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 
DRX "SYSTEMATIC NAME" ACDLabs              10.04 "[(1S)-1-(5-chloro-1-benzothiophen-3-yl)-2-(naphthalen-2-ylamino)-2-oxoethyl]phosphonic acid"  
DRX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S)-1-(5-chloro-1-benzothiophen-3-yl)-2-(naphthalen-2-ylamino)-2-oxo-ethyl]phosphonic acid" 
# 
