data_462
# 
_chem_comp.id                                    462 
_chem_comp.name                                  N-[amino(imino)methyl]-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)-3-thienyl]acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 Cl N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-11 
_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                        427.947 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     462 
_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        2QU3 
_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 
462 C1   C1   C  0 1 N N N 8.860  -2.022  13.981 8.207  1.612  -0.366 C1   462 1  
462 C2   C2   C  0 1 N N N 8.537  -3.256  14.762 7.662  0.266  0.113  C2   462 2  
462 C3   C3   C  0 1 N N N 9.645  -4.267  14.785 6.144  0.235  -0.072 C3   462 3  
462 O1   O1   O  0 1 N N N 9.135  -5.417  15.424 5.634  -1.023 0.375  O1   462 4  
462 C4   C4   C  0 1 Y N N 9.938  -6.360  15.993 4.292  -1.215 0.279  C4   462 5  
462 C5   C5   C  0 1 Y N N 9.566  -7.707  16.222 3.732  -2.414 0.696  C5   462 6  
462 C6   C6   C  0 1 Y N N 10.455 -8.620  16.830 2.370  -2.612 0.599  C6   462 7  
462 C7   C7   C  0 1 Y N N 11.758 -8.241  17.180 1.556  -1.605 0.083  C7   462 8  
462 C8   C8   C  0 1 Y N N 12.119 -6.871  16.941 2.122  -0.402 -0.335 C8   462 9  
462 C9   C9   C  0 1 Y N N 11.250 -5.965  16.342 3.484  -0.208 -0.231 C9   462 10 
462 C10  C10  C  0 1 Y N N 12.674 -9.207  17.806 0.091  -1.815 -0.023 C10  462 11 
462 C11  C11  C  0 1 Y N N 12.317 -10.017 18.930 -0.449 -2.911 -0.591 C11  462 12 
462 S1   S1   S  0 1 Y N N 13.546 -11.082 19.424 -2.203 -2.807 -0.533 S1   462 13 
462 C12  C12  C  0 1 Y N N 14.583 -10.544 18.213 -2.120 -1.248 0.276  C12  462 14 
462 C13  C13  C  0 1 Y N N 13.996 -9.560  17.373 -0.835 -0.898 0.461  C13  462 15 
462 C14  C14  C  0 1 N N N 14.764 -8.912  16.232 -0.431 0.387  1.135  C14  462 16 
462 C15  C15  C  0 1 N N N 15.451 -7.667  16.755 -0.441 1.508  0.127  C15  462 17 
462 O2   O2   O  0 1 N N N 15.747 -7.604  17.926 -0.746 1.284  -1.025 O2   462 18 
462 N1   N1   N  0 1 N N N 15.734 -6.808  15.729 -0.111 2.758  0.506  N1   462 19 
462 C16  C16  C  0 1 N N N 16.258 -5.649  15.876 -0.221 3.804  -0.390 C16  462 20 
462 N2   N2   N  0 1 N N N 16.767 -5.101  16.995 -0.549 3.568  -1.628 N2   462 21 
462 N3   N3   N  0 1 N N N 16.449 -4.847  14.802 0.014  5.093  0.025  N3   462 22 
462 C17  C17  C  0 1 Y N N 15.898 -11.098 18.041 -3.289 -0.444 0.695  C17  462 23 
462 C18  C18  C  0 1 Y N N 16.925 -10.710 18.988 -3.377 0.035  2.002  C18  462 24 
462 C19  C19  C  0 1 Y N N 18.229 -11.218 18.853 -4.470 0.784  2.387  C19  462 25 
462 C20  C20  C  0 1 Y N N 18.560 -12.059 17.768 -5.478 1.060  1.480  C20  462 26 
462 C21  C21  C  0 1 Y N N 17.574 -12.441 16.833 -5.398 0.588  0.182  C21  462 27 
462 C22  C22  C  0 1 Y N N 16.254 -11.947 16.943 -4.307 -0.157 -0.218 C22  462 28 
462 CL1  CL1  CL 0 0 N N N 15.130 -12.480 15.732 -4.207 -0.749 -1.847 CL1  462 29 
462 H11A 1H1  H  0 0 N N N 8.939  -1.165  14.665 9.289  1.634  -0.233 H11A 462 30 
462 H12  2H1  H  0 1 N N N 9.816  -2.161  13.455 7.968  1.747  -1.420 H12  462 31 
462 H13  3H1  H  0 1 N N N 8.062  -1.833  13.248 7.754  2.415  0.216  H13  462 32 
462 H21A 1H2  H  0 0 N N N 8.327  -2.957  15.800 8.115  -0.538 -0.468 H21A 462 33 
462 H22  2H2  H  0 1 N N N 7.676  -3.733  14.270 7.902  0.131  1.168  H22  462 34 
462 H31  1H3  H  0 1 N N N 9.964  -4.508  13.760 5.690  1.038  0.509  H31  462 35 
462 H32  2H3  H  0 1 N N N 10.523 -3.876  15.320 5.904  0.370  -1.127 H32  462 36 
462 H5   H5   H  0 1 N N N 8.583  -8.043  15.926 4.363  -3.194 1.095  H5   462 37 
462 H6   H6   H  0 1 N N N 10.125 -9.629  17.029 1.935  -3.545 0.923  H6   462 38 
462 H8   H8   H  0 1 N N N 13.101 -6.532  17.237 1.493  0.380  -0.736 H8   462 39 
462 H9   H9   H  0 1 N N N 11.579 -4.956  16.143 3.921  0.726  -0.551 H9   462 40 
462 H11  H11  H  0 1 N N N 11.356 -9.957  19.419 0.112  -3.730 -1.017 H11  462 41 
462 H141 1H14 H  0 0 N N N 14.069 -8.641  15.423 -1.133 0.614  1.937  H141 462 42 
462 H142 2H14 H  0 0 N N N 15.512 -9.615  15.837 0.572  0.281  1.549  H142 462 43 
462 HN1  HN1  H  0 1 N N N 15.517 -7.106  14.799 0.205  2.924  1.408  HN1  462 44 
462 HN2  HN2  H  0 1 N N N 17.159 -4.200  16.809 -0.627 4.302  -2.257 HN2  462 45 
462 HN31 1HN3 H  0 0 N N N 16.135 -5.290  13.962 0.329  5.262  0.927  HN31 462 46 
462 HN32 2HN3 H  0 0 N N N 16.852 -3.933  14.843 -0.134 5.833  -0.584 HN32 462 47 
462 H18  H18  H  0 1 N N N 16.689 -10.032 19.795 -2.591 -0.180 2.711  H18  462 48 
462 H19  H19  H  0 1 N N N 18.982 -10.963 19.584 -4.539 1.156  3.399  H19  462 49 
462 H20  H20  H  0 1 N N N 19.574 -12.412 17.653 -6.331 1.646  1.788  H20  462 50 
462 H21  H21  H  0 1 N N N 17.830 -13.115 16.029 -6.186 0.811  -0.522 H21  462 51 
# 
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 
462 C1  C2   SING N N 1  
462 C2  C3   SING N N 2  
462 C3  O1   SING N N 3  
462 N3  C16  SING N N 4  
462 O1  C4   SING N N 5  
462 N1  C16  SING N N 6  
462 N1  C15  SING N N 7  
462 CL1 C22  SING N N 8  
462 C16 N2   DOUB N N 9  
462 C4  C5   DOUB N N 10 
462 C4  C9   SING N N 11 
462 C5  C6   SING Y N 12 
462 C14 C15  SING Y N 13 
462 C14 C13  SING Y N 14 
462 C9  C8   DOUB N N 15 
462 C15 O2   DOUB Y N 16 
462 C6  C7   DOUB N N 17 
462 C21 C22  DOUB N N 18 
462 C21 C20  SING Y N 19 
462 C8  C7   SING N N 20 
462 C22 C17  SING Y N 21 
462 C7  C10  SING N N 22 
462 C13 C10  SING Y N 23 
462 C13 C12  DOUB Y N 24 
462 C20 C19  DOUB N N 25 
462 C10 C11  DOUB Y N 26 
462 C17 C12  SING Y N 27 
462 C17 C18  DOUB Y N 28 
462 C12 S1   SING N N 29 
462 C19 C18  SING N N 30 
462 C11 S1   SING N N 31 
462 C1  H11A SING N N 32 
462 C1  H12  SING N N 33 
462 C1  H13  SING N N 34 
462 C2  H21A SING N N 35 
462 C2  H22  SING N N 36 
462 C3  H31  SING N N 37 
462 C3  H32  SING N N 38 
462 C5  H5   SING N N 39 
462 C6  H6   SING N N 40 
462 C8  H8   SING N N 41 
462 C9  H9   SING N N 42 
462 C11 H11  SING Y N 43 
462 C14 H141 SING N N 44 
462 C14 H142 SING Y N 45 
462 N1  HN1  SING N N 46 
462 N2  HN2  SING Y N 47 
462 N3  HN31 SING N N 48 
462 N3  HN32 SING Y N 49 
462 C18 H18  SING Y N 50 
462 C19 H19  SING N N 51 
462 C20 H20  SING Y N 52 
462 C21 H21  SING N N 53 
# 
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 
462 SMILES           ACDLabs              10.04 Clc3ccccc3c2scc(c1ccc(OCCC)cc1)c2CC(=O)NC(=[N@H])N                                                                                                                            
462 InChI            InChI                1.02b InChI=1/C22H22ClN3O2S/c1-2-11-28-15-9-7-14(8-10-15)18-13-29-21(16-5-3-4-6-19(16)23)17(18)12-20(27)26-22(24)25/h3-10,13H,2,11-12H2,1H3,(H4,24,25,26,27)/f/h24,26H,25H2/b24-22+ 
462 InChIKey         InChI                1.02b VZSMTBLDWPKVRW-MHFQTOBQDT                                                                                                                                                     
462 SMILES_CANONICAL CACTVS               3.341 CCCOc1ccc(cc1)c2csc(c2CC(=O)NC(N)=N)c3ccccc3Cl                                                                                                                                
462 SMILES           CACTVS               3.341 CCCOc1ccc(cc1)c2csc(c2CC(=O)NC(N)=N)c3ccccc3Cl                                                                                                                                
462 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/NC(=O)Cc1c(csc1c2ccccc2Cl)c3ccc(cc3)OCCC                                                                                                                          
462 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NC(=O)Cc1c(csc1c2ccccc2Cl)c3ccc(cc3)OCCC                                                                                                                             
# 
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 
462 "SYSTEMATIC NAME" ACDLabs              10.04 N-carbamimidoyl-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)thiophen-3-yl]acetamide  
462 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-carbamimidoyl-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)thiophen-3-yl]ethanamide 
# 
