data_RFQ
# 
_chem_comp.id                                    RFQ 
_chem_comp.name                                  "N-{3-[(1S)-2-(3-{(Z)-[amino(thiophen-2-yl)methylidene]amino}phenoxy)-1-hydroxyethyl]phenyl}thiophene-2-carboximidamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 N4 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-10-24 
_chem_comp.pdbx_modified_date                    2015-01-09 
_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                        461.579 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RFQ 
_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        4D3U 
_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 
RFQ S01  S01  S 0 1 Y N N 1.777  19.378 24.105 -8.400 -1.449 0.276  S01  RFQ 1  
RFQ C02  C02  C 0 1 Y N N 2.507  20.680 23.322 -8.797 -3.103 0.152  C02  RFQ 2  
RFQ C03  C03  C 0 1 Y N N 3.889  20.585 23.529 -7.725 -3.829 -0.177 C03  RFQ 3  
RFQ C04  C04  C 0 1 Y N N 4.306  19.488 24.287 -6.562 -3.109 -0.342 C04  RFQ 4  
RFQ C05  C05  C 0 1 Y N N 3.207  18.730 24.695 -6.721 -1.771 -0.135 C05  RFQ 5  
RFQ C06  C06  C 0 1 N N N 3.045  17.475 25.474 -5.659 -0.759 -0.241 C06  RFQ 6  
RFQ N07  N07  N 0 1 N N N 3.772  16.394 25.153 -5.947 0.572  -0.007 N07  RFQ 7  
RFQ N08  N08  N 0 1 N N N 2.216  17.439 26.438 -4.443 -1.118 -0.555 N08  RFQ 8  
RFQ C11  C11  C 0 1 Y N N 4.467  16.185 23.996 -4.917 1.516  0.020  C11  RFQ 9  
RFQ C12  C12  C 0 1 Y N N 3.943  16.488 22.732 -5.114 2.777  -0.528 C12  RFQ 10 
RFQ C13  C13  C 0 1 Y N N 4.690  16.220 21.575 -4.094 3.707  -0.500 C13  RFQ 11 
RFQ C14  C14  C 0 1 Y N N 5.952  15.632 21.662 -2.877 3.385  0.072  C14  RFQ 12 
RFQ C15  C15  C 0 1 Y N N 6.483  15.322 22.918 -2.677 2.130  0.618  C15  RFQ 13 
RFQ C16  C16  C 0 1 Y N N 5.731  15.591 24.070 -3.695 1.197  0.599  C16  RFQ 14 
RFQ C17  C17  C 0 1 N N S 7.823  14.696 23.052 -1.349 1.782  1.240  C17  RFQ 15 
RFQ O18  O18  O 0 1 N N N 8.734  15.235 22.086 -0.861 2.904  1.978  O18  RFQ 16 
RFQ S21  S21  S 0 1 Y N N 7.016  5.099  20.874 7.944  -2.026 1.049  S21  RFQ 17 
RFQ C22  C22  C 0 1 Y N N 5.785  3.946  20.474 9.641  -1.879 0.965  C22  RFQ 18 
RFQ C23  C23  C 0 1 Y N N 4.594  4.487  20.959 9.994  -0.827 0.219  C23  RFQ 19 
RFQ C24  C24  C 0 1 Y N N 4.670  5.739  21.595 8.946  -0.106 -0.307 C24  RFQ 20 
RFQ C25  C25  C 0 1 Y N N 5.969  6.248  21.640 7.722  -0.606 0.036  C25  RFQ 21 
RFQ C26  C26  C 0 1 N N N 6.559  7.516  22.190 6.429  -0.048 -0.377 C26  RFQ 22 
RFQ N27  N27  N 0 1 N N N 7.673  8.033  21.669 5.310  -0.619 0.017  N27  RFQ 23 
RFQ N28  N28  N 0 1 N N N 5.981  8.124  23.132 6.386  1.074  -1.178 N28  RFQ 24 
RFQ C31  C31  C 0 1 Y N N 8.475  8.911  22.327 4.111  -0.186 -0.477 C31  RFQ 25 
RFQ C32  C32  C 0 1 Y N N 9.646  8.410  22.874 3.907  -0.113 -1.858 C32  RFQ 26 
RFQ C33  C33  C 0 1 Y N N 10.519 9.257  23.545 2.696  0.324  -2.353 C33  RFQ 27 
RFQ C34  C34  C 0 1 Y N N 10.233 10.613 23.664 1.681  0.689  -1.487 C34  RFQ 28 
RFQ C35  C35  C 0 1 Y N N 9.065  11.142 23.127 1.874  0.619  -0.113 C35  RFQ 29 
RFQ C36  C36  C 0 1 Y N N 8.186  10.281 22.447 3.084  0.178  0.395  C36  RFQ 30 
RFQ O37  O37  O 0 1 N N N 8.855  12.502 23.287 0.873  0.980  0.732  O37  RFQ 31 
RFQ C38  C38  C 0 1 N N N 7.702  13.197 22.800 -0.349 1.422  0.139  C38  RFQ 32 
RFQ H02  H02  H 0 1 N N N 1.999  21.450 22.761 -9.784 -3.510 0.318  H02  RFQ 33 
RFQ H03  H03  H 0 1 N N N 4.584  21.309 23.130 -7.766 -4.900 -0.305 H03  RFQ 34 
RFQ H04  H04  H 0 1 N N N 5.334  19.259 24.524 -5.617 -3.560 -0.608 H04  RFQ 35 
RFQ HN07 HN07 H 0 0 N N N 3.809  15.663 25.834 -6.865 0.851  0.139  HN07 RFQ 36 
RFQ HN08 HN08 H 0 0 N N N 2.197  16.543 26.882 -3.764 -0.444 -0.716 HN08 RFQ 37 
RFQ H12  H12  H 0 1 N N N 2.961  16.929 22.648 -6.064 3.029  -0.975 H12  RFQ 38 
RFQ H13  H13  H 0 1 N N N 4.284  16.472 20.607 -4.247 4.688  -0.926 H13  RFQ 39 
RFQ H14  H14  H 0 1 N N N 6.515  15.418 20.766 -2.081 4.114  0.093  H14  RFQ 40 
RFQ H16  H16  H 0 1 N N N 6.137  15.334 25.037 -3.540 0.219  1.029  H16  RFQ 41 
RFQ H17  H17  H 0 1 N N N 8.206  14.859 24.070 -1.473 0.932  1.910  H17  RFQ 42 
RFQ HO18 HO18 H 0 0 N N N 9.584  14.823 22.187 -0.726 3.698  1.443  HO18 RFQ 43 
RFQ H22  H22  H 0 1 N N N 5.913  3.006  19.958 10.338 -2.547 1.449  H22  RFQ 44 
RFQ H23  H23  H 0 1 N N N 3.654  3.967  20.851 11.026 -0.562 0.042  H23  RFQ 45 
RFQ H24  H24  H 0 1 N N N 3.813  6.253  22.006 9.078  0.767  -0.928 H24  RFQ 46 
RFQ HN28 HN28 H 0 0 N N N 6.459  8.966  23.384 7.203  1.424  -1.566 HN28 RFQ 47 
RFQ H32  H32  H 0 1 N N N 9.880  7.360  22.778 4.698  -0.397 -2.537 H32  RFQ 48 
RFQ H33  H33  H 0 1 N N N 11.426 8.860  23.977 2.539  0.380  -3.420 H33  RFQ 49 
RFQ H34  H34  H 0 1 N N N 10.926 11.262 24.179 0.735  1.030  -1.881 H34  RFQ 50 
RFQ H36  H36  H 0 1 N N N 7.280  10.676 22.013 3.233  0.119  1.463  H36  RFQ 51 
RFQ H38  H38  H 0 1 N N N 6.808  12.816 23.315 -0.762 0.624  -0.479 H38  RFQ 52 
RFQ H38A H38A H 0 0 N N N 7.605  13.020 21.719 -0.158 2.299  -0.479 H38A RFQ 53 
# 
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 
RFQ S01 C02  SING Y N 1  
RFQ S01 C05  SING Y N 2  
RFQ C02 C03  DOUB Y N 3  
RFQ C03 C04  SING Y N 4  
RFQ C04 C05  DOUB Y N 5  
RFQ C05 C06  SING N N 6  
RFQ C06 N07  SING N N 7  
RFQ C06 N08  DOUB N N 8  
RFQ N07 C11  SING N N 9  
RFQ C11 C12  DOUB Y N 10 
RFQ C11 C16  SING Y N 11 
RFQ C12 C13  SING Y N 12 
RFQ C13 C14  DOUB Y N 13 
RFQ C14 C15  SING Y N 14 
RFQ C15 C16  DOUB Y N 15 
RFQ C15 C17  SING N N 16 
RFQ C17 O18  SING N N 17 
RFQ C17 C38  SING N N 18 
RFQ S21 C22  SING Y N 19 
RFQ S21 C25  SING Y N 20 
RFQ C22 C23  DOUB Y N 21 
RFQ C23 C24  SING Y N 22 
RFQ C24 C25  DOUB Y N 23 
RFQ C25 C26  SING N N 24 
RFQ C26 N27  SING N N 25 
RFQ C26 N28  DOUB N N 26 
RFQ N27 C31  SING N N 27 
RFQ C31 C32  DOUB Y N 28 
RFQ C31 C36  SING Y N 29 
RFQ C32 C33  SING Y N 30 
RFQ C33 C34  DOUB Y N 31 
RFQ C34 C35  SING Y N 32 
RFQ C35 C36  DOUB Y N 33 
RFQ C35 O37  SING N N 34 
RFQ O37 C38  SING N N 35 
RFQ C02 H02  SING N N 36 
RFQ C03 H03  SING N N 37 
RFQ C04 H04  SING N N 38 
RFQ N07 HN07 SING N N 39 
RFQ N08 HN08 SING N N 40 
RFQ C12 H12  SING N N 41 
RFQ C13 H13  SING N N 42 
RFQ C14 H14  SING N N 43 
RFQ C16 H16  SING N N 44 
RFQ C17 H17  SING N N 45 
RFQ O18 HO18 SING N N 46 
RFQ C22 H22  SING N N 47 
RFQ C23 H23  SING N N 48 
RFQ C24 H24  SING N N 49 
RFQ N28 HN28 SING N N 50 
RFQ C32 H32  SING N N 51 
RFQ C33 H33  SING N N 52 
RFQ C34 H34  SING N N 53 
RFQ C36 H36  SING N N 54 
RFQ C38 H38  SING N N 55 
RFQ C38 H38A SING N N 56 
# 
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 
RFQ SMILES           ACDLabs              12.01 "N(c3cc(OCC(O)c2cccc(NC(=[N@H])c1sccc1)c2)ccc3)C(=[N@H])c4sccc4"                                                                                                              
RFQ InChI            InChI                1.03  "InChI=1S/C24H22N4O2S2/c25-23(21-9-3-11-31-21)27-17-6-1-5-16(13-17)20(29)15-30-19-8-2-7-18(14-19)28-24(26)22-10-4-12-32-22/h1-14,20,29H,15H2,(H2,25,27)(H2,26,28)/t20-/m1/s1" 
RFQ InChIKey         InChI                1.03  ZCTCFQXRJWOQIL-HXUWFJFHSA-N                                                                                                                                                   
RFQ SMILES_CANONICAL CACTVS               3.385 "O[C@H](COc1cccc([N]C(=N)c2sccc2)c1)c3cccc(NC(=N)c4sccc4)c3"                                                                                                                  
RFQ SMILES           CACTVS               3.385 "O[CH](COc1cccc([N]C(=N)c2sccc2)c1)c3cccc(NC(=N)c4sccc4)c3"                                                                                                                   
RFQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(/c1cccs1)\Nc2cccc(c2)[C@@H](COc3cccc(c3)[N]/C(=N\[H])/c4cccs4)O"                                                                                                     
RFQ SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)NC(=N)c2cccs2)C(COc3cccc(c3)[N]C(=N)c4cccs4)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 
RFQ "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-[(1S)-1-hydroxy-2-(3-{[(Z)-imino(thiophen-2-yl)methyl]amino}phenoxy)ethyl]phenyl}thiophene-2-carboximidamide"         
RFQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(1S)-1-oxidanyl-2-[3-[(C-thiophen-2-ylcarbonimidoyl)-$l^{2}-azanyl]phenoxy]ethyl]phenyl]thiophene-2-carboximidamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RFQ "Create component" 2014-10-24 EBI  
RFQ "Initial release"  2015-01-14 RCSB 
# 
