data_AK5
# 
_chem_comp.id                                    AK5 
_chem_comp.name                                  "3-({3-[(6-amino-5-bromopyrimidin-4-yl)sulfanyl]propanoyl}amino)-4-methoxy-N-phenylbenzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 Br N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-24 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        502.384 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AK5 
_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        3DJ5 
_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 
AK5 C28  C28  C  0 1 Y N N 60.567 14.357 22.198 -6.469 -2.671 0.967  C28  AK5 1  
AK5 C27  C27  C  0 1 Y N N 59.925 13.232 22.722 -7.092 -3.884 1.181  C27  AK5 2  
AK5 C26  C26  C  0 1 Y N N 60.425 11.966 22.456 -8.191 -4.242 0.421  C26  AK5 3  
AK5 C24  C24  C  0 1 Y N N 62.202 12.941 21.138 -8.057 -2.167 -0.766 C24  AK5 4  
AK5 C23  C23  C  0 1 Y N N 61.708 14.220 21.399 -6.950 -1.807 -0.008 C23  AK5 5  
AK5 C16  C16  C  0 1 Y N N 63.768 17.822 20.136 -5.161 2.020  -0.425 C16  AK5 6  
AK5 C17  C17  C  0 1 Y N N 64.452 18.900 19.562 -4.579 3.266  -0.513 C17  AK5 7  
AK5 O19  O19  O  0 1 N N N 64.460 20.787 18.054 -2.668 4.662  -0.294 O19  AK5 8  
AK5 C20  C20  C  0 1 N N N 61.686 16.411 20.386 -5.025 -0.412 0.086  C20  AK5 9  
AK5 C15  C15  C  0 1 Y N N 62.442 17.575 19.788 -4.402 0.921  -0.014 C15  AK5 10 
AK5 C13  C13  C  0 1 Y N N 62.494 19.489 18.272 -2.471 2.340  0.204  C13  AK5 11 
AK5 C14  C14  C  0 1 Y N N 61.815 18.410 18.854 -3.051 1.088  0.300  C14  AK5 12 
AK5 C9   C9   C  0 1 Y N N 60.616 26.322 15.597 4.066  -2.894 -1.046 C9   AK5 13 
AK5 C7   C7   C  0 1 Y N N 59.112 26.853 13.875 6.241  -2.277 -0.598 C7   AK5 14 
AK5 C5   C5   C  0 1 Y N N 58.944 24.765 15.047 4.421  -0.782 -0.195 C5   AK5 15 
AK5 C6   C6   C  0 1 Y N N 58.479 25.634 14.072 5.791  -1.034 -0.164 C6   AK5 16 
AK5 C3   C3   C  0 1 N N N 60.594 20.565 17.118 -0.230 1.534  0.227  C3   AK5 17 
AK5 C2   C2   C  0 1 N N N 59.038 22.488 16.575 2.019  0.504  0.057  C2   AK5 18 
AK5 C1   C1   C  0 1 N N N 60.224 21.633 16.088 1.241  1.758  0.462  C1   AK5 19 
AK5 BR30 BR30 BR 0 0 N N N 56.997 25.155 12.999 7.005  0.276  0.456  BR30 AK5 20 
AK5 N31  N31  N  0 1 N N N 58.648 27.706 12.916 7.595  -2.578 -0.586 N31  AK5 21 
AK5 N8   N8   N  0 1 Y N N 60.175 27.176 14.648 5.354  -3.173 -1.028 N8   AK5 22 
AK5 N10  N10  N  0 1 Y N N 60.019 25.133 15.793 3.599  -1.730 -0.644 N10  AK5 23 
AK5 S4   S4   S  0 1 N N N 58.143 23.267 15.247 3.786  0.772  0.340  S4   AK5 24 
AK5 O12  O12  O  0 1 N N N 59.722 19.905 17.664 -0.619 0.476  -0.221 O12  AK5 25 
AK5 N11  N11  N  0 1 N N N 61.904 20.388 17.343 -1.115 2.510  0.513  N11  AK5 26 
AK5 C18  C18  C  0 1 Y N N 63.813 19.726 18.633 -3.237 3.433  -0.201 C18  AK5 27 
AK5 C29  C29  C  0 1 N N N 65.823 21.109 18.366 -3.510 5.737  -0.715 C29  AK5 28 
AK5 O21  O21  O  0 1 N N N 60.460 16.463 20.418 -4.363 -1.368 0.443  O21  AK5 29 
AK5 N22  N22  N  0 1 N N N 62.366 15.344 20.848 -6.328 -0.572 -0.219 N22  AK5 30 
AK5 C25  C25  C  0 1 Y N N 61.561 11.812 21.664 -8.668 -3.387 -0.555 C25  AK5 31 
AK5 H28  H28  H  0 1 N N N 60.179 15.342 22.412 -5.611 -2.392 1.561  H28  AK5 32 
AK5 H27  H27  H  0 1 N N N 59.042 13.348 23.333 -6.721 -4.555 1.942  H27  AK5 33 
AK5 H26  H26  H  0 1 N N N 59.932 11.096 22.864 -8.677 -5.192 0.590  H26  AK5 34 
AK5 H24  H24  H  0 1 N N N 63.084 12.821 20.527 -8.434 -1.497 -1.525 H24  AK5 35 
AK5 H16  H16  H  0 1 N N N 64.268 17.182 20.848 -6.206 1.894  -0.668 H16  AK5 36 
AK5 H17  H17  H  0 1 N N N 65.478 19.094 19.838 -5.169 4.115  -0.827 H17  AK5 37 
AK5 H14  H14  H  0 1 N N N 60.789 18.219 18.577 -2.460 0.240  0.614  H14  AK5 38 
AK5 H9   H9   H  0 1 N N N 61.462 26.599 16.209 3.373  -3.641 -1.405 H9   AK5 39 
AK5 H2   H2   H  0 1 N N N 59.430 23.276 17.235 1.680  -0.343 0.654  H2   AK5 40 
AK5 H2A  H2A  H  0 1 N N N 58.338 21.816 17.093 1.847  0.295  -0.999 H2A  AK5 41 
AK5 H1   H1   H  0 1 N N N 61.093 22.288 15.926 1.580  2.604  -0.135 H1   AK5 42 
AK5 H1A  H1A  H  0 1 N N N 59.933 21.131 15.153 1.413  1.966  1.518  H1A  AK5 43 
AK5 HN31 HN31 H  0 0 N N N 58.535 28.619 13.308 8.236  -1.920 -0.275 HN31 AK5 44 
AK5 HN3A HN3A H  0 0 N N N 59.303 27.746 12.161 7.902  -3.447 -0.890 HN3A AK5 45 
AK5 HN11 HN11 H  0 0 N N N 62.531 20.947 16.800 -0.812 3.330  0.934  HN11 AK5 46 
AK5 H29  H29  H  0 1 N N N 66.403 21.191 17.435 -2.932 6.661  -0.748 H29  AK5 47 
AK5 H29A H29A H  0 0 N N N 65.859 22.067 18.906 -3.906 5.522  -1.708 H29A AK5 48 
AK5 H29B H29B H  0 0 N N N 66.252 20.316 18.996 -4.335 5.850  -0.012 H29B AK5 49 
AK5 HN22 HN22 H  0 0 N N N 63.365 15.347 20.800 -6.835 0.170  -0.584 HN22 AK5 50 
AK5 H25  H25  H  0 1 N N N 61.946 10.825 21.456 -9.529 -3.668 -1.144 H25  AK5 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 
AK5 C23  C28  DOUB Y N 1  
AK5 C28  C27  SING Y N 2  
AK5 C28  H28  SING N N 3  
AK5 C26  C27  DOUB Y N 4  
AK5 C27  H27  SING N N 5  
AK5 C25  C26  SING Y N 6  
AK5 C26  H26  SING N N 7  
AK5 C24  C23  SING Y N 8  
AK5 C24  C25  DOUB Y N 9  
AK5 C24  H24  SING N N 10 
AK5 N22  C23  SING N N 11 
AK5 C17  C16  DOUB Y N 12 
AK5 C15  C16  SING Y N 13 
AK5 C16  H16  SING N N 14 
AK5 C18  C17  SING Y N 15 
AK5 C17  H17  SING N N 16 
AK5 O19  C29  SING N N 17 
AK5 O19  C18  SING N N 18 
AK5 C15  C20  SING N N 19 
AK5 C20  O21  DOUB N N 20 
AK5 C20  N22  SING N N 21 
AK5 C14  C15  DOUB Y N 22 
AK5 N11  C13  SING N N 23 
AK5 C13  C18  DOUB Y N 24 
AK5 C13  C14  SING Y N 25 
AK5 C14  H14  SING N N 26 
AK5 N8   C9   DOUB Y N 27 
AK5 C9   N10  SING Y N 28 
AK5 C9   H9   SING N N 29 
AK5 N31  C7   SING N N 30 
AK5 C7   C6   DOUB Y N 31 
AK5 C7   N8   SING Y N 32 
AK5 C6   C5   SING Y N 33 
AK5 C5   S4   SING N N 34 
AK5 C5   N10  DOUB Y N 35 
AK5 BR30 C6   SING N N 36 
AK5 C1   C3   SING N N 37 
AK5 C3   N11  SING N N 38 
AK5 C3   O12  DOUB N N 39 
AK5 S4   C2   SING N N 40 
AK5 C1   C2   SING N N 41 
AK5 C2   H2   SING N N 42 
AK5 C2   H2A  SING N N 43 
AK5 C1   H1   SING N N 44 
AK5 C1   H1A  SING N N 45 
AK5 N31  HN31 SING N N 46 
AK5 N31  HN3A SING N N 47 
AK5 N11  HN11 SING N N 48 
AK5 C29  H29  SING N N 49 
AK5 C29  H29A SING N N 50 
AK5 C29  H29B SING N N 51 
AK5 N22  HN22 SING N N 52 
AK5 C25  H25  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 
AK5 SMILES           ACDLabs              10.04 "Brc3c(SCCC(=O)Nc2cc(C(=O)Nc1ccccc1)ccc2OC)ncnc3N"                                                                                                                            
AK5 SMILES_CANONICAL CACTVS               3.341 "COc1ccc(cc1NC(=O)CCSc2ncnc(N)c2Br)C(=O)Nc3ccccc3"                                                                                                                            
AK5 SMILES           CACTVS               3.341 "COc1ccc(cc1NC(=O)CCSc2ncnc(N)c2Br)C(=O)Nc3ccccc3"                                                                                                                            
AK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSc2c(c(ncn2)N)Br)C(=O)Nc3ccccc3"                                                                                                                          
AK5 SMILES           "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSc2c(c(ncn2)N)Br)C(=O)Nc3ccccc3"                                                                                                                          
AK5 InChI            InChI                1.03  "InChI=1S/C21H20BrN5O3S/c1-30-16-8-7-13(20(29)26-14-5-3-2-4-6-14)11-15(16)27-17(28)9-10-31-21-18(22)19(23)24-12-25-21/h2-8,11-12H,9-10H2,1H3,(H,26,29)(H,27,28)(H2,23,24,25)" 
AK5 InChIKey         InChI                1.03  SSEJHILVXYLIBN-UHFFFAOYSA-N                                                                                                                                                   
# 
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 
AK5 "SYSTEMATIC NAME" ACDLabs              10.04 "3-({3-[(6-amino-5-bromopyrimidin-4-yl)sulfanyl]propanoyl}amino)-4-methoxy-N-phenylbenzamide" 
AK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[3-(6-amino-5-bromo-pyrimidin-4-yl)sulfanylpropanoylamino]-4-methoxy-N-phenyl-benzamide"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AK5 "Create component"     2008-06-24 RCSB 
AK5 "Modify aromatic_flag" 2011-06-04 RCSB 
AK5 "Modify descriptor"    2011-06-04 RCSB 
# 
