data_PSB
# 
_chem_comp.id                                    PSB 
_chem_comp.name                                  3-(5-AMINO-7-HYDROXY-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-2-YL)-N-[2-(2-(HYDROXYMETHYL-PHENYLSULFANYL)-BENZYL]-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H21 N7 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-22 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        499.544 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSB 
_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        1RSD 
_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 
PSB N1   N1   N 0 1 N N N 48.243 44.685 78.785 -2.511 -1.554 8.498  N1   PSB 1  
PSB C2   C2   C 0 1 Y N N 48.317 45.417 77.470 -1.566 -0.921 7.711  C2   PSB 2  
PSB N3   N3   N 0 1 Y N N 47.304 46.317 77.112 -0.733 -0.055 8.288  N3   PSB 3  
PSB C4   C4   C 0 1 Y N N 47.347 47.062 75.927 0.192  0.582  7.592  C4   PSB 4  
PSB O5   O5   O 0 1 N N N 46.391 47.858 75.695 1.029  1.457  8.194  O5   PSB 5  
PSB C6   C6   C 0 1 Y N N 48.513 46.933 74.966 0.286  0.327  6.204  C6   PSB 6  
PSB N7   N7   N 0 1 Y N N 48.981 47.478 73.675 1.044  0.747  5.206  N7   PSB 7  
PSB N8   N8   N 0 1 Y N N 50.214 46.767 73.542 0.666  0.155  4.126  N8   PSB 8  
PSB N9   N9   N 0 1 Y N N 50.326 45.927 74.674 -0.316 -0.648 4.343  N9   PSB 9  
PSB C10  C10  C 0 1 Y N N 49.497 45.972 75.405 -0.624 -0.606 5.627  C10  PSB 10 
PSB N11  N11  N 0 1 Y N N 49.347 45.257 76.677 -1.523 -1.203 6.425  N11  PSB 11 
PSB C12  C12  C 0 1 Y N N 51.203 46.787 72.669 1.250  0.362  2.870  C12  PSB 12 
PSB C13  C13  C 0 1 Y N N 52.173 47.828 72.771 2.309  1.252  2.734  C13  PSB 13 
PSB C14  C14  C 0 1 Y N N 53.354 47.716 71.993 2.890  1.459  1.497  C14  PSB 14 
PSB C15  C15  C 0 1 Y N N 53.524 46.566 71.166 2.422  0.783  0.388  C15  PSB 15 
PSB C16  C16  C 0 1 Y N N 52.472 45.559 71.053 1.359  -0.113 0.514  C16  PSB 16 
PSB C17  C17  C 0 1 Y N N 51.317 45.732 71.823 0.777  -0.326 1.764  C17  PSB 17 
PSB C18  C18  C 0 1 N N N 52.611 44.354 70.309 0.856  -0.839 -0.671 C18  PSB 18 
PSB O19  O19  O 0 1 N N N 51.639 43.508 70.140 -0.068 -1.619 -0.559 O19  PSB 19 
PSB N20  N20  N 0 1 N N N 53.735 44.052 70.040 1.424  -0.635 -1.876 N20  PSB 20 
PSB C21  C21  C 0 1 N N N 53.769 42.590 69.676 0.925  -1.354 -3.052 C21  PSB 21 
PSB C22  C22  C 0 1 Y N N 55.112 42.014 70.129 1.637  -0.858 -4.284 C22  PSB 22 
PSB C23  C23  C 0 1 Y N N 55.329 42.432 71.576 2.655  -1.606 -4.843 C23  PSB 23 
PSB C24  C24  C 0 1 Y N N 56.421 41.982 72.349 3.309  -1.151 -5.973 C24  PSB 24 
PSB C25  C25  C 0 1 Y N N 57.348 41.154 71.814 2.947  0.053  -6.548 C25  PSB 25 
PSB C26  C26  C 0 1 Y N N 57.211 40.740 70.434 1.931  0.806  -5.994 C26  PSB 26 
PSB C27  C27  C 0 1 Y N N 56.002 41.226 69.577 1.267  0.349  -4.861 C27  PSB 27 
PSB S28  S28  S 0 1 N N N 55.775 40.729 67.954 -0.029 1.307  -4.152 S28  PSB 28 
PSB C29  C29  C 0 1 Y N N 57.287 40.362 67.242 -1.426 0.376  -4.689 C29  PSB 29 
PSB C30  C30  C 0 1 Y N N 58.291 39.660 67.989 -1.256 -0.693 -5.560 C30  PSB 30 
PSB C31  C31  C 0 1 Y N N 59.506 39.357 67.404 -2.353 -1.420 -5.979 C31  PSB 31 
PSB C32  C32  C 0 1 Y N N 59.754 39.741 66.047 -3.618 -1.085 -5.533 C32  PSB 32 
PSB C33  C33  C 0 1 Y N N 58.745 40.449 65.303 -3.791 -0.021 -4.666 C33  PSB 33 
PSB C34  C34  C 0 1 Y N N 57.518 40.751 65.914 -2.698 0.706  -4.238 C34  PSB 34 
PSB C35  C35  C 0 1 N N N 56.409 41.508 65.140 -2.886 1.865  -3.294 C35  PSB 35 
PSB O36  O36  O 0 1 N N N 56.514 42.898 65.322 -4.275 2.011  -2.990 O36  PSB 36 
PSB HN11 1HN1 H 0 0 N N N 48.980 44.030 79.045 -2.558 -1.364 9.448  HN11 PSB 37 
PSB HN12 2HN1 H 0 0 N N N 47.347 44.199 78.834 -3.130 -2.185 8.098  HN12 PSB 38 
PSB HO5  HO5  H 0 1 N N N 46.420 48.363 74.891 1.801  0.952  8.484  HO5  PSB 39 
PSB H13  H13  H 0 1 N N N 52.014 48.695 73.433 2.679  1.785  3.597  H13  PSB 40 
PSB H14  H14  H 0 1 N N N 54.123 48.505 72.030 3.712  2.152  1.397  H14  PSB 41 
PSB H15  H15  H 0 1 N N N 54.471 46.455 70.612 2.878  0.947  -0.576 H15  PSB 42 
PSB H17  H17  H 0 1 N N N 50.476 45.020 71.761 -0.044 -1.018 1.867  H17  PSB 43 
PSB H20  H20  H 0 1 N N N 54.432 44.794 70.100 2.162  -0.013 -1.966 H20  PSB 44 
PSB H211 1H21 H 0 0 N N N 52.899 42.025 70.085 -0.145 -1.181 -3.156 H211 PSB 45 
PSB H212 2H21 H 0 0 N N N 53.568 42.412 68.593 1.111  -2.421 -2.930 H212 PSB 46 
PSB H23  H23  H 0 1 N N N 54.642 43.113 72.105 2.940  -2.547 -4.396 H23  PSB 47 
PSB H24  H24  H 0 1 N N N 56.553 42.286 73.400 4.104  -1.738 -6.408 H24  PSB 48 
PSB H25  H25  H 0 1 N N N 58.174 40.832 72.470 3.460  0.406  -7.430 H25  PSB 49 
PSB H26  H26  H 0 1 N N N 58.002 40.075 70.047 1.650  1.747  -6.443 H26  PSB 50 
PSB H30  H30  H 0 1 N N N 58.125 39.347 69.033 -0.268 -0.955 -5.909 H30  PSB 51 
PSB H31  H31  H 0 1 N N N 60.259 38.821 68.005 -2.222 -2.251 -6.655 H31  PSB 52 
PSB H32  H32  H 0 1 N N N 60.719 39.492 65.576 -4.474 -1.655 -5.862 H32  PSB 53 
PSB H33  H33  H 0 1 N N N 58.913 40.761 64.258 -4.780 0.238  -4.321 H33  PSB 54 
PSB H351 1H35 H 0 0 N N N 56.407 41.236 64.058 -2.519 2.779  -3.762 H351 PSB 55 
PSB H352 2H35 H 0 0 N N N 55.393 41.135 65.412 -2.331 1.679  -2.375 H352 PSB 56 
PSB H36  H36  H 0 1 N N N 55.834 43.362 64.847 -4.352 2.761  -2.384 H36  PSB 57 
# 
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 
PSB N1  C2   SING N N 1  
PSB N1  HN11 SING N N 2  
PSB N1  HN12 SING N N 3  
PSB C2  N3   SING Y N 4  
PSB C2  N11  DOUB Y N 5  
PSB N3  C4   DOUB Y N 6  
PSB C4  O5   SING N N 7  
PSB C4  C6   SING Y N 8  
PSB O5  HO5  SING N N 9  
PSB C6  N7   DOUB Y N 10 
PSB C6  C10  SING Y N 11 
PSB N7  N8   SING Y N 12 
PSB N8  N9   SING Y N 13 
PSB N8  C12  SING N N 14 
PSB N9  C10  DOUB Y N 15 
PSB C10 N11  SING Y N 16 
PSB C12 C13  SING Y N 17 
PSB C12 C17  DOUB Y N 18 
PSB C13 C14  DOUB Y N 19 
PSB C13 H13  SING N N 20 
PSB C14 C15  SING Y N 21 
PSB C14 H14  SING N N 22 
PSB C15 C16  DOUB Y N 23 
PSB C15 H15  SING N N 24 
PSB C16 C17  SING Y N 25 
PSB C16 C18  SING N N 26 
PSB C17 H17  SING N N 27 
PSB C18 O19  DOUB N N 28 
PSB C18 N20  SING N N 29 
PSB N20 C21  SING N N 30 
PSB N20 H20  SING N N 31 
PSB C21 C22  SING N N 32 
PSB C21 H211 SING N N 33 
PSB C21 H212 SING N N 34 
PSB C22 C23  DOUB Y N 35 
PSB C22 C27  SING Y N 36 
PSB C23 C24  SING Y N 37 
PSB C23 H23  SING N N 38 
PSB C24 C25  DOUB Y N 39 
PSB C24 H24  SING N N 40 
PSB C25 C26  SING Y N 41 
PSB C25 H25  SING N N 42 
PSB C26 C27  DOUB Y N 43 
PSB C26 H26  SING N N 44 
PSB C27 S28  SING N N 45 
PSB S28 C29  SING N N 46 
PSB C29 C30  DOUB Y N 47 
PSB C29 C34  SING Y N 48 
PSB C30 C31  SING Y N 49 
PSB C30 H30  SING N N 50 
PSB C31 C32  DOUB Y N 51 
PSB C31 H31  SING N N 52 
PSB C32 C33  SING Y N 53 
PSB C32 H32  SING N N 54 
PSB C33 C34  DOUB Y N 55 
PSB C33 H33  SING N N 56 
PSB C34 C35  SING N N 57 
PSB C35 O36  SING N N 58 
PSB C35 H351 SING N N 59 
PSB C35 H352 SING N N 60 
PSB O36 H36  SING N N 61 
# 
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 
PSB SMILES           ACDLabs              10.04 O=C(NCc2ccccc2Sc1ccccc1CO)c3cc(ccc3)n4nc5nc(nc(O)c5n4)N                                                                                                                                              
PSB InChI            InChI                1.02b InChI=1/C25H21N7O3S/c26-25-28-22-21(24(35)29-25)30-32(31-22)18-9-5-8-15(12-18)23(34)27-13-16-6-1-3-10-19(16)36-20-11-4-2-7-17(20)14-33/h1-12,33H,13-14H2,(H,27,34)(H3,26,28,29,31,35)/f/h27,35H,26H2 
PSB InChIKey         InChI                1.02b IXDQOBDHBWEZOH-DOCRFWAHCH                                                                                                                                                                            
PSB SMILES_CANONICAL CACTVS               3.341 Nc1nc(O)c2nn(nc2n1)c3cccc(c3)C(=O)NCc4ccccc4Sc5ccccc5CO                                                                                                                                              
PSB SMILES           CACTVS               3.341 Nc1nc(O)c2nn(nc2n1)c3cccc(c3)C(=O)NCc4ccccc4Sc5ccccc5CO                                                                                                                                              
PSB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CNC(=O)c2cccc(c2)n3nc4c(n3)nc(nc4O)N)Sc5ccccc5CO                                                                                                                                          
PSB SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CNC(=O)c2cccc(c2)n3nc4c(n3)nc(nc4O)N)Sc5ccccc5CO                                                                                                                                          
# 
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 
PSB "SYSTEMATIC NAME" ACDLabs              10.04 3-(5-amino-7-hydroxy-2H-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl)-N-(2-{[2-(hydroxymethyl)phenyl]sulfanyl}benzyl)benzamide    
PSB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(5-amino-7-hydroxy-[1,2,3]triazolo[4,5-e]pyrimidin-2-yl)-N-[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methyl]benzamide 
# 
