data_PU9
# 
_chem_comp.id                                    PU9 
_chem_comp.name                                  8-(2-CHLORO-3,4,5-TRIMETHOXY-BENZYL)-9-PENT-4-YLNYL-9H-PURIN-6-YLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 Cl N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-02 
_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                        415.873 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PU9 
_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        1UYE 
_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 
PU9 CL   CL   CL 0 0 N N N 2.256  13.990 24.257 -1.881 -1.989 -1.899 CL   PU9 1  
PU9 C13  C13  C  0 1 Y N N 3.869  13.263 24.286 -0.511 -0.953 -2.147 C13  PU9 2  
PU9 C15  C15  C  0 1 Y N N 4.946  13.947 24.877 -0.372 -0.262 -3.342 C15  PU9 3  
PU9 O3   O3   O  0 1 N N N 4.981  15.221 25.514 -1.309 -0.395 -4.319 O3   PU9 4  
PU9 C20  C20  C  0 1 N N N 5.159  16.515 25.701 -0.860 -1.443 -5.181 C20  PU9 5  
PU9 C17  C17  C  0 1 Y N N 6.221  13.431 24.881 0.722  0.571  -3.537 C17  PU9 6  
PU9 O2   O2   O  0 1 N N N 7.222  14.227 25.535 0.862  1.251  -4.708 O2   PU9 7  
PU9 C19  C19  C  0 1 N N N 8.329  14.803 24.785 0.186  2.499  -4.543 C19  PU9 8  
PU9 C16  C16  C  0 1 Y N N 6.493  12.218 24.292 1.679  0.701  -2.538 C16  PU9 9  
PU9 O1   O1   O  0 1 N N N 7.804  11.783 24.348 2.754  1.512  -2.726 O1   PU9 10 
PU9 C18  C18  C  0 1 N N N 8.284  10.656 23.581 3.540  1.439  -1.534 C18  PU9 11 
PU9 C14  C14  C  0 1 Y N N 5.448  11.503 23.689 1.533  0.007  -1.346 C14  PU9 12 
PU9 C12  C12  C  0 1 Y N N 4.129  12.007 23.684 0.441  -0.817 -1.153 C12  PU9 13 
PU9 C6   C6   C  0 1 N N N 3.045  11.173 22.981 0.286  -1.569 0.143  C6   PU9 14 
PU9 C5   C5   C  0 1 Y N N 1.853  10.879 23.883 -0.491 -0.729 1.121  C5   PU9 15 
PU9 N3   N3   N  0 1 Y N N 0.605  11.302 23.643 -1.786 -0.740 1.251  N3   PU9 16 
PU9 C2   C2   C  0 1 Y N N -0.151 10.881 24.654 -2.150 0.133  2.220  C2   PU9 17 
PU9 C3   C3   C  0 1 Y N N -1.477 10.972 24.982 -3.375 0.533  2.780  C3   PU9 18 
PU9 N5   N5   N  0 1 N N N -2.438 11.652 24.150 -4.568 -0.007 2.335  N5   PU9 19 
PU9 C1   C1   C  0 1 Y N N 0.668  10.233 25.524 -0.972 0.718  2.714  C1   PU9 20 
PU9 N1   N1   N  0 1 Y N N 0.285  9.660  26.666 -1.057 1.621  3.685  N1   PU9 21 
PU9 C4   C4   C  0 1 Y N N -1.023 9.797  26.949 -2.227 1.965  4.180  C4   PU9 22 
PU9 N2   N2   N  0 1 Y N N -1.877 10.442 26.135 -3.361 1.444  3.749  N2   PU9 23 
PU9 N4   N4   N  0 1 Y N N 1.902  10.207 25.069 0.057  0.150  2.006  N4   PU9 24 
PU9 C7   C7   C  0 1 N N N 3.061  9.578  25.704 1.484  0.438  2.170  C7   PU9 25 
PU9 C8   C8   C  0 1 N N N 3.037  8.061  25.489 2.079  -0.510 3.212  C8   PU9 26 
PU9 C9   C9   C  0 1 N N N 3.155  7.706  24.013 3.569  -0.209 3.384  C9   PU9 27 
PU9 C10  C10  C  0 1 N N N 4.569  7.851  23.434 4.142  -1.122 4.386  C10  PU9 28 
PU9 C11  C11  C  0 1 N N N 5.692  7.960  23.073 4.599  -1.851 5.186  C11  PU9 29 
PU9 H201 1H20 H  0 0 N N N 5.186  17.512 26.199 -1.568 -1.567 -6.001 H201 PU9 30 
PU9 H202 2H20 H  0 0 N N N 4.520  16.838 24.846 0.119  -1.189 -5.582 H202 PU9 31 
PU9 H203 3H20 H  0 0 N N N 6.225  16.527 25.374 -0.792 -2.373 -4.616 H203 PU9 32 
PU9 H191 1H19 H  0 0 N N N 9.106  15.421 25.293 0.303  3.098  -5.447 H191 PU9 33 
PU9 H192 2H19 H  0 0 N N N 7.904  15.401 23.945 -0.873 2.317  -4.364 H192 PU9 34 
PU9 H193 3H19 H  0 0 N N N 8.844  13.978 24.240 0.611  3.034  -3.695 H193 PU9 35 
PU9 H181 1H18 H  0 0 N N N 9.341  10.305 23.626 4.418  2.077  -1.639 H181 PU9 36 
PU9 H182 2H18 H  0 0 N N N 8.040  10.850 22.510 2.945  1.776  -0.686 H182 PU9 37 
PU9 H183 3H18 H  0 0 N N N 7.630  9.785  23.819 3.857  0.409  -1.370 H183 PU9 38 
PU9 H14  H14  H  0 1 N N N 5.660  10.532 23.211 2.275  0.110  -0.568 H14  PU9 39 
PU9 H6C1 1H6C H  0 0 N N N 3.473  10.232 22.563 -0.246 -2.502 -0.039 H6C1 PU9 40 
PU9 H6C2 2H6C H  0 0 N N N 2.718  11.659 22.032 1.271  -1.789 0.555  H6C2 PU9 41 
PU9 H5N1 1H5N H  0 0 N N N -3.426 11.720 24.394 -5.407 0.277  2.730  H5N1 PU9 42 
PU9 H5N2 2H5N H  0 0 N N N -2.131 12.058 23.266 -4.565 -0.671 1.628  H5N2 PU9 43 
PU9 H4   H4   H  0 1 N N N -1.410 9.363  27.886 -2.261 2.703  4.969  H4   PU9 44 
PU9 H7C1 1H7C H  0 0 N N N 3.134  9.842  26.785 1.994  0.298  1.218  H7C1 PU9 45 
PU9 H7C2 2H7C H  0 0 N N N 4.019  10.030 25.357 1.610  1.468  2.503  H7C2 PU9 46 
PU9 H8C1 1H8C H  0 0 N N N 2.133  7.598  25.949 1.568  -0.370 4.165  H8C1 PU9 47 
PU9 H8C2 2H8C H  0 0 N N N 3.821  7.550  26.096 1.952  -1.540 2.880  H8C2 PU9 48 
PU9 H9C1 1H9C H  0 0 N N N 2.427  8.299  23.412 3.696  0.820  3.716  H9C1 PU9 49 
PU9 H9C2 2H9C H  0 0 N N N 2.764  6.678  23.829 4.080  -0.349 2.431  H9C2 PU9 50 
PU9 H11  H11  H  0 1 N N N 6.725  8.060  22.741 5.007  -2.502 5.901  H11  PU9 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 
PU9 CL  C13  SING N N 1  
PU9 C13 C15  DOUB Y N 2  
PU9 C13 C12  SING Y N 3  
PU9 C15 O3   SING N N 4  
PU9 C15 C17  SING Y N 5  
PU9 O3  C20  SING N N 6  
PU9 C20 H201 SING N N 7  
PU9 C20 H202 SING N N 8  
PU9 C20 H203 SING N N 9  
PU9 C17 O2   SING N N 10 
PU9 C17 C16  DOUB Y N 11 
PU9 O2  C19  SING N N 12 
PU9 C19 H191 SING N N 13 
PU9 C19 H192 SING N N 14 
PU9 C19 H193 SING N N 15 
PU9 C16 O1   SING N N 16 
PU9 C16 C14  SING Y N 17 
PU9 O1  C18  SING N N 18 
PU9 C18 H181 SING N N 19 
PU9 C18 H182 SING N N 20 
PU9 C18 H183 SING N N 21 
PU9 C14 C12  DOUB Y N 22 
PU9 C14 H14  SING N N 23 
PU9 C12 C6   SING N N 24 
PU9 C6  C5   SING N N 25 
PU9 C6  H6C1 SING N N 26 
PU9 C6  H6C2 SING N N 27 
PU9 C5  N3   DOUB Y N 28 
PU9 C5  N4   SING Y N 29 
PU9 N3  C2   SING Y N 30 
PU9 C2  C3   DOUB Y N 31 
PU9 C2  C1   SING Y N 32 
PU9 C3  N5   SING N N 33 
PU9 C3  N2   SING Y N 34 
PU9 N5  H5N1 SING N N 35 
PU9 N5  H5N2 SING N N 36 
PU9 C1  N1   DOUB Y N 37 
PU9 C1  N4   SING Y N 38 
PU9 N1  C4   SING Y N 39 
PU9 C4  N2   DOUB Y N 40 
PU9 C4  H4   SING N N 41 
PU9 N4  C7   SING N N 42 
PU9 C7  C8   SING N N 43 
PU9 C7  H7C1 SING N N 44 
PU9 C7  H7C2 SING N N 45 
PU9 C8  C9   SING N N 46 
PU9 C8  H8C1 SING N N 47 
PU9 C8  H8C2 SING N N 48 
PU9 C9  C10  SING N N 49 
PU9 C9  H9C1 SING N N 50 
PU9 C9  H9C2 SING N N 51 
PU9 C10 C11  TRIP N N 52 
PU9 C11 H11  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 
PU9 SMILES           ACDLabs              10.04 Clc1c(OC)c(OC)c(OC)cc1Cc3nc2c(ncnc2n3CCCC#C)N                                                                                                              
PU9 InChI            InChI                1.02b InChI=1/C20H22ClN5O3/c1-5-6-7-8-26-14(25-16-19(22)23-11-24-20(16)26)10-12-9-13(27-2)17(28-3)18(29-4)15(12)21/h1,9,11H,6-8,10H2,2-4H3,(H2,22,23,24)/f/h22H2 
PU9 InChIKey         InChI                1.02b WUJFGZAAFADPSF-MRSUPTMICB                                                                                                                                  
PU9 SMILES_CANONICAL CACTVS               3.341 COc1cc(Cc2nc3c(N)ncnc3n2CCCC#C)c(Cl)c(OC)c1OC                                                                                                              
PU9 SMILES           CACTVS               3.341 COc1cc(Cc2nc3c(N)ncnc3n2CCCC#C)c(Cl)c(OC)c1OC                                                                                                              
PU9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc(c(c(c1OC)OC)Cl)Cc2nc3c(ncnc3n2CCCC#C)N                                                                                                              
PU9 SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc(c(c(c1OC)OC)Cl)Cc2nc3c(ncnc3n2CCCC#C)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 
PU9 "SYSTEMATIC NAME" ACDLabs              10.04 8-(2-chloro-3,4,5-trimethoxybenzyl)-9-pent-4-yn-1-yl-9H-purin-6-amine    
PU9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 8-[(2-chloro-3,4,5-trimethoxy-phenyl)methyl]-9-pent-4-ynyl-purin-6-amine 
# 
