data_PUZ
# 
_chem_comp.id                                    PUZ 
_chem_comp.name                                  8-(2,5-DIMETHOXY-BENZYL)-2-FLUORO-9-PENT-9H-PURIN-6-YLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 F N5 O2" 
_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                        369.393 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PUZ 
_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        1UYI 
_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 
PUZ C19  C19  C 0 1 N N N 5.199  7.982  29.013 5.776  1.832  -2.792 C19  PUZ 1  
PUZ C18  C18  C 0 1 N N N 4.981  7.654  27.777 5.074  1.092  -2.210 C18  PUZ 2  
PUZ C17  C17  C 0 1 N N N 4.680  7.289  26.366 4.194  0.165  -1.481 C17  PUZ 3  
PUZ C16  C16  C 0 1 N N N 3.354  7.933  25.908 2.738  0.604  -1.650 C16  PUZ 4  
PUZ C15  C15  C 0 1 N N N 3.466  9.461  26.031 1.823  -0.359 -0.892 C15  PUZ 5  
PUZ N2   N2   N 0 1 Y N N 2.283  10.033 25.356 0.429  0.061  -1.055 N2   PUZ 6  
PUZ C12  C12  C 0 1 Y N N 1.033  10.147 25.850 -0.427 -0.336 -2.049 C12  PUZ 7  
PUZ N4   N4   N 0 1 Y N N 0.566  9.767  27.042 -0.333 -1.144 -3.101 N4   PUZ 8  
PUZ C11  C11  C 0 1 Y N N 0.225  10.747 24.923 -1.641 0.325  -1.802 C11  PUZ 9  
PUZ C13  C13  C 0 1 Y N N -1.123 10.934 25.230 -2.711 0.102  -2.685 C13  PUZ 10 
PUZ N5   N5   N 0 1 N N N -2.008 11.492 24.385 -3.930 0.727  -2.492 N5   PUZ 11 
PUZ N3   N3   N 0 1 Y N N -1.560 10.549 26.428 -2.526 -0.723 -3.710 N3   PUZ 12 
PUZ C14  C14  C 0 1 Y N N -0.726 9.979  27.307 -1.364 -1.324 -3.903 C14  PUZ 13 
PUZ F1   F1   F 0 1 N N N -1.180 9.600  28.474 -1.228 -2.153 -4.962 F1   PUZ 14 
PUZ N1   N1   N 0 1 Y N N 0.997  11.024 23.841 -1.468 1.074  -0.687 N1   PUZ 15 
PUZ C10  C10  C 0 1 Y N N 2.246  10.548 24.120 -0.254 0.918  -0.244 C10  PUZ 16 
PUZ C9   C9   C 0 1 N N N 3.481  10.617 23.259 0.313  1.591  0.978  C9   PUZ 17 
PUZ C1   C1   C 0 1 Y N N 4.367  11.796 23.646 0.071  0.723  2.186  C1   PUZ 18 
PUZ C2   C2   C 0 1 Y N N 5.740  11.732 23.333 -1.091 0.875  2.927  C2   PUZ 19 
PUZ O2   O2   O 0 1 N N N 6.215  10.596 22.709 -2.012 1.807  2.563  O2   PUZ 20 
PUZ C7   C7   C 0 1 N N N 7.496  10.037 23.023 -3.080 1.722  3.508  C7   PUZ 21 
PUZ C3   C3   C 0 1 Y N N 6.611  12.802 23.622 -1.313 0.077  4.040  C3   PUZ 22 
PUZ C4   C4   C 0 1 Y N N 6.055  13.934 24.236 -0.377 -0.868 4.409  C4   PUZ 23 
PUZ C5   C5   C 0 1 Y N N 4.695  13.995 24.577 0.784  -1.021 3.668  C5   PUZ 24 
PUZ C6   C6   C 0 1 Y N N 3.837  12.919 24.274 1.009  -0.219 2.559  C6   PUZ 25 
PUZ O5   O5   O 0 1 N N N 4.163  15.108 25.189 1.706  -1.952 4.032  O5   PUZ 26 
PUZ C8   C8   C 0 1 N N N 4.943  16.252 25.577 1.197  -2.603 5.198  C8   PUZ 27 
PUZ H19  H19  H 0 1 N N N 5.382  8.258  30.052 6.404  2.493  -3.313 H19  PUZ 28 
PUZ H171 1H17 H 0 0 N N N 4.676  6.184  26.216 4.455  0.173  -0.422 H171 PUZ 29 
PUZ H172 2H17 H 0 0 N N N 5.523  7.547  25.683 4.318  -0.841 -1.878 H172 PUZ 30 
PUZ H161 1H16 H 0 0 N N N 2.474  7.527  26.459 2.477  0.596  -2.709 H161 PUZ 31 
PUZ H162 2H16 H 0 0 N N N 3.059  7.611  24.882 2.614  1.612  -1.253 H162 PUZ 32 
PUZ H151 1H15 H 0 0 N N N 4.431  9.863  25.642 2.084  -0.350 0.165  H151 PUZ 33 
PUZ H152 2H15 H 0 0 N N N 3.582  9.809  27.084 1.948  -1.366 -1.289 H152 PUZ 34 
PUZ H5N1 1H5N H 0 0 N N N -2.994 11.629 24.610 -4.662 0.565  -3.108 H5N1 PUZ 35 
PUZ H5N2 2H5N H 0 0 N N N -1.673 11.787 23.468 -4.054 1.327  -1.740 H5N2 PUZ 36 
PUZ H9C1 1H9C H 0 0 N N N 3.222  10.640 22.175 -0.172 2.556  1.121  H9C1 PUZ 37 
PUZ H9C2 2H9C H 0 0 N N N 4.047  9.657  23.281 1.385  1.739  0.846  H9C2 PUZ 38 
PUZ H7C1 1H7C H 0 0 N N N 7.880  9.119  22.519 -3.848 2.454  3.256  H7C1 PUZ 39 
PUZ H7C2 2H7C H 0 0 N N N 7.529  9.859  24.123 -3.511 0.721  3.481  H7C2 PUZ 40 
PUZ H7C3 3H7C H 0 0 N N N 8.258  10.840 22.893 -2.698 1.926  4.508  H7C3 PUZ 41 
PUZ H3   H3   H 0 1 N N N 7.685  12.751 23.376 -2.218 0.195  4.617  H3   PUZ 42 
PUZ H4   H4   H 0 1 N N N 6.703  14.799 24.456 -0.551 -1.490 5.275  H4   PUZ 43 
PUZ H6   H6   H 0 1 N N N 2.765  12.966 24.530 1.915  -0.337 1.982  H6   PUZ 44 
PUZ H8C1 1H8C H 0 0 N N N 4.512  17.153 26.073 1.905  -3.362 5.529  H8C1 PUZ 45 
PUZ H8C2 2H8C H 0 0 N N N 5.487  16.603 24.669 1.055  -1.868 5.991  H8C2 PUZ 46 
PUZ H8C3 3H8C H 0 0 N N N 5.770  15.882 26.227 0.242  -3.074 4.964  H8C3 PUZ 47 
# 
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 
PUZ C19 C18  TRIP N N 1  
PUZ C19 H19  SING N N 2  
PUZ C18 C17  SING N N 3  
PUZ C17 C16  SING N N 4  
PUZ C17 H171 SING N N 5  
PUZ C17 H172 SING N N 6  
PUZ C16 C15  SING N N 7  
PUZ C16 H161 SING N N 8  
PUZ C16 H162 SING N N 9  
PUZ C15 N2   SING N N 10 
PUZ C15 H151 SING N N 11 
PUZ C15 H152 SING N N 12 
PUZ N2  C12  SING Y N 13 
PUZ N2  C10  SING Y N 14 
PUZ C12 N4   DOUB Y N 15 
PUZ C12 C11  SING Y N 16 
PUZ N4  C14  SING Y N 17 
PUZ C11 C13  DOUB Y N 18 
PUZ C11 N1   SING Y N 19 
PUZ C13 N5   SING N N 20 
PUZ C13 N3   SING Y N 21 
PUZ N5  H5N1 SING N N 22 
PUZ N5  H5N2 SING N N 23 
PUZ N3  C14  DOUB Y N 24 
PUZ C14 F1   SING N N 25 
PUZ N1  C10  DOUB Y N 26 
PUZ C10 C9   SING N N 27 
PUZ C9  C1   SING N N 28 
PUZ C9  H9C1 SING N N 29 
PUZ C9  H9C2 SING N N 30 
PUZ C1  C2   DOUB Y N 31 
PUZ C1  C6   SING Y N 32 
PUZ C2  O2   SING N N 33 
PUZ C2  C3   SING Y N 34 
PUZ O2  C7   SING N N 35 
PUZ C7  H7C1 SING N N 36 
PUZ C7  H7C2 SING N N 37 
PUZ C7  H7C3 SING N N 38 
PUZ C3  C4   DOUB Y N 39 
PUZ C3  H3   SING N N 40 
PUZ C4  C5   SING Y N 41 
PUZ C4  H4   SING N N 42 
PUZ C5  C6   DOUB Y N 43 
PUZ C5  O5   SING N N 44 
PUZ C6  H6   SING N N 45 
PUZ O5  C8   SING N N 46 
PUZ C8  H8C1 SING N N 47 
PUZ C8  H8C2 SING N N 48 
PUZ C8  H8C3 SING N N 49 
# 
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 
PUZ SMILES           ACDLabs              10.04 Fc1nc(c2nc(n(c2n1)CCCC#C)Cc3cc(OC)ccc3OC)N                                                                                                              
PUZ InChI            InChI                1.02b InChI=1/C19H20FN5O2/c1-4-5-6-9-25-15(22-16-17(21)23-19(20)24-18(16)25)11-12-10-13(26-2)7-8-14(12)27-3/h1,7-8,10H,5-6,9,11H2,2-3H3,(H2,21,23,24)/f/h21H2 
PUZ InChIKey         InChI                1.02b RMOYVWKKOKERSW-QVUQFMIFCV                                                                                                                               
PUZ SMILES_CANONICAL CACTVS               3.341 COc1ccc(OC)c(Cc2nc3c(N)nc(F)nc3n2CCCC#C)c1                                                                                                              
PUZ SMILES           CACTVS               3.341 COc1ccc(OC)c(Cc2nc3c(N)nc(F)nc3n2CCCC#C)c1                                                                                                              
PUZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1)Cc2nc3c(nc(nc3n2CCCC#C)F)N)OC                                                                                                              
PUZ SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1)Cc2nc3c(nc(nc3n2CCCC#C)F)N)OC                                                                                                              
# 
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 
PUZ "SYSTEMATIC NAME" ACDLabs              10.04 8-(2,5-dimethoxybenzyl)-2-fluoro-9-pent-4-yn-1-yl-9H-purin-6-amine   
PUZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 8-[(2,5-dimethoxyphenyl)methyl]-2-fluoro-9-pent-4-ynyl-purin-6-amine 
# 
