data_PU8
# 
_chem_comp.id                                    PU8 
_chem_comp.name                                  9-BUTYL-8-(2-CHLORO-3,4,5-TRIMETHOXY-BENZYL)-9H-PURIN-6-YLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 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                        405.879 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PU8 
_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        1UYD 
_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 
PU8 C19  C19  C  0 1 N N N 4.403  15.528 26.579 3.160  0.153  -3.926 C19  PU8 1  
PU8 O3   O3   O  0 1 N N N 5.122  15.084 25.453 2.597  -0.750 -2.973 O3   PU8 2  
PU8 C5   C5   C  0 1 Y N N 5.091  13.786 24.846 1.419  -0.205 -2.563 C5   PU8 3  
PU8 C6   C6   C  0 1 Y N N 3.959  13.178 24.291 1.383  0.608  -1.440 C6   PU8 4  
PU8 C4   C4   C  0 1 Y N N 6.324  13.153 24.774 0.252  -0.459 -3.272 C4   PU8 5  
PU8 O1   O1   O  0 1 N N N 7.437  13.800 25.363 0.284  -1.252 -4.378 O1   PU8 6  
PU8 C7   C7   C  0 1 N N N 7.968  14.982 24.740 0.059  -2.591 -3.932 C7   PU8 7  
PU8 C3   C3   C  0 1 Y N N 6.465  11.928 24.166 -0.948 0.099  -2.850 C3   PU8 8  
PU8 O2   O2   O  0 1 N N N 7.738  11.276 24.146 -2.093 -0.145 -3.542 O2   PU8 9  
PU8 C8   C8   C  0 1 N N N 8.125  10.375 23.092 -3.140 0.558  -2.870 C8   PU8 10 
PU8 C2   C2   C  0 1 Y N N 5.350  11.326 23.613 -0.977 0.907  -1.724 C2   PU8 11 
PU8 C1   C1   C  0 1 Y N N 4.106  11.922 23.656 0.186  1.157  -1.020 C1   PU8 12 
PU8 C9   C9   C  0 1 N N N 2.981  11.134 22.997 0.150  2.036  0.202  C9   PU8 13 
PU8 C10  C10  C  0 1 Y N N 1.799  10.898 23.897 0.196  1.177  1.439  C10  PU8 14 
PU8 N1   N1   N  0 1 Y N N 0.569  11.343 23.665 1.282  0.715  1.988  N1   PU8 15 
PU8 C11  C11  C  0 1 Y N N -0.186 10.943 24.666 0.959  -0.016 3.081  C11  PU8 16 
PU8 C13  C13  C  0 1 Y N N -1.534 11.121 24.945 1.691  -0.735 4.041  C13  PU8 17 
PU8 N5   N5   N  0 1 N N N -2.439 11.829 24.033 3.072  -0.795 3.978  N5   PU8 18 
PU8 C12  C12  C  0 1 Y N N 0.625  10.270 25.567 -0.440 0.014  3.201  C12  PU8 19 
PU8 N4   N4   N  0 1 Y N N 0.118  9.780  26.717 -1.017 -0.641 4.203  N4   PU8 20 
PU8 C14  C14  C  0 1 Y N N -1.195 9.985  26.947 -0.290 -1.302 5.079  C14  PU8 21 
PU8 N3   N3   N  0 1 Y N N -2.004 10.644 26.089 1.027  -1.355 5.011  N3   PU8 22 
PU8 N2   N2   N  0 1 Y N N 1.854  10.251 25.056 -0.893 0.769  2.149  N2   PU8 23 
PU8 C15  C15  C  0 1 N N N 3.053  9.635  25.638 -2.292 1.084  1.847  C15  PU8 24 
PU8 C16  C16  C  0 1 N N N 2.913  8.131  25.636 -2.910 -0.059 1.041  C16  PU8 25 
PU8 C17  C17  C  0 1 N N N 3.644  7.266  24.612 -4.371 0.270  0.725  C17  PU8 26 
PU8 C18  C18  C  0 1 N N N 4.665  7.894  23.678 -4.988 -0.873 -0.081 C18  PU8 27 
PU8 CL   CL   CL 0 0 N N N 2.419  14.003 24.367 2.841  0.926  -0.552 CL   PU8 28 
PU8 H191 1H19 H  0 0 N N N 4.427  16.538 27.051 4.074  -0.275 -4.338 H191 PU8 29 
PU8 H192 2H19 H  0 0 N N N 4.641  14.806 27.395 2.445  0.324  -4.731 H192 PU8 30 
PU8 H193 3H19 H  0 0 N N N 3.330  15.324 26.354 3.391  1.099  -3.438 H193 PU8 31 
PU8 H7C1 1H7C H  0 0 N N N 8.845  15.492 25.204 0.141  -3.274 -4.777 H7C1 PU8 32 
PU8 H7C2 2H7C H  0 0 N N N 7.145  15.724 24.619 0.802  -2.853 -3.179 H7C2 PU8 33 
PU8 H7C3 3H7C H  0 0 N N N 8.210  14.749 23.677 -0.938 -2.667 -3.499 H7C3 PU8 34 
PU8 H8C1 1H8C H  0 0 N N N 9.117  9.867  23.076 -4.083 0.390  -3.391 H8C1 PU8 35 
PU8 H8C2 2H8C H  0 0 N N N 8.008  10.917 22.125 -3.222 0.196  -1.845 H8C2 PU8 36 
PU8 H8C3 3H8C H  0 0 N N N 7.340  9.586  23.017 -2.914 1.624  -2.862 H8C3 PU8 37 
PU8 H2   H2   H  0 1 N N N 5.458  10.343 23.124 -1.910 1.341  -1.396 H2   PU8 38 
PU8 H9C1 1H9C H  0 0 N N N 3.363  10.169 22.589 -0.768 2.623  0.201  H9C1 PU8 39 
PU8 H9C2 2H9C H  0 0 N N N 2.661  11.624 22.048 1.009  2.707  0.193  H9C2 PU8 40 
PU8 H5N1 1H5N H  0 0 N N N -3.430 11.960 24.238 3.567  -1.295 4.646  H5N1 PU8 41 
PU8 H5N2 2H5N H  0 0 N N N -2.077 12.196 23.153 3.546  -0.338 3.266  H5N2 PU8 42 
PU8 H14  H14  H  0 1 N N N -1.630 9.595  27.882 -0.790 -1.821 5.883  H14  PU8 43 
PU8 H151 1H15 H  0 0 N N N 3.276  10.033 26.656 -2.845 1.212  2.778  H151 PU8 44 
PU8 H152 2H15 H  0 0 N N N 3.985  9.969  25.125 -2.340 2.005  1.267  H152 PU8 45 
PU8 H161 1H16 H  0 0 N N N 1.827  7.887  25.579 -2.862 -0.980 1.621  H161 PU8 46 
PU8 H162 2H16 H  0 0 N N N 3.180  7.760  26.653 -2.357 -0.187 0.110  H162 PU8 47 
PU8 H171 1H17 H  0 0 N N N 2.884  6.731  23.996 -4.418 1.191  0.145  H171 PU8 48 
PU8 H172 2H17 H  0 0 N N N 4.131  6.419  25.149 -4.923 0.397  1.656  H172 PU8 49 
PU8 H181 1H18 H  0 0 N N N 5.199  7.262  22.930 -6.029 -0.639 -0.305 H181 PU8 50 
PU8 H182 2H18 H  0 0 N N N 5.425  8.429  24.294 -4.436 -1.001 -1.011 H182 PU8 51 
PU8 H183 3H18 H  0 0 N N N 4.178  8.741  23.141 -4.941 -1.795 0.499  H183 PU8 52 
# 
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 
PU8 C19 O3   SING N N 1  
PU8 C19 H191 SING N N 2  
PU8 C19 H192 SING N N 3  
PU8 C19 H193 SING N N 4  
PU8 O3  C5   SING N N 5  
PU8 C5  C6   DOUB Y N 6  
PU8 C5  C4   SING Y N 7  
PU8 C6  C1   SING Y N 8  
PU8 C6  CL   SING N N 9  
PU8 C4  O1   SING N N 10 
PU8 C4  C3   DOUB Y N 11 
PU8 O1  C7   SING N N 12 
PU8 C7  H7C1 SING N N 13 
PU8 C7  H7C2 SING N N 14 
PU8 C7  H7C3 SING N N 15 
PU8 C3  O2   SING N N 16 
PU8 C3  C2   SING Y N 17 
PU8 O2  C8   SING N N 18 
PU8 C8  H8C1 SING N N 19 
PU8 C8  H8C2 SING N N 20 
PU8 C8  H8C3 SING N N 21 
PU8 C2  C1   DOUB Y N 22 
PU8 C2  H2   SING N N 23 
PU8 C1  C9   SING N N 24 
PU8 C9  C10  SING N N 25 
PU8 C9  H9C1 SING N N 26 
PU8 C9  H9C2 SING N N 27 
PU8 C10 N1   DOUB Y N 28 
PU8 C10 N2   SING Y N 29 
PU8 N1  C11  SING Y N 30 
PU8 C11 C13  DOUB Y N 31 
PU8 C11 C12  SING Y N 32 
PU8 C13 N5   SING N N 33 
PU8 C13 N3   SING Y N 34 
PU8 N5  H5N1 SING N N 35 
PU8 N5  H5N2 SING N N 36 
PU8 C12 N4   DOUB Y N 37 
PU8 C12 N2   SING Y N 38 
PU8 N4  C14  SING Y N 39 
PU8 C14 N3   DOUB Y N 40 
PU8 C14 H14  SING N N 41 
PU8 N2  C15  SING N N 42 
PU8 C15 C16  SING N N 43 
PU8 C15 H151 SING N N 44 
PU8 C15 H152 SING N N 45 
PU8 C16 C17  SING N N 46 
PU8 C16 H161 SING N N 47 
PU8 C16 H162 SING N N 48 
PU8 C17 C18  SING N N 49 
PU8 C17 H171 SING N N 50 
PU8 C17 H172 SING N N 51 
PU8 C18 H181 SING N N 52 
PU8 C18 H182 SING N N 53 
PU8 C18 H183 SING N N 54 
# 
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 
PU8 SMILES           ACDLabs              10.04 Clc1c(OC)c(OC)c(OC)cc1Cc3nc2c(ncnc2n3CCCC)N                                                                                                          
PU8 InChI            InChI                1.02b InChI=1/C19H24ClN5O3/c1-5-6-7-25-13(24-15-18(21)22-10-23-19(15)25)9-11-8-12(26-2)16(27-3)17(28-4)14(11)20/h8,10H,5-7,9H2,1-4H3,(H2,21,22,23)/f/h21H2 
PU8 InChIKey         InChI                1.02b IVPCTHKPOPQMSX-QVUQFMIFCZ                                                                                                                            
PU8 SMILES_CANONICAL CACTVS               3.341 CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2Cl)nc3c(N)ncnc13                                                                                                        
PU8 SMILES           CACTVS               3.341 CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2Cl)nc3c(N)ncnc13                                                                                                        
PU8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCn1c(nc2c1ncnc2N)Cc3cc(c(c(c3Cl)OC)OC)OC                                                                                                          
PU8 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCn1c(nc2c1ncnc2N)Cc3cc(c(c(c3Cl)OC)OC)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 
PU8 "SYSTEMATIC NAME" ACDLabs              10.04 9-butyl-8-(2-chloro-3,4,5-trimethoxybenzyl)-9H-purin-6-amine      
PU8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 9-butyl-8-[(2-chloro-3,4,5-trimethoxy-phenyl)methyl]purin-6-amine 
# 
