data_PU3
# 
_chem_comp.id                                    PU3 
_chem_comp.name                                  9-BUTYL-8-(3,4,5-TRIMETHOXYBENZYL)-9H-PURIN-6-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 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                        371.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PU3 
_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        1UY6 
_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 
PU3 C19  C19  C 0 1 N N N 8.256  10.187 23.060 -3.194 1.351  -3.246 C19  PU3 1  
PU3 O3   O3   O 0 1 N N N 8.095  11.389 23.853 -2.340 0.436  -3.936 O3   PU3 2  
PU3 C5   C5   C 0 1 Y N N 6.822  11.893 24.015 -1.201 0.331  -3.201 C5   PU3 3  
PU3 C6   C6   C 0 1 Y N N 5.659  11.286 23.496 -1.064 1.052  -2.025 C6   PU3 4  
PU3 C4   C4   C 0 1 Y N N 6.654  13.070 24.841 -0.171 -0.499 -3.628 C4   PU3 5  
PU3 O1   O1   O 0 1 N N N 7.714  13.715 25.376 -0.301 -1.208 -4.782 O1   PU3 6  
PU3 C7   C7   C 0 1 N N N 8.041  15.002 24.817 0.206  -0.384 -5.833 C7   PU3 7  
PU3 C3   C3   C 0 1 Y N N 5.310  13.554 25.112 0.990  -0.603 -2.873 C3   PU3 8  
PU3 O2   O2   O 0 1 N N N 5.290  14.717 25.857 2.000  -1.414 -3.287 O2   PU3 9  
PU3 C8   C8   C 0 1 N N N 4.156  15.537 25.907 3.041  -1.306 -2.314 C8   PU3 10 
PU3 C2   C2   C 0 1 Y N N 4.186  12.887 24.588 1.121  0.125  -1.701 C2   PU3 11 
PU3 C1   C1   C 0 1 Y N N 4.383  11.746 23.777 0.092  0.946  -1.277 C1   PU3 12 
PU3 C9   C9   C 0 1 N N N 3.209  11.027 23.137 0.236  1.731  0.000  C9   PU3 13 
PU3 C10  C10  C 0 1 Y N N 1.994  10.767 23.992 -0.284 0.914  1.154  C10  PU3 14 
PU3 N1   N1   N 0 1 Y N N 0.803  11.305 23.705 -1.514 0.923  1.580  N1   PU3 15 
PU3 C11  C11  C 0 1 Y N N 0.052  10.900 24.754 -1.634 0.073  2.629  C11  PU3 16 
PU3 C13  C13  C 0 1 Y N N -1.351 11.040 25.115 -2.691 -0.317 3.468  C13  PU3 17 
PU3 N5   N5   N 0 1 N N N -2.195 11.726 24.321 -3.961 0.206  3.298  N5   PU3 18 
PU3 C12  C12  C 0 1 Y N N 0.858  10.089 25.659 -0.369 -0.497 2.846  C12  PU3 19 
PU3 N4   N4   N 0 1 Y N N 0.342  9.564  26.785 -0.216 -1.371 3.836  N4   PU3 20 
PU3 C14  C14  C 0 1 Y N N -0.957 9.793  27.086 -1.235 -1.708 4.597  C14  PU3 21 
PU3 N3   N3   N 0 1 Y N N -1.778 10.515 26.281 -2.444 -1.202 4.428  N3   PU3 22 
PU3 N2   N2   N 0 1 Y N N 2.068  10.063 25.140 0.462  0.055  1.905  N2   PU3 23 
PU3 C15  C15  C 0 1 N N N 3.182  9.305  25.710 1.889  -0.228 1.734  C15  PU3 24 
PU3 C16  C16  C 0 1 N N N 2.929  7.846  25.335 2.708  0.746  2.581  C16  PU3 25 
PU3 C17  C17  C 0 1 N N N 4.035  7.206  24.516 4.198  0.449  2.403  C17  PU3 26 
PU3 C18  C18  C 0 1 N N N 4.054  5.723  24.906 5.018  1.424  3.250  C18  PU3 27 
PU3 H191 1H19 H 0 0 N N N 9.285  9.779  22.929 -4.125 1.468  -3.801 H191 PU3 28 
PU3 H192 2H19 H 0 0 N N N 7.796  10.347 22.057 -3.410 0.966  -2.250 H192 PU3 29 
PU3 H193 3H19 H 0 0 N N N 7.596  9.387  23.471 -2.697 2.318  -3.162 H193 PU3 30 
PU3 H6   H6   H 0 1 N N N 5.771  10.408 22.838 -1.864 1.698  -1.692 H6   PU3 31 
PU3 H7C1 1H7C H 0 0 N N N 8.916  15.534 25.258 0.123  -0.913 -6.782 H7C1 PU3 32 
PU3 H7C2 2H7C H 0 0 N N N 7.144  15.664 24.854 -0.368 0.540  -5.880 H7C2 PU3 33 
PU3 H7C3 3H7C H 0 0 N N N 8.180  14.906 23.715 1.253  -0.151 -5.637 H7C3 PU3 34 
PU3 H8C1 1H8C H 0 0 N N N 4.140  16.476 26.508 3.877  -1.943 -2.604 H8C1 PU3 35 
PU3 H8C2 2H8C H 0 0 N N N 3.293  14.909 26.230 3.376  -0.271 -2.253 H8C2 PU3 36 
PU3 H8C3 3H8C H 0 0 N N N 3.875  15.796 24.860 2.664  -1.623 -1.341 H8C3 PU3 37 
PU3 H2   H2   H 0 1 N N N 3.168  13.249 24.807 2.024  0.045  -1.114 H2   PU3 38 
PU3 H9C1 1H9C H 0 0 N N N 3.562  10.064 22.699 -0.334 2.657  -0.075 H9C1 PU3 39 
PU3 H9C2 2H9C H 0 0 N N N 2.900  11.576 22.217 1.288  1.965  0.167  H9C2 PU3 40 
PU3 H5N1 1H5N H 0 0 N N N -3.178 11.824 24.574 -4.682 -0.071 3.883  H5N1 PU3 41 
PU3 H5N2 2H5N H 0 0 N N N -1.872 12.123 23.439 -4.129 0.851  2.593  H5N2 PU3 42 
PU3 H14  H14  H 0 1 N N N -1.365 9.377  28.022 -1.078 -2.424 5.390  H14  PU3 43 
PU3 H151 1H15 H 0 0 N N N 3.318  9.467  26.805 2.159  -0.113 0.684  H151 PU3 44 
PU3 H152 2H15 H 0 0 N N N 4.184  9.679  25.394 2.096  -1.250 2.053  H152 PU3 45 
PU3 H161 1H16 H 0 0 N N N 1.950  7.744  24.812 2.438  0.631  3.631  H161 PU3 46 
PU3 H162 2H16 H 0 0 N N N 2.722  7.241  26.248 2.501  1.767  2.263  H162 PU3 47 
PU3 H171 1H17 H 0 0 N N N 5.023  7.709  24.636 4.469  0.564  1.353  H171 PU3 48 
PU3 H172 2H17 H 0 0 N N N 3.928  7.374  23.419 4.406  -0.572 2.722  H172 PU3 49 
PU3 H181 1H18 H 0 0 N N N 4.866  5.253  24.304 6.080  1.212  3.123  H181 PU3 50 
PU3 H182 2H18 H 0 0 N N N 3.066  5.220  24.786 4.810  2.446  2.932  H182 PU3 51 
PU3 H183 3H18 H 0 0 N N N 4.161  5.555  26.003 4.748  1.309  4.300  H183 PU3 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 
PU3 C19 O3   SING N N 1  
PU3 C19 H191 SING N N 2  
PU3 C19 H192 SING N N 3  
PU3 C19 H193 SING N N 4  
PU3 O3  C5   SING N N 5  
PU3 C5  C6   DOUB Y N 6  
PU3 C5  C4   SING Y N 7  
PU3 C6  C1   SING Y N 8  
PU3 C6  H6   SING N N 9  
PU3 C4  O1   SING N N 10 
PU3 C4  C3   DOUB Y N 11 
PU3 O1  C7   SING N N 12 
PU3 C7  H7C1 SING N N 13 
PU3 C7  H7C2 SING N N 14 
PU3 C7  H7C3 SING N N 15 
PU3 C3  O2   SING N N 16 
PU3 C3  C2   SING Y N 17 
PU3 O2  C8   SING N N 18 
PU3 C8  H8C1 SING N N 19 
PU3 C8  H8C2 SING N N 20 
PU3 C8  H8C3 SING N N 21 
PU3 C2  C1   DOUB Y N 22 
PU3 C2  H2   SING N N 23 
PU3 C1  C9   SING N N 24 
PU3 C9  C10  SING N N 25 
PU3 C9  H9C1 SING N N 26 
PU3 C9  H9C2 SING N N 27 
PU3 C10 N1   DOUB Y N 28 
PU3 C10 N2   SING Y N 29 
PU3 N1  C11  SING Y N 30 
PU3 C11 C13  DOUB Y N 31 
PU3 C11 C12  SING Y N 32 
PU3 C13 N5   SING N N 33 
PU3 C13 N3   SING Y N 34 
PU3 N5  H5N1 SING N N 35 
PU3 N5  H5N2 SING N N 36 
PU3 C12 N4   DOUB Y N 37 
PU3 C12 N2   SING Y N 38 
PU3 N4  C14  SING Y N 39 
PU3 C14 N3   DOUB Y N 40 
PU3 C14 H14  SING N N 41 
PU3 N2  C15  SING N N 42 
PU3 C15 C16  SING N N 43 
PU3 C15 H151 SING N N 44 
PU3 C15 H152 SING N N 45 
PU3 C16 C17  SING N N 46 
PU3 C16 H161 SING N N 47 
PU3 C16 H162 SING N N 48 
PU3 C17 C18  SING N N 49 
PU3 C17 H171 SING N N 50 
PU3 C17 H172 SING N N 51 
PU3 C18 H181 SING N N 52 
PU3 C18 H182 SING N N 53 
PU3 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 
PU3 SMILES           ACDLabs              10.04 n1c(c2nc(n(c2nc1)CCCC)Cc3cc(OC)c(OC)c(OC)c3)N                                                                                                      
PU3 InChI            InChI                1.02b InChI=1/C19H25N5O3/c1-5-6-7-24-15(23-16-18(20)21-11-22-19(16)24)10-12-8-13(25-2)17(27-4)14(9-12)26-3/h8-9,11H,5-7,10H2,1-4H3,(H2,20,21,22)/f/h20H2 
PU3 InChIKey         InChI                1.02b TUOSCZDRWRYPRS-HPHMPNDVCJ                                                                                                                          
PU3 SMILES_CANONICAL CACTVS               3.341 CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2)nc3c(N)ncnc13                                                                                                        
PU3 SMILES           CACTVS               3.341 CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2)nc3c(N)ncnc13                                                                                                        
PU3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCn1c(nc2c1ncnc2N)Cc3cc(c(c(c3)OC)OC)OC                                                                                                          
PU3 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCn1c(nc2c1ncnc2N)Cc3cc(c(c(c3)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 
PU3 "SYSTEMATIC NAME" ACDLabs              10.04 9-butyl-8-(3,4,5-trimethoxybenzyl)-9H-purin-6-amine     
PU3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 9-butyl-8-[(3,4,5-trimethoxyphenyl)methyl]purin-6-amine 
# 
