data_PU1
# 
_chem_comp.id                                    PU1 
_chem_comp.name                                  8-(2-CHLORO-3,4,5-TRIMETHOXY-BENZYL)-2-FLUORO-9-PENT-4-YLNYL-9H-PURIN-6-YLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 Cl F 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                        433.864 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PU1 
_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        1UYF 
_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 
PU1 CL   CL   CL 0 0 N N N 2.312  14.068 24.315 -1.843 -2.085 -2.090 CL   PU1 1  
PU1 C13  C13  C  0 1 Y N N 3.898  13.292 24.210 -0.568 -0.945 -2.385 C13  PU1 2  
PU1 C15  C15  C  0 1 Y N N 5.026  13.911 24.711 -0.584 -0.170 -3.536 C15  PU1 3  
PU1 O3   O3   O  0 1 N N N 5.119  15.139 25.358 -1.598 -0.304 -4.433 O3   PU1 4  
PU1 C20  C20  C  0 1 N N N 4.126  15.723 26.135 -1.168 -1.262 -5.403 C20  PU1 5  
PU1 C17  C17  C  0 1 Y N N 6.265  13.367 24.631 0.434  0.745  -3.769 C17  PU1 6  
PU1 O2   O2   O  0 1 N N N 7.309  14.087 25.213 0.422  1.507  -4.896 O2   PU1 7  
PU1 C19  C19  C  0 1 N N N 7.766  15.271 24.572 -0.311 2.693  -4.586 C19  PU1 8  
PU1 C16  C16  C  0 1 Y N N 6.502  12.195 24.043 1.470  0.875  -2.852 C16  PU1 9  
PU1 O1   O1   O  0 1 N N N 7.834  11.733 24.106 2.471  1.767  -3.077 O1   PU1 10 
PU1 C18  C18  C  0 1 N N N 8.181  10.708 23.156 3.368  1.672  -1.969 C18  PU1 11 
PU1 C14  C14  C  0 1 Y N N 5.427  11.507 23.502 1.479  0.097  -1.704 C14  PU1 12 
PU1 C12  C12  C  0 1 Y N N 4.140  12.043 23.572 0.462  -0.809 -1.473 C12  PU1 13 
PU1 C6   C6   C  0 1 N N N 3.041  11.215 22.947 0.476  -1.652 -0.224 C6   PU1 14 
PU1 C5   C5   C  0 1 Y N N 1.830  11.015 23.812 -0.258 -0.931 0.876  C5   PU1 15 
PU1 N3   N3   N  0 1 Y N N 0.627  11.445 23.560 -1.531 -1.038 1.119  N3   PU1 16 
PU1 C2   C2   C  0 1 Y N N -0.175 10.972 24.673 -1.856 -0.254 2.176  C2   PU1 17 
PU1 C3   C3   C  0 1 Y N N -1.484 11.134 24.956 -3.046 0.024  2.869  C3   PU1 18 
PU1 N5   N5   N  0 1 N N N -2.457 11.808 24.125 -4.240 -0.567 2.493  N5   PU1 19 
PU1 C1   C1   C  0 1 Y N N 0.583  10.314 25.577 -0.676 0.375  2.603  C1   PU1 20 
PU1 N1   N1   N  0 1 Y N N 0.147  9.843  26.705 -0.725 1.207  3.639  N1   PU1 21 
PU1 C4   C4   C  0 1 Y N N -1.136 10.008 26.953 -1.864 1.440  4.260  C4   PU1 22 
PU1 N2   N2   N  0 1 Y N N -1.897 10.605 26.099 -3.000 0.869  3.894  N2   PU1 23 
PU1 N4   N4   N  0 1 Y N N 1.923  10.326 25.099 0.315  -0.074 1.769  N4   PU1 24 
PU1 C7   C7   C  0 1 N N N 3.088  9.660  25.708 1.731  0.297  1.826  C7   PU1 25 
PU1 C8   C8   C  0 1 N N N 2.951  8.151  25.609 2.478  -0.673 2.742  C8   PU1 26 
PU1 C9   C9   C  0 1 N N N 3.390  7.480  24.336 3.956  -0.284 2.802  C9   PU1 27 
PU1 C10  C10  C  0 1 N N N 4.780  7.767  23.748 4.674  -1.219 3.683  C10  PU1 28 
PU1 C11  C11  C  0 1 N N N 5.823  8.036  23.268 5.247  -1.964 4.386  C11  PU1 29 
PU1 F    F    F  0 1 N N N -1.696 9.551  28.095 -1.872 2.291  5.309  F    PU1 30 
PU1 H201 1H20 H  0 0 N N N 4.201  16.707 26.654 -1.940 -1.380 -6.163 H201 PU1 31 
PU1 H202 2H20 H  0 0 N N N 3.853  14.974 26.915 -0.247 -0.916 -5.871 H202 PU1 32 
PU1 H203 3H20 H  0 0 N N N 3.212  15.769 25.498 -0.990 -2.219 -4.913 H203 PU1 33 
PU1 H191 1H19 H  0 0 N N N 8.600  15.846 25.037 -0.315 3.355  -5.452 H191 PU1 34 
PU1 H192 2H19 H  0 0 N N N 6.899  15.955 24.418 -1.336 2.429  -4.326 H192 PU1 35 
PU1 H193 3H19 H  0 0 N N N 8.040  15.028 23.519 0.157  3.200  -3.743 H193 PU1 36 
PU1 H181 1H18 H  0 0 N N N 9.233  10.343 23.206 4.191  2.373  -2.105 H181 PU1 37 
PU1 H182 2H18 H  0 0 N N N 7.945  11.051 22.122 2.835  1.912  -1.049 H182 PU1 38 
PU1 H183 3H18 H  0 0 N N N 7.475  9.850  23.246 3.761  0.657  -1.906 H183 PU1 39 
PU1 H14  H14  H  0 1 N N N 5.589  10.531 23.014 2.282  0.201  -0.989 H14  PU1 40 
PU1 H6C1 1H6C H  0 0 N N N 3.443  10.230 22.613 -0.013 -2.605 -0.423 H6C1 PU1 41 
PU1 H6C2 2H6C H  0 0 N N N 2.745  11.648 21.963 1.506  -1.830 0.082  H6C2 PU1 42 
PU1 H5N1 1H5N H  0 0 N N N -3.447 11.931 24.339 -5.055 -0.366 2.979  H5N1 PU1 43 
PU1 H5N2 2H5N H  0 0 N N N -2.139 12.215 23.245 -4.261 -1.182 1.744  H5N2 PU1 44 
PU1 H7C1 1H7C H  0 0 N N N 3.253  9.993  26.759 2.159  0.254  0.824  H7C1 PU1 45 
PU1 H7C2 2H7C H  0 0 N N N 4.047  10.019 25.267 1.825  1.311  2.217  H7C2 PU1 46 
PU1 H8C1 1H8C H  0 0 N N N 1.895  7.866  25.826 2.050  -0.629 3.744  H8C1 PU1 47 
PU1 H8C2 2H8C H  0 0 N N N 3.480  7.680  26.470 2.384  -1.686 2.351  H8C2 PU1 48 
PU1 H9C1 1H9C H  0 0 N N N 2.627  7.687  23.550 4.384  -0.328 1.800  H9C1 PU1 49 
PU1 H9C2 2H9C H  0 0 N N N 3.285  6.378  24.466 4.050  0.728  3.193  H9C2 PU1 50 
PU1 H11  H11  H  0 1 N N N 6.787  8.285  22.824 5.759  -2.631 5.015  H11  PU1 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 
PU1 CL  C13  SING N N 1  
PU1 C13 C15  DOUB Y N 2  
PU1 C13 C12  SING Y N 3  
PU1 C15 O3   SING N N 4  
PU1 C15 C17  SING Y N 5  
PU1 O3  C20  SING N N 6  
PU1 C20 H201 SING N N 7  
PU1 C20 H202 SING N N 8  
PU1 C20 H203 SING N N 9  
PU1 C17 O2   SING N N 10 
PU1 C17 C16  DOUB Y N 11 
PU1 O2  C19  SING N N 12 
PU1 C19 H191 SING N N 13 
PU1 C19 H192 SING N N 14 
PU1 C19 H193 SING N N 15 
PU1 C16 O1   SING N N 16 
PU1 C16 C14  SING Y N 17 
PU1 O1  C18  SING N N 18 
PU1 C18 H181 SING N N 19 
PU1 C18 H182 SING N N 20 
PU1 C18 H183 SING N N 21 
PU1 C14 C12  DOUB Y N 22 
PU1 C14 H14  SING N N 23 
PU1 C12 C6   SING N N 24 
PU1 C6  C5   SING N N 25 
PU1 C6  H6C1 SING N N 26 
PU1 C6  H6C2 SING N N 27 
PU1 C5  N3   DOUB Y N 28 
PU1 C5  N4   SING Y N 29 
PU1 N3  C2   SING Y N 30 
PU1 C2  C3   DOUB Y N 31 
PU1 C2  C1   SING Y N 32 
PU1 C3  N5   SING N N 33 
PU1 C3  N2   SING Y N 34 
PU1 N5  H5N1 SING N N 35 
PU1 N5  H5N2 SING N N 36 
PU1 C1  N1   DOUB Y N 37 
PU1 C1  N4   SING Y N 38 
PU1 N1  C4   SING Y N 39 
PU1 C4  N2   DOUB Y N 40 
PU1 C4  F    SING N N 41 
PU1 N4  C7   SING N N 42 
PU1 C7  C8   SING N N 43 
PU1 C7  H7C1 SING N N 44 
PU1 C7  H7C2 SING N N 45 
PU1 C8  C9   SING N N 46 
PU1 C8  H8C1 SING N N 47 
PU1 C8  H8C2 SING N N 48 
PU1 C9  C10  SING N N 49 
PU1 C9  H9C1 SING N N 50 
PU1 C9  H9C2 SING N N 51 
PU1 C10 C11  TRIP N N 52 
PU1 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 
PU1 SMILES           ACDLabs              10.04 Clc1c(OC)c(OC)c(OC)cc1Cc3nc2c(nc(F)nc2n3CCCC#C)N                                                                                                            
PU1 InChI            InChI                1.02b InChI=1/C20H21ClFN5O3/c1-5-6-7-8-27-13(24-15-18(23)25-20(22)26-19(15)27)10-11-9-12(28-2)16(29-3)17(30-4)14(11)21/h1,9H,6-8,10H2,2-4H3,(H2,23,25,26)/f/h23H2 
PU1 InChIKey         InChI                1.02b KCIOVTSUEXGUFJ-TWSYTRIPCG                                                                                                                                   
PU1 SMILES_CANONICAL CACTVS               3.341 COc1cc(Cc2nc3c(N)nc(F)nc3n2CCCC#C)c(Cl)c(OC)c1OC                                                                                                            
PU1 SMILES           CACTVS               3.341 COc1cc(Cc2nc3c(N)nc(F)nc3n2CCCC#C)c(Cl)c(OC)c1OC                                                                                                            
PU1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc(c(c(c1OC)OC)Cl)Cc2nc3c(nc(nc3n2CCCC#C)F)N                                                                                                            
PU1 SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc(c(c(c1OC)OC)Cl)Cc2nc3c(nc(nc3n2CCCC#C)F)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 
PU1 "SYSTEMATIC NAME" ACDLabs              10.04 8-(2-chloro-3,4,5-trimethoxybenzyl)-2-fluoro-9-pent-4-yn-1-yl-9H-purin-6-amine    
PU1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 8-[(2-chloro-3,4,5-trimethoxy-phenyl)methyl]-2-fluoro-9-pent-4-ynyl-purin-6-amine 
# 
