data_3BK
# 
_chem_comp.id                                    3BK 
_chem_comp.name                                  (2R,3R,4S,5R)-2-[6-amino-8-[(3,4-dichlorophenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 Cl2 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         8-[(3,4-dichlorobenzyl)amino]adenosine 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-28 
_chem_comp.pdbx_modified_date                    2009-03-13 
_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                        441.269 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3BK 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3FZK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
3BK C18  C18  C  0 1 Y N N 20.284 -2.727 4.138  -3.600 -0.843 -0.805 C18  3BK 1  
3BK C19  C19  C  0 1 Y N N 21.218 -3.444 4.852  -4.826 -0.208 -0.720 C19  3BK 2  
3BK CL28 CL28 CL 0 0 N N N 20.752 -4.250 6.304  -5.690 0.207  -2.167 CL28 3BK 3  
3BK C20  C20  C  0 1 Y N N 22.506 -3.521 4.425  -5.363 0.095  0.519  C20  3BK 4  
3BK CL29 CL29 CL 0 0 N N N 23.645 -4.402 5.371  -6.902 0.891  0.627  CL29 3BK 5  
3BK C21  C21  C  0 1 Y N N 22.892 -2.885 3.240  -4.674 -0.238 1.671  C21  3BK 6  
3BK C22  C22  C  0 1 Y N N 21.931 -2.160 2.499  -3.449 -0.872 1.585  C22  3BK 7  
3BK C17  C17  C  0 1 Y N N 20.611 -2.134 2.947  -2.912 -1.174 0.348  C17  3BK 8  
3BK C16  C16  C  0 1 N N N 19.674 -1.379 2.328  -1.576 -1.866 0.255  C16  3BK 9  
3BK N15  N15  N  0 1 N N N 18.517 -1.822 1.948  -0.510 -0.863 0.200  N15  3BK 10 
3BK C6   C6   C  0 1 Y N N 18.314 -2.800 1.091  0.809  -1.261 0.112  C6   3BK 11 
3BK N7   N7   N  0 1 Y N N 19.141 -3.135 0.067  1.219  -2.504 0.071  N7   3BK 12 
3BK C8   C8   C  0 1 Y N N 18.485 -3.982 -0.733 2.573  -2.530 -0.016 C8   3BK 13 
3BK C4   C4   C  0 1 Y N N 18.854 -4.685 -1.833 3.536  -3.548 -0.090 C4   3BK 14 
3BK N27  N27  N  0 1 N N N 20.090 -4.600 -2.308 3.160  -4.882 -0.083 N27  3BK 15 
3BK N1   N1   N  0 1 Y N N 17.927 -5.485 -2.460 4.818  -3.204 -0.167 N1   3BK 16 
3BK C2   C2   C  0 1 Y N N 16.660 -5.583 -1.955 5.186  -1.936 -0.175 C2   3BK 17 
3BK N3   N3   N  0 1 Y N N 16.320 -4.913 -0.895 4.318  -0.948 -0.107 N3   3BK 18 
3BK C9   C9   C  0 1 Y N N 17.213 -4.125 -0.250 3.015  -1.196 -0.028 C9   3BK 19 
3BK N5   N5   N  0 1 Y N N 17.108 -3.396 0.851  1.883  -0.417 0.049  N5   3BK 20 
3BK C10  C10  C  0 1 N N R 15.891 -3.257 1.656  1.838  1.047  0.062  C10  3BK 21 
3BK O11  O11  O  0 1 N N N 15.592 -1.890 1.797  2.741  1.587  -0.927 O11  3BK 22 
3BK C12  C12  C  0 1 N N R 14.867 -1.777 3.144  2.994  2.946  -0.509 C12  3BK 23 
3BK C23  C23  C  0 1 N N N 15.571 -0.635 3.991  4.287  3.466  -1.139 C23  3BK 24 
3BK O26  O26  O  0 1 N N N 16.844 -1.122 4.488  4.119  3.572  -2.554 O26  3BK 25 
3BK C13  C13  C  0 1 N N S 15.026 -3.154 3.799  3.138  2.867  1.027  C13  3BK 26 
3BK O25  O25  O  0 1 N N N 13.888 -3.930 3.519  2.552  4.014  1.645  O25  3BK 27 
3BK C14  C14  C  0 1 N N R 16.158 -3.712 3.098  2.360  1.588  1.412  C14  3BK 28 
3BK O24  O24  O  0 1 N N N 16.139 -5.158 3.189  1.270  1.907  2.279  O24  3BK 29 
3BK H18  H18  H  0 1 N N N 19.279 -2.631 4.522  -3.182 -1.084 -1.771 H18  3BK 30 
3BK H21  H21  H  0 1 N N N 23.914 -2.947 2.895  -5.093 -0.001 2.638  H21  3BK 31 
3BK H22  H22  H  0 1 N N N 22.215 -1.634 1.599  -2.910 -1.131 2.485  H22  3BK 32 
3BK H16  H16  H  0 1 N N N 19.447 -0.572 3.040  -1.434 -2.500 1.130  H16  3BK 33 
3BK H16A H16A H  0 0 N N N 20.159 -1.181 1.361  -1.546 -2.478 -0.646 H16A 3BK 34 
3BK HN15 HN15 H  0 0 N N N 18.082 -2.136 2.792  -0.730 0.082  0.225  HN15 3BK 35 
3BK HN27 HN27 H  0 0 N N N 20.063 -4.579 -3.307 2.221  -5.120 -0.026 HN27 3BK 36 
3BK HN2A HN2A H  0 0 N N N 20.521 -3.764 -1.968 3.835  -5.576 -0.134 HN2A 3BK 37 
3BK H2   H2   H  0 1 N N N 15.937 -6.222 -2.441 6.238  -1.700 -0.239 H2   3BK 38 
3BK H10  H10  H  0 1 N N N 15.098 -3.839 1.165  0.822  1.396  -0.121 H10  3BK 39 
3BK H12  H12  H  0 1 N N N 13.802 -1.514 3.057  2.156  3.589  -0.780 H12  3BK 40 
3BK H23  H23  H  0 1 N N N 15.738 0.246  3.353  4.525  4.446  -0.727 H23  3BK 41 
3BK H23A H23A H  0 0 N N N 14.928 -0.355 4.838  5.101  2.773  -0.921 H23A 3BK 42 
3BK HO26 HO26 H  0 0 N N N 17.448 -1.228 3.762  4.902  3.896  -3.020 HO26 3BK 43 
3BK H13  H13  H  0 1 N N N 15.153 -3.114 4.891  4.187  2.777  1.308  H13  3BK 44 
3BK HO25 HO25 H  0 0 N N N 13.417 -4.105 4.325  2.964  4.852  1.391  HO25 3BK 45 
3BK H14  H14  H  0 1 N N N 17.135 -3.395 3.491  3.025  0.864  1.883  H14  3BK 46 
3BK HO24 HO24 H  0 0 N N N 16.135 -5.531 2.315  1.541  2.252  3.141  HO24 3BK 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 
3BK C18 C19  DOUB Y N 1  
3BK C18 C17  SING Y N 2  
3BK C19 CL28 SING N N 3  
3BK C19 C20  SING N N 4  
3BK C20 CL29 SING Y N 5  
3BK C20 C21  DOUB N N 6  
3BK C21 C22  SING Y N 7  
3BK C22 C17  DOUB Y N 8  
3BK C17 C16  SING N N 9  
3BK C16 N15  SING Y N 10 
3BK N15 C6   SING N N 11 
3BK C6  N7   DOUB N N 12 
3BK C6  N5   SING N N 13 
3BK N7  C8   SING N N 14 
3BK C8  C4   DOUB N N 15 
3BK C8  C9   SING N N 16 
3BK C4  N27  SING N N 17 
3BK C4  N1   SING Y N 18 
3BK N1  C2   DOUB Y N 19 
3BK C2  N3   SING Y N 20 
3BK N3  C9   DOUB Y N 21 
3BK C9  N5   SING Y N 22 
3BK N5  C10  SING N N 23 
3BK C10 O11  SING Y N 24 
3BK C10 C14  SING N N 25 
3BK O11 C12  SING N N 26 
3BK C12 C23  SING Y N 27 
3BK C12 C13  SING Y N 28 
3BK C23 O26  SING N N 29 
3BK C13 O25  SING Y N 30 
3BK C13 C14  SING Y N 31 
3BK C14 O24  SING N N 32 
3BK C18 H18  SING N N 33 
3BK C21 H21  SING N N 34 
3BK C22 H22  SING N N 35 
3BK C16 H16  SING N N 36 
3BK C16 H16A SING N N 37 
3BK N15 HN15 SING N N 38 
3BK N27 HN27 SING N N 39 
3BK N27 HN2A SING N N 40 
3BK C2  H2   SING N N 41 
3BK C10 H10  SING N N 42 
3BK C12 H12  SING N N 43 
3BK C23 H23  SING N N 44 
3BK C23 H23A SING N N 45 
3BK O26 HO26 SING N N 46 
3BK C13 H13  SING N N 47 
3BK O25 HO25 SING N N 48 
3BK C14 H14  SING N N 49 
3BK O24 HO24 SING N N 50 
# 
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 
3BK SMILES           ACDLabs              10.04 Clc1ccc(cc1Cl)CNc3nc2c(ncnc2n3C4OC(C(O)C4O)CO)N                                                                                                                                                           
3BK InChI            InChI                1.02b InChI=1/C17H18Cl2N6O4/c18-8-2-1-7(3-9(8)19)4-21-17-24-11-14(20)22-6-23-15(11)25(17)16-13(28)12(27)10(5-26)29-16/h1-3,6,10,12-13,16,26-28H,4-5H2,(H,21,24)(H2,20,22,23)/t10-,12-,13-,16-/m1/s1/f/h21H,20H2 
3BK InChIKey         InChI                1.02b VBJKVZXRYLCYGQ-UXOXPWOCDP                                                                                                                                                                                 
3BK SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(NCc4ccc(Cl)c(Cl)c4)nc12                                                                                                                                     
3BK SMILES           CACTVS               3.341 Nc1ncnc2n([CH]3O[CH](CO)[CH](O)[CH]3O)c(NCc4ccc(Cl)c(Cl)c4)nc12                                                                                                                                           
3BK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1CNc2nc3c(ncnc3n2[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)N)Cl)Cl                                                                                                                                     
3BK SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1CNc2nc3c(ncnc3n2C4C(C(C(O4)CO)O)O)N)Cl)Cl                                                                                                                                                       
# 
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 
3BK "SYSTEMATIC NAME" ACDLabs              10.04 8-[(3,4-dichlorobenzyl)amino]adenosine                                                                    
3BK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-[6-amino-8-[(3,4-dichlorophenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol 
# 
