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 2020-06-17 _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 Y N 4 3BK C20 CL29 SING N N 5 3BK C20 C21 DOUB Y 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 N N 10 3BK N15 C6 SING N N 11 3BK C6 N7 DOUB Y N 12 3BK C6 N5 SING Y N 13 3BK N7 C8 SING Y N 14 3BK C8 C4 DOUB Y N 15 3BK C8 C9 SING Y 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 N N 24 3BK C10 C14 SING N N 25 3BK O11 C12 SING N N 26 3BK C12 C23 SING N N 27 3BK C12 C13 SING N N 28 3BK C23 O26 SING N N 29 3BK C13 O25 SING N N 30 3BK C13 C14 SING N 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 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" 3BK InChI InChI 1.03 "InChI=1S/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" 3BK InChIKey InChI 1.03 VBJKVZXRYLCYGQ-XNIJJKJLSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3BK "Create component" 2009-01-28 PDBJ 3BK "Modify aromatic_flag" 2011-06-04 RCSB 3BK "Modify descriptor" 2011-06-04 RCSB 3BK "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3BK _pdbx_chem_comp_synonyms.name "8-[(3,4-dichlorobenzyl)amino]adenosine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##