data_2BU # _chem_comp.id 2BU _chem_comp.name ;(2S,3S)-N6-(2,3,4-TRIHYDROXYBUTYL)-2'-DEOXYADENOSINE MONO PHOSPHORIC ACID ; _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C14 H22 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 435.326 _chem_comp.one_letter_code A _chem_comp.three_letter_code 2BU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1U6O _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 2BU P P P 0 1 N N N 2.124 9.338 14.891 -3.103 -1.229 0.243 P 2BU 1 2BU OP1 O1P O 0 1 N N N 1.828 10.785 14.785 -3.970 -1.331 -0.977 OP1 2BU 2 2BU OP2 O2P O 0 1 N N N 3.428 8.891 15.434 -3.244 0.149 1.078 OP2 2BU 3 2BU OP3 O3P O 0 1 N Y N ? ? ? -3.361 -2.369 1.361 OP3 2BU 4 2BU "O5'" O5* O 0 1 N N N 0.958 8.644 15.754 -1.513 -1.349 -0.036 "O5'" 2BU 5 2BU "C5'" C5* C 0 1 N N N -0.409 8.780 15.356 -0.625 -1.263 1.065 "C5'" 2BU 6 2BU "C4'" C4* C 0 1 N N R -1.329 7.884 16.183 0.802 -1.402 0.553 "C4'" 2BU 7 2BU "O4'" O4* O 0 1 N N N -0.973 6.491 16.029 1.062 -0.306 -0.349 "O4'" 2BU 8 2BU "C1'" C1* C 0 1 N N R -0.728 5.904 17.320 2.101 0.516 0.211 "C1'" 2BU 9 2BU N9 N9 N 0 1 Y N N 0.473 5.038 17.254 1.818 1.923 -0.049 N9 2BU 10 2BU C4 C4 C 0 1 Y N N 0.540 3.655 17.158 2.730 2.913 -0.277 C4 2BU 11 2BU N3 N3 N 0 1 Y N N -0.492 2.791 17.003 4.067 2.803 -0.310 N3 2BU 12 2BU C2 C2 C 0 1 Y N N -0.064 1.537 16.870 4.634 4.003 -0.564 C2 2BU 13 2BU N1 N1 N 0 1 Y N N 1.202 1.113 16.899 4.033 5.200 -0.771 N1 2BU 14 2BU C6 C6 C 0 1 Y N N 2.213 1.986 17.045 2.669 5.255 -0.727 C6 2BU 15 2BU N6 N6 N 0 1 N N N 3.461 1.510 17.232 1.997 6.448 -0.931 N6 2BU 16 2BU CB1 CB1 C 0 1 N N N 4.619 2.279 16.687 2.662 7.705 -1.200 CB1 2BU 17 2BU CB2 CB2 C 0 1 N N R 5.913 1.737 17.413 1.625 8.823 -1.340 CB2 2BU 18 2BU OH2 OH2 O 0 1 N N N 5.796 0.695 17.598 0.914 8.909 -0.100 OH2 2BU 19 2BU CB3 CB3 C 0 1 N N S 6.914 0.669 16.763 2.232 10.204 -1.637 CB3 2BU 20 2BU OH3 OH3 O 0 1 N N N 6.492 0.061 15.925 1.188 11.162 -1.827 OH3 2BU 21 2BU CB4 CB4 C 0 1 N N N 8.220 1.392 16.343 3.135 10.709 -0.516 CB4 2BU 22 2BU OH4 OH4 O 0 1 N N N 9.309 0.450 16.320 3.676 11.971 -0.895 OH4 2BU 23 2BU C5 C5 C 0 1 Y N N 1.880 3.335 17.179 1.979 4.062 -0.469 C5 2BU 24 2BU N7 N7 N 0 1 Y N N 2.673 4.492 17.279 0.638 3.788 -0.362 N7 2BU 25 2BU C8 C8 C 0 1 Y N N 1.773 5.413 17.310 0.576 2.497 -0.110 C8 2BU 26 2BU "C2'" C2* C 0 1 N N N -0.563 7.029 18.319 2.196 0.158 1.687 "C2'" 2BU 27 2BU "C3'" C3* C 0 1 N N S -1.215 8.225 17.664 1.839 -1.311 1.668 "C3'" 2BU 28 2BU "O3'" O3* O 0 1 N N N -2.502 8.508 18.260 3.000 -2.052 1.302 "O3'" 2BU 29 2BU HOP2 2HOP H 0 0 N N N 3.618 7.963 15.502 -4.140 0.475 1.308 HOP2 2BU 30 2BU HOP3 3HOP H 0 0 N N N 0.190 -0.928 0.068 -4.282 -2.563 1.638 HOP3 2BU 31 2BU "H5'" H5* H 0 1 N N N -0.503 8.515 14.303 -0.754 -0.297 1.555 "H5'" 2BU 32 2BU "H5''" H5** H 0 0 N N N -0.715 9.818 15.489 -0.850 -2.064 1.771 "H5''" 2BU 33 2BU "H4'" H4* H 0 1 N N N -2.358 8.033 15.847 0.894 -2.332 -0.017 "H4'" 2BU 34 2BU "H1'" H1* H 0 1 N N N -1.590 5.319 17.613 3.033 0.294 -0.320 "H1'" 2BU 35 2BU H2 H2 H 0 1 N N N -0.836 0.768 16.701 5.717 4.010 -0.609 H2 2BU 36 2BU H6 H6 H 0 1 N N N 3.591 0.518 17.111 0.986 6.446 -0.889 H6 2BU 37 2BU HB12 HB12 H 0 0 N N N 4.460 3.339 16.914 3.245 7.593 -2.120 HB12 2BU 38 2BU HB11 HB11 H 0 0 N N N 4.715 2.100 15.596 3.352 7.909 -0.377 HB11 2BU 39 2BU HB2 HB2 H 0 1 N N N 6.471 2.571 17.802 0.892 8.566 -2.114 HB2 2BU 40 2BU HO2 HO2 H 0 1 N N N 6.166 0.501 18.452 0.378 8.105 -0.041 HO2 2BU 41 2BU HB3 HB3 H 0 1 N N N 7.134 -0.039 17.518 2.795 10.175 -2.578 HB3 2BU 42 2BU HO3 HO3 H 0 1 N Y N 6.221 -0.808 16.289 0.696 10.875 -2.610 HO3 2BU 43 2BU HB41 HB41 H 0 0 N N N 8.398 2.134 17.040 3.975 10.032 -0.337 HB41 2BU 44 2BU HB42 HB42 H 0 0 N N N 8.090 1.803 15.353 2.571 10.849 0.412 HB42 2BU 45 2BU HO4 HO4 H 0 1 N N N 8.962 -0.442 16.475 3.428 12.111 -1.822 HO4 2BU 46 2BU H8 H8 H 0 1 N N N 2.047 6.462 17.394 -0.332 1.927 0.037 H8 2BU 47 2BU "H2'" H2* H 0 1 N N N 0.487 7.222 18.489 1.451 0.718 2.266 "H2'" 2BU 48 2BU "H2''" H2** H 0 0 N N N -1.060 6.793 19.262 3.189 0.372 2.093 "H2''" 2BU 49 2BU "H3'" H3* H 0 1 N N N -0.565 9.093 17.782 1.489 -1.690 2.631 "H3'" 2BU 50 2BU "HO3'" H3T H 0 0 N Y N -2.431 8.721 19.183 2.721 -2.977 1.216 "HO3'" 2BU 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 2BU P OP1 DOUB N N 1 2BU P OP2 SING N N 2 2BU P OP3 SING N N 3 2BU P "O5'" SING N N 4 2BU OP2 HOP2 SING N N 5 2BU OP3 HOP3 SING N N 6 2BU "O5'" "C5'" SING N N 7 2BU "C5'" "C4'" SING N N 8 2BU "C5'" "H5'" SING N N 9 2BU "C5'" "H5''" SING N N 10 2BU "C4'" "O4'" SING N N 11 2BU "C4'" "C3'" SING N N 12 2BU "C4'" "H4'" SING N N 13 2BU "O4'" "C1'" SING N N 14 2BU "C1'" N9 SING N N 15 2BU "C1'" "C2'" SING N N 16 2BU "C1'" "H1'" SING N N 17 2BU N9 C4 SING Y N 18 2BU N9 C8 SING Y N 19 2BU C4 N3 SING Y N 20 2BU C4 C5 DOUB Y N 21 2BU N3 C2 DOUB Y N 22 2BU C2 N1 SING Y N 23 2BU C2 H2 SING N N 24 2BU N1 C6 DOUB Y N 25 2BU C6 N6 SING N N 26 2BU C6 C5 SING Y N 27 2BU N6 CB1 SING N N 28 2BU N6 H6 SING N N 29 2BU CB1 CB2 SING N N 30 2BU CB1 HB12 SING N N 31 2BU CB1 HB11 SING N N 32 2BU CB2 OH2 SING N N 33 2BU CB2 CB3 SING N N 34 2BU CB2 HB2 SING N N 35 2BU OH2 HO2 SING N N 36 2BU CB3 OH3 SING N N 37 2BU CB3 CB4 SING N N 38 2BU CB3 HB3 SING N N 39 2BU OH3 HO3 SING N N 40 2BU CB4 OH4 SING N N 41 2BU CB4 HB41 SING N N 42 2BU CB4 HB42 SING N N 43 2BU OH4 HO4 SING N N 44 2BU C5 N7 SING Y N 45 2BU N7 C8 DOUB Y N 46 2BU C8 H8 SING N N 47 2BU "C2'" "C3'" SING N N 48 2BU "C2'" "H2'" SING N N 49 2BU "C2'" "H2''" SING N N 50 2BU "C3'" "O3'" SING N N 51 2BU "C3'" "H3'" SING N N 52 2BU "O3'" "HO3'" 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 2BU SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)NCC(O)C(O)CO)CC3O" 2BU SMILES_CANONICAL CACTVS 3.341 "OC[C@H](O)[C@H](O)CNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" 2BU SMILES CACTVS 3.341 "OC[CH](O)[CH](O)CNc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" 2BU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)NC[C@H]([C@H](CO)O)O" 2BU SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(O3)COP(=O)(O)O)O)NCC(C(CO)O)O" 2BU InChI InChI 1.03 "InChI=1S/C14H22N5O9P/c20-3-9(23)8(22)2-15-13-12-14(17-5-16-13)19(6-18-12)11-1-7(21)10(28-11)4-27-29(24,25)26/h5-11,20-23H,1-4H2,(H,15,16,17)(H2,24,25,26)/t7-,8+,9-,10+,11+/m0/s1" 2BU InChIKey InChI 1.03 AIFKZZYQDFSUSI-OGBGREFGSA-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 2BU "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-N-[(2R,3S)-2,3,4-trihydroxybutyl]adenosine 5'-(dihydrogen phosphate) ; 2BU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[6-[[(2R,3S)-2,3,4-trihydroxybutyl]amino]purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2BU "Create component" 2004-08-02 RCSB 2BU "Modify descriptor" 2011-06-04 RCSB #