data_ABS # _chem_comp.id ABS _chem_comp.name "(S)-(N-PHENYL-2-HYDROXY-ETHYL)-2'-DEOXY-ADENOSINE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C18 H22 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-10-12 _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 451.370 _chem_comp.one_letter_code A _chem_comp.three_letter_code ABS _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 1K5F _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 ABS P P P 0 1 N N N 0.161 8.534 14.530 -1.714 0.153 -7.037 P ABS 1 ABS OP1 O1P O 0 1 N N N 1.186 7.679 15.169 -2.397 -1.073 -6.570 OP1 ABS 2 ABS OP2 O2P O 0 1 N N N -0.266 9.790 15.187 -2.812 1.273 -7.402 OP2 ABS 3 ABS "O5'" O5* O 0 1 N N N -1.150 7.639 14.259 -0.749 0.706 -5.873 "O5'" ABS 4 ABS "C5'" C5* C 0 1 N N N -2.245 8.170 13.504 0.197 -0.327 -5.596 "C5'" ABS 5 ABS "C4'" C4* C 0 1 N N R -3.429 7.209 13.479 1.149 0.136 -4.491 "C4'" ABS 6 ABS "O4'" O4* O 0 1 N N N -3.051 5.941 12.882 0.416 0.403 -3.274 "O4'" ABS 7 ABS "C1'" C1* C 0 1 N N R -3.190 4.894 13.868 1.397 0.342 -2.215 "C1'" ABS 8 ABS N9 N9 N 0 1 Y N N -2.039 3.972 13.792 0.744 0.107 -0.925 N9 ABS 9 ABS C4 C4 C 0 1 Y N N -2.066 2.650 13.411 1.234 0.456 0.307 C4 ABS 10 ABS N3 N3 N 0 1 Y N N -3.162 1.950 13.060 2.330 1.067 0.743 N3 ABS 11 ABS C2 C2 C 0 1 Y N N -2.862 0.698 12.745 2.520 1.270 2.030 C2 ABS 12 ABS N1 N1 N 0 1 Y N N -1.657 0.136 12.751 1.645 0.889 2.943 N1 ABS 13 ABS C6 C6 C 0 1 Y N N -0.547 0.857 13.109 0.517 0.275 2.602 C6 ABS 14 ABS N6 N6 N 0 1 N N N 0.680 0.257 13.115 -0.392 -0.120 3.567 N6 ABS 15 ABS CA CA C 0 1 N N S 2.663 0.185 14.579 -1.273 -0.396 5.832 CA ABS 16 ABS OA OA O 0 1 N N N 2.774 -1.158 14.133 -1.410 -1.802 5.621 OA ABS 17 ABS CB CB C 0 1 N N N 1.921 0.995 13.518 -0.117 0.136 4.983 CB ABS 18 ABS CS6 CS6 C 0 1 Y N N 4.051 0.740 14.795 -0.990 -0.131 7.288 CS6 ABS 19 ABS CS1 CS1 C 0 1 Y N N 4.299 2.119 14.704 -1.412 1.049 7.871 CS1 ABS 20 ABS CS5 CS5 C 0 1 Y N N 5.097 -0.140 15.089 -0.314 -1.071 8.043 CS5 ABS 21 ABS CS2 CS2 C 0 1 Y N N 5.595 2.610 14.908 -1.153 1.292 9.206 CS2 ABS 22 ABS CS4 CS4 C 0 1 Y N N 6.390 0.349 15.291 -0.051 -0.826 9.378 CS4 ABS 23 ABS CS3 CS3 C 0 1 Y N N 6.641 1.725 15.202 -0.472 0.354 9.960 CS3 ABS 24 ABS C5 C5 C 0 1 Y N N -0.762 2.200 13.462 0.270 0.036 1.240 C5 ABS 25 ABS N7 N7 N 0 1 Y N N 0.095 3.226 13.872 -0.735 -0.542 0.541 N7 ABS 26 ABS C8 C8 C 0 1 Y N N -0.729 4.205 14.038 -0.459 -0.502 -0.729 C8 ABS 27 ABS "C2'" C2* C 0 1 N N N -3.267 5.596 15.206 2.302 -0.853 -2.585 "C2'" ABS 28 ABS "C3'" C3* C 0 1 N N S -3.908 6.916 14.889 2.137 -0.990 -4.115 "C3'" ABS 29 ABS "O3'" O3* O 0 1 N N N -5.340 6.837 14.921 3.390 -0.798 -4.774 "O3'" ABS 30 ABS OP3 O3P O 0 1 N Y N 0.641 8.887 13.031 -0.838 -0.184 -8.345 OP3 ABS 31 ABS HOP2 2HOP H 0 0 N N N -0.924 10.338 14.776 -3.367 0.903 -8.101 HOP2 ABS 32 ABS "H5'" 1H5* H 0 1 N N N -1.917 8.354 12.481 0.767 -0.549 -6.498 "H5'" ABS 33 ABS "H5''" 2H5* H 0 0 N N N -2.563 9.112 13.950 -0.329 -1.224 -5.269 "H5''" ABS 34 ABS "H4'" H4* H 0 1 N N N -4.241 7.649 12.909 1.694 1.025 -4.810 "H4'" ABS 35 ABS "H1'" H1* H 0 1 N N N -4.114 4.342 13.696 1.979 1.263 -2.183 "H1'" ABS 36 ABS H2 H2 H 0 1 N N N -3.695 0.060 12.445 3.424 1.766 2.351 H2 ABS 37 ABS H6 H6 H 0 1 N N N 0.752 -0.715 12.846 -1.212 -0.568 3.306 H6 ABS 38 ABS HA HA H 0 1 N N N 2.114 0.216 15.508 -2.197 0.105 5.544 HA ABS 39 ABS HOA HOA H 0 1 N N N 2.645 -1.731 14.892 -0.573 -2.207 5.888 HOA ABS 40 ABS HB1 HB1 H 0 1 N N N 1.671 1.966 13.911 0.806 -0.364 5.271 HB1 ABS 41 ABS HB2 HB2 H 0 1 N N N 2.562 1.109 12.666 -0.013 1.210 5.143 HB2 ABS 42 ABS HS1 HS1 H 0 1 N N N 3.492 2.801 14.476 -1.944 1.782 7.282 HS1 ABS 43 ABS HS5 HS5 H 0 1 N N N 4.904 -1.202 15.157 0.014 -1.994 7.588 HS5 ABS 44 ABS HS2 HS2 H 0 1 N N N 5.787 3.671 14.837 -1.481 2.215 9.661 HS2 ABS 45 ABS HS4 HS4 H 0 1 N N N 7.193 -0.335 15.517 0.480 -1.559 9.967 HS4 ABS 46 ABS HS3 HS3 H 0 1 N N N 7.640 2.103 15.359 -0.269 0.544 11.004 HS3 ABS 47 ABS H8 H8 H 0 1 N N N -0.385 5.186 14.358 -1.090 -0.893 -1.513 H8 ABS 48 ABS "H2'" 1H2* H 0 1 N N N -2.267 5.752 15.613 1.964 -1.758 -2.081 "H2'" ABS 49 ABS "H2''" 2H2* H 0 0 N N N -3.878 5.029 15.903 3.340 -0.638 -2.331 "H2''" ABS 50 ABS "H3'" H3* H 0 1 N N N -3.551 7.688 15.570 1.719 -1.964 -4.368 "H3'" ABS 51 ABS "HO3'" H3T H 0 0 N Y N -5.639 6.653 15.803 3.973 -1.511 -4.478 "HO3'" ABS 52 ABS HOP3 3HOP H 0 0 N N N -0.017 9.435 12.620 -0.410 0.639 -8.616 HOP3 ABS 53 # 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 ABS P OP1 DOUB N N 1 ABS P OP2 SING N N 2 ABS P "O5'" SING N N 3 ABS P OP3 SING N N 4 ABS OP2 HOP2 SING N N 5 ABS "O5'" "C5'" SING N N 6 ABS "C5'" "C4'" SING N N 7 ABS "C5'" "H5'" SING N N 8 ABS "C5'" "H5''" SING N N 9 ABS "C4'" "O4'" SING N N 10 ABS "C4'" "C3'" SING N N 11 ABS "C4'" "H4'" SING N N 12 ABS "O4'" "C1'" SING N N 13 ABS "C1'" N9 SING N N 14 ABS "C1'" "C2'" SING N N 15 ABS "C1'" "H1'" SING N N 16 ABS N9 C4 SING Y N 17 ABS N9 C8 SING Y N 18 ABS C4 N3 DOUB Y N 19 ABS C4 C5 SING Y N 20 ABS N3 C2 SING Y N 21 ABS C2 N1 DOUB Y N 22 ABS C2 H2 SING N N 23 ABS N1 C6 SING Y N 24 ABS C6 N6 SING N N 25 ABS C6 C5 DOUB Y N 26 ABS N6 CB SING N N 27 ABS N6 H6 SING N N 28 ABS CA OA SING N N 29 ABS CA CB SING N N 30 ABS CA CS6 SING N N 31 ABS CA HA SING N N 32 ABS OA HOA SING N N 33 ABS CB HB1 SING N N 34 ABS CB HB2 SING N N 35 ABS CS6 CS1 DOUB Y N 36 ABS CS6 CS5 SING Y N 37 ABS CS1 CS2 SING Y N 38 ABS CS1 HS1 SING N N 39 ABS CS5 CS4 DOUB Y N 40 ABS CS5 HS5 SING N N 41 ABS CS2 CS3 DOUB Y N 42 ABS CS2 HS2 SING N N 43 ABS CS4 CS3 SING Y N 44 ABS CS4 HS4 SING N N 45 ABS CS3 HS3 SING N N 46 ABS C5 N7 SING Y N 47 ABS N7 C8 DOUB Y N 48 ABS C8 H8 SING N N 49 ABS "C2'" "C3'" SING N N 50 ABS "C2'" "H2'" SING N N 51 ABS "C2'" "H2''" SING N N 52 ABS "C3'" "O3'" SING N N 53 ABS "C3'" "H3'" SING N N 54 ABS "O3'" "HO3'" SING N N 55 ABS OP3 HOP3 SING N N 56 # 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 ABS SMILES ACDLabs 10.04 "O=P(O)(O)OCC4OC(n2cnc1c(ncnc12)NCC(O)c3ccccc3)CC4O" ABS SMILES_CANONICAL CACTVS 3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(NC[C@@H](O)c4ccccc4)ncnc23" ABS SMILES CACTVS 3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(NC[CH](O)c4ccccc4)ncnc23" ABS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@@H](CNc2c3c(ncn2)n(cn3)[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O)O" ABS SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(CNc2c3c(ncn2)n(cn3)C4CC(C(O4)COP(=O)(O)O)O)O" ABS InChI InChI 1.03 "InChI=1S/C18H22N5O7P/c24-12-6-15(30-14(12)8-29-31(26,27)28)23-10-22-16-17(20-9-21-18(16)23)19-7-13(25)11-4-2-1-3-5-11/h1-5,9-10,12-15,24-25H,6-8H2,(H,19,20,21)(H2,26,27,28)/t12-,13+,14+,15+/m0/s1" ABS InChIKey InChI 1.03 XQQQZMWASYSYAT-GBJTYRQASA-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 ABS "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-N-[(2S)-2-hydroxy-2-phenylethyl]adenosine 5'-(dihydrogen phosphate) ; ABS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[6-[[(2S)-2-hydroxy-2-phenyl-ethyl]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 ABS "Create component" 2001-10-12 RCSB ABS "Modify descriptor" 2011-06-04 RCSB #