data_B44 # _chem_comp.id B44 _chem_comp.name ;N-(2-phenylethyl)adenosine 5'-(tetrahydrogen triphosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 N5 O13 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-25 _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 611.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B44 _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 3GD7 _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 B44 O1 O1 O 0 1 N N N -21.134 82.240 25.235 3.063 -1.410 -0.393 O1 B44 1 B44 C7 C7 C 0 1 Y N N -18.051 79.868 21.474 -3.382 -1.221 0.808 C7 B44 2 B44 O2 O2 O 0 1 N N N -18.544 82.590 23.782 0.206 -1.653 0.120 O2 B44 3 B44 C6 C6 C 0 1 Y N N -16.753 79.124 19.831 -5.149 -1.313 2.274 C6 B44 4 B44 C1 C1 C 0 1 N N N -20.233 83.345 25.297 2.309 -2.584 -0.702 C1 B44 5 B44 N1 N1 N 0 1 Y N N -17.108 77.831 20.016 -5.912 -0.566 1.496 N1 B44 6 B44 C5 C5 C 0 1 N N R -18.512 82.144 22.413 -1.022 -2.131 0.712 C5 B44 7 B44 C4 C4 C 0 1 N N R -19.559 82.921 21.623 -1.112 -3.614 0.289 C4 B44 8 B44 C3 C3 C 0 1 N N S -20.501 83.370 22.720 0.353 -4.015 0.008 C3 B44 9 B44 C2 C2 C 0 1 N N R -19.593 83.589 23.925 1.156 -2.726 0.294 C2 B44 10 B44 O13 O13 O 0 1 N N N -27.124 83.396 28.631 7.805 2.961 2.813 O13 B44 11 B44 P3 P3 P 0 1 N N N -26.294 82.883 27.461 8.040 2.665 1.248 P3 B44 12 B44 O7 O7 O 0 1 N N N -26.045 81.370 27.527 8.314 4.050 0.475 O7 B44 13 B44 O10 O10 O 0 1 N N N -26.785 83.292 26.083 9.206 1.769 1.085 O10 B44 14 B44 O12 O12 O 0 1 N N N -24.846 83.585 27.645 6.730 1.958 0.634 O12 B44 15 B44 P2 P2 P 0 1 N N S -23.470 83.186 28.384 6.451 1.068 -0.679 P2 B44 16 B44 O6 O6 O 0 1 N N N -22.929 84.359 29.168 6.437 2.018 -1.979 O6 B44 17 B44 O9 O9 O 0 1 N N N -23.711 81.878 29.120 7.517 0.052 -0.821 O9 B44 18 B44 O11 O11 O 0 1 N N N -22.578 82.865 27.107 5.025 0.333 -0.536 O11 B44 19 B44 P1 P1 P 0 1 N N R -21.702 81.620 26.644 4.353 -0.949 -1.239 P1 B44 20 B44 O5 O5 O 0 1 N N N -22.617 80.473 26.282 5.333 -2.057 -1.287 O5 B44 21 B44 O8 O8 O 0 1 N N N -20.511 81.400 27.549 3.903 -0.566 -2.737 O8 B44 22 B44 O3 O3 O 0 1 N N N -21.131 84.595 22.280 0.763 -5.065 0.886 O3 B44 23 B44 O4 O4 O 0 1 N N N -18.983 84.062 20.973 -1.653 -4.405 1.349 O4 B44 24 B44 N9 N9 N 0 1 Y N N -18.685 80.698 22.357 -2.166 -1.380 0.191 N9 B44 25 B44 N3 N3 N 0 1 Y N N -17.174 80.205 20.512 -3.914 -1.636 1.952 N3 B44 26 B44 C13 C13 C 0 1 Y N N -19.483 79.911 23.147 -2.219 -0.709 -0.994 C13 B44 27 B44 N7 N7 N 0 1 Y N N -19.401 78.633 22.829 -3.387 -0.154 -1.140 N7 B44 28 B44 C8 C8 C 0 1 Y N N -18.508 78.592 21.779 -4.156 -0.431 -0.059 C8 B44 29 B44 C9 C9 C 0 1 Y N N -18.005 77.524 21.005 -5.467 -0.109 0.330 C9 B44 30 B44 N6 N6 N 0 1 N N N -18.408 76.220 21.244 -6.273 0.672 -0.479 N6 B44 31 B44 C10 C10 C 0 1 N N N -17.902 75.111 20.460 -7.635 1.005 -0.053 C10 B44 32 B44 C11 C11 C 0 1 N N N -17.939 73.789 21.239 -8.306 1.873 -1.120 C11 B44 33 B44 C12 C12 C 0 1 Y N N -17.429 73.786 22.664 -9.706 2.216 -0.681 C12 B44 34 B44 C18 C18 C 0 1 Y N N -18.286 73.836 23.778 -10.759 1.385 -1.017 C18 B44 35 B44 C17 C17 C 0 1 Y N N -17.762 73.833 25.078 -12.043 1.699 -0.615 C17 B44 36 B44 C16 C16 C 0 1 Y N N -16.379 73.780 25.275 -12.275 2.844 0.124 C16 B44 37 B44 C15 C15 C 0 1 Y N N -15.515 73.730 24.179 -11.223 3.675 0.461 C15 B44 38 B44 C14 C14 C 0 1 Y N N -16.038 73.733 22.881 -9.938 3.358 0.062 C14 B44 39 B44 H6 H6 H 0 1 N N N -16.044 79.311 19.038 -5.551 -1.662 3.213 H6 B44 40 B44 H1 H1 H 0 1 N N N -20.786 84.245 25.603 1.908 -2.503 -1.712 H1 B44 41 B44 H1A H1A H 0 1 N N N -19.441 83.120 26.026 2.955 -3.459 -0.636 H1A B44 42 B44 H5 H5 H 0 1 N N N -17.536 82.348 21.948 -0.976 -2.049 1.798 H5 B44 43 B44 H4 H4 H 0 1 N N N -20.031 82.331 20.824 -1.716 -3.718 -0.613 H4 B44 44 B44 H3 H3 H 0 1 N N N -21.303 82.658 22.965 0.474 -4.317 -1.033 H3 B44 45 B44 H2 H2 H 0 1 N N N -19.281 84.644 23.918 1.535 -2.735 1.316 H2 B44 46 B44 HO13 HO13 H 0 0 N N N -26.566 83.503 29.393 8.555 3.387 3.249 HO13 B44 47 B44 HO7 HO7 H 0 1 N N N -25.994 81.018 26.646 7.590 4.687 0.539 HO7 B44 48 B44 HO6 HO6 H 0 1 N N N -22.815 84.108 30.077 5.761 2.709 -1.954 HO6 B44 49 B44 HO8 HO8 H 0 1 N N N -19.719 81.354 27.026 3.260 0.155 -2.782 HO8 B44 50 B44 HO3 HO3 H 0 1 N N N -21.269 85.166 23.026 0.250 -5.880 0.790 HO3 B44 51 B44 HO4 HO4 H 0 1 N N N -18.856 84.758 21.607 -1.732 -5.346 1.137 HO4 B44 52 B44 H13 H13 H 0 1 N N N -20.108 80.294 23.940 -1.411 -0.648 -1.708 H13 B44 53 B44 HN6 HN6 H 0 1 N N N -18.142 76.025 22.188 -5.937 1.000 -1.328 HN6 B44 54 B44 H10 H10 H 0 1 N N N -18.524 75.005 19.559 -8.208 0.088 0.083 H10 B44 55 B44 H10A H10A H 0 0 N N N -16.854 75.326 20.204 -7.597 1.553 0.889 H10A B44 56 B44 H11 H11 H 0 1 N N N -18.993 73.476 21.280 -7.733 2.790 -1.255 H11 B44 57 B44 H11A H11A H 0 0 N N N -17.250 73.126 20.695 -8.344 1.326 -2.062 H11A B44 58 B44 H18 H18 H 0 1 N N N -19.355 73.877 23.631 -10.577 0.490 -1.595 H18 B44 59 B44 H17 H17 H 0 1 N N N -18.427 73.872 25.928 -12.865 1.051 -0.879 H17 B44 60 B44 H16 H16 H 0 1 N N N -15.978 73.778 26.278 -13.279 3.090 0.438 H16 B44 61 B44 H15 H15 H 0 1 N N N -14.447 73.689 24.333 -11.404 4.569 1.038 H15 B44 62 B44 H14 H14 H 0 1 N N N -15.367 73.694 22.035 -9.115 4.004 0.329 H14 B44 63 # 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 B44 O1 C1 SING N N 1 B44 O1 P1 SING N N 2 B44 N3 C7 DOUB Y N 3 B44 C7 C8 SING Y N 4 B44 C7 N9 SING Y N 5 B44 C5 O2 SING N N 6 B44 O2 C2 SING N N 7 B44 C6 N1 DOUB Y N 8 B44 C6 N3 SING Y N 9 B44 C6 H6 SING N N 10 B44 C2 C1 SING N N 11 B44 C1 H1 SING N N 12 B44 C1 H1A SING N N 13 B44 N1 C9 SING Y N 14 B44 C4 C5 SING N N 15 B44 N9 C5 SING N N 16 B44 C5 H5 SING N N 17 B44 O4 C4 SING N N 18 B44 C4 C3 SING N N 19 B44 C4 H4 SING N N 20 B44 O3 C3 SING N N 21 B44 C3 C2 SING N N 22 B44 C3 H3 SING N N 23 B44 C2 H2 SING N N 24 B44 P3 O13 SING N N 25 B44 O13 HO13 SING N N 26 B44 O10 P3 DOUB N N 27 B44 P3 O7 SING N N 28 B44 P3 O12 SING N N 29 B44 O7 HO7 SING N N 30 B44 O12 P2 SING N N 31 B44 O11 P2 SING N N 32 B44 P2 O9 DOUB N N 33 B44 P2 O6 SING N N 34 B44 O6 HO6 SING N N 35 B44 P1 O11 SING N N 36 B44 O5 P1 DOUB N N 37 B44 P1 O8 SING N N 38 B44 O8 HO8 SING N N 39 B44 O3 HO3 SING N N 40 B44 O4 HO4 SING N N 41 B44 N9 C13 SING Y N 42 B44 N7 C13 DOUB Y N 43 B44 C13 H13 SING N N 44 B44 C8 N7 SING Y N 45 B44 C9 C8 DOUB Y N 46 B44 C9 N6 SING N N 47 B44 C10 N6 SING N N 48 B44 N6 HN6 SING N N 49 B44 C10 C11 SING N N 50 B44 C10 H10 SING N N 51 B44 C10 H10A SING N N 52 B44 C11 C12 SING N N 53 B44 C11 H11 SING N N 54 B44 C11 H11A SING N N 55 B44 C12 C14 DOUB Y N 56 B44 C12 C18 SING Y N 57 B44 C18 C17 DOUB Y N 58 B44 C18 H18 SING N N 59 B44 C17 C16 SING Y N 60 B44 C17 H17 SING N N 61 B44 C15 C16 DOUB Y N 62 B44 C16 H16 SING N N 63 B44 C14 C15 SING Y N 64 B44 C15 H15 SING N N 65 B44 C14 H14 SING N N 66 # 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 B44 SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC4OC(n2cnc1c(ncnc12)NCCc3ccccc3)C(O)C4O" B44 SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P@](O)(=O)O[P@](O)(=O)O[P](O)(O)=O)n2cnc3c(NCCc4ccccc4)ncnc23" B44 SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)n2cnc3c(NCCc4ccccc4)ncnc23" B44 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCNc2c3c(ncn2)n(cn3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO[P@@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O)O" B44 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCNc2c3c(ncn2)n(cn3)C4C(C(C(O4)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O" B44 InChI InChI 1.03 "InChI=1S/C18H24N5O13P3/c24-14-12(8-33-38(29,30)36-39(31,32)35-37(26,27)28)34-18(15(14)25)23-10-22-13-16(20-9-21-17(13)23)19-7-6-11-4-2-1-3-5-11/h1-5,9-10,12,14-15,18,24-25H,6-8H2,(H,29,30)(H,31,32)(H,19,20,21)(H2,26,27,28)/t12-,14-,15-,18-/m1/s1" B44 InChIKey InChI 1.03 PSPRNONTFBJUDQ-SCFUHWHPSA-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 B44 "SYSTEMATIC NAME" ACDLabs 10.04 ;N-(2-phenylethyl)adenosine 5'-(tetrahydrogen triphosphate) ; B44 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(phenethylamino)purin-9-yl]oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen 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 B44 "Create component" 2009-02-25 RCSB B44 "Modify aromatic_flag" 2011-06-04 RCSB B44 "Modify descriptor" 2011-06-04 RCSB #