data_DLL # _chem_comp.id DLL _chem_comp.name "5'-O-[HYDROXY(PHENYLACETYL)PHOSPHORYL]ADENOSINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-12-15 _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 465.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DLL _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 2Y4N _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 DLL O O O 0 1 N N N 3.260 -7.933 -12.961 -5.051 -0.147 0.672 O DLL 1 DLL CB CB C 0 1 N N N 5.175 -7.434 -11.563 -5.474 0.963 -1.363 CB DLL 2 DLL CG CG C 0 1 Y N N 5.134 -6.040 -12.194 -6.862 1.096 -0.793 CG DLL 3 DLL CD2 CD2 C 0 1 Y N N 4.403 -5.029 -11.573 -7.193 2.198 -0.027 CD2 DLL 4 DLL CD1 CD1 C 0 1 Y N N 5.959 -5.736 -13.276 -7.807 0.118 -1.041 CD1 DLL 5 DLL CE2 CE2 C 0 1 Y N N 4.413 -3.736 -12.091 -8.467 2.319 0.496 CE2 DLL 6 DLL CE1 CE1 C 0 1 Y N N 5.982 -4.438 -13.784 -9.081 0.239 -0.518 CE1 DLL 7 DLL CZ CZ C 0 1 Y N N 5.224 -3.432 -13.177 -9.410 1.339 0.252 CZ DLL 8 DLL P P P 0 1 N N N 3.070 -10.714 -11.937 -2.437 -0.795 0.420 P DLL 9 DLL O2P O2P O 0 1 N N N 1.785 -10.238 -11.374 -3.103 -2.074 0.753 O2P DLL 10 DLL O3P O3P O 0 1 N N N 3.671 -11.944 -11.368 -2.308 0.104 1.750 O3P DLL 11 DLL O1P O1P O 0 1 N N N 4.239 -9.635 -11.752 -3.308 -0.005 -0.679 O1P DLL 12 DLL "O5'" "O5'" O 0 1 N N N 2.876 -10.846 -13.512 -0.969 -1.092 -0.171 "O5'" DLL 13 DLL "C5'" "C5'" C 0 1 N N N 3.946 -11.377 -14.142 0.007 -1.870 0.525 "C5'" DLL 14 DLL "O4'" "O4'" O 0 1 N N N 3.164 -10.188 -16.196 1.888 -0.656 -0.419 "O4'" DLL 15 DLL "O3'" "O3'" O 0 1 N N N 5.695 -12.701 -16.456 2.630 -3.986 -0.467 "O3'" DLL 16 DLL "C2'" "C2'" C 0 1 N N R 4.689 -10.971 -17.859 3.545 -1.981 0.595 "C2'" DLL 17 DLL "O2'" "O2'" O 0 1 N N N 4.001 -12.061 -18.487 4.750 -2.697 0.317 "O2'" DLL 18 DLL "C1'" "C1'" C 0 1 N N R 3.682 -9.882 -17.498 3.317 -0.856 -0.447 "C1'" DLL 19 DLL N9 N9 N 0 1 Y N N 4.398 -8.595 -17.568 4.017 0.367 -0.047 N9 DLL 20 DLL C8 C8 C 0 1 Y N N 4.928 -7.859 -16.415 3.508 1.375 0.717 C8 DLL 21 DLL N7 N7 N 0 1 Y N N 5.642 -6.743 -17.054 4.403 2.306 0.878 N7 DLL 22 DLL C5 C5 C 0 1 Y N N 5.488 -6.840 -18.378 5.540 1.956 0.229 C5 DLL 23 DLL C6 C6 C 0 1 Y N N 5.905 -6.037 -19.437 6.802 2.550 0.057 C6 DLL 24 DLL CAZ CAZ C 0 1 N N N 4.038 -8.331 -12.091 -4.596 0.229 -0.382 CAZ DLL 25 DLL N6 N6 N 0 1 N N N 6.615 -4.925 -19.209 7.090 3.778 0.625 N6 DLL 26 DLL "C4'" "C4'" C 0 1 N N R 3.956 -11.173 -15.648 1.284 -1.956 -0.314 "C4'" DLL 27 DLL N1 N1 N 0 1 Y N N 5.617 -6.407 -20.700 7.712 1.904 -0.665 N1 DLL 28 DLL "C3'" "C3'" C 0 1 N N S 5.208 -11.355 -16.486 2.304 -2.881 0.377 "C3'" DLL 29 DLL C2 C2 C 0 1 Y N N 4.920 -7.510 -20.941 7.446 0.732 -1.211 C2 DLL 30 DLL C4 C4 C 0 1 Y N N 4.752 -7.979 -18.682 5.308 0.706 -0.367 C4 DLL 31 DLL N3 N3 N 0 1 Y N N 4.476 -8.276 -19.957 6.278 0.138 -1.076 N3 DLL 32 DLL HB1C HB1C H 0 0 N N N 6.139 -7.904 -11.807 -5.517 0.407 -2.299 HB1C DLL 33 DLL HB2C HB2C H 0 0 N N N 5.050 -7.324 -10.476 -5.061 1.955 -1.549 HB2C DLL 34 DLL HD2 HD2 H 0 1 N N N 3.826 -5.249 -10.687 -6.456 2.964 0.163 HD2 DLL 35 DLL HD1 HD1 H 0 1 N N N 6.578 -6.503 -13.719 -7.551 -0.741 -1.644 HD1 DLL 36 DLL HE2 HE2 H 0 1 N N N 3.791 -2.971 -11.649 -8.725 3.180 1.095 HE2 DLL 37 DLL HE1 HE1 H 0 1 N N N 6.587 -4.209 -14.649 -9.820 -0.525 -0.713 HE1 DLL 38 DLL HZ HZ H 0 1 N N N 5.269 -2.420 -13.552 -10.405 1.434 0.661 HZ DLL 39 DLL H3P H3P H 0 1 N N N 3.800 -12.583 -12.059 -1.879 0.959 1.606 H3P DLL 40 DLL "H5'1" "H5'1" H 0 0 N N N 4.849 -10.901 -13.732 0.232 -1.399 1.482 "H5'1" DLL 41 DLL "H5'2" "H5'2" H 0 0 N N N 3.906 -12.463 -13.971 -0.383 -2.874 0.697 "H5'2" DLL 42 DLL "H4'" "H4'" H 0 1 N N N 3.444 -12.143 -15.734 1.049 -2.337 -1.308 "H4'" DLL 43 DLL "H1'" "H1'" H 0 1 N N N 2.822 -9.823 -18.182 3.641 -1.178 -1.437 "H1'" DLL 44 DLL "H3'" "H3'" H 0 1 N N N 5.803 -13.019 -17.345 3.312 -4.570 -0.106 "H3'" DLL 45 DLL HA HA H 0 1 N N N 6.069 -10.764 -16.140 1.916 -3.233 1.333 HA DLL 46 DLL "H2'" "H2'" H 0 1 N N N 5.483 -10.672 -18.559 3.560 -1.576 1.607 "H2'" DLL 47 DLL HB HB H 0 1 N N N 3.849 -11.855 -19.402 4.936 -3.411 0.941 HB DLL 48 DLL H8 H8 H 0 1 N N N 4.821 -8.080 -15.363 2.510 1.398 1.127 H8 DLL 49 DLL H61N H61N H 0 0 N N N 6.792 -4.837 -18.229 6.417 4.240 1.150 H61N DLL 50 DLL H62N H62N H 0 0 N N N 7.484 -4.978 -19.701 7.965 4.178 0.499 H62N DLL 51 DLL H2 H2 H 0 1 N N N 4.710 -7.789 -21.963 8.215 0.241 -1.789 H2 DLL 52 # 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 DLL O CAZ DOUB N N 1 DLL CB CG SING N N 2 DLL CB CAZ SING N N 3 DLL CG CD2 SING Y N 4 DLL CG CD1 DOUB Y N 5 DLL CD2 CE2 DOUB Y N 6 DLL CD1 CE1 SING Y N 7 DLL CE2 CZ SING Y N 8 DLL CE1 CZ DOUB Y N 9 DLL P O2P DOUB N N 10 DLL P O3P SING N N 11 DLL P O1P SING N N 12 DLL P "O5'" SING N N 13 DLL O1P CAZ SING N N 14 DLL "O5'" "C5'" SING N N 15 DLL "C5'" "C4'" SING N N 16 DLL "O4'" "C1'" SING N N 17 DLL "O4'" "C4'" SING N N 18 DLL "O3'" "C3'" SING N N 19 DLL "C2'" "O2'" SING N N 20 DLL "C2'" "C1'" SING N N 21 DLL "C2'" "C3'" SING N N 22 DLL "C1'" N9 SING N N 23 DLL N9 C8 SING Y N 24 DLL N9 C4 SING Y N 25 DLL C8 N7 DOUB Y N 26 DLL N7 C5 SING Y N 27 DLL C5 C6 DOUB Y N 28 DLL C5 C4 SING Y N 29 DLL C6 N6 SING N N 30 DLL C6 N1 SING Y N 31 DLL "C4'" "C3'" SING N N 32 DLL N1 C2 DOUB Y N 33 DLL C2 N3 SING Y N 34 DLL CB HB1C SING N N 35 DLL CB HB2C SING N N 36 DLL CD2 HD2 SING N N 37 DLL CD1 HD1 SING N N 38 DLL CE2 HE2 SING N N 39 DLL CE1 HE1 SING N N 40 DLL CZ HZ SING N N 41 DLL O3P H3P SING N N 42 DLL "C5'" "H5'1" SING N N 43 DLL "C5'" "H5'2" SING N N 44 DLL "C4'" "H4'" SING N N 45 DLL "C1'" "H1'" SING N N 46 DLL "O3'" "H3'" SING N N 47 DLL "C3'" HA SING N N 48 DLL "C2'" "H2'" SING N N 49 DLL "O2'" HB SING N N 50 DLL C8 H8 SING N N 51 DLL N6 H61N SING N N 52 DLL N6 H62N SING N N 53 DLL C2 H2 SING N N 54 DLL C4 N3 DOUB Y N 55 # 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 DLL SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OC(=O)Cc4ccccc4)[C@@H](O)[C@H]3O" DLL SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)Cc4ccccc4)[CH](O)[CH]3O" DLL SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)CC(=O)O[P@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" DLL SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)CC(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O" DLL InChI InChI 1.03 "InChI=1S/C18H20N5O8P/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)6-10-4-2-1-3-5-10/h1-5,8-9,11,14-15,18,25-26H,6-7H2,(H,27,28)(H2,19,20,21)/t11-,14-,15-,18-/m1/s1" DLL InChIKey InChI 1.03 VUKDZGAUWUDQRZ-XKLVTHTNSA-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 DLL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] 2-phenylethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DLL "Create component" 2010-12-15 EBI DLL "Modify aromatic_flag" 2011-06-04 RCSB DLL "Modify descriptor" 2011-06-04 RCSB #