data_3UK # _chem_comp.id 3UK _chem_comp.name "5'-O-[(S)-[(2-aminobenzoyl)oxy](hydroxy)phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N6 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-04 _chem_comp.pdbx_modified_date 2015-11-06 _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 466.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UK _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 4WV3 _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 3UK C10 C1 C 0 1 N N R -29.084 -14.214 -49.870 -3.051 0.778 -0.607 C10 3UK 1 3UK C15 C2 C 0 1 Y N N -31.280 -15.284 -49.364 -4.952 -0.857 -0.259 C15 3UK 2 3UK C17 C3 C 0 1 Y N N -32.009 -17.449 -48.781 -7.070 -1.160 -1.098 C17 3UK 3 3UK C21 C4 C 0 1 N N R -28.705 -14.957 -51.122 -3.412 2.073 0.165 C21 3UK 4 3UK C26 C5 C 0 1 Y N N -31.965 -9.001 -51.420 5.621 -1.073 -0.303 C26 3UK 5 3UK C28 C6 C 0 1 Y N N -34.286 -9.656 -51.380 5.977 -2.819 -1.914 C28 3UK 6 3UK O01 O1 O 0 1 N N N -30.207 -9.542 -49.860 5.117 0.561 1.283 O01 3UK 7 3UK C02 C7 C 0 1 N N N -30.467 -9.223 -50.998 4.746 -0.054 0.302 C02 3UK 8 3UK O03 O2 O 0 1 N N N -29.441 -8.719 -51.844 3.534 0.197 -0.232 O03 3UK 9 3UK P04 P1 P 0 1 N N N -27.907 -8.915 -51.472 2.638 1.325 0.486 P04 3UK 10 3UK O05 O3 O 0 1 N N N -27.021 -8.381 -52.643 2.481 0.991 1.919 O05 3UK 11 3UK O06 O4 O 0 1 N N N -27.543 -10.461 -51.242 1.189 1.385 -0.213 O06 3UK 12 3UK C07 C8 C 0 1 N N N -28.268 -11.478 -51.950 0.128 2.214 0.265 C07 3UK 13 3UK C08 C9 C 0 1 N N R -27.957 -12.798 -51.306 -1.104 2.030 -0.624 C08 3UK 14 3UK O09 O5 O 0 1 N N N -28.598 -12.885 -50.014 -1.616 0.695 -0.480 O09 3UK 15 3UK N11 N1 N 0 1 Y N N -30.501 -14.195 -49.709 -3.692 -0.386 0.011 N11 3UK 16 3UK C12 C10 C 0 1 Y N N -31.304 -13.100 -49.863 -3.146 -1.200 0.958 C12 3UK 17 3UK N13 N2 N 0 1 Y N N -32.590 -13.474 -49.620 -3.991 -2.135 1.282 N13 3UK 18 3UK C14 C11 C 0 1 Y N N -32.604 -14.823 -49.308 -5.130 -1.981 0.565 C14 3UK 19 3UK N16 N3 N 0 1 Y N N -31.007 -16.588 -49.099 -5.940 -0.486 -1.067 N16 3UK 20 3UK N18 N4 N 0 1 Y N N -33.280 -17.074 -48.712 -7.284 -2.222 -0.343 N18 3UK 21 3UK C19 C12 C 0 1 Y N N -33.633 -15.803 -48.960 -6.355 -2.667 0.496 C19 3UK 22 3UK N20 N5 N 0 1 N N N -34.995 -15.407 -48.886 -6.587 -3.781 1.284 N20 3UK 23 3UK O22 O6 O 0 1 N N N -27.493 -15.654 -50.910 -4.643 2.623 -0.309 O22 3UK 24 3UK C23 C13 C 0 1 N N S -28.501 -13.908 -52.107 -2.222 3.000 -0.184 C23 3UK 25 3UK O24 O7 O 0 1 N N N -27.540 -14.336 -53.093 -2.570 3.880 -1.254 O24 3UK 26 3UK O25 O8 O 0 1 N N N -27.584 -8.114 -50.221 3.362 2.756 0.345 O25 3UK 27 3UK C27 C14 C 0 1 Y N N -32.941 -9.867 -50.992 5.153 -1.868 -1.353 C27 3UK 28 3UK C29 C15 C 0 1 Y N N -34.629 -8.543 -52.220 7.268 -2.993 -1.444 C29 3UK 29 3UK C30 C16 C 0 1 Y N N -33.653 -7.678 -52.649 7.747 -2.213 -0.411 C30 3UK 30 3UK C31 C17 C 0 1 Y N N -32.308 -7.884 -52.259 6.932 -1.248 0.168 C31 3UK 31 3UK N32 N6 N 0 1 N N N -31.268 -6.963 -52.717 7.411 -0.462 1.207 N32 3UK 32 3UK H1 H1 H 0 1 N N N -28.610 -14.701 -49.005 -3.340 0.862 -1.655 H1 3UK 33 3UK H2 H2 H 0 1 N N N -31.761 -18.480 -48.576 -7.853 -0.831 -1.766 H2 3UK 34 3UK H3 H3 H 0 1 N N N -29.517 -15.634 -51.426 -3.459 1.886 1.238 H3 3UK 35 3UK H4 H4 H 0 1 N N N -35.056 -10.334 -51.043 5.614 -3.432 -2.726 H4 3UK 36 3UK H5 H5 H 0 1 N N N -27.956 -11.494 -53.005 -0.119 1.934 1.289 H5 3UK 37 3UK H6 H6 H 0 1 N N N -29.348 -11.278 -51.890 0.442 3.257 0.240 H6 3UK 38 3UK H7 H7 H 0 1 N N N -26.868 -12.909 -51.201 -0.839 2.215 -1.665 H7 3UK 39 3UK H8 H8 H 0 1 N N N -30.974 -12.107 -50.132 -2.157 -1.085 1.377 H8 3UK 40 3UK H9 H9 H 0 1 N N N -35.559 -16.195 -48.638 -5.901 -4.097 1.892 H9 3UK 41 3UK H10 H10 H 0 1 N N N -35.097 -14.693 -48.194 -7.437 -4.246 1.227 H10 3UK 42 3UK H11 H11 H 0 1 N N N -27.629 -16.339 -50.266 -4.911 3.434 0.143 H11 3UK 43 3UK H12 H12 H 0 1 N N N -29.452 -13.619 -52.578 -1.911 3.568 0.693 H12 3UK 44 3UK H13 H13 H 0 1 N N N -27.904 -15.051 -53.601 -3.269 4.511 -1.032 H13 3UK 45 3UK H14 H14 H 0 1 N N N -26.918 -7.467 -50.422 3.497 3.039 -0.570 H14 3UK 46 3UK H15 H15 H 0 1 N N N -32.684 -10.706 -50.362 4.147 -1.737 -1.724 H15 3UK 47 3UK H16 H16 H 0 1 N N N -35.656 -8.386 -52.515 7.906 -3.742 -1.890 H16 3UK 48 3UK H17 H17 H 0 1 N N N -33.911 -6.842 -53.283 8.756 -2.352 -0.053 H17 3UK 49 3UK H18 H18 H 0 1 N N N -30.383 -7.252 -52.353 8.341 -0.529 1.477 H18 3UK 50 3UK H19 H19 H 0 1 N N N -31.235 -6.968 -53.716 6.817 0.155 1.663 H19 3UK 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 3UK O24 C23 SING N N 1 3UK N32 C31 SING N N 2 3UK C30 C31 DOUB Y N 3 3UK C30 C29 SING Y N 4 3UK O05 P04 DOUB N N 5 3UK C31 C26 SING Y N 6 3UK C29 C28 DOUB Y N 7 3UK C23 C08 SING N N 8 3UK C23 C21 SING N N 9 3UK C07 C08 SING N N 10 3UK C07 O06 SING N N 11 3UK O03 P04 SING N N 12 3UK O03 C02 SING N N 13 3UK P04 O06 SING N N 14 3UK P04 O25 SING N N 15 3UK C26 C02 SING N N 16 3UK C26 C27 DOUB Y N 17 3UK C28 C27 SING Y N 18 3UK C08 O09 SING N N 19 3UK C21 O22 SING N N 20 3UK C21 C10 SING N N 21 3UK C02 O01 DOUB N N 22 3UK O09 C10 SING N N 23 3UK C10 N11 SING N N 24 3UK C12 N11 SING Y N 25 3UK C12 N13 DOUB Y N 26 3UK N11 C15 SING Y N 27 3UK N13 C14 SING Y N 28 3UK C15 C14 DOUB Y N 29 3UK C15 N16 SING Y N 30 3UK C14 C19 SING Y N 31 3UK N16 C17 DOUB Y N 32 3UK C19 N20 SING N N 33 3UK C19 N18 DOUB Y N 34 3UK C17 N18 SING Y N 35 3UK C10 H1 SING N N 36 3UK C17 H2 SING N N 37 3UK C21 H3 SING N N 38 3UK C28 H4 SING N N 39 3UK C07 H5 SING N N 40 3UK C07 H6 SING N N 41 3UK C08 H7 SING N N 42 3UK C12 H8 SING N N 43 3UK N20 H9 SING N N 44 3UK N20 H10 SING N N 45 3UK O22 H11 SING N N 46 3UK C23 H12 SING N N 47 3UK O24 H13 SING N N 48 3UK O25 H14 SING N N 49 3UK C27 H15 SING N N 50 3UK C29 H16 SING N N 51 3UK C30 H17 SING N N 52 3UK N32 H18 SING N N 53 3UK N32 H19 SING N N 54 # 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 3UK SMILES ACDLabs 12.01 "O=P(OC(=O)c1ccccc1N)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" 3UK InChI InChI 1.03 "InChI=1S/C17H19N6O8P/c18-9-4-2-1-3-8(9)17(26)31-32(27,28)29-5-10-12(24)13(25)16(30-10)23-7-22-11-14(19)20-6-21-15(11)23/h1-4,6-7,10,12-13,16,24-25H,5,18H2,(H,27,28)(H2,19,20,21)/t10-,12-,13-,16-/m1/s1" 3UK InChIKey InChI 1.03 XZXXWUQOHYJTTC-XNIJJKJLSA-N 3UK SMILES_CANONICAL CACTVS 3.385 "Nc1ccccc1C(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34" 3UK SMILES CACTVS 3.385 "Nc1ccccc1C(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34" 3UK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)C(=O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N" 3UK SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)C(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)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 3UK "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(S)-[(2-aminobenzoyl)oxy](hydroxy)phosphoryl]adenosine" 3UK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] 2-azanylbenzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3UK "Create component" 2014-11-04 RCSB 3UK "Initial release" 2015-11-11 RCSB #