data_OOB # _chem_comp.id OOB _chem_comp.name "5'-O-[(R)-(benzoyloxy)(hydroxy)phosphoryl]adenosine" _chem_comp.type "RNA OH 5 prime terminus" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C17 H18 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 2015-05-04 _chem_comp.pdbx_modified_date 2015-09-25 _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 451.327 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OOB _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 4ZJZ _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 OOB C1 C C 0 1 N N N 14.251 -1.036 26.351 -5.129 0.068 0.383 C1 OOB 1 OOB O1 O3P O 0 1 N N N 14.350 -0.219 27.550 -3.845 -0.008 -0.017 O1 OOB 2 OOB P1 P P 0 1 N N N 14.641 -0.691 29.114 -2.915 -1.099 0.715 P1 OOB 3 OOB O2 O1P O 0 1 N N N 15.021 0.525 29.735 -2.753 -0.710 2.269 O2 OOB 4 OOB O3 O2P O 0 1 N N N 13.385 -1.532 29.415 -3.541 -2.435 0.604 O3 OOB 5 OOB O4 O5* O 0 1 N N N 15.824 -1.750 29.060 -1.465 -1.125 0.015 O4 OOB 6 OOB C2 C5* C 0 1 N N N 17.066 -1.432 28.405 -0.447 -2.062 0.369 C2 OOB 7 OOB C3 C4* C 0 1 N N R 17.991 -2.624 28.446 0.798 -1.810 -0.485 C3 OOB 8 OOB C4 C3* C 0 1 N N S 19.347 -2.395 27.761 1.882 -2.867 -0.180 C4 OOB 9 OOB O5 O3* O 0 1 N N N 20.266 -1.709 28.663 1.861 -3.904 -1.163 O5 OOB 10 OOB C5 C2* C 0 1 N N R 19.694 -3.884 27.558 3.208 -2.077 -0.256 C5 OOB 11 OOB O6 O2* O 0 1 N N N 20.180 -4.595 28.737 4.046 -2.602 -1.287 O6 OOB 12 OOB C6 C1* C 0 1 N N R 18.339 -4.496 27.201 2.767 -0.636 -0.597 C6 OOB 13 OOB O7 O4* O 0 1 N N N 17.356 -3.768 27.843 1.401 -0.546 -0.134 O7 OOB 14 OOB N1 N9 N 0 1 Y N N 18.058 -4.403 25.757 3.610 0.335 0.105 N1 OOB 15 OOB C7 C4 C 0 1 Y N N 18.702 -5.183 24.906 4.824 0.812 -0.319 C7 OOB 16 OOB C8 C5 C 0 1 Y N N 18.113 -4.882 23.611 5.252 1.714 0.671 C8 OOB 17 OOB N2 N7 N 0 1 Y N N 17.122 -3.894 23.730 4.295 1.739 1.629 N2 OOB 18 OOB C9 C8 C 0 1 Y N N 17.080 -3.671 25.083 3.328 0.935 1.296 C9 OOB 19 OOB N3 N3 N 0 1 Y N N 19.733 -6.148 25.011 5.596 0.605 -1.381 N3 OOB 20 OOB C10 C2 C 0 1 Y N N 20.175 -6.719 23.880 6.746 1.232 -1.508 C10 OOB 21 OOB N4 N1 N 0 1 Y N N 19.675 -6.530 22.657 7.190 2.088 -0.605 N4 OOB 22 OOB C11 C6 C 0 1 Y N N 18.692 -5.620 22.473 6.490 2.356 0.492 C11 OOB 23 OOB N5 N6 N 0 1 N N N 18.126 -5.420 21.277 6.963 3.254 1.432 N5 OOB 24 OOB O8 O1 O 0 1 N N N 14.371 -2.294 26.352 -5.537 -0.669 1.259 O8 OOB 25 OOB C12 C1 C 0 1 Y N N 14.154 -0.269 25.058 -6.040 1.050 -0.240 C12 OOB 26 OOB C13 C21 C 0 1 Y N N 14.339 -1.000 23.875 -5.576 1.894 -1.251 C13 OOB 27 OOB C14 C3 C 0 1 Y N N 14.224 -0.286 22.665 -6.434 2.805 -1.832 C14 OOB 28 OOB C15 C41 C 0 1 Y N N 13.822 1.067 22.647 -7.751 2.884 -1.415 C15 OOB 29 OOB C16 C51 C 0 1 Y N N 13.614 1.785 23.872 -8.217 2.050 -0.414 C16 OOB 30 OOB C17 C61 C 0 1 Y N N 13.774 1.084 25.075 -7.371 1.135 0.176 C17 OOB 31 OOB H1 H1 H 0 1 N N N 14.373 0.764 30.388 -2.348 0.156 2.418 H1 OOB 32 OOB H2 H2 H 0 1 N N N 17.542 -0.584 28.919 -0.194 -1.943 1.423 H2 OOB 33 OOB H3 H3 H 0 1 N N N 16.867 -1.161 27.358 -0.808 -3.076 0.194 H3 OOB 34 OOB H4 H4 H 0 1 N N N 18.193 -2.853 29.503 0.539 -1.826 -1.544 H4 OOB 35 OOB H5 H5 H 0 1 N N N 19.230 -1.875 26.799 1.740 -3.284 0.817 H5 OOB 36 OOB H6 H6 H 0 1 N N N 20.005 -0.800 28.750 2.523 -4.595 -1.020 H6 OOB 37 OOB H7 H7 H 0 1 N N N 20.392 -3.994 26.715 3.723 -2.103 0.704 H7 OOB 38 OOB H8 H8 H 0 1 N N N 21.025 -4.244 28.993 4.303 -3.524 -1.153 H8 OOB 39 OOB H9 H9 H 0 1 N N N 18.325 -5.550 27.517 2.812 -0.471 -1.674 H9 OOB 40 OOB H10 H10 H 0 1 N N N 16.376 -3.010 25.567 2.436 0.763 1.881 H10 OOB 41 OOB H11 H11 H 0 1 N N N 21.013 -7.394 23.967 7.348 1.040 -2.383 H11 OOB 42 OOB H12 H12 H 0 1 N N N 18.544 -6.030 20.604 7.816 3.696 1.295 H12 OOB 43 OOB H13 H13 H 0 1 N N N 17.146 -5.610 21.336 6.443 3.442 2.229 H13 OOB 44 OOB H14 H14 H 0 1 N N N 14.559 -2.057 23.891 -4.548 1.834 -1.577 H14 OOB 45 OOB H15 H15 H 0 1 N N N 14.448 -0.784 21.733 -6.076 3.458 -2.615 H15 OOB 46 OOB H16 H16 H 0 1 N N N 13.669 1.567 21.702 -8.418 3.599 -1.873 H16 OOB 47 OOB H17 H17 H 0 1 N N N 13.343 2.830 23.867 -9.246 2.117 -0.093 H17 OOB 48 OOB H18 H18 H 0 1 N N N 13.605 1.585 26.017 -7.737 0.482 0.954 H18 OOB 49 # 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 OOB N5 C11 SING N N 1 OOB C11 N4 DOUB Y N 2 OOB C11 C8 SING Y N 3 OOB C15 C14 DOUB Y N 4 OOB C15 C16 SING Y N 5 OOB N4 C10 SING Y N 6 OOB C14 C13 SING Y N 7 OOB C8 N2 SING Y N 8 OOB C8 C7 DOUB Y N 9 OOB N2 C9 DOUB Y N 10 OOB C16 C17 DOUB Y N 11 OOB C13 C12 DOUB Y N 12 OOB C10 N3 DOUB Y N 13 OOB C7 N3 SING Y N 14 OOB C7 N1 SING Y N 15 OOB C12 C17 SING Y N 16 OOB C12 C1 SING N N 17 OOB C9 N1 SING Y N 18 OOB N1 C6 SING N N 19 OOB C1 O8 DOUB N N 20 OOB C1 O1 SING N N 21 OOB C6 C5 SING N N 22 OOB C6 O7 SING N N 23 OOB O1 P1 SING N N 24 OOB C5 C4 SING N N 25 OOB C5 O6 SING N N 26 OOB C4 C3 SING N N 27 OOB C4 O5 SING N N 28 OOB O7 C3 SING N N 29 OOB C2 C3 SING N N 30 OOB C2 O4 SING N N 31 OOB O4 P1 SING N N 32 OOB P1 O3 DOUB N N 33 OOB P1 O2 SING N N 34 OOB O2 H1 SING N N 35 OOB C2 H2 SING N N 36 OOB C2 H3 SING N N 37 OOB C3 H4 SING N N 38 OOB C4 H5 SING N N 39 OOB O5 H6 SING N N 40 OOB C5 H7 SING N N 41 OOB O6 H8 SING N N 42 OOB C6 H9 SING N N 43 OOB C9 H10 SING N N 44 OOB C10 H11 SING N N 45 OOB N5 H12 SING N N 46 OOB N5 H13 SING N N 47 OOB C13 H14 SING N N 48 OOB C14 H15 SING N N 49 OOB C15 H16 SING N N 50 OOB C16 H17 SING N N 51 OOB C17 H18 SING N N 52 # 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 OOB SMILES ACDLabs 12.01 "C(=O)(OP(=O)(O)OCC1C(O)C(O)C(O1)n3c2ncnc(c2nc3)N)c4ccccc4" OOB InChI InChI 1.03 "InChI=1S/C17H18N5O8P/c18-14-11-15(20-7-19-14)22(8-21-11)16-13(24)12(23)10(29-16)6-28-31(26,27)30-17(25)9-4-2-1-3-5-9/h1-5,7-8,10,12-13,16,23-24H,6H2,(H,26,27)(H2,18,19,20)/t10-,12-,13-,16-/m1/s1" OOB InChIKey InChI 1.03 PTJTVELTWZMHPG-XNIJJKJLSA-N OOB SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OC(=O)c4ccccc4)[C@@H](O)[C@H]3O" OOB SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)c4ccccc4)[CH](O)[CH]3O" OOB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(=O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" OOB SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O" # 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 OOB "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-(benzoyloxy)(hydroxy)phosphoryl]adenosine" OOB "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] benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OOB "Create component" 2015-05-04 RCSB OOB "Initial release" 2015-09-30 RCSB #