data_8AZ # _chem_comp.id 8AZ _chem_comp.name "8-aza-nebularine-5'-monophosphate" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H14 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 2015-10-27 _chem_comp.pdbx_modified_date 2016-04-08 _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 351.210 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8AZ _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 5ED1 _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 8AZ P P1 P 0 1 N N N -23.020 -4.173 36.957 4.822 1.095 0.103 P 8AZ 1 8AZ OP2 O1 O 0 1 N N N -24.525 -4.302 36.784 6.020 0.021 0.162 OP2 8AZ 2 8AZ OP1 O2 O 0 1 N N N -22.031 -4.930 36.119 4.746 1.674 -1.257 OP1 8AZ 3 8AZ "O5'" O3 O 0 1 N N N -22.738 -4.552 38.466 3.430 0.367 0.454 "O5'" 8AZ 4 8AZ "C5'" C1 C 0 1 N N N -23.799 -4.607 39.412 2.853 -0.649 -0.369 "C5'" 8AZ 5 8AZ "C4'" C2 C 0 1 N N R -23.647 -5.791 40.330 1.538 -1.124 0.252 "C4'" 8AZ 6 8AZ "O4'" O4 O 0 1 N N N -23.748 -7.010 39.544 0.535 -0.089 0.159 "O4'" 8AZ 7 8AZ "C1'" C3 C 0 1 N N R -22.597 -7.797 39.765 -0.730 -0.772 0.294 "C1'" 8AZ 8 8AZ N9 N1 N 0 1 Y N N -22.314 -8.579 38.568 -1.813 0.046 -0.257 N9 8AZ 9 8AZ N8 N2 N 0 1 Y N N -22.143 -8.053 37.325 -1.796 0.768 -1.465 N8 8AZ 10 8AZ N7 N3 N 0 1 Y N N -21.909 -9.080 36.513 -2.936 1.362 -1.602 N7 8AZ 11 8AZ C5 C4 C 0 1 Y N N -21.930 -10.248 37.217 -3.713 1.088 -0.574 C5 8AZ 12 8AZ C6 C5 C 0 1 N N R -21.720 -11.680 36.814 -5.124 1.534 -0.264 C6 8AZ 13 8AZ O6 O5 O 0 1 N N N -20.348 -12.012 36.585 -6.063 0.695 -0.939 O6 8AZ 14 8AZ N1 N4 N 0 1 N N N -22.160 -12.473 37.963 -5.287 1.403 1.196 N1 8AZ 15 8AZ C2 C6 C 0 1 N N N -22.154 -12.038 39.234 -4.700 0.365 1.866 C2 8AZ 16 8AZ N3 N5 N 0 1 N N N -22.317 -10.780 39.606 -3.591 -0.190 1.451 N3 8AZ 17 8AZ C4 C7 C 0 1 Y N N -22.202 -9.933 38.539 -3.034 0.256 0.289 C4 8AZ 18 8AZ "C2'" C8 C 0 1 N N R -21.509 -6.825 40.187 -0.567 -2.071 -0.525 "C2'" 8AZ 19 8AZ "O2'" O6 O 0 1 N N N -20.470 -7.490 40.869 -1.230 -3.158 0.123 "O2'" 8AZ 20 8AZ "C3'" C9 C 0 1 N N S -22.309 -5.878 41.068 0.960 -2.308 -0.553 "C3'" 8AZ 21 8AZ "O3'" O7 O 0 1 N N N -22.516 -6.531 42.316 1.286 -3.549 0.076 "O3'" 8AZ 22 8AZ H1 H1 H 0 1 N N N -24.712 -4.917 36.085 6.128 -0.400 1.026 H1 8AZ 23 8AZ H3 H3 H 0 1 N N N -23.794 -3.685 40.012 2.660 -0.245 -1.363 H3 8AZ 24 8AZ H4 H4 H 0 1 N N N -24.755 -4.690 38.875 3.543 -1.489 -0.446 H4 8AZ 25 8AZ H5 H5 H 0 1 N N N -24.455 -5.767 41.076 1.693 -1.412 1.292 H5 8AZ 26 8AZ H6 H6 H 0 1 N N N -22.781 -8.486 40.603 -0.925 -1.005 1.341 H6 8AZ 27 8AZ H7 H7 H 0 1 N N N -22.333 -11.913 35.931 -5.263 2.572 -0.565 H7 8AZ 28 8AZ H8 H8 H 0 1 N N N -20.280 -12.926 36.335 -6.987 0.931 -0.780 H8 8AZ 29 8AZ H9 H9 H 0 1 N N N -22.487 -13.402 37.790 -5.812 2.057 1.684 H9 8AZ 30 8AZ H11 H11 H 0 1 N N N -22.005 -12.772 40.012 -5.168 -0.007 2.766 H11 8AZ 31 8AZ H14 H14 H 0 1 N N N -21.130 -6.284 39.307 -0.953 -1.937 -1.535 H14 8AZ 32 8AZ H15 H15 H 0 1 N N N -19.804 -6.862 41.122 -1.160 -4.000 -0.349 H15 8AZ 33 8AZ H16 H16 H 0 1 N N N -21.827 -4.894 41.160 1.330 -2.290 -1.578 H16 8AZ 34 8AZ H17 H17 H 0 1 N Y N -23.015 -5.964 42.892 0.947 -4.326 -0.388 H17 8AZ 35 8AZ OP3 OP3 O 0 1 N Y N -22.613 -2.631 36.866 5.099 2.268 1.171 OP3 8AZ 36 8AZ H2 H2 H 0 1 N Y N -21.848 -2.537 36.311 5.923 2.751 1.020 H2 8AZ 37 # 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 8AZ OP1 P DOUB N N 1 8AZ N7 C5 SING Y N 2 8AZ N7 N8 DOUB Y N 3 8AZ O6 C6 SING N N 4 8AZ OP2 P SING N N 5 8AZ C6 C5 SING N N 6 8AZ C6 N1 SING N N 7 8AZ P "O5'" SING N N 8 8AZ C5 C4 DOUB Y N 9 8AZ N8 N9 SING Y N 10 8AZ N1 C2 SING N N 11 8AZ "O5'" "C5'" SING N N 12 8AZ C4 N9 SING Y N 13 8AZ C4 N3 SING N N 14 8AZ N9 "C1'" SING N N 15 8AZ C2 N3 DOUB N N 16 8AZ "C5'" "C4'" SING N N 17 8AZ "O4'" "C1'" SING N N 18 8AZ "O4'" "C4'" SING N N 19 8AZ "C1'" "C2'" SING N N 20 8AZ "C2'" "O2'" SING N N 21 8AZ "C2'" "C3'" SING N N 22 8AZ "C4'" "C3'" SING N N 23 8AZ "C3'" "O3'" SING N N 24 8AZ OP2 H1 SING N N 25 8AZ "C5'" H3 SING N N 26 8AZ "C5'" H4 SING N N 27 8AZ "C4'" H5 SING N N 28 8AZ "C1'" H6 SING N N 29 8AZ C6 H7 SING N N 30 8AZ O6 H8 SING N N 31 8AZ N1 H9 SING N N 32 8AZ C2 H11 SING N N 33 8AZ "C2'" H14 SING N N 34 8AZ "O2'" H15 SING N N 35 8AZ "C3'" H16 SING N N 36 8AZ "O3'" H17 SING N N 37 8AZ P OP3 SING N N 38 8AZ OP3 H2 SING N N 39 # 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 8AZ InChI InChI 1.03 "InChI=1S/C9H14N5O8P/c15-5-3(1-21-23(18,19)20)22-9(6(5)16)14-7-4(12-13-14)8(17)11-2-10-7/h2-3,5-6,8-9,15-17H,1H2,(H,10,11)(H2,18,19,20)/t3-,5-,6-,8-,9-/m1/s1" 8AZ InChIKey InChI 1.03 SBZIEWBNPJQPBV-TWZMMTIKSA-N 8AZ SMILES_CANONICAL CACTVS 3.385 "O[C@H]1NC=Nc2n(nnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O" 8AZ SMILES CACTVS 3.385 "O[CH]1NC=Nc2n(nnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" 8AZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C1=Nc2c(nnn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)[C@H](N1)O" 8AZ SMILES "OpenEye OEToolkits" 2.0.4 "C1=Nc2c(nnn2C3C(C(C(O3)COP(=O)(O)O)O)O)C(N1)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 8AZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R},3~{S},4~{R},5~{R})-3,4-bis(oxidanyl)-5-[(7~{R})-7-oxidanyl-6,7-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-3-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 8AZ "Create component" 2015-10-27 RCSB 8AZ "Initial release" 2016-04-13 RCSB #