data_8AN # _chem_comp.id 8AN _chem_comp.name ;3'-amino-3'-deoxyadenosine 5'-(dihydrogen phosphate) ; _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H15 N6 O6 P" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-27 _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 346.236 _chem_comp.one_letter_code A _chem_comp.three_letter_code 8AN _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 3CMA _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 8AN O3P O3P O 0 1 N Y N 77.833 113.927 95.663 -5.876 0.054 -0.167 O3P 8AN 1 8AN P P P 0 1 N N N 78.315 115.051 96.681 -4.860 -0.958 0.203 P 8AN 2 8AN O1P O1P O 0 1 N N N 79.701 114.694 96.908 -5.342 -1.744 1.522 O1P 8AN 3 8AN O2P O2P O 0 1 N N N 77.958 116.408 96.227 -4.677 -2.003 -1.008 O2P 8AN 4 8AN "O5'" "O5'" O 0 1 N N N 77.449 114.724 97.954 -3.457 -0.226 0.497 "O5'" 8AN 5 8AN "C5'" "C5'" C 0 1 N N N 76.312 115.481 98.268 -2.818 0.640 -0.444 "C5'" 8AN 6 8AN "C4'" "C4'" C 0 1 N N S 75.115 115.231 97.483 -1.509 1.163 0.151 "C4'" 8AN 7 8AN "O4'" "O4'" O 0 1 N N N 75.027 113.918 96.997 -0.540 0.097 0.249 "O4'" 8AN 8 8AN "C1'" "C1'" C 0 1 N N R 73.748 113.409 97.241 0.743 0.756 0.331 "C1'" 8AN 9 8AN N9 N9 N 0 1 Y N N 73.890 112.203 98.088 1.815 -0.166 -0.053 N9 8AN 10 8AN C4 C4 C 0 1 Y N N 73.287 110.968 97.934 3.132 -0.079 0.320 C4 8AN 11 8AN N3 N3 N 0 1 Y N N 72.448 110.590 96.955 3.843 0.759 1.068 N3 8AN 12 8AN C2 C2 C 0 1 Y N N 72.043 109.345 97.143 5.134 0.571 1.245 C2 8AN 13 8AN N1 N1 N 0 1 Y N N 72.356 108.488 98.125 5.784 -0.441 0.699 N1 8AN 14 8AN C6 C6 C 0 1 Y N N 73.213 108.892 99.093 5.157 -1.330 -0.065 C6 8AN 15 8AN N6 N6 N 0 1 N N N 73.528 108.046 100.071 5.848 -2.387 -0.632 N6 8AN 16 8AN C5 C5 C 0 1 Y N N 73.719 110.192 99.007 3.778 -1.172 -0.282 C5 8AN 17 8AN N7 N7 N 0 1 Y N N 74.603 110.904 99.805 2.839 -1.857 -0.979 N7 8AN 18 8AN C8 C8 C 0 1 Y N N 74.673 112.082 99.220 1.685 -1.271 -0.841 C8 8AN 19 8AN "C2'" "C2'" C 0 1 N N R 72.834 114.542 97.696 0.652 1.924 -0.675 "C2'" 8AN 20 8AN "O2'" "O2'" O 0 1 N N N 71.960 114.809 96.630 1.330 3.075 -0.169 "O2'" 8AN 21 8AN "C3'" "C3'" C 0 1 N N S 73.827 115.588 98.183 -0.864 2.198 -0.797 "C3'" 8AN 22 8AN "N3'" "N3'" N 0 1 N N N 73.593 116.888 97.639 -1.176 3.564 -0.356 "N3'" 8AN 23 8AN HO1P HO1P H 0 0 N N N 80.149 114.616 96.074 -6.183 -2.210 1.418 HO1P 8AN 24 8AN HO2P HO2P H 0 0 N N N 77.881 116.984 96.979 -4.025 -2.695 -0.835 HO2P 8AN 25 8AN "H5'" "H5'" H 0 1 N N N 76.060 115.265 99.317 -2.606 0.088 -1.360 "H5'" 8AN 26 8AN "H5'A" "H5'A" H 0 0 N N N 76.589 116.523 98.051 -3.476 1.479 -0.670 "H5'A" 8AN 27 8AN "H4'" "H4'" H 0 1 N N N 75.235 115.915 96.630 -1.689 1.606 1.131 "H4'" 8AN 28 8AN "H1'" "H1'" H 0 1 N N N 73.221 113.035 96.351 0.910 1.135 1.339 "H1'" 8AN 29 8AN H2 H2 H 0 1 N N N 71.361 108.964 96.397 5.681 1.270 1.859 H2 8AN 30 8AN HN6 HN6 H 0 1 N N N 73.607 107.121 99.700 6.800 -2.485 -0.475 HN6 8AN 31 8AN HN6A HN6A H 0 0 N N N 74.400 108.317 100.478 5.379 -3.029 -1.188 HN6A 8AN 32 8AN H8 H8 H 0 1 N N N 75.290 112.886 99.594 0.762 -1.609 -1.287 H8 8AN 33 8AN "H2'" "H2'" H 0 1 N N N 72.127 114.391 98.525 1.065 1.630 -1.640 "H2'" 8AN 34 8AN "HO2'" "HO2'" H 0 0 N N N 71.070 114.869 96.957 2.275 2.939 -0.016 "HO2'" 8AN 35 8AN "H3'" "H3'" H 0 1 N N N 73.792 115.601 99.282 -1.200 2.040 -1.821 "H3'" 8AN 36 8AN "HN3'" "HN3'" H 0 0 N N N 73.538 117.556 98.381 -0.758 4.247 -0.970 "HN3'" 8AN 37 8AN HN3A HN3A H 0 0 N N N 74.344 117.133 97.026 -2.174 3.703 -0.288 HN3A 8AN 38 # 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 8AN O3P P DOUB N N 1 8AN O2P P SING N N 2 8AN P O1P SING N N 3 8AN P "O5'" SING N N 4 8AN O1P HO1P SING N N 5 8AN O2P HO2P SING N N 6 8AN "O5'" "C5'" SING N N 7 8AN "C4'" "C5'" SING N N 8 8AN "C5'" "H5'" SING N N 9 8AN "C5'" "H5'A" SING N N 10 8AN "O4'" "C4'" SING N N 11 8AN "C4'" "C3'" SING N N 12 8AN "C4'" "H4'" SING N N 13 8AN "O4'" "C1'" SING N N 14 8AN "C1'" "C2'" SING N N 15 8AN "C1'" N9 SING N N 16 8AN "C1'" "H1'" SING N N 17 8AN C4 N9 SING Y N 18 8AN N9 C8 SING Y N 19 8AN N3 C4 DOUB Y N 20 8AN C4 C5 SING Y N 21 8AN N3 C2 SING Y N 22 8AN C2 N1 DOUB Y N 23 8AN C2 H2 SING N N 24 8AN N1 C6 SING Y N 25 8AN C5 C6 DOUB Y N 26 8AN C6 N6 SING N N 27 8AN N6 HN6 SING N N 28 8AN N6 HN6A SING N N 29 8AN C5 N7 SING Y N 30 8AN C8 N7 DOUB Y N 31 8AN C8 H8 SING N N 32 8AN "O2'" "C2'" SING N N 33 8AN "C2'" "C3'" SING N N 34 8AN "C2'" "H2'" SING N N 35 8AN "O2'" "HO2'" SING N N 36 8AN "N3'" "C3'" SING N N 37 8AN "C3'" "H3'" SING N N 38 8AN "N3'" "HN3'" SING N N 39 8AN "N3'" HN3A SING N N 40 # 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 8AN SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3N" 8AN SMILES_CANONICAL CACTVS 3.341 "N[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(N)ncnc23" 8AN SMILES CACTVS 3.341 "N[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(N)ncnc23" 8AN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)N)O)N" 8AN SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)N)O)N" 8AN InChI InChI 1.03 "InChI=1S/C10H15N6O6P/c11-5-4(1-21-23(18,19)20)22-10(7(5)17)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17H,1,11H2,(H2,12,13,14)(H2,18,19,20)/t4-,5-,7-,10-/m1/s1" 8AN InChIKey InChI 1.03 WIVGZDLLXCRANL-QYYRPYCUSA-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 8AN "SYSTEMATIC NAME" ACDLabs 10.04 ;3'-amino-3'-deoxyadenosine 5'-(dihydrogen phosphate) ; 8AN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,4R,5R)-3-amino-5-(6-aminopurin-9-yl)-4-hydroxy-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 8AN "Create component" 2008-03-27 RCSB 8AN "Modify aromatic_flag" 2011-06-04 RCSB 8AN "Modify descriptor" 2011-06-04 RCSB #