data_5AA # _chem_comp.id 5AA _chem_comp.name "N6-DIMETHYL-3'-AMINO-ADENOSINE-5'-MONOPHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H19 N6 O6 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms "PUROMYCIN AMINONUCLEOSIDE-5'-MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-29 _chem_comp.pdbx_modified_date 2021-03-01 _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 374.290 _chem_comp.one_letter_code A _chem_comp.three_letter_code 5AA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1VQ7 _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 5AA P P P 0 1 N N N 73.542 116.104 106.620 6.420 -2.698 -1.384 P 5AA 1 5AA OP3 O3P O 0 1 N Y N 72.424 115.131 106.499 5.930 -2.624 -2.923 OP3 5AA 2 5AA OP2 O2P O 0 1 N N N 74.943 115.622 106.526 6.083 -4.222 -0.959 OP2 5AA 3 5AA "O5'" O5* O 0 1 N N N 73.323 117.245 105.531 5.302 -1.845 -0.583 "O5'" 5AA 4 5AA "C5'" C5* C 0 1 N N N 72.069 117.946 105.466 3.936 -2.187 -0.760 "C5'" 5AA 5 5AA "C4'" C4* C 0 1 N N S 72.293 119.418 105.231 3.084 -1.257 0.084 "C4'" 5AA 6 5AA "O4'" O4* O 0 1 N N N 73.112 119.955 106.298 3.266 0.101 -0.358 "O4'" 5AA 7 5AA "C1'" C1* C 0 1 N N R 73.981 120.950 105.784 2.048 0.830 -0.103 "C1'" 5AA 8 5AA N9 N9 N 0 1 Y N N 75.363 120.515 106.004 1.642 1.539 -1.318 N9 5AA 9 5AA C4 C4 C 0 1 Y N N 76.382 121.258 106.553 1.019 2.752 -1.389 C4 5AA 10 5AA N3 N3 N 0 1 Y N N 76.319 122.525 107.002 0.649 3.543 -0.371 N3 5AA 11 5AA C2 C2 C 0 1 Y N N 77.503 122.919 107.468 0.058 4.665 -0.836 C2 5AA 12 5AA N1 N1 N 0 1 Y N N 78.656 122.246 107.528 -0.176 5.034 -2.118 N1 5AA 13 5AA C6 C6 C 0 1 Y N N 78.695 120.977 107.063 0.225 4.186 -3.096 C6 5AA 14 5AA N6 N6 N 0 1 N N N 79.871 120.314 107.109 0.011 4.512 -4.446 N6 5AA 15 5AA C5 C5 C 0 1 Y N N 77.493 120.437 106.551 0.848 2.993 -2.743 C5 5AA 16 5AA N7 N7 N 0 1 Y N N 77.181 119.194 106.018 1.352 1.957 -3.488 N7 5AA 17 5AA C8 C8 C 0 1 Y N N 75.912 119.294 105.707 1.821 1.102 -2.604 C8 5AA 18 5AA C9 C9 C 0 1 N N N 80.098 118.955 106.633 0.437 3.609 -5.501 C9 5AA 19 5AA C10 C10 C 0 1 N N N 81.076 120.929 107.644 -0.652 5.751 -4.811 C10 5AA 20 5AA "C2'" C2* C 0 1 N N R 73.644 121.132 104.304 1.004 -0.169 0.402 "C2'" 5AA 21 5AA "O2'" O2* O 0 1 N N N 72.694 122.169 104.162 0.908 -0.058 1.821 "O2'" 5AA 22 5AA "C3'" C3* C 0 1 N N S 73.045 119.776 103.962 1.585 -1.511 -0.024 "C3'" 5AA 23 5AA "N3'" N3* N 0 1 N N N 72.188 119.852 102.836 1.125 -2.643 0.762 "N3'" 5AA 24 5AA OP1 O1P O 0 1 N N N ? ? ? 7.838 -2.271 -1.140 OP1 5AA 25 5AA HOP3 3HOP H 0 0 N N N 71.528 115.439 106.559 6.496 -3.019 -3.620 HOP3 5AA 26 5AA HOP2 2HOP H 0 0 N N N 75.657 116.244 106.603 6.687 -4.939 -1.247 HOP2 5AA 27 5AA "H5'" 1H5* H 0 1 N N N 71.446 117.762 106.372 3.679 -2.084 -1.817 "H5'" 5AA 28 5AA "H5''" 2H5* H 0 0 N N N 71.388 117.504 104.702 3.787 -3.225 -0.451 "H5''" 5AA 29 5AA "H4'" H4* H 0 1 N N N 71.261 119.836 105.167 3.424 -1.305 1.126 "H4'" 5AA 30 5AA "H1'" H1* H 0 1 N N N 73.858 121.934 106.294 2.264 1.616 0.627 "H1'" 5AA 31 5AA H2 H2 H 0 1 N N N 77.533 123.950 107.860 -0.275 5.368 -0.079 H2 5AA 32 5AA H8 H8 H 0 1 N N N 75.370 118.450 105.249 2.297 0.157 -2.832 H8 5AA 33 5AA H91 1H9 H 0 1 N N N 79.762 118.931 105.570 -0.188 2.713 -5.503 H91 5AA 34 5AA H92 2H9 H 0 1 N N N 81.069 118.408 106.671 1.478 3.312 -5.346 H92 5AA 35 5AA H93 3H9 H 0 1 N N N 79.349 118.309 107.148 0.354 4.100 -6.474 H93 5AA 36 5AA H101 1H10 H 0 0 N N N 80.847 121.290 108.674 -1.703 5.717 -4.511 H101 5AA 37 5AA H102 2H10 H 0 0 N N N 82.047 120.382 107.682 -0.599 5.904 -5.892 H102 5AA 38 5AA H103 3H10 H 0 0 N N N 81.244 121.885 107.095 -0.171 6.597 -4.313 H103 5AA 39 5AA "H2'" H2* H 0 1 N N N 74.503 121.413 103.651 0.001 0.002 -0.002 "H2'" 5AA 40 5AA H1 H1 H 0 1 N N N 72.485 122.282 103.242 0.894 0.890 2.022 H1 5AA 41 5AA "H3'" H3* H 0 1 N N N 73.806 119.013 103.675 1.326 -1.679 -1.077 "H3'" 5AA 42 5AA "H3'1" 1H3* H 0 0 N N N 71.416 120.498 103.002 0.140 -2.791 0.854 "H3'1" 5AA 43 5AA "H3'2" 2H3* H 0 0 N N N 72.693 120.093 101.983 1.785 -3.115 1.348 "H3'2" 5AA 44 # # 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 5AA P OP3 SING N N 1 5AA P OP2 SING N N 2 5AA P "O5'" SING N N 3 5AA P OP1 DOUB N N 4 5AA OP3 HOP3 SING N N 5 5AA OP2 HOP2 SING N N 6 5AA "O5'" "C5'" SING N N 7 5AA "C5'" "C4'" SING N N 8 5AA "C5'" "H5'" SING N N 9 5AA "C5'" "H5''" SING N N 10 5AA "C4'" "O4'" SING N N 11 5AA "C4'" "C3'" SING N N 12 5AA "C4'" "H4'" SING N N 13 5AA "O4'" "C1'" SING N N 14 5AA "C1'" N9 SING N N 15 5AA "C1'" "C2'" SING N N 16 5AA "C1'" "H1'" SING N N 17 5AA N9 C4 SING Y N 18 5AA N9 C8 SING Y N 19 5AA C4 N3 SING Y N 20 5AA C4 C5 DOUB Y N 21 5AA N3 C2 DOUB Y N 22 5AA C2 N1 SING Y N 23 5AA C2 H2 SING N N 24 5AA N1 C6 DOUB Y N 25 5AA C6 N6 SING N N 26 5AA C6 C5 SING Y N 27 5AA N6 C9 SING N N 28 5AA N6 C10 SING N N 29 5AA C5 N7 SING Y N 30 5AA N7 C8 DOUB Y N 31 5AA C8 H8 SING N N 32 5AA C9 H91 SING N N 33 5AA C9 H92 SING N N 34 5AA C9 H93 SING N N 35 5AA C10 H101 SING N N 36 5AA C10 H102 SING N N 37 5AA C10 H103 SING N N 38 5AA "C2'" "O2'" SING N N 39 5AA "C2'" "C3'" SING N N 40 5AA "C2'" "H2'" SING N N 41 5AA "O2'" H1 SING N N 42 5AA "C3'" "N3'" SING N N 43 5AA "C3'" "H3'" SING N N 44 5AA "N3'" "H3'1" SING N N 45 5AA "N3'" "H3'2" SING N N 46 # # 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 5AA SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c2ncnc1N(C)C)C(O)C3N" 5AA SMILES_CANONICAL CACTVS 3.341 "CN(C)c1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](N)[C@H]3O" 5AA SMILES CACTVS 3.341 "CN(C)c1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](N)[CH]3O" 5AA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)N)O" 5AA SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)N)O" 5AA InChI InChI 1.03 "InChI=1S/C12H19N6O6P/c1-17(2)10-8-11(15-4-14-10)18(5-16-8)12-9(19)7(13)6(24-12)3-23-25(20,21)22/h4-7,9,12,19H,3,13H2,1-2H3,(H2,20,21,22)/t6-,7-,9-,12-/m1/s1" 5AA InChIKey InChI 1.03 BFPIKGKMRKBBBF-GRIPGOBMSA-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 5AA "SYSTEMATIC NAME" ACDLabs 10.04 "3'-amino-3'-deoxy-N,N-dimethyladenosine 5'-(dihydrogen phosphate)" 5AA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,4R,5R)-3-amino-5-(6-dimethylaminopurin-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 5AA "Create component" 2004-12-29 RCSB 5AA "Modify linking type" 2011-06-04 RCSB 5AA "Modify descriptor" 2011-06-04 RCSB 5AA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5AA _pdbx_chem_comp_synonyms.name "PUROMYCIN AMINONUCLEOSIDE-5'-MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##