data_MAO # _chem_comp.id MAO _chem_comp.name ;5'-DEOXY-5'-[N-METHYL-N-(2-AMINOOXYETHYL) AMINO]ADENOSINE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H21 N7 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-03-12 _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 339.350 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MAO _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1I72 _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 MAO N N N 0 1 N N N -21.342 -9.963 9.917 -3.878 -0.723 -3.703 N MAO 1 MAO OA OA O 0 1 N N N -21.626 -9.934 8.530 -2.757 0.164 -4.015 OA MAO 2 MAO CB CB C 0 1 N N N -20.696 -8.972 7.814 -1.734 -0.649 -4.592 CB MAO 3 MAO CG CG C 0 1 N N N -19.093 -9.159 8.214 -0.526 0.221 -4.944 CG MAO 4 MAO ND ND N 0 1 N N N -18.108 -8.975 6.856 0.045 0.783 -3.713 ND MAO 5 MAO CE CE C 0 1 N N N -17.548 -10.317 6.532 0.924 1.887 -4.123 CE MAO 6 MAO "C5'" C5* C 0 1 N N N -16.813 -7.934 7.171 0.910 -0.254 -3.137 "C5'" MAO 7 MAO "C4'" C4* C 0 1 N N R -15.891 -7.814 5.959 1.542 0.268 -1.845 "C4'" MAO 8 MAO "O4'" O4* O 0 1 N N N -16.652 -7.352 4.808 0.515 0.569 -0.885 "O4'" MAO 9 MAO "C1'" C1* C 0 1 N N R -16.152 -6.100 4.369 1.054 0.263 0.418 "C1'" MAO 10 MAO N9 N9 N 0 1 Y N N -17.294 -5.242 4.065 -0.025 0.051 1.385 N9 MAO 11 MAO C4 C4 C 0 1 Y N N -18.438 -5.147 4.821 0.040 0.276 2.737 C4 MAO 12 MAO N3 N3 N 0 1 Y N N -18.723 -5.816 5.953 0.974 0.724 3.570 N3 MAO 13 MAO C2 C2 C 0 1 Y N N -19.918 -5.460 6.420 0.725 0.840 4.857 C2 MAO 14 MAO N1 N1 N 0 1 Y N N -20.793 -4.577 5.921 -0.444 0.529 5.384 N1 MAO 15 MAO C6 C6 C 0 1 Y N N -20.476 -3.926 4.779 -1.441 0.078 4.629 C6 MAO 16 MAO N6 N6 N 0 1 N N N -21.350 -3.049 4.278 -2.663 -0.245 5.190 N6 MAO 17 MAO C5 C5 C 0 1 Y N N -19.234 -4.214 4.184 -1.223 -0.062 3.248 C5 MAO 18 MAO N7 N7 N 0 1 Y N N -18.610 -3.736 3.039 -1.978 -0.477 2.202 N7 MAO 19 MAO C8 C8 C 0 1 Y N N -17.465 -4.377 3.013 -1.277 -0.411 1.108 C8 MAO 20 MAO "C2'" C2* C 0 1 N N R -15.322 -5.548 5.526 1.846 -1.047 0.183 "C2'" MAO 21 MAO "O2'" O2* O 0 1 N N N -14.340 -4.642 5.058 2.881 -1.199 1.157 "O2'" MAO 22 MAO "C3'" C3* C 0 1 N N S -14.729 -6.829 6.091 2.446 -0.816 -1.228 "C3'" MAO 23 MAO "O3'" O3* O 0 1 N N N -13.631 -7.228 5.270 3.795 -0.356 -1.129 "O3'" MAO 24 MAO HN1 1HN H 0 1 N N N -21.967 -10.609 10.398 -4.599 -0.146 -3.296 HN1 MAO 25 MAO HN2 2HN H 0 1 N N N -21.371 -9.030 10.329 -4.237 -1.056 -4.585 HN2 MAO 26 MAO HB1 1HB H 0 1 N N N -20.834 -9.041 6.709 -2.115 -1.124 -5.497 HB1 MAO 27 MAO HB2 2HB H 0 1 N N N -21.020 -7.918 7.978 -1.434 -1.416 -3.878 HB2 MAO 28 MAO HG1 1HG H 0 1 N N N -18.791 -8.471 9.038 -0.842 1.031 -5.601 HG1 MAO 29 MAO HG2 2HG H 0 1 N N N -18.907 -10.130 8.728 0.224 -0.385 -5.449 HG2 MAO 30 MAO HE1 1HE H 0 1 N N N -16.897 -10.195 5.634 1.291 2.407 -3.238 HE1 MAO 31 MAO HE2 2HE H 0 1 N N N -17.020 -10.789 7.393 1.769 1.488 -4.685 HE2 MAO 32 MAO HE3 3HE H 0 1 N N N -18.333 -11.097 6.399 0.367 2.583 -4.749 HE3 MAO 33 MAO "H5'1" 1H5* H 0 0 N N N -17.165 -6.934 7.517 0.316 -1.141 -2.918 "H5'1" MAO 34 MAO "H5'2" 2H5* H 0 0 N N N -16.251 -8.243 8.083 1.695 -0.508 -3.848 "H5'2" MAO 35 MAO "H4'" H4* H 0 1 N N N -15.465 -8.839 5.856 2.128 1.163 -2.055 "H4'" MAO 36 MAO "H1'" H1* H 0 1 N N N -15.521 -6.170 3.452 1.719 1.058 0.755 "H1'" MAO 37 MAO H2 H2 H 0 1 N N N -20.226 -5.967 7.349 1.508 1.204 5.507 H2 MAO 38 MAO HN61 1HN6 H 0 0 N N N -21.110 -2.557 3.416 -2.801 -0.144 6.145 HN61 MAO 39 MAO HN62 2HN6 H 0 0 N N N -21.578 -2.362 4.997 -3.383 -0.574 4.629 HN62 MAO 40 MAO H8 H8 H 0 1 N N N -16.734 -4.208 2.204 -1.633 -0.683 0.126 H8 MAO 41 MAO "H2'" H2* H 0 1 N N N -15.890 -4.954 6.279 1.181 -1.910 0.188 "H2'" MAO 42 MAO "HO2'" *HO2 H 0 0 N N N -13.823 -4.298 5.777 3.334 -2.029 0.956 "HO2'" MAO 43 MAO "H3'" H3* H 0 1 N N N -14.344 -6.747 7.134 2.399 -1.732 -1.817 "H3'" MAO 44 MAO "HO3'" *HO3 H 0 0 N N N -12.909 -6.616 5.352 4.296 -1.052 -0.683 "HO3'" MAO 45 # 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 MAO N OA SING N N 1 MAO N HN1 SING N N 2 MAO N HN2 SING N N 3 MAO OA CB SING N N 4 MAO CB CG SING N N 5 MAO CB HB1 SING N N 6 MAO CB HB2 SING N N 7 MAO CG ND SING N N 8 MAO CG HG1 SING N N 9 MAO CG HG2 SING N N 10 MAO ND CE SING N N 11 MAO ND "C5'" SING N N 12 MAO CE HE1 SING N N 13 MAO CE HE2 SING N N 14 MAO CE HE3 SING N N 15 MAO "C5'" "C4'" SING N N 16 MAO "C5'" "H5'1" SING N N 17 MAO "C5'" "H5'2" SING N N 18 MAO "C4'" "O4'" SING N N 19 MAO "C4'" "C3'" SING N N 20 MAO "C4'" "H4'" SING N N 21 MAO "O4'" "C1'" SING N N 22 MAO "C1'" N9 SING N N 23 MAO "C1'" "C2'" SING N N 24 MAO "C1'" "H1'" SING N N 25 MAO N9 C4 SING Y N 26 MAO N9 C8 SING Y N 27 MAO C4 N3 DOUB Y N 28 MAO C4 C5 SING Y N 29 MAO N3 C2 SING Y N 30 MAO C2 N1 DOUB Y N 31 MAO C2 H2 SING N N 32 MAO N1 C6 SING Y N 33 MAO C6 N6 SING N N 34 MAO C6 C5 DOUB Y N 35 MAO N6 HN61 SING N N 36 MAO N6 HN62 SING N N 37 MAO C5 N7 SING Y N 38 MAO N7 C8 DOUB Y N 39 MAO C8 H8 SING N N 40 MAO "C2'" "O2'" SING N N 41 MAO "C2'" "C3'" SING N N 42 MAO "C2'" "H2'" SING N N 43 MAO "O2'" "HO2'" SING N N 44 MAO "C3'" "O3'" SING N N 45 MAO "C3'" "H3'" SING N N 46 MAO "O3'" "HO3'" SING N N 47 # 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 MAO SMILES ACDLabs 10.04 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CN(CCON)C)N" MAO SMILES_CANONICAL CACTVS 3.341 "CN(CCON)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" MAO SMILES CACTVS 3.341 "CN(CCON)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" MAO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@@](CCON)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" MAO SMILES "OpenEye OEToolkits" 1.5.0 "CN(CCON)CC1C(C(C(O1)n2cnc3c2ncnc3N)O)O" MAO InChI InChI 1.03 "InChI=1S/C13H21N7O4/c1-19(2-3-23-15)4-7-9(21)10(22)13(24-7)20-6-18-8-11(14)16-5-17-12(8)20/h5-7,9-10,13,21-22H,2-4,15H2,1H3,(H2,14,16,17)/t7-,9-,10-,13-/m1/s1" MAO InChIKey InChI 1.03 PPIPUCUVJJZYEK-QYVSTXNMSA-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 MAO "SYSTEMATIC NAME" ACDLabs 10.04 "5'-{[2-(aminooxy)ethyl](methyl)amino}-5'-deoxyadenosine" MAO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4R,5R)-2-[(2-aminooxyethyl-methyl-amino)methyl]-5-(6-aminopurin-9-yl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MAO "Create component" 2001-03-12 RCSB MAO "Modify descriptor" 2011-06-04 RCSB #