data_6MA # _chem_comp.id 6MA _chem_comp.name "N6-METHYL-DEOXY-ADENOSINE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H16 N5 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 2003-02-05 _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 6MC _chem_comp.formula_weight 345.248 _chem_comp.one_letter_code A _chem_comp.three_letter_code 6MA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 6MA OP3 O3P O 0 1 N Y N ? ? ? 5.327 -2.005 -1.435 OP3 6MA 1 6MA P P P 0 1 N N N 11.957 30.782 17.033 4.969 -1.093 -0.158 P 6MA 2 6MA OP1 O1P O 0 1 N N N 12.707 30.889 15.757 4.707 -1.962 1.011 OP1 6MA 3 6MA OP2 O2P O 0 1 N N N 12.572 31.279 18.289 6.206 -0.115 0.167 OP2 6MA 4 6MA "O5'" "O5'" O 0 1 N N N 11.569 29.261 17.275 3.659 -0.213 -0.477 "O5'" 6MA 5 6MA "C5'" "C5'" C 0 1 N N N 10.573 28.934 18.228 3.027 0.623 0.495 "C5'" 6MA 6 6MA "C4'" "C4'" C 0 1 N N R 10.562 27.448 18.479 1.817 1.313 -0.137 "C4'" 6MA 7 6MA "O4'" "O4'" O 0 1 N N N 9.825 26.764 17.437 0.796 0.347 -0.469 "O4'" 6MA 8 6MA "C3'" "C3'" C 0 1 N N S 11.945 26.800 18.550 1.118 2.238 0.892 "C3'" 6MA 9 6MA "O3'" "O3'" O 0 1 N N N 11.994 25.948 19.697 1.723 3.532 0.908 "O3'" 6MA 10 6MA "C2'" "C2'" C 0 1 N N N 12.055 26.040 17.235 -0.325 2.310 0.336 "C2'" 6MA 11 6MA "C1'" "C1'" C 0 1 N N R 10.605 25.719 16.883 -0.446 1.064 -0.563 "C1'" 6MA 12 6MA N9 N9 N 0 1 Y N N 10.306 25.665 15.449 -1.547 0.218 -0.097 N9 6MA 13 6MA C8 C8 C 0 1 Y N N 10.639 26.585 14.488 -1.444 -0.842 0.755 C8 6MA 14 6MA N7 N7 N 0 1 Y N N 10.233 26.264 13.283 -2.618 -1.366 0.956 N7 6MA 15 6MA C5 C5 C 0 1 Y N N 9.589 25.046 13.459 -3.546 -0.679 0.247 C5 6MA 16 6MA C6 C6 C 0 1 Y N N 8.937 24.164 12.559 -4.937 -0.783 0.078 C6 6MA 17 6MA N1 N1 N 0 1 Y N N 8.402 23.040 13.072 -5.545 0.090 -0.718 N1 6MA 18 6MA C2 C2 C 0 1 Y N N 8.503 22.819 14.392 -4.866 1.037 -1.340 C2 6MA 19 6MA N3 N3 N 0 1 Y N N 9.079 23.560 15.331 -3.564 1.173 -1.212 N3 6MA 20 6MA C4 C4 C 0 1 Y N N 9.617 24.671 14.793 -2.870 0.349 -0.432 C4 6MA 21 6MA N6 N6 N 0 1 N N N 8.813 24.372 11.241 -5.657 -1.771 0.725 N6 6MA 22 6MA C1 C1 C 0 1 N N N 9.390 25.554 10.525 -7.107 -1.864 0.537 C1 6MA 23 6MA HOP3 HOP3 H 0 0 N N N -0.480 -0.068 0.817 6.108 -2.563 -1.314 HOP3 6MA 24 6MA HOP2 HOP2 H 0 0 N N N 13.435 31.630 18.102 6.435 0.484 -0.556 HOP2 6MA 25 6MA "H5'" "H5'1" H 0 1 N N N 10.787 29.459 19.171 2.700 0.015 1.338 "H5'" 6MA 26 6MA "H5''" "H5'2" H 0 0 N N N 9.589 29.244 17.845 3.735 1.376 0.842 "H5''" 6MA 27 6MA "H4'" "H4'" H 0 1 N N N 10.088 27.342 19.466 2.115 1.876 -1.021 "H4'" 6MA 28 6MA "H3'" "H3'" H 0 1 N N N 12.782 27.504 18.663 1.130 1.792 1.887 "H3'" 6MA 29 6MA "HO3'" H3T H 0 0 N Y N 12.850 25.539 19.752 1.320 4.147 1.537 "HO3'" 6MA 30 6MA "H2'" "H2'1" H 0 1 N N N 12.533 26.651 16.455 -1.050 2.265 1.149 "H2'" 6MA 31 6MA "H2''" "H2'2" H 0 0 N N N 12.654 25.124 17.348 -0.463 3.218 -0.250 "H2''" 6MA 32 6MA "H1'" "H1'" H 0 1 N N N 10.389 24.715 17.276 -0.621 1.368 -1.595 "H1'" 6MA 33 6MA H8 H8 H 0 1 N N N 11.186 27.491 14.704 -0.525 -1.194 1.198 H8 6MA 34 6MA H2 H2 H 0 1 N N N 8.049 21.904 14.742 -5.400 1.726 -1.979 H2 6MA 35 6MA H61 H61 H 0 1 N N N 9.242 23.577 10.813 -5.202 -2.403 1.304 H61 6MA 36 6MA H11 H11 H 0 1 N N N 9.148 25.489 9.454 -7.497 -2.698 1.122 H11 6MA 37 6MA H12 H12 H 0 1 N N N 8.964 26.479 10.941 -7.577 -0.938 0.868 H12 6MA 38 6MA H13 H13 H 0 1 N N N 10.482 25.563 10.654 -7.327 -2.027 -0.518 H13 6MA 39 # 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 6MA OP3 P SING N N 1 6MA OP3 HOP3 SING N N 2 6MA P OP1 DOUB N N 3 6MA P OP2 SING N N 4 6MA P "O5'" SING N N 5 6MA OP2 HOP2 SING N N 6 6MA "O5'" "C5'" SING N N 7 6MA "C5'" "C4'" SING N N 8 6MA "C5'" "H5'" SING N N 9 6MA "C5'" "H5''" SING N N 10 6MA "C4'" "O4'" SING N N 11 6MA "C4'" "C3'" SING N N 12 6MA "C4'" "H4'" SING N N 13 6MA "O4'" "C1'" SING N N 14 6MA "C3'" "O3'" SING N N 15 6MA "C3'" "C2'" SING N N 16 6MA "C3'" "H3'" SING N N 17 6MA "O3'" "HO3'" SING N N 18 6MA "C2'" "C1'" SING N N 19 6MA "C2'" "H2'" SING N N 20 6MA "C2'" "H2''" SING N N 21 6MA "C1'" N9 SING N N 22 6MA "C1'" "H1'" SING N N 23 6MA N9 C8 SING Y N 24 6MA N9 C4 SING Y N 25 6MA C8 N7 DOUB Y N 26 6MA C8 H8 SING N N 27 6MA N7 C5 SING Y N 28 6MA C5 C6 SING Y N 29 6MA C5 C4 DOUB Y N 30 6MA C6 N1 DOUB Y N 31 6MA C6 N6 SING N N 32 6MA N1 C2 SING Y N 33 6MA C2 N3 DOUB Y N 34 6MA C2 H2 SING N N 35 6MA N3 C4 SING Y N 36 6MA N6 C1 SING N N 37 6MA N6 H61 SING N N 38 6MA C1 H11 SING N N 39 6MA C1 H12 SING N N 40 6MA C1 H13 SING N N 41 # 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 6MA SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)NC)CC3O" 6MA SMILES_CANONICAL CACTVS 3.370 "CNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" 6MA SMILES CACTVS 3.370 "CNc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" 6MA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CNc1c2c(ncn1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O" 6MA SMILES "OpenEye OEToolkits" 1.7.0 "CNc1c2c(ncn1)n(cn2)C3CC(C(O3)COP(=O)(O)O)O" 6MA InChI InChI 1.03 "InChI=1S/C11H16N5O6P/c1-12-10-9-11(14-4-13-10)16(5-15-9)8-2-6(17)7(22-8)3-21-23(18,19)20/h4-8,17H,2-3H2,1H3,(H,12,13,14)(H2,18,19,20)/t6-,7+,8+/m0/s1" 6MA InChIKey InChI 1.03 MGKYNCZAQIZDCV-XLPZGREQSA-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 6MA "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-deoxy-N-methyladenosine 5'-(dihydrogen phosphate) ; 6MA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,5R)-3-hydroxy-5-[6-(methylamino)purin-9-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 6MA "Create component" 2003-02-05 RCSB 6MA "Modify descriptor" 2011-06-04 RCSB #