data_2MA # _chem_comp.id 2MA _chem_comp.name "2-METHYLADENOSINE-5'-MONOPHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H16 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2025-03-05 _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 361.248 _chem_comp.one_letter_code A _chem_comp.three_letter_code 2MA _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 1EFW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm ? # 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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 2MA P P P 0 1 N N N N N N 4.974 225.738 8.709 -5.051 -0.869 0.208 P 2MA 1 2MA OP1 O1P O 0 1 N N N N N N 3.852 226.621 8.281 -6.063 0.125 -0.214 OP1 2MA 2 2MA OP2 O2P O 0 1 N N N N N N 4.905 224.285 8.410 -5.575 -1.646 1.517 OP2 2MA 3 2MA OP3 O3P O 0 1 N Y N N N N 5.179 225.912 10.290 -4.808 -1.926 -0.982 OP3 2MA 4 2MA "O5'" "O5'" O 0 1 N N N N N N 6.367 226.264 8.155 -3.669 -0.116 0.548 "O5'" 2MA 5 2MA "C5'" "C5'" C 0 1 N N N N N N 7.569 225.606 8.567 -3.005 0.747 -0.377 "C5'" 2MA 6 2MA "C4'" "C4'" C 0 1 N N R N N N 8.470 226.555 9.317 -1.727 1.293 0.263 "C4'" 2MA 7 2MA "O4'" "O4'" O 0 1 N N N N N N 9.104 227.444 8.373 -0.790 0.223 0.473 "O4'" 2MA 8 2MA "C3'" "C3'" C 0 1 N N S N N N 7.823 227.422 10.391 -1.059 2.308 -0.685 "C3'" 2MA 9 2MA "O3'" "O3'" O 0 1 N N N N N N 8.785 227.628 11.418 -0.965 3.589 -0.060 "O3'" 2MA 10 2MA "C2'" "C2'" C 0 1 N N R N N N 7.618 228.748 9.670 0.353 1.722 -0.934 "C2'" 2MA 11 2MA "O2'" "O2'" O 0 1 N N N N N N 7.699 229.832 10.571 1.342 2.754 -0.926 "O2'" 2MA 12 2MA "C1'" "C1'" C 0 1 N N R N N N 8.813 228.776 8.711 0.530 0.776 0.281 "C1'" 2MA 13 2MA N9 N9 N 0 1 Y N N N N N 8.600 229.481 7.452 1.493 -0.285 -0.028 N9 2MA 14 2MA C8 C8 C 0 1 Y N N N N N 7.447 229.628 6.720 1.205 -1.505 -0.563 C8 2MA 15 2MA N7 N7 N 0 1 Y N N N N N 7.623 230.256 5.583 2.298 -2.197 -0.704 N7 2MA 16 2MA C5 C5 C 0 1 Y N N N N N 8.977 230.560 5.574 3.354 -1.467 -0.271 C5 2MA 17 2MA C6 C6 C 0 1 Y N N N N N 9.799 231.212 4.642 4.739 -1.688 -0.183 C6 2MA 18 2MA N6 N6 N 0 1 N N N N N N 9.350 231.704 3.480 5.293 -2.885 -0.601 N6 2MA 19 2MA N1 N1 N 0 1 Y N N N N N 11.113 231.346 4.941 5.504 -0.720 0.310 N1 2MA 20 2MA C2 C2 C 0 1 Y N N N N N 11.558 230.853 6.101 4.985 0.426 0.710 C2 2MA 21 2MA CM2 CM2 C 0 1 N N N N N N 12.976 230.960 6.277 5.904 1.486 1.260 CM2 2MA 22 2MA N3 N3 N 0 1 Y N N N N N 10.889 230.221 7.055 3.694 0.677 0.647 N3 2MA 23 2MA C4 C4 C 0 1 Y N N N N N 9.587 230.103 6.727 2.851 -0.229 0.163 C4 2MA 24 2MA HOP2 HOP2 H 0 0 N N N N N N 4.095 224.094 7.951 -6.406 -2.124 1.385 HOP2 2MA 25 2MA HOP3 HOP3 H 0 0 N N N N N N 4.547 226.538 10.625 -4.155 -2.608 -0.775 HOP3 2MA 26 2MA "H5'" "H5'" H 0 1 N N N N N N 7.311 224.761 9.222 -2.750 0.187 -1.277 "H5'" 2MA 27 2MA "H5''" "H5''" H 0 0 N N N N N N 8.099 225.233 7.678 -3.663 1.575 -0.638 "H5''" 2MA 28 2MA "H4'" "H4'" H 0 1 N N N N N N 9.251 225.954 9.806 -1.963 1.771 1.214 "H4'" 2MA 29 2MA "H3'" "H3'" H 0 1 N N N N N N 6.875 226.996 10.751 -1.614 2.379 -1.620 "H3'" 2MA 30 2MA "HO3'" "HO3'" H 0 0 N Y N N N N 8.407 228.167 12.103 -0.552 4.267 -0.613 "HO3'" 2MA 31 2MA "H2'" "H2'" H 0 1 N N N N N N 6.673 228.741 9.108 0.383 1.164 -1.870 "H2'" 2MA 32 2MA "HO2'" "HO2'" H 0 0 N N N N N N 7.568 230.646 10.100 1.219 3.422 -1.614 "HO2'" 2MA 33 2MA "H1'" "H1'" H 0 1 N N N N N N 9.667 229.226 9.238 0.844 1.336 1.161 "H1'" 2MA 34 2MA H8 H8 H 0 1 N N N N N N 6.486 229.261 7.050 0.216 -1.847 -0.829 H8 2MA 35 2MA H62 HN6 H 0 1 N N N N N N 10.108 232.123 2.980 4.723 -3.584 -0.959 H62 2MA 36 2MA HM21 HM21 H 0 0 N N N N N N 13.420 231.441 5.393 6.246 2.127 0.448 HM21 2MA 37 2MA HM22 HM22 H 0 0 N N N N N N 13.190 231.565 7.170 5.367 2.087 1.995 HM22 2MA 38 2MA HM23 HM23 H 0 0 N N N N N N 13.407 229.956 6.403 6.762 1.012 1.736 HM23 2MA 39 2MA H61 H1 H 0 1 N N N N N N 8.959 230.964 2.934 6.250 -3.026 -0.535 H61 2MA 40 # 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 2MA P OP1 DOUB N N 1 2MA P OP2 SING N N 2 2MA P OP3 SING N N 3 2MA P "O5'" SING N N 4 2MA OP2 HOP2 SING N N 5 2MA OP3 HOP3 SING N N 6 2MA "O5'" "C5'" SING N N 7 2MA "C5'" "C4'" SING N N 8 2MA "C5'" "H5'" SING N N 9 2MA "C5'" "H5''" SING N N 10 2MA "C4'" "O4'" SING N N 11 2MA "C4'" "C3'" SING N N 12 2MA "C4'" "H4'" SING N N 13 2MA "O4'" "C1'" SING N N 14 2MA "C3'" "O3'" SING N N 15 2MA "C3'" "C2'" SING N N 16 2MA "C3'" "H3'" SING N N 17 2MA "O3'" "HO3'" SING N N 18 2MA "C2'" "O2'" SING N N 19 2MA "C2'" "C1'" SING N N 20 2MA "C2'" "H2'" SING N N 21 2MA "O2'" "HO2'" SING N N 22 2MA "C1'" N9 SING N N 23 2MA "C1'" "H1'" SING N N 24 2MA N9 C8 SING Y N 25 2MA N9 C4 SING Y N 26 2MA C8 N7 DOUB Y N 27 2MA C8 H8 SING N N 28 2MA N7 C5 SING Y N 29 2MA C5 C6 SING Y N 30 2MA C5 C4 DOUB Y N 31 2MA C6 N6 SING N N 32 2MA C6 N1 DOUB Y N 33 2MA N6 H62 SING N N 34 2MA N1 C2 SING Y N 35 2MA C2 CM2 SING N N 36 2MA C2 N3 DOUB Y N 37 2MA CM2 HM21 SING N N 38 2MA CM2 HM22 SING N N 39 2MA CM2 HM23 SING N N 40 2MA N3 C4 SING Y N 41 2MA N6 H61 SING N N 42 # 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 2MA SMILES ACDLabs 14.52 "O=P(O)(O)OCC1OC(n2cnc3c(N)nc(C)nc32)C(O)C1O" 2MA InChI InChI 1.06 "InChI=1S/C11H16N5O7P/c1-4-14-9(12)6-10(15-4)16(3-13-6)11-8(18)7(17)5(23-11)2-22-24(19,20)21/h3,5,7-8,11,17-18H,2H2,1H3,(H2,12,14,15)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1" 2MA InChIKey InChI 1.06 DEYSCYWEHGTTSA-IOSLPCCCSA-N 2MA SMILES_CANONICAL CACTVS 3.385 "Cc1nc(N)c2ncn([C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)c2n1" 2MA SMILES CACTVS 3.385 "Cc1nc(N)c2ncn([CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)c2n1" 2MA SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N" 2MA SMILES "OpenEye OEToolkits" 3.1.0.0 "Cc1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)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 2MA "SYSTEMATIC NAME" ACDLabs 14.52 ;2-methyladenosine 5'-(dihydrogen phosphate) ; 2MA "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[(2~{R},3~{S},4~{R},5~{R})-5-(6-azanyl-2-methyl-purin-9-yl)-3,4-bis(oxidanyl)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 2MA "Create component" 1999-07-08 RCSB 2MA "Modify descriptor" 2011-06-04 RCSB 2MA "Other modification" 2025-03-05 RCSB #