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                    2009-01-07 
_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        ? 
_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 
# 
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 
2MA P      P    P 0 1 N N N 4.974  225.738 8.709  -0.910 -0.259 4.989  P      2MA 1  
2MA OP1    O1P  O 0 1 N N N 3.852  226.621 8.281  -1.579 1.050  4.824  OP1    2MA 2  
2MA OP2    O2P  O 0 1 N N N 4.905  224.285 8.410  -1.958 -1.326 5.584  OP2    2MA 3  
2MA OP3    O3P  O 0 1 N Y N 5.179  225.912 10.290 0.330  -0.103 6.002  OP3    2MA 4  
2MA "O5'"  O5*  O 0 1 N N N 6.367  226.264 8.155  -0.375 -0.772 3.560  "O5'"  2MA 5  
2MA "C5'"  C5*  C 0 1 N N N 7.569  225.606 8.567  0.545  0.211  3.086  "C5'"  2MA 6  
2MA "C4'"  C4*  C 0 1 N N R 8.470  226.555 9.317  1.094  -0.217 1.723  "C4'"  2MA 7  
2MA "O4'"  O4*  O 0 1 N N N 9.104  227.444 8.373  0.023  -0.321 0.760  "O4'"  2MA 8  
2MA "C3'"  C3*  C 0 1 N N S 7.823  227.422 10.391 2.034  0.867  1.153  "C3'"  2MA 9  
2MA "O3'"  O3*  O 0 1 N N N 8.785  227.628 11.418 3.399  0.531  1.408  "O3'"  2MA 10 
2MA "C2'"  C2*  C 0 1 N N R 7.618  228.748 9.670  1.745  0.854  -0.366 "C2'"  2MA 11 
2MA "O2'"  O2*  O 0 1 N N N 7.699  229.832 10.571 2.925  0.512  -1.096 "O2'"  2MA 12 
2MA "C1'"  C1*  C 0 1 N N R 8.813  228.776 8.711  0.663  -0.235 -0.531 "C1'"  2MA 13 
2MA N9     N9   N 0 1 Y N N 8.600  229.481 7.452  -0.306 0.160  -1.555 N9     2MA 14 
2MA C8     C8   C 0 1 Y N N 7.447  229.628 6.720  -1.440 0.895  -1.354 C8     2MA 15 
2MA N7     N7   N 0 1 Y N N 7.623  230.256 5.583  -2.072 1.052  -2.489 N7     2MA 16 
2MA C5     C5   C 0 1 Y N N 8.977  230.560 5.574  -1.390 0.436  -3.456 C5     2MA 17 
2MA C6     C6   C 0 1 N N N 9.799  231.212 4.642  -1.612 0.265  -4.903 C6     2MA 18 
2MA N6     N6   N 0 1 N N N 9.350  231.704 3.480  -2.775 0.442  -5.486 N6     2MA 19 
2MA N1     N1   N 0 1 N N N 11.113 231.346 4.941  -0.448 -0.100 -5.588 N1     2MA 20 
2MA C2     C2   C 0 1 N N N 11.558 230.853 6.101  0.498  -0.827 -4.931 C2     2MA 21 
2MA CM2    CM2  C 0 1 N N N 12.976 230.960 6.277  1.442  -1.673 -5.745 CM2    2MA 22 
2MA N3     N3   N 0 1 N N N 10.889 230.221 7.055  0.634  -0.825 -3.628 N3     2MA 23 
2MA C4     C4   C 0 1 Y N N 9.587  230.103 6.727  -0.243 -0.137 -2.876 C4     2MA 24 
2MA HOP2   2HOP H 0 0 N N N 5.620  223.722 8.682  -2.253 -0.981 6.438  HOP2   2MA 25 
2MA HOP3   3HOP H 0 0 N N N 5.894  225.349 10.562 0.738  -0.976 6.082  HOP3   2MA 26 
2MA "H5'"  1H5* H 0 1 N N N 7.353  224.686 9.160  1.368  0.310  3.794  "H5'"  2MA 27 
2MA "H5''" 2H5* H 0 0 N N N 8.095  225.131 7.706  0.034  1.169  2.986  "H5''" 2MA 28 
2MA "H4'"  H4*  H 0 1 N N N 9.175  225.882 9.858  1.620  -1.168 1.810  "H4'"  2MA 29 
2MA "H3'"  H3*  H 0 1 N N N 6.892  226.991 10.829 1.795  1.842  1.580  "H3'"  2MA 30 
2MA "HO3'" *HO3 H 0 0 N Y N 8.381  228.168 12.087 3.936  1.242  1.031  "HO3'" 2MA 31 
2MA "H2'"  H2*  H 0 1 N N N 6.623  228.834 9.173  1.363  1.822  -0.690 "H2'"  2MA 32 
2MA "HO2'" *HO2 H 0 0 N N N 7.571  230.659 10.121 3.581  1.196  -0.904 "HO2'" 2MA 33 
2MA "H1'"  H1*  H 0 1 N N N 9.623  229.320 9.249  1.122  -1.189 -0.791 "H1'"  2MA 34 
2MA H8     H8   H 0 1 N N N 6.450  229.267 7.023  -1.765 1.288  -0.402 H8     2MA 35 
2MA HN6    HN6  H 0 1 N N N 9.503  232.187 4.364  -2.862 0.314  -6.444 HN6    2MA 36 
2MA HN1    HN1  H 0 1 N N N 11.367 232.332 4.881  -0.321 0.154  -6.516 HN1    2MA 37 
2MA HM21   1HM2 H 0 0 N N N 13.347 230.548 7.244  2.137  -2.186 -5.080 HM21   2MA 38 
2MA HM22   2HM2 H 0 0 N N N 13.512 230.488 5.420  0.873  -2.410 -6.313 HM22   2MA 39 
2MA HM23   3HM2 H 0 0 N N N 13.306 232.017 6.149  1.999  -1.037 -6.433 HM23   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 N N 30 
2MA C5    C4     DOUB Y N 31 
2MA C6    N6     DOUB N N 32 
2MA C6    N1     SING N N 33 
2MA N6    HN6    SING N N 34 
2MA N1    C2     SING N N 35 
2MA N1    HN1    SING N N 36 
2MA C2    CM2    SING N N 37 
2MA C2    N3     DOUB N N 38 
2MA CM2   HM21   SING N N 39 
2MA CM2   HM22   SING N N 40 
2MA CM2   HM23   SING N N 41 
2MA N3    C4     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              10.04 "O=P(O)(O)OCC3OC(n2cnc1c2N=C(NC1=[N@H])C)C(O)C3O"                                                                                                                                      
2MA InChI            InChI                1.02b "InChI=1/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/f/h12,14,19-20H" 
2MA InChIKey         InChI                1.02b DEYSCYWEHGTTSA-BICYJQJBDI                                                                                                                                                              
2MA SMILES_CANONICAL CACTVS               3.341 "CC1=Nc2n(cnc2C(=N)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                                    
2MA SMILES           CACTVS               3.341 "CC1=Nc2n(cnc2C(=N)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                                          
2MA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=Nc2c(ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)C(=N)N1"                                                                                                                    
2MA SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=Nc2c(ncn2C3C(C(C(O3)COP(=O)(O)O)O)O)C(=N)N1"                                                                                                                                      
# 
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              10.04 
;2-methyladenosine 5'-(dihydrogen phosphate)
;
2MA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-imino-2-methyl-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
