data_MA6
# 
_chem_comp.id                                    MA6 
_chem_comp.name                                  "6N-DIMETHYLADENOSINE-5'-MONOPHOSHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H18 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                        375.274 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     MA6 
_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        1WTS 
_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 
MA6 C2     C2   C 0 1 Y N N 15.501 11.355 2.515  -1.274 -1.222 4.559  C2     MA6 1  
MA6 C4     C4   C 0 1 Y N N 16.583 12.568 1.043  -0.411 -0.331 2.624  C4     MA6 2  
MA6 C5     C5   C 0 1 Y N N 17.496 13.017 1.984  0.610  0.277  3.372  C5     MA6 3  
MA6 P      P    P 0 1 N N N 19.859 14.290 -4.633 1.291  -0.130 -5.098 P      MA6 4  
MA6 OP1    O1P  O 0 1 N N N 20.887 15.031 -5.411 2.452  -1.135 -5.583 OP1    MA6 5  
MA6 OP2    O2P  O 0 1 N N N 19.177 13.155 -5.299 0.188  0.017  -6.262 OP2    MA6 6  
MA6 OP3    O3P  O 0 1 N Y N 20.608 13.756 -3.299 1.878  1.196  -4.803 OP3    MA6 7  
MA6 "O5'"  O5*  O 0 1 N N N 18.777 15.347 -4.042 0.594  -0.716 -3.770 "O5'"  MA6 8  
MA6 "C5'"  C5*  C 0 1 N N N 17.365 15.156 -3.766 -0.420 0.215  -3.391 "C5'"  MA6 9  
MA6 "C4'"  C4*  C 0 1 N N R 16.765 13.752 -3.593 -1.125 -0.284 -2.129 "C4'"  MA6 10 
MA6 "O4'"  O4*  O 0 1 N N N 17.332 13.026 -2.462 -0.187 -0.385 -1.035 "O4'"  MA6 11 
MA6 "C1'"  C1*  C 0 1 N N R 16.334 12.900 -1.446 -0.994 -0.370 0.161  "C1'"  MA6 12 
MA6 N9     N9   N 0 1 Y N N 16.959 13.139 -0.147 -0.185 0.021  1.317  N9     MA6 13 
MA6 N3     N3   N 0 1 Y N N 15.551 11.731 1.243  -1.325 -1.063 3.254  N3     MA6 14 
MA6 N1     N1   N 0 1 Y N N 16.309 11.695 3.523  -0.330 -0.675 5.303  N1     MA6 15 
MA6 C6     C6   C 0 1 Y N N 17.349 12.535 3.307  0.626  0.072  4.762  C6     MA6 16 
MA6 N6     N6   N 0 1 N N N 18.143 12.828 4.361  1.611  0.641  5.550  N6     MA6 17 
MA6 C9     C9   C 0 1 N N N 19.299 13.722 4.220  1.329  0.238  6.934  C9     MA6 18 
MA6 C10    C10  C 0 1 N N N 17.966 12.248 5.704  2.877  -0.000 5.172  C10    MA6 19 
MA6 N7     N7   N 0 1 Y N N 18.411 13.885 1.389  1.397  0.949  2.499  N7     MA6 20 
MA6 C8     C8   C 0 1 Y N N 18.040 13.932 0.129  0.930  0.803  1.293  C8     MA6 21 
MA6 "C2'"  C2*  C 0 1 N N R 15.212 13.860 -1.831 -2.090 0.683  -0.110 "C2'"  MA6 22 
MA6 "O2'"  O2*  O 0 1 N N N 14.001 13.534 -1.152 -3.340 0.271  0.444  "O2'"  MA6 23 
MA6 "C3'"  C3*  C 0 1 N N S 15.247 13.604 -3.353 -2.176 0.743  -1.654 "C3'"  MA6 24 
MA6 "O3'"  O3*  O 0 1 N N N 14.907 12.285 -3.860 -3.481 0.367  -2.098 "O3'"  MA6 25 
MA6 H2     H2   H 0 1 N N N 14.694 10.679 2.791  -2.032 -1.822 5.040  H2     MA6 26 
MA6 HOP1   1HOP H 0 0 N N N 21.324 15.758 -4.984 2.842  -0.747 -6.379 HOP1   MA6 27 
MA6 HOP2   2HOP H 0 0 N N N 18.520 12.681 -4.802 -0.168 -0.866 -6.423 HOP2   MA6 28 
MA6 "H5'"  1H5* H 0 1 N N N 16.850 15.671 -4.579 -1.146 0.309  -4.199 "H5'"  MA6 29 
MA6 "H5''" 2H5* H 0 0 N N N 17.126 15.727 -2.876 0.032  1.186  -3.194 "H5''" MA6 30 
MA6 "H4'"  H4*  H 0 1 N N N 16.932 13.251 -4.543 -1.596 -1.250 -2.315 "H4'"  MA6 31 
MA6 "H1'"  H1*  H 0 1 N N N 15.983 11.867 -1.475 -1.443 -1.350 0.327  "H1'"  MA6 32 
MA6 H91    1H9  H 0 1 N N N 19.717 13.636 3.229  2.083  0.664  7.597  H91    MA6 33 
MA6 H92    2H9  H 0 1 N N N 20.080 13.477 4.921  0.343  0.600  7.225  H92    MA6 34 
MA6 H93    3H9  H 0 1 N N N 18.994 14.746 4.383  1.354  -0.848 7.008  H93    MA6 35 
MA6 H101   1H10 H 0 0 N N N 18.640 12.666 6.436  3.130  0.270  4.147  H101   MA6 36 
MA6 H102   2H10 H 0 0 N N N 18.144 11.184 5.647  3.668  0.335  5.843  H102   MA6 37 
MA6 H103   3H10 H 0 0 N N N 16.956 12.411 6.054  2.772  -1.082 5.247  H103   MA6 38 
MA6 H8     H8   H 0 1 N N N 18.502 14.532 -0.645 1.363  1.237  0.404  H8     MA6 39 
MA6 "H2'"  H2*  H 0 1 N N N 15.547 14.883 -1.630 -1.794 1.652  0.292  "H2'"  MA6 40 
MA6 "HO2'" *HO2 H 0 0 N N N 13.340 13.325 -1.822 -3.992 0.937  0.189  "HO2'" MA6 41 
MA6 "H3'"  H3*  H 0 1 N N N 14.676 14.317 -3.951 -1.924 1.740  -2.013 "H3'"  MA6 42 
MA6 "HO3'" *HO3 H 0 0 N Y N 13.973 12.193 -3.712 -4.092 1.042  -1.773 "HO3'" MA6 43 
# 
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 
MA6 C2    N3     DOUB Y N 1  
MA6 C2    N1     SING Y N 2  
MA6 C2    H2     SING N N 3  
MA6 C4    C5     DOUB Y N 4  
MA6 C4    N9     SING Y N 5  
MA6 C4    N3     SING Y N 6  
MA6 C5    C6     SING Y N 7  
MA6 C5    N7     SING Y N 8  
MA6 P     OP1    SING N N 9  
MA6 P     OP2    SING N N 10 
MA6 P     OP3    DOUB N N 11 
MA6 P     "O5'"  SING N N 12 
MA6 OP1   HOP1   SING N N 13 
MA6 OP2   HOP2   SING N N 14 
MA6 "O5'" "C5'"  SING N N 15 
MA6 "C5'" "C4'"  SING N N 16 
MA6 "C5'" "H5'"  SING N N 17 
MA6 "C5'" "H5''" SING N N 18 
MA6 "C4'" "O4'"  SING N N 19 
MA6 "C4'" "C3'"  SING N N 20 
MA6 "C4'" "H4'"  SING N N 21 
MA6 "O4'" "C1'"  SING N N 22 
MA6 "C1'" N9     SING N N 23 
MA6 "C1'" "C2'"  SING N N 24 
MA6 "C1'" "H1'"  SING N N 25 
MA6 N9    C8     SING Y N 26 
MA6 N1    C6     DOUB Y N 27 
MA6 C6    N6     SING N N 28 
MA6 N6    C9     SING N N 29 
MA6 N6    C10    SING N N 30 
MA6 C9    H91    SING N N 31 
MA6 C9    H92    SING N N 32 
MA6 C9    H93    SING N N 33 
MA6 C10   H101   SING N N 34 
MA6 C10   H102   SING N N 35 
MA6 C10   H103   SING N N 36 
MA6 N7    C8     DOUB Y N 37 
MA6 C8    H8     SING N N 38 
MA6 "C2'" "O2'"  SING N N 39 
MA6 "C2'" "C3'"  SING N N 40 
MA6 "C2'" "H2'"  SING N N 41 
MA6 "O2'" "HO2'" SING N N 42 
MA6 "C3'" "O3'"  SING N N 43 
MA6 "C3'" "H3'"  SING N N 44 
MA6 "O3'" "HO3'" SING N N 45 
# 
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 
MA6 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c2ncnc1N(C)C)C(O)C3O"                                                                                                                              
MA6 InChI            InChI                1.02b "InChI=1/C12H18N5O7P/c1-16(2)10-7-11(14-4-13-10)17(5-15-7)12-9(19)8(18)6(24-12)3-23-25(20,21)22/h4-6,8-9,12,18-19H,3H2,1-2H3,(H2,20,21,22)/t6-,8-,9-,12-/m1/s1/f/h20-21H" 
MA6 InChIKey         InChI                1.02b OWRDTHWSVNWFAZ-SKPPRCETDK                                                                                                                                                 
MA6 SMILES_CANONICAL CACTVS               3.341 "CN(C)c1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                        
MA6 SMILES           CACTVS               3.341 "CN(C)c1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                              
MA6 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)O)O"                                                                                                      
MA6 SMILES           "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O"                                                                                                                        
# 
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 
MA6 "SYSTEMATIC NAME" ACDLabs              10.04 
;N,N-dimethyladenosine 5'-(dihydrogen phosphate)
;
MA6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-dimethylaminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
