data_6MA
# 
_chem_comp.id                                    6MA 
_chem_comp.name                                  "N6-METHYL-DEOXY-ADENOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA 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                    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                        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        ? 
_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 ?      ?      ?      0.339  -0.227 -4.868 OP3    6MA 1  
6MA P      P    P 0 1 N N N 11.957 30.782 17.033 1.592  -1.245 -4.964 P      6MA 2  
6MA OP1    O1P  O 0 1 N N N 12.707 30.889 15.757 2.575  -0.951 -6.059 OP1    6MA 3  
6MA OP2    O2P  O 0 1 N N N 12.572 31.279 18.289 0.886  -2.697 -5.051 OP2    6MA 4  
6MA "O5'"  O5*  O 0 1 N N N 11.569 29.261 17.275 2.211  -1.232 -3.468 "O5'"  6MA 5  
6MA "C5'"  C5*  C 0 1 N N N 10.573 28.934 18.228 1.348  -1.500 -2.377 "C5'"  6MA 6  
6MA "C4'"  C4*  C 0 1 N N R 10.562 27.448 18.479 2.156  -1.432 -1.088 "C4'"  6MA 7  
6MA "O4'"  O4*  O 0 1 N N N 9.825  26.764 17.437 2.678  -0.093 -0.958 "O4'"  6MA 8  
6MA "C3'"  C3*  C 0 1 N N S 11.945 26.800 18.550 1.309  -1.697 0.152  "C3'"  6MA 9  
6MA "O3'"  O3*  O 0 1 N N N 11.994 25.948 19.697 2.127  -2.250 1.180  "O3'"  6MA 10 
6MA "C2'"  C2*  C 0 1 N N N 12.055 26.040 17.235 0.878  -0.312 0.578  "C2'"  6MA 11 
6MA "C1'"  C1*  C 0 1 N N R 10.605 25.719 16.883 2.101  0.516  0.211  "C1'"  6MA 12 
6MA N9     N9   N 0 1 Y N N 10.306 25.665 15.449 1.818  1.923  -0.049 N9     6MA 13 
6MA C8     C8   C 0 1 Y N N 10.639 26.585 14.488 1.432  2.463  -1.249 C8     6MA 14 
6MA N7     N7   N 0 1 Y N N 10.233 26.264 13.283 1.250  3.765  -1.175 N7     6MA 15 
6MA C5     C5   C 0 1 Y N N 9.589  25.046 13.459 1.530  4.086  0.130  C5     6MA 16 
6MA C6     C6   C 0 1 Y N N 8.937  24.164 12.559 1.519  5.292  0.822  C6     6MA 17 
6MA N1     N1   N 0 1 Y N N 8.402  23.040 13.072 1.849  5.300  2.136  N1     6MA 18 
6MA C2     C2   C 0 1 Y N N 8.503  22.819 14.392 2.176  4.115  2.707  C2     6MA 19 
6MA N3     N3   N 0 1 Y N N 9.079  23.560 15.331 2.223  2.888  2.144  N3     6MA 20 
6MA C4     C4   C 0 1 Y N N 9.617  24.671 14.793 1.886  2.954  0.847  C4     6MA 21 
6MA N6     N6   N 0 1 N N N 8.813  24.372 11.241 1.171  6.489  0.173  N6     6MA 22 
6MA C1     C1   C 0 1 N N N 9.390  25.554 10.525 1.142  7.758  0.838  C1     6MA 23 
6MA HOP3   3HOP H 0 0 N N N -0.480 -0.068 0.817  -0.163 -0.014 -5.684 HOP3   6MA 24 
6MA HOP2   2HOP H 0 0 N N N 13.508 31.385 18.164 0.508  -2.990 -5.907 HOP2   6MA 25 
6MA "H5'"  1H5* H 0 1 N N N 9.590  29.241 17.841 0.551  -0.756 -2.359 "H5'"  6MA 26 
6MA "H5''" 2H5* H 0 0 N N N 10.787 29.459 19.171 0.917  -2.495 -2.497 "H5''" 6MA 27 
6MA "H4'"  H4*  H 0 1 N N N 10.088 27.342 19.466 3.008  -2.117 -1.157 "H4'"  6MA 28 
6MA "H3'"  H3*  H 0 1 N N N 12.782 27.504 18.663 0.475  -2.383 -0.018 "H3'"  6MA 29 
6MA "HO3'" H3T  H 0 0 N Y N 12.900 25.759 19.913 2.928  -1.706 1.218  "HO3'" 6MA 30 
6MA "H2'"  1H2* H 0 1 N N N 12.682 25.140 17.316 0.008  0.008  -0.009 "H2'"  6MA 31 
6MA "H2''" 2H2* H 0 0 N N N 12.533 26.651 16.455 0.635  -0.225 1.641  "H2''" 6MA 32 
6MA "H1'"  H1*  H 0 1 N N N 10.389 24.715 17.276 2.853  0.503  1.007  "H1'"  6MA 33 
6MA H8     H8   H 0 1 N N N 11.186 27.491 14.704 1.301  1.859  -2.137 H8     6MA 34 
6MA H2     H2   H 0 1 N N N 8.049  21.904 14.742 2.435  4.159  3.759  H2     6MA 35 
6MA H61    1H6  H 0 1 N N N 8.305  23.698 10.704 0.935  6.431  -0.801 H61    6MA 36 
6MA H11    1H1  H 0 1 N N N 9.809  25.230 9.561  0.355  8.387  0.412  H11    6MA 37 
6MA H12    2H1  H 0 1 N N N 10.186 26.002 11.139 2.102  8.268  0.721  H12    6MA 38 
6MA H13    3H1  H 0 1 N N N 8.600  26.299 10.349 0.944  7.622  1.904  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              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)NC)CC3O"                                                                                                                            
6MA InChI            InChI                1.02b "InChI=1/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/f/h12,18-19H" 
6MA InChIKey         InChI                1.02b MGKYNCZAQIZDCV-KRXJAMNADT                                                                                                                                           
6MA SMILES_CANONICAL CACTVS               3.341 "CNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                           
6MA SMILES           CACTVS               3.341 "CNc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                               
6MA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNc1c2c(ncn1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                           
6MA SMILES           "OpenEye OEToolkits" 1.5.0 "CNc1c2c(ncn1)n(cn2)C3CC(C(O3)COP(=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 
6MA "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-methyladenosine 5'-(dihydrogen phosphate)
;
6MA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(6-methylaminopurin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
