data_6MC
# 
_chem_comp.id                                    6MC 
_chem_comp.name                                  "CIS-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                     2003-03-19 
_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                     6MC 
_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 
6MC OP3    O3P  O 0 1 N Y N ?      ?      ?     0.339  -0.227 -4.868 OP3    6MC 1  
6MC P      P    P 0 1 N N N 3.607  -1.492 2.850 1.592  -1.245 -4.964 P      6MC 2  
6MC OP1    O1P  O 0 1 N N N 2.889  -0.903 1.692 2.575  -0.951 -6.059 OP1    6MC 3  
6MC OP2    O2P  O 0 1 N N N 5.078  -1.326 2.960 0.886  -2.697 -5.051 OP2    6MC 4  
6MC "O5'"  O5*  O 0 1 N N N 3.281  -3.051 2.890 2.211  -1.232 -3.468 "O5'"  6MC 5  
6MC "C5'"  C5*  C 0 1 N N N 2.524  -3.617 3.965 1.348  -1.500 -2.377 "C5'"  6MC 6  
6MC "C4'"  C4*  C 0 1 N N R 2.352  -5.106 3.761 2.156  -1.432 -1.088 "C4'"  6MC 7  
6MC "O4'"  O4*  O 0 1 N N N 0.947  -5.421 3.815 2.678  -0.093 -0.958 "O4'"  6MC 8  
6MC "C3'"  C3*  C 0 1 N N S 2.846  -5.666 2.424 1.309  -1.697 0.152  "C3'"  6MC 9  
6MC "O3'"  O3*  O 0 1 N N N 3.477  -6.939 2.638 2.127  -2.250 1.180  "O3'"  6MC 10 
6MC "C2'"  C2*  C 0 1 N N N 1.588  -5.826 1.584 0.878  -0.312 0.578  "C2'"  6MC 11 
6MC "C1'"  C1*  C 0 1 N N R 0.427  -5.492 2.502 2.101  0.516  0.211  "C1'"  6MC 12 
6MC N9     N9   N 0 1 Y N N -0.229 -4.218 2.212 1.818  1.923  -0.049 N9     6MC 13 
6MC C8     C8   C 0 1 Y N N 0.349  -3.010 2.004 1.432  2.463  -1.249 C8     6MC 14 
6MC N7     N7   N 0 1 Y N N -0.498 -2.025 1.822 1.250  3.765  -1.175 N7     6MC 15 
6MC C5     C5   C 0 1 Y N N -1.732 -2.654 1.896 1.530  4.086  0.130  C5     6MC 16 
6MC C6     C6   C 0 1 Y N N -3.044 -2.180 1.790 1.519  5.292  0.822  C6     6MC 17 
6MC N1     N1   N 0 1 Y N N -4.053 -3.069 1.885 1.849  5.300  2.136  N1     6MC 18 
6MC C2     C2   C 0 1 Y N N -3.749 -4.361 2.075 2.176  4.115  2.707  C2     6MC 19 
6MC N3     N3   N 0 1 Y N N -2.555 -4.922 2.233 2.223  2.888  2.144  N3     6MC 20 
6MC C4     C4   C 0 1 Y N N -1.573 -4.011 2.122 1.886  2.954  0.847  C4     6MC 21 
6MC N6     N6   N 0 1 N N N -3.307 -0.876 1.624 1.171  6.489  0.173  N6     6MC 22 
6MC C1     C1   C 0 1 N N N -4.643 -0.341 1.540 1.142  7.758  0.838  C1     6MC 23 
6MC HOP3   3HOP H 0 0 N N N 0.460  -0.377 0.741 -0.163 -0.014 -5.684 HOP3   6MC 24 
6MC HOP2   2HOP H 0 0 N N N 5.292  -0.401 2.983 0.508  -2.990 -5.907 HOP2   6MC 25 
6MC "H5'"  1H5* H 0 1 N N N 1.532  -3.143 3.992 0.551  -0.756 -2.359 "H5'"  6MC 26 
6MC "H5''" 2H5* H 0 0 N N N 3.055  -3.441 4.912 0.917  -2.495 -2.497 "H5''" 6MC 27 
6MC "H4'"  H4*  H 0 1 N N N 2.963  -5.560 4.555 3.008  -2.117 -1.157 "H4'"  6MC 28 
6MC "H3'"  H3*  H 0 1 N N N 3.586  -5.015 1.935 0.475  -2.383 -0.018 "H3'"  6MC 29 
6MC "HO3'" H3T  H 0 0 N Y N 4.419  -6.822 2.685 2.928  -1.706 1.218  "HO3'" 6MC 30 
6MC "H2'"  1H2* H 0 1 N N N 1.501  -6.846 1.182 0.008  0.008  -0.009 "H2'"  6MC 31 
6MC "H2''" 2H2* H 0 0 N N N 1.609  -5.144 0.721 0.635  -0.225 1.641  "H2''" 6MC 32 
6MC "H1'"  H1*  H 0 1 N N N -0.335 -6.273 2.363 2.853  0.503  1.007  "H1'"  6MC 33 
6MC H8     H8   H 0 1 N N N 1.420  -2.870 1.989 1.301  1.859  -2.137 H8     6MC 34 
6MC H2     H2   H 0 1 N N N -4.590 -5.038 2.104 2.435  4.159  3.759  H2     6MC 35 
6MC H61    1H6  H 0 1 N N N -2.537 -0.242 1.555 0.935  6.431  -0.801 H61    6MC 36 
6MC H11    1H1  H 0 1 N N N -4.741 0.257  0.622 0.355  8.387  0.412  H11    6MC 37 
6MC H12    2H1  H 0 1 N N N -4.838 0.296  2.415 2.102  8.268  0.721  H12    6MC 38 
6MC H13    3H1  H 0 1 N N N -5.369 -1.167 1.519 0.944  7.622  1.904  H13    6MC 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 
6MC OP3   P      SING N N 1  
6MC OP3   HOP3   SING N N 2  
6MC P     OP1    DOUB N N 3  
6MC P     OP2    SING N N 4  
6MC P     "O5'"  SING N N 5  
6MC OP2   HOP2   SING N N 6  
6MC "O5'" "C5'"  SING N N 7  
6MC "C5'" "C4'"  SING N N 8  
6MC "C5'" "H5'"  SING N N 9  
6MC "C5'" "H5''" SING N N 10 
6MC "C4'" "O4'"  SING N N 11 
6MC "C4'" "C3'"  SING N N 12 
6MC "C4'" "H4'"  SING N N 13 
6MC "O4'" "C1'"  SING N N 14 
6MC "C3'" "O3'"  SING N N 15 
6MC "C3'" "C2'"  SING N N 16 
6MC "C3'" "H3'"  SING N N 17 
6MC "O3'" "HO3'" SING N N 18 
6MC "C2'" "C1'"  SING N N 19 
6MC "C2'" "H2'"  SING N N 20 
6MC "C2'" "H2''" SING N N 21 
6MC "C1'" N9     SING N N 22 
6MC "C1'" "H1'"  SING N N 23 
6MC N9    C8     SING Y N 24 
6MC N9    C4     SING Y N 25 
6MC C8    N7     DOUB Y N 26 
6MC C8    H8     SING N N 27 
6MC N7    C5     SING Y N 28 
6MC C5    C6     SING Y N 29 
6MC C5    C4     DOUB Y N 30 
6MC C6    N1     DOUB Y N 31 
6MC C6    N6     SING N N 32 
6MC N1    C2     SING Y N 33 
6MC C2    N3     DOUB Y N 34 
6MC C2    H2     SING N N 35 
6MC N3    C4     SING Y N 36 
6MC N6    C1     SING N N 37 
6MC N6    H61    SING N N 38 
6MC C1    H11    SING N N 39 
6MC C1    H12    SING N N 40 
6MC 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 
6MC SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)NC)CC3O"                                                                                                                            
6MC 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" 
6MC InChIKey         InChI                1.02b MGKYNCZAQIZDCV-KRXJAMNADT                                                                                                                                           
6MC SMILES_CANONICAL CACTVS               3.341 "CNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                           
6MC SMILES           CACTVS               3.341 "CNc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                               
6MC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNc1c2c(ncn1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                           
6MC 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 
6MC "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-methyladenosine 5'-(dihydrogen phosphate)
;
6MC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(6-methylaminopurin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
