data_M2G
# 
_chem_comp.id                                    M2G 
_chem_comp.name                                  "N2-DIMETHYLGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H18 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_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                        391.274 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     M2G 
_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        1EVV 
_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 
M2G P      P    P 0 1 N N N 39.678 -6.498 13.465 -0.700 0.510  -5.478 P      M2G 1  
M2G OP1    O1P  O 0 1 N N N 40.714 -5.793 12.682 -1.553 -0.697 -5.419 OP1    M2G 2  
M2G OP2    O2P  O 0 1 N N N 39.023 -7.698 12.895 -1.554 1.742  -6.066 OP2    M2G 3  
M2G OP3    O3P  O 0 1 N Y N 40.301 -6.966 14.878 0.563  0.228  -6.436 OP3    M2G 4  
M2G "O5'"  O5*  O 0 1 N N N 38.537 -5.455 13.832 -0.181 0.874  -3.999 "O5'"  M2G 5  
M2G "C5'"  C5*  C 0 1 N N N 37.229 -5.901 14.158 0.565  -0.251 -3.534 "C5'"  M2G 6  
M2G "C4'"  C4*  C 0 1 N N R 36.323 -4.721 14.403 1.089  0.030  -2.124 "C4'"  M2G 7  
M2G "O4'"  O4*  O 0 1 N N N 36.920 -3.829 15.392 -0.009 0.239  -1.211 "O4'"  M2G 8  
M2G "C3'"  C3*  C 0 1 N N S 36.122 -3.816 13.206 1.835  -1.202 -1.569 "C3'"  M2G 9  
M2G "O3'"  O3*  O 0 1 N N N 35.133 -4.351 12.344 3.246  -1.052 -1.736 "O3'"  M2G 10 
M2G "C2'"  C2*  C 0 1 N N R 35.640 -2.540 13.876 1.465  -1.220 -0.067 "C2'"  M2G 11 
M2G "O2'"  O2*  O 0 1 N N N 34.317 -2.663 14.349 2.637  -1.084 0.738  "O2'"  M2G 12 
M2G "C1'"  C1*  C 0 1 N N R 36.592 -2.481 15.070 0.538  0.002  0.103  "C1'"  M2G 13 
M2G N9     N9   N 0 1 Y N N 37.831 -1.760 14.787 -0.534 -0.298 1.055  N9     M2G 14 
M2G C8     C8   C 0 1 Y N N 39.069 -2.300 14.512 -1.744 -0.855 0.758  C8     M2G 15 
M2G N7     N7   N 0 1 Y N N 39.988 -1.400 14.314 -2.450 -0.980 1.843  N7     M2G 16 
M2G C5     C5   C 0 1 Y N N 39.316 -0.196 14.478 -1.738 -0.514 2.898  C5     M2G 17 
M2G C6     C6   C 0 1 N N N 39.794 1.125  14.397 -1.991 -0.402 4.285  C6     M2G 18 
M2G O6     O6   O 0 1 N N N 40.946 1.505  14.158 -3.051 -0.774 4.759  O6     M2G 19 
M2G N1     N1   N 0 1 N N N 38.783 2.052  14.623 -1.026 0.121  5.073  N1     M2G 20 
M2G C2     C2   C 0 1 N N N 37.468 1.736  14.892 0.152  0.538  4.532  C2     M2G 21 
M2G N2     N2   N 0 1 N N N 36.621 2.760  15.040 1.111  1.072  5.356  N2     M2G 22 
M2G N3     N3   N 0 1 N N N 37.010 0.499  14.977 0.400  0.439  3.245  N3     M2G 23 
M2G C4     C4   C 0 1 Y N N 37.984 -0.410 14.758 -0.505 -0.073 2.404  C4     M2G 24 
M2G CM1    CM1  C 0 1 N N N 35.166 2.522  14.983 2.389  1.521  4.798  CM1    M2G 25 
M2G CM2    CM2  C 0 1 N N N 37.139 4.114  15.258 0.858  1.192  6.794  CM2    M2G 26 
M2G HOP2   2HOP H 0 0 N N N 38.356 -8.151 13.398 -1.845 1.483  -6.951 HOP2   M2G 27 
M2G HOP3   3HOP H 0 0 N N N 39.634 -7.419 15.381 1.091  1.037  -6.447 HOP3   M2G 28 
M2G "H5'"  1H5* H 0 1 N N N 36.817 -6.588 13.382 1.405  -0.432 -4.205 "H5'"  M2G 29 
M2G "H5''" 2H5* H 0 0 N N N 37.232 -6.609 15.019 -0.078 -1.130 -3.513 "H5''" M2G 30 
M2G "H4'"  H4*  H 0 1 N N N 35.357 -5.190 14.706 1.747  0.899  -2.132 "H4'"  M2G 31 
M2G "H3'"  H3*  H 0 1 N N N 37.025 -3.677 12.567 1.488  -2.112 -2.059 "H3'"  M2G 32 
M2G "HO3'" *HO3 H 0 0 N Y N 35.006 -3.783 11.592 3.657  -1.848 -1.372 "HO3'" M2G 33 
M2G "H2'"  H2*  H 0 1 N N N 35.637 -1.652 13.200 0.934  -2.138 0.184  "H2'"  M2G 34 
M2G "HO2'" *HO2 H 0 0 N N N 34.015 -1.865 14.767 3.201  -1.844 0.542  "HO2'" M2G 35 
M2G "H1'"  H1*  H 0 1 N N N 36.086 -1.935 15.900 1.109  0.868  0.438  "H1'"  M2G 36 
M2G H8     H8   H 0 1 N N N 39.307 -3.375 14.454 -2.067 -1.146 -0.230 H8     M2G 37 
M2G HN1    HN1  H 0 1 N N N 39.025 3.042  14.588 -1.177 0.208  6.028  HN1    M2G 38 
M2G HM11   1HM1 H 0 0 N N N 34.459 3.375  15.106 3.018  1.912  5.598  HM11   M2G 39 
M2G HM12   2HM1 H 0 0 N N N 34.929 2.002  14.025 2.891  0.682  4.318  HM12   M2G 40 
M2G HM13   3HM1 H 0 0 N N N 34.906 1.736  15.730 2.208  2.305  4.062  HM13   M2G 41 
M2G HM21   1HM2 H 0 0 N N N 36.432 4.967  15.381 1.727  1.634  7.281  HM21   M2G 42 
M2G HM22   2HM2 H 0 0 N N N 37.823 4.092  16.138 -0.012 1.827  6.958  HM22   M2G 43 
M2G HM23   3HM2 H 0 0 N N N 37.846 4.358  14.431 0.670  0.203  7.214  HM23   M2G 44 
# 
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 
M2G P     OP1    DOUB N N 1  
M2G P     OP2    SING N N 2  
M2G P     OP3    SING N N 3  
M2G P     "O5'"  SING N N 4  
M2G OP2   HOP2   SING N N 5  
M2G OP3   HOP3   SING N N 6  
M2G "O5'" "C5'"  SING N N 7  
M2G "C5'" "C4'"  SING N N 8  
M2G "C5'" "H5'"  SING N N 9  
M2G "C5'" "H5''" SING N N 10 
M2G "C4'" "O4'"  SING N N 11 
M2G "C4'" "C3'"  SING N N 12 
M2G "C4'" "H4'"  SING N N 13 
M2G "O4'" "C1'"  SING N N 14 
M2G "C3'" "O3'"  SING N N 15 
M2G "C3'" "C2'"  SING N N 16 
M2G "C3'" "H3'"  SING N N 17 
M2G "O3'" "HO3'" SING N N 18 
M2G "C2'" "O2'"  SING N N 19 
M2G "C2'" "C1'"  SING N N 20 
M2G "C2'" "H2'"  SING N N 21 
M2G "O2'" "HO2'" SING N N 22 
M2G "C1'" N9     SING N N 23 
M2G "C1'" "H1'"  SING N N 24 
M2G N9    C8     SING Y N 25 
M2G N9    C4     SING Y N 26 
M2G C8    N7     DOUB Y N 27 
M2G C8    H8     SING N N 28 
M2G N7    C5     SING Y N 29 
M2G C5    C6     SING N N 30 
M2G C5    C4     DOUB Y N 31 
M2G C6    O6     DOUB N N 32 
M2G C6    N1     SING N N 33 
M2G N1    C2     SING N N 34 
M2G N1    HN1    SING N N 35 
M2G C2    N2     SING N N 36 
M2G C2    N3     DOUB N N 37 
M2G N2    CM1    SING N N 38 
M2G N2    CM2    SING N N 39 
M2G N3    C4     SING N N 40 
M2G CM1   HM11   SING N N 41 
M2G CM1   HM12   SING N N 42 
M2G CM1   HM13   SING N N 43 
M2G CM2   HM21   SING N N 44 
M2G CM2   HM22   SING N N 45 
M2G CM2   HM23   SING N N 46 
# 
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 
M2G SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(N(C)C)N1)C3OC(C(O)C3O)COP(=O)(O)O"                                                                                                                                         
M2G InChI            InChI                1.02b "InChI=1/C12H18N5O8P/c1-16(2)12-14-9-6(10(20)15-12)13-4-17(9)11-8(19)7(18)5(25-11)3-24-26(21,22)23/h4-5,7-8,11,18-19H,3H2,1-2H3,(H,14,15,20)(H2,21,22,23)/t5-,7-,8-,11-/m1/s1/f/h15,21-22H" 
M2G InChIKey         InChI                1.02b IWJFVRMOIKWYNZ-SQTXBNGLDX                                                                                                                                                                   
M2G SMILES_CANONICAL CACTVS               3.341 "CN(C)C1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                                     
M2G SMILES           CACTVS               3.341 "CN(C)C1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                                           
M2G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)C1=Nc2c(ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)C(=O)N1"                                                                                                                     
M2G SMILES           "OpenEye OEToolkits" 1.5.0 "CN(C)C1=Nc2c(ncn2C3C(C(C(O3)COP(=O)(O)O)O)O)C(=O)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 
M2G "SYSTEMATIC NAME" ACDLabs              10.04 
;N,N-dimethylguanosine 5'-(dihydrogen phosphate)
;
M2G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-dimethylamino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
