data_2MG
# 
_chem_comp.id                                    2MG 
_chem_comp.name                                  "2N-METHYLGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 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                        377.247 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     2MG 
_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 
2MG P      P    P 0 1 N N N 34.182 6.441  21.229 -0.771 0.422  -5.220 P      2MG 1  
2MG OP1    O1P  O 0 1 N N N 33.807 7.163  22.445 -1.595 -0.802 -5.119 OP1    2MG 2  
2MG OP2    O2P  O 0 1 N N N 33.835 7.023  19.906 -1.664 1.621  -5.819 OP2    2MG 3  
2MG OP3    O3P  O 0 1 N Y N 35.784 6.127  21.209 0.481  0.148  -6.193 OP3    2MG 4  
2MG "O5'"  O5*  O 0 1 N N N 33.548 4.997  21.378 -0.236 0.831  -3.758 "O5'"  2MG 5  
2MG "C5'"  C5*  C 0 1 N N N 32.120 4.846  21.385 0.544  -0.266 -3.282 "C5'"  2MG 6  
2MG "C4'"  C4*  C 0 1 N N R 31.731 3.523  20.777 1.086  0.059  -1.889 "C4'"  2MG 7  
2MG "O4'"  O4*  O 0 1 N N N 32.216 3.488  19.405 -0.001 0.263  -0.961 "O4'"  2MG 8  
2MG "C3'"  C3*  C 0 1 N N S 32.349 2.313  21.448 1.869  -1.144 -1.319 "C3'"  2MG 9  
2MG "O3'"  O3*  O 0 1 N N N 31.476 1.846  22.471 3.274  -0.965 -1.515 "O3'"  2MG 10 
2MG "C2'"  C2*  C 0 1 N N R 32.424 1.331  20.298 1.526  -1.136 0.188  "C2'"  2MG 11 
2MG "O2'"  O2*  O 0 1 N N N 31.124 0.823  20.028 2.709  -0.955 0.970  "O2'"  2MG 12 
2MG "C1'"  C1*  C 0 1 N N R 32.828 2.239  19.146 0.574  0.068  0.348  "C1'"  2MG 13 
2MG N9     N9   N 0 1 Y N N 34.253 2.465  18.920 -0.474 -0.236 1.326  N9     2MG 14 
2MG C8     C8   C 0 1 Y N N 34.873 3.690  18.777 -1.676 -0.826 1.062  C8     2MG 15 
2MG N7     N7   N 0 1 Y N N 36.153 3.596  18.507 -2.360 -0.944 2.163  N7     2MG 16 
2MG C5     C5   C 0 1 Y N N 36.396 2.230  18.482 -1.640 -0.438 3.194  C5     2MG 17 
2MG C6     C6   C 0 1 N N N 37.597 1.529  18.262 -1.872 -0.301 4.583  C6     2MG 18 
2MG O6     O6   O 0 1 N N N 38.705 1.986  17.983 -2.915 -0.685 5.083  O6     2MG 19 
2MG N1     N1   N 0 1 N N N 37.424 0.154  18.384 -0.907 0.262  5.342  N1     2MG 20 
2MG C2     C2   C 0 1 N N N 36.227 -0.467 18.673 0.253  0.694  4.771  C2     2MG 21 
2MG N2     N2   N 0 1 N N N 36.262 -1.806 18.745 1.213  1.267  5.566  N2     2MG 22 
2MG CM2    CM2  C 0 1 N N N 35.076 -2.656 18.899 2.470  1.733  4.975  CM2    2MG 23 
2MG N3     N3   N 0 1 N N N 35.084 0.182  18.872 0.480  0.572  3.482  N3     2MG 24 
2MG C4     C4   C 0 1 Y N N 35.238 1.516  18.759 -0.427 0.019  2.669  C4     2MG 25 
2MG HOP2   2HOP H 0 0 N N N 34.078 6.554  19.116 -1.964 1.336  -6.693 HOP2   2MG 26 
2MG HOP3   3HOP H 0 0 N N N 36.027 5.658  20.419 0.990  0.969  -6.231 HOP3   2MG 27 
2MG "H5'"  1H5* H 0 1 N N N 31.693 4.975  22.406 1.376  -0.443 -3.963 "H5'"  2MG 28 
2MG "H5''" 2H5* H 0 0 N N N 31.609 5.700  20.883 -0.078 -1.159 -3.230 "H5''" 2MG 29 
2MG "H4'"  H4*  H 0 1 N N N 30.622 3.461  20.883 1.723  0.942  -1.927 "H4'"  2MG 30 
2MG "H3'"  H3*  H 0 1 N N N 33.333 2.493  21.938 1.535  -2.072 -1.783 "H3'"  2MG 31 
2MG "HO3'" *HO3 H 0 0 N Y N 31.863 1.087  22.891 3.709  -1.743 -1.141 "HO3'" 2MG 32 
2MG "H2'"  H2*  H 0 1 N N N 33.104 0.466  20.480 1.021  -2.061 0.470  "H2'"  2MG 33 
2MG "HO2'" *HO2 H 0 0 N N N 31.171 0.206  19.306 3.287  -1.707 0.781  "HO2'" 2MG 34 
2MG "H1'"  H1*  H 0 1 N N N 32.499 1.717  18.216 1.130  0.954  0.654  "H1'"  2MG 35 
2MG H8     H8   H 0 1 N N N 34.381 4.672  18.871 -2.009 -1.147 0.087  H8     2MG 36 
2MG HN1    HN1  H 0 1 N N N 38.238 -0.445 18.251 -1.043 0.367  6.297  HN1    2MG 37 
2MG HN2    HN2  H 0 1 N N N 36.901 -2.047 19.502 1.060  1.364  6.519  HN2    2MG 38 
2MG HM21   1HM2 H 0 0 N N N 35.105 -3.769 18.958 3.103  2.156  5.755  HM21   2MG 39 
2MG HM22   2HM2 H 0 0 N N N 34.532 -2.295 19.803 2.984  0.895  4.505  HM22   2MG 40 
2MG HM23   3HM2 H 0 0 N N N 34.376 -2.392 18.071 2.258  2.496  4.226  HM23   2MG 41 
# 
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 
2MG P     OP1    DOUB N N 1  
2MG P     OP2    SING N N 2  
2MG P     OP3    SING N N 3  
2MG P     "O5'"  SING N N 4  
2MG OP2   HOP2   SING N N 5  
2MG OP3   HOP3   SING N N 6  
2MG "O5'" "C5'"  SING N N 7  
2MG "C5'" "C4'"  SING N N 8  
2MG "C5'" "H5'"  SING N N 9  
2MG "C5'" "H5''" SING N N 10 
2MG "C4'" "O4'"  SING N N 11 
2MG "C4'" "C3'"  SING N N 12 
2MG "C4'" "H4'"  SING N N 13 
2MG "O4'" "C1'"  SING N N 14 
2MG "C3'" "O3'"  SING N N 15 
2MG "C3'" "C2'"  SING N N 16 
2MG "C3'" "H3'"  SING N N 17 
2MG "O3'" "HO3'" SING N N 18 
2MG "C2'" "O2'"  SING N N 19 
2MG "C2'" "C1'"  SING N N 20 
2MG "C2'" "H2'"  SING N N 21 
2MG "O2'" "HO2'" SING N N 22 
2MG "C1'" N9     SING N N 23 
2MG "C1'" "H1'"  SING N N 24 
2MG N9    C8     SING Y N 25 
2MG N9    C4     SING Y N 26 
2MG C8    N7     DOUB Y N 27 
2MG C8    H8     SING N N 28 
2MG N7    C5     SING Y N 29 
2MG C5    C6     SING N N 30 
2MG C5    C4     DOUB Y N 31 
2MG C6    O6     DOUB N N 32 
2MG C6    N1     SING N N 33 
2MG N1    C2     SING N N 34 
2MG N1    HN1    SING N N 35 
2MG C2    N2     SING N N 36 
2MG C2    N3     DOUB N N 37 
2MG N2    CM2    SING N N 38 
2MG N2    HN2    SING N N 39 
2MG CM2   HM21   SING N N 40 
2MG CM2   HM22   SING N N 41 
2MG CM2   HM23   SING N N 42 
2MG N3    C4     SING N N 43 
# 
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 
2MG SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(NC)N1)C3OC(C(O)C3O)COP(=O)(O)O"                                                                                                                                              
2MG InChI            InChI                1.02b "InChI=1/C11H16N5O8P/c1-12-11-14-8-5(9(19)15-11)13-3-16(8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H2,20,21,22)(H2,12,14,15,19)/t4-,6-,7-,10-/m1/s1/f/h12,15,20-21H" 
2MG InChIKey         InChI                1.02b ZSKBUUXHFBEFIJ-YQULAXPKDJ                                                                                                                                                                     
2MG SMILES_CANONICAL CACTVS               3.341 "CNC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                                          
2MG SMILES           CACTVS               3.341 "CNC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                                                
2MG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNC1=Nc2c(ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)C(=O)N1"                                                                                                                          
2MG SMILES           "OpenEye OEToolkits" 1.5.0 "CNC1=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 
2MG "SYSTEMATIC NAME" ACDLabs              10.04 
;N-methylguanosine 5'-(dihydrogen phosphate)
;
2MG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-methylamino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
