data_G49
# 
_chem_comp.id                                    G49 
_chem_comp.name                                  "N2-METHYL-2'-DEOXY-GUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-01-24 
_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                        361.248 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     G49 
_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        427D 
_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 
G49 P      P    P 0 1 N N N 22.439 17.641 13.962 -0.654 0.498  -5.156 P      G49 1  
G49 O1P    O1P  O 0 1 N N N 23.769 17.337 14.480 -1.782 -0.430 -4.921 O1P    G49 2  
G49 O2P    O2P  O 0 1 N N N 22.299 18.723 12.939 -1.204 1.849  -5.837 O2P    G49 3  
G49 O3P    O3P  O 0 1 N Y N 21.534 17.984 15.265 0.418  -0.197 -6.134 O3P    G49 4  
G49 "O5'"  O5*  O 0 1 N N N 21.714 16.314 13.395 0.049  0.853  -3.752 "O5'"  G49 5  
G49 "C5'"  C5*  C 0 1 N N N 22.272 15.093 13.951 0.514  -0.380 -3.200 "C5'"  G49 6  
G49 "C4'"  C4*  C 0 1 N N R 21.786 14.087 13.010 1.197  -0.112 -1.857 "C4'"  G49 7  
G49 "O4'"  O4*  O 0 1 N N N 20.323 13.971 13.010 0.244  0.373  -0.885 "O4'"  G49 8  
G49 "C3'"  C3*  C 0 1 N N S 22.260 14.075 11.587 1.713  -1.434 -1.234 "C3'"  G49 9  
G49 "O3'"  O3*  O 0 1 N N N 22.865 12.903 11.140 3.015  -1.756 -1.724 "O3'"  G49 10 
G49 "C2'"  C2*  C 0 1 N N N 20.961 14.507 10.812 1.761  -1.084 0.273  "C2'"  G49 11 
G49 "C1'"  C1*  C 0 1 N N R 19.841 13.947 11.635 0.805  0.116  0.413  "C1'"  G49 12 
G49 N9     N9   N 0 1 Y N N 18.612 14.667 11.587 -0.262 -0.205 1.362  N9     G49 13 
G49 C8     C8   C 0 1 Y N N 18.393 16.019 11.735 -1.463 -0.779 1.062  C8     G49 14 
G49 N7     N7   N 0 1 Y N N 17.143 16.357 11.725 -2.168 -0.919 2.147  N7     G49 15 
G49 C5     C5   C 0 1 Y N N 16.493 15.147 11.602 -1.465 -0.445 3.204  C5     G49 16 
G49 C6     C6   C 0 1 N N N 15.100 14.853 11.487 -1.722 -0.340 4.591  C6     G49 17 
G49 O6     O6   O 0 1 N N N 14.120 15.647 11.480 -2.776 -0.730 5.062  O6     G49 18 
G49 N1     N1   N 0 1 N N N 14.874 13.496 11.359 -0.766 0.196  5.381  N1     G49 19 
G49 C2     C2   C 0 1 N N N 15.856 12.508 11.327 0.406  0.634  4.843  C2     G49 20 
G49 N2     N2   N 0 1 N N N 15.392 11.253 11.218 1.355  1.180  5.670  N2     G49 21 
G49 CM2    CM2  C 0 1 N N N 16.313 10.190 11.131 2.626  1.652  5.114  CM2    G49 22 
G49 N3     N3   N 0 1 N N N 17.145 12.790 11.374 0.657  0.542  3.556  N3     G49 23 
G49 C4     C4   C 0 1 Y N N 17.354 14.134 11.525 -0.238 0.016  2.713  C4     G49 24 
G49 H2P    H2P  H 0 1 N N N 21.433 18.920 12.601 -1.617 1.592  -6.673 H2P    G49 25 
G49 H3P    H3P  H 0 1 N N N 20.668 18.181 14.927 1.135  0.439  -6.261 H3P    G49 26 
G49 "H5'1" 1H5* H 0 0 N N N 22.021 14.902 15.020 1.227  -0.839 -3.885 "H5'1" G49 27 
G49 "H5'2" 2H5* H 0 0 N N N 23.376 15.104 14.104 -0.330 -1.052 -3.050 "H5'2" G49 28 
G49 "H4'"  H4*  H 0 1 N N N 22.142 13.118 13.430 2.014  0.598  -1.979 "H4'"  G49 29 
G49 "H3'"  H3*  H 0 1 N N N 23.004 14.898 11.476 1.015  -2.250 -1.422 "H3'"  G49 30 
G49 HA     HA   H 0 1 N N N 23.165 12.895 10.239 3.315  -2.533 -1.232 HA     G49 31 
G49 "H2'1" 1H2* H 0 0 N N N 20.942 14.196 9.741  2.772  -0.804 0.567  "H2'1" G49 32 
G49 "H2'2" 2H2* H 0 0 N N N 20.885 15.603 10.621 1.407  -1.925 0.871  "H2'2" G49 33 
G49 "H1'"  H1*  H 0 1 N N N 19.657 12.890 11.331 1.357  0.990  0.758  "H1'"  G49 34 
G49 H8     H8   H 0 1 N N N 19.211 16.750 11.852 -1.781 -1.074 0.073  H8     G49 35 
G49 H1     H1   H 0 1 N N N 13.904 13.191 11.281 -0.920 0.278  6.336  H1     G49 36 
G49 H2     H2   H 0 1 N N N 14.388 11.072 11.198 1.185  1.254  6.622  H2     G49 37 
G49 HM21   1HM2 H 0 0 N N N 15.928 9.148  11.040 3.248  2.050  5.916  HM21   G49 38 
G49 HM22   2HM2 H 0 0 N N N 17.006 10.242 12.003 3.143  0.821  4.633  HM22   G49 39 
G49 HM23   3HM2 H 0 0 N N N 17.013 10.389 10.286 2.434  2.434  4.380  HM23   G49 40 
# 
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 
G49 P     O1P    DOUB N N 1  
G49 P     O2P    SING N N 2  
G49 P     O3P    SING N N 3  
G49 P     "O5'"  SING N N 4  
G49 O2P   H2P    SING N N 5  
G49 O3P   H3P    SING N N 6  
G49 "O5'" "C5'"  SING N N 7  
G49 "C5'" "C4'"  SING N N 8  
G49 "C5'" "H5'1" SING N N 9  
G49 "C5'" "H5'2" SING N N 10 
G49 "C4'" "O4'"  SING N N 11 
G49 "C4'" "C3'"  SING N N 12 
G49 "C4'" "H4'"  SING N N 13 
G49 "O4'" "C1'"  SING N N 14 
G49 "C3'" "O3'"  SING N N 15 
G49 "C3'" "C2'"  SING N N 16 
G49 "C3'" "H3'"  SING N N 17 
G49 "O3'" HA     SING N N 18 
G49 "C2'" "C1'"  SING N N 19 
G49 "C2'" "H2'1" SING N N 20 
G49 "C2'" "H2'2" SING N N 21 
G49 "C1'" N9     SING N N 22 
G49 "C1'" "H1'"  SING N N 23 
G49 N9    C8     SING Y N 24 
G49 N9    C4     SING Y N 25 
G49 C8    N7     DOUB Y N 26 
G49 C8    H8     SING N N 27 
G49 N7    C5     SING Y N 28 
G49 C5    C6     SING N N 29 
G49 C5    C4     DOUB Y N 30 
G49 C6    O6     DOUB N N 31 
G49 C6    N1     SING N N 32 
G49 N1    C2     SING N N 33 
G49 N1    H1     SING N N 34 
G49 C2    N2     SING N N 35 
G49 C2    N3     DOUB N N 36 
G49 N2    CM2    SING N N 37 
G49 N2    H2     SING N N 38 
G49 CM2   HM21   SING N N 39 
G49 CM2   HM22   SING N N 40 
G49 CM2   HM23   SING N N 41 
G49 N3    C4     SING N N 42 
# 
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 
G49 SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(NC)N1)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                               
G49 InChI            InChI                1.02b "InChI=1/C11H16N5O7P/c1-12-11-14-9-8(10(18)15-11)13-4-16(9)7-2-5(17)6(23-7)3-22-24(19,20)21/h4-7,17H,2-3H2,1H3,(H2,19,20,21)(H2,12,14,15,18)/t5-,6+,7+/m0/s1/f/h12,15,19-20H" 
G49 InChIKey         InChI                1.02b PDYXRHCXSYUBDG-DHVYWQFTDZ                                                                                                                                                     
G49 SMILES_CANONICAL CACTVS               3.341 "CNC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                
G49 SMILES           CACTVS               3.341 "CNC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                    
G49 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNC1=Nc2c(ncn2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)C(=O)N1"                                                                                                                  
G49 SMILES           "OpenEye OEToolkits" 1.5.0 "CNC1=Nc2c(ncn2C3CC(C(O3)COP(=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 
G49 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-methylguanosine 5'-(dihydrogen phosphate)
;
G49 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(2-methylamino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
