data_G42
# 
_chem_comp.id                                    G42 
_chem_comp.name                                  "8-OXO-2'-DEOXY-GUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1995-02-27 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      8OG 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        363.221 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     G42 
_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        ? 
_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 
G42 O3P    O3P  O 0 1 N Y N 1.831  9.286  9.392  -2.374 -1.097 5.276  O3P    G42 1  
G42 P      P    P 0 1 N N N 1.981  8.032  10.161 -1.154 -0.182 4.760  P      G42 2  
G42 O1P    O1P  O 0 1 N N N 2.781  7.955  11.384 -1.651 1.177  4.455  O1P    G42 3  
G42 O2P    O2P  O 0 1 N N N 0.555  7.525  10.752 -0.026 -0.096 5.906  O2P    G42 4  
G42 "O5'"  O5*  O 0 1 N N N 2.400  6.878  9.204  -0.520 -0.832 3.431  "O5'"  G42 5  
G42 "C5'"  C5*  C 0 1 N N N 2.801  5.567  9.635  0.551  0.020  3.025  "C5'"  G42 6  
G42 "C4'"  C4*  C 0 1 N N R 2.950  4.592  8.410  1.200  -0.543 1.759  "C4'"  G42 7  
G42 "O4'"  O4*  O 0 1 N N N 1.722  4.067  7.823  0.277  -0.503 0.648  "O4'"  G42 8  
G42 "C3'"  C3*  C 0 1 N N S 3.684  5.319  7.250  2.369  0.362  1.295  "C3'"  G42 9  
G42 "O3'"  O3*  O 0 1 N N N 4.645  4.490  6.665  3.583  0.011  1.960  "O3'"  G42 10 
G42 "C2'"  C2*  C 0 1 N N N 2.714  5.493  6.098  2.451  0.036  -0.215 "C2'"  G42 11 
G42 "C1'"  C1*  C 0 1 N N R 1.529  4.700  6.531  1.066  -0.549 -0.552 "C1'"  G42 12 
G42 N9     N9   N 0 1 N N N 0.320  4.612  5.766  0.428  0.251  -1.599 N9     G42 13 
G42 C8     C8   C 0 1 N N N -0.478 5.661  5.309  0.134  1.562  -1.514 C8     G42 14 
G42 N7     N7   N 0 1 N N N -1.546 5.165  4.670  -0.447 1.967  -2.660 N7     G42 15 
G42 C5     C5   C 0 1 N N N -1.381 3.794  4.745  -0.526 0.864  -3.514 C5     G42 16 
G42 C6     C6   C 0 1 N N N -2.281 2.741  4.340  -1.019 0.670  -4.812 C6     G42 17 
G42 O6     O6   O 0 1 N N N -3.358 2.851  3.783  -1.513 1.595  -5.437 O6     G42 18 
G42 N1     N1   N 0 1 N N N -1.869 1.473  4.672  -0.930 -0.563 -5.358 N1     G42 19 
G42 C2     C2   C 0 1 N N N -0.729 1.224  5.329  -0.381 -1.587 -4.647 C2     G42 20 
G42 N2     N2   N 0 1 N N N -0.519 -0.032 5.558  -0.306 -2.832 -5.218 N2     G42 21 
G42 N3     N3   N 0 1 N N N 0.130  2.176  5.731  0.082  -1.411 -3.429 N3     G42 22 
G42 C4     C4   C 0 1 N N N -0.248 3.446  5.408  0.028  -0.213 -2.835 C4     G42 23 
G42 O8     O8   O 0 1 N N N -0.074 6.833  5.204  0.357  2.271  -0.551 O8     G42 24 
G42 H3P    H3P  H 0 1 N N N 1.311  9.336  8.598  -2.725 -0.673 6.071  H3P    G42 25 
G42 H2P    H2P  H 0 1 N N N 0.651  6.719  11.246 0.270  -1.001 6.075  H2P    G42 26 
G42 "H5'1" 1H5* H 0 0 N N N 2.106  5.157  10.405 1.294  0.074  3.821  "H5'1" G42 27 
G42 "H5'2" 2H5* H 0 0 N N N 3.732  5.602  10.248 0.164  1.018  2.820  "H5'2" G42 28 
G42 "H4'"  H4*  H 0 1 N N N 3.578  3.728  8.730  1.549  -1.562 1.930  "H4'"  G42 29 
G42 "H3'"  H3*  H 0 1 N N N 4.119  6.292  7.578  2.131  1.414  1.453  "H3'"  G42 30 
G42 HA     HA   H 0 1 N N N 5.094  4.935  5.956  4.285  0.544  1.562  HA     G42 31 
G42 "H2'1" 1H2* H 0 0 N N N 3.123  5.210  5.100  3.233  -0.699 -0.404 "H2'1" G42 32 
G42 "H2'2" 2H2* H 0 0 N N N 2.492  6.553  5.834  2.633  0.942  -0.792 "H2'2" G42 33 
G42 "H1'"  H1*  H 0 1 N N N 0.691  4.356  5.880  1.172  -1.581 -0.887 "H1'"  G42 34 
G42 H7     H7   H 0 1 N N N -2.307 5.681  4.229  -0.755 2.865  -2.858 H7     G42 35 
G42 H1     H1   H 0 1 N N N -2.459 0.685  4.406  -1.264 -0.721 -6.255 H1     G42 36 
G42 H2N1   1H2N H 0 0 N N N 0.349  -0.222 6.058  0.084  -3.569 -4.725 H2N1   G42 37 
G42 H2N2   2H2N H 0 0 N N N -1.171 -0.755 5.253  -0.649 -2.976 -6.114 H2N2   G42 38 
# 
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 
G42 O3P   P      SING N N 1  
G42 O3P   H3P    SING N N 2  
G42 P     O1P    DOUB N N 3  
G42 P     O2P    SING N N 4  
G42 P     "O5'"  SING N N 5  
G42 O2P   H2P    SING N N 6  
G42 "O5'" "C5'"  SING N N 7  
G42 "C5'" "C4'"  SING N N 8  
G42 "C5'" "H5'1" SING N N 9  
G42 "C5'" "H5'2" SING N N 10 
G42 "C4'" "O4'"  SING N N 11 
G42 "C4'" "C3'"  SING N N 12 
G42 "C4'" "H4'"  SING N N 13 
G42 "O4'" "C1'"  SING N N 14 
G42 "C3'" "O3'"  SING N N 15 
G42 "C3'" "C2'"  SING N N 16 
G42 "C3'" "H3'"  SING N N 17 
G42 "O3'" HA     SING N N 18 
G42 "C2'" "C1'"  SING N N 19 
G42 "C2'" "H2'1" SING N N 20 
G42 "C2'" "H2'2" SING N N 21 
G42 "C1'" N9     SING N N 22 
G42 "C1'" "H1'"  SING N N 23 
G42 N9    C8     SING N N 24 
G42 N9    C4     SING N N 25 
G42 C8    N7     SING N N 26 
G42 C8    O8     DOUB N N 27 
G42 N7    C5     SING N N 28 
G42 N7    H7     SING N N 29 
G42 C5    C6     SING N N 30 
G42 C5    C4     DOUB N N 31 
G42 C6    O6     DOUB N N 32 
G42 C6    N1     SING N N 33 
G42 N1    C2     SING N N 34 
G42 N1    H1     SING N N 35 
G42 C2    N2     SING N N 36 
G42 C2    N3     DOUB N N 37 
G42 N2    H2N1   SING N N 38 
G42 N2    H2N2   SING N N 39 
G42 N3    C4     SING N N 40 
# 
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 
G42 SMILES           ACDLabs              10.04 "O=C1C=2NC(=O)N(C=2N=C(N)N1)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                                   
G42 InChI            InChI                1.02b "InChI=1/C10H14N5O8P/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(23-5)2-22-24(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1/f/h12,14,19-20H,11H2" 
G42 InChIKey         InChI                1.02b AQIVLFLYHYFRKU-YTUICKBEDV                                                                                                                                                              
G42 SMILES_CANONICAL CACTVS               3.341 "NC1=NC2=C(NC(=O)N2[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)C(=O)N1"                                                                                                                     
G42 SMILES           CACTVS               3.341 "NC1=NC2=C(NC(=O)N2[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)C(=O)N1"                                                                                                                         
G42 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](OC1N2C3=C(C(=O)NC(=N3)N)NC2=O)COP(=O)(O)O)O"                                                                                                                           
G42 SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C3=C(C(=O)NC(=N3)N)NC2=O)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 
G42 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-8-oxoguanosine 5'-(dihydrogen phosphate)
;
G42 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S)-5-(2-amino-6,8-dioxo-1,7-dihydropurin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
