data_G33
# 
_chem_comp.id                                    G33 
_chem_comp.name                                  
;8-METHYL-2'-DEOXYGUANOSINE 3'-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                     1996-07-11 
_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                     G33 
_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 
G33 O3P    O3P  O 0 1 N Y N 13.446 9.073  24.734 1.752  -0.592 4.627  O3P    G33 1  
G33 P      P    P 0 1 N N N 13.108 9.649  26.055 0.725  0.427  4.932  P      G33 2  
G33 O1P    O1P  O 0 1 N N N 11.689 9.822  26.446 1.423  1.703  5.622  O1P    G33 3  
G33 O2P    O2P  O 0 1 N N N 13.847 11.069 26.195 -0.367 -0.195 5.937  O2P    G33 4  
G33 "O5'"  O5*  O 0 1 N N N 13.841 8.792  27.190 0.001  0.884  3.568  "O5'"  G33 5  
G33 "C5'"  C5*  C 0 1 N N N 13.560 9.059  28.564 -0.596 -0.285 3.006  "C5'"  G33 6  
G33 "C4'"  C4*  C 0 1 N N R 14.526 8.304  29.457 -1.305 0.081  1.701  "C4'"  G33 7  
G33 "O4'"  O4*  O 0 1 N N N 15.887 8.672  29.193 -0.351 0.505  0.701  "O4'"  G33 8  
G33 "C3'"  C3*  C 0 1 N N S 14.255 8.589  30.929 -1.964 -1.170 1.067  "C3'"  G33 9  
G33 "O3'"  O3*  O 0 1 N N N 13.305 7.649  31.462 -3.270 -1.386 1.604  "O3'"  G33 10 
G33 "C2'"  C2*  C 0 1 N N N 15.631 8.370  31.532 -2.040 -0.775 -0.427 "C2'"  G33 11 
G33 "C1'"  C1*  C 0 1 N N R 16.632 8.698  30.419 -0.984 0.337  -0.577 "C1'"  G33 12 
G33 N9     N9   N 0 1 Y N N 17.374 9.970  30.517 0.010  -0.052 -1.579 N9     G33 13 
G33 C8     C8   C 0 1 Y N N 18.724 10.167 30.670 1.166  -0.740 -1.344 C8     G33 14 
G33 N7     N7   N 0 1 Y N N 19.102 11.407 30.615 1.808  -0.918 -2.461 N7     G33 15 
G33 C5     C5   C 0 1 Y N N 17.908 12.099 30.439 1.109  -0.354 -3.476 C5     G33 16 
G33 C6     C6   C 0 1 N N N 17.687 13.492 30.306 1.315  -0.240 -4.870 C6     G33 17 
G33 O6     O6   O 0 1 N N N 18.522 14.395 30.305 2.307  -0.715 -5.396 O6     G33 18 
G33 N1     N1   N 0 1 N N N 16.342 13.780 30.165 0.385  0.408  -5.606 N1     G33 19 
G33 C2     C2   C 0 1 N N N 15.325 12.848 30.165 -0.719 0.936  -5.008 C2     G33 20 
G33 N2     N2   N 0 1 N N N 14.092 13.325 30.007 -1.646 1.590  -5.780 N2     G33 21 
G33 N3     N3   N 0 1 N N N 15.525 11.535 30.303 -0.923 0.836  -3.713 N3     G33 22 
G33 C4     C4   C 0 1 Y N N 16.841 11.234 30.426 -0.046 0.208  -2.921 C4     G33 23 
G33 C8M    C8M  C 0 1 N N N 19.733 9.038  30.890 1.625  -1.226 0.006  C8M    G33 24 
G33 H1P    H1P  H 0 1 N N N 11.472 10.191 27.293 1.844  1.386  6.433  H1P    G33 25 
G33 H2P    H2P  H 0 1 N N N 13.630 11.438 27.042 -1.017 0.500  6.110  H2P    G33 26 
G33 "H5'1" 1H5* H 0 0 N N N 12.536 8.746  28.764 -1.320 -0.697 3.709  "H5'1" G33 27 
G33 "H5'2" 2H5* H 0 0 N N N 13.628 10.124 28.779 0.176  -1.027 2.804  "H5'2" G33 28 
G33 "H4'"  H4*  H 0 1 N N N 14.401 7.258  29.218 -2.048 0.859  1.874  "H4'"  G33 29 
G33 "H3'"  H3*  H 0 1 N N N 13.972 9.635  31.033 -1.338 -2.051 1.206  "H3'"  G33 30 
G33 HA     HA   H 0 1 N N N 13.136 7.827  32.380 -3.660 -2.118 1.106  HA     G33 31 
G33 "H2'1" 1H2* H 0 0 N N N 15.771 8.957  32.443 -3.032 -0.396 -0.671 "H2'1" G33 32 
G33 "H2'2" 2H2* H 0 0 N N N 15.687 7.308  31.791 -1.789 -1.627 -1.059 "H2'2" G33 33 
G33 "H1'"  H1*  H 0 1 N N N 17.373 7.901  30.373 -1.467 1.267  -0.877 "H1'"  G33 34 
G33 H1     H1   H 0 1 N N N 16.109 14.754 30.050 0.505  0.499  -6.564 H1     G33 35 
G33 H21    1H2  H 0 1 N N N 13.313 12.686 29.920 -2.438 1.970  -5.368 H21    G33 36 
G33 H22    2H2  H 0 1 N N N 13.953 14.328 29.989 -1.510 1.671  -6.736 H22    G33 37 
G33 H8M1   1H8M H 0 0 N N N 19.709 8.344  30.050 2.237  -0.458 0.479  H8M1   G33 38 
G33 H8M2   2H8M H 0 0 N N N 19.503 8.503  31.811 0.757  -1.435 0.631  H8M2   G33 39 
G33 H8M3   3H8M H 0 0 N N N 20.736 9.462  30.963 2.213  -2.135 -0.115 H8M3   G33 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 
G33 O3P   P      DOUB N N 1  
G33 P     O1P    SING N N 2  
G33 P     O2P    SING N N 3  
G33 P     "O5'"  SING N N 4  
G33 O1P   H1P    SING N N 5  
G33 O2P   H2P    SING N N 6  
G33 "O5'" "C5'"  SING N N 7  
G33 "C5'" "C4'"  SING N N 8  
G33 "C5'" "H5'1" SING N N 9  
G33 "C5'" "H5'2" SING N N 10 
G33 "C4'" "O4'"  SING N N 11 
G33 "C4'" "C3'"  SING N N 12 
G33 "C4'" "H4'"  SING N N 13 
G33 "O4'" "C1'"  SING N N 14 
G33 "C3'" "O3'"  SING N N 15 
G33 "C3'" "C2'"  SING N N 16 
G33 "C3'" "H3'"  SING N N 17 
G33 "O3'" HA     SING N N 18 
G33 "C2'" "C1'"  SING N N 19 
G33 "C2'" "H2'1" SING N N 20 
G33 "C2'" "H2'2" SING N N 21 
G33 "C1'" N9     SING N N 22 
G33 "C1'" "H1'"  SING N N 23 
G33 N9    C8     SING Y N 24 
G33 N9    C4     SING Y N 25 
G33 C8    N7     DOUB Y N 26 
G33 C8    C8M    SING N N 27 
G33 N7    C5     SING Y N 28 
G33 C5    C6     SING N N 29 
G33 C5    C4     DOUB Y N 30 
G33 C6    O6     DOUB N N 31 
G33 C6    N1     SING N N 32 
G33 N1    C2     SING N N 33 
G33 N1    H1     SING N N 34 
G33 C2    N2     SING N N 35 
G33 C2    N3     DOUB N N 36 
G33 N2    H21    SING N N 37 
G33 N2    H22    SING N N 38 
G33 N3    C4     SING N N 39 
G33 C8M   H8M1   SING N N 40 
G33 C8M   H8M2   SING N N 41 
G33 C8M   H8M3   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 
G33 SMILES           ACDLabs              10.04 "O=C1c2nc(n(c2N=C(N)N1)C3OC(C(O)C3)COP(=O)(O)O)C"                                                                                                                              
G33 InChI            InChI                1.02b "InChI=1/C11H16N5O7P/c1-4-13-8-9(14-11(12)15-10(8)18)16(4)7-2-5(17)6(23-7)3-22-24(19,20)21/h5-7,17H,2-3H2,1H3,(H2,19,20,21)(H3,12,14,15,18)/t5-,6+,7+/m0/s1/f/h15,19-20H,12H2" 
G33 InChIKey         InChI                1.02b MKPWVGWAKMPLFJ-PTCOHVBVDG                                                                                                                                                      
G33 SMILES_CANONICAL CACTVS               3.341 "Cc1nc2C(=O)NC(=Nc2n1[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)N"                                                                                                                 
G33 SMILES           CACTVS               3.341 "Cc1nc2C(=O)NC(=Nc2n1[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)N"                                                                                                                     
G33 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N=C(NC2=O)N"                                                                                                                   
G33 SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)N=C(NC2=O)N"                                                                                                                                
# 
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 
G33 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-8-methylguanosine 5'-(dihydrogen phosphate)
;
G33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-8-methyl-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
