data_DCG
# 
_chem_comp.id                                    DCG 
_chem_comp.name                                  "2'-DEOXY-GUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 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                     1999-07-08 
_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                      DGP 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        347.221 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     DCG 
_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                  EBI 
# 
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 
DCG P      P    P 0 1 N N N 38.967 7.233  11.661 -0.818 -0.321 4.935  P      DCG 1  
DCG OP1    O1P  O 0 1 N N N 40.189 7.052  10.727 -1.774 0.766  4.630  OP1    DCG 2  
DCG OP2    O2P  O 0 1 N N N 38.710 5.710  12.153 -1.603 -1.547 5.624  OP2    DCG 3  
DCG OP3    O3P  O 0 1 N Y N 38.478 8.053  12.867 0.312  0.224  5.941  OP3    DCG 4  
DCG "O5'"  O5*  O 0 1 N N N 37.852 7.375  10.508 -0.126 -0.826 3.572  "O5'"  DCG 5  
DCG "C5'"  C5*  C 0 1 N N N 37.089 8.500  10.183 0.550  0.300  3.011  "C5'"  DCG 6  
DCG "C4'"  C4*  C 0 1 N N R 37.273 9.869  9.693  1.233  -0.113 1.706  "C4'"  DCG 7  
DCG "O4'"  O4*  O 0 1 N N N 36.043 10.538 9.329  0.253  -0.471 0.705  "O4'"  DCG 8  
DCG "C3'"  C3*  C 0 1 N N S 38.159 10.958 10.269 1.976  1.091  1.073  "C3'"  DCG 9  
DCG "O3'"  O3*  O 0 1 N N N 39.004 11.426 9.216  3.294  1.218  1.612  "O3'"  DCG 10 
DCG "C2'"  C2*  C 0 1 N N N 37.296 12.183 10.464 2.026  0.692  -0.421 "C2'"  DCG 11 
DCG "C1'"  C1*  C 0 1 N N R 36.087 11.889 9.642  0.897  -0.345 -0.573 "C1'"  DCG 12 
DCG N9     N9   N 0 1 Y N N 34.812 12.439 10.151 -0.068 0.111  -1.575 N9     DCG 13 
DCG C8     C8   C 0 1 Y N N 34.424 12.474 11.489 -1.172 0.877  -1.341 C8     DCG 14 
DCG N7     N7   N 0 1 Y N N 33.291 13.077 11.609 -1.804 1.094  -2.458 N7     DCG 15 
DCG C5     C5   C 0 1 Y N N 32.917 13.484 10.386 -1.145 0.482  -3.472 C5     DCG 16 
DCG C6     C6   C 0 1 N N N 31.805 14.193 9.953  -1.361 0.377  -4.866 C6     DCG 17 
DCG O6     O6   O 0 1 N N N 30.919 14.587 10.681 -2.321 0.914  -5.391 O6     DCG 18 
DCG N1     N1   N 0 1 N N N 31.783 14.453 8.553  -0.473 -0.327 -5.601 N1     DCG 19 
DCG C2     C2   C 0 1 N N N 32.788 14.039 7.757  0.593  -0.928 -5.003 C2     DCG 20 
DCG N2     N2   N 0 1 N N N 32.699 14.303 6.455  1.474  -1.643 -5.774 N2     DCG 21 
DCG N3     N3   N 0 1 N N N 33.862 13.351 8.139  0.804  -0.839 -3.709 N3     DCG 22 
DCG C4     C4   C 0 1 Y N N 33.847 13.096 9.464  -0.027 -0.152 -2.917 C4     DCG 23 
DCG HOP2   2HOP H 0 0 N N N 37.960 5.821  12.725 -2.002 -1.203 6.435  HOP2   DCG 24 
DCG HOP3   3HOP H 0 0 N N N 37.728 8.164  13.439 0.913  -0.513 6.114  HOP3   DCG 25 
DCG "H5'"  1H5* H 0 1 N N N 36.366 8.084  9.443  1.299  0.661  3.715  "H5'"  DCG 26 
DCG "H5''" 2H5* H 0 0 N N N 36.508 8.665  11.120 -0.170 1.093  2.808  "H5''" DCG 27 
DCG "H4'"  H4*  H 0 1 N N N 37.941 9.449  8.904  1.921  -0.940 1.879  "H4'"  DCG 28 
DCG "H3'"  H3*  H 0 1 N N N 38.677 10.571 11.177 1.411  2.013  1.211  "H3'"  DCG 29 
DCG "HO3'" *HO3 H 0 0 N Y N 39.558 12.107 9.576  3.732  1.921  1.114  "HO3'" DCG 30 
DCG "H2'"  1H2* H 0 1 N N N 37.081 12.432 11.529 2.990  0.246  -0.665 "H2'"  DCG 31 
DCG "H2''" 2H2* H 0 0 N N N 37.799 13.147 10.218 1.834  1.559  -1.053 "H2''" DCG 32 
DCG "H1'"  H1*  H 0 1 N N N 36.204 12.462 8.693  1.316  -1.306 -0.873 "H1'"  DCG 33 
DCG H8     H8   H 0 1 N N N 34.958 12.066 12.363 -1.477 1.248  -0.373 H8     DCG 34 
DCG HN1    HN1  H 0 1 N N N 31.017 14.955 8.102  -0.601 -0.413 -6.559 HN1    DCG 35 
DCG HN21   1HN2 H 0 0 N N N 33.459 13.989 5.852  2.240  -2.073 -5.363 HN21   DCG 36 
DCG HN22   2HN2 H 0 0 N N N 32.559 15.305 6.324  1.329  -1.722 -6.730 HN22   DCG 37 
# 
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 
DCG P     OP1    DOUB N N 1  
DCG P     OP2    SING N N 2  
DCG P     OP3    SING N N 3  
DCG P     "O5'"  SING N N 4  
DCG OP2   HOP2   SING N N 5  
DCG OP3   HOP3   SING N N 6  
DCG "O5'" "C5'"  SING N N 7  
DCG "C5'" "C4'"  SING N N 8  
DCG "C5'" "H5'"  SING N N 9  
DCG "C5'" "H5''" SING N N 10 
DCG "C4'" "O4'"  SING N N 11 
DCG "C4'" "C3'"  SING N N 12 
DCG "C4'" "H4'"  SING N N 13 
DCG "O4'" "C1'"  SING N N 14 
DCG "C3'" "O3'"  SING N N 15 
DCG "C3'" "C2'"  SING N N 16 
DCG "C3'" "H3'"  SING N N 17 
DCG "O3'" "HO3'" SING N N 18 
DCG "C2'" "C1'"  SING N N 19 
DCG "C2'" "H2'"  SING N N 20 
DCG "C2'" "H2''" SING N N 21 
DCG "C1'" N9     SING N N 22 
DCG "C1'" "H1'"  SING N N 23 
DCG N9    C8     SING Y N 24 
DCG N9    C4     SING Y N 25 
DCG C8    N7     DOUB Y N 26 
DCG C8    H8     SING N N 27 
DCG N7    C5     SING Y N 28 
DCG C5    C6     SING N N 29 
DCG C5    C4     DOUB Y N 30 
DCG C6    O6     DOUB N N 31 
DCG C6    N1     SING N N 32 
DCG N1    C2     SING N N 33 
DCG N1    HN1    SING N N 34 
DCG C2    N2     SING N N 35 
DCG C2    N3     DOUB N N 36 
DCG N2    HN21   SING N N 37 
DCG N2    HN22   SING N N 38 
DCG N3    C4     SING N N 39 
# 
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 
DCG SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                           
DCG InChI            InChI                1.02b "InChI=1/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1/f/h14,18-19H,11H2" 
DCG InChIKey         InChI                1.02b LTFMZDNNPPEQNG-ZFTCRPPQDE                                                                                                                                                
DCG SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                            
DCG SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                
DCG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N=C(NC2=O)N"                                                                                                              
DCG SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(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 
DCG "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-5'-guanylic acid
;
DCG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
