data_7GU
# 
_chem_comp.id                                    7GU 
_chem_comp.name                                  "7-DEAZA-2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H15 N4 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                     2004-08-08 
_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                        346.233 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     7GU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1U1M 
_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 
7GU P      P    P 0 1 N N N 20.696 27.499 -153.812 3.461  4.758  -3.952 P      7GU 1  
7GU OP1    O1P  O 0 1 N N N 21.963 27.427 -153.061 4.534  5.779  -3.708 OP1    7GU 2  
7GU OP2    O2P  O 0 1 N N N 20.215 28.806 -154.328 1.983  5.359  -4.217 OP2    7GU 3  
7GU "O5'"  O5*  O 0 1 N N N 19.570 26.827 -152.909 3.235  3.702  -2.745 "O5'"  7GU 4  
7GU N9     N9   N 0 1 Y N N 20.047 21.798 -150.153 -0.077 2.488  0.819  N9     7GU 5  
7GU C4     C4   C 0 1 Y N N 20.868 21.242 -151.080 -0.684 2.411  2.043  C4     7GU 6  
7GU N3     N3   N 0 1 N N N 21.561 21.927 -152.041 -0.192 1.693  3.081  N3     7GU 7  
7GU C2     C2   C 0 1 N N N 22.282 21.127 -152.822 -0.933 1.757  4.163  C2     7GU 8  
7GU N2     N2   N 0 1 N N N 23.025 21.645 -153.815 -0.597 1.096  5.316  N2     7GU 9  
7GU N1     N1   N 0 1 N N N 22.309 19.742 -152.667 -2.126 2.508  4.223  N1     7GU 10 
7GU C6     C6   C 0 1 N N N 21.597 19.020 -151.680 -2.659 3.259  3.169  C6     7GU 11 
7GU O6     O6   O 0 1 N N N 21.692 17.788 -151.638 -3.696 3.909  3.225  O6     7GU 12 
7GU C5     C5   C 0 1 Y N N 20.823 19.880 -150.831 -1.831 3.175  1.991  C5     7GU 13 
7GU C7     C7   C 0 1 Y N N 19.988 19.604 -149.751 -1.925 3.733  0.698  C7     7GU 14 
7GU C8     C8   C 0 1 Y N N 19.548 20.776 -149.381 -0.825 3.291  -0.008 C8     7GU 15 
7GU "C2'"  C2*  C 0 1 N N N 20.743 24.297 -149.636 0.970  0.461  -0.212 "C2'"  7GU 16 
7GU "C5'"  C5*  C 0 1 N N N 19.506 25.407 -152.756 2.240  2.706  -2.896 "C5'"  7GU 17 
7GU "C4'"  C4*  C 0 1 N N R 19.230 25.031 -151.315 2.219  1.846  -1.646 "C4'"  7GU 18 
7GU "O4'"  O4*  O 0 1 N N N 18.886 23.657 -151.074 1.879  2.654  -0.508 "O4'"  7GU 19 
7GU "C1'"  C1*  C 0 1 N N R 19.747 23.217 -150.039 1.171  1.827  0.433  "C1'"  7GU 20 
7GU "C3'"  C3*  C 0 1 N N S 19.962 25.530 -150.070 1.177  0.741  -1.684 "C3'"  7GU 21 
7GU "O3'"  O3*  O 0 1 N N N 19.095 26.127 -149.114 1.636  -0.408 -2.366 "O3'"  7GU 22 
7GU OP3    O3P  O 0 1 N Y N ?      ?      ?        3.708  3.799  -5.230 OP3    7GU 23 
7GU HOP2   2HOP H 0 0 N N N 19.398 28.852 -154.811 1.875  6.082  -4.871 HOP2   7GU 24 
7GU HN21   1HN2 H 0 0 N N N 23.577 21.031 -154.413 0.318  1.223  5.682  HN21   7GU 25 
7GU HN22   2HN2 H 0 0 N N N 23.644 22.351 -153.418 -1.281 0.514  5.741  HN22   7GU 26 
7GU HN1    HN1  H 0 1 N N N 22.890 19.219 -153.322 -2.639 2.503  5.099  HN1    7GU 27 
7GU H7     H7   H 0 1 N N N 19.725 18.642 -149.279 -2.699 4.383  0.315  H7     7GU 28 
7GU H8     H8   H 0 1 N N N 18.851 20.887 -148.533 -0.514 3.481  -1.026 H8     7GU 29 
7GU "H2'"  1H2* H 0 1 N N N 21.081 24.279 -148.573 -0.002 0.004  0.001  "H2'"  7GU 30 
7GU "H2''" 2H2* H 0 0 N N N 21.771 24.195 -150.054 1.736  -0.240 0.147  "H2''" 7GU 31 
7GU "H5'"  1H5* H 0 1 N N N 18.762 24.950 -153.450 1.270  3.186  -3.037 "H5'"  7GU 32 
7GU "H5''" 2H5* H 0 0 N N N 20.425 24.909 -153.142 2.475  2.094  -3.768 "H5''" 7GU 33 
7GU "H4'"  H4*  H 0 1 N N N 18.404 25.777 -151.375 3.224  1.436  -1.487 "H4'"  7GU 34 
7GU "H1'"  H1*  H 0 1 N N N 19.279 23.135 -149.029 1.753  1.756  1.357  "H1'"  7GU 35 
7GU "H3'"  H3*  H 0 1 N N N 20.652 26.388 -150.240 0.241  1.086  -2.140 "H3'"  7GU 36 
7GU "HO3'" H3T  H 0 0 N Y N 18.607 26.896 -149.384 2.418  -0.720 -1.884 "HO3'" 7GU 37 
7GU HOP3   3HOP H 0 0 N N N -0.816 0.046  -0.483   3.963  4.205  -6.086 HOP3   7GU 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 
7GU P     OP1    DOUB N N 1  
7GU P     OP2    SING N N 2  
7GU P     "O5'"  SING N N 3  
7GU P     OP3    SING N N 4  
7GU OP2   HOP2   SING N N 5  
7GU "O5'" "C5'"  SING N N 6  
7GU N9    C4     SING Y N 7  
7GU N9    C8     SING Y N 8  
7GU N9    "C1'"  SING N N 9  
7GU C4    N3     SING N N 10 
7GU C4    C5     DOUB Y N 11 
7GU N3    C2     DOUB N N 12 
7GU C2    N2     SING N N 13 
7GU C2    N1     SING N N 14 
7GU N2    HN21   SING N N 15 
7GU N2    HN22   SING N N 16 
7GU N1    C6     SING N N 17 
7GU N1    HN1    SING N N 18 
7GU C6    O6     DOUB N N 19 
7GU C6    C5     SING N N 20 
7GU C5    C7     SING Y N 21 
7GU C7    C8     DOUB Y N 22 
7GU C7    H7     SING N N 23 
7GU C8    H8     SING N N 24 
7GU "C2'" "C1'"  SING N N 25 
7GU "C2'" "C3'"  SING N N 26 
7GU "C2'" "H2'"  SING N N 27 
7GU "C2'" "H2''" SING N N 28 
7GU "C5'" "C4'"  SING N N 29 
7GU "C5'" "H5'"  SING N N 30 
7GU "C5'" "H5''" SING N N 31 
7GU "C4'" "O4'"  SING N N 32 
7GU "C4'" "C3'"  SING N N 33 
7GU "C4'" "H4'"  SING N N 34 
7GU "O4'" "C1'"  SING N N 35 
7GU "C1'" "H1'"  SING N N 36 
7GU "C3'" "O3'"  SING N N 37 
7GU "C3'" "H3'"  SING N N 38 
7GU "O3'" "HO3'" SING N N 39 
7GU OP3   HOP3   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 
7GU SMILES           ACDLabs              10.04 "O=C1c2c(N=C(N)N1)n(cc2)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                             
7GU InChI            InChI                1.02b "InChI=1/C11H15N4O7P/c12-11-13-9-5(10(17)14-11)1-2-15(9)8-3-6(16)7(22-8)4-21-23(18,19)20/h1-2,6-8,16H,3-4H2,(H2,18,19,20)(H3,12,13,14,17)/t6-,7+,8+/m0/s1/f/h14,18-19H,12H2" 
7GU InChIKey         InChI                1.02b XSAPYRXAHBJNQR-XTJJRWBPDK                                                                                                                                                    
7GU SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(ccc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                
7GU SMILES           CACTVS               3.341 "NC1=Nc2n(ccc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                    
7GU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cn(c2c1C(=O)NC(=N2)N)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                                
7GU SMILES           "OpenEye OEToolkits" 1.5.0 "c1cn(c2c1C(=O)NC(=N2)N)C3CC(C(O3)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 
7GU "SYSTEMATIC NAME" ACDLabs              10.04 "2-amino-7-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one"    
7GU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
