data_5CG
# 
_chem_comp.id                                    5CG 
_chem_comp.name                                  "5'-CHLORO-5'-DEOXY-GUANOSINE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H12 Cl N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-25 
_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                        301.686 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     5CG 
_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        1M5P 
_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 
5CG "CL5'" CL5* CL 0 0 N N N 78.683 21.164 34.641 4.765  -1.617 -1.012 "CL5'" 5CG 1  
5CG "C5'"  C5*  C  0 1 N N N 78.978 19.843 35.100 4.265  -0.492 0.305  "C5'"  5CG 2  
5CG "C4'"  C4*  C  0 1 N N S 77.764 19.112 35.625 3.037  0.303  -0.143 "C4'"  5CG 3  
5CG "O4'"  O4*  O  0 1 N N N 78.205 18.094 36.563 1.899  -0.573 -0.295 "O4'"  5CG 4  
5CG "C3'"  C3*  C  0 1 N N S 76.840 20.041 36.409 2.616  1.309  0.951  "C3'"  5CG 5  
5CG "O3'"  O3*  O  0 1 N N N 75.461 19.886 36.062 3.122  2.612  0.654  "O3'"  5CG 6  
5CG "C2'"  C2*  C  0 1 N N R 77.191 19.842 37.885 1.070  1.302  0.896  "C2'"  5CG 7  
5CG "O2'"  O2*  O  0 1 N N N 76.014 19.793 38.665 0.575  2.601  0.565  "O2'"  5CG 8  
5CG "C1'"  C1*  C  0 1 N N R 77.809 18.439 37.873 0.742  0.289  -0.224 "C1'"  5CG 9  
5CG N9     N9   N  0 1 Y N N 78.856 18.055 38.817 -0.451 -0.487 0.124  N9     5CG 10 
5CG C8     C8   C  0 1 Y N N 79.073 16.779 39.280 -0.472 -1.698 0.753  C8     5CG 11 
5CG N7     N7   N  0 1 Y N N 80.051 16.700 40.138 -1.701 -2.096 0.902  N7     5CG 12 
5CG C5     C5   C  0 1 Y N N 80.514 18.001 40.251 -2.540 -1.168 0.381  C5     5CG 13 
5CG C6     C6   C  0 1 N N N 81.565 18.531 41.043 -3.946 -1.067 0.263  C6     5CG 14 
5CG O6     O6   O  0 1 N N N 82.312 17.935 41.827 -4.674 -1.948 0.687  O6     5CG 15 
5CG N1     N1   N  0 1 N N N 81.704 19.903 40.857 -4.463 0.034  -0.327 N1     5CG 16 
5CG C2     C2   C  0 1 N N N 80.931 20.665 40.017 -3.639 1.011  -0.802 C2     5CG 17 
5CG N2     N2   N  0 1 N N N 81.219 21.970 39.981 -4.192 2.115  -1.402 N2     5CG 18 
5CG N3     N3   N  0 1 N N N 79.947 20.183 39.270 -2.332 0.928  -0.699 N3     5CG 19 
5CG C4     C4   C  0 1 Y N N 79.793 18.853 39.436 -1.749 -0.129 -0.122 C4     5CG 20 
5CG "H5'"  1H5* H  0 1 N N N 79.693 19.935 35.931 5.082  0.196  0.526  "H5'"  5CG 21 
5CG "H5''" 2H5* H  0 0 N N N 79.388 19.268 34.257 4.021  -1.065 1.199  "H5''" 5CG 22 
5CG "H4'"  H4*  H  0 1 N N N 77.229 18.695 34.759 3.242  0.824  -1.078 "H4'"  5CG 23 
5CG "H3'"  H3*  H  0 1 N N N 77.002 21.097 36.149 2.966  0.979  1.929  "H3'"  5CG 24 
5CG "HO3'" *HO3 H  0 0 N Y N 74.937 19.852 36.854 4.087  2.542  0.643  "HO3'" 5CG 25 
5CG "H2'"  H2*  H  0 1 N N N 77.831 20.638 38.293 0.656  0.966  1.846  "H2'"  5CG 26 
5CG "HO2'" *HO2 H  0 0 N N N 76.245 19.782 39.587 0.863  3.197  1.269  "HO2'" 5CG 27 
5CG "H1'"  H1*  H  0 1 N N N 76.961 17.857 38.264 0.595  0.805  -1.172 "H1'"  5CG 28 
5CG H8     H8   H  0 1 N N N 78.491 15.926 38.964 0.402  -2.244 1.077  H8     5CG 29 
5CG HN1    HN1  H  0 1 N N N 82.422 20.369 41.375 -5.424 0.126  -0.419 HN1    5CG 30 
5CG HN21   1HN2 H  0 0 N N N 81.940 22.418 40.510 -3.619 2.820  -1.741 HN21   5CG 31 
5CG HN22   2HN2 H  0 0 N N N 80.600 22.427 39.342 -5.155 2.188  -1.489 HN22   5CG 32 
# 
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 
5CG "CL5'" "C5'"  SING N N 1  
5CG "C5'"  "C4'"  SING N N 2  
5CG "C5'"  "H5'"  SING N N 3  
5CG "C5'"  "H5''" SING N N 4  
5CG "C4'"  "O4'"  SING N N 5  
5CG "C4'"  "C3'"  SING N N 6  
5CG "C4'"  "H4'"  SING N N 7  
5CG "O4'"  "C1'"  SING N N 8  
5CG "C3'"  "O3'"  SING N N 9  
5CG "C3'"  "C2'"  SING N N 10 
5CG "C3'"  "H3'"  SING N N 11 
5CG "O3'"  "HO3'" SING N N 12 
5CG "C2'"  "O2'"  SING N N 13 
5CG "C2'"  "C1'"  SING N N 14 
5CG "C2'"  "H2'"  SING N N 15 
5CG "O2'"  "HO2'" SING N N 16 
5CG "C1'"  N9     SING N N 17 
5CG "C1'"  "H1'"  SING N N 18 
5CG N9     C8     SING Y N 19 
5CG N9     C4     SING Y N 20 
5CG C8     N7     DOUB Y N 21 
5CG C8     H8     SING N N 22 
5CG N7     C5     SING Y N 23 
5CG C5     C6     SING N N 24 
5CG C5     C4     DOUB Y N 25 
5CG C6     O6     DOUB N N 26 
5CG C6     N1     SING N N 27 
5CG N1     C2     SING N N 28 
5CG N1     HN1    SING N N 29 
5CG C2     N2     SING N N 30 
5CG C2     N3     DOUB N N 31 
5CG N2     HN21   SING N N 32 
5CG N2     HN22   SING N N 33 
5CG N3     C4     SING N N 34 
# 
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 
5CG SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)CCl"                                                                                                                 
5CG InChI            InChI                1.02b "InChI=1/C10H12ClN5O4/c11-1-3-5(17)6(18)9(20-3)16-2-13-4-7(16)14-10(12)15-8(4)19/h2-3,5-6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,5-,6-,9-/m1/s1/f/h15H,12H2" 
5CG InChIKey         InChI                1.02b YBIZLKQGKRXLAZ-WPDDIMQFDH                                                                                                                               
5CG SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CCl)[C@@H](O)[C@H]3O"                                                                                               
5CG SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CCl)[CH](O)[CH]3O"                                                                                                     
5CG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CCl)O)O)N=C(NC2=O)N"                                                                                             
5CG SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)CCl)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 
5CG "SYSTEMATIC NAME" ACDLabs              10.04 "5'-chloro-5'-deoxyguanosine"                                                         
5CG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-amino-9-[(2R,3R,4S,5S)-5-(chloromethyl)-3,4-dihydroxy-oxolan-2-yl]-1H-purin-6-one" 
# 
