data_BGM
# 
_chem_comp.id                                    BGM 
_chem_comp.name                                  "8-BROMO-2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H13 Br 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                     2002-11-21 
_chem_comp.pdbx_modified_date                    2024-03-21 
_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                        426.117 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     BGM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1N7A 
_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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
BGM P      P      P  0 1 N N N N N N 11.870 17.189 57.614 -4.873 -0.085 -1.207 P      BGM 1  
BGM OP1    O1P    O  0 1 N N N N N N 12.970 18.062 58.071 -5.967 -0.410 -0.264 OP1    BGM 2  
BGM OP2    O2P    O  0 1 N N N N N N 10.861 17.778 56.725 -4.665 1.510  -1.258 OP2    BGM 3  
BGM "O5'"  "O5'"  O  0 1 N N N N N N 12.533 15.896 56.982 -3.512 -0.789 -0.711 "O5'"  BGM 4  
BGM "C5'"  "C5'"  C  0 1 N N N N N N 11.692 14.763 56.713 -2.969 -0.597 0.597  "C5'"  BGM 5  
BGM "C4'"  "C4'"  C  0 1 N N R N N N 12.607 13.719 56.107 -1.677 -1.406 0.735  "C4'"  BGM 6  
BGM "O4'"  "O4'"  O  0 1 N N N N N N 11.998 12.424 56.238 -0.653 -0.882 -0.137 "O4'"  BGM 7  
BGM "C1'"  "C1'"  C  0 1 N N R N N N 11.998 11.748 54.968 0.611  -1.318 0.389  "C1'"  BGM 8  
BGM N9     N9     N  0 1 Y N N N N N 10.821 10.901 54.966 1.630  -0.292 0.154  N9     BGM 9  
BGM C8     C8     C  0 1 Y N N N N N 9.480  11.209 55.074 1.478  1.053  0.334  C8     BGM 10 
BGM N7     N7     N  0 1 Y N N N N N 8.682  10.178 55.088 2.586  1.666  0.030  N7     BGM 11 
BGM C5     C5     C  0 1 Y N N N N N 9.561  9.109  54.981 3.510  0.754  -0.362 C5     BGM 12 
BGM C4     C4     C  0 1 Y N N N N N 10.863 9.534  54.910 2.910  -0.507 -0.282 C4     BGM 13 
BGM N3     N3     N  0 1 N N N N N N 11.976 8.784  54.817 3.612  -1.597 -0.611 N3     BGM 14 
BGM C2     C2     C  0 1 N N N N N N 11.714 7.492  54.786 4.862  -1.506 -1.008 C2     BGM 15 
BGM N2     N2     N  0 1 N N N N N N 12.732 6.642  54.717 5.542  -2.652 -1.336 N2     BGM 16 
BGM N1     N1     N  0 1 N N N N N N 10.453 6.956  54.851 5.501  -0.306 -1.104 N1     BGM 17 
BGM C6     C6     C  0 1 N N N N N N 9.304  7.724  54.955 4.853  0.839  -0.795 C6     BGM 18 
BGM O6     O6     O  0 1 N N N N N N 8.187  7.153  55.010 5.417  1.917  -0.876 O6     BGM 19 
BGM "C2'"  "C2'"  C  0 1 N N N N N N 12.016 12.862 53.945 0.426  -1.535 1.904  "C2'"  BGM 20 
BGM "C3'"  "C3'"  C  0 1 N N S N N N 12.962 13.861 54.630 -1.071 -1.228 2.151  "C3'"  BGM 21 
BGM "O3'"  "O3'"  O  0 1 N N N N N N 14.348 13.554 54.447 -1.639 -2.163 3.070  "O3'"  BGM 22 
BGM OP3    O3P    O  0 1 N Y N N N N ?      ?      ?      -5.252 -0.625 -2.675 OP3    BGM 23 
BGM BR     BR     BR 0 0 N N N N N N ?      ?      ?      -0.103 1.898  0.935  BR     BGM 24 
BGM HOP2   HOP2   H  0 0 N N N N N N 11.074 18.689 56.563 -3.961 1.796  -1.857 HOP2   BGM 25 
BGM "H5'"  "H5'1" H  0 1 N N N N N N 11.243 14.387 57.644 -2.753 0.460  0.750  "H5'"  BGM 26 
BGM "H5''" "H5'2" H  0 0 N N N N N N 10.895 15.034 56.005 -3.689 -0.933 1.342  "H5''" BGM 27 
BGM "H4'"  "H4'"  H  0 1 N N N N N N 13.548 13.726 56.677 -1.860 -2.459 0.524  "H4'"  BGM 28 
BGM "H1'"  "H1'"  H  0 1 N N N N N N 12.906 11.137 54.858 0.909  -2.252 -0.087 "H1'"  BGM 29 
BGM H21    H21    H  0 1 N N N N N N 13.670 6.987  54.690 5.101  -3.513 -1.272 H21    BGM 30 
BGM H22    H22    H  0 1 N N N N N N 12.560 5.657  54.692 6.465  -2.601 -1.630 H22    BGM 31 
BGM H1     H1     H  0 1 N N N N N N 10.358 5.961  54.822 6.424  -0.274 -1.401 H1     BGM 32 
BGM "H2'"  "H2'1" H  0 1 N N N N N N 12.418 12.520 52.980 0.653  -2.567 2.172  "H2'"  BGM 33 
BGM "H2''" "H2'2" H  0 0 N N N N N N 11.014 13.290 53.794 1.055  -0.846 2.468  "H2''" BGM 34 
BGM "H3'"  "H3'"  H  0 1 N N N N N N 12.733 14.881 54.288 -1.205 -0.206 2.506  "H3'"  BGM 35 
BGM "HO3'" H3T    H  0 0 N Y N N N N 14.573 13.641 53.528 -1.291 -2.091 3.970  "HO3'" BGM 36 
BGM HOP3   HOP3   H  0 0 N Y N N N N ?      ?      ?      -6.063 -0.243 -3.038 HOP3   BGM 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 
BGM P     OP1    DOUB N N 1  
BGM P     OP2    SING N N 2  
BGM P     "O5'"  SING N N 3  
BGM P     OP3    SING N N 4  
BGM OP2   HOP2   SING N N 5  
BGM "O5'" "C5'"  SING N N 6  
BGM "C5'" "C4'"  SING N N 7  
BGM "C5'" "H5'"  SING N N 8  
BGM "C5'" "H5''" SING N N 9  
BGM "C4'" "O4'"  SING N N 10 
BGM "C4'" "C3'"  SING N N 11 
BGM "C4'" "H4'"  SING N N 12 
BGM "O4'" "C1'"  SING N N 13 
BGM "C1'" N9     SING N N 14 
BGM "C1'" "C2'"  SING N N 15 
BGM "C1'" "H1'"  SING N N 16 
BGM N9    C8     SING Y N 17 
BGM N9    C4     SING Y N 18 
BGM C8    N7     DOUB Y N 19 
BGM C8    BR     SING N N 20 
BGM N7    C5     SING Y N 21 
BGM C5    C4     DOUB Y N 22 
BGM C5    C6     SING N N 23 
BGM C4    N3     SING N N 24 
BGM N3    C2     DOUB N N 25 
BGM C2    N2     SING N N 26 
BGM C2    N1     SING N N 27 
BGM N2    H21    SING N N 28 
BGM N2    H22    SING N N 29 
BGM N1    C6     SING N N 30 
BGM N1    H1     SING N N 31 
BGM C6    O6     DOUB N N 32 
BGM "C2'" "C3'"  SING N N 33 
BGM "C2'" "H2'"  SING N N 34 
BGM "C2'" "H2''" SING N N 35 
BGM "C3'" "O3'"  SING N N 36 
BGM "C3'" "H3'"  SING N N 37 
BGM "O3'" "HO3'" SING N N 38 
BGM OP3   HOP3   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 
BGM SMILES           ACDLabs              12.01 "O=P(O)(O)OCC1OC(CC1O)n1c(Br)nc2c1N=C(N)NC2=O"                                                                                                              
BGM InChI            InChI                1.06  "InChI=1S/C10H13BrN5O7P/c11-9-13-6-7(14-10(12)15-8(6)18)16(9)5-1-3(17)4(23-5)2-22-24(19,20)21/h3-5,17H,1-2H2,(H2,19,20,21)(H3,12,14,15,18)/t3-,4+,5+/m0/s1" 
BGM InChIKey         InChI                1.06  KUFMHNJQBUZBPA-VPENINKCSA-N                                                                                                                                 
BGM SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c(Br)nc2C(=O)N1"                                                                                           
BGM SMILES           CACTVS               3.385 "NC1=Nc2n([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c(Br)nc2C(=O)N1"                                                                                               
BGM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1[C@@H]([C@H](O[C@H]1n2c3c(nc2Br)C(=O)NC(=N3)N)COP(=O)(O)O)O"                                                                                             
BGM SMILES           "OpenEye OEToolkits" 2.0.7 "C1C(C(OC1n2c3c(nc2Br)C(=O)NC(=N3)N)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 
BGM "SYSTEMATIC NAME" ACDLabs              12.01 
;8-bromo-2'-deoxyguanosine 5'-(dihydrogen phosphate)
;
BGM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R},3~{S},5~{R})-5-(2-azanyl-8-bromanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
BGM "Create component"   2002-11-21 RCSB 
BGM "Modify descriptor"  2011-06-04 RCSB 
BGM "Other modification" 2024-03-21 RCSB 
# 
