data_BZG
# 
_chem_comp.id                                    BZG 
_chem_comp.name                                  "6-(BENZYLOXY)-9-(2-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-9H-PURIN-2-AMINE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C17 H20 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "O6-BENZYL-2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-17 
_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                        437.344 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     BZG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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 
BZG P      P    P 0 1 N N N 41.721 37.076 14.331 -3.077 -1.282 -0.073 P      BZG 1  
BZG O1P    O1P  O 0 1 N N N 42.514 35.899 14.756 -3.280 0.084  0.768  O1P    BZG 2  
BZG O2P    O2P  O 0 1 N N N 42.451 38.328 14.605 -3.872 -1.378 -1.342 O2P    BZG 3  
BZG "O5'"  O5*  O 0 1 N N N 40.308 37.145 15.088 -1.472 -1.382 -0.262 "O5'"  BZG 4  
BZG CZ1    CZ1  C 0 1 Y N N 35.221 29.229 10.992 1.633  9.161  -2.536 CZ1    BZG 5  
BZG CT1    CT1  C 0 1 Y N N 35.457 28.223 10.058 0.834  10.289 -2.723 CT1    BZG 6  
BZG CI     CI   C 0 1 Y N N 34.684 28.149 8.907  0.435  11.052 -1.625 CI     BZG 7  
BZG CT2    CT2  C 0 1 Y N N 33.672 29.080 8.687  0.835  10.686 -0.340 CT2    BZG 8  
BZG CZ2    CZ2  C 0 1 Y N N 33.438 30.081 9.619  1.634  9.558  -0.152 CZ2    BZG 9  
BZG CE     CE   C 0 1 Y N N 34.214 30.157 10.773 2.028  8.803  -1.252 CE     BZG 10 
BZG CW     CW   C 0 1 N N N 34.003 31.194 11.676 2.887  7.589  -1.050 CW     BZG 11 
BZG OL     OL   O 0 1 N N N 34.185 32.533 11.201 2.051  6.455  -0.861 OL     BZG 12 
BZG CK     CK   C 0 1 Y N N 34.010 33.491 12.154 2.679  5.257  -0.634 CK     BZG 13 
BZG NJ     NJ   N 0 1 Y N N 32.865 34.183 12.187 4.033  5.235  -0.604 NJ     BZG 14 
BZG CH     CH   C 0 1 Y N N 32.754 35.288 12.943 4.635  4.042  -0.377 CH     BZG 15 
BZG NI     NI   N 0 1 N N N 31.612 35.971 12.942 6.048  4.066  -0.355 NI     BZG 16 
BZG NG     NG   N 0 1 Y N N 33.778 35.726 13.685 4.068  2.833  -0.170 NG     BZG 17 
BZG CF     CF   C 0 1 Y N N 34.941 35.063 13.697 2.730  2.929  -0.213 CF     BZG 18 
BZG CM     CM   C 0 1 Y N N 35.082 33.911 12.931 1.978  4.072  -0.434 CM     BZG 19 
BZG NN     NN   N 0 1 Y N N 36.316 33.460 13.125 0.637  3.783  -0.407 NN     BZG 20 
BZG CO     CO   C 0 1 Y N N 36.933 34.290 13.960 0.575  2.489  -0.175 CO     BZG 21 
BZG NE     NE   N 0 1 Y N N 36.104 35.276 14.303 1.818  1.923  -0.049 NE     BZG 22 
BZG "CT'"  CT*  C 0 1 N N R 36.486 36.490 15.056 2.101  0.516  0.211  "CT'"  BZG 23 
BZG "OS'"  OS*  O 0 1 N N N 37.602 37.096 14.389 1.105  -0.309 -0.416 "OS'"  BZG 24 
BZG "CP'"  CP*  C 0 1 N N N 37.070 36.182 16.434 2.116  0.142  1.686  "CP'"  BZG 25 
BZG "C5'"  C5*  C 0 1 N N N 39.576 38.353 15.063 -0.650 -1.300 0.889  "C5'"  BZG 26 
BZG "C4'"  C4*  C 0 1 N N R 38.102 38.058 15.332 0.805  -1.419 0.457  "C4'"  BZG 27 
BZG "C3'"  C3*  C 0 1 N N S 37.830 37.479 16.716 1.776  -1.330 1.630  "C3'"  BZG 28 
BZG "O3'"  O3*  O 0 1 N N N 37.007 38.419 17.407 2.964  -2.055 1.322  "O3'"  BZG 29 
BZG OXT    OXT  O 0 1 N N N 41.308 37.007 12.796 -3.386 -2.438 1.016  OXT    BZG 30 
BZG H1P    H1P  H 0 1 N N N 42.044 35.093 14.579 -4.191 0.399  0.950  H1P    BZG 31 
BZG HOT    HOT  H 0 1 N N N 40.799 37.762 12.524 -4.319 -2.644 1.238  HOT    BZG 32 
BZG "H5'1" 1H5* H 0 0 N N N 39.727 38.918 14.114 -0.817 -0.341 1.381  "H5'1" BZG 33 
BZG "H5'2" 2H5* H 0 0 N N N 39.990 39.112 15.767 -0.906 -2.112 1.571  "H5'2" BZG 34 
BZG HZ1    HZ1  H 0 1 N N N 35.833 29.291 11.907 1.939  8.574  -3.397 HZ1    BZG 35 
BZG HT1    HT1  H 0 1 N N N 36.257 27.484 10.230 0.523  10.574 -3.724 HT1    BZG 36 
BZG HI     HI   H 0 1 N N N 34.874 27.352 8.169  -0.187 11.930 -1.771 HI     BZG 37 
BZG HT2    HT2  H 0 1 N N N 33.056 29.024 7.774  0.524  11.279 0.515  HT2    BZG 38 
BZG HZ2    HZ2  H 0 1 N N N 32.635 30.816 9.442  1.940  9.280  0.853  HZ2    BZG 39 
BZG HWC1   1HWC H 0 0 N N N 34.639 31.033 12.577 3.531  7.417  -1.919 HWC1   BZG 40 
BZG HWC2   2HWC H 0 0 N N N 32.985 31.095 12.119 3.530  7.711  -0.172 HWC2   BZG 41 
BZG HIN1   1HIN H 0 0 N N N 30.852 35.335 13.182 6.549  3.208  -0.450 HIN1   BZG 42 
BZG HIN2   2HIN H 0 0 N N N 31.528 36.810 13.516 6.514  4.925  -0.151 HIN2   BZG 43 
BZG HO     HO   H 0 1 N N N 37.972 34.178 14.314 -0.333 1.908  -0.088 HO     BZG 44 
BZG "HT'"  HT*  H 0 1 N N N 35.560 37.106 15.130 3.064  0.310  -0.269 "HT'"  BZG 45 
BZG "HP'1" 1HP* H 0 0 N N N 37.672 35.246 16.503 1.334  0.687  2.228  "HP'1" BZG 46 
BZG "HP'2" 2HP* H 0 0 N N N 36.332 35.877 17.213 3.082  0.361  2.150  "HP'2" BZG 47 
BZG "H4'"  H4*  H 0 1 N N N 37.595 39.047 15.245 0.940  -2.341 -0.117 "H4'"  BZG 48 
BZG "H3'"  H3*  H 0 1 N N N 38.738 37.286 17.333 1.376  -1.725 2.568  "H3'"  BZG 49 
BZG HA     HA   H 0 1 N N N 37.479 39.225 17.582 3.223  -1.792 0.426  HA     BZG 50 
# 
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 
BZG P     O1P    SING N N 1  
BZG P     O2P    DOUB N N 2  
BZG P     "O5'"  SING N N 3  
BZG P     OXT    SING N N 4  
BZG O1P   H1P    SING N N 5  
BZG "O5'" "C5'"  SING N N 6  
BZG CZ1   CT1    SING Y N 7  
BZG CZ1   CE     DOUB Y N 8  
BZG CZ1   HZ1    SING N N 9  
BZG CT1   CI     DOUB Y N 10 
BZG CT1   HT1    SING N N 11 
BZG CI    CT2    SING Y N 12 
BZG CI    HI     SING N N 13 
BZG CT2   CZ2    DOUB Y N 14 
BZG CT2   HT2    SING N N 15 
BZG CZ2   CE     SING Y N 16 
BZG CZ2   HZ2    SING N N 17 
BZG CE    CW     SING N N 18 
BZG CW    OL     SING N N 19 
BZG CW    HWC1   SING N N 20 
BZG CW    HWC2   SING N N 21 
BZG OL    CK     SING N N 22 
BZG CK    NJ     SING Y N 23 
BZG CK    CM     DOUB Y N 24 
BZG NJ    CH     DOUB Y N 25 
BZG CH    NI     SING N N 26 
BZG CH    NG     SING Y N 27 
BZG NI    HIN1   SING N N 28 
BZG NI    HIN2   SING N N 29 
BZG NG    CF     DOUB Y N 30 
BZG CF    CM     SING Y N 31 
BZG CF    NE     SING Y N 32 
BZG CM    NN     SING Y N 33 
BZG NN    CO     DOUB Y N 34 
BZG CO    NE     SING Y N 35 
BZG CO    HO     SING N N 36 
BZG NE    "CT'"  SING N N 37 
BZG "CT'" "OS'"  SING N N 38 
BZG "CT'" "CP'"  SING N N 39 
BZG "CT'" "HT'"  SING N N 40 
BZG "OS'" "C4'"  SING N N 41 
BZG "CP'" "C3'"  SING N N 42 
BZG "CP'" "HP'1" SING N N 43 
BZG "CP'" "HP'2" SING N N 44 
BZG "C5'" "C4'"  SING N N 45 
BZG "C5'" "H5'1" SING N N 46 
BZG "C5'" "H5'2" SING N N 47 
BZG "C4'" "C3'"  SING N N 48 
BZG "C4'" "H4'"  SING N N 49 
BZG "C3'" "O3'"  SING N N 50 
BZG "C3'" "H3'"  SING N N 51 
BZG "O3'" HA     SING N N 52 
BZG OXT   HOT    SING N N 53 
# 
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 
BZG SMILES           ACDLabs              10.04 "O=P(O)(O)OCC4OC(n3cnc2c3nc(nc2OCc1ccccc1)N)CC4O"                                                                                                                                                       
BZG InChI            InChI                1.02b "InChI=1/C17H20N5O7P/c18-17-20-15-14(16(21-17)27-7-10-4-2-1-3-5-10)19-9-22(15)13-6-11(23)12(29-13)8-28-30(24,25)26/h1-5,9,11-13,23H,6-8H2,(H2,18,20,21)(H2,24,25,26)/t11-,12+,13+/m0/s1/f/h24-25H,18H2" 
BZG InChIKey         InChI                1.02b QWBOXDSUUMFHFW-SYUYIRGXDW                                                                                                                                                                               
BZG SMILES_CANONICAL CACTVS               3.341 "Nc1nc(OCc2ccccc2)c3ncn([C@H]4C[C@H](O)[C@@H](CO[P](O)(O)=O)O4)c3n1"                                                                                                                                    
BZG SMILES           CACTVS               3.341 "Nc1nc(OCc2ccccc2)c3ncn([CH]4C[CH](O)[CH](CO[P](O)(O)=O)O4)c3n1"                                                                                                                                        
BZG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2c3c(nc(n2)N)n(cn3)[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O"                                                                                                                                  
BZG SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2c3c(nc(n2)N)n(cn3)C4CC(C(O4)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 
BZG "SYSTEMATIC NAME" ACDLabs              10.04 "6-(benzyloxy)-9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-9H-purin-2-amine"               
BZG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-phenylmethoxy-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
