data_ZGU
# 
_chem_comp.id                                    ZGU 
_chem_comp.name                                  "(S)-1'-(2',3'-DIHYDROXYPROPYL)-GUANINE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C8 H12 N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-28 
_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                        305.185 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     ZGU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2JJA 
_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 
ZGU P    P    P 0 1 N N N -9.945  -6.500 5.176 -9.945  -6.500 5.176 P    ZGU 1  
ZGU O1P  O1P  O 0 1 N N N -10.615 -7.820 5.477 -10.615 -7.820 5.477 O1P  ZGU 2  
ZGU O2P  O2P  O 0 1 N N N -10.242 -5.299 5.987 -10.242 -5.299 5.987 O2P  ZGU 3  
ZGU O3G  O3G  O 0 1 N N N -8.363  -6.748 5.203 -8.363  -6.748 5.203 O3G  ZGU 4  
ZGU C3G  C3G  C 0 1 N N N -7.573  -6.247 6.272 -7.573  -6.247 6.272 C3G  ZGU 5  
ZGU C2G  C2G  C 0 1 N N S -6.226  -6.945 6.284 -6.226  -6.945 6.284 C2G  ZGU 6  
ZGU O2G  O2G  O 0 1 N N N -6.425  -8.292 6.712 -6.425  -8.292 6.712 O2G  ZGU 7  
ZGU C1G  C1G  C 0 1 N N N -5.654  -7.013 4.861 -5.654  -7.013 4.861 C1G  ZGU 8  
ZGU N9   N9   N 0 1 Y N N -4.325  -7.635 4.913 -4.325  -7.635 4.913 N9   ZGU 9  
ZGU C8   C8   C 0 1 Y N N -4.064  -8.954 4.879 -4.064  -8.954 4.879 C8   ZGU 10 
ZGU N7   N7   N 0 1 Y N N -2.748  -9.176 4.952 -2.748  -9.176 4.952 N7   ZGU 11 
ZGU C4   C4   C 0 1 Y N N -3.161  -6.991 5.036 -3.161  -6.991 5.036 C4   ZGU 12 
ZGU C5   C5   C 0 1 Y N N -2.172  -7.959 5.061 -2.172  -7.959 5.061 C5   ZGU 13 
ZGU N3   N3   N 0 1 N N N -2.919  -5.664 5.141 -2.919  -5.664 5.141 N3   ZGU 14 
ZGU C2   C2   C 0 1 N N N -1.651  -5.299 5.267 -1.651  -5.299 5.267 C2   ZGU 15 
ZGU N2   N2   N 0 1 N N N -1.346  -3.999 5.362 -1.346  -3.999 5.362 N2   ZGU 16 
ZGU N1   N1   N 0 1 N N N -0.657  -6.202 5.310 -0.657  -6.202 5.310 N1   ZGU 17 
ZGU C6   C6   C 0 1 N N N -0.847  -7.542 5.223 -0.847  -7.542 5.223 C6   ZGU 18 
ZGU O6   O6   O 0 1 N N N 0.157   -8.316 5.258 0.157   -8.316 5.258 O6   ZGU 19 
ZGU OXT  OXT  O 0 1 N Y N -10.147 -6.245 3.639 -10.147 -6.245 3.639 OXT  ZGU 20 
ZGU H1P  H1P  H 0 1 N N N -10.756 -8.296 4.667 -10.756 -8.296 4.667 H1P  ZGU 21 
ZGU HOT  HOT  H 0 1 N N N -10.188 -5.310 3.475 -10.188 -5.310 3.475 HOT  ZGU 22 
ZGU H3G1 1H3G H 0 0 N N N -7.423  -5.165 6.139 -7.423  -5.165 6.139 H3G1 ZGU 23 
ZGU H3G2 2H3G H 0 0 N N N -8.089  -6.435 7.225 -8.089  -6.435 7.225 H3G2 ZGU 24 
ZGU H2G  H2G  H 0 1 N N N -5.543  -6.394 6.947 -5.543  -6.394 6.947 H2G  ZGU 25 
ZGU HA   HA   H 0 1 N N N -6.469  -8.862 5.954 -6.469  -8.863 5.954 HA   ZGU 26 
ZGU H1G1 1H1G H 0 0 N N N -6.319  -7.613 4.223 -6.319  -7.613 4.223 H1G1 ZGU 27 
ZGU H1G2 2H1G H 0 0 N N N -5.575  -5.999 4.442 -5.575  -5.999 4.442 H1G2 ZGU 28 
ZGU H8   H8   H 0 1 N N N -4.814  -9.727 4.803 -4.814  -9.727 4.803 H8   ZGU 29 
ZGU H2N1 1H2N H 0 0 N N N -0.358  -3.877 5.452 -0.357  -3.877 5.452 H2N1 ZGU 30 
ZGU H2N2 2H2N H 0 0 N N N -2.013  -3.254 5.346 -2.013  -3.254 5.346 H2N2 ZGU 31 
ZGU H1   H1   H 0 1 N N N 0.279   -5.866 5.412 0.279   -5.866 5.412 H1   ZGU 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 
ZGU P   O1P  SING N N 1  
ZGU P   O2P  DOUB N N 2  
ZGU P   O3G  SING N N 3  
ZGU P   OXT  SING N N 4  
ZGU O3G C3G  SING N N 5  
ZGU C3G C2G  SING N N 6  
ZGU C2G O2G  SING N N 7  
ZGU C2G C1G  SING N N 8  
ZGU C1G N9   SING N N 9  
ZGU N9  C8   SING N N 10 
ZGU N9  C4   SING N N 11 
ZGU C8  N7   DOUB N N 12 
ZGU N7  C5   SING N N 13 
ZGU C4  C5   DOUB N N 14 
ZGU C4  N3   SING N N 15 
ZGU C5  C6   SING N N 16 
ZGU N3  C2   DOUB Y N 17 
ZGU C2  N2   SING Y N 18 
ZGU C2  N1   SING Y N 19 
ZGU N1  C6   SING N N 20 
ZGU C6  O6   DOUB Y N 21 
ZGU O1P H1P  SING Y N 22 
ZGU OXT HOT  SING N N 23 
ZGU C3G H3G1 SING N N 24 
ZGU C3G H3G2 SING N N 25 
ZGU C2G H2G  SING N N 26 
ZGU O2G HA   SING N N 27 
ZGU C1G H1G1 SING N N 28 
ZGU C1G H1G2 SING N N 29 
ZGU C8  H8   SING N N 30 
ZGU N2  H2N1 SING N N 31 
ZGU N2  H2N2 SING N N 32 
ZGU N1  H1   SING N N 33 
# 
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 
ZGU SMILES           ACDLabs              10.04 "O=P(O)(O)OCC(O)Cn1c2N=C(NC(=O)c2nc1)N"                                                                                                             
ZGU InChI            InChI                1.02b "InChI=1/C8H12N5O6P/c9-8-11-6-5(7(15)12-8)10-3-13(6)1-4(14)2-19-20(16,17)18/h3-4,14H,1-2H2,(H2,16,17,18)(H3,9,11,12,15)/t4-/m0/s1/f/h12,16-17H,9H2" 
ZGU InChIKey         InChI                1.02b RFPODYUIIQSFDZ-AXQFXEAWDA                                                                                                                           
ZGU SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(C[C@H](O)CO[P](O)(O)=O)cnc2C(=O)N1"                                                                                                       
ZGU SMILES           CACTVS               3.341 "NC1=Nc2n(C[CH](O)CO[P](O)(O)=O)cnc2C(=O)N1"                                                                                                        
ZGU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C[C@@H](COP(=O)(O)O)O)N=C(NC2=O)N"                                                                                                        
ZGU SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1CC(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 
ZGU "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-hydroxypropyl dihydrogen phosphate" 
ZGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-3-(2-amino-6-oxo-1H-purin-9-yl)-2-hydroxy-propyl] dihydrogen phosphate"          
# 
