data_ZAD
# 
_chem_comp.id                                    ZAD 
_chem_comp.name                                  "(S)-1'-(2',3'-DIHYDROXYPROPYL)-ADENINE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C8 H12 N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_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                        289.185 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     ZAD 
_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 
ZAD O2P  O2P  O 0 1 N N N -3.240 -9.008  12.644 -3.240 -9.008  12.644 O2P  ZAD 1  
ZAD P    P    P 0 1 N N N -1.886 -9.226  12.054 -1.886 -9.226  12.054 P    ZAD 2  
ZAD O1P  O1P  O 0 1 N N N -1.016 -10.287 12.636 -1.016 -10.287 12.636 O1P  ZAD 3  
ZAD O3G  O3G  O 0 1 N N N -1.093 -7.843  12.048 -1.093 -7.843  12.048 O3G  ZAD 4  
ZAD C3G  C3G  C 0 1 N N N -1.090 -6.999  13.198 -1.090 -6.999  13.198 C3G  ZAD 5  
ZAD C2G  C2G  C 0 1 N N S 0.307  -6.470  13.480 0.307  -6.470  13.480 C2G  ZAD 6  
ZAD O2G  O2G  O 0 1 N N N 1.148  -7.525  13.932 1.148  -7.525  13.932 O2G  ZAD 7  
ZAD C1G  C1G  C 0 1 N N N 0.886  -5.989  12.162 0.886  -5.989  12.162 C1G  ZAD 8  
ZAD N9   N9   N 0 1 Y N N 2.260  -5.494  12.285 2.260  -5.494  12.285 N9   ZAD 9  
ZAD C4   C4   C 0 1 Y N N 2.614  -4.209  12.563 2.614  -4.209  12.563 C4   ZAD 10 
ZAD N3   N3   N 0 1 Y N N 1.860  -3.117  12.818 1.860  -3.117  12.818 N3   ZAD 11 
ZAD C2   C2   C 0 1 Y N N 2.525  -1.976  13.075 2.525  -1.976  13.075 C2   ZAD 12 
ZAD N1   N1   N 0 1 Y N N 3.856  -1.897  13.069 3.856  -1.897  13.069 N1   ZAD 13 
ZAD C6   C6   C 0 1 Y N N 4.640  -2.964  12.816 4.640  -2.964  12.816 C6   ZAD 14 
ZAD N6   N6   N 0 1 N N N 5.973  -2.853  12.788 5.973  -2.853  12.788 N6   ZAD 15 
ZAD C5   C5   C 0 1 Y N N 3.997  -4.169  12.531 3.997  -4.169  12.531 C5   ZAD 16 
ZAD N7   N7   N 0 1 Y N N 4.471  -5.430  12.247 4.471  -5.430  12.247 N7   ZAD 17 
ZAD C8   C8   C 0 1 Y N N 3.371  -6.203  12.099 3.371  -6.203  12.099 C8   ZAD 18 
ZAD OXT  OXT  O 0 1 N Y N -1.973 -9.518  10.505 -1.973 -9.518  10.505 OXT  ZAD 19 
ZAD H2P  H2P  H 0 1 N N N -3.170 -8.962  13.590 -3.170 -8.962  13.590 H2P  ZAD 20 
ZAD HOT  HOT  H 0 1 N N N -1.990 -8.697  10.028 -1.990 -8.697  10.028 HOT  ZAD 21 
ZAD H3G1 1H3G H 0 0 N N N -1.765 -6.149  13.020 -1.765 -6.149  13.020 H3G1 ZAD 22 
ZAD H3G2 2H3G H 0 0 N N N -1.426 -7.586  14.066 -1.426 -7.585  14.066 H3G2 ZAD 23 
ZAD H2G  H2G  H 0 1 N N N 0.252  -5.675  14.238 0.252  -5.675  14.238 H2G  ZAD 24 
ZAD HA   HA   H 0 1 N N N 1.335  -8.113  13.210 1.335  -8.113  13.210 HA   ZAD 25 
ZAD H1G1 1H1G H 0 0 N N N 0.885  -6.833  11.456 0.885  -6.833  11.456 H1G1 ZAD 26 
ZAD H1G2 2H1G H 0 0 N N N 0.263  -5.152  11.814 0.263  -5.152  11.814 H1G2 ZAD 27 
ZAD H8   H8   H 0 1 N N N 3.391  -7.256  11.861 3.391  -7.256  11.861 H8   ZAD 28 
ZAD H2   H2   H 0 1 N N N 1.956  -1.085  13.296 1.956  -1.085  13.296 H2   ZAD 29 
ZAD H6N1 1H6N H 0 0 N N N 6.286  -2.825  11.839 6.286  -2.825  11.839 H6N1 ZAD 30 
ZAD H6N2 2H6N H 0 0 N N N 6.247  -2.012  13.254 6.247  -2.012  13.254 H6N2 ZAD 31 
# 
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 
ZAD O2P P    SING N N 1  
ZAD P   O1P  DOUB N N 2  
ZAD P   O3G  SING N N 3  
ZAD P   OXT  SING N N 4  
ZAD O3G C3G  SING N N 5  
ZAD C3G C2G  SING N N 6  
ZAD C2G O2G  SING N N 7  
ZAD C2G C1G  SING N N 8  
ZAD C1G N9   SING N N 9  
ZAD N9  C4   SING N N 10 
ZAD N9  C8   SING N N 11 
ZAD C4  N3   SING N N 12 
ZAD C4  C5   DOUB N N 13 
ZAD N3  C2   DOUB N N 14 
ZAD C2  N1   SING N N 15 
ZAD N1  C6   DOUB N N 16 
ZAD C6  N6   SING Y N 17 
ZAD C6  C5   SING Y N 18 
ZAD C5  N7   SING Y N 19 
ZAD N7  C8   DOUB Y N 20 
ZAD O2P H2P  SING Y N 21 
ZAD OXT HOT  SING Y N 22 
ZAD C3G H3G1 SING N N 23 
ZAD C3G H3G2 SING Y N 24 
ZAD C2G H2G  SING N N 25 
ZAD O2G HA   SING Y N 26 
ZAD C1G H1G1 SING N N 27 
ZAD C1G H1G2 SING N N 28 
ZAD C8  H8   SING Y N 29 
ZAD C2  H2   SING Y N 30 
ZAD N6  H6N1 SING N N 31 
ZAD N6  H6N2 SING N N 32 
# 
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 
ZAD SMILES           ACDLabs              10.04 "O=P(O)(O)OCC(O)Cn1c2ncnc(c2nc1)N"                                                                                                         
ZAD InChI            InChI                1.02b "InChI=1/C8H12N5O5P/c9-7-6-8(11-3-10-7)13(4-12-6)1-5(14)2-18-19(15,16)17/h3-5,14H,1-2H2,(H2,9,10,11)(H2,15,16,17)/t5-/m0/s1/f/h15-16H,9H2" 
ZAD InChIKey         InChI                1.02b IDXHXXLVPICOPG-JGJMEEBCDQ                                                                                                                  
ZAD SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(C[C@H](O)CO[P](O)(O)=O)cnc12"                                                                                                   
ZAD SMILES           CACTVS               3.341 "Nc1ncnc2n(C[CH](O)CO[P](O)(O)=O)cnc12"                                                                                                    
ZAD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C[C@@H](COP(=O)(O)O)O)N"                                                                                                
ZAD SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)CC(COP(=O)(O)O)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 
ZAD "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-(6-amino-9H-purin-9-yl)-2-hydroxypropyl dihydrogen phosphate" 
ZAD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-3-(6-aminopurin-9-yl)-2-hydroxy-propyl] dihydrogen phosphate"  
# 
