data_5HG
# 
_chem_comp.id                                    5HG 
_chem_comp.name                                  "{[2-(6-AMINO-9H-PURIN-9-YL)ETHOXY]METHYL}PHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H12 N5 O4 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        273.186 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5HG 
_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        ? 
_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 
5HG O36  O36  O 0 1 N N N 16.719 9.068  10.912 -4.598 -0.648 0.829  O36  5HG 1  
5HG P30  P30  P 0 1 N N N 17.524 7.957  11.592 -3.890 -0.231 -0.401 P30  5HG 2  
5HG O32  O32  O 0 1 N N N 17.395 6.582  10.946 -4.938 -0.142 -1.620 O32  5HG 3  
5HG O34  O34  O 0 1 N N N 17.340 7.912  13.101 -2.746 -1.308 -0.754 O34  5HG 4  
5HG C28  C28  C 0 1 N N N 19.252 8.462  11.414 -3.125 1.403  -0.137 C28  5HG 5  
5HG O26  O26  O 0 1 N N N 20.037 7.370  11.910 -2.194 1.324  0.945  O26  5HG 6  
5HG C24  C24  C 0 1 N N N 21.172 7.755  12.687 -1.039 0.645  0.448  C24  5HG 7  
5HG C22  C22  C 0 1 N N N 22.410 7.653  11.789 0.002  0.526  1.562  C22  5HG 8  
5HG N17  N17  N 0 1 Y N N 23.601 8.093  12.510 1.186  -0.170 1.053  N17  5HG 9  
5HG C15  C15  C 0 1 Y N N 24.560 7.273  12.990 1.446  -1.504 1.161  C15  5HG 10 
5HG N13  N13  N 0 1 Y N N 25.551 7.974  13.615 2.585  -1.782 0.597  N13  5HG 11 
5HG C2   C2   C 0 1 Y N N 25.211 9.275  13.544 3.125  -0.648 0.088  C2   5HG 12 
5HG C3   C3   C 0 1 Y N N 23.922 9.351  12.822 2.236  0.400  0.379  C3   5HG 13 
5HG N4   N4   N 0 1 Y N N 23.341 10.566 12.624 2.540  1.633  -0.014 N4   5HG 14 
5HG C5   C5   C 0 1 Y N N 23.932 11.689 13.069 3.659  1.873  -0.664 C5   5HG 15 
5HG N6   N6   N 0 1 Y N N 25.116 11.690 13.735 4.528  0.921  -0.955 N6   5HG 16 
5HG C1   C1   C 0 1 Y N N 25.806 10.544 14.004 4.310  -0.341 -0.602 C1   5HG 17 
5HG N20  N20  N 0 1 N N N 26.987 10.550 14.680 5.226  -1.331 -0.911 N20  5HG 18 
5HG HO32 HO32 H 0 0 N N N 17.368 6.677  10.001 -5.319 -1.024 -1.726 HO32 5HG 19 
5HG HO34 HO34 H 0 0 N N N 18.191 7.903  13.524 -2.310 -0.999 -1.560 HO34 5HG 20 
5HG H281 1H28 H 0 0 N N N 19.458 9.389  11.970 -3.899 2.132  0.102  H281 5HG 21 
5HG H282 2H28 H 0 0 N N N 19.490 8.663  10.359 -2.603 1.711  -1.043 H282 5HG 22 
5HG H241 1H24 H 0 0 N N N 21.278 7.098  13.563 -0.618 1.207  -0.385 H241 5HG 23 
5HG H242 2H24 H 0 0 N N N 21.051 8.788  13.046 -1.322 -0.351 0.107  H242 5HG 24 
5HG H221 1H22 H 0 0 N N N 22.267 8.298  10.909 -0.420 -0.036 2.395  H221 5HG 25 
5HG H222 2H22 H 0 0 N N N 22.544 6.607  11.476 0.285  1.522  1.903  H222 5HG 26 
5HG H15  H15  H 0 1 N N N 24.545 6.198  12.892 0.801  -2.224 1.644  H15  5HG 27 
5HG H5   H5   H 0 1 N N N 23.442 12.635 12.888 3.876  2.886  -0.969 H5   5HG 28 
5HG H201 1H20 H 0 0 N N N 27.039 11.368 15.253 6.038  -1.107 -1.392 H201 5HG 29 
5HG H202 2H20 H 0 0 N N N 27.745 10.551 14.028 5.057  -2.249 -0.645 H202 5HG 30 
# 
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 
5HG O36 P30  DOUB N N 1  
5HG P30 O32  SING N N 2  
5HG P30 O34  SING N N 3  
5HG P30 C28  SING N N 4  
5HG O32 HO32 SING N N 5  
5HG O34 HO34 SING N N 6  
5HG C28 O26  SING N N 7  
5HG C28 H281 SING N N 8  
5HG C28 H282 SING N N 9  
5HG O26 C24  SING N N 10 
5HG C24 C22  SING N N 11 
5HG C24 H241 SING N N 12 
5HG C24 H242 SING N N 13 
5HG C22 N17  SING N N 14 
5HG C22 H221 SING N N 15 
5HG C22 H222 SING N N 16 
5HG N17 C15  SING Y N 17 
5HG N17 C3   SING Y N 18 
5HG C15 N13  DOUB Y N 19 
5HG C15 H15  SING N N 20 
5HG N13 C2   SING Y N 21 
5HG C2  C3   SING Y N 22 
5HG C2  C1   DOUB Y N 23 
5HG C3  N4   DOUB Y N 24 
5HG N4  C5   SING Y N 25 
5HG C5  N6   DOUB Y N 26 
5HG C5  H5   SING N N 27 
5HG N6  C1   SING Y N 28 
5HG C1  N20  SING N N 29 
5HG N20 H201 SING N N 30 
5HG N20 H202 SING N N 31 
# 
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 
5HG SMILES           ACDLabs              10.04 O=P(O)(O)COCCn1c2ncnc(c2nc1)N                                                                                              
5HG InChI            InChI                1.02b InChI=1/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)/f/h14-15H,9H2 
5HG InChIKey         InChI                1.02b SUPKOOSCJHTBAH-PPUSYXIWCC                                                                                                  
5HG SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(CCOC[P](O)(O)=O)cnc12                                                                                            
5HG SMILES           CACTVS               3.341 Nc1ncnc2n(CCOC[P](O)(O)=O)cnc12                                                                                            
5HG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)CCOCP(=O)(O)O)N                                                                                          
5HG SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)CCOCP(=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 
5HG "SYSTEMATIC NAME" ACDLabs              10.04 "{[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonic acid" 
5HG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(6-aminopurin-9-yl)ethoxymethylphosphonic acid"         
# 
