data_GNH
# 
_chem_comp.id                                    GNH 
_chem_comp.name                                  "AMINOPHOSPHONIC ACID-GUANYLATE ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N6 O10 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        442.216 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GNH 
_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        1HOO 
_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 
GNH N3B    N3B  N 0 1 N N N 31.144 63.084 -19.327 -2.170 -1.303 6.856  N3B    GNH 1  
GNH PB     PB   P 0 1 N N R 31.284 63.051 -17.678 -1.120 -0.331 5.971  PB     GNH 2  
GNH O1B    O1B  O 0 1 N N N 30.469 61.987 -17.002 -1.704 1.020  5.825  O1B    GNH 3  
GNH O2B    O2B  O 0 1 N N N 32.663 63.307 -17.230 0.290  -0.226 6.739  O2B    GNH 4  
GNH O3A    O3A  O 0 1 N N N 30.623 64.501 -17.483 -0.891 -0.977 4.514  O3A    GNH 5  
GNH PA     PA   P 0 1 N N S 29.435 64.789 -16.429 0.117  -0.001 3.726  PA     GNH 6  
GNH O1A    O1A  O 0 1 N N N 28.246 63.982 -16.840 -0.485 1.345  3.614  O1A    GNH 7  
GNH O2A    O2A  O 0 1 N N N 29.926 64.776 -15.020 1.507  0.098  4.532  O2A    GNH 8  
GNH "O5'"  O5*  O 0 1 N N N 29.217 66.317 -16.923 0.392  -0.589 2.253  "O5'"  GNH 9  
GNH "C5'"  C5*  C 0 1 N N N 28.698 67.405 -16.229 1.289  0.315  1.607  "C5'"  GNH 10 
GNH "C4'"  C4*  C 0 1 N N R 29.203 68.600 -16.930 1.593  -0.187 0.194  "C4'"  GNH 11 
GNH "O4'"  O4*  O 0 1 N N N 28.864 69.700 -16.091 0.382  -0.245 -0.589 "O4'"  GNH 12 
GNH "C3'"  C3*  C 0 1 N N S 30.723 68.614 -16.964 2.500  0.814  -0.552 "C3'"  GNH 13 
GNH "O3'"  O3*  O 0 1 N N N 31.237 69.320 -18.092 3.865  0.394  -0.495 "O3'"  GNH 14 
GNH "C2'"  C2*  C 0 1 N N R 31.073 69.116 -15.504 1.981  0.778  -2.009 "C2'"  GNH 15 
GNH "O2'"  O2*  O 0 1 N N N 32.337 69.816 -15.333 3.010  0.336  -2.896 "O2'"  GNH 16 
GNH "C1'"  C1*  C 0 1 N N R 29.858 69.961 -15.097 0.820  -0.239 -1.966 "C1'"  GNH 17 
GNH N9     N9   N 0 1 Y N N 29.360 69.715 -13.819 -0.268 0.191  -2.845 N9     GNH 18 
GNH C8     C8   C 0 1 Y N N 29.064 68.569 -13.139 -1.308 1.007  -2.503 C8     GNH 19 
GNH N7     N7   N 0 1 Y N N 28.390 68.673 -12.035 -2.089 1.180  -3.529 N7     GNH 20 
GNH C5     C5   C 0 1 Y N N 28.212 70.050 -11.951 -1.599 0.490  -4.587 C5     GNH 21 
GNH C6     C6   C 0 1 Y N N 27.529 70.832 -10.942 -2.018 0.313  -5.927 C6     GNH 22 
GNH O6     O6   O 0 1 N N N 26.905 70.465 -9.942  -3.030 0.851  -6.341 O6     GNH 23 
GNH N1     N1   N 0 1 Y N N 27.589 72.180 -11.265 -1.265 -0.462 -6.737 N1     GNH 24 
GNH C2     C2   C 0 1 Y N N 28.220 72.656 -12.395 -0.138 -1.064 -6.262 C2     GNH 25 
GNH N2     N2   N 0 1 N N N 28.183 73.974 -12.555 0.603  -1.851 -7.106 N2     GNH 26 
GNH N3     N3   N 0 1 Y N N 28.864 71.956 -13.351 0.261  -0.907 -5.019 N3     GNH 27 
GNH C4     C4   C 0 1 Y N N 28.805 70.667 -13.046 -0.430 -0.149 -4.161 C4     GNH 28 
GNH HN31   1HN3 H 0 0 N N N 31.235 62.153 -19.803 -3.067 -1.257 6.396  HN31   GNH 29 
GNH HN32   2HN3 H 0 0 N N N 30.883 63.873 -19.939 -2.284 -0.862 7.757  HN32   GNH 30 
GNH HOB2   2HOB H 0 0 N N N 32.743 63.288 -16.283 0.635  -1.126 6.813  HOB2   GNH 31 
GNH HOA2   2HOA H 0 0 N N N 29.226 64.945 -14.399 1.866  -0.798 4.582  HOA2   GNH 32 
GNH "H5'2" 2H5* H 0 0 N N N 27.611 67.415 -16.281 0.830  1.302  1.550  "H5'2" GNH 33 
GNH "H5'1" 1H5* H 0 0 N N N 29.034 67.372 -15.203 2.216  0.378  2.178  "H5'1" GNH 34 
GNH "H4'"  H4*  H 0 1 N N N 28.761 68.720 -17.923 2.066  -1.169 0.236  "H4'"  GNH 35 
GNH "H3'"  H3*  H 0 1 N N N 31.067 67.586 -17.085 2.392  1.814  -0.132 "H3'"  GNH 36 
GNH "HO3'" *HO3 H 0 0 N N N 31.651 70.154 -17.859 4.381  1.055  -0.976 "HO3'" GNH 37 
GNH "H2'"  H2*  H 0 1 N N N 31.072 68.210 -14.893 1.615  1.760  -2.308 "H2'"  GNH 38 
GNH "HO2'" *HO2 H 0 0 N N N 32.561 69.743 -14.397 3.729  0.980  -2.833 "HO2'" GNH 39 
GNH "H1'"  H1*  H 0 1 N N N 30.133 71.014 -15.135 1.172  -1.229 -2.256 "H1'"  GNH 40 
GNH H8     H8   H 0 1 N N N 29.487 67.606 -13.419 -1.459 1.442  -1.526 H8     GNH 41 
GNH HN1    HN1  H 0 1 N N N 27.154 72.863 -10.658 -1.532 -0.598 -7.660 HN1    GNH 42 
GNH HN21   1HN2 H 0 0 N N N 29.005 74.503 -12.590 1.410  -2.282 -6.784 HN21   GNH 43 
GNH HN22   2HN2 H 0 0 N N N 27.332 74.467 -12.572 0.319  -1.979 -8.025 HN22   GNH 44 
# 
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 
GNH N3B   PB     SING N N 1  
GNH N3B   HN31   SING N N 2  
GNH N3B   HN32   SING N N 3  
GNH PB    O1B    DOUB N N 4  
GNH PB    O2B    SING N N 5  
GNH PB    O3A    SING N N 6  
GNH O2B   HOB2   SING N N 7  
GNH O3A   PA     SING N N 8  
GNH PA    O1A    DOUB N N 9  
GNH PA    O2A    SING N N 10 
GNH PA    "O5'"  SING N N 11 
GNH O2A   HOA2   SING N N 12 
GNH "O5'" "C5'"  SING N N 13 
GNH "C5'" "C4'"  SING N N 14 
GNH "C5'" "H5'2" SING N N 15 
GNH "C5'" "H5'1" SING N N 16 
GNH "C4'" "O4'"  SING N N 17 
GNH "C4'" "C3'"  SING N N 18 
GNH "C4'" "H4'"  SING N N 19 
GNH "O4'" "C1'"  SING N N 20 
GNH "C3'" "O3'"  SING N N 21 
GNH "C3'" "C2'"  SING N N 22 
GNH "C3'" "H3'"  SING N N 23 
GNH "O3'" "HO3'" SING N N 24 
GNH "C2'" "O2'"  SING N N 25 
GNH "C2'" "C1'"  SING N N 26 
GNH "C2'" "H2'"  SING N N 27 
GNH "O2'" "HO2'" SING N N 28 
GNH "C1'" N9     SING N N 29 
GNH "C1'" "H1'"  SING N N 30 
GNH N9    C8     SING Y N 31 
GNH N9    C4     SING Y N 32 
GNH C8    N7     DOUB Y N 33 
GNH C8    H8     SING N N 34 
GNH N7    C5     SING Y N 35 
GNH C5    C6     SING Y N 36 
GNH C5    C4     DOUB Y N 37 
GNH C6    O6     DOUB N N 38 
GNH C6    N1     SING Y N 39 
GNH N1    C2     SING Y N 40 
GNH N1    HN1    SING N N 41 
GNH C2    N2     SING N N 42 
GNH C2    N3     DOUB Y N 43 
GNH N2    HN21   SING N N 44 
GNH N2    HN22   SING N N 45 
GNH N3    C4     SING Y N 46 
# 
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 
GNH SMILES           ACDLabs              10.04 "O=P(O)(OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O)N"                                                                                                                                      
GNH SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](N)(O)=O)[C@@H](O)[C@H]3O"                                                                                                          
GNH SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](N)(O)=O)[CH](O)[CH]3O"                                                                                                                    
GNH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(N)O)O)O)N=C(NC2=O)N"                                                                                                         
GNH SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(N)O)O)O)N=C(NC2=O)N"                                                                                                                                  
GNH InChI            InChI                1.03  "InChI=1S/C10H16N6O10P2/c11-10-14-7-4(8(19)15-10)13-2-16(7)9-6(18)5(17)3(25-9)1-24-28(22,23)26-27(12,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H3,12,20,21)(H3,11,14,15,19)/t3-,5-,6-,9-/m1/s1" 
GNH InChIKey         InChI                1.03  ZGPDMUBRWRJAQQ-UUOKFMHZSA-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 
GNH "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-{[(R)-amino(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine"                                                  
GNH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxyphosphonamidic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GNH "Create component"  1999-07-08 RCSB 
GNH "Modify descriptor" 2011-06-04 RCSB 
# 
