data_GGH
# 
_chem_comp.id                                    GGH 
_chem_comp.name                                  "2'-DEOXY-5'-O-(HYDROXY{[HYDROXY(PHOSPHONOMETHYL)PHOSPHORYL]OXY}PHOSPHORYL)GUANOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H18 N5 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        505.208 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GGH 
_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        2ISP 
_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 
GGH C2     C2     C 0 1 N N N 8.390  8.976 7.484  2.203  4.026  2.765  C2     GGH 1  
GGH C4     C4     C 0 1 Y N N 7.540  8.162 9.357  1.882  2.959  0.840  C4     GGH 2  
GGH C5     C5     C 0 1 Y N N 8.757  8.037 9.997  1.528  4.070  0.114  C5     GGH 3  
GGH C6     C6     C 0 1 N N N 9.936  8.390 9.302  1.494  5.351  0.765  C6     GGH 4  
GGH P1     P1     P 0 1 N N R 4.966  5.093 14.656 1.614  -1.239 -4.980 P1     GGH 5  
GGH P2     P2     P 0 1 N N R 3.911  2.776 13.678 -0.739 0.188  -6.024 P2     GGH 6  
GGH O6     O6     O 0 1 N N N 11.109 8.310 9.687  1.191  6.394  0.200  O6     GGH 7  
GGH O1A    O1A    O 0 1 N N N 3.847  5.038 15.637 0.891  -2.679 -5.122 O1A    GGH 8  
GGH O2A    O2A    O 0 1 N N N 6.357  5.249 15.158 2.623  -0.941 -6.051 O2A    GGH 9  
GGH O3A    O3A    O 0 1 N N N 4.935  3.868 13.775 0.376  -0.202 -4.926 O3A    GGH 10 
GGH "O5'"  "O5'"  O 0 1 N N N 4.663  6.334 13.699 2.205  -1.233 -3.473 "O5'"  GGH 11 
GGH O1B    O1B    O 0 1 N N N 3.928  2.304 12.271 -1.514 -0.962 -6.592 O1B    GGH 12 
GGH O2B    O2B    O 0 1 N N N 2.615  3.155 14.301 0.082  1.064  -7.105 O2B    GGH 13 
GGH C3B    C3B    C 0 1 N N N 4.632  1.271 14.532 -1.742 1.418  -5.162 C3B    GGH 14 
GGH P3     P3     P 0 1 N N N 4.006  1.089 16.287 -2.852 1.037  -3.787 P3     GGH 15 
GGH O1G    O1G    O 0 1 N N N 3.598  2.450 16.746 -3.717 -0.208 -4.343 O1G    GGH 16 
GGH O2G    O2G    O 0 1 N N N 5.058  0.353 17.038 -1.872 0.361  -2.695 O2G    GGH 17 
GGH O3G    O3G    O 0 1 N N N 2.800  0.227 16.192 -3.652 2.207  -3.297 O3G    GGH 18 
GGH "C5'"  "C5'"  C 0 1 N N N 3.417  6.439 13.007 1.348  -1.500 -2.377 "C5'"  GGH 19 
GGH "C4'"  "C4'"  C 0 1 N N R 3.637  6.618 11.523 2.156  -1.432 -1.088 "C4'"  GGH 20 
GGH "O4'"  "O4'"  O 0 1 N N N 4.482  7.754 11.249 2.678  -0.093 -0.958 "O4'"  GGH 21 
GGH "C1'"  "C1'"  C 0 1 N N R 5.172  7.539 10.013 2.101  0.516  0.211  "C1'"  GGH 22 
GGH N9     N9     N 0 1 Y N N 6.605  7.695 10.254 1.818  1.923  -0.049 N9     GGH 23 
GGH N3     N3     N 0 1 N N N 7.286  8.613 8.114  2.225  2.866  2.144  N3     GGH 24 
GGH N2     N2     N 0 1 N N N 8.309  9.506 6.244  2.519  4.145  4.093  N2     GGH 25 
GGH N1     N1     N 0 1 N N N 9.654  8.864 8.025  1.853  5.233  2.115  N1     GGH 26 
GGH N7     N7     N 0 1 Y N N 8.588  7.549 11.284 1.247  3.767  -1.185 N7     GGH 27 
GGH C8     C8     C 0 1 Y N N 7.299  7.365 11.395 1.431  2.463  -1.253 C8     GGH 28 
GGH "C2'"  "C2'"  C 0 1 N N N 4.805  6.124 9.545  0.878  -0.312 0.578  "C2'"  GGH 29 
GGH "C3'"  "C3'"  C 0 1 N N S 4.338  5.462 10.828 1.309  -1.697 0.152  "C3'"  GGH 30 
GGH "O3'"  "O3'"  O 0 1 N N N 3.414  4.399 10.574 2.127  -2.250 1.180  "O3'"  GGH 31 
GGH HO1A   HO1A   H 0 0 N N N 4.199  5.026 16.519 1.442  -3.470 -5.302 HO1A   GGH 32 
GGH HO2B   HO2B   H 0 0 N N N 2.727  3.236 15.241 0.689  0.606  -7.725 HO2B   GGH 33 
GGH H3B1   1H3B   H 0 0 N N N 4.346  0.374 13.963 -1.049 2.188  -4.806 H3B1   GGH 34 
GGH H3B2   2H3B   H 0 0 N N N 5.724  1.393 14.572 -2.365 1.892  -5.929 H3B2   GGH 35 
GGH HO1G   HO1G   H 0 0 N N N 3.511  2.453 17.692 -4.427 -0.584 -3.779 HO1G   GGH 36 
GGH HO2G   HO2G   H 0 0 N N N 5.803  0.196 16.469 -2.242 0.091  -1.827 HO2G   GGH 37 
GGH "H5'1" "1H5'" H 0 0 N N N 2.865  7.308 13.394 0.546  -0.756 -2.367 "H5'1" GGH 38 
GGH "H5'2" "2H5'" H 0 0 N N N 2.845  5.513 13.169 0.912  -2.496 -2.504 "H5'2" GGH 39 
GGH "H4'"  "H4'"  H 0 1 N N N 2.611  6.722 11.142 3.008  -2.117 -1.157 "H4'"  GGH 40 
GGH "H1'"  "H1'"  H 0 1 N N N 4.891  8.259 9.230  2.853  0.503  1.007  "H1'"  GGH 41 
GGH HN21   1HN2   H 0 0 N N N 9.229  9.734 5.925  1.921  4.687  4.673  HN21   GGH 42 
GGH HN22   2HN2   H 0 0 N N N 7.464  9.648 5.728  3.334  3.684  4.426  HN22   GGH 43 
GGH HN1    HN1    H 0 1 N N N 10.427 9.145 7.456  1.862  6.083  2.672  HN1    GGH 44 
GGH H8     H8     H 0 1 N N N 6.826  6.992 12.292 1.302  1.855  -2.139 H8     GGH 45 
GGH "H2'1" "1H2'" H 0 0 N N N 4.014  6.138 8.781  0.008  0.008  -0.009 "H2'1" GGH 46 
GGH "H2'2" "2H2'" H 0 0 N N N 5.640  5.595 9.062  0.635  -0.225 1.641  "H2'2" GGH 47 
GGH "H3'"  "H3'"  H 0 1 N N N 5.152  4.999 11.405 0.475  -2.383 -0.018 "H3'"  GGH 48 
GGH "HO3'" "HO3'" H 0 0 N N N 3.209  4.372 9.647  2.084  -3.213 1.077  "HO3'" GGH 49 
# 
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 
GGH C2    N2     SING N N 1  
GGH C2    N1     SING N N 2  
GGH C2    N3     DOUB N N 3  
GGH C4    N3     SING N N 4  
GGH C4    C5     DOUB Y N 5  
GGH C4    N9     SING Y N 6  
GGH C5    C6     SING N N 7  
GGH C5    N7     SING Y N 8  
GGH C6    N1     SING N N 9  
GGH C6    O6     DOUB N N 10 
GGH P1    "O5'"  SING N N 11 
GGH P1    O3A    SING N N 12 
GGH P1    O2A    DOUB N N 13 
GGH P1    O1A    SING N N 14 
GGH P2    O1B    DOUB N N 15 
GGH P2    O3A    SING N N 16 
GGH P2    O2B    SING N N 17 
GGH P2    C3B    SING N N 18 
GGH O1A   HO1A   SING N N 19 
GGH "O5'" "C5'"  SING N N 20 
GGH O2B   HO2B   SING N N 21 
GGH C3B   P3     SING N N 22 
GGH C3B   H3B1   SING N N 23 
GGH C3B   H3B2   SING N N 24 
GGH P3    O3G    DOUB N N 25 
GGH P3    O1G    SING N N 26 
GGH P3    O2G    SING N N 27 
GGH O1G   HO1G   SING N N 28 
GGH O2G   HO2G   SING N N 29 
GGH "C5'" "C4'"  SING N N 30 
GGH "C5'" "H5'1" SING N N 31 
GGH "C5'" "H5'2" SING N N 32 
GGH "C4'" "C3'"  SING N N 33 
GGH "C4'" "O4'"  SING N N 34 
GGH "C4'" "H4'"  SING N N 35 
GGH "O4'" "C1'"  SING N N 36 
GGH "C1'" "C2'"  SING N N 37 
GGH "C1'" N9     SING N N 38 
GGH "C1'" "H1'"  SING N N 39 
GGH N9    C8     SING Y N 40 
GGH N2    HN21   SING N N 41 
GGH N2    HN22   SING N N 42 
GGH N1    HN1    SING N N 43 
GGH N7    C8     DOUB Y N 44 
GGH C8    H8     SING N N 45 
GGH "C2'" "C3'"  SING N N 46 
GGH "C2'" "H2'1" SING N N 47 
GGH "C2'" "H2'2" SING N N 48 
GGH "C3'" "O3'"  SING N N 49 
GGH "C3'" "H3'"  SING N N 50 
GGH "O3'" "HO3'" SING N N 51 
# 
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 
GGH SMILES           ACDLabs              10.04 O=P(O)(O)CP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O 
GGH InChI            InChI                1.02b 
InChI=1/C11H18N5O12P3/c12-11-14-9-8(10(18)15-11)13-3-16(9)7-1-5(17)6(27-7)2-26-31(24,25)28-30(22,23)4-29(19,20)21/h3,5-7,17H,1-2,4H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,12,14,15,18)/t5-,6+,7+/m0/s1/f/h15,19-20,22,24H,12H2 
GGH InChIKey         InChI                1.02b QEUKZZGYDFTBEI-PZSNUIPSDW 
GGH SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)C[P](O)(O)=O)O3 
GGH SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)C[P](O)(O)=O)O3 
GGH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(CP(=O)(O)O)O)O)N=C(NC2=O)N 
GGH SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3CC(C(O3)COP(=O)(O)OP(=O)(CP(=O)(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 
GGH "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-[(R)-hydroxy{[(R)-hydroxy(phosphonomethyl)phosphoryl]oxy}phosphoryl]guanosine"                                                 
GGH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]methylphosphonic acid" 
# 
