data_G2P
# 
_chem_comp.id                                    G2P 
_chem_comp.name                                  "PHOSPHOMETHYLPHOSPHONIC ACID GUANYLATE ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H18 N5 O13 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-06 
_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                        521.208 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G2P 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1W58 
_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 
G2P PG     PG   P 0 1 N N N 4.755  36.871 1.293   -4.641 0.532  4.833  PG     G2P 1  
G2P O1G    O1G  O 0 1 N N N 4.715  37.452 2.633   -3.160 -0.078 5.052  O1G    G2P 2  
G2P O2G    O2G  O 0 1 N N N 3.922  37.646 0.382   -5.476 0.603  6.078  O2G    G2P 3  
G2P O3G    O3G  O 0 1 N N N 4.077  35.479 1.293   -5.251 -0.385 3.650  O3G    G2P 4  
G2P O3B    O3B  O 0 1 N N N 6.326  36.708 0.845   -4.367 1.954  4.119  O3B    G2P 5  
G2P PB     PB   P 0 1 N N R 6.923  36.150 -0.599  -5.360 3.062  3.495  PB     G2P 6  
G2P O1B    O1B  O 0 1 N N N 8.123  35.342 -0.364  -5.898 2.375  2.136  O1B    G2P 7  
G2P O2B    O2B  O 0 1 N N N 6.021  35.475 -1.495  -6.429 3.563  4.419  O2B    G2P 8  
G2P C3A    C3A  C 0 1 N N N 7.527  37.631 -1.370  -4.231 4.341  2.900  C3A    G2P 9  
G2P PA     PA   P 0 1 N N S 7.431  37.652 -3.159  -2.920 4.063  1.687  PA     G2P 10 
G2P O1A    O1A  O 0 1 N N N 7.741  36.355 -3.793  -3.696 3.307  0.487  O1A    G2P 11 
G2P O2A    O2A  O 0 1 N N N 6.256  38.366 -3.671  -2.184 5.303  1.271  O2A    G2P 12 
G2P "O5'"  O5*  O 0 1 N N N 8.765  38.486 -3.322  -2.015 2.891  2.334  "O5'"  G2P 13 
G2P "C5'"  C5*  C 0 1 N N N 8.993  39.776 -2.831  -0.881 2.428  1.621  "C5'"  G2P 14 
G2P "C4'"  C4*  C 0 1 N N R 10.373 40.252 -3.352  -0.199 1.333  2.429  "C4'"  G2P 15 
G2P "O4'"  O4*  O 0 1 N N N 10.816 39.438 -4.501  -1.128 0.236  2.584  "O4'"  G2P 16 
G2P "C3'"  C3*  C 0 1 N N S 10.266 41.711 -3.808  1.032  0.761  1.734  "C3'"  G2P 17 
G2P "O3'"  O3*  O 0 1 N N N 10.868 42.521 -2.790  1.918  0.238  2.725  "O3'"  G2P 18 
G2P "C2'"  C2*  C 0 1 N N R 10.965 41.727 -5.174  0.447  -0.380 0.926  "C2'"  G2P 19 
G2P "O2'"  O2*  O 0 1 N N N 12.290 42.200 -5.087  1.399  -1.370 0.596  "O2'"  G2P 20 
G2P "C1'"  C1*  C 0 1 N N R 10.976 40.282 -5.676  -0.616 -0.910 1.877  "C1'"  G2P 21 
G2P N9     N9   N 0 1 Y N N 9.855  40.015 -6.637  -1.713 -1.611 1.213  N9     G2P 22 
G2P C8     C8   C 0 1 Y N N 8.483  40.172 -6.463  -2.843 -1.031 0.688  C8     G2P 23 
G2P N7     N7   N 0 1 Y N N 7.748  39.850 -7.475  -3.659 -1.916 0.150  N7     G2P 24 
G2P C5     C5   C 0 1 Y N N 8.671  39.434 -8.445  -3.023 -3.107 0.340  C5     G2P 25 
G2P C6     C6   C 0 1 Y N N 8.478  38.945 -9.808  -3.448 -4.424 -0.044 C6     G2P 26 
G2P O6     O6   O 0 1 N N N 7.417  38.784 -10.437 -4.500 -4.657 -0.626 O6     G2P 27 
G2P N1     N1   N 0 1 Y N N 9.699  38.635 -10.437 -2.501 -5.385 0.338  N1     G2P 28 
G2P C2     C2   C 0 1 Y N N 10.960 38.762 -9.860  -1.287 -5.112 1.010  C2     G2P 29 
G2P N2     N2   N 0 1 N N N 12.030 38.420 -10.602 -0.510 -6.207 1.286  N2     G2P 30 
G2P N3     N3   N 0 1 Y N N 11.135 39.212 -8.595  -0.922 -3.895 1.351  N3     G2P 31 
G2P C4     C4   C 0 1 Y N N 9.974  39.531 -7.941  -1.822 -2.953 0.991  C4     G2P 32 
G2P H3A1   1H3A H 0 0 N N N 8.572  37.837 -1.039  -3.751 4.775  3.785  H3A1   G2P 33 
G2P H3A2   2H3A H 0 0 N N N 7.008  38.523 -0.947  -4.865 5.131  2.480  H3A2   G2P 34 
G2P "H5'1" 1H5* H 0 0 N N N 8.908  39.836 -1.721  -1.208 2.042  0.651  "H5'1" G2P 35 
G2P "H5'2" 2H5* H 0 0 N N N 8.170  40.485 -3.083  -0.199 3.269  1.460  "H5'2" G2P 36 
G2P "H4'"  H4*  H 0 1 N N N 11.125 40.175 -2.532  0.033  1.713  3.429  "H4'"  G2P 37 
G2P "H3'"  H3*  H 0 1 N N N 9.194  41.991 -3.929  1.592  1.484  1.136  "H3'"  G2P 38 
G2P HA     HA   H 0 1 N N N 10.802 43.425 -3.073  2.578  0.927  2.893  HA     G2P 39 
G2P "H2'"  H2*  H 0 1 N N N 10.386 42.364 -5.883  -0.005 0.000  0.002  "H2'"  G2P 40 
G2P HB     HB   H 0 1 N N N 12.723 42.210 -5.933  2.066  -0.951 0.024  HB     G2P 41 
G2P "H1'"  H1*  H 0 1 N N N 11.953 40.062 -6.167  -0.213 -1.625 2.603  "H1'"  G2P 42 
G2P H8     H8   H 0 1 N N N 8.051  40.548 -5.520  -3.012 0.037  0.729  H8     G2P 43 
G2P H1     H1   H 0 1 N N N 9.656  38.289 -11.395 -2.704 -6.355 0.113  H1     G2P 44 
G2P H2N1   1H2N H 0 0 N N N 12.954 38.513 -10.179 0.044  -6.196 2.110  H2N1   G2P 45 
G2P H2N2   2H2N H 0 0 N N N 11.898 38.081 -11.555 -0.532 -6.972 0.651  H2N2   G2P 46 
G2P HO1    HO1  H 0 1 N N N 4.706  36.756 3.280   -3.059 -0.905 5.571  HO1    G2P 47 
G2P HO2    HO2  H 0 1 N N N 3.938  35.194 0.397   -6.192 -0.272 3.399  HO2    G2P 48 
G2P HO3    HO3  H 0 1 N N N 7.808  36.470 -4.734  -3.203 3.080  -0.329 HO3    G2P 49 
G2P HO4    HO4  H 0 1 N N N 8.555  35.167 -1.192  -6.563 1.657  2.197  HO4    G2P 50 
# 
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 
G2P PG    O1G    SING N N 1  
G2P PG    O2G    DOUB N N 2  
G2P PG    O3G    SING N N 3  
G2P PG    O3B    SING N N 4  
G2P O3B   PB     SING N N 5  
G2P PB    O1B    SING N N 6  
G2P PB    O2B    DOUB N N 7  
G2P PB    C3A    SING N N 8  
G2P C3A   PA     SING N N 9  
G2P C3A   H3A1   SING N N 10 
G2P C3A   H3A2   SING N N 11 
G2P PA    O1A    SING N N 12 
G2P PA    O2A    DOUB N N 13 
G2P PA    "O5'"  SING N N 14 
G2P "O5'" "C5'"  SING N N 15 
G2P "C5'" "C4'"  SING N N 16 
G2P "C5'" "H5'1" SING N N 17 
G2P "C5'" "H5'2" SING N N 18 
G2P "C4'" "O4'"  SING N N 19 
G2P "C4'" "C3'"  SING N N 20 
G2P "C4'" "H4'"  SING N N 21 
G2P "O4'" "C1'"  SING N N 22 
G2P "C3'" "O3'"  SING N N 23 
G2P "C3'" "C2'"  SING N N 24 
G2P "C3'" "H3'"  SING N N 25 
G2P "O3'" HA     SING N N 26 
G2P "C2'" "O2'"  SING N N 27 
G2P "C2'" "C1'"  SING N N 28 
G2P "C2'" "H2'"  SING N N 29 
G2P "O2'" HB     SING N N 30 
G2P "C1'" N9     SING N N 31 
G2P "C1'" "H1'"  SING N N 32 
G2P N9    C8     SING Y N 33 
G2P N9    C4     SING Y N 34 
G2P C8    N7     DOUB Y N 35 
G2P C8    H8     SING N N 36 
G2P N7    C5     SING Y N 37 
G2P C5    C6     SING Y N 38 
G2P C5    C4     DOUB Y N 39 
G2P C6    O6     DOUB N N 40 
G2P C6    N1     SING Y N 41 
G2P N1    C2     SING Y N 42 
G2P N1    H1     SING N N 43 
G2P C2    N2     SING N N 44 
G2P C2    N3     DOUB Y N 45 
G2P N2    H2N1   SING N N 46 
G2P N2    H2N2   SING N N 47 
G2P N3    C4     SING Y N 48 
G2P HO1   O1G    SING N N 49 
G2P HO2   O3G    SING N N 50 
G2P HO3   O1A    SING N N 51 
G2P HO4   O1B    SING N N 52 
# 
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 
G2P SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)CP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O 
G2P InChI            InChI                1.02b 
InChI=1/C11H18N5O13P3/c12-11-14-8-5(9(19)15-11)13-2-16(8)10-7(18)6(17)4(28-10)1-27-30(20,21)3-31(22,23)29-32(24,25)26/h2,4,6-7,10,17-18H,1,3H2,(H,20,21)(H,22,23)(H2,24,25,26)(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1/f/h15,20,22,24-25H,12H2 
G2P InChIKey         InChI                1.02b GXTIEXDFEKYVGY-XDJBDYOTDE 
G2P SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@](O)(=O)C[P@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O 
G2P SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)C[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O 
G2P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(C[P@@](=O)(O)OP(=O)(O)O)O)O)O)N=C(NC2=O)N 
G2P SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(CP(=O)(O)OP(=O)(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 
G2P "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]methyl}phosphoryl]guanosine"                                                       
G2P "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]methyl-phosphonooxy-phosphinic acid" 
# 
