data_P1G
# 
_chem_comp.id                                    P1G 
_chem_comp.name                                  "((2R,4R,6R,6AS)-4-(2-AMINO-6-OXO-1,6-DIHYDROPURIN-9-YL)-6-(HYDROXYMETHYL)-TETRAHYDROFURO[3,4-D][1,3]DIOXOL-2-YL)METHYLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H16 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GUANOSINE-2',3'-O-ETHYLIDENEPHOSPHONATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-04 
_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                        389.258 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P1G 
_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        2AI1 
_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 
P1G O3     O3     O 0 1 N N N 68.009 -40.109 97.055  3.965  0.740  -1.027 O3     P1G 1  
P1G P      P      P 0 1 N N N 66.492 -40.567 97.265  3.152  1.975  -0.389 P      P1G 2  
P1G O4     O4     O 0 1 N N N 65.653 -39.256 97.681  3.890  3.355  -0.765 O4     P1G 3  
P1G O2     O2     O 0 1 N N N 65.918 -41.187 96.046  1.774  1.989  -0.929 O2     P1G 4  
P1G C1P    C1P    C 0 1 N N N 66.463 -41.713 98.659  3.093  1.791  1.424  C1P    P1G 5  
P1G C1     C1     C 0 1 N N R 65.228 -42.639 98.621  2.283  0.543  1.784  C1     P1G 6  
P1G "O3'"  "O3'"  O 0 1 N N N 65.082 -43.368 99.852  2.873  -0.630 1.184  "O3'"  P1G 7  
P1G "O2'"  "O2'"  O 0 1 N N N 65.264 -43.673 97.615  0.959  0.618  1.214  "O2'"  P1G 8  
P1G "C2'"  "C2'"  C 0 1 N N R 65.780 -44.885 98.198  0.494  -0.760 1.170  "C2'"  P1G 9  
P1G "C3'"  "C3'"  C 0 1 N N R 65.627 -44.696 99.701  1.805  -1.598 1.143  "C3'"  P1G 10 
P1G "C4'"  "C4'"  C 0 1 N N R 67.033 -44.810 100.294 1.792  -2.262 -0.250 "C4'"  P1G 11 
P1G "C5'"  "C5'"  C 0 1 N N N 67.325 -46.128 101.030 2.361  -3.681 -0.171 "C5'"  P1G 12 
P1G "O5'"  "O5'"  O 0 1 N N N 68.670 -46.148 101.528 2.382  -4.259 -1.478 "O5'"  P1G 13 
P1G "O4'"  "O4'"  O 0 1 N N N 67.907 -44.564 99.178  0.400  -2.300 -0.631 "O4'"  P1G 14 
P1G "C1'"  "C1'"  C 0 1 N N R 67.285 -45.074 97.981  -0.144 -1.030 -0.210 "C1'"  P1G 15 
P1G N9     N9     N 0 1 Y N N 67.831 -46.426 97.709  -1.601 -1.115 -0.090 N9     P1G 16 
P1G C8     C8     C 0 1 Y N N 69.113 -46.745 97.910  -2.332 -2.254 0.086  C8     P1G 17 
P1G N7     N7     N 0 1 Y N N 69.333 -48.031 97.652  -3.598 -1.960 0.151  N7     P1G 18 
P1G C5     C5     C 0 1 Y N N 68.168 -48.547 97.266  -3.755 -0.620 0.022  C5     P1G 19 
P1G C4     C4     C 0 1 Y N N 67.207 -47.525 97.277  -2.479 -0.066 -0.134 C4     P1G 20 
P1G N3     N3     N 0 1 Y N N 65.942 -47.708 96.820  -2.345 1.257  -0.283 N3     P1G 21 
P1G C2     C2     C 0 1 Y N N 65.492 -48.877 96.322  -3.393 2.050  -0.287 C2     P1G 22 
P1G N2     N2     N 0 1 N N N 64.292 -49.043 95.768  -3.206 3.401  -0.444 N2     P1G 23 
P1G N1     N1     N 0 1 Y N N 66.419 -49.935 96.309  -4.660 1.571  -0.135 N1     P1G 24 
P1G C6     C6     C 0 1 Y N N 67.740 -49.784 96.776  -4.874 0.245  0.016  C6     P1G 25 
P1G O6     O6     O 0 1 N N N 68.479 -50.768 96.737  -6.004 -0.194 0.148  O6     P1G 26 
P1G HO3    HO3    H 0 1 N N N 68.503 -40.882 96.809  4.855  0.767  -0.650 HO3    P1G 27 
P1G HO4    HO4    H 0 1 N N N 64.751 -39.528 97.805  3.900  3.413  -1.730 HO4    P1G 28 
P1G H1P1   1H1P   H 0 0 N N N 67.408 -42.301 98.718  2.620  2.670  1.863  H1P1   P1G 29 
P1G H1P2   2H1P   H 0 0 N N N 66.532 -41.170 99.630  4.106  1.691  1.812  H1P2   P1G 30 
P1G H1     H1     H 0 1 N N N 64.398 -41.923 98.410  2.225  0.428  2.866  H1     P1G 31 
P1G "H2'"  "H2'"  H 0 1 N N N 65.242 -45.750 97.745  -0.165 -1.009 2.001  "H2'"  P1G 32 
P1G "H3'"  "H3'"  H 0 1 N N N 64.967 -45.437 100.209 1.863  -2.322 1.955  "H3'"  P1G 33 
P1G "H4'"  "H4'"  H 0 1 N N N 67.179 -44.073 101.118 2.363  -1.665 -0.961 "H4'"  P1G 34 
P1G "H5'1" "1H5'" H 0 0 N N N 66.582 -46.321 101.839 3.375  -3.644 0.226  "H5'1" P1G 35 
P1G "H5'2" "2H5'" H 0 0 N N N 67.109 -47.014 100.388 1.735  -4.287 0.484  "H5'2" P1G 36 
P1G "H5'"  "H5'"  H 0 1 N N N 68.850 -46.962 101.982 2.746  -5.150 -1.383 "H5'"  P1G 37 
P1G "H1'"  "H1'"  H 0 1 N N N 67.506 -44.546 97.024  0.133  -0.247 -0.915 "H1'"  P1G 38 
P1G H8     H8     H 0 1 N N N 69.889 -46.037 98.245  -1.921 -3.250 0.160  H8     P1G 39 
P1G HN21   1HN2   H 0 0 N N N 63.951 -49.927 95.391  -2.310 3.758  -0.549 HN21   P1G 40 
P1G HN22   2HN2   H 0 0 N N N 64.208 -48.350 95.023  -3.970 3.998  -0.452 HN22   P1G 41 
P1G HN1    HN1    H 0 1 N N N 66.123 -50.842 95.948  -5.412 2.183  -0.142 HN1    P1G 42 
# 
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 
P1G O3    P      SING N N 1  
P1G O3    HO3    SING N N 2  
P1G P     O4     SING N N 3  
P1G P     O2     DOUB N N 4  
P1G P     C1P    SING N N 5  
P1G O4    HO4    SING N N 6  
P1G C1P   C1     SING N N 7  
P1G C1P   H1P1   SING N N 8  
P1G C1P   H1P2   SING N N 9  
P1G C1    "O3'"  SING N N 10 
P1G C1    "O2'"  SING N N 11 
P1G C1    H1     SING N N 12 
P1G "O3'" "C3'"  SING N N 13 
P1G "O2'" "C2'"  SING N N 14 
P1G "C2'" "C3'"  SING N N 15 
P1G "C2'" "C1'"  SING N N 16 
P1G "C2'" "H2'"  SING N N 17 
P1G "C3'" "C4'"  SING N N 18 
P1G "C3'" "H3'"  SING N N 19 
P1G "C4'" "C5'"  SING N N 20 
P1G "C4'" "O4'"  SING N N 21 
P1G "C4'" "H4'"  SING N N 22 
P1G "C5'" "O5'"  SING N N 23 
P1G "C5'" "H5'1" SING N N 24 
P1G "C5'" "H5'2" SING N N 25 
P1G "O5'" "H5'"  SING N N 26 
P1G "O4'" "C1'"  SING N N 27 
P1G "C1'" N9     SING N N 28 
P1G "C1'" "H1'"  SING N N 29 
P1G N9    C8     SING Y N 30 
P1G N9    C4     SING Y N 31 
P1G C8    N7     DOUB Y N 32 
P1G C8    H8     SING N N 33 
P1G N7    C5     SING Y N 34 
P1G C5    C4     DOUB Y N 35 
P1G C5    C6     SING Y N 36 
P1G C4    N3     SING Y N 37 
P1G N3    C2     DOUB Y N 38 
P1G C2    N2     SING N N 39 
P1G C2    N1     SING Y N 40 
P1G N2    HN21   SING N N 41 
P1G N2    HN22   SING N N 42 
P1G N1    C6     SING Y N 43 
P1G N1    HN1    SING N N 44 
P1G C6    O6     DOUB N N 45 
# 
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 
P1G SMILES           ACDLabs              10.04 O=C4NC(=Nc1c4ncn1C3OC(C2OC(OC23)CP(=O)(O)O)CO)N                                                                                                                                                  
P1G InChI            InChI                1.02b InChI=1/C12H16N5O8P/c13-12-15-9-6(10(19)16-12)14-3-17(9)11-8-7(4(1-18)23-11)24-5(25-8)2-26(20,21)22/h3-5,7-8,11,18H,1-2H2,(H2,20,21,22)(H3,13,15,16,19)/t4-,5-,7-,8-,11-/m1/s1/f/h16,20-21H,13H2 
P1G InChIKey         InChI                1.02b HYAPEMYRVFIHDJ-JWZGKDQFDI                                                                                                                                                                        
P1G SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@H]4O[C@@H](C[P](O)(O)=O)O[C@@H]34                                                                                                                       
P1G SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH]4O[CH](C[P](O)(O)=O)O[CH]34                                                                                                                               
P1G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@H]4[C@@H]([C@H](O3)CO)O[C@H](O4)CP(=O)(O)O)N=C(NC2=O)N                                                                                                                         
P1G SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C4C(C(O3)CO)OC(O4)CP(=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 
P1G "SYSTEMATIC NAME" ACDLabs              10.04 "2',3'-O-[(1R)-2-phosphonoethylidene]guanosine"                                                                                               
P1G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3aR,4R,6R,6aR)-4-(2-amino-6-oxo-1H-purin-9-yl)-6-(hydroxymethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-2-yl]methylphosphonic acid" 
# 
