data_2GP
# 
_chem_comp.id                                    2GP 
_chem_comp.name                                  "GUANOSINE-2'-MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O8 P" 
_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                    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                        363.221 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2GP 
_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        1RGE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
2GP P      P    P 0 1 N N N 58.844 9.781  20.517 2.565  0.512  0.405  P      2GP 1  
2GP O1P    O1P  O 0 1 N N N 59.647 8.839  21.292 2.875  1.655  1.292  O1P    2GP 2  
2GP O2P    O2P  O 0 1 N N N 59.495 11.042 20.122 3.933  -0.215 -0.031 O2P    2GP 3  
2GP O3P    O3P  O 0 1 N N N 58.139 9.139  19.370 1.797  1.045  -0.906 O3P    2GP 4  
2GP "O5'"  O5*  O 0 1 N N N 54.144 10.662 25.796 -3.171 -0.627 4.536  "O5'"  2GP 5  
2GP "C5'"  C5*  C 0 1 N N N 54.754 11.411 24.797 -1.902 0.021  4.426  "C5'"  2GP 6  
2GP "C4'"  C4*  C 0 1 N N R 55.719 10.641 23.859 -1.113 -0.595 3.269  "C4'"  2GP 7  
2GP "O4'"  O4*  O 0 1 N N N 55.058 9.458  23.339 -1.816 -0.404 2.023  "O4'"  2GP 8  
2GP "C3'"  C3*  C 0 1 N N R 55.953 11.455 22.552 0.231  0.141  3.080  "C3'"  2GP 9  
2GP "O3'"  O3*  O 0 1 N N N 56.946 12.420 22.706 1.290  -0.579 3.714  "O3'"  2GP 10 
2GP "C2'"  C2*  C 0 1 N N R 56.411 10.346 21.519 0.434  0.167  1.547  "C2'"  2GP 11 
2GP "O2'"  O2*  O 0 1 N N N 57.775 10.073 21.752 1.626  -0.534 1.188  "O2'"  2GP 12 
2GP "C1'"  C1*  C 0 1 N N R 55.553 9.114  22.046 -0.814 -0.554 0.993  "C1'"  2GP 13 
2GP N9     N9   N 0 1 Y N N 54.479 8.761  21.140 -1.261 0.080  -0.248 N9     2GP 14 
2GP C8     C8   C 0 1 Y N N 54.007 7.451  21.017 -2.132 1.125  -0.353 C8     2GP 15 
2GP N7     N7   N 0 1 Y N N 52.872 7.340  20.399 -2.303 1.433  -1.606 N7     2GP 16 
2GP C5     C5   C 0 1 Y N N 52.590 8.693  20.077 -1.555 0.606  -2.377 C5     2GP 17 
2GP C6     C6   C 0 1 N N N 51.451 9.261  19.439 -1.350 0.477  -3.770 C6     2GP 18 
2GP O6     O6   O 0 1 N N N 50.479 8.677  19.042 -1.917 1.216  -4.557 O6     2GP 19 
2GP N1     N1   N 0 1 N N N 51.487 10.643 19.361 -0.506 -0.483 -4.208 N1     2GP 20 
2GP C2     C2   C 0 1 N N N 52.539 11.387 19.800 0.117  -1.308 -3.321 C2     2GP 21 
2GP N2     N2   N 0 1 N N N 52.460 12.705 19.505 0.964  -2.278 -3.794 N2     2GP 22 
2GP N3     N3   N 0 1 N N N 53.586 10.904 20.414 -0.064 -1.198 -2.024 N3     2GP 23 
2GP C4     C4   C 0 1 Y N N 53.554 9.550  20.501 -0.881 -0.267 -1.516 C4     2GP 24 
2GP HOP2   2HOP H 0 0 N N N 58.972 11.654 19.617 4.465  0.445  -0.496 HOP2   2GP 25 
2GP HOP3   3HOP H 0 0 N N N 57.616 9.751  18.865 1.614  0.271  -1.456 HOP3   2GP 26 
2GP "HO5'" *HO5 H 0 0 N N N 53.552 11.133 26.370 -3.635 -0.209 5.275  "HO5'" 2GP 27 
2GP "H5'1" 1H5* H 0 0 N N N 53.978 11.936 24.192 -1.346 -0.108 5.355  "H5'1" 2GP 28 
2GP "H5'2" 2H5* H 0 0 N N N 55.282 12.283 25.248 -2.052 1.084  4.238  "H5'2" 2GP 29 
2GP "H4'"  H4*  H 0 1 N N N 56.642 10.437 24.449 -0.942 -1.656 3.450  "H4'"  2GP 30 
2GP "H3'"  H3*  H 0 1 N N N 55.045 12.020 22.235 0.170  1.155  3.476  "H3'"  2GP 31 
2GP "HO3'" *HO3 H 0 0 N N N 57.088 12.916 21.908 1.079  -0.614 4.657  "HO3'" 2GP 32 
2GP "H2'"  H2*  H 0 1 N N N 56.280 10.597 20.440 0.472  1.194  1.184  "H2'"  2GP 33 
2GP "H1'"  H1*  H 0 1 N N N 56.198 8.206  22.105 -0.599 -1.609 0.824  "H1'"  2GP 34 
2GP H8     H8   H 0 1 N N N 54.509 6.543  21.391 -2.607 1.623  0.478  H8     2GP 35 
2GP HN1    HN1  H 0 1 N N N 50.693 11.141 18.957 -0.350 -0.591 -5.159 HN1    2GP 36 
2GP HN21   1HN2 H 0 0 N N N 53.248 13.262 19.834 1.419  -2.870 -3.175 HN21   2GP 37 
2GP HN22   2HN2 H 0 0 N N N 51.582 13.093 19.850 1.106  -2.374 -4.749 HN22   2GP 38 
# 
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 
2GP P     O1P    DOUB N N 1  
2GP P     O2P    SING N N 2  
2GP P     O3P    SING N N 3  
2GP P     "O2'"  SING N N 4  
2GP O2P   HOP2   SING N N 5  
2GP O3P   HOP3   SING N N 6  
2GP "O5'" "C5'"  SING N N 7  
2GP "O5'" "HO5'" SING N N 8  
2GP "C5'" "C4'"  SING N N 9  
2GP "C5'" "H5'1" SING N N 10 
2GP "C5'" "H5'2" SING N N 11 
2GP "C4'" "O4'"  SING N N 12 
2GP "C4'" "C3'"  SING N N 13 
2GP "C4'" "H4'"  SING N N 14 
2GP "O4'" "C1'"  SING N N 15 
2GP "C3'" "O3'"  SING N N 16 
2GP "C3'" "C2'"  SING N N 17 
2GP "C3'" "H3'"  SING N N 18 
2GP "O3'" "HO3'" SING N N 19 
2GP "C2'" "O2'"  SING N N 20 
2GP "C2'" "C1'"  SING N N 21 
2GP "C2'" "H2'"  SING N N 22 
2GP "C1'" N9     SING N N 23 
2GP "C1'" "H1'"  SING N N 24 
2GP N9    C8     SING Y N 25 
2GP N9    C4     SING Y N 26 
2GP C8    N7     DOUB Y N 27 
2GP C8    H8     SING N N 28 
2GP N7    C5     SING Y N 29 
2GP C5    C6     SING N N 30 
2GP C5    C4     DOUB Y N 31 
2GP C6    O6     DOUB N N 32 
2GP C6    N1     SING N N 33 
2GP N1    C2     SING N N 34 
2GP N1    HN1    SING N N 35 
2GP C2    N2     SING N N 36 
2GP C2    N3     DOUB N N 37 
2GP N2    HN21   SING N N 38 
2GP N2    HN22   SING N N 39 
2GP N3    C4     SING N N 40 
# 
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 
2GP SMILES           ACDLabs              10.04 O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3OP(=O)(O)O)CO                                                                                                                                       
2GP InChI            InChI                1.02b InChI=1/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1/f/h14,19-20H,11H2 
2GP InChIKey         InChI                1.02b WTIFIAZWCCBCGE-RRSMAADQDN                                                                                                                                                           
2GP SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O[P](O)(O)=O                                                                                                                   
2GP SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH](O)[CH]3O[P](O)(O)=O                                                                                                                         
2GP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)OP(=O)(O)O)N=C(NC2=O)N                                                                                                                   
2GP SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)CO)O)OP(=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 
2GP "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-guanylic acid
;
2GP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
