data_G25
# 
_chem_comp.id                                    G25 
_chem_comp.name                                  "GUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-23 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                       G 
_chem_comp.three_letter_code                     G25 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
G25 OP3    O3P  O 0 1 N Y N ?      ?      ?     6.456  2.538  -1.495 OP3    G25 1  
G25 P      P    P 0 1 N N N -4.376 7.305  1.375 6.145  3.523  -0.251 P      G25 2  
G25 OP1    O1P  O 0 1 N N N -4.508 8.458  0.455 6.560  4.952  -0.444 OP1    G25 3  
G25 OP2    O2P  O 0 1 N N N -4.431 5.927  0.839 6.843  2.773  1.000  OP2    G25 4  
G25 "O5'"  O5*  O 0 1 N N N -2.999 7.466  2.194 4.566  3.301  0.029  "O5'"  G25 5  
G25 "C5'"  C5*  C 0 1 N N N -2.852 8.485  3.206 4.092  1.980  0.223  "C5'"  G25 6  
G25 "C4'"  C4*  C 0 1 N N R -1.983 8.019  4.358 2.595  2.031  0.465  "C4'"  G25 7  
G25 "O4'"  O4*  O 0 1 N N N -2.523 6.816  4.951 1.933  2.574  -0.689 "O4'"  G25 8  
G25 "C3'"  C3*  C 0 1 N N S -0.587 7.683  3.869 1.969  0.663  0.677  "C3'"  G25 9  
G25 "O3'"  O3*  O 0 1 N N N 0.305  8.792  4.025 2.143  0.197  1.998  "O3'"  G25 10 
G25 "C2'"  C2*  C 0 1 N N R -0.172 6.524  4.719 0.518  0.913  0.310  "C2'"  G25 11 
G25 "O2'"  O2*  O 0 1 N N N 0.492  6.974  5.914 -0.210 1.445  1.415  "O2'"  G25 12 
G25 "C1'"  C1*  C 0 1 N N R -1.469 5.829  5.066 0.622  1.976  -0.784 "C1'"  G25 13 
G25 N9     N9   N 0 1 Y N N -1.732 4.716  4.141 0.424  1.450  -2.136 N9     G25 14 
G25 C8     C8   C 0 1 Y N N -2.217 4.755  2.881 1.394  0.902  -2.941 C8     G25 15 
G25 N7     N7   N 0 1 Y N N -2.422 3.636  2.281 0.919  0.513  -4.107 N7     G25 16 
G25 C5     C5   C 0 1 Y N N -2.023 2.717  3.255 -0.407 0.825  -4.042 C5     G25 17 
G25 C6     C6   C 0 1 N N N -2.004 1.302  3.217 -1.426 0.627  -5.035 C6     G25 18 
G25 O6     O6   O 0 1 N N N -2.350 0.556  2.306 -1.220 0.122  -6.132 O6     G25 19 
G25 N1     N1   N 0 1 N N N -1.528 0.771  4.401 -2.667 1.088  -4.574 N1     G25 20 
G25 C2     C2   C 0 1 N N N -1.119 1.500  5.491 -2.902 1.672  -3.307 C2     G25 21 
G25 N2     N2   N 0 1 N N N -0.677 0.808  6.529 -4.197 2.052  -3.067 N2     G25 22 
G25 N3     N3   N 0 1 N N N -1.134 2.829  5.542 -1.949 1.842  -2.416 N3     G25 23 
G25 C4     C4   C 0 1 Y N N -1.594 3.375  4.399 -0.743 1.403  -2.842 C4     G25 24 
G25 HOP3   3HOP H 0 0 N N N 0.085  -0.740 0.590 7.351  2.548  -1.896 HOP3   G25 25 
G25 HOP2   2HOP H 0 0 N N N -4.913 6.732  0.990 7.814  2.842  1.113  HOP2   G25 26 
G25 "H5'"  1H5* H 0 1 N N N -2.418 9.387  2.733 4.308  1.388  -0.668 "H5'"  G25 27 
G25 "H5''" 2H5* H 0 0 N N N -3.813 8.719  3.632 4.597  1.541  1.085  "H5''" G25 28 
G25 "H4'"  H4*  H 0 1 N N N -1.927 8.798  5.116 2.399  2.693  1.317  "H4'"  G25 29 
G25 "H3'"  H3*  H 0 1 N N N -0.629 7.366  2.822 2.403  -0.065 -0.019 "H3'"  G25 30 
G25 "HO'3" 3HO* H 0 0 N N N 0.353  8.985  4.964 3.003  0.531  2.294  "HO'3" G25 31 
G25 "H2'"  H2*  H 0 1 N N N 0.470  5.849  4.148 -0.000 0.001  -0.003 "H2'"  G25 32 
G25 "HO2'" 2HO* H 0 0 N N N 0.756  6.238  6.454 -1.062 1.768  1.071  "HO2'" G25 33 
G25 "H1'"  H1*  H 0 1 N N N -1.420 5.453  6.085 -0.125 2.769  -0.673 "H1'"  G25 34 
G25 H8     H8   H 0 1 N N N -2.417 5.703  2.388 2.424  0.815  -2.621 H8     G25 35 
G25 H1     H1   H 0 1 N N N -1.498 -0.238 4.450 -3.462 0.996  -5.200 H1     G25 36 
G25 H21    1H2  H 0 1 N N N -0.663 -0.199 6.497 -4.355 2.854  -2.502 H21    G25 37 
G25 H22    2H2  H 0 1 N N N -0.354 1.294  7.352 -4.928 1.510  -3.467 H22    G25 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 
G25 OP3   P      SING N N 1  
G25 OP3   HOP3   SING N N 2  
G25 P     OP1    DOUB N N 3  
G25 P     OP2    SING N N 4  
G25 P     "O5'"  SING N N 5  
G25 OP2   HOP2   SING N N 6  
G25 "O5'" "C5'"  SING N N 7  
G25 "C5'" "C4'"  SING N N 8  
G25 "C5'" "H5'"  SING N N 9  
G25 "C5'" "H5''" SING N N 10 
G25 "C4'" "O4'"  SING N N 11 
G25 "C4'" "C3'"  SING N N 12 
G25 "C4'" "H4'"  SING N N 13 
G25 "O4'" "C1'"  SING N N 14 
G25 "C3'" "O3'"  SING N N 15 
G25 "C3'" "C2'"  SING N N 16 
G25 "C3'" "H3'"  SING N N 17 
G25 "O3'" "HO'3" SING N N 18 
G25 "C2'" "O2'"  SING N N 19 
G25 "C2'" "C1'"  SING N N 20 
G25 "C2'" "H2'"  SING N N 21 
G25 "O2'" "HO2'" SING N N 22 
G25 "C1'" N9     SING N N 23 
G25 "C1'" "H1'"  SING N N 24 
G25 N9    C8     SING Y N 25 
G25 N9    C4     SING Y N 26 
G25 C8    N7     DOUB Y N 27 
G25 C8    H8     SING N N 28 
G25 N7    C5     SING Y N 29 
G25 C5    C6     SING N N 30 
G25 C5    C4     DOUB Y N 31 
G25 C6    O6     DOUB N N 32 
G25 C6    N1     SING N N 33 
G25 N1    C2     SING N N 34 
G25 N1    H1     SING N N 35 
G25 C2    N2     SING N N 36 
G25 C2    N3     DOUB N N 37 
G25 N2    H21    SING N N 38 
G25 N2    H22    SING N N 39 
G25 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 
G25 SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)COP(=O)(O)O"                                                                                                                                       
G25 InChI            InChI                1.02b "InChI=1/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/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" 
G25 InChIKey         InChI                1.02b RQFCJASXJCIDSX-RRSMAADQDM                                                                                                                                                             
G25 SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                                   
G25 SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                                         
G25 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N"                                                                                                                   
G25 SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=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 
G25 "SYSTEMATIC NAME" ACDLabs              10.04 
;5'-guanylic acid
;
G25 "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]methyl dihydrogen phosphate" 
# 
