data_GMP
# 
_chem_comp.id                                    GMP 
_chem_comp.name                                  GUANOSINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H13 N5 O5" 
_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                        283.241 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GMP 
_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        ? 
_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 
GMP "O5'"  O5*  O 0 1 N N N 31.404 62.454 13.365 4.816  -1.093 1.744  "O5'"  GMP 1  
GMP "C5'"  C5*  C 0 1 N N N 31.124 61.089 13.697 4.552  -0.417 0.513  "C5'"  GMP 2  
GMP "C4'"  C4*  C 0 1 N N R 32.124 60.123 13.050 3.303  0.453  0.667  "C4'"  GMP 3  
GMP "O4'"  O4*  O 0 1 N N N 32.041 60.240 11.620 2.135  -0.374 0.860  "O4'"  GMP 4  
GMP "C3'"  C3*  C 0 1 N N S 33.573 60.490 13.373 3.025  1.230  -0.638 "C3'"  GMP 5  
GMP "O3'"  O3*  O 0 1 N N N 33.959 59.916 14.627 3.606  0.556  -1.756 "O3'"  GMP 6  
GMP "C2'"  C2*  C 0 1 N N R 34.289 59.751 12.245 1.484  1.235  -0.751 "C2'"  GMP 7  
GMP "O2'"  O2*  O 0 1 N N N 34.283 58.339 12.480 1.066  0.565  -1.942 "O2'"  GMP 8  
GMP "C1'"  C1*  C 0 1 N N R 33.358 60.054 11.068 1.013  0.461  0.500  "C1'"  GMP 9  
GMP N9     N9   N 0 1 Y N N 33.721 61.309 10.368 -0.155 -0.364 0.180  N9     GMP 10 
GMP C8     C8   C 0 1 Y N N 33.378 62.554 10.698 -0.136 -1.665 -0.231 C8     GMP 11 
GMP N7     N7   N 0 1 Y N N 33.861 63.399 9.790  -1.352 -2.084 -0.425 N7     GMP 12 
GMP C5     C5   C 0 1 Y N N 34.517 62.694 8.871  -2.221 -1.081 -0.151 C5     GMP 13 
GMP C6     C6   C 0 1 N N N 35.193 63.009 7.697  -3.630 -0.961 -0.185 C6     GMP 14 
GMP O6     O6   O 0 1 N N N 35.347 64.175 7.328  -4.329 -1.903 -0.519 O6     GMP 15 
GMP N1     N1   N 0 1 N N N 35.736 61.972 6.934  -4.183 0.220  0.168  N1     GMP 16 
GMP C2     C2   C 0 1 N N N 35.603 60.642 7.358  -3.392 1.268  0.534  C2     GMP 17 
GMP N2     N2   N 0 1 N N N 36.122 59.657 6.633  -3.980 2.458  0.881  N2     GMP 18 
GMP N3     N3   N 0 1 N N N 34.952 60.376 8.497  -2.081 1.170  0.569  N3     GMP 19 
GMP C4     C4   C 0 1 Y N N 34.420 61.358 9.241  -1.464 0.030  0.239  C4     GMP 20 
GMP "HO5'" *HO5 H 0 0 N N N 31.466 62.968 14.162 5.609  -1.629 1.604  "HO5'" GMP 21 
GMP "H5'1" 1H5* H 0 0 N N N 31.181 60.974 14.790 4.390  -1.150 -0.277 "H5'1" GMP 22 
GMP "H5'2" 2H5* H 0 0 N N N 30.121 60.845 13.318 5.404  0.213  0.255  "H5'2" GMP 23 
GMP "H4'"  H4*  H 0 1 N N N 31.874 59.122 13.431 3.422  1.142  1.503  "H4'"  GMP 24 
GMP "H3'"  H3*  H 0 1 N N N 33.774 61.569 13.444 3.408  2.248  -0.566 "H3'"  GMP 25 
GMP "HO3'" *HO3 H 0 0 N N N 34.044 58.975 14.532 4.560  0.529  -1.601 "HO3'" GMP 26 
GMP "H2'"  H2*  H 0 1 N N N 35.340 60.047 12.115 1.103  2.257  -0.733 "H2'"  GMP 27 
GMP "HO2'" *HO2 H 0 0 N N N 34.282 57.879 11.649 1.439  1.057  -2.685 "HO2'" GMP 28 
GMP "H1'"  H1*  H 0 1 N N N 33.423 59.227 10.345 0.779  1.151  1.310  "H1'"  GMP 29 
GMP H8     H8   H 0 1 N N N 32.799 62.833 11.566 0.756  -2.258 -0.374 H8     GMP 30 
GMP HN1    HN1  H 0 1 N N N 36.220 62.179 6.084  -5.147 0.326  0.153  HN1    GMP 31 
GMP HN21   1HN2 H 0 0 N N N 36.252 59.968 5.692  -3.431 3.212  1.148  HN21   GMP 32 
GMP HN22   2HN2 H 0 0 N N N 37.004 59.387 7.020  -4.946 2.547  0.856  HN22   GMP 33 
# 
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 
GMP "O5'" "C5'"  SING N N 1  
GMP "O5'" "HO5'" SING N N 2  
GMP "C5'" "C4'"  SING N N 3  
GMP "C5'" "H5'1" SING N N 4  
GMP "C5'" "H5'2" SING N N 5  
GMP "C4'" "O4'"  SING N N 6  
GMP "C4'" "C3'"  SING N N 7  
GMP "C4'" "H4'"  SING N N 8  
GMP "O4'" "C1'"  SING N N 9  
GMP "C3'" "O3'"  SING N N 10 
GMP "C3'" "C2'"  SING N N 11 
GMP "C3'" "H3'"  SING N N 12 
GMP "O3'" "HO3'" SING N N 13 
GMP "C2'" "O2'"  SING N N 14 
GMP "C2'" "C1'"  SING N N 15 
GMP "C2'" "H2'"  SING N N 16 
GMP "O2'" "HO2'" SING N N 17 
GMP "C1'" N9     SING N N 18 
GMP "C1'" "H1'"  SING N N 19 
GMP N9    C8     SING Y N 20 
GMP N9    C4     SING Y N 21 
GMP C8    N7     DOUB Y N 22 
GMP C8    H8     SING N N 23 
GMP N7    C5     SING Y N 24 
GMP C5    C6     SING N N 25 
GMP C5    C4     DOUB Y N 26 
GMP C6    O6     DOUB N N 27 
GMP C6    N1     SING N N 28 
GMP N1    C2     SING N N 29 
GMP N1    HN1    SING N N 30 
GMP C2    N2     SING N N 31 
GMP C2    N3     DOUB N N 32 
GMP N2    HN21   SING N N 33 
GMP N2    HN22   SING N N 34 
GMP N3    C4     SING N N 35 
# 
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 
GMP SMILES           ACDLabs              10.04 O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)CO                                                                                                                
GMP InChI            InChI                1.02b InChI=1/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1/f/h14H,11H2 
GMP InChIKey         InChI                1.02b NYHBQMYGNKIUIF-LORQHGITDX                                                                                                                           
GMP SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O                                                                                              
GMP SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                    
GMP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(NC2=O)N                                                                                            
GMP SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)CO)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 
GMP "SYSTEMATIC NAME" ACDLabs              10.04 guanosine                                                                           
GMP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one 
# 
