data_GA2
# 
_chem_comp.id                                    GA2 
_chem_comp.name                                  9-(1,3-DIHYDROXY-PROPOXYMETHANE)GUANINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H13 N5 O4" 
_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                        255.231 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GA2 
_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        1KI2 
_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 
GA2 N1     N1   N 0 1 N N N 24.638 96.701  45.231 0.270  -0.070 -4.130 N1     GA2 1  
GA2 C2     C2   C 0 1 N N N 23.629 95.704  45.220 1.384  0.064  -3.357 C2     GA2 2  
GA2 C4     C4   C 0 1 Y N N 22.088 97.273  44.974 0.140  0.093  -1.412 C4     GA2 3  
GA2 C8     C8   C 0 1 Y N N 20.976 99.098  44.707 -1.597 0.044  -0.057 C8     GA2 4  
GA2 "C4'"  C4*  C 0 1 N N N 17.017 96.582  46.013 0.126  1.207  4.488  "C4'"  GA2 5  
GA2 "O4'"  O4*  O 0 1 N N N 17.666 95.448  45.382 -1.013 0.468  4.930  "O4'"  GA2 6  
GA2 "C3'"  C3*  C 0 1 N N N 17.401 99.222  46.076 1.247  -0.922 3.819  "C3'"  GA2 7  
GA2 "O3'"  O3*  O 0 1 N N N 18.021 100.248 45.235 0.107  -1.661 4.261  "O3'"  GA2 8  
GA2 "C2'"  C2*  C 0 1 N N N 17.983 97.738  45.932 0.803  0.460  3.338  "C2'"  GA2 9  
GA2 "O1'"  O1*  O 0 1 N N N 18.649 97.737  44.689 -0.118 0.315  2.256  "O1'"  GA2 10 
GA2 "C1'"  C1*  C 0 1 N N N 19.697 96.818  44.816 0.654  0.297  1.054  "C1'"  GA2 11 
GA2 N9     N9   N 0 1 Y N N 20.842 97.721  44.827 -0.237 0.150  -0.098 N9     GA2 12 
GA2 N3     N3   N 0 1 N N N 22.342 95.954  45.074 1.316  0.144  -2.047 N3     GA2 13 
GA2 N2     N2   N 0 1 N N N 23.880 94.409  45.364 2.613  0.121  -3.965 N2     GA2 14 
GA2 C6     C6   C 0 1 N N N 24.392 98.137  45.088 -0.952 -0.135 -3.558 C6     GA2 15 
GA2 O6     O6   O 0 1 N N N 25.303 99.020  45.099 -1.955 -0.259 -4.241 O6     GA2 16 
GA2 C5     C5   C 0 1 Y N N 22.948 98.352  44.946 -1.040 -0.049 -2.149 C5     GA2 17 
GA2 N7     N7   N 0 1 Y N N 22.208 99.559  44.762 -2.067 -0.072 -1.265 N7     GA2 18 
GA2 HN1    HN1  H 0 1 N N N 25.594 96.366  45.348 0.355  -0.126 -5.095 HN1    GA2 19 
GA2 H8     H8   H 0 1 N N N 20.135 99.799  44.573 -2.194 0.056  0.842  H8     GA2 20 
GA2 "H4'1" 1H4* H 0 0 N N N 16.016 96.813  45.578 0.829  1.318  5.314  "H4'1" GA2 21 
GA2 "H4'2" 2H4* H 0 0 N N N 16.672 96.369  47.051 -0.189 2.192  4.146  "H4'2" GA2 22 
GA2 "HO4'" *HO4 H 0 0 N N N 17.057 94.720  45.433 -1.410 0.972  5.654  "HO4'" GA2 23 
GA2 "H3'1" 1H3* H 0 0 N N N 17.438 99.538  47.144 1.730  -1.455 2.999  "H3'1" GA2 24 
GA2 "H3'2" 2H3* H 0 0 N N N 16.299 99.211  45.906 1.950  -0.812 4.644  "H3'2" GA2 25 
GA2 "HO3'" *HO3 H 0 0 N N N 17.675 101.128 45.320 0.429  -2.524 4.554  "HO3'" GA2 26 
GA2 "H2'"  H2*  H 0 1 N N N 18.625 97.544  46.822 1.673  1.024  3.001  "H2'"  GA2 27 
GA2 "H1'1" 1H1* H 0 0 N N N 19.624 96.119  45.682 1.352  -0.539 1.083  "H1'1" GA2 28 
GA2 "H1'2" 2H1* H 0 0 N N N 19.726 96.010  44.047 1.210  1.230  0.966  "H1'2" GA2 29 
GA2 HN21   1HN2 H 0 0 N N N 23.154 93.692  45.356 3.416  0.220  -3.429 HN21   GA2 30 
GA2 HN22   2HN2 H 0 0 N N N 24.406 94.297  46.230 2.680  0.059  -4.931 HN22   GA2 31 
# 
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 
GA2 N1    C2     SING N N 1  
GA2 N1    C6     SING N N 2  
GA2 N1    HN1    SING N N 3  
GA2 C2    N3     DOUB N N 4  
GA2 C2    N2     SING N N 5  
GA2 C4    N9     SING Y N 6  
GA2 C4    N3     SING N N 7  
GA2 C4    C5     DOUB Y N 8  
GA2 C8    N9     SING Y N 9  
GA2 C8    N7     DOUB Y N 10 
GA2 C8    H8     SING N N 11 
GA2 "C4'" "O4'"  SING N N 12 
GA2 "C4'" "C2'"  SING N N 13 
GA2 "C4'" "H4'1" SING N N 14 
GA2 "C4'" "H4'2" SING N N 15 
GA2 "O4'" "HO4'" SING N N 16 
GA2 "C3'" "O3'"  SING N N 17 
GA2 "C3'" "C2'"  SING N N 18 
GA2 "C3'" "H3'1" SING N N 19 
GA2 "C3'" "H3'2" SING N N 20 
GA2 "O3'" "HO3'" SING N N 21 
GA2 "C2'" "O1'"  SING N N 22 
GA2 "C2'" "H2'"  SING N N 23 
GA2 "O1'" "C1'"  SING N N 24 
GA2 "C1'" N9     SING N N 25 
GA2 "C1'" "H1'1" SING N N 26 
GA2 "C1'" "H1'2" SING N N 27 
GA2 N2    HN21   SING N N 28 
GA2 N2    HN22   SING N N 29 
GA2 C6    O6     DOUB N N 30 
GA2 C6    C5     SING N N 31 
GA2 C5    N7     SING Y N 32 
# 
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 
GA2 SMILES           ACDLabs              10.04 O=C2NC(=Nc1c2ncn1COC(CO)CO)N                                                                                         
GA2 InChI            InChI                1.02b InChI=1/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)/f/h13H,10H2 
GA2 InChIKey         InChI                1.02b IRSCQMHQWWYFCW-GLQJTRGQCA                                                                                            
GA2 SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(COC(CO)CO)cnc2C(=O)N1                                                                                       
GA2 SMILES           CACTVS               3.341 NC1=Nc2n(COC(CO)CO)cnc2C(=O)N1                                                                                       
GA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1COC(CO)CO)N=C(NC2=O)N                                                                                       
GA2 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1COC(CO)CO)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 
GA2 "SYSTEMATIC NAME" ACDLabs              10.04 2-amino-9-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}-1,9-dihydro-6H-purin-6-one 
GA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one                     
# 
