data_3BH
# 
_chem_comp.id                                    3BH 
_chem_comp.name                                  (2R,3R,4S,5R)-2-(6,8-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         8-aminoadenosine 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-28 
_chem_comp.pdbx_modified_date                    2009-03-13 
_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                        282.256 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3BH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3FZH 
_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 
3BH O15  O15  O 0 1 N N N 15.916 -5.351 3.130  -1.033 2.327  -1.214 O15  3BH 1  
3BH C8   C8   C 0 1 N N R 15.947 -3.903 3.151  -1.495 0.999  -0.963 C8   3BH 2  
3BH C14  C14  C 0 1 N N S 14.778 -3.277 3.914  -3.002 0.996  -0.610 C14  3BH 3  
3BH O19  O19  O 0 1 N N N 13.533 -3.990 3.737  -3.415 2.291  -0.170 O19  3BH 4  
3BH C13  C13  C 0 1 N N R 14.639 -1.889 3.248  -3.120 -0.026 0.538  C13  3BH 5  
3BH C18  C18  C 0 1 N N N 15.280 -0.701 4.029  -4.089 -1.142 0.144  C18  3BH 6  
3BH O20  O20  O 0 1 N N N 16.675 -0.928 4.156  -4.281 -2.021 1.255  O20  3BH 7  
3BH O7   O7   O 0 1 N N N 15.351 -1.928 1.997  -1.809 -0.572 0.759  O7   3BH 8  
3BH C3   C3   C 0 1 N N R 15.727 -3.292 1.764  -0.858 0.426  0.329  C3   3BH 9  
3BH N1   N1   N 0 1 Y N N 16.962 -3.365 0.947  0.439  -0.190 0.035  N1   3BH 10 
3BH C2   C2   C 0 1 Y N N 17.063 -4.127 -0.134 1.676  0.339  0.326  C2   3BH 11 
3BH N6   N6   N 0 1 Y N N 16.160 -4.936 -0.734 2.103  1.455  0.904  N6   3BH 12 
3BH C12  C12  C 0 1 Y N N 16.481 -5.611 -1.815 3.392  1.688  1.045  C12  3BH 13 
3BH N16  N16  N 0 1 Y N N 17.762 -5.495 -2.375 4.313  0.840  0.627  N16  3BH 14 
3BH C11  C11  C 0 1 Y N N 18.711 -4.656 -1.798 3.980  -0.303 0.036  C11  3BH 15 
3BH N17  N17  N 0 1 N N N 19.928 -4.568 -2.341 4.955  -1.186 -0.400 N17  3BH 16 
3BH C5   C5   C 0 1 Y N N 18.350 -3.955 -0.652 2.618  -0.595 -0.136 C5   3BH 17 
3BH N9   N9   N 0 1 Y N N 18.978 -3.087 0.133  1.927  -1.630 -0.677 N9   3BH 18 
3BH C4   C4   C 0 1 Y N N 18.131 -2.734 1.100  0.642  -1.398 -0.573 C4   3BH 19 
3BH N10  N10  N 0 1 N N N 18.435 -1.876 2.079  -0.356 -2.243 -1.014 N10  3BH 20 
3BH HO15 HO15 H 0 0 N N N 15.909 -5.655 2.230  -1.469 2.761  -1.960 HO15 3BH 21 
3BH H8   H8   H 0 1 N N N 16.932 -3.700 3.598  -1.294 0.351  -1.816 H8   3BH 22 
3BH H14  H14  H 0 1 N N N 14.971 -3.272 4.997  -3.595 0.678  -1.468 H14  3BH 23 
3BH HO19 HO19 H 0 0 N N N 13.134 -4.146 4.585  -4.352 2.347  0.064  HO19 3BH 24 
3BH H13  H13  H 0 1 N N N 13.556 -1.711 3.180  -3.474 0.471  1.441  H13  3BH 25 
3BH H18  H18  H 0 1 N N N 15.107 0.237  3.481  -5.045 -0.708 -0.145 H18  3BH 26 
3BH H18A H18A H 0 0 N N N 14.825 -0.625 5.027  -3.675 -1.702 -0.695 H18A 3BH 27 
3BH HO20 HO20 H 0 0 N N N 17.068 -0.979 3.293  -4.885 -2.754 1.076  HO20 3BH 28 
3BH H3   H3   H 0 1 N N N 14.953 -3.837 1.204  -0.752 1.206  1.083  H3   3BH 29 
3BH H12  H12  H 0 1 N N N 15.752 -6.261 -2.276 3.706  2.605  1.520  H12  3BH 30 
3BH HN17 HN17 H 0 0 N N N 19.848 -4.546 -3.338 5.893  -0.973 -0.275 HN17 3BH 31 
3BH HN1A HN1A H 0 0 N N N 20.375 -3.731 -2.024 4.699  -2.018 -0.829 HN1A 3BH 32 
3BH HN10 HN10 H 0 0 N N N 18.511 -2.371 2.945  -1.287 -1.994 -0.901 HN10 3BH 33 
3BH HN1B HN1B H 0 0 N N N 19.306 -1.430 1.873  -0.127 -3.085 -1.437 HN1B 3BH 34 
# 
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 
3BH O15 C8   SING N N 1  
3BH C8  C14  SING N N 2  
3BH C8  C3   SING N N 3  
3BH C14 O19  SING N N 4  
3BH C14 C13  SING N N 5  
3BH C13 C18  SING N N 6  
3BH C13 O7   SING N N 7  
3BH C18 O20  SING N N 8  
3BH O7  C3   SING N N 9  
3BH C3  N1   SING N N 10 
3BH N1  C2   SING N N 11 
3BH N1  C4   SING N N 12 
3BH C2  N6   DOUB N N 13 
3BH C2  C5   SING N N 14 
3BH N6  C12  SING N N 15 
3BH C12 N16  DOUB N N 16 
3BH N16 C11  SING N N 17 
3BH C11 N17  SING N N 18 
3BH C11 C5   DOUB N N 19 
3BH C5  N9   SING Y N 20 
3BH N9  C4   DOUB Y N 21 
3BH C4  N10  SING Y N 22 
3BH O15 HO15 SING Y N 23 
3BH C8  H8   SING Y N 24 
3BH C14 H14  SING Y N 25 
3BH O19 HO19 SING N N 26 
3BH C13 H13  SING Y N 27 
3BH C18 H18  SING N N 28 
3BH C18 H18A SING Y N 29 
3BH O20 HO20 SING N N 30 
3BH C3  H3   SING N N 31 
3BH C12 H12  SING Y N 32 
3BH N17 HN17 SING Y N 33 
3BH N17 HN1A SING N N 34 
3BH N10 HN10 SING N N 35 
3BH N10 HN1B SING N N 36 
# 
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 
3BH SMILES           ACDLabs              10.04 n2c1c(ncnc1n(c2N)C3OC(C(O)C3O)CO)N                                                                                                                       
3BH InChI            InChI                1.02b InChI=1/C10H14N6O4/c11-7-4-8(14-2-13-7)16(10(12)15-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,15)(H2,11,13,14)/t3-,5-,6-,9-/m1/s1/f/h11-12H2 
3BH InChIKey         InChI                1.02b DVGWFQILDUEEGX-WFYAVJOMDN                                                                                                                                
3BH SMILES_CANONICAL CACTVS               3.341 Nc1nc2c(N)ncnc2n1[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O                                                                                                       
3BH SMILES           CACTVS               3.341 Nc1nc2c(N)ncnc2n1[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                             
3BH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(c(n2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N                                                                                               
3BH SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(c(n2)N)C3C(C(C(O3)CO)O)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 
3BH "SYSTEMATIC NAME" ACDLabs              10.04 8-aminoadenosine                                                          
3BH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-(6,8-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
