data_AD3
# 
_chem_comp.id                                    AD3 
_chem_comp.name                                  3-DEAZA-ADENOSINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H14 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-12-18 
_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                        266.253 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AD3 
_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        1HP0 
_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 
AD3 "O5'"  O5*  O 0 1 N N N 22.642 27.980 42.616 2.219  -1.004 -4.315 "O5'"  AD3 1  
AD3 "C5'"  C5*  C 0 1 N N N 23.754 28.770 42.167 1.228  0.019  -4.197 "C5'"  AD3 2  
AD3 "C4'"  C4*  C 0 1 N N R 24.999 27.986 41.701 0.215  -0.373 -3.121 "C4'"  AD3 3  
AD3 "O4'"  O4*  O 0 1 N N N 24.302 27.490 40.533 0.868  -0.507 -1.840 "O4'"  AD3 4  
AD3 "C3'"  C3*  C 0 1 N N S 25.887 29.099 41.131 -0.822 0.752  -2.919 "C3'"  AD3 5  
AD3 "O3'"  O3*  O 0 1 N N N 27.241 28.943 41.570 -2.020 0.465  -3.644 "O3'"  AD3 6  
AD3 "C2'"  C2*  C 0 1 N N R 25.774 29.045 39.591 -1.094 0.745  -1.396 "C2'"  AD3 7  
AD3 "O2'"  O2*  O 0 1 N N N 26.973 29.046 38.826 -2.469 0.456  -1.135 "O2'"  AD3 8  
AD3 "C1'"  C1*  C 0 1 N N R 24.872 27.816 39.288 -0.185 -0.382 -0.860 "C1'"  AD3 9  
AD3 N9     N9   N 0 1 Y N N 23.789 27.870 38.241 0.371  -0.012 0.443  N9     AD3 10 
AD3 C8     C8   C 0 1 Y N N 23.973 28.193 36.881 1.526  0.675  0.662  C8     AD3 11 
AD3 N7     N7   N 0 1 Y N N 22.871 28.186 36.150 1.718  0.828  1.940  N7     AD3 12 
AD3 C5     C5   C 0 1 Y N N 21.854 27.837 37.071 0.698  0.256  2.624  C5     AD3 13 
AD3 C6     C6   C 0 1 Y N N 20.392 27.652 36.952 0.386  0.108  3.984  C6     AD3 14 
AD3 N6     N6   N 0 1 N N N 19.730 27.807 35.810 1.231  0.636  4.952  N6     AD3 15 
AD3 N1     N1   N 0 1 Y N N 19.681 27.303 38.097 -0.714 -0.529 4.344  N1     AD3 16 
AD3 C2     C2   C 0 1 Y N N 20.324 27.140 39.283 -1.550 -1.049 3.460  C2     AD3 17 
AD3 C3     C3   C 0 1 Y N N 21.663 27.278 39.533 -1.319 -0.955 2.116  C3     AD3 18 
AD3 C4     C4   C 0 1 Y N N 22.394 27.636 38.362 -0.175 -0.295 1.671  C4     AD3 19 
AD3 "HO5'" *HO5 H 0 0 N N N 21.875 28.462 42.902 2.836  -0.718 -5.002 "HO5'" AD3 20 
AD3 "H5'1" 1H5* H 0 0 N N N 23.422 29.465 41.361 0.716  0.140  -5.152 "H5'1" AD3 21 
AD3 "H5'2" 2H5* H 0 0 N N N 24.042 29.501 42.958 1.708  0.957  -3.920 "H5'2" AD3 22 
AD3 "H4'"  H4*  H 0 1 N N N 25.549 27.294 42.381 -0.283 -1.304 -3.391 "H4'"  AD3 23 
AD3 "H3'"  H3*  H 0 1 N N N 25.550 30.097 41.496 -0.409 1.712  -3.230 "H3'"  AD3 24 
AD3 "HO3'" *HO3 H 0 0 N N N 27.791 29.632 41.216 -1.777 0.422  -4.579 "HO3'" AD3 25 
AD3 "H2'"  H2*  H 0 1 N N N 25.342 30.015 39.251 -0.815 1.701  -0.954 "H2'"  AD3 26 
AD3 "HO2'" *HO2 H 0 0 N N N 26.903 29.012 37.879 -2.986 1.162  -1.545 "HO2'" AD3 27 
AD3 "H1'"  H1*  H 0 1 N N N 25.550 27.073 38.807 -0.744 -1.315 -0.783 "H1'"  AD3 28 
AD3 H8     H8   H 0 1 N N N 24.938 28.440 36.408 2.186  1.038  -0.111 H8     AD3 29 
AD3 HN61   1HN6 H 0 0 N N N 18.721 27.679 35.727 1.013  0.537  5.892  HN61   AD3 30 
AD3 HN62   2HN6 H 0 0 N N N 20.170 27.200 35.118 2.041  1.100  4.688  HN62   AD3 31 
AD3 H2     H2   H 0 1 N N N 19.686 26.864 40.140 -2.436 -1.560 3.808  H2     AD3 32 
AD3 H3     H3   H 0 1 N N N 22.092 27.122 40.537 -2.012 -1.386 1.410  H3     AD3 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 
AD3 "O5'" "C5'"  SING N N 1  
AD3 "O5'" "HO5'" SING N N 2  
AD3 "C5'" "C4'"  SING N N 3  
AD3 "C5'" "H5'1" SING N N 4  
AD3 "C5'" "H5'2" SING N N 5  
AD3 "C4'" "O4'"  SING N N 6  
AD3 "C4'" "C3'"  SING N N 7  
AD3 "C4'" "H4'"  SING N N 8  
AD3 "O4'" "C1'"  SING N N 9  
AD3 "C3'" "O3'"  SING N N 10 
AD3 "C3'" "C2'"  SING N N 11 
AD3 "C3'" "H3'"  SING N N 12 
AD3 "O3'" "HO3'" SING N N 13 
AD3 "C2'" "O2'"  SING N N 14 
AD3 "C2'" "C1'"  SING N N 15 
AD3 "C2'" "H2'"  SING N N 16 
AD3 "O2'" "HO2'" SING N N 17 
AD3 "C1'" N9     SING N N 18 
AD3 "C1'" "H1'"  SING N N 19 
AD3 N9    C8     SING Y N 20 
AD3 N9    C4     SING Y N 21 
AD3 C8    N7     DOUB Y N 22 
AD3 C8    H8     SING N N 23 
AD3 N7    C5     SING Y N 24 
AD3 C5    C6     SING Y N 25 
AD3 C5    C4     DOUB Y N 26 
AD3 C6    N6     SING N N 27 
AD3 C6    N1     DOUB Y N 28 
AD3 N6    HN61   SING N N 29 
AD3 N6    HN62   SING N N 30 
AD3 N1    C2     SING Y N 31 
AD3 C2    C3     DOUB Y N 32 
AD3 C2    H2     SING N N 33 
AD3 C3    C4     SING Y N 34 
AD3 C3    H3     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 
AD3 SMILES           ACDLabs              10.04 n1c3c(n(c1)C2OC(C(O)C2O)CO)ccnc3N                                                                                                             
AD3 InChI            InChI                1.02b InChI=1/C11H14N4O4/c12-10-7-5(1-2-13-10)15(4-14-7)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1/f/h12H2 
AD3 InChIKey         InChI                1.02b DBZQFUNLCALWDY-HWTYWQMVDN                                                                                                                     
AD3 SMILES_CANONICAL CACTVS               3.341 Nc1nccc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O                                                                                             
AD3 SMILES           CACTVS               3.341 Nc1nccc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                   
AD3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cnc(c2c1n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N                                                                                         
AD3 SMILES           "OpenEye OEToolkits" 1.5.0 c1cnc(c2c1n(cn2)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 
AD3 "SYSTEMATIC NAME" ACDLabs              10.04 1-beta-D-ribofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine                               
AD3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
