data_ADN
# 
_chem_comp.id                                    ADN 
_chem_comp.name                                  ADENOSINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 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                        267.241 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ADN 
_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        1BX4 
_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 
ADN "O5'"  O5*  O 0 1 N N N 41.304 18.534 40.336 -2.224 0.992  -4.318 "O5'"  ADN 1  
ADN "C5'"  C5*  C 0 1 N N N 40.267 18.968 39.461 -1.228 -0.026 -4.200 "C5'"  ADN 2  
ADN "C4'"  C4*  C 0 1 N N R 40.492 18.124 38.214 -0.217 0.372  -3.123 "C4'"  ADN 3  
ADN "O4'"  O4*  O 0 1 N N N 40.463 16.696 38.532 -0.871 0.501  -1.842 "O4'"  ADN 4  
ADN "C3'"  C3*  C 0 1 N N S 39.323 18.273 37.235 0.826  -0.748 -2.921 "C3'"  ADN 5  
ADN "O3'"  O3*  O 0 1 N N N 39.772 19.164 36.205 2.023  -0.455 -3.645 "O3'"  ADN 6  
ADN "C2'"  C2*  C 0 1 N N R 39.068 16.862 36.663 1.097  -0.740 -1.398 "C2'"  ADN 7  
ADN "O2'"  O2*  O 0 1 N Y N 38.967 16.826 35.235 2.470  -0.444 -1.136 "O2'"  ADN 8  
ADN "C1'"  C1*  C 0 1 N N R 40.233 16.066 37.280 0.182  0.382  -0.862 "C1'"  ADN 9  
ADN N9     N9   N 0 1 Y N N 40.065 14.598 37.304 -0.372 0.009  0.440  N9     ADN 10 
ADN C8     C8   C 0 1 Y N N 39.114 13.871 38.035 -1.525 -0.685 0.657  C8     ADN 11 
ADN N7     N7   N 0 1 Y N N 39.167 12.571 37.855 -1.717 -0.841 1.935  N7     ADN 12 
ADN C5     C5   C 0 1 Y N N 40.222 12.408 36.942 -0.699 -0.262 2.617  C5     ADN 13 
ADN C6     C6   C 0 1 Y N N 40.806 11.250 36.309 -0.383 -0.109 3.978  C6     ADN 14 
ADN N6     N6   N 0 1 N N N 40.384 10.000 36.521 -1.206 -0.632 4.959  N6     ADN 15 
ADN N1     N1   N 0 1 Y N N 41.834 11.467 35.456 0.728  0.543  4.300  N1     ADN 16 
ADN C2     C2   C 0 1 Y N N 42.267 12.717 35.240 1.520  1.045  3.370  C2     ADN 17 
ADN N3     N3   N 0 1 Y N N 41.808 13.867 35.762 1.261  0.932  2.084  N3     ADN 18 
ADN C4     C4   C 0 1 Y N N 40.782 13.641 36.606 0.172  0.295  1.667  C4     ADN 19 
ADN "HO5'" *HO5 H 0 0 N N N 41.163 19.060 41.114 -2.839 0.702  -5.006 "HO5'" ADN 20 
ADN "H5'1" 1H5* H 0 0 N N N 39.239 18.900 39.888 -0.714 -0.145 -5.154 "H5'1" ADN 21 
ADN "H5'2" 2H5* H 0 0 N N N 40.242 20.067 39.279 -1.702 -0.967 -3.923 "H5'2" ADN 22 
ADN "H4'"  H4*  H 0 1 N N N 41.468 18.464 37.797 0.276  1.305  -3.393 "H4'"  ADN 23 
ADN "H3'"  H3*  H 0 1 N N N 38.389 18.672 37.695 0.419  -1.710 -3.233 "H3'"  ADN 24 
ADN "HO3'" *HO3 H 0 0 N N N 39.047 19.256 35.597 1.780  -0.413 -4.580 "HO3'" ADN 25 
ADN "H2'"  H2*  H 0 1 N N N 38.075 16.428 36.926 0.823  -1.698 -0.956 "H2'"  ADN 26 
ADN "HO2'" *HO2 H 0 0 N N N 38.810 15.957 34.883 2.992  -1.147 -1.546 "HO2'" ADN 27 
ADN "H1'"  H1*  H 0 1 N N N 41.145 16.108 36.639 0.735  1.318  -0.784 "H1'"  ADN 28 
ADN H8     H8   H 0 1 N N N 38.361 14.300 38.717 -2.182 -1.052 -0.116 H8     ADN 29 
ADN HN61   1HN6 H 0 0 N N N 40.796 9.181  36.073 -0.975 -0.523 5.895  HN61   ADN 30 
ADN HN62   2HN6 H 0 0 N N N 39.384 9.981  36.320 -2.017 -1.104 4.712  HN62   ADN 31 
ADN H2     H2   H 0 1 N N N 43.113 12.811 34.539 2.413  1.569  3.676  H2     ADN 32 
# 
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 
ADN "O5'" "C5'"  SING N N 1  
ADN "O5'" "HO5'" SING N N 2  
ADN "C5'" "C4'"  SING N N 3  
ADN "C5'" "H5'1" SING N N 4  
ADN "C5'" "H5'2" SING N N 5  
ADN "C4'" "O4'"  SING N N 6  
ADN "C4'" "C3'"  SING N N 7  
ADN "C4'" "H4'"  SING N N 8  
ADN "O4'" "C1'"  SING N N 9  
ADN "C3'" "O3'"  SING N N 10 
ADN "C3'" "C2'"  SING N N 11 
ADN "C3'" "H3'"  SING N N 12 
ADN "O3'" "HO3'" SING N N 13 
ADN "C2'" "O2'"  SING N N 14 
ADN "C2'" "C1'"  SING N N 15 
ADN "C2'" "H2'"  SING N N 16 
ADN "O2'" "HO2'" SING N N 17 
ADN "C1'" N9     SING N N 18 
ADN "C1'" "H1'"  SING N N 19 
ADN N9    C8     SING Y N 20 
ADN N9    C4     SING Y N 21 
ADN C8    N7     DOUB Y N 22 
ADN C8    H8     SING N N 23 
ADN N7    C5     SING Y N 24 
ADN C5    C6     SING Y N 25 
ADN C5    C4     DOUB Y N 26 
ADN C6    N6     SING N N 27 
ADN C6    N1     DOUB Y N 28 
ADN N6    HN61   SING N N 29 
ADN N6    HN62   SING N N 30 
ADN N1    C2     SING Y N 31 
ADN C2    N3     DOUB Y N 32 
ADN C2    H2     SING N N 33 
ADN N3    C4     SING Y N 34 
# 
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 
ADN SMILES           ACDLabs              10.04 n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)N                                                                                                           
ADN InChI            InChI                1.02b InChI=1/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1/f/h11H2 
ADN InChIKey         InChI                1.02b OIRDTQYFTABQOQ-ONGDMJDYDQ                                                                                                                   
ADN SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O                                                                                           
ADN SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                 
ADN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N                                                                                     
ADN SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(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 
ADN "SYSTEMATIC NAME" ACDLabs              10.04 adenosine                                                             
ADN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
