data_DTA
# 
_chem_comp.id                                    DTA 
_chem_comp.name                                  "(2S,3S,4R,5R,2'S,3'S,4'R,5'R)-2,2'-[DITHIOBIS(METHYLENE)]BIS[5-(6-AMINO-9H-PURIN-9-YL)TETRAHYDROFURAN-3,4-DIOL]" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N10 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DI-(5'-THIOADENOSINE)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        564.598 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DTA 
_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 
DTA N62    N62  N 0 1 N N N 18.559 3.094  6.706  6.466  -2.817 -7.557 N62    DTA 1  
DTA C62    C62  C 0 1 Y N N 18.724 4.250  7.366  6.991  -3.411 -6.396 C62    DTA 2  
DTA N12    N12  N 0 1 Y N N 19.929 4.553  7.872  7.442  -4.688 -6.428 N12    DTA 3  
DTA C22    C22  C 0 1 Y N N 20.159 5.671  8.541  7.936  -5.206 -5.277 C22    DTA 4  
DTA N32    N32  N 0 1 Y N N 19.198 6.559  8.738  8.050  -4.621 -4.065 N32    DTA 5  
DTA C42    C42  C 0 1 Y N N 17.958 6.319  8.260  7.587  -3.362 -4.106 C42    DTA 6  
DTA C52    C52  C 0 1 Y N N 17.679 5.159  7.557  7.056  -2.700 -5.202 C52    DTA 7  
DTA N72    N72  N 0 1 Y N N 16.388 5.202  7.217  6.687  -1.422 -4.864 N72    DTA 8  
DTA C82    C82  C 0 1 Y N N 15.874 6.350  7.683  6.989  -1.309 -3.588 C82    DTA 9  
DTA N92    N92  N 0 1 Y N N 16.839 7.031  8.319  7.537  -2.459 -3.082 N92    DTA 10 
DTA "C1'"  C1*  C 0 1 N N R 16.751 8.349  9.005  7.981  -2.669 -1.702 "C1'"  DTA 11 
DTA "O4'"  O4*  O 0 1 N N N 15.552 8.444  9.809  7.125  -1.932 -0.804 "O4'"  DTA 12 
DTA "C2'"  C2*  C 0 1 N N R 16.651 9.464  7.955  9.420  -2.217 -1.446 "C2'"  DTA 13 
DTA "O2'"  O2*  O 0 1 N N N 17.833 10.271 8.007  10.075 -3.179 -0.621 "O2'"  DTA 14 
DTA "C3'"  C3*  C 0 1 N N S 15.419 10.264 8.407  9.234  -0.902 -0.713 "C3'"  DTA 15 
DTA "O3'"  O3*  O 0 1 N N N 15.647 11.668 8.327  10.316 -0.570 0.131  "O3'"  DTA 16 
DTA "C4'"  C4*  C 0 1 N N R 15.243 9.836  9.863  7.954  -1.145 0.067  "C4'"  DTA 17 
DTA "C5'"  C5*  C 0 1 N N N 13.778 10.034 10.267 7.228  0.131  0.454  "C5'"  DTA 18 
DTA "S5'"  S5*  S 0 1 N N N 13.307 9.307  11.885 5.724  -0.255 1.387  "S5'"  DTA 19 
DTA S5R    S5R  S 0 1 N N N 14.920 9.549  13.121 4.974  1.622  1.762  S5R    DTA 20 
DTA C5R    C5R  C 0 1 N N N 15.454 7.838  13.540 3.918  1.891  0.317  C5R    DTA 21 
DTA C4R    C4R  C 0 1 N N R 16.975 7.671  13.825 3.250  3.252  0.392  C4R    DTA 22 
DTA O4R    O4R  O 0 1 N N N 17.744 8.572  12.974 4.247  4.287  0.364  O4R    DTA 23 
DTA C3R    C3R  C 0 1 N N S 17.348 8.026  15.275 2.338  3.545  -0.788 C3R    DTA 24 
DTA O3R    O3R  O 0 1 N N N 18.281 7.058  15.788 1.071  2.941  -0.643 O3R    DTA 25 
DTA C2R    C2R  C 0 1 N N R 18.006 9.400  15.154 2.289  5.061  -0.788 C2R    DTA 26 
DTA O2R    O2R  O 0 1 N N N 18.974 9.618  16.194 1.306  5.546  0.125  O2R    DTA 27 
DTA C1R    C1R  C 0 1 N N R 18.706 9.261  13.815 3.680  5.447  -0.282 C1R    DTA 28 
DTA N91    N91  N 0 1 Y N N 19.023 10.576 13.193 4.582  5.906  -1.339 N91    DTA 29 
DTA C81    C81  C 0 1 Y N N 18.155 11.526 12.828 4.785  7.207  -1.720 C81    DTA 30 
DTA N71    N71  N 0 1 Y N N 18.819 12.557 12.305 5.657  7.309  -2.701 N71    DTA 31 
DTA C51    C51  C 0 1 Y N N 20.116 12.254 12.324 6.036  6.017  -2.970 C51    DTA 32 
DTA C41    C41  C 0 1 Y N N 20.245 10.991 12.888 5.379  5.129  -2.134 C41    DTA 33 
DTA N31    N31  N 0 1 Y N N 21.465 10.438 13.038 5.501  3.794  -2.111 N31    DTA 34 
DTA C21    C21  C 0 1 Y N N 22.548 11.094 12.640 6.386  3.385  -3.046 C21    DTA 35 
DTA N11    N11  N 0 1 Y N N 22.462 12.304 12.096 7.097  4.130  -3.926 N11    DTA 36 
DTA C61    C61  C 0 1 Y N N 21.276 12.914 11.914 6.923  5.473  -3.893 C61    DTA 37 
DTA N61    N61  N 0 1 N N N 21.218 14.127 11.362 7.633  6.300  -4.781 N61    DTA 38 
DTA H621   1H62 H 0 0 N N N 18.518 3.274  5.723  6.107  -1.882 -7.513 H621   DTA 39 
DTA H622   2H62 H 0 0 N N N 19.328 2.486  6.902  6.371  -3.365 -8.390 H622   DTA 40 
DTA H22    H22  H 0 1 N N N 21.147 5.862  8.933  8.287  -6.230 -5.339 H22    DTA 41 
DTA H82    H82  H 0 1 N N N 14.850 6.673  7.565  6.835  -0.428 -2.980 H82    DTA 42 
DTA "H1'"  H1*  H 0 1 N N N 17.646 8.449  9.637  7.837  -3.738 -1.515 "H1'"  DTA 43 
DTA "H2'"  H2*  H 0 1 N N N 16.560 9.100  6.921  10.022 -2.112 -2.353 "H2'"  DTA 44 
DTA "HO2'" HO2* H 0 0 N N N 18.134 10.450 7.124  9.987  -4.044 -1.060 "HO2'" DTA 45 
DTA "H3'"  H3*  H 0 1 N N N 14.537 10.071 7.779  9.087  -0.094 -1.440 "H3'"  DTA 46 
DTA "HO3'" HO3* H 0 0 N N N 15.698 12.031 9.203  9.942  -0.066 0.869  "HO3'" DTA 47 
DTA "H4'"  H4*  H 0 1 N N N 15.860 10.396 10.582 8.147  -1.728 0.976  "H4'"  DTA 48 
DTA "H5'1" 1H5* H 0 0 N N N 13.592 11.117 10.322 6.956  0.692  -0.443 "H5'1" DTA 49 
DTA "H5'2" 2H5* H 0 0 N N N 13.176 9.513  9.508  7.877  0.758  1.069  "H5'2" DTA 50 
DTA H5R1   1H5R H 0 0 N N N 14.910 7.532  14.446 4.532  1.820  -0.586 H5R1   DTA 51 
DTA H5R2   2H5R H 0 0 N N N 15.236 7.221  12.656 3.164  1.100  0.279  H5R2   DTA 52 
DTA H4R    H4R  H 0 1 N N N 17.205 6.613  13.630 2.706  3.324  1.342  H4R    DTA 53 
DTA H3R    H3R  H 0 1 N N N 16.487 8.030  15.960 2.798  3.193  -1.719 H3R    DTA 54 
DTA HO3R   HO3R H 0 0 N N N 18.487 6.425  15.110 0.792  2.675  -1.532 HO3R   DTA 55 
DTA H2R    H2R  H 0 1 N N N 17.301 10.240 15.234 2.042  5.474  -1.771 H2R    DTA 56 
DTA HO2R   HO2R H 0 0 N N N 19.843 9.666  15.813 0.488  5.044  -0.038 HO2R   DTA 57 
DTA H1R    H1R  H 0 1 N N N 19.664 8.735  13.936 3.651  6.265  0.445  H1R    DTA 58 
DTA H81    H81  H 0 1 N N N 17.082 11.467 12.940 4.272  8.033  -1.246 H81    DTA 59 
DTA H21    H21  H 0 1 N N N 23.518 10.636 12.760 6.549  2.314  -3.101 H21    DTA 60 
DTA H611   1H61 H 0 0 N N N 21.203 14.821 12.082 8.199  7.043  -4.417 H611   DTA 61 
DTA H612   2H61 H 0 0 N N N 22.019 14.267 10.780 7.491  6.199  -5.768 H612   DTA 62 
# 
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 
DTA N62   C62    SING N N 1  
DTA N62   H621   SING N N 2  
DTA N62   H622   SING N N 3  
DTA C62   C52    DOUB Y N 4  
DTA C62   N12    SING Y N 5  
DTA N12   C22    DOUB Y N 6  
DTA C22   N32    SING Y N 7  
DTA C22   H22    SING N N 8  
DTA N32   C42    DOUB Y N 9  
DTA C42   C52    SING Y N 10 
DTA C42   N92    SING Y N 11 
DTA C52   N72    SING Y N 12 
DTA N72   C82    DOUB Y N 13 
DTA C82   N92    SING Y N 14 
DTA C82   H82    SING N N 15 
DTA N92   "C1'"  SING N N 16 
DTA "C1'" "C2'"  SING N N 17 
DTA "C1'" "O4'"  SING N N 18 
DTA "C1'" "H1'"  SING N N 19 
DTA "O4'" "C4'"  SING N N 20 
DTA "C2'" "O2'"  SING N N 21 
DTA "C2'" "C3'"  SING N N 22 
DTA "C2'" "H2'"  SING N N 23 
DTA "O2'" "HO2'" SING N N 24 
DTA "C3'" "O3'"  SING N N 25 
DTA "C3'" "C4'"  SING N N 26 
DTA "C3'" "H3'"  SING N N 27 
DTA "O3'" "HO3'" SING N N 28 
DTA "C4'" "C5'"  SING N N 29 
DTA "C4'" "H4'"  SING N N 30 
DTA "C5'" "S5'"  SING N N 31 
DTA "C5'" "H5'1" SING N N 32 
DTA "C5'" "H5'2" SING N N 33 
DTA "S5'" S5R    SING N N 34 
DTA S5R   C5R    SING N N 35 
DTA C5R   C4R    SING N N 36 
DTA C5R   H5R1   SING N N 37 
DTA C5R   H5R2   SING N N 38 
DTA C4R   O4R    SING N N 39 
DTA C4R   C3R    SING N N 40 
DTA C4R   H4R    SING N N 41 
DTA O4R   C1R    SING N N 42 
DTA C3R   C2R    SING N N 43 
DTA C3R   O3R    SING N N 44 
DTA C3R   H3R    SING N N 45 
DTA O3R   HO3R   SING N N 46 
DTA C2R   C1R    SING N N 47 
DTA C2R   O2R    SING N N 48 
DTA C2R   H2R    SING N N 49 
DTA O2R   HO2R   SING N N 50 
DTA C1R   N91    SING N N 51 
DTA C1R   H1R    SING N N 52 
DTA N91   C81    SING Y N 53 
DTA N91   C41    SING Y N 54 
DTA C81   N71    DOUB Y N 55 
DTA C81   H81    SING N N 56 
DTA N71   C51    SING Y N 57 
DTA C51   C61    SING Y N 58 
DTA C51   C41    DOUB Y N 59 
DTA C41   N31    SING Y N 60 
DTA N31   C21    DOUB Y N 61 
DTA C21   N11    SING Y N 62 
DTA C21   H21    SING N N 63 
DTA N11   C61    DOUB Y N 64 
DTA C61   N61    SING N N 65 
DTA N61   H611   SING N N 66 
DTA N61   H612   SING N N 67 
# 
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 
DTA SMILES           ACDLabs              10.04 n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CSSCC6OC(n4c5ncnc(N)c5nc4)C(O)C6O)N 
DTA InChI            InChI                1.02b 
InChI=1/C20H24N10O6S2/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(35-19)1-37-38-2-8-12(32)14(34)20(36-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1/f/h21-22H2 
DTA InChIKey         InChI                1.02b HYGRWPFOTXXMNB-KUZVBFEHDE 
DTA SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSSC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O 
DTA SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CSSC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O 
DTA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSSC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)N 
DTA SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSSCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)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 
DTA "SYSTEMATIC NAME" ACDLabs              10.04 
;(2S,3S,4R,5R,2'S,3'S,4'R,5'R)-2,2'-(disulfanediyldimethanediyl)bis[5-(6-amino-9H-purin-9-yl)tetrahydrofuran-3,4-diol] (non-preferred name)
;
DTA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyldisulfanylmethyl]oxolane-3,4-diol 
# 
