data_2BA
# 
_chem_comp.id                                    2BA 
_chem_comp.name                                  
;(2R,3R,3aS,5R,7aR,9R,10R,10aS,12R,14aR)-2,9-bis(6-amino-9H-purin-9-yl)octahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecine-3,5,10,12-tetrol 5,12-dioxide
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N10 O12 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "bis-(3',5')-cyclic-dimeric-Adenosine-monophosphate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-29 
_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                        658.412 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2BA 
_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        3C1Y 
_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 
2BA P      P    P 0 1 N N R 67.613 14.395 -38.053 0.737   2.301  0.576  P      2BA 1  
2BA O1P    O1P  O 0 1 N N N 69.033 14.775 -37.740 0.935   2.627  -0.854 O1P    2BA 2  
2BA O2P    O2P  O 0 1 N N N 67.228 13.142 -37.288 0.464   3.656  1.403  O2P    2BA 3  
2BA "O5'"  O5*  O 0 1 N N N 66.604 15.574 -37.607 -0.526  1.315  0.732  "O5'"  2BA 4  
2BA "C5'"  C5*  C 0 1 N N N 65.225 15.369 -37.807 -1.877  1.736  0.522  "C5'"  2BA 5  
2BA "C4'"  C4*  C 0 1 N N R 64.318 16.584 -37.798 -2.831  0.719  1.149  "C4'"  2BA 6  
2BA "O4'"  O4*  O 0 1 N N N 64.680 17.458 -36.743 -4.173  1.207  1.079  "O4'"  2BA 7  
2BA "C3'"  C3*  C 0 1 N N S 64.388 17.405 -39.041 -2.776  -0.602 0.366  "C3'"  2BA 8  
2BA "O3'"  O3*  O 0 1 N N N 63.959 16.629 -40.177 -2.059  -1.589 1.112  "O3'"  2BA 9  
2BA "C2'"  C2*  C 0 1 N N R 63.714 18.662 -38.504 -4.247  -1.025 0.197  "C2'"  2BA 10 
2BA "O2'"  O2*  O 0 1 N N N 62.276 18.574 -38.502 -4.497  -2.245 0.897  "O2'"  2BA 11 
2BA "C1'"  C1*  C 0 1 N N R 64.303 18.801 -37.089 -5.063  0.121  0.813  "C1'"  2BA 12 
2BA N9     N9   N 0 1 Y N N 65.756 19.727 -37.179 -6.101  0.551  -0.128 N9     2BA 13 
2BA C8     C8   C 0 1 Y N N 67.133 19.526 -37.063 -6.009  1.582  -1.015 C8     2BA 14 
2BA N7     N7   N 0 1 Y N N 67.779 20.645 -37.216 -7.115  1.684  -1.694 N7     2BA 15 
2BA C5     C5   C 0 1 Y N N 66.891 21.650 -37.425 -7.984  0.728  -1.287 C5     2BA 16 
2BA C6     C6   C 0 1 Y N N 66.979 23.064 -37.651 -9.291  0.362  -1.649 C6     2BA 17 
2BA N6     N6   N 0 1 N N N 68.212 23.671 -37.681 -9.972  1.052  -2.637 N6     2BA 18 
2BA N1     N1   N 0 1 Y N N 65.827 23.793 -37.828 -9.859  -0.662 -1.021 N1     2BA 19 
2BA C2     C2   C 0 1 Y N N 64.594 23.218 -37.801 -9.218  -1.327 -0.078 C2     2BA 20 
2BA N3     N3   N 0 1 Y N N 64.489 21.887 -37.592 -7.993  -1.020 0.294  N3     2BA 21 
2BA C4     C4   C 0 1 Y N N 65.576 21.078 -37.408 -7.342  -0.014 -0.281 C4     2BA 22 
2BA P1     1P   P 0 1 N N R 64.450 16.884 -41.720 -0.718  -2.295 0.569  P1     2BA 23 
2BA O1P1   1O1P O 0 0 N N N 64.545 18.381 -41.839 -0.830  -2.512 -0.891 O1P1   2BA 24 
2BA O2P1   1O2P O 0 0 N N N 63.434 16.316 -42.694 -0.521  -3.712 1.308  O2P1   2BA 25 
2BA "O5'1" 1O5* O 0 0 N N N 65.844 16.189 -42.028 0.549   -1.350 0.875  "O5'1" 2BA 26 
2BA "C5'1" 1C5* C 0 0 N N N 65.930 14.797 -41.967 1.898   -1.750 0.627  "C5'1" 2BA 27 
2BA "C4'1" 1C4* C 0 0 N N R 67.264 14.145 -41.801 2.853   -0.717 1.225  "C4'1" 2BA 28 
2BA "O4'1" 1O4* O 0 0 N N N 68.150 14.646 -42.813 4.198   -1.198 1.150  "O4'1" 2BA 29 
2BA "C3'1" 1C3* C 0 0 N N S 67.891 14.431 -40.439 2.783   0.591  0.421  "C3'1" 2BA 30 
2BA "O3'1" 1O3* O 0 0 N N N 67.432 13.718 -39.334 2.056   1.580  1.150  "O3'1" 2BA 31 
2BA "C2'1" 1C2* C 0 0 N N R 69.352 14.310 -40.845 4.250   1.026  0.245  "C2'1" 2BA 32 
2BA "O2'1" 1O2* O 0 0 N N N 69.805 12.971 -40.718 4.493   2.248  0.945  "O2'1" 2BA 33 
2BA "C1'1" 1C1* C 0 0 N N R 69.445 14.768 -42.289 5.080   -0.113 0.854  "C1'1" 2BA 34 
2BA N91    1N9  N 0 1 Y N N 70.085 16.099 -42.272 6.099   -0.550 -0.104 N91    2BA 35 
2BA C81    1C8  C 0 1 Y N N 69.380 17.309 -42.405 5.990   -1.589 -0.979 C81    2BA 36 
2BA N71    1N7  N 0 1 Y N N 70.191 18.334 -42.343 7.081   -1.696 -1.680 N71    2BA 37 
2BA C51    1C5  C 0 1 Y N N 71.456 17.876 -42.170 7.957   -0.734 -1.301 C51    2BA 38 
2BA C61    1C6  C 0 1 Y N N 72.757 18.472 -42.025 9.255   -0.369 -1.694 C61    2BA 39 
2BA N61    1N6  N 0 1 N N N 72.902 19.846 -42.042 9.916   -1.068 -2.690 N61    2BA 40 
2BA N11    1N1  N 0 1 Y N N 73.850 17.654 -41.864 9.834   0.662  -1.088 N11    2BA 41 
2BA C21    1C2  C 0 1 Y N N 73.752 16.291 -41.835 9.211   1.335  -0.138 C21    2BA 42 
2BA N31    1N3  N 0 1 Y N N 72.540 15.705 -41.964 7.995   1.029  0.263  N31    2BA 43 
2BA C41    1C4  C 0 1 Y N N 71.396 16.436 -42.127 7.334   0.017  -0.289 C41    2BA 44 
2BA "H5'"  H5*  H 0 1 N N N 65.115 14.898 -38.795 -2.030  2.711  0.986  "H5'"  2BA 45 
2BA "H5'A" H5*A H 0 0 N N N 64.902 14.771 -36.942 -2.074  1.808  -0.548 "H5'A" 2BA 46 
2BA "H4'"  H4*  H 0 1 N N N 63.304 16.172 -37.691 -2.556  0.545  2.190  "H4'"  2BA 47 
2BA "H3'"  H3*  H 0 1 N N N 65.328 17.721 -39.516 -2.311  -0.447 -0.608 "H3'"  2BA 48 
2BA "H2'"  H2*  H 0 1 N N N 63.906 19.543 -39.134 -4.489  -1.138 -0.860 "H2'"  2BA 49 
2BA "HO2'" HO2* H 0 0 N N N 61.961 18.555 -37.606 -5.409  -2.560 0.825  "HO2'" 2BA 50 
2BA "H1'"  H1*  H 0 1 N N N 63.605 19.273 -36.382 -5.525  -0.213 1.742  "H1'"  2BA 51 
2BA H8     H8   H 0 1 N N N 67.599 18.571 -36.872 -5.146  2.220  -1.136 H8     2BA 52 
2BA HN6    HN6  H 0 1 N N N 68.488 23.818 -38.631 -9.546  1.798  -3.089 HN6    2BA 53 
2BA HN6A   HN6A H 0 0 N N N 68.162 24.551 -37.208 -10.874 0.790  -2.878 HN6A   2BA 54 
2BA H2     H2   H 0 1 N N N 63.708 23.819 -37.945 -9.717  -2.152 0.408  H2     2BA 55 
2BA "HC5'" HC5* H 0 0 N N N 65.328 14.490 -41.099 2.080   -2.721 1.086  "HC5'" 2BA 56 
2BA HC5A   HC5A H 0 0 N N N 65.599 14.469 -42.964 2.065   -1.819 -0.448 HC5A   2BA 57 
2BA "HC4'" HC4* H 0 0 N N N 67.113 13.059 -41.886 2.589   -0.526 2.266  "HC4'" 2BA 58 
2BA "HC3'" HC3* H 0 0 N N N 67.618 15.396 -39.986 2.321   0.414  -0.551 "HC3'" 2BA 59 
2BA "HC2'" HC2* H 0 0 N N N 69.988 14.926 -40.193 4.485   1.143  -0.813 "HC2'" 2BA 60 
2BA HO2A   HO2A H 0 0 N N N 69.906 12.587 -41.581 5.402   2.570  0.869  HO2A   2BA 61 
2BA "HC1'" HC1* H 0 0 N N N 70.080 14.178 -42.967 5.561   0.231  1.770  "HC1'" 2BA 62 
2BA HC8    HC8  H 0 1 N N N 68.311 17.382 -42.540 5.126   -2.230 -1.075 HC8    2BA 63 
2BA H1N6   H1N6 H 0 0 N N N 72.937 20.190 -41.104 9.483   -1.819 -3.125 H1N6   2BA 64 
2BA H1NA   H1NA H 0 0 N N N 73.749 20.086 -42.516 10.813  -0.806 -2.952 H1NA   2BA 65 
2BA HC2    HC2  H 0 1 N N N 74.637 15.685 -41.710 9.719   2.166  0.329  HC2    2BA 66 
2BA H2P    H2P  H 0 1 N N N 67.148 12.414 -37.892 -0.318  4.144  1.110  H2P    2BA 67 
2BA H2OP   H2OP H 0 0 N N N 62.602 16.197 -42.251 0.269   -4.194 1.029  H2OP   2BA 68 
# 
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 
2BA P      O1P    DOUB N N 1  
2BA P      O2P    SING N N 2  
2BA P      "O5'"  SING N N 3  
2BA P      "O3'1" SING N N 4  
2BA "O5'"  "C5'"  SING N N 5  
2BA "C5'"  "C4'"  SING N N 6  
2BA "C4'"  "O4'"  SING N N 7  
2BA "C4'"  "C3'"  SING N N 8  
2BA "O4'"  "C1'"  SING N N 9  
2BA "C3'"  "O3'"  SING N N 10 
2BA "C3'"  "C2'"  SING N N 11 
2BA "O3'"  P1     SING N N 12 
2BA "C2'"  "O2'"  SING N N 13 
2BA "C2'"  "C1'"  SING N N 14 
2BA "C1'"  N9     SING N N 15 
2BA N9     C8     SING N N 16 
2BA N9     C4     SING N N 17 
2BA C8     N7     DOUB N N 18 
2BA N7     C5     SING N N 19 
2BA C5     C6     DOUB N N 20 
2BA C5     C4     SING N N 21 
2BA C6     N6     SING N N 22 
2BA C6     N1     SING N N 23 
2BA N1     C2     DOUB Y N 24 
2BA C2     N3     SING Y N 25 
2BA N3     C4     DOUB Y N 26 
2BA P1     O1P1   DOUB N N 27 
2BA P1     O2P1   SING Y N 28 
2BA P1     "O5'1" SING Y N 29 
2BA "O5'1" "C5'1" SING Y N 30 
2BA "C5'1" "C4'1" SING N N 31 
2BA "C4'1" "O4'1" SING Y N 32 
2BA "C4'1" "C3'1" SING N N 33 
2BA "O4'1" "C1'1" SING N N 34 
2BA "C3'1" "O3'1" SING Y N 35 
2BA "C3'1" "C2'1" SING Y N 36 
2BA "C2'1" "O2'1" SING N N 37 
2BA "C2'1" "C1'1" SING Y N 38 
2BA "C1'1" N91    SING N N 39 
2BA N91    C81    SING N N 40 
2BA N91    C41    SING N N 41 
2BA C81    N71    DOUB N N 42 
2BA N71    C51    SING N N 43 
2BA C51    C61    DOUB N N 44 
2BA C51    C41    SING N N 45 
2BA C61    N61    SING N N 46 
2BA C61    N11    SING N N 47 
2BA N11    C21    DOUB N N 48 
2BA C21    N31    SING N N 49 
2BA N31    C41    DOUB N N 50 
2BA "C5'"  "H5'"  SING N N 51 
2BA "C5'"  "H5'A" SING N N 52 
2BA "C4'"  "H4'"  SING N N 53 
2BA "C3'"  "H3'"  SING N N 54 
2BA "C2'"  "H2'"  SING N N 55 
2BA "O2'"  "HO2'" SING N N 56 
2BA "C1'"  "H1'"  SING N N 57 
2BA C8     H8     SING N N 58 
2BA N6     HN6    SING N N 59 
2BA N6     HN6A   SING Y N 60 
2BA C2     H2     SING Y N 61 
2BA "C5'1" "HC5'" SING Y N 62 
2BA "C5'1" HC5A   SING N N 63 
2BA "C4'1" "HC4'" SING Y N 64 
2BA "C3'1" "HC3'" SING Y N 65 
2BA "C2'1" "HC2'" SING Y N 66 
2BA "O2'1" HO2A   SING N N 67 
2BA "C1'1" "HC1'" SING Y N 68 
2BA C81    HC8    SING N N 69 
2BA N61    H1N6   SING N N 70 
2BA N61    H1NA   SING Y N 71 
2BA C21    HC2    SING Y N 72 
2BA O2P    H2P    SING N N 73 
2BA O2P1   H2OP   SING Y N 74 
# 
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 
2BA SMILES           ACDLabs              10.04 O=P5(OCC7OC(n1c2ncnc(N)c2nc1)C(O)C7OP(=O)(O)OCC6OC(n3c4ncnc(N)c4nc3)C(O)C6O5)O 
2BA InChI            InChI                1.02b 
;InChI=1/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(31)13-7(39-19)1-37-43(33,34)42-14-8(2-38-44(35,36)41-13)40-20(12(14)32)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,34)(H,35,36)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1/f/h33,35H,21-22H2
;
2BA InChIKey         InChI                1.02b PDXMFTWFFKBFIN-DFNSYEEVDC 
2BA SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@](O)(=O)O[C@H]5[C@@H](O)[C@@H](O[C@@H]5CO[P@](O)(=O)O[C@H]4[C@H]3O)n6cnc7c(N)ncnc67 
2BA SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH]4CO[P](O)(=O)O[CH]5[CH](O)[CH](O[CH]5CO[P](O)(=O)O[CH]4[CH]3O)n6cnc7c(N)ncnc67 
2BA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]4[C@H](O3)CO[P@](=O)(O[C@@H]5[C@@H](CO[P@](=O)(O4)O)O[C@H]([C@@H]5O)n6cnc7c6ncnc7N)O)O)N 
2BA SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C4C(O3)COP(=O)(OC5C(COP(=O)(O4)O)OC(C5O)n6cnc7c6ncnc7N)O)O)N 
# 
_pdbx_chem_comp_identifier.comp_id           2BA 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;(2R,3R,3aS,5R,7aR,9R,10R,10aS,12R,14aR)-2,9-bis(6-amino-9H-purin-9-yl)octahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecine-3,5,10,12-tetrol 5,12-dioxide
;
# 
