data_IB2
# 
_chem_comp.id                                    IB2 
_chem_comp.name                                  "P1-P2-METHYLENE-P3-THIO-DIADENOSINE TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H29 N10 O14 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ADO-P-CH2-P-PS-ADO 
_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                        770.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IB2 
_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        2FHI 
_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 
IB2 PA     PA     P 0 1 N N S 9.263  12.986 23.227 -0.622 1.325  2.707   PA     IB2 1  
IB2 O1A    O1A    O 0 1 N N N 10.376 13.188 22.200 -1.719 2.235  2.309   O1A    IB2 2  
IB2 O2A    O2A    O 0 1 N N N 8.027  12.209 22.726 0.688  2.189  3.062   O2A    IB2 3  
IB2 C3A    C3A    C 0 1 N N N 8.651  14.692 23.665 -0.247 0.187  1.334   C3A    IB2 4  
IB2 PB     PB     P 0 1 N N S 8.321  15.940 22.351 0.261  1.148  -0.129  PB     IB2 5  
IB2 O1B    O1B    O 0 1 N N N 7.177  16.769 22.887 1.466  1.942  0.196   O1B    IB2 6  
IB2 O2B    O2B    O 0 1 N N N 8.039  15.200 21.076 -0.932 2.137  -0.563  O2B    IB2 7  
IB2 O3B    O3B    O 0 1 N N N 9.570  16.814 22.137 0.592  0.143  -1.342  O3B    IB2 8  
IB2 PG     PG     P 0 1 N N R 10.059 17.936 21.167 1.032  1.054  -2.594  PG     IB2 9  
IB2 O1G    O1G    O 0 1 N N N 9.076  18.418 20.266 2.226  1.850  -2.230  O1G    IB2 10 
IB2 S2G    S2G    S 0 1 N N N 11.198 17.465 20.425 -0.556 2.359  -3.111  S2G    IB2 11 
IB2 O5D    O5*    O 0 1 N N N 9.882  12.256 24.549 -1.071 0.477  4.000   O5D    IB2 12 
IB2 C5D    C5*    C 0 1 N N N 10.249 10.898 24.461 -1.350 1.420  5.037   C5D    IB2 13 
IB2 C4D    C4*    C 0 1 N N R 11.446 10.779 25.359 -1.785 0.675  6.300   C4D    IB2 14 
IB2 O4D    O4*    O 0 1 N N N 11.085 9.893  26.436 -0.726 -0.190 6.763   O4D    IB2 15 
IB2 C3D    C3*    C 0 1 N N S 12.663 10.160 24.643 -2.018 1.668  7.460   C3D    IB2 16 
IB2 O3D    O3*    O 0 1 N N N 13.870 10.845 25.008 -3.409 1.968  7.591   O3D    IB2 17 
IB2 C2D    C2*    C 0 1 N N R 12.717 8.678  25.063 -1.506 0.915  8.710   C2D    IB2 18 
IB2 O2D    O2*    O 0 1 N N N 14.103 8.105  25.051 -2.564 0.729  9.651   O2D    IB2 19 
IB2 C1D    C1*    C 0 1 N N R 12.010 8.736  26.446 -1.021 -0.442 8.154   C1D    IB2 20 
IB2 "O5'"  "O5'"  O 0 1 N N N 10.513 19.059 22.212 1.380  0.109  -3.850  "O5'"  IB2 21 
IB2 "C5'"  "C5'"  C 0 1 N N N 9.522  19.922 22.826 1.761  0.971  -4.924  "C5'"  IB2 22 
IB2 "C4'"  "C4'"  C 0 1 N N R 9.641  19.743 24.350 2.106  0.132  -6.155  "C4'"  IB2 23 
IB2 "O4'"  "O4'"  O 0 1 N N N 9.851  21.047 24.963 0.953  -0.614 -6.577  "O4'"  IB2 24 
IB2 "C3'"  "C3'"  C 0 1 N N S 8.338  19.146 24.944 2.511  1.054  -7.322  "C3'"  IB2 25 
IB2 "O3'"  "O3'"  O 0 1 N N N 8.569  18.100 25.912 3.846  0.774  -7.748  "O3'"  IB2 26 
IB2 "C2'"  "C2'"  C 0 1 N N R 7.610  20.318 25.544 1.499  0.707  -8.444  "C2'"  IB2 27 
IB2 "O2'"  "O2'"  O 0 1 N N N 6.768  19.973 26.678 2.147  0.657  -9.717  "O2'"  IB2 28 
IB2 "C1'"  "C1'"  C 0 1 N N R 8.742  21.285 25.880 1.010  -0.700 -8.017  "C1'"  IB2 29 
IB2 N9     N9     N 0 1 Y N N 8.273  22.716 25.789 -0.317 -0.978 -8.571  N9     IB2 30 
IB2 C8     C8     C 0 1 Y N N 7.901  23.367 24.656 -1.512 -0.623 -8.019  C8     IB2 31 
IB2 N7     N7     N 0 1 Y N N 7.546  24.636 24.927 -2.489 -1.029 -8.775  N7     IB2 32 
IB2 C5     C5     C 0 1 Y N N 7.681  24.806 26.235 -1.986 -1.669 -9.858  C5     IB2 33 
IB2 C6     C6     C 0 1 Y N N 7.474  25.883 27.091 -2.546 -2.299 -10.982 C6     IB2 34 
IB2 N6     N6     N 0 1 N N N 7.052  27.076 26.632 -3.918 -2.354 -11.153 N6     IB2 35 
IB2 N1     N1     N 0 1 Y N N 7.733  25.680 28.496 -1.726 -2.841 -11.878 N1     IB2 36 
IB2 C2     C2     C 0 1 Y N N 8.183  24.462 29.023 -0.416 -2.792 -11.723 C2     IB2 37 
IB2 N3     N3     N 0 1 Y N N 8.380  23.440 28.166 0.152  -2.213 -10.687 N3     IB2 38 
IB2 C4     C4     C 0 1 Y N N 8.143  23.563 26.756 -0.586 -1.639 -9.743  C4     IB2 39 
IB2 N9A    AN9    N 0 1 Y N N 11.294 7.452  26.725 0.184  -0.881 8.860   N9A    IB2 40 
IB2 C8A    AC8    C 0 1 Y N N 11.871 6.231  26.842 1.470  -0.574 8.527   C8A    IB2 41 
IB2 N7A    AN7    N 0 1 Y N N 10.934 5.304  27.083 2.292  -1.130 9.369   N7A    IB2 42 
IB2 C5A    AC5    C 0 1 Y N N 9.753  5.933  27.120 1.588  -1.823 10.296  C5A    IB2 43 
IB2 C6A    AC6    C 0 1 Y N N 8.426  5.510  27.326 1.927  -2.608 11.411  C6A    IB2 44 
IB2 N6A    AN6    N 0 1 N N N 8.119  4.235  27.540 3.251  -2.794 11.770  N6A    IB2 45 
IB2 N1A    AN1    N 0 1 Y N N 7.402  6.493  27.297 0.947  -3.164 12.115  N1A    IB2 46 
IB2 C2A    AC2    C 0 1 Y N N 7.682  7.862  27.070 -0.318 -2.993 11.780  C2A    IB2 47 
IB2 N3A    AN3    N 0 1 Y N N 8.986  8.246  26.867 -0.682 -2.271 10.741  N3A    IB2 48 
IB2 C4A    AC4    C 0 1 Y N N 10.044 7.302  26.889 0.227  -1.676 9.977   C4A    IB2 49 
IB2 HOA2   2HOA   H 0 0 N N N 7.334  12.083 23.364 1.377  1.560  3.316   HOA2   IB2 50 
IB2 H3A1   1H3A   H 0 0 N N N 7.728  14.583 24.280 0.560  -0.482 1.627   H3A1   IB2 51 
IB2 H3A2   2H3A   H 0 0 N N N 9.361  15.138 24.398 -1.135 -0.397 1.094   H3A2   IB2 52 
IB2 HOB2   2HOB   H 0 0 N N N 7.868  15.843 20.398 -1.696 1.581  -0.766  HOB2   IB2 53 
IB2 HSG2   2HSG   H 0 0 N N N 11.495 18.147 19.834 -1.513 1.459  -3.399  HSG2   IB2 54 
IB2 "H5'1" 1H5*   H 0 0 N N N 9.425  10.186 24.701 -2.150 2.087  4.715   "H5'1" IB2 55 
IB2 "H5'2" 2H5*   H 0 0 N N N 10.421 10.538 23.419 -0.454 2.002  5.249   "H5'2" IB2 56 
IB2 H4D    H4*    H 0 1 N N N 11.728 11.801 25.702 -2.690 0.098  6.107   H4D    IB2 57 
IB2 H3D    H3*    H 0 1 N N N 12.566 10.252 23.536 -1.445 2.582  7.301   H3D    IB2 58 
IB2 "HO3'" *HO3   H 0 0 N N N 14.619 10.463 24.566 -3.493 2.590  8.326   "HO3'" IB2 59 
IB2 H2D    H2*    H 0 1 N N N 12.217 7.968  24.362 -0.678 1.455  9.169   H2D    IB2 60 
IB2 "HO2'" *HO2   H 0 0 N N N 14.136 7.191  25.309 -2.863 1.610  9.914   "HO2'" IB2 61 
IB2 H1D    H1*    H 0 1 N N N 12.756 8.867  27.263 -1.807 -1.192 8.246   H1D    IB2 62 
IB2 H51X   "1H5'" H 0 0 N N N 9.610  20.985 22.503 0.935  1.642  -5.161  H51X   IB2 63 
IB2 H52X   "2H5'" H 0 0 N N N 8.489  19.741 22.444 2.631  1.557  -4.628  H52X   IB2 64 
IB2 "H4'"  "H4'"  H 0 1 N N N 10.492 19.052 24.555 2.924  -0.550 -5.921  "H4'"  IB2 65 
IB2 "H3'"  "H3'"  H 0 1 N N N 7.741  18.638 24.150 2.416  2.100  -7.031  "H3'"  IB2 66 
IB2 HO3X   "'HO3" H 0 0 N N N 7.771  17.734 26.275 4.019  1.338  -8.515  HO3X   IB2 67 
IB2 "H2'"  "H2'"  H 0 1 N N N 6.860  20.761 24.847 0.673  1.418  -8.458  "H2'"  IB2 68 
IB2 HO2X   "'HO2" H 0 0 N N N 6.308  20.713 27.056 2.426  1.559  -9.924  HO2X   IB2 69 
IB2 "H1'"  "H1'"  H 0 1 N N N 9.079  21.110 26.928 1.722  -1.464 -8.328  "H1'"  IB2 70 
IB2 H8     H8     H 0 1 N N N 7.888  22.922 23.646 -1.629 -0.084 -7.090  H8     IB2 71 
IB2 HN61   1HN6   H 0 0 N N N 6.900  27.865 27.259 -4.292 -2.793 -11.933 HN61   IB2 72 
IB2 HN62   2HN6   H 0 0 N N N 6.191  26.923 26.106 -4.505 -1.955 -10.492 HN62   IB2 73 
IB2 H2     H2     H 0 1 N N N 8.379  24.309 30.097 0.212  -3.245 -12.475 H2     IB2 74 
IB2 H8A    AH8    H 0 1 N N N 12.950 6.021  26.753 1.763  0.039  7.689   H8A    IB2 75 
IB2 HNA1   1HNA   H 0 0 N N N 7.157  3.928  27.689 3.472  -3.335 12.544  HNA1   IB2 76 
IB2 HNA2   2HNA   H 0 0 N N N 8.675  3.909  28.330 3.957  -2.386 11.245  HNA2   IB2 77 
IB2 H2A    AH2    H 0 1 N N N 6.887  8.626  27.051 -1.083 -3.463 12.380  H2A    IB2 78 
# 
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 
IB2 PA    O1A    DOUB N N 1  
IB2 PA    O2A    SING N N 2  
IB2 PA    C3A    SING N N 3  
IB2 PA    O5D    SING N N 4  
IB2 O2A   HOA2   SING N N 5  
IB2 C3A   PB     SING N N 6  
IB2 C3A   H3A1   SING N N 7  
IB2 C3A   H3A2   SING N N 8  
IB2 PB    O1B    DOUB N N 9  
IB2 PB    O2B    SING N N 10 
IB2 PB    O3B    SING N N 11 
IB2 O2B   HOB2   SING N N 12 
IB2 O3B   PG     SING N N 13 
IB2 PG    O1G    DOUB N N 14 
IB2 PG    S2G    SING N N 15 
IB2 PG    "O5'"  SING N N 16 
IB2 S2G   HSG2   SING N N 17 
IB2 O5D   C5D    SING N N 18 
IB2 C5D   C4D    SING N N 19 
IB2 C5D   "H5'1" SING N N 20 
IB2 C5D   "H5'2" SING N N 21 
IB2 C4D   O4D    SING N N 22 
IB2 C4D   C3D    SING N N 23 
IB2 C4D   H4D    SING N N 24 
IB2 O4D   C1D    SING N N 25 
IB2 C3D   O3D    SING N N 26 
IB2 C3D   C2D    SING N N 27 
IB2 C3D   H3D    SING N N 28 
IB2 O3D   "HO3'" SING N N 29 
IB2 C2D   O2D    SING N N 30 
IB2 C2D   C1D    SING N N 31 
IB2 C2D   H2D    SING N N 32 
IB2 O2D   "HO2'" SING N N 33 
IB2 C1D   N9A    SING N N 34 
IB2 C1D   H1D    SING N N 35 
IB2 "O5'" "C5'"  SING N N 36 
IB2 "C5'" "C4'"  SING N N 37 
IB2 "C5'" H51X   SING N N 38 
IB2 "C5'" H52X   SING N N 39 
IB2 "C4'" "O4'"  SING N N 40 
IB2 "C4'" "C3'"  SING N N 41 
IB2 "C4'" "H4'"  SING N N 42 
IB2 "O4'" "C1'"  SING N N 43 
IB2 "C3'" "O3'"  SING N N 44 
IB2 "C3'" "C2'"  SING N N 45 
IB2 "C3'" "H3'"  SING N N 46 
IB2 "O3'" HO3X   SING N N 47 
IB2 "C2'" "O2'"  SING N N 48 
IB2 "C2'" "C1'"  SING N N 49 
IB2 "C2'" "H2'"  SING N N 50 
IB2 "O2'" HO2X   SING N N 51 
IB2 "C1'" N9     SING N N 52 
IB2 "C1'" "H1'"  SING N N 53 
IB2 N9    C8     SING Y N 54 
IB2 N9    C4     SING Y N 55 
IB2 C8    N7     DOUB Y N 56 
IB2 C8    H8     SING N N 57 
IB2 N7    C5     SING Y N 58 
IB2 C5    C6     SING Y N 59 
IB2 C5    C4     DOUB Y N 60 
IB2 C6    N6     SING N N 61 
IB2 C6    N1     DOUB Y N 62 
IB2 N6    HN61   SING N N 63 
IB2 N6    HN62   SING N N 64 
IB2 N1    C2     SING Y N 65 
IB2 C2    N3     DOUB Y N 66 
IB2 C2    H2     SING N N 67 
IB2 N3    C4     SING Y N 68 
IB2 N9A   C8A    SING Y N 69 
IB2 N9A   C4A    SING Y N 70 
IB2 C8A   N7A    DOUB Y N 71 
IB2 C8A   H8A    SING N N 72 
IB2 N7A   C5A    SING Y N 73 
IB2 C5A   C6A    SING Y N 74 
IB2 C5A   C4A    DOUB Y N 75 
IB2 C6A   N6A    SING N N 76 
IB2 C6A   N1A    DOUB Y N 77 
IB2 N6A   HNA1   SING N N 78 
IB2 N6A   HNA2   SING N N 79 
IB2 N1A   C2A    SING Y N 80 
IB2 C2A   N3A    DOUB Y N 81 
IB2 C2A   H2A    SING N N 82 
IB2 N3A   C4A    SING Y N 83 
# 
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 
IB2 InChI            InChI                1.02b 
;InChI=1/C21H29N10O14P3S/c22-16-10-18(26-3-24-16)30(5-28-10)20-14(34)12(32)8(43-20)1-41-46(36,37)7-47(38,39)45-48(40,49)42-2-9-13(33)15(35)21(44-9)31-6-29-11-17(23)25-4-27-19(11)31/h3-6,8-9,12-15,20-21,32-35H,1-2,7H2,(H,36,37)(H,38,39)(H,40,49)(H2,22,24,26)(H2,23,25,27)/t8-,9-,12-,13-,14-,15-,20-,21-,48-/m1/s1/f/h36,38,49H,22-23H2
;
IB2 InChIKey         InChI                1.02b UJCWOSLCGXVJOD-FFINHAFVDS 
IB2 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)C[P@@](O)(=O)O[P@@](S)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O 
IB2 SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)C[P](O)(=O)O[P](S)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O 
IB2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(C[P@](=O)(O)O[P@@](=O)(OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)S)O)O)O)N 
IB2 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(CP(=O)(O)OP(=O)(OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)S)O)O)O)N 
# 
_pdbx_chem_comp_identifier.comp_id           IB2 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        
"[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-sulfanyl-phosphoryl]oxy-hydroxy-phosphoryl]methyl]phosphinic acid" 
# 
