data_CXR
# 
_chem_comp.id                                    CXR 
_chem_comp.name                                  "CYCLIC ADENOSINE DIPHOSPHATE-RIBOSE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H21 N5 O13 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CYCLIC ADP-RIBOSE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-05 
_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                        541.300 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CXR 
_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        2O3S 
_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 
CXR O2B    O2B  O 0 1 N N N 4.779  2.971  3.817 1.056  -1.930 -4.030 O2B    CXR 1  
CXR PB     PB   P 0 1 N N S 5.523  1.657  3.361 -0.056 -1.629 -3.067 PB     CXR 2  
CXR O3A    O3A  O 0 1 N N N 5.780  0.737  4.649 0.213  -2.114 -1.549 O3A    CXR 3  
CXR O1B    O1B  O 0 1 N N N 6.806  1.706  2.546 -1.470 -2.326 -3.428 O1B    CXR 4  
CXR O5D    RO5* O 0 1 N N N 4.499  0.712  2.554 -0.446 -0.065 -2.915 O5D    CXR 5  
CXR C5D    RC5* C 0 1 N N N 3.648  1.199  1.488 0.591  0.872  -2.637 C5D    CXR 6  
CXR C4D    RC4* C 0 1 N N R 2.229  0.682  1.678 -0.035 2.199  -2.207 C4D    CXR 7  
CXR C3D    RC3* C 0 1 N N S 1.678  0.872  3.092 1.004  3.262  -1.886 C3D    CXR 8  
CXR O3D    RO3* O 0 1 N N N 1.069  2.193  3.311 0.380  4.539  -2.007 O3D    CXR 9  
CXR C2D    RC2* C 0 1 N N R 0.676  -0.229 3.163 1.323  2.968  -0.433 C2D    CXR 10 
CXR O2D    RO2* O 0 1 N N N -0.474 0.185  2.344 1.878  4.081  0.239  O2D    CXR 11 
CXR O4D    RO4* O 0 1 N N N 2.200  -0.763 1.485 -0.772 1.999  -0.977 O4D    CXR 12 
CXR C1D    RC1* C 0 1 N N R 1.304  -1.377 2.408 -0.042 2.585  0.127  C1D    CXR 13 
CXR N1     N1   N 0 1 N N N 2.142  -2.369 3.176 0.091  1.666  1.279  N1     CXR 14 
CXR C6     C6   C 0 1 N N N 1.519  -3.203 4.109 0.234  2.222  2.568  C6     CXR 15 
CXR N6     N6   N 0 1 N N N 0.202  -3.416 4.061 0.230  3.456  2.948  N6     CXR 16 
CXR C5     C5   C 0 1 Y N N 2.373  -3.948 5.042 0.410  1.169  3.550  C5     CXR 17 
CXR N7     N7   N 0 1 Y N N 2.098  -4.884 6.000 0.580  1.302  4.899  N7     CXR 18 
CXR C8     C8   C 0 1 Y N N 3.276  -5.203 6.612 0.698  0.064  5.336  C8     CXR 19 
CXR C2     C2   C 0 1 N N N 3.569  -2.137 3.292 0.128  0.278  1.052  C2     CXR 20 
CXR N3     N3   N 0 1 N N N 4.352  -2.806 4.151 0.287  -0.674 1.924  N3     CXR 21 
CXR C4     C4   C 0 1 Y N N 3.792  -3.701 5.063 0.425  -0.157 3.166  C4     CXR 22 
CXR N9     N9   N 0 1 Y N N 4.310  -4.506 6.029 0.616  -0.861 4.321  N9     CXR 23 
CXR "C1'"  C1*  C 0 1 N N R 5.722  -4.583 6.472 0.709  -2.300 4.506  "C1'"  CXR 24 
CXR "O4'"  O4*  O 0 1 N N N 6.064  -3.216 6.895 1.375  -2.887 3.371  "O4'"  CXR 25 
CXR "C2'"  C2*  C 0 1 N N R 6.686  -4.993 5.406 -0.647 -2.992 4.659  "C2'"  CXR 26 
CXR "O2'"  O2*  O 0 1 N N N 7.086  -6.311 5.670 -0.589 -3.890 5.765  "O2'"  CXR 27 
CXR "C3'"  C3*  C 0 1 N N R 7.895  -4.115 5.636 -0.801 -3.800 3.383  "C3'"  CXR 28 
CXR "O3'"  O3*  O 0 1 N N N 8.697  -3.928 4.422 -1.478 -3.024 2.407  "O3'"  CXR 29 
CXR "C4'"  C4*  C 0 1 N N R 7.383  -2.839 6.338 0.648  -4.069 2.989  "C4'"  CXR 30 
CXR "C5'"  C5*  C 0 1 N N N 7.309  -1.591 5.459 0.928  -4.405 1.527  "C5'"  CXR 31 
CXR "O5'"  O5*  O 0 1 N N N 7.107  -0.473 6.334 0.571  -3.330 0.670  "O5'"  CXR 32 
CXR PA     PA   P 0 1 N N R 6.931  1.040  5.798 0.603  -3.555 -0.931 PA     CXR 33 
CXR O2A    O2A  O 0 1 N N N 6.257  1.856  6.932 1.882  -4.130 -1.467 O2A    CXR 34 
CXR O1A    O1A  O 0 1 N N N 8.230  1.526  5.178 -0.710 -4.455 -1.218 O1A    CXR 35 
CXR H1B    H1B  H 0 1 N N N 6.593  1.716  1.620 -1.843 -2.199 -4.327 H1B    CXR 36 
CXR H11    1H1  H 0 1 N N N 4.037  0.842  0.523 1.184  1.007  -3.547 H11    CXR 37 
CXR H12    2H1  H 0 1 N N N 3.639  2.299  1.503 1.238  0.456  -1.859 H12    CXR 38 
CXR "H4'"  H4*  H 0 1 N N N 1.630  1.254  0.954 -0.760 2.532  -2.957 "H4'"  CXR 39 
CXR "H3'"  H3*  H 0 1 N N N 2.454  0.835  3.870 1.880  3.256  -2.540 "H3'"  CXR 40 
CXR H2     H2   H 0 1 N N N 0.938  2.331  4.242 0.649  4.896  -2.868 H2     CXR 41 
CXR H1     H1   H 0 1 N N N 0.389  -0.473 4.197 2.031  2.135  -0.360 H1     CXR 42 
CXR "H2'"  H2*  H 0 1 N N N -1.241 0.274  2.897 2.448  4.547  -0.398 "H2'"  CXR 43 
CXR "H1'"  H1*  H 0 1 N N N 0.461  -1.962 2.012 -0.609 3.473  0.434  "H1'"  CXR 44 
CXR HN6    HN6  H 0 1 N N N -0.171 -2.851 3.326 0.093  4.062  2.133  HN6    CXR 45 
CXR H8     H8   H 0 1 N N N 3.381  -5.899 7.431 0.844  -0.225 6.368  H8     CXR 46 
CXR H3     H3   H 0 1 N N N 4.022  -1.390 2.657 -0.001 -0.000 0.000  H3     CXR 47 
CXR H4     H4   H 0 1 N N N 5.804  -5.349 7.257 1.352  -2.467 5.379  H4     CXR 48 
CXR H9     H9   H 0 1 N N N 6.263  -4.912 4.394 -1.473 -2.296 4.837  H9     CXR 49 
CXR H10    H10  H 0 1 N N N 7.176  -6.785 4.852 -1.077 -3.469 6.489  H10    CXR 50 
CXR H6     H6   H 0 1 N N N 8.634  -4.587 6.300 -1.356 -4.734 3.519  H6     CXR 51 
CXR H7     H7   H 0 1 N N N 8.123  -3.888 3.666 -0.995 -3.136 1.571  H7     CXR 52 
CXR H5     H5   H 0 1 N N N 8.101  -2.526 7.110 1.038  -4.885 3.611  H5     CXR 53 
CXR "H5'1" 1H5* H 0 0 N N N 6.487  -1.672 4.732 1.999  -4.589 1.391  "H5'1" CXR 54 
CXR "H5'2" 2H5* H 0 0 N N N 8.243  -1.468 4.892 0.377  -5.304 1.233  "H5'2" CXR 55 
CXR H1A    H1A  H 0 1 N N N 8.115  1.627  4.240 -1.074 -4.482 -2.129 H1A    CXR 56 
# 
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 
CXR O2B   PB     DOUB N N 1  
CXR PB    O3A    SING N N 2  
CXR PB    O1B    SING N N 3  
CXR PB    O5D    SING N N 4  
CXR O3A   PA     SING N N 5  
CXR O1B   H1B    SING N N 6  
CXR O5D   C5D    SING N N 7  
CXR C5D   C4D    SING N N 8  
CXR C5D   H11    SING N N 9  
CXR C5D   H12    SING N N 10 
CXR C4D   C3D    SING N N 11 
CXR C4D   O4D    SING N N 12 
CXR C4D   "H4'"  SING N N 13 
CXR C3D   O3D    SING N N 14 
CXR C3D   C2D    SING N N 15 
CXR C3D   "H3'"  SING N N 16 
CXR O3D   H2     SING N N 17 
CXR C2D   O2D    SING N N 18 
CXR C2D   C1D    SING N N 19 
CXR C2D   H1     SING N N 20 
CXR O2D   "H2'"  SING N N 21 
CXR O4D   C1D    SING N N 22 
CXR C1D   N1     SING N N 23 
CXR C1D   "H1'"  SING N N 24 
CXR N1    C6     SING N N 25 
CXR N1    C2     SING N N 26 
CXR C6    N6     DOUB N N 27 
CXR C6    C5     SING N N 28 
CXR N6    HN6    SING N N 29 
CXR C5    N7     SING Y N 30 
CXR C5    C4     DOUB Y N 31 
CXR N7    C8     DOUB Y N 32 
CXR C8    N9     SING Y N 33 
CXR C8    H8     SING N N 34 
CXR C2    N3     DOUB N N 35 
CXR C2    H3     SING N N 36 
CXR N3    C4     SING N N 37 
CXR C4    N9     SING Y N 38 
CXR N9    "C1'"  SING N N 39 
CXR "C1'" "O4'"  SING N N 40 
CXR "C1'" "C2'"  SING N N 41 
CXR "C1'" H4     SING N N 42 
CXR "O4'" "C4'"  SING N N 43 
CXR "C2'" "O2'"  SING N N 44 
CXR "C2'" "C3'"  SING N N 45 
CXR "C2'" H9     SING N N 46 
CXR "O2'" H10    SING N N 47 
CXR "C3'" "O3'"  SING N N 48 
CXR "C3'" "C4'"  SING N N 49 
CXR "C3'" H6     SING N N 50 
CXR "O3'" H7     SING N N 51 
CXR "C4'" "C5'"  SING N N 52 
CXR "C4'" H5     SING N N 53 
CXR "C5'" "O5'"  SING N N 54 
CXR "C5'" "H5'1" SING N N 55 
CXR "C5'" "H5'2" SING N N 56 
CXR "O5'" PA     SING N N 57 
CXR PA    O2A    DOUB N N 58 
CXR PA    O1A    SING N N 59 
CXR O1A   H1A    SING N N 60 
# 
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 
CXR SMILES           ACDLabs              10.04 O=P3(O)OP(=O)(O)OCC5OC(N4C=Nc1c(ncn1C2OC(C(O)C2O)CO3)C4=[N@H])C(O)C5O 
CXR InChI            InChI                1.02b 
InChI=1/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)/b16-12-/t5-,6-,8-,9+,10-,11-,14-,15-/m1/s1/f/h25,27H 
CXR InChIKey         InChI                1.02b BQOHYSXSASDCEA-LWDOXSHODI 
CXR SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@H]2O[C@@H]1CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@H]3O)n4cnc5C(=N)N2C=Nc45 
CXR SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH]2O[CH]1CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5C(=N)N2C=Nc45 
CXR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C\1/c2c3n(cn2)[C@H]4[C@@H]([C@H]([C@H](O4)CO[P@](=O)(O[P@](=O)(OC[C@@H]5[C@H]([C@H]([C@H](N1C=N3)O5)O)O)O)O)O)O 
CXR SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C1c2c3n(cn2)C4C(C(C(O4)COP(=O)(OP(=O)(OCC5C(C(C(N1C=N3)O5)O)O)O)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           CXR 
_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,4S,5R,8S,10R,13R,14R,15R,16R,24Z)-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8,10-diphosphapentacyclo[18.3.1.1~2,5~.1~13,16~.0~17,21~]hexacosa-18,20,22-triene-3,4,8,10,14,15-hexol 8,10-dioxide (non-preferred name)" 
# 
