data_TCY
# 
_chem_comp.id                                    TCY 
_chem_comp.name                                  "(2R,3aS,4aR,5aR,5bS)-2-(6-amino-9H-purin-9-yl)-3a-hydroxyhexahydrocyclopropa[4,5]cyclopenta[1,2-b]furan-5a(4H)-yl dihydrogen phosphate" 
_chem_comp.type                                  "DNA linking" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C13 H16 N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        369.270 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     TCY 
_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        2RF3 
_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 
TCY O3P    O3P    O 0 1 N Y N 1.670  7.450  40.323 4.509  -1.165 -1.336 O3P    TCY 1  
TCY O1P    O1P    O 0 1 N N N 0.388  9.126  39.040 2.140  -1.921 -0.904 O1P    TCY 2  
TCY P      P      P 0 1 N N N 0.917  7.721  38.951 3.441  -1.671 -0.243 P      TCY 3  
TCY O2P    O2P    O 0 1 N N N -0.010 6.563  38.680 3.969  -3.033 0.433  O2P    TCY 4  
TCY "C8'"  "C8'"  C 0 1 N N N 1.517  9.183  36.027 3.508  1.994  0.997  "C8'"  TCY 5  
TCY "O5'"  "O5'"  O 0 1 N N N 2.101  7.640  37.868 3.259  -0.544 0.891  "O5'"  TCY 6  
TCY "C5'"  "C5'"  C 0 1 N N R 2.504  8.797  37.113 2.704  0.746  0.625  "C5'"  TCY 7  
TCY "C6'"  "C6'"  C 0 1 N N S 2.873  8.598  35.663 2.233  1.657  1.770  "C6'"  TCY 8  
TCY "C4'"  "C4'"  C 0 1 N N S 3.291  9.894  37.760 1.689  0.853  -0.527 "C4'"  TCY 9  
TCY "C3'"  "C3'"  C 0 1 N N S 4.068  10.470 36.588 0.974  2.219  -0.290 "C3'"  TCY 10 
TCY "C7'"  "C7'"  C 0 1 N N N 4.107  9.462  35.431 0.905  2.291  1.312  "C7'"  TCY 11 
TCY "O3'"  "O3'"  O 0 1 N N N 3.481  11.741 36.273 1.637  3.329  -0.897 "O3'"  TCY 12 
TCY "C2'"  "C2'"  C 0 1 N N N 5.470  10.648 37.130 -0.445 1.951  -0.837 "C2'"  TCY 13 
TCY "C1'"  "C1'"  C 0 1 N N R 5.593  9.676  38.265 -0.565 0.417  -0.876 "C1'"  TCY 14 
TCY "O4'"  "O4'"  O 0 1 N N N 4.259  9.421  38.694 0.648  -0.122 -0.328 "O4'"  TCY 15 
TCY N9     N9     N 0 1 Y N N 6.264  8.406  37.912 -1.709 -0.014 -0.069 N9     TCY 16 
TCY C4     C4     C 0 1 Y N N 7.577  8.259  37.766 -3.014 -0.088 -0.486 C4     TCY 17 
TCY N3     N3     N 0 1 Y N N 8.619  9.140  37.810 -3.652 0.167  -1.624 N3     TCY 18 
TCY C2     C2     C 0 1 Y N N 9.863  8.701  37.611 -4.953 -0.007 -1.718 C2     TCY 19 
TCY N1     N1     N 0 1 Y N N 10.115 7.403  37.378 -5.685 -0.438 -0.707 N1     TCY 20 
TCY C6     C6     C 0 1 Y N N 9.125  6.498  37.324 -5.136 -0.719 0.470  C6     TCY 21 
TCY N6     N6     N 0 1 N N N 9.415  5.206  37.089 -5.911 -1.168 1.524  N6     TCY 22 
TCY C5     C5     C 0 1 Y N N 7.816  6.916  37.513 -3.749 -0.548 0.620  C5     TCY 23 
TCY N7     N7     N 0 1 Y N N 6.628  6.276  37.533 -2.871 -0.728 1.635  N7     TCY 24 
TCY C8     C8     C 0 1 Y N N 5.683  7.207  37.788 -1.673 -0.420 1.231  C8     TCY 25 
TCY "H8'"  "H8'"  H 0 1 N N N 0.497  8.830  35.818 4.460  1.845  1.508  "H8'"  TCY 26 
TCY "H8'A" "H8'A" H 0 0 N N N 0.942  10.082 35.759 3.472  2.839  0.310  "H8'A" TCY 27 
TCY "H6'"  "H6'"  H 0 1 N N N 3.106  7.825  34.916 2.311  1.339  2.809  "H6'"  TCY 28 
TCY "H4'"  "H4'"  H 0 1 N N N 2.627  10.579 38.308 2.158  0.786  -1.509 "H4'"  TCY 29 
TCY "H7'"  "H7'"  H 0 1 N N N 5.028  8.861  35.452 0.060  1.720  1.696  "H7'"  TCY 30 
TCY "H7'A" "H7'A" H 0 0 N N N 4.104  9.949  34.445 0.846  3.328  1.643  "H7'A" TCY 31 
TCY "HO3'" "HO3'" H 0 0 N Y N 3.351  12.237 37.073 1.196  4.178  -0.752 "HO3'" TCY 32 
TCY "H2'"  "H2'"  H 0 1 N N N 6.218  10.436 36.352 -1.196 2.374  -0.169 "H2'"  TCY 33 
TCY "H2'A" "H2'A" H 0 0 N N N 5.647  11.682 37.462 -0.550 2.366  -1.839 "H2'A" TCY 34 
TCY "H1'"  "H1'"  H 0 1 N N N 6.230  10.115 39.047 -0.687 0.081  -1.905 "H1'"  TCY 35 
TCY H2     H2     H 0 1 N N N 10.683 9.403  37.638 -5.440 0.210  -2.657 H2     TCY 36 
TCY HN6    HN6    H 0 1 N N N 9.487  5.054  36.103 -6.868 -1.282 1.409  HN6    TCY 37 
TCY HN6A   HN6A   H 0 0 N N N 10.284 4.975  37.526 -5.499 -1.370 2.379  HN6A   TCY 38 
TCY H8     H8     H 0 1 N N N 4.624  7.014  37.878 -0.781 -0.477 1.838  H8     TCY 39 
TCY HO3P   HO3P   H 0 0 N N N 2.605  7.396  40.166 5.386  -0.981 -0.973 HO3P   TCY 40 
TCY HO2P   HO2P   H 0 0 N N N -0.205 6.524  37.751 4.102  -3.758 -0.193 HO2P   TCY 41 
# 
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 
TCY O3P   P      SING N N 1  
TCY O1P   P      DOUB N N 2  
TCY P     O2P    SING N N 3  
TCY P     "O5'"  SING N N 4  
TCY "C8'" "C5'"  SING N N 5  
TCY "C8'" "C6'"  SING N N 6  
TCY "O5'" "C5'"  SING N N 7  
TCY "C5'" "C6'"  SING N N 8  
TCY "C5'" "C4'"  SING N N 9  
TCY "C6'" "C7'"  SING N N 10 
TCY "C4'" "C3'"  SING N N 11 
TCY "C4'" "O4'"  SING N N 12 
TCY "C3'" "C7'"  SING N N 13 
TCY "C3'" "O3'"  SING N N 14 
TCY "C3'" "C2'"  SING N N 15 
TCY "C2'" "C1'"  SING N N 16 
TCY "C1'" "O4'"  SING N N 17 
TCY "C1'" N9     SING N N 18 
TCY N9    C4     SING N N 19 
TCY N9    C8     SING N N 20 
TCY C4    N3     DOUB N N 21 
TCY C4    C5     SING N N 22 
TCY N3    C2     SING N N 23 
TCY C2    N1     DOUB N N 24 
TCY N1    C6     SING N N 25 
TCY C6    N6     SING N N 26 
TCY C6    C5     DOUB N N 27 
TCY C5    N7     SING N N 28 
TCY N7    C8     DOUB N N 29 
TCY "C8'" "H8'"  SING N N 30 
TCY "C8'" "H8'A" SING Y N 31 
TCY "C6'" "H6'"  SING Y N 32 
TCY "C4'" "H4'"  SING Y N 33 
TCY "C7'" "H7'"  SING Y N 34 
TCY "C7'" "H7'A" SING Y N 35 
TCY "O3'" "HO3'" SING Y N 36 
TCY "C2'" "H2'"  SING N N 37 
TCY "C2'" "H2'A" SING Y N 38 
TCY "C1'" "H1'"  SING N N 39 
TCY C2    H2     SING Y N 40 
TCY N6    HN6    SING N N 41 
TCY N6    HN6A   SING N N 42 
TCY C8    H8     SING Y N 43 
TCY O3P   HO3P   SING Y N 44 
TCY O2P   HO2P   SING N N 45 
# 
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 
TCY SMILES           ACDLabs              10.04 "O=P(O)(O)OC54CC5CC3(O)C4OC(n1c2ncnc(N)c2nc1)C3"                                                                                                                                         
TCY InChI            InChI                1.02b "InChI=1/C13H16N5O6P/c14-9-8-10(16-4-15-9)18(5-17-8)7-3-12(19)1-6-2-13(6,11(12)23-7)24-25(20,21)22/h4-7,11,19H,1-3H2,(H2,14,15,16)(H2,20,21,22)/t6-,7-,11+,12+,13-/m1/s1/f/h20-21H,14H2" 
TCY InChIKey         InChI                1.02b JGNCWNRBYLPXHE-SGUHVPMYDK                                                                                                                                                                
TCY SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@@]4(O)C[C@@H]5C[C@]5(O[P](O)(O)=O)[C@H]4O3"                                                                                                                   
TCY SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3C[C]4(O)C[CH]5C[C]5(O[P](O)(O)=O)[CH]4O3"                                                                                                                          
TCY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@]4(C[C@@H]5C[C@@]5([C@H]4O3)OP(=O)(O)O)O)N"                                                                                                                 
TCY SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC4(CC5CC5(C4O3)OP(=O)(O)O)O)N"                                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           TCY 
_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,3aS,4aR,5aR,5bS)-2-(6-amino-9H-purin-9-yl)-3a-hydroxyhexahydrocyclopropa[4,5]cyclopenta[1,2-b]furan-5a(4H)-yl dihydrogen phosphate" 
# 
