data_XCL
# 
_chem_comp.id                                    XCL 
_chem_comp.name                                  "[(1S,4R,6R)-6-HYDROXY-4-(CYTOSIN-9-YL)CYCLOHEX-2-EN-1-YL]METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N3 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-19 
_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                        317.235 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     XCL 
_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                  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 
XCL P      P    P 0 1 N N N 16.022 -8.955  34.779 4.207  0.653  -0.118 P      XCL 1  
XCL OP1    O1P  O 0 1 N N N 16.122 -8.411  36.104 4.524  0.585  1.326  OP1    XCL 2  
XCL OP2    O2P  O 0 1 N N N 14.694 -9.081  34.140 5.554  0.441  -0.974 OP2    XCL 3  
XCL "O5'"  O5*  O 0 1 N N N 16.673 -10.461 34.739 3.148  -0.502 -0.490 "O5'"  XCL 4  
XCL "C5'"  C5*  C 0 1 N N N 17.918 -10.895 35.279 2.028  -0.331 0.381  "C5'"  XCL 5  
XCL "C4'"  C4*  C 0 1 N N S 18.181 -12.335 34.865 0.978  -1.403 0.078  "C4'"  XCL 6  
XCL "C6'"  C6*  C 0 1 N N N 18.258 -12.323 33.400 0.453  -1.202 -1.313 "C6'"  XCL 7  
XCL "C7'"  C7*  C 0 1 N N N 17.789 -13.255 32.587 -0.795 -1.288 -1.634 "C7'"  XCL 8  
XCL "C3'"  C3*  C 0 1 N N R 16.879 -13.117 35.241 -0.162 -1.296 1.092  "C3'"  XCL 9  
XCL "O3'"  O3*  O 0 1 N N N 17.023 -13.217 36.643 0.289  -1.732 2.376  "O3'"  XCL 10 
XCL "C2'"  C2*  C 0 1 N N N 16.925 -14.492 34.571 -1.316 -2.190 0.621  "C2'"  XCL 11 
XCL "C1'"  C1*  C 0 1 N N R 16.672 -14.237 33.043 -1.898 -1.593 -0.663 "C1'"  XCL 12 
XCL C6     C6   C 0 1 N N N 14.723 -12.724 32.776 -1.922 0.751  0.038  C6     XCL 13 
XCL C5     C5   C 0 1 N N N 13.433 -12.484 32.507 -2.598 1.889  0.327  C5     XCL 14 
XCL C4     C4   C 0 1 N N N 12.619 -13.614 32.181 -4.005 1.889  0.239  C4     XCL 15 
XCL N4     N4   N 0 1 N N N 11.322 -13.450 31.902 -4.716 3.029  0.532  N4     XCL 16 
XCL N3     N3   N 0 1 N N N 13.124 -14.839 32.148 -4.638 0.785  -0.135 N3     XCL 17 
XCL C2     C2   C 0 1 N N N 14.425 -15.080 32.421 -3.959 -0.325 -0.421 C2     XCL 18 
XCL O2     O2   O 0 1 N N N 14.887 -16.231 32.388 -4.565 -1.327 -0.763 O2     XCL 19 
XCL N1     N1   N 0 1 N N N 15.237 -13.986 32.742 -2.617 -0.358 -0.341 N1     XCL 20 
XCL OP3    O3P  O 0 1 N Y N 16.710 -7.960  34.035 3.573  2.092  -0.462 OP3    XCL 21 
XCL HOP2   2HOP H 0 0 N N N 14.021 -9.108  34.810 6.160  1.151  -0.722 HOP2   XCL 22 
XCL "H5'"  1H5* H 0 1 N N N 17.882 -10.832 36.377 1.594  0.657  0.225  "H5'"  XCL 23 
XCL "H5''" 2H5* H 0 0 N N N 18.725 -10.252 34.899 2.355  -0.425 1.416  "H5''" XCL 24 
XCL "H4'"  H4*  H 0 1 N N N 19.083 -12.766 35.325 1.437  -2.389 0.152  "H4'"  XCL 25 
XCL "H6'"  H6*  H 0 1 N N N 18.743 -11.473 32.942 1.163  -0.970 -2.094 "H6'"  XCL 26 
XCL "H7'"  H7*  H 0 1 N N N 18.189 -13.336 31.587 -1.064 -1.133 -2.668 "H7'"  XCL 27 
XCL "H3'"  H3*  H 0 1 N N N 15.930 -12.655 34.932 -0.502 -0.262 1.155  "H3'"  XCL 28 
XCL "HO3'" H3T  H 0 0 N Y N 17.946 -13.239 36.866 -0.466 -1.661 2.977  "HO3'" XCL 29 
XCL "H2'"  1H2* H 0 1 N N N 16.170 -15.171 34.995 -2.088 -2.229 1.389  "H2'"  XCL 30 
XCL "H2''" 2H2* H 0 0 N N N 17.904 -14.967 34.728 -0.943 -3.195 0.421  "H2''" XCL 31 
XCL "H1'"  H1*  H 0 1 N N N 16.789 -15.112 32.387 -2.588 -2.306 -1.112 "H1'"  XCL 32 
XCL H6     H6   H 0 1 N N N 15.372 -11.897 33.026 -0.844 0.725  0.103  H6     XCL 33 
XCL H5     H5   H 0 1 N N N 13.026 -11.484 32.535 -2.067 2.780  0.630  H5     XCL 34 
XCL HN41   1HN4 H 0 0 N N N 10.837 -12.576 31.897 -5.684 3.027  0.466  HN41   XCL 35 
XCL HN42   2HN4 H 0 0 N N N 10.913 -14.340 31.699 -4.251 3.834  0.808  HN42   XCL 36 
XCL HOP3   3HOP H 0 0 N N N 16.864 -7.202  34.586 3.382  2.095  -1.409 HOP3   XCL 37 
# 
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 
XCL P     OP1    DOUB N N 1  
XCL P     OP2    SING N N 2  
XCL P     "O5'"  SING N N 3  
XCL P     OP3    SING N N 4  
XCL OP2   HOP2   SING N N 5  
XCL "O5'" "C5'"  SING N N 6  
XCL "C5'" "C4'"  SING N N 7  
XCL "C5'" "H5'"  SING N N 8  
XCL "C5'" "H5''" SING N N 9  
XCL "C4'" "C6'"  SING N N 10 
XCL "C4'" "C3'"  SING N N 11 
XCL "C4'" "H4'"  SING N N 12 
XCL "C6'" "C7'"  DOUB N N 13 
XCL "C6'" "H6'"  SING N N 14 
XCL "C7'" "C1'"  SING N N 15 
XCL "C7'" "H7'"  SING N N 16 
XCL "C3'" "O3'"  SING N N 17 
XCL "C3'" "C2'"  SING N N 18 
XCL "C3'" "H3'"  SING N N 19 
XCL "O3'" "HO3'" SING N N 20 
XCL "C2'" "C1'"  SING N N 21 
XCL "C2'" "H2'"  SING N N 22 
XCL "C2'" "H2''" SING N N 23 
XCL "C1'" N1     SING N N 24 
XCL "C1'" "H1'"  SING N N 25 
XCL C6    C5     DOUB N N 26 
XCL C6    N1     SING N N 27 
XCL C6    H6     SING N N 28 
XCL C5    C4     SING N N 29 
XCL C5    H5     SING N N 30 
XCL C4    N4     SING N N 31 
XCL C4    N3     DOUB N N 32 
XCL N4    HN41   SING N N 33 
XCL N4    HN42   SING N N 34 
XCL N3    C2     SING N N 35 
XCL C2    O2     DOUB N N 36 
XCL C2    N1     SING N N 37 
XCL OP3   HOP3   SING N N 38 
# 
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 
XCL SMILES           ACDLabs              10.04 "O=C1N=C(C=CN1C2C=CC(COP(=O)(O)O)C(O)C2)N"                                                                                                                     
XCL InChI            InChI                1.02b "InChI=1/C11H16N3O6P/c12-10-3-4-14(11(16)13-10)8-2-1-7(9(15)5-8)6-20-21(17,18)19/h1-4,7-9,15H,5-6H2,(H2,12,13,16)(H2,17,18,19)/t7-,8-,9+/m0/s1/f/h17-18H,12H2" 
XCL InChIKey         InChI                1.02b FKEUOBXNNLEVNG-RCVTZUILDJ                                                                                                                                      
XCL SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@@H]2C[C@@H](O)[C@H](CO[P](O)(O)=O)C=C2"                                                                                                   
XCL SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2C[CH](O)[CH](CO[P](O)(O)=O)C=C2"                                                                                                        
XCL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H](C=C[C@H]([C@@H]1O)COP(=O)(O)O)N2C=CC(=NC2=O)N"                                                                                                        
XCL SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C=CC(C1O)COP(=O)(O)O)N2C=CC(=NC2=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 
XCL "SYSTEMATIC NAME" ACDLabs              10.04 "[(1S,4R,6R)-4-(4-amino-2-oxopyrimidin-1(2H)-yl)-6-hydroxycyclohex-2-en-1-yl]methyl dihydrogen phosphate" 
XCL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,4R,6R)-4-(4-amino-2-oxo-pyrimidin-1-yl)-6-hydroxy-1-cyclohex-2-enyl]methyl dihydrogen phosphate"    
# 
