data_UCL
# 
_chem_comp.id                                    UCL 
_chem_comp.name                                  
;5-CHLORO-2'-DEOXYURIDINE 5'-(DIHYDROGEN PHOSPHATE)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H12 Cl N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-09-07 
_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                        342.627 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     UCL 
_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                  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 
UCL O3P    O3P  O  0 1 N Y N -6.120  12.318 25.549 -5.526 0.037  -0.092 O3P    UCL 1  
UCL P      P    P  0 1 N N N -6.568  12.635 27.040 -4.538 -1.004 0.268  P      UCL 2  
UCL O1P    O1P  O  0 1 N N N -5.683  11.818 27.900 -4.158 -1.860 -1.041 O1P    UCL 3  
UCL O2P    O2P  O  0 1 N N N -6.453  14.121 27.257 -5.170 -1.980 1.382  O2P    UCL 4  
UCL "O5'"  O5*  O  0 1 N N N -8.104  12.165 27.123 -3.213 -0.305 0.857  "O5'"  UCL 5  
UCL "C5'"  C5*  C  0 1 N N N -8.467  10.813 27.534 -2.768 0.631  -0.127 "C5'"  UCL 6  
UCL "C4'"  C4*  C  0 1 N N R -9.799  10.881 28.236 -1.504 1.334  0.373  "C4'"  UCL 7  
UCL "O4'"  O4*  O  0 1 N N N -9.711  11.337 29.573 -0.410 0.393  0.470  "O4'"  UCL 8  
UCL "C3'"  C3*  C  0 1 N N S -10.746 11.956 27.606 -1.026 2.387  -0.651 "C3'"  UCL 9  
UCL "O3'"  O3*  O  0 1 N N N -12.086 11.570 27.823 -1.464 3.693  -0.268 "O3'"  UCL 10 
UCL "C2'"  C2*  C  0 1 N N N -10.162 13.116 28.368 0.515  2.296  -0.596 "C2'"  UCL 11 
UCL "C1'"  C1*  C  0 1 N N R -10.282 12.700 29.798 0.789  1.198  0.456  "C1'"  UCL 12 
UCL N1     N1   N  0 1 N N N -9.317  13.297 30.657 1.945  0.389  0.060  N1     UCL 13 
UCL C2     C2   C  0 1 N N N -9.674  13.302 32.044 1.878  -0.371 -1.048 C2     UCL 14 
UCL O2     O2   O  0 1 N N N -10.709 12.877 32.548 0.859  -0.374 -1.712 O2     UCL 15 
UCL N3     N3   N  0 1 N N N -8.827  13.878 32.953 2.926  -1.120 -1.438 N3     UCL 16 
UCL C4     C4   C  0 1 N N N -7.606  14.437 32.667 4.063  -1.128 -0.713 C4     UCL 17 
UCL O4     O4   O  0 1 N N N -6.881  14.935 33.516 5.009  -1.810 -1.063 O4     UCL 18 
UCL C5     C5   C  0 1 N N N -7.260  14.396 31.289 4.145  -0.337 0.459  C5     UCL 19 
UCL C6     C6   C  0 1 N N N -8.159  13.858 30.498 3.081  0.409  0.824  C6     UCL 20 
UCL CL     CL   CL 0 0 N N N -5.695  15.031 30.820 5.596  -0.327 1.413  CL     UCL 21 
UCL HO1P   HO1P H  0 0 N N N -4.869  11.643 27.442 -3.514 -2.525 -0.763 HO1P   UCL 22 
UCL HO2P   HO2P H  0 0 N N N -6.429  14.304 28.189 -5.960 -2.377 0.990  HO2P   UCL 23 
UCL "H5'1" 1H5* H  0 0 N N N -8.540  10.159 26.652 -3.549 1.370  -0.303 "H5'1" UCL 24 
UCL "H5'2" 2H5* H  0 0 N N N -7.701  10.401 28.208 -2.549 0.105  -1.056 "H5'2" UCL 25 
UCL "H4'"  H4*  H  0 1 N N N -10.165 9.847  28.154 -1.688 1.803  1.339  "H4'"  UCL 26 
UCL "H3'"  H3*  H  0 1 N N N -10.790 12.150 26.524 -1.388 2.142  -1.649 "H3'"  UCL 27 
UCL "HO3'" HO3* H  0 0 N N N -12.244 11.483 28.756 -1.112 4.309  -0.924 "HO3'" UCL 28 
UCL "H2'1" 1H2* H  0 0 N N N -9.113  13.293 28.088 0.915  2.003  -1.567 "H2'1" UCL 29 
UCL "H2'2" 2H2* H  0 0 N N N -10.680 14.063 28.158 0.944  3.246  -0.277 "H2'2" UCL 30 
UCL "H1'"  H1*  H  0 1 N N N -11.274 12.886 30.236 0.958  1.645  1.435  "H1'"  UCL 31 
UCL HN3    HN3  H  0 1 N N N -9.124  13.893 33.908 2.861  -1.660 -2.242 HN3    UCL 32 
UCL H6     H6   H  0 1 N N N -7.861  13.891 29.460 3.125  1.019  1.714  H6     UCL 33 
# 
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 
UCL O3P   P      DOUB N N 1  
UCL P     O1P    SING N N 2  
UCL P     O2P    SING N N 3  
UCL P     "O5'"  SING N N 4  
UCL O1P   HO1P   SING N N 5  
UCL O2P   HO2P   SING N N 6  
UCL "O5'" "C5'"  SING N N 7  
UCL "C5'" "C4'"  SING N N 8  
UCL "C5'" "H5'1" SING N N 9  
UCL "C5'" "H5'2" SING N N 10 
UCL "C4'" "O4'"  SING N N 11 
UCL "C4'" "C3'"  SING N N 12 
UCL "C4'" "H4'"  SING N N 13 
UCL "O4'" "C1'"  SING N N 14 
UCL "C3'" "O3'"  SING N N 15 
UCL "C3'" "C2'"  SING N N 16 
UCL "C3'" "H3'"  SING N N 17 
UCL "O3'" "HO3'" SING N N 18 
UCL "C2'" "C1'"  SING N N 19 
UCL "C2'" "H2'1" SING N N 20 
UCL "C2'" "H2'2" SING N N 21 
UCL "C1'" N1     SING N N 22 
UCL "C1'" "H1'"  SING N N 23 
UCL N1    C2     SING N N 24 
UCL N1    C6     SING N N 25 
UCL C2    O2     DOUB N N 26 
UCL C2    N3     SING N N 27 
UCL N3    C4     SING N N 28 
UCL N3    HN3    SING N N 29 
UCL C4    O4     DOUB N N 30 
UCL C4    C5     SING N N 31 
UCL C5    C6     DOUB N N 32 
UCL C5    CL     SING N N 33 
UCL C6    H6     SING N N 34 
# 
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 
UCL SMILES           ACDLabs              10.04 "ClC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O"                                                                                                           
UCL InChI            InChI                1.02b "InChI=1/C9H12ClN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1/f/h11,16-17H" 
UCL InChIKey         InChI                1.02b RBQXEHDSKLSKLJ-DUSMYMCLDO                                                                                                                                 
UCL SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(Cl)C(=O)NC2=O"                                                                                                
UCL SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C(Cl)C(=O)NC2=O"                                                                                                     
UCL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)Cl)COP(=O)(O)O)O"                                                                                                 
UCL SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=O)NC2=O)Cl)COP(=O)(O)O)O"                                                                                                              
# 
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 
UCL "SYSTEMATIC NAME" ACDLabs              10.04 
;5-chloro-2'-deoxyuridine 5'-(dihydrogen phosphate)
;
UCL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(5-chloro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
