data_HDP
# 
_chem_comp.id                                    HDP 
_chem_comp.name                                  "[(1S,6S)-6-HYDROXY-4-(5-METHYL-2,4-DIOXO-3,4-DIHYDROPYRIMIDIN-1(2H)-YL)CYCLOHEX-2-EN-1-YL]METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H17 N2 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-22 
_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                        332.246 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     HDP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1U01 
_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 
HDP P      P      P 0 1 N N N 180.301 424.082 -24.391 5.612  1.216  -1.659 P      HDP 1  
HDP OP1    O1P    O 0 1 N N N 179.827 423.997 -25.790 6.343  1.964  -0.583 OP1    HDP 2  
HDP OP2    O2P    O 0 1 N N N 179.390 423.713 -23.282 4.770  2.134  -2.690 OP2    HDP 3  
HDP "O5'"  O5*    O 0 1 N N N 181.637 423.192 -24.255 4.524  0.141  -1.125 "O5'"  HDP 4  
HDP C5B    C5*    C 0 1 N N N 182.563 423.083 -25.344 3.790  -0.607 -2.074 C5B    HDP 5  
HDP "C4'"  "C4'"  C 0 1 N N R 183.899 422.481 -24.907 2.839  -1.540 -1.320 "C4'"  HDP 6  
HDP "C1'"  "C1'"  C 0 1 N N S 183.664 421.499 -22.087 -0.101 -1.238 -1.854 "C1'"  HDP 7  
HDP N1     N1     N 0 1 N N N 182.790 421.742 -20.912 -1.017 -0.285 -2.431 N1     HDP 8  
HDP C6     C6     C 0 1 N N N 181.570 422.359 -21.045 -0.494 0.868  -2.998 C6     HDP 9  
HDP C2     C2     C 0 1 N N N 183.251 421.325 -19.677 -2.407 -0.515 -2.422 C2     HDP 10 
HDP O2     O2     O 0 1 N N N 184.336 420.768 -19.532 -2.937 -1.516 -1.936 O2     HDP 11 
HDP N3     N3     N 0 1 N N N 182.416 421.565 -18.606 -3.174 0.492  -3.017 N3     HDP 12 
HDP C4     C4     C 0 1 N N N 181.178 422.172 -18.656 -2.709 1.663  -3.597 C4     HDP 13 
HDP O4     O4     O 0 1 N N N 180.517 422.324 -17.636 -3.442 2.509  -4.102 O4     HDP 14 
HDP C5     C5     C 0 1 N N N 180.774 422.575 -19.979 -1.231 1.830  -3.566 C5     HDP 15 
HDP C5A    C5A    C 0 1 N N N 179.418 423.251 -20.169 -0.651 3.067  -4.173 C5A    HDP 16 
HDP "C2'"  "C2'"  C 0 1 N N N 182.847 420.951 -23.257 0.867  -1.773 -2.919 "C2'"  HDP 17 
HDP "C3'"  "C3'"  C 0 1 N N S 183.618 421.023 -24.561 2.077  -2.468 -2.289 "C3'"  HDP 18 
HDP "O3'"  O3*    O 0 1 N N N 184.846 420.291 -24.462 1.637  -3.617 -1.561 "O3'"  HDP 19 
HDP "C5'"  "C5'"  C 0 1 N N N 184.481 423.238 -23.709 1.910  -0.715 -0.463 "C5'"  HDP 20 
HDP "C6'"  "C6'"  C 0 1 N N N 184.377 422.804 -22.463 0.595  -0.590 -0.693 "C6'"  HDP 21 
HDP OP3    O3P    O 0 1 N Y N ?       ?       ?       6.551  0.329  -2.633 OP3    HDP 22 
HDP HOP2   2HOP   H 0 0 N N N 179.694 423.767 -22.383 5.206  2.913  -3.097 HOP2   HDP 23 
HDP "H5'1" 1H5*   H 0 0 N N N 182.745 424.078 -25.751 3.216  0.068  -2.705 "H5'1" HDP 24 
HDP "H5''" 2H5*   H 0 0 N N N 182.127 422.457 -26.123 4.474  -1.195 -2.682 "H5''" HDP 25 
HDP "H4'"  "H4'"  H 0 1 N N N 184.609 422.524 -25.733 3.442  -2.161 -0.645 "H4'"  HDP 26 
HDP "H1'"  "H1'"  H 0 1 N N N 184.424 420.767 -21.812 -0.719 -2.059 -1.470 "H1'"  HDP 27 
HDP H6     H6     H 0 1 N N N 181.242 422.695 -22.029 0.588  0.951  -2.954 H6     HDP 28 
HDP H3     H3     H 0 1 N N N 182.744 421.276 -17.698 -4.180 0.350  -3.023 H3     HDP 29 
HDP H51    H51    H 0 1 N N N 178.760 422.985 -19.345 -1.204 3.328  -5.075 H51    HDP 30 
HDP H52    H52    H 0 1 N N N 178.975 422.920 -21.110 0.395  2.898  -4.427 H52    HDP 31 
HDP H53    H53    H 0 1 N N N 179.550 424.330 -20.188 -0.713 3.890  -3.461 H53    HDP 32 
HDP "H2'"  "H2'"  H 0 1 N N N 181.937 421.547 -23.362 0.325  -2.475 -3.565 "H2'"  HDP 33 
HDP "H2''" "H2''" H 0 0 N N N 182.591 419.906 -23.053 1.214  -0.955 -3.563 "H2''" HDP 34 
HDP "H3'"  "H3'"  H 0 1 N N N 183.008 420.586 -25.354 2.749  -2.832 -3.074 "H3'"  HDP 35 
HDP "HO3'" H3T    H 0 0 N Y N 184.670 419.382 -24.246 0.672  -3.545 -1.490 "HO3'" HDP 36 
HDP "H5'"  "H5'"  H 0 1 N N N 184.998 424.165 -23.934 2.342  -0.209 0.397  "H5'"  HDP 37 
HDP "H6'"  "H6'"  H 0 1 N N N 184.807 423.366 -21.638 0.000  0.000  -0.000 "H6'"  HDP 38 
HDP HOP3   3HOP   H 0 0 N N N 0.304   0.054   0.898   7.356  0.738  -3.017 HOP3   HDP 39 
# 
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 
HDP P     OP1    DOUB N N 1  
HDP P     OP2    SING N N 2  
HDP P     "O5'"  SING N N 3  
HDP P     OP3    SING N N 4  
HDP OP2   HOP2   SING N N 5  
HDP "O5'" C5B    SING N N 6  
HDP C5B   "C4'"  SING N N 7  
HDP C5B   "H5'1" SING N N 8  
HDP C5B   "H5''" SING N N 9  
HDP "C4'" "C3'"  SING N N 10 
HDP "C4'" "C5'"  SING N N 11 
HDP "C4'" "H4'"  SING N N 12 
HDP "C1'" N1     SING N N 13 
HDP "C1'" "C2'"  SING N N 14 
HDP "C1'" "C6'"  SING N N 15 
HDP "C1'" "H1'"  SING N N 16 
HDP N1    C6     SING N N 17 
HDP N1    C2     SING N N 18 
HDP C6    C5     DOUB N N 19 
HDP C6    H6     SING N N 20 
HDP C2    O2     DOUB N N 21 
HDP C2    N3     SING N N 22 
HDP N3    C4     SING N N 23 
HDP N3    H3     SING N N 24 
HDP C4    O4     DOUB N N 25 
HDP C4    C5     SING N N 26 
HDP C5    C5A    SING N N 27 
HDP C5A   H51    SING N N 28 
HDP C5A   H52    SING N N 29 
HDP C5A   H53    SING N N 30 
HDP "C2'" "C3'"  SING N N 31 
HDP "C2'" "H2'"  SING N N 32 
HDP "C2'" "H2''" SING N N 33 
HDP "C3'" "O3'"  SING N N 34 
HDP "C3'" "H3'"  SING N N 35 
HDP "O3'" "HO3'" SING N N 36 
HDP "C5'" "C6'"  DOUB N N 37 
HDP "C5'" "H5'"  SING N N 38 
HDP "C6'" "H6'"  SING N N 39 
HDP OP3   HOP3   SING N N 40 
# 
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 
HDP SMILES           ACDLabs              10.04 "O=P(O)(O)OCC2C=CC(N1C=C(C(=O)NC1=O)C)CC2O"                                                                                                                           
HDP InChI            InChI                1.02b "InChI=1/C12H17N2O7P/c1-7-5-14(12(17)13-11(7)16)9-3-2-8(10(15)4-9)6-21-22(18,19)20/h2-3,5,8-10,15H,4,6H2,1H3,(H,13,16,17)(H2,18,19,20)/t8-,9-,10+/m1/s1/f/h13,18-19H" 
HDP InChIKey         InChI                1.02b PIQIDTLVJACCCC-GNDKHXTPDQ                                                                                                                                             
HDP SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)C=C2)C(=O)NC1=O"                                                                                                          
HDP SMILES           CACTVS               3.341 "CC1=CN([CH]2C[CH](O)[CH](CO[P](O)(O)=O)C=C2)C(=O)NC1=O"                                                                                                              
HDP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](C=C2)COP(=O)(O)O)O"                                                                                                            
HDP SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)C2CC(C(C=C2)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 
HDP "SYSTEMATIC NAME" ACDLabs              10.04 "[(1R,4S,6S)-6-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclohex-2-en-1-yl]methyl dihydrogen phosphate" 
HDP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,4S,6S)-6-hydroxy-4-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-1-cyclohex-2-enyl]methyl dihydrogen phosphate"                
# 
