data_HEU
# 
_chem_comp.id                                    HEU 
_chem_comp.name                                  "3-(2-HYDROXYETHYL)-2'-DEOXYURIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H17 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-02-15 
_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                        352.234 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     HEU 
_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        1KXS 
_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 
HEU P      P    P 0 1 N N N 2.544  9.583  0.888  -3.968 -1.665 3.118  P      HEU 1  
HEU OP2    O2P  O 0 1 N N N 1.348  9.812  0.047  -3.912 -2.311 1.636  OP2    HEU 2  
HEU OP1    O1P  O 0 1 N N N 3.412  10.725 1.257  -4.406 -2.599 4.208  OP1    HEU 3  
HEU "O5'"  O5*  O 0 1 N N N 3.456  8.474  0.156  -2.493 -1.028 3.315  "O5'"  HEU 4  
HEU "C5'"  C5*  C 0 1 N N N 4.726  8.121  0.670  -2.005 -0.136 2.327  "C5'"  HEU 5  
HEU "C4'"  C4*  C 0 1 N N R 5.230  6.831  0.017  -0.611 0.328  2.728  "C4'"  HEU 6  
HEU "O4'"  O4*  O 0 1 N N N 4.212  5.851  0.139  0.247  -0.829 2.764  "O4'"  HEU 7  
HEU "C1'"  C1*  C 0 1 N N R 3.939  5.304  -1.134 1.157  -0.778 1.657  "C1'"  HEU 8  
HEU N1     N1   N 0 1 N N N 2.507  4.885  -1.208 1.164  -2.047 0.989  N1     HEU 9  
HEU C2     C2   C 0 1 N N N 2.198  3.551  -0.931 2.355  -2.515 0.384  C2     HEU 10 
HEU O2     O2   O 0 1 N N N 3.067  2.734  -0.627 3.405  -1.864 0.404  O2     HEU 11 
HEU N3     N3   N 0 1 N N N 0.851  3.190  -0.991 2.256  -3.784 -0.249 N3     HEU 12 
HEU C7     C7   C 0 1 N N N 0.529  1.737  -0.975 3.462  -4.315 -0.877 C7     HEU 13 
HEU C8     C8   C 0 1 N N N 0.766  1.176  -2.379 3.524  -3.860 -2.323 C8     HEU 14 
HEU O9     O9   O 0 1 N N N 2.091  0.710  -2.476 2.397  -4.367 -3.027 O9     HEU 15 
HEU C4     C4   C 0 1 N N N -0.201 4.071  -1.237 1.097  -4.568 -0.319 C4     HEU 16 
HEU O4     O4   O 0 1 N N N -1.369 3.691  -1.284 0.995  -5.660 -0.874 O4     HEU 17 
HEU C5     C5   C 0 1 N N N 0.202  5.442  -1.442 -0.088 -3.989 0.346  C5     HEU 18 
HEU C6     C6   C 0 1 N N N 1.504  5.799  -1.430 0.004  -2.803 0.943  C6     HEU 19 
HEU "C3'"  C3*  C 0 1 N N S 5.580  6.984  -1.472 0.008  1.286  1.720  "C3'"  HEU 20 
HEU "C2'"  C2*  C 0 1 N N N 4.366  6.363  -2.156 0.710  0.360  0.754  "C2'"  HEU 21 
HEU "O3'"  O3*  O 0 1 N N N 6.775  6.265  -1.724 0.965  2.121  2.368  "O3'"  HEU 22 
HEU OP3    O3P  O 0 1 N Y N ?      ?      ?      -4.901 -0.360 2.920  OP3    HEU 23 
HEU HOP2   2HOP H 0 0 N N N 0.791  9.079  -0.189 -4.684 -2.823 1.313  HOP2   HEU 24 
HEU "H5'"  1H5* H 0 1 N N N 4.645  7.941  1.744  -1.971 -0.654 1.366  "H5'"  HEU 25 
HEU "H5''" 2H5* H 0 0 N N N 5.439  8.929  0.503  -2.683 0.718  2.254  "H5''" HEU 26 
HEU "H4'"  H4*  H 0 1 N N N 6.114  6.502  0.565  -0.644 0.753  3.736  "H4'"  HEU 27 
HEU "H1'"  H1*  H 0 1 N N N 4.615  4.460  -1.282 2.163  -0.604 2.054  "H1'"  HEU 28 
HEU H71    1H7  H 0 1 N N N -0.511 1.567  -0.702 3.434  -5.406 -0.805 H71    HEU 29 
HEU H72    2H7  H 0 1 N N N 1.138  1.202  -0.248 4.328  -3.941 -0.322 H72    HEU 30 
HEU H81    1H8  H 0 1 N N N 0.590  1.954  -3.123 4.426  -4.254 -2.802 H81    HEU 31 
HEU H82    2H8  H 0 1 N N N 0.087  0.351  -2.583 3.526  -2.768 -2.402 H82    HEU 32 
HEU H9     H9   H 0 1 N N N 2.188  -0.035 -1.876 2.095  -3.659 -3.619 H9     HEU 33 
HEU H5     H5   H 0 1 N N N -0.554 6.194  -1.615 -1.015 -4.549 0.331  H5     HEU 34 
HEU H6     H6   H 0 1 N N N 1.724  6.847  -1.562 -0.860 -2.367 1.434  H6     HEU 35 
HEU "H3'"  H3*  H 0 1 N N N 5.709  8.032  -1.750 -0.722 1.941  1.236  "H3'"  HEU 36 
HEU "H2'"  1H2* H 0 1 N N N 3.643  7.163  -2.287 -0.003 -0.001 0.003  "H2'"  HEU 37 
HEU "H2''" 2H2* H 0 0 N N N 4.587  5.917  -3.126 1.556  0.818  0.232  "H2''" HEU 38 
HEU "HO3'" H3T  H 0 0 N Y N 6.991  6.359  -2.644 0.737  3.043  2.154  "HO3'" HEU 39 
HEU HOP3   3HOP H 0 0 N N N 0.767  -0.147 0.539  -5.874 -0.475 2.871  HOP3   HEU 40 
# 
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 
HEU P     OP2    SING N N 1  
HEU P     OP1    DOUB N N 2  
HEU P     "O5'"  SING N N 3  
HEU P     OP3    SING N N 4  
HEU OP2   HOP2   SING N N 5  
HEU "O5'" "C5'"  SING N N 6  
HEU "C5'" "C4'"  SING N N 7  
HEU "C5'" "H5'"  SING N N 8  
HEU "C5'" "H5''" SING N N 9  
HEU "C4'" "O4'"  SING N N 10 
HEU "C4'" "C3'"  SING N N 11 
HEU "C4'" "H4'"  SING N N 12 
HEU "O4'" "C1'"  SING N N 13 
HEU "C1'" N1     SING N N 14 
HEU "C1'" "C2'"  SING N N 15 
HEU "C1'" "H1'"  SING N N 16 
HEU N1    C2     SING N N 17 
HEU N1    C6     SING N N 18 
HEU C2    O2     DOUB N N 19 
HEU C2    N3     SING N N 20 
HEU N3    C7     SING N N 21 
HEU N3    C4     SING N N 22 
HEU C7    C8     SING N N 23 
HEU C7    H71    SING N N 24 
HEU C7    H72    SING N N 25 
HEU C8    O9     SING N N 26 
HEU C8    H81    SING N N 27 
HEU C8    H82    SING N N 28 
HEU O9    H9     SING N N 29 
HEU C4    O4     DOUB N N 30 
HEU C4    C5     SING N N 31 
HEU C5    C6     DOUB N N 32 
HEU C5    H5     SING N N 33 
HEU C6    H6     SING N N 34 
HEU "C3'" "C2'"  SING N N 35 
HEU "C3'" "O3'"  SING N N 36 
HEU "C3'" "H3'"  SING N N 37 
HEU "C2'" "H2'"  SING N N 38 
HEU "C2'" "H2''" SING N N 39 
HEU "O3'" "HO3'" SING N N 40 
HEU OP3   HOP3   SING N N 41 
# 
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 
HEU SMILES           ACDLabs              10.04 "O=C1N(C(=O)N(C=C1)C2OC(C(O)C2)COP(=O)(O)O)CCO"                                                                                                            
HEU InChI            InChI                1.02b "InChI=1/C11H17N2O9P/c14-4-3-12-9(16)1-2-13(11(12)17)10-5-7(15)8(22-10)6-21-23(18,19)20/h1-2,7-8,10,14-15H,3-6H2,(H2,18,19,20)/t7-,8+,10+/m0/s1/f/h18-19H" 
HEU InChIKey         InChI                1.02b GBGSUYUQSAGQFW-DLRPYTRYDA                                                                                                                                  
HEU SMILES_CANONICAL CACTVS               3.341 "OCCN1C(=O)C=CN([C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2)C1=O"                                                                                               
HEU SMILES           CACTVS               3.341 "OCCN1C(=O)C=CN([CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2)C1=O"                                                                                                   
HEU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)N(C2=O)CCO)COP(=O)(O)O)O"                                                                                                 
HEU SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=CC(=O)N(C2=O)CCO)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 
HEU "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-3-(2-hydroxyethyl)uridine 5'-(dihydrogen phosphate)
;
HEU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[3-(2-hydroxyethyl)-2,4-dioxo-pyrimidin-1-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
