data_HEF
# 
_chem_comp.id                                    HEF 
_chem_comp.name                                  "1-(2-HYDROXYETHYLOXYMETHYL)-6-PHENYL THIOTHYMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H16 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        308.353 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HEF 
_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        1RTI 
_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 
HEF N1    N1    N 0 1 N N N -2.833 -34.654 23.823 0.209  -0.577 -0.702 N1    HEF 1  
HEF C2    C2    C 0 1 N N N -2.690 -34.894 22.457 0.991  -1.356 -1.472 C2    HEF 2  
HEF O2    O2    O 0 1 N N N -3.327 -34.273 21.605 0.516  -2.341 -2.004 O2    HEF 3  
HEF N3    N3    N 0 1 N N N -1.777 -35.880 22.112 2.289  -1.060 -1.664 N3    HEF 4  
HEF C4    C4    C 0 1 N N N -1.011 -36.631 22.996 2.836  0.029  -1.090 C4    HEF 5  
HEF O4    O4    O 0 1 N N N -0.235 -37.484 22.569 4.014  0.290  -1.269 O4    HEF 6  
HEF C5    C5    C 0 1 N N N -1.223 -36.310 24.401 2.046  0.855  -0.277 C5    HEF 7  
HEF C6    C6    C 0 1 N N N -2.108 -35.350 24.760 0.727  0.541  -0.093 C6    HEF 8  
HEF CM5   CM5   C 0 1 N N N -0.464 -37.092 25.475 2.639  2.075  0.378  CM5   HEF 9  
HEF CM    CM    C 0 1 N N N -3.817 -33.641 24.248 -1.201 -0.923 -0.511 CM    HEF 10 
HEF OM    OM    O 0 1 N N N -5.157 -34.097 24.042 -2.016 -0.051 -1.297 OM    HEF 11 
HEF CE1   CE1   C 0 1 N N N -6.010 -33.727 25.132 -2.178 -0.675 -2.572 CE1   HEF 12 
HEF CE2   CE2   C 0 1 N N N -7.482 -33.948 24.796 -3.046 0.211  -3.467 CE2   HEF 13 
HEF OE    OE    O 0 1 N N N -7.690 -35.187 24.138 -2.413 1.481  -3.635 OE    HEF 14 
HEF "S'"  "S'"  S 0 1 N N N -2.354 -34.935 26.517 -0.297 1.560  0.914  "S'"  HEF 15 
HEF "C1'" "C1'" C 0 1 Y N N -0.893 -33.968 27.015 -0.528 0.490  2.295  "C1'" HEF 16 
HEF "C2'" "C2'" C 0 1 Y N N -0.748 -33.568 28.338 -1.412 0.842  3.308  "C2'" HEF 17 
HEF "C3'" "C3'" C 0 1 Y N N 0.386  -32.869 28.737 -1.591 0.002  4.389  "C3'" HEF 18 
HEF "C4'" "C4'" C 0 1 Y N N 1.379  -32.566 27.811 -0.892 -1.188 4.464  "C4'" HEF 19 
HEF "C5'" "C5'" C 0 1 Y N N 1.236  -32.965 26.488 -0.011 -1.542 3.458  "C5'" HEF 20 
HEF "C6'" "C6'" C 0 1 Y N N 0.098  -33.665 26.090 0.167  -0.709 2.371  "C6'" HEF 21 
HEF HN3   HN3   H 0 1 N N N -1.658 -36.070 21.117 2.835  -1.634 -2.223 HN3   HEF 22 
HEF HM51  1HM5  H 0 0 N N N -0.626 -36.846 26.550 3.694  2.154  0.112  HM51  HEF 23 
HEF HM52  2HM5  H 0 0 N N N -0.656 -38.180 25.325 2.111  2.965  0.035  HM52  HEF 24 
HEF HM53  3HM5  H 0 0 N N N 0.627  -37.029 25.256 2.543  1.989  1.460  HM53  HEF 25 
HEF HM1   1HM   H 0 1 N N N -3.650 -33.327 25.304 -1.367 -1.955 -0.822 HM1   HEF 26 
HEF HM2   2HM   H 0 1 N N N -3.637 -32.661 23.747 -1.462 -0.815 0.541  HM2   HEF 27 
HEF HE11  1HE1  H 0 0 N N N -5.723 -34.256 26.070 -1.201 -0.814 -3.035 HE11  HEF 28 
HEF HE12  2HE1  H 0 0 N N N -5.820 -32.678 25.458 -2.660 -1.644 -2.443 HE12  HEF 29 
HEF HE21  1HE2  H 0 0 N N N -8.124 -33.856 25.703 -3.170 -0.265 -4.440 HE21  HEF 30 
HEF HE22  2HE2  H 0 0 N N N -7.895 -33.098 24.203 -4.022 0.350  -3.003 HE22  HEF 31 
HEF HOE   HOE   H 0 1 N N N -8.606 -35.324 23.928 -2.991 2.008  -4.204 HOE   HEF 32 
HEF "H2'" "H2'" H 0 1 N N N -1.535 -33.805 29.073 -1.958 1.772  3.250  "H2'" HEF 33 
HEF "H3'" "H3'" H 0 1 N N N 0.497  -32.554 29.788 -2.278 0.275  5.177  "H3'" HEF 34 
HEF "H4'" "H4'" H 0 1 N N N 2.278  -32.010 28.125 -1.033 -1.844 5.311  "H4'" HEF 35 
HEF "H5'" "H5'" H 0 1 N N N 2.024  -32.726 25.754 0.533  -2.472 3.520  "H5'" HEF 36 
HEF "H6'" "H6'" H 0 1 N N N -0.018 -33.980 25.039 0.854  -0.986 1.585  "H6'" HEF 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 
HEF N1    C2    SING N N 1  
HEF N1    C6    SING N N 2  
HEF N1    CM    SING N N 3  
HEF C2    O2    DOUB N N 4  
HEF C2    N3    SING N N 5  
HEF N3    C4    SING N N 6  
HEF N3    HN3   SING N N 7  
HEF C4    O4    DOUB N N 8  
HEF C4    C5    SING N N 9  
HEF C5    C6    DOUB N N 10 
HEF C5    CM5   SING N N 11 
HEF C6    "S'"  SING N N 12 
HEF CM5   HM51  SING N N 13 
HEF CM5   HM52  SING N N 14 
HEF CM5   HM53  SING N N 15 
HEF CM    OM    SING N N 16 
HEF CM    HM1   SING N N 17 
HEF CM    HM2   SING N N 18 
HEF OM    CE1   SING N N 19 
HEF CE1   CE2   SING N N 20 
HEF CE1   HE11  SING N N 21 
HEF CE1   HE12  SING N N 22 
HEF CE2   OE    SING N N 23 
HEF CE2   HE21  SING N N 24 
HEF CE2   HE22  SING N N 25 
HEF OE    HOE   SING N N 26 
HEF "S'"  "C1'" SING N N 27 
HEF "C1'" "C2'" DOUB Y N 28 
HEF "C1'" "C6'" SING Y N 29 
HEF "C2'" "C3'" SING Y N 30 
HEF "C2'" "H2'" SING N N 31 
HEF "C3'" "C4'" DOUB Y N 32 
HEF "C3'" "H3'" SING N N 33 
HEF "C4'" "C5'" SING Y N 34 
HEF "C4'" "H4'" SING N N 35 
HEF "C5'" "C6'" DOUB Y N 36 
HEF "C5'" "H5'" SING N N 37 
HEF "C6'" "H6'" 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 
HEF SMILES           ACDLabs              10.04 O=C2C(=C(Sc1ccccc1)N(C(=O)N2)COCCO)C                                                                                    
HEF InChI            InChI                1.02b InChI=1/C14H16N2O4S/c1-10-12(18)15-14(19)16(9-20-8-7-17)13(10)21-11-5-3-2-4-6-11/h2-6,17H,7-9H2,1H3,(H,15,18,19)/f/h15H 
HEF InChIKey         InChI                1.02b HDMHBHNRWDNNCD-YAQRNVERCE                                                                                               
HEF SMILES_CANONICAL CACTVS               3.341 CC1=C(Sc2ccccc2)N(COCCO)C(=O)NC1=O                                                                                      
HEF SMILES           CACTVS               3.341 CC1=C(Sc2ccccc2)N(COCCO)C(=O)NC1=O                                                                                      
HEF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(N(C(=O)NC1=O)COCCO)Sc2ccccc2                                                                                      
HEF SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(N(C(=O)NC1=O)COCCO)Sc2ccccc2                                                                                      
# 
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 
HEF "SYSTEMATIC NAME" ACDLabs              10.04 1-[(2-hydroxyethoxy)methyl]-5-methyl-6-(phenylsulfanyl)pyrimidine-2,4(1H,3H)-dione 
HEF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(2-hydroxyethoxymethyl)-5-methyl-6-phenylsulfanyl-pyrimidine-2,4-dione           
# 
