data_6HT
# 
_chem_comp.id                                    6HT 
_chem_comp.name                                  "1',5'-ANHYDRO-2',3'-DIDEOXY-2'-(THYMIN-1-YL)-6'-O-PHOSPHORYL-D-ARABINO-HEXITOL" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H17 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-23 
_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                        336.235 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     6HT 
_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        1EJZ 
_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 
6HT P      P    P 0 1 N N N -261.937 91.135 -264.255 0.671  0.157  -4.153 P      6HT 1  
6HT OP1    O1P  O 0 1 N N N -260.785 91.636 -265.037 1.822  0.887  -3.577 OP1    6HT 2  
6HT OP2    O2P  O 0 1 N N N -261.724 90.147 -263.175 1.196  -0.880 -5.266 OP2    6HT 3  
6HT OP3    O3P  O 0 1 N Y N -262.717 92.398 -263.636 -0.343 1.206  -4.833 OP3    6HT 4  
6HT "O5'"  O5*  O 0 1 N N N -263.025 90.535 -265.278 -0.091 -0.647 -2.986 "O5'"  6HT 5  
6HT "C5'"  C5*  C 0 1 N N N -264.320 90.120 -264.806 -0.531 0.323  -2.034 "C5'"  6HT 6  
6HT "C4'"  C4*  C 0 1 N N R -265.348 90.079 -265.922 -1.268 -0.379 -0.892 "C4'"  6HT 7  
6HT "O4'"  O4*  O 0 1 N N N -265.483 91.398 -266.491 -0.387 -1.304 -0.257 "O4'"  6HT 8  
6HT "C3'"  C3*  C 0 1 N N S -264.917 89.055 -266.977 -1.744 0.663  0.122  "C3'"  6HT 9  
6HT "O3'"  O3*  O 0 1 N N N -264.996 87.735 -266.437 -2.604 1.602  -0.526 "O3'"  6HT 10 
6HT "C2'"  C2*  C 0 1 N N N -265.792 89.162 -268.218 -2.510 -0.045 1.247  "C2'"  6HT 11 
6HT "C1'"  C1*  C 0 1 N N S -265.823 90.579 -268.764 -1.622 -1.156 1.818  "C1'"  6HT 12 
6HT "C6'"  C6*  C 0 1 N N N -266.323 91.497 -267.652 -1.155 -2.061 0.675  "C6'"  6HT 13 
6HT N1     N1   N 0 1 N N N -264.474 90.996 -269.233 -0.458 -0.561 2.479  N1     6HT 14 
6HT C2     C2   C 0 1 N N N -264.244 91.005 -270.598 -0.633 0.232  3.551  C2     6HT 15 
6HT O2     O2   O 0 1 N N N -265.114 90.705 -271.414 -1.758 0.446  3.960  O2     6HT 16 
6HT N3     N3   N 0 1 N N N -262.975 91.376 -270.997 0.417  0.791  4.178  N3     6HT 17 
6HT C4     C4   C 0 1 N N N -261.928 91.733 -270.172 1.671  0.559  3.740  C4     6HT 18 
6HT O4     O4   O 0 1 N N N -260.834 92.038 -270.643 2.624  1.064  4.306  O4     6HT 19 
6HT C5     C5   C 0 1 N N N -262.253 91.700 -268.767 1.870  -0.269 2.610  C5     6HT 20 
6HT C5M    C5M  C 0 1 N N N -261.185 92.071 -267.743 3.261  -0.541 2.097  C5M    6HT 21 
6HT C6     C6   C 0 1 N N N -263.483 91.342 -268.346 0.797  -0.818 2.000  C6     6HT 22 
6HT HOP2   2HOP H 0 0 N N N -262.463 89.825 -262.672 1.645  -0.359 -5.945 HOP2   6HT 23 
6HT HOP3   3HOP H 0 0 N N N -263.456 92.076 -263.133 -1.077 0.690  -5.195 HOP3   6HT 24 
6HT "H5'"  1H5* H 0 1 N N N -264.253 89.119 -264.403 -1.203 1.030  -2.520 "H5'"  6HT 25 
6HT "H5''" 2H5* H 0 0 N N N -264.645 90.816 -264.020 0.331  0.857  -1.635 "H5''" 6HT 26 
6HT "H4'"  H4*  H 0 1 N N N -266.306 89.771 -265.506 -2.128 -0.915 -1.292 "H4'"  6HT 27 
6HT "H3'"  H3*  H 0 1 N N N -263.884 89.259 -267.259 -0.883 1.184  0.540  "H3'"  6HT 28 
6HT "HO3'" HO3* H 0 0 N Y N -264.728 87.100 -267.091 -2.880 2.239  0.147  "HO3'" 6HT 29 
6HT "H2'"  1H2* H 0 1 N N N -265.396 88.495 -268.988 -3.427 -0.479 0.848  "H2'"  6HT 30 
6HT "H2''" 2H2* H 0 0 N N N -266.811 88.866 -267.951 -2.753 0.670  2.031  "H2''" 6HT 31 
6HT "H1'"  H1*  H 0 1 N N N -266.521 90.621 -269.602 -2.190 -1.743 2.539  "H1'"  6HT 32 
6HT "H6'1" 1H6* H 0 0 N N N -266.327 92.527 -268.005 -0.543 -2.867 1.079  "H6'1" 6HT 33 
6HT "H6'2" 2H6* H 0 0 N N N -267.341 91.221 -267.387 -2.023 -2.484 0.171  "H6'2" 6HT 34 
6HT H3     H3   H 0 1 N N N -262.796 91.391 -271.989 0.273  1.361  4.950  H3     6HT 35 
6HT H71    1H5M H 0 1 N N N -261.524 92.923 -267.156 3.986  -0.014 2.717  H71    6HT 36 
6HT H72    2H5M H 0 1 N N N -260.261 92.330 -268.258 3.460  -1.612 2.137  H72    6HT 37 
6HT H73    3H5M H 0 1 N N N -261.006 91.224 -267.081 3.343  -0.195 1.067  H73    6HT 38 
6HT H6     H6   H 0 1 N N N -263.696 91.335 -267.277 0.930  -1.456 1.139  H6     6HT 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 
6HT P     OP1    DOUB N N 1  
6HT P     OP2    SING N N 2  
6HT P     OP3    SING N N 3  
6HT P     "O5'"  SING N N 4  
6HT OP2   HOP2   SING N N 5  
6HT OP3   HOP3   SING N N 6  
6HT "O5'" "C5'"  SING N N 7  
6HT "C5'" "C4'"  SING N N 8  
6HT "C5'" "H5'"  SING N N 9  
6HT "C5'" "H5''" SING N N 10 
6HT "C4'" "O4'"  SING N N 11 
6HT "C4'" "C3'"  SING N N 12 
6HT "C4'" "H4'"  SING N N 13 
6HT "O4'" "C6'"  SING N N 14 
6HT "C3'" "O3'"  SING N N 15 
6HT "C3'" "C2'"  SING N N 16 
6HT "C3'" "H3'"  SING N N 17 
6HT "O3'" "HO3'" SING N N 18 
6HT "C2'" "C1'"  SING N N 19 
6HT "C2'" "H2'"  SING N N 20 
6HT "C2'" "H2''" SING N N 21 
6HT "C1'" "C6'"  SING N N 22 
6HT "C1'" N1     SING N N 23 
6HT "C1'" "H1'"  SING N N 24 
6HT "C6'" "H6'1" SING N N 25 
6HT "C6'" "H6'2" SING N N 26 
6HT N1    C2     SING N N 27 
6HT N1    C6     SING N N 28 
6HT C2    O2     DOUB N N 29 
6HT C2    N3     SING N N 30 
6HT N3    C4     SING N N 31 
6HT N3    H3     SING N N 32 
6HT C4    O4     DOUB N N 33 
6HT C4    C5     SING N N 34 
6HT C5    C5M    SING N N 35 
6HT C5    C6     DOUB N N 36 
6HT C5M   H71    SING N N 37 
6HT C5M   H72    SING N N 38 
6HT C5M   H73    SING N N 39 
6HT C6    H6     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 
6HT SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2CC(O)C(OC2)COP(=O)(O)O"                                                                                                                      
6HT InChI            InChI                1.02b "InChI=1/C11H17N2O8P/c1-6-3-13(11(16)12-10(6)15)7-2-8(14)9(20-4-7)5-21-22(17,18)19/h3,7-9,14H,2,4-5H2,1H3,(H,12,15,16)(H2,17,18,19)/t7-,8-,9+/m0/s1/f/h12,17-18H" 
6HT InChIKey         InChI                1.02b CCUHDSVZYOGFIW-JDGBPNTNDS                                                                                                                                         
6HT SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@@H]2CO[C@H](CO[P](O)(O)=O)[C@@H](O)C2)C(=O)NC1=O"                                                                                                      
6HT SMILES           CACTVS               3.341 "CC1=CN([CH]2CO[CH](CO[P](O)(O)=O)[CH](O)C2)C(=O)NC1=O"                                                                                                           
6HT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](OC2)COP(=O)(O)O)O"                                                                                                         
6HT SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)C2CC(C(OC2)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 
6HT "SYSTEMATIC NAME" ACDLabs              10.04 "1,5-anhydro-2,3-dideoxy-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-6-O-phosphono-D-arabino-hexitol" 
6HT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxan-2-yl]methyl dihydrogen phosphate"             
# 
