data_TRH
# 
_chem_comp.id                                    TRH 
_chem_comp.name                                  "2'-DEOXY-THYMIDINE-BETA-L-RHAMNOSE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H26 N2 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-28 
_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                        548.330 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TRH 
_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        1G3L 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TRH O4P    O4P    O 0 1 N N N 14.715 62.773 52.230 0.500  1.102  -2.566 O4P    TRH 1  
TRH P2     P2     P 0 1 N N S 15.585 61.713 53.006 -0.506 -0.139 -2.753 P2     TRH 2  
TRH O3P    O3P    O 0 1 N N N 16.478 60.604 52.238 -1.839 0.361  -3.155 O3P    TRH 3  
TRH O1     O1     O 0 1 N N N 16.412 62.544 54.070 0.063  -1.124 -3.892 O1     TRH 4  
TRH C1     C1     C 0 1 N N R 17.700 62.115 54.383 0.151  -0.358 -5.095 C1     TRH 5  
TRH C2     C2     C 0 1 N N R 17.672 61.865 55.846 -0.061 -1.277 -6.300 C2     TRH 6  
TRH O2     O2     O 0 1 N N N 16.989 62.991 56.379 0.961  -2.275 -6.326 O2     TRH 7  
TRH C3     C3     C 0 1 N N R 19.102 61.771 56.403 0.002  -0.442 -7.583 C3     TRH 8  
TRH O3     O3     O 0 1 N N N 19.098 61.829 57.821 -0.046 -1.306 -8.720 O3     TRH 9  
TRH C4     C4     C 0 1 N N R 19.938 62.867 55.797 1.315  0.347  -7.588 C4     TRH 10 
TRH O4     O4     O 0 1 N N N 21.258 62.474 56.124 1.330  1.244  -8.701 O4     TRH 11 
TRH C5     C5     C 0 1 N N S 19.623 62.900 54.277 1.423  1.145  -6.287 C5     TRH 12 
TRH O5     O5     O 0 1 N N N 18.251 63.358 54.057 1.437  0.253  -5.174 O5     TRH 13 
TRH C6     C6     C 0 1 N N N 20.675 63.684 53.489 2.714  1.965  -6.298 C6     TRH 14 
TRH OPP    OPP    O 0 1 N N N 14.621 60.856 53.950 -0.631 -0.942 -1.363 OPP    TRH 15 
TRH P      P      P 0 1 N N S 14.283 59.294 53.688 -1.203 0.097  -0.275 P      TRH 16 
TRH O1P    O1P    O 0 1 N N N 12.937 59.154 54.505 -2.642 0.638  -0.754 O1P    TRH 17 
TRH O2P    O2P    O 0 1 N N N 15.539 58.321 53.947 -0.267 1.235  -0.141 O2P    TRH 18 
TRH "O5'"  "O5'"  O 0 1 N N N 13.978 59.217 52.141 -1.354 -0.642 1.146  "O5'"  TRH 19 
TRH "C5'"  "C5'"  C 0 1 N N N 12.896 60.016 51.674 -1.863 0.326  2.064  "C5'"  TRH 20 
TRH "C4'"  "C4'"  C 0 1 N N R 11.959 59.134 50.855 -2.031 -0.315 3.443  "C4'"  TRH 21 
TRH "O4'"  "O4'"  O 0 1 N N N 12.933 58.403 50.168 -0.753 -0.729 3.970  "O4'"  TRH 22 
TRH "C3'"  "C3'"  C 0 1 N N S 11.254 57.974 51.475 -2.531 0.728  4.474  "C3'"  TRH 23 
TRH "O3'"  "O3'"  O 0 1 N N N 9.914  57.927 51.018 -3.956 0.827  4.459  "O3'"  TRH 24 
TRH "C2'"  "C2'"  C 0 1 N N N 11.980 56.747 50.926 -2.032 0.125  5.811  "C2'"  TRH 25 
TRH "C1'"  "C1'"  C 0 1 N N R 12.576 57.173 49.604 -0.901 -0.835 5.396  "C1'"  TRH 26 
TRH N11    N11    N 0 1 N N N 13.697 56.328 49.213 0.348  -0.453 6.057  N11    TRH 27 
TRH C21    C21    C 0 1 N N N 13.518 55.498 48.159 0.865  0.771  5.847  C21    TRH 28 
TRH O21    O21    O 0 1 N N N 12.337 55.398 47.567 0.286  1.549  5.115  O21    TRH 29 
TRH N31    N31    N 0 1 N N N 14.514 54.743 47.743 2.010  1.150  6.445  N31    TRH 30 
TRH C41    C41    C 0 1 N N N 15.702 54.823 48.330 2.665  0.299  7.261  C41    TRH 31 
TRH O41    O41    O 0 1 N N N 16.686 54.068 47.883 3.703  0.639  7.798  O41    TRH 32 
TRH C51    C51    C 0 1 N N N 15.917 55.673 49.381 2.135  -0.994 7.485  C51    TRH 33 
TRH C5A    C5A    C 0 1 N N N 17.288 55.714 50.013 2.847  -1.964 8.392  C5A    TRH 34 
TRH C61    C61    C 0 1 N N N 14.875 56.446 49.831 0.982  -1.346 6.877  C61    TRH 35 
TRH H4PO   OH4P   H 0 0 N N N 14.190 63.424 52.681 1.355  0.733  -2.305 H4PO   TRH 36 
TRH HC1    HC1    H 0 1 N N N 18.178 61.219 53.923 -0.617 0.414  -5.089 HC1    TRH 37 
TRH HC2    HC2    H 0 1 N N N 17.172 60.904 56.110 -1.036 -1.757 -6.224 HC2    TRH 38 
TRH HO2    HO2    H 0 1 N N N 16.971 62.831 57.315 0.889  -2.771 -5.499 HO2    TRH 39 
TRH HC3    HC3    H 0 1 N N N 19.549 60.788 56.125 -0.841 0.248  -7.612 HC3    TRH 40 
TRH HO3    HO3    H 0 1 N N N 19.981 61.770 58.165 -0.881 -1.790 -8.668 HO3    TRH 41 
TRH HC4    HC4    H 0 1 N N N 19.754 63.904 56.161 2.156  -0.342 -7.665 HC4    TRH 42 
TRH HO4    HO4    H 0 1 N N N 21.785 63.165 55.741 2.171  1.719  -8.666 HO4    TRH 43 
TRH HC5    HC5    H 0 1 N N N 19.684 61.862 53.872 0.568  1.816  -6.202 HC5    TRH 44 
TRH HC61   1HC6   H 0 0 N N N 20.448 63.707 52.397 2.791  2.535  -5.372 HC61   TRH 45 
TRH HC62   2HC6   H 0 0 N N N 20.802 64.713 53.897 3.570  1.294  -6.383 HC62   TRH 46 
TRH HC63   3HC6   H 0 0 N N N 21.700 63.290 53.680 2.703  2.649  -7.146 HC63   TRH 47 
TRH H1PO   OH1P   H 0 0 N N N 12.738 58.237 54.351 -3.220 -0.133 -0.829 H1PO   TRH 48 
TRH "H5'1" "1H5'" H 0 0 N N N 12.369 60.547 52.500 -1.165 1.161  2.135  "H5'1" TRH 49 
TRH "H5'2" "2H5'" H 0 0 N N N 13.240 60.913 51.109 -2.829 0.689  1.712  "H5'2" TRH 50 
TRH "H4'C" "CH4'" H 0 0 N N N 11.179 59.805 50.426 -2.717 -1.160 3.390  "H4'C" TRH 51 
TRH "H3'C" "CH3'" H 0 0 N N N 11.252 58.033 52.588 -2.073 1.701  4.291  "H3'C" TRH 52 
TRH "H3'O" "OH3'" H 0 0 N N N 9.465  57.188 51.412 -4.203 1.420  5.181  "H3'O" TRH 53 
TRH "H2'1" "1H2'" H 0 0 N N N 12.727 56.318 51.633 -2.836 -0.422 6.303  "H2'1" TRH 54 
TRH "H2'2" "2H2'" H 0 0 N N N 11.331 55.842 50.851 -1.647 0.908  6.465  "H2'2" TRH 55 
TRH "H1'C" "CH1'" H 0 0 N N N 11.985 57.156 48.658 -1.165 -1.857 5.666  "H1'C" TRH 56 
TRH H31N   NH31   H 0 0 N N N 14.365 54.097 46.967 2.367  2.038  6.286  H31N   TRH 57 
TRH HCA1   1HCA   H 0 0 N N N 17.463 56.406 50.869 3.751  -1.498 8.784  HCA1   TRH 58 
TRH HCA2   2HCA   H 0 0 N N N 17.574 54.681 50.320 2.191  -2.239 9.218  HCA2   TRH 59 
TRH HCA3   3HCA   H 0 0 N N N 18.044 55.921 49.220 3.115  -2.858 7.828  HCA3   TRH 60 
TRH H61C   CH61   H 0 0 N N N 14.982 57.149 50.673 0.562  -2.328 7.036  H61C   TRH 61 
# 
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 
TRH O4P   P2     SING N N 1  
TRH O4P   H4PO   SING N N 2  
TRH P2    O3P    DOUB N N 3  
TRH P2    O1     SING N N 4  
TRH P2    OPP    SING N N 5  
TRH O1    C1     SING N N 6  
TRH C1    C2     SING N N 7  
TRH C1    O5     SING N N 8  
TRH C1    HC1    SING N N 9  
TRH C2    O2     SING N N 10 
TRH C2    C3     SING N N 11 
TRH C2    HC2    SING N N 12 
TRH O2    HO2    SING N N 13 
TRH C3    O3     SING N N 14 
TRH C3    C4     SING N N 15 
TRH C3    HC3    SING N N 16 
TRH O3    HO3    SING N N 17 
TRH C4    O4     SING N N 18 
TRH C4    C5     SING N N 19 
TRH C4    HC4    SING N N 20 
TRH O4    HO4    SING N N 21 
TRH C5    O5     SING N N 22 
TRH C5    C6     SING N N 23 
TRH C5    HC5    SING N N 24 
TRH C6    HC61   SING N N 25 
TRH C6    HC62   SING N N 26 
TRH C6    HC63   SING N N 27 
TRH OPP   P      SING N N 28 
TRH P     O1P    SING N N 29 
TRH P     O2P    DOUB N N 30 
TRH P     "O5'"  SING N N 31 
TRH O1P   H1PO   SING N N 32 
TRH "O5'" "C5'"  SING N N 33 
TRH "C5'" "C4'"  SING N N 34 
TRH "C5'" "H5'1" SING N N 35 
TRH "C5'" "H5'2" SING N N 36 
TRH "C4'" "O4'"  SING N N 37 
TRH "C4'" "C3'"  SING N N 38 
TRH "C4'" "H4'C" SING N N 39 
TRH "O4'" "C1'"  SING N N 40 
TRH "C3'" "O3'"  SING N N 41 
TRH "C3'" "C2'"  SING N N 42 
TRH "C3'" "H3'C" SING N N 43 
TRH "O3'" "H3'O" SING N N 44 
TRH "C2'" "C1'"  SING N N 45 
TRH "C2'" "H2'1" SING N N 46 
TRH "C2'" "H2'2" SING N N 47 
TRH "C1'" N11    SING N N 48 
TRH "C1'" "H1'C" SING N N 49 
TRH N11   C21    SING N N 50 
TRH N11   C61    SING N N 51 
TRH C21   O21    DOUB N N 52 
TRH C21   N31    SING N N 53 
TRH N31   C41    SING N N 54 
TRH N31   H31N   SING N N 55 
TRH C41   O41    DOUB N N 56 
TRH C41   C51    SING N N 57 
TRH C51   C5A    SING N N 58 
TRH C51   C61    DOUB N N 59 
TRH C5A   HCA1   SING N N 60 
TRH C5A   HCA2   SING N N 61 
TRH C5A   HCA3   SING N N 62 
TRH C61   H61C   SING N N 63 
# 
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 
TRH SMILES           ACDLabs              10.04 O=P(OC1OC(C(O)C(O)C1O)C)(O)OP(=O)(O)OCC3OC(N2C=C(C(=O)NC2=O)C)CC3O 
TRH InChI            InChI                1.02b 
InChI=1/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,11-,12+,13+,15+/m0/s1/f/h17,25,27H 
TRH InChIKey         InChI                1.02b ZOSQFDVXNQFKBY-PXVPNILKDM 
TRH SMILES_CANONICAL CACTVS               3.341 C[C@@H]1O[C@H](O[P@@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N3C=C(C)C(=O)NC3=O)[C@H](O)[C@H](O)[C@H]1O 
TRH SMILES           CACTVS               3.341 C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH](C[CH]2O)N3C=C(C)C(=O)NC3=O)[CH](O)[CH](O)[CH]1O 
TRH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]2[C@H](C[C@@H](O2)N3C=C(C(=O)NC3=O)C)O)O)O)O 
TRH SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(CC(O2)N3C=C(C(=O)NC3=O)C)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 
TRH "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl (2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" 
TRH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl] hydrogen phosphate" 
# 
