data_TET
# 
_chem_comp.id                                    TET 
_chem_comp.name                                  "URIDINE-DIPHOSPHATE-2(N-ACETYLGLUCOSAMINYL-3-FLUORO-2-PHOSPHONOOXY)PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H31 F N3 O23 P3" 
_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                        793.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TET 
_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        1A2N 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TET C1   C1   C 0 1 N N N 48.884 22.345 35.571 -3.940 -0.740 8.350  C1   TET 1  
TET N1   N1   N 0 1 N N N 50.035 22.672 36.103 -2.887 -1.381 7.804  N1   TET 2  
TET C3   C3   C 0 1 N N N 50.332 22.635 37.363 -1.772 -0.700 7.479  C3   TET 3  
TET N2   N2   N 0 1 N N N 49.394 22.263 38.293 -1.682 0.623  7.700  N2   TET 4  
TET C5   C5   C 0 1 N N N 48.157 21.890 37.872 -2.728 1.311  8.252  C5   TET 5  
TET C6   C6   C 0 1 N N N 47.879 21.948 36.525 -3.860 0.654  8.583  C6   TET 6  
TET O1   O1   O 0 1 N N N 48.710 22.438 34.379 -4.951 -1.354 8.640  O1   TET 7  
TET O2   O2   O 0 1 N N N 51.441 23.052 37.706 -0.831 -1.291 6.987  O2   TET 8  
TET C9   C9   C 0 1 N N R 48.810 23.103 40.623 0.775  0.696  8.032  C9   TET 9  
TET C2   C2   C 0 1 N N R 49.750 22.279 39.718 -0.454 1.337  7.340  C2   TET 10 
TET O3   O3   O 0 1 N N N 49.553 20.942 40.095 -0.168 1.181  5.934  O3   TET 11 
TET C4   C4   C 0 1 N N R 49.088 20.847 41.409 1.233  1.444  5.758  C4   TET 12 
TET C15  C15  C 0 1 N N S 48.925 22.310 41.980 1.934  1.117  7.091  C15  TET 13 
TET C12  C12  C 0 1 N N N 47.766 20.062 41.251 1.793  0.558  4.644  C12  TET 14 
TET O14  O14  O 0 1 N N N 50.084 22.984 42.646 2.604  2.269  7.607  O14  TET 15 
TET O11  O11  O 0 1 N N N 48.824 24.594 40.424 0.962  1.235  9.342  O11  TET 16 
TET O4   O4   O 0 1 N N N 46.699 20.783 40.592 1.132  0.863  3.414  O4   TET 17 
TET P1   P1   P 0 1 N N S 45.554 19.970 39.942 1.768  -0.100 2.293  P1   TET 18 
TET O5   O5   O 0 1 N N N 45.758 18.605 40.376 1.545  -1.513 2.672  O5   TET 19 
TET O6   O6   O 0 1 N N N 45.547 20.067 38.478 3.349  0.180  2.177  O6   TET 20 
TET O7   O7   O 0 1 N N N 44.240 20.229 40.573 1.065  0.190  0.874  O7   TET 21 
TET P2   P2   P 0 1 N N R 43.176 21.009 39.865 1.745  -0.802 -0.194 P2   TET 22 
TET O8   O8   O 0 1 N N N 41.803 21.003 40.595 1.087  -0.563 -1.644 O8   TET 23 
TET O9   O9   O 0 1 N N N 42.827 20.311 38.682 1.523  -2.204 0.223  O9   TET 24 
TET O10  O10  O 0 1 N N N 43.617 22.365 39.542 3.327  -0.509 -0.269 O10  TET 25 
TET C10  C10  C 0 1 N N R 41.198 19.818 41.100 1.729  -1.469 -2.544 C10  TET 26 
TET C18  C18  C 0 1 N N R 40.027 20.225 41.997 1.754  -0.859 -3.947 C18  TET 27 
TET C13  C13  C 0 1 N N R 40.496 21.016 43.209 0.316  -0.578 -4.398 C13  TET 28 
TET C20  C20  C 0 1 N N S 41.528 20.118 43.970 -0.501 -1.867 -4.258 C20  TET 29 
TET C16  C16  C 0 1 N N R 42.657 19.780 43.003 -0.356 -2.400 -2.831 C16  TET 30 
TET C17  C17  C 0 1 N N N 43.856 19.027 43.636 -1.196 -3.670 -2.676 C17  TET 31 
TET C7   C7   C 0 1 N N N 38.331 20.690 40.353 3.842  0.378  -4.156 C7   TET 32 
TET N3   N3   N 0 1 N N N 39.099 21.097 41.317 2.514  0.392  -3.924 N3   TET 33 
TET O21  O21  O 0 1 N N N 39.328 21.291 44.024 0.309  -0.151 -5.761 O21  TET 34 
TET O22  O22  O 0 1 N N N 42.243 20.476 45.215 -1.878 -1.594 -4.529 O22  TET 35 
TET O23  O23  O 0 1 N N N 42.120 19.077 41.872 1.012  -2.702 -2.565 O23  TET 36 
TET O24  O24  O 0 1 N N N 43.619 17.674 44.282 -1.067 -4.166 -1.342 O24  TET 37 
TET O12  O12  O 0 1 N N N 38.491 19.578 39.899 4.407  -0.669 -4.383 O12  TET 38 
TET C8   C8   C 0 1 N N N 37.284 21.705 39.919 4.624  1.666  -4.132 C8   TET 39 
TET C11  C11  C 0 1 N N R 38.944 22.666 44.357 -0.706 0.847  -5.876 C11  TET 40 
TET C19  C19  C 0 1 N N N 40.057 23.665 44.461 -0.894 1.216  -7.349 C19  TET 41 
TET O13  O13  O 0 1 N N N 38.108 23.194 43.295 -1.934 0.339  -5.351 O13  TET 42 
TET P3   P3   P 0 1 N N N 38.464 24.434 42.481 -3.121 1.067  -6.160 P3   TET 43 
TET O15  O15  O 0 1 N N N 37.097 24.812 42.336 -3.122 0.598  -7.563 O15  TET 44 
TET O16  O16  O 0 1 N N N 39.166 24.129 41.204 -4.534 0.710  -5.474 O16  TET 45 
TET O17  O17  O 0 1 N N N 39.002 25.525 43.250 -2.895 2.660  -6.126 O17  TET 46 
TET C14  C14  C 0 1 N N N 38.290 22.657 45.834 -0.296 2.072  -5.100 C14  TET 47 
TET O18  O18  O 0 1 N N N 37.056 22.175 45.823 -1.094 3.151  -5.080 O18  TET 48 
TET O19  O19  O 0 1 N N N 38.777 23.063 46.854 0.750  2.082  -4.496 O19  TET 49 
TET F1   F1   F 0 1 N N N 41.131 22.980 44.891 -1.123 0.054  -8.095 F1   TET 50 
TET HN1  HN1  H 0 1 N N N 50.773 22.986 35.473 -2.934 -2.336 7.641  HN1  TET 51 
TET H5   H5   H 0 1 N N N 47.402 21.550 38.601 -2.648 2.374  8.423  H5   TET 52 
TET H6   H6   H 0 1 N N N 46.856 21.677 36.211 -4.693 1.184  9.020  H6   TET 53 
TET H9   H9   H 0 1 N N N 47.720 23.175 40.398 0.679  -0.389 8.070  H9   TET 54 
TET H2   H2   H 0 1 N N N 50.767 22.719 39.835 -0.534 2.392  7.601  H2   TET 55 
TET H4   H4   H 0 1 N N N 49.755 20.327 42.135 1.384  2.494  5.507  H4   TET 56 
TET H15  H15  H 0 1 N N N 48.123 22.283 42.754 2.638  0.295  6.959  H15  TET 57 
TET H121 1H12 H 0 0 N N N 47.953 19.093 40.730 1.628  -0.489 4.895  H121 TET 58 
TET H122 2H12 H 0 0 N N N 47.421 19.687 42.242 2.862  0.741  4.537  H122 TET 59 
TET HO4  HO4  H 0 1 N N N 50.153 22.506 43.464 2.969  2.018  8.466  HO4  TET 60 
TET HO1  HO1  H 0 1 N N N 48.245 25.101 40.981 1.739  0.797  9.716  HO1  TET 61 
TET HO6  HO6  H 0 1 N N N 44.844 19.567 38.078 3.450  1.109  1.928  HO6  TET 62 
TET HO0  HO0  H 0 1 N N N 42.941 22.859 39.092 3.428  0.411  -0.544 HO0  TET 63 
TET H10  H10  H 0 1 N N N 40.855 19.188 40.246 2.750  -1.650 -2.209 H10  TET 64 
TET H18  H18  H 0 1 N N N 39.544 19.263 42.289 2.223  -1.558 -4.640 H18  TET 65 
TET H13  H13  H 0 1 N N N 40.981 21.982 42.940 -0.116 0.199  -3.769 H13  TET 66 
TET H20  H20  H 0 1 N N N 40.800 19.353 44.329 -0.132 -2.610 -4.965 H20  TET 67 
TET H16  H16  H 0 1 N N N 43.096 20.750 42.674 -0.705 -1.647 -2.126 H16  TET 68 
TET H171 1H17 H 0 0 N N N 44.659 18.922 42.869 -2.242 -3.441 -2.880 H171 TET 69 
TET H172 2H17 H 0 0 N N N 44.349 19.697 44.378 -0.846 -4.425 -3.380 H172 TET 70 
TET HN3  HN3  H 0 1 N N N 38.975 22.085 41.536 2.062  1.230  -3.742 HN3  TET 71 
TET HO2  HO2  H 0 1 N N N 42.869 19.931 45.676 -2.354 -2.429 -4.425 HO2  TET 72 
TET H24  H24  H 0 1 N N N 44.353 17.212 44.669 -1.611 -4.964 -1.288 H24  TET 73 
TET H81  1H8  H 0 1 N N N 36.624 21.355 39.090 5.674  1.458  -4.339 H81  TET 74 
TET H82  2H8  H 0 1 N N N 36.673 22.033 40.792 4.231  2.344  -4.890 H82  TET 75 
TET H83  3H8  H 0 1 N N N 37.767 22.673 39.650 4.533  2.129  -3.149 H83  TET 76 
TET H191 1H19 H 0 0 N N N 40.238 24.229 43.516 -1.747 1.886  -7.449 H191 TET 77 
TET H192 2H19 H 0 0 N N N 39.806 24.545 45.098 0.003  1.712  -7.717 H192 TET 78 
TET HOF  HOF  H 0 1 N N N 39.387 24.901 40.697 -5.216 1.164  -5.988 HOF  TET 79 
TET HO7  HO7  H 0 1 N N N 39.223 26.297 42.743 -2.902 2.924  -5.195 HO7  TET 80 
TET HO8  HO8  H 0 1 N N N 36.671 22.169 46.691 -0.831 3.937  -4.582 HO8  TET 81 
# 
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 
TET C1  N1   SING N N 1  
TET C1  C6   SING N N 2  
TET C1  O1   DOUB N N 3  
TET N1  C3   SING N N 4  
TET N1  HN1  SING N N 5  
TET C3  N2   SING N N 6  
TET C3  O2   DOUB N N 7  
TET N2  C5   SING N N 8  
TET N2  C2   SING N N 9  
TET C5  C6   DOUB N N 10 
TET C5  H5   SING N N 11 
TET C6  H6   SING N N 12 
TET C9  C2   SING N N 13 
TET C9  C15  SING N N 14 
TET C9  O11  SING N N 15 
TET C9  H9   SING N N 16 
TET C2  O3   SING N N 17 
TET C2  H2   SING N N 18 
TET O3  C4   SING N N 19 
TET C4  C15  SING N N 20 
TET C4  C12  SING N N 21 
TET C4  H4   SING N N 22 
TET C15 O14  SING N N 23 
TET C15 H15  SING N N 24 
TET C12 O4   SING N N 25 
TET C12 H121 SING N N 26 
TET C12 H122 SING N N 27 
TET O14 HO4  SING N N 28 
TET O11 HO1  SING N N 29 
TET O4  P1   SING N N 30 
TET P1  O5   DOUB N N 31 
TET P1  O6   SING N N 32 
TET P1  O7   SING N N 33 
TET O6  HO6  SING N N 34 
TET O7  P2   SING N N 35 
TET P2  O8   SING N N 36 
TET P2  O9   DOUB N N 37 
TET P2  O10  SING N N 38 
TET O8  C10  SING N N 39 
TET O10 HO0  SING N N 40 
TET C10 C18  SING N N 41 
TET C10 O23  SING N N 42 
TET C10 H10  SING N N 43 
TET C18 C13  SING N N 44 
TET C18 N3   SING N N 45 
TET C18 H18  SING N N 46 
TET C13 C20  SING N N 47 
TET C13 O21  SING N N 48 
TET C13 H13  SING N N 49 
TET C20 C16  SING N N 50 
TET C20 O22  SING N N 51 
TET C20 H20  SING N N 52 
TET C16 C17  SING N N 53 
TET C16 O23  SING N N 54 
TET C16 H16  SING N N 55 
TET C17 O24  SING N N 56 
TET C17 H171 SING N N 57 
TET C17 H172 SING N N 58 
TET C7  N3   SING N N 59 
TET C7  O12  DOUB N N 60 
TET C7  C8   SING N N 61 
TET N3  HN3  SING N N 62 
TET O21 C11  SING N N 63 
TET O22 HO2  SING N N 64 
TET O24 H24  SING N N 65 
TET C8  H81  SING N N 66 
TET C8  H82  SING N N 67 
TET C8  H83  SING N N 68 
TET C11 C19  SING N N 69 
TET C11 O13  SING N N 70 
TET C11 C14  SING N N 71 
TET C19 F1   SING N N 72 
TET C19 H191 SING N N 73 
TET C19 H192 SING N N 74 
TET O13 P3   SING N N 75 
TET P3  O15  DOUB N N 76 
TET P3  O16  SING N N 77 
TET P3  O17  SING N N 78 
TET O16 HOF  SING N N 79 
TET O17 HO7  SING N N 80 
TET C14 O18  SING N N 81 
TET C14 O19  DOUB N N 82 
TET O18 HO8  SING N N 83 
# 
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 
TET SMILES           ACDLabs              10.04 O=P(OC1OC(C(O)C(OC(OP(=O)(O)O)(C(=O)O)CF)C1NC(=O)C)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
TET InChI            InChI                1.02b 
;InChI=1/C20H31FN3O23P3/c1-7(26)22-11-15(44-20(6-21,18(31)32)46-48(34,35)36)13(29)8(4-25)43-17(11)45-50(39,40)47-49(37,38)41-5-9-12(28)14(30)16(42-9)24-3-2-10(27)23-19(24)33/h2-3,8-9,11-17,25,28-30H,4-6H2,1H3,(H,22,26)(H,31,32)(H,37,38)(H,39,40)(H,23,27,33)(H2,34,35,36)/t8-,9-,11-,12-,13-,14-,15-,16-,17-,20+/m1/s1/f/h22-23,31,34-35,37,39H
;
TET InChIKey         InChI                1.02b FUDVRUWZNPQAFR-FQSRUQNLDH 
TET SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H]1[C@H](O[C@H](CO)[C@@H](O)[C@@H]1O[C@@](CF)(O[P](O)(O)=O)C(O)=O)O[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O 
TET SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O[CH](CO)[CH](O)[CH]1O[C](CF)(O[P](O)(O)=O)C(O)=O)O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O 
TET SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)O[C@](CF)(C(=O)O)OP(=O)(O)O 
TET SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(C(C(OC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)O)OC(CF)(C(=O)O)OP(=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 
TET "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R)-2-{[(2R,3R,4R,5S,6R)-3-(acetylamino)-2-{[(R)-{[(S)-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}-3-fluoro-2-(phosphonooxy)propanoic acid (non-preferred name)
;
TET "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(2R)-2-[(2R,3R,4R,5S,6R)-3-acetamido-2-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3-fluoro-2-phosphonooxy-propanoic acid" 
# 
