data_UDA
# 
_chem_comp.id                                    UDA 
_chem_comp.name                                  "3'-1-CARBOXY-1-PHOSPHONOOXY-ETHOXY-URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H32 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                     2003-08-14 
_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                        775.396 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UDA 
_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        1Q3G 
_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 
UDA C1   C1   C 0 1 N N N 28.966 51.166 -22.009 -3.989 -0.004 8.277  C1   UDA 1  
UDA N1   N1   N 0 1 N N N 28.596 50.152 -21.142 -3.129 -0.846 7.669  N1   UDA 2  
UDA C3   C3   C 0 1 N N N 27.349 49.699 -20.924 -1.884 -0.438 7.360  C3   UDA 3  
UDA N2   N2   N 0 1 N N N 26.253 50.297 -21.641 -1.470 0.806  7.658  N2   UDA 4  
UDA C5   C5   C 0 1 N N N 26.541 51.359 -22.564 -2.312 1.691  8.275  C5   UDA 5  
UDA C6   C6   C 0 1 N N N 27.860 51.798 -22.762 -3.568 1.310  8.592  C6   UDA 6  
UDA O1   O1   O 0 1 N N N 30.140 51.501 -22.122 -5.117 -0.371 8.553  O1   UDA 7  
UDA O2   O2   O 0 1 N N N 27.198 48.791 -20.114 -1.120 -1.208 6.811  O2   UDA 8  
UDA C9   C9   C 0 1 N N R 23.864 50.862 -20.930 0.932  0.255  7.937  C9   UDA 9  
UDA C2   C2   C 0 1 N N R 24.820 49.837 -21.430 -0.108 1.220  7.314  C2   UDA 10 
UDA O3   O3   O 0 1 N N N 24.294 49.418 -22.682 0.119  1.089  5.894  O3   UDA 11 
UDA C4   C4   C 0 1 N N R 22.885 49.649 -22.708 1.541  1.014  5.702  C4   UDA 12 
UDA C15  C15  C 0 1 N N S 22.489 50.251 -21.298 2.152  0.441  6.996  C15  UDA 13 
UDA C12  C12  C 0 1 N N N 22.689 50.578 -23.922 1.859  0.091  4.524  C12  UDA 14 
UDA O14  O14  O 0 1 N N N 22.106 49.371 -20.154 3.087  1.359  7.565  O14  UDA 15 
UDA O11  O11  O 0 1 N N N 24.145 51.489 -19.575 1.255  0.647  9.272  O11  UDA 16 
UDA O4   O4   O 0 1 N N N 23.422 51.872 -23.872 1.283  0.626  3.331  O4   UDA 17 
UDA P1   P1   P 0 1 N N S 23.878 52.610 -25.163 1.655  -0.389 2.138  P1   UDA 18 
UDA O5   O5   O 0 1 N N N 23.475 51.770 -26.305 1.095  -1.726 2.437  O5   UDA 19 
UDA O6   O6   O 0 1 N N N 25.328 52.827 -25.243 3.256  -0.495 2.003  O6   UDA 20 
UDA O7   O7   O 0 1 N N N 23.030 53.821 -25.436 1.034  0.154  0.756  O7   UDA 21 
UDA P2   P2   P 0 1 N N R 23.411 55.312 -25.272 1.442  -0.903 -0.385 P2   UDA 22 
UDA O8   O8   O 0 1 N N N 22.220 56.259 -25.720 0.851  -0.419 -1.802 O8   UDA 23 
UDA O9   O9   O 0 1 N N N 24.485 55.617 -26.109 0.886  -2.233 -0.047 O9   UDA 24 
UDA O10  O10  O 0 1 N N N 23.753 55.648 -23.908 3.046  -1.001 -0.479 O10  UDA 25 
UDA C10  C10  C 0 1 N N R 21.589 56.285 -27.043 1.244  -1.394 -2.770 C10  UDA 26 
UDA C18  C18  C 0 1 N N R 20.468 57.376 -27.056 1.407  -0.720 -4.134 C18  UDA 27 
UDA C13  C13  C 0 1 N N R 19.352 57.042 -26.006 0.079  -0.069 -4.533 C13  UDA 28 
UDA C20  C20  C 0 1 N N S 18.762 55.662 -26.495 -1.028 -1.125 -4.453 C20  UDA 29 
UDA C16  C16  C 0 1 N N R 19.887 54.561 -26.496 -1.007 -1.768 -3.064 C16  UDA 30 
UDA C17  C17  C 0 1 N N N 19.397 53.201 -26.991 -2.131 -2.802 -2.967 C17  UDA 31 
UDA C7   C7   C 0 1 N N N 21.950 59.304 -27.468 3.733  -0.018 -4.316 C7   UDA 32 
UDA N3   N3   N 0 1 N N N 21.059 58.669 -26.730 2.451  0.303  -4.053 N3   UDA 33 
UDA O21  O21  O 0 1 N N N 18.270 58.074 -25.992 0.166  0.433  -5.868 O21  UDA 34 
UDA O22  O22  O 0 1 N N N 17.679 55.088 -25.663 -2.298 -0.508 -4.674 O22  UDA 35 
UDA O23  O23  O 0 1 N N N 20.964 55.032 -27.371 0.247  -2.411 -2.849 O23  UDA 36 
UDA O24  O24  O 0 1 N N N 18.846 53.139 -28.383 -2.118 -3.399 -1.668 O24  UDA 37 
UDA O12  O12  O 0 1 N N N 22.360 58.810 -28.536 4.023  -1.156 -4.619 O12  UDA 38 
UDA C8   C8   C 0 1 N N N 22.375 60.635 -26.872 4.807  1.036  -4.233 C8   UDA 39 
UDA C11  C11  C 0 1 N N S 17.758 58.683 -25.004 -0.621 1.624  -5.913 C11  UDA 40 
UDA C19  C19  C 0 1 N N N 17.354 58.188 -23.636 -0.513 2.254  -7.303 C19  UDA 41 
UDA O13  O13  O 0 1 N N N 18.691 59.845 -24.849 -1.986 1.303  -5.641 O13  UDA 42 
UDA P3   P3   P 0 1 N N N 19.493 60.351 -23.594 -2.504 0.394  -6.865 P3   UDA 43 
UDA O15  O15  O 0 1 N N N 19.538 61.678 -24.116 -3.852 -0.372 -6.431 O15  UDA 44 
UDA O16  O16  O 0 1 N N N 20.851 59.734 -23.472 -2.806 1.332  -8.139 O16  UDA 45 
UDA O17  O17  O 0 1 N N N 18.755 60.566 -22.361 -1.464 -0.597 -7.217 O17  UDA 46 
UDA C14  C14  C 0 1 N N N 16.342 59.080 -25.646 -0.118 2.599  -4.880 C14  UDA 47 
UDA O18  O18  O 0 1 N N N 16.401 60.260 -26.249 0.899  2.364  -4.273 O18  UDA 48 
UDA O19  O19  O 0 1 N N N 15.321 58.446 -25.635 -0.801 3.728  -4.633 O19  UDA 49 
UDA HN1  HN1  H 0 1 N N N 29.325 49.685 -20.602 -3.410 -1.748 7.450  HN1  UDA 50 
UDA H6   H6   H 0 1 N N N 25.732 51.847 -23.132 -1.973 2.690  8.507  H6   UDA 51 
UDA H7   H7   H 0 1 N N N 28.022 52.613 -23.486 -4.242 1.998  9.079  H7   UDA 52 
UDA H9   H9   H 0 1 N N N 23.954 51.865 -21.406 0.573  -0.773 7.911  H9   UDA 53 
UDA H3   H3   H 0 1 N N N 24.899 49.043 -20.650 0.074  2.244  7.639  H3   UDA 54 
UDA H4   H4   H 0 1 N N N 22.225 48.759 -22.839 1.943  2.009  5.512  H4   UDA 55 
UDA H5   H5   H 0 1 N N N 21.560 50.856 -21.417 2.631  -0.517 6.799  H5   UDA 56 
UDA H121 1H12 H 0 0 N N N 22.942 50.033 -24.861 1.444  -0.898 4.715  H121 UDA 57 
UDA H122 2H12 H 0 0 N N N 21.601 50.763 -24.086 2.940  0.014  4.403  H122 UDA 58 
UDA H14  H14  H 0 1 N N N 21.262 48.996 -20.379 3.387  0.972  8.399  H14  UDA 59 
UDA H11  H11  H 0 1 N N N 23.534 52.143 -19.255 1.904  0.010  9.601  H11  UDA 60 
UDA HO6  HO6  H 0 1 N N N 25.606 53.277 -26.031 3.579  0.394  1.808  HO6  UDA 61 
UDA H2   H2   H 0 1 N N N 23.986 56.563 -23.807 3.368  -0.116 -0.700 H2   UDA 62 
UDA H10  H10  H 0 1 N N N 22.392 56.498 -27.785 2.193  -1.840 -2.470 H10  UDA 63 
UDA H18  H18  H 0 1 N N N 20.006 57.402 -28.070 1.686  -1.467 -4.878 H18  UDA 64 
UDA H13  H13  H 0 1 N N N 19.763 57.011 -24.970 -0.145 0.748  -3.849 H13  UDA 65 
UDA H20  H20  H 0 1 N N N 18.349 55.907 -27.501 -0.857 -1.889 -5.211 H20  UDA 66 
UDA H16  H16  H 0 1 N N N 20.229 54.411 -25.445 -1.155 -0.999 -2.307 H16  UDA 67 
UDA H171 1H17 H 0 0 N N N 20.213 52.449 -26.881 -3.091 -2.312 -3.131 H171 UDA 68 
UDA H172 2H17 H 0 0 N N N 18.644 52.794 -26.275 -1.982 -3.573 -3.723 H172 UDA 69 
UDA HN3  HN3  H 0 1 N N N 20.821 59.190 -25.886 2.220  1.214  -3.811 HN3  UDA 70 
UDA H22  H22  H 0 1 N N N 17.323 54.257 -25.957 -2.964 -1.206 -4.610 H22  UDA 71 
UDA H24  H24  H 0 1 N N N 18.541 52.293 -28.690 -2.839 -4.042 -1.649 H24  UDA 72 
UDA H81  1H8  H 0 1 N N N 23.127 61.171 -27.495 5.772  0.591  -4.477 H81  UDA 73 
UDA H82  2H8  H 0 1 N N N 21.489 61.282 -26.672 4.586  1.836  -4.939 H82  UDA 74 
UDA H83  3H8  H 0 1 N N N 22.743 60.503 -25.828 4.839  1.442  -3.222 H83  UDA 75 
UDA H191 1H19 H 0 0 N N N 16.904 58.723 -22.767 -0.709 1.497  -8.062 H191 UDA 76 
UDA H192 2H19 H 0 0 N N N 16.660 57.337 -23.835 -1.244 3.058  -7.396 H192 UDA 77 
UDA H193 3H19 H 0 0 N N N 18.271 57.704 -23.226 0.489  2.658  -7.443 H193 UDA 78 
UDA H15  H15  H 0 1 N N N 20.022 61.983 -23.358 -4.128 -0.903 -7.191 H15  UDA 79 
UDA H1   H1   H 0 1 N N N 21.335 60.039 -22.714 -3.487 1.962  -7.867 H1   UDA 80 
UDA H19  H19  H 0 1 N N N 14.482 58.681 -26.015 -0.479 4.353  -3.970 H19  UDA 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 
UDA C1  N1   SING N N 1  
UDA C1  C6   SING N N 2  
UDA C1  O1   DOUB N N 3  
UDA N1  C3   SING N N 4  
UDA N1  HN1  SING N N 5  
UDA C3  N2   SING N N 6  
UDA C3  O2   DOUB N N 7  
UDA N2  C5   SING N N 8  
UDA N2  C2   SING N N 9  
UDA C5  C6   DOUB N N 10 
UDA C5  H6   SING N N 11 
UDA C6  H7   SING N N 12 
UDA C9  C2   SING N N 13 
UDA C9  C15  SING N N 14 
UDA C9  O11  SING N N 15 
UDA C9  H9   SING N N 16 
UDA C2  O3   SING N N 17 
UDA C2  H3   SING N N 18 
UDA O3  C4   SING N N 19 
UDA C4  C15  SING N N 20 
UDA C4  C12  SING N N 21 
UDA C4  H4   SING N N 22 
UDA C15 O14  SING N N 23 
UDA C15 H5   SING N N 24 
UDA C12 O4   SING N N 25 
UDA C12 H121 SING N N 26 
UDA C12 H122 SING N N 27 
UDA O14 H14  SING N N 28 
UDA O11 H11  SING N N 29 
UDA O4  P1   SING N N 30 
UDA P1  O5   DOUB N N 31 
UDA P1  O6   SING N N 32 
UDA P1  O7   SING N N 33 
UDA O6  HO6  SING N N 34 
UDA O7  P2   SING N N 35 
UDA P2  O8   SING N N 36 
UDA P2  O9   DOUB N N 37 
UDA P2  O10  SING N N 38 
UDA O8  C10  SING N N 39 
UDA O10 H2   SING N N 40 
UDA C10 C18  SING N N 41 
UDA C10 O23  SING N N 42 
UDA C10 H10  SING N N 43 
UDA C18 C13  SING N N 44 
UDA C18 N3   SING N N 45 
UDA C18 H18  SING N N 46 
UDA C13 C20  SING N N 47 
UDA C13 O21  SING N N 48 
UDA C13 H13  SING N N 49 
UDA C20 C16  SING N N 50 
UDA C20 O22  SING N N 51 
UDA C20 H20  SING N N 52 
UDA C16 C17  SING N N 53 
UDA C16 O23  SING N N 54 
UDA C16 H16  SING N N 55 
UDA C17 O24  SING N N 56 
UDA C17 H171 SING N N 57 
UDA C17 H172 SING N N 58 
UDA C7  N3   SING N N 59 
UDA C7  O12  DOUB N N 60 
UDA C7  C8   SING N N 61 
UDA N3  HN3  SING N N 62 
UDA O21 C11  SING N N 63 
UDA O22 H22  SING N N 64 
UDA O24 H24  SING N N 65 
UDA C8  H81  SING N N 66 
UDA C8  H82  SING N N 67 
UDA C8  H83  SING N N 68 
UDA C11 C19  SING N N 69 
UDA C11 O13  SING N N 70 
UDA C11 C14  SING N N 71 
UDA C19 H191 SING N N 72 
UDA C19 H192 SING N N 73 
UDA C19 H193 SING N N 74 
UDA O13 P3   SING N N 75 
UDA P3  O15  SING N N 76 
UDA P3  O16  SING N N 77 
UDA P3  O17  DOUB N N 78 
UDA O15 H15  SING N N 79 
UDA O16 H1   SING N N 80 
UDA C14 O18  DOUB N N 81 
UDA C14 O19  SING N N 82 
UDA O19 H19  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 
UDA SMILES           ACDLabs              10.04 O=P(OC1OC(C(O)C(OC(OP(=O)(O)O)(C(=O)O)C)C1NC(=O)C)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
UDA InChI            InChI                1.02b 
;InChI=1/C20H32N3O23P3/c1-7(25)21-11-15(43-20(2,18(30)31)45-47(33,34)35)13(28)8(5-24)42-17(11)44-49(38,39)46-48(36,37)40-6-9-12(27)14(29)16(41-9)23-4-3-10(26)22-19(23)32/h3-4,8-9,11-17,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,36,37)(H,38,39)(H,22,26,32)(H2,33,34,35)/t8-,9-,11-,12-,13-,14-,15-,16-,17-,20+/m1/s1/f/h21-22,30,33-34,36,38H
;
UDA InChIKey         InChI                1.02b NLBIPGBVVPCESQ-BZZMBFDTDZ 
UDA SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H]1[C@H](O[C@H](CO)[C@@H](O)[C@@H]1O[C@@](C)(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 
UDA SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O[CH](CO)[CH](O)[CH]1O[C](C)(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 
UDA 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@](C)(C(=O)O)OP(=O)(O)O 
UDA 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(C)(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 
UDA "SYSTEMATIC NAME" ACDLabs              10.04 
;(2S)-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}-2-(phosphonooxy)propanoic acid (non-preferred name)
;
UDA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(2S)-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-2-phosphonooxy-propanoic acid" 
# 
