data_UFM
# 
_chem_comp.id                                    UFM 
_chem_comp.name                                  "URIDINE-5'-DIPHOSPHATE-MANNOSE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H24 N2 O17 P2" 
_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                        566.302 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UFM 
_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        1UDC 
_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 
UFM N1     N1     N 0 1 N N N 15.673 15.256 39.743 0.933  -0.609 5.772  N1     UFM 1  
UFM C2     C2     C 0 1 N N N 15.368 16.548 40.185 1.579  0.487  5.338  C2     UFM 2  
UFM N3     N3     N 0 1 N N N 16.493 17.321 40.423 2.851  0.731  5.706  N3     UFM 3  
UFM C4     C4     C 0 1 N N N 17.818 16.942 40.244 3.503  -0.130 6.512  C4     UFM 4  
UFM C5     C5     C 0 1 N N N 18.023 15.600 39.802 2.836  -1.291 6.971  C5     UFM 5  
UFM C6     C6     C 0 1 N N N 16.975 14.818 39.539 1.559  -1.509 6.591  C6     UFM 6  
UFM O2     O2     O 0 1 N N N 14.191 16.914 40.336 1.004  1.273  4.611  O2     UFM 7  
UFM O4     O4     O 0 1 N N N 18.676 17.786 40.449 4.655  0.087  6.841  O4     UFM 8  
UFM C1D    C1*    C 0 1 N N R 14.553 14.327 39.524 -0.452 -0.846 5.358  C1D    UFM 9  
UFM C2D    C2*    C 0 1 N N R 14.355 13.809 38.079 -1.349 0.361  5.729  C2D    UFM 10 
UFM O2D    O2*    O 0 1 N N N 13.426 14.698 37.427 -1.832 0.246  7.069  O2D    UFM 11 
UFM C3D    C3*    C 0 1 N N S 13.685 12.402 38.281 -2.511 0.228  4.709  C3D    UFM 12 
UFM C4D    C4*    C 0 1 N N R 14.315 11.902 39.557 -1.919 -0.636 3.579  C4D    UFM 13 
UFM O4D    O4*    O 0 1 N N N 14.684 13.124 40.282 -0.549 -0.910 3.919  O4D    UFM 14 
UFM O3D    O3*    O 0 1 N N N 12.252 12.459 38.491 -3.632 -0.423 5.311  O3D    UFM 15 
UFM C5D    C5*    C 0 1 N N N 15.507 10.987 39.475 -1.983 0.125  2.254  C5D    UFM 16 
UFM O5D    O5*    O 0 1 N N N 16.372 11.731 38.601 -1.425 -0.680 1.214  O5D    UFM 17 
UFM PA     PA     P 0 1 N N R 17.773 11.073 38.219 -1.525 0.178  -0.144 PA     UFM 18 
UFM O1A    O1A    O 0 1 N N N 18.497 12.003 37.299 -2.944 0.492  -0.426 O1A    UFM 19 
UFM O2A    O2A    O 0 1 N N N 18.593 10.686 39.386 -0.696 1.548  0.024  O2A    UFM 20 
UFM O3A    O3A    O 0 1 N N N 17.476 9.673  37.486 -0.911 -0.673 -1.364 O3A    UFM 21 
UFM PB     PB     P 0 1 N N S 16.487 9.306  36.304 -1.043 0.240  -2.683 PB     UFM 22 
UFM O1B    O1B    O 0 1 N N N 15.383 8.510  36.863 -2.469 0.553  -2.926 O1B    UFM 23 
UFM O2B    O2B    O 0 1 N N N 16.063 10.559 35.575 -0.221 1.608  -2.471 O2B    UFM 24 
UFM O3B    O3B    O 0 1 N N N 17.371 8.486  35.363 -0.445 -0.554 -3.949 O3B    UFM 25 
UFM "C1'"  "C1'"  C 0 1 N N R 17.608 7.108  35.555 -0.590 0.303  -5.082 "C1'"  UFM 26 
UFM "C2'"  "C2'"  C 0 1 N N S 18.906 6.951  36.337 -0.777 -0.545 -6.341 "C2'"  UFM 27 
UFM "C3'"  "C3'"  C 0 1 N N S 20.112 7.593  35.631 0.438  -1.464 -6.509 "C3'"  UFM 28 
UFM "C4'"  "C4'"  C 0 1 N N S 20.276 6.925  34.244 1.707  -0.605 -6.483 "C4'"  UFM 29 
UFM "C5'"  "C5'"  C 0 1 N N R 18.968 7.112  33.484 1.707  0.246  -5.212 "C5'"  UFM 30 
UFM "C6'"  "C6'"  C 0 1 N N N 19.028 6.411  32.107 2.988  1.081  -5.159 "C6'"  UFM 31 
UFM "O2'"  "O2'"  O 0 1 N N N 19.137 5.544  36.516 -0.893 0.309  -7.481 "O2'"  UFM 32 
UFM "O3'"  "O3'"  O 0 1 N N N 21.293 7.332  36.409 0.348  -2.155 -7.756 "O3'"  UFM 33 
UFM "O4'"  "O4'"  O 0 1 N N N 21.327 7.551  33.522 2.858  -1.453 -6.490 "O4'"  UFM 34 
UFM "O5'"  "O5'"  O 0 1 N N N 17.830 6.530  34.220 0.575  1.114  -5.214 "O5'"  UFM 35 
UFM "O6'"  "O6'"  O 0 1 N N N 17.779 6.690  31.389 2.991  1.875  -3.971 "O6'"  UFM 36 
UFM HN3    HN3    H 0 1 N N N 16.328 18.267 40.765 3.301  1.529  5.387  HN3    UFM 37 
UFM H5     H5     H 0 1 N N N 19.021 15.153 39.659 3.342  -1.993 7.618  H5     UFM 38 
UFM H6     H6     H 0 1 N N N 17.185 13.806 39.151 1.034  -2.389 6.932  H6     UFM 39 
UFM H1D    H1*    H 0 1 N N N 13.695 14.972 39.824 -0.835 -1.761 5.810  H1D    UFM 40 
UFM H2D    H2*    H 0 1 N N N 15.290 13.753 37.474 -0.814 1.300  5.590  H2D    UFM 41 
UFM "HO2'" *HO2   H 0 0 N N N 13.304 14.380 36.540 -2.381 1.024  7.236  "HO2'" UFM 42 
UFM H3D    H3*    H 0 1 N N N 13.836 11.768 37.375 -2.799 1.207  4.329  H3D    UFM 43 
UFM H4D    H4*    H 0 1 N N N 13.565 11.235 40.044 -2.474 -1.570 3.497  H4D    UFM 44 
UFM "HO3'" *HO3   H 0 0 N N N 11.847 11.608 38.613 -3.919 0.136  6.046  "HO3'" UFM 45 
UFM "H5'1" 1H5*   H 0 0 N N N 15.953 10.695 40.454 -1.415 1.052  2.339  "H5'1" UFM 46 
UFM "H5'2" 2H5*   H 0 0 N N N 15.286 9.942  39.152 -3.022 0.356  2.017  "H5'2" UFM 47 
UFM HOA2   2HOA   H 0 0 N N N 19.427 10.293 39.158 0.220  1.299  0.206  HOA2   UFM 48 
UFM HOB2   2HOB   H 0 0 N N N 15.470 10.338 34.866 0.699  1.360  -2.316 HOB2   UFM 49 
UFM "H1'"  "H1'"  H 0 1 N N N 16.761 6.620  36.092 -1.462 0.943  -4.943 "H1'"  UFM 50 
UFM "H2'"  "H2'"  H 0 1 N N N 18.799 7.479  37.313 -1.679 -1.148 -6.244 "H2'"  UFM 51 
UFM "H3'"  "H3'"  H 0 1 N N N 19.959 8.691  35.519 0.466  -2.185 -5.692 "H3'"  UFM 52 
UFM "H4'"  "H4'"  H 0 1 N N N 20.519 5.843  34.364 1.727  0.042  -7.359 "H4'"  UFM 53 
UFM "H5'"  "H5'"  H 0 1 N N N 18.826 8.211  33.362 1.663  -0.404 -4.339 "H5'"  UFM 54 
UFM "H6'1" "1H6'" H 0 0 N N N 19.932 6.696  31.520 3.034  1.733  -6.032 "H6'1" UFM 55 
UFM "H6'2" "2H6'" H 0 0 N N N 19.239 5.319  32.191 3.854  0.419  -5.155 "H6'2" UFM 56 
UFM HO2A   "'HO2" H 0 0 N N N 19.946 5.446  37.003 -1.664 0.872  -7.330 HO2A   UFM 57 
UFM HO3A   "'HO3" H 0 0 N N N 22.038 7.728  35.972 -0.469 -2.670 -7.732 HO3A   UFM 58 
UFM "HO4'" "'HO4" H 0 0 N N N 21.427 7.141  32.670 2.815  -1.976 -7.301 "HO4'" UFM 59 
UFM "HO6'" "'HO6" H 0 0 N N N 17.815 6.259  30.543 3.813  2.385  -3.977 "HO6'" UFM 60 
# 
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 
UFM N1    C2     SING N N 1  
UFM N1    C6     SING N N 2  
UFM N1    C1D    SING N N 3  
UFM C2    N3     SING N N 4  
UFM C2    O2     DOUB N N 5  
UFM N3    C4     SING N N 6  
UFM N3    HN3    SING N N 7  
UFM C4    C5     SING N N 8  
UFM C4    O4     DOUB N N 9  
UFM C5    C6     DOUB N N 10 
UFM C5    H5     SING N N 11 
UFM C6    H6     SING N N 12 
UFM C1D   C2D    SING N N 13 
UFM C1D   O4D    SING N N 14 
UFM C1D   H1D    SING N N 15 
UFM C2D   O2D    SING N N 16 
UFM C2D   C3D    SING N N 17 
UFM C2D   H2D    SING N N 18 
UFM O2D   "HO2'" SING N N 19 
UFM C3D   C4D    SING N N 20 
UFM C3D   O3D    SING N N 21 
UFM C3D   H3D    SING N N 22 
UFM C4D   O4D    SING N N 23 
UFM C4D   C5D    SING N N 24 
UFM C4D   H4D    SING N N 25 
UFM O3D   "HO3'" SING N N 26 
UFM C5D   O5D    SING N N 27 
UFM C5D   "H5'1" SING N N 28 
UFM C5D   "H5'2" SING N N 29 
UFM O5D   PA     SING N N 30 
UFM PA    O1A    DOUB N N 31 
UFM PA    O2A    SING N N 32 
UFM PA    O3A    SING N N 33 
UFM O2A   HOA2   SING N N 34 
UFM O3A   PB     SING N N 35 
UFM PB    O1B    DOUB N N 36 
UFM PB    O2B    SING N N 37 
UFM PB    O3B    SING N N 38 
UFM O2B   HOB2   SING N N 39 
UFM O3B   "C1'"  SING N N 40 
UFM "C1'" "C2'"  SING N N 41 
UFM "C1'" "O5'"  SING N N 42 
UFM "C1'" "H1'"  SING N N 43 
UFM "C2'" "C3'"  SING N N 44 
UFM "C2'" "O2'"  SING N N 45 
UFM "C2'" "H2'"  SING N N 46 
UFM "C3'" "C4'"  SING N N 47 
UFM "C3'" "O3'"  SING N N 48 
UFM "C3'" "H3'"  SING N N 49 
UFM "C4'" "C5'"  SING N N 50 
UFM "C4'" "O4'"  SING N N 51 
UFM "C4'" "H4'"  SING N N 52 
UFM "C5'" "C6'"  SING N N 53 
UFM "C5'" "O5'"  SING N N 54 
UFM "C5'" "H5'"  SING N N 55 
UFM "C6'" "O6'"  SING N N 56 
UFM "C6'" "H6'1" SING N N 57 
UFM "C6'" "H6'2" SING N N 58 
UFM "O2'" HO2A   SING N N 59 
UFM "O3'" HO3A   SING N N 60 
UFM "O4'" "HO4'" SING N N 61 
UFM "O6'" "HO6'" SING N N 62 
# 
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 
UFM SMILES           ACDLabs              10.04 O=P(OC1OC(C(O)C(O)C1O)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O 
UFM InChI            InChI                1.02b 
InChI=1/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12+,13-,14-/m1/s1/f/h16,26,28H 
UFM InChIKey         InChI                1.02b HSCJRCZFDFQWRP-CBORSEMYDN 
UFM SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](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)[C@@H](O)[C@@H](O)[C@@H]1O 
UFM SMILES           CACTVS               3.341 OC[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH](O)[CH](O)[CH]1O 
UFM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O 
UFM SMILES           "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)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 
UFM "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" 
UFM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-phosphoryl] hydrogen phosphate" 
# 
