data_MGU
# 
_chem_comp.id                                    MGU 
_chem_comp.name                                  2-O-[2-O-METHYL-4-[2,4-DIHYDROXY-BUTYRAMIDO]-4,6-DIDEOXY-]-ALPHA-D-MANNOPYRANOSYL-[1-O-METHYL-4-[2,4-DIHYDROXY-BUTYRAMIDO]-4,6-DIDEOXY]-ALPHA-D-MANNOPYRANOSE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H40 N2 O13" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-06-27 
_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                        540.559 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MGU 
_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        1F4Y 
_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 
MGU C1   C1   C 0 1 N N R 39.318 34.942 -6.420  1.790  -0.946 -0.441 C1   MGU 1  
MGU C2   C2   C 0 1 N N S 38.727 33.548 -6.637  2.404  0.321  -1.039 C2   MGU 2  
MGU O2   O2   O 0 1 N N N 37.511 33.358 -5.969  3.640  0.001  -1.680 O2   MGU 3  
MGU C8   C8   C 0 1 N N N 36.445 32.764 -6.659  4.665  0.145  -0.695 C8   MGU 4  
MGU C3   C3   C 0 1 N N S 38.716 33.361 -8.161  1.432  0.912  -2.065 C3   MGU 5  
MGU O3   O3   O 0 1 N N N 38.454 31.986 -8.540  2.050  2.010  -2.739 O3   MGU 6  
MGU C4   C4   C 0 1 N N S 37.767 34.381 -8.766  1.071  -0.177 -3.081 C4   MGU 7  
MGU N4   N4   N 0 1 N N N 37.635 34.285 -10.270 0.028  0.316  -3.983 N4   MGU 8  
MGU C9   C9   C 0 1 N N N 36.331 34.437 -10.604 -0.042 -0.144 -5.248 C9   MGU 9  
MGU O9   O9   O 0 1 N N N 35.730 34.597 -9.545  0.757  -0.968 -5.639 O9   MGU 10 
MGU C5   C5   C 0 1 N N R 38.182 35.825 -8.421  0.558  -1.408 -2.330 C5   MGU 11 
MGU O5   O5   O 0 1 N N N 38.790 36.042 -7.127  1.580  -1.911 -1.471 O5   MGU 12 
MGU C6   C6   C 0 1 N N N 36.991 36.802 -8.537  0.164  -2.489 -3.339 C6   MGU 13 
MGU C12  C12  C 0 1 N N N 36.080 35.442 -14.121 -2.060 2.394  -7.284 C12  MGU 14 
MGU O12  O12  O 0 1 N N N 37.441 35.863 -14.298 -1.924 3.808  -7.439 O12  MGU 15 
MGU C11  C11  C 0 1 N N N 35.762 35.693 -12.705 -0.970 1.878  -6.342 C11  MGU 16 
MGU C10  C10  C 0 1 N N R 35.434 34.470 -11.844 -1.115 0.364  -6.176 C10  MGU 17 
MGU O10  O10  O 0 1 N N N 35.215 33.286 -12.564 -0.983 -0.269 -7.450 O10  MGU 18 
MGU C21  C21  C 0 1 N N S 41.815 36.627 -7.793  -1.291 -2.114 0.702  C21  MGU 19 
MGU O1   O1   O 0 1 N N N 40.695 34.754 -6.771  0.540  -0.626 0.172  O1   MGU 20 
MGU C27  C27  C 0 1 N N N 43.948 36.935 -6.970  -3.032 -3.513 1.227  C27  MGU 21 
MGU C22  C22  C 0 1 N N S 41.634 35.780 -6.538  0.171  -1.753 0.969  C22  MGU 22 
MGU O21  O21  O 0 1 N N N 42.746 37.604 -7.384  -1.665 -3.222 1.522  O21  MGU 23 
MGU C23  C23  C 0 1 N N S 42.959 35.165 -6.084  0.339  -1.409 2.452  C23  MGU 24 
MGU O23  O23  O 0 1 N N N 42.917 34.020 -5.211  1.663  -0.927 2.688  O23  MGU 25 
MGU C24  C24  C 0 1 N N S 43.639 34.575 -7.300  -0.677 -0.323 2.821  C24  MGU 26 
MGU N24  N24  N 0 1 N N N 45.009 34.058 -6.998  -0.639 -0.085 4.266  N24  MGU 27 
MGU C29  C29  C 0 1 N N N 45.135 32.778 -7.407  -0.943 1.132  4.756  C29  MGU 28 
MGU O29  O29  O 0 1 N N N 44.287 32.379 -8.205  -1.246 2.032  4.001  O29  MGU 29 
MGU C25  C25  C 0 1 N N R 43.762 35.574 -8.453  -2.076 -0.791 2.415  C25  MGU 30 
MGU O25  O25  O 0 1 N N N 42.420 35.933 -8.915  -2.126 -0.998 1.004  O25  MGU 31 
MGU C26  C26  C 0 1 N N N 44.711 34.971 -9.495  -3.101 0.273  2.810  C26  MGU 32 
MGU C32  C32  C 0 1 N N N 48.452 31.625 -5.946  0.545  1.357  8.277  C32  MGU 33 
MGU O32  O32  O 0 1 N N N 48.192 30.226 -6.116  1.864  1.106  8.767  O32  MGU 34 
MGU C31  C31  C 0 1 N N N 47.636 32.413 -6.932  0.506  1.108  6.768  C31  MGU 35 
MGU C30  C30  C 0 1 N N R 46.219 31.834 -6.883  -0.904 1.377  6.243  C30  MGU 36 
MGU O30  O30  O 0 1 N N N 45.955 31.374 -5.588  -1.262 2.734  6.511  O30  MGU 37 
MGU HC1  HC1  H 0 1 N N N 39.082 35.250 -5.374  2.467  -1.358 0.307  HC1  MGU 38 
MGU HC2  HC2  H 0 1 N N N 39.334 32.736 -6.173  2.582  1.047  -0.245 HC2  MGU 39 
MGU HC81 1HC8 H 0 0 N N N 35.476 32.612 -6.127  5.632  -0.089 -1.140 HC81 MGU 40 
MGU HC82 2HC8 H 0 0 N N N 36.255 33.341 -7.594  4.674  1.171  -0.328 HC82 MGU 41 
MGU HC83 3HC8 H 0 0 N N N 36.784 31.786 -7.072  4.471  -0.535 0.133  HC83 MGU 42 
MGU HC3  HC3  H 0 1 N N N 39.729 33.557 -8.583  0.529  1.254  -1.560 HC3  MGU 43 
MGU HO3  HO3  H 0 1 N N N 38.447 31.870 -9.482  2.260  2.670  -2.064 HO3  MGU 44 
MGU HC4  HC4  H 0 1 N N N 36.779 34.134 -8.310  1.956  -0.445 -3.658 HC4  MGU 45 
MGU HN4  HN4  H 0 1 N N N 38.348 34.133 -10.982 -0.610 0.975  -3.670 HN4  MGU 46 
MGU HC5  HC5  H 0 1 N N N 38.973 36.021 -9.181  -0.312 -1.133 -1.736 HC5  MGU 47 
MGU HC61 1HC6 H 0 0 N N N 37.291 37.846 -8.287  -0.206 -3.365 -2.806 HC61 MGU 48 
MGU HC62 2HC6 H 0 0 N N N 36.513 36.744 -9.543  -0.615 -2.106 -3.996 HC62 MGU 49 
MGU HC63 3HC6 H 0 0 N N N 36.127 36.467 -7.916  1.035  -2.767 -3.932 HC63 MGU 50 
MGU H121 1H12 H 0 0 N N N 35.368 35.925 -14.830 -1.959 1.910  -8.256 H121 MGU 51 
MGU H122 2H12 H 0 0 N N N 35.893 34.390 -14.440 -3.040 2.166  -6.865 H122 MGU 52 
MGU HO12 HO12 H 0 0 N N N 37.646 35.701 -15.211 -2.628 4.092  -8.038 HO12 MGU 53 
MGU H111 1H11 H 0 0 N N N 36.590 36.270 -12.233 -1.071 2.361  -5.370 H111 MGU 54 
MGU H112 2H11 H 0 0 N N N 34.930 36.432 -12.634 0.009  2.105  -6.761 H112 MGU 55 
MGU HC10 HC10 H 0 0 N N N 34.407 34.576 -11.421 -2.095 0.136  -5.757 HC10 MGU 56 
MGU HO10 HO10 H 0 0 N N N 34.658 33.306 -13.333 -0.104 -0.043 -7.784 HO10 MGU 57 
MGU HC21 HC21 H 0 0 N N N 40.818 36.981 -8.146  -1.413 -2.383 -0.347 HC21 MGU 58 
MGU H271 1H27 H 0 0 N N N 44.684 37.707 -6.646  -3.364 -4.356 1.833  H271 MGU 59 
MGU H272 2H27 H 0 0 N N N 43.762 36.163 -6.186  -3.646 -2.641 1.453  H272 MGU 60 
MGU H273 3H27 H 0 0 N N N 44.354 36.256 -7.756  -3.131 -3.763 0.171  H273 MGU 61 
MGU HC22 HC22 H 0 0 N N N 41.261 36.451 -5.729  0.806  -2.602 0.717  HC22 MGU 62 
MGU HC23 HC23 H 0 0 N N N 43.442 36.014 -5.547  0.160  -2.298 3.056  HC23 MGU 63 
MGU HO23 HO23 H 0 0 N N N 43.739 33.638 -4.929  2.268  -1.640 2.443  HO23 MGU 64 
MGU HC24 HC24 H 0 0 N N N 42.976 33.731 -7.605  -0.433 0.598  2.293  HC24 MGU 65 
MGU HN24 HN24 H 0 0 N N N 45.790 34.537 -6.551  -0.397 -0.804 4.870  HN24 MGU 66 
MGU HC25 HC25 H 0 0 N N N 44.221 36.546 -8.159  -2.308 -1.725 2.926  HC25 MGU 67 
MGU H261 1H26 H 0 0 N N N 44.800 35.698 -10.335 -4.099 -0.060 2.526  H261 MGU 68 
MGU H262 2H26 H 0 0 N N N 45.698 34.682 -9.065  -3.064 0.431  3.887  H262 MGU 69 
MGU H263 3H26 H 0 0 N N N 44.394 33.956 -9.833  -2.871 1.207  2.297  H263 MGU 70 
MGU H321 1H32 H 0 0 N N N 48.281 31.959 -4.896  0.273  2.392  8.482  H321 MGU 71 
MGU H322 2H32 H 0 0 N N N 49.539 31.862 -6.015  -0.159 0.690  8.773  H322 MGU 72 
MGU HO32 HO32 H 0 0 N N N 48.707 29.727 -5.492  1.845  1.274  9.719  HO32 MGU 73 
MGU H311 1H31 H 0 0 N N N 47.670 33.513 -6.754  0.779  0.073  6.563  H311 MGU 74 
MGU H312 2H31 H 0 0 N N N 48.073 32.424 -7.957  1.212  1.775  6.271  H312 MGU 75 
MGU HC30 HC30 H 0 0 N N N 46.182 30.975 -7.593  -1.610 0.711  6.739  HC30 MGU 76 
MGU HO30 HO30 H 0 0 N N N 46.628 30.787 -5.262  -0.615 3.289  6.055  HO30 MGU 77 
# 
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 
MGU C1  C2   SING N N 1  
MGU C1  O5   SING N N 2  
MGU C1  O1   SING N N 3  
MGU C1  HC1  SING N N 4  
MGU C2  O2   SING N N 5  
MGU C2  C3   SING N N 6  
MGU C2  HC2  SING N N 7  
MGU O2  C8   SING N N 8  
MGU C8  HC81 SING N N 9  
MGU C8  HC82 SING N N 10 
MGU C8  HC83 SING N N 11 
MGU C3  O3   SING N N 12 
MGU C3  C4   SING N N 13 
MGU C3  HC3  SING N N 14 
MGU O3  HO3  SING N N 15 
MGU C4  N4   SING N N 16 
MGU C4  C5   SING N N 17 
MGU C4  HC4  SING N N 18 
MGU N4  C9   SING N N 19 
MGU N4  HN4  SING N N 20 
MGU C9  O9   DOUB N N 21 
MGU C9  C10  SING N N 22 
MGU C5  O5   SING N N 23 
MGU C5  C6   SING N N 24 
MGU C5  HC5  SING N N 25 
MGU C6  HC61 SING N N 26 
MGU C6  HC62 SING N N 27 
MGU C6  HC63 SING N N 28 
MGU C12 O12  SING N N 29 
MGU C12 C11  SING N N 30 
MGU C12 H121 SING N N 31 
MGU C12 H122 SING N N 32 
MGU O12 HO12 SING N N 33 
MGU C11 C10  SING N N 34 
MGU C11 H111 SING N N 35 
MGU C11 H112 SING N N 36 
MGU C10 O10  SING N N 37 
MGU C10 HC10 SING N N 38 
MGU O10 HO10 SING N N 39 
MGU C21 C22  SING N N 40 
MGU C21 O21  SING N N 41 
MGU C21 O25  SING N N 42 
MGU C21 HC21 SING N N 43 
MGU O1  C22  SING N N 44 
MGU C27 O21  SING N N 45 
MGU C27 H271 SING N N 46 
MGU C27 H272 SING N N 47 
MGU C27 H273 SING N N 48 
MGU C22 C23  SING N N 49 
MGU C22 HC22 SING N N 50 
MGU C23 O23  SING N N 51 
MGU C23 C24  SING N N 52 
MGU C23 HC23 SING N N 53 
MGU O23 HO23 SING N N 54 
MGU C24 N24  SING N N 55 
MGU C24 C25  SING N N 56 
MGU C24 HC24 SING N N 57 
MGU N24 C29  SING N N 58 
MGU N24 HN24 SING N N 59 
MGU C29 O29  DOUB N N 60 
MGU C29 C30  SING N N 61 
MGU C25 O25  SING N N 62 
MGU C25 C26  SING N N 63 
MGU C25 HC25 SING N N 64 
MGU C26 H261 SING N N 65 
MGU C26 H262 SING N N 66 
MGU C26 H263 SING N N 67 
MGU C32 O32  SING N N 68 
MGU C32 C31  SING N N 69 
MGU C32 H321 SING N N 70 
MGU C32 H322 SING N N 71 
MGU O32 HO32 SING N N 72 
MGU C31 C30  SING N N 73 
MGU C31 H311 SING N N 74 
MGU C31 H312 SING N N 75 
MGU C30 O30  SING N N 76 
MGU C30 HC30 SING N N 77 
MGU O30 HO30 SING N N 78 
# 
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 
MGU SMILES           ACDLabs              10.04 O=C(NC2C(O)C(OC1OC(C(NC(=O)C(O)CCO)C(O)C1OC)C)C(OC)OC2C)C(O)CCO 
MGU InChI            InChI                1.02b 
InChI=1/C22H40N2O13/c1-9-14(24-20(32)12(28)6-8-26)16(30)18(21(34-4)35-9)37-22-17(33-3)15(29)13(10(2)36-22)23-19(31)11(27)5-7-25/h9-18,21-22,25-30H,5-8H2,1-4H3,(H,23,31)(H,24,32)/t9-,10-,11-,12-,13-,14-,15+,16+,17+,18+,21+,22-/m1/s1/f/h23-24H 
MGU InChIKey         InChI                1.02b VSIAYRYJKYLITD-HYPPOANLDV 
MGU SMILES_CANONICAL CACTVS               3.341 CO[C@H]1O[C@H](C)[C@@H](NC(=O)[C@H](O)CCO)[C@H](O)[C@@H]1O[C@H]2O[C@H](C)[C@@H](NC(=O)[C@H](O)CCO)[C@H](O)[C@@H]2OC 
MGU SMILES           CACTVS               3.341 CO[CH]1O[CH](C)[CH](NC(=O)[CH](O)CCO)[CH](O)[CH]1O[CH]2O[CH](C)[CH](NC(=O)[CH](O)CCO)[CH](O)[CH]2OC 
MGU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[C@H]2[C@H]([C@@H]([C@H](O[C@@H]2OC)C)NC(=O)[C@@H](CCO)O)O)OC)O)NC(=O)[C@@H](CCO)O 
MGU SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OC2C(C(C(OC2OC)C)NC(=O)C(CCO)O)O)OC)O)NC(=O)C(CCO)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 
MGU "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 4,6-dideoxy-2-O-(4,6-dideoxy-4-{[(2R)-2,4-dihydroxybutanoyl]amino}-2-O-methyl-alpha-D-mannopyranosyl)-4-{[(2R)-2,4-dihydroxybutanoyl]amino}-alpha-D-mannopyranoside"                   
MGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-N-[(2R,3S,4S,5S,6R)-6-[(2S,3S,4S,5S,6R)-5-[[(2R)-2,4-dihydroxybutanoyl]amino]-4-hydroxy-2-methoxy-6-methyl-oxan-3-yl]oxy-4-hydroxy-5-methoxy-2-methyl-oxan-3-yl]-2,4-dihydroxy-butanamide 
# 
