data_MRC
# 
_chem_comp.id                                    MRC 
_chem_comp.name                                  MUPIROCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H44 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PSEUDOMONIC ACID" 
_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                        500.622 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MRC 
_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        1QU2 
_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 
MRC C1     C1   C 0 1 N N N 30.939 82.829 82.105 -2.956 -0.357 -0.663  C1     MRC 1  
MRC C2     C2   C 0 1 N N N 29.825 82.425 81.380 -2.659 -0.521 0.766   C2     MRC 2  
MRC C3     C3   C 0 1 N N N 28.691 83.139 81.015 -3.628 -0.376 1.668   C3     MRC 3  
MRC C4     C4   C 0 1 N N N 27.674 82.536 80.028 -3.444 -0.911 3.064   C4     MRC 4  
MRC C5     C5   C 0 1 N N S 26.178 82.468 80.492 -2.813 0.168  3.945   C5     MRC 5  
MRC C6     C6   C 0 1 N N S 25.177 82.415 79.286 -2.634 -0.374 5.365   C6     MRC 6  
MRC C7     C7   C 0 1 N N S 23.727 82.233 79.828 -2.031 0.724  6.250   C7     MRC 7  
MRC C8     C8   C 0 1 N N S 23.566 80.974 80.805 -0.753 1.243  5.582   C8     MRC 8  
MRC C9     C9   C 0 1 N N N 23.878 79.477 80.296 0.301  0.135  5.566   C9     MRC 9  
MRC C10    C10  C 0 1 N N S 23.013 78.772 79.198 1.670  0.739  5.246   C10    MRC 10 
MRC C11    C11  C 0 1 N N S 22.970 79.252 77.926 2.860  -0.214 5.122   C11    MRC 11 
MRC C12    C12  C 0 1 N N S 21.826 79.285 76.879 4.230  0.291  5.579   C12    MRC 12 
MRC C13    C13  C 0 1 N N S 21.507 78.048 75.950 5.280  -0.795 5.341   C13    MRC 13 
MRC C14    C14  C 0 1 N N N 20.071 77.527 76.056 6.650  -0.289 5.798   C14    MRC 14 
MRC C15    C15  C 0 1 N N N 28.472 84.617 81.383 -4.909 0.322  1.291   C15    MRC 15 
MRC C16    C16  C 0 1 N N N 24.640 81.235 81.904 -1.074 1.664  4.146   C16    MRC 16 
MRC "C1'"  C1*  C 0 1 N N N 38.233 75.266 83.360 1.731  0.226  -12.114 "C1'"  MRC 17 
MRC O1P    O1P  O 0 1 N N N 39.083 74.518 83.854 2.728  0.207  -13.013 O1P    MRC 18 
MRC O1Q    O1Q  O 0 1 N N N 38.539 75.989 82.402 0.590  0.378  -12.481 O1Q    MRC 19 
MRC "C2'"  C2*  C 0 1 N N N 36.806 75.300 83.933 2.035  0.058  -10.648 "C2'"  MRC 20 
MRC "C3'"  C3*  C 0 1 N N N 36.763 76.014 85.303 0.733  0.118  -9.847  "C3'"  MRC 21 
MRC "C4'"  C4*  C 0 1 N N N 35.399 76.700 85.526 1.041  -0.052 -8.358  "C4'"  MRC 22 
MRC "C5'"  C5*  C 0 1 N N N 35.362 78.094 84.865 -0.260 0.007  -7.557  "C5'"  MRC 23 
MRC "C6'"  C6*  C 0 1 N N N 33.996 78.770 85.100 0.048  -0.163 -6.069  "C6'"  MRC 24 
MRC "C7'"  C7*  C 0 1 N N N 33.522 79.503 83.832 -1.254 -0.103 -5.268  "C7'"  MRC 25 
MRC "C8'"  C8*  C 0 1 N N N 33.488 81.033 84.050 -0.945 -0.274 -3.779  "C8'"  MRC 26 
MRC "C9'"  C9*  C 0 1 N N N 32.101 81.650 83.747 -2.247 -0.214 -2.978  "C9'"  MRC 27 
MRC O1A    O1A  O 0 1 N N N 31.987 81.904 82.353 -1.954 -0.376 -1.565  O1A    MRC 28 
MRC O1B    O1B  O 0 1 N N N 31.067 83.976 82.546 -4.104 -0.205 -1.032  O1B    MRC 29 
MRC O5     O5   O 0 1 N N N 25.997 81.365 81.376 -1.545 0.539  3.406   O5     MRC 30 
MRC O7     O7   O 0 1 N N N 22.818 82.171 78.762 -1.722 0.188  7.538   O7     MRC 31 
MRC O6     O6   O 0 1 N N N 25.489 81.378 78.392 -1.757 -1.502 5.338   O6     MRC 32 
MRC O10    O10  O 0 1 N N N 23.662 78.044 78.171 2.264  0.413  3.985   O10    MRC 33 
MRC C17    C17  C 0 1 N N N 21.124 80.628 76.599 4.176  0.630  7.070   C17    MRC 34 
MRC O13    O13  O 0 1 N N N 22.404 76.986 76.199 5.330  -1.112 3.948   O13    MRC 35 
MRC H2     H2   H 0 1 N N N 29.843 81.375 81.042 -1.656 -0.759 1.086   H2     MRC 36 
MRC H41    1H4  H 0 1 N N N 27.735 83.077 79.055 -2.791 -1.784 3.036   H41    MRC 37 
MRC H42    2H4  H 0 1 N N N 28.013 81.519 79.721 -4.412 -1.195 3.475   H42    MRC 38 
MRC H5     H5   H 0 1 N N N 25.945 83.410 81.040 -3.465 1.041  3.971   H5     MRC 39 
MRC H6     H6   H 0 1 N N N 25.258 83.375 78.724 -3.602 -0.674 5.765   H6     MRC 40 
MRC H7     H7   H 0 1 N N N 23.499 83.128 80.452 -2.745 1.541  6.356   H7     MRC 41 
MRC H8     H8   H 0 1 N N N 22.478 80.946 81.049 -0.373 2.101  6.137   H8     MRC 42 
MRC H91    1H9  H 0 1 N N N 24.940 79.448 79.960 0.043  -0.602 4.807   H91    MRC 43 
MRC H92    2H9  H 0 1 N N N 23.896 78.812 81.190 0.337  -0.346 6.543   H92    MRC 44 
MRC H10    H10  H 0 1 N N N 22.233 78.541 79.961 1.856  1.732  5.653   H10    MRC 45 
MRC H11    H11  H 0 1 N N N 23.158 80.284 77.548 2.676  -1.278 5.269   H11    MRC 46 
MRC H12    H12  H 0 1 N N N 21.193 78.754 77.628 4.495  1.183  5.012   H12    MRC 47 
MRC H13    H13  H 0 1 N N N 21.632 78.433 74.911 5.015  -1.687 5.908   H13    MRC 48 
MRC H141   1H14 H 0 0 N N N 19.845 76.653 75.400 7.398  -1.063 5.629   H141   MRC 49 
MRC H142   2H14 H 0 0 N N N 19.821 77.290 77.116 6.916  0.602  5.232   H142   MRC 50 
MRC H143   3H14 H 0 0 N N N 19.344 78.351 75.867 6.612  -0.047 6.860   H143   MRC 51 
MRC H151   1H15 H 0 0 N N N 27.561 85.190 81.090 -4.819 0.728  0.284   H151   MRC 52 
MRC H152   2H15 H 0 0 N N N 28.577 84.703 82.489 -5.734 -0.388 1.324   H152   MRC 53 
MRC H153   3H15 H 0 0 N N N 29.356 85.186 81.013 -5.100 1.134  1.994   H153   MRC 54 
MRC H161   1H16 H 0 0 N N N 24.368 82.125 82.517 -1.842 2.437  4.158   H161   MRC 55 
MRC H162   2H16 H 0 0 N N N 24.597 80.447 82.692 -0.174 2.057  3.673   H162   MRC 56 
MRC HOP1   1HOP H 0 0 N N N 38.848 73.963 84.588 2.533  0.315  -13.954 HOP1   MRC 57 
MRC "H2'1" 1H2* H 0 0 N N N 36.087 75.756 83.212 2.700  0.858  -10.321 "H2'1" MRC 58 
MRC "H2'2" 2H2* H 0 0 N N N 36.365 74.277 83.991 2.518  -0.904 -10.485 "H2'2" MRC 59 
MRC "H3'1" 1H3* H 0 0 N N N 37.015 75.318 86.137 0.068  -0.681 -10.174 "H3'1" MRC 60 
MRC "H3'2" 2H3* H 0 0 N N N 37.608 76.731 85.419 0.250  1.081  -10.010 "H3'2" MRC 61 
MRC "H4'1" 1H4* H 0 0 N N N 34.555 76.058 85.178 1.706  0.747  -8.031  "H4'1" MRC 62 
MRC "H4'2" 2H4* H 0 0 N N N 35.138 76.752 86.608 1.524  -1.015 -8.195  "H4'2" MRC 63 
MRC "H5'1" 1H5* H 0 0 N N N 36.206 78.736 85.207 -0.925 -0.792 -7.885  "H5'1" MRC 64 
MRC "H5'2" 2H5* H 0 0 N N N 35.618 78.045 83.781 -0.743 0.970  -7.720  "H5'2" MRC 65 
MRC "H6'1" 1H6* H 0 0 N N N 33.233 78.042 85.465 0.712  0.636  -5.741  "H6'1" MRC 66 
MRC "H6'2" 2H6* H 0 0 N N N 34.018 79.448 85.984 0.531  -1.126 -5.906  "H6'2" MRC 67 
MRC "H7'1" 1H7* H 0 0 N N N 34.139 79.229 82.945 -1.918 -0.903 -5.595  "H7'1" MRC 68 
MRC "H7'2" 2H7* H 0 0 N N N 32.536 79.117 83.479 -1.737 0.859  -5.431  "H7'2" MRC 69 
MRC "H8'1" 1H8* H 0 0 N N N 33.827 81.297 85.078 -0.280 0.525  -3.452  "H8'1" MRC 70 
MRC "H8'2" 2H8* H 0 0 N N N 34.287 81.538 83.460 -0.462 -1.238 -3.616  "H8'2" MRC 71 
MRC "H9'1" 1H9* H 0 0 N N N 31.266 81.017 84.129 -2.912 -1.014 -3.305  "H9'1" MRC 72 
MRC "H9'2" 2H9* H 0 0 N N N 31.903 82.561 84.358 -2.730 0.748  -3.141  "H9'2" MRC 73 
MRC HO7    HO7  H 0 1 N N N 21.934 82.060 79.092 -2.552 -0.136 7.912   HO7    MRC 74 
MRC HO6    HO6  H 0 1 N N N 24.882 81.345 77.661 -2.171 -2.164 4.767   HO6    MRC 75 
MRC H171   1H17 H 0 0 N N N 20.301 80.651 75.846 3.911  -0.261 7.637   H171   MRC 76 
MRC H172   2H17 H 0 0 N N N 20.746 81.047 77.561 5.152  0.991  7.396   H172   MRC 77 
MRC H173   3H17 H 0 0 N N N 21.891 81.387 76.320 3.428  1.404  7.240   H173   MRC 78 
MRC HO13   HO13 H 0 0 N N N 22.212 76.242 75.640 5.568  -0.298 3.485   HO13   MRC 79 
# 
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 
MRC C1    C2     SING N N 1  
MRC C1    O1A    SING N N 2  
MRC C1    O1B    DOUB N N 3  
MRC C2    C3     DOUB N E 4  
MRC C2    H2     SING N N 5  
MRC C3    C4     SING N N 6  
MRC C3    C15    SING N N 7  
MRC C4    C5     SING N N 8  
MRC C4    H41    SING N N 9  
MRC C4    H42    SING N N 10 
MRC C5    C6     SING N N 11 
MRC C5    O5     SING N N 12 
MRC C5    H5     SING N N 13 
MRC C6    C7     SING N N 14 
MRC C6    O6     SING N N 15 
MRC C6    H6     SING N N 16 
MRC C7    C8     SING N N 17 
MRC C7    O7     SING N N 18 
MRC C7    H7     SING N N 19 
MRC C8    C9     SING N N 20 
MRC C8    C16    SING N N 21 
MRC C8    H8     SING N N 22 
MRC C9    C10    SING N N 23 
MRC C9    H91    SING N N 24 
MRC C9    H92    SING N N 25 
MRC C10   C11    SING N N 26 
MRC C10   O10    SING N N 27 
MRC C10   H10    SING N N 28 
MRC C11   C12    SING N N 29 
MRC C11   O10    SING N N 30 
MRC C11   H11    SING N N 31 
MRC C12   C13    SING N N 32 
MRC C12   C17    SING N N 33 
MRC C12   H12    SING N N 34 
MRC C13   C14    SING N N 35 
MRC C13   O13    SING N N 36 
MRC C13   H13    SING N N 37 
MRC C14   H141   SING N N 38 
MRC C14   H142   SING N N 39 
MRC C14   H143   SING N N 40 
MRC C15   H151   SING N N 41 
MRC C15   H152   SING N N 42 
MRC C15   H153   SING N N 43 
MRC C16   O5     SING N N 44 
MRC C16   H161   SING N N 45 
MRC C16   H162   SING N N 46 
MRC "C1'" O1P    SING N N 47 
MRC "C1'" O1Q    DOUB N N 48 
MRC "C1'" "C2'"  SING N N 49 
MRC O1P   HOP1   SING N N 50 
MRC "C2'" "C3'"  SING N N 51 
MRC "C2'" "H2'1" SING N N 52 
MRC "C2'" "H2'2" SING N N 53 
MRC "C3'" "C4'"  SING N N 54 
MRC "C3'" "H3'1" SING N N 55 
MRC "C3'" "H3'2" SING N N 56 
MRC "C4'" "C5'"  SING N N 57 
MRC "C4'" "H4'1" SING N N 58 
MRC "C4'" "H4'2" SING N N 59 
MRC "C5'" "C6'"  SING N N 60 
MRC "C5'" "H5'1" SING N N 61 
MRC "C5'" "H5'2" SING N N 62 
MRC "C6'" "C7'"  SING N N 63 
MRC "C6'" "H6'1" SING N N 64 
MRC "C6'" "H6'2" SING N N 65 
MRC "C7'" "C8'"  SING N N 66 
MRC "C7'" "H7'1" SING N N 67 
MRC "C7'" "H7'2" SING N N 68 
MRC "C8'" "C9'"  SING N N 69 
MRC "C8'" "H8'1" SING N N 70 
MRC "C8'" "H8'2" SING N N 71 
MRC "C9'" O1A    SING N N 72 
MRC "C9'" "H9'1" SING N N 73 
MRC "C9'" "H9'2" SING N N 74 
MRC O7    HO7    SING N N 75 
MRC O6    HO6    SING N N 76 
MRC C17   H171   SING N N 77 
MRC C17   H172   SING N N 78 
MRC C17   H173   SING N N 79 
MRC O13   HO13   SING N N 80 
# 
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 
MRC SMILES           ACDLabs              10.04 O=C(O)CCCCCCCCOC(=O)\C=C(/C)CC2OCC(CC1OC1C(C)C(O)C)C(O)C2O 
MRC InChI            InChI                1.02b 
InChI=1/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24-,25+,26-/m0/s1/f/h28H 
MRC InChIKey         InChI                1.02b MINDHVHHQZYEEK-OWXBHDCSDB 
MRC SMILES_CANONICAL CACTVS               3.341 C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@H]2CO[C@@H](C/C(C)=C/C(=O)OCCCCCCCCC(O)=O)[C@@H](O)[C@H]2O 
MRC SMILES           CACTVS               3.341 C[CH](O)[CH](C)[CH]1O[CH]1C[CH]2CO[CH](CC(C)=CC(=O)OCCCCCCCCC(O)=O)[CH](O)[CH]2O 
MRC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC([C@H]1[C@@H](O1)C[C@H]2CO[C@H]([C@H]([C@H]2O)O)C/C(=C/C(=O)OCCCCCCCCC(=O)O)/C)[C@H](C)O 
MRC SMILES           "OpenEye OEToolkits" 1.5.0 CC(C1C(O1)CC2COC(C(C2O)O)CC(=CC(=O)OCCCCCCCCC(=O)O)C)C(C)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 
MRC "SYSTEMATIC NAME" ACDLabs              10.04 "9-({(2E)-4-[(2S,3S,4S,5S)-3,4-dihydroxy-5-({(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2-yl}methyl)tetrahydro-2H-pyran-2-yl]-3-methylbut-2-enoyl}oxy)nonanoic acid (non-preferred name)" 
MRC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "9-[(E)-4-[(2S,3S,4S,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methyl-but-2-enoyl]oxynonanoic acid"                                               
# 
