data_B2B
# 
_chem_comp.id                                    B2B 
_chem_comp.name                                  "(2Z)-2-[(1R)-3-{[(1R,2S,3R,6S,7S,10S,12S,15E,17E)-18-carboxy-16-ethyl-3,7-dihydroxy-1,2,6,10,12-pentamethyl-5-oxooctadeca-15,17-dien-1-yl]oxy}-1-hydroxy-3-oxopropyl]-3-methylbut-2-enedioic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H54 O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "tautomycetin analogue TTNB1B" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-04-26 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        654.785 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B2B 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3MOW 
_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 
B2B C1   C1   C 0 1 N N N 25.286 3.753  1.051  -11.773 -2.447 1.195  C1   B2B 1   
B2B O1   O1   O 0 1 N N N 24.543 3.308  2.047  -11.070 -3.173 2.086  O1   B2B 2   
B2B C2   C2   C 0 1 N N N 26.434 4.753  1.352  -11.199 -1.209 0.635  C2   B2B 3   
B2B O2   O2   O 0 1 N N N 24.962 3.292  -0.181 -12.878 -2.814 0.850  O2   B2B 4   
B2B C3   C3   C 0 1 N N N 27.797 4.418  1.230  -10.255 -1.278 -0.319 C3   B2B 5   
B2B O3   O3   O 0 1 N N N 28.651 2.130  1.664  -8.878  -2.663 -1.791 O3   B2B 6   
B2B C4   C4   C 0 1 N N N 28.217 3.004  0.775  -9.873  -2.586 -0.886 C4   B2B 7   
B2B O4   O4   O 0 1 N N N 32.143 5.663  2.502  -6.134  1.417  -0.663 O4   B2B 8   
B2B C5   C5   C 0 1 N N N 25.927 6.119  1.793  -11.670 0.133  1.132  C5   B2B 9   
B2B O5   O5   O 0 1 N N N 29.730 5.517  0.353  -9.760  0.090  -2.225 O5   B2B 10  
B2B C6   C6   C 0 1 N N R 28.945 5.395  1.533  -9.587  -0.020 -0.811 C6   B2B 11  
B2B O6   O6   O 0 1 N N N 30.740 7.004  3.748  -8.115  2.118  -1.346 O6   B2B 12  
B2B C7   C7   C 0 1 N N N 29.861 5.006  2.708  -8.094  -0.073 -0.482 C7   B2B 13  
B2B O7   O7   O 0 1 N N N 35.813 5.415  5.259  -3.864  0.692  0.089  O7   B2B 14  
B2B C8   C8   C 0 1 N N N 30.941 6.023  3.058  -7.449  1.234  -0.862 C8   B2B 15  
B2B O8   O8   O 0 1 N N N 35.505 6.493  7.951  -1.173  0.407  -0.429 O8   B2B 16  
B2B C9   C9   C 0 1 N N R 33.367 5.917  3.170  -5.580  2.701  -1.053 C9   B2B 17  
B2B O9   O9   O 0 1 N N N 33.868 3.080  9.144  1.516   1.612  -0.913 O9   B2B 18  
B2B C10  C10  C 0 1 N N S 33.581 4.903  4.344  -4.391  3.039  -0.152 C10  B2B 19  
B2B C11  C11  C 0 1 N N R 34.414 5.523  5.513  -3.319  1.956  -0.295 C11  B2B 20  
B2B O11  O11  O 0 1 N N N 34.691 -5.336 18.875 16.441  -0.582 -2.203 O11  B2B 21  
B2B C12  C12  C 0 1 N N N 34.123 4.865  6.878  -2.129  2.294  0.606  C12  B2B 22  
B2B O12  O12  O 0 1 N N N 33.312 -6.964 18.349 15.290  -2.483 -2.143 O12  B2B 23  
B2B C13  C13  C 0 1 N N N 34.606 5.683  8.102  -1.024  1.296  0.374  C13  B2B 24  
B2B O13  O13  O 0 1 N N N 28.169 2.625  -0.519 -10.455 -3.593 -0.535 O13  B2B 25  
B2B C14  C14  C 0 1 N N S 34.000 5.499  9.521  0.266   1.408  1.145  C14  B2B 26  
B2B C15  C15  C 0 1 N N S 33.225 4.167  9.783  1.416   0.859  0.297  C15  B2B 27  
B2B C16  C16  C 0 1 N N N 33.095 3.835  11.285 2.725   0.973  1.079  C16  B2B 28  
B2B C17  C17  C 0 1 N N N 34.297 3.052  11.902 3.853   0.312  0.284  C17  B2B 29  
B2B C18  C18  C 0 1 N N S 34.046 1.528  12.187 5.163   0.426  1.067  C18  B2B 30  
B2B C19  C19  C 0 1 N N N 32.553 1.142  12.415 6.264   -0.342 0.332  C19  B2B 31  
B2B C20  C20  C 0 1 N N S 32.081 1.148  13.888 7.541   -0.334 1.175  C20  B2B 32  
B2B C21  C21  C 0 1 N N N 34.444 5.967  2.065  -5.114  2.635  -2.509 C21  B2B 33  
B2B C22  C22  C 0 1 N N N 34.203 3.542  3.880  -4.857  3.105  1.304  C22  B2B 34  
B2B C23  C23  C 0 1 N N N 33.115 6.718  9.875  0.158   0.601  2.440  C23  B2B 35  
B2B C24  C24  C 0 1 N N N 34.625 0.670  11.044 5.561   1.898  1.185  C24  B2B 36  
B2B C25  C25  C 0 1 N N N 30.546 1.297  14.004 7.302   -1.111 2.471  C25  B2B 37  
B2B C26  C26  C 0 1 N N N 32.569 -0.154 14.614 8.676   -0.993 0.388  C26  B2B 38  
B2B C27  C27  C 0 1 N N N 31.803 -1.455 14.268 9.981   -0.873 1.178  C27  B2B 39  
B2B C28  C28  C 0 1 N N N 32.077 -2.549 15.273 11.098  -1.522 0.403  C28  B2B 40  
B2B C29  C29  C 0 1 N N N 32.177 -3.897 15.119 12.163  -0.804 0.040  C29  B2B 41  
B2B C30  C30  C 0 1 N N N 32.477 -4.637 16.370 13.241  -1.430 -0.726 C30  B2B 42  
B2B C31  C31  C 0 1 N N N 33.705 -5.063 16.764 14.320  -0.702 -1.094 C31  B2B 43  
B2B C32  C32  C 0 1 N N N 32.026 -4.696 13.829 12.255  0.651  0.420  C32  B2B 44  
B2B C33  C33  C 0 1 N N N 30.839 -5.631 13.580 13.024  0.788  1.736  C33  B2B 45  
B2B C34  C34  C 0 1 N N N 33.923 -5.797 18.041 15.365  -1.308 -1.837 C34  B2B 46  
B2B HO1  HO1  H 0 1 N N N 23.882 2.716  1.709  -11.488 -3.977 2.425  HO1  B2B 47  
B2B HO3  HO3  H 0 1 N N N 28.877 1.318  1.226  -8.664  -3.542 -2.134 HO3  B2B 48  
B2B H5   H5   H 0 1 N N N 26.782 6.782  1.991  -12.376 -0.010 1.950  H5   B2B 49  
B2B H5A  H5A  H 0 1 N N N 25.304 6.553  0.997  -10.816 0.710  1.487  H5A  B2B 50  
B2B H5B  H5B  H 0 1 N N N 25.328 6.009  2.709  -12.160 0.671  0.320  H5B  B2B 51  
B2B HO5  HO5  H 0 1 N N N 30.449 6.117  0.511  -9.384  -0.647 -2.726 HO5  B2B 52  
B2B H6   H6   H 0 1 N N N 28.474 6.339  1.843  -10.036 0.845  -0.322 H6   B2B 53  
B2B H7   H7   H 0 1 N N N 29.225 4.878  3.596  -7.963  -0.246 0.586  H7   B2B 54  
B2B H7A  H7A  H 0 1 N N N 30.365 4.066  2.439  -7.628  -0.885 -1.041 H7A  B2B 55  
B2B HO7  HO7  H 0 1 N N N 36.297 5.717  6.019  -4.180  0.661  1.002  HO7  B2B 56  
B2B H9   H9   H 0 1 N N N 33.403 6.880  3.700  -6.344  3.472  -0.951 H9   B2B 57  
B2B HO9  HO9  H 0 1 N N N 33.384 2.281  9.314  1.687   2.555  -0.777 HO9  B2B 58  
B2B H10  H10  H 0 1 N N N 32.573 4.680  4.723  -3.975  4.003  -0.444 H10  B2B 59  
B2B H11  H11  H 0 1 N N N 34.109 6.579  5.561  -2.987  1.909  -1.332 H11  B2B 60  
B2B HO11 HO11 H 0 0 N N N 34.722 -5.912 19.630 17.100  -1.081 -2.706 HO11 B2B 61  
B2B H12  H12  H 0 1 N N N 33.034 4.739  6.966  -1.769  3.296  0.373  H12  B2B 62  
B2B H12A H12A H 0 0 N N N 34.636 3.892  6.899  -2.442  2.254  1.650  H12A B2B 63  
B2B H14  H14  H 0 1 N N N 34.873 5.429  10.187 0.457   2.454  1.383  H14  B2B 64  
B2B H15  H15  H 0 1 N N N 32.217 4.319  9.371  1.224   -0.187 0.059  H15  B2B 65  
B2B H16  H16  H 0 1 N N N 33.004 4.787  11.829 2.962   2.024  1.240  H16  B2B 66  
B2B H16A H16A H 0 0 N N N 32.195 3.215  11.411 2.618   0.473  2.042  H16A B2B 67  
B2B H17  H17  H 0 1 N N N 35.134 3.121  11.192 3.616   -0.740 0.123  H17  B2B 68  
B2B H17A H17A H 0 0 N N N 34.544 3.530  12.861 3.960   0.812  -0.678 H17A B2B 69  
B2B H18  H18  H 0 1 N N N 34.563 1.325  13.137 5.029   0.004  2.063  H18  B2B 70  
B2B H19  H19  H 0 1 N N N 31.936 1.869  11.867 5.943   -1.371 0.169  H19  B2B 71  
B2B H19A H19A H 0 0 N N N 32.412 0.123  12.026 6.460   0.134  -0.629 H19A B2B 72  
B2B H20  H20  H 0 1 N N N 32.528 2.024  14.380 7.813   0.695  1.413  H20  B2B 73  
B2B H21  H21  H 0 1 N N N 35.427 6.162  2.519  -5.961  2.394  -3.151 H21  B2B 74  
B2B H21A H21A H 0 0 N N N 34.470 5.004  1.535  -4.698  3.599  -2.801 H21A B2B 75  
B2B H21B H21B H 0 0 N N N 34.202 6.771  1.354  -4.350  1.864  -2.611 H21B B2B 76  
B2B H22  H22  H 0 1 N N N 34.326 2.879  4.749  -4.010  3.345  1.946  H22  B2B 77  
B2B H22A H22A H 0 0 N N N 33.536 3.065  3.147  -5.621  3.876  1.406  H22A B2B 78  
B2B H22B H22B H 0 0 N N N 35.184 3.726  3.418  -5.273  2.141  1.597  H22B B2B 79  
B2B H23  H23  H 0 1 N N N 32.689 6.583  10.880 1.091   0.682  2.998  H23  B2B 80  
B2B H23A H23A H 0 0 N N N 33.726 7.632  9.856  -0.661  0.992  3.044  H23A B2B 81  
B2B H23B H23B H 0 0 N N N 32.301 6.806  9.140  -0.034  -0.445 2.202  H23B B2B 82  
B2B H24  H24  H 0 1 N N N 34.443 -0.394 11.255 4.776   2.445  1.708  H24  B2B 83  
B2B H24A H24A H 0 0 N N N 34.138 0.944  10.097 6.494   1.979  1.742  H24A B2B 84  
B2B H24B H24B H 0 0 N N N 35.708 0.848  10.964 5.695   2.320  0.189  H24B B2B 85  
B2B H25  H25  H 0 1 N N N 30.256 1.296  15.065 7.030   -2.139 2.234  H25  B2B 86  
B2B H25A H25A H 0 0 N N N 30.234 2.244  13.539 8.211   -1.105 3.072  H25A B2B 87  
B2B H25B H25B H 0 0 N N N 30.056 0.457  13.490 6.493   -0.642 3.032  H25B B2B 88  
B2B H26  H26  H 0 1 N N N 33.622 -0.310 14.335 8.443   -2.045 0.227  H26  B2B 89  
B2B H26A H26A H 0 0 N N N 32.459 0.013  15.696 8.787   -0.494 -0.575 H26A B2B 90  
B2B H27  H27  H 0 1 N N N 30.724 -1.240 14.266 10.213  0.179  1.339  H27  B2B 91  
B2B H27A H27A H 0 0 N N N 32.124 -1.800 13.274 9.869   -1.372 2.141  H27A B2B 92  
B2B H28  H28  H 0 1 N N N 32.217 -2.202 16.286 11.038  -2.568 0.141  H28  B2B 93  
B2B H30  H30  H 0 1 N N N 31.646 -4.856 17.024 13.175  -2.473 -0.998 H30  B2B 94  
B2B H31  H31  H 0 1 N N N 34.554 -4.862 16.128 14.386  0.341  -0.822 H31  B2B 95  
B2B H32  H32  H 0 1 N N N 31.981 -3.947 13.025 12.778  1.199  -0.364 H32  B2B 96  
B2B H51  H51  H 0 1 N N N 32.919 -5.337 13.776 11.252  1.059  0.541  H51  B2B 97  
B2B H33  H33  H 0 1 N N N 30.941 -6.098 12.589 13.091  1.840  2.010  H33  B2B 98  
B2B H33A H33A H 0 0 N N N 30.820 -6.413 14.353 12.502  0.240  2.520  H33A B2B 99  
B2B H54  H54  H 0 1 N N N 29.903 -5.054 13.619 14.027  0.380  1.614  H54  B2B 100 
# 
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 
B2B C1  C2   SING N N 1  
B2B C1  O1   SING N N 2  
B2B C2  C5   SING N N 3  
B2B O2  C1   DOUB N N 4  
B2B C3  C2   DOUB N N 5  
B2B C3  C6   SING N Z 6  
B2B C4  C3   SING N N 7  
B2B C4  O3   SING N N 8  
B2B O4  C8   SING N N 9  
B2B O4  C9   SING N N 10 
B2B O5  C6   SING N N 11 
B2B C6  C7   SING N N 12 
B2B C7  C8   SING N N 13 
B2B O7  C11  SING N N 14 
B2B C8  O6   DOUB N N 15 
B2B O8  C13  DOUB N N 16 
B2B C9  C10  SING N N 17 
B2B O9  C15  SING N N 18 
B2B C10 C11  SING N N 19 
B2B C11 C12  SING N N 20 
B2B C12 C13  SING N N 21 
B2B C13 C14  SING N N 22 
B2B O13 C4   DOUB N N 23 
B2B C14 C15  SING N N 24 
B2B C14 C23  SING N N 25 
B2B C15 C16  SING N N 26 
B2B C16 C17  SING N N 27 
B2B C17 C18  SING N N 28 
B2B C18 C19  SING N N 29 
B2B C19 C20  SING N N 30 
B2B C20 C25  SING N N 31 
B2B C20 C26  SING N N 32 
B2B C21 C9   SING N N 33 
B2B C22 C10  SING N N 34 
B2B C24 C18  SING N N 35 
B2B C27 C26  SING N N 36 
B2B C27 C28  SING N N 37 
B2B C29 C28  DOUB N N 38 
B2B C29 C30  SING N N 39 
B2B C30 C31  DOUB N N 40 
B2B C31 C34  SING N N 41 
B2B C32 C29  SING N N 42 
B2B C33 C32  SING N N 43 
B2B C34 O11  SING N N 44 
B2B C34 O12  DOUB N N 45 
B2B O1  HO1  SING N N 46 
B2B O3  HO3  SING N N 47 
B2B C5  H5   SING N N 48 
B2B C5  H5A  SING N N 49 
B2B C5  H5B  SING N N 50 
B2B O5  HO5  SING N N 51 
B2B C6  H6   SING N N 52 
B2B C7  H7   SING N N 53 
B2B C7  H7A  SING N N 54 
B2B O7  HO7  SING N N 55 
B2B C9  H9   SING N N 56 
B2B O9  HO9  SING N N 57 
B2B C10 H10  SING N N 58 
B2B C11 H11  SING N N 59 
B2B O11 HO11 SING N N 60 
B2B C12 H12  SING N N 61 
B2B C12 H12A SING N N 62 
B2B C14 H14  SING N N 63 
B2B C15 H15  SING N N 64 
B2B C16 H16  SING N N 65 
B2B C16 H16A SING N N 66 
B2B C17 H17  SING N N 67 
B2B C17 H17A SING N N 68 
B2B C18 H18  SING N N 69 
B2B C19 H19  SING N N 70 
B2B C19 H19A SING N N 71 
B2B C20 H20  SING N N 72 
B2B C21 H21  SING N N 73 
B2B C21 H21A SING N N 74 
B2B C21 H21B SING N N 75 
B2B C22 H22  SING N N 76 
B2B C22 H22A SING N N 77 
B2B C22 H22B SING N N 78 
B2B C23 H23  SING N N 79 
B2B C23 H23A SING N N 80 
B2B C23 H23B SING N N 81 
B2B C24 H24  SING N N 82 
B2B C24 H24A SING N N 83 
B2B C24 H24B SING N N 84 
B2B C25 H25  SING N E 85 
B2B C25 H25A SING N N 86 
B2B C25 H25B SING N E 87 
B2B C26 H26  SING N N 88 
B2B C26 H26A SING N N 89 
B2B C27 H27  SING N N 90 
B2B C27 H27A SING N N 91 
B2B C28 H28  SING N N 92 
B2B C30 H30  SING N N 93 
B2B C31 H31  SING N N 94 
B2B C32 H32  SING N N 95 
B2B C32 H51  SING N N 96 
B2B C33 H33  SING N N 97 
B2B C33 H33A SING N N 98 
B2B C33 H54  SING N N 99 
# 
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 
B2B SMILES           ACDLabs              12.01 "O=C(OC(C)C(C)C(O)CC(=O)C(C)C(O)CCC(C)CC(C)CC\C=C(\C=C\C(=O)O)CC)CC(O)C(=C(\C(=O)O)C)\C(=O)O" 
B2B SMILES_CANONICAL CACTVS               3.370 "CCC(=C\CC[C@H](C)C[C@@H](C)CC[C@H](O)[C@H](C)C(=O)C[C@@H](O)[C@H](C)[C@@H](C)OC(=O)C[C@@H](O)C(/C(O)=O)=C(C)/C(O)=O)/C=C/C(O)=O" 
B2B SMILES           CACTVS               3.370 "CCC(=CCC[CH](C)C[CH](C)CC[CH](O)[CH](C)C(=O)C[CH](O)[CH](C)[CH](C)OC(=O)C[CH](O)C(C(O)=O)=C(C)C(O)=O)C=CC(O)=O" 
B2B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC/C(=C\CC[C@H](C)C[C@@H](C)CC[C@@H]([C@H](C)C(=O)C[C@H]([C@H](C)[C@@H](C)OC(=O)C[C@H](/C(=C(\C)/C(=O)O)/C(=O)O)O)O)O)/C=C/C(=O)O" 
B2B SMILES           "OpenEye OEToolkits" 1.7.0 "CCC(=CCCC(C)CC(C)CCC(C(C)C(=O)CC(C(C)C(C)OC(=O)CC(C(=C(C)C(=O)O)C(=O)O)O)O)O)C=CC(=O)O" 
B2B InChI            InChI                1.03  
;InChI=1S/C34H54O12/c1-8-25(13-15-30(39)40)11-9-10-19(2)16-20(3)12-14-26(35)22(5)28(37)17-27(36)21(4)24(7)46-31(41)18-29(38)32(34(44)45)23(6)33(42)43/h11,13,15,19-22,24,26-27,29,35-36,38H,8-10,12,14,16-18H2,1-7H3,(H,39,40)(H,42,43)(H,44,45)/b15-13+,25-11+,32-23-/t19-,20-,21+,22-,24+,26-,27+,29+/m0/s1
;
B2B InChIKey         InChI                1.03  AJNPGMLYFPAQEA-YYTMOYMQSA-N 
# 
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 
B2B "SYSTEMATIC NAME" ACDLabs              12.01 "(2Z)-2-[(1R)-3-{[(2R,3S,4R,7S,8S,11S,13S,16E,18E)-19-carboxy-17-ethyl-4,8-dihydroxy-3,7,11,13-tetramethyl-6-oxononadeca-16,18-dien-2-yl]oxy}-1-hydroxy-3-oxopropyl]-3-methylbut-2-enedioic acid" 
B2B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(Z)-2-[(1R)-3-[(2R,3S,4R,7S,8S,11S,13S,16E,18E)-17-ethyl-4,8,20-trihydroxy-3,7,11,13-tetramethyl-6,20-dioxo-icosa-16,18-dien-2-yl]oxy-1-hydroxy-3-oxo-propyl]-3-methyl-but-2-enedioic acid"      
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
B2B "Create component"  2010-04-26 RCSB 
B2B "Modify descriptor" 2011-06-04 RCSB 
# 
