data_95A
# 
_chem_comp.id                                    95A 
_chem_comp.name                                  TMC-95A 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H42 N6 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "A NATURAL PROTEOSOME INHIBITOR FROM APIOSPORA MONTAGNEI" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-07-05 
_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                        682.721 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     95A 
_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        1JD2 
_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 
95A C50  C50  C 0 1 Y N N 59.284 -138.196 39.136 3.267  -2.172 -0.027 C50  95A 1  
95A C51  C51  C 0 1 Y N N 58.714 -138.097 40.451 4.219  -3.109 0.288  C51  95A 2  
95A C52  C52  C 0 1 Y N N 57.511 -137.397 40.597 3.858  -4.432 0.482  C52  95A 3  
95A C53  C53  C 0 1 Y N N 56.931 -136.873 39.449 2.535  -4.833 0.374  C53  95A 4  
95A C54  C54  C 0 1 Y N N 57.503 -137.004 38.195 1.560  -3.904 0.057  C54  95A 5  
95A C55  C55  C 0 1 Y N N 58.712 -137.714 38.049 1.938  -2.552 -0.135 C55  95A 6  
95A N31  N31  N 0 1 N N N 59.488 -137.995 36.941 1.156  -1.447 -0.462 N31  95A 7  
95A C32  C32  C 0 1 N N N 60.529 -138.661 37.290 1.918  -0.457 -0.932 C32  95A 8  
95A O33  O33  O 0 1 N N N 61.446 -139.096 36.599 1.589  0.410  -1.701 O33  95A 9  
95A C56  C56  C 0 1 Y N N 56.823 -136.393 37.112 0.111  -4.177 -0.081 C56  95A 10 
95A C57  C57  C 0 1 Y N N 55.512 -136.692 36.859 -0.560 -5.237 0.511  C57  95A 11 
95A O13  O13  O 0 1 N N N 54.888 -137.631 37.651 0.113  -6.181 1.217  O13  95A 12 
95A C58  C58  C 0 1 Y N N 54.872 -136.049 35.819 -1.939 -5.343 0.363  C58  95A 13 
95A C59  C59  C 0 1 Y N N 55.578 -135.093 35.012 -2.655 -4.374 -0.319 C59  95A 14 
95A C60  C60  C 0 1 Y N N 56.940 -134.766 35.319 -1.983 -3.309 -0.892 C60  95A 15 
95A C61  C61  C 0 1 Y N N 57.556 -135.462 36.353 -0.611 -3.257 -0.847 C61  95A 16 
95A C14  C14  C 0 1 N N N 57.697 -133.741 34.509 -2.723 -2.201 -1.603 C14  95A 17 
95A C15  C15  C 0 1 N N S 58.463 -134.335 33.372 -2.786 -0.973 -0.693 C15  95A 18 
95A N41  N41  N 0 1 N N N 57.577 -135.173 32.575 -4.132 -0.397 -0.759 N41  95A 19 
95A C42  C42  C 0 1 N N N 57.953 -135.830 31.420 -4.620 0.295  0.290  C42  95A 20 
95A C44  C44  C 0 1 N N N 56.890 -136.641 30.795 -5.990 0.881  0.223  C44  95A 21 
95A C46  C46  C 0 1 N N S 57.068 -137.430 29.569 -6.536 1.655  1.395  C46  95A 22 
95A C48  C48  C 0 1 N N N 56.558 -138.866 29.822 -6.174 3.134  1.243  C48  95A 23 
95A C47  C47  C 0 1 N N N 56.240 -136.704 28.480 -8.058 1.505  1.441  C47  95A 24 
95A C49  C49  C 0 1 N N N 56.352 -137.467 27.168 -8.600 2.186  2.699  C49  95A 25 
95A O45  O45  O 0 1 N N N 55.796 -136.673 31.331 -6.661 0.735  -0.770 O45  95A 26 
95A O43  O43  O 0 1 N N N 59.096 -135.794 30.903 -3.945 0.442  1.287  O43  95A 27 
95A C16  C16  C 0 1 N N N 59.569 -135.145 34.065 -1.774 0.073  -1.096 C16  95A 28 
95A N18  N18  N 0 1 N N N 60.589 -134.489 34.779 -1.303 0.915  -0.136 N18  95A 29 
95A C19  C19  C 0 1 N N S 61.657 -135.189 35.475 -0.354 1.983  -0.492 C19  95A 30 
95A C24  C24  C 0 1 N N N 61.223 -135.306 36.896 0.848  1.879  0.415  C24  95A 31 
95A N26  N26  N 0 1 N N N 61.808 -136.319 37.633 2.102  1.945  -0.077 N26  95A 32 
95A C27  C27  C 0 1 N N S 61.605 -136.569 39.071 3.262  1.636  0.753  C27  95A 33 
95A C35  C35  C 0 1 N N N 62.603 -135.871 39.873 4.502  2.259  0.157  C35  95A 34 
95A O37  O37  O 0 1 N N N 63.739 -135.795 39.343 4.533  2.538  -1.023 O37  95A 35 
95A N36  N36  N 0 1 N N N 62.181 -135.414 41.138 5.573  2.506  0.936  N36  95A 36 
95A C38  C38  C 0 1 N N N 62.722 -134.714 42.209 6.776  3.111  0.358  C38  95A 37 
95A C39  C39  C 0 1 N N N 63.958 -134.192 42.336 7.835  3.283  1.449  C39  95A 38 
95A C40  C40  C 0 1 N N N 64.994 -134.283 41.263 9.091  3.915  0.845  C40  95A 39 
95A C28  C28  C 0 1 N N R 61.633 -138.070 39.499 3.470  0.138  0.946  C28  95A 40 
95A O34  O34  O 0 1 N N N 61.482 -138.261 40.944 2.554  -0.340 1.942  O34  95A 41 
95A C29  C29  C 0 1 N N S 60.486 -138.848 38.779 3.290  -0.680 -0.322 C29  95A 42 
95A O30  O30  O 0 1 N N N 60.535 -140.213 39.210 4.314  -0.413 -1.281 O30  95A 43 
95A O25  O25  O 0 1 N N N 60.426 -134.482 37.308 0.683  1.723  1.604  O25  95A 44 
95A C20  C20  C 0 1 N N N 62.944 -134.326 35.456 -1.022 3.347  -0.302 C20  95A 45 
95A C21  C21  C 0 1 N N S 63.601 -134.233 34.070 -2.164 3.500  -1.309 C21  95A 46 
95A N23  N23  N 0 1 N N N 62.750 -133.723 33.042 -2.881 4.756  -1.049 N23  95A 47 
95A O22  O22  O 0 1 N N N 64.660 -133.454 34.192 -1.630 3.522  -2.634 O22  95A 48 
95A O17  O17  O 0 1 N N N 59.501 -136.354 33.999 -1.402 0.165  -2.246 O17  95A 49 
95A H51  H51  H 0 1 N N N 59.200 -138.550 41.303 5.252  -2.813 0.391  H51  95A 50 
95A H52  H52  H 0 1 N N N 57.051 -137.269 41.566 4.618  -5.164 0.718  H52  95A 51 
95A H53  H53  H 0 1 N N N 55.995 -136.341 39.538 2.272  -5.868 0.534  H53  95A 52 
95A H31  H31  H 0 1 N N N 59.271 -137.720 36.004 0.204  -1.359 -0.321 H31  95A 53 
95A H13  H13  H 0 1 N N N 54.744 -138.424 37.149 0.373  -6.868 0.589  H13  95A 54 
95A H58  H58  H 0 1 N N N 53.835 -136.266 35.611 -2.455 -6.198 0.777  H58  95A 55 
95A H59  H59  H 0 1 N N N 55.084 -134.621 34.175 -3.731 -4.447 -0.402 H59  95A 56 
95A H61  H61  H 0 1 N N N 58.599 -135.288 36.574 -0.098 -2.551 -1.482 H61  95A 57 
95A H141 1H14 H 0 0 N N N 58.425 -133.264 35.182 -3.738 -2.535 -1.823 H141 95A 58 
95A H142 2H14 H 0 0 N N N 56.972 -133.024 34.097 -2.214 -1.946 -2.529 H142 95A 59 
95A H15  H15  H 0 1 N N N 58.883 -133.596 32.674 -2.581 -1.285 0.332  H15  95A 60 
95A H41  H41  H 0 1 N N N 56.632 -135.280 32.885 -4.671 -0.514 -1.556 H41  95A 61 
95A H46  H46  H 0 1 N N N 58.119 -137.511 29.254 -6.104 1.269  2.318  H46  95A 62 
95A H481 1H48 H 0 0 N N N 55.589 -138.825 30.341 -6.569 3.694  2.090  H481 95A 63 
95A H482 2H48 H 0 0 N N N 57.285 -139.409 30.444 -5.089 3.241  1.210  H482 95A 64 
95A H483 3H48 H 0 0 N N N 56.437 -139.387 28.861 -6.605 3.520  0.319  H483 95A 65 
95A H471 1H47 H 0 0 N N N 56.625 -135.683 28.345 -8.496 1.971  0.558  H471 95A 66 
95A H472 2H47 H 0 0 N N N 55.185 -136.659 28.790 -8.318 0.447  1.460  H472 95A 67 
95A H491 1H49 H 0 0 N N N 55.483 -138.132 27.056 -9.684 2.079  2.732  H491 95A 68 
95A H492 2H49 H 0 0 N N N 57.275 -138.066 27.170 -8.162 1.720  3.582  H492 95A 69 
95A H493 3H49 H 0 0 N N N 56.379 -136.755 26.330 -8.340 3.244  2.680  H493 95A 70 
95A H18  H18  H 0 1 N N N 60.579 -133.490 34.809 -1.599 0.815  0.784  H18  95A 71 
95A H19  H19  H 0 1 N N N 61.855 -136.164 35.005 -0.043 1.870  -1.529 H19  95A 72 
95A H26  H26  H 0 1 N N N 62.425 -136.938 37.146 2.238  2.239  -0.996 H26  95A 73 
95A H27  H27  H 0 1 N N N 60.589 -136.190 39.254 3.105  2.092  1.743  H27  95A 74 
95A H36  H36  H 0 1 N N N 61.228 -135.663 41.313 5.548  2.283  1.880  H36  95A 75 
95A H381 1H38 H 0 0 N N N 62.810 -135.541 42.929 6.526  4.085  -0.062 H381 95A 76 
95A H382 2H38 H 0 0 N N N 62.063 -133.839 42.303 7.165  2.465  -0.428 H382 95A 77 
95A H391 1H39 H 0 0 N N N 64.392 -134.821 43.127 8.084  2.308  1.869  H391 95A 78 
95A H392 2H39 H 0 0 N N N 63.801 -133.115 42.494 7.445  3.929  2.236  H392 95A 79 
95A H401 1H40 H 0 0 N N N 65.583 -135.202 41.399 9.845  4.037  1.622  H401 95A 80 
95A H402 2H40 H 0 0 N N N 65.659 -133.409 41.321 9.480  3.268  0.059  H402 95A 81 
95A H403 3H40 H 0 0 N N N 64.503 -134.305 40.279 8.841  4.889  0.425  H403 95A 82 
95A H28  H28  H 0 1 N N N 62.622 -138.455 39.209 4.486  -0.032 1.328  H28  95A 83 
95A H34  H34  H 0 1 N N N 61.449 -139.190 41.139 2.694  0.199  2.732  H34  95A 84 
95A H30  H30  H 0 1 N N N 60.546 -140.785 38.451 4.164  -1.014 -2.023 H30  95A 85 
95A H201 1H20 H 0 0 N N N 63.669 -134.809 36.128 -1.419 3.420  0.711  H201 95A 86 
95A H202 2H20 H 0 0 N N N 62.678 -133.308 35.778 -0.288 4.137  -0.462 H202 95A 87 
95A H21  H21  H 0 1 N N N 63.856 -135.255 33.753 -2.852 2.661  -1.208 H21  95A 88 
95A H231 1H23 H 0 0 N N N 63.101 -132.841 32.726 -3.620 4.814  -1.733 H231 95A 89 
95A H232 2H23 H 0 0 N N N 61.825 -133.604 33.403 -3.325 4.655  -0.149 H232 95A 90 
95A H22  H22  H 0 1 N N N 65.017 -133.267 33.332 -1.028 4.277  -2.681 H22  95A 91 
# 
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 
95A C50 C51  DOUB Y N 1  
95A C50 C55  SING Y N 2  
95A C50 C29  SING N N 3  
95A C51 C52  SING Y N 4  
95A C51 H51  SING N N 5  
95A C52 C53  DOUB Y N 6  
95A C52 H52  SING N N 7  
95A C53 C54  SING Y N 8  
95A C53 H53  SING N N 9  
95A C54 C55  DOUB Y N 10 
95A C54 C56  SING N N 11 
95A C55 N31  SING N N 12 
95A N31 C32  SING N N 13 
95A N31 H31  SING N N 14 
95A C32 O33  DOUB N N 15 
95A C32 C29  SING N N 16 
95A C56 C57  DOUB Y N 17 
95A C56 C61  SING Y N 18 
95A C57 O13  SING N N 19 
95A C57 C58  SING Y N 20 
95A O13 H13  SING N N 21 
95A C58 C59  DOUB Y N 22 
95A C58 H58  SING N N 23 
95A C59 C60  SING Y N 24 
95A C59 H59  SING N N 25 
95A C60 C61  DOUB Y N 26 
95A C60 C14  SING N N 27 
95A C61 H61  SING N N 28 
95A C14 C15  SING N N 29 
95A C14 H141 SING N N 30 
95A C14 H142 SING N N 31 
95A C15 N41  SING N N 32 
95A C15 C16  SING N N 33 
95A C15 H15  SING N N 34 
95A N41 C42  SING N N 35 
95A N41 H41  SING N N 36 
95A C42 C44  SING N N 37 
95A C42 O43  DOUB N N 38 
95A C44 C46  SING N N 39 
95A C44 O45  DOUB N N 40 
95A C46 C48  SING N N 41 
95A C46 C47  SING N N 42 
95A C46 H46  SING N N 43 
95A C48 H481 SING N N 44 
95A C48 H482 SING N N 45 
95A C48 H483 SING N N 46 
95A C47 C49  SING N N 47 
95A C47 H471 SING N N 48 
95A C47 H472 SING N N 49 
95A C49 H491 SING N N 50 
95A C49 H492 SING N N 51 
95A C49 H493 SING N N 52 
95A C16 N18  SING N N 53 
95A C16 O17  DOUB N N 54 
95A N18 C19  SING N N 55 
95A N18 H18  SING N N 56 
95A C19 C24  SING N N 57 
95A C19 C20  SING N N 58 
95A C19 H19  SING N N 59 
95A C24 N26  SING N N 60 
95A C24 O25  DOUB N N 61 
95A N26 C27  SING N N 62 
95A N26 H26  SING N N 63 
95A C27 C35  SING N N 64 
95A C27 C28  SING N N 65 
95A C27 H27  SING N N 66 
95A C35 O37  DOUB N N 67 
95A C35 N36  SING N N 68 
95A N36 C38  SING N N 69 
95A N36 H36  SING N N 70 
95A C38 C39  SING N N 71 
95A C38 H381 SING N N 72 
95A C38 H382 SING N N 73 
95A C39 C40  SING N N 74 
95A C39 H391 SING N N 75 
95A C39 H392 SING N N 76 
95A C40 H401 SING N N 77 
95A C40 H402 SING N N 78 
95A C40 H403 SING N N 79 
95A C28 O34  SING N N 80 
95A C28 C29  SING N N 81 
95A C28 H28  SING N N 82 
95A O34 H34  SING N N 83 
95A C29 O30  SING N N 84 
95A O30 H30  SING N N 85 
95A C20 C21  SING N N 86 
95A C20 H201 SING N N 87 
95A C20 H202 SING N N 88 
95A C21 N23  SING N N 89 
95A C21 O22  SING N N 90 
95A C21 H21  SING N N 91 
95A N23 H231 SING N N 92 
95A N23 H232 SING N N 93 
95A O22 H22  SING N N 94 
# 
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 
95A InChI            InChI                1.02b 
;InChI=1/C33H42N6O10/c1-4-11-35-30(46)25-27(43)33(49)19-8-6-7-17(24(19)39-32(33)48)18-12-16(9-10-22(18)40)13-20(37-31(47)26(42)15(3)5-2)28(44)36-21(14-23(34)41)29(45)38-25/h6-10,12,15,20-21,23,25,27,40-41,43,49H,4-5,11,13-14,34H2,1-3H3,(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,39,48)/t15-,20-,21-,23-,25-,27+,33-/m0/s1/f/h35-39H
;
95A InChIKey         InChI                1.02b MPEYXDRIPSAFLH-QMGSAHAXDO 
95A SMILES_CANONICAL CACTVS               3.341 CCCNC(=O)[C@H]1NC(=O)[C@H](C[C@@H](N)O)NC(=O)[C@H](Cc2ccc(O)c(c2)c3cccc4c3NC(=O)[C@@]4(O)[C@@H]1O)NC(=O)C(=O)[C@@H](C)CC 
95A SMILES           CACTVS               3.341 CCCNC(=O)[CH]1NC(=O)[CH](C[CH](N)O)NC(=O)[CH](Cc2ccc(O)c(c2)c3cccc4c3NC(=O)[C]4(O)[CH]1O)NC(=O)C(=O)[CH](C)CC 
95A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCNC(=O)[C@@H]1[C@H]([C@]2(c3cccc(c3NC2=O)-c4cc(ccc4O)C[C@@H](C(=O)N[C@H](C(=O)N1)C[C@@H](N)O)NC(=O)C(=O)[C@@H](C)CC)O)O 
95A SMILES           "OpenEye OEToolkits" 1.5.0 CCCNC(=O)C1C(C2(c3cccc(c3NC2=O)-c4cc(ccc4O)CC(C(=O)NC(C(=O)N1)CC(N)O)NC(=O)C(=O)C(C)CC)O)O 
# 
