data_EP
# 
_chem_comp.id                                    EP 
_chem_comp.name                                  "EPOTHILONE A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H39 N O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-01 
_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                        493.656 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EP 
_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        1TVK 
_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 
EP C13  C13  C 0 1 Y N N -6.861 -16.770 15.296 5.751  -1.236 0.119  C13  EP 1  
EP S1   S1   S 0 1 Y N N -8.069 -15.450 15.161 6.085  -0.131 -1.245 S1   EP 2  
EP C15  C15  C 0 1 Y N N -6.704 -14.338 15.375 4.552  0.683  -1.262 C15  EP 3  
EP C16  C16  C 0 1 N N N -6.865 -12.851 15.390 4.078  1.784  -2.175 C16  EP 4  
EP N20  N20  N 0 1 Y N N -5.586 -14.910 15.483 3.907  0.094  -0.284 N20  EP 5  
EP C12  C12  C 0 1 Y N N -5.599 -16.349 15.477 4.470  -0.866 0.435  C12  EP 6  
EP C10  C10  C 0 1 N N N -4.401 -17.178 15.664 3.737  -1.521 1.539  C10  EP 7  
EP C5   C5   C 0 1 N N N -4.325 -18.172 16.557 2.460  -1.231 1.751  C5   EP 8  
EP C6   C6   C 0 1 N N N -5.457 -18.489 17.514 1.803  -1.630 3.047  C6   EP 9  
EP C3   C3   C 0 1 N N S -3.096 -19.056 16.685 1.666  -0.503 0.695  C3   EP 10 
EP C21  C21  C 0 1 N N N -2.080 -18.485 17.708 1.321  0.901  1.215  C21  EP 11 
EP C24  C24  C 0 1 N N S -1.529 -17.105 17.270 1.821  1.955  0.233  C24  EP 12 
EP O26  O26  O 0 1 N N N -0.691 -17.216 16.155 2.261  3.206  0.774  O26  EP 13 
EP C27  C27  C 0 1 N N R 0.032  -16.766 17.269 1.029  3.246  0.047  C27  EP 14 
EP C32  C32  C 0 1 N N N 1.064  -17.789 17.814 -0.254 3.470  0.842  C32  EP 15 
EP C35  C35  C 0 1 N N N 1.536  -18.850 16.772 -1.421 3.680  -0.125 C35  EP 16 
EP C38  C38  C 0 1 N N N 2.394  -18.233 15.627 -2.749 3.546  0.619  C38  EP 17 
EP C41  C41  C 0 1 N N S 3.081  -19.291 14.697 -3.735 2.728  -0.222 C41  EP 18 
EP C43  C43  C 0 1 N N N 4.332  -18.680 14.008 -5.148 3.283  -0.003 C43  EP 19 
EP C47  C47  C 0 1 N N S 2.130  -20.008 13.674 -3.687 1.264  0.220  C47  EP 20 
EP O49  O49  O 0 1 N N N 2.769  -21.178 13.126 -2.383 0.966  0.721  O49  EP 21 
EP C51  C51  C 0 1 N N R 1.598  -19.159 12.468 -4.037 0.326  -0.936 C51  EP 22 
EP C53  C53  C 0 1 N N N 2.500  -19.202 11.199 -2.929 0.322  -1.980 C53  EP 23 
EP C57  C57  C 0 1 N N N 0.256  -19.738 12.047 -4.368 -1.038 -0.413 C57  EP 24 
EP O58  O58  O 0 1 N N N 0.194  -20.934 11.813 -5.453 -1.168 0.145  O58  EP 25 
EP C59  C59  C 0 1 N N N -0.990 -18.862 11.947 -3.505 -2.265 -0.499 C59  EP 26 
EP C64  C64  C 0 1 N N N -1.060 -17.773 13.053 -3.545 -2.839 -1.915 C64  EP 27 
EP C60  C60  C 0 1 N N N -0.979 -18.162 10.556 -4.133 -3.325 0.437  C60  EP 28 
EP C68  C68  C 0 1 N N S -2.262 -19.772 12.057 -2.087 -2.013 -0.013 C68  EP 29 
EP O70  O70  O 0 1 N N N -2.265 -20.649 10.913 -1.973 -2.489 1.342  O70  EP 30 
EP C72  C72  C 0 1 N N N -2.352 -20.588 13.387 -1.026 -2.715 -0.853 C72  EP 31 
EP C75  C75  C 0 1 N N N -3.124 -19.932 14.508 0.345  -2.250 -0.395 C75  EP 32 
EP O2   O2   O 0 1 N N N -2.391 -19.321 15.452 0.430  -1.212 0.440  O2   EP 33 
EP O76  O76  O 0 1 N N N -4.343 -20.001 14.546 1.325  -2.812 -0.814 O76  EP 34 
EP H13  H13  H 0 1 N N N -6.895 -17.872 15.266 6.384  -1.987 0.569  H13  EP 35 
EP H161 1H16 H 0 0 N N N -6.006 -12.151 15.524 4.869  2.035  -2.882 H161 EP 36 
EP H162 2H16 H 0 0 N N N -7.388 -12.561 14.449 3.196  1.450  -2.720 H162 EP 37 
EP H163 3H16 H 0 0 N N N -7.623 -12.604 16.169 3.827  2.664  -1.583 H163 EP 38 
EP H10  H10  H 0 1 N N N -3.474 -17.041 15.081 4.242  -2.235 2.173  H10  EP 39 
EP H61  1H6  H 0 1 N N N -5.393 -19.317 18.258 2.528  -2.142 3.680  H61  EP 40 
EP H62  2H6  H 0 1 N N N -5.702 -17.553 18.069 1.439  -0.739 3.559  H62  EP 41 
EP H63  3H6  H 0 1 N N N -6.378 -18.649 16.906 0.966  -2.297 2.840  H63  EP 42 
EP H3   H3   H 0 1 N N N -3.518 -20.025 17.036 2.255  -0.422 -0.217 H3   EP 43 
EP H211 1H21 H 0 0 N N N -2.519 -18.438 18.731 1.793  1.047  2.188  H211 EP 44 
EP H212 2H21 H 0 0 N N N -1.253 -19.207 17.903 0.237  0.969  1.323  H212 EP 45 
EP H24  H24  H 0 1 N N N -2.420 -16.551 17.646 2.378  1.571  -0.627 H24  EP 46 
EP H27  H27  H 0 1 N N N 0.640  -15.890 17.594 1.050  3.709  -0.944 H27  EP 47 
EP H321 1H32 H 0 0 N N N 1.941  -17.258 18.252 -0.146 4.370  1.461  H321 EP 48 
EP H322 2H32 H 0 0 N N N 0.667  -18.291 18.727 -0.454 2.619  1.488  H322 EP 49 
EP H351 1H35 H 0 0 N N N 2.079  -19.685 17.271 -1.367 2.948  -0.928 H351 EP 50 
EP H352 2H35 H 0 0 N N N 0.669  -19.417 16.359 -1.354 4.687  -0.551 H352 EP 51 
EP H381 1H38 H 0 0 N N N 1.784  -17.520 15.023 -3.166 4.543  0.781  H381 EP 52 
EP H382 2H38 H 0 0 N N N 3.151  -17.529 16.043 -2.594 3.067  1.581  H382 EP 53 
EP H41  H41  H 0 1 N N N 3.403  -20.116 15.373 -3.473 2.824  -1.273 H41  EP 54 
EP H431 1H43 H 0 0 N N N 4.820  -19.432 13.346 -5.174 4.334  -0.291 H431 EP 55 
EP H432 2H43 H 0 0 N N N 4.085  -17.742 13.457 -5.858 2.722  -0.610 H432 EP 56 
EP H433 3H43 H 0 0 N N N 5.047  -18.254 14.749 -5.416 3.189  1.050  H433 EP 57 
EP H47  H47  H 0 1 N N N 1.237  -20.242 14.300 -4.415 1.119  1.026  H47  EP 58 
EP H49  H49  H 0 1 N N N 2.193  -21.611 12.507 -1.757 1.184  0.017  H49  EP 59 
EP H51  H51  H 0 1 N N N 1.557  -18.103 12.826 -4.948 0.722  -1.419 H51  EP 60 
EP H531 1H53 H 0 0 N N N 2.121  -18.598 10.341 -3.233 -0.289 -2.830 H531 EP 61 
EP H532 2H53 H 0 0 N N N 3.543  -18.902 11.454 -2.742 1.343  -2.315 H532 EP 62 
EP H533 3H53 H 0 0 N N N 2.675  -20.256 10.883 -2.020 -0.090 -1.543 H533 EP 63 
EP H641 1H64 H 0 0 N N N -1.970 -17.133 12.980 -3.009 -3.788 -1.937 H641 EP 64 
EP H642 2H64 H 0 0 N N N -0.975 -18.230 14.066 -4.581 -3.000 -2.212 H642 EP 65 
EP H643 3H64 H 0 0 N N N -0.135 -17.149 13.056 -3.074 -2.139 -2.604 H643 EP 66 
EP H601 1H60 H 0 0 N N N -1.889 -17.522 10.483 -4.141 -2.947 1.459  H601 EP 67 
EP H602 2H60 H 0 0 N N N -0.037 -17.595 10.366 -5.154 -3.532 0.118  H602 EP 68 
EP H603 3H60 H 0 0 N N N -0.891 -18.884 9.711  -3.545 -4.242 0.393  H603 EP 69 
EP H68  H68  H 0 1 N N N -3.161 -19.113 12.072 -1.868 -0.945 0.001  H68  EP 70 
EP H70  H70  H 0 1 N N N -3.035 -21.200 10.979 -1.081 -2.267 1.642  H70  EP 71 
EP H721 1H72 H 0 0 N N N -2.766 -21.602 13.183 -1.113 -2.456 -1.905 H721 EP 72 
EP H722 2H72 H 0 0 N N N -1.328 -20.857 13.737 -1.091 -3.791 -0.714 H722 EP 73 
# 
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 
EP C13 S1   SING Y N 1  
EP C13 C12  DOUB Y N 2  
EP C13 H13  SING N N 3  
EP S1  C15  SING Y N 4  
EP C15 C16  SING N N 5  
EP C15 N20  DOUB Y N 6  
EP C16 H161 SING N N 7  
EP C16 H162 SING N N 8  
EP C16 H163 SING N N 9  
EP N20 C12  SING Y N 10 
EP C12 C10  SING N N 11 
EP C10 C5   DOUB N E 12 
EP C10 H10  SING N N 13 
EP C5  C6   SING N N 14 
EP C5  C3   SING N N 15 
EP C6  H61  SING N N 16 
EP C6  H62  SING N N 17 
EP C6  H63  SING N N 18 
EP C3  C21  SING N N 19 
EP C3  O2   SING N N 20 
EP C3  H3   SING N N 21 
EP C21 C24  SING N N 22 
EP C21 H211 SING N N 23 
EP C21 H212 SING N N 24 
EP C24 O26  SING N N 25 
EP C24 C27  SING N N 26 
EP C24 H24  SING N N 27 
EP O26 C27  SING N N 28 
EP C27 C32  SING N N 29 
EP C27 H27  SING N N 30 
EP C32 C35  SING N N 31 
EP C32 H321 SING N N 32 
EP C32 H322 SING N N 33 
EP C35 C38  SING N N 34 
EP C35 H351 SING N N 35 
EP C35 H352 SING N N 36 
EP C38 C41  SING N N 37 
EP C38 H381 SING N N 38 
EP C38 H382 SING N N 39 
EP C41 C43  SING N N 40 
EP C41 C47  SING N N 41 
EP C41 H41  SING N N 42 
EP C43 H431 SING N N 43 
EP C43 H432 SING N N 44 
EP C43 H433 SING N N 45 
EP C47 O49  SING N N 46 
EP C47 C51  SING N N 47 
EP C47 H47  SING N N 48 
EP O49 H49  SING N N 49 
EP C51 C53  SING N N 50 
EP C51 C57  SING N N 51 
EP C51 H51  SING N N 52 
EP C53 H531 SING N N 53 
EP C53 H532 SING N N 54 
EP C53 H533 SING N N 55 
EP C57 O58  DOUB N N 56 
EP C57 C59  SING N N 57 
EP C59 C64  SING N N 58 
EP C59 C60  SING N N 59 
EP C59 C68  SING N N 60 
EP C64 H641 SING N N 61 
EP C64 H642 SING N N 62 
EP C64 H643 SING N N 63 
EP C60 H601 SING N N 64 
EP C60 H602 SING N N 65 
EP C60 H603 SING N N 66 
EP C68 O70  SING N N 67 
EP C68 C72  SING N N 68 
EP C68 H68  SING N N 69 
EP O70 H70  SING N N 70 
EP C72 C75  SING N N 71 
EP C72 H721 SING N N 72 
EP C72 H722 SING N N 73 
EP C75 O2   SING N N 74 
EP C75 O76  DOUB N N 75 
# 
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 
EP SMILES           ACDLabs              10.04 O=C1C(C)C(O)C(C)CCCC3OC3CC(OC(=O)CC(O)C1(C)C)/C(=C/c2nc(sc2)C)C 
EP InChI            InChI                1.02b 
InChI=1/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1 
EP InChIKey         InChI                1.02b HESCAJZNRMSMJG-KKQRBIROBJ 
EP SMILES_CANONICAL CACTVS               3.341 C[C@H]1CCC[C@H]2O[C@H]2C[C@H](OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]1O)C(/C)=C/c3csc(C)n3 
EP SMILES           CACTVS               3.341 C[CH]1CCC[CH]2O[CH]2C[CH](OC(=O)C[CH](O)C(C)(C)C(=O)[CH](C)[CH]1O)C(C)=Cc3csc(C)n3 
EP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1nc(cs1)\C=C(/C)\[C@@H]2C[C@H]3[C@H](O3)CCC[C@@H]([C@@H]([C@H](C(=O)C([C@H](CC(=O)O2)O)(C)C)C)O)C 
EP SMILES           "OpenEye OEToolkits" 1.5.0 Cc1nc(cs1)C=C(C)C2CC3C(O3)CCCC(C(C(C(=O)C(C(CC(=O)O2)O)(C)C)C)O)C 
# 
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 
EP "SYSTEMATIC NAME" ACDLabs              10.04 (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione 
EP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione   
# 
