data_EPD
# 
_chem_comp.id                                    EPD 
_chem_comp.name                                  "EPOTHILONE D" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H41 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-03 
_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                        491.683 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EPD 
_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        1PKF 
_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 
EPD C51  C51  C 0 1 N N N 9.877  38.845 17.004 0.535  4.440  -2.536 C51  EPD 1  
EPD C5   C5   C 0 1 N N N 8.465  39.367 17.163 0.433  3.575  -1.306 C5   EPD 2  
EPD C4   C4   C 0 1 N N N 7.584  38.471 17.562 0.704  2.293  -1.364 C4   EPD 3  
EPD C3   C3   C 0 1 N N N 6.194  38.843 17.984 1.145  1.649  -2.650 C3   EPD 4  
EPD C2   C2   C 0 1 N N S 5.119  38.061 17.160 1.334  0.143  -2.446 C2   EPD 5  
EPD C20  C20  C 0 1 N N N 3.617  38.395 17.597 2.447  -0.102 -1.463 C20  EPD 6  
EPD C21  C21  C 0 1 N N N 2.517  38.017 16.614 3.874  0.193  -1.850 C21  EPD 7  
EPD C22  C22  C 0 1 N N N 3.477  39.046 18.768 2.173  -0.577 -0.255 C22  EPD 8  
EPD C23  C23  C 0 1 Y N N 2.231  39.457 19.307 3.251  -0.724 0.744  C23  EPD 9  
EPD C24  C24  C 0 1 Y N N 1.895  39.945 20.458 2.977  -1.104 2.032  C24  EPD 10 
EPD S1   S1   S 0 1 Y N N 0.196  40.319 20.571 4.620  -1.106 2.732  S1   EPD 11 
EPD C25  C25  C 0 1 Y N N 0.076  39.776 18.937 5.479  -0.621 1.303  C25  EPD 12 
EPD C27  C27  C 0 1 N N N -1.288 39.821 18.309 6.959  -0.404 1.121  C27  EPD 13 
EPD N26  N26  N 0 1 Y N N 1.134  39.386 18.393 4.517  -0.498 0.422  N26  EPD 14 
EPD C6   C6   C 0 1 N N N 8.207  40.874 17.389 0.014  4.191  0.005  C6   EPD 15 
EPD C7   C7   C 0 1 N N N 8.797  41.770 16.308 -1.468 3.912  0.260  C7   EPD 16 
EPD C8   C8   C 0 1 N N N 7.928  41.637 15.044 -1.599 2.789  1.292  C8   EPD 17 
EPD C9   C9   C 0 1 N N S 6.876  42.604 14.562 -3.074 2.450  1.506  C9   EPD 18 
EPD C91  C91  C 0 1 N N N 5.573  42.762 15.239 -3.599 3.269  2.696  C91  EPD 19 
EPD C10  C10  C 0 1 N N S 6.479  41.811 13.216 -3.239 0.968  1.825  C10  EPD 20 
EPD O10  O10  O 0 1 N N N 7.712  41.773 12.397 -1.998 0.422  2.275  O10  EPD 21 
EPD C11  C11  C 0 1 N N R 5.166  42.305 12.482 -3.730 0.179  0.606  C11  EPD 22 
EPD C28  C28  C 0 1 N N N 5.245  43.715 11.917 -2.941 0.590  -0.630 C28  EPD 23 
EPD C12  C12  C 0 1 N N N 4.777  41.362 11.345 -3.601 -1.286 0.909  C12  EPD 24 
EPD O12  O12  O 0 1 N N N 5.467  41.475 10.321 -3.741 -1.638 2.072  O12  EPD 25 
EPD C13  C13  C 0 1 N N N 3.610  40.380 11.606 -3.319 -2.361 -0.103 C13  EPD 26 
EPD C30  C30  C 0 1 N N N 2.303  41.055 11.945 -4.310 -2.301 -1.259 C30  EPD 27 
EPD C29  C29  C 0 1 N N N 3.459  39.337 10.497 -3.522 -3.721 0.608  C29  EPD 28 
EPD C14  C14  C 0 1 N N S 3.914  39.566 12.963 -1.867 -2.301 -0.560 C14  EPD 29 
EPD O14  O14  O 0 1 N N N 2.801  38.797 13.434 -1.213 -3.526 -0.182 O14  EPD 30 
EPD C15  C15  C 0 1 N N N 4.993  38.522 12.886 -1.711 -2.107 -2.062 C15  EPD 31 
EPD C16  C16  C 0 1 N N N 5.265  37.915 14.307 -0.292 -1.660 -2.353 C16  EPD 32 
EPD O16  O16  O 0 1 N N N 5.875  36.873 14.402 0.455  -2.396 -2.946 O16  EPD 33 
EPD O1   O1   O 0 1 N N N 4.799  38.605 15.511 0.101  -0.440 -1.960 O1   EPD 34 
EPD H511 1H51 H 0 0 N N N 10.622 39.602 16.666 1.544  4.846  -2.612 H511 EPD 35 
EPD H512 2H51 H 0 0 N N N 10.218 38.362 17.949 0.318  3.841  -3.421 H512 EPD 36 
EPD H513 3H51 H 0 0 N N N 9.887  37.963 16.321 -0.182 5.258  -2.466 H513 EPD 37 
EPD H4   H4   H 0 1 N N N 7.994  37.447 17.543 0.603  1.698  -0.465 H4   EPD 38 
EPD H31  1H3  H 0 1 N N N 6.049  38.704 19.080 0.388  1.807  -3.420 H31  EPD 39 
EPD H32  2H3  H 0 1 N N N 6.030  39.944 17.927 2.091  2.084  -2.976 H32  EPD 40 
EPD H2   H2   H 0 1 N N N 5.552  37.042 17.294 1.597  -0.313 -3.405 H2   EPD 41 
EPD H211 1H21 H 0 0 N N N 1.470  38.249 16.918 3.895  0.641  -2.843 H211 EPD 42 
EPD H212 2H21 H 0 0 N N N 2.728  38.478 15.621 4.310  0.884  -1.130 H212 EPD 43 
EPD H213 3H21 H 0 0 N N N 2.599  36.934 16.358 4.447  -0.734 -1.858 H213 EPD 44 
EPD H22  H22  H 0 1 N N N 4.418  39.250 19.305 1.161  -0.856 -0.002 H22  EPD 45 
EPD H24  H24  H 0 1 N N N 2.770  40.018 21.124 2.029  -1.337 2.495  H24  EPD 46 
EPD H271 1H27 H 0 0 N N N -1.365 39.470 17.253 7.474  -0.600 2.061  H271 EPD 47 
EPD H272 2H27 H 0 0 N N N -2.010 39.257 18.944 7.334  -1.081 0.353  H272 EPD 48 
EPD H273 3H27 H 0 0 N N N -1.703 40.852 18.391 7.140  0.627  0.815  H273 EPD 49 
EPD H61  1H6  H 0 1 N N N 7.116  41.071 17.509 0.179  5.268  -0.033 H61  EPD 50 
EPD H62  2H6  H 0 1 N N N 8.567  41.186 18.396 0.610  3.762  0.813  H62  EPD 51 
EPD H71  1H7  H 0 1 N N N 8.910  42.827 16.641 -1.951 3.611  -0.669 H71  EPD 52 
EPD H72  2H7  H 0 1 N N N 9.873  41.556 16.113 -1.946 4.815  0.645  H72  EPD 53 
EPD H81  1H8  H 0 1 N N N 8.637  41.503 14.194 -1.164 3.115  2.238  H81  EPD 54 
EPD H82  2H8  H 0 1 N N N 7.424  40.644 15.118 -1.057 1.914  0.934  H82  EPD 55 
EPD H9   H9   H 0 1 N N N 7.307  43.630 14.619 -3.652 2.726  0.627  H9   EPD 56 
EPD H911 1H91 H 0 0 N N N 4.795  43.477 14.882 -3.480 4.332  2.486  H911 EPD 57 
EPD H912 2H91 H 0 0 N N N 5.100  41.753 15.299 -4.655 3.046  2.854  H912 EPD 58 
EPD H913 3H91 H 0 0 N N N 5.776  42.992 16.310 -3.036 3.011  3.592  H913 EPD 59 
EPD H10  H10  H 0 1 N N N 6.146  40.774 13.457 -3.977 0.857  2.629  H10  EPD 60 
EPD H3   H3   H 0 1 N N N 7.478  41.305 11.603 -2.166 -0.501 2.509  H3   EPD 61 
EPD H11  H11  H 0 1 N N N 4.393  42.307 13.286 -4.790 0.414  0.447  H11  EPD 62 
EPD H281 1H28 H 0 0 N N N 4.320  44.062 11.400 -3.304 0.035  -1.495 H281 EPD 63 
EPD H282 2H28 H 0 0 N N N 5.535  44.436 12.716 -3.070 1.659  -0.804 H282 EPD 64 
EPD H283 3H28 H 0 0 N N N 6.125  43.811 11.240 -1.884 0.372  -0.476 H283 EPD 65 
EPD H301 1H30 H 0 0 N N N 1.462  40.347 12.133 -4.139 -3.144 -1.928 H301 EPD 66 
EPD H302 2H30 H 0 0 N N N 2.432  41.747 12.809 -5.327 -2.349 -0.868 H302 EPD 67 
EPD H303 3H30 H 0 0 N N N 2.025  41.790 11.154 -4.175 -1.369 -1.806 H303 EPD 68 
EPD H291 1H29 H 0 0 N N N 2.618  38.629 10.685 -2.850 -3.788 1.463  H291 EPD 69 
EPD H292 2H29 H 0 0 N N N 3.356  39.824 9.499  -4.554 -3.800 0.950  H292 EPD 70 
EPD H293 3H29 H 0 0 N N N 4.415  38.787 10.331 -3.307 -4.531 -0.089 H293 EPD 71 
EPD H14  H14  H 0 1 N N N 4.204  40.415 13.623 -1.354 -1.487 -0.034 H14  EPD 72 
EPD H1   H1   H 0 1 N N N 2.980  38.317 14.234 -0.282 -3.433 -0.427 H1   EPD 73 
EPD H151 1H15 H 0 0 N N N 4.755  37.732 12.135 -2.371 -1.333 -2.447 H151 EPD 74 
EPD H152 2H15 H 0 0 N N N 5.923  38.919 12.418 -1.893 -3.046 -2.584 H152 EPD 75 
# 
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 
EPD C51 C5   SING N N 1  
EPD C51 H511 SING N N 2  
EPD C51 H512 SING N N 3  
EPD C51 H513 SING N N 4  
EPD C5  C4   DOUB N Z 5  
EPD C5  C6   SING N N 6  
EPD C4  C3   SING N N 7  
EPD C4  H4   SING N N 8  
EPD C3  C2   SING N N 9  
EPD C3  H31  SING N N 10 
EPD C3  H32  SING N N 11 
EPD C2  C20  SING N N 12 
EPD C2  O1   SING N N 13 
EPD C2  H2   SING N N 14 
EPD C20 C21  SING N N 15 
EPD C20 C22  DOUB N E 16 
EPD C21 H211 SING N N 17 
EPD C21 H212 SING N N 18 
EPD C21 H213 SING N N 19 
EPD C22 C23  SING N N 20 
EPD C22 H22  SING N N 21 
EPD C23 C24  DOUB Y N 22 
EPD C23 N26  SING Y N 23 
EPD C24 S1   SING Y N 24 
EPD C24 H24  SING N N 25 
EPD S1  C25  SING Y N 26 
EPD C25 C27  SING N N 27 
EPD C25 N26  DOUB Y N 28 
EPD C27 H271 SING N N 29 
EPD C27 H272 SING N N 30 
EPD C27 H273 SING N N 31 
EPD C6  C7   SING N N 32 
EPD C6  H61  SING N N 33 
EPD C6  H62  SING N N 34 
EPD C7  C8   SING N N 35 
EPD C7  H71  SING N N 36 
EPD C7  H72  SING N N 37 
EPD C8  C9   SING N N 38 
EPD C8  H81  SING N N 39 
EPD C8  H82  SING N N 40 
EPD C9  C91  SING N N 41 
EPD C9  C10  SING N N 42 
EPD C9  H9   SING N N 43 
EPD C91 H911 SING N N 44 
EPD C91 H912 SING N N 45 
EPD C91 H913 SING N N 46 
EPD C10 O10  SING N N 47 
EPD C10 C11  SING N N 48 
EPD C10 H10  SING N N 49 
EPD O10 H3   SING N N 50 
EPD C11 C28  SING N N 51 
EPD C11 C12  SING N N 52 
EPD C11 H11  SING N N 53 
EPD C28 H281 SING N N 54 
EPD C28 H282 SING N N 55 
EPD C28 H283 SING N N 56 
EPD C12 O12  DOUB N N 57 
EPD C12 C13  SING N N 58 
EPD C13 C30  SING N N 59 
EPD C13 C29  SING N N 60 
EPD C13 C14  SING N N 61 
EPD C30 H301 SING N N 62 
EPD C30 H302 SING N N 63 
EPD C30 H303 SING N N 64 
EPD C29 H291 SING N N 65 
EPD C29 H292 SING N N 66 
EPD C29 H293 SING N N 67 
EPD C14 O14  SING N N 68 
EPD C14 C15  SING N N 69 
EPD C14 H14  SING N N 70 
EPD O14 H1   SING N N 71 
EPD C15 C16  SING N N 72 
EPD C15 H151 SING N N 73 
EPD C15 H152 SING N N 74 
EPD C16 O16  DOUB N N 75 
EPD C16 O1   SING N N 76 
# 
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 
EPD SMILES           ACDLabs              10.04 O=C1C(C)C(O)C(C)CCCC(=CCC(OC(=O)CC(O)C1(C)C)/C(=C/c2nc(sc2)C)C)C 
EPD InChI            InChI                1.02b 
InChI=1/C27H41NO5S/c1-16-9-8-10-17(2)25(31)19(4)26(32)27(6,7)23(29)14-24(30)33-22(12-11-16)18(3)13-21-15-34-20(5)28-21/h11,13,15,17,19,22-23,25,29,31H,8-10,12,14H2,1-7H3/b16-11-,18-13+/t17-,19+,22-,23-,25-/m0/s1 
EPD InChIKey         InChI                1.02b XOZIUKBZLSUILX-GIQCAXHBBQ 
EPD SMILES_CANONICAL CACTVS               3.341 C[C@H]1CCCC(=C\C[C@H](OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]1O)\C(C)=C\c2csc(C)n2)/C 
EPD SMILES           CACTVS               3.341 C[CH]1CCCC(=CC[CH](OC(=O)C[CH](O)C(C)(C)C(=O)[CH](C)[CH]1O)C(C)=Cc2csc(C)n2)C 
EPD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1nc(cs1)\C=C(/C)\[C@@H]2C\C=C(/CCC[C@@H]([C@@H]([C@H](C(=O)C([C@H](CC(=O)O2)O)(C)C)C)O)C)\C 
EPD SMILES           "OpenEye OEToolkits" 1.5.0 Cc1nc(cs1)C=C(C)C2CC=C(CCCC(C(C(C(=O)C(C(CC(=O)O2)O)(C)C)C)O)C)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 
EPD "SYSTEMATIC NAME" ACDLabs              10.04 (4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxacyclohexadec-13-ene-2,6-dione  
EPD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione 
# 
