data_STD
# 
_chem_comp.id                                    STD 
_chem_comp.name                                  STREPTOLYDIGIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C32 H44 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;2-PYRROLIDINEACETAMIDE, 4-[6-(1,4-DIMETHYLSPIRO[2,9-DIOXABICYCLO[3.3.1]NON-6-ENE-8,2'-OXIRAN-3-YL)-1-HYDROXY-4-METHYL-2,4-HEPTADIENYLIDENE]-N,ALPHA-DIMETHYL-3,5-DIOXO-1-(TETRAHYDRO-5-HYDROXY-6-METHYL-2H-PYRAN-2-YL)-; PORTAMYCIN
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-01 
_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                        600.700 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     STD 
_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        2A6H 
_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 
STD C1   C1   C 0 1 N N N 142.093 116.230 64.085 -2.402 0.668  -1.257 C1   STD 1  
STD C2   C2   C 0 1 N N N 140.843 115.687 64.473 -2.965 -0.397 -0.427 C2   STD 2  
STD N1   N1   N 0 1 N N N 140.648 115.357 65.823 -4.293 -0.244 -0.299 N1   STD 3  
STD C3   C3   C 0 1 N N N 142.870 116.091 65.260 -3.454 1.523  -1.661 C3   STD 4  
STD C4   C4   C 0 1 N N S 139.334 115.083 66.482 -5.182 -1.125 0.462  C4   STD 5  
STD O1   O1   O 0 1 N N N 144.040 116.438 65.428 -3.366 2.514  -2.358 O1   STD 6  
STD O2   O2   O 0 1 N N N 139.926 115.507 63.691 -2.320 -1.296 0.078  O2   STD 7  
STD C5   C5   C 0 1 N N N 142.613 116.799 62.881 -1.049 0.816  -1.597 C5   STD 8  
STD C6   C6   C 0 1 N N N 141.921 116.911 61.716 -0.099 -0.111 -1.126 C6   STD 9  
STD C7   C7   C 0 1 N N N 141.599 118.041 61.076 1.223  0.094  -1.358 C7   STD 10 
STD C8   C8   C 0 1 N N N 140.935 118.111 59.911 2.169  -0.899 -0.996 C8   STD 11 
STD C9   C9   C 0 1 N N N 141.686 118.547 58.822 3.470  -0.698 -1.225 C9   STD 12 
STD C10  C10  C 0 1 N N R 141.305 118.758 57.370 4.489  -1.665 -0.680 C10  STD 13 
STD C11  C11  C 0 1 N N N 139.451 117.692 59.814 1.706  -2.182 -0.355 C11  STD 14 
STD O3   O3   O 0 1 N N N 143.912 117.273 62.890 -0.657 1.848  -2.374 O3   STD 15 
STD O4   O4   O 0 1 N N N 139.529 114.138 67.610 -6.526 -0.664 0.339  O4   STD 16 
STD C12  C12  C 0 1 N N N 138.661 116.441 66.991 -5.073 -2.551 -0.084 C12  STD 17 
STD C13  C13  C 0 1 N N R 140.952 117.439 56.621 5.574  -0.893 0.073  C13  STD 18 
STD C14  C14  C 0 1 N N N 142.460 119.582 56.680 5.124  -2.441 -1.836 C14  STD 19 
STD C15  C15  C 0 1 N N N 137.639 116.322 67.635 -5.980 -3.472 0.740  C15  STD 20 
STD C16  C16  C 0 1 N N S 142.103 116.634 55.719 4.953  -0.181 1.282  C16  STD 21 
STD O5   O5   O 0 1 N N N 139.658 117.813 55.739 6.153  0.083  -0.792 O5   STD 22 
STD C17  C17  C 0 1 N N R 141.556 115.960 54.760 6.077  0.611  1.969  C17  STD 23 
STD C18  C18  C 0 1 N N N 142.848 115.968 56.478 4.388  -1.225 2.248  C18  STD 24 
STD C19  C19  C 0 1 N N R 139.334 117.199 54.779 7.136  0.807  -0.082 C19  STD 25 
STD C20  C20  C 0 1 N N S 142.009 115.353 66.370 -4.710 0.949  -1.045 C20  STD 26 
STD C21  C21  C 0 1 N N S 142.624 113.829 66.703 -5.344 1.967  -0.095 C21  STD 27 
STD C22  C22  C 0 1 N N N 142.924 112.913 65.395 -4.339 2.371  0.952  C22  STD 28 
STD C23  C23  C 0 1 N N N 143.636 113.866 67.372 -5.779 3.202  -0.888 C23  STD 29 
STD N2   N2   N 0 1 N N N 143.842 113.390 64.412 -4.678 3.266  1.902  N2   STD 30 
STD O6   O6   O 0 1 N N N 142.329 111.863 65.262 -3.225 1.892  0.941  O6   STD 31 
STD C24  C24  C 0 1 N N N 145.189 112.870 64.300 -3.700 3.659  2.920  C24  STD 32 
STD C25  C25  C 0 1 N N S 138.340 113.943 68.508 -7.329 -1.432 1.233  C25  STD 33 
STD C26  C26  C 0 1 N N S 137.737 115.377 68.950 -7.396 -2.883 0.751  C26  STD 34 
STD O7   O7   O 0 1 N N N 138.586 116.068 69.933 -7.941 -2.926 -0.569 O7   STD 35 
STD C27  C27  C 0 1 N N N 138.791 113.059 69.719 -8.742 -0.846 1.278  C27  STD 36 
STD O8   O8   O 0 1 N N N 140.585 116.828 53.976 6.619  1.529  1.026  O8   STD 37 
STD C28  C28  C 0 1 N N R 138.517 115.847 55.146 8.295  -0.071 0.376  C28  STD 38 
STD C29  C29  C 0 1 N N N 138.527 118.147 53.854 7.718  1.838  -1.051 C29  STD 39 
STD C30  C30  C 0 1 N N N 140.723 114.592 55.114 7.122  -0.348 2.467  C30  STD 40 
STD C31  C31  C 0 1 N N N 137.278 115.950 56.013 9.031  -0.877 -0.693 C31  STD 41 
STD C32  C32  C 0 1 N N N 139.334 114.573 55.284 8.149  -0.684 1.729  C32  STD 42 
STD O9   O9   O 0 1 N N N 137.143 115.623 54.527 9.607  0.271  -0.065 O9   STD 43 
STD H4   H4   H 0 1 N N N 138.645 114.620 65.737 -4.890 -1.116 1.512  H4   STD 44 
STD H6   H6   H 0 1 N N N 141.582 115.978 61.234 -0.423 -0.985 -0.580 H6   STD 45 
STD H7   H7   H 0 1 N N N 141.905 118.990 61.546 1.555  1.013  -1.818 H7   STD 46 
STD H9   H9   H 0 1 N N N 142.718 118.752 59.152 3.791  0.158  -1.800 H9   STD 47 
STD H10  H10  H 0 1 N N N 140.355 119.340 57.320 4.001  -2.363 0.001  H10  STD 48 
STD H111 1H11 H 0 0 N N N 138.899 117.750 58.846 2.568  -2.817 -0.150 H111 STD 49 
STD H112 2H11 H 0 0 N N N 139.359 116.651 60.202 1.191  -1.956 0.579  H112 STD 50 
STD H113 3H11 H 0 0 N N N 138.877 118.271 60.574 1.024  -2.700 -1.029 H113 STD 51 
STD HO3  HO3  H 0 1 N N N 144.257 117.651 62.089 0.309  1.811  -2.422 HO3  STD 52 
STD H121 1H12 H 0 0 N N N 139.404 117.037 67.569 -5.388 -2.568 -1.127 H121 STD 53 
STD H122 2H12 H 0 0 N N N 138.485 117.122 66.126 -4.041 -2.893 -0.007 H122 STD 54 
STD H13  H13  H 0 1 N N N 140.806 116.664 57.409 6.345  -1.584 0.412  H13  STD 55 
STD H141 1H14 H 0 0 N N N 142.179 119.737 55.612 5.798  -3.200 -1.437 H141 STD 56 
STD H142 2H14 H 0 0 N N N 142.685 120.536 57.210 4.342  -2.922 -2.424 H142 STD 57 
STD H143 3H14 H 0 0 N N N 143.461 119.105 56.799 5.685  -1.754 -2.470 H143 STD 58 
STD H151 1H15 H 0 0 N N N 137.250 117.327 67.918 -6.000 -4.464 0.290  H151 STD 59 
STD H152 2H15 H 0 0 N N N 136.813 115.968 66.974 -5.604 -3.538 1.761  H152 STD 60 
STD H16  H16  H 0 1 N N N 142.767 117.364 55.201 4.161  0.498  0.968  H16  STD 61 
STD H17  H17  H 0 1 N N N 142.466 115.635 54.204 5.658  1.161  2.811  H17  STD 62 
STD H181 1H18 H 0 0 N N N 143.616 115.430 55.875 4.084  -0.736 3.173  H181 STD 63 
STD H182 2H18 H 0 0 N N N 143.305 116.598 57.275 3.525  -1.711 1.793  H182 STD 64 
STD H183 3H18 H 0 0 N N N 142.268 115.275 57.132 5.153  -1.971 2.464  H183 STD 65 
STD H20  H20  H 0 1 N N N 142.030 115.855 67.365 -5.419 0.673  -1.826 H20  STD 66 
STD H21  H21  H 0 1 N N N 141.796 113.351 67.277 -6.213 1.522  0.388  H21  STD 67 
STD H231 1H23 H 0 0 N N N 144.044 112.852 67.593 -6.327 3.879  -0.234 H231 STD 68 
STD H232 2H23 H 0 0 N N N 144.408 114.512 66.892 -4.898 3.709  -1.282 H232 STD 69 
STD H233 3H23 H 0 0 N N N 143.473 114.444 68.311 -6.421 2.895  -1.714 H233 STD 70 
STD HN2  HN2  H 0 1 N N N 143.527 114.120 63.773 -5.568 3.649  1.911  HN2  STD 71 
STD H241 1H24 H 0 0 N N N 145.906 113.242 63.532 -3.391 2.779  3.485  H241 STD 72 
STD H242 2H24 H 0 0 N N N 145.676 112.973 65.297 -2.831 4.104  2.436  H242 STD 73 
STD H243 3H24 H 0 0 N N N 145.117 111.763 64.187 -4.152 4.385  3.596  H243 STD 74 
STD H25  H25  H 0 1 N N N 137.512 113.413 67.981 -6.892 -1.402 2.231  H25  STD 75 
STD H26  H26  H 0 1 N N N 136.740 115.191 69.415 -8.027 -3.463 1.425  H26  STD 76 
STD HO7  HO7  H 0 1 N N N 138.643 115.514 70.703 -7.959 -3.856 -0.834 HO7  STD 77 
STD H271 1H27 H 0 0 N N N 137.908 112.914 70.385 -9.356 -1.429 1.965  H271 STD 78 
STD H272 2H27 H 0 0 N N N 139.255 112.096 69.401 -8.695 0.187  1.622  H272 STD 79 
STD H273 3H27 H 0 0 N N N 139.673 113.479 70.255 -9.180 -0.878 0.281  H273 STD 80 
STD H291 1H29 H 0 0 N N N 138.222 117.569 52.950 6.924  2.501  -1.395 H291 STD 81 
STD H292 2H29 H 0 0 N N N 137.663 118.623 54.373 8.485  2.422  -0.543 H292 STD 82 
STD H293 3H29 H 0 0 N N N 139.082 119.080 53.602 8.158  1.325  -1.906 H293 STD 83 
STD H30  H30  H 0 1 N N N 141.140 113.580 55.252 7.023  -0.769 3.457  H30  STD 84 
STD H311 1H31 H 0 0 N N N 136.936 115.469 56.959 9.418  -1.857 -0.414 H311 STD 85 
STD H312 2H31 H 0 0 N N N 136.852 116.726 56.690 8.696  -0.776 -1.726 H312 STD 86 
STD H32  H32  H 0 1 N N N 138.898 113.587 55.518 8.880  -1.389 2.096  H32  STD 87 
# 
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 
STD C1  C2   SING N N 1  
STD C1  C3   SING N N 2  
STD C1  C5   DOUB N E 3  
STD C2  N1   SING N N 4  
STD C2  O2   DOUB N N 5  
STD N1  C4   SING N N 6  
STD N1  C20  SING N N 7  
STD C3  O1   DOUB N N 8  
STD C3  C20  SING N N 9  
STD C4  O4   SING N N 10 
STD C4  C12  SING N N 11 
STD C4  H4   SING N N 12 
STD C5  C6   SING N N 13 
STD C5  O3   SING N N 14 
STD C6  C7   DOUB N E 15 
STD C6  H6   SING N N 16 
STD C7  C8   SING N N 17 
STD C7  H7   SING N N 18 
STD C8  C9   DOUB N E 19 
STD C8  C11  SING N N 20 
STD C9  C10  SING N N 21 
STD C9  H9   SING N N 22 
STD C10 C13  SING N N 23 
STD C10 C14  SING N N 24 
STD C10 H10  SING N N 25 
STD C11 H111 SING N N 26 
STD C11 H112 SING N N 27 
STD C11 H113 SING N N 28 
STD O3  HO3  SING N N 29 
STD O4  C25  SING N N 30 
STD C12 C15  SING N N 31 
STD C12 H121 SING N N 32 
STD C12 H122 SING N N 33 
STD C13 C16  SING N N 34 
STD C13 O5   SING N N 35 
STD C13 H13  SING N N 36 
STD C14 H141 SING N N 37 
STD C14 H142 SING N N 38 
STD C14 H143 SING N N 39 
STD C15 C26  SING N N 40 
STD C15 H151 SING N N 41 
STD C15 H152 SING N N 42 
STD C16 C17  SING N N 43 
STD C16 C18  SING N N 44 
STD C16 H16  SING N N 45 
STD O5  C19  SING N N 46 
STD C17 O8   SING N N 47 
STD C17 C30  SING N N 48 
STD C17 H17  SING N N 49 
STD C18 H181 SING N N 50 
STD C18 H182 SING N N 51 
STD C18 H183 SING N N 52 
STD C19 O8   SING N N 53 
STD C19 C28  SING N N 54 
STD C19 C29  SING N N 55 
STD C20 C21  SING N N 56 
STD C20 H20  SING N N 57 
STD C21 C22  SING N N 58 
STD C21 C23  SING N N 59 
STD C21 H21  SING N N 60 
STD C22 N2   SING N N 61 
STD C22 O6   DOUB N N 62 
STD C23 H231 SING N N 63 
STD C23 H232 SING N N 64 
STD C23 H233 SING N N 65 
STD N2  C24  SING N N 66 
STD N2  HN2  SING N N 67 
STD C24 H241 SING N N 68 
STD C24 H242 SING N N 69 
STD C24 H243 SING N N 70 
STD C25 C26  SING N N 71 
STD C25 C27  SING N N 72 
STD C25 H25  SING N N 73 
STD C26 O7   SING N N 74 
STD C26 H26  SING N N 75 
STD O7  HO7  SING N N 76 
STD C27 H271 SING N N 77 
STD C27 H272 SING N N 78 
STD C27 H273 SING N N 79 
STD C28 C31  SING N N 80 
STD C28 C32  SING N N 81 
STD C28 O9   SING N N 82 
STD C29 H291 SING N N 83 
STD C29 H292 SING N N 84 
STD C29 H293 SING N N 85 
STD C30 C32  DOUB N N 86 
STD C30 H30  SING N N 87 
STD C31 O9   SING N N 88 
STD C31 H311 SING N N 89 
STD C31 H312 SING N N 90 
STD C32 H32  SING N N 91 
# 
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 
STD SMILES           ACDLabs              10.04 O=C(NC)C(C)C2C(=O)/C(C(=O)N2C1OC(C)C(O)CC1)=C(\O)/C=C/C(=C/C(C5OC4(OC(C=CC34OC3)C5C)C)C)C 
STD InChI            InChI                1.02b 
;InChI=1/C32H44N2O9/c1-16(14-17(2)28-18(3)23-12-13-32(15-40-32)31(6,42-23)43-28)8-9-22(36)25-27(37)26(19(4)29(38)33-7)34(30(25)39)24-11-10-21(35)20(5)41-24/h8-9,12-14,17-21,23-24,26,28,35-36H,10-11,15H2,1-7H3,(H,33,38)/b9-8+,16-14+,25-22+/t17-,18+,19+,20+,21+,23-,24+,26+,28-,31-,32-/m1/s1/f/h33H
;
STD InChIKey         InChI                1.02b KVTPRMVXYZKLIG-KJPAEFLNDP 
STD SMILES_CANONICAL CACTVS               3.341 CNC(=O)[C@@H](C)[C@@H]1N([C@@H]2CC[C@H](O)[C@H](C)O2)C(=O)\C(=C(O)/C=C/C(C)=C/[C@@H](C)[C@H]3O[C@@]4(C)O[C@H](C=C[C@@]45CO5)[C@@H]3C)C1=O 
STD SMILES           CACTVS               3.341 CNC(=O)[CH](C)[CH]1N([CH]2CC[CH](O)[CH](C)O2)C(=O)C(=C(O)C=CC(C)=C[CH](C)[CH]3O[C]4(C)O[CH](C=C[C]45CO5)[CH]3C)C1=O 
STD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1[C@H]2C=C[C@@]3(CO3)[C@](O2)(O[C@@H]1[C@H](C)\C=C(/C)\C=C\C(=C/4\C(=O)[C@@H](N(C4=O)[C@@H]5CC[C@@H]([C@@H](O5)C)O)[C@H](C)C(=O)NC)\O)C 
STD SMILES           "OpenEye OEToolkits" 1.5.0 CC1C2C=CC3(CO3)C(O2)(OC1C(C)C=C(C)C=CC(=C4C(=O)C(N(C4=O)C5CCC(C(O5)C)O)C(C)C(=O)NC)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 
STD "SYSTEMATIC NAME" ACDLabs              10.04 
;(2S)-2-{(2S,4E)-4-{(2E,4E,6R)-6-[(1R,2R,5R,6S,7R)-1,6-dimethylspiro[8,9-dioxabicyclo[3.3.1]non-3-ene-2,2'-oxiran]-7-yl]-1-hydroxy-4-methylhepta-2,4-dien-1-ylidene}-1-[(2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3,5-dioxopyrrolidin-2-yl}-N-methylpropanamide
;
STD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(2S)-2-[(2S,4E)-4-[(2E,4E,6R)-6-[(1R,4R,5R,7R,8S)-5,8-dimethylspiro[6,9-dioxabicyclo[3.3.1]non-2-ene-4,2'-oxirane]-7-yl]-1-hydroxy-4-methyl-hepta-2,4-dienylidene]-1-[(2S,5S,6S)-5-hydroxy-6-methyl-oxan-2-yl]-3,5-dioxo-pyrrolidin-2-yl]-N-methyl-propanamide" 
# 
