data_FUG # _chem_comp.id FUG _chem_comp.name FUMAGILLIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H36 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-03-28 _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 460.560 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FUG _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 1BOA _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 FUG C5 C5 C 0 1 N N N 18.042 27.771 21.034 -1.539 2.163 1.730 C5 FUG 1 FUG C4 C4 C 0 1 N N R 16.591 28.245 20.979 -1.212 1.987 0.246 C4 FUG 2 FUG C3 C3 C 0 1 N N S 16.191 28.765 19.592 -2.507 1.775 -0.541 C3 FUG 3 FUG C2 C2 C 0 1 N N S 17.175 29.867 19.093 -3.219 0.524 -0.023 C2 FUG 4 FUG C1 C1 C 0 1 N N R 18.609 29.346 19.055 -3.547 0.700 1.461 C1 FUG 5 FUG C6 C6 C 0 1 N N N 18.969 28.837 20.457 -2.251 0.911 2.247 C6 FUG 6 FUG O11 O11 O 0 1 N N N 18.630 28.288 18.199 -4.397 1.836 1.630 O11 FUG 7 FUG C11 C11 C 0 1 N N N 19.668 30.350 18.603 -4.259 -0.552 1.978 C11 FUG 8 FUG C21 C21 C 0 1 N N R 16.632 30.588 17.821 -4.515 0.312 -0.810 C21 FUG 9 FUG C22 C22 C 0 1 N N R 16.741 32.017 17.450 -5.112 -1.096 -0.833 C22 FUG 10 FUG C23 C23 C 0 1 N N N 16.989 32.497 16.046 -6.637 -1.224 -0.875 C23 FUG 11 FUG C24 C24 C 0 1 N N N 18.405 32.237 15.589 -7.019 -2.681 -0.834 C24 FUG 12 FUG C25 C25 C 0 1 N N N 19.563 32.895 15.628 -7.843 -3.117 0.088 C25 FUG 13 FUG C2A C2A C 0 1 N N N 16.392 29.527 16.748 -5.482 1.498 -0.827 C2A FUG 14 FUG O2A O2A O 0 1 N N N 15.506 31.484 17.948 -4.461 -0.520 -1.970 O2A FUG 15 FUG C2B C2B C 0 1 N N N 20.904 32.300 15.260 -8.407 -2.160 1.107 C2B FUG 16 FUG C2C C2C C 0 1 N N N 19.755 34.245 16.311 -8.225 -4.574 0.129 C2C FUG 17 FUG O31 O31 O 0 1 N N N 14.846 29.247 19.555 -2.202 1.611 -1.927 O31 FUG 18 FUG C31 C31 C 0 1 N N N 13.818 28.235 19.656 -2.222 2.915 -2.512 C31 FUG 19 FUG O41 O41 O 0 1 N N N 16.416 29.373 21.881 -0.362 0.851 0.077 O41 FUG 20 FUG C41 C41 C 0 1 N N N 15.413 29.590 22.757 0.909 1.297 0.170 C41 FUG 21 FUG O4A O4A O 0 1 N N N 14.718 28.641 22.982 1.125 2.479 0.364 O4A FUG 22 FUG C42 C42 C 0 1 N N N 15.234 30.876 23.472 1.990 0.390 0.042 C42 FUG 23 FUG C43 C43 C 0 1 N N N 14.860 31.022 24.760 3.269 0.839 0.136 C43 FUG 24 FUG C44 C44 C 0 1 N N N 15.227 32.248 25.499 4.344 -0.063 0.008 C44 FUG 25 FUG C45 C45 C 0 1 N N N 14.922 32.477 26.783 5.625 0.387 0.102 C45 FUG 26 FUG C46 C46 C 0 1 N N N 15.300 33.699 27.490 6.700 -0.515 -0.025 C46 FUG 27 FUG C47 C47 C 0 1 N N N 14.999 33.951 28.774 7.981 -0.065 0.069 C47 FUG 28 FUG C48 C48 C 0 1 N N N 15.394 35.193 29.447 9.056 -0.968 -0.058 C48 FUG 29 FUG C49 C49 C 0 1 N N N 15.091 35.473 30.738 10.335 -0.518 0.035 C49 FUG 30 FUG C4A C4A C 0 1 N N N 15.764 36.656 31.344 11.416 -1.426 -0.093 C4A FUG 31 FUG O4B O4B O 0 1 N N N 15.296 37.020 32.420 12.686 -0.979 0.000 O4B FUG 32 FUG O4C O4C O 0 1 N N N 16.659 37.261 30.741 11.199 -2.607 -0.287 O4C FUG 33 FUG H51 1H5 H 0 1 N N N 18.141 26.850 20.440 -0.617 2.314 2.290 H51 FUG 34 FUG H52 2H5 H 0 1 N N N 18.320 27.578 22.081 -2.188 3.029 1.859 H52 FUG 35 FUG H4 H4 H 0 1 N N N 15.975 27.374 21.248 -0.705 2.878 -0.123 H4 FUG 36 FUG H3 H3 H 0 1 N N N 16.251 27.904 18.910 -3.156 2.642 -0.412 H3 FUG 37 FUG H2 H2 H 0 1 N N N 17.230 30.688 19.823 -2.571 -0.343 -0.152 H2 FUG 38 FUG H61 1H6 H 0 1 N N N 19.956 28.361 20.362 -1.603 0.045 2.118 H61 FUG 39 FUG H62 2H6 H 0 1 N N N 18.942 29.701 21.138 -2.485 1.037 3.304 H62 FUG 40 FUG HOB HOB H 0 1 N N N 18.635 28.605 17.303 -4.579 1.911 2.576 HOB FUG 41 FUG H111 1H11 H 0 0 N N N 20.668 29.914 18.740 -4.360 -0.491 3.062 H111 FUG 42 FUG H112 2H11 H 0 0 N N N 19.583 31.268 19.203 -5.247 -0.621 1.524 H112 FUG 43 FUG H113 3H11 H 0 0 N N N 19.515 30.591 17.541 -3.676 -1.435 1.717 H113 FUG 44 FUG H22 H22 H 0 1 N N N 17.383 32.865 17.730 -4.586 -1.880 -0.290 H22 FUG 45 FUG H231 1H23 H 0 0 N N N 16.824 33.584 16.028 -7.068 -0.711 -0.015 H231 FUG 46 FUG H232 2H23 H 0 0 N N N 16.302 31.968 15.370 -7.014 -0.775 -1.793 H232 FUG 47 FUG H24 H24 H 0 1 N N N 18.504 31.274 15.109 -6.615 -3.366 -1.564 H24 FUG 48 FUG H2A1 1H2A H 0 0 N N N 15.447 29.003 16.956 -4.950 2.396 -1.141 H2A1 FUG 49 FUG H2A2 2H2A H 0 0 N N N 17.221 28.805 16.755 -6.294 1.294 -1.525 H2A2 FUG 50 FUG H2A3 3H2A H 0 0 N N N 16.334 30.009 15.761 -5.891 1.648 0.172 H2A3 FUG 51 FUG H2B1 1H2B H 0 0 N N N 21.025 31.330 15.764 -8.971 -1.378 0.598 H2B1 FUG 52 FUG H2B2 2H2B H 0 0 N N N 21.707 32.982 15.577 -9.067 -2.701 1.786 H2B2 FUG 53 FUG H2B3 3H2B H 0 0 N N N 20.955 32.156 14.171 -7.592 -1.710 1.673 H2B3 FUG 54 FUG H2C1 1H2C H 0 0 N N N 18.910 34.904 16.064 -7.722 -5.104 -0.680 H2C1 FUG 55 FUG H2C2 2H2C H 0 0 N N N 20.692 34.703 15.961 -7.926 -5.001 1.085 H2C2 FUG 56 FUG H2C3 3H2C H 0 0 N N N 19.801 34.102 17.401 -9.305 -4.669 0.010 H2C3 FUG 57 FUG H311 1H31 H 0 0 N N N 14.133 27.337 19.104 -1.993 2.839 -3.575 H311 FUG 58 FUG H312 2H31 H 0 0 N N N 12.881 28.620 19.227 -3.211 3.355 -2.383 H312 FUG 59 FUG H313 3H31 H 0 0 N N N 13.658 27.978 20.714 -1.478 3.544 -2.023 H313 FUG 60 FUG H42 H42 H 0 1 N N N 15.420 31.779 22.910 1.798 -0.659 -0.130 H42 FUG 61 FUG H43 H43 H 0 1 N N N 14.293 30.244 25.250 3.461 1.888 0.308 H43 FUG 62 FUG H44 H44 H 0 1 N N N 15.778 33.010 24.968 4.152 -1.112 -0.164 H44 FUG 63 FUG H45 H45 H 0 1 N N N 14.370 31.722 27.322 5.817 1.435 0.274 H45 FUG 64 FUG H46 H46 H 0 1 N N N 15.857 34.447 26.945 6.507 -1.564 -0.197 H46 FUG 65 FUG H47 H47 H 0 1 N N N 14.445 33.211 29.333 8.173 0.984 0.241 H47 FUG 66 FUG H48 H48 H 0 1 N N N 15.956 35.923 28.884 8.864 -2.016 -0.231 H48 FUG 67 FUG H49 H49 H 0 1 N N N 14.395 34.868 31.300 10.527 0.530 0.207 H49 FUG 68 FUG HOB4 4HOB H 0 0 N N N 15.726 37.820 32.699 13.262 -1.748 -0.114 HOB4 FUG 69 # 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 FUG C5 C4 SING N N 1 FUG C5 C6 SING N N 2 FUG C5 H51 SING N N 3 FUG C5 H52 SING N N 4 FUG C4 C3 SING N N 5 FUG C4 O41 SING N N 6 FUG C4 H4 SING N N 7 FUG C3 C2 SING N N 8 FUG C3 O31 SING N N 9 FUG C3 H3 SING N N 10 FUG C2 C1 SING N N 11 FUG C2 C21 SING N N 12 FUG C2 H2 SING N N 13 FUG C1 C6 SING N N 14 FUG C1 O11 SING N N 15 FUG C1 C11 SING N N 16 FUG C6 H61 SING N N 17 FUG C6 H62 SING N N 18 FUG O11 HOB SING N N 19 FUG C11 H111 SING N N 20 FUG C11 H112 SING N N 21 FUG C11 H113 SING N N 22 FUG C21 C22 SING N N 23 FUG C21 C2A SING N N 24 FUG C21 O2A SING N N 25 FUG C22 C23 SING N N 26 FUG C22 O2A SING N N 27 FUG C22 H22 SING N N 28 FUG C23 C24 SING N N 29 FUG C23 H231 SING N N 30 FUG C23 H232 SING N N 31 FUG C24 C25 DOUB N N 32 FUG C24 H24 SING N N 33 FUG C25 C2B SING N N 34 FUG C25 C2C SING N N 35 FUG C2A H2A1 SING N N 36 FUG C2A H2A2 SING N N 37 FUG C2A H2A3 SING N N 38 FUG C2B H2B1 SING N N 39 FUG C2B H2B2 SING N N 40 FUG C2B H2B3 SING N N 41 FUG C2C H2C1 SING N N 42 FUG C2C H2C2 SING N N 43 FUG C2C H2C3 SING N N 44 FUG O31 C31 SING N N 45 FUG C31 H311 SING N N 46 FUG C31 H312 SING N N 47 FUG C31 H313 SING N N 48 FUG O41 C41 SING N N 49 FUG C41 O4A DOUB N N 50 FUG C41 C42 SING N N 51 FUG C42 C43 DOUB N E 52 FUG C42 H42 SING N N 53 FUG C43 C44 SING N N 54 FUG C43 H43 SING N N 55 FUG C44 C45 DOUB N E 56 FUG C44 H44 SING N N 57 FUG C45 C46 SING N N 58 FUG C45 H45 SING N N 59 FUG C46 C47 DOUB N E 60 FUG C46 H46 SING N N 61 FUG C47 C48 SING N N 62 FUG C47 H47 SING N N 63 FUG C48 C49 DOUB N E 64 FUG C48 H48 SING N N 65 FUG C49 C4A SING N N 66 FUG C49 H49 SING N N 67 FUG C4A O4B SING N N 68 FUG C4A O4C DOUB N N 69 FUG O4B HOB4 SING N N 70 # 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 FUG SMILES ACDLabs 10.04 "O=C(O)\C=C\C=C\C=C\C=C\C(=O)OC2CCC(O)(C(C1(OC1C/C=C(/C)C)C)C2OC)C" FUG SMILES_CANONICAL CACTVS 3.341 "CO[C@@H]1[C@@H](CC[C@@](C)(O)[C@H]1[C@@]2(C)O[C@@H]2CC=C(C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O" FUG SMILES CACTVS 3.341 "CO[CH]1[CH](CC[C](C)(O)[CH]1[C]2(C)O[CH]2CC=C(C)C)OC(=O)C=CC=CC=CC=CC(O)=O" FUG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@@]2(C)O)OC(=O)C=C\C=C\C=C\C=C\C(=O)O)OC)C" FUG SMILES "OpenEye OEToolkits" 1.5.0 "CC(=CCC1C(O1)(C)C2C(C(CCC2(C)O)OC(=O)C=CC=CC=CC=CC(=O)O)OC)C" FUG InChI InChI 1.03 "InChI=1S/C26H36O7/c1-18(2)14-15-20-26(4,33-20)24-23(31-5)19(16-17-25(24,3)30)32-22(29)13-11-9-7-6-8-10-12-21(27)28/h6-14,19-20,23-24,30H,15-17H2,1-5H3,(H,27,28)/b8-6+,9-7+,12-10+,13-11+/t19-,20-,23-,24+,25-,26+/m1/s1" FUG InChIKey InChI 1.03 XXVWUXWNPOXVQB-ZFSLZHKLSA-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 FUG "SYSTEMATIC NAME" ACDLabs 10.04 "(2E,4E,6E,8E)-10-({(1R,2S,3S,4R)-4-hydroxy-2-methoxy-4-methyl-3-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid" FUG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2E,4E,6E)-10-[(1R,2S,3S,4R)-4-hydroxy-2-methoxy-4-methyl-3-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]cyclohexyl]oxy-10-oxo-deca-2,4,6,8-tetraenoic 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 FUG "Create component" 2001-03-28 RCSB FUG "Modify descriptor" 2011-06-04 RCSB #