data_3H3 # _chem_comp.id 3H3 _chem_comp.name "4-{(2R,5S,6E)-2-hydroxy-5-methyl-7-[(2R,3S,4E,6Z,10E)-3-methyl-12-oxooxacyclododeca-4,6,10-trien-2-yl]-4-oxooct-6-en-1-yl}piperidine-2,6-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H35 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-19 _chem_comp.pdbx_modified_date 2014-10-17 _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 457.559 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3H3 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4U4R _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 3H3 C7 C1 C 0 1 N N N 18.634 -44.227 81.873 18.634 -44.227 81.873 C7 3H3 1 3H3 C8 C2 C 0 1 N N N 19.919 -44.915 81.882 19.919 -44.915 81.882 C8 3H3 2 3H3 C2 C3 C 0 1 N N N 22.959 -44.090 84.331 22.959 -44.090 84.331 C2 3H3 3 3H3 C3 C4 C 0 1 N N N 21.841 -43.331 83.748 21.841 -43.331 83.748 C3 3H3 4 3H3 O3 O1 O 0 1 N N N 34.119 -43.641 82.078 34.119 -43.641 82.078 O3 3H3 5 3H3 C4 C5 C 0 1 N N N 20.559 -43.182 84.444 20.559 -43.182 84.444 C4 3H3 6 3H3 O4 O2 O 0 1 N N N 31.883 -40.969 84.928 31.883 -40.969 84.928 O4 3H3 7 3H3 C5 C6 C 0 1 N N N 19.324 -42.992 83.976 19.324 -42.992 83.976 C5 3H3 8 3H3 C6 C7 C 0 1 N N N 18.853 -42.855 82.544 18.853 -42.855 82.544 C6 3H3 9 3H3 C1 C8 C 0 1 N N S 24.101 -44.783 83.592 24.101 -44.783 83.592 C1 3H3 10 3H3 O1 O3 O 0 1 N N N 22.386 -45.574 82.144 22.386 -45.574 82.144 O1 3H3 11 3H3 C23 C9 C 0 1 N N N 31.828 -41.682 83.944 31.828 -41.682 83.944 C23 3H3 12 3H3 N N1 N 0 1 N N N 32.957 -42.322 83.490 32.957 -42.322 83.490 N 3H3 13 3H3 C22 C10 C 0 1 N N N 33.030 -43.194 82.433 33.030 -43.194 82.433 C22 3H3 14 3H3 C21 C11 C 0 1 N N N 31.738 -43.535 81.741 31.738 -43.535 81.741 C21 3H3 15 3H3 C24 C12 C 0 1 N N N 30.553 -41.922 83.198 30.553 -41.922 83.198 C24 3H3 16 3H3 C20 C13 C 0 1 N N N 30.492 -43.320 82.601 30.492 -43.320 82.601 C20 3H3 17 3H3 C19 C14 C 0 1 N N N 29.194 -43.504 81.832 29.194 -43.504 81.832 C19 3H3 18 3H3 C18 C15 C 0 1 N N R 28.982 -44.948 81.415 28.982 -44.948 81.415 C18 3H3 19 3H3 O5 O4 O 0 1 N N N 29.262 -45.794 82.535 29.262 -45.794 82.535 O5 3H3 20 3H3 C17 C16 C 0 1 N N N 27.598 -45.251 80.857 27.598 -45.251 80.857 C17 3H3 21 3H3 C16 C17 C 0 1 N N N 27.549 -46.530 80.069 27.549 -46.530 80.069 C16 3H3 22 3H3 O2 O5 O 0 1 N N N 28.518 -47.223 79.827 28.518 -47.223 79.827 O2 3H3 23 3H3 C14 C18 C 0 1 N N S 26.151 -46.960 79.578 26.151 -46.960 79.578 C14 3H3 24 3H3 C15 C19 C 0 1 N N N 26.079 -48.247 78.814 26.079 -48.247 78.814 C15 3H3 25 3H3 C13 C20 C 0 1 N N N 25.215 -46.951 80.801 25.215 -46.951 80.801 C13 3H3 26 3H3 C12 C21 C 0 1 N N N 24.460 -45.950 81.179 24.460 -45.950 81.179 C12 3H3 27 3H3 C25 C22 C 0 1 N N N 24.215 -44.801 80.252 24.215 -44.801 80.252 C25 3H3 28 3H3 C11 C23 C 0 1 N N R 23.738 -45.853 82.514 23.738 -45.853 82.514 C11 3H3 29 3H3 C C24 C 0 1 N N N 25.000 -43.599 83.211 25.000 -43.599 83.211 C 3H3 30 3H3 C10 C25 C 0 1 N N N 21.568 -46.629 81.926 21.568 -46.629 81.926 C10 3H3 31 3H3 O O6 O 0 1 N N N 21.943 -47.785 81.897 21.943 -47.785 81.897 O 3H3 32 3H3 C9 C26 C 0 1 N N N 20.162 -46.192 81.797 20.162 -46.192 81.797 C9 3H3 33 3H3 H1 H1 H 0 1 N N N 18.286 -44.090 80.839 18.286 -44.090 80.839 H1 3H3 34 3H3 H2 H2 H 0 1 N N N 17.890 -44.809 82.437 17.890 -44.809 82.437 H2 3H3 35 3H3 H3 H3 H 0 1 N N N 20.788 -44.280 81.971 20.788 -44.280 81.971 H3 3H3 36 3H3 H4 H4 H 0 1 N N N 22.973 -44.166 85.408 22.973 -44.166 85.408 H4 3H3 37 3H3 H6 H6 H 0 1 N N N 21.968 -42.870 82.779 21.969 -42.870 82.780 H6 3H3 38 3H3 H8 H8 H 0 1 N N N 20.626 -43.235 85.521 20.626 -43.235 85.521 H8 3H3 39 3H3 H9 H9 H 0 1 N N N 18.550 -42.927 84.726 18.550 -42.927 84.726 H9 3H3 40 3H3 H10 H10 H 0 1 N N N 19.610 -42.297 81.973 19.610 -42.297 81.973 H10 3H3 41 3H3 H11 H11 H 0 1 N N N 17.904 -42.299 82.534 17.904 -42.299 82.534 H11 3H3 42 3H3 H12 H12 H 0 1 N N N 24.658 -45.334 84.365 24.657 -45.334 84.365 H12 3H3 43 3H3 H13 H13 H 0 1 N N N 33.809 -42.133 83.978 33.809 -42.133 83.978 H13 3H3 44 3H3 H14 H14 H 0 1 N N N 31.651 -42.905 80.843 31.651 -42.905 80.843 H14 3H3 45 3H3 H15 H15 H 0 1 N N N 31.774 -44.594 81.444 31.774 -44.594 81.444 H15 3H3 46 3H3 H16 H16 H 0 1 N N N 30.474 -41.186 82.385 30.474 -41.186 82.385 H16 3H3 47 3H3 H17 H17 H 0 1 N N N 29.708 -41.795 83.891 29.708 -41.795 83.891 H17 3H3 48 3H3 H18 H18 H 0 1 N N N 30.513 -44.049 83.425 30.513 -44.049 83.425 H18 3H3 49 3H3 H19 H19 H 0 1 N N N 29.223 -42.874 80.931 29.222 -42.874 80.931 H19 3H3 50 3H3 H20 H20 H 0 1 N N N 28.355 -43.192 82.471 28.355 -43.192 82.471 H20 3H3 51 3H3 H21 H21 H 0 1 N N N 29.710 -45.170 80.621 29.710 -45.170 80.621 H21 3H3 52 3H3 H22 H22 H 0 1 N N N 30.127 -45.596 82.874 30.127 -45.596 82.874 H22 3H3 53 3H3 H23 H23 H 0 1 N N N 27.296 -44.422 80.199 27.296 -44.423 80.199 H23 3H3 54 3H3 H24 H24 H 0 1 N N N 26.891 -45.329 81.696 26.891 -45.329 81.696 H24 3H3 55 3H3 H25 H25 H 0 1 N N N 25.797 -46.165 78.905 25.797 -46.165 78.905 H25 3H3 56 3H3 H26 H26 H 0 1 N N N 25.037 -48.442 78.521 25.037 -48.442 78.521 H26 3H3 57 3H3 H27 H27 H 0 1 N N N 26.705 -48.174 77.913 26.705 -48.174 77.913 H27 3H3 58 3H3 H28 H28 H 0 1 N N N 26.442 -49.070 79.447 26.442 -49.070 79.447 H28 3H3 59 3H3 H29 H29 H 0 1 N N N 25.178 -47.849 81.400 25.178 -47.849 81.399 H29 3H3 60 3H3 H30 H30 H 0 1 N N N 23.562 -44.065 80.744 23.562 -44.065 80.744 H30 3H3 61 3H3 H31 H31 H 0 1 N N N 25.174 -44.327 79.995 25.174 -44.327 79.995 H31 3H3 62 3H3 H32 H32 H 0 1 N N N 23.729 -45.167 79.335 23.729 -45.167 79.335 H32 3H3 63 3H3 H33 H33 H 0 1 N N N 23.784 -46.840 82.998 23.784 -46.840 82.998 H33 3H3 64 3H3 H34 H34 H 0 1 N N N 25.148 -42.953 84.089 25.148 -42.953 84.089 H34 3H3 65 3H3 H35 H35 H 0 1 N N N 25.974 -43.975 82.865 25.974 -43.975 82.865 H35 3H3 66 3H3 H36 H36 H 0 1 N N N 24.523 -43.021 82.406 24.523 -43.021 82.406 H36 3H3 67 3H3 H37 H37 H 0 1 N N N 19.366 -46.905 81.638 19.366 -46.904 81.638 H37 3H3 68 # 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 3H3 C15 C14 SING N N 1 3H3 C14 C16 SING N N 2 3H3 C14 C13 SING N N 3 3H3 O2 C16 DOUB N N 4 3H3 C16 C17 SING N N 5 3H3 C25 C12 SING N N 6 3H3 C13 C12 DOUB N E 7 3H3 C17 C18 SING N N 8 3H3 C12 C11 SING N N 9 3H3 C18 C19 SING N N 10 3H3 C18 O5 SING N N 11 3H3 C21 C22 SING N N 12 3H3 C21 C20 SING N N 13 3H3 C9 C8 DOUB N E 14 3H3 C9 C10 SING N N 15 3H3 C19 C20 SING N N 16 3H3 C7 C8 SING N N 17 3H3 C7 C6 SING N N 18 3H3 O C10 DOUB N N 19 3H3 C10 O1 SING N N 20 3H3 O3 C22 DOUB N N 21 3H3 O1 C11 SING N N 22 3H3 C22 N SING N N 23 3H3 C11 C1 SING N N 24 3H3 C6 C5 SING N N 25 3H3 C20 C24 SING N N 26 3H3 C24 C23 SING N N 27 3H3 C C1 SING N N 28 3H3 N C23 SING N N 29 3H3 C1 C2 SING N N 30 3H3 C3 C2 DOUB N E 31 3H3 C3 C4 SING N N 32 3H3 C23 O4 DOUB N N 33 3H3 C5 C4 DOUB N Z 34 3H3 C7 H1 SING N N 35 3H3 C7 H2 SING N N 36 3H3 C8 H3 SING N N 37 3H3 C2 H4 SING N N 38 3H3 C3 H6 SING N N 39 3H3 C4 H8 SING N N 40 3H3 C5 H9 SING N N 41 3H3 C6 H10 SING N N 42 3H3 C6 H11 SING N N 43 3H3 C1 H12 SING N N 44 3H3 N H13 SING N N 45 3H3 C21 H14 SING N N 46 3H3 C21 H15 SING N N 47 3H3 C24 H16 SING N N 48 3H3 C24 H17 SING N N 49 3H3 C20 H18 SING N N 50 3H3 C19 H19 SING N N 51 3H3 C19 H20 SING N N 52 3H3 C18 H21 SING N N 53 3H3 O5 H22 SING N N 54 3H3 C17 H23 SING N N 55 3H3 C17 H24 SING N N 56 3H3 C14 H25 SING N N 57 3H3 C15 H26 SING N N 58 3H3 C15 H27 SING N N 59 3H3 C15 H28 SING N N 60 3H3 C13 H29 SING N N 61 3H3 C25 H30 SING N N 62 3H3 C25 H31 SING N N 63 3H3 C25 H32 SING N N 64 3H3 C11 H33 SING N N 65 3H3 C H34 SING N N 66 3H3 C H35 SING N N 67 3H3 C H36 SING N N 68 3H3 C9 H37 SING N N 69 # 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 3H3 SMILES ACDLabs 12.01 "O=C1NC(=O)CC(C1)CC(O)CC(=O)C(/C=C(/C2OC(=O)C=CCCC=CC=CC2C)C)C" 3H3 InChI InChI 1.03 "InChI=1S/C26H35NO6/c1-17-10-8-6-4-5-7-9-11-25(32)33-26(17)19(3)12-18(2)22(29)16-21(28)13-20-14-23(30)27-24(31)15-20/h4,6,8-12,17-18,20-21,26,28H,5,7,13-16H2,1-3H3,(H,27,30,31)/b6-4-,10-8+,11-9+,19-12+/t17-,18-,21+,26+/m0/s1" 3H3 InChIKey InChI 1.03 OYOKHBHOTQDIPM-UGGBQLGDSA-N 3H3 SMILES_CANONICAL CACTVS 3.385 "C[C@H]1/C=C/C=C\CC/C=C/C(=O)O[C@H]1C(/C)=C/[C@H](C)C(=O)C[C@H](O)CC2CC(=O)NC(=O)C2" 3H3 SMILES CACTVS 3.385 "C[CH]1C=CC=CCCC=CC(=O)O[CH]1C(C)=C[CH](C)C(=O)C[CH](O)CC2CC(=O)NC(=O)C2" 3H3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1/C=C/C=C\CC/C=C/C(=O)O[C@H]1/C(=C/[C@H](C)C(=O)C[C@@H](CC2CC(=O)NC(=O)C2)O)/C" 3H3 SMILES "OpenEye OEToolkits" 1.9.2 "CC1C=CC=CCCC=CC(=O)OC1C(=CC(C)C(=O)CC(CC2CC(=O)NC(=O)C2)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 3H3 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{(2R,5S,6E)-2-hydroxy-5-methyl-7-[(2R,3S,4E,6Z,10E)-3-methyl-12-oxooxacyclododeca-4,6,10-trien-2-yl]-4-oxooct-6-en-1-yl}piperidine-2,6-dione" 3H3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(E,2R,5S)-5-methyl-7-[(2R,3S,4E,6Z,10E)-3-methyl-12-oxidanylidene-1-oxacyclododeca-4,6,10-trien-2-yl]-2-oxidanyl-4-oxidanylidene-oct-6-enyl]piperidine-2,6-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3H3 "Create component" 2014-08-19 EBI 3H3 "Modify descriptor" 2014-09-05 RCSB 3H3 "Initial release" 2014-10-22 RCSB #