data_3UM # _chem_comp.id 3UM _chem_comp.name "(5beta,6alpha,8alpha,14alpha)-13-ethenyl-5,6-dihydroxy-14-methylpodocarp-12-en-15-oic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-05 _chem_comp.pdbx_modified_date 2015-01-09 _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 334.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UM _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 4WV7 _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 3UM C1 C1 C 0 1 N N S -7.972 -4.419 20.954 1.194 0.465 -0.699 C1 3UM 1 3UM C2 C2 C 0 1 N N S -8.218 -3.135 20.040 2.707 0.334 -0.513 C2 3UM 2 3UM C3 C3 C 0 1 N N R -6.920 -5.466 20.356 0.496 -0.786 -0.168 C3 3UM 3 3UM O1 O1 O 0 1 N N N -9.279 -5.060 21.051 0.895 0.627 -2.087 O1 3UM 4 3UM O2 O2 O 0 1 N N N -6.549 -3.403 22.870 0.960 1.506 1.472 O2 3UM 5 3UM O3 O3 O 0 1 N N N -6.794 -1.334 20.815 3.511 -0.979 1.417 O3 3UM 6 3UM C11 C4 C 0 1 N N N -7.653 -5.463 23.339 -0.814 1.826 -0.136 C11 3UM 7 3UM C12 C5 C 0 1 N N N -7.707 -4.683 17.948 2.521 -2.147 -0.729 C12 3UM 8 3UM C13 C6 C 0 1 N N S -6.709 -6.537 22.744 -1.539 0.578 0.376 C13 3UM 9 3UM C14 C7 C 0 1 N N N -6.059 -7.945 20.669 -1.676 -1.906 0.258 C14 3UM 10 3UM C15 C8 C 0 1 N N R -6.767 -7.867 23.566 -3.033 0.738 0.068 C15 3UM 11 3UM C16 C9 C 0 1 N N N -5.506 -8.913 21.686 -3.161 -1.723 0.358 C16 3UM 12 3UM C17 C10 C 0 1 N N N -5.804 -8.890 22.993 -3.758 -0.556 0.280 C17 3UM 13 3UM C18 C11 C 0 1 N N N -8.148 -8.593 23.669 -3.203 1.177 -1.388 C18 3UM 14 3UM C19 C12 C 0 1 N N N -5.175 -9.884 23.887 -5.223 -0.517 0.410 C19 3UM 15 3UM C20 C13 C 0 1 N N N -5.448 -10.073 25.178 -5.866 0.644 0.337 C20 3UM 16 3UM C4 C14 C 0 1 N N R -7.704 -4.153 22.490 0.692 1.684 0.080 C4 3UM 17 3UM C5 C15 C 0 1 N N N -8.624 -3.598 18.582 3.211 -0.894 -1.273 C5 3UM 18 3UM C6 C16 C 0 1 N N N -7.028 -2.186 19.912 3.022 0.182 0.953 C6 3UM 19 3UM C7 C17 C 0 1 N N N -9.366 -2.207 20.585 3.398 1.587 -1.055 C7 3UM 20 3UM C8 C18 C 0 1 N N S -6.955 -6.782 21.224 -1.019 -0.664 -0.358 C8 3UM 21 3UM C9 C19 C 0 1 N N N -7.400 -5.870 18.907 1.002 -2.016 -0.924 C9 3UM 22 3UM C10 C20 C 0 1 N N N -5.418 -4.974 20.298 0.809 -0.950 1.321 C10 3UM 23 3UM O4 O4 O 0 1 N N N -6.265 -2.260 18.908 2.834 1.104 1.710 O4 3UM 24 3UM H1 H1 H 0 1 N N N -9.210 -5.841 21.587 1.301 1.408 -2.488 H1 3UM 25 3UM H2 H2 H 0 1 N N N -6.519 -3.324 23.816 0.668 2.243 2.026 H2 3UM 26 3UM H3 H3 H 0 1 N N N -6.018 -0.836 20.587 3.698 -1.029 2.365 H3 3UM 27 3UM H4 H4 H 0 1 N N N -7.303 -5.211 24.351 -1.016 1.950 -1.200 H4 3UM 28 3UM H5 H5 H 0 1 N N N -8.668 -5.883 23.396 -1.174 2.701 0.405 H5 3UM 29 3UM H6 H6 H 0 1 N N N -8.205 -5.079 17.051 2.881 -3.023 -1.269 H6 3UM 30 3UM H7 H7 H 0 1 N N N -6.756 -4.211 17.661 2.746 -2.255 0.331 H7 3UM 31 3UM H8 H8 H 0 1 N N N -5.684 -6.150 22.841 -1.390 0.475 1.451 H8 3UM 32 3UM H9 H9 H 0 1 N N N -6.664 -8.521 19.954 -1.267 -2.072 1.254 H9 3UM 33 3UM H10 H10 H 0 1 N N N -5.207 -7.489 20.144 -1.463 -2.772 -0.368 H10 3UM 34 3UM H11 H11 H 0 1 N N N -6.442 -7.634 24.591 -3.456 1.498 0.724 H11 3UM 35 3UM H12 H12 H 0 1 N N N -4.825 -9.675 21.338 -3.773 -2.601 0.502 H12 3UM 36 3UM H13 H13 H 0 1 N N N -8.039 -9.507 24.272 -2.772 0.424 -2.048 H13 3UM 37 3UM H14 H14 H 0 1 N N N -8.879 -7.924 24.147 -4.263 1.292 -1.612 H14 3UM 38 3UM H15 H15 H 0 1 N N N -8.498 -8.859 22.661 -2.694 2.129 -1.542 H15 3UM 39 3UM H16 H16 H 0 1 N N N -4.419 -10.521 23.451 -5.776 -1.431 0.565 H16 3UM 40 3UM H17 H17 H 0 1 N N N -4.922 -10.834 25.735 -6.941 0.673 0.433 H17 3UM 41 3UM H18 H18 H 0 1 N N N -6.195 -9.465 25.667 -5.313 1.559 0.183 H18 3UM 42 3UM H19 H19 H 0 1 N N N -8.584 -3.600 22.850 1.199 2.580 -0.278 H19 3UM 43 3UM H20 H20 H 0 1 N N N -8.606 -2.714 17.928 2.986 -0.786 -2.334 H20 3UM 44 3UM H21 H21 H 0 1 N N N -9.647 -4.001 18.626 4.289 -0.986 -1.138 H21 3UM 45 3UM H22 H22 H 0 1 N N N -9.113 -1.867 21.600 3.039 2.463 -0.513 H22 3UM 46 3UM H23 H23 H 0 1 N N N -9.477 -1.335 19.924 4.476 1.494 -0.923 H23 3UM 47 3UM H24 H24 H 0 1 N N N -10.311 -2.770 20.612 3.170 1.698 -2.115 H24 3UM 48 3UM H25 H25 H 0 1 N N N -7.989 -7.150 21.150 -1.257 -0.605 -1.420 H25 3UM 49 3UM H26 H26 H 0 1 N N N -8.317 -6.470 19.008 0.508 -2.908 -0.538 H26 3UM 50 3UM H27 H27 H 0 1 N N N -6.610 -6.482 18.447 0.780 -1.909 -1.986 H27 3UM 51 3UM H28 H28 H 0 1 N N N -5.084 -4.693 21.308 0.556 -0.030 1.849 H28 3UM 52 3UM H29 H29 H 0 1 N N N -4.781 -5.785 19.914 0.224 -1.774 1.727 H29 3UM 53 3UM H30 H30 H 0 1 N N N -5.343 -4.102 19.631 1.871 -1.161 1.448 H30 3UM 54 # 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 3UM C12 C5 SING N N 1 3UM C12 C9 SING N N 2 3UM C5 C2 SING N N 3 3UM C9 C3 SING N N 4 3UM O4 C6 DOUB N N 5 3UM C6 C2 SING N N 6 3UM C6 O3 SING N N 7 3UM C2 C7 SING N N 8 3UM C2 C1 SING N N 9 3UM C10 C3 SING N N 10 3UM C3 C1 SING N N 11 3UM C3 C8 SING N N 12 3UM C14 C8 SING N N 13 3UM C14 C16 SING N N 14 3UM C1 O1 SING N N 15 3UM C1 C4 SING N N 16 3UM C8 C13 SING N N 17 3UM C16 C17 DOUB N N 18 3UM C4 O2 SING N N 19 3UM C4 C11 SING N N 20 3UM C13 C11 SING N N 21 3UM C13 C15 SING N N 22 3UM C17 C15 SING N N 23 3UM C17 C19 SING N N 24 3UM C15 C18 SING N N 25 3UM C19 C20 DOUB N N 26 3UM O1 H1 SING N N 27 3UM O2 H2 SING N N 28 3UM O3 H3 SING N N 29 3UM C11 H4 SING N N 30 3UM C11 H5 SING N N 31 3UM C12 H6 SING N N 32 3UM C12 H7 SING N N 33 3UM C13 H8 SING N N 34 3UM C14 H9 SING N N 35 3UM C14 H10 SING N N 36 3UM C15 H11 SING N N 37 3UM C16 H12 SING N N 38 3UM C18 H13 SING N N 39 3UM C18 H14 SING N N 40 3UM C18 H15 SING N N 41 3UM C19 H16 SING N N 42 3UM C20 H17 SING N N 43 3UM C20 H18 SING N N 44 3UM C4 H19 SING N N 45 3UM C5 H20 SING N N 46 3UM C5 H21 SING N N 47 3UM C7 H22 SING N N 48 3UM C7 H23 SING N N 49 3UM C7 H24 SING N N 50 3UM C8 H25 SING N N 51 3UM C9 H26 SING N N 52 3UM C9 H27 SING N N 53 3UM C10 H28 SING N N 54 3UM C10 H29 SING N N 55 3UM C10 H30 SING N N 56 # 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 3UM SMILES ACDLabs 12.01 "O=C(O)C3(C)C2(O)C(C1CC=C(/C=C)C(C1CC2O)C)(C)CCC3" 3UM InChI InChI 1.03 "InChI=1S/C20H30O4/c1-5-13-7-8-15-14(12(13)2)11-16(21)20(24)18(15,3)9-6-10-19(20,4)17(22)23/h5,7,12,14-16,21,24H,1,6,8-11H2,2-4H3,(H,22,23)/t12-,14-,15-,16+,18+,19+,20-/m0/s1" 3UM InChIKey InChI 1.03 OKUNNUNVWSVFGB-GWXXFZPSSA-N 3UM SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1[C@@H]2C[C@@H](O)[C@]3(O)[C@](C)(CCC[C@]3(C)C(O)=O)[C@H]2CC=C1C=C" 3UM SMILES CACTVS 3.385 "C[CH]1[CH]2C[CH](O)[C]3(O)[C](C)(CCC[C]3(C)C(O)=O)[CH]2CC=C1C=C" 3UM SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1[C@@H]2C[C@H]([C@@]3([C@@]([C@H]2CC=C1C=C)(CCC[C@]3(C)C(=O)O)C)O)O" 3UM SMILES "OpenEye OEToolkits" 1.9.2 "CC1C2CC(C3(C(C2CC=C1C=C)(CCCC3(C)C(=O)O)C)O)O" # 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 3UM "SYSTEMATIC NAME" ACDLabs 12.01 "(5beta,6alpha,8alpha,14alpha)-13-ethenyl-5,6-dihydroxy-14-methylpodocarp-12-en-15-oic acid" 3UM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4aR,4bS,8R,8aS,10R,10aS)-7-ethenyl-1,4a,8-trimethyl-10,10a-bis(oxidanyl)-3,4,4b,5,8,8a,9,10-octahydro-2H-phenanthrene-1-carboxylic 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 3UM "Create component" 2014-11-05 RCSB 3UM "Initial release" 2015-01-14 RCSB #