data_2UO # _chem_comp.id 2UO _chem_comp.name "Mevastatin, Compactin" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H34 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen- 1-yl (2S)-2-methylbutanoate ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-12 _chem_comp.pdbx_modified_date 2020-06-17 _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 390.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2UO _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 4OQR _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 2UO C1 C1 C 0 1 N N S -6.691 4.032 -12.861 2.514 -1.002 0.333 C1 2UO 1 2UO C2 C2 C 0 1 N N N -8.062 4.353 -13.433 3.551 -1.646 -0.585 C2 2UO 2 2UO C3 C3 C 0 1 N N N -7.914 5.397 -14.512 4.949 -1.318 -0.040 C3 2UO 3 2UO C4 C4 C 0 1 N N N -6.729 5.185 -15.426 5.111 0.180 -0.065 C4 2UO 4 2UO C24 C5 C 0 1 N N N -5.715 4.345 -15.129 4.078 0.980 0.119 C24 2UO 5 2UO C5 C6 C 0 1 N N N -4.560 4.272 -16.030 4.262 2.443 -0.026 C5 2UO 6 2UO C6 C7 C 0 1 N N N -3.469 3.544 -15.702 3.208 3.226 -0.171 C6 2UO 7 2UO C7 C8 C 0 1 N N S -3.346 2.793 -14.410 1.792 2.735 -0.187 C7 2UO 8 2UO C20 C9 C 0 1 N N N -3.612 1.293 -14.571 1.160 2.991 1.183 C20 2UO 9 2UO C8 C10 C 0 1 N N S -4.277 3.400 -13.340 1.717 1.239 -0.499 C8 2UO 10 2UO C9 C11 C 0 1 N N R -5.710 3.492 -13.901 2.691 0.496 0.417 C9 2UO 11 2UO C10 C12 C 0 1 N N N -4.179 2.612 -12.014 0.293 0.735 -0.254 C10 2UO 12 2UO C11 C13 C 0 1 N N N -2.709 2.736 -11.548 -0.710 1.772 -0.764 C11 2UO 13 2UO C12 C14 C 0 1 N N R -2.451 1.928 -10.299 -2.134 1.267 -0.519 C12 2UO 14 2UO C13 C15 C 0 1 N N N -1.070 2.347 -9.788 -3.136 2.244 -1.140 C13 2UO 15 2UO C14 C16 C 0 1 N N R -0.691 1.562 -8.553 -4.561 1.763 -0.846 C14 2UO 16 2UO O3 O1 O 0 1 N N N -1.690 1.791 -7.558 -4.752 0.462 -1.406 O3 2UO 17 2UO C15 C17 C 0 1 N N N -0.670 0.088 -8.913 -4.764 1.704 0.673 C15 2UO 18 2UO C22 C18 C 0 1 N N N -1.921 -0.371 -9.696 -3.645 0.883 1.272 C22 2UO 19 2UO O2 O2 O 0 1 N N N -1.471 -1.518 -10.398 -3.878 -0.012 2.050 O2 2UO 20 2UO O1 O3 O 0 1 N N N -2.482 0.548 -10.659 -2.378 1.177 0.913 O1 2UO 21 2UO O4 O4 O 0 1 N N N -6.138 5.227 -12.293 1.186 -1.293 -0.177 O4 2UO 22 2UO C23 C19 C 0 1 N N N -6.384 5.481 -10.899 0.604 -2.424 0.251 C23 2UO 23 2UO O5 O5 O 0 1 N N N -6.991 4.679 -10.199 1.185 -3.147 1.026 O5 2UO 24 2UO C16 C20 C 0 1 N N S -5.803 6.794 -10.419 -0.774 -2.793 -0.236 C16 2UO 25 2UO C19 C21 C 0 1 N N N -6.779 7.578 -9.555 -0.755 -2.940 -1.758 C19 2UO 26 2UO C17 C22 C 0 1 N N N -4.490 6.484 -9.730 -1.201 -4.118 0.399 C17 2UO 27 2UO C18 C23 C 0 1 N N N -4.758 5.742 -8.466 -2.646 -4.430 0.005 C18 2UO 28 2UO H1 H1 H 0 1 N N N -6.812 3.273 -12.074 2.612 -1.427 1.332 H1 2UO 29 2UO H2 H2 H 0 1 N N N -8.713 4.738 -12.635 3.407 -2.726 -0.600 H2 2UO 30 2UO H3 H3 H 0 1 N N N -8.505 3.442 -13.860 3.447 -1.247 -1.594 H3 2UO 31 2UO H4 H4 H 0 1 N N N -7.804 6.379 -14.028 5.041 -1.682 0.984 H4 2UO 32 2UO H5 H5 H 0 1 N N N -8.827 5.390 -15.125 5.708 -1.784 -0.667 H5 2UO 33 2UO H6 H6 H 0 1 N N N -6.692 5.730 -16.358 6.090 0.605 -0.234 H6 2UO 34 2UO H7 H7 H 0 1 N N N -4.581 4.807 -16.968 5.255 2.868 -0.012 H7 2UO 35 2UO H8 H8 H 0 1 N N N -2.648 3.501 -16.403 3.377 4.286 -0.287 H8 2UO 36 2UO H9 H9 H 0 1 N N N -2.313 2.908 -14.050 1.233 3.285 -0.944 H9 2UO 37 2UO H10 H10 H 0 1 N N N -3.508 0.795 -13.596 1.175 4.060 1.395 H10 2UO 38 2UO H11 H11 H 0 1 N N N -4.632 1.141 -14.954 0.129 2.636 1.179 H11 2UO 39 2UO H12 H12 H 0 1 N N N -2.887 0.866 -15.279 1.724 2.460 1.949 H12 2UO 40 2UO H13 H13 H 0 1 N N N -3.931 4.425 -13.142 1.991 1.069 -1.541 H13 2UO 41 2UO H14 H14 H 0 1 N N N -6.031 2.477 -14.179 2.457 0.782 1.443 H14 2UO 42 2UO H15 H15 H 0 1 N N N -4.855 3.045 -11.262 0.145 -0.206 -0.784 H15 2UO 43 2UO H16 H16 H 0 1 N N N -4.440 1.556 -12.177 0.142 0.578 0.814 H16 2UO 44 2UO H17 H17 H 0 1 N N N -2.049 2.374 -12.350 -0.562 2.712 -0.234 H17 2UO 45 2UO H18 H18 H 0 1 N N N -2.488 3.794 -11.341 -0.559 1.929 -1.832 H18 2UO 46 2UO H19 H19 H 0 1 N N N -3.212 2.158 -9.539 -2.255 0.284 -0.973 H19 2UO 47 2UO H20 H20 H 0 1 N N N -0.324 2.163 -10.575 -2.991 3.235 -0.711 H20 2UO 48 2UO H21 H21 H 0 1 N N N -1.087 3.419 -9.542 -2.982 2.287 -2.218 H21 2UO 49 2UO H22 H22 H 0 1 N N N 0.302 1.875 -8.199 -5.278 2.458 -1.285 H22 2UO 50 2UO H23 H23 H 0 1 N N N -1.471 1.306 -6.771 -5.634 0.096 -1.257 H23 2UO 51 2UO H24 H24 H 0 1 N N N -0.606 -0.497 -7.984 -4.741 2.713 1.086 H24 2UO 52 2UO H25 H25 H 0 1 N N N 0.219 -0.107 -9.531 -5.723 1.238 0.897 H25 2UO 53 2UO H28 H28 H 0 1 N N N -5.579 7.405 -11.306 -1.480 -2.011 0.045 H28 2UO 54 2UO H29 H29 H 0 1 N N N -6.310 8.520 -9.233 -1.752 -3.206 -2.110 H29 2UO 55 2UO H30 H30 H 0 1 N N N -7.686 7.800 -10.136 -0.451 -1.996 -2.211 H30 2UO 56 2UO H31 H31 H 0 1 N N N -7.047 6.981 -8.671 -0.049 -3.721 -2.039 H31 2UO 57 2UO H32 H32 H 0 1 N N N -3.865 5.867 -10.392 -0.548 -4.916 0.048 H32 2UO 58 2UO H33 H33 H 0 1 N N N -3.965 7.423 -9.500 -1.129 -4.041 1.484 H33 2UO 59 2UO H34 H34 H 0 1 N N N -3.806 5.516 -7.964 -3.299 -3.631 0.356 H34 2UO 60 2UO H35 H35 H 0 1 N N N -5.384 6.359 -7.804 -2.718 -4.507 -1.080 H35 2UO 61 2UO H36 H36 H 0 1 N N N -5.283 4.803 -8.696 -2.951 -5.373 0.457 H36 2UO 62 # # 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 2UO C5 C6 DOUB N N 1 2UO C5 C24 SING N N 2 2UO C6 C7 SING N N 3 2UO C4 C24 DOUB N N 4 2UO C4 C3 SING N N 5 2UO C24 C9 SING N N 6 2UO C20 C7 SING N N 7 2UO C3 C2 SING N N 8 2UO C7 C8 SING N N 9 2UO C9 C8 SING N N 10 2UO C9 C1 SING N N 11 2UO C2 C1 SING N N 12 2UO C8 C10 SING N N 13 2UO C1 O4 SING N N 14 2UO O4 C23 SING N N 15 2UO C10 C11 SING N N 16 2UO C11 C12 SING N N 17 2UO C23 C16 SING N N 18 2UO C23 O5 DOUB N N 19 2UO O1 C12 SING N N 20 2UO O1 C22 SING N N 21 2UO C16 C17 SING N N 22 2UO C16 C19 SING N N 23 2UO O2 C22 DOUB N N 24 2UO C12 C13 SING N N 25 2UO C13 C14 SING N N 26 2UO C17 C18 SING N N 27 2UO C22 C15 SING N N 28 2UO C15 C14 SING N N 29 2UO C14 O3 SING N N 30 2UO C1 H1 SING N N 31 2UO C2 H2 SING N N 32 2UO C2 H3 SING N N 33 2UO C3 H4 SING N N 34 2UO C3 H5 SING N N 35 2UO C4 H6 SING N N 36 2UO C5 H7 SING N N 37 2UO C6 H8 SING N N 38 2UO C7 H9 SING N N 39 2UO C20 H10 SING N N 40 2UO C20 H11 SING N N 41 2UO C20 H12 SING N N 42 2UO C8 H13 SING N N 43 2UO C9 H14 SING N N 44 2UO C10 H15 SING N N 45 2UO C10 H16 SING N N 46 2UO C11 H17 SING N N 47 2UO C11 H18 SING N N 48 2UO C12 H19 SING N N 49 2UO C13 H20 SING N N 50 2UO C13 H21 SING N N 51 2UO C14 H22 SING N N 52 2UO O3 H23 SING N N 53 2UO C15 H24 SING N N 54 2UO C15 H25 SING N N 55 2UO C16 H28 SING N N 56 2UO C19 H29 SING N N 57 2UO C19 H30 SING N N 58 2UO C19 H31 SING N N 59 2UO C17 H32 SING N N 60 2UO C17 H33 SING N N 61 2UO C18 H34 SING N N 62 2UO C18 H35 SING N N 63 2UO C18 H36 SING N N 64 # # 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 2UO InChI InChI 1.03 "InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1" 2UO InChIKey InChI 1.03 AJLFOPYRIVGYMJ-INTXDZFKSA-N 2UO SMILES_CANONICAL CACTVS 3.385 "CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12" 2UO SMILES CACTVS 3.385 "CC[CH](C)C(=O)O[CH]1CCC=C2C=C[CH](C)[CH](CC[CH]3C[CH](O)CC(=O)O3)[CH]12" 2UO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O" 2UO SMILES "OpenEye OEToolkits" 2.0.6 "CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O" # _pdbx_chem_comp_identifier.comp_id 2UO _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "[(1~{S},7~{S},8~{S},8~{a}~{R})-7-methyl-8-[2-[(2~{R},4~{R})-4-oxidanyl-6-oxidanylidene-oxan-2-yl]ethyl]-1,2,3,7,8,8~{a}-hexahydronaphthalen-1-yl] (2~{S})-2-methylbutanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2UO "Create component" 2014-02-12 RCSB 2UO "Initial release" 2015-02-18 RCSB 2UO "Modify formula" 2017-07-19 RCSB 2UO "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2UO _pdbx_chem_comp_synonyms.name "(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##