data_BC9 # _chem_comp.id BC9 _chem_comp.name "(1R,2R)-2-[(2S,6E,8R,9S,11R,13S,15S,16S)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadec-6-en-2-yl]cyclobutanecarboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H43 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-24 _chem_comp.pdbx_modified_date 2015-09-25 _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 477.633 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BC9 _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 4TTV _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 BC9 C1 C1 C 0 1 N N R 34.032 -11.946 33.157 -3.697 -1.969 0.181 C1 BC9 1 BC9 C2 C2 C 0 1 N N R 35.203 -11.822 34.063 -4.932 -1.176 -0.280 C2 BC9 2 BC9 C3 C3 C 0 1 N N N 35.054 -10.330 34.043 -5.642 -2.531 -0.444 C3 BC9 3 BC9 C5 C4 C 0 1 N N N 33.942 -10.452 33.041 -4.247 -3.149 -0.637 C5 BC9 4 BC9 C6 C5 C 0 1 N N S 34.323 -12.628 31.852 -2.377 -1.412 -0.355 C6 BC9 5 BC9 C7 C6 C 0 1 N N N 33.000 -12.400 31.181 -1.219 -2.273 0.154 C7 BC9 6 BC9 C8 C7 C 0 1 N N N 32.486 -13.510 30.352 0.084 -1.821 -0.505 C8 BC9 7 BC9 C9 C8 C 0 1 N N N 31.276 -14.001 30.474 1.093 -2.973 -0.503 C9 BC9 8 BC9 C10 C9 C 0 1 N N N 31.111 -15.032 29.494 2.443 -2.455 -0.908 C10 BC9 9 BC9 C11 C10 C 0 1 N N N 30.063 -15.754 29.185 3.488 -2.400 -0.092 C11 BC9 10 BC9 C12 C11 C 0 1 N N N 28.964 -15.692 29.744 3.413 -2.836 1.269 C12 BC9 11 BC9 C13 C12 C 0 1 N N R 30.330 -16.673 28.067 4.803 -1.877 -0.619 C13 BC9 12 BC9 C14 C13 C 0 1 N N S 30.396 -18.071 28.579 4.992 -0.409 -0.225 C14 BC9 13 BC9 C15 C14 C 0 1 N N N 30.484 -18.965 27.375 6.318 0.086 -0.824 C15 BC9 14 BC9 C16 C15 C 0 1 N N N 31.612 -18.225 29.451 3.852 0.430 -0.790 C16 BC9 15 BC9 C17 C16 C 0 1 N N R 31.570 -19.494 30.262 3.375 1.490 0.208 C17 BC9 16 BC9 C18 C17 C 0 1 N N N 30.261 -19.600 30.986 2.905 0.798 1.494 C18 BC9 17 BC9 C19 C18 C 0 1 N N N 32.681 -19.507 31.286 2.175 2.212 -0.419 C19 BC9 18 BC9 C20 C19 C 0 1 N N S 34.016 -19.068 30.737 2.118 3.687 -0.094 C20 BC9 19 BC9 C21 C20 C 0 1 N N N 34.763 -20.218 30.132 2.660 4.059 1.281 C21 BC9 20 BC9 C22 C21 C 0 1 N N N 34.792 -18.490 31.889 0.767 4.323 -0.350 C22 BC9 21 BC9 C23 C22 C 0 1 N N S 36.265 -18.329 31.659 -0.463 3.672 0.245 C23 BC9 22 BC9 C24 C23 C 0 1 N N N 36.925 -18.691 32.956 -0.212 2.817 1.475 C24 BC9 23 BC9 C25 C24 C 0 1 N N S 36.616 -16.911 31.285 -1.242 2.906 -0.822 C25 BC9 24 BC9 C26 C25 C 0 1 N N N 36.077 -15.982 32.344 -2.568 2.378 -0.277 C26 BC9 25 BC9 C27 C26 C 0 1 N N N 35.833 -14.556 31.964 -2.724 0.928 -0.667 C27 BC9 26 BC9 O28 O1 O 0 1 N N N 36.714 -13.862 31.584 -3.322 0.650 -1.682 O28 BC9 27 BC9 O29 O2 O 0 1 N N N 34.522 -14.005 32.086 -2.205 -0.043 0.099 O29 BC9 28 BC9 C30 C27 C 0 1 N N N 34.877 -12.395 35.377 -5.529 -0.309 0.798 C30 BC9 29 BC9 O31 O3 O 0 1 N N N 33.784 -12.146 35.861 -5.033 -0.286 1.900 O31 BC9 30 BC9 O32 O4 O 0 1 N N N 35.715 -13.102 35.923 -6.613 0.438 0.535 O32 BC9 31 BC9 O33 O5 O 0 1 N N N 29.298 -16.551 27.119 5.870 -2.649 -0.058 O33 BC9 32 BC9 O34 O6 O 0 1 N N N 35.989 -16.651 30.054 -0.475 1.823 -1.341 O34 BC9 33 BC9 N35 N1 N 0 1 N N N 27.940 -15.644 30.254 3.353 -3.182 2.349 N35 BC9 34 BC9 H1 H1 H 0 1 N N N 33.155 -12.376 33.663 -3.673 -2.155 1.255 H1 BC9 35 BC9 H2 H2 H 0 1 N N N 36.148 -12.182 33.630 -4.783 -0.643 -1.218 H2 BC9 36 BC9 H3 H3 H 0 1 N N N 35.939 -9.796 33.668 -6.150 -2.870 0.458 H3 BC9 37 BC9 H4 H4 H 0 1 N N N 34.745 -9.897 35.006 -6.272 -2.588 -1.332 H4 BC9 38 BC9 H5 H5 H 0 1 N N N 34.187 -10.060 32.043 -3.912 -3.157 -1.673 H5 BC9 39 BC9 H6 H6 H 0 1 N N N 32.983 -10.029 33.375 -4.126 -4.115 -0.145 H6 BC9 40 BC9 H7 H7 H 0 1 N N N 35.151 -12.149 31.309 -2.388 -1.434 -1.445 H7 BC9 41 BC9 H8 H8 H 0 1 N N N 33.101 -11.517 30.533 -1.138 -2.167 1.236 H8 BC9 42 BC9 H9 H9 H 0 1 N N N 32.257 -12.196 31.966 -1.412 -3.317 -0.094 H9 BC9 43 BC9 H10 H10 H 0 1 N N N 33.172 -14.354 30.519 -0.116 -1.522 -1.535 H10 BC9 44 BC9 H11 H11 H 0 1 N N N 32.570 -13.171 29.309 0.497 -0.976 0.044 H11 BC9 45 BC9 H12 H12 H 0 1 N N N 30.533 -13.207 30.308 1.105 -3.447 0.472 H12 BC9 46 BC9 H13 H13 H 0 1 N N N 31.144 -14.421 31.482 0.769 -3.718 -1.241 H13 BC9 47 BC9 H14 H14 H 0 1 N N N 31.996 -15.250 28.915 2.578 -2.103 -1.932 H14 BC9 48 BC9 H15 H15 H 0 1 N N N 31.296 -16.414 27.609 4.823 -1.967 -1.705 H15 BC9 49 BC9 H16 H16 H 0 1 N N N 29.489 -18.306 29.156 5.053 -0.333 0.856 H16 BC9 50 BC9 H17 H17 H 0 1 N N N 30.535 -20.015 27.700 6.283 -0.007 -1.910 H17 BC9 51 BC9 H18 H18 H 0 1 N N N 29.594 -18.820 26.745 6.471 1.132 -0.554 H18 BC9 52 BC9 H19 H19 H 0 1 N N N 31.387 -18.715 26.798 7.140 -0.513 -0.434 H19 BC9 53 BC9 H20 H20 H 0 1 N N N 32.507 -18.242 28.812 4.197 0.941 -1.696 H20 BC9 54 BC9 H21 H21 H 0 1 N N N 31.668 -17.367 30.137 3.016 -0.219 -1.056 H21 BC9 55 BC9 H22 H22 H 0 1 N N N 31.686 -20.358 29.591 4.181 2.179 0.418 H22 BC9 56 BC9 H23 H23 H 0 1 N N N 30.241 -20.529 31.574 3.733 0.236 1.927 H23 BC9 57 BC9 H24 H24 H 0 1 N N N 30.143 -18.738 31.659 2.565 1.549 2.207 H24 BC9 58 BC9 H25 H25 H 0 1 N N N 29.438 -19.611 30.256 2.085 0.119 1.263 H25 BC9 59 BC9 H26 H26 H 0 1 N N N 32.404 -18.830 32.108 2.263 2.099 -1.515 H26 BC9 60 BC9 H27 H27 H 0 1 N N N 32.784 -20.531 31.673 1.280 1.678 -0.119 H27 BC9 61 BC9 H28 H28 H 0 1 N N N 33.859 -18.290 29.975 2.823 4.176 -0.822 H28 BC9 62 BC9 H29 H29 H 0 1 N N N 35.729 -19.864 29.742 3.707 3.761 1.351 H29 BC9 63 BC9 H30 H30 H 0 1 N N N 34.937 -20.987 30.899 2.578 5.136 1.424 H30 BC9 64 BC9 H31 H31 H 0 1 N N N 34.171 -20.648 29.310 2.084 3.545 2.050 H31 BC9 65 BC9 H32 H32 H 0 1 N N N 34.374 -17.498 32.115 0.810 5.372 0.002 H32 BC9 66 BC9 H33 H33 H 0 1 N N N 34.655 -19.152 32.756 0.615 4.408 -1.442 H33 BC9 67 BC9 H34 H34 H 0 1 N N N 36.597 -19.016 30.866 -1.136 4.503 0.573 H34 BC9 68 BC9 H35 H35 H 0 1 N N N 36.666 -19.726 33.224 0.325 3.403 2.221 H35 BC9 69 BC9 H36 H36 H 0 1 N N N 38.016 -18.603 32.849 -1.165 2.488 1.889 H36 BC9 70 BC9 H37 H37 H 0 1 N N N 36.578 -18.010 33.747 0.383 1.948 1.198 H37 BC9 71 BC9 H38 H38 H 0 1 N N N 37.708 -16.802 31.211 -1.463 3.599 -1.648 H38 BC9 72 BC9 H39 H39 H 0 1 N N N 35.119 -16.398 32.688 -2.630 2.478 0.799 H39 BC9 73 BC9 H40 H40 H 0 1 N N N 36.796 -15.981 33.176 -3.386 2.950 -0.733 H40 BC9 74 BC9 H41 H41 H 0 1 N N N 35.377 -13.409 36.756 -6.960 0.979 1.258 H41 BC9 75 BC9 H42 H42 H 0 1 N N N 29.265 -15.657 26.800 5.823 -3.593 -0.264 H42 BC9 76 BC9 H43 H43 H 0 1 N N N 36.185 -15.763 29.780 -0.930 1.308 -2.022 H43 BC9 77 # 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 BC9 O33 C13 SING N N 1 BC9 C15 C14 SING N N 2 BC9 C13 C14 SING N N 3 BC9 C13 C11 SING N N 4 BC9 C14 C16 SING N N 5 BC9 C11 C10 DOUB N E 6 BC9 C11 C12 SING N N 7 BC9 C16 C17 SING N N 8 BC9 C10 C9 SING N N 9 BC9 C12 N35 TRIP N N 10 BC9 O34 C25 SING N N 11 BC9 C21 C20 SING N N 12 BC9 C17 C18 SING N N 13 BC9 C17 C19 SING N N 14 BC9 C8 C9 SING N N 15 BC9 C8 C7 SING N N 16 BC9 C20 C19 SING N N 17 BC9 C20 C22 SING N N 18 BC9 C7 C6 SING N N 19 BC9 C25 C23 SING N N 20 BC9 C25 C26 SING N N 21 BC9 O28 C27 DOUB N N 22 BC9 C23 C22 SING N N 23 BC9 C23 C24 SING N N 24 BC9 C6 O29 SING N N 25 BC9 C6 C1 SING N N 26 BC9 C27 O29 SING N N 27 BC9 C27 C26 SING N N 28 BC9 C5 C1 SING N N 29 BC9 C5 C3 SING N N 30 BC9 C1 C2 SING N N 31 BC9 C3 C2 SING N N 32 BC9 C2 C30 SING N N 33 BC9 C30 O31 DOUB N N 34 BC9 C30 O32 SING N N 35 BC9 C1 H1 SING N N 36 BC9 C2 H2 SING N N 37 BC9 C3 H3 SING N N 38 BC9 C3 H4 SING N N 39 BC9 C5 H5 SING N N 40 BC9 C5 H6 SING N N 41 BC9 C6 H7 SING N N 42 BC9 C7 H8 SING N N 43 BC9 C7 H9 SING N N 44 BC9 C8 H10 SING N N 45 BC9 C8 H11 SING N N 46 BC9 C9 H12 SING N N 47 BC9 C9 H13 SING N N 48 BC9 C10 H14 SING N N 49 BC9 C13 H15 SING N N 50 BC9 C14 H16 SING N N 51 BC9 C15 H17 SING N N 52 BC9 C15 H18 SING N N 53 BC9 C15 H19 SING N N 54 BC9 C16 H20 SING N N 55 BC9 C16 H21 SING N N 56 BC9 C17 H22 SING N N 57 BC9 C18 H23 SING N N 58 BC9 C18 H24 SING N N 59 BC9 C18 H25 SING N N 60 BC9 C19 H26 SING N N 61 BC9 C19 H27 SING N N 62 BC9 C20 H28 SING N N 63 BC9 C21 H29 SING N N 64 BC9 C21 H30 SING N N 65 BC9 C21 H31 SING N N 66 BC9 C22 H32 SING N N 67 BC9 C22 H33 SING N N 68 BC9 C23 H34 SING N N 69 BC9 C24 H35 SING N N 70 BC9 C24 H36 SING N N 71 BC9 C24 H37 SING N N 72 BC9 C25 H38 SING N N 73 BC9 C26 H39 SING N N 74 BC9 C26 H40 SING N N 75 BC9 O32 H41 SING N N 76 BC9 O33 H42 SING N N 77 BC9 O34 H43 SING N N 78 # 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 BC9 SMILES ACDLabs 12.01 "O=C(O)C1CCC1C2OC(=O)CC(O)C(C)CC(C)CC(C)CC(C(O)C(C#N)=CCCC2)C" BC9 InChI InChI 1.03 "InChI=1S/C27H43NO6/c1-16-11-17(2)13-19(4)26(31)20(15-28)7-5-6-8-24(21-9-10-22(21)27(32)33)34-25(30)14-23(29)18(3)12-16/h7,16-19,21-24,26,29,31H,5-6,8-14H2,1-4H3,(H,32,33)/b20-7+/t16-,17+,18-,19-,21+,22+,23-,24-,26+/m0/s1" BC9 InChIKey InChI 1.03 KHMHNBNVTBTHJD-IIZLMIOOSA-N BC9 SMILES_CANONICAL CACTVS 3.385 "C[C@H]1C[C@@H](C)C[C@H](C)[C@@H](O)C(=C/CCC[C@H](OC(=O)C[C@H](O)[C@@H](C)C1)[C@@H]2CC[C@H]2C(O)=O)/C#N" BC9 SMILES CACTVS 3.385 "C[CH]1C[CH](C)C[CH](C)[CH](O)C(=CCCC[CH](OC(=O)C[CH](O)[CH](C)C1)[CH]2CC[CH]2C(O)=O)C#N" BC9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1C[C@H](C[C@@H]([C@H](/C(=C/CCC[C@H](OC(=O)C[C@@H]([C@H](C1)C)O)[C@@H]2CC[C@H]2C(=O)O)/C#N)O)C)C" BC9 SMILES "OpenEye OEToolkits" 1.9.2 "CC1CC(CC(C(C(=CCCCC(OC(=O)CC(C(C1)C)O)C2CCC2C(=O)O)C#N)O)C)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 BC9 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R)-2-[(2S,6E,8R,9S,11R,13S,15S,16S)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadec-6-en-2-yl]cyclobutanecarboxylic acid" BC9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,2R)-2-[(2S,6E,8R,9S,11R,13S,15S,16S)-7-cyano-9,11,13,15-tetramethyl-8,16-bis(oxidanyl)-18-oxidanylidene-1-oxacyclooctadec-6-en-2-yl]cyclobutane-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 BC9 "Create component" 2014-06-24 RCSB BC9 "Modify descriptor" 2014-09-05 RCSB BC9 "Initial release" 2015-09-30 RCSB #