data_O8S # _chem_comp.id O8S _chem_comp.name "(2R)-2-[(3S,4R,5E,10E,12E,14S,26aR)-14-hydroxy-4,12-dimethyl-1,7,16,22-tetraoxo-4,7,8,9,14,15,16,17,24,25,26,26a-dodecahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosin-3-yl]propyl [4-(trifluoromethyl)phenyl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H41 F3 N4 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-18 _chem_comp.pdbx_modified_date 2020-06-12 _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 730.727 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O8S _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 6PCS _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 O8S C13 C1 C 0 1 N N N 254.002 261.320 249.052 -0.271 -5.167 1.218 C13 O8S 1 O8S C15 C2 C 0 1 N N N 253.083 260.436 248.369 0.459 -4.709 2.416 C15 O8S 2 O8S C17 C3 C 0 1 N N N 251.105 259.883 246.944 0.831 -3.068 4.225 C17 O8S 3 O8S C20 C4 C 0 1 N N N 252.051 257.872 243.999 -0.417 0.477 4.126 C20 O8S 4 O8S C21 C5 C 0 1 N N N 252.383 256.662 243.521 -0.129 1.578 3.436 C21 O8S 5 O8S C22 C6 C 0 1 N N R 252.873 256.372 242.117 -1.098 2.729 3.392 C22 O8S 6 O8S C24 C7 C 0 1 N N S 254.322 255.846 242.147 -1.311 3.144 1.934 C24 O8S 7 O8S C26 C8 C 0 1 N N N 253.914 254.390 240.021 -1.495 0.708 1.409 C26 O8S 8 O8S C02 C9 C 0 1 N N S 255.849 261.395 250.844 -2.017 -4.897 -0.500 C02 O8S 9 O8S C03 C10 C 0 1 N N N 257.113 260.577 251.036 -3.265 -4.039 -0.707 C03 O8S 10 O8S C04 C11 C 0 1 N N N 257.982 260.477 249.800 -3.199 -3.327 -2.031 C04 O8S 11 O8S C05 C12 C 0 1 N N N 259.058 259.408 249.812 -4.429 -3.132 -2.880 C05 O8S 12 O8S C06 C13 C 0 1 Y N N 259.275 258.770 248.472 -4.886 -1.698 -2.773 C06 O8S 13 O8S C08 C14 C 0 1 Y N N 259.008 258.217 246.491 -5.347 0.239 -1.939 C08 O8S 14 O8S C09 C15 C 0 1 Y N N 260.363 258.183 246.757 -5.575 0.302 -3.272 C09 O8S 15 O8S C12 C16 C 0 1 N N N 254.843 260.741 249.929 -1.261 -4.431 0.720 C12 O8S 16 O8S C14 C17 C 0 1 N N N 253.883 262.827 248.894 0.111 -6.464 0.554 C14 O8S 17 O8S C16 C18 C 0 1 N N N 252.134 260.820 247.505 0.119 -3.568 2.994 C16 O8S 18 O8S C19 C19 C 0 1 N N N 251.681 258.080 245.365 0.468 -0.693 4.011 C19 O8S 19 O8S C23 C20 C 0 1 N N N 252.669 257.524 241.120 -0.528 3.909 4.182 C23 O8S 20 O8S C25 C21 C 0 1 N N R 254.893 255.230 240.855 -0.822 2.024 1.014 C25 O8S 21 O8S C27 C22 C 0 1 N N N 256.128 254.399 241.231 0.696 1.880 1.147 C27 O8S 22 O8S C29 C23 C 0 1 N N N 258.084 255.231 240.181 2.606 1.430 -0.211 C29 O8S 23 O8S C31 C24 C 0 1 Y N N 260.391 255.190 239.342 4.587 0.952 -1.440 C31 O8S 24 O8S C32 C25 C 0 1 Y N N 261.410 254.252 239.479 5.125 0.074 -2.372 C32 O8S 25 O8S C33 C26 C 0 1 Y N N 262.736 254.664 239.432 6.491 -0.126 -2.421 C33 O8S 26 O8S C34 C27 C 0 1 Y N N 263.049 256.014 239.252 7.322 0.547 -1.544 C34 O8S 27 O8S C35 C28 C 0 1 N N N 264.514 256.437 239.198 8.811 0.327 -1.600 C35 O8S 28 O8S C39 C29 C 0 1 Y N N 262.017 256.953 239.119 6.788 1.422 -0.615 C39 O8S 29 O8S C40 C30 C 0 1 Y N N 260.687 256.541 239.164 5.424 1.630 -0.565 C40 O8S 30 O8S C43 C31 C 0 1 N N N 255.722 257.068 243.690 -3.160 3.122 0.442 C43 O8S 31 O8S C44 C32 C 0 1 N N R 256.396 258.414 243.793 -4.564 3.445 0.004 C44 O8S 32 O8S C45 C33 C 0 1 N N N 255.361 259.551 243.875 -4.607 4.884 -0.536 C45 O8S 33 O8S C46 C34 C 0 1 N N N 256.043 260.648 244.640 -4.525 4.739 -2.065 C46 O8S 34 O8S C47 C35 C 0 1 N N N 256.794 259.855 245.665 -4.753 3.255 -2.366 C47 O8S 35 O8S C49 C36 C 0 1 N N N 258.387 257.965 245.226 -5.395 1.307 -0.940 C49 O8S 36 O8S F36 F1 F 0 1 N N N 265.193 255.634 238.380 9.074 -0.973 -2.046 F36 O8S 37 O8S F37 F2 F 0 1 N N N 265.040 256.344 240.419 9.386 1.248 -2.484 F37 O8S 38 O8S F38 F3 F 0 1 N N N 264.660 257.690 238.767 9.358 0.502 -0.324 F38 O8S 39 O8S N07 N1 N 0 1 Y N N 258.356 258.440 247.614 -4.965 -1.045 -1.654 N07 O8S 40 O8S N18 N2 N 0 1 N N N 251.518 259.369 245.653 0.145 -1.835 4.672 N18 O8S 41 O8S N30 N3 N 0 1 N N N 259.084 254.723 239.390 3.203 1.156 -1.388 N30 O8S 42 O8S N48 N4 N 0 1 N N N 257.256 258.667 244.955 -4.945 2.554 -1.093 N48 O8S 43 O8S O01 O1 O 0 1 N N N 255.245 261.434 252.101 -2.404 -6.261 -0.324 O01 O8S 44 O8S O10 O2 O 0 1 Y N N 260.539 258.579 248.036 -5.292 -0.913 -3.779 O10 O8S 45 O8S O11 O3 O 0 1 N N N 257.826 261.214 248.829 -2.138 -2.901 -2.421 O11 O8S 46 O8S O28 O4 O 0 1 N N N 257.093 254.343 240.200 1.270 1.587 -0.154 O28 O8S 47 O8S O41 O5 O 0 1 N N N 258.114 256.274 240.834 3.274 1.535 0.799 O41 O8S 48 O8S O42 O6 O 0 1 N N N 255.179 256.927 242.481 -2.718 3.396 1.677 O42 O8S 49 O8S O50 O7 O 0 1 N N N 258.884 257.147 244.449 -5.895 1.031 0.134 O50 O8S 50 O8S O51 O8 O 0 1 N N N 255.643 256.255 244.610 -2.408 2.598 -0.346 O51 O8S 51 O8S O52 O9 O 0 1 N N N 251.533 257.177 246.183 1.475 -0.639 3.332 O52 O8S 52 O8S H151 H2 H 0 0 N N N 253.169 259.379 248.572 1.266 -5.309 2.809 H151 O8S 53 O8S H172 H3 H 0 0 N N N 250.153 260.422 246.829 0.785 -3.822 5.010 H172 O8S 54 O8S H171 H4 H 0 0 N N N 250.968 259.041 247.639 1.871 -2.847 3.985 H171 O8S 55 O8S H201 H5 H 0 0 N N N 252.064 258.718 243.328 -1.291 0.429 4.756 H201 O8S 56 O8S H211 H6 H 0 0 N N N 252.293 255.823 244.195 0.783 1.619 2.856 H211 O8S 57 O8S H221 H7 H 0 0 N N N 252.259 255.539 241.745 -2.050 2.422 3.826 H221 O8S 58 O8S H241 H8 H 0 0 N N N 254.382 255.081 242.935 -0.740 4.050 1.731 H241 O8S 59 O8S H263 H9 H 0 0 N N N 253.036 255.000 239.761 -1.378 0.548 2.481 H263 O8S 60 O8S H262 H10 H 0 0 N N N 254.412 254.053 239.100 -2.556 0.754 1.162 H262 O8S 61 O8S H261 H11 H 0 0 N N N 253.592 253.515 240.605 -1.031 -0.115 0.866 H261 O8S 62 O8S H021 H12 H 0 0 N N N 256.101 262.401 250.476 -1.373 -4.817 -1.376 H021 O8S 63 O8S H031 H13 H 0 0 N N N 256.823 259.559 251.337 -4.148 -4.677 -0.686 H031 O8S 64 O8S H032 H14 H 0 0 N N N 257.706 261.041 251.838 -3.333 -3.302 0.092 H032 O8S 65 O8S H052 H15 H 0 0 N N N 258.765 258.626 250.528 -4.195 -3.363 -3.919 H052 O8S 66 O8S H051 H16 H 0 0 N N N 260.003 259.867 250.137 -5.221 -3.795 -2.529 H051 O8S 67 O8S H091 H17 H 0 0 N N N 261.141 257.892 246.067 -5.919 1.164 -3.824 H091 O8S 68 O8S H122 H18 H 0 0 N N N 254.791 259.664 249.985 -1.515 -3.491 1.185 H122 O8S 69 O8S H141 H20 H 0 0 N N N 254.666 263.321 249.487 -0.164 -6.428 -0.500 H141 O8S 70 O8S H142 H21 H 0 0 N N N 254.002 263.095 247.834 1.187 -6.614 0.643 H142 O8S 71 O8S H143 H22 H 0 0 N N N 252.894 263.156 249.246 -0.412 -7.288 1.039 H143 O8S 72 O8S H161 H23 H 0 0 N N N 252.108 261.855 247.197 -0.689 -2.977 2.576 H161 O8S 73 O8S H231 H24 H 0 0 N N N 251.619 257.852 241.147 -1.226 4.745 4.141 H231 O8S 74 O8S H232 H25 H 0 0 N N N 253.323 258.365 241.393 -0.377 3.612 5.220 H232 O8S 75 O8S H233 H26 H 0 0 N N N 252.919 257.180 240.106 0.425 4.210 3.748 H233 O8S 76 O8S H251 H27 H 0 0 N N N 255.236 256.060 240.220 -1.075 2.265 -0.019 H251 O8S 77 O8S H271 H28 H 0 0 N N N 255.803 253.374 241.463 1.117 2.811 1.528 H271 O8S 78 O8S H272 H29 H 0 0 N N N 256.593 254.846 242.122 0.925 1.068 1.837 H272 O8S 79 O8S H321 H30 H 0 0 N N N 261.171 253.208 239.621 4.477 -0.453 -3.056 H321 O8S 80 O8S H331 H31 H 0 0 N N N 263.529 253.938 239.535 6.911 -0.809 -3.145 H331 O8S 81 O8S H391 H32 H 0 0 N N N 262.253 257.998 238.981 7.440 1.950 0.065 H391 O8S 82 O8S H401 H33 H 0 0 N N N 259.890 257.263 239.062 5.008 2.314 0.161 H401 O8S 83 O8S H441 H35 H 0 0 N N N 256.989 258.568 242.879 -5.257 3.329 0.834 H441 O8S 84 O8S H451 H36 H 0 0 N N N 255.086 259.896 242.867 -5.541 5.367 -0.251 H451 O8S 85 O8S H452 H37 H 0 0 N N N 254.458 259.214 244.406 -3.755 5.453 -0.164 H452 O8S 86 O8S H462 H38 H 0 0 N N N 256.724 261.226 243.998 -5.299 5.342 -2.540 H462 O8S 87 O8S H461 H39 H 0 0 N N N 255.315 261.327 245.108 -3.541 5.047 -2.418 H461 O8S 88 O8S H471 H40 H 0 0 N N N 257.647 260.431 246.051 -5.640 3.138 -2.989 H471 O8S 89 O8S H472 H41 H 0 0 N N N 256.133 259.575 246.499 -3.884 2.847 -2.882 H472 O8S 90 O8S H181 H42 H 0 0 N N N 251.693 260.032 244.925 -0.499 -1.842 5.397 H181 O8S 91 O8S H301 H43 H 0 0 N N N 258.852 253.951 238.798 2.674 1.101 -2.199 H301 O8S 92 O8S H011 H44 H 0 0 N N N 255.836 261.839 252.725 -2.949 -6.611 -1.042 H011 O8S 93 # # 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 O8S F36 C35 SING N N 1 O8S F38 C35 SING N N 2 O8S C39 C40 DOUB Y N 3 O8S C39 C34 SING Y N 4 O8S C40 C31 SING Y N 5 O8S C35 C34 SING N N 6 O8S C35 F37 SING N N 7 O8S C34 C33 DOUB Y N 8 O8S C31 N30 SING N N 9 O8S C31 C32 DOUB Y N 10 O8S N30 C29 SING N N 11 O8S C33 C32 SING Y N 12 O8S C26 C25 SING N N 13 O8S C29 O28 SING N N 14 O8S C29 O41 DOUB N N 15 O8S O28 C27 SING N N 16 O8S C25 C27 SING N N 17 O8S C25 C24 SING N N 18 O8S C23 C22 SING N N 19 O8S C22 C24 SING N N 20 O8S C22 C21 SING N N 21 O8S C24 O42 SING N N 22 O8S O42 C43 SING N N 23 O8S C21 C20 DOUB N E 24 O8S C43 C44 SING N N 25 O8S C43 O51 DOUB N N 26 O8S C44 C45 SING N N 27 O8S C44 N48 SING N N 28 O8S C45 C46 SING N N 29 O8S C20 C19 SING N N 30 O8S O50 C49 DOUB N N 31 O8S C46 C47 SING N N 32 O8S N48 C49 SING N N 33 O8S N48 C47 SING N N 34 O8S C49 C08 SING N N 35 O8S C19 N18 SING N N 36 O8S C19 O52 DOUB N N 37 O8S N18 C17 SING N N 38 O8S C08 C09 DOUB Y N 39 O8S C08 N07 SING Y N 40 O8S C09 O10 SING Y N 41 O8S C17 C16 SING N N 42 O8S C16 C15 DOUB N E 43 O8S N07 C06 DOUB Y N 44 O8S O10 C06 SING Y N 45 O8S C15 C13 SING N N 46 O8S C06 C05 SING N N 47 O8S O11 C04 DOUB N N 48 O8S C14 C13 SING N N 49 O8S C13 C12 DOUB N E 50 O8S C04 C05 SING N N 51 O8S C04 C03 SING N N 52 O8S C12 C02 SING N N 53 O8S C02 C03 SING N N 54 O8S C02 O01 SING N N 55 O8S C15 H151 SING N N 56 O8S C17 H172 SING N N 57 O8S C17 H171 SING N N 58 O8S C20 H201 SING N N 59 O8S C21 H211 SING N N 60 O8S C22 H221 SING N N 61 O8S C24 H241 SING N N 62 O8S C26 H263 SING N N 63 O8S C26 H262 SING N N 64 O8S C26 H261 SING N N 65 O8S C02 H021 SING N N 66 O8S C03 H031 SING N N 67 O8S C03 H032 SING N N 68 O8S C05 H052 SING N N 69 O8S C05 H051 SING N N 70 O8S C09 H091 SING N N 71 O8S C12 H122 SING N N 72 O8S C14 H141 SING N N 73 O8S C14 H142 SING N N 74 O8S C14 H143 SING N N 75 O8S C16 H161 SING N N 76 O8S C23 H231 SING N N 77 O8S C23 H232 SING N N 78 O8S C23 H233 SING N N 79 O8S C25 H251 SING N N 80 O8S C27 H271 SING N N 81 O8S C27 H272 SING N N 82 O8S C32 H321 SING N N 83 O8S C33 H331 SING N N 84 O8S C39 H391 SING N N 85 O8S C40 H401 SING N N 86 O8S C44 H441 SING N N 87 O8S C45 H451 SING N N 88 O8S C45 H452 SING N N 89 O8S C46 H462 SING N N 90 O8S C46 H461 SING N N 91 O8S C47 H471 SING N N 92 O8S C47 H472 SING N N 93 O8S N18 H181 SING N N 94 O8S N30 H301 SING N N 95 O8S O01 H011 SING N N 96 # # 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 O8S SMILES ACDLabs 12.01 "C2(=CC(CC(Cc1nc(co1)C(N4C(C(=O)OC(C(C=CC(NCC=C2)=O)C)C(C)COC(=O)Nc3ccc(C(F)(F)F)cc3)CCC4)=O)=O)O)C" O8S InChI InChI 1.03 "InChI=1S/C36H41F3N4O9/c1-21-6-4-14-40-30(46)13-8-22(2)32(23(3)19-51-35(49)41-25-11-9-24(10-12-25)36(37,38)39)52-34(48)29-7-5-15-43(29)33(47)28-20-50-31(42-28)18-27(45)17-26(44)16-21/h4,6,8-13,16,20,22-23,26,29,32,44H,5,7,14-15,17-19H2,1-3H3,(H,40,46)(H,41,49)/b6-4+,13-8+,21-16+/t22-,23-,26-,29-,32+/m1/s1" O8S InChIKey InChI 1.03 QSYJCJBWWVFSHG-FJYLNHJQSA-N O8S SMILES_CANONICAL CACTVS 3.385 "C[C@H](COC(=O)Nc1ccc(cc1)C(F)(F)F)[C@H]2OC(=O)[C@H]3CCCN3C(=O)c4coc(CC(=O)C[C@H](O)/C=C(C)/C=C/CNC(=O)/C=C/[C@H]2C)n4" O8S SMILES CACTVS 3.385 "C[CH](COC(=O)Nc1ccc(cc1)C(F)(F)F)[CH]2OC(=O)[CH]3CCCN3C(=O)c4coc(CC(=O)C[CH](O)C=C(C)C=CCNC(=O)C=C[CH]2C)n4" O8S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)Cc2nc(co2)C(=O)N3CCC[C@@H]3C(=O)O[C@@H]1[C@H](C)COC(=O)Nc4ccc(cc4)C(F)(F)F)O)/C" O8S SMILES "OpenEye OEToolkits" 2.0.7 "CC1C=CC(=O)NCC=CC(=CC(CC(=O)Cc2nc(co2)C(=O)N3CCCC3C(=O)OC1C(C)COC(=O)Nc4ccc(cc4)C(F)(F)F)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 O8S "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[(3S,4R,5E,10E,12E,14S,26aR)-14-hydroxy-4,12-dimethyl-1,7,16,22-tetraoxo-4,7,8,9,14,15,16,17,24,25,26,26a-dodecahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosin-3-yl]propyl [4-(trifluoromethyl)phenyl]carbamate" O8S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R})-2-[(7~{R},10~{S},11~{R},12~{E},17~{E},19~{E},21~{S})-11,19-dimethyl-21-oxidanyl-2,8,14,23-tetrakis(oxidanylidene)-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.0^{3,7}]octacosa-1(27),12,17,19,25(28)-pentaen-10-yl]propyl] ~{N}-[4-(trifluoromethyl)phenyl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O8S "Create component" 2019-06-18 RCSB O8S "Other modification" 2019-06-18 RCSB O8S "Initial release" 2020-06-17 RCSB ##