data_AB8 # _chem_comp.id AB8 _chem_comp.name ;(1S,3R,8AS)-8-(2-{(4S,6S)-3-(4-HYDROXY-3-METHOXYBENZYL)-4-[2-(METHYLAMINO)-2-OXOETHYL]-2-OXO-1,3-OXAZINAN-6-YL}ETHYL)-3 ,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRONAPHTHALEN-1-YL (2R)-2-METHYLBUTANOATE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H48 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;LFA878; (S)-2-METHYL-BUTYRIC ACID (1S,3R,7S,8S,8AR)-8-{2-[(4R,6R)-3-(4-HYDROXY-3-METHOXY-BENZYL)-4-METHYLCARBAMOYLMETHYL-2-OXO-[1,3]OXAZINAN-6-YL]-ETHYL}- 3,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRO-NAPHTHALEN-1-YL ESTER ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-09-07 _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 596.754 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AB8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1XDG _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 AB8 C88 C88 C 0 1 N N N 52.363 28.625 15.921 6.400 0.196 -1.825 C88 AB8 1 AB8 O87 O87 O 0 1 N N N 52.573 27.341 15.317 6.389 1.574 -1.449 O87 AB8 2 AB8 C79 C79 C 0 1 Y N N 51.892 26.228 15.844 5.672 1.661 -0.297 C79 AB8 3 AB8 C80 C80 C 0 1 Y N N 52.452 24.970 15.612 5.486 2.896 0.318 C80 AB8 4 AB8 O85 O85 O 0 1 N N N 53.639 24.887 14.894 6.022 4.018 -0.233 O85 AB8 5 AB8 C81 C81 C 0 1 Y N N 51.846 23.814 16.097 4.754 2.979 1.491 C81 AB8 6 AB8 C83 C83 C 0 1 Y N N 50.652 23.932 16.802 4.210 1.838 2.050 C83 AB8 7 AB8 C77 C77 C 0 1 Y N N 50.696 26.331 16.553 5.128 0.520 0.271 C77 AB8 8 AB8 C76 C76 C 0 1 Y N N 50.078 25.176 17.027 4.394 0.611 1.439 C76 AB8 9 AB8 C73 C73 C 0 1 N N N 48.789 25.237 17.821 3.799 -0.631 2.052 C73 AB8 10 AB8 N1 N1 N 0 1 N N N 49.177 24.915 19.182 2.501 -0.907 1.433 N1 AB8 11 AB8 C2 C2 C 0 1 N N R 50.045 25.808 19.957 2.471 -1.648 0.175 C2 AB8 12 AB8 C62 C62 C 0 1 N N N 49.410 27.239 20.094 3.527 -2.754 0.218 C62 AB8 13 AB8 C65 C65 C 0 1 N N N 50.246 28.234 20.898 3.602 -3.430 -1.127 C65 AB8 14 AB8 N67 N67 N 0 1 N N N 49.666 28.884 21.941 4.379 -4.519 -1.291 N67 AB8 15 AB8 C69 C69 C 0 1 N N N 50.223 30.140 22.444 4.451 -5.176 -2.599 C69 AB8 16 AB8 O66 O66 O 0 1 N N N 51.427 28.348 20.604 2.964 -2.993 -2.061 O66 AB8 17 AB8 C4 C4 C 0 1 N N N 50.393 25.278 21.361 1.091 -2.274 -0.039 C4 AB8 18 AB8 C7 C7 C 0 1 N N R 50.281 23.713 21.348 0.024 -1.194 0.191 C7 AB8 19 AB8 O9 O9 O 0 1 N N N 48.946 23.401 20.954 0.163 -0.715 1.560 O9 AB8 20 AB8 C10 C10 C 0 1 N N N 48.617 23.825 19.741 1.394 -0.467 2.044 C10 AB8 21 AB8 O11 O11 O 0 1 N N N 47.769 23.162 19.146 1.504 0.177 3.069 O11 AB8 22 AB8 C12 C12 C 0 1 N N N 50.494 23.164 22.774 -1.370 -1.791 -0.011 C12 AB8 23 AB8 C15 C15 C 0 1 N N N 50.464 21.604 22.859 -2.421 -0.686 0.117 C15 AB8 24 AB8 C18 C18 C 0 1 N N S 50.526 21.149 24.332 -3.815 -1.283 -0.085 C18 AB8 25 AB8 C20 C20 C 0 1 N N R 50.413 19.613 24.271 -4.870 -0.347 0.508 C20 AB8 26 AB8 C31 C31 C 0 1 N N N 50.375 19.071 25.663 -6.222 -0.939 0.247 C31 AB8 27 AB8 C32 C32 C 0 1 N N N 49.722 19.865 26.727 -6.382 -2.387 0.515 C32 AB8 28 AB8 C34 C34 C 0 1 N N N 49.236 21.069 26.489 -5.311 -3.144 0.677 C34 AB8 29 AB8 C36 C36 C 0 1 N N S 49.355 21.745 25.144 -3.903 -2.634 0.627 C36 AB8 30 AB8 C38 C38 C 0 1 N N N 48.008 21.593 24.396 -3.378 -2.478 2.056 C38 AB8 31 AB8 C29 C29 C 0 1 N N N 50.906 17.881 25.945 -7.251 -0.246 -0.203 C29 AB8 32 AB8 C27 C27 C 0 1 N N R 51.580 16.972 24.951 -7.110 1.216 -0.542 C27 AB8 33 AB8 C42 C42 C 0 1 N N N 53.057 16.787 25.361 -8.128 1.602 -1.617 C42 AB8 34 AB8 C24 C24 C 0 1 N N N 51.473 17.478 23.494 -5.685 1.435 -1.071 C24 AB8 35 AB8 C22 C22 C 0 1 N N S 51.583 19.030 23.440 -4.699 1.077 0.039 C22 AB8 36 AB8 O46 O46 O 0 1 N N N 52.805 19.497 24.022 -3.346 1.252 -0.457 O46 AB8 37 AB8 C47 C47 C 0 1 N N N 53.887 19.422 23.259 -2.739 2.444 -0.345 C47 AB8 38 AB8 O48 O48 O 0 1 N N N 53.859 19.091 22.077 -3.319 3.371 0.169 O48 AB8 39 AB8 C49 C49 C 0 1 N N S 55.155 19.760 24.016 -1.334 2.626 -0.860 C49 AB8 40 AB8 C58 C58 C 0 1 N N N 56.140 18.571 23.980 -1.300 2.334 -2.361 C58 AB8 41 AB8 C51 C51 C 0 1 N N N 55.809 20.963 23.369 -0.882 4.066 -0.610 C51 AB8 42 AB8 C54 C54 C 0 1 N N N 54.863 22.163 23.578 0.585 4.217 -1.018 C54 AB8 43 AB8 H881 1H88 H 0 0 N N N 52.581 28.551 17.012 6.966 0.076 -2.749 H881 AB8 44 AB8 H882 2H88 H 0 0 N N N 52.903 29.507 15.503 6.865 -0.393 -1.035 H882 AB8 45 AB8 H883 3H88 H 0 0 N N N 51.270 28.844 15.934 5.377 -0.147 -1.980 H883 AB8 46 AB8 H85 H85 H 0 1 N N N 54.020 24.031 14.736 6.906 4.120 0.146 H85 AB8 47 AB8 H81 H81 H 0 1 N N N 52.303 22.825 15.926 4.608 3.937 1.970 H81 AB8 48 AB8 H83 H83 H 0 1 N N N 50.154 23.027 17.188 3.640 1.904 2.964 H83 AB8 49 AB8 H77 H77 H 0 1 N N N 50.242 27.319 16.738 5.270 -0.440 -0.204 H77 AB8 50 AB8 H731 1H73 H 0 0 N N N 47.976 24.590 17.416 3.666 -0.479 3.123 H731 AB8 51 AB8 H732 2H73 H 0 0 N N N 48.241 26.203 17.723 4.468 -1.475 1.885 H732 AB8 52 AB8 H2 H2 H 0 1 N N N 50.996 25.860 19.377 2.692 -0.970 -0.649 H2 AB8 53 AB8 H621 1H62 H 0 0 N N N 48.381 27.167 20.518 4.497 -2.321 0.462 H621 AB8 54 AB8 H622 2H62 H 0 0 N N N 49.175 27.656 19.087 3.256 -3.487 0.978 H622 AB8 55 AB8 H67 H67 H 0 1 N N N 48.836 28.442 22.335 4.889 -4.868 -0.544 H67 AB8 56 AB8 H691 1H69 H 0 0 N N N 50.300 30.853 21.590 3.457 -5.514 -2.892 H691 AB8 57 AB8 H692 2H69 H 0 0 N N N 49.747 30.673 23.300 4.828 -4.470 -3.340 H692 AB8 58 AB8 H693 3H69 H 0 0 N N N 51.296 29.969 22.695 5.123 -6.032 -2.539 H693 AB8 59 AB8 H41 1H4 H 0 1 N N N 49.770 25.744 22.160 0.944 -3.089 0.670 H41 AB8 60 AB8 H42 2H4 H 0 1 N N N 51.389 25.632 21.716 1.014 -2.653 -1.058 H42 AB8 61 AB8 H7 H7 H 0 1 N N N 51.041 23.271 20.662 0.177 -0.370 -0.506 H7 AB8 62 AB8 H121 1H12 H 0 0 N N N 49.757 23.610 23.481 -1.552 -2.554 0.746 H121 AB8 63 AB8 H122 2H12 H 0 0 N N N 51.438 23.563 23.212 -1.433 -2.239 -1.002 H122 AB8 64 AB8 H151 1H15 H 0 0 N N N 51.270 21.138 22.245 -2.240 0.077 -0.640 H151 AB8 65 AB8 H152 2H15 H 0 0 N N N 49.583 21.175 22.327 -2.358 -0.237 1.108 H152 AB8 66 AB8 H18 H18 H 0 1 N N N 51.462 21.488 24.835 -4.005 -1.417 -1.150 H18 AB8 67 AB8 H20 H20 H 0 1 N N N 49.469 19.311 23.760 -4.725 -0.343 1.588 H20 AB8 68 AB8 H32 H32 H 0 1 N N N 49.588 19.536 27.771 -7.369 -2.821 0.577 H32 AB8 69 AB8 H34 H34 H 0 1 N N N 48.748 21.495 27.382 -5.460 -4.198 0.858 H34 AB8 70 AB8 H36 H36 H 0 1 N N N 49.577 22.829 25.281 -3.282 -3.356 0.097 H36 AB8 71 AB8 H381 1H38 H 0 0 N N N 47.813 20.531 24.120 -3.400 -3.445 2.558 H381 AB8 72 AB8 H382 2H38 H 0 0 N N N 47.163 22.023 24.982 -2.353 -2.107 2.028 H382 AB8 73 AB8 H383 3H38 H 0 0 N N N 48.059 22.032 23.372 -4.006 -1.772 2.599 H383 AB8 74 AB8 H29 H29 H 0 1 N N N 50.786 17.645 27.016 -8.207 -0.732 -0.329 H29 AB8 75 AB8 H27 H27 H 0 1 N N N 51.048 15.992 24.971 -7.269 1.820 0.351 H27 AB8 76 AB8 H421 1H42 H 0 0 N N N 53.164 16.424 26.410 -7.973 0.984 -2.502 H421 AB8 77 AB8 H422 2H42 H 0 0 N N N 53.556 16.114 24.625 -9.137 1.444 -1.236 H422 AB8 78 AB8 H423 3H42 H 0 0 N N N 53.591 17.759 25.477 -7.999 2.652 -1.880 H423 AB8 79 AB8 H241 1H24 H 0 0 N N N 50.544 17.112 22.997 -5.555 2.479 -1.355 H241 AB8 80 AB8 H242 2H24 H 0 0 N N N 52.223 16.988 22.830 -5.513 0.795 -1.936 H242 AB8 81 AB8 H22 H22 H 0 1 N N N 51.553 19.351 22.373 -4.857 1.749 0.882 H22 AB8 82 AB8 H49 H49 H 0 1 N N N 54.895 19.982 25.077 -0.665 1.939 -0.341 H49 AB8 83 AB8 H581 1H58 H 0 0 N N N 56.355 18.243 22.936 -1.622 1.308 -2.539 H581 AB8 84 AB8 H582 2H58 H 0 0 N N N 57.073 18.820 24.537 -1.969 3.020 -2.880 H582 AB8 85 AB8 H583 3H58 H 0 0 N N N 55.671 17.632 24.356 -0.284 2.465 -2.734 H583 AB8 86 AB8 H511 1H51 H 0 0 N N N 56.071 20.795 22.298 -0.991 4.302 0.449 H511 AB8 87 AB8 H512 2H51 H 0 0 N N N 56.843 21.152 23.742 -1.495 4.747 -1.199 H512 AB8 88 AB8 H541 1H54 H 0 0 N N N 54.601 22.331 24.649 0.907 5.243 -0.840 H541 AB8 89 AB8 H542 2H54 H 0 0 N N N 55.345 23.049 23.102 1.199 3.536 -0.428 H542 AB8 90 AB8 H543 3H54 H 0 0 N N N 53.829 21.975 23.205 0.694 3.981 -2.076 H543 AB8 91 # # 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 AB8 C88 O87 SING N N 1 AB8 C88 H881 SING N N 2 AB8 C88 H882 SING N N 3 AB8 C88 H883 SING N N 4 AB8 O87 C79 SING N N 5 AB8 C79 C80 DOUB Y N 6 AB8 C79 C77 SING Y N 7 AB8 C80 O85 SING N N 8 AB8 C80 C81 SING Y N 9 AB8 O85 H85 SING N N 10 AB8 C81 C83 DOUB Y N 11 AB8 C81 H81 SING N N 12 AB8 C83 C76 SING Y N 13 AB8 C83 H83 SING N N 14 AB8 C77 C76 DOUB Y N 15 AB8 C77 H77 SING N N 16 AB8 C76 C73 SING N N 17 AB8 C73 N1 SING N N 18 AB8 C73 H731 SING N N 19 AB8 C73 H732 SING N N 20 AB8 N1 C2 SING N N 21 AB8 N1 C10 SING N N 22 AB8 C2 C62 SING N N 23 AB8 C2 C4 SING N N 24 AB8 C2 H2 SING N N 25 AB8 C62 C65 SING N N 26 AB8 C62 H621 SING N N 27 AB8 C62 H622 SING N N 28 AB8 C65 N67 SING N N 29 AB8 C65 O66 DOUB N N 30 AB8 N67 C69 SING N N 31 AB8 N67 H67 SING N N 32 AB8 C69 H691 SING N N 33 AB8 C69 H692 SING N N 34 AB8 C69 H693 SING N N 35 AB8 C4 C7 SING N N 36 AB8 C4 H41 SING N N 37 AB8 C4 H42 SING N N 38 AB8 C7 O9 SING N N 39 AB8 C7 C12 SING N N 40 AB8 C7 H7 SING N N 41 AB8 O9 C10 SING N N 42 AB8 C10 O11 DOUB N N 43 AB8 C12 C15 SING N N 44 AB8 C12 H121 SING N N 45 AB8 C12 H122 SING N N 46 AB8 C15 C18 SING N N 47 AB8 C15 H151 SING N N 48 AB8 C15 H152 SING N N 49 AB8 C18 C20 SING N N 50 AB8 C18 C36 SING N N 51 AB8 C18 H18 SING N N 52 AB8 C20 C31 SING N N 53 AB8 C20 C22 SING N N 54 AB8 C20 H20 SING N N 55 AB8 C31 C32 SING N N 56 AB8 C31 C29 DOUB N N 57 AB8 C32 C34 DOUB N N 58 AB8 C32 H32 SING N N 59 AB8 C34 C36 SING N N 60 AB8 C34 H34 SING N N 61 AB8 C36 C38 SING N N 62 AB8 C36 H36 SING N N 63 AB8 C38 H381 SING N N 64 AB8 C38 H382 SING N N 65 AB8 C38 H383 SING N N 66 AB8 C29 C27 SING N N 67 AB8 C29 H29 SING N N 68 AB8 C27 C42 SING N N 69 AB8 C27 C24 SING N N 70 AB8 C27 H27 SING N N 71 AB8 C42 H421 SING N N 72 AB8 C42 H422 SING N N 73 AB8 C42 H423 SING N N 74 AB8 C24 C22 SING N N 75 AB8 C24 H241 SING N N 76 AB8 C24 H242 SING N N 77 AB8 C22 O46 SING N N 78 AB8 C22 H22 SING N N 79 AB8 O46 C47 SING N N 80 AB8 C47 O48 DOUB N N 81 AB8 C47 C49 SING N N 82 AB8 C49 C58 SING N N 83 AB8 C49 C51 SING N N 84 AB8 C49 H49 SING N N 85 AB8 C58 H581 SING N N 86 AB8 C58 H582 SING N N 87 AB8 C58 H583 SING N N 88 AB8 C51 C54 SING N N 89 AB8 C51 H511 SING N N 90 AB8 C51 H512 SING N N 91 AB8 C54 H541 SING N N 92 AB8 C54 H542 SING N N 93 AB8 C54 H543 SING N N 94 # # 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 AB8 SMILES ACDLabs 10.04 "O=C(OC1C4C(=CC(C)C1)C=CC(C4CCC2OC(=O)N(C(C2)CC(=O)NC)Cc3ccc(O)c(OC)c3)C)C(C)CC" AB8 SMILES_CANONICAL CACTVS 3.341 "CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@H](CC(=O)NC)N(Cc4ccc(O)c(OC)c4)C(=O)O3)[C@@H]12" AB8 SMILES CACTVS 3.341 "CC[CH](C)C(=O)O[CH]1C[CH](C)C=C2C=C[CH](C)[CH](CC[CH]3C[CH](CC(=O)NC)N(Cc4ccc(O)c(OC)c4)C(=O)O3)[CH]12" AB8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@@H](N(C(=O)O3)Cc4ccc(c(c4)OC)O)CC(=O)NC)C" AB8 SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(N(C(=O)O3)Cc4ccc(c(c4)OC)O)CC(=O)NC)C" AB8 InChI InChI 1.03 "InChI=1S/C34H48N2O7/c1-7-21(3)33(39)43-30-15-20(2)14-24-10-8-22(4)27(32(24)30)12-11-26-17-25(18-31(38)35-5)36(34(40)42-26)19-23-9-13-28(37)29(16-23)41-6/h8-10,13-14,16,20-22,25-27,30,32,37H,7,11-12,15,17-19H2,1-6H3,(H,35,38)/t20-,21-,22-,25+,26+,27-,30-,32-/m0/s1" AB8 InChIKey InChI 1.03 XGCZRGJUCNQVCO-XFAJEYMZSA-N # # 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 AB8 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,3R,7S,8S,8aR)-8-(2-{(4R,6R)-3-(4-hydroxy-3-methoxybenzyl)-4-[2-(methylamino)-2-oxoethyl]-2-oxo-1,3-oxazinan-6-yl}ethyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate" AB8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-3-[(4-hydroxy-3-methoxy-phenyl)methyl]-4-(2-methylamino-2-oxo-ethyl)-2-oxo-1,3-oxazinan-6-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-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 AB8 "Create component" 2004-09-07 RCSB AB8 "Modify descriptor" 2011-06-04 RCSB AB8 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 AB8 LFA878 ? ? 2 AB8 "(S)-2-METHYL-BUTYRIC ACID (1S,3R,7S,8S,8AR)-8-{2-[(4R,6R)-3-(4-HYDROXY-3-METHOXY-BENZYL)-4-METHYLCARBAMOYLMETHYL-2-OXO-[1,3]OXAZINAN-6-YL]-ETHYL}-3,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRO-NAPHTHALEN-1-YL ESTER" ? ? ##