data_B8L # _chem_comp.id B8L _chem_comp.name "3-[(3-SEC-BUTYL-4-HYDROXYBENZOYL)AMINO]AZEPAN-4-YL 4-(2-HYDROXY-5-METHOXYBENZOYL)BENZOATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H36 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BALANOL ANALOG 8" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-12-03 _chem_comp.pdbx_modified_date 2021-03-01 _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 560.637 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B8L _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 1REK _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 B8L O1 O1 O 0 1 N N N 17.455 38.803 20.047 4.873 -1.259 3.255 O1 B8L 1 B8L C1 C1 C 0 1 Y N N 16.077 39.182 19.831 3.568 -0.930 3.432 C1 B8L 2 B8L C2 C2 C 0 1 Y N N 15.723 40.532 19.819 2.606 -1.411 2.552 C2 B8L 3 B8L C3 C3 C 0 1 Y N N 14.396 40.900 19.569 1.282 -1.080 2.728 C3 B8L 4 B8L C4 C4 C 0 1 Y N N 13.393 39.938 19.346 0.904 -0.263 3.797 C4 B8L 5 B8L C5 C5 C 0 1 Y N N 13.782 38.580 19.375 1.873 0.214 4.683 C5 B8L 6 B8L C6 C6 C 0 1 Y N N 15.113 38.193 19.617 3.196 -0.122 4.500 C6 B8L 7 B8L C7 C7 C 0 1 N N N 12.038 40.323 19.311 -0.514 0.094 3.990 C7 B8L 8 B8L O7 O7 O 0 1 N N N 11.668 41.502 19.366 -0.841 0.804 4.920 O7 B8L 9 B8L N8 N8 N 0 1 N N N 11.177 39.314 19.106 -1.448 -0.366 3.134 N8 B8L 10 B8L C8 C8 C 0 1 N N R 9.734 39.438 19.282 -2.856 -0.012 3.325 C8 B8L 11 B8L C9 C9 C 0 1 N N R 8.954 39.142 17.968 -3.553 0.022 1.989 C9 B8L 12 B8L C10 C10 C 0 1 N N N 7.532 38.556 18.087 -4.669 1.085 1.945 C10 B8L 13 B8L C11 C11 C 0 1 N N N 6.660 39.315 19.075 -5.471 1.117 3.264 C11 B8L 14 B8L C12 C12 C 0 1 N N N 6.809 38.752 20.487 -5.718 -0.277 3.784 C12 B8L 15 B8L N13 N13 N 0 1 N N N 8.122 39.027 21.062 -4.704 -0.587 4.810 N13 B8L 16 B8L O9 O9 O 0 1 N N N 8.929 40.405 17.287 -2.578 0.319 0.955 O9 B8L 17 B8L C14 C14 C 0 1 N N N 9.387 38.583 20.496 -3.535 -1.064 4.222 C14 B8L 18 B8L C15 C15 C 0 1 N N N 8.522 40.335 15.886 -2.724 -0.202 -0.277 C15 B8L 19 B8L O15 O15 O 0 1 N N N 8.623 39.281 15.261 -3.672 -0.920 -0.524 O15 B8L 20 B8L C16 C16 C 0 1 Y N N 7.783 41.368 15.310 -1.730 0.099 -1.330 C16 B8L 21 B8L C17 C17 C 0 1 Y N N 7.852 41.635 13.932 -0.644 0.929 -1.048 C17 B8L 22 B8L C18 C18 C 0 1 Y N N 7.114 42.680 13.362 0.284 1.206 -2.027 C18 B8L 23 B8L C19 C19 C 0 1 Y N N 6.303 43.492 14.158 0.132 0.665 -3.306 C19 B8L 24 B8L C20 C20 C 0 1 Y N N 6.237 43.230 15.529 -0.956 -0.160 -3.590 C20 B8L 25 B8L C21 C21 C 0 1 Y N N 6.976 42.186 16.099 -1.882 -0.441 -2.609 C21 B8L 26 B8L C22 C22 C 0 1 N N N 5.526 44.508 13.576 1.127 0.966 -4.359 C22 B8L 27 B8L O22 O22 O 0 1 N N N 4.923 44.253 12.526 2.008 1.777 -4.149 O22 B8L 28 B8L C23 C23 C 0 1 Y N N 5.357 45.772 14.156 1.049 0.284 -5.663 C23 B8L 29 B8L C24 C24 C 0 1 Y N N 4.042 46.214 14.296 0.951 1.030 -6.842 C24 B8L 30 B8L C26 C26 C 0 1 Y N N 3.741 47.519 14.716 0.879 0.383 -8.061 C26 B8L 31 B8L O26 O26 O 0 1 N N N 2.356 47.951 14.837 0.783 1.107 -9.208 O26 B8L 32 B8L C27 C27 C 0 1 Y N N 4.760 48.425 14.987 0.904 -1.005 -8.118 C27 B8L 33 B8L C28 C28 C 0 1 Y N N 6.079 48.009 14.858 1.000 -1.750 -6.960 C28 B8L 34 B8L C29 C29 C 0 1 Y N N 6.372 46.709 14.422 1.079 -1.116 -5.729 C29 B8L 35 B8L O29 O29 O 0 1 N N N 7.750 46.322 14.231 1.174 -1.849 -4.591 O29 B8L 36 B8L C66 C66 C 0 1 N N S 15.512 36.754 19.651 4.242 0.392 5.455 C66 B8L 37 B8L C71 C71 C 0 1 N N N 15.179 36.026 18.334 3.928 -0.099 6.869 C71 B8L 38 B8L C72 C72 C 0 1 N N N 14.901 36.055 20.860 4.243 1.922 5.435 C72 B8L 39 B8L C81 C81 C 0 1 N N N 16.188 36.380 17.212 4.990 0.423 7.838 C81 B8L 40 B8L C30 C30 C 0 1 N N N 1.289 47.060 15.044 0.727 0.169 -10.285 C30 B8L 41 B8L HO1 HO1 H 0 1 N N N 17.696 37.884 20.055 5.257 -0.579 2.684 HO1 B8L 42 B8L H2 H2 H 0 1 N N N 16.488 41.304 20.006 2.899 -2.043 1.726 H2 B8L 43 B8L H3 H3 H 0 1 N N N 14.135 41.971 19.547 0.535 -1.451 2.041 H3 B8L 44 B8L H5 H5 H 0 1 N N N 13.023 37.798 19.203 1.585 0.845 5.510 H5 B8L 45 B8L HN8 HN8 H 0 1 N N N 11.623 38.444 18.813 -1.187 -0.933 2.391 HN8 B8L 46 B8L H8 H8 H 0 1 N N N 9.408 40.483 19.493 -2.924 0.967 3.797 H8 B8L 47 B8L H9 H9 H 0 1 N N N 9.478 38.315 17.433 -3.989 -0.957 1.794 H9 B8L 48 B8L H101 1H10 H 0 0 N N N 7.041 38.494 17.087 -5.346 0.858 1.122 H101 B8L 49 B8L H102 2H10 H 0 0 N N N 7.567 37.470 18.339 -4.220 2.064 1.778 H102 B8L 50 B8L H111 1H11 H 0 0 N N N 6.865 40.410 19.046 -6.428 1.608 3.088 H111 B8L 51 B8L H112 2H11 H 0 0 N N N 5.593 39.333 18.751 -4.912 1.683 4.009 H112 B8L 52 B8L H121 1H12 H 0 0 N N N 5.994 39.119 21.153 -5.640 -0.991 2.965 H121 B8L 53 B8L H122 2H12 H 0 0 N N N 6.581 37.660 20.510 -6.713 -0.331 4.226 H122 B8L 54 B8L H13 H13 H 0 1 N N N 8.097 38.693 22.025 -5.077 -1.341 5.367 H13 B8L 55 B8L H141 1H14 H 0 0 N N N 9.380 37.494 20.255 -3.776 -1.940 3.618 H141 B8L 56 B8L H142 2H14 H 0 0 N N N 10.206 38.575 21.252 -2.840 -1.360 5.007 H142 B8L 57 B8L H17 H17 H 0 1 N N N 8.496 41.014 13.287 -0.527 1.348 -0.059 H17 B8L 58 B8L H18 H18 H 0 1 N N N 7.172 42.865 12.276 1.126 1.845 -1.808 H18 B8L 59 B8L H20 H20 H 0 1 N N N 5.593 43.855 16.169 -1.073 -0.579 -4.578 H20 B8L 60 B8L H21 H21 H 0 1 N N N 6.921 42.005 17.185 -2.725 -1.080 -2.828 H21 B8L 61 B8L H24 H24 H 0 1 N N N 3.220 45.514 14.069 0.931 2.109 -6.800 H24 B8L 62 B8L H27 H27 H 0 1 N N N 4.525 49.456 15.299 0.847 -1.504 -9.074 H27 B8L 63 B8L H28 H28 H 0 1 N N N 6.893 48.711 15.101 1.019 -2.828 -7.012 H28 B8L 64 B8L H29 H29 H 0 1 N N N 8.435 46.954 14.410 2.117 -1.983 -4.423 H29 B8L 65 B8L H66 H66 H 0 1 N N N 16.621 36.713 19.756 5.223 0.024 5.152 H66 B8L 66 B8L H711 1H71 H 0 0 N N N 15.109 34.923 18.485 3.927 -1.188 6.883 H711 B8L 67 B8L H712 2H71 H 0 0 N N N 14.129 36.224 18.014 2.947 0.268 7.172 H712 B8L 68 B8L H721 1H72 H 0 0 N N N 15.198 34.980 20.885 3.262 2.290 5.737 H721 B8L 69 B8L H722 2H72 H 0 0 N N N 15.155 36.577 21.811 4.999 2.294 6.125 H722 B8L 70 B8L H723 3H72 H 0 0 N N N 13.793 36.177 20.892 4.467 2.272 4.427 H723 B8L 71 B8L H811 1H81 H 0 0 N N N 15.947 35.853 16.259 4.766 0.073 8.846 H811 B8L 72 B8L H812 2H81 H 0 0 N N N 16.257 37.482 17.060 5.970 0.055 7.536 H812 B8L 73 B8L H813 3H81 H 0 0 N N N 17.237 36.181 17.531 4.990 1.513 7.824 H813 B8L 74 B8L H301 1H30 H 0 0 N N N 0.228 47.390 15.136 0.649 0.706 -11.230 H301 B8L 75 B8L H302 2H30 H 0 0 N N N 1.329 46.297 14.231 1.632 -0.438 -10.285 H302 B8L 76 B8L H303 3H30 H 0 0 N N N 1.530 46.457 15.950 -0.143 -0.474 -10.160 H303 B8L 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 B8L O1 C1 SING N N 1 B8L O1 HO1 SING N N 2 B8L C1 C2 DOUB Y N 3 B8L C1 C6 SING Y N 4 B8L C2 C3 SING Y N 5 B8L C2 H2 SING N N 6 B8L C3 C4 DOUB Y N 7 B8L C3 H3 SING N N 8 B8L C4 C5 SING Y N 9 B8L C4 C7 SING N N 10 B8L C5 C6 DOUB Y N 11 B8L C5 H5 SING N N 12 B8L C6 C66 SING N N 13 B8L C7 O7 DOUB N N 14 B8L C7 N8 SING N N 15 B8L N8 C8 SING N N 16 B8L N8 HN8 SING N N 17 B8L C8 C9 SING N N 18 B8L C8 C14 SING N N 19 B8L C8 H8 SING N N 20 B8L C9 C10 SING N N 21 B8L C9 O9 SING N N 22 B8L C9 H9 SING N N 23 B8L C10 C11 SING N N 24 B8L C10 H101 SING N N 25 B8L C10 H102 SING N N 26 B8L C11 C12 SING N N 27 B8L C11 H111 SING N N 28 B8L C11 H112 SING N N 29 B8L C12 N13 SING N N 30 B8L C12 H121 SING N N 31 B8L C12 H122 SING N N 32 B8L N13 C14 SING N N 33 B8L N13 H13 SING N N 34 B8L O9 C15 SING N N 35 B8L C14 H141 SING N N 36 B8L C14 H142 SING N N 37 B8L C15 O15 DOUB N N 38 B8L C15 C16 SING N N 39 B8L C16 C17 SING Y N 40 B8L C16 C21 DOUB Y N 41 B8L C17 C18 DOUB Y N 42 B8L C17 H17 SING N N 43 B8L C18 C19 SING Y N 44 B8L C18 H18 SING N N 45 B8L C19 C20 DOUB Y N 46 B8L C19 C22 SING N N 47 B8L C20 C21 SING Y N 48 B8L C20 H20 SING N N 49 B8L C21 H21 SING N N 50 B8L C22 O22 DOUB N N 51 B8L C22 C23 SING N N 52 B8L C23 C24 SING Y N 53 B8L C23 C29 DOUB Y N 54 B8L C24 C26 DOUB Y N 55 B8L C24 H24 SING N N 56 B8L C26 O26 SING N N 57 B8L C26 C27 SING Y N 58 B8L O26 C30 SING N N 59 B8L C27 C28 DOUB Y N 60 B8L C27 H27 SING N N 61 B8L C28 C29 SING Y N 62 B8L C28 H28 SING N N 63 B8L C29 O29 SING N N 64 B8L O29 H29 SING N N 65 B8L C66 C71 SING N N 66 B8L C66 C72 SING N N 67 B8L C66 H66 SING N N 68 B8L C71 C81 SING N N 69 B8L C71 H711 SING N N 70 B8L C71 H712 SING N N 71 B8L C72 H721 SING N N 72 B8L C72 H722 SING N N 73 B8L C72 H723 SING N N 74 B8L C81 H811 SING N N 75 B8L C81 H812 SING N N 76 B8L C81 H813 SING N N 77 B8L C30 H301 SING N N 78 B8L C30 H302 SING N N 79 B8L C30 H303 SING N N 80 # # 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 B8L SMILES ACDLabs 10.04 "O=C(c1cc(OC)ccc1O)c2ccc(cc2)C(=O)OC4CCCNCC4NC(=O)c3ccc(O)c(c3)C(C)CC" B8L SMILES_CANONICAL CACTVS 3.341 "CC[C@H](C)c1cc(ccc1O)C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(cc3)C(=O)c4cc(OC)ccc4O" B8L SMILES CACTVS 3.341 "CC[CH](C)c1cc(ccc1O)C(=O)N[CH]2CNCCC[CH]2OC(=O)c3ccc(cc3)C(=O)c4cc(OC)ccc4O" B8L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](C)c1cc(ccc1O)C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(cc3)C(=O)c4cc(ccc4O)OC" B8L SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)c1cc(ccc1O)C(=O)NC2CNCCCC2OC(=O)c3ccc(cc3)C(=O)c4cc(ccc4O)OC" B8L InChI InChI 1.03 "InChI=1S/C32H36N2O7/c1-4-19(2)24-16-22(11-13-27(24)35)31(38)34-26-18-33-15-5-6-29(26)41-32(39)21-9-7-20(8-10-21)30(37)25-17-23(40-3)12-14-28(25)36/h7-14,16-17,19,26,29,33,35-36H,4-6,15,18H2,1-3H3,(H,34,38)/t19-,26+,29+/m0/s1" B8L InChIKey InChI 1.03 XVLMXAUKCDSMMW-YXLARRHKSA-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 B8L "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-3-[({4-hydroxy-3-[(1S)-1-methylpropyl]phenyl}carbonyl)amino]azepan-4-yl 4-[(2-hydroxy-5-methoxyphenyl)carbonyl]benzoate" B8L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,4R)-3-[[3-[(2S)-butan-2-yl]-4-hydroxy-phenyl]carbonylamino]azepan-4-yl] 4-(2-hydroxy-5-methoxy-phenyl)carbonylbenzoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B8L "Create component" 2003-12-03 RCSB B8L "Modify descriptor" 2011-06-04 RCSB B8L "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B8L _pdbx_chem_comp_synonyms.name "BALANOL ANALOG 8" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##