data_B1L # _chem_comp.id B1L _chem_comp.name "3-[(4-HYDROXYBENZOYL)AMINO]AZEPAN-4-YL 4-HYDROXYBENZOATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BALANOL ANALOG 1" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-12-02 _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 370.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1L _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 1REJ _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 B1L O1 O1 O 0 1 N N N 16.902 39.129 19.421 6.235 -0.602 0.444 O1 B1L 1 B1L C1 C1 C 0 1 Y N N 15.626 39.482 19.221 4.972 -0.356 0.874 C1 B1L 2 B1L C2 C2 C 0 1 Y N N 15.280 40.830 19.095 4.758 0.521 1.931 C2 B1L 3 B1L C3 C3 C 0 1 Y N N 13.947 41.198 18.891 3.477 0.774 2.369 C3 B1L 4 B1L C4 C4 C 0 1 Y N N 12.959 40.212 18.810 2.392 0.148 1.750 C4 B1L 5 B1L C5 C5 C 0 1 Y N N 13.301 38.864 18.931 2.611 -0.732 0.688 C5 B1L 6 B1L C6 C6 C 0 1 Y N N 14.634 38.500 19.143 3.894 -0.976 0.252 C6 B1L 7 B1L C7 C7 C 0 1 N N N 11.633 40.575 18.606 1.018 0.417 2.217 C7 B1L 8 B1L O7 O7 O 0 1 N N N 11.322 41.780 18.486 0.829 1.183 3.142 O7 B1L 9 B1L N8 N8 N 0 1 N N N 10.671 39.630 18.535 -0.027 -0.187 1.619 N8 B1L 10 B1L C8 C8 C 0 1 N N R 9.274 39.971 18.752 -1.391 0.078 2.083 C8 B1L 11 B1L C9 C9 C 0 1 N N R 8.470 39.666 17.479 -2.351 -0.060 0.929 C9 B1L 12 B1L C10 C10 C 0 1 N N N 6.956 39.662 17.735 -3.543 0.909 1.049 C10 B1L 13 B1L C11 C11 C 0 1 N N N 6.541 38.471 18.584 -4.053 1.003 2.503 C11 B1L 14 B1L C12 C12 C 0 1 N N N 6.387 38.924 20.026 -4.057 -0.352 3.166 C12 B1L 15 B1L N13 N13 N 0 1 N N N 7.501 39.775 20.413 -2.828 -0.492 3.969 N13 B1L 16 B1L C14 C14 C 0 1 N N N 8.757 39.201 19.962 -1.769 -0.934 3.180 C14 B1L 17 B1L O9 O9 O 0 1 N N N 8.760 40.680 16.523 -1.644 0.211 -0.308 O9 B1L 18 B1L C15 C15 C 0 1 N N N 8.177 40.393 15.266 -1.996 -0.430 -1.440 C15 B1L 19 B1L O15 O15 O 0 1 N N N 8.317 39.267 14.770 -2.905 -1.236 -1.423 O15 B1L 20 B1L C16 C16 C 0 1 Y N N 7.470 41.377 14.589 -1.278 -0.154 -2.698 C16 B1L 21 B1L C17 C17 C 0 1 Y N N 6.643 42.262 15.296 -0.235 0.776 -2.720 C17 B1L 22 B1L C18 C18 C 0 1 Y N N 5.929 43.254 14.604 0.435 1.027 -3.896 C18 B1L 23 B1L C19 C19 C 0 1 Y N N 6.059 43.376 13.219 0.070 0.363 -5.062 C19 B1L 24 B1L C20 C20 C 0 1 Y N N 6.888 42.492 12.516 -0.969 -0.558 -5.045 C20 B1L 25 B1L C21 C21 C 0 1 Y N N 7.601 41.504 13.206 -1.642 -0.818 -3.873 C21 B1L 26 B1L O19 O19 O 0 1 N N N 5.382 44.322 12.550 0.731 0.617 -6.220 O19 B1L 27 B1L HO1 HO1 H 0 1 N N N 17.137 38.212 19.506 6.561 -1.357 0.954 HO1 B1L 28 B1L H2 H2 H 0 1 N N N 16.061 41.605 19.156 5.597 1.004 2.409 H2 B1L 29 B1L H3 H3 H 0 1 N N N 13.675 42.262 18.794 3.312 1.456 3.190 H3 B1L 30 B1L H5 H5 H 0 1 N N N 12.520 38.088 18.859 1.775 -1.218 0.207 H5 B1L 31 B1L H6 H6 H 0 1 N N N 14.903 37.435 19.249 4.065 -1.657 -0.568 H6 B1L 32 B1L HN8 HN8 H 0 1 N N N 10.990 38.684 18.323 0.123 -0.799 0.881 HN8 B1L 33 B1L H8 H8 H 0 1 N N N 9.160 41.059 18.965 -1.448 1.090 2.485 H8 B1L 34 B1L H9 H9 H 0 1 N N N 8.759 38.651 17.117 -2.727 -1.082 0.906 H9 B1L 35 B1L H101 1H10 H 0 0 N N N 6.614 40.623 18.184 -4.354 0.559 0.409 H101 B1L 36 B1L H102 2H10 H 0 0 N N N 6.380 39.704 16.781 -3.231 1.899 0.717 H102 B1L 37 B1L H111 1H11 H 0 0 N N N 5.623 37.970 18.195 -5.066 1.404 2.502 H111 B1L 38 B1L H112 2H11 H 0 0 N N N 7.242 37.610 18.481 -3.404 1.673 3.067 H112 B1L 39 B1L H121 1H12 H 0 0 N N N 5.404 39.421 20.202 -4.087 -1.131 2.404 H121 B1L 40 B1L H122 2H12 H 0 0 N N N 6.263 38.061 20.721 -4.929 -0.439 3.814 H122 B1L 41 B1L H13 H13 H 0 1 N N N 7.506 39.960 21.415 -3.006 -1.217 4.648 H13 B1L 42 B1L H141 1H14 H 0 0 N N N 8.668 38.108 19.756 -2.050 -1.876 2.708 H141 B1L 43 B1L H142 2H14 H 0 0 N N N 9.512 39.151 20.780 -0.901 -1.105 3.817 H142 B1L 44 B1L H17 H17 H 0 1 N N N 6.554 42.178 16.392 0.047 1.292 -1.815 H17 B1L 45 B1L H18 H18 H 0 1 N N N 5.262 43.941 15.151 1.243 1.743 -3.913 H18 B1L 46 B1L H20 H20 H 0 1 N N N 6.979 42.573 11.419 -1.249 -1.071 -5.953 H20 B1L 47 B1L H21 H21 H 0 1 N N N 8.270 40.821 12.656 -2.449 -1.535 -3.861 H21 B1L 48 B1L H19 H19 H 0 1 N N N 5.470 44.405 11.607 0.265 1.345 -6.654 H19 B1L 49 # # 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 B1L O1 C1 SING N N 1 B1L O1 HO1 SING N N 2 B1L C1 C2 SING Y N 3 B1L C1 C6 DOUB Y N 4 B1L C2 C3 DOUB Y N 5 B1L C2 H2 SING N N 6 B1L C3 C4 SING Y N 7 B1L C3 H3 SING N N 8 B1L C4 C5 DOUB Y N 9 B1L C4 C7 SING N N 10 B1L C5 C6 SING Y N 11 B1L C5 H5 SING N N 12 B1L C6 H6 SING N N 13 B1L C7 O7 DOUB N N 14 B1L C7 N8 SING N N 15 B1L N8 C8 SING N N 16 B1L N8 HN8 SING N N 17 B1L C8 C9 SING N N 18 B1L C8 C14 SING N N 19 B1L C8 H8 SING N N 20 B1L C9 C10 SING N N 21 B1L C9 O9 SING N N 22 B1L C9 H9 SING N N 23 B1L C10 C11 SING N N 24 B1L C10 H101 SING N N 25 B1L C10 H102 SING N N 26 B1L C11 C12 SING N N 27 B1L C11 H111 SING N N 28 B1L C11 H112 SING N N 29 B1L C12 N13 SING N N 30 B1L C12 H121 SING N N 31 B1L C12 H122 SING N N 32 B1L N13 C14 SING N N 33 B1L N13 H13 SING N N 34 B1L C14 H141 SING N N 35 B1L C14 H142 SING N N 36 B1L O9 C15 SING N N 37 B1L C15 O15 DOUB N N 38 B1L C15 C16 SING N N 39 B1L C16 C17 SING Y N 40 B1L C16 C21 DOUB Y N 41 B1L C17 C18 DOUB Y N 42 B1L C17 H17 SING N N 43 B1L C18 C19 SING Y N 44 B1L C18 H18 SING N N 45 B1L C19 C20 DOUB Y N 46 B1L C19 O19 SING N N 47 B1L C20 C21 SING Y N 48 B1L C20 H20 SING N N 49 B1L C21 H21 SING N N 50 B1L O19 H19 SING N N 51 # # 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 B1L SMILES ACDLabs 10.04 "O=C(OC2CCCNCC2NC(=O)c1ccc(O)cc1)c3ccc(O)cc3" B1L SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(cc1)C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(O)cc3" B1L SMILES CACTVS 3.341 "Oc1ccc(cc1)C(=O)N[CH]2CNCCC[CH]2OC(=O)c3ccc(O)cc3" B1L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(cc3)O)O" B1L SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC2CNCCCC2OC(=O)c3ccc(cc3)O)O" B1L InChI InChI 1.03 "InChI=1S/C20H22N2O5/c23-15-7-3-13(4-8-15)19(25)22-17-12-21-11-1-2-18(17)27-20(26)14-5-9-16(24)10-6-14/h3-10,17-18,21,23-24H,1-2,11-12H2,(H,22,25)/t17-,18-/m1/s1" B1L InChIKey InChI 1.03 FZJQHARRQUNVGZ-QZTJIDSGSA-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 B1L "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-3-{[(4-hydroxyphenyl)carbonyl]amino}azepan-4-yl 4-hydroxybenzoate" B1L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,4R)-3-[(4-hydroxyphenyl)carbonylamino]azepan-4-yl] 4-hydroxybenzoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B1L "Create component" 2003-12-02 RCSB B1L "Modify descriptor" 2011-06-04 RCSB B1L "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B1L _pdbx_chem_comp_synonyms.name "BALANOL ANALOG 1" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##