data_37A # _chem_comp.id 37A _chem_comp.name "(1S,5S,7R)-N~7~-(BIPHENYL-4-YLMETHYL)-N~3~-HYDROXY-6,8-DIOXA-3-AZABICYCLO[3.2.1]OCTANE-3,7-DICARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1S,5S,7R)-3-AZA-6,8-DIOXA-BICYCLO[3.2.1]OCTANE-3,7-DICARBOXYLIC ACID 7-[(BIPHENYL-4-YLMETHYL)-AMIDE]-3-HYDROXYAMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-04 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 383.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 37A _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 2HU6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 37A O6 O6 O 0 1 N N N 0.533 -5.841 5.595 0.267 -1.240 0.116 O6 37A 1 37A C9 C9 C 0 1 N N N 1.511 -6.310 5.020 1.000 -0.348 -0.295 C9 37A 2 37A C6 C6 C 0 1 N N R 1.327 -7.157 3.787 1.397 -0.325 -1.737 C6 37A 3 37A O2 O2 O 0 1 N N N 2.577 -7.564 3.218 0.742 -1.443 -2.341 O2 37A 4 37A C5 C5 C 0 1 N N S 0.686 -6.402 2.637 2.883 -0.581 -1.930 C5 37A 5 37A C7 C7 C 0 1 N N N 0.011 -7.411 1.712 3.388 -0.157 -3.312 C7 37A 6 37A N1 N1 N 0 1 N N N 1.030 -8.393 1.281 2.665 -0.816 -4.410 N1 37A 7 37A C21 C21 C 0 1 N N N 0.853 -9.720 1.287 2.675 -0.213 -5.681 C21 37A 8 37A O1 O1 O 0 1 N N N 1.359 -10.416 0.414 3.265 0.846 -5.915 O1 37A 9 37A N2 N2 N 0 1 N N N 0.118 -10.295 2.236 1.969 -0.893 -6.652 N2 37A 10 37A O4 O4 O 0 1 N N N -0.144 -11.666 2.179 1.970 -0.296 -7.923 O4 37A 11 37A C3 C3 C 0 1 N N N 2.317 -7.859 0.833 2.157 -2.178 -4.143 C3 37A 12 37A O3 O3 O 0 1 N N N 1.796 -5.864 1.935 2.947 -2.013 -1.885 O3 37A 13 37A C1 C1 C 0 1 N N S 2.742 -6.918 1.947 1.799 -2.357 -2.667 C1 37A 14 37A N3 N3 N 0 1 N N N 2.770 -6.133 5.425 1.526 0.690 0.450 N3 37A 15 37A C12 C12 C 0 1 N N N 3.151 -5.363 6.600 1.268 0.860 1.862 C12 37A 16 37A C13 C13 C 0 1 Y N N 4.356 -6.003 7.271 2.283 0.147 2.708 C13 37A 17 37A C15 C15 C 0 1 Y N N 4.301 -6.444 8.597 3.438 0.812 3.103 C15 37A 18 37A C19 C19 C 0 1 Y N N 5.425 -7.021 9.191 4.380 0.150 3.890 C19 37A 19 37A C17 C17 C 0 1 Y N N 6.619 -7.167 8.475 4.161 -1.172 4.276 C17 37A 20 37A C16 C16 C 0 1 Y N N 6.668 -6.729 7.151 2.999 -1.833 3.876 C16 37A 21 37A C14 C14 C 0 1 Y N N 5.548 -6.144 6.562 2.057 -1.170 3.089 C14 37A 22 37A C18 C18 C 0 1 Y N N 7.819 -7.803 9.107 5.139 -1.859 5.092 C18 37A 23 37A C11 C11 C 0 1 Y N N 9.119 -7.448 8.732 6.172 -2.575 4.487 C11 37A 24 37A C2 C2 C 0 1 Y N N 10.220 -8.062 9.332 7.115 -3.238 5.274 C2 37A 25 37A C20 C20 C 0 1 Y N N 7.638 -8.788 10.081 5.048 -1.806 6.483 C20 37A 26 37A C10 C10 C 0 1 Y N N 8.738 -9.399 10.687 5.991 -2.468 7.269 C10 37A 27 37A C4 C4 C 0 1 Y N N 10.031 -9.037 10.312 7.024 -3.184 6.665 C4 37A 28 37A H6 H6 H 0 1 N N N 0.710 -7.992 4.150 1.047 0.614 -2.175 H6 37A 29 37A H5 H5 H 0 1 N N N -0.048 -5.652 2.967 3.507 -0.153 -1.139 H5 37A 30 37A H71 1H7 H 0 1 N N N -0.407 -6.895 0.835 3.332 0.931 -3.429 H71 37A 31 37A H72 2H7 H 0 1 N N N -0.809 -7.920 2.239 4.438 -0.453 -3.427 H72 37A 32 37A HN2 HN2 H 0 1 N N N -0.246 -9.746 2.989 1.723 -1.875 -6.628 HN2 37A 33 37A HO4 HO4 H 0 1 N N N -0.203 -11.940 1.271 1.121 0.176 -7.890 HO4 37A 34 37A H31 1H3 H 0 1 N N N 3.053 -8.663 0.689 2.956 -2.869 -4.433 H31 37A 35 37A H32 2H3 H 0 1 N N N 2.242 -7.349 -0.139 1.275 -2.364 -4.761 H32 37A 36 37A H1 H1 H 0 1 N N N 3.785 -6.599 1.806 1.486 -3.383 -2.451 H1 37A 37 37A HN3 HN3 H 0 1 N N N 3.499 -6.557 4.887 2.123 1.367 -0.017 HN3 37A 38 37A H121 1H12 H 0 0 N N N 3.406 -4.337 6.296 0.260 0.483 2.068 H121 37A 39 37A H122 2H12 H 0 0 N N N 2.310 -5.344 7.309 1.263 1.934 2.075 H122 37A 40 37A H15 H15 H 0 1 N N N 3.387 -6.338 9.163 3.617 1.842 2.806 H15 37A 41 37A H19 H19 H 0 1 N N N 5.373 -7.359 10.215 5.280 0.678 4.195 H19 37A 42 37A H16 H16 H 0 1 N N N 7.578 -6.844 6.580 2.814 -2.864 4.168 H16 37A 43 37A H14 H14 H 0 1 N N N 5.605 -5.795 5.542 1.153 -1.692 2.783 H14 37A 44 37A H11 H11 H 0 1 N N N 9.272 -6.694 7.974 6.256 -2.626 3.404 H11 37A 45 37A H2 H2 H 0 1 N N N 11.220 -7.782 9.037 7.920 -3.795 4.803 H2 37A 46 37A H20 H20 H 0 1 N N N 6.638 -9.080 10.368 4.248 -1.251 6.968 H20 37A 47 37A H10 H10 H 0 1 N N N 8.587 -10.152 11.446 5.920 -2.426 8.352 H10 37A 48 37A H4 H4 H 0 1 N N N 10.883 -9.509 10.778 7.758 -3.700 7.277 H4 37A 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 37A O6 C9 DOUB N N 1 37A C9 C6 SING N N 2 37A C9 N3 SING N N 3 37A C6 C5 SING N N 4 37A C6 O2 SING N N 5 37A C6 H6 SING N N 6 37A O2 C1 SING N N 7 37A C5 C7 SING N N 8 37A C5 O3 SING N N 9 37A C5 H5 SING N N 10 37A C7 N1 SING N N 11 37A C7 H71 SING N N 12 37A C7 H72 SING N N 13 37A N1 C3 SING N N 14 37A N1 C21 SING N N 15 37A C21 O1 DOUB N N 16 37A C21 N2 SING N N 17 37A N2 O4 SING N N 18 37A N2 HN2 SING N N 19 37A O4 HO4 SING N N 20 37A C3 C1 SING N N 21 37A C3 H31 SING N N 22 37A C3 H32 SING N N 23 37A O3 C1 SING N N 24 37A C1 H1 SING N N 25 37A N3 C12 SING N N 26 37A N3 HN3 SING N N 27 37A C12 C13 SING N N 28 37A C12 H121 SING N N 29 37A C12 H122 SING N N 30 37A C13 C14 SING Y N 31 37A C13 C15 DOUB Y N 32 37A C15 C19 SING Y N 33 37A C15 H15 SING N N 34 37A C19 C17 DOUB Y N 35 37A C19 H19 SING N N 36 37A C17 C16 SING Y N 37 37A C17 C18 SING Y N 38 37A C16 C14 DOUB Y N 39 37A C16 H16 SING N N 40 37A C14 H14 SING N N 41 37A C18 C11 DOUB Y N 42 37A C18 C20 SING Y N 43 37A C11 C2 SING Y N 44 37A C11 H11 SING N N 45 37A C2 C4 DOUB Y N 46 37A C2 H2 SING N N 47 37A C20 C10 DOUB Y N 48 37A C20 H20 SING N N 49 37A C10 C4 SING Y N 50 37A C10 H10 SING N N 51 37A C4 H4 SING N N 52 # # 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 37A SMILES ACDLabs 10.04 "O=C(N4CC3OC(C(=O)NCc2ccc(c1ccccc1)cc2)C(O3)C4)NO" 37A SMILES_CANONICAL CACTVS 3.341 "ONC(=O)N1C[C@H]2O[C@@H](C1)[C@@H](O2)C(=O)NCc3ccc(cc3)c4ccccc4" 37A SMILES CACTVS 3.341 "ONC(=O)N1C[CH]2O[CH](C1)[CH](O2)C(=O)NCc3ccc(cc3)c4ccccc4" 37A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2ccc(cc2)CNC(=O)[C@H]3[C@@H]4CN(C[C@@H](O4)O3)C(=O)NO" 37A SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2ccc(cc2)CNC(=O)C3C4CN(CC(O4)O3)C(=O)NO" 37A InChI InChI 1.03 "InChI=1S/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/t16-,17-,18+/m0/s1" 37A InChIKey InChI 1.03 PPLDARNGJSQINK-OKZBNKHCSA-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 37A "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,5S,7R)-N~7~-(biphenyl-4-ylmethyl)-N~3~-hydroxy-6,8-dioxa-3-azabicyclo[3.2.1]octane-3,7-dicarboxamide" 37A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,5S,7R)-N-hydroxy-N'-[(4-phenylphenyl)methyl]-6,8-dioxa-3-azabicyclo[3.2.1]octane-3,7-dicarboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 37A "Create component" 2006-08-04 PDBJ 37A "Modify aromatic_flag" 2011-06-04 RCSB 37A "Modify descriptor" 2011-06-04 RCSB 37A "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 37A _pdbx_chem_comp_synonyms.name "(1S,5S,7R)-3-AZA-6,8-DIOXA-BICYCLO[3.2.1]OCTANE-3,7-DICARBOXYLIC ACID 7-[(BIPHENYL-4-YLMETHYL)-AMIDE]-3-HYDROXYAMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##