data_6JT # _chem_comp.id 6JT _chem_comp.name "(3R)-3-{3-[(1-benzofuran-3-yl)methyl]-1,2,4-oxadiazol-5-yl}-4-cyclopentyl-N-hydroxybutanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-19 _chem_comp.pdbx_modified_date 2016-11-25 _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 369.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6JT _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5JF4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6JT N1 N1 N 0 1 N N N -5.406 -3.648 11.801 -3.335 3.805 -0.676 N1 6JT 1 6JT O2 O1 O 0 1 N N N -4.360 -4.625 11.679 -4.384 4.550 -0.085 O2 6JT 2 6JT C3 C1 C 0 1 N N N -5.162 -2.456 12.398 -3.026 2.582 -0.200 C3 6JT 3 6JT O4 O2 O 0 1 N N N -4.068 -2.149 12.867 -3.642 2.124 0.738 O4 6JT 4 6JT C5 C2 C 0 1 N N N -6.349 -1.465 12.439 -1.914 1.786 -0.833 C5 6JT 5 6JT C6 C3 C 0 1 N N R -6.429 -0.730 11.097 -1.868 0.390 -0.209 C6 6JT 6 6JT C7 C4 C 0 1 N N N -6.943 -1.647 9.946 -3.139 -0.377 -0.578 C7 6JT 7 6JT C12 C5 C 0 1 Y N N -7.470 0.172 11.501 -0.664 -0.353 -0.729 C12 6JT 8 6JT O13 O3 O 0 1 Y N N -8.771 0.124 11.287 -0.401 -0.646 -2.006 O13 6JT 9 6JT N14 N2 N 0 1 Y N N -7.135 1.420 11.751 0.327 -0.831 -0.016 N14 6JT 10 6JT N15 N3 N 0 1 Y N N -9.265 1.345 11.433 0.648 -1.251 -2.081 N15 6JT 11 6JT C16 C6 C 0 1 Y N N -8.256 2.145 11.716 1.163 -1.408 -0.898 C16 6JT 12 6JT C17 C7 C 0 1 N N N -6.993 -1.110 8.711 -3.155 -1.721 0.152 C17 6JT 13 6JT C18 C8 C 0 1 N N N -7.435 -1.763 7.636 -4.359 -2.570 -0.305 C18 6JT 14 6JT C19 C9 C 0 1 N N N -6.598 0.115 8.340 -3.388 -1.512 1.669 C19 6JT 15 6JT C20 C10 C 0 1 N N N -6.796 0.237 7.035 -3.969 -2.876 2.117 C20 6JT 16 6JT C21 C11 C 0 1 N N N -7.311 -0.917 6.601 -4.879 -3.305 0.943 C21 6JT 17 6JT H1 H1 H 0 1 N N N -6.318 -3.848 11.444 -2.842 4.171 -1.427 H1 6JT 18 6JT H2 H2 H 0 1 N N N -3.562 -4.286 12.068 -4.531 5.414 -0.495 H2 6JT 19 6JT H3 H3 H 0 1 N N N -6.195 -0.738 13.250 -2.094 1.699 -1.904 H3 6JT 20 6JT H4 H4 H 0 1 N N N -7.284 -2.017 12.614 -0.963 2.291 -0.664 H4 6JT 21 6JT H5 H5 H 0 1 N N N -5.483 -0.232 10.835 -1.799 0.479 0.876 H5 6JT 22 6JT H6 H6 H 0 1 N N N -7.961 -1.970 10.209 -4.013 0.206 -0.285 H6 6JT 23 6JT H7 H7 H 0 1 N N N -6.281 -2.524 9.900 -3.161 -0.548 -1.655 H7 6JT 24 6JT H9 H9 H 0 1 N N N -8.489 -2.048 7.770 -5.139 -1.924 -0.710 H9 6JT 25 6JT H10 H10 H 0 1 N N N -5.530 0.247 8.568 -2.447 -1.306 2.179 H10 6JT 26 6JT H11 H11 H 0 1 N N N -5.841 0.438 6.527 -3.169 -3.602 2.263 H11 6JT 27 6JT H12 H12 H 0 1 N N N -8.300 -0.734 6.155 -5.910 -3.015 1.145 H12 6JT 28 6JT H13 H13 H 0 1 N N N -6.644 -1.356 5.845 -4.815 -4.383 0.796 H13 6JT 29 6JT C1 C12 C 0 1 N N N ? ? ? 2.458 -2.107 -0.574 C1 6JT 30 6JT C2 C13 C 0 1 Y N N ? ? ? 3.588 -1.111 -0.607 C2 6JT 31 6JT C4 C14 C 0 1 Y N N ? ? ? 4.020 -0.230 0.485 C4 6JT 32 6JT C8 C15 C 0 1 Y N N ? ? ? 5.102 0.503 -0.030 C8 6JT 33 6JT O1 O4 O 0 1 Y N N ? ? ? 5.292 0.097 -1.301 O1 6JT 34 6JT C10 C17 C 0 1 Y N N ? ? ? 4.405 -0.855 -1.638 C10 6JT 35 6JT H8 H8 H 0 1 N N N -8.007 -0.732 8.908 -2.222 -2.259 -0.020 H8 6JT 36 6JT H14 H14 H 0 1 N N N -6.830 -2.666 7.464 -4.043 -3.291 -1.059 H14 6JT 37 6JT H15 H15 H 0 1 N N N -7.185 0.874 8.878 -4.104 -0.708 1.842 H15 6JT 38 6JT H16 H16 H 0 1 N N N -7.498 1.061 6.836 -4.549 -2.761 3.032 H16 6JT 39 6JT H17 H17 H 0 1 N N N ? ? ? 2.393 -2.549 0.420 H17 6JT 40 6JT H18 H18 H 0 1 N N N ? ? ? 2.642 -2.890 -1.309 H18 6JT 41 6JT H26 H26 H 0 1 N N N ? ? ? 4.354 -1.340 -2.602 H26 6JT 42 6JT C9 C21 C 0 1 Y N N ? ? ? 5.735 1.437 0.781 C9 6JT 43 6JT C11 C18 C 0 1 Y N N ? ? ? 5.298 1.632 2.073 C11 6JT 44 6JT C13 C19 C 0 1 Y N N ? ? ? 4.228 0.905 2.576 C13 6JT 45 6JT C14 C20 C 0 1 Y N N ? ? ? 3.591 -0.019 1.794 C14 6JT 46 6JT H19 H19 H 0 1 N N N ? ? ? 6.569 2.009 0.399 H19 6JT 47 6JT H20 H20 H 0 1 N N N ? ? ? 5.792 2.359 2.701 H20 6JT 48 6JT H21 H21 H 0 1 N N N ? ? ? 3.898 1.069 3.591 H21 6JT 49 6JT H22 H22 H 0 1 N N N ? ? ? 2.759 -0.583 2.190 H22 6JT 50 # 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 6JT C21 C20 SING N N 1 6JT C21 C18 SING N N 2 6JT C20 C19 SING N N 3 6JT C18 C17 SING N N 4 6JT C19 C17 SING N N 5 6JT C17 C7 SING N N 6 6JT C7 C6 SING N N 7 6JT C6 C12 SING N N 8 6JT C6 C5 SING N N 9 6JT O13 N15 SING Y N 10 6JT O13 C12 SING Y N 11 6JT N15 C16 DOUB Y N 12 6JT C12 N14 DOUB Y N 13 6JT O2 N1 SING N N 14 6JT C16 N14 SING Y N 15 6JT N1 C3 SING N N 16 6JT C3 C5 SING N N 17 6JT C3 O4 DOUB N N 18 6JT N1 H1 SING N N 19 6JT O2 H2 SING N N 20 6JT C5 H3 SING N N 21 6JT C5 H4 SING N N 22 6JT C6 H5 SING N N 23 6JT C7 H6 SING N N 24 6JT C7 H7 SING N N 25 6JT C18 H9 SING N N 26 6JT C19 H10 SING N N 27 6JT C20 H11 SING N N 28 6JT C21 H12 SING N N 29 6JT C21 H13 SING N N 30 6JT C16 C1 SING N N 31 6JT C1 C2 SING N N 32 6JT C2 C4 SING Y N 33 6JT C4 C8 DOUB Y N 34 6JT C8 O1 SING Y N 35 6JT O1 C10 SING Y N 36 6JT C10 C2 DOUB Y N 37 6JT C17 H8 SING N N 38 6JT C18 H14 SING N N 39 6JT C19 H15 SING N N 40 6JT C20 H16 SING N N 41 6JT C1 H17 SING N N 42 6JT C1 H18 SING N N 43 6JT C10 H26 SING N N 44 6JT C8 C9 SING Y N 45 6JT C9 C11 DOUB Y N 46 6JT C11 C13 SING Y N 47 6JT C13 C14 DOUB Y N 48 6JT C14 C4 SING Y N 49 6JT C9 H19 SING N N 50 6JT C11 H20 SING N N 51 6JT C13 H21 SING N N 52 6JT C14 H22 SING N N 53 # 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 6JT SMILES ACDLabs 12.01 "N(C(CC(c1nc(no1)Cc2c3c(oc2)cccc3)CC4CCCC4)=O)O" 6JT InChI InChI 1.03 "InChI=1S/C20H23N3O4/c24-19(22-25)11-14(9-13-5-1-2-6-13)20-21-18(23-27-20)10-15-12-26-17-8-4-3-7-16(15)17/h3-4,7-8,12-14,25H,1-2,5-6,9-11H2,(H,22,24)/t14-/m1/s1" 6JT InChIKey InChI 1.03 CCFPWVUEYLWVCR-CQSZACIVSA-N 6JT SMILES_CANONICAL CACTVS 3.385 "ONC(=O)C[C@@H](CC1CCCC1)c2onc(Cc3coc4ccccc34)n2" 6JT SMILES CACTVS 3.385 "ONC(=O)C[CH](CC1CCCC1)c2onc(Cc3coc4ccccc34)n2" 6JT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)c(co2)Cc3nc(on3)[C@H](CC4CCCC4)CC(=O)NO" 6JT SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)c(co2)Cc3nc(on3)C(CC4CCCC4)CC(=O)NO" # 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 6JT "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-{3-[(1-benzofuran-3-yl)methyl]-1,2,4-oxadiazol-5-yl}-4-cyclopentyl-N-hydroxybutanamide" 6JT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(3~{R})-3-[3-(1-benzofuran-3-ylmethyl)-1,2,4-oxadiazol-5-yl]-4-cyclopentyl-~{N}-oxidanyl-butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6JT "Create component" 2016-04-19 EBI 6JT "Other modification" 2016-05-09 EBI 6JT "Other modification" 2016-05-10 EBI 6JT "Initial release" 2016-11-30 RCSB #