data_6KZ # _chem_comp.id 6KZ _chem_comp.name "N-[(2S)-4-methyl-1-oxidanylidene-1-[[(1R,2S)-1-oxidanyl-1-(5-phenyl-1,2,4-oxadiazol-3-yl)butan-2-yl]amino]pentan-2-yl]morpholine-4-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H33 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-06 _chem_comp.pdbx_modified_date 2014-09-05 _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 459.539 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6KZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4CIA _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 6KZ C3 C3 C 0 1 N N N -38.924 16.034 20.189 -6.298 -0.863 0.057 C3 6KZ 1 6KZ C2 C2 C 0 1 N N N -40.316 16.700 20.298 -6.596 -2.338 -0.239 C2 6KZ 2 6KZ O1 O1 O 0 1 N N N -40.328 18.117 20.678 -6.458 -2.573 -1.642 O1 6KZ 3 6KZ C6 C6 C 0 1 N N N -39.502 18.878 19.747 -5.139 -2.349 -2.147 C6 6KZ 4 6KZ C5 C5 C 0 1 N N N -38.026 18.469 19.931 -4.767 -0.875 -1.949 C5 6KZ 5 6KZ N4 N4 N 0 1 N N N -37.815 16.981 19.862 -4.995 -0.524 -0.538 N4 6KZ 6 6KZ C7 C7 C 0 1 N N N -36.596 16.497 19.525 -4.040 0.090 0.188 C7 6KZ 7 6KZ O28 O28 O 0 1 N N N -35.687 17.296 19.281 -4.278 0.454 1.323 O28 6KZ 8 6KZ N8 N8 N 0 1 N N N -36.417 15.175 19.450 -2.820 0.301 -0.345 N8 6KZ 9 6KZ C9 C9 C 0 1 N N S -35.130 14.570 19.065 -1.746 0.858 0.481 C9 6KZ 10 6KZ C27 C27 C 0 1 N N N -35.145 13.091 19.468 -1.054 -0.271 1.247 C27 6KZ 11 6KZ C31 C31 C 0 1 N N N -35.212 12.964 21.000 -2.042 -0.897 2.235 C31 6KZ 12 6KZ C33 C33 C 0 1 N N N -35.917 11.671 21.454 -1.390 -2.105 2.911 C33 6KZ 13 6KZ C32 C32 C 0 1 N N N -33.813 13.063 21.626 -2.426 0.137 3.296 C32 6KZ 14 6KZ C10 C10 C 0 1 N N N -34.937 14.719 17.535 -0.743 1.554 -0.402 C10 6KZ 15 6KZ O29 O29 O 0 1 N N N -35.885 14.583 16.755 -0.908 1.582 -1.604 O29 6KZ 16 6KZ N11 N11 N 0 1 N N N -33.721 15.136 17.138 0.339 2.145 0.143 N11 6KZ 17 6KZ C12 C12 C 0 1 N N S -33.462 15.279 15.693 1.314 2.821 -0.716 C12 6KZ 18 6KZ C13 C13 C 0 1 N N N -33.128 16.747 15.327 0.850 4.254 -0.986 C13 6KZ 19 6KZ C14 C14 C 0 1 N N N -34.358 17.624 15.517 -0.449 4.225 -1.794 C14 6KZ 20 6KZ C15 C15 C 0 1 N N R -32.297 14.320 15.338 2.675 2.850 -0.017 C15 6KZ 21 6KZ O30 O30 O 0 1 N N N -31.124 14.669 16.154 2.560 3.555 1.221 O30 6KZ 22 6KZ C16 C16 C 0 1 Y N N -32.573 12.865 15.750 3.133 1.439 0.249 C16 6KZ 23 6KZ N20 N20 N 0 1 Y N N -33.640 12.165 15.392 4.087 0.775 -0.423 N20 6KZ 24 6KZ N17 N17 N 0 1 Y N N -31.747 12.164 16.517 2.680 0.646 1.175 N17 6KZ 25 6KZ O18 O18 O 0 1 Y N N -32.370 10.919 16.650 3.250 -0.424 1.134 O18 6KZ 26 6KZ C19 C19 C 0 1 Y N N -33.550 10.974 15.950 4.156 -0.416 0.144 C19 6KZ 27 6KZ C21 C21 C 0 1 Y N N -34.430 9.890 15.823 5.059 -1.523 -0.235 C21 6KZ 28 6KZ C22 C22 C 0 1 Y N N -35.639 10.054 15.131 5.017 -2.731 0.462 C22 6KZ 29 6KZ C23 C23 C 0 1 Y N N -36.531 8.984 14.978 5.863 -3.761 0.103 C23 6KZ 30 6KZ C24 C24 C 0 1 Y N N -36.182 7.729 15.507 6.750 -3.597 -0.946 C24 6KZ 31 6KZ C25 C25 C 0 1 Y N N -34.956 7.553 16.170 6.797 -2.402 -1.641 C25 6KZ 32 6KZ C26 C26 C 0 1 Y N N -34.070 8.628 16.323 5.953 -1.366 -1.295 C26 6KZ 33 6KZ H15 H15 H 0 1 N N N -32.070 14.378 14.263 3.401 3.353 -0.656 H15 6KZ 34 6KZ H31C H31C H 0 0 N N N -38.695 15.554 21.152 -7.075 -0.237 -0.380 H31C 6KZ 35 6KZ H32C H32C H 0 0 N N N -38.968 15.269 19.400 -6.261 -0.705 1.135 H32C 6KZ 36 6KZ H21C H21C H 0 0 N N N -40.808 16.611 19.318 -5.893 -2.967 0.307 H21C 6KZ 37 6KZ H22C H22C H 0 0 N N N -40.895 16.146 21.051 -7.614 -2.573 0.072 H22C 6KZ 38 6KZ H61C H61C H 0 0 N N N -39.818 18.664 18.715 -4.431 -2.979 -1.608 H61C 6KZ 39 6KZ H62C H62C H 0 0 N N N -39.614 19.953 19.949 -5.110 -2.592 -3.209 H62C 6KZ 40 6KZ H51C H51C H 0 0 N N N -37.429 18.945 19.139 -3.717 -0.725 -2.199 H51C 6KZ 41 6KZ H52C H52C H 0 0 N N N -37.683 18.826 20.913 -5.391 -0.250 -2.588 H52C 6KZ 42 6KZ H8 H8 H 0 1 N N N -37.186 14.573 19.663 -2.653 0.084 -1.276 H8 6KZ 43 6KZ H9 H9 H 0 1 N N N -34.304 15.079 19.583 -2.165 1.573 1.188 H9 6KZ 44 6KZ H271 H271 H 0 0 N N N -36.024 12.601 19.023 -0.713 -1.031 0.545 H271 6KZ 45 6KZ H272 H272 H 0 0 N N N -34.229 12.604 19.102 -0.200 0.130 1.793 H272 6KZ 46 6KZ H31 H31 H 0 1 N N N -35.804 13.812 21.376 -2.936 -1.218 1.700 H31 6KZ 47 6KZ H331 H331 H 0 0 N N N -35.937 11.630 22.553 -0.496 -1.783 3.446 H331 6KZ 48 6KZ H332 H332 H 0 0 N N N -36.947 11.660 21.068 -2.093 -2.550 3.615 H332 6KZ 49 6KZ H333 H333 H 0 0 N N N -35.370 10.799 21.065 -1.117 -2.841 2.156 H333 6KZ 50 6KZ H321 H321 H 0 0 N N N -33.892 12.969 22.719 -2.890 0.997 2.813 H321 6KZ 51 6KZ H322 H322 H 0 0 N N N -33.178 12.255 21.234 -3.129 -0.309 3.999 H322 6KZ 52 6KZ H323 H323 H 0 0 N N N -33.366 14.036 21.373 -1.532 0.458 3.830 H323 6KZ 53 6KZ H11 H11 H 0 1 N N N -33.008 15.344 17.808 0.472 2.123 1.103 H11 6KZ 54 6KZ H12 H12 H 0 1 N N N -34.354 14.971 15.127 1.402 2.284 -1.660 H12 6KZ 55 6KZ H131 H131 H 0 0 N N N -32.318 17.109 15.977 0.677 4.764 -0.038 H131 6KZ 56 6KZ H132 H132 H 0 0 N N N -32.804 16.796 14.277 1.617 4.785 -1.550 H132 6KZ 57 6KZ H141 H141 H 0 0 N N N -34.112 18.664 15.255 -0.780 5.245 -1.986 H141 6KZ 58 6KZ H142 H142 H 0 0 N N N -35.169 17.264 14.866 -0.276 3.714 -2.741 H142 6KZ 59 6KZ H143 H143 H 0 0 N N N -34.683 17.578 16.567 -1.216 3.694 -1.230 H143 6KZ 60 6KZ H30 H30 H 0 1 N N N -30.405 14.085 15.942 1.930 3.162 1.840 H30 6KZ 61 6KZ H22 H22 H 0 1 N N N -35.886 11.018 14.710 4.325 -2.860 1.281 H22 6KZ 62 6KZ H26 H26 H 0 1 N N N -33.121 8.488 16.820 5.988 -0.435 -1.841 H26 6KZ 63 6KZ H23 H23 H 0 1 N N N -37.470 9.121 14.463 5.831 -4.696 0.642 H23 6KZ 64 6KZ H24 H24 H 0 1 N N N -36.861 6.895 15.403 7.410 -4.406 -1.222 H24 6KZ 65 6KZ H25 H25 H 0 1 N N N -34.694 6.582 16.565 7.493 -2.280 -2.458 H25 6KZ 66 # 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 6KZ C3 C2 SING N N 1 6KZ C3 N4 SING N N 2 6KZ C2 O1 SING N N 3 6KZ O1 C6 SING N N 4 6KZ C6 C5 SING N N 5 6KZ C5 N4 SING N N 6 6KZ N4 C7 SING N N 7 6KZ C7 O28 DOUB N N 8 6KZ C7 N8 SING N N 9 6KZ N8 C9 SING N N 10 6KZ C9 C27 SING N N 11 6KZ C9 C10 SING N N 12 6KZ C27 C31 SING N N 13 6KZ C31 C33 SING N N 14 6KZ C31 C32 SING N N 15 6KZ C10 O29 DOUB N N 16 6KZ C10 N11 SING N N 17 6KZ N11 C12 SING N N 18 6KZ C12 C13 SING N N 19 6KZ C12 C15 SING N N 20 6KZ C13 C14 SING N N 21 6KZ C15 O30 SING N N 22 6KZ C15 C16 SING N N 23 6KZ C16 N20 SING Y N 24 6KZ C16 N17 DOUB Y N 25 6KZ N20 C19 DOUB Y N 26 6KZ N17 O18 SING Y N 27 6KZ O18 C19 SING Y N 28 6KZ C19 C21 SING N N 29 6KZ C21 C22 SING Y N 30 6KZ C21 C26 DOUB Y N 31 6KZ C22 C23 DOUB Y N 32 6KZ C23 C24 SING Y N 33 6KZ C24 C25 DOUB Y N 34 6KZ C25 C26 SING Y N 35 6KZ C15 H15 SING N N 36 6KZ C3 H31C SING N N 37 6KZ C3 H32C SING N N 38 6KZ C2 H21C SING N N 39 6KZ C2 H22C SING N N 40 6KZ C6 H61C SING N N 41 6KZ C6 H62C SING N N 42 6KZ C5 H51C SING N N 43 6KZ C5 H52C SING N N 44 6KZ N8 H8 SING N N 45 6KZ C9 H9 SING N N 46 6KZ C27 H271 SING N N 47 6KZ C27 H272 SING N N 48 6KZ C31 H31 SING N N 49 6KZ C33 H331 SING N N 50 6KZ C33 H332 SING N N 51 6KZ C33 H333 SING N N 52 6KZ C32 H321 SING N N 53 6KZ C32 H322 SING N N 54 6KZ C32 H323 SING N N 55 6KZ N11 H11 SING N N 56 6KZ C12 H12 SING N N 57 6KZ C13 H131 SING N N 58 6KZ C13 H132 SING N N 59 6KZ C14 H141 SING N N 60 6KZ C14 H142 SING N N 61 6KZ C14 H143 SING N N 62 6KZ O30 H30 SING N N 63 6KZ C22 H22 SING N N 64 6KZ C26 H26 SING N N 65 6KZ C23 H23 SING N N 66 6KZ C24 H24 SING N N 67 6KZ C25 H25 SING N N 68 # 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 6KZ SMILES ACDLabs 12.01 "O=C(N1CCOCC1)NC(C(=O)NC(C(O)c2nc(on2)c3ccccc3)CC)CC(C)C" 6KZ InChI InChI 1.03 "InChI=1S/C23H33N5O5/c1-4-17(19(29)20-26-22(33-27-20)16-8-6-5-7-9-16)24-21(30)18(14-15(2)3)25-23(31)28-10-12-32-13-11-28/h5-9,15,17-19,29H,4,10-14H2,1-3H3,(H,24,30)(H,25,31)/t17-,18-,19+/m0/s1" 6KZ InChIKey InChI 1.03 SEDXNAIXMHPLCI-GBESFXJTSA-N 6KZ SMILES_CANONICAL CACTVS 3.385 "CC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)N1CCOCC1)[C@@H](O)c2noc(n2)c3ccccc3" 6KZ SMILES CACTVS 3.385 "CC[CH](NC(=O)[CH](CC(C)C)NC(=O)N1CCOCC1)[CH](O)c2noc(n2)c3ccccc3" 6KZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@@H]([C@H](c1nc(on1)c2ccccc2)O)NC(=O)[C@H](CC(C)C)NC(=O)N3CCOCC3" 6KZ SMILES "OpenEye OEToolkits" 1.9.2 "CCC(C(c1nc(on1)c2ccccc2)O)NC(=O)C(CC(C)C)NC(=O)N3CCOCC3" # 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 6KZ "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1R,2S)-1-hydroxy-1-(5-phenyl-1,2,4-oxadiazol-3-yl)butan-2-yl]-N~2~-(morpholin-4-ylcarbonyl)-L-leucinamide" 6KZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(2S)-4-methyl-1-oxidanylidene-1-[[(1R,2S)-1-oxidanyl-1-(5-phenyl-1,2,4-oxadiazol-3-yl)butan-2-yl]amino]pentan-2-yl]morpholine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6KZ "Create component" 2013-12-06 EBI 6KZ "Create component" 2013-12-11 EBI 6KZ "Initial release" 2014-02-26 RCSB 6KZ "Modify descriptor" 2014-09-05 RCSB #