data_5EB # _chem_comp.id 5EB _chem_comp.name "ethyl (2Z,4S)-4-{[N-(3-cyclopropylpropanoyl)-L-phenylalanyl]amino}-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H35 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-16 _chem_comp.pdbx_modified_date 2016-03-25 _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 469.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5EB _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 5DP6 _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 5EB C2 C1 C 0 1 N N S -26.007 14.012 -19.716 -1.053 0.029 0.679 C2 5EB 1 5EB C3 C2 C 0 1 N N N -27.505 14.152 -19.497 -1.226 -1.489 0.757 C3 5EB 2 5EB C4 C3 C 0 1 Y N N -28.160 15.114 -20.445 -2.644 -1.814 1.148 C4 5EB 3 5EB C5 C4 C 0 1 Y N N -27.527 15.630 -21.531 -2.983 -1.933 2.483 C5 5EB 4 5EB C6 C5 C 0 1 Y N N -28.238 16.519 -22.319 -4.286 -2.226 2.842 C6 5EB 5 5EB C7 C6 C 0 1 Y N N -29.549 16.898 -22.139 -5.249 -2.398 1.866 C7 5EB 6 5EB N1 N1 N 0 1 N N N -21.873 9.876 -17.740 4.727 3.524 -0.671 N1 5EB 7 5EB N2 N2 N 0 1 N N N -25.749 12.745 -20.375 -1.884 0.561 -0.404 N2 5EB 8 5EB C8 C7 C 0 1 Y N N -30.202 16.370 -21.059 -4.911 -2.277 0.531 C8 5EB 9 5EB O21 O1 O 0 1 N N N -27.238 12.811 -21.962 -3.659 0.670 0.923 O21 5EB 10 5EB C20 C8 C 0 1 N N N -26.317 12.254 -21.391 -3.181 0.850 -0.177 C20 5EB 11 5EB C22 C9 C 0 1 N N N -25.724 10.926 -21.744 -4.037 1.396 -1.291 C22 5EB 12 5EB C23 C10 C 0 1 N N N -26.742 10.075 -22.419 -5.456 1.637 -0.773 C23 5EB 13 5EB C27 C11 C 0 1 N N N -26.402 9.759 -23.858 -6.325 2.191 -1.903 C27 5EB 14 5EB C21 C12 C 0 1 N N N -24.945 9.587 -24.260 -7.755 2.608 -1.556 C21 5EB 15 5EB C24 C13 C 0 1 N N N -25.720 10.857 -24.648 -7.504 1.337 -2.372 C24 5EB 16 5EB C9 C14 C 0 1 Y N N -29.497 15.488 -20.227 -3.608 -1.986 0.172 C9 5EB 17 5EB C17 C15 C 0 1 N N N -25.299 13.920 -18.429 0.393 0.357 0.409 C17 5EB 18 5EB O4 O2 O 0 1 N N N -25.897 13.524 -17.447 0.699 0.973 -0.590 O4 5EB 19 5EB N N3 N 0 1 N N N -24.085 14.242 -18.439 1.347 -0.036 1.277 N 5EB 20 5EB C10 C16 C 0 1 N N S -23.269 14.141 -17.243 2.760 0.185 0.961 C10 5EB 21 5EB C14 C17 C 0 1 N N N -22.716 15.490 -16.890 3.597 -0.869 1.639 C14 5EB 22 5EB C15 C18 C 0 1 N N N -23.711 16.352 -16.229 4.141 -1.849 0.923 C15 5EB 23 5EB C16 C19 C 0 1 N N N -24.417 15.729 -15.095 3.637 -2.141 -0.426 C16 5EB 24 5EB O2 O3 O 0 1 N N N -25.654 15.121 -15.395 4.270 -3.043 -1.202 O2 5EB 25 5EB C18 C20 C 0 1 N N N -26.878 15.741 -14.903 3.716 -3.281 -2.523 C18 5EB 26 5EB C19 C21 C 0 1 N N N -26.757 16.344 -13.495 4.562 -4.328 -3.250 C19 5EB 27 5EB O3 O4 O 0 1 N N N -24.041 15.762 -13.951 2.649 -1.569 -0.842 O3 5EB 28 5EB C11 C22 C 0 1 N N N -22.100 13.256 -17.646 3.184 1.569 1.457 C11 5EB 29 5EB C12 C23 C 0 1 N N S -22.544 11.994 -18.352 4.608 1.867 0.983 C12 5EB 30 5EB C26 C24 C 0 1 N N N -23.728 11.344 -17.645 5.153 3.150 1.659 C26 5EB 31 5EB C25 C25 C 0 1 N N N -23.233 9.961 -17.210 4.793 4.230 0.614 C25 5EB 32 5EB C13 C26 C 0 1 N N N -21.440 10.973 -18.322 4.616 2.196 -0.494 C13 5EB 33 5EB O1 O5 O 0 1 N N N -20.317 11.177 -18.757 4.531 1.381 -1.388 O1 5EB 34 5EB H1 H1 H 0 1 N N N -25.629 14.856 -20.313 -1.356 0.479 1.624 H1 5EB 35 5EB H2 H2 H 0 1 N N N -27.675 14.505 -18.469 -1.007 -1.930 -0.216 H2 5EB 36 5EB H3 H3 H 0 1 N N N -27.970 13.164 -19.627 -0.541 -1.895 1.502 H3 5EB 37 5EB H4 H4 H 0 1 N N N -26.510 15.357 -21.770 -2.230 -1.798 3.245 H4 5EB 38 5EB H5 H5 H 0 1 N N N -27.714 16.957 -23.155 -4.550 -2.320 3.885 H5 5EB 39 5EB H6 H6 H 0 1 N N N -30.039 17.580 -22.818 -6.267 -2.627 2.147 H6 5EB 40 5EB H7 H7 H 0 1 N N N -25.025 12.186 -19.971 -1.502 0.704 -1.283 H7 5EB 41 5EB H8 H8 H 0 1 N N N -31.231 16.625 -20.853 -5.664 -2.412 -0.231 H8 5EB 42 5EB H9 H9 H 0 1 N N N -25.381 10.425 -20.827 -3.615 2.337 -1.645 H9 5EB 43 5EB H10 H10 H 0 1 N N N -24.870 11.077 -22.420 -4.066 0.680 -2.112 H10 5EB 44 5EB H11 H11 H 0 1 N N N -27.707 10.602 -22.396 -5.878 0.696 -0.419 H11 5EB 45 5EB H12 H12 H 0 1 N N N -26.828 9.129 -21.865 -5.427 2.353 0.048 H12 5EB 46 5EB H13 H13 H 0 1 N N N -27.131 9.146 -24.408 -5.798 2.779 -2.656 H13 5EB 47 5EB H14 H14 H 0 1 N N N -24.668 8.852 -25.031 -8.078 2.486 -0.522 H14 5EB 48 5EB H15 H15 H 0 1 N N N -24.153 9.635 -23.498 -8.170 3.469 -2.079 H15 5EB 49 5EB H16 H16 H 0 1 N N N -25.482 11.816 -24.165 -7.754 1.363 -3.433 H16 5EB 50 5EB H17 H17 H 0 1 N N N -25.997 11.034 -25.698 -7.662 0.380 -1.875 H17 5EB 51 5EB H18 H18 H 0 1 N N N -30.010 15.073 -19.372 -3.345 -1.888 -0.870 H18 5EB 52 5EB H19 H19 H 0 1 N N N -23.673 14.574 -19.287 1.097 -0.464 2.110 H19 5EB 53 5EB H20 H20 H 0 1 N N N -23.823 13.703 -16.400 2.905 0.125 -0.118 H20 5EB 54 5EB H21 H21 H 0 1 N N N -21.701 15.795 -17.097 3.755 -0.828 2.707 H21 5EB 55 5EB H23 H23 H 0 1 N N N -23.908 17.364 -16.551 4.954 -2.431 1.333 H23 5EB 56 5EB H25 H25 H 0 1 N N N -27.162 16.544 -15.599 2.692 -3.644 -2.428 H25 5EB 57 5EB H26 H26 H 0 1 N N N -27.668 14.976 -14.884 3.720 -2.351 -3.092 H26 5EB 58 5EB H27 H27 H 0 1 N N N -27.720 16.789 -13.202 4.146 -4.506 -4.241 H27 5EB 59 5EB H28 H28 H 0 1 N N N -26.486 15.554 -12.780 5.585 -3.965 -3.345 H28 5EB 60 5EB H29 H29 H 0 1 N N N -25.979 17.121 -13.495 4.557 -5.258 -2.681 H29 5EB 61 5EB H30 H30 H 0 1 N N N -21.542 12.976 -16.741 2.503 2.322 1.058 H30 5EB 62 5EB H31 H31 H 0 1 N N N -21.443 13.825 -18.321 3.151 1.591 2.546 H31 5EB 63 5EB H32 H32 H 0 1 N N N -22.815 12.224 -19.393 5.262 1.021 1.189 H32 5EB 64 5EB H33 H33 H 0 1 N N N -24.027 11.939 -16.769 4.642 3.341 2.603 H33 5EB 65 5EB H34 H34 H 0 1 N N N -24.582 11.249 -18.332 6.231 3.085 1.807 H34 5EB 66 5EB H35 H35 H 0 1 N N N -23.867 9.169 -17.636 5.567 4.997 0.583 H35 5EB 67 5EB H36 H36 H 0 1 N N N -21.316 9.049 -17.666 4.755 3.960 -1.537 H36 5EB 68 5EB H22 H22 H 0 1 N N N -23.229 9.877 -16.113 3.827 4.676 0.850 H22 5EB 69 # 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 5EB C24 C21 SING N N 1 5EB C24 C27 SING N N 2 5EB C21 C27 SING N N 3 5EB C27 C23 SING N N 4 5EB C23 C22 SING N N 5 5EB C6 C7 DOUB Y N 6 5EB C6 C5 SING Y N 7 5EB C7 C8 SING Y N 8 5EB O21 C20 DOUB N N 9 5EB C22 C20 SING N N 10 5EB C5 C4 DOUB Y N 11 5EB C20 N2 SING N N 12 5EB C8 C9 DOUB Y N 13 5EB C4 C9 SING Y N 14 5EB C4 C3 SING N N 15 5EB N2 C2 SING N N 16 5EB C2 C3 SING N N 17 5EB C2 C17 SING N N 18 5EB O1 C13 DOUB N N 19 5EB N C17 SING N N 20 5EB N C10 SING N N 21 5EB C17 O4 DOUB N N 22 5EB C12 C13 SING N N 23 5EB C12 C11 SING N N 24 5EB C12 C26 SING N N 25 5EB C13 N1 SING N N 26 5EB N1 C25 SING N N 27 5EB C11 C10 SING N N 28 5EB C26 C25 SING N N 29 5EB C10 C14 SING N N 30 5EB C14 C15 DOUB N Z 31 5EB C15 C16 SING N N 32 5EB O2 C16 SING N N 33 5EB O2 C18 SING N N 34 5EB C16 O3 DOUB N N 35 5EB C18 C19 SING N N 36 5EB C2 H1 SING N N 37 5EB C3 H2 SING N N 38 5EB C3 H3 SING N N 39 5EB C5 H4 SING N N 40 5EB C6 H5 SING N N 41 5EB C7 H6 SING N N 42 5EB N2 H7 SING N N 43 5EB C8 H8 SING N N 44 5EB C22 H9 SING N N 45 5EB C22 H10 SING N N 46 5EB C23 H11 SING N N 47 5EB C23 H12 SING N N 48 5EB C27 H13 SING N N 49 5EB C21 H14 SING N N 50 5EB C21 H15 SING N N 51 5EB C24 H16 SING N N 52 5EB C24 H17 SING N N 53 5EB C9 H18 SING N N 54 5EB N H19 SING N N 55 5EB C10 H20 SING N N 56 5EB C14 H21 SING N N 57 5EB C15 H23 SING N N 58 5EB C18 H25 SING N N 59 5EB C18 H26 SING N N 60 5EB C19 H27 SING N N 61 5EB C19 H28 SING N N 62 5EB C19 H29 SING N N 63 5EB C11 H30 SING N N 64 5EB C11 H31 SING N N 65 5EB C12 H32 SING N N 66 5EB C26 H33 SING N N 67 5EB C26 H34 SING N N 68 5EB C25 H35 SING N N 69 5EB N1 H36 SING N N 70 5EB C25 H22 SING N N 71 # 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 5EB SMILES ACDLabs 12.01 "C(Cc1ccccc1)(C(=O)NC(\C=C/C(=O)OCC)CC2C(NCC2)=O)NC(=O)CCC3CC3" 5EB InChI InChI 1.03 "InChI=1S/C26H35N3O5/c1-2-34-24(31)13-11-21(17-20-14-15-27-25(20)32)28-26(33)22(16-19-6-4-3-5-7-19)29-23(30)12-10-18-8-9-18/h3-7,11,13,18,20-22H,2,8-10,12,14-17H2,1H3,(H,27,32)(H,28,33)(H,29,30)/t20-,21+,22-/m0/s1" 5EB InChIKey InChI 1.03 QRJJXRNUFIJDHO-BDTNDASRSA-N 5EB SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)\C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)CCC3CC3" 5EB SMILES CACTVS 3.385 "CCOC(=O)C=C[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)CCC3CC3" 5EB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)CCC3CC3" 5EB SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)CCC3CC3" # 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 5EB "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (2Z,4S)-4-{[N-(3-cyclopropylpropanoyl)-L-phenylalanyl]amino}-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" 5EB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4S)-4-[[(2S)-2-(3-cyclopropylpropanoylamino)-3-phenyl-propanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pent-2-enoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5EB "Create component" 2015-09-16 RCSB 5EB "Initial release" 2016-03-30 RCSB #