data_5ED # _chem_comp.id 5ED _chem_comp.name "ethyl (2Z,4S)-4-[(N-{[(2-cyclopropylethyl)amino](oxo)acetyl}-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 "C27 H36 N4 O6" _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 512.598 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5ED _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 5DP8 _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 5ED N1 N1 N 0 1 N N N -1.755 -8.756 -2.827 -4.591 -4.043 0.047 N1 5ED 1 5ED C4 C1 C 0 1 Y N N -10.486 -6.788 -0.495 1.690 2.637 1.012 C4 5ED 2 5ED C5 C2 C 0 1 Y N N -10.860 -8.115 -0.255 2.730 2.729 0.106 C5 5ED 3 5ED C6 C3 C 0 1 Y N N -11.955 -8.372 0.593 3.956 3.225 0.508 C6 5ED 4 5ED C7 C4 C 0 1 Y N N -12.667 -7.327 1.190 4.142 3.630 1.817 C7 5ED 5 5ED C8 C5 C 0 1 Y N N -12.296 -6.001 0.932 3.102 3.539 2.723 C8 5ED 6 5ED C10 C6 C 0 1 N N S -6.125 -7.910 -4.387 -3.431 -0.108 0.917 C10 5ED 7 5ED C13 C7 C 0 1 N N N -2.767 -9.504 -3.210 -4.783 -2.715 -0.040 C13 5ED 8 5ED C15 C8 C 0 1 N N N -7.773 -6.760 -5.915 -5.286 1.445 0.477 C15 5ED 9 5ED C17 C9 C 0 1 N N N -7.214 -7.008 -2.374 -1.042 0.045 0.463 C17 5ED 10 5ED C20 C10 C 0 1 N N N -6.304 -7.408 0.559 2.604 -0.152 0.289 C20 5ED 11 5ED C22 C11 C 0 1 N N N -6.112 -6.830 1.935 3.609 -0.795 -0.612 C22 5ED 12 5ED C24 C12 C 0 1 N N N -4.409 -10.235 5.793 9.703 -2.345 -0.812 C24 5ED 13 5ED C26 C13 C 0 1 N N N -3.526 -7.262 -3.022 -5.110 -3.319 2.274 C26 5ED 14 5ED C1 C14 C 0 1 N N N -4.846 -9.073 4.896 8.284 -2.160 -1.355 C1 5ED 15 5ED C2 C15 C 0 1 N N S -8.086 -7.286 -1.213 0.332 0.575 0.784 C2 5ED 16 5ED C3 C16 C 0 1 N N N -9.330 -6.434 -1.413 0.356 2.091 0.574 C3 5ED 17 5ED C9 C17 C 0 1 Y N N -11.206 -5.736 0.093 1.876 3.042 2.320 C9 5ED 18 5ED C11 C18 C 0 1 N N N -4.926 -8.880 -4.389 -3.549 -1.415 1.703 C11 5ED 19 5ED C12 C19 C 0 1 N N S -4.032 -8.695 -3.168 -4.865 -2.109 1.344 C12 5ED 20 5ED C14 C20 C 0 1 N N N -6.976 -8.065 -5.673 -4.501 0.850 1.372 C14 5ED 21 5ED C16 C21 C 0 1 N N N -7.015 -5.584 -6.502 -4.843 1.573 -0.919 C16 5ED 22 5ED C18 C22 C 0 1 N N N -6.753 -3.288 -5.664 -5.183 2.154 -3.210 C18 5ED 23 5ED C23 C23 C 0 1 N N N -3.683 -8.298 4.257 7.256 -1.502 -0.434 C23 5ED 24 5ED C25 C24 C 0 1 N N N -2.106 -7.396 -2.505 -4.512 -4.479 1.446 C25 5ED 25 5ED O3 O1 O 0 1 N N N -5.981 -5.683 -7.150 -3.715 1.246 -1.231 O3 5ED 26 5ED O2 O2 O 0 1 N N N -7.554 -4.263 -6.299 -5.688 2.054 -1.852 O2 5ED 27 5ED C19 C25 C 0 1 N N N -6.794 -3.598 -4.178 -6.276 2.716 -4.121 C19 5ED 28 5ED O1 O3 O 0 1 N N N -2.686 -10.677 -3.528 -4.876 -2.093 -1.077 O1 5ED 29 5ED N N2 N 0 1 N N N -6.964 -8.044 -3.193 -2.112 0.486 1.153 N 5ED 30 5ED O4 O4 O 0 1 N N N -6.774 -5.870 -2.501 -1.184 -0.778 -0.417 O4 5ED 31 5ED N2 N3 N 0 1 N N N -7.483 -6.983 0.072 1.317 -0.055 -0.099 N2 5ED 32 5ED O21 O5 O 0 1 N N N -5.523 -8.139 -0.087 2.947 0.283 1.368 O21 5ED 33 5ED O5 O6 O 0 1 N N N -6.976 -6.046 2.314 3.266 -1.230 -1.691 O5 5ED 34 5ED N6 N4 N 0 1 N N N -5.161 -6.987 2.855 4.897 -0.891 -0.224 N6 5ED 35 5ED C21 C26 C 0 1 N N N -3.999 -7.829 2.830 5.882 -1.521 -1.107 C21 5ED 36 5ED C27 C27 C 0 1 N N N -5.082 -10.520 4.458 9.425 -1.286 -1.881 C27 5ED 37 5ED H1 H1 H 0 1 N N N -0.819 -9.103 -2.764 -4.518 -4.636 -0.716 H1 5ED 38 5ED H2 H2 H 0 1 N N N -10.318 -8.929 -0.713 2.585 2.412 -0.916 H2 5ED 39 5ED H3 H3 H 0 1 N N N -12.250 -9.393 0.785 4.769 3.295 -0.199 H3 5ED 40 5ED H4 H4 H 0 1 N N N -13.498 -7.541 1.846 5.100 4.017 2.132 H4 5ED 41 5ED H5 H5 H 0 1 N N N -12.848 -5.187 1.378 3.247 3.856 3.745 H5 5ED 42 5ED H6 H6 H 0 1 N N N -5.713 -6.890 -4.398 -3.553 -0.311 -0.147 H6 5ED 43 5ED H7 H7 H 0 1 N N N -8.824 -6.690 -5.676 -6.249 1.833 0.775 H7 5ED 44 5ED H9 H9 H 0 1 N N N -4.945 -10.436 6.733 9.903 -1.998 0.201 H9 5ED 45 5ED H10 H10 H 0 1 N N N -3.339 -10.454 5.927 10.246 -3.239 -1.119 H10 5ED 46 5ED H11 H11 H 0 1 N N N -3.536 -6.748 -3.994 -4.578 -3.200 3.218 H11 5ED 47 5ED H12 H12 H 0 1 N N N -4.147 -6.704 -2.306 -6.176 -3.471 2.445 H12 5ED 48 5ED H13 H13 H 0 1 N N N -5.724 -8.492 5.214 7.895 -2.932 -2.019 H13 5ED 49 5ED H14 H14 H 0 1 N N N -8.383 -8.345 -1.235 0.576 0.348 1.821 H14 5ED 50 5ED H15 H15 H 0 1 N N N -9.059 -5.383 -1.236 -0.437 2.551 1.164 H15 5ED 51 5ED H16 H16 H 0 1 N N N -9.667 -6.556 -2.453 0.200 2.314 -0.481 H16 5ED 52 5ED H17 H17 H 0 1 N N N -10.917 -4.714 -0.103 1.063 2.971 3.028 H17 5ED 53 5ED H18 H18 H 0 1 N N N -5.306 -9.912 -4.397 -2.713 -2.068 1.450 H18 5ED 54 5ED H19 H19 H 0 1 N N N -4.329 -8.702 -5.295 -3.532 -1.200 2.771 H19 5ED 55 5ED H20 H20 H 0 1 N N N -4.602 -8.964 -2.266 -5.695 -1.405 1.403 H20 5ED 56 5ED H21 H21 H 0 1 N N N -7.008 -8.943 -6.300 -4.632 1.054 2.424 H21 5ED 57 5ED H23 H23 H 0 1 N N N -5.719 -3.345 -6.036 -4.318 2.817 -3.228 H23 5ED 58 5ED H24 H24 H 0 1 N N N -7.156 -2.282 -5.854 -4.890 1.165 -3.562 H24 5ED 59 5ED H25 H25 H 0 1 N N N -2.799 -8.952 4.225 7.207 -2.050 0.507 H25 5ED 60 5ED H26 H26 H 0 1 N N N -3.464 -7.416 4.877 7.550 -0.471 -0.238 H26 5ED 61 5ED H27 H27 H 0 1 N N N -1.435 -6.687 -3.012 -5.101 -5.384 1.593 H27 5ED 62 5ED H28 H28 H 0 1 N N N -2.066 -7.227 -1.419 -3.474 -4.654 1.729 H28 5ED 63 5ED H29 H29 H 0 1 N N N -6.182 -2.864 -3.633 -6.569 3.705 -3.769 H29 5ED 64 5ED H30 H30 H 0 1 N N N -7.833 -3.546 -3.821 -5.897 2.790 -5.140 H30 5ED 65 5ED H31 H31 H 0 1 N N N -6.396 -4.609 -4.003 -7.141 2.053 -4.103 H31 5ED 66 5ED H32 H32 H 0 1 N N N -7.364 -8.936 -2.981 -2.010 1.196 1.805 H32 5ED 67 5ED H33 H33 H 0 1 N N N -8.012 -6.382 0.671 1.043 -0.403 -0.962 H33 5ED 68 5ED H34 H34 H 0 1 N N N -5.273 -6.438 3.683 5.171 -0.543 0.639 H34 5ED 69 5ED H35 H35 H 0 1 N N N -4.192 -8.703 2.190 5.930 -0.973 -2.048 H35 5ED 70 5ED H36 H36 H 0 1 N N N -3.144 -7.264 2.431 5.587 -2.553 -1.302 H36 5ED 71 5ED H37 H37 H 0 1 N N N -6.104 -10.927 4.434 9.443 -0.241 -1.570 H37 5ED 72 5ED H38 H38 H 0 1 N N N -4.498 -10.945 3.628 9.786 -1.482 -2.890 H38 5ED 73 # 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 5ED O3 C16 DOUB N N 1 5ED C16 O2 SING N N 2 5ED C16 C15 SING N N 3 5ED O2 C18 SING N N 4 5ED C15 C14 DOUB N Z 5 5ED C14 C10 SING N N 6 5ED C18 C19 SING N N 7 5ED C11 C10 SING N N 8 5ED C11 C12 SING N N 9 5ED C10 N SING N N 10 5ED O1 C13 DOUB N N 11 5ED C13 C12 SING N N 12 5ED C13 N1 SING N N 13 5ED N C17 SING N N 14 5ED C12 C26 SING N N 15 5ED C26 C25 SING N N 16 5ED N1 C25 SING N N 17 5ED O4 C17 DOUB N N 18 5ED C17 C2 SING N N 19 5ED C3 C2 SING N N 20 5ED C3 C4 SING N N 21 5ED C2 N2 SING N N 22 5ED C4 C5 DOUB Y N 23 5ED C4 C9 SING Y N 24 5ED C5 C6 SING Y N 25 5ED O21 C20 DOUB N N 26 5ED N2 C20 SING N N 27 5ED C9 C8 DOUB Y N 28 5ED C20 C22 SING N N 29 5ED C6 C7 DOUB Y N 30 5ED C8 C7 SING Y N 31 5ED C22 O5 DOUB N N 32 5ED C22 N6 SING N N 33 5ED C21 N6 SING N N 34 5ED C21 C23 SING N N 35 5ED C23 C1 SING N N 36 5ED C27 C1 SING N N 37 5ED C27 C24 SING N N 38 5ED C1 C24 SING N N 39 5ED N1 H1 SING N N 40 5ED C5 H2 SING N N 41 5ED C6 H3 SING N N 42 5ED C7 H4 SING N N 43 5ED C8 H5 SING N N 44 5ED C10 H6 SING N N 45 5ED C15 H7 SING N N 46 5ED C24 H9 SING N N 47 5ED C24 H10 SING N N 48 5ED C26 H11 SING N N 49 5ED C26 H12 SING N N 50 5ED C1 H13 SING N N 51 5ED C2 H14 SING N N 52 5ED C3 H15 SING N N 53 5ED C3 H16 SING N N 54 5ED C9 H17 SING N N 55 5ED C11 H18 SING N N 56 5ED C11 H19 SING N N 57 5ED C12 H20 SING N N 58 5ED C14 H21 SING N N 59 5ED C18 H23 SING N N 60 5ED C18 H24 SING N N 61 5ED C23 H25 SING N N 62 5ED C23 H26 SING N N 63 5ED C25 H27 SING N N 64 5ED C25 H28 SING N N 65 5ED C19 H29 SING N N 66 5ED C19 H30 SING N N 67 5ED C19 H31 SING N N 68 5ED N H32 SING N N 69 5ED N2 H33 SING N N 70 5ED N6 H34 SING N N 71 5ED C21 H35 SING N N 72 5ED C21 H36 SING N N 73 5ED C27 H37 SING N N 74 5ED C27 H38 SING N N 75 # 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 5ED SMILES ACDLabs 12.01 "N1CCC(C1=O)CC(NC(C(NC(C(=O)NCCC2CC2)=O)Cc3ccccc3)=O)C=[C@H]C(OCC)=O" 5ED InChI InChI 1.03 "InChI=1S/C27H36N4O6/c1-2-37-23(32)11-10-21(17-20-13-15-28-24(20)33)30-25(34)22(16-19-6-4-3-5-7-19)31-27(36)26(35)29-14-12-18-8-9-18/h3-7,10-11,18,20-22H,2,8-9,12-17H2,1H3,(H,28,33)(H,29,35)(H,30,34)(H,31,36)/t20-,21+,22-/m0/s1" 5ED InChIKey InChI 1.03 HYAHTJFZAHAFHT-BDTNDASRSA-N 5ED SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)\C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)C(=O)NCCC3CC3" 5ED SMILES CACTVS 3.385 "CCOC(=O)C=C[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)C(=O)NCCC3CC3" 5ED 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)C(=O)NCCC3CC3" 5ED SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)C(=O)NCCC3CC3" # 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 5ED "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (2Z,4S)-4-[(N-{[(2-cyclopropylethyl)amino](oxo)acetyl}-L-phenylalanyl)amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" 5ED "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4S)-4-[[(2S)-2-[[2-(2-cyclopropylethylamino)-2-oxidanylidene-ethanoyl]amino]-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 5ED "Create component" 2015-09-16 RCSB 5ED "Initial release" 2016-03-30 RCSB #