data_74M # _chem_comp.id 74M _chem_comp.name "METHYL N-({(2S,3S)-3-[(PROPYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H31 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CA074ME; N-(L-3-TRANS-PROPYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE METHYL ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-05 _chem_comp.pdbx_modified_date 2020-05-26 _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 397.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 74M _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 2DC9 _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 74M C2 C2 C 0 1 N N S 12.734 18.418 -7.537 3.320 1.035 1.350 C2 74M 1 74M O1 O1 O 0 1 N N N 12.079 17.403 -7.139 3.560 2.442 1.281 O1 74M 2 74M C3 C3 C 0 1 N N S 11.838 19.638 -7.280 2.871 1.883 0.159 C3 74M 3 74M C4 C4 C 0 1 N N N 10.451 19.563 -7.904 1.400 2.178 0.020 C4 74M 4 74M O4 O4 O 0 1 N N N 10.338 19.749 -9.115 0.992 3.312 0.164 O4 74M 5 74M N1 N1 N 0 1 N N N 9.452 19.281 -7.047 0.536 1.183 -0.262 N1 74M 6 74M C5 C5 C 0 1 N N S 8.109 18.656 -7.350 -0.898 1.464 -0.364 C5 74M 7 74M C6 C6 C 0 1 N N N 7.320 19.567 -8.387 -1.678 0.308 0.210 C6 74M 8 74M O5 O5 O 0 1 N N N 7.519 20.795 -8.336 -1.122 -0.746 0.435 O5 74M 9 74M C14 C14 C 0 1 N N S 7.282 18.479 -6.015 -1.277 1.655 -1.833 C14 74M 10 74M C16 C16 C 0 1 N N N 7.522 19.598 -4.960 -0.497 0.661 -2.696 C16 74M 11 74M C15 C15 C 0 1 N N N 7.599 17.116 -5.340 -0.937 3.083 -2.266 C15 74M 12 74M C17 C17 C 0 1 N N N 6.263 20.123 -4.244 -0.963 -0.762 -2.383 C17 74M 13 74M N2 N2 N 0 1 N N N 6.411 19.072 -9.308 -2.992 0.447 0.473 N2 74M 14 74M C7 C7 C 0 1 N N S 5.195 19.798 -9.786 -3.833 -0.532 1.178 C7 74M 15 74M C8 C8 C 0 1 N N N 4.014 20.029 -8.782 -3.873 -1.831 0.415 C8 74M 16 74M O6 O6 O 0 1 N N N 2.987 20.630 -9.153 -3.384 -1.899 -0.688 O6 74M 17 74M C20 C20 C 0 1 N N N 4.808 18.999 -11.047 -5.252 0.067 1.270 C20 74M 18 74M C19 C19 C 0 1 N N N 5.365 17.581 -10.859 -5.002 1.589 1.105 C19 74M 19 74M C18 C18 C 0 1 N N N 6.569 17.731 -9.923 -3.826 1.603 0.096 C18 74M 20 74M O7 O7 O 0 1 N N N 4.298 19.493 -7.498 -4.452 -2.912 0.961 O7 74M 21 74M C9 C9 C 0 1 N N N 3.090 19.832 -6.754 -4.491 -4.164 0.226 C9 74M 22 74M N3 N3 N 0 1 N N N 14.384 17.845 -5.813 4.392 -0.939 0.312 N3 74M 23 74M C11 C11 C 0 1 N N N 15.552 18.051 -4.932 5.534 -1.836 0.119 C11 74M 24 74M C12 C12 C 0 1 N N N 15.359 19.297 -4.054 5.156 -2.936 -0.874 C12 74M 25 74M C13 C13 C 0 1 N N N 16.240 20.474 -4.498 6.348 -3.873 -1.076 C13 74M 26 74M C10 C10 C 0 1 N N N 14.112 18.628 -6.856 4.495 0.112 1.151 C10 74M 27 74M O2 O2 O 0 1 N N N 14.886 18.668 -7.824 5.533 0.314 1.745 O2 74M 28 74M H2 H2 H 0 1 N N N 12.977 18.266 -8.599 2.554 0.683 2.041 H2 74M 29 74M H3 H3 H 0 1 N N N 11.964 20.690 -6.985 3.423 1.780 -0.776 H3 74M 30 74M HN1 HN1 H 0 1 N N N 9.619 19.514 -6.089 0.865 0.280 -0.399 HN1 74M 31 74M H5 H5 H 0 1 N N N 8.258 17.662 -7.797 -1.131 2.371 0.193 H5 74M 32 74M H14 H14 H 0 1 N N N 6.231 18.534 -6.334 -2.346 1.483 -1.958 H14 74M 33 74M H161 1H16 H 0 0 N N N 7.935 20.454 -5.514 -0.672 0.878 -3.749 H161 74M 34 74M H162 2H16 H 0 0 N N N 8.192 19.187 -4.190 0.568 0.751 -2.479 H162 74M 35 74M H151 1H15 H 0 0 N N N 6.794 16.860 -4.635 0.144 3.222 -2.243 H151 74M 36 74M H152 2H15 H 0 0 N N N 8.553 17.189 -4.797 -1.304 3.253 -3.278 H152 74M 37 74M H153 3H15 H 0 0 N N N 7.674 16.334 -6.110 -1.409 3.791 -1.585 H153 74M 38 74M H171 1H17 H 0 0 N N N 5.441 19.403 -4.373 -0.559 -1.448 -3.127 H171 74M 39 74M H172 2H17 H 0 0 N N N 5.973 21.092 -4.676 -0.611 -1.050 -1.393 H172 74M 40 74M H173 3H17 H 0 0 N N N 6.476 20.248 -3.172 -2.052 -0.800 -2.406 H173 74M 41 74M H7 H7 H 0 1 N N N 5.431 20.858 -9.963 -3.436 -0.701 2.178 H7 74M 42 74M H201 1H20 H 0 0 N N N 5.220 19.468 -11.953 -5.701 -0.147 2.241 H201 74M 43 74M H202 2H20 H 0 0 N N N 3.714 18.969 -11.162 -5.880 -0.311 0.463 H202 74M 44 74M H191 1H19 H 0 0 N N N 5.653 17.128 -11.819 -4.709 2.042 2.052 H191 74M 45 74M H192 2H19 H 0 0 N N N 4.606 16.919 -10.416 -5.878 2.087 0.691 H192 74M 46 74M H181 1H18 H 0 0 N N N 6.605 16.933 -9.167 -3.257 2.528 0.189 H181 74M 47 74M H182 2H18 H 0 0 N N N 7.514 17.662 -10.482 -4.199 1.486 -0.922 H182 74M 48 74M H91 1H9 H 0 1 N N N 2.337 19.043 -6.899 -5.032 -4.019 -0.709 H91 74M 49 74M H92 2H9 H 0 1 N N N 2.692 20.791 -7.118 -3.473 -4.490 0.011 H92 74M 50 74M H93 3H9 H 0 1 N N N 3.330 19.917 -5.684 -4.996 -4.921 0.826 H93 74M 51 74M HN3 HN3 H 0 1 N N N 13.768 17.082 -5.617 3.562 -1.101 -0.163 HN3 74M 52 74M H111 1H11 H 0 0 N N N 16.446 18.194 -5.557 5.808 -2.286 1.073 H111 74M 53 74M H112 2H11 H 0 0 N N N 15.672 17.170 -4.284 6.379 -1.269 -0.271 H112 74M 54 74M H121 1H12 H 0 0 N N N 15.648 19.031 -3.027 4.882 -2.486 -1.829 H121 74M 55 74M H122 2H12 H 0 0 N N N 14.306 19.608 -4.117 4.310 -3.503 -0.484 H122 74M 56 74M H131 1H13 H 0 0 N N N 15.714 21.054 -5.271 7.193 -3.307 -1.467 H131 74M 57 74M H132 2H13 H 0 0 N N N 17.186 20.090 -4.907 6.622 -4.324 -0.122 H132 74M 58 74M H133 3H13 H 0 0 N N N 16.451 21.121 -3.634 6.078 -4.657 -1.784 H133 74M 59 # 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 74M C2 O1 SING N N 1 74M C2 C3 SING N N 2 74M C2 C10 SING N N 3 74M C2 H2 SING N N 4 74M O1 C3 SING N N 5 74M C3 C4 SING N N 6 74M C3 H3 SING N N 7 74M C4 O4 DOUB N N 8 74M C4 N1 SING N N 9 74M N1 C5 SING N N 10 74M N1 HN1 SING N N 11 74M C5 C6 SING N N 12 74M C5 C14 SING N N 13 74M C5 H5 SING N N 14 74M C6 O5 DOUB N N 15 74M C6 N2 SING N N 16 74M C14 C16 SING N N 17 74M C14 C15 SING N N 18 74M C14 H14 SING N N 19 74M C16 C17 SING N N 20 74M C16 H161 SING N N 21 74M C16 H162 SING N N 22 74M C15 H151 SING N N 23 74M C15 H152 SING N N 24 74M C15 H153 SING N N 25 74M C17 H171 SING N N 26 74M C17 H172 SING N N 27 74M C17 H173 SING N N 28 74M N2 C7 SING N N 29 74M N2 C18 SING N N 30 74M C7 C8 SING N N 31 74M C7 C20 SING N N 32 74M C7 H7 SING N N 33 74M C8 O6 DOUB N N 34 74M C8 O7 SING N N 35 74M C20 C19 SING N N 36 74M C20 H201 SING N N 37 74M C20 H202 SING N N 38 74M C19 C18 SING N N 39 74M C19 H191 SING N N 40 74M C19 H192 SING N N 41 74M C18 H181 SING N N 42 74M C18 H182 SING N N 43 74M O7 C9 SING N N 44 74M C9 H91 SING N N 45 74M C9 H92 SING N N 46 74M C9 H93 SING N N 47 74M N3 C11 SING N N 48 74M N3 C10 SING N N 49 74M N3 HN3 SING N N 50 74M C11 C12 SING N N 51 74M C11 H111 SING N N 52 74M C11 H112 SING N N 53 74M C12 C13 SING N N 54 74M C12 H121 SING N N 55 74M C12 H122 SING N N 56 74M C13 H131 SING N N 57 74M C13 H132 SING N N 58 74M C13 H133 SING N N 59 74M C10 O2 DOUB N N 60 # 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 74M SMILES ACDLabs 10.04 "O=C(NCCC)C2OC2C(=O)NC(C(=O)N1C(C(=O)OC)CCC1)C(C)CC" 74M SMILES_CANONICAL CACTVS 3.341 "CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(=O)OC" 74M SMILES CACTVS 3.341 "CCCNC(=O)[CH]1O[CH]1C(=O)N[CH]([CH](C)CC)C(=O)N2CCC[CH]2C(=O)OC" 74M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)[C@@H]1[C@H](O1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(=O)OC" 74M SMILES "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)C1C(O1)C(=O)NC(C(C)CC)C(=O)N2CCCC2C(=O)OC" 74M InChI InChI 1.03 "InChI=1S/C19H31N3O6/c1-5-9-20-16(23)14-15(28-14)17(24)21-13(11(3)6-2)18(25)22-10-7-8-12(22)19(26)27-4/h11-15H,5-10H2,1-4H3,(H,20,23)(H,21,24)/t11-,12-,13-,14-,15-/m0/s1" 74M InChIKey InChI 1.03 XGWSRLSPWIEMLQ-YTFOTSKYSA-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 74M "SYSTEMATIC NAME" ACDLabs 10.04 "methyl N-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-prolinate" 74M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2S)-1-[(2S,3S)-3-methyl-2-[[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]carbonylamino]pentanoyl]pyrrolidine-2-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 74M "Create component" 2006-01-05 RCSB 74M "Modify descriptor" 2011-06-04 RCSB 74M "Modify synonyms" 2020-05-26 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 74M CA074ME ? ? 2 74M "N-(L-3-TRANS-PROPYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE METHYL ESTER" ? ? #