data_73V # _chem_comp.id 73V _chem_comp.name "BENZYL 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 "C25 H35 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CA073; N-(L-3-TRANS-PROPYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE BENZYL ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-04 _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 473.562 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 73V _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 2DC6 _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 73V C19 C19 C 0 1 N N N 7.605 19.421 -4.619 4.881 5.954 1.409 C19 73V 1 73V C18 C18 C 0 1 N N N 7.303 18.810 -5.999 4.322 4.573 1.064 C18 73V 2 73V C17 C17 C 0 1 N N N 8.054 19.493 -7.179 5.306 3.838 0.151 C17 73V 3 73V N3 N3 N 0 1 N N N 9.533 19.539 -6.917 4.771 2.515 -0.180 N3 73V 4 73V C10 C10 C 0 1 Y N N 18.997 15.105 -0.991 -5.773 1.784 0.262 C10 73V 5 73V C15 C15 C 0 1 Y N N 20.164 14.594 -1.688 -5.814 2.890 -0.567 C15 73V 6 73V C14 C14 C 0 1 Y N N 21.447 15.214 -1.515 -7.031 3.419 -0.954 C14 73V 7 73V C13 C13 C 0 1 Y N N 21.579 16.354 -0.643 -8.207 2.847 -0.506 C13 73V 8 73V C12 C12 C 0 1 Y N N 20.424 16.870 0.054 -8.166 1.745 0.326 C12 73V 9 73V C11 C11 C 0 1 Y N N 19.139 16.247 -0.120 -6.949 1.213 0.710 C11 73V 10 73V C9 C9 C 0 1 N N N 17.628 14.452 -1.171 -4.446 1.205 0.680 C9 73V 11 73V O1 O1 O 0 1 N N N 11.995 17.336 -6.940 5.796 -0.799 -1.192 O1 73V 12 73V C3 C3 C 0 1 N N S 12.721 18.372 -7.620 4.786 -0.694 -0.184 C3 73V 13 73V C4 C4 C 0 1 N N N 14.193 18.425 -7.130 3.633 -1.663 -0.243 C4 73V 14 73V O4 O4 O 0 1 N N N 15.071 18.766 -7.929 3.842 -2.845 -0.420 O4 73V 15 73V C2 C2 C 0 1 N N S 11.947 19.687 -7.380 4.921 0.324 -1.318 C2 73V 16 73V C16 C16 C 0 1 N N N 10.491 19.659 -7.870 5.472 1.685 -0.978 C16 73V 17 73V O2 O2 O 0 1 N N N 10.277 19.746 -9.086 6.545 2.033 -1.421 O2 73V 18 73V N1 N1 N 0 1 N N N 14.447 18.096 -5.837 2.370 -1.217 -0.098 N1 73V 19 73V C5 C5 C 0 1 N N S 15.785 17.660 -5.306 1.249 -2.158 -0.155 C5 73V 20 73V C6 C6 C 0 1 N N N 15.649 16.131 -4.857 0.000 -1.429 -0.580 C6 73V 21 73V O5 O5 O 0 1 N N N 14.659 15.856 -4.148 0.043 -0.239 -0.812 O5 73V 22 73V C20 C20 C 0 1 N N S 16.219 18.603 -4.092 1.032 -2.777 1.227 C20 73V 23 73V C22 C22 C 0 1 N N N 16.360 20.102 -4.492 0.719 -1.672 2.238 C22 73V 24 73V C21 C21 C 0 1 N N N 17.608 18.189 -3.486 2.300 -3.518 1.659 C21 73V 25 73V C23 C23 C 0 1 N N N 15.389 21.049 -3.797 0.380 -2.299 3.591 C23 73V 26 73V N2 N2 N 0 1 N N N 16.547 15.094 -5.190 -1.163 -2.098 -0.701 N2 73V 27 73V C7 C7 C 0 1 N N S 16.378 13.678 -4.735 -2.451 -1.512 -1.099 C7 73V 28 73V C8 C8 C 0 1 N N N 16.757 13.373 -3.234 -2.877 -0.462 -0.106 C8 73V 29 73V O7 O7 O 0 1 N N N 17.219 14.514 -2.560 -4.036 0.194 -0.277 O7 73V 30 73V O6 O6 O 0 1 N N N 16.645 12.239 -2.754 -2.175 -0.210 0.845 O6 73V 31 73V C26 C26 C 0 1 N N N 17.229 12.933 -5.772 -3.486 -2.657 -1.129 C26 73V 32 73V C25 C25 C 0 1 N N N 18.387 13.890 -6.103 -2.602 -3.922 -1.287 C25 73V 33 73V C24 C24 C 0 1 N N N 17.766 15.287 -6.028 -1.356 -3.538 -0.451 C24 73V 34 73V H191 1H19 H 0 0 N N N 6.796 20.112 -4.339 5.024 6.528 0.494 H191 73V 35 73V H192 2H19 H 0 0 N N N 8.558 19.969 -4.661 4.180 6.478 2.059 H192 73V 36 73V H193 3H19 H 0 0 N N N 7.677 18.619 -3.870 5.836 5.842 1.921 H193 73V 37 73V H181 1H18 H 0 0 N N N 6.228 18.952 -6.181 4.178 3.999 1.979 H181 73V 38 73V H182 2H18 H 0 0 N N N 7.604 17.752 -5.974 3.366 4.685 0.552 H182 73V 39 73V H171 1H17 H 0 0 N N N 7.682 20.523 -7.285 5.450 4.412 -0.765 H171 73V 40 73V H172 2H17 H 0 0 N N N 7.871 18.920 -8.100 6.262 3.726 0.663 H172 73V 41 73V HN3 HN3 H 0 1 N N N 9.835 19.476 -5.966 3.912 2.237 0.175 HN3 73V 42 73V H15 H15 H 0 1 N N N 20.066 13.740 -2.342 -4.895 3.337 -0.917 H15 73V 43 73V H14 H14 H 0 1 N N N 22.310 14.828 -2.036 -7.062 4.280 -1.605 H14 73V 44 73V H13 H13 H 0 1 N N N 22.543 16.823 -0.511 -9.157 3.262 -0.807 H13 73V 45 73V H12 H12 H 0 1 N N N 20.525 17.725 0.707 -9.085 1.298 0.676 H12 73V 46 73V H11 H11 H 0 1 N N N 18.278 16.635 0.403 -6.917 0.352 1.361 H11 73V 47 73V H91 1H9 H 0 1 N N N 16.891 14.990 -0.557 -4.543 0.753 1.668 H91 73V 48 73V H92 2H9 H 0 1 N N N 17.686 13.399 -0.858 -3.698 1.997 0.715 H92 73V 49 73V H3 H3 H 0 1 N N N 12.788 18.184 -8.702 5.095 -0.387 0.814 H3 73V 50 73V H2 H2 H 0 1 N N N 12.191 20.747 -7.214 4.176 0.301 -2.113 H2 73V 51 73V HN1 HN1 H 0 1 N N N 13.687 18.148 -5.189 2.202 -0.272 0.043 HN1 73V 52 73V H5 H5 H 0 1 N N N 16.569 17.745 -6.073 1.472 -2.946 -0.875 H5 73V 53 73V H20 H20 H 0 1 N N N 15.406 18.478 -3.362 0.198 -3.478 1.185 H20 73V 54 73V H221 1H22 H 0 0 N N N 16.133 20.159 -5.567 1.587 -1.022 2.346 H221 73V 55 73V H222 2H22 H 0 0 N N N 17.380 20.422 -4.234 -0.131 -1.088 1.885 H222 73V 56 73V H211 1H21 H 0 0 N N N 17.508 17.226 -2.964 3.133 -2.818 1.701 H211 73V 57 73V H212 2H21 H 0 0 N N N 17.942 18.959 -2.775 2.145 -3.959 2.643 H212 73V 58 73V H213 3H21 H 0 0 N N N 18.347 18.092 -4.295 2.523 -4.306 0.939 H213 73V 59 73V H231 1H23 H 0 0 N N N 14.400 20.573 -3.727 1.230 -2.884 3.944 H231 73V 60 73V H232 2H23 H 0 0 N N N 15.308 21.980 -4.376 0.157 -1.512 4.311 H232 73V 61 73V H233 3H23 H 0 0 N N N 15.759 21.277 -2.786 -0.488 -2.950 3.483 H233 73V 62 73V H7 H7 H 0 1 N N N 15.323 13.368 -4.702 -2.360 -1.068 -2.091 H7 73V 63 73V H261 1H26 H 0 0 N N N 16.647 12.669 -6.667 -4.160 -2.548 -1.979 H261 73V 64 73V H262 2H26 H 0 0 N N N 17.607 11.985 -5.362 -4.045 -2.691 -0.194 H262 73V 65 73V H251 1H25 H 0 0 N N N 18.827 13.684 -7.090 -2.337 -4.085 -2.331 H251 73V 66 73V H252 2H25 H 0 0 N N N 19.209 13.782 -5.380 -3.097 -4.799 -0.870 H252 73V 67 73V H241 1H24 H 0 0 N N N 18.455 16.033 -5.604 -0.486 -4.101 -0.786 H241 73V 68 73V H242 2H24 H 0 0 N N N 17.509 15.665 -7.028 -1.540 -3.717 0.609 H242 73V 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 73V C19 C18 SING N N 1 73V C19 H191 SING N N 2 73V C19 H192 SING N N 3 73V C19 H193 SING N N 4 73V C18 C17 SING N N 5 73V C18 H181 SING N N 6 73V C18 H182 SING N N 7 73V C17 N3 SING N N 8 73V C17 H171 SING N N 9 73V C17 H172 SING N N 10 73V N3 C16 SING N N 11 73V N3 HN3 SING N N 12 73V C10 C15 SING Y N 13 73V C10 C11 DOUB Y N 14 73V C10 C9 SING N N 15 73V C15 C14 DOUB Y N 16 73V C15 H15 SING N N 17 73V C14 C13 SING Y N 18 73V C14 H14 SING N N 19 73V C13 C12 DOUB Y N 20 73V C13 H13 SING N N 21 73V C12 C11 SING Y N 22 73V C12 H12 SING N N 23 73V C11 H11 SING N N 24 73V C9 O7 SING N N 25 73V C9 H91 SING N N 26 73V C9 H92 SING N N 27 73V O1 C3 SING N N 28 73V O1 C2 SING N N 29 73V C3 C4 SING N N 30 73V C3 C2 SING N N 31 73V C3 H3 SING N N 32 73V C4 O4 DOUB N N 33 73V C4 N1 SING N N 34 73V C2 C16 SING N N 35 73V C2 H2 SING N N 36 73V C16 O2 DOUB N N 37 73V N1 C5 SING N N 38 73V N1 HN1 SING N N 39 73V C5 C6 SING N N 40 73V C5 C20 SING N N 41 73V C5 H5 SING N N 42 73V C6 O5 DOUB N N 43 73V C6 N2 SING N N 44 73V C20 C22 SING N N 45 73V C20 C21 SING N N 46 73V C20 H20 SING N N 47 73V C22 C23 SING N N 48 73V C22 H221 SING N N 49 73V C22 H222 SING N N 50 73V C21 H211 SING N N 51 73V C21 H212 SING N N 52 73V C21 H213 SING N N 53 73V C23 H231 SING N N 54 73V C23 H232 SING N N 55 73V C23 H233 SING N N 56 73V N2 C7 SING N N 57 73V N2 C24 SING N N 58 73V C7 C8 SING N N 59 73V C7 C26 SING N N 60 73V C7 H7 SING N N 61 73V C8 O7 SING N N 62 73V C8 O6 DOUB N N 63 73V C26 C25 SING N N 64 73V C26 H261 SING N N 65 73V C26 H262 SING N N 66 73V C25 C24 SING N N 67 73V C25 H251 SING N N 68 73V C25 H252 SING N N 69 73V C24 H241 SING N N 70 73V C24 H242 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 73V SMILES ACDLabs 10.04 "O=C(NC(C(=O)N2C(C(=O)OCc1ccccc1)CCC2)C(C)CC)C3OC3C(=O)NCCC" 73V 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)OCc3ccccc3" 73V SMILES CACTVS 3.341 "CCCNC(=O)[CH]1O[CH]1C(=O)N[CH]([CH](C)CC)C(=O)N2CCC[CH]2C(=O)OCc3ccccc3" 73V 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)OCc3ccccc3" 73V SMILES "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)C1C(O1)C(=O)NC(C(C)CC)C(=O)N2CCCC2C(=O)OCc3ccccc3" 73V InChI InChI 1.03 "InChI=1S/C25H35N3O6/c1-4-13-26-22(29)20-21(34-20)23(30)27-19(16(3)5-2)24(31)28-14-9-12-18(28)25(32)33-15-17-10-7-6-8-11-17/h6-8,10-11,16,18-21H,4-5,9,12-15H2,1-3H3,(H,26,29)(H,27,30)/t16-,18-,19-,20-,21-/m0/s1" 73V InChIKey InChI 1.03 OMQNYWZURFTFHE-MQBSTWLZSA-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 73V "SYSTEMATIC NAME" ACDLabs 10.04 "benzyl N-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-prolinate" 73V "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl (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 73V "Create component" 2006-01-04 RCSB 73V "Modify descriptor" 2011-06-04 RCSB 73V "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 73V CA073 ? ? 2 73V "N-(L-3-TRANS-PROPYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE BENZYL ESTER" ? ? #