data_77B # _chem_comp.id 77B _chem_comp.name "BENZYL N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H35 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CA077; N-(L-3-TRANS-BENZYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE BENZYL 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 521.605 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77B _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 2DCC _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 77B C14 C14 C 0 1 Y N N 21.672 15.309 -1.324 -6.419 3.772 -1.820 C14 77B 1 77B C13 C13 C 0 1 Y N N 21.655 16.534 -0.563 -7.731 3.576 -1.428 C13 77B 2 77B C12 C12 C 0 1 Y N N 20.404 17.069 -0.076 -8.023 2.691 -0.407 C12 77B 3 77B C11 C11 C 0 1 Y N N 19.169 16.382 -0.348 -7.003 2.002 0.222 C11 77B 4 77B C10 C10 C 0 1 Y N N 19.180 15.156 -1.111 -5.692 2.196 -0.170 C10 77B 5 77B C15 C15 C 0 1 Y N N 20.436 14.618 -1.600 -5.400 3.085 -1.187 C15 77B 6 77B C20 C20 C 0 1 Y N N 6.567 17.150 -10.677 4.669 4.042 2.556 C20 77B 7 77B C19 C19 C 0 1 Y N N 6.875 18.321 -9.886 5.216 3.240 1.571 C19 77B 8 77B C18 C18 C 0 1 Y N N 7.680 18.206 -8.686 4.806 3.381 0.258 C18 77B 9 77B C17 C17 C 0 1 N N N 8.012 19.455 -7.840 5.402 2.507 -0.815 C17 77B 10 77B N3 N3 N 0 1 N N N 9.382 19.476 -7.256 4.601 1.288 -0.953 N3 77B 11 77B C16 C16 C 0 1 N N N 10.530 19.617 -7.948 4.948 0.353 -1.859 C16 77B 12 77B C2 C2 C 0 1 N N S 11.843 19.589 -7.134 4.124 -0.901 -2.001 C2 77B 13 77B O1 O1 O 0 1 N N N 11.924 17.241 -6.931 4.818 -2.151 -2.066 O1 77B 14 77B C3 C3 C 0 1 N N S 12.624 18.335 -7.545 4.132 -1.896 -0.839 C3 77B 15 77B C4 C4 C 0 1 N N N 14.104 18.343 -7.113 2.868 -2.669 -0.567 C4 77B 16 77B O4 O4 O 0 1 N N N 14.976 18.849 -7.822 2.844 -3.871 -0.733 O4 77B 17 77B O2 O2 O 0 1 N N N 10.575 19.744 -9.175 5.922 0.521 -2.561 O2 77B 18 77B C23 C23 C 0 1 Y N N 8.174 16.899 -8.287 3.853 4.327 -0.070 C23 77B 19 77B C22 C22 C 0 1 Y N N 7.866 15.729 -9.081 3.303 5.126 0.915 C22 77B 20 77B C21 C21 C 0 1 Y N N 7.065 15.859 -10.271 3.713 4.984 2.228 C21 77B 21 77B N1 N1 N 0 1 N N N 14.330 17.750 -5.929 1.763 -2.026 -0.140 N1 77B 22 77B C5 C5 C 0 1 N N S 15.563 17.608 -5.320 0.566 -2.789 0.223 C5 77B 23 77B C6 C6 C 0 1 N N N 15.560 16.084 -4.831 -0.664 -1.998 -0.143 C6 77B 24 77B O5 O5 O 0 1 N N N 14.628 15.782 -4.079 -0.554 -0.863 -0.557 O5 77B 25 77B C24 C24 C 0 1 N N S 15.913 18.581 -4.086 0.570 -3.056 1.730 C24 77B 26 77B C26 C26 C 0 1 N N N 15.906 20.089 -4.535 0.778 -1.740 2.481 C26 77B 27 77B C25 C25 C 0 1 N N N 17.346 18.289 -3.499 1.704 -4.024 2.073 C25 77B 28 77B C27 C27 C 0 1 N N N 16.205 21.135 -3.467 -0.457 -0.854 2.310 C27 77B 29 77B N2 N2 N 0 1 N N N 16.505 15.090 -5.191 -1.885 -2.552 -0.010 N2 77B 30 77B C7 C7 C 0 1 N N S 16.490 13.623 -4.730 -3.151 -1.952 -0.457 C7 77B 31 77B C8 C8 C 0 1 N N N 16.681 13.490 -3.376 -3.395 -0.650 0.261 C8 77B 32 77B O7 O7 O 0 1 N N N 17.560 14.429 -2.825 -4.346 0.190 -0.176 O7 77B 33 77B C9 C9 C 0 1 N N N 17.878 14.433 -1.402 -4.581 1.445 0.516 C9 77B 34 77B O6 O6 O 0 1 N N N 16.090 12.589 -2.756 -2.734 -0.362 1.231 O6 77B 35 77B C30 C30 C 0 1 N N N 17.494 12.994 -5.736 -4.276 -2.955 -0.123 C30 77B 36 77B C29 C29 C 0 1 N N N 18.424 14.097 -6.251 -3.519 -4.305 -0.011 C29 77B 37 77B C28 C28 C 0 1 N N N 17.652 15.402 -6.103 -2.174 -3.856 0.613 C28 77B 38 77B H14 H14 H 0 1 N N N 22.608 14.910 -1.686 -6.191 4.463 -2.618 H14 77B 39 77B H13 H13 H 0 1 N N N 22.579 17.053 -0.357 -8.527 4.115 -1.921 H13 77B 40 77B H12 H12 H 0 1 N N N 20.396 17.987 0.493 -9.047 2.538 -0.102 H12 77B 41 77B H11 H11 H 0 1 N N N 18.235 16.783 0.018 -7.231 1.310 1.020 H11 77B 42 77B H15 H15 H 0 1 N N N 20.445 13.701 -2.170 -4.375 3.238 -1.493 H15 77B 43 77B H20 H20 H 0 1 N N N 5.966 17.242 -11.569 4.989 3.931 3.581 H20 77B 44 77B H19 H19 H 0 1 N N N 6.503 19.288 -10.191 5.963 2.504 1.827 H19 77B 45 77B H171 1H17 H 0 0 N N N 7.313 19.449 -6.991 6.423 2.242 -0.542 H171 77B 46 77B H172 2H17 H 0 0 N N N 7.914 20.335 -8.492 5.407 3.047 -1.762 H172 77B 47 77B HN3 HN3 H 0 1 N N N 9.457 19.377 -6.264 3.821 1.154 -0.391 HN3 77B 48 77B H2 H2 H 0 1 N N N 12.015 20.600 -6.735 3.204 -0.800 -2.577 H2 77B 49 77B H3 H3 H 0 1 N N N 12.665 18.266 -8.642 4.733 -1.649 0.037 H3 77B 50 77B H23 H23 H 0 1 N N N 8.774 16.800 -7.394 3.533 4.438 -1.096 H23 77B 51 77B H22 H22 H 0 1 N N N 8.236 14.760 -8.782 2.556 5.862 0.659 H22 77B 52 77B H21 H21 H 0 1 N N N 6.836 14.985 -10.862 3.285 5.610 2.998 H21 77B 53 77B HN1 HN1 H 0 1 N N N 13.537 17.379 -5.446 1.760 -1.058 -0.074 HN1 77B 54 77B H5 H5 H 0 1 N N N 16.340 17.890 -6.046 0.562 -3.737 -0.314 H5 77B 55 77B H24 H24 H 0 1 N N N 15.142 18.392 -3.324 -0.383 -3.495 2.023 H24 77B 56 77B H261 1H26 H 0 0 N N N 14.873 20.290 -4.854 1.652 -1.227 2.079 H261 77B 57 77B H262 2H26 H 0 0 N N N 16.676 20.196 -5.314 0.934 -1.947 3.540 H262 77B 58 77B H251 1H25 H 0 0 N N N 17.329 17.338 -2.946 1.640 -4.300 3.125 H251 77B 59 77B H252 2H25 H 0 0 N N N 17.637 19.104 -2.820 1.617 -4.919 1.456 H252 77B 60 77B H253 3H25 H 0 0 N N N 18.073 18.221 -4.322 2.663 -3.543 1.881 H253 77B 61 77B H271 1H27 H 0 0 N N N 15.396 21.880 -3.447 -1.355 -1.471 2.347 H271 77B 62 77B H272 2H27 H 0 0 N N N 17.158 21.634 -3.699 -0.490 -0.117 3.113 H272 77B 63 77B H273 3H27 H 0 0 N N N 16.277 20.646 -2.484 -0.407 -0.343 1.349 H273 77B 64 77B H7 H7 H 0 1 N N N 15.535 13.079 -4.776 -3.115 -1.781 -1.533 H7 77B 65 77B H91 1H9 H 0 1 N N N 17.070 14.961 -0.874 -4.863 1.242 1.550 H91 77B 66 77B H92 2H9 H 0 1 N N N 17.971 13.392 -1.060 -3.671 2.045 0.499 H92 77B 67 77B H301 1H30 H 0 0 N N N 16.949 12.539 -6.576 -5.014 -2.991 -0.924 H301 77B 68 77B H302 2H30 H 0 0 N N N 18.085 12.214 -5.234 -4.747 -2.697 0.826 H302 77B 69 77B H291 1H29 H 0 0 N N N 18.715 13.920 -7.297 -3.365 -4.749 -0.994 H291 77B 70 77B H292 2H29 H 0 0 N N N 19.353 14.127 -5.662 -4.045 -4.994 0.649 H292 77B 71 77B H281 1H28 H 0 0 N N N 18.286 16.204 -5.697 -1.388 -4.573 0.375 H281 77B 72 77B H282 2H28 H 0 0 N N N 17.289 15.754 -7.080 -2.274 -3.747 1.693 H282 77B 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 77B C14 C13 SING Y N 1 77B C14 C15 DOUB Y N 2 77B C14 H14 SING N N 3 77B C13 C12 DOUB Y N 4 77B C13 H13 SING N N 5 77B C12 C11 SING Y N 6 77B C12 H12 SING N N 7 77B C11 C10 DOUB Y N 8 77B C11 H11 SING N N 9 77B C10 C15 SING Y N 10 77B C10 C9 SING N N 11 77B C15 H15 SING N N 12 77B C20 C19 SING Y N 13 77B C20 C21 DOUB Y N 14 77B C20 H20 SING N N 15 77B C19 C18 DOUB Y N 16 77B C19 H19 SING N N 17 77B C18 C17 SING N N 18 77B C18 C23 SING Y N 19 77B C17 N3 SING N N 20 77B C17 H171 SING N N 21 77B C17 H172 SING N N 22 77B N3 C16 SING N N 23 77B N3 HN3 SING N N 24 77B C16 C2 SING N N 25 77B C16 O2 DOUB N N 26 77B C2 O1 SING N N 27 77B C2 C3 SING N N 28 77B C2 H2 SING N N 29 77B O1 C3 SING N N 30 77B C3 C4 SING N N 31 77B C3 H3 SING N N 32 77B C4 O4 DOUB N N 33 77B C4 N1 SING N N 34 77B C23 C22 DOUB Y N 35 77B C23 H23 SING N N 36 77B C22 C21 SING Y N 37 77B C22 H22 SING N N 38 77B C21 H21 SING N N 39 77B N1 C5 SING N N 40 77B N1 HN1 SING N N 41 77B C5 C6 SING N N 42 77B C5 C24 SING N N 43 77B C5 H5 SING N N 44 77B C6 O5 DOUB N N 45 77B C6 N2 SING N N 46 77B C24 C26 SING N N 47 77B C24 C25 SING N N 48 77B C24 H24 SING N N 49 77B C26 C27 SING N N 50 77B C26 H261 SING N N 51 77B C26 H262 SING N N 52 77B C25 H251 SING N N 53 77B C25 H252 SING N N 54 77B C25 H253 SING N N 55 77B C27 H271 SING N N 56 77B C27 H272 SING N N 57 77B C27 H273 SING N N 58 77B N2 C7 SING N N 59 77B N2 C28 SING N N 60 77B C7 C8 SING N N 61 77B C7 C30 SING N N 62 77B C7 H7 SING N N 63 77B C8 O7 SING N N 64 77B C8 O6 DOUB N N 65 77B O7 C9 SING N N 66 77B C9 H91 SING N N 67 77B C9 H92 SING N N 68 77B C30 C29 SING N N 69 77B C30 H301 SING N N 70 77B C30 H302 SING N N 71 77B C29 C28 SING N N 72 77B C29 H291 SING N N 73 77B C29 H292 SING N N 74 77B C28 H281 SING N N 75 77B C28 H282 SING N N 76 # 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 77B SMILES ACDLabs 10.04 "O=C(NC(C(=O)N2C(C(=O)OCc1ccccc1)CCC2)C(C)CC)C4OC4C(=O)NCc3ccccc3" 77B SMILES_CANONICAL CACTVS 3.341 "CC[C@H](C)[C@H](NC(=O)[C@H]1O[C@@H]1C(=O)NCc2ccccc2)C(=O)N3CCC[C@H]3C(=O)OCc4ccccc4" 77B SMILES CACTVS 3.341 "CC[CH](C)[CH](NC(=O)[CH]1O[CH]1C(=O)NCc2ccccc2)C(=O)N3CCC[CH]3C(=O)OCc4ccccc4" 77B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)OCc2ccccc2)NC(=O)[C@@H]3[C@H](O3)C(=O)NCc4ccccc4" 77B SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)C(C(=O)N1CCCC1C(=O)OCc2ccccc2)NC(=O)C3C(O3)C(=O)NCc4ccccc4" 77B InChI InChI 1.03 "InChI=1S/C29H35N3O6/c1-3-19(2)23(31-27(34)25-24(38-25)26(33)30-17-20-11-6-4-7-12-20)28(35)32-16-10-15-22(32)29(36)37-18-21-13-8-5-9-14-21/h4-9,11-14,19,22-25H,3,10,15-18H2,1-2H3,(H,30,33)(H,31,34)/t19-,22-,23-,24-,25-/m0/s1" 77B InChIKey InChI 1.03 NFVQITLYIOBLMG-WIGBTLJFSA-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 77B "SYSTEMATIC NAME" ACDLabs 10.04 "benzyl N-{[(2S,3S)-3-(benzylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-prolinate" 77B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl (2S)-1-[(2S,3S)-3-methyl-2-[[(2S,3S)-3-(phenylmethylcarbamoyl)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 77B "Create component" 2006-01-05 RCSB 77B "Modify descriptor" 2011-06-04 RCSB 77B "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 77B CA077 ? ? 2 77B "N-(L-3-TRANS-BENZYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE BENZYL ESTER" ? ? #