data_CNE # _chem_comp.id CNE _chem_comp.name "(3S)-5-[(2-CHLORO-6-FLUOROBENZYL)SULFANYL]-3-{[N-({2-ETHOXY-5-[(1E)-3-METHOXY-3-OXOPROP-1-ENYL]PHENYL}ACETYL)-D-VALYL]AMINO}-4-OXOPENTANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H36 Cl F N2 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 651.143 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CNE _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 1RHR _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 CNE C24 C24 C 0 1 Y N N 80.940 -23.664 99.752 2.415 0.240 7.267 C24 CNE 1 CNE C25 C25 C 0 1 Y N N 79.578 -23.563 99.332 2.453 -0.236 5.961 C25 CNE 2 CNE C20 C20 C 0 1 Y N N 78.530 -23.494 100.312 1.328 -0.828 5.399 C20 CNE 3 CNE C21 C21 C 0 1 Y N N 78.903 -23.535 101.697 0.173 -0.955 6.137 C21 CNE 4 CNE C22 C22 C 0 1 Y N N 80.264 -23.634 102.112 0.129 -0.477 7.452 C22 CNE 5 CNE C23 C23 C 0 1 Y N N 81.279 -23.701 101.126 1.264 0.123 8.011 C23 CNE 6 CNE C26 C26 C 0 1 N N N 80.649 -23.680 103.536 -1.102 -0.604 8.242 C26 CNE 7 CNE C27 C27 C 0 1 N N N 80.100 -22.916 104.512 -1.142 -0.141 9.511 C27 CNE 8 CNE C28 C28 C 0 1 N N N 80.547 -23.022 105.929 -2.331 -0.264 10.273 C28 CNE 9 CNE O7 O7 O 0 1 N N N 81.518 -23.887 106.265 -2.371 0.197 11.540 O7 CNE 10 CNE O6 O6 O 0 1 N N N 80.018 -22.318 106.734 -3.315 -0.786 9.785 O6 CNE 11 CNE C29 C29 C 0 1 N N N 81.953 -23.987 107.633 -3.684 -0.068 12.036 C29 CNE 12 CNE O8 O8 O 0 1 N N N 79.399 -23.543 97.932 3.592 -0.118 5.231 O8 CNE 13 CNE C30 C30 C 0 1 N N N 79.569 -22.341 97.201 4.554 0.527 6.067 C30 CNE 14 CNE C31 C31 C 0 1 N N N 79.285 -22.627 95.715 5.867 0.692 5.300 C31 CNE 15 CNE C19 C19 C 0 1 N N N 77.093 -23.387 99.848 1.377 -1.342 3.983 C19 CNE 16 CNE C18 C18 C 0 1 N N N 76.570 -21.933 99.968 0.951 -0.249 3.037 C18 CNE 17 CNE N2 N2 N 0 1 N N N 76.755 -21.169 98.818 0.917 -0.482 1.710 N2 CNE 18 CNE O5 O5 O 0 1 N N N 76.035 -21.526 100.998 0.639 0.839 3.470 O5 CNE 19 CNE C14 C14 C 0 1 N N S 76.311 -19.760 98.731 0.504 0.580 0.790 C14 CNE 20 CNE C13 C13 C 0 1 N N N 74.807 -19.806 98.536 -0.147 -0.030 -0.422 C13 CNE 21 CNE C15 C15 C 0 1 N N N 76.978 -19.018 97.543 1.730 1.387 0.359 C15 CNE 22 CNE C17 C17 C 0 1 N N N 76.677 -19.644 96.172 2.307 2.124 1.568 C17 CNE 23 CNE C16 C16 C 0 1 N N N 78.490 -18.935 97.754 2.787 0.440 -0.214 C16 CNE 24 CNE O4 O4 O 0 1 N N N 74.197 -20.864 98.452 0.007 -1.208 -0.665 O4 CNE 25 CNE N1 N1 N 0 1 N N N 74.242 -18.590 98.475 -0.903 0.731 -1.237 N1 CNE 26 CNE C10 C10 C 0 1 N N S 72.814 -18.504 98.283 -1.634 0.115 -2.348 C10 CNE 27 CNE C9 C9 C 0 1 N N N 72.381 -17.403 97.253 -0.970 0.480 -3.650 C9 CNE 28 CNE C11 C11 C 0 1 N N N 72.199 -18.272 99.708 -3.077 0.621 -2.351 C11 CNE 29 CNE C12 C12 C 0 1 N N N 70.993 -19.125 100.051 -3.742 0.252 -1.050 C12 CNE 30 CNE O2 O2 O 0 1 N N N 70.507 -19.049 101.170 -5.003 0.644 -0.806 O2 CNE 31 CNE O3 O3 O 0 1 N N N 70.520 -19.852 99.249 -3.141 -0.395 -0.227 O3 CNE 32 CNE C8 C8 C 0 1 N N N 73.022 -17.590 95.854 -1.033 -0.466 -4.820 C8 CNE 33 CNE O1 O1 O 0 1 N N N 70.993 -17.512 97.116 -0.387 1.533 -3.756 O1 CNE 34 CNE S1 S1 S 0 1 N N N 72.441 -16.346 94.688 -0.147 0.252 -6.230 S1 CNE 35 CNE C7 C7 C 0 1 N N N 73.274 -16.740 93.141 -0.381 -1.064 -7.455 C7 CNE 36 CNE C6 C6 C 0 1 Y N N 72.803 -15.796 92.037 0.290 -0.674 -8.746 C6 CNE 37 CNE C5 C5 C 0 1 Y N N 72.379 -16.336 90.780 1.612 -1.019 -8.970 C5 CNE 38 CNE C4 C4 C 0 1 Y N N 71.923 -15.528 89.717 2.229 -0.661 -10.157 C4 CNE 39 CNE C3 C3 C 0 1 Y N N 71.882 -14.123 89.873 1.524 0.039 -11.118 C3 CNE 40 CNE C2 C2 C 0 1 Y N N 72.292 -13.538 91.091 0.204 0.383 -10.894 C2 CNE 41 CNE C1 C1 C 0 1 Y N N 72.749 -14.351 92.159 -0.414 0.021 -9.710 C1 CNE 42 CNE F1 F1 F 0 1 N N N 72.392 -17.662 90.561 2.301 -1.704 -8.031 F1 CNE 43 CNE CL1 CL1 CL 0 0 N N N 73.228 -13.488 93.607 -2.072 0.453 -9.431 CL1 CNE 44 CNE H24 H24 H 0 1 N N N 81.746 -23.714 99.001 3.291 0.702 7.697 H24 CNE 45 CNE H21 H21 H 0 1 N N N 78.117 -23.489 102.469 -0.698 -1.419 5.701 H21 CNE 46 CNE H23 H23 H 0 1 N N N 82.336 -23.782 101.429 1.235 0.493 9.025 H23 CNE 47 CNE H26 H26 H 0 1 N N N 81.432 -24.359 103.912 -1.976 -1.067 7.809 H26 CNE 48 CNE H27 H27 H 0 1 N N N 79.312 -22.228 104.163 -0.268 0.321 9.944 H27 CNE 49 CNE H291 1H29 H 0 0 N N N 81.062 -24.192 108.272 -3.765 0.289 13.062 H291 CNE 50 CNE H292 2H29 H 0 0 N N N 82.759 -24.705 107.912 -4.418 0.444 11.414 H292 CNE 51 CNE H293 3H29 H 0 0 N N N 82.250 -22.971 107.983 -3.872 -1.141 12.009 H293 CNE 52 CNE H301 1H30 H 0 0 N N N 80.571 -21.880 97.364 4.726 -0.078 6.957 H301 CNE 53 CNE H302 2H30 H 0 0 N N N 78.949 -21.505 97.602 4.179 1.507 6.362 H302 CNE 54 CNE H311 1H31 H 0 0 N N N 78.283 -23.088 95.552 6.601 1.184 5.938 H311 CNE 55 CNE H312 2H31 H 0 0 N N N 79.419 -21.681 95.140 6.241 -0.288 5.006 H312 CNE 56 CNE H313 3H31 H 0 0 N N N 79.905 -23.462 95.314 5.695 1.297 4.410 H313 CNE 57 CNE H191 1H19 H 0 0 N N N 76.434 -24.105 100.389 2.394 -1.654 3.744 H191 CNE 58 CNE H192 2H19 H 0 0 N N N 76.966 -23.784 98.814 0.703 -2.193 3.882 H192 CNE 59 CNE HN2 HN2 H 0 1 N N N 77.215 -21.641 98.040 1.167 -1.353 1.364 HN2 CNE 60 CNE H14 H14 H 0 1 N N N 76.599 -19.203 99.653 -0.205 1.238 1.291 H14 CNE 61 CNE H15 H15 H 0 1 N N N 76.532 -17.996 97.529 1.439 2.110 -0.402 H15 CNE 62 CNE H171 1H17 H 0 0 N N N 75.577 -19.730 96.013 3.181 2.699 1.261 H171 CNE 63 CNE H172 2H17 H 0 0 N N N 77.156 -19.111 95.318 1.554 2.798 1.977 H172 CNE 64 CNE H173 3H17 H 0 0 N N N 76.953 -20.724 96.165 2.598 1.400 2.330 H173 CNE 65 CNE H161 1H16 H 0 0 N N N 78.943 -19.940 97.924 3.020 -0.330 0.519 H161 CNE 66 CNE H162 2H16 H 0 0 N N N 78.969 -18.402 96.900 2.404 -0.024 -1.121 H162 CNE 67 CNE H163 3H16 H 0 0 N N N 78.749 -18.470 98.734 3.690 1.004 -0.448 H163 CNE 68 CNE HN1 HN1 H 0 1 N N N 74.859 -17.783 98.569 -0.963 1.688 -1.089 HN1 CNE 69 CNE H10 H10 H 0 1 N N N 72.431 -19.446 97.825 -1.629 -0.968 -2.229 H10 CNE 70 CNE H111 1H11 H 0 0 N N N 71.953 -17.193 99.845 -3.082 1.705 -2.467 H111 CNE 71 CNE H112 2H11 H 0 0 N N N 72.987 -18.397 100.487 -3.620 0.165 -3.179 H112 CNE 72 CNE HO2 HO2 H 0 1 N N N 69.752 -19.583 101.385 -5.429 0.408 0.028 HO2 CNE 73 CNE H81 1H8 H 0 1 N N N 72.857 -18.622 95.465 -2.074 -0.637 -5.094 H81 CNE 74 CNE H82 2H8 H 0 1 N N N 74.135 -17.604 95.914 -0.570 -1.414 -4.545 H82 CNE 75 CNE H71 1H7 H 0 1 N N N 73.145 -17.811 92.858 -1.447 -1.212 -7.630 H71 CNE 76 CNE H72 2H7 H 0 1 N N N 74.384 -16.733 93.251 0.057 -1.989 -7.082 H72 CNE 77 CNE H4 H4 H 0 1 N N N 71.601 -15.992 88.770 3.260 -0.929 -10.333 H4 CNE 78 CNE H3 H3 H 0 1 N N N 71.531 -13.484 89.046 2.005 0.319 -12.043 H3 CNE 79 CNE H2 H2 H 0 1 N N N 72.255 -12.442 91.209 -0.345 0.931 -11.645 H2 CNE 80 # 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 CNE C24 C25 DOUB Y N 1 CNE C24 C23 SING Y N 2 CNE C24 H24 SING N N 3 CNE C25 C20 SING Y N 4 CNE C25 O8 SING N N 5 CNE C20 C21 DOUB Y N 6 CNE C20 C19 SING N N 7 CNE C21 C22 SING Y N 8 CNE C21 H21 SING N N 9 CNE C22 C23 DOUB Y N 10 CNE C22 C26 SING N N 11 CNE C23 H23 SING N N 12 CNE C26 C27 DOUB N E 13 CNE C26 H26 SING N N 14 CNE C27 C28 SING N N 15 CNE C27 H27 SING N N 16 CNE C28 O7 SING N N 17 CNE C28 O6 DOUB N N 18 CNE O7 C29 SING N N 19 CNE C29 H291 SING N N 20 CNE C29 H292 SING N N 21 CNE C29 H293 SING N N 22 CNE O8 C30 SING N N 23 CNE C30 C31 SING N N 24 CNE C30 H301 SING N N 25 CNE C30 H302 SING N N 26 CNE C31 H311 SING N N 27 CNE C31 H312 SING N N 28 CNE C31 H313 SING N N 29 CNE C19 C18 SING N N 30 CNE C19 H191 SING N N 31 CNE C19 H192 SING N N 32 CNE C18 N2 SING N N 33 CNE C18 O5 DOUB N N 34 CNE N2 C14 SING N N 35 CNE N2 HN2 SING N N 36 CNE C14 C13 SING N N 37 CNE C14 C15 SING N N 38 CNE C14 H14 SING N N 39 CNE C13 O4 DOUB N N 40 CNE C13 N1 SING N N 41 CNE C15 C17 SING N N 42 CNE C15 C16 SING N N 43 CNE C15 H15 SING N N 44 CNE C17 H171 SING N N 45 CNE C17 H172 SING N N 46 CNE C17 H173 SING N N 47 CNE C16 H161 SING N N 48 CNE C16 H162 SING N N 49 CNE C16 H163 SING N N 50 CNE N1 C10 SING N N 51 CNE N1 HN1 SING N N 52 CNE C10 C9 SING N N 53 CNE C10 C11 SING N N 54 CNE C10 H10 SING N N 55 CNE C9 C8 SING N N 56 CNE C9 O1 DOUB N N 57 CNE C11 C12 SING N N 58 CNE C11 H111 SING N N 59 CNE C11 H112 SING N N 60 CNE C12 O2 SING N N 61 CNE C12 O3 DOUB N N 62 CNE O2 HO2 SING N N 63 CNE C8 S1 SING N N 64 CNE C8 H81 SING N N 65 CNE C8 H82 SING N N 66 CNE S1 C7 SING N N 67 CNE C7 C6 SING N N 68 CNE C7 H71 SING N N 69 CNE C7 H72 SING N N 70 CNE C6 C5 DOUB Y N 71 CNE C6 C1 SING Y N 72 CNE C5 C4 SING Y N 73 CNE C5 F1 SING N N 74 CNE C4 C3 DOUB Y N 75 CNE C4 H4 SING N N 76 CNE C3 C2 SING Y N 77 CNE C3 H3 SING N N 78 CNE C2 C1 DOUB Y N 79 CNE C2 H2 SING N N 80 CNE C1 CL1 SING N N 81 # 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 CNE SMILES ACDLabs 10.04 "Clc1cccc(F)c1CSCC(=O)C(NC(=O)C(NC(=O)Cc2cc(\C=C\C(=O)OC)ccc2OCC)C(C)C)CC(=O)O" CNE SMILES_CANONICAL CACTVS 3.341 "CCOc1ccc(\C=C\C(=O)OC)cc1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)CSCc2c(F)cccc2Cl" CNE SMILES CACTVS 3.341 "CCOc1ccc(C=CC(=O)OC)cc1CC(=O)N[CH](C(C)C)C(=O)N[CH](CC(O)=O)C(=O)CSCc2c(F)cccc2Cl" CNE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOc1ccc(cc1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)CSCc2c(cccc2Cl)F)\C=C\C(=O)OC" CNE SMILES "OpenEye OEToolkits" 1.5.0 "CCOc1ccc(cc1CC(=O)NC(C(C)C)C(=O)NC(CC(=O)O)C(=O)CSCc2c(cccc2Cl)F)C=CC(=O)OC" CNE InChI InChI 1.03 "InChI=1S/C31H36ClFN2O8S/c1-5-43-26-11-9-19(10-12-29(40)42-4)13-20(26)14-27(37)35-30(18(2)3)31(41)34-24(15-28(38)39)25(36)17-44-16-21-22(32)7-6-8-23(21)33/h6-13,18,24,30H,5,14-17H2,1-4H3,(H,34,41)(H,35,37)(H,38,39)/b12-10+/t24-,30-/m0/s1" CNE InChIKey InChI 1.03 BBHZJDWNUYJWFP-FSJABKHUSA-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 CNE "SYSTEMATIC NAME" ACDLabs 10.04 "(3S)-5-[(2-chloro-6-fluorobenzyl)sulfanyl]-3-{[N-({2-ethoxy-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}acetyl)-L-valyl]amino}-4-oxopentanoic acid" CNE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-5-[(2-chloro-6-fluoro-phenyl)methylsulfanyl]-3-[[(2S)-2-[2-[2-ethoxy-5-[(E)-3-methoxy-3-oxo-prop-1-enyl]phenyl]ethanoylamino]-3-methyl-butanoyl]amino]-4-oxo-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CNE "Create component" 2003-11-24 RCSB CNE "Modify descriptor" 2011-06-04 RCSB #