data_3EN # _chem_comp.id 3EN _chem_comp.name "N-[(2S,4S,5S)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-L-valinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H36 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-01 _chem_comp.pdbx_modified_date 2015-03-20 _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 524.675 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3EN _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 4U7V _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 3EN C1 C1 C 0 1 Y N N 9.413 15.941 4.389 -6.284 -2.054 1.413 C1 3EN 1 3EN C2 C2 C 0 1 Y N N 8.894 15.608 5.564 -5.540 -2.165 0.309 C2 3EN 2 3EN C4 C3 C 0 1 Y N N 10.171 13.834 4.560 -6.382 -4.272 1.263 C4 3EN 3 3EN C6 C4 C 0 1 N N N 8.010 16.527 6.451 -4.909 -1.029 -0.454 C6 3EN 4 3EN C10 C5 C 0 1 N N N 8.822 16.661 8.507 -2.876 0.221 -0.504 C10 3EN 5 3EN C12 C6 C 0 1 N N S 9.733 16.794 10.879 -0.870 1.592 -0.691 C12 3EN 6 3EN C13 C7 C 0 1 N N S 9.343 17.994 11.798 0.626 1.339 -0.491 C13 3EN 7 3EN C14 C8 C 0 1 N N N 7.964 18.502 11.498 1.007 0.004 -1.134 C14 3EN 8 3EN C15 C9 C 0 1 N N S 6.879 17.594 11.999 2.522 -0.191 -1.044 C15 3EN 9 3EN N5 N1 N 0 1 Y N N 10.109 14.942 3.833 -6.719 -3.200 1.897 N5 3EN 10 3EN C18 C10 C 0 1 N N N 7.332 16.099 13.889 4.170 0.012 0.740 C18 3EN 11 3EN C19 C11 C 0 1 N N S 7.477 16.024 15.452 4.576 -0.111 2.186 C19 3EN 12 3EN C52 C12 C 0 1 Y N N 4.161 16.572 11.182 5.068 -2.265 -0.794 C52 3EN 13 3EN C51 C13 C 0 1 Y N N 3.133 15.717 11.524 6.445 -2.381 -0.809 C51 3EN 14 3EN C50 C14 C 0 1 Y N N 2.489 15.837 12.778 7.175 -1.821 -1.842 C50 3EN 15 3EN C49 C15 C 0 1 Y N N 2.866 16.820 13.666 6.527 -1.147 -2.859 C49 3EN 16 3EN C48 C16 C 0 1 Y N N 3.893 17.638 13.318 5.149 -1.031 -2.844 C48 3EN 17 3EN C45 C17 C 0 1 Y N N 4.524 17.512 12.101 4.420 -1.590 -1.812 C45 3EN 18 3EN C44 C18 C 0 1 N N N 5.562 18.358 11.829 2.918 -1.464 -1.795 C44 3EN 19 3EN N58 N2 N 0 1 N N N 7.069 17.342 13.412 2.917 -0.310 0.362 N58 3EN 20 3EN O61 O1 O 0 1 N N N 7.538 15.109 13.148 4.971 0.400 -0.084 O61 3EN 21 3EN N20 N3 N 0 1 N N N 7.061 14.676 15.947 6.040 -0.178 2.279 N20 3EN 22 3EN C62 C19 C 0 1 N N N 8.938 16.392 15.878 4.070 1.106 2.963 C62 3EN 23 3EN C68 C20 C 0 1 N N N 9.958 15.371 15.321 4.482 0.981 4.431 C68 3EN 24 3EN C64 C21 C 0 1 N N N 9.050 16.531 17.399 4.677 2.378 2.369 C64 3EN 25 3EN O41 O2 O 0 1 N N N 10.246 19.115 11.540 0.919 1.296 0.907 O41 3EN 26 3EN C26 C22 C 0 1 N N N 11.217 16.399 11.195 -1.252 2.927 -0.048 C26 3EN 27 3EN C28 C23 C 0 1 Y N N 11.517 15.221 10.478 -2.696 3.235 -0.350 C28 3EN 28 3EN C31 C24 C 0 1 Y N N 12.009 15.253 9.176 -3.028 3.945 -1.488 C31 3EN 29 3EN C32 C25 C 0 1 Y N N 12.287 14.043 8.523 -4.353 4.223 -1.768 C32 3EN 30 3EN C33 C26 C 0 1 Y N N 12.084 12.808 9.161 -5.346 3.790 -0.909 C33 3EN 31 3EN C34 C27 C 0 1 Y N N 11.578 12.809 10.451 -5.014 3.079 0.229 C34 3EN 32 3EN C35 C28 C 0 1 Y N N 11.320 13.991 11.103 -3.689 2.802 0.509 C35 3EN 33 3EN N11 N4 N 0 1 N N N 9.548 17.259 9.479 -1.636 0.512 -0.064 N11 3EN 34 3EN O24 O3 O 0 1 N N N 8.149 15.640 8.685 -3.359 0.855 -1.421 O24 3EN 35 3EN O7 O4 O 0 1 N N N 8.827 17.280 7.286 -3.580 -0.771 0.072 O7 3EN 36 3EN S3 S1 S 0 1 Y N N 9.274 14.117 5.936 -5.425 -3.876 -0.098 S3 3EN 37 3EN H1 H1 H 0 1 N N N 9.288 16.911 3.932 -6.508 -1.103 1.873 H1 3EN 38 3EN H2 H2 H 0 1 N N N 10.699 12.926 4.309 -6.668 -5.274 1.547 H2 3EN 39 3EN H3 H3 H 0 1 N N N 7.420 17.199 5.811 -4.837 -1.294 -1.508 H3 3EN 40 3EN H4 H4 H 0 1 N N N 7.332 15.910 7.059 -5.522 -0.134 -0.345 H4 3EN 41 3EN H5 H5 H 0 1 N N N 9.074 15.939 11.092 -1.094 1.624 -1.757 H5 3EN 42 3EN H6 H6 H 0 1 N N N 9.408 17.680 12.850 1.195 2.143 -0.958 H6 3EN 43 3EN H7 H7 H 0 1 N N N 7.843 19.487 11.973 0.505 -0.809 -0.609 H7 3EN 44 3EN H8 H8 H 0 1 N N N 7.859 18.605 10.408 0.702 0.004 -2.180 H8 3EN 45 3EN H9 H9 H 0 1 N N N 6.855 16.658 11.421 3.026 0.667 -1.491 H9 3EN 46 3EN H10 H10 H 0 1 N N N 6.803 16.778 15.885 4.143 -1.018 2.609 H10 3EN 47 3EN H11 H11 H 0 1 N N N 4.658 16.500 10.226 4.498 -2.706 0.010 H11 3EN 48 3EN H12 H12 H 0 1 N N N 2.818 14.952 10.830 6.952 -2.908 -0.014 H12 3EN 49 3EN H13 H13 H 0 1 N N N 1.696 15.153 13.041 8.251 -1.911 -1.853 H13 3EN 50 3EN H14 H14 H 0 1 N N N 2.359 16.937 14.613 7.096 -0.709 -3.666 H14 3EN 51 3EN H15 H15 H 0 1 N N N 4.220 18.401 14.009 4.643 -0.503 -3.639 H15 3EN 52 3EN H16 H16 H 0 1 N N N 5.536 19.210 12.524 2.486 -2.330 -1.294 H16 3EN 53 3EN H17 H17 H 0 1 N N N 5.478 18.725 10.796 2.547 -1.412 -2.818 H17 3EN 54 3EN H18 H18 H 0 1 N N N 7.005 18.105 14.055 2.276 -0.621 1.021 H18 3EN 55 3EN H19 H19 H 0 1 N N N 7.158 14.641 16.942 6.394 -1.008 1.829 H19 3EN 56 3EN H20 H20 H 0 1 N N N 6.107 14.510 15.699 6.465 0.652 1.893 H20 3EN 57 3EN H22 H22 H 0 1 N N N 9.172 17.371 15.434 2.983 1.155 2.893 H22 3EN 58 3EN H23 H23 H 0 1 N N N 10.972 15.656 15.637 5.569 0.932 4.500 H23 3EN 59 3EN H24 H24 H 0 1 N N N 9.722 14.369 15.708 4.121 1.848 4.984 H24 3EN 60 3EN H25 H25 H 0 1 N N N 9.905 15.362 14.222 4.049 0.075 4.854 H25 3EN 61 3EN H26 H26 H 0 1 N N N 8.311 17.263 17.756 4.384 2.467 1.323 H26 3EN 62 3EN H27 H27 H 0 1 N N N 8.858 15.556 17.871 4.317 3.246 2.922 H27 3EN 63 3EN H28 H28 H 0 1 N N N 10.062 16.873 17.662 5.764 2.329 2.438 H28 3EN 64 3EN H29 H29 H 0 1 N N N 10.011 19.847 12.098 0.446 0.603 1.387 H29 3EN 65 3EN H30 H30 H 0 1 N N N 11.334 16.219 12.274 -1.112 2.864 1.031 H30 3EN 66 3EN H31 H31 H 0 1 N N N 11.893 17.208 10.883 -0.620 3.718 -0.452 H31 3EN 67 3EN H32 H32 H 0 1 N N N 12.174 16.196 8.676 -2.252 4.284 -2.159 H32 3EN 68 3EN H33 H33 H 0 1 N N N 12.664 14.061 7.511 -4.612 4.779 -2.657 H33 3EN 69 3EN H34 H34 H 0 1 N N N 12.317 11.881 8.659 -6.381 4.008 -1.127 H34 3EN 70 3EN H35 H35 H 0 1 N N N 11.384 11.871 10.949 -5.790 2.740 0.900 H35 3EN 71 3EN H36 H36 H 0 1 N N N 10.957 13.966 12.120 -3.430 2.243 1.396 H36 3EN 72 3EN H37 H37 H 0 1 N N N 10.012 18.109 9.228 -1.250 0.005 0.668 H37 3EN 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 3EN N5 C1 SING Y N 1 3EN N5 C4 DOUB Y N 2 3EN C1 C2 DOUB Y N 3 3EN C4 S3 SING Y N 4 3EN C2 S3 SING Y N 5 3EN C2 C6 SING N N 6 3EN C6 O7 SING N N 7 3EN O7 C10 SING N N 8 3EN C10 O24 DOUB N N 9 3EN C10 N11 SING N N 10 3EN C32 C33 DOUB Y N 11 3EN C32 C31 SING Y N 12 3EN C33 C34 SING Y N 13 3EN C31 C28 DOUB Y N 14 3EN N11 C12 SING N N 15 3EN C34 C35 DOUB Y N 16 3EN C28 C35 SING Y N 17 3EN C28 C26 SING N N 18 3EN C12 C26 SING N N 19 3EN C12 C13 SING N N 20 3EN C52 C51 DOUB Y N 21 3EN C52 C45 SING Y N 22 3EN C14 C13 SING N N 23 3EN C14 C15 SING N N 24 3EN C51 C50 SING Y N 25 3EN O41 C13 SING N N 26 3EN C44 C15 SING N N 27 3EN C44 C45 SING N N 28 3EN C15 N58 SING N N 29 3EN C45 C48 DOUB Y N 30 3EN C50 C49 DOUB Y N 31 3EN O61 C18 DOUB N N 32 3EN C48 C49 SING Y N 33 3EN N58 C18 SING N N 34 3EN C18 C19 SING N N 35 3EN C68 C62 SING N N 36 3EN C19 C62 SING N N 37 3EN C19 N20 SING N N 38 3EN C62 C64 SING N N 39 3EN C1 H1 SING N N 40 3EN C4 H2 SING N N 41 3EN C6 H3 SING N N 42 3EN C6 H4 SING N N 43 3EN C12 H5 SING N N 44 3EN C13 H6 SING N N 45 3EN C14 H7 SING N N 46 3EN C14 H8 SING N N 47 3EN C15 H9 SING N N 48 3EN C19 H10 SING N N 49 3EN C52 H11 SING N N 50 3EN C51 H12 SING N N 51 3EN C50 H13 SING N N 52 3EN C49 H14 SING N N 53 3EN C48 H15 SING N N 54 3EN C44 H16 SING N N 55 3EN C44 H17 SING N N 56 3EN N58 H18 SING N N 57 3EN N20 H19 SING N N 58 3EN N20 H20 SING N N 59 3EN C62 H22 SING N N 60 3EN C68 H23 SING N N 61 3EN C68 H24 SING N N 62 3EN C68 H25 SING N N 63 3EN C64 H26 SING N N 64 3EN C64 H27 SING N N 65 3EN C64 H28 SING N N 66 3EN O41 H29 SING N N 67 3EN C26 H30 SING N N 68 3EN C26 H31 SING N N 69 3EN C31 H32 SING N N 70 3EN C32 H33 SING N N 71 3EN C33 H34 SING N N 72 3EN C34 H35 SING N N 73 3EN C35 H36 SING N N 74 3EN N11 H37 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 3EN SMILES ACDLabs 12.01 "O=C(OCc1scnc1)NC(Cc2ccccc2)C(O)CC(NC(=O)C(N)C(C)C)Cc3ccccc3" 3EN InChI InChI 1.03 "InChI=1S/C28H36N4O4S/c1-19(2)26(29)27(34)31-22(13-20-9-5-3-6-10-20)15-25(33)24(14-21-11-7-4-8-12-21)32-28(35)36-17-23-16-30-18-37-23/h3-12,16,18-19,22,24-26,33H,13-15,17,29H2,1-2H3,(H,31,34)(H,32,35)/t22-,24-,25-,26-/m0/s1" 3EN InChIKey InChI 1.03 JJZMZBZVLFGIEU-GKXKVECMSA-N 3EN SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@H](N)C(=O)N[C@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)OCc2scnc2)Cc3ccccc3" 3EN SMILES CACTVS 3.385 "CC(C)[CH](N)C(=O)N[CH](C[CH](O)[CH](Cc1ccccc1)NC(=O)OCc2scnc2)Cc3ccccc3" 3EN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)C[C@@H]([C@H](Cc2ccccc2)NC(=O)OCc3cncs3)O)N" 3EN SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)C(C(=O)NC(Cc1ccccc1)CC(C(Cc2ccccc2)NC(=O)OCc3cncs3)O)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 3EN "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S,4S,5S)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-L-valinamide" 3EN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-5-[[(2S)-2-azanyl-3-methyl-butanoyl]amino]-3-oxidanyl-1,6-diphenyl-hexan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3EN "Create component" 2014-08-01 EBI 3EN "Modify descriptor" 2014-09-05 RCSB 3EN "Initial release" 2015-03-25 RCSB #