data_UEK # _chem_comp.id UEK _chem_comp.name "N-{5-[(3S,4R)-1-[(3R)-3-amino-4-(4-chlorophenyl)butanoyl]-4-(hydroxymethyl)pyrrolidin-3-yl]-2-chlorophenyl}-2-(4-fluorophenyl)acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H30 Cl2 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-14 _chem_comp.pdbx_modified_date 2014-09-26 _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 558.471 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UEK _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 4CYO _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 UEK CL1 CL1 CL 0 0 N N N 5.288 49.519 60.360 -11.751 -0.045 1.355 CL1 UEK 1 UEK C26 C26 C 0 1 Y N N 4.578 48.043 59.651 -10.196 -0.329 0.638 C26 UEK 2 UEK C25 C25 C 0 1 Y N N 3.876 47.174 60.505 -9.591 0.660 -0.117 C25 UEK 3 UEK C24 C24 C 0 1 Y N N 3.307 46.029 59.926 -8.353 0.432 -0.688 C24 UEK 4 UEK C27 C27 C 0 1 Y N N 4.709 47.838 58.263 -9.558 -1.543 0.826 C27 UEK 5 UEK C28 C28 C 0 1 Y N N 4.159 46.666 57.716 -8.320 -1.769 0.254 C28 UEK 6 UEK C23 C23 C 0 1 Y N N 3.487 45.731 58.554 -7.719 -0.782 -0.505 C23 UEK 7 UEK C22 C22 C 0 1 N N N 2.861 44.476 57.969 -6.369 -1.029 -1.128 C22 UEK 8 UEK C C C 0 1 N N R 1.795 44.799 56.871 -5.271 -0.600 -0.153 C UEK 9 UEK N N N 0 1 N N N 1.454 43.474 56.253 -5.312 -1.457 1.039 N UEK 10 UEK C1 C1 C 0 1 N N N 0.563 45.550 57.400 -3.906 -0.733 -0.831 C1 UEK 11 UEK C2 C2 C 0 1 N N N 0.758 47.034 57.245 -2.836 -0.195 0.084 C2 UEK 12 UEK O O O 0 1 N N N 0.999 47.391 56.090 -3.136 0.252 1.171 O UEK 13 UEK N1 N1 N 0 1 N N N 0.730 47.896 58.231 -1.546 -0.210 -0.306 N1 UEK 14 UEK C7 C7 C 0 1 N N N 0.875 49.350 58.104 -0.407 0.281 0.483 C7 UEK 15 UEK C6 C6 C 0 1 N N S 0.269 49.912 59.374 0.862 0.085 -0.374 C6 UEK 16 UEK C4 C4 C 0 1 N N R 0.488 48.818 60.390 0.299 0.018 -1.818 C4 UEK 17 UEK C5 C5 C 0 1 N N N -0.509 48.951 61.624 1.224 -0.791 -2.730 C5 UEK 18 UEK O1 O1 O 0 1 N N N -1.918 48.936 61.125 0.738 -0.735 -4.073 O1 UEK 19 UEK C3 C3 C 0 1 N N N 0.307 47.518 59.616 -1.043 -0.727 -1.592 C3 UEK 20 UEK C8 C8 C 0 1 Y N N 0.945 51.223 59.765 1.796 1.258 -0.220 C8 UEK 21 UEK C21 C21 C 0 1 Y N N 2.156 51.387 60.474 3.083 1.059 0.240 C21 UEK 22 UEK C12 C12 C 0 1 Y N N 2.650 52.647 60.777 3.943 2.140 0.382 C12 UEK 23 UEK C11 C11 C 0 1 Y N N 1.937 53.757 60.368 3.505 3.419 0.060 C11 UEK 24 UEK CL CL CL 0 0 N N N 2.636 55.373 60.772 4.576 4.774 0.235 CL UEK 25 UEK C10 C10 C 0 1 Y N N 0.738 53.700 59.670 2.216 3.611 -0.400 C10 UEK 26 UEK C9 C9 C 0 1 Y N N 0.201 52.410 59.380 1.364 2.531 -0.545 C9 UEK 27 UEK N2 N2 N 0 1 N N N 3.843 52.778 61.508 5.248 1.941 0.848 N2 UEK 28 UEK C13 C13 C 0 1 N N N 3.798 52.929 62.870 5.845 0.743 0.691 C13 UEK 29 UEK O2 O2 O 0 1 N N N 2.835 52.815 63.603 5.292 -0.132 0.059 O2 UEK 30 UEK C14 C14 C 0 1 N N N 5.124 53.176 63.594 7.199 0.491 1.302 C14 UEK 31 UEK C15 C15 C 0 1 Y N N 5.590 51.974 64.384 7.640 -0.915 0.982 C15 UEK 32 UEK C20 C20 C 0 1 Y N N 6.559 51.183 63.735 8.367 -1.166 -0.167 C20 UEK 33 UEK C19 C19 C 0 1 Y N N 6.984 50.031 64.476 8.771 -2.454 -0.461 C19 UEK 34 UEK C18 C18 C 0 1 Y N N 6.425 49.861 65.717 8.448 -3.493 0.395 C18 UEK 35 UEK F F F 0 1 N N N 6.842 48.731 66.415 8.843 -4.753 0.109 F UEK 36 UEK C17 C17 C 0 1 Y N N 5.452 50.572 66.414 7.720 -3.240 1.546 C17 UEK 37 UEK C16 C16 C 0 1 Y N N 5.043 51.728 65.675 7.322 -1.951 1.841 C16 UEK 38 UEK H25 H25 H 0 1 N N N 3.779 47.379 61.561 -10.086 1.609 -0.261 H25 UEK 39 UEK H27 H27 H 0 1 N N N 5.216 48.559 57.639 -10.028 -2.313 1.419 H27 UEK 40 UEK H24 H24 H 0 1 N N N 2.720 45.362 60.540 -7.880 1.204 -1.278 H24 UEK 41 UEK H28 H28 H 0 1 N N N 4.246 46.474 56.657 -7.823 -2.716 0.401 H28 UEK 42 UEK H221 H221 H 0 0 N N N 3.655 43.861 57.521 -6.261 -2.091 -1.352 H221 UEK 43 UEK H222 H222 H 0 0 N N N 2.375 43.913 58.779 -6.283 -0.453 -2.049 H222 UEK 44 UEK H H H 0 1 N N N 2.278 45.428 56.108 -5.431 0.438 0.140 H UEK 45 UEK HN1 HN1 H 0 1 N N N 0.771 43.607 55.535 -5.166 -2.424 0.794 HN1 UEK 46 UEK HN2 HN2 H 0 1 N N N 2.278 43.069 55.858 -4.639 -1.153 1.727 HN2 UEK 47 UEK H11C H11C H 0 0 N N N -0.325 45.238 56.831 -3.707 -1.783 -1.044 H11C UEK 48 UEK H12C H12C H 0 0 N N N 0.420 45.311 58.464 -3.906 -0.167 -1.762 H12C UEK 49 UEK H71C H71C H 0 0 N N N 1.936 49.628 58.025 -0.541 1.339 0.710 H71C UEK 50 UEK H72C H72C H 0 0 N N N 0.333 49.718 57.220 -0.322 -0.291 1.407 H72C UEK 51 UEK H31C H31C H 0 0 N N N -0.742 47.189 59.634 -0.877 -1.802 -1.530 H31C UEK 52 UEK H32C H32C H 0 0 N N N 0.948 46.722 60.023 -1.744 -0.496 -2.394 H32C UEK 53 UEK H6 H6 H 0 1 N N N -0.809 50.079 59.231 1.364 -0.846 -0.112 H6 UEK 54 UEK H4 H4 H 0 1 N N N 1.519 48.873 60.770 0.133 1.017 -2.220 H4 UEK 55 UEK H51C H51C H 0 0 N N N -0.355 48.108 62.314 2.230 -0.372 -2.691 H51C UEK 56 UEK H52C H52C H 0 0 N N N -0.316 49.897 62.152 1.249 -1.828 -2.396 H52C UEK 57 UEK H1 H1 H 0 1 N N N -2.515 49.015 61.859 1.277 -1.226 -4.707 H1 UEK 58 UEK H21 H21 H 0 1 N N N 2.708 50.513 60.786 3.420 0.064 0.489 H21 UEK 59 UEK H9 H9 H 0 1 N N N -0.751 52.317 58.878 0.359 2.683 -0.908 H9 UEK 60 UEK H2 H2 H 0 1 N N N 4.724 52.761 61.035 5.722 2.666 1.284 H2 UEK 61 UEK H10 H10 H 0 1 N N N 0.230 54.600 59.358 1.875 4.605 -0.649 H10 UEK 62 UEK H141 H141 H 0 0 N N N 5.892 53.425 62.847 7.919 1.199 0.893 H141 UEK 63 UEK H142 H142 H 0 0 N N N 4.996 54.023 64.284 7.139 0.615 2.383 H142 UEK 64 UEK H20 H20 H 0 1 N N N 6.950 51.425 62.758 8.618 -0.356 -0.834 H20 UEK 65 UEK H16 H16 H 0 1 N N N 4.321 52.412 66.096 6.758 -1.752 2.740 H16 UEK 66 UEK H19 H19 H 0 1 N N N 7.706 49.334 64.078 9.338 -2.651 -1.359 H19 UEK 67 UEK H17 H17 H 0 1 N N N 5.059 50.290 67.380 7.468 -4.050 2.214 H17 UEK 68 # 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 UEK CL1 C26 SING N N 1 UEK C26 C25 SING Y N 2 UEK C26 C27 DOUB Y N 3 UEK C25 C24 DOUB Y N 4 UEK C24 C23 SING Y N 5 UEK C27 C28 SING Y N 6 UEK C28 C23 DOUB Y N 7 UEK C23 C22 SING N N 8 UEK C22 C SING N N 9 UEK C N SING N N 10 UEK C C1 SING N N 11 UEK C1 C2 SING N N 12 UEK C2 O DOUB N N 13 UEK C2 N1 SING N N 14 UEK N1 C7 SING N N 15 UEK N1 C3 SING N N 16 UEK C7 C6 SING N N 17 UEK C6 C4 SING N N 18 UEK C6 C8 SING N N 19 UEK C4 C5 SING N N 20 UEK C4 C3 SING N N 21 UEK C5 O1 SING N N 22 UEK C8 C21 SING Y N 23 UEK C8 C9 DOUB Y N 24 UEK C21 C12 DOUB Y N 25 UEK C12 C11 SING Y N 26 UEK C12 N2 SING N N 27 UEK C11 CL SING N N 28 UEK C11 C10 DOUB Y N 29 UEK C10 C9 SING Y N 30 UEK N2 C13 SING N N 31 UEK C13 O2 DOUB N N 32 UEK C13 C14 SING N N 33 UEK C14 C15 SING N N 34 UEK C15 C20 SING Y N 35 UEK C15 C16 DOUB Y N 36 UEK C20 C19 DOUB Y N 37 UEK C19 C18 SING Y N 38 UEK C18 F SING N N 39 UEK C18 C17 DOUB Y N 40 UEK C17 C16 SING Y N 41 UEK C25 H25 SING N N 42 UEK C27 H27 SING N N 43 UEK C24 H24 SING N N 44 UEK C28 H28 SING N N 45 UEK C22 H221 SING N N 46 UEK C22 H222 SING N N 47 UEK C H SING N N 48 UEK N HN1 SING N N 49 UEK N HN2 SING N N 50 UEK C1 H11C SING N N 51 UEK C1 H12C SING N N 52 UEK C7 H71C SING N N 53 UEK C7 H72C SING N N 54 UEK C3 H31C SING N N 55 UEK C3 H32C SING N N 56 UEK C6 H6 SING N N 57 UEK C4 H4 SING N N 58 UEK C5 H51C SING N N 59 UEK C5 H52C SING N N 60 UEK O1 H1 SING N N 61 UEK C21 H21 SING N N 62 UEK C9 H9 SING N N 63 UEK N2 H2 SING N N 64 UEK C10 H10 SING N N 65 UEK C14 H141 SING N N 66 UEK C14 H142 SING N N 67 UEK C20 H20 SING N N 68 UEK C16 H16 SING N N 69 UEK C19 H19 SING N N 70 UEK C17 H17 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 UEK SMILES ACDLabs 12.01 "O=C(N3CC(c2ccc(Cl)c(NC(=O)Cc1ccc(F)cc1)c2)C(CO)C3)CC(N)Cc4ccc(Cl)cc4" UEK InChI InChI 1.03 "InChI=1S/C29H30Cl2FN3O3/c30-22-6-1-18(2-7-22)11-24(33)14-29(38)35-15-21(17-36)25(16-35)20-5-10-26(31)27(13-20)34-28(37)12-19-3-8-23(32)9-4-19/h1-10,13,21,24-25,36H,11-12,14-17,33H2,(H,34,37)/t21-,24-,25-/m1/s1" UEK InChIKey InChI 1.03 UXESSWKATFQQDS-NQHRYMMQSA-N UEK SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CC(=O)N1C[C@H](CO)[C@H](C1)c2ccc(Cl)c(NC(=O)Cc3ccc(F)cc3)c2)Cc4ccc(Cl)cc4" UEK SMILES CACTVS 3.385 "N[CH](CC(=O)N1C[CH](CO)[CH](C1)c2ccc(Cl)c(NC(=O)Cc3ccc(F)cc3)c2)Cc4ccc(Cl)cc4" UEK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C[C@H](CC(=O)N2C[C@@H]([C@H](C2)c3ccc(c(c3)NC(=O)Cc4ccc(cc4)F)Cl)CO)N)Cl" UEK SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CC(CC(=O)N2CC(C(C2)c3ccc(c(c3)NC(=O)Cc4ccc(cc4)F)Cl)CO)N)Cl" # 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 UEK "SYSTEMATIC NAME" ACDLabs 12.01 "N-{5-[(3S,4R)-1-[(3R)-3-amino-4-(4-chlorophenyl)butanoyl]-4-(hydroxymethyl)pyrrolidin-3-yl]-2-chlorophenyl}-2-(4-fluorophenyl)acetamide" UEK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[5-[(3S,4R)-1-[(3R)-3-azanyl-4-(4-chlorophenyl)butanoyl]-4-(hydroxymethyl)pyrrolidin-3-yl]-2-chloranyl-phenyl]-2-(4-fluorophenyl)ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UEK "Create component" 2014-04-14 EBI UEK "Initial release" 2014-10-01 RCSB #