data_3JK # _chem_comp.id 3JK _chem_comp.name "(4R)-1-(3,3-dimethylbutanoyl)-4-hydroxy-N-[4-(4-methyl-1,3-oxazol-5-yl)benzyl]-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-27 _chem_comp.pdbx_modified_date 2014-09-05 _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 399.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3JK _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 4W9D _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 3JK CAB C1 C 0 1 N N N 11.436 52.187 94.260 -5.669 -2.671 0.378 CAB 3JK 1 3JK CBC C2 C 0 1 N N N 12.860 52.812 94.247 -6.397 -1.526 -0.330 CBC 3JK 2 3JK CAC C3 C 0 1 N N N 13.799 51.935 93.395 -6.235 -1.677 -1.844 CAC 3JK 3 3JK CAD C4 C 0 1 N N N 13.363 52.896 95.717 -7.883 -1.567 0.031 CAD 3JK 4 3JK CAN C5 C 0 1 N N N 12.806 54.227 93.726 -5.800 -0.190 0.116 CAN 3JK 5 3JK CAT C6 C 0 1 N N N 12.339 54.244 92.219 -4.336 -0.149 -0.239 CAT 3JK 6 3JK OAE O1 O 0 1 N N N 11.142 54.089 91.966 -3.821 -1.097 -0.794 OAE 3JK 7 3JK N N1 N 0 1 N N N 13.263 54.511 91.242 -3.600 0.939 0.060 N 3JK 8 3JK CD2 C7 C 0 1 N N N 14.722 54.793 91.360 -4.096 2.154 0.731 CD2 3JK 9 3JK CG C8 C 0 1 N N R 15.040 55.679 90.170 -3.119 3.275 0.295 CG 3JK 10 3JK OD1 O2 O 0 1 N N N 14.695 57.048 90.441 -3.454 3.770 -1.002 OD1 3JK 11 3JK CB C9 C 0 1 N N N 14.159 55.114 89.094 -1.766 2.515 0.269 CB 3JK 12 3JK CA C10 C 0 1 N N S 12.851 54.673 89.797 -2.167 1.108 -0.223 CA 3JK 13 3JK C C11 C 0 1 N N N 12.372 53.501 89.190 -1.366 0.062 0.509 C 3JK 14 3JK O O3 O 0 1 N N N 12.864 52.417 89.498 -1.930 -0.761 1.198 O 3JK 15 3JK NAR N2 N 0 1 N N N 11.450 53.637 88.194 -0.023 0.043 0.398 NAR 3JK 16 3JK CAM C12 C 0 1 N N N 10.973 52.461 87.435 0.756 -0.974 1.109 CAM 3JK 17 3JK CAV C13 C 0 1 Y N N 11.791 52.231 86.266 2.222 -0.778 0.820 CAV 3JK 18 3JK CAI C14 C 0 1 Y N N 11.542 51.097 85.465 2.981 0.043 1.635 CAI 3JK 19 3JK CAK C15 C 0 1 Y N N 12.311 50.806 84.327 4.323 0.228 1.376 CAK 3JK 20 3JK CAH C16 C 0 1 Y N N 12.846 53.065 85.870 2.804 -1.423 -0.256 CAH 3JK 21 3JK CAJ C17 C 0 1 Y N N 13.619 52.779 84.721 4.145 -1.248 -0.526 CAJ 3JK 22 3JK CAX C18 C 0 1 Y N N 13.355 51.665 83.917 4.915 -0.417 0.288 CAX 3JK 23 3JK CAY C19 C 0 1 Y N N 14.132 51.441 82.831 6.353 -0.224 0.004 CAY 3JK 24 3JK OAS O4 O 0 1 Y N N 15.442 51.802 82.762 7.366 -0.294 0.896 OAS 3JK 25 3JK CAL C20 C 0 1 Y N N 15.921 51.415 81.554 8.508 -0.059 0.234 CAL 3JK 26 3JK NAQ N3 N 0 1 Y N N 14.948 50.838 80.875 8.235 0.152 -1.023 NAQ 3JK 27 3JK CAW C21 C 0 1 Y N N 13.852 50.858 81.652 6.910 0.051 -1.203 CAW 3JK 28 3JK CAA C22 C 0 1 N N N 12.514 50.262 81.176 6.172 0.223 -2.506 CAA 3JK 29 3JK H1 H1 H 0 1 N N N 10.766 52.813 94.868 -6.094 -3.623 0.060 H1 3JK 30 3JK H2 H2 H 0 1 N N N 11.051 52.130 93.231 -4.610 -2.642 0.121 H2 3JK 31 3JK H3 H3 H 0 1 N N N 11.484 51.176 94.690 -5.784 -2.563 1.456 H3 3JK 32 3JK H4 H4 H 0 1 N N N 13.815 50.913 93.801 -6.660 -2.629 -2.161 H4 3JK 33 3JK H5 H5 H 0 1 N N N 13.437 51.911 92.357 -6.754 -0.862 -2.347 H5 3JK 34 3JK H6 H6 H 0 1 N N N 14.815 52.355 93.419 -5.176 -1.648 -2.101 H6 3JK 35 3JK H7 H7 H 0 1 N N N 12.678 53.526 96.304 -7.998 -1.459 1.110 H7 3JK 36 3JK H8 H8 H 0 1 N N N 13.396 51.886 96.152 -8.402 -0.751 -0.473 H8 3JK 37 3JK H9 H9 H 0 1 N N N 14.371 53.335 95.735 -8.308 -2.519 -0.287 H9 3JK 38 3JK H10 H10 H 0 1 N N N 13.806 54.678 93.800 -6.319 0.626 -0.388 H10 3JK 39 3JK H11 H11 H 0 1 N N N 12.096 54.809 94.332 -5.916 -0.082 1.195 H11 3JK 40 3JK H12 H12 H 0 1 N N N 15.302 53.860 91.315 -5.109 2.384 0.400 H12 3JK 41 3JK H13 H13 H 0 1 N N N 14.941 55.316 92.303 -4.072 2.027 1.813 H13 3JK 42 3JK H14 H14 H 0 1 N N N 16.100 55.579 89.892 -3.100 4.083 1.027 H14 3JK 43 3JK H15 H15 H 0 1 N N N 15.262 57.389 91.123 -4.334 4.167 -1.057 H15 3JK 44 3JK H16 H16 H 0 1 N N N 14.645 54.251 88.616 -1.070 2.983 -0.428 H16 3JK 45 3JK H17 H17 H 0 1 N N N 13.945 55.880 88.335 -1.338 2.467 1.270 H17 3JK 46 3JK H18 H18 H 0 1 N N N 12.114 55.485 89.717 -1.994 1.027 -1.296 H18 3JK 47 3JK H19 H19 H 0 1 N N N 11.092 54.544 87.974 0.428 0.701 -0.153 H19 3JK 48 3JK H20 H20 H 0 1 N N N 9.934 52.635 87.118 0.581 -0.881 2.181 H20 3JK 49 3JK H21 H21 H 0 1 N N N 11.015 51.573 88.083 0.449 -1.966 0.776 H21 3JK 50 3JK H22 H22 H 0 1 N N N 10.735 50.432 85.735 2.521 0.541 2.476 H22 3JK 51 3JK H23 H23 H 0 1 N N N 12.102 49.913 83.757 4.914 0.869 2.012 H23 3JK 52 3JK H24 H24 H 0 1 N N N 13.073 53.944 86.455 2.207 -2.066 -0.886 H24 3JK 53 3JK H25 H25 H 0 1 N N N 14.434 53.437 84.457 4.599 -1.753 -1.367 H25 3JK 54 3JK H26 H26 H 0 1 N N N 16.933 51.556 81.205 9.495 -0.045 0.673 H26 3JK 55 3JK H27 H27 H 0 1 N N N 12.634 49.855 80.161 6.015 -0.753 -2.966 H27 3JK 56 3JK H28 H28 H 0 1 N N N 12.207 49.457 81.860 5.208 0.695 -2.318 H28 3JK 57 3JK H29 H29 H 0 1 N N N 11.745 51.048 81.167 6.760 0.851 -3.176 H29 3JK 58 # 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 3JK NAQ CAL DOUB Y N 1 3JK NAQ CAW SING Y N 2 3JK CAA CAW SING N N 3 3JK CAL OAS SING Y N 4 3JK CAW CAY DOUB Y N 5 3JK OAS CAY SING Y N 6 3JK CAY CAX SING N N 7 3JK CAX CAK DOUB Y N 8 3JK CAX CAJ SING Y N 9 3JK CAK CAI SING Y N 10 3JK CAJ CAH DOUB Y N 11 3JK CAI CAV DOUB Y N 12 3JK CAH CAV SING Y N 13 3JK CAV CAM SING N N 14 3JK CAM NAR SING N N 15 3JK NAR C SING N N 16 3JK CB CA SING N N 17 3JK CB CG SING N N 18 3JK C O DOUB N N 19 3JK C CA SING N N 20 3JK CA N SING N N 21 3JK CG OD1 SING N N 22 3JK CG CD2 SING N N 23 3JK N CD2 SING N N 24 3JK N CAT SING N N 25 3JK OAE CAT DOUB N N 26 3JK CAT CAN SING N N 27 3JK CAC CBC SING N N 28 3JK CAN CBC SING N N 29 3JK CBC CAB SING N N 30 3JK CBC CAD SING N N 31 3JK CAB H1 SING N N 32 3JK CAB H2 SING N N 33 3JK CAB H3 SING N N 34 3JK CAC H4 SING N N 35 3JK CAC H5 SING N N 36 3JK CAC H6 SING N N 37 3JK CAD H7 SING N N 38 3JK CAD H8 SING N N 39 3JK CAD H9 SING N N 40 3JK CAN H10 SING N N 41 3JK CAN H11 SING N N 42 3JK CD2 H12 SING N N 43 3JK CD2 H13 SING N N 44 3JK CG H14 SING N N 45 3JK OD1 H15 SING N N 46 3JK CB H16 SING N N 47 3JK CB H17 SING N N 48 3JK CA H18 SING N N 49 3JK NAR H19 SING N N 50 3JK CAM H20 SING N N 51 3JK CAM H21 SING N N 52 3JK CAI H22 SING N N 53 3JK CAK H23 SING N N 54 3JK CAH H24 SING N N 55 3JK CAJ H25 SING N N 56 3JK CAL H26 SING N N 57 3JK CAA H27 SING N N 58 3JK CAA H28 SING N N 59 3JK CAA H29 SING N N 60 # 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 3JK SMILES ACDLabs 12.01 "O=C(N1CC(O)CC1C(=O)NCc3ccc(c2ocnc2C)cc3)CC(C)(C)C" 3JK InChI InChI 1.03 "InChI=1S/C22H29N3O4/c1-14-20(29-13-24-14)16-7-5-15(6-8-16)11-23-21(28)18-9-17(26)12-25(18)19(27)10-22(2,3)4/h5-8,13,17-18,26H,9-12H2,1-4H3,(H,23,28)/t17-,18+/m1/s1" 3JK InChIKey InChI 1.03 MHBMGYUTFNIVKQ-MSOLQXFVSA-N 3JK SMILES_CANONICAL CACTVS 3.385 "Cc1ncoc1c2ccc(CNC(=O)[C@@H]3C[C@@H](O)CN3C(=O)CC(C)(C)C)cc2" 3JK SMILES CACTVS 3.385 "Cc1ncoc1c2ccc(CNC(=O)[CH]3C[CH](O)CN3C(=O)CC(C)(C)C)cc2" 3JK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(ocn1)c2ccc(cc2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)CC(C)(C)C)O" 3JK SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(ocn1)c2ccc(cc2)CNC(=O)C3CC(CN3C(=O)CC(C)(C)C)O" # 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 3JK "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-1-(3,3-dimethylbutanoyl)-4-hydroxy-N-[4-(4-methyl-1,3-oxazol-5-yl)benzyl]-L-prolinamide" 3JK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-(3,3-dimethylbutanoyl)-N-[[4-(4-methyl-1,3-oxazol-5-yl)phenyl]methyl]-4-oxidanyl-pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3JK "Create component" 2014-08-27 RCSB 3JK "Initial release" 2014-09-10 RCSB 3JK "Modify descriptor" 2014-09-05 RCSB #