data_3JF # _chem_comp.id 3JF _chem_comp.name "N-acetyl-3-methyl-L-valyl-(4R)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H32 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 2014-08-27 _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 472.600 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3JF _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 4W9H _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 3JF CAA C1 C 0 1 N N N 9.795 56.244 95.088 -8.032 0.949 2.557 CAA 3JF 1 3JF CAV C2 C 0 1 N N N 11.105 55.649 94.539 -7.257 0.442 1.368 CAV 3JF 2 3JF OAF O1 O 0 1 N N N 12.164 56.222 94.763 -7.827 -0.166 0.487 OAF 3JF 3 3JF NAT N1 N 0 1 N N N 10.983 54.468 93.902 -5.930 0.662 1.285 NAT 3JF 4 3JF CBE C3 C 0 1 N N S 12.105 53.753 93.264 -5.177 0.169 0.129 CBE 3JF 5 3JF CBG C4 C 0 1 N N N 12.246 52.307 93.815 -5.269 1.184 -1.011 CBG 3JF 6 3JF CAD C5 C 0 1 N N N 12.577 52.360 95.312 -4.781 2.549 -0.520 CAD 3JF 7 3JF CAE C6 C 0 1 N N N 13.396 51.584 93.092 -4.396 0.720 -2.179 CAE 3JF 8 3JF CAC C7 C 0 1 N N N 10.936 51.485 93.675 -6.722 1.299 -1.475 CAC 3JF 9 3JF CAX C8 C 0 1 N N N 11.794 53.809 91.740 -3.733 -0.023 0.516 CAX 3JF 10 3JF OAH O2 O 0 1 N N N 10.642 53.641 91.356 -3.232 0.687 1.362 OAH 3JF 11 3JF N N2 N 0 1 N N N 12.788 54.082 90.866 -2.998 -0.983 -0.079 N 3JF 12 3JF CD2 C9 C 0 1 N N N 14.243 54.377 91.051 -3.500 -1.971 -1.052 CD2 3JF 13 3JF CG C10 C 0 1 N N R 14.628 55.201 89.816 -2.514 -3.162 -0.952 CG 3JF 14 3JF OD1 O3 O 0 1 N N N 14.296 56.590 89.968 -2.830 -3.996 0.164 OD1 3JF 15 3JF CB C11 C 0 1 N N N 13.783 54.625 88.725 -1.163 -2.430 -0.735 CB 3JF 16 3JF CA C12 C 0 1 N N S 12.460 54.203 89.380 -1.561 -1.214 0.129 CA 3JF 17 3JF C C13 C 0 1 N N N 12.021 53.010 88.765 -0.772 -0.003 -0.298 C 3JF 18 3JF O O4 O 0 1 N N N 12.449 51.930 89.156 -1.348 0.975 -0.727 O 3JF 19 3JF NAS N3 N 0 1 N N N 11.216 53.128 87.681 0.572 -0.006 -0.202 NAS 3JF 20 3JF CAO C14 C 0 1 N N N 10.775 51.946 86.936 1.338 1.172 -0.617 CAO 3JF 21 3JF CAY C15 C 0 1 Y N N 11.579 51.775 85.766 2.809 0.913 -0.411 CAY 3JF 22 3JF CAK C16 C 0 1 Y N N 12.409 52.768 85.227 3.559 0.352 -1.429 CAK 3JF 23 3JF CAM C17 C 0 1 Y N N 13.179 52.524 84.077 4.905 0.112 -1.247 CAM 3JF 24 3JF CAJ C18 C 0 1 Y N N 11.553 50.539 85.117 3.404 1.242 0.794 CAJ 3JF 25 3JF CAL C19 C 0 1 Y N N 12.315 50.298 83.974 4.749 1.008 0.989 CAL 3JF 26 3JF CBA C20 C 0 1 Y N N 13.145 51.290 83.427 5.510 0.437 -0.032 CBA 3JF 27 3JF CBB C21 C 0 1 Y N N 13.876 51.067 82.311 6.953 0.183 0.171 CBB 3JF 28 3JF SAU S1 S 0 1 Y N N 15.502 51.465 82.054 8.247 0.593 -0.953 SAU 3JF 29 3JF CAN C22 C 0 1 Y N N 15.570 50.864 80.503 9.403 -0.057 0.126 CAN 3JF 30 3JF NAR N4 N 0 1 Y N N 14.364 50.376 80.196 8.822 -0.512 1.186 NAR 3JF 31 3JF CAZ C23 C 0 1 Y N N 13.444 50.486 81.170 7.514 -0.399 1.252 CAZ 3JF 32 3JF CAB C24 C 0 1 N N N 12.032 49.944 80.921 6.710 -0.886 2.429 CAB 3JF 33 3JF H1 H1 H 0 1 N N N 10.016 57.167 95.644 -9.082 0.677 2.449 H1 3JF 34 3JF H2 H2 H 0 1 N N N 9.118 56.473 94.252 -7.633 0.503 3.468 H2 3JF 35 3JF H3 H3 H 0 1 N N N 9.316 55.517 95.760 -7.942 2.034 2.613 H3 3JF 36 3JF H4 H4 H 0 1 N N N 10.076 54.050 93.859 -5.474 1.148 1.990 H4 3JF 37 3JF H5 H5 H 0 1 N N N 13.044 54.294 93.451 -5.595 -0.784 -0.197 H5 3JF 38 3JF H6 H6 H 0 1 N N N 11.766 52.874 95.849 -3.746 2.467 -0.189 H6 3JF 39 3JF H7 H7 H 0 1 N N N 12.683 51.336 95.700 -4.847 3.272 -1.333 H7 3JF 40 3JF H8 H8 H 0 1 N N N 13.519 52.908 95.460 -5.403 2.879 0.312 H8 3JF 41 3JF H9 H9 H 0 1 N N N 13.492 50.561 93.485 -4.784 -0.219 -2.572 H9 3JF 42 3JF H10 H10 H 0 1 N N N 13.183 51.543 92.014 -4.409 1.476 -2.965 H10 3JF 43 3JF H11 H11 H 0 1 N N N 14.336 52.131 93.260 -3.373 0.574 -1.832 H11 3JF 44 3JF H12 H12 H 0 1 N N N 10.118 52.007 94.194 -7.345 1.630 -0.643 H12 3JF 45 3JF H13 H13 H 0 1 N N N 10.684 51.376 92.610 -6.788 2.023 -2.288 H13 3JF 46 3JF H14 H14 H 0 1 N N N 11.078 50.490 94.122 -7.070 0.327 -1.825 H14 3JF 47 3JF H15 H15 H 0 1 N N N 14.826 53.445 91.094 -4.507 -2.289 -0.784 H15 3JF 48 3JF H16 H16 H 0 1 N N N 14.408 54.956 91.972 -3.490 -1.551 -2.058 H16 3JF 49 3JF H17 H17 H 0 1 N N N 15.696 55.065 89.590 -2.503 -3.738 -1.877 H17 3JF 50 3JF H18 H18 H 0 1 N N N 14.826 56.969 90.659 -3.708 -4.398 0.118 H18 3JF 51 3JF H19 H19 H 0 1 N N N 14.282 53.752 88.278 -0.456 -3.067 -0.202 H19 3JF 52 3JF H20 H20 H 0 1 N N N 13.599 55.381 87.947 -0.748 -2.106 -1.689 H20 3JF 53 3JF H21 H21 H 0 1 N N N 11.721 55.006 89.240 -1.373 -1.430 1.181 H21 3JF 54 3JF H22 H22 H 0 1 N N N 10.918 54.036 87.385 1.032 -0.788 0.141 H22 3JF 55 3JF H23 H23 H 0 1 N N N 9.724 52.074 86.639 1.150 1.375 -1.671 H23 3JF 56 3JF H24 H24 H 0 1 N N N 10.870 51.056 87.576 1.034 2.032 -0.021 H24 3JF 57 3JF H25 H25 H 0 1 N N N 12.457 53.736 85.703 3.089 0.100 -2.368 H25 3JF 58 3JF H26 H26 H 0 1 N N N 13.811 53.309 83.688 5.489 -0.326 -2.042 H26 3JF 59 3JF H27 H27 H 0 1 N N N 10.928 49.751 85.510 2.813 1.684 1.584 H27 3JF 60 3JF H28 H28 H 0 1 N N N 12.266 49.329 83.500 5.212 1.266 1.930 H28 3JF 61 3JF H29 H29 H 0 1 N N N 16.436 50.868 79.858 10.467 -0.083 -0.054 H29 3JF 62 3JF H30 H30 H 0 1 N N N 11.977 49.515 79.910 6.538 -0.059 3.119 H30 3JF 63 3JF H31 H31 H 0 1 N N N 11.802 49.165 81.663 5.752 -1.272 2.080 H31 3JF 64 3JF H32 H32 H 0 1 N N N 11.304 50.763 81.012 7.256 -1.678 2.941 H32 3JF 65 # 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 3JF NAR CAN DOUB Y N 1 3JF NAR CAZ SING Y N 2 3JF CAN SAU SING Y N 3 3JF CAB CAZ SING N N 4 3JF CAZ CBB DOUB Y N 5 3JF SAU CBB SING Y N 6 3JF CBB CBA SING N N 7 3JF CBA CAL DOUB Y N 8 3JF CBA CAM SING Y N 9 3JF CAL CAJ SING Y N 10 3JF CAM CAK DOUB Y N 11 3JF CAJ CAY DOUB Y N 12 3JF CAK CAY SING Y N 13 3JF CAY CAO SING N N 14 3JF CAO NAS SING N N 15 3JF NAS C SING N N 16 3JF CB CA SING N N 17 3JF CB CG SING N N 18 3JF C O DOUB N N 19 3JF C CA SING N N 20 3JF CA N SING N N 21 3JF CG OD1 SING N N 22 3JF CG CD2 SING N N 23 3JF N CD2 SING N N 24 3JF N CAX SING N N 25 3JF OAH CAX DOUB N N 26 3JF CAX CBE SING N N 27 3JF CAE CBG SING N N 28 3JF CBE CBG SING N N 29 3JF CBE NAT SING N N 30 3JF CAC CBG SING N N 31 3JF CBG CAD SING N N 32 3JF NAT CAV SING N N 33 3JF CAV OAF DOUB N N 34 3JF CAV CAA SING N N 35 3JF CAA H1 SING N N 36 3JF CAA H2 SING N N 37 3JF CAA H3 SING N N 38 3JF NAT H4 SING N N 39 3JF CBE H5 SING N N 40 3JF CAD H6 SING N N 41 3JF CAD H7 SING N N 42 3JF CAD H8 SING N N 43 3JF CAE H9 SING N N 44 3JF CAE H10 SING N N 45 3JF CAE H11 SING N N 46 3JF CAC H12 SING N N 47 3JF CAC H13 SING N N 48 3JF CAC H14 SING N N 49 3JF CD2 H15 SING N N 50 3JF CD2 H16 SING N N 51 3JF CG H17 SING N N 52 3JF OD1 H18 SING N N 53 3JF CB H19 SING N N 54 3JF CB H20 SING N N 55 3JF CA H21 SING N N 56 3JF NAS H22 SING N N 57 3JF CAO H23 SING N N 58 3JF CAO H24 SING N N 59 3JF CAK H25 SING N N 60 3JF CAM H26 SING N N 61 3JF CAJ H27 SING N N 62 3JF CAL H28 SING N N 63 3JF CAN H29 SING N N 64 3JF CAB H30 SING N N 65 3JF CAB H31 SING N N 66 3JF CAB H32 SING N N 67 # 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 3JF SMILES ACDLabs 12.01 "O=C(NC(C(=O)N1CC(O)CC1C(=O)NCc3ccc(c2scnc2C)cc3)C(C)(C)C)C" 3JF InChI InChI 1.03 "InChI=1S/C24H32N4O4S/c1-14-20(33-13-26-14)17-8-6-16(7-9-17)11-25-22(31)19-10-18(30)12-28(19)23(32)21(24(3,4)5)27-15(2)29/h6-9,13,18-19,21,30H,10-12H2,1-5H3,(H,25,31)(H,27,29)/t18-,19+,21-/m1/s1" 3JF InChIKey InChI 1.03 GFVIEZBZIUKYOG-SVFBPWRDSA-N 3JF SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)NCc2ccc(cc2)c3scnc3C)C(C)(C)C" 3JF SMILES CACTVS 3.385 "CC(=O)N[CH](C(=O)N1C[CH](O)C[CH]1C(=O)NCc2ccc(cc2)c3scnc3C)C(C)(C)C" 3JF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(scn1)c2ccc(cc2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)C)O" 3JF SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(scn1)c2ccc(cc2)CNC(=O)C3CC(CN3C(=O)C(C(C)(C)C)NC(=O)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 3JF "SYSTEMATIC NAME" ACDLabs 12.01 "N-acetyl-3-methyl-L-valyl-(4R)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide" 3JF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-[(2S)-2-acetamido-3,3-dimethyl-butanoyl]-N-[[4-(4-methyl-1,3-thiazol-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 3JF "Create component" 2014-08-27 EBI 3JF "Initial release" 2014-09-10 RCSB 3JF "Modify descriptor" 2014-09-05 RCSB #