data_3JJ # _chem_comp.id 3JJ _chem_comp.name "N-acetyl-3-methyl-L-valyl-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 "C30 H43 N5 O5 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 585.758 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3JJ _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 4W9L _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 3JJ CAD C1 C 0 1 N N N 11.219 53.672 97.544 10.249 1.153 0.477 CAD 3JJ 1 3JJ CAA C2 C 0 1 N N N 11.495 55.178 97.697 8.807 1.520 0.717 CAA 3JJ 2 3JJ OAC O1 O 0 1 N N N 12.111 55.582 98.685 8.531 2.441 1.457 OAC 3JJ 3 3JJ N N1 N 0 1 N N N 11.007 56.015 96.755 7.825 0.825 0.110 N 3JJ 4 3JJ CA C3 C 0 1 N N S 10.292 55.576 95.531 6.423 1.181 0.344 CA 3JJ 5 3JJ CB C4 C 0 1 N N N 9.108 56.494 95.221 6.017 2.306 -0.610 CB 3JJ 6 3JJ CG1 C5 C 0 1 N N N 9.557 57.903 94.844 6.990 3.477 -0.463 CG1 3JJ 7 3JJ CBO C6 C 0 1 N N N 8.232 56.581 96.486 6.054 1.791 -2.051 CBO 3JJ 8 3JJ CG2 C7 C 0 1 N N N 8.259 55.866 94.112 4.600 2.774 -0.273 CG2 3JJ 9 3JJ C C8 C 0 1 N N N 11.380 55.432 94.431 5.551 -0.023 0.101 C 3JJ 10 3JJ O O2 O 0 1 N N N 12.307 56.225 94.312 6.021 -1.020 -0.405 O 3JJ 11 3JJ NAH N2 N 0 1 N N N 11.320 54.284 93.776 4.249 0.007 0.446 NAH 3JJ 12 3JJ CAI C9 C 0 1 N N S 12.358 53.835 92.868 3.384 -1.137 0.145 CAI 3JJ 13 3JJ CAJ C10 C 0 1 N N N 12.627 52.351 93.251 3.505 -2.176 1.261 CAJ 3JJ 14 3JJ CAL C11 C 0 1 N N N 13.641 51.694 92.292 4.954 -2.658 1.355 CAL 3JJ 15 3JJ CAM C12 C 0 1 N N N 11.318 51.501 93.255 3.091 -1.545 2.592 CAM 3JJ 16 3JJ CAK C13 C 0 1 N N N 13.227 52.312 94.682 2.591 -3.364 0.954 CAK 3JJ 17 3JJ CAO C14 C 0 1 N N N 11.939 54.054 91.415 1.954 -0.673 0.043 CAO 3JJ 18 3JJ OAP O3 O 0 1 N N N 10.790 53.839 91.084 1.554 0.220 0.760 OAP 3JJ 19 3JJ NAQ N3 N 0 1 N N N 12.891 54.455 90.534 1.120 -1.249 -0.845 NAQ 3JJ 20 3JJ CAU C15 C 0 1 N N N 14.307 54.816 90.749 1.442 -2.406 -1.701 CAU 3JJ 21 3JJ CAT C16 C 0 1 N N R 14.695 55.648 89.520 0.476 -2.289 -2.906 CAT 3JJ 22 3JJ OAX O4 O 0 1 N N N 14.385 57.035 89.735 0.967 -1.353 -3.867 OAX 3JJ 23 3JJ CAS C17 C 0 1 N N N 13.848 55.188 88.425 -0.812 -1.759 -2.222 CAS 3JJ 24 3JJ CAR C18 C 0 1 N N S 12.553 54.677 89.094 -0.263 -0.832 -1.117 CAR 3JJ 25 3JJ CAV C19 C 0 1 N N N 12.114 53.500 88.460 -1.101 -0.968 0.129 CAV 3JJ 26 3JJ OAW O5 O 0 1 N N N 12.584 52.421 88.792 -0.597 -1.365 1.158 OAW 3JJ 27 3JJ NAY N4 N 0 1 N N N 11.203 53.620 87.454 -2.410 -0.649 0.099 NAY 3JJ 28 3JJ CAZ C20 C 0 1 N N N 10.755 52.443 86.690 -3.224 -0.781 1.310 CAZ 3JJ 29 3JJ CBA C21 C 0 1 Y N N 11.572 52.290 85.526 -4.641 -0.364 1.010 CBA 3JJ 30 3JJ CBF C22 C 0 1 Y N N 12.486 53.257 85.066 -5.557 -1.302 0.570 CBF 3JJ 31 3JJ CBE C23 C 0 1 Y N N 13.280 53.020 83.920 -6.856 -0.927 0.295 CBE 3JJ 32 3JJ CBB C24 C 0 1 Y N N 11.471 51.101 84.791 -5.021 0.955 1.183 CBB 3JJ 33 3JJ CBC C25 C 0 1 Y N N 12.253 50.872 83.644 -6.317 1.344 0.911 CBC 3JJ 34 3JJ CBD C26 C 0 1 Y N N 13.173 51.839 83.185 -7.244 0.403 0.461 CBD 3JJ 35 3JJ CBG C27 C 0 1 Y N N 13.939 51.645 82.086 -8.635 0.812 0.168 CBG 3JJ 36 3JJ SBK S1 S 0 1 Y N N 15.596 52.158 81.887 -10.096 -0.009 0.712 SBK 3JJ 37 3JJ CBJ C28 C 0 1 Y N N 15.768 51.544 80.380 -11.059 1.154 -0.088 CBJ 3JJ 38 3JJ NBI N5 N 0 1 Y N N 14.618 50.970 80.023 -10.313 2.029 -0.676 NBI 3JJ 39 3JJ CBH C29 C 0 1 Y N N 13.619 51.026 80.942 -9.012 1.886 -0.559 CBH 3JJ 40 3JJ CBL C30 C 0 1 N N N 12.249 50.387 80.618 -8.025 2.832 -1.192 CBL 3JJ 41 3JJ H1 H1 H 0 1 N N N 11.643 53.132 98.403 10.894 1.821 1.048 H1 3JJ 42 3JJ H2 H2 H 0 1 N N N 10.133 53.501 97.503 10.420 0.125 0.794 H2 3JJ 43 3JJ H3 H3 H 0 1 N N N 11.683 53.307 96.616 10.476 1.249 -0.585 H3 3JJ 44 3JJ H4 H4 H 0 1 N N N 11.137 56.997 96.892 8.046 0.089 -0.481 H4 3JJ 45 3JJ H5 H5 H 0 1 N N N 9.887 54.571 95.718 6.300 1.517 1.374 H5 3JJ 46 3JJ H6 H6 H 0 1 N N N 10.163 58.326 95.659 7.999 3.143 -0.703 H6 3JJ 47 3JJ H7 H7 H 0 1 N N N 10.158 57.862 93.923 6.701 4.278 -1.143 H7 3JJ 48 3JJ H8 H8 H 0 1 N N N 8.674 58.537 94.678 6.964 3.844 0.563 H8 3JJ 49 3JJ H9 H9 H 0 1 N N N 8.813 57.029 97.305 5.360 0.956 -2.156 H9 3JJ 50 3JJ H10 H10 H 0 1 N N N 7.350 57.205 96.279 5.764 2.592 -2.731 H10 3JJ 51 3JJ H11 H11 H 0 1 N N N 7.907 55.571 96.777 7.063 1.457 -2.291 H11 3JJ 52 3JJ H12 H12 H 0 1 N N N 7.952 54.854 94.413 4.579 3.163 0.745 H12 3JJ 53 3JJ H13 H13 H 0 1 N N N 7.366 56.484 93.940 4.301 3.559 -0.968 H13 3JJ 54 3JJ H14 H14 H 0 1 N N N 8.850 55.809 93.186 3.910 1.934 -0.356 H14 3JJ 55 3JJ H15 H15 H 0 1 N N N 10.521 53.698 93.913 3.884 0.786 0.895 H15 3JJ 56 3JJ H16 H16 H 0 1 N N N 13.279 54.407 93.054 3.690 -1.584 -0.802 H16 3JJ 57 3JJ H17 H17 H 0 1 N N N 13.806 50.649 92.592 5.605 -1.812 1.574 H17 3JJ 58 3JJ H18 H18 H 0 1 N N N 13.246 51.723 91.266 5.040 -3.399 2.150 H18 3JJ 59 3JJ H19 H19 H 0 1 N N N 14.594 52.242 92.334 5.249 -3.108 0.407 H19 3JJ 60 3JJ H20 H20 H 0 1 N N N 10.585 51.959 93.936 2.058 -1.201 2.526 H20 3JJ 61 3JJ H21 H21 H 0 1 N N N 10.901 51.465 92.238 3.177 -2.285 3.388 H21 3JJ 62 3JJ H22 H22 H 0 1 N N N 11.545 50.480 93.594 3.742 -0.699 2.811 H22 3JJ 63 3JJ H23 H23 H 0 1 N N N 12.522 52.775 95.388 2.932 -3.859 0.045 H23 3JJ 64 3JJ H24 H24 H 0 1 N N N 13.407 51.267 94.976 2.619 -4.069 1.785 H24 3JJ 65 3JJ H25 H25 H 0 1 N N N 14.178 52.865 94.696 1.570 -3.009 0.812 H25 3JJ 66 3JJ H26 H26 H 0 1 N N N 14.930 53.912 90.817 2.477 -2.352 -2.038 H26 3JJ 67 3JJ H27 H27 H 0 1 N N N 14.420 55.409 91.669 1.267 -3.337 -1.161 H27 3JJ 68 3JJ H28 H28 H 0 1 N N N 15.760 55.504 89.287 0.303 -3.263 -3.364 H28 3JJ 69 3JJ H29 H29 H 0 1 N N N 14.919 57.373 90.444 1.821 -1.595 -4.250 H29 3JJ 70 3JJ H30 H30 H 0 1 N N N 14.342 54.375 87.872 -1.426 -1.198 -2.927 H30 3JJ 71 3JJ H31 H31 H 0 1 N N N 13.624 56.017 87.737 -1.379 -2.583 -1.788 H31 3JJ 72 3JJ H32 H32 H 0 1 N N N 11.787 55.463 89.019 -0.273 0.201 -1.462 H32 3JJ 73 3JJ H33 H33 H 0 1 N N N 10.833 54.522 87.231 -2.813 -0.332 -0.725 H33 3JJ 74 3JJ H34 H34 H 0 1 N N N 9.707 52.580 86.387 -3.214 -1.819 1.643 H34 3JJ 75 3JJ H35 H35 H 0 1 N N N 10.840 51.544 87.318 -2.815 -0.144 2.093 H35 3JJ 76 3JJ H36 H36 H 0 1 N N N 12.582 54.193 85.596 -5.254 -2.331 0.441 H36 3JJ 77 3JJ H37 H37 H 0 1 N N N 13.988 53.773 83.606 -7.570 -1.661 -0.049 H37 3JJ 78 3JJ H38 H38 H 0 1 N N N 10.775 50.341 85.113 -4.302 1.682 1.531 H38 3JJ 79 3JJ H39 H39 H 0 1 N N N 12.148 49.941 83.106 -6.613 2.373 1.046 H39 3JJ 80 3JJ H40 H40 H 0 1 N N N 16.662 51.595 79.776 -12.139 1.156 -0.101 H40 3JJ 81 3JJ H41 H41 H 0 1 N N N 12.279 49.943 79.612 -7.728 3.588 -0.465 H41 3JJ 82 3JJ H42 H42 H 0 1 N N N 12.026 49.604 81.357 -7.145 2.277 -1.518 H42 3JJ 83 3JJ H43 H43 H 0 1 N N N 11.467 51.159 80.655 -8.487 3.318 -2.052 H43 3JJ 84 # 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 3JJ NBI CBJ DOUB Y N 1 3JJ NBI CBH SING Y N 2 3JJ CBJ SBK SING Y N 3 3JJ CBL CBH SING N N 4 3JJ CBH CBG DOUB Y N 5 3JJ SBK CBG SING Y N 6 3JJ CBG CBD SING N N 7 3JJ CBD CBC DOUB Y N 8 3JJ CBD CBE SING Y N 9 3JJ CBC CBB SING Y N 10 3JJ CBE CBF DOUB Y N 11 3JJ CBB CBA DOUB Y N 12 3JJ CBF CBA SING Y N 13 3JJ CBA CAZ SING N N 14 3JJ CAZ NAY SING N N 15 3JJ NAY CAV SING N N 16 3JJ CAS CAR SING N N 17 3JJ CAS CAT SING N N 18 3JJ CAV OAW DOUB N N 19 3JJ CAV CAR SING N N 20 3JJ CAR NAQ SING N N 21 3JJ CAT OAX SING N N 22 3JJ CAT CAU SING N N 23 3JJ NAQ CAU SING N N 24 3JJ NAQ CAO SING N N 25 3JJ OAP CAO DOUB N N 26 3JJ CAO CAI SING N N 27 3JJ CAL CAJ SING N N 28 3JJ CAI CAJ SING N N 29 3JJ CAI NAH SING N N 30 3JJ CAJ CAM SING N N 31 3JJ CAJ CAK SING N N 32 3JJ NAH C SING N N 33 3JJ CG2 CB SING N N 34 3JJ O C DOUB N N 35 3JJ C CA SING N N 36 3JJ CG1 CB SING N N 37 3JJ CB CA SING N N 38 3JJ CB CBO SING N N 39 3JJ CA N SING N N 40 3JJ N CAA SING N N 41 3JJ CAD CAA SING N N 42 3JJ CAA OAC DOUB N N 43 3JJ CAD H1 SING N N 44 3JJ CAD H2 SING N N 45 3JJ CAD H3 SING N N 46 3JJ N H4 SING N N 47 3JJ CA H5 SING N N 48 3JJ CG1 H6 SING N N 49 3JJ CG1 H7 SING N N 50 3JJ CG1 H8 SING N N 51 3JJ CBO H9 SING N N 52 3JJ CBO H10 SING N N 53 3JJ CBO H11 SING N N 54 3JJ CG2 H12 SING N N 55 3JJ CG2 H13 SING N N 56 3JJ CG2 H14 SING N N 57 3JJ NAH H15 SING N N 58 3JJ CAI H16 SING N N 59 3JJ CAL H17 SING N N 60 3JJ CAL H18 SING N N 61 3JJ CAL H19 SING N N 62 3JJ CAM H20 SING N N 63 3JJ CAM H21 SING N N 64 3JJ CAM H22 SING N N 65 3JJ CAK H23 SING N N 66 3JJ CAK H24 SING N N 67 3JJ CAK H25 SING N N 68 3JJ CAU H26 SING N N 69 3JJ CAU H27 SING N N 70 3JJ CAT H28 SING N N 71 3JJ OAX H29 SING N N 72 3JJ CAS H30 SING N N 73 3JJ CAS H31 SING N N 74 3JJ CAR H32 SING N N 75 3JJ NAY H33 SING N N 76 3JJ CAZ H34 SING N N 77 3JJ CAZ H35 SING N N 78 3JJ CBF H36 SING N N 79 3JJ CBE H37 SING N N 80 3JJ CBB H38 SING N N 81 3JJ CBC H39 SING N N 82 3JJ CBJ H40 SING N N 83 3JJ CBL H41 SING N N 84 3JJ CBL H42 SING N N 85 3JJ CBL H43 SING N N 86 # 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 3JJ SMILES ACDLabs 12.01 "O=C(NC(C(=O)NC(C(=O)N1CC(O)CC1C(=O)NCc3ccc(c2scnc2C)cc3)C(C)(C)C)C(C)(C)C)C" 3JJ InChI InChI 1.03 "InChI=1S/C30H43N5O5S/c1-17-23(41-16-32-17)20-11-9-19(10-12-20)14-31-26(38)22-13-21(37)15-35(22)28(40)25(30(6,7)8)34-27(39)24(29(3,4)5)33-18(2)36/h9-12,16,21-22,24-25,37H,13-15H2,1-8H3,(H,31,38)(H,33,36)(H,34,39)/t21-,22+,24-,25-/m1/s1" 3JJ InChIKey InChI 1.03 BSMNRBWKVZRMBK-PEISPCAHSA-N 3JJ SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@H](C(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)NCc2ccc(cc2)c3scnc3C)C(C)(C)C)C(C)(C)C" 3JJ SMILES CACTVS 3.385 "CC(=O)N[CH](C(=O)N[CH](C(=O)N1C[CH](O)C[CH]1C(=O)NCc2ccc(cc2)c3scnc3C)C(C)(C)C)C(C)(C)C" 3JJ 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@H](C(C)(C)C)NC(=O)C)O" 3JJ SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(scn1)c2ccc(cc2)CNC(=O)C3CC(CN3C(=O)C(C(C)(C)C)NC(=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 3JJ "SYSTEMATIC NAME" ACDLabs 12.01 "N-acetyl-3-methyl-L-valyl-3-methyl-L-valyl-(4R)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide" 3JJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-[(2S)-2-[[(2S)-2-acetamido-3,3-dimethyl-butanoyl]amino]-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 3JJ "Create component" 2014-08-27 EBI 3JJ "Initial release" 2014-09-10 RCSB 3JJ "Modify descriptor" 2014-09-05 RCSB #