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 
# 
