data_3JS
# 
_chem_comp.id                                    3JS 
_chem_comp.name                                  "(4R)-1-acetyl-4-hydroxy-L-prolyl-(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                               "C23 H28 N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-28 
_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                        472.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3JS 
_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        4W9I 
_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 
3JS CAA C1  C 0 1 N N N 10.766 54.125 95.758 6.791   2.599  -2.135 CAA 3JS 1  
3JS CAU C2  C 0 1 N N N 11.705 54.301 94.559 6.030   1.375  -1.694 CAU 3JS 2  
3JS OAC O1  O 0 1 N N N 11.948 55.408 94.083 5.528   0.643  -2.520 OAC 3JS 3  
3JS NBF N1  N 0 1 N N N 12.217 53.183 94.060 5.908   1.095  -0.381 NBF 3JS 4  
3JS CAP C3  C 0 1 N N N 12.027 51.784 94.493 6.466   1.895  0.724  CAP 3JS 5  
3JS CBC C4  C 0 1 N N R 12.583 50.967 93.344 6.608   0.900  1.903  CBC 3JS 6  
3JS OAG O2  O 0 1 N N N 13.230 49.787 93.853 7.799   0.121  1.774  OAG 3JS 7  
3JS CAO C5  C 0 1 N N N 13.621 51.850 92.707 5.344   0.019  1.720  CAO 3JS 8  
3JS CBE C6  C 0 1 N N S 13.103 53.265 92.887 5.192   -0.057 0.186  CBE 3JS 9  
3JS CAW C7  C 0 1 N N N 12.419 53.621 91.697 3.733   0.004  -0.188 CAW 3JS 10 
3JS OAE O3  O 0 1 N N N 11.231 53.368 91.571 3.248   1.047  -0.571 OAE 3JS 11 
3JS N   N2  N 0 1 N N N 13.150 54.142 90.684 2.967   -1.101 -0.096 N   3JS 12 
3JS CD2 C8  C 0 1 N N N 14.597 54.501 90.716 3.425   -2.429 0.354  CD2 3JS 13 
3JS CG  C9  C 0 1 N N R 14.781 55.450 89.558 2.430   -3.429 -0.286 CG  3JS 14 
3JS OD1 O4  O 0 1 N N N 14.438 56.777 89.962 2.774   -3.694 -1.647 OD1 3JS 15 
3JS CB  C10 C 0 1 N N N 13.797 54.967 88.524 1.095   -2.643 -0.193 CB  3JS 16 
3JS CA  C11 C 0 1 N N S 12.594 54.454 89.314 1.536   -1.181 -0.421 CA  3JS 17 
3JS C   C12 C 0 1 N N N 12.149 53.271 88.696 0.747   -0.262 0.476  C   3JS 18 
3JS O   O5  O 0 1 N N N 12.627 52.184 89.034 1.318   0.411  1.307  O   3JS 19 
3JS NAS N3  N 0 1 N N N 11.219 53.393 87.706 -0.593  -0.189 0.355  NAS 3JS 20 
3JS CAM C13 C 0 1 N N N 10.733 52.214 86.975 -1.360  0.704  1.227  CAM 3JS 21 
3JS CAX C14 C 0 1 Y N N 11.546 51.990 85.826 -2.825  0.599  0.891  CAX 3JS 22 
3JS CAI C15 C 0 1 Y N N 11.492 50.745 85.183 -3.615  -0.334 1.538  CAI 3JS 23 
3JS CAK C16 C 0 1 Y N N 12.271 50.476 84.057 -4.957  -0.435 1.234  CAK 3JS 24 
3JS CAH C17 C 0 1 Y N N 12.412 52.958 85.303 -3.375  1.441  -0.060 CAH 3JS 25 
3JS CAJ C18 C 0 1 Y N N 13.195 52.691 84.170 -4.716  1.350  -0.372 CAJ 3JS 26 
3JS CAZ C19 C 0 1 Y N N 13.131 51.460 83.531 -5.517  0.407  0.272  CAZ 3JS 27 
3JS CBA C20 C 0 1 Y N N 13.897 51.253 82.444 -6.955  0.304  -0.058 CBA 3JS 28 
3JS SAT S1  S 0 1 Y N N 15.528 51.743 82.238 -8.284  0.235  1.097  SAT 3JS 29 
3JS CAL C21 C 0 1 Y N N 15.678 51.142 80.710 -9.408  0.136  -0.187 CAL 3JS 30 
3JS NAR N4  N 0 1 Y N N 14.509 50.587 80.363 -8.796  0.158  -1.323 NAR 3JS 31 
3JS CAY C22 C 0 1 Y N N 13.536 50.649 81.298 -7.485  0.252  -1.299 CAY 3JS 32 
3JS CAB C23 C 0 1 N N N 12.154 50.045 81.012 -6.644  0.288  -2.550 CAB 3JS 33 
3JS H1  H1  H 0 1 N N N 10.388 55.108 96.076 6.109   3.446  -2.204 H1  3JS 34 
3JS H2  H2  H 0 1 N N N 9.920  53.483 95.470 7.574   2.821  -1.410 H2  3JS 35 
3JS H3  H3  H 0 1 N N N 11.315 53.657 96.588 7.241   2.414  -3.111 H3  3JS 36 
3JS H4  H4  H 0 1 N N N 10.961 51.564 94.649 7.441   2.297  0.447  H4  3JS 37 
3JS H5  H5  H 0 1 N N N 12.583 51.583 95.421 5.784   2.704  0.988  H5  3JS 38 
3JS H6  H6  H 0 1 N N N 11.788 50.718 92.625 6.586   1.422  2.859  H6  3JS 39 
3JS H7  H7  H 0 1 N N N 12.584 49.221 94.258 8.613   0.642  1.784  H7  3JS 40 
3JS H8  H8  H 0 1 N N N 13.728 51.611 91.639 5.497   -0.974 2.142  H8  3JS 41 
3JS H9  H9  H 0 1 N N N 14.592 51.728 93.209 4.476   0.501  2.171  H9  3JS 42 
3JS H10 H10 H 0 1 N N N 13.942 53.948 93.085 5.633   -0.982 -0.185 H10 3JS 43 
3JS H11 H11 H 0 1 N N N 15.222 53.605 90.587 4.437   -2.621 -0.002 H11 3JS 44 
3JS H12 H12 H 0 1 N N N 14.854 54.993 91.666 3.386   -2.496 1.441  H12 3JS 45 
3JS H13 H13 H 0 1 N N N 15.809 55.394 89.171 2.380   -4.353 0.290  H13 3JS 46 
3JS H14 H14 H 0 1 N N N 15.059 57.081 90.614 3.645   -4.097 -1.761 H14 3JS 47 
3JS H15 H15 H 0 1 N N N 14.237 54.157 87.924 0.399   -2.962 -0.969 H15 3JS 48 
3JS H16 H16 H 0 1 N N N 13.498 55.793 87.862 0.652   -2.762 0.796  H16 3JS 49 
3JS H17 H17 H 0 1 N N N 11.809 55.223 89.372 1.381   -0.906 -1.464 H17 3JS 50 
3JS H18 H18 H 0 1 N N N 10.862 54.298 87.474 -1.051  -0.728 -0.309 H18 3JS 51 
3JS H19 H19 H 0 1 N N N 9.693  52.383 86.659 -1.205  0.418  2.267  H19 3JS 52 
3JS H20 H20 H 0 1 N N N 10.778 51.333 87.632 -1.026  1.731  1.079  H20 3JS 53 
3JS H21 H21 H 0 1 N N N 10.834 49.979 85.567 -3.181  -0.985 2.282  H21 3JS 54 
3JS H22 H22 H 0 1 N N N 12.214 49.506 83.585 -5.573  -1.164 1.739  H22 3JS 55 
3JS H23 H23 H 0 1 N N N 12.478 53.925 85.779 -2.754  2.170  -0.558 H23 3JS 56 
3JS H24 H24 H 0 1 N N N 13.857 53.454 83.789 -5.144  2.008  -1.115 H24 3JS 57 
3JS H25 H25 H 0 1 N N N 16.565 51.188 80.095 -10.479 0.066  -0.064 H25 3JS 58 
3JS H26 H26 H 0 1 N N N 12.146 49.609 80.002 -6.437  1.324  -2.819 H26 3JS 59 
3JS H27 H27 H 0 1 N N N 11.937 49.260 81.752 -5.705  -0.236 -2.371 H27 3JS 60 
3JS H28 H28 H 0 1 N N N 11.389 50.833 81.078 -7.182  -0.198 -3.363 H28 3JS 61 
# 
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 
3JS NAR CAL DOUB Y N 1  
3JS NAR CAY SING Y N 2  
3JS CAL SAT SING Y N 3  
3JS CAB CAY SING N N 4  
3JS CAY CBA DOUB Y N 5  
3JS SAT CBA SING Y N 6  
3JS CBA CAZ SING N N 7  
3JS CAZ CAK DOUB Y N 8  
3JS CAZ CAJ SING Y N 9  
3JS CAK CAI SING Y N 10 
3JS CAJ CAH DOUB Y N 11 
3JS CAI CAX DOUB Y N 12 
3JS CAH CAX SING Y N 13 
3JS CAX CAM SING N N 14 
3JS CAM NAS SING N N 15 
3JS NAS C   SING N N 16 
3JS CB  CA  SING N N 17 
3JS CB  CG  SING N N 18 
3JS C   O   DOUB N N 19 
3JS C   CA  SING N N 20 
3JS CA  N   SING N N 21 
3JS CG  OD1 SING N N 22 
3JS CG  CD2 SING N N 23 
3JS N   CD2 SING N N 24 
3JS N   CAW SING N N 25 
3JS OAE CAW DOUB N N 26 
3JS CAW CBE SING N N 27 
3JS CAO CBE SING N N 28 
3JS CAO CBC SING N N 29 
3JS CBE NBF SING N N 30 
3JS CBC OAG SING N N 31 
3JS CBC CAP SING N N 32 
3JS NBF CAP SING N N 33 
3JS NBF CAU SING N N 34 
3JS OAC CAU DOUB N N 35 
3JS CAU CAA SING N N 36 
3JS CAA H1  SING N N 37 
3JS CAA H2  SING N N 38 
3JS CAA H3  SING N N 39 
3JS CAP H4  SING N N 40 
3JS CAP H5  SING N N 41 
3JS CBC H6  SING N N 42 
3JS OAG H7  SING N N 43 
3JS CAO H8  SING N N 44 
3JS CAO H9  SING N N 45 
3JS CBE H10 SING N N 46 
3JS CD2 H11 SING N N 47 
3JS CD2 H12 SING N N 48 
3JS CG  H13 SING N N 49 
3JS OD1 H14 SING N N 50 
3JS CB  H15 SING N N 51 
3JS CB  H16 SING N N 52 
3JS CA  H17 SING N N 53 
3JS NAS H18 SING N N 54 
3JS CAM H19 SING N N 55 
3JS CAM H20 SING N N 56 
3JS CAI H21 SING N N 57 
3JS CAK H22 SING N N 58 
3JS CAH H23 SING N N 59 
3JS CAJ H24 SING N N 60 
3JS CAL H25 SING N N 61 
3JS CAB H26 SING N N 62 
3JS CAB H27 SING N N 63 
3JS CAB H28 SING N N 64 
# 
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 
3JS SMILES           ACDLabs              12.01 "O=C(N1CC(O)CC1C(=O)N2CC(O)CC2C(=O)NCc4ccc(c3scnc3C)cc4)C"                                                                                                                                       
3JS InChI            InChI                1.03  "InChI=1S/C23H28N4O5S/c1-13-21(33-12-25-13)16-5-3-15(4-6-16)9-24-22(31)19-7-17(29)11-27(19)23(32)20-8-18(30)10-26(20)14(2)28/h3-6,12,17-20,29-30H,7-11H2,1-2H3,(H,24,31)/t17-,18-,19+,20+/m1/s1" 
3JS InChIKey         InChI                1.03  CCBNFSALFGXMHG-ZRNYENFQSA-N                                                                                                                                                                      
3JS SMILES_CANONICAL CACTVS               3.385 "CC(=O)N1C[C@H](O)C[C@H]1C(=O)N2C[C@H](O)C[C@H]2C(=O)NCc3ccc(cc3)c4scnc4C"                                                                                                                       
3JS SMILES           CACTVS               3.385 "CC(=O)N1C[CH](O)C[CH]1C(=O)N2C[CH](O)C[CH]2C(=O)NCc3ccc(cc3)c4scnc4C"                                                                                                                           
3JS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(scn1)c2ccc(cc2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)[C@@H]4C[C@H](CN4C(=O)C)O)O"                                                                                                                   
3JS SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1c(scn1)c2ccc(cc2)CNC(=O)C3CC(CN3C(=O)C4CC(CN4C(=O)C)O)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 
3JS "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-1-acetyl-4-hydroxy-L-prolyl-(4R)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide"                                                  
3JS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-[(2S,4R)-1-ethanoyl-4-oxidanyl-pyrrolidin-2-yl]carbonyl-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 
3JS "Create component"  2014-08-28 EBI  
3JS "Initial release"   2014-09-10 RCSB 
3JS "Modify descriptor" 2014-09-05 RCSB 
# 
