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 #