data_3JO # _chem_comp.id 3JO _chem_comp.name "N-acetyl-L-phenylalanyl-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 "C33 H41 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 2014-08-28 _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 619.774 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3JO _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 4W9K _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 3JO CAB C1 C 0 1 N N N -30.335 3.722 80.041 -9.395 -2.708 -1.730 CAB 3JO 1 3JO CBJ C2 C 0 1 Y N N -28.915 4.229 80.367 -9.853 -1.999 -0.482 CBJ 3JO 2 3JO NAY N1 N 0 1 Y N N -27.924 4.071 79.457 -11.023 -2.219 0.075 NAY 3JO 3 3JO CAT C3 C 0 1 Y N N -26.733 4.552 79.823 -11.305 -1.551 1.143 CAT 3JO 4 3JO SBC S1 S 0 1 Y N N -26.900 5.229 81.350 -10.011 -0.513 1.555 SBC 3JO 5 3JO CBL C4 C 0 1 Y N N -28.564 4.856 81.514 -9.095 -1.086 0.163 CBL 3JO 6 3JO CBK C5 C 0 1 Y N N -29.363 5.153 82.584 -7.739 -0.646 -0.230 CBK 3JO 7 3JO CAS C6 C 0 1 Y N N -29.284 6.390 83.249 -7.430 0.715 -0.275 CAS 3JO 8 3JO CAQ C7 C 0 1 Y N N -30.112 6.697 84.345 -6.163 1.119 -0.641 CAQ 3JO 9 3JO CAR C8 C 0 1 Y N N -30.318 4.241 83.067 -6.762 -1.588 -0.552 CAR 3JO 10 3JO CAP C9 C 0 1 Y N N -31.133 4.551 84.157 -5.499 -1.170 -0.917 CAP 3JO 11 3JO CBH C10 C 0 1 Y N N -31.058 5.772 84.819 -5.200 0.180 -0.965 CBH 3JO 12 3JO CAU C11 C 0 1 N N N -31.934 5.972 85.909 -3.819 0.629 -1.365 CAU 3JO 13 3JO NAZ N2 N 0 1 N N N -31.417 7.085 86.746 -2.973 0.729 -0.173 NAZ 3JO 14 3JO CBE C12 C 0 1 N N N -30.666 6.951 87.848 -1.687 1.115 -0.289 CBE 3JO 15 3JO OAG O1 O 0 1 N N N -30.313 5.871 88.310 -1.230 1.381 -1.381 OAG 3JO 16 3JO CBO C13 C 0 1 N N S -30.207 8.163 88.407 -0.817 1.217 0.937 CBO 3JO 17 3JO CAW C14 C 0 1 N N N -28.858 8.532 87.738 -1.389 2.280 1.899 CAW 3JO 18 3JO CBM C15 C 0 1 N N R -27.940 8.974 88.855 -0.114 2.970 2.452 CBM 3JO 19 3JO OAJ O2 O 0 1 N N N -28.084 10.371 89.046 0.449 2.219 3.530 OAJ 3JO 20 3JO CAX C16 C 0 1 N N N -28.436 8.257 90.094 0.816 2.945 1.213 CAX 3JO 21 3JO NBQ N3 N 0 1 N N N -29.904 8.090 89.886 0.534 1.655 0.556 NBQ 3JO 22 3JO CBG C17 C 0 1 N N N -30.919 7.943 90.748 1.376 0.988 -0.258 CBG 3JO 23 3JO OAI O3 O 0 1 N N N -32.070 7.855 90.346 1.008 -0.027 -0.810 OAI 3JO 24 3JO CBP C18 C 0 1 N N S -30.605 7.870 92.266 2.774 1.504 -0.482 CBP 3JO 25 3JO CBR C19 C 0 1 N N N -30.455 6.396 92.747 2.808 2.350 -1.756 CBR 3JO 26 3JO CAD C20 C 0 1 N N N -31.711 5.524 92.470 2.499 1.464 -2.965 CAD 3JO 27 3JO CAE C21 C 0 1 N N N -30.192 6.377 94.261 1.760 3.461 -1.658 CAE 3JO 28 3JO CAC C22 C 0 1 N N N -29.238 5.758 92.067 4.196 2.971 -1.919 CAC 3JO 29 3JO NBB N4 N 0 1 N N N -31.706 8.492 93.017 3.695 0.373 -0.622 NBB 3JO 30 3JO C C23 C 0 1 N N N -31.630 9.663 93.658 5.002 0.528 -0.330 C 3JO 31 3JO O O4 O 0 1 N N N -30.623 10.356 93.738 5.415 1.603 0.048 O 3JO 32 3JO CA C24 C 0 1 N N S -32.916 10.042 94.420 5.949 -0.636 -0.475 CA 3JO 33 3JO N N5 N 0 1 N N N -33.011 9.116 95.569 7.323 -0.137 -0.573 N 3JO 34 3JO CBD C25 C 0 1 N N N -33.672 7.939 95.514 7.850 0.589 0.433 CBD 3JO 35 3JO OAF O5 O 0 1 N N N -34.268 7.514 94.526 7.187 0.830 1.419 OAF 3JO 36 3JO CAA C26 C 0 1 N N N -33.657 7.128 96.812 9.263 1.102 0.332 CAA 3JO 37 3JO CB C27 C 0 1 N N N -32.853 11.484 94.927 5.824 -1.549 0.746 CB 3JO 38 3JO CG C28 C 0 1 Y N N -34.134 11.794 95.428 6.679 -2.774 0.546 CG 3JO 39 3JO CD1 C29 C 0 1 Y N N -35.193 12.061 94.554 6.149 -3.895 -0.065 CD1 3JO 40 3JO CE1 C30 C 0 1 Y N N -36.468 12.365 95.038 6.933 -5.018 -0.249 CE1 3JO 41 3JO CZ C31 C 0 1 Y N N -36.700 12.418 96.409 8.248 -5.021 0.179 CZ 3JO 42 3JO CE2 C32 C 0 1 Y N N -35.650 12.162 97.288 8.778 -3.900 0.789 CE2 3JO 43 3JO CD2 C33 C 0 1 Y N N -34.375 11.852 96.803 7.995 -2.775 0.969 CD2 3JO 44 3JO H1 H1 H 0 1 N N N -30.342 3.269 79.039 -8.796 -3.576 -1.456 H1 3JO 45 3JO H2 H2 H 0 1 N N N -30.635 2.970 80.785 -10.264 -3.033 -2.303 H2 3JO 46 3JO H3 H3 H 0 1 N N N -31.040 4.566 80.067 -8.795 -2.028 -2.335 H3 3JO 47 3JO H4 H4 H 0 1 N N N -25.824 4.512 79.240 -12.228 -1.635 1.698 H4 3JO 48 3JO H5 H5 H 0 1 N N N -28.568 7.124 82.909 -8.181 1.449 -0.023 H5 3JO 49 3JO H6 H6 H 0 1 N N N -30.019 7.658 84.829 -5.923 2.172 -0.677 H6 3JO 50 3JO H7 H7 H 0 1 N N N -30.423 3.281 82.585 -6.994 -2.642 -0.515 H7 3JO 51 3JO H8 H8 H 0 1 N N N -31.847 3.817 84.499 -4.741 -1.898 -1.166 H8 3JO 52 3JO H9 H9 H 0 1 N N N -32.937 6.227 85.535 -3.388 -0.094 -2.057 H9 3JO 53 3JO H10 H10 H 0 1 N N N -31.990 5.053 86.511 -3.880 1.604 -1.849 H10 3JO 54 3JO H11 H11 H 0 1 N N N -31.650 8.015 86.463 -3.338 0.516 0.700 H11 3JO 55 3JO H12 H12 H 0 1 N N N -30.927 8.974 88.223 -0.766 0.250 1.437 H12 3JO 56 3JO H13 H13 H 0 1 N N N -28.436 7.657 87.222 -2.011 2.994 1.360 H13 3JO 57 3JO H14 H14 H 0 1 N N N -29.001 9.350 87.016 -1.952 1.807 2.704 H14 3JO 58 3JO H15 H15 H 0 1 N N N -26.900 8.692 88.636 -0.327 3.993 2.761 H15 3JO 59 3JO H16 H16 H 0 1 N N N -27.510 10.656 89.747 1.247 2.611 3.908 H16 3JO 60 3JO H17 H17 H 0 1 N N N -27.946 7.277 90.195 0.578 3.772 0.544 H17 3JO 61 3JO H18 H18 H 0 1 N N N -28.240 8.859 90.993 1.860 2.995 1.522 H18 3JO 62 3JO H19 H19 H 0 1 N N N -29.665 8.406 92.462 3.076 2.115 0.369 H19 3JO 63 3JO H20 H20 H 0 1 N N N -32.587 5.978 92.956 1.510 1.022 -2.848 H20 3JO 64 3JO H21 H21 H 0 1 N N N -31.884 5.464 91.385 2.523 2.067 -3.872 H21 3JO 65 3JO H22 H22 H 0 1 N N N -31.551 4.513 92.872 3.245 0.672 -3.034 H22 3JO 66 3JO H23 H23 H 0 1 N N N -31.046 6.828 94.788 2.023 4.137 -0.844 H23 3JO 67 3JO H24 H24 H 0 1 N N N -30.061 5.338 94.597 1.731 4.016 -2.595 H24 3JO 68 3JO H25 H25 H 0 1 N N N -29.280 6.951 94.482 0.782 3.022 -1.464 H25 3JO 69 3JO H26 H26 H 0 1 N N N -29.132 4.717 92.406 4.942 2.179 -1.989 H26 3JO 70 3JO H27 H27 H 0 1 N N N -29.377 5.776 90.976 4.220 3.574 -2.827 H27 3JO 71 3JO H28 H28 H 0 1 N N N -28.332 6.324 92.331 4.416 3.602 -1.058 H28 3JO 72 3JO H29 H29 H 0 1 N N N -32.577 8.002 93.051 3.364 -0.487 -0.925 H29 3JO 73 3JO H30 H30 H 0 1 N N N -33.785 9.920 93.757 5.700 -1.196 -1.376 H30 3JO 74 3JO H31 H31 H 0 1 N N N -32.565 9.373 96.427 7.853 -0.330 -1.362 H31 3JO 75 3JO H32 H32 H 0 1 N N N -34.229 6.199 96.671 9.697 0.788 -0.618 H32 3JO 76 3JO H33 H33 H 0 1 N N N -32.619 6.882 97.079 9.260 2.190 0.387 H33 3JO 77 3JO H34 H34 H 0 1 N N N -34.113 7.720 97.619 9.856 0.698 1.153 H34 3JO 78 3JO H35 H35 H 0 1 N N N -32.102 11.572 95.726 6.157 -1.015 1.636 H35 3JO 79 3JO H36 H36 H 0 1 N N N -32.593 12.165 94.103 4.783 -1.849 0.870 H36 3JO 80 3JO H37 H37 H 0 1 N N N -35.022 12.032 93.488 5.122 -3.893 -0.400 H37 3JO 81 3JO H38 H38 H 0 1 N N N -37.275 12.559 94.347 6.519 -5.894 -0.726 H38 3JO 82 3JO H39 H39 H 0 1 N N N -37.683 12.655 96.787 8.860 -5.899 0.036 H39 3JO 83 3JO H40 H40 H 0 1 N N N -35.822 12.203 98.353 9.805 -3.902 1.124 H40 3JO 84 3JO H41 H41 H 0 1 N N N -33.571 11.656 97.497 8.410 -1.898 1.443 H41 3JO 85 # 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 3JO NAY CAT DOUB Y N 1 3JO NAY CBJ SING Y N 2 3JO CAT SBC SING Y N 3 3JO CAB CBJ SING N N 4 3JO CBJ CBL DOUB Y N 5 3JO SBC CBL SING Y N 6 3JO CBL CBK SING N N 7 3JO CBK CAR DOUB Y N 8 3JO CBK CAS SING Y N 9 3JO CAR CAP SING Y N 10 3JO CAS CAQ DOUB Y N 11 3JO CAP CBH DOUB Y N 12 3JO CAQ CBH SING Y N 13 3JO CBH CAU SING N N 14 3JO CAU NAZ SING N N 15 3JO NAZ CBE SING N N 16 3JO CAW CBO SING N N 17 3JO CAW CBM SING N N 18 3JO CBE OAG DOUB N N 19 3JO CBE CBO SING N N 20 3JO CBO NBQ SING N N 21 3JO CBM OAJ SING N N 22 3JO CBM CAX SING N N 23 3JO NBQ CAX SING N N 24 3JO NBQ CBG SING N N 25 3JO OAI CBG DOUB N N 26 3JO CBG CBP SING N N 27 3JO CAC CBR SING N N 28 3JO CBP CBR SING N N 29 3JO CBP NBB SING N N 30 3JO CAD CBR SING N N 31 3JO CBR CAE SING N N 32 3JO NBB C SING N N 33 3JO C O DOUB N N 34 3JO C CA SING N N 35 3JO CA CB SING N N 36 3JO CA N SING N N 37 3JO OAF CBD DOUB N N 38 3JO CD1 CE1 DOUB Y N 39 3JO CD1 CG SING Y N 40 3JO CB CG SING N N 41 3JO CE1 CZ SING Y N 42 3JO CG CD2 DOUB Y N 43 3JO CBD N SING N N 44 3JO CBD CAA SING N N 45 3JO CZ CE2 DOUB Y N 46 3JO CD2 CE2 SING Y N 47 3JO CAB H1 SING N N 48 3JO CAB H2 SING N N 49 3JO CAB H3 SING N N 50 3JO CAT H4 SING N N 51 3JO CAS H5 SING N N 52 3JO CAQ H6 SING N N 53 3JO CAR H7 SING N N 54 3JO CAP H8 SING N N 55 3JO CAU H9 SING N N 56 3JO CAU H10 SING N N 57 3JO NAZ H11 SING N N 58 3JO CBO H12 SING N N 59 3JO CAW H13 SING N N 60 3JO CAW H14 SING N N 61 3JO CBM H15 SING N N 62 3JO OAJ H16 SING N N 63 3JO CAX H17 SING N N 64 3JO CAX H18 SING N N 65 3JO CBP H19 SING N N 66 3JO CAD H20 SING N N 67 3JO CAD H21 SING N N 68 3JO CAD H22 SING N N 69 3JO CAE H23 SING N N 70 3JO CAE H24 SING N N 71 3JO CAE H25 SING N N 72 3JO CAC H26 SING N N 73 3JO CAC H27 SING N N 74 3JO CAC H28 SING N N 75 3JO NBB H29 SING N N 76 3JO CA H30 SING N N 77 3JO N H31 SING N N 78 3JO CAA H32 SING N N 79 3JO CAA H33 SING N N 80 3JO CAA H34 SING N N 81 3JO CB H35 SING N N 82 3JO CB H36 SING N N 83 3JO CD1 H37 SING N N 84 3JO CE1 H38 SING N N 85 3JO CZ H39 SING N N 86 3JO CE2 H40 SING N N 87 3JO CD2 H41 SING N N 88 # 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 3JO SMILES ACDLabs 12.01 "O=C(NC(C(=O)NC(C(=O)N1CC(O)CC1C(=O)NCc3ccc(c2scnc2C)cc3)C(C)(C)C)Cc4ccccc4)C" 3JO InChI InChI 1.03 "InChI=1S/C33H41N5O5S/c1-20-28(44-19-35-20)24-13-11-23(12-14-24)17-34-31(42)27-16-25(40)18-38(27)32(43)29(33(3,4)5)37-30(41)26(36-21(2)39)15-22-9-7-6-8-10-22/h6-14,19,25-27,29,40H,15-18H2,1-5H3,(H,34,42)(H,36,39)(H,37,41)/t25-,26+,27+,29-/m1/s1" 3JO InChIKey InChI 1.03 ALYDGEQICGMVIP-UYIZUTNXSA-N 3JO SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N2C[C@H](O)C[C@H]2C(=O)NCc3ccc(cc3)c4scnc4C)C(C)(C)C" 3JO SMILES CACTVS 3.385 "CC(=O)N[CH](Cc1ccccc1)C(=O)N[CH](C(=O)N2C[CH](O)C[CH]2C(=O)NCc3ccc(cc3)c4scnc4C)C(C)(C)C" 3JO 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](Cc4ccccc4)NC(=O)C)O" 3JO SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(scn1)c2ccc(cc2)CNC(=O)C3CC(CN3C(=O)C(C(C)(C)C)NC(=O)C(Cc4ccccc4)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 3JO "SYSTEMATIC NAME" ACDLabs 12.01 "N-acetyl-L-phenylalanyl-3-methyl-L-valyl-(4R)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide" 3JO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-[(2S)-2-[[(2S)-2-acetamido-3-phenyl-propanoyl]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 3JO "Create component" 2014-08-28 EBI 3JO "Initial release" 2014-09-10 RCSB 3JO "Modify descriptor" 2014-09-05 RCSB #