data_A69 # _chem_comp.id A69 _chem_comp.name "N-{(2S,3R)-4-[(1,3-benzothiazol-6-ylsulfonyl)(3-phenylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl}-3-hydroxybenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H33 N3 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-06 _chem_comp.pdbx_modified_date 2012-06-01 _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 615.762 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A69 _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 ? _chem_comp.pdbx_subcomponent_list "3HB FF0 B6S" _chem_comp.pdbx_processing_site RCSB # 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 A69 C21 C21 C 0 1 N N N 21.509 28.329 12.651 3.434 1.214 0.122 "C1'" 3HB 1 A69 O22 O22 O 0 1 N N N 21.478 29.518 12.401 3.480 1.798 1.187 "O1'" 3HB 2 A69 C22 C22 C 0 1 Y N N 22.643 27.521 12.043 4.685 0.878 -0.591 C1 3HB 3 A69 C27 C27 C 0 1 Y N N 22.534 26.882 10.807 5.919 1.234 -0.047 C2 3HB 4 A69 C26 C26 C 0 1 Y N N 23.612 26.152 10.289 7.086 0.910 -0.717 C3 3HB 5 A69 C25 C25 C 0 1 Y N N 24.806 26.084 10.993 7.027 0.243 -1.934 C4 3HB 6 A69 C24 C24 C 0 1 Y N N 24.926 26.733 12.214 5.804 -0.106 -2.477 C5 3HB 7 A69 C23 C23 C 0 1 Y N N 23.854 27.453 12.727 4.635 0.207 -1.814 C6 3HB 8 A69 O27 O27 O 0 1 N N N 23.531 25.500 9.084 8.291 1.249 -0.187 O3 3HB 9 A69 N11 N11 N 0 1 N N N 19.311 31.293 15.515 -2.376 -0.501 0.387 N11 FF0 10 A69 C12 C12 C 0 1 N N N 20.103 32.083 16.464 -3.262 -0.308 -0.763 C12 FF0 11 A69 C13 C13 C 0 1 N N N 21.252 31.160 16.861 -4.455 0.556 -0.349 C13 FF0 12 A69 C14 C14 C 0 1 N N N 22.543 31.566 16.179 -5.381 0.757 -1.550 C14 FF0 13 A69 C16 C16 C 0 1 N N N 18.925 30.010 16.117 -1.359 0.504 0.705 C16 FF0 14 A69 C17 C17 C 0 1 N N R 19.909 28.974 15.563 -0.100 0.236 -0.123 C17 FF0 15 A69 O18 O18 O 0 1 N N N 19.907 27.811 16.403 -0.394 0.420 -1.510 O18 FF0 16 A69 C19 C19 C 0 1 N N S 19.561 28.600 14.120 1.004 1.208 0.297 C19 FF0 17 A69 N20 N20 N 0 1 N N N 20.597 27.800 13.468 2.243 0.874 -0.409 N20 FF0 18 A69 C32 C32 C 0 1 N N N 18.225 27.871 14.146 0.586 2.637 -0.053 C32 FF0 19 A69 C33 C33 C 0 1 Y N N 17.333 28.294 11.840 2.688 3.970 -0.323 C33 FF0 20 A69 C34 C34 C 0 1 Y N N 16.984 27.833 10.580 3.634 4.856 0.158 C34 FF0 21 A69 C35 C35 C 0 1 Y N N 17.142 26.491 10.261 3.507 5.378 1.432 C35 FF0 22 A69 C36 C36 C 0 1 Y N N 17.647 25.605 11.194 2.436 5.013 2.225 C36 FF0 23 A69 C37 C37 C 0 1 Y N N 17.983 26.064 12.461 1.491 4.126 1.745 C37 FF0 24 A69 C38 C38 C 0 1 Y N N 17.842 27.398 12.775 1.617 3.604 0.471 C38 FF0 25 A69 C40 C40 C 0 1 Y N N 22.431 33.051 16.040 -6.556 1.607 -1.142 C40 FF0 26 A69 C41 C41 C 0 1 Y N N 22.221 33.814 17.178 -6.487 2.983 -1.258 C41 FF0 27 A69 C42 C42 C 0 1 Y N N 22.090 35.186 17.074 -7.565 3.763 -0.884 C42 FF0 28 A69 C43 C43 C 0 1 Y N N 22.155 35.789 15.831 -8.712 3.168 -0.394 C43 FF0 29 A69 C44 C44 C 0 1 Y N N 22.356 35.013 14.694 -8.781 1.792 -0.279 C44 FF0 30 A69 C45 C45 C 0 1 Y N N 22.494 33.639 14.791 -7.705 1.012 -0.657 C45 FF0 31 A69 C1 C1 C 0 1 Y N N 15.564 36.608 18.321 2.296 -5.818 -0.328 C1 B6S 32 A69 N1 N1 N 0 1 Y N N 15.076 35.355 18.490 1.136 -5.907 -0.860 N1 B6S 33 A69 S1 S1 S 0 1 Y N N 16.821 36.750 17.136 2.362 -4.558 0.822 S1 B6S 34 A69 C2 C2 C 0 1 Y N N 15.685 34.445 17.684 0.189 -5.039 -0.455 C2 B6S 35 A69 C3 C3 C 0 1 Y N N 16.642 35.073 16.908 0.674 -4.159 0.519 C3 B6S 36 A69 C4 C4 C 0 1 Y N N 17.403 34.331 15.991 -0.161 -3.185 1.063 C4 B6S 37 A69 C5 C5 C 0 1 Y N N 17.204 32.957 15.850 -1.468 -3.086 0.641 C5 B6S 38 A69 C6 C6 C 0 1 Y N N 16.229 32.348 16.628 -1.955 -3.956 -0.324 C6 B6S 39 A69 C7 C7 C 0 1 Y N N 15.478 33.085 17.541 -1.153 -4.913 -0.868 C7 B6S 40 A69 S8 S8 S 0 1 N N N 18.060 32.048 14.816 -2.524 -1.855 1.329 S8 B6S 41 A69 O9 O9 O 0 1 N N N 18.612 32.867 13.780 -3.854 -2.323 1.153 O9 B6S 42 A69 O10 O10 O 0 1 N N N 17.213 31.032 14.263 -1.979 -1.522 2.599 O10 B6S 43 A69 H27 H27 H 0 1 N N N 21.613 26.951 10.247 5.964 1.757 0.897 H2 3HB 44 A69 H25 H25 H 0 1 N N N 25.640 25.527 10.592 7.938 -0.004 -2.457 H4 3HB 45 A69 H24 H24 H 0 1 N N N 25.853 26.678 12.766 5.764 -0.625 -3.424 H5 3HB 46 A69 H23 H23 H 0 1 N N N 23.962 27.968 13.670 3.682 -0.067 -2.242 H6 3HB 47 A69 HO27 HO27 H 0 0 N N N 22.666 25.627 8.712 8.607 2.122 -0.456 HO3 3HB 48 A69 H12 H12 H 0 1 N N N 20.478 33.006 15.998 -2.715 0.189 -1.564 H12 FF0 49 A69 H12A H12A H 0 0 N N N 19.503 32.371 17.340 -3.619 -1.277 -1.113 H12A FF0 50 A69 H13 H13 H 0 1 N N N 21.392 31.215 17.951 -5.003 0.059 0.452 H13 FF0 51 A69 H13A H13A H 0 0 N N N 21.001 30.131 16.564 -4.098 1.524 0.001 H13A FF0 52 A69 H14 H14 H 0 1 N N N 23.419 31.286 16.783 -4.833 1.254 -2.352 H14 FF0 53 A69 H14A H14A H 0 0 N N N 22.647 31.080 15.198 -5.738 -0.212 -1.900 H14A FF0 54 A69 H16 H16 H 0 1 N N N 18.990 30.060 17.214 -1.743 1.497 0.470 H16 FF0 55 A69 H16A H16A H 0 0 N N N 17.892 29.749 15.845 -1.114 0.451 1.766 H16A FF0 56 A69 H17 H17 H 0 1 N N N 20.918 29.413 15.558 0.233 -0.788 0.044 H17 FF0 57 A69 HO18 HO18 H 0 0 N N N 20.517 27.170 16.058 -0.698 1.311 -1.732 HO18 FF0 58 A69 H19 H19 H 0 1 N N N 19.493 29.517 13.517 1.166 1.130 1.372 H19 FF0 59 A69 HN20 HN20 H 0 0 N N N 20.623 26.816 13.642 2.207 0.408 -1.259 HN20 FF0 60 A69 H32 H32 H 0 1 N N N 18.306 27.001 14.814 0.510 2.739 -1.135 H32 FF0 61 A69 H32A H32A H 0 0 N N N 17.450 28.559 14.516 -0.380 2.855 0.401 H32A FF0 62 A69 H33 H33 H 0 1 N N N 17.211 29.337 12.093 2.784 3.566 -1.320 H33 FF0 63 A69 H34 H34 H 0 1 N N N 16.589 28.519 9.845 4.471 5.141 -0.462 H34 FF0 64 A69 H35 H35 H 0 1 N N N 16.869 26.137 9.278 4.246 6.070 1.808 H35 FF0 65 A69 H36 H36 H 0 1 N N N 17.779 24.564 10.940 2.338 5.420 3.221 H36 FF0 66 A69 H37 H37 H 0 1 N N N 18.356 25.373 13.202 0.653 3.840 2.365 H37 FF0 67 A69 H41 H41 H 0 1 N N N 22.160 33.337 18.145 -5.591 3.448 -1.641 H41 FF0 68 A69 H42 H42 H 0 1 N N N 21.937 35.785 17.960 -7.511 4.838 -0.974 H42 FF0 69 A69 H43 H43 H 0 1 N N N 22.050 36.860 15.743 -9.554 3.778 -0.101 H43 FF0 70 A69 H44 H44 H 0 1 N N N 22.405 35.488 13.725 -9.678 1.327 0.105 H44 FF0 71 A69 H45 H45 H 0 1 N N N 22.648 33.038 13.907 -7.761 -0.064 -0.571 H45 FF0 72 A69 H1 H1 H 0 1 N N N 15.197 37.454 18.883 3.128 -6.461 -0.572 H1 B6S 73 A69 H4 H4 H 0 1 N N N 18.149 34.828 15.389 0.216 -2.508 1.815 H4 B6S 74 A69 H6 H6 H 0 1 N N N 16.050 31.288 16.524 -2.981 -3.872 -0.650 H6 B6S 75 A69 H7 H7 H 0 1 N N N 14.729 32.591 18.142 -1.548 -5.581 -1.619 H7 B6S 76 # 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 A69 C1 N1 DOUB Y N 1 A69 C1 S1 SING Y N 2 A69 N1 C2 SING Y N 3 A69 S1 C3 SING Y N 4 A69 C2 C3 DOUB Y N 5 A69 C2 C7 SING Y N 6 A69 C3 C4 SING Y N 7 A69 C4 C5 DOUB Y N 8 A69 C5 C6 SING Y N 9 A69 C5 S8 SING N N 10 A69 C6 C7 DOUB Y N 11 A69 S8 O9 DOUB N N 12 A69 S8 O10 DOUB N N 13 A69 S8 N11 SING N N 14 A69 N11 C12 SING N N 15 A69 N11 C16 SING N N 16 A69 C12 C13 SING N N 17 A69 C13 C14 SING N N 18 A69 C14 C40 SING N N 19 A69 C16 C17 SING N N 20 A69 C17 O18 SING N N 21 A69 C17 C19 SING N N 22 A69 C19 N20 SING N N 23 A69 C19 C32 SING N N 24 A69 N20 C21 SING N N 25 A69 C21 C22 SING N N 26 A69 C21 O22 DOUB N N 27 A69 C22 C23 DOUB Y N 28 A69 C22 C27 SING Y N 29 A69 C23 C24 SING Y N 30 A69 C24 C25 DOUB Y N 31 A69 C25 C26 SING Y N 32 A69 C26 C27 DOUB Y N 33 A69 C26 O27 SING N N 34 A69 C32 C38 SING N N 35 A69 C33 C34 DOUB Y N 36 A69 C33 C38 SING Y N 37 A69 C34 C35 SING Y N 38 A69 C35 C36 DOUB Y N 39 A69 C36 C37 SING Y N 40 A69 C37 C38 DOUB Y N 41 A69 C40 C41 DOUB Y N 42 A69 C40 C45 SING Y N 43 A69 C41 C42 SING Y N 44 A69 C42 C43 DOUB Y N 45 A69 C43 C44 SING Y N 46 A69 C44 C45 DOUB Y N 47 A69 C1 H1 SING N N 48 A69 C4 H4 SING N N 49 A69 C6 H6 SING N N 50 A69 C7 H7 SING N N 51 A69 C12 H12 SING N N 52 A69 C12 H12A SING N N 53 A69 C13 H13 SING N N 54 A69 C13 H13A SING N N 55 A69 C14 H14 SING N N 56 A69 C14 H14A SING N N 57 A69 C16 H16 SING N N 58 A69 C16 H16A SING N N 59 A69 C17 H17 SING N N 60 A69 O18 HO18 SING N N 61 A69 C19 H19 SING N N 62 A69 N20 HN20 SING N N 63 A69 C23 H23 SING N N 64 A69 C24 H24 SING N N 65 A69 C25 H25 SING N N 66 A69 C27 H27 SING N N 67 A69 O27 HO27 SING N N 68 A69 C32 H32 SING N N 69 A69 C32 H32A SING N N 70 A69 C33 H33 SING N N 71 A69 C34 H34 SING N N 72 A69 C35 H35 SING N N 73 A69 C36 H36 SING N N 74 A69 C37 H37 SING N N 75 A69 C41 H41 SING N N 76 A69 C42 H42 SING N N 77 A69 C43 H43 SING N N 78 A69 C44 H44 SING N N 79 A69 C45 H45 SING N N 80 # 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 A69 SMILES ACDLabs 12.01 "O=C(c1cccc(O)c1)NC(Cc2ccccc2)C(O)CN(CCCc3ccccc3)S(=O)(=O)c4ccc5ncsc5c4" A69 InChI InChI 1.03 "InChI=1S/C33H33N3O5S2/c37-27-15-7-14-26(20-27)33(39)35-30(19-25-11-5-2-6-12-25)31(38)22-36(18-8-13-24-9-3-1-4-10-24)43(40,41)28-16-17-29-32(21-28)42-23-34-29/h1-7,9-12,14-17,20-21,23,30-31,37-38H,8,13,18-19,22H2,(H,35,39)/t30-,31+/m0/s1" A69 InChIKey InChI 1.03 OLPAULVXKPQQPH-IOWSJCHKSA-N A69 SMILES_CANONICAL CACTVS 3.370 "O[C@H](CN(CCCc1ccccc1)[S](=O)(=O)c2ccc3ncsc3c2)[C@H](Cc4ccccc4)NC(=O)c5cccc(O)c5" A69 SMILES CACTVS 3.370 "O[CH](CN(CCCc1ccccc1)[S](=O)(=O)c2ccc3ncsc3c2)[CH](Cc4ccccc4)NC(=O)c5cccc(O)c5" A69 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CCC[N@@](C[C@H]([C@H](Cc2ccccc2)NC(=O)c3cccc(c3)O)O)S(=O)(=O)c4ccc5c(c4)scn5" A69 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CCCN(CC(C(Cc2ccccc2)NC(=O)c3cccc(c3)O)O)S(=O)(=O)c4ccc5c(c4)scn5" # 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 A69 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2S,3R)-4-[(1,3-benzothiazol-6-ylsulfonyl)(3-phenylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl}-3-hydroxybenzamide" A69 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(2S,3R)-4-[1,3-benzothiazol-6-ylsulfonyl(3-phenylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]-3-oxidanyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A69 "Create component" 2011-06-06 RCSB #