data_23L # _chem_comp.id 23L _chem_comp.name "(3S)-tetrahydrofuran-3-yl {(2S,3R)-4-[(4R)-7-fluoro-1,1-dioxido-4-(propan-2-yl)-4,5-dihydro-1,2-benzothiazepin-2(3H)-yl]-3-hydroxy-1-phenylbutan-2-yl}carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 F N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-26 _chem_comp.pdbx_modified_date 2014-03-28 _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 534.640 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 23L _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 4MC9 _chem_comp.pdbx_subcomponent_list ? _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 23L C1 C1 C 0 1 Y N N 16.439 18.623 2.033 3.107 3.430 1.525 C1 23L 1 23L C2 C2 C 0 1 Y N N 17.472 18.357 2.902 3.432 3.723 0.211 C2 23L 2 23L C3 C3 C 0 1 Y N N 17.382 18.653 4.246 3.671 2.706 -0.686 C3 23L 3 23L C4 C4 C 0 1 Y N N 16.258 19.269 4.768 3.621 1.365 -0.296 C4 23L 4 23L C5 C5 C 0 1 Y N N 15.229 19.519 3.879 3.351 1.094 1.031 C5 23L 5 23L C6 C6 C 0 1 Y N N 15.293 19.199 2.538 3.072 2.110 1.926 C6 23L 6 23L F7 F7 F 0 1 N N N 18.589 17.792 2.425 3.513 5.010 -0.193 F7 23L 7 23L C8 C8 C 0 1 N N N 16.186 19.558 6.244 3.785 0.371 -1.425 C8 23L 8 23L S9 S9 S 0 1 N N N 13.725 20.233 4.465 3.384 -0.570 1.606 S9 23L 9 23L N10 N10 N 0 1 N N N 14.195 21.668 5.207 2.535 -1.458 0.488 N10 23L 10 23L O11 O11 O 0 1 N N N 12.899 20.549 3.329 4.735 -1.001 1.523 O11 23L 11 23L O12 O12 O 0 1 N N N 13.212 19.349 5.486 2.625 -0.599 2.807 O12 23L 12 23L C13 C13 C 0 1 N N N 14.493 22.849 4.373 1.103 -1.721 0.651 C13 23L 13 23L C14 C14 C 0 1 N N N 14.762 21.593 6.561 3.263 -1.957 -0.642 C14 23L 14 23L C15 C15 C 0 1 N N R 16.169 21.030 6.625 4.390 -0.960 -0.997 C15 23L 15 23L C16 C16 C 0 1 N N N 16.630 21.221 8.069 5.231 -1.529 -2.142 C16 23L 16 23L C17 C17 C 0 1 N N R 13.519 23.970 4.678 0.301 -0.675 -0.125 C17 23L 17 23L C18 C18 C 0 1 N N S 12.038 23.723 4.401 -1.192 -0.873 0.145 C18 23L 18 23L O19 O19 O 0 1 N N N 13.957 25.176 4.064 0.555 -0.821 -1.524 O19 23L 19 23L N20 N20 N 0 1 N N N 11.294 24.769 5.060 -1.952 0.199 -0.502 N20 23L 20 23L C21 C21 C 0 1 N N N 11.635 23.616 2.933 -1.637 -2.225 -0.419 C21 23L 21 23L C22 C22 C 0 1 Y N N 10.183 23.319 2.795 -3.076 -2.475 -0.046 C22 23L 22 23L C23 C23 C 0 1 Y N N 9.722 22.025 2.962 -4.090 -2.052 -0.885 C23 23L 23 23L C24 C24 C 0 1 Y N N 8.374 21.767 2.854 -5.410 -2.281 -0.543 C24 23L 24 23L C25 C25 C 0 1 Y N N 7.497 22.798 2.595 -5.715 -2.933 0.637 C25 23L 25 23L C26 C26 C 0 1 Y N N 7.948 24.085 2.428 -4.701 -3.356 1.475 C26 23L 26 23L C27 C27 C 0 1 Y N N 9.299 24.346 2.516 -3.381 -3.132 1.131 C27 23L 27 23L C28 C28 C 0 1 N N N 10.591 24.559 6.212 -3.165 0.547 -0.027 C28 23L 28 23L O29 O29 O 0 1 N N N 9.934 25.695 6.571 -3.863 1.532 -0.621 O29 23L 29 23L O30 O30 O 0 1 N N N 10.547 23.524 6.853 -3.628 -0.030 0.937 O30 23L 30 23L C31 C31 C 0 1 N N S 9.263 25.645 7.838 -5.162 1.853 -0.057 C31 23L 31 23L C32 C32 C 0 1 N N N 8.358 26.854 7.869 -6.277 1.035 -0.743 C32 23L 32 23L O33 O33 O 0 1 N N N 9.187 27.891 8.377 -7.400 1.904 -0.928 O33 23L 33 23L C34 C34 C 0 1 N N N 9.953 27.298 9.414 -7.113 3.201 -0.380 C34 23L 34 23L C35 C35 C 0 1 N N N 10.253 25.903 8.952 -5.568 3.313 -0.397 C35 23L 35 23L C36 C36 C 0 1 N N N 18.100 21.010 8.331 6.400 -0.586 -2.433 C36 23L 36 23L C37 C37 C 0 1 N N N 16.294 22.584 8.619 5.771 -2.904 -1.744 C37 23L 37 23L H1 H1 H 0 1 N N N 16.524 18.387 0.983 2.890 4.222 2.226 H1 23L 38 23L H2 H2 H 0 1 N N N 18.202 18.400 4.902 3.902 2.949 -1.713 H2 23L 39 23L H3 H3 H 0 1 N N N 14.452 19.398 1.890 2.823 1.868 2.950 H3 23L 40 23L H4 H4 H 0 1 N N N 15.267 19.097 6.635 2.806 0.181 -1.866 H4 23L 41 23L H5 H5 H 0 1 N N N 17.061 19.095 6.723 4.426 0.814 -2.188 H5 23L 42 23L H6 H6 H 0 1 N N N 14.408 22.574 3.311 0.870 -2.715 0.269 H6 23L 43 23L H7 H7 H 0 1 N N N 15.517 23.192 4.582 0.841 -1.669 1.708 H7 23L 44 23L H8 H8 H 0 1 N N N 14.779 22.609 6.983 3.697 -2.927 -0.398 H8 23L 45 23L H9 H9 H 0 1 N N N 14.108 20.953 7.172 2.589 -2.063 -1.492 H9 23L 46 23L H10 H10 H 0 1 N N N 16.827 21.596 5.949 5.025 -0.806 -0.124 H10 23L 47 23L H11 H11 H 0 1 N N N 16.085 20.484 8.677 4.611 -1.626 -3.034 H11 23L 48 23L H12 H12 H 0 1 N N N 13.588 24.130 5.764 0.598 0.323 0.196 H12 23L 49 23L H13 H13 H 0 1 N N N 11.776 22.767 4.877 -1.373 -0.850 1.219 H13 23L 50 23L H14 H14 H 0 1 N N N 13.342 25.873 4.260 0.314 -1.687 -1.879 H14 23L 51 23L H15 H15 H 0 1 N N N 11.293 25.684 4.657 -1.583 0.660 -1.271 H15 23L 52 23L H16 H16 H 0 1 N N N 12.213 22.809 2.460 -1.539 -2.216 -1.504 H16 23L 53 23L H17 H17 H 0 1 N N N 11.856 24.569 2.430 -1.012 -3.015 -0.004 H17 23L 54 23L H18 H18 H 0 1 N N N 10.414 21.224 3.175 -3.852 -1.543 -1.807 H18 23L 55 23L H19 H19 H 0 1 N N N 8.005 20.759 2.972 -6.203 -1.951 -1.198 H19 23L 56 23L H20 H20 H 0 1 N N N 6.439 22.591 2.522 -6.746 -3.112 0.904 H20 23L 57 23L H21 H21 H 0 1 N N N 7.250 24.885 2.230 -4.939 -3.870 2.395 H21 23L 58 23L H22 H22 H 0 1 N N N 9.667 25.351 2.367 -2.588 -3.463 1.786 H22 23L 59 23L H23 H23 H 0 1 N N N 8.705 24.710 7.994 -5.166 1.687 1.021 H23 23L 60 23L H24 H24 H 0 1 N N N 7.999 27.100 6.859 -5.927 0.672 -1.709 H24 23L 61 23L H25 H25 H 0 1 N N N 7.497 26.681 8.532 -6.560 0.193 -0.111 H25 23L 62 23L H26 H26 H 0 1 N N N 10.886 27.859 9.570 -7.556 3.980 -1.001 H26 23L 63 23L H27 H27 H 0 1 N N N 9.377 27.276 10.351 -7.488 3.272 0.641 H27 23L 64 23L H28 H28 H 0 1 N N N 10.110 25.184 9.772 -5.216 4.007 0.367 H28 23L 65 23L H29 H29 H 0 1 N N N 11.285 25.832 8.578 -5.205 3.602 -1.384 H29 23L 66 23L H30 H30 H 0 1 N N N 18.310 21.174 9.398 6.957 -0.404 -1.514 H30 23L 67 23L H31 H31 H 0 1 N N N 18.377 19.981 8.057 7.058 -1.042 -3.173 H31 23L 68 23L H32 H32 H 0 1 N N N 18.685 21.720 7.729 6.018 0.358 -2.819 H32 23L 69 23L H33 H33 H 0 1 N N N 16.650 22.659 9.657 6.390 -2.807 -0.852 H33 23L 70 23L H34 H34 H 0 1 N N N 16.782 23.357 8.007 4.938 -3.576 -1.536 H34 23L 71 23L H35 H35 H 0 1 N N N 15.204 22.731 8.594 6.370 -3.309 -2.559 H35 23L 72 # 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 23L C1 C6 DOUB Y N 1 23L C1 C2 SING Y N 2 23L F7 C2 SING N N 3 23L C26 C27 DOUB Y N 4 23L C26 C25 SING Y N 5 23L C27 C22 SING Y N 6 23L C6 C5 SING Y N 7 23L C25 C24 DOUB Y N 8 23L C22 C21 SING N N 9 23L C22 C23 DOUB Y N 10 23L C24 C23 SING Y N 11 23L C2 C3 DOUB Y N 12 23L C21 C18 SING N N 13 23L O11 S9 DOUB N N 14 23L C5 S9 SING N N 15 23L C5 C4 DOUB Y N 16 23L O19 C17 SING N N 17 23L C3 C4 SING Y N 18 23L C13 C17 SING N N 19 23L C13 N10 SING N N 20 23L C18 C17 SING N N 21 23L C18 N20 SING N N 22 23L S9 N10 SING N N 23 23L S9 O12 DOUB N N 24 23L C4 C8 SING N N 25 23L N20 C28 SING N N 26 23L N10 C14 SING N N 27 23L C28 O29 SING N N 28 23L C28 O30 DOUB N N 29 23L C8 C15 SING N N 30 23L C14 C15 SING N N 31 23L O29 C31 SING N N 32 23L C15 C16 SING N N 33 23L C31 C32 SING N N 34 23L C31 C35 SING N N 35 23L C32 O33 SING N N 36 23L C16 C36 SING N N 37 23L C16 C37 SING N N 38 23L O33 C34 SING N N 39 23L C35 C34 SING N N 40 23L C1 H1 SING N N 41 23L C3 H2 SING N N 42 23L C6 H3 SING N N 43 23L C8 H4 SING N N 44 23L C8 H5 SING N N 45 23L C13 H6 SING N N 46 23L C13 H7 SING N N 47 23L C14 H8 SING N N 48 23L C14 H9 SING N N 49 23L C15 H10 SING N N 50 23L C16 H11 SING N N 51 23L C17 H12 SING N N 52 23L C18 H13 SING N N 53 23L O19 H14 SING N N 54 23L N20 H15 SING N N 55 23L C21 H16 SING N N 56 23L C21 H17 SING N N 57 23L C23 H18 SING N N 58 23L C24 H19 SING N N 59 23L C25 H20 SING N N 60 23L C26 H21 SING N N 61 23L C27 H22 SING N N 62 23L C31 H23 SING N N 63 23L C32 H24 SING N N 64 23L C32 H25 SING N N 65 23L C34 H26 SING N N 66 23L C34 H27 SING N N 67 23L C35 H28 SING N N 68 23L C35 H29 SING N N 69 23L C36 H30 SING N N 70 23L C36 H31 SING N N 71 23L C36 H32 SING N N 72 23L C37 H33 SING N N 73 23L C37 H34 SING N N 74 23L C37 H35 SING N N 75 # 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 23L SMILES ACDLabs 12.01 "O=C(OC1CCOC1)NC(Cc2ccccc2)C(O)CN4CC(Cc3c(ccc(F)c3)S4(=O)=O)C(C)C" 23L InChI InChI 1.03 "InChI=1S/C27H35FN2O6S/c1-18(2)21-13-20-14-22(28)8-9-26(20)37(33,34)30(15-21)16-25(31)24(12-19-6-4-3-5-7-19)29-27(32)36-23-10-11-35-17-23/h3-9,14,18,21,23-25,31H,10-13,15-17H2,1-2H3,(H,29,32)/t21-,23-,24-,25+/m0/s1" 23L InChIKey InChI 1.03 NTBLOIDJWKXDON-BELIEFIBSA-N 23L SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@@H]1CN(C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3CCOC3)[S](=O)(=O)c4ccc(F)cc4C1" 23L SMILES CACTVS 3.385 "CC(C)[CH]1CN(C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CCOC3)[S](=O)(=O)c4ccc(F)cc4C1" 23L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)[C@H]1Cc2cc(ccc2S(=O)(=O)N(C1)C[C@H]([C@H](Cc3ccccc3)NC(=O)O[C@H]4CCOC4)O)F" 23L SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)C1Cc2cc(ccc2S(=O)(=O)N(C1)CC(C(Cc3ccccc3)NC(=O)OC4CCOC4)O)F" # 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 23L "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-tetrahydrofuran-3-yl {(2S,3R)-4-[(4R)-7-fluoro-1,1-dioxido-4-(propan-2-yl)-4,5-dihydro-1,2-benzothiazepin-2(3H)-yl]-3-hydroxy-1-phenylbutan-2-yl}carbamate" 23L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4R)-7-fluoranyl-1,1-bis(oxidanylidene)-4-propan-2-yl-4,5-dihydro-3H-1$l^{6},2-benzothiazepin-2-yl]-3-oxidanyl-1-phenyl-butan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 23L "Create component" 2013-08-26 RCSB 23L "Initial release" 2014-04-02 RCSB #