data_67F # _chem_comp.id 67F _chem_comp.name "(2S)-2-{[2-({[(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]carbamothioyl}amino)ethyl](biphenyl-4-ylsulfonyl)amino}-3-methylbutanoic acid (non-preferred name)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H38 N4 O9 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-11 _chem_comp.pdbx_modified_date 2016-07-01 _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 638.753 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 67F _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 5I3M _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 67F O42 O1 O 0 1 N N N -23.803 -15.839 -10.995 3.857 1.648 -2.825 O42 67F 1 67F C41 C1 C 0 1 N N N -22.948 -16.709 -10.900 4.564 0.715 -3.141 C41 67F 2 67F C43 C2 C 0 1 N N N -23.038 -17.935 -11.762 4.291 -0.038 -4.418 C43 67F 3 67F N40 N1 N 0 1 N N N -21.834 -16.550 -10.172 5.597 0.355 -2.354 N40 67F 4 67F C31 C3 C 0 1 N N R -21.353 -15.202 -9.863 5.866 1.090 -1.116 C31 67F 5 67F C32 C4 C 0 1 N N R -20.378 -14.867 -11.004 7.343 0.939 -0.741 C32 67F 6 67F O39 O2 O 0 1 N N N -21.009 -14.977 -12.289 8.157 1.530 -1.757 O39 67F 7 67F C33 C5 C 0 1 N N S -19.748 -13.467 -10.908 7.595 1.646 0.594 C33 67F 8 67F O38 O3 O 0 1 N N N -18.396 -13.554 -11.402 8.954 1.450 0.989 O38 67F 9 67F C34 C6 C 0 1 N N R -19.771 -12.795 -9.508 6.663 1.060 1.657 C34 67F 10 67F C36 C7 C 0 1 N N N -20.523 -11.453 -9.566 6.866 1.802 2.979 C36 67F 11 67F O37 O4 O 0 1 N N N -20.705 -10.873 -8.264 6.082 1.181 4.000 O37 67F 12 67F O35 O5 O 0 1 N N N -20.383 -13.543 -8.436 5.306 1.206 1.232 O35 67F 13 67F C30 C8 C 0 1 N N R -20.578 -14.960 -8.558 5.000 0.525 0.013 C30 67F 14 67F N29 N2 N 0 1 N N N -21.142 -15.431 -7.296 3.585 0.719 -0.313 N29 67F 15 67F C27 C9 C 0 1 N N N -20.566 -15.149 -6.104 2.676 -0.206 0.054 C27 67F 16 67F S28 S1 S 0 1 N N N -21.051 -15.961 -4.869 3.176 -1.607 0.901 S28 67F 17 67F N26 N3 N 0 1 N N N -19.549 -14.267 -5.951 1.375 -0.028 -0.245 N26 67F 18 67F C25 C10 C 0 1 N N N -18.732 -14.050 -4.745 0.387 -1.034 0.154 C25 67F 19 67F C24 C11 C 0 1 N N N -19.031 -12.716 -4.068 -1.005 -0.592 -0.304 C24 67F 20 67F N16 N4 N 0 1 N N N -17.772 -11.938 -3.867 -2.015 -1.481 0.275 N16 67F 21 67F C17 C12 C 0 1 N N S -17.497 -11.142 -5.102 -2.304 -2.771 -0.356 C17 67F 22 67F C21 C13 C 0 1 N N N -17.952 -9.687 -5.208 -2.414 -2.584 -1.871 C21 67F 23 67F C23 C14 C 0 1 N N N -19.111 -9.222 -4.310 -3.150 -1.277 -2.171 C23 67F 24 67F C22 C15 C 0 1 N N N -18.306 -9.457 -6.697 -1.013 -2.533 -2.482 C22 67F 25 67F C18 C16 C 0 1 N N N -16.128 -11.313 -5.655 -1.191 -3.741 -0.049 C18 67F 26 67F O20 O6 O 0 1 N N N -15.172 -10.486 -5.719 -1.195 -4.963 -0.603 O20 67F 27 67F O19 O7 O 0 1 N N N -16.039 -12.410 -6.117 -0.296 -3.417 0.695 O19 67F 28 67F S13 S2 S 0 1 N N N -17.001 -12.077 -2.521 -2.830 -1.028 1.643 S13 67F 29 67F O14 O8 O 0 1 N N N -17.022 -10.877 -1.764 -3.284 -2.227 2.256 O14 67F 30 67F O15 O9 O 0 1 N N N -17.759 -13.036 -1.758 -2.004 -0.080 2.307 O15 67F 31 67F C10 C17 C 0 1 Y N N -15.477 -12.625 -2.587 -4.271 -0.156 1.127 C10 67F 32 67F C09 C18 C 0 1 Y N N -15.277 -13.992 -2.689 -4.220 1.214 0.944 C09 67F 33 67F C08 C19 C 0 1 Y N N -14.001 -14.541 -2.736 -5.346 1.902 0.539 C08 67F 34 67F C11 C20 C 0 1 Y N N -14.342 -11.811 -2.485 -5.449 -0.845 0.901 C11 67F 35 67F C12 C21 C 0 1 Y N N -13.047 -12.351 -2.509 -6.581 -0.167 0.496 C12 67F 36 67F C07 C22 C 0 1 Y N N -12.874 -13.729 -2.646 -6.536 1.214 0.315 C07 67F 37 67F C01 C23 C 0 1 Y N N -11.528 -14.338 -2.734 -7.750 1.948 -0.120 C01 67F 38 67F C06 C24 C 0 1 Y N N -10.444 -13.809 -2.048 -8.941 1.259 -0.344 C06 67F 39 67F C05 C25 C 0 1 Y N N -9.185 -14.412 -2.198 -10.067 1.947 -0.748 C05 67F 40 67F C04 C26 C 0 1 Y N N -9.001 -15.530 -2.997 -10.015 3.317 -0.930 C04 67F 41 67F C03 C27 C 0 1 Y N N -10.079 -16.049 -3.679 -8.836 4.006 -0.709 C03 67F 42 67F C02 C28 C 0 1 Y N N -11.321 -15.451 -3.551 -7.705 3.329 -0.300 C02 67F 43 67F H1 H1 H 0 1 N N N -23.929 -17.868 -12.404 4.844 0.422 -5.237 H1 67F 44 67F H2 H2 H 0 1 N N N -22.138 -18.008 -12.390 4.608 -1.075 -4.303 H2 67F 45 67F H3 H3 H 0 1 N N N -23.113 -18.827 -11.123 3.224 -0.007 -4.637 H3 67F 46 67F H4 H4 H 0 1 N N N -21.333 -17.350 -9.841 6.162 -0.392 -2.608 H4 67F 47 67F H5 H5 H 0 1 N N N -22.194 -14.495 -9.905 5.633 2.145 -1.262 H5 67F 48 67F H6 H6 H 0 1 N N N -19.557 -15.597 -10.955 7.588 -0.119 -0.646 H6 67F 49 67F H7 H7 H 0 1 N N N -21.407 -15.835 -12.374 9.107 1.476 -1.580 H7 67F 50 67F H8 H8 H 0 1 N N N -20.318 -12.812 -11.584 7.397 2.713 0.484 H8 67F 51 67F H9 H9 H 0 1 N N N -17.985 -12.699 -11.353 9.184 1.872 1.829 H9 67F 52 67F H10 H10 H 0 1 N N N -18.728 -12.577 -9.233 6.888 0.002 1.795 H10 67F 53 67F H11 H11 H 0 1 N N N -19.948 -10.752 -10.188 7.919 1.767 3.258 H11 67F 54 67F H12 H12 H 0 1 N N N -21.511 -11.620 -10.020 6.555 2.841 2.864 H12 67F 55 67F H13 H13 H 0 1 N N N -21.171 -10.049 -8.346 6.162 1.600 4.867 H13 67F 56 67F H14 H14 H 0 1 N N N -19.592 -15.431 -8.681 5.204 -0.539 0.130 H14 67F 57 67F H15 H15 H 0 1 N N N -21.979 -15.978 -7.313 3.302 1.513 -0.793 H15 67F 58 67F H16 H16 H 0 1 N N N -19.329 -13.700 -6.745 1.092 0.766 -0.725 H16 67F 59 67F H17 H17 H 0 1 N N N -18.935 -14.861 -4.031 0.635 -1.990 -0.307 H17 67F 60 67F H18 H18 H 0 1 N N N -17.670 -14.070 -5.030 0.395 -1.140 1.239 H18 67F 61 67F H19 H19 H 0 1 N N N -19.719 -12.135 -4.700 -1.188 0.431 0.026 H19 67F 62 67F H20 H20 H 0 1 N N N -19.501 -12.903 -3.091 -1.061 -0.638 -1.392 H20 67F 63 67F H21 H21 H 0 1 N N N -18.126 -11.641 -5.854 -3.244 -3.162 0.032 H21 67F 64 67F H22 H22 H 0 1 N N N -17.084 -9.052 -4.978 -2.968 -3.420 -2.300 H22 67F 65 67F H23 H23 H 0 1 N N N -18.848 -9.390 -3.255 -2.829 -0.509 -1.467 H23 67F 66 67F H24 H24 H 0 1 N N N -19.296 -8.150 -4.475 -2.921 -0.956 -3.187 H24 67F 67 67F H25 H25 H 0 1 N N N -20.018 -9.793 -4.557 -4.224 -1.434 -2.073 H25 67F 68 67F H26 H26 H 0 1 N N N -18.643 -8.419 -6.838 -0.741 -3.522 -2.852 H26 67F 69 67F H27 H27 H 0 1 N N N -17.417 -9.641 -7.318 -1.002 -1.820 -3.307 H27 67F 70 67F H28 H28 H 0 1 N N N -19.110 -10.147 -6.994 -0.296 -2.220 -1.722 H28 67F 71 67F H29 H29 H 0 1 N N N -14.437 -10.885 -6.170 -0.461 -5.550 -0.377 H29 67F 72 67F H30 H30 H 0 1 N N N -16.134 -14.648 -2.733 -3.296 1.747 1.119 H30 67F 73 67F H31 H31 H 0 1 N N N -13.883 -15.609 -2.844 -5.304 2.972 0.397 H31 67F 74 67F H32 H32 H 0 1 N N N -14.466 -10.743 -2.386 -5.483 -1.915 1.041 H32 67F 75 67F H33 H33 H 0 1 N N N -12.188 -11.703 -2.422 -7.500 -0.706 0.320 H33 67F 76 67F H34 H34 H 0 1 N N N -10.567 -12.947 -1.409 -8.982 0.189 -0.203 H34 67F 77 67F H35 H35 H 0 1 N N N -8.337 -13.994 -1.677 -10.990 1.415 -0.922 H35 67F 78 67F H36 H36 H 0 1 N N N -8.026 -15.987 -3.083 -10.899 3.852 -1.247 H36 67F 79 67F H37 H37 H 0 1 N N N -9.956 -16.917 -4.310 -8.803 5.076 -0.849 H37 67F 80 67F H38 H38 H 0 1 N N N -12.157 -15.859 -4.101 -6.785 3.867 -0.127 H38 67F 81 # 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 67F O39 C32 SING N N 1 67F C43 C41 SING N N 2 67F O38 C33 SING N N 3 67F C32 C33 SING N N 4 67F C32 C31 SING N N 5 67F O42 C41 DOUB N N 6 67F C33 C34 SING N N 7 67F C41 N40 SING N N 8 67F N40 C31 SING N N 9 67F C31 C30 SING N N 10 67F C36 C34 SING N N 11 67F C36 O37 SING N N 12 67F C34 O35 SING N N 13 67F C30 O35 SING N N 14 67F C30 N29 SING N N 15 67F N29 C27 SING N N 16 67F C22 C21 SING N N 17 67F O19 C18 DOUB N N 18 67F C27 N26 SING N N 19 67F C27 S28 DOUB N N 20 67F N26 C25 SING N N 21 67F O20 C18 SING N N 22 67F C18 C17 SING N N 23 67F C21 C17 SING N N 24 67F C21 C23 SING N N 25 67F C17 N16 SING N N 26 67F C25 C24 SING N N 27 67F C24 N16 SING N N 28 67F N16 S13 SING N N 29 67F C03 C02 DOUB Y N 30 67F C03 C04 SING Y N 31 67F C02 C01 SING Y N 32 67F C04 C05 DOUB Y N 33 67F C08 C09 DOUB Y N 34 67F C08 C07 SING Y N 35 67F C01 C07 SING N N 36 67F C01 C06 DOUB Y N 37 67F C09 C10 SING Y N 38 67F C07 C12 DOUB Y N 39 67F C10 S13 SING N N 40 67F C10 C11 DOUB Y N 41 67F S13 O14 DOUB N N 42 67F S13 O15 DOUB N N 43 67F C12 C11 SING Y N 44 67F C05 C06 SING Y N 45 67F C43 H1 SING N N 46 67F C43 H2 SING N N 47 67F C43 H3 SING N N 48 67F N40 H4 SING N N 49 67F C31 H5 SING N N 50 67F C32 H6 SING N N 51 67F O39 H7 SING N N 52 67F C33 H8 SING N N 53 67F O38 H9 SING N N 54 67F C34 H10 SING N N 55 67F C36 H11 SING N N 56 67F C36 H12 SING N N 57 67F O37 H13 SING N N 58 67F C30 H14 SING N N 59 67F N29 H15 SING N N 60 67F N26 H16 SING N N 61 67F C25 H17 SING N N 62 67F C25 H18 SING N N 63 67F C24 H19 SING N N 64 67F C24 H20 SING N N 65 67F C17 H21 SING N N 66 67F C21 H22 SING N N 67 67F C23 H23 SING N N 68 67F C23 H24 SING N N 69 67F C23 H25 SING N N 70 67F C22 H26 SING N N 71 67F C22 H27 SING N N 72 67F C22 H28 SING N N 73 67F O20 H29 SING N N 74 67F C09 H30 SING N N 75 67F C08 H31 SING N N 76 67F C11 H32 SING N N 77 67F C12 H33 SING N N 78 67F C06 H34 SING N N 79 67F C05 H35 SING N N 80 67F C04 H36 SING N N 81 67F C03 H37 SING N N 82 67F C02 H38 SING N N 83 # 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 67F SMILES ACDLabs 12.01 "O=C(NC1C(OC(C(C1O)O)CO)NC(NCCN(S(=O)(=O)c2ccc(cc2)c3ccccc3)C(C(C)C)C(O)=O)=S)C" 67F InChI InChI 1.03 "InChI=1S/C28H38N4O9S2/c1-16(2)23(27(37)38)32(43(39,40)20-11-9-19(10-12-20)18-7-5-4-6-8-18)14-13-29-28(42)31-26-22(30-17(3)34)25(36)24(35)21(15-33)41-26/h4-12,16,21-26,33,35-36H,13-15H2,1-3H3,(H,30,34)(H,37,38)(H2,29,31,42)/t21-,22-,23+,24-,25-,26-/m1/s1" 67F InChIKey InChI 1.03 NZFBENDBEOZJMI-DIVFVBEMSA-N 67F SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@H](N(CCNC(=S)N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)[S](=O)(=O)c2ccc(cc2)c3ccccc3)C(O)=O" 67F SMILES CACTVS 3.385 "CC(C)[CH](N(CCNC(=S)N[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1NC(C)=O)[S](=O)(=O)c2ccc(cc2)c3ccccc3)C(O)=O" 67F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(C)[C@@H](C(=O)O)N(CCNC(=S)N[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)S(=O)(=O)c2ccc(cc2)c3ccccc3" 67F SMILES "OpenEye OEToolkits" 2.0.4 "CC(C)C(C(=O)O)N(CCNC(=S)NC1C(C(C(C(O1)CO)O)O)NC(=O)C)S(=O)(=O)c2ccc(cc2)c3ccccc3" # 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 67F "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-{[2-({[(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]carbamothioyl}amino)ethyl](biphenyl-4-ylsulfonyl)amino}-3-methylbutanoic acid (non-preferred name)" 67F "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-2-[2-[[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]carbamothioylamino]ethyl-(4-phenylphenyl)sulfonyl-amino]-3-methyl-butanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 67F "Create component" 2016-02-11 EBI 67F "Initial release" 2016-07-06 RCSB #