data_K13 # _chem_comp.id K13 _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2R)-3-{[(4-aminophenyl)sulfonyl][(2S)-2-methylbutyl]amino}-1-benzyl-2-hydroxypropyl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H39 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-04 _chem_comp.pdbx_modified_date 2011-08-05 _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 561.690 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K13 _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 3O99 _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 K13 N1 N1 N 0 1 N N N 14.290 34.956 18.117 -1.742 5.946 0.466 N1 K13 1 K13 C2 C2 C 0 1 Y N N 15.185 34.377 17.294 -2.303 4.727 0.077 C2 K13 2 K13 C3 C3 C 0 1 Y N N 16.276 35.095 16.797 -1.639 3.912 -0.831 C3 K13 3 K13 C4 C4 C 0 1 Y N N 17.169 34.445 15.935 -2.196 2.708 -1.212 C4 K13 4 K13 C5 C5 C 0 1 Y N N 16.987 33.105 15.577 -3.415 2.313 -0.692 C5 K13 5 K13 C6 C6 C 0 1 Y N N 15.896 32.423 16.090 -4.080 3.122 0.212 C6 K13 6 K13 C7 C7 C 0 1 Y N N 14.995 33.057 16.939 -3.525 4.325 0.602 C7 K13 7 K13 S8 S8 S 0 1 N N N 18.016 32.317 14.606 -4.123 0.776 -1.182 S8 K13 8 K13 O9 O9 O 0 1 N N N 17.356 31.241 13.941 -5.523 0.890 -0.961 O9 K13 9 K13 O10 O10 O 0 1 N N N 18.597 33.213 13.653 -3.559 0.459 -2.447 O10 K13 10 K13 N11 N11 N 0 1 N N N 19.277 31.720 15.430 -3.576 -0.375 -0.125 N11 K13 11 K13 C12 C12 C 0 1 N N N 19.972 32.746 16.246 -4.331 -0.666 1.097 C12 K13 12 K13 C13 C13 C 0 1 N N S 21.469 32.451 16.310 -5.289 -1.830 0.840 C13 K13 13 K13 C14 C14 C 0 1 N N N 22.147 32.436 14.933 -4.485 -3.100 0.557 C14 K13 14 K13 C15 C15 C 0 1 N N N 22.143 33.430 17.283 -6.170 -2.047 2.072 C15 K13 15 K13 C16 C16 C 0 1 N N N 18.985 30.477 16.157 -2.337 -1.103 -0.411 C16 K13 16 K13 C17 C17 C 0 1 N N R 19.910 29.386 15.607 -1.164 -0.406 0.281 C17 K13 17 K13 C18 C18 C 0 1 N N N 22.151 34.852 16.780 -7.211 -3.127 1.771 C18 K13 18 K13 O18 O18 O 0 1 N N N 19.866 28.259 16.493 -1.331 -0.486 1.698 O18 K13 19 K13 C19 C19 C 0 1 N N S 19.570 28.953 14.174 0.144 -1.091 -0.119 C19 K13 20 K13 N20 N20 N 0 1 N N N 20.678 28.151 13.703 1.275 -0.352 0.447 N20 K13 21 K13 C21 C21 C 0 1 N N N 21.555 28.501 12.773 2.488 -0.425 -0.137 C21 K13 22 K13 O22 O22 O 0 1 N N N 21.597 29.546 12.162 2.643 -1.104 -1.133 O22 K13 23 K13 O23 O23 O 0 1 N N N 22.534 27.480 12.530 3.527 0.255 0.383 O23 K13 24 K13 C24 C24 C 0 1 N N R 23.388 27.535 11.406 4.803 0.130 -0.298 C24 K13 25 K13 C25 C25 C 0 1 N N N 24.690 26.911 11.874 4.961 1.241 -1.352 C25 K13 26 K13 O26 O26 O 0 1 N N N 24.515 25.503 11.657 6.057 2.070 -0.940 O26 K13 27 K13 C27 C27 C 0 1 N N R 23.551 25.283 10.626 6.934 1.272 -0.123 C27 K13 28 K13 O28 O28 O 0 1 N N N 22.499 24.435 11.071 7.556 2.120 0.852 O28 K13 29 K13 C29 C29 C 0 1 N N N 21.250 25.123 11.112 6.741 2.213 2.025 C29 K13 30 K13 C30 C30 C 0 1 N N N 21.429 26.330 10.206 5.494 1.333 1.799 C30 K13 31 K13 C31 C31 C 0 1 N N S 22.918 26.620 10.292 5.965 0.359 0.690 C31 K13 32 K13 C32 C32 C 0 1 N N N 18.267 28.153 14.040 0.153 -2.524 0.417 C32 K13 33 K13 C33 C33 C 0 1 Y N N 18.172 26.422 12.190 2.550 -3.200 0.661 C33 K13 34 K13 C34 C34 C 0 1 Y N N 17.998 26.069 10.863 3.680 -3.855 0.206 C34 K13 35 K13 C35 C35 C 0 1 Y N N 17.647 27.014 9.913 3.643 -4.547 -0.990 C35 K13 36 K13 C36 C36 C 0 1 Y N N 17.515 28.328 10.313 2.476 -4.585 -1.730 C36 K13 37 K13 C37 C37 C 0 1 Y N N 17.694 28.680 11.643 1.347 -3.931 -1.275 C37 K13 38 K13 C38 C38 C 0 1 Y N N 18.038 27.742 12.595 1.384 -3.238 -0.079 C38 K13 39 K13 HN1 HN1 H 0 1 N N N 13.586 34.291 18.366 -0.887 6.224 0.101 HN1 K13 40 K13 HN1A HN1A H 0 0 N N N 14.755 35.274 18.943 -2.209 6.516 1.097 HN1A K13 41 K13 H3 H3 H 0 1 N N N 16.428 36.129 17.071 -0.687 4.221 -1.238 H3 K13 42 K13 H4 H4 H 0 1 N N N 18.014 34.989 15.539 -1.680 2.074 -1.918 H4 K13 43 K13 H6 H6 H 0 1 N N N 15.743 31.387 15.828 -5.031 2.810 0.617 H6 K13 44 K13 H7 H7 H 0 1 N N N 14.143 32.514 17.322 -4.042 4.954 1.311 H7 K13 45 K13 H12 H12 H 0 1 N N N 19.818 33.735 15.790 -3.639 -0.934 1.896 H12 K13 46 K13 H12A H12A H 0 0 N N N 19.558 32.738 17.265 -4.900 0.216 1.391 H12A K13 47 K13 H13 H13 H 0 1 N N N 21.594 31.427 16.691 -5.918 -1.599 -0.020 H13 K13 48 K13 H14 H14 H 0 1 N N N 23.219 32.219 15.054 -5.161 -3.953 0.497 H14 K13 49 K13 H14A H14A H 0 0 N N N 21.684 31.661 14.305 -3.953 -2.991 -0.387 H14A K13 50 K13 H14B H14B H 0 0 N N N 22.024 33.418 14.453 -3.767 -3.263 1.362 H14B K13 51 K13 H15 H15 H 0 1 N N N 21.593 33.404 18.235 -5.550 -2.365 2.910 H15 K13 52 K13 H15A H15A H 0 0 N N N 23.185 33.109 17.428 -6.676 -1.116 2.326 H15A K13 53 K13 H16 H16 H 0 1 N N N 19.166 30.618 17.233 -2.422 -2.125 -0.040 H16 K13 54 K13 H16A H16A H 0 0 N N N 17.934 30.191 16.007 -2.167 -1.120 -1.487 H16A K13 55 K13 H17 H17 H 0 1 N N N 20.925 29.808 15.556 -1.134 0.641 -0.023 H17 K13 56 K13 H18 H18 H 0 1 N N N 22.645 35.500 17.519 -7.831 -2.810 0.932 H18 K13 57 K13 H18A H18A H 0 0 N N N 22.697 34.900 15.826 -6.706 -4.059 1.516 H18A K13 58 K13 H18B H18B H 0 0 N N N 21.116 35.193 16.628 -7.839 -3.282 2.648 H18B K13 59 K13 HO18 HO18 H 0 0 N N N 20.436 27.574 16.163 -1.367 -1.390 2.039 HO18 K13 60 K13 H19 H19 H 0 1 N N N 19.411 29.863 13.577 0.228 -1.109 -1.205 H19 K13 61 K13 HN20 HN20 H 0 0 N N N 20.793 27.248 14.118 1.151 0.191 1.242 HN20 K13 62 K13 H24 H24 H 0 1 N N N 23.444 28.572 11.043 4.889 -0.851 -0.766 H24 K13 63 K13 H25 H25 H 0 1 N N N 25.544 27.298 11.299 5.174 0.801 -2.326 H25 K13 64 K13 H25A H25A H 0 0 N N N 24.875 27.129 12.936 4.047 1.834 -1.403 H25A K13 65 K13 H27 H27 H 0 1 N N N 24.059 24.820 9.768 7.660 0.711 -0.712 H27 K13 66 K13 H29 H29 H 0 1 N N N 20.435 24.479 10.751 7.296 1.853 2.890 H29 K13 67 K13 H29A H29A H 0 0 N N N 21.007 25.435 12.138 6.438 3.249 2.183 H29A K13 68 K13 H30 H30 H 0 1 N N N 21.120 26.109 9.174 5.235 0.789 2.707 H30 K13 69 K13 H30A H30A H 0 0 N N N 20.831 27.186 10.551 4.653 1.934 1.454 H30A K13 70 K13 H31 H31 H 0 1 N N N 23.184 27.114 9.346 6.420 -0.562 1.057 H31 K13 71 K13 H32 H32 H 0 1 N N N 18.333 27.250 14.665 0.158 -2.505 1.507 H32 K13 72 K13 H32A H32A H 0 0 N N N 17.425 28.777 14.374 -0.737 -3.048 0.067 H32A K13 73 K13 H33 H33 H 0 1 N N N 18.415 25.662 12.918 2.578 -2.663 1.598 H33 K13 74 K13 H34 H34 H 0 1 N N N 18.138 25.041 10.564 4.591 -3.825 0.785 H34 K13 75 K13 H35 H35 H 0 1 N N N 17.481 26.729 8.885 4.525 -5.058 -1.346 H35 K13 76 K13 H36 H36 H 0 1 N N N 17.271 29.088 9.586 2.447 -5.126 -2.665 H36 K13 77 K13 H37 H37 H 0 1 N N N 17.561 29.710 11.940 0.435 -3.960 -1.854 H37 K13 78 # 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 K13 N1 C2 SING N N 1 K13 C2 C3 DOUB Y N 2 K13 C2 C7 SING Y N 3 K13 C3 C4 SING Y N 4 K13 C4 C5 DOUB Y N 5 K13 C5 C6 SING Y N 6 K13 C5 S8 SING N N 7 K13 C6 C7 DOUB Y N 8 K13 S8 O9 DOUB N N 9 K13 S8 O10 DOUB N N 10 K13 S8 N11 SING N N 11 K13 N11 C12 SING N N 12 K13 N11 C16 SING N N 13 K13 C12 C13 SING N N 14 K13 C13 C14 SING N N 15 K13 C13 C15 SING N N 16 K13 C15 C18 SING N N 17 K13 C16 C17 SING N N 18 K13 C17 O18 SING N N 19 K13 C17 C19 SING N N 20 K13 C19 N20 SING N N 21 K13 C19 C32 SING N N 22 K13 N20 C21 SING N N 23 K13 C21 O22 DOUB N N 24 K13 C21 O23 SING N N 25 K13 O23 C24 SING N N 26 K13 C24 C25 SING N N 27 K13 C24 C31 SING N N 28 K13 C25 O26 SING N N 29 K13 O26 C27 SING N N 30 K13 C27 O28 SING N N 31 K13 C27 C31 SING N N 32 K13 O28 C29 SING N N 33 K13 C29 C30 SING N N 34 K13 C30 C31 SING N N 35 K13 C32 C38 SING N N 36 K13 C33 C34 DOUB Y N 37 K13 C33 C38 SING Y N 38 K13 C34 C35 SING Y N 39 K13 C35 C36 DOUB Y N 40 K13 C36 C37 SING Y N 41 K13 C37 C38 DOUB Y N 42 K13 N1 HN1 SING N N 43 K13 N1 HN1A SING N N 44 K13 C3 H3 SING N N 45 K13 C4 H4 SING N N 46 K13 C6 H6 SING N N 47 K13 C7 H7 SING N N 48 K13 C12 H12 SING N N 49 K13 C12 H12A SING N N 50 K13 C13 H13 SING N N 51 K13 C14 H14 SING N N 52 K13 C14 H14A SING N N 53 K13 C14 H14B SING N N 54 K13 C15 H15 SING N N 55 K13 C15 H15A SING N N 56 K13 C16 H16 SING N N 57 K13 C16 H16A SING N N 58 K13 C17 H17 SING N N 59 K13 C18 H18 SING N N 60 K13 C18 H18A SING N N 61 K13 C18 H18B SING N N 62 K13 O18 HO18 SING N N 63 K13 C19 H19 SING N N 64 K13 N20 HN20 SING N N 65 K13 C24 H24 SING N N 66 K13 C25 H25 SING N N 67 K13 C25 H25A SING N N 68 K13 C27 H27 SING N N 69 K13 C29 H29 SING N N 70 K13 C29 H29A SING N N 71 K13 C30 H30 SING N N 72 K13 C30 H30A SING N N 73 K13 C31 H31 SING N N 74 K13 C32 H32 SING N N 75 K13 C32 H32A SING N N 76 K13 C33 H33 SING N N 77 K13 C34 H34 SING N N 78 K13 C35 H35 SING N N 79 K13 C36 H36 SING N N 80 K13 C37 H37 SING N N 81 # 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 K13 SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(N)cc1)N(CC(C)CC)CC(O)C(NC(=O)OC2COC3OCCC23)Cc4ccccc4" K13 SMILES_CANONICAL CACTVS 3.370 "CC[C@H](C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@H]3OCC[C@@H]23)[S](=O)(=O)c4ccc(N)cc4" K13 SMILES CACTVS 3.370 "CC[CH](C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2CO[CH]3OCC[CH]23)[S](=O)(=O)c4ccc(N)cc4" K13 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC[C@H](C)C[N@@](C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)N" K13 SMILES "OpenEye OEToolkits" 1.7.0 "CCC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)N" K13 InChI InChI 1.03 "InChI=1S/C28H39N3O7S/c1-3-19(2)16-31(39(34,35)22-11-9-21(29)10-12-22)17-25(32)24(15-20-7-5-4-6-8-20)30-28(33)38-26-18-37-27-23(26)13-14-36-27/h4-12,19,23-27,32H,3,13-18,29H2,1-2H3,(H,30,33)/t19-,23-,24-,25+,26-,27+/m0/s1" K13 InChIKey InChI 1.03 NKLRQHQHYBFPSD-DRMLODCJSA-N # 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 K13 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-4-{[(4-aminophenyl)sulfonyl][(2S)-2-methylbutyl]amino}-3-hydroxy-1-phenylbutan-2-yl]carbamate" K13 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-[(2S)-2-methylbutyl]amino]-3-hydroxy-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 K13 "Create component" 2010-08-04 RCSB K13 "Modify aromatic_flag" 2011-06-04 RCSB K13 "Modify descriptor" 2011-06-04 RCSB #