data_K2A # _chem_comp.id K2A _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2R)-1-benzyl-2-hydroxy-3-({[4-(hydroxymethyl)phenyl]sulfonyl}[(2S)-2-methylbutyl]amino)propyl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H40 N2 O8 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 576.701 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K2A _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 3O9B _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 K2A C1 C1 C 0 1 N N N 14.439 35.874 18.158 1.885 -5.771 0.574 C1 K2A 1 K2A O1 O1 O 0 1 N N N 14.876 35.851 19.519 2.372 -6.793 -0.299 O1 K2A 2 K2A C2 C2 C 0 1 Y N N 15.342 34.987 17.324 2.436 -4.437 0.141 C2 K2A 3 K2A C3 C3 C 0 1 Y N N 15.172 33.608 17.297 1.742 -3.665 -0.771 C3 K2A 4 K2A C4 C4 C 0 1 Y N N 16.019 32.807 16.511 2.247 -2.441 -1.168 C4 K2A 5 K2A C5 C5 C 0 1 Y N N 17.047 33.376 15.758 3.447 -1.988 -0.652 C5 K2A 6 K2A C6 C6 C 0 1 Y N N 17.203 34.766 15.805 4.141 -2.760 0.262 C6 K2A 7 K2A C7 C7 C 0 1 Y N N 16.361 35.562 16.576 3.633 -3.982 0.662 C7 K2A 8 K2A S8 S8 S 0 1 N N N 18.059 32.456 14.854 4.091 -0.429 -1.159 S8 K2A 9 K2A O9 O9 O 0 1 N N N 18.702 33.284 13.880 5.494 -0.483 -0.935 O9 K2A 10 K2A O10 O10 O 0 1 N N N 17.309 31.389 14.294 3.517 -0.150 -2.428 O10 K2A 11 K2A N11 N11 N 0 1 N N N 19.294 31.839 15.716 3.495 0.710 -0.115 N11 K2A 12 K2A C12 C12 C 0 1 N N N 20.002 32.883 16.509 4.235 1.046 1.104 C12 K2A 13 K2A C13 C13 C 0 1 N N S 21.504 32.611 16.548 5.145 2.246 0.835 C13 K2A 14 K2A C14 C14 C 0 1 N N N 22.132 32.575 15.153 4.289 3.478 0.537 C14 K2A 15 K2A C15 C15 C 0 1 N N N 22.183 33.630 17.467 6.013 2.513 2.065 C15 K2A 16 K2A C16 C16 C 0 1 N N N 18.981 30.571 16.419 2.228 1.383 -0.412 C16 K2A 17 K2A C17 C17 C 0 1 N N R 19.903 29.471 15.853 1.083 0.645 0.286 C17 K2A 18 K2A C18 C18 C 0 1 N N N 22.052 35.050 16.969 7.010 3.632 1.753 C18 K2A 19 K2A O18 O18 O 0 1 N N N 19.824 28.307 16.700 1.244 0.748 1.702 O18 K2A 20 K2A C19 C19 C 0 1 N N S 19.574 29.082 14.412 -0.252 1.271 -0.123 C19 K2A 21 K2A N20 N20 N 0 1 N N N 20.652 28.248 13.923 -1.352 0.492 0.450 N20 K2A 22 K2A C21 C21 C 0 1 N N N 21.534 28.622 13.012 -2.566 0.508 -0.137 C21 K2A 23 K2A O22 O22 O 0 1 N N N 21.601 29.677 12.414 -2.747 1.169 -1.140 O22 K2A 24 K2A O23 O23 O 0 1 N N N 22.513 27.608 12.765 -3.577 -0.208 0.389 O23 K2A 25 K2A C24 C24 C 0 1 N N R 23.340 27.759 11.623 -4.856 -0.144 -0.295 C24 K2A 26 K2A C25 C25 C 0 1 N N N 24.660 27.161 12.056 -4.965 -1.273 -1.335 C25 K2A 27 K2A O26 O26 O 0 1 N N N 24.457 25.754 11.895 -6.027 -2.141 -0.916 O26 K2A 28 K2A C27 C27 C 0 1 N N R 23.561 25.527 10.811 -6.938 -1.371 -0.109 C27 K2A 29 K2A O28 O28 O 0 1 N N N 22.554 24.596 11.184 -7.525 -2.234 0.875 O28 K2A 30 K2A C29 C29 C 0 1 N N N 21.273 25.239 11.233 -6.709 -2.280 2.049 C29 K2A 31 K2A C30 C30 C 0 1 N N N 21.399 26.536 10.443 -5.500 -1.350 1.815 C30 K2A 32 K2A C31 C31 C 0 1 N N S 22.886 26.849 10.514 -6.009 -0.410 0.695 C31 K2A 33 K2A C32 C32 C 0 1 N N N 18.269 28.291 14.255 -0.321 2.709 0.396 C32 K2A 34 K2A C33 C33 C 0 1 Y N N 17.724 28.895 11.857 -2.745 3.287 0.630 C33 K2A 35 K2A C34 C34 C 0 1 Y N N 17.519 28.548 10.525 -3.899 3.889 0.166 C34 K2A 36 K2A C35 C35 C 0 1 Y N N 17.598 27.225 10.124 -3.889 4.569 -1.038 C35 K2A 37 K2A C36 C36 C 0 1 Y N N 17.892 26.262 11.057 -2.723 4.647 -1.777 C36 K2A 38 K2A C37 C37 C 0 1 Y N N 18.104 26.595 12.388 -1.569 4.045 -1.313 C37 K2A 39 K2A C38 C38 C 0 1 Y N N 18.031 27.917 12.806 -1.579 3.365 -0.110 C38 K2A 40 K2A H1 H1 H 0 1 N N N 13.405 35.504 18.098 0.796 -5.745 0.532 H1 K2A 41 K2A H1A H1A H 0 1 N N N 14.482 36.905 17.776 2.205 -5.982 1.594 H1A K2A 42 K2A HO1 HO1 H 0 1 N N N 14.311 36.407 20.043 2.056 -7.680 -0.079 HO1 K2A 43 K2A H3 H3 H 0 1 N N N 14.387 33.150 17.881 0.804 -4.019 -1.175 H3 K2A 44 K2A H4 H4 H 0 1 N N N 15.872 31.737 16.490 1.705 -1.839 -1.882 H4 K2A 45 K2A H6 H6 H 0 1 N N N 17.992 35.230 15.232 5.078 -2.406 0.665 H6 K2A 46 K2A H7 H7 H 0 1 N N N 16.501 36.633 16.593 4.174 -4.582 1.378 H7 K2A 47 K2A H12 H12 H 0 1 N N N 19.828 33.865 16.045 3.531 1.294 1.899 H12 K2A 48 K2A H12A H12A H 0 0 N N N 19.610 32.879 17.537 4.840 0.192 1.408 H12A K2A 49 K2A H13 H13 H 0 1 N N N 21.663 31.604 16.962 5.784 2.032 -0.022 H13 K2A 50 K2A H14 H14 H 0 1 N N N 23.210 32.376 15.241 3.564 3.620 1.338 H14 K2A 51 K2A H14A H14A H 0 0 N N N 21.660 31.779 14.559 4.930 4.357 0.467 H14A K2A 52 K2A H14B H14B H 0 0 N N N 21.977 33.544 14.656 3.763 3.336 -0.408 H14B K2A 53 K2A H15 H15 H 0 1 N N N 21.714 33.567 18.460 5.379 2.814 2.899 H15 K2A 54 K2A H15A H15A H 0 0 N N N 23.253 33.382 17.528 6.557 1.607 2.331 H15A K2A 55 K2A H16 H16 H 0 1 N N N 19.155 30.688 17.499 2.269 2.411 -0.053 H16 K2A 56 K2A H16A H16A H 0 0 N N N 17.928 30.300 16.253 2.058 1.381 -1.488 H16A K2A 57 K2A H17 H17 H 0 1 N N N 20.923 29.881 15.839 1.097 -0.405 -0.006 H17 K2A 58 K2A H18 H18 H 0 1 N N N 22.557 35.732 17.668 6.466 4.539 1.488 H18 K2A 59 K2A H18A H18A H 0 0 N N N 22.516 35.134 15.975 7.628 3.823 2.630 H18A K2A 60 K2A H18B H18B H 0 0 N N N 20.987 35.318 16.901 7.644 3.331 0.919 H18B K2A 61 K2A HO18 HO18 H 0 0 N N N 20.390 27.626 16.356 1.241 1.657 2.033 HO18 K2A 62 K2A H19 H19 H 0 1 N N N 19.452 30.019 13.849 -0.334 1.273 -1.210 H19 K2A 63 K2A HN20 HN20 H 0 0 N N N 20.735 27.326 14.300 -1.207 -0.036 1.251 HN20 K2A 64 K2A H24 H24 H 0 1 N N N 23.352 28.806 11.287 -4.981 0.828 -0.774 H24 K2A 65 K2A H25 H25 H 0 1 N N N 25.491 27.523 11.433 -5.195 -0.853 -2.315 H25 K2A 66 K2A H25A H25A H 0 0 N N N 24.897 27.418 13.099 -4.028 -1.827 -1.379 H25A K2A 67 K2A H27 H27 H 0 1 N N N 24.111 25.131 9.945 -7.685 -0.848 -0.706 H27 K2A 68 K2A H29 H29 H 0 1 N N N 20.503 24.592 10.787 -7.281 -1.932 2.910 H29 K2A 69 K2A H29A H29A H 0 0 N N N 20.991 25.451 12.275 -6.364 -3.299 2.220 H29A K2A 70 K2A H30 H30 H 0 1 N N N 21.062 26.410 9.404 -5.266 -0.786 2.717 H30 K2A 71 K2A H30A H30A H 0 0 N N N 20.795 27.340 10.888 -4.634 -1.920 1.478 H30A K2A 72 K2A H31 H31 H 0 1 N N N 23.131 27.355 9.568 -6.502 0.495 1.050 H31 K2A 73 K2A H32 H32 H 0 1 N N N 18.334 27.372 14.855 -0.327 2.702 1.486 H32 K2A 74 K2A H32A H32A H 0 0 N N N 17.431 28.911 14.606 0.547 3.265 0.042 H32A K2A 75 K2A H33 H33 H 0 1 N N N 17.645 29.929 12.159 -2.752 2.760 1.572 H33 K2A 76 K2A H34 H34 H 0 1 N N N 17.297 29.316 9.799 -4.810 3.828 0.743 H34 K2A 77 K2A H35 H35 H 0 1 N N N 17.431 26.955 9.092 -4.791 5.039 -1.401 H35 K2A 78 K2A H36 H36 H 0 1 N N N 17.959 25.229 10.751 -2.715 5.178 -2.718 H36 K2A 79 K2A H37 H37 H 0 1 N N N 18.328 25.819 13.105 -0.658 4.106 -1.891 H37 K2A 80 # 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 K2A C1 O1 SING N N 1 K2A C1 C2 SING N N 2 K2A C2 C3 DOUB Y N 3 K2A C2 C7 SING Y N 4 K2A C3 C4 SING Y N 5 K2A C4 C5 DOUB Y N 6 K2A C5 C6 SING Y N 7 K2A C5 S8 SING N N 8 K2A C6 C7 DOUB Y N 9 K2A S8 O9 DOUB N N 10 K2A S8 O10 DOUB N N 11 K2A S8 N11 SING N N 12 K2A N11 C12 SING N N 13 K2A N11 C16 SING N N 14 K2A C12 C13 SING N N 15 K2A C13 C14 SING N N 16 K2A C13 C15 SING N N 17 K2A C15 C18 SING N N 18 K2A C16 C17 SING N N 19 K2A C17 O18 SING N N 20 K2A C17 C19 SING N N 21 K2A C19 N20 SING N N 22 K2A C19 C32 SING N N 23 K2A N20 C21 SING N N 24 K2A C21 O22 DOUB N N 25 K2A C21 O23 SING N N 26 K2A O23 C24 SING N N 27 K2A C24 C25 SING N N 28 K2A C24 C31 SING N N 29 K2A C25 O26 SING N N 30 K2A O26 C27 SING N N 31 K2A C27 O28 SING N N 32 K2A C27 C31 SING N N 33 K2A O28 C29 SING N N 34 K2A C29 C30 SING N N 35 K2A C30 C31 SING N N 36 K2A C32 C38 SING N N 37 K2A C33 C34 DOUB Y N 38 K2A C33 C38 SING Y N 39 K2A C34 C35 SING Y N 40 K2A C35 C36 DOUB Y N 41 K2A C36 C37 SING Y N 42 K2A C37 C38 DOUB Y N 43 K2A C1 H1 SING N N 44 K2A C1 H1A SING N N 45 K2A O1 HO1 SING N N 46 K2A C3 H3 SING N N 47 K2A C4 H4 SING N N 48 K2A C6 H6 SING N N 49 K2A C7 H7 SING N N 50 K2A C12 H12 SING N N 51 K2A C12 H12A SING N N 52 K2A C13 H13 SING N N 53 K2A C14 H14 SING N N 54 K2A C14 H14A SING N N 55 K2A C14 H14B SING N N 56 K2A C15 H15 SING N N 57 K2A C15 H15A SING N N 58 K2A C16 H16 SING N N 59 K2A C16 H16A SING N N 60 K2A C17 H17 SING N N 61 K2A C18 H18 SING N N 62 K2A C18 H18A SING N N 63 K2A C18 H18B SING N N 64 K2A O18 HO18 SING N N 65 K2A C19 H19 SING N N 66 K2A N20 HN20 SING N N 67 K2A C24 H24 SING N N 68 K2A C25 H25 SING N N 69 K2A C25 H25A SING N N 70 K2A C27 H27 SING N N 71 K2A C29 H29 SING N N 72 K2A C29 H29A SING N N 73 K2A C30 H30 SING N N 74 K2A C30 H30A SING N N 75 K2A C31 H31 SING N N 76 K2A C32 H32 SING N N 77 K2A C32 H32A SING N N 78 K2A C33 H33 SING N N 79 K2A C34 H34 SING N N 80 K2A C35 H35 SING N N 81 K2A C36 H36 SING N N 82 K2A C37 H37 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 K2A SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(cc1)CO)N(CC(C)CC)CC(O)C(NC(=O)OC2COC3OCCC23)Cc4ccccc4" K2A 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(CO)cc4" K2A 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(CO)cc4" K2A 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)CO" K2A SMILES "OpenEye OEToolkits" 1.7.0 "CCC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)CO" K2A InChI InChI 1.03 "InChI=1S/C29H40N2O8S/c1-3-20(2)16-31(40(35,36)23-11-9-22(18-32)10-12-23)17-26(33)25(15-21-7-5-4-6-8-21)30-29(34)39-27-19-38-28-24(27)13-14-37-28/h4-12,20,24-28,32-33H,3,13-19H2,1-2H3,(H,30,34)/t20-,24-,25-,26+,27-,28+/m0/s1" K2A InChIKey InChI 1.03 ALWBGUNCNDFMFE-QKULBLGOSA-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 K2A "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-3-hydroxy-4-({[4-(hydroxymethyl)phenyl]sulfonyl}[(2S)-2-methylbutyl]amino)-1-phenylbutan-2-yl]carbamate" K2A "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)-3-hydroxy-4-[[4-(hydroxymethyl)phenyl]sulfonyl-[(2S)-2-methylbutyl]amino]-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 K2A "Create component" 2010-08-04 RCSB K2A "Modify aromatic_flag" 2011-06-04 RCSB K2A "Modify descriptor" 2011-06-04 RCSB #