data_K14 # _chem_comp.id K14 _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2R)-1-benzyl-2-hydroxy-3-{[(4-methoxyphenyl)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 K14 _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 3O9A _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 K14 C1 C1 C 0 1 N N N 15.264 36.898 18.862 2.728 6.455 -1.093 C1 K14 1 K14 O1 O1 O 0 1 N N N 14.913 35.543 18.538 1.948 5.669 -0.191 O1 K14 2 K14 C2 C2 C 0 1 Y N N 15.643 34.794 17.638 2.438 4.446 0.144 C2 K14 3 K14 C3 C3 C 0 1 Y N N 16.669 35.365 16.874 1.733 3.630 1.016 C3 K14 4 K14 C4 C4 C 0 1 Y N N 17.401 34.581 15.979 2.233 2.388 1.355 C4 K14 5 K14 C5 C5 C 0 1 Y N N 17.150 33.223 15.809 3.436 1.957 0.826 C5 K14 6 K14 C6 C6 C 0 1 Y N N 16.115 32.661 16.571 4.141 2.770 -0.043 C6 K14 7 K14 C7 C7 C 0 1 Y N N 15.378 33.432 17.487 3.642 4.010 -0.390 C7 K14 8 K14 S8 S8 S 0 1 N N N 18.051 32.334 14.775 4.071 0.372 1.260 S8 K14 9 K14 O9 O9 O 0 1 N N N 17.273 31.252 14.266 5.476 0.432 1.050 O9 K14 10 K14 O10 O10 O 0 1 N N N 18.569 33.148 13.697 3.486 0.034 2.509 O10 K14 11 K14 N11 N11 N 0 1 N N N 19.364 31.737 15.510 3.480 -0.712 0.156 N11 K14 12 K14 C12 C12 C 0 1 N N N 20.078 32.778 16.295 4.228 -0.989 -1.072 C12 K14 13 K14 C13 C13 C 0 1 N N S 21.580 32.485 16.381 5.132 -2.204 -0.855 C13 K14 14 K14 C14 C14 C 0 1 N N N 22.264 32.392 15.011 4.270 -3.447 -0.626 C14 K14 15 K14 C15 C15 C 0 1 N N N 22.246 33.525 17.285 6.010 -2.414 -2.091 C15 K14 16 K14 C16 C16 C 0 1 N N N 19.091 30.511 16.293 2.208 -1.393 0.409 C16 K14 17 K14 C17 C17 C 0 1 N N R 19.938 29.364 15.733 1.072 -0.618 -0.261 C17 K14 18 K14 C18 C18 C 0 1 N N N 22.136 34.942 16.785 7.000 -3.550 -1.826 C18 K14 19 K14 O18 O18 O 0 1 N N N 19.884 28.234 16.612 1.243 -0.651 -1.679 O18 K14 20 K14 C19 C19 C 0 1 N N S 19.540 28.913 14.333 -0.269 -1.258 0.106 C19 K14 21 K14 N20 N20 N 0 1 N N N 20.623 28.100 13.851 -1.362 -0.447 -0.436 N20 K14 22 K14 C21 C21 C 0 1 N N N 21.474 28.439 12.886 -2.580 -0.488 0.139 C21 K14 23 K14 O22 O22 O 0 1 N N N 21.503 29.472 12.236 -2.772 -1.197 1.107 O22 K14 24 K14 O23 O23 O 0 1 N N N 22.434 27.400 12.639 -3.585 0.257 -0.359 O23 K14 25 K14 C24 C24 C 0 1 N N R 23.284 27.515 11.510 -4.870 0.163 0.311 C24 K14 26 K14 C25 C25 C 0 1 N N N 24.609 26.959 11.981 -4.983 1.240 1.405 C25 K14 27 K14 O26 O26 O 0 1 N N N 24.448 25.539 11.870 -6.039 2.132 1.021 O26 K14 28 K14 C27 C27 C 0 1 N N R 23.537 25.263 10.802 -6.946 1.406 0.170 C27 K14 29 K14 O28 O28 O 0 1 N N N 22.509 24.361 11.212 -7.522 2.319 -0.775 O28 K14 30 K14 C29 C29 C 0 1 N N N 21.222 25.002 11.196 -6.697 2.419 -1.939 C29 K14 31 K14 C30 C30 C 0 1 N N N 21.386 26.225 10.307 -5.492 1.475 -1.742 C30 K14 32 K14 C31 C31 C 0 1 N N S 22.866 26.564 10.409 -6.013 0.482 -0.674 C31 K14 33 K14 C32 C32 C 0 1 N N N 18.225 28.122 14.244 -0.338 -2.668 -0.484 C32 K14 34 K14 C33 C33 C 0 1 Y N N 18.139 26.419 12.377 -2.762 -3.226 -0.766 C33 K14 35 K14 C34 C34 C 0 1 Y N N 17.943 26.068 11.055 -3.922 -3.845 -0.341 C34 K14 36 K14 C35 C35 C 0 1 Y N N 17.591 27.029 10.129 -3.924 -4.584 0.828 C35 K14 37 K14 C36 C36 C 0 1 Y N N 17.444 28.346 10.523 -2.765 -4.703 1.571 C36 K14 38 K14 C37 C37 C 0 1 Y N N 17.628 28.695 11.856 -1.605 -4.083 1.147 C37 K14 39 K14 C38 C38 C 0 1 Y N N 17.987 27.739 12.789 -1.603 -3.344 -0.022 C38 K14 40 K14 H1 H1 H 0 1 N N N 14.549 37.297 19.596 3.710 6.642 -0.658 H1 K14 41 K14 H1A H1A H 0 1 N N N 16.278 36.922 19.288 2.845 5.919 -2.035 H1A K14 42 K14 H1B H1B H 0 1 N N N 15.234 37.512 17.950 2.225 7.405 -1.276 H1B K14 43 K14 H3 H3 H 0 1 N N N 16.895 36.416 16.977 0.794 3.965 1.430 H3 K14 44 K14 H4 H4 H 0 1 N N N 18.187 35.044 15.401 1.685 1.752 2.034 H4 K14 45 K14 H6 H6 H 0 1 N N N 15.879 31.614 16.451 5.081 2.432 -0.455 H6 K14 46 K14 H7 H7 H 0 1 N N N 14.602 32.968 18.077 4.191 4.642 -1.073 H7 K14 47 K14 H12 H12 H 0 1 N N N 19.934 33.752 15.805 3.531 -1.195 -1.884 H12 K14 48 K14 H12A H12A H 0 0 N N N 19.662 32.801 17.313 4.839 -0.123 -1.329 H12A K14 49 K14 H13 H13 H 0 1 N N N 21.702 31.485 16.823 5.765 -2.035 0.016 H13 K14 50 K14 H14 H14 H 0 1 N N N 23.335 32.181 15.149 3.551 -3.546 -1.439 H14 K14 51 K14 H14A H14A H 0 0 N N N 21.803 31.583 14.426 4.907 -4.331 -0.594 H14A K14 52 K14 H14B H14B H 0 0 N N N 22.144 33.346 14.476 3.737 -3.350 0.320 H14B K14 53 K14 H15 H15 H 0 1 N N N 21.761 33.476 18.271 5.382 -2.671 -2.944 H15 K14 54 K14 H15A H15A H 0 0 N N N 23.315 33.274 17.358 6.559 -1.497 -2.306 H15A K14 55 K14 H16 H16 H 0 1 N N N 19.350 30.681 17.348 2.249 -2.403 -0.000 H16 K14 56 K14 H16A H16A H 0 0 N N N 18.024 30.254 16.217 2.030 -1.444 1.483 H16A K14 57 K14 H17 H17 H 0 1 N N N 20.959 29.767 15.661 1.086 0.417 0.083 H17 K14 58 K14 H18 H18 H 0 1 N N N 22.638 35.620 17.490 7.625 -3.700 -2.707 H18 K14 59 K14 H18A H18A H 0 0 N N N 22.614 35.020 15.797 7.628 -3.293 -0.974 H18A K14 60 K14 H18B H18B H 0 0 N N N 21.075 35.220 16.702 6.451 -4.467 -1.610 H18B K14 61 K14 HO18 HO18 H 0 0 N N N 20.412 27.529 16.255 1.241 -1.542 -2.055 HO18 K14 62 K14 H19 H19 H 0 1 N N N 19.357 29.814 13.729 -0.360 -1.313 1.191 H19 K14 63 K14 HN20 HN20 H 0 0 N N N 20.747 27.204 14.277 -1.209 0.119 -1.209 HN20 K14 64 K14 H24 H24 H 0 1 N N N 23.283 28.552 11.144 -5.002 -0.830 0.740 H24 K14 65 K14 H25 H25 H 0 1 N N N 25.439 27.318 11.355 -5.223 0.773 2.361 H25 K14 66 K14 H25A H25A H 0 0 N N N 24.823 27.258 13.018 -4.045 1.788 1.484 H25A K14 67 K14 H27 H27 H 0 1 N N N 24.101 24.813 9.972 -7.699 0.857 0.734 H27 K14 68 K14 H29 H29 H 0 1 N N N 20.454 24.326 10.792 -7.262 2.117 -2.821 H29 K14 69 K14 H29A H29A H 0 0 N N N 20.919 25.296 12.212 -6.347 3.445 -2.057 H29A K14 70 K14 H30 H30 H 0 1 N N N 21.097 26.005 9.269 -5.252 0.955 -2.669 H30 K14 71 K14 H30A H30A H 0 0 N N N 20.760 27.059 10.657 -4.627 2.024 -1.370 H30A K14 72 K14 H31 H31 H 0 1 N N N 23.130 27.036 9.451 -6.506 -0.402 -1.077 H31 K14 73 K14 H32 H32 H 0 1 N N N 18.294 27.214 14.861 -0.336 -2.607 -1.572 H32 K14 74 K14 H32A H32A H 0 0 N N N 17.392 28.742 14.607 0.525 -3.245 -0.151 H32A K14 75 K14 H33 H33 H 0 1 N N N 18.413 25.662 13.097 -2.760 -2.652 -1.681 H33 K14 76 K14 H34 H34 H 0 1 N N N 18.065 25.040 10.746 -4.828 -3.752 -0.922 H34 K14 77 K14 H35 H35 H 0 1 N N N 17.431 26.752 9.097 -4.831 -5.068 1.160 H35 K14 78 K14 H36 H36 H 0 1 N N N 17.187 29.102 9.796 -2.766 -5.279 2.485 H36 K14 79 K14 H37 H37 H 0 1 N N N 17.490 29.720 12.165 -0.699 -4.176 1.728 H37 K14 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 K14 C1 O1 SING N N 1 K14 O1 C2 SING N N 2 K14 C2 C3 DOUB Y N 3 K14 C2 C7 SING Y N 4 K14 C3 C4 SING Y N 5 K14 C4 C5 DOUB Y N 6 K14 C5 C6 SING Y N 7 K14 C5 S8 SING N N 8 K14 C6 C7 DOUB Y N 9 K14 S8 O9 DOUB N N 10 K14 S8 O10 DOUB N N 11 K14 S8 N11 SING N N 12 K14 N11 C12 SING N N 13 K14 N11 C16 SING N N 14 K14 C12 C13 SING N N 15 K14 C13 C14 SING N N 16 K14 C13 C15 SING N N 17 K14 C15 C18 SING N N 18 K14 C16 C17 SING N N 19 K14 C17 O18 SING N N 20 K14 C17 C19 SING N N 21 K14 C19 N20 SING N N 22 K14 C19 C32 SING N N 23 K14 N20 C21 SING N N 24 K14 C21 O22 DOUB N N 25 K14 C21 O23 SING N N 26 K14 O23 C24 SING N N 27 K14 C24 C25 SING N N 28 K14 C24 C31 SING N N 29 K14 C25 O26 SING N N 30 K14 O26 C27 SING N N 31 K14 C27 O28 SING N N 32 K14 C27 C31 SING N N 33 K14 O28 C29 SING N N 34 K14 C29 C30 SING N N 35 K14 C30 C31 SING N N 36 K14 C32 C38 SING N N 37 K14 C33 C34 DOUB Y N 38 K14 C33 C38 SING Y N 39 K14 C34 C35 SING Y N 40 K14 C35 C36 DOUB Y N 41 K14 C36 C37 SING Y N 42 K14 C37 C38 DOUB Y N 43 K14 C1 H1 SING N N 44 K14 C1 H1A SING N N 45 K14 C1 H1B SING N N 46 K14 C3 H3 SING N N 47 K14 C4 H4 SING N N 48 K14 C6 H6 SING N N 49 K14 C7 H7 SING N N 50 K14 C12 H12 SING N N 51 K14 C12 H12A SING N N 52 K14 C13 H13 SING N N 53 K14 C14 H14 SING N N 54 K14 C14 H14A SING N N 55 K14 C14 H14B SING N N 56 K14 C15 H15 SING N N 57 K14 C15 H15A SING N N 58 K14 C16 H16 SING N N 59 K14 C16 H16A SING N N 60 K14 C17 H17 SING N N 61 K14 C18 H18 SING N N 62 K14 C18 H18A SING N N 63 K14 C18 H18B SING N N 64 K14 O18 HO18 SING N N 65 K14 C19 H19 SING N N 66 K14 N20 HN20 SING N N 67 K14 C24 H24 SING N N 68 K14 C25 H25 SING N N 69 K14 C25 H25A SING N N 70 K14 C27 H27 SING N N 71 K14 C29 H29 SING N N 72 K14 C29 H29A SING N N 73 K14 C30 H30 SING N N 74 K14 C30 H30A SING N N 75 K14 C31 H31 SING N N 76 K14 C32 H32 SING N N 77 K14 C32 H32A SING N N 78 K14 C33 H33 SING N N 79 K14 C34 H34 SING N N 80 K14 C35 H35 SING N N 81 K14 C36 H36 SING N N 82 K14 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 K14 SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(OC)cc1)N(CC(C)CC)CC(O)C(NC(=O)OC2COC3OCCC23)Cc4ccccc4" K14 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(OC)cc4" K14 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(OC)cc4" K14 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)OC" K14 SMILES "OpenEye OEToolkits" 1.7.0 "CCC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)OC" K14 InChI InChI 1.03 "InChI=1S/C29H40N2O8S/c1-4-20(2)17-31(40(34,35)23-12-10-22(36-3)11-13-23)18-26(32)25(16-21-8-6-5-7-9-21)30-29(33)39-27-19-38-28-24(27)14-15-37-28/h5-13,20,24-28,32H,4,14-19H2,1-3H3,(H,30,33)/t20-,24-,25-,26+,27-,28+/m0/s1" K14 InChIKey InChI 1.03 CXUFZTSMYKDYRK-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 K14 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl][(2S)-2-methylbutyl]amino}-1-phenylbutan-2-yl]carbamate" K14 "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-methoxyphenyl)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 K14 "Create component" 2010-08-04 RCSB K14 "Modify aromatic_flag" 2011-06-04 RCSB K14 "Modify descriptor" 2011-06-04 RCSB #