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 
# 
