data_G89 # _chem_comp.id G89 _chem_comp.name "(3R,3aR,5R,6aR)-3-hydroxyhexahydro-2H-cyclopenta[b]furan-5-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" _chem_comp.type peptide-like _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 2011-07-28 _chem_comp.pdbx_modified_date 2011-08-12 _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 G89 _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 3ST5 _chem_comp.pdbx_subcomponent_list "030 FV0 4OS" _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 G89 C21 C21 C 0 1 N N N 14.415 20.962 18.182 -2.134 -0.688 -0.082 C21 030 1 G89 O22 O22 O 0 1 N N N 15.533 20.455 18.054 -2.339 -1.381 0.895 O22 030 2 G89 O23 O23 O 0 1 N N N 13.432 20.287 18.827 -3.132 0.048 -0.606 O23 030 3 G89 C24 C24 C 0 1 N N R 13.738 18.924 19.137 -4.426 -0.037 0.046 C24 030 4 G89 C25 C25 C 0 1 N N N 12.604 18.367 20.014 -4.560 1.059 1.124 C25 030 5 G89 C26 C26 C 0 1 N N R 11.531 17.955 19.008 -6.018 1.547 1.081 C26 030 6 G89 O27 O27 O 0 1 N N N 10.860 19.143 18.613 -6.035 2.913 0.614 O27 030 7 G89 C28 C28 C 0 1 N N N 10.924 19.340 17.213 -7.320 3.094 -0.016 C28 030 8 G89 C29 C29 C 0 1 N N R 11.502 18.055 16.597 -7.568 1.781 -0.791 C29 030 9 G89 C30 C30 C 0 1 N N R 12.278 17.474 17.775 -6.720 0.734 -0.040 C30 030 10 G89 C31 C31 C 0 1 N N N 13.688 18.036 17.895 -5.562 0.279 -0.958 C31 030 11 G89 O41 O41 O 0 1 N N N 10.342 17.290 16.201 -8.952 1.428 -0.748 O41 030 12 G89 N11 N11 N 0 1 N N N 17.775 24.359 17.445 3.925 -0.903 0.026 N11 FV0 13 G89 C12 C12 C 0 1 N N N 18.732 24.700 18.492 4.682 -1.185 -1.196 C12 FV0 14 G89 C13 C13 C 0 1 N N N 18.359 24.059 19.834 5.552 -2.425 -0.983 C13 FV0 15 G89 C14 C14 C 0 1 N N N 18.399 22.523 19.745 6.246 -2.793 -2.296 C14 FV0 16 G89 C15 C15 C 0 1 N N N 19.343 24.458 20.940 6.605 -2.132 0.087 C15 FV0 17 G89 C16 C16 C 0 1 N N N 16.518 25.085 17.403 2.650 -1.582 0.272 C16 FV0 18 G89 C17 C17 C 0 1 N N R 15.377 24.220 17.918 1.523 -0.819 -0.427 C17 FV0 19 G89 O18 O18 O 0 1 N N N 14.228 24.975 18.286 1.715 -0.875 -1.842 O18 FV0 20 G89 C19 C19 C 0 1 N N S 15.001 23.074 16.986 0.178 -1.456 -0.069 C19 FV0 21 G89 N20 N20 N 0 1 N N N 14.102 22.169 17.730 -0.908 -0.655 -0.640 N20 FV0 22 G89 C32 C32 C 0 1 N N N 14.251 23.532 15.729 0.119 -2.875 -0.637 C32 FV0 23 G89 C33 C33 C 0 1 Y N N 12.651 21.876 14.683 -2.300 -3.440 -0.944 C33 FV0 24 G89 C34 C34 C 0 1 Y N N 12.380 20.748 13.943 -3.466 -4.054 -0.527 C34 FV0 25 G89 C35 C35 C 0 1 Y N N 13.383 20.109 13.216 -3.484 -4.773 0.654 C35 FV0 26 G89 C36 C36 C 0 1 Y N N 14.679 20.587 13.363 -2.335 -4.879 1.416 C36 FV0 27 G89 C37 C37 C 0 1 Y N N 14.968 21.690 14.154 -1.170 -4.264 0.998 C37 FV0 28 G89 C38 C38 C 0 1 Y N N 13.951 22.333 14.834 -1.152 -3.545 -0.182 C38 FV0 29 G89 S8 S8 S 0 1 N N N 18.463 24.154 15.972 4.511 0.183 1.131 S 4OS 30 G89 O9 O9 O 0 1 N N N 17.365 24.004 14.965 5.916 0.240 0.931 OB1 4OS 31 G89 O10 O10 O 0 1 N N N 19.381 22.974 16.073 3.915 -0.152 2.377 OB2 4OS 32 G89 C5 C5 C 0 1 Y N N 19.433 25.538 15.526 3.881 1.768 0.688 CG 4OS 33 G89 C6 C6 C 0 1 Y N N 18.838 26.651 14.957 4.593 2.576 -0.177 CD1 4OS 34 G89 C4 C4 C 0 1 Y N N 20.791 25.545 15.814 2.675 2.201 1.208 CD2 4OS 35 G89 C7 C7 C 0 1 Y N N 19.570 27.786 14.625 4.101 3.819 -0.526 CE1 4OS 36 G89 C3 C3 C 0 1 Y N N 21.528 26.699 15.530 2.179 3.443 0.863 CE2 4OS 37 G89 C2 C2 C 0 1 Y N N 20.933 27.808 14.937 2.892 4.256 -0.006 CZ 4OS 38 G89 O39 O39 O 0 1 N N N 21.597 28.960 14.663 2.403 5.476 -0.352 OH 4OS 39 G89 C40 C40 C 0 1 N N N 22.972 28.856 14.967 3.191 6.260 -1.251 CH 4OS 40 G89 H24 H24 H 0 1 N N N 14.735 18.915 19.602 -4.567 -1.024 0.486 H24 030 41 G89 H25 H25 H 0 1 N N N 12.944 17.508 20.612 -4.334 0.644 2.106 H25 030 42 G89 H25A H25A H 0 0 N N N 12.227 19.128 20.713 -3.883 1.884 0.902 H25A 030 43 G89 H26 H26 H 0 1 N N N 10.843 17.202 19.419 -6.509 1.442 2.049 H26 030 44 G89 H28 H28 H 0 1 N N N 9.919 19.536 16.810 -8.095 3.243 0.736 H28 030 45 G89 H28A H28A H 0 0 N N N 11.571 20.198 16.979 -7.290 3.940 -0.703 H28A 030 46 G89 H29 H29 H 0 1 N N N 12.158 18.128 15.717 -7.230 1.878 -1.823 H29 030 47 G89 H30 H30 H 0 1 N N N 12.354 16.383 17.654 -7.316 -0.094 0.345 H30 030 48 G89 H31 H31 H 0 1 N N N 13.934 18.627 17.001 -5.267 1.081 -1.634 H31 030 49 G89 H31A H31A H 0 0 N N N 14.413 17.214 17.991 -5.841 -0.614 -1.517 H31A 030 50 G89 HO41 HO41 H 0 0 N N N 10.621 16.472 15.807 -9.538 2.082 -1.154 HO41 030 51 G89 H12 H12 H 0 1 N N N 19.727 24.338 18.192 3.990 -1.363 -2.019 H12 FV0 52 G89 H12A H12A H 0 0 N N N 18.746 25.793 18.615 5.317 -0.332 -1.434 H12A FV0 53 G89 H13 H13 H 0 1 N N N 17.345 24.415 20.070 4.926 -3.257 -0.658 H13 FV0 54 G89 H14 H14 H 0 1 N N N 18.128 22.092 20.720 6.872 -1.962 -2.621 H14 FV0 55 G89 H14A H14A H 0 0 N N N 17.685 22.181 18.981 6.866 -3.677 -2.144 H14A FV0 56 G89 H14B H14B H 0 0 N N N 19.413 22.198 19.470 5.496 -3.002 -3.058 H14B FV0 57 G89 H15 H15 H 0 1 N N N 19.045 23.981 21.886 6.110 -1.870 1.022 H15 FV0 58 G89 H15A H15A H 0 0 N N N 20.356 24.128 20.666 7.225 -3.016 0.238 H15A FV0 59 G89 H15B H15B H 0 0 N N N 19.334 25.551 21.062 7.231 -1.301 -0.238 H15B FV0 60 G89 H16 H16 H 0 1 N N N 16.601 25.982 18.034 2.699 -2.598 -0.120 H16 FV0 61 G89 H16A H16A H 0 0 N N N 16.306 25.376 16.364 2.457 -1.616 1.344 H16A FV0 62 G89 H17 H17 H 0 1 N N N 15.779 23.761 18.833 1.532 0.221 -0.100 H17 FV0 63 G89 HO18 HO18 H 0 0 N N N 13.550 24.388 18.599 1.719 -1.772 -2.203 HO18 FV0 64 G89 H19 H19 H 0 1 N N N 15.936 22.593 16.661 0.071 -1.493 1.015 H19 FV0 65 G89 HN20 HN20 H 0 0 N N N 13.174 22.496 17.909 -0.744 -0.101 -1.419 HN20 FV0 66 G89 H32 H32 H 0 1 N N N 13.306 24.011 16.024 0.137 -2.832 -1.726 H32 FV0 67 G89 H32A H32A H 0 0 N N N 14.873 24.251 15.176 0.977 -3.445 -0.282 H32A FV0 68 G89 H33 H33 H 0 1 N N N 11.840 22.413 15.153 -2.285 -2.882 -1.869 H33 FV0 69 G89 H34 H34 H 0 1 N N N 11.375 20.352 13.925 -4.363 -3.972 -1.122 H34 FV0 70 G89 H35 H35 H 0 1 N N N 13.162 19.276 12.565 -4.394 -5.253 0.980 H35 FV0 71 G89 H36 H36 H 0 1 N N N 15.485 20.086 12.847 -2.349 -5.440 2.339 H36 FV0 72 G89 H37 H37 H 0 1 N N N 15.985 22.045 14.238 -0.272 -4.346 1.594 H37 FV0 73 G89 H6 H6 H 0 1 N N N 17.775 26.638 14.765 5.535 2.236 -0.582 HD1 4OS 74 G89 H4 H4 H 0 1 N N N 21.268 24.678 16.248 2.120 1.567 1.885 HD2 4OS 75 G89 H7 H7 H 0 1 N N N 19.099 28.628 14.139 4.658 4.450 -1.203 HE1 4OS 76 G89 H3 H3 H 0 1 N N N 22.579 26.730 15.776 1.237 3.781 1.269 HE2 4OS 77 G89 H40 H40 H 0 1 N N N 23.473 29.807 14.732 4.168 6.450 -0.807 HH1 4OS 78 G89 H40A H40A H 0 0 N N N 23.095 28.632 16.037 3.318 5.718 -2.189 HH2 4OS 79 G89 H40B H40B H 0 0 N N N 23.419 28.048 14.369 2.688 7.207 -1.444 HH3 4OS 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 G89 C2 C3 DOUB Y N 1 G89 C2 C7 SING Y N 2 G89 C2 O39 SING N N 3 G89 C3 C4 SING Y N 4 G89 C4 C5 DOUB Y N 5 G89 C5 C6 SING Y N 6 G89 C5 S8 SING N N 7 G89 C6 C7 DOUB Y N 8 G89 S8 O9 DOUB N N 9 G89 S8 O10 DOUB N N 10 G89 S8 N11 SING N N 11 G89 N11 C12 SING N N 12 G89 N11 C16 SING N N 13 G89 C12 C13 SING N N 14 G89 C13 C14 SING N N 15 G89 C13 C15 SING N N 16 G89 C16 C17 SING N N 17 G89 C17 O18 SING N N 18 G89 C17 C19 SING N N 19 G89 C19 N20 SING N N 20 G89 C19 C32 SING N N 21 G89 N20 C21 SING N N 22 G89 C21 O22 DOUB N N 23 G89 C21 O23 SING N N 24 G89 O23 C24 SING N N 25 G89 C24 C25 SING N N 26 G89 C24 C31 SING N N 27 G89 C25 C26 SING N N 28 G89 C26 O27 SING N N 29 G89 C26 C30 SING N N 30 G89 O27 C28 SING N N 31 G89 C28 C29 SING N N 32 G89 C29 C30 SING N N 33 G89 C29 O41 SING N N 34 G89 C30 C31 SING N N 35 G89 C32 C38 SING N N 36 G89 C33 C34 DOUB Y N 37 G89 C33 C38 SING Y N 38 G89 C34 C35 SING Y N 39 G89 C35 C36 DOUB Y N 40 G89 C36 C37 SING Y N 41 G89 C37 C38 DOUB Y N 42 G89 O39 C40 SING N N 43 G89 C3 H3 SING N N 44 G89 C4 H4 SING N N 45 G89 C6 H6 SING N N 46 G89 C7 H7 SING N N 47 G89 C12 H12 SING N N 48 G89 C12 H12A SING N N 49 G89 C13 H13 SING N N 50 G89 C14 H14 SING N N 51 G89 C14 H14A SING N N 52 G89 C14 H14B SING N N 53 G89 C15 H15 SING N N 54 G89 C15 H15A SING N N 55 G89 C15 H15B SING N N 56 G89 C16 H16 SING N N 57 G89 C16 H16A SING N N 58 G89 C17 H17 SING N N 59 G89 O18 HO18 SING N N 60 G89 C19 H19 SING N N 61 G89 N20 HN20 SING N N 62 G89 C24 H24 SING N N 63 G89 C25 H25 SING N N 64 G89 C25 H25A SING N N 65 G89 C26 H26 SING N N 66 G89 C28 H28 SING N N 67 G89 C28 H28A SING N N 68 G89 C29 H29 SING N N 69 G89 C30 H30 SING N N 70 G89 C31 H31 SING N N 71 G89 C31 H31A SING N N 72 G89 C32 H32 SING N N 73 G89 C32 H32A SING N N 74 G89 C33 H33 SING N N 75 G89 C34 H34 SING N N 76 G89 C35 H35 SING N N 77 G89 C36 H36 SING N N 78 G89 C37 H37 SING N N 79 G89 C40 H40 SING N N 80 G89 C40 H40A SING N N 81 G89 C40 H40B SING N N 82 G89 O41 HO41 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 G89 SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(OC)cc1)N(CC(C)C)CC(O)C(NC(=O)OC3CC2C(OCC2O)C3)Cc4ccccc4" G89 InChI InChI 1.03 "InChI=1S/C29H40N2O8S/c1-19(2)16-31(40(35,36)23-11-9-21(37-3)10-12-23)17-26(32)25(13-20-7-5-4-6-8-20)30-29(34)39-22-14-24-27(33)18-38-28(24)15-22/h4-12,19,22,24-28,32-33H,13-18H2,1-3H3,(H,30,34)/t22-,24-,25+,26-,27+,28-/m1/s1" G89 InChIKey InChI 1.03 LJPOEDMTSRUIGG-RVSUYJHDSA-N G89 SMILES_CANONICAL CACTVS 3.370 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3C[C@H]4OC[C@H](O)[C@H]4C3" G89 SMILES CACTVS 3.370 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3C[CH]4OC[CH](O)[CH]4C3" G89 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(C)C[N@@](C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@@H]2C[C@H]3[C@@H](C2)OC[C@@H]3O)O)S(=O)(=O)c4ccc(cc4)OC" G89 SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2CC3C(C2)OCC3O)O)S(=O)(=O)c4ccc(cc4)OC" # 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 G89 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aR,5R,6aR)-3-hydroxyhexahydro-2H-cyclopenta[b]furan-5-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" G89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(3R,3aR,5R,6aR)-3-oxidanyl-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-5-yl] N-[(2S,3R)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-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 G89 "Create component" 2011-07-28 RCSB #