data_GRL # _chem_comp.id GRL _chem_comp.name "(3AS,5R,6AR)-HEXAHYDRO-2H-CYCLOPENTA[B]FURAN-5-YL (2S,3S)-3-HYDROXY-4-(4-(HYDROXYMETHYL)-N-ISOBUTYLPHENYLSULFONAMIDO)-1-PHENYLBUTAN-2-YLCARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H40 N2 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-06-19 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces UIC _chem_comp.formula_weight 560.702 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GRL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 GRL C11 C11 C 0 1 N N R -8.823 15.761 22.420 5.664 0.053 0.129 C11 GRL 1 GRL C12 C12 C 0 1 N N N -7.404 15.157 22.217 6.827 0.125 -0.891 C12 GRL 2 GRL O1 O1 O 0 1 N N N -7.400 18.506 21.330 8.015 -2.410 0.451 O1 GRL 3 GRL C14 C14 C 0 1 N N N -6.049 18.528 21.813 9.292 -2.183 -0.181 C14 GRL 4 GRL C15 C15 C 0 1 N N S -6.619 16.255 21.475 8.078 -0.079 -0.005 C15 GRL 5 GRL C16 C16 C 0 1 N N N -9.017 16.583 21.139 6.095 -1.046 1.121 C16 GRL 6 GRL C2 C2 C 0 1 N N N -5.760 17.136 22.390 9.166 -0.790 -0.836 C2 GRL 7 GRL C1 C1 C 0 1 N N R -7.629 17.165 20.804 7.631 -1.132 1.046 C1 GRL 8 GRL O13 O13 O 0 1 N N N -8.860 16.703 23.502 4.428 -0.318 -0.535 O13 GRL 9 GRL C21 C21 C 0 1 N N N -8.789 16.302 24.880 3.246 0.088 -0.034 C21 GRL 10 GRL C22 C22 C 0 1 N N S -9.019 17.259 27.166 0.812 0.185 -0.106 C22 GRL 11 GRL C23 C23 C 0 1 N N N -7.912 18.050 27.931 0.496 1.590 -0.621 C23 GRL 12 GRL C24 C24 C 0 1 Y N N -6.600 17.936 27.215 1.513 2.564 -0.083 C24 GRL 13 GRL C25 C25 C 0 1 Y N N -5.780 16.776 27.430 1.284 3.209 1.118 C25 GRL 14 GRL C26 C26 C 0 1 Y N N -4.536 16.673 26.738 2.218 4.099 1.614 C26 GRL 15 GRL C27 C27 C 0 1 Y N N -4.137 17.726 25.843 3.378 4.350 0.904 C27 GRL 16 GRL C28 C28 C 0 1 Y N N -4.968 18.889 25.637 3.604 3.708 -0.299 C28 GRL 17 GRL C29 C29 C 0 1 Y N N -6.208 18.994 26.327 2.672 2.815 -0.793 C29 GRL 18 GRL O21 O21 O 0 1 N N N -8.546 15.139 25.273 3.214 0.765 0.974 O21 GRL 19 GRL N21 N21 N 0 1 N N N -8.951 17.385 25.677 2.098 -0.257 -0.651 N21 GRL 20 GRL C31 C31 C 0 1 N N R -10.422 17.717 27.622 -0.289 -0.781 -0.549 C31 GRL 21 GRL C32 C32 C 0 1 N N N -10.681 17.423 29.125 -1.608 -0.392 0.121 C32 GRL 22 GRL C33 C33 C 0 1 N N N -11.465 15.075 28.528 -2.685 -2.650 0.543 C33 GRL 23 GRL C34 C34 C 0 1 N N N -12.495 14.290 29.351 -3.013 -2.363 2.010 C34 GRL 24 GRL C35 C35 C 0 1 N N N -12.451 12.767 29.122 -4.424 -1.782 2.113 C35 GRL 25 GRL C36 C36 C 0 1 N N N -13.891 14.796 29.035 -2.937 -3.663 2.813 C36 GRL 26 GRL O31 O31 O 0 1 N N N -10.516 19.119 27.338 -0.437 -0.715 -1.968 O31 GRL 27 GRL O32 O32 O 0 1 N N N -7.992 15.988 30.054 -3.124 -0.119 -2.246 O32 GRL 28 GRL O33 O33 O 0 1 N N N -9.205 13.812 29.938 -4.195 -2.367 -1.826 O33 GRL 29 GRL N31 N31 N 0 1 N N N -10.530 15.952 29.359 -2.632 -1.390 -0.201 N31 GRL 30 GRL S31 S31 S 0 1 N N N -9.185 15.224 30.261 -3.728 -1.092 -1.405 S31 GRL 31 GRL C41 C41 C 0 1 Y N N -9.505 15.248 32.007 -5.115 -0.293 -0.669 C41 GRL 32 GRL C42 C42 C 0 1 Y N N -9.691 13.982 32.669 -5.152 1.086 -0.580 C42 GRL 33 GRL C43 C43 C 0 1 Y N N -9.944 13.969 34.065 -6.240 1.713 -0.003 C43 GRL 34 GRL C44 C44 C 0 1 Y N N -10.007 15.217 34.774 -7.292 0.961 0.485 C44 GRL 35 GRL C45 C45 C 0 1 Y N N -9.816 16.465 34.100 -7.257 -0.418 0.395 C45 GRL 36 GRL C46 C46 C 0 1 Y N N -9.560 16.484 32.693 -6.170 -1.045 -0.186 C46 GRL 37 GRL C3 C3 C 0 1 N N N -10.277 15.248 36.275 -8.478 1.644 1.115 C3 GRL 38 GRL O2 O2 O 0 1 N N N -11.576 15.765 36.650 -9.456 1.924 0.111 O2 GRL 39 GRL H11 H11 H 0 1 N N N -9.565 14.976 22.626 5.548 1.007 0.644 H11 GRL 40 GRL H121 1H12 H 0 0 N N N -7.431 14.212 21.654 6.743 -0.672 -1.629 H121 GRL 41 GRL H122 2H12 H 0 0 N N N -6.934 14.916 23.182 6.853 1.101 -1.377 H122 GRL 42 GRL H141 1H14 H 0 0 N N N -5.919 19.306 22.580 9.481 -2.943 -0.939 H141 GRL 43 GRL H142 2H14 H 0 0 N N N -5.353 18.754 20.992 10.089 -2.182 0.563 H142 GRL 44 GRL H15 H15 H 0 1 N N N -5.941 15.746 20.774 8.430 0.848 0.447 H15 GRL 45 GRL H161 1H16 H 0 0 N N N -9.766 17.377 21.277 5.785 -0.796 2.135 H161 GRL 46 GRL H162 2H16 H 0 0 N N N -9.381 15.947 20.319 5.654 -1.996 0.820 H162 GRL 47 GRL H21 1H2 H 0 1 N N N -5.993 17.035 23.460 8.852 -0.884 -1.875 H21 GRL 48 GRL H22A 2H2 H 0 0 N N N -4.692 16.875 22.341 10.111 -0.250 -0.769 H22A GRL 49 GRL H1 H1 H 0 1 N N N -7.546 17.228 19.709 8.103 -0.978 2.017 H1 GRL 50 GRL H22 H22 H 0 1 N N N -8.836 16.203 27.416 0.865 0.201 0.983 H22 GRL 51 GRL H231 1H23 H 0 0 N N N -7.806 17.629 28.942 0.530 1.594 -1.710 H231 GRL 52 GRL H232 2H23 H 0 0 N N N -8.201 19.110 27.990 -0.500 1.884 -0.288 H232 GRL 53 GRL H25 H25 H 0 1 N N N -6.100 15.995 28.104 0.378 3.013 1.672 H25 GRL 54 GRL H26 H26 H 0 1 N N N -3.900 15.812 26.885 2.042 4.600 2.554 H26 GRL 55 GRL H27 H27 H 0 1 N N N -3.198 17.645 25.315 4.107 5.047 1.290 H27 GRL 56 GRL H28 H28 H 0 1 N N N -4.651 19.673 24.965 4.510 3.904 -0.854 H28 GRL 57 GRL H29 H29 H 0 1 N N N -6.844 19.855 26.185 2.849 2.314 -1.733 H29 GRL 58 GRL HN21 HN21 H 0 0 N N N -9.027 18.291 25.260 2.124 -0.798 -1.456 HN21 GRL 59 GRL H31 H31 H 0 1 N N N -11.195 17.154 27.079 -0.019 -1.796 -0.258 H31 GRL 60 GRL H321 1H32 H 0 0 N N N -11.697 17.744 29.400 -1.926 0.585 -0.243 H321 GRL 61 GRL H322 2H32 H 0 0 N N N -9.955 17.974 29.742 -1.469 -0.350 1.201 H322 GRL 62 GRL H331 1H33 H 0 0 N N N -12.033 15.750 27.871 -1.719 -3.152 0.478 H331 GRL 63 GRL H332 2H33 H 0 0 N N N -10.847 14.349 27.979 -3.457 -3.291 0.117 H332 GRL 64 GRL H34 H34 H 0 1 N N N -12.235 14.460 30.406 -2.295 -1.647 2.409 H34 GRL 65 GRL H351 1H35 H 0 0 N N N -13.339 12.302 29.576 -5.130 -2.454 1.626 H351 GRL 66 GRL H352 2H35 H 0 0 N N N -11.543 12.353 29.584 -4.695 -1.669 3.163 H352 GRL 67 GRL H353 3H35 H 0 0 N N N -12.441 12.558 28.042 -4.453 -0.808 1.624 H353 GRL 68 GRL H361 1H36 H 0 0 N N N -14.405 14.071 28.387 -3.655 -4.380 2.414 H361 GRL 69 GRL H362 2H36 H 0 0 N N N -13.822 15.765 28.519 -1.931 -4.078 2.740 H362 GRL 70 GRL H363 3H36 H 0 0 N N N -14.458 14.918 29.970 -3.170 -3.459 3.858 H363 GRL 71 GRL HO31 HO31 H 0 0 N N N -10.537 19.607 28.153 -0.675 0.198 -2.182 HO31 GRL 72 GRL H42 H42 H 0 1 N N N -9.639 13.058 32.112 -4.329 1.674 -0.961 H42 GRL 73 GRL H43 H43 H 0 1 N N N -10.087 13.034 34.587 -6.268 2.790 0.068 H43 GRL 74 GRL H45 H45 H 0 1 N N N -9.865 17.391 34.653 -8.079 -1.005 0.775 H45 GRL 75 GRL H46 H46 H 0 1 N N N -9.413 17.417 32.169 -6.142 -2.122 -0.257 H46 GRL 76 GRL H31A 1H3 H 0 0 N N N -9.532 15.930 36.712 -8.913 0.993 1.874 H31A GRL 77 GRL H32 2H3 H 0 1 N N N -10.207 14.216 36.649 -8.157 2.577 1.578 H32 GRL 78 GRL HO2 HO2 H 0 1 N N N -11.612 15.878 37.593 -10.196 2.360 0.555 HO2 GRL 79 # 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 GRL C11 C12 SING N N 1 GRL C11 C16 SING N N 2 GRL C11 O13 SING N N 3 GRL C11 H11 SING N N 4 GRL C12 C15 SING N N 5 GRL C12 H121 SING N N 6 GRL C12 H122 SING N N 7 GRL O1 C14 SING N N 8 GRL O1 C1 SING N N 9 GRL C14 C2 SING N N 10 GRL C14 H141 SING N N 11 GRL C14 H142 SING N N 12 GRL C15 C2 SING N N 13 GRL C15 C1 SING N N 14 GRL C15 H15 SING N N 15 GRL C16 C1 SING N N 16 GRL C16 H161 SING N N 17 GRL C16 H162 SING N N 18 GRL C2 H21 SING N N 19 GRL C2 H22A SING N N 20 GRL C1 H1 SING N N 21 GRL O13 C21 SING N N 22 GRL C21 O21 DOUB N N 23 GRL C21 N21 SING N N 24 GRL C22 C23 SING N N 25 GRL C22 N21 SING N N 26 GRL C22 C31 SING N N 27 GRL C22 H22 SING N N 28 GRL C23 C24 SING N N 29 GRL C23 H231 SING N N 30 GRL C23 H232 SING N N 31 GRL C24 C25 SING Y N 32 GRL C24 C29 DOUB Y N 33 GRL C25 C26 DOUB Y N 34 GRL C25 H25 SING N N 35 GRL C26 C27 SING Y N 36 GRL C26 H26 SING N N 37 GRL C27 C28 DOUB Y N 38 GRL C27 H27 SING N N 39 GRL C28 C29 SING Y N 40 GRL C28 H28 SING N N 41 GRL C29 H29 SING N N 42 GRL N21 HN21 SING N N 43 GRL C31 C32 SING N N 44 GRL C31 O31 SING N N 45 GRL C31 H31 SING N N 46 GRL C32 N31 SING N N 47 GRL C32 H321 SING N N 48 GRL C32 H322 SING N N 49 GRL C33 C34 SING N N 50 GRL C33 N31 SING N N 51 GRL C33 H331 SING N N 52 GRL C33 H332 SING N N 53 GRL C34 C35 SING N N 54 GRL C34 C36 SING N N 55 GRL C34 H34 SING N N 56 GRL C35 H351 SING N N 57 GRL C35 H352 SING N N 58 GRL C35 H353 SING N N 59 GRL C36 H361 SING N N 60 GRL C36 H362 SING N N 61 GRL C36 H363 SING N N 62 GRL O31 HO31 SING N N 63 GRL O32 S31 DOUB N N 64 GRL O33 S31 DOUB N N 65 GRL N31 S31 SING N N 66 GRL S31 C41 SING N N 67 GRL C41 C42 DOUB Y N 68 GRL C41 C46 SING Y N 69 GRL C42 C43 SING Y N 70 GRL C42 H42 SING N N 71 GRL C43 C44 DOUB Y N 72 GRL C43 H43 SING N N 73 GRL C44 C45 SING Y N 74 GRL C44 C3 SING N N 75 GRL C45 C46 DOUB Y N 76 GRL C45 H45 SING N N 77 GRL C46 H46 SING N N 78 GRL C3 O2 SING N N 79 GRL C3 H31A SING N N 80 GRL C3 H32 SING N N 81 GRL O2 HO2 SING N N 82 # 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 GRL SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(cc1)CO)N(CC(C)C)CC(O)C(NC(=O)OC3CC2C(OCC2)C3)Cc4ccccc4" GRL SMILES_CANONICAL CACTVS 3.341 "CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@@H]2C[C@@H]3CCO[C@@H]3C2)[S](=O)(=O)c4ccc(CO)cc4" GRL SMILES CACTVS 3.341 "CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2C[CH]3CCO[CH]3C2)[S](=O)(=O)c4ccc(CO)cc4" GRL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@@H]2C[C@@H]3CCO[C@@H]3C2)O)S(=O)(=O)c4ccc(cc4)CO" GRL SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2CC3CCOC3C2)O)S(=O)(=O)c4ccc(cc4)CO" GRL InChI InChI 1.03 "InChI=1S/C29H40N2O7S/c1-20(2)17-31(39(35,36)25-10-8-22(19-32)9-11-25)18-27(33)26(14-21-6-4-3-5-7-21)30-29(34)38-24-15-23-12-13-37-28(23)16-24/h3-11,20,23-24,26-28,32-33H,12-19H2,1-2H3,(H,30,34)/t23-,24+,26-,27+,28+/m0/s1" GRL InChIKey InChI 1.03 VYBDPVQMILRSMK-GRXYLYAXSA-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 GRL "SYSTEMATIC NAME" ACDLabs 10.04 "(3aS,5R,6aR)-hexahydro-2H-cyclopenta[b]furan-5-yl {(1S,2R)-1-benzyl-2-hydroxy-3-[{[4-(hydroxymethyl)phenyl]sulfonyl}(2-methylpropyl)amino]propyl}carbamate" GRL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3aS,5R,6aR)-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-5-yl] N-[(2S,3R)-3-hydroxy-4-[[4-(hydroxymethyl)phenyl]sulfonyl-(2-methylpropyl)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 GRL "Create component" 2006-06-19 RCSB GRL "Modify descriptor" 2011-06-04 RCSB #