data_8FM # _chem_comp.id 8FM _chem_comp.name "(3S,3aR,5R,7aS,8S)-hexahydro-4H-3,5-methanofuro[2,3-b]pyran-8-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 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 2017-02-02 _chem_comp.pdbx_modified_date 2017-04-28 _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 588.712 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8FM _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 5ULT _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 8FM C4 C1 C 0 1 Y N N 21.159 25.768 15.492 -6.124 1.176 -0.135 C4 8FM 1 8FM C5 C2 C 0 1 Y N N 19.788 25.780 15.244 -4.857 1.100 -0.683 C5 8FM 2 8FM C6 C3 C 0 1 Y N N 19.229 26.926 14.682 -4.663 0.469 -1.898 C6 8FM 3 8FM C7 C4 C 0 1 Y N N 20.004 28.039 14.391 -5.737 -0.085 -2.568 C7 8FM 4 8FM C13 C5 C 0 1 N N N 18.593 24.338 19.494 -4.490 -0.546 2.552 C13 8FM 5 8FM C15 C6 C 0 1 N N N 19.630 24.755 20.561 -5.061 -0.642 3.968 C15 8FM 6 8FM C17 C7 C 0 1 N N R 15.714 24.426 17.596 -0.443 0.299 1.039 C17 8FM 7 8FM C21 C8 C 0 1 N N N 14.619 21.040 17.418 2.999 -0.215 -0.145 C21 8FM 8 8FM C24 C9 C 0 1 N N S 13.629 18.915 17.554 5.272 0.024 -0.831 C24 8FM 9 8FM C19 C10 C 0 1 N N S 15.356 23.290 16.643 0.653 -0.566 0.415 C19 8FM 10 8FM C12 C11 C 0 1 N N N 19.072 24.836 18.126 -3.361 0.487 2.526 C12 8FM 11 8FM C14 C12 C 0 1 N N N 18.435 22.812 19.514 -3.942 -1.911 2.130 C14 8FM 12 8FM C16 C13 C 0 1 N N N 16.887 25.286 17.133 -1.814 -0.262 0.659 C16 8FM 13 8FM C3 C14 C 0 1 Y N N 21.962 26.860 15.138 -7.199 0.618 -0.798 C3 8FM 14 8FM C2 C15 C 0 1 Y N N 21.366 28.030 14.657 -7.009 -0.010 -2.020 C2 8FM 15 8FM O39 O1 O 0 1 N N N 22.088 29.172 14.426 -8.066 -0.555 -2.678 O39 8FM 16 8FM C40 C16 C 0 1 N N N 23.354 29.047 15.071 -9.347 -0.440 -2.054 C40 8FM 17 8FM S8 S1 S 0 1 N N N 18.772 24.388 15.588 -3.486 1.807 0.169 S8 8FM 18 8FM O9 O2 O 0 1 N N N 17.665 24.295 14.600 -2.495 2.071 -0.815 O9 8FM 19 8FM O10 O3 O 0 1 N N N 19.640 23.171 15.602 -4.018 2.809 1.024 O10 8FM 20 8FM N11 N1 N 0 1 N N N 18.115 24.525 17.079 -2.863 0.632 1.156 N11 8FM 21 8FM O18 O4 O 0 1 N N N 14.577 25.257 17.832 -0.303 0.293 2.461 O18 8FM 22 8FM N20 N2 N 0 1 N N N 14.431 22.359 17.306 1.962 0.038 0.678 N20 8FM 23 8FM O22 O5 O 0 1 N N N 15.669 20.506 17.067 2.848 -0.944 -1.105 O22 8FM 24 8FM O23 O6 O 0 1 N N N 13.614 20.296 17.945 4.201 0.340 0.097 O23 8FM 25 8FM C32 C17 C 0 1 N N N 14.668 23.808 15.361 0.607 -1.968 1.026 C32 8FM 26 8FM C33 C18 C 0 1 Y N N 13.091 22.110 14.345 2.900 -2.944 0.797 C33 8FM 27 8FM C34 C19 C 0 1 Y N N 12.827 20.980 13.586 3.813 -3.762 0.157 C34 8FM 28 8FM C35 C20 C 0 1 Y N N 13.851 20.374 12.869 3.429 -4.491 -0.953 C35 8FM 29 8FM C36 C21 C 0 1 Y N N 15.140 20.899 12.951 2.133 -4.401 -1.424 C36 8FM 30 8FM C37 C22 C 0 1 Y N N 15.416 22.007 13.739 1.220 -3.584 -0.785 C37 8FM 31 8FM C38 C23 C 0 1 Y N N 14.385 22.610 14.448 1.604 -2.855 0.326 C38 8FM 32 8FM C25 C24 C 0 1 N N R 13.418 18.073 18.808 5.318 1.077 -1.962 C25 8FM 33 8FM C26 C25 C 0 1 N N N 12.673 16.843 18.289 6.834 1.272 -2.233 C26 8FM 34 8FM C27 C26 C 0 1 N N R 11.642 17.501 17.380 7.408 1.234 -0.807 C27 8FM 35 8FM C28 C27 C 0 1 N N R 10.675 18.270 18.272 6.894 2.444 0.016 C28 8FM 36 8FM O29 O7 O 0 1 N N N 10.507 19.585 17.760 7.052 1.918 1.375 O29 8FM 37 8FM C30 C28 C 0 1 N N N 11.436 19.754 16.683 6.432 0.615 1.328 C30 8FM 38 8FM C31 C29 C 0 1 N N S 12.419 18.601 16.679 6.628 0.080 -0.105 C31 8FM 39 8FM C41 C30 C 0 1 N N N 12.440 18.842 19.709 4.862 2.425 -1.369 C41 8FM 40 8FM O42 O8 O 0 1 N N N 11.147 18.228 19.622 5.475 2.586 -0.101 O42 8FM 41 8FM H1 H1 H 0 1 N N N 21.608 24.906 15.963 -6.272 1.670 0.814 H1 8FM 42 8FM H2 H2 H 0 1 N N N 18.171 26.948 14.469 -3.673 0.411 -2.324 H2 8FM 43 8FM H3 H3 H 0 1 N N N 19.546 28.915 13.956 -5.586 -0.574 -3.520 H3 8FM 44 8FM H4 H4 H 0 1 N N N 17.626 24.805 19.731 -5.277 -0.241 1.862 H4 8FM 45 8FM H5 H5 H 0 1 N N N 19.300 24.404 21.550 -4.274 -0.946 4.658 H5 8FM 46 8FM H6 H6 H 0 1 N N N 20.605 24.307 20.319 -5.451 0.331 4.269 H6 8FM 47 8FM H7 H7 H 0 1 N N N 19.723 25.851 20.573 -5.865 -1.377 3.987 H7 8FM 48 8FM H8 H8 H 0 1 N N N 16.009 23.966 18.551 -0.354 1.321 0.670 H8 8FM 49 8FM H9 H9 H 0 1 N N N 14.564 18.635 17.046 5.115 -0.969 -1.254 H9 8FM 50 8FM H10 H10 H 0 1 N N N 16.276 22.759 16.359 0.494 -0.634 -0.662 H10 8FM 51 8FM H11 H11 H 0 1 N N N 20.032 24.355 17.887 -3.739 1.446 2.879 H11 8FM 52 8FM H12 H12 H 0 1 N N N 19.210 25.926 18.171 -2.550 0.155 3.174 H12 8FM 53 8FM H13 H13 H 0 1 N N N 18.091 22.491 20.508 -3.072 -2.157 2.739 H13 8FM 54 8FM H14 H14 H 0 1 N N N 17.697 22.510 18.756 -4.711 -2.670 2.271 H14 8FM 55 8FM H15 H15 H 0 1 N N N 19.404 22.340 19.292 -3.652 -1.877 1.080 H15 8FM 56 8FM H16 H16 H 0 1 N N N 17.016 26.122 17.836 -1.887 -0.341 -0.426 H16 8FM 57 8FM H17 H17 H 0 1 N N N 16.667 25.680 16.130 -1.939 -1.250 1.104 H17 8FM 58 8FM H18 H18 H 0 1 N N N 23.036 26.799 15.236 -8.188 0.674 -0.368 H18 8FM 59 8FM H19 H19 H 0 1 N N N 23.947 29.957 14.895 -9.594 0.614 -1.924 H19 8FM 60 8FM H20 H20 H 0 1 N N N 23.203 28.911 16.152 -10.101 -0.915 -2.682 H20 8FM 61 8FM H21 H21 H 0 1 N N N 23.889 28.176 14.663 -9.323 -0.930 -1.081 H21 8FM 62 8FM H22 H22 H 0 1 N N N 14.815 25.959 18.426 -0.372 -0.586 2.859 H22 8FM 63 8FM H23 H23 H 0 1 N N N 13.597 22.742 17.704 2.082 0.620 1.444 H23 8FM 64 8FM H24 H24 H 0 1 N N N 15.330 24.520 14.846 0.853 -1.911 2.086 H24 8FM 65 8FM H25 H25 H 0 1 N N N 13.724 24.308 15.622 -0.394 -2.383 0.908 H25 8FM 66 8FM H26 H26 H 0 1 N N N 12.283 22.607 14.862 3.198 -2.378 1.667 H26 8FM 67 8FM H27 H27 H 0 1 N N N 11.828 20.572 13.552 4.826 -3.832 0.526 H27 8FM 68 8FM H28 H28 H 0 1 N N N 13.651 19.508 12.256 4.143 -5.129 -1.453 H28 8FM 69 8FM H29 H29 H 0 1 N N N 15.938 20.435 12.391 1.833 -4.970 -2.292 H29 8FM 70 8FM H30 H30 H 0 1 N N N 16.421 22.396 13.800 0.207 -3.514 -1.153 H30 8FM 71 8FM H31 H31 H 0 1 N N N 14.359 17.820 19.319 4.746 0.783 -2.842 H31 8FM 72 8FM H32 H32 H 0 1 N N N 12.195 16.284 19.107 7.232 0.456 -2.836 H32 8FM 73 8FM H33 H33 H 0 1 N N N 13.340 16.172 17.727 7.027 2.235 -2.707 H33 8FM 74 8FM H34 H34 H 0 1 N N N 11.147 16.800 16.692 8.492 1.125 -0.782 H34 8FM 75 8FM H35 H35 H 0 1 N N N 9.706 17.751 18.227 7.438 3.366 -0.184 H35 8FM 76 8FM H36 H36 H 0 1 N N N 11.981 20.700 16.814 6.911 -0.052 2.044 H36 8FM 77 8FM H37 H37 H 0 1 N N N 10.891 19.774 15.728 5.368 0.701 1.552 H37 8FM 78 8FM H38 H38 H 0 1 N N N 12.714 18.312 15.659 7.166 -0.868 -0.129 H38 8FM 79 8FM H39 H39 H 0 1 N N N 12.794 18.811 20.750 5.166 3.238 -2.029 H39 8FM 80 8FM H40 H40 H 0 1 N N N 12.375 19.888 19.375 3.778 2.430 -1.256 H40 8FM 81 # 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 8FM C35 C36 DOUB Y N 1 8FM C35 C34 SING Y N 2 8FM C36 C37 SING Y N 3 8FM C34 C33 DOUB Y N 4 8FM C37 C38 DOUB Y N 5 8FM C33 C38 SING Y N 6 8FM C7 C2 DOUB Y N 7 8FM C7 C6 SING Y N 8 8FM O39 C2 SING N N 9 8FM O39 C40 SING N N 10 8FM C38 C32 SING N N 11 8FM O9 S8 DOUB N N 12 8FM C2 C3 SING Y N 13 8FM C6 C5 DOUB Y N 14 8FM C3 C4 DOUB Y N 15 8FM C5 C4 SING Y N 16 8FM C5 S8 SING N N 17 8FM C32 C19 SING N N 18 8FM S8 O10 DOUB N N 19 8FM S8 N11 SING N N 20 8FM C19 N20 SING N N 21 8FM C19 C17 SING N N 22 8FM C31 C30 SING N N 23 8FM C31 C27 SING N N 24 8FM C31 C24 SING N N 25 8FM C30 O29 SING N N 26 8FM O22 C21 DOUB N N 27 8FM N11 C16 SING N N 28 8FM N11 C12 SING N N 29 8FM C16 C17 SING N N 30 8FM N20 C21 SING N N 31 8FM C27 C28 SING N N 32 8FM C27 C26 SING N N 33 8FM C21 O23 SING N N 34 8FM C24 O23 SING N N 35 8FM C24 C25 SING N N 36 8FM C17 O18 SING N N 37 8FM O29 C28 SING N N 38 8FM C12 C13 SING N N 39 8FM C28 O42 SING N N 40 8FM C26 C25 SING N N 41 8FM C25 C41 SING N N 42 8FM C13 C14 SING N N 43 8FM C13 C15 SING N N 44 8FM O42 C41 SING N N 45 8FM C4 H1 SING N N 46 8FM C6 H2 SING N N 47 8FM C7 H3 SING N N 48 8FM C13 H4 SING N N 49 8FM C15 H5 SING N N 50 8FM C15 H6 SING N N 51 8FM C15 H7 SING N N 52 8FM C17 H8 SING N N 53 8FM C24 H9 SING N N 54 8FM C19 H10 SING N N 55 8FM C12 H11 SING N N 56 8FM C12 H12 SING N N 57 8FM C14 H13 SING N N 58 8FM C14 H14 SING N N 59 8FM C14 H15 SING N N 60 8FM C16 H16 SING N N 61 8FM C16 H17 SING N N 62 8FM C3 H18 SING N N 63 8FM C40 H19 SING N N 64 8FM C40 H20 SING N N 65 8FM C40 H21 SING N N 66 8FM O18 H22 SING N N 67 8FM N20 H23 SING N N 68 8FM C32 H24 SING N N 69 8FM C32 H25 SING N N 70 8FM C33 H26 SING N N 71 8FM C34 H27 SING N N 72 8FM C35 H28 SING N N 73 8FM C36 H29 SING N N 74 8FM C37 H30 SING N N 75 8FM C25 H31 SING N N 76 8FM C26 H32 SING N N 77 8FM C26 H33 SING N N 78 8FM C27 H34 SING N N 79 8FM C28 H35 SING N N 80 8FM C30 H36 SING N N 81 8FM C30 H37 SING N N 82 8FM C31 H38 SING N N 83 8FM C41 H39 SING N N 84 8FM C41 H40 SING N N 85 # 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 8FM SMILES ACDLabs 12.01 "c5c(S(=O)(N(CC(C)C)CC(O)C(NC(OC2C1COC3C(C1)C2CO3)=O)Cc4ccccc4)=O)ccc(c5)OC" 8FM InChI InChI 1.03 "InChI=1S/C30H40N2O8S/c1-19(2)15-32(41(35,36)23-11-9-22(37-3)10-12-23)16-27(33)26(13-20-7-5-4-6-8-20)31-30(34)40-28-21-14-24-25(28)18-39-29(24)38-17-21/h4-12,19,21,24-29,33H,13-18H2,1-3H3,(H,31,34)/t21-,24-,25-,26+,27-,28+,29+/m1/s1" 8FM InChIKey InChI 1.03 JVINLJIUYCLBEU-JBQMQJJESA-N 8FM SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3[C@H]4CO[C@H]5OC[C@@H]3[C@H]5C4" 8FM SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3[CH]4CO[CH]5OC[CH]3[CH]5C4" 8FM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2[C@@H]3C[C@@H]4[C@H]2CO[C@@H]4OC3)O)S(=O)(=O)c5ccc(cc5)OC" 8FM SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2C3CC4C2COC4OC3)O)S(=O)(=O)c5ccc(cc5)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 8FM "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,3aR,5R,7aS,8S)-hexahydro-4H-3,5-methanofuro[2,3-b]pyran-8-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-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 8FM "Create component" 2017-02-02 RCSB 8FM "Initial release" 2017-05-03 RCSB #