data_8HD # _chem_comp.id 8HD _chem_comp.name "N~3~-{(2S,3R)-3-hydroxy-4-[{[4-(hydroxymethyl)phenyl]sulfonyl}(2-methylpropyl)amino]-1-phenylbutan-2-yl}-N~1~-methyl-N~1~-[(4-methyl-1,3-oxazol-2-yl)methyl]benzene-1,3-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H42 N4 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-06 _chem_comp.pdbx_modified_date 2017-05-05 _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 662.796 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8HD _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 5UPZ _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 8HD C2 C1 C 0 1 Y N N 21.001 27.482 14.481 -3.369 4.382 0.637 C2 8HD 1 8HD C39 C2 C 0 1 N N N 21.791 28.699 13.934 -2.700 5.554 1.307 C39 8HD 2 8HD O40 O1 O 0 1 N N N 21.841 29.629 15.054 -2.905 6.731 0.524 O40 8HD 3 8HD C3 C3 C 0 1 Y N N 21.632 26.395 15.080 -2.669 3.616 -0.276 C3 8HD 4 8HD C4 C4 C 0 1 Y N N 20.836 25.345 15.560 -3.283 2.541 -0.891 C4 8HD 5 8HD C5 C5 C 0 1 Y N N 19.446 25.394 15.422 -4.596 2.231 -0.592 C5 8HD 6 8HD C6 C6 C 0 1 Y N N 18.841 26.456 14.801 -5.296 2.997 0.321 C6 8HD 7 8HD C7 C7 C 0 1 Y N N 19.626 27.495 14.356 -4.681 4.069 0.940 C7 8HD 8 8HD S8 S1 S 0 1 N N N 18.484 24.029 15.980 -5.379 0.861 -1.376 S8 8HD 9 8HD O9 O2 O 0 1 N N N 17.355 23.860 15.049 -6.776 1.113 -1.324 O9 8HD 10 8HD O10 O3 O 0 1 N N N 19.424 22.922 16.207 -4.674 0.637 -2.589 O10 8HD 11 8HD N11 N1 N 0 1 N N N 17.813 24.442 17.421 -5.108 -0.468 -0.425 N11 8HD 12 8HD C12 C8 C 0 1 N N N 18.794 24.762 18.455 -6.055 -0.814 0.637 C12 8HD 13 8HD C13 C9 C 0 1 N N N 18.474 24.097 19.832 -7.055 -1.847 0.113 C13 8HD 14 8HD C14 C10 C 0 1 N N N 18.564 22.574 19.781 -7.965 -2.301 1.256 C14 8HD 15 8HD C15 C11 C 0 1 N N N 19.504 24.681 20.827 -7.902 -1.219 -0.995 C15 8HD 16 8HD C16 C12 C 0 1 N N N 16.511 25.077 17.380 -3.921 -1.298 -0.647 C16 8HD 17 8HD C17 C13 C 0 1 N N R 15.440 24.124 17.987 -2.802 -0.849 0.294 C17 8HD 18 8HD O18 O4 O 0 1 N N N 14.251 24.914 18.277 -3.189 -1.098 1.647 O18 8HD 19 8HD C19 C14 C 0 1 N N S 15.103 23.003 16.983 -1.525 -1.630 -0.023 C19 8HD 20 8HD N20 N2 N 0 1 N N N 14.248 22.004 17.670 -0.423 -1.118 0.797 N20 8HD 21 8HD C21 C15 C 0 1 N N N 14.785 20.857 18.156 0.850 -1.261 0.379 C21 8HD 22 8HD O22 O5 O 0 1 N N N 15.915 20.557 18.227 1.085 -1.814 -0.678 O22 8HD 23 8HD C32 C16 C 0 1 N N N 14.307 23.482 15.755 -1.744 -3.112 0.286 C32 8HD 24 8HD C33 C17 C 0 1 Y N N 12.675 21.876 14.791 0.507 -4.105 0.750 C33 8HD 25 8HD C34 C18 C 0 1 Y N N 12.378 20.672 14.084 1.617 -4.831 0.360 C34 8HD 26 8HD C35 C19 C 0 1 Y N N 13.362 19.945 13.416 1.689 -5.351 -0.918 C35 8HD 27 8HD C36 C20 C 0 1 Y N N 14.680 20.401 13.492 0.651 -5.145 -1.808 C36 8HD 28 8HD C37 C21 C 0 1 Y N N 15.005 21.562 14.235 -0.459 -4.419 -1.418 C37 8HD 29 8HD C38 C22 C 0 1 Y N N 14.008 22.273 14.891 -0.531 -3.899 -0.140 C38 8HD 30 8HD C51 C23 C 0 1 Y N N 13.738 19.845 18.656 1.962 -0.744 1.205 C51 8HD 31 8HD C52 C24 C 0 1 Y N N 13.889 19.196 19.871 1.694 -0.108 2.420 C52 8HD 32 8HD C53 C25 C 0 1 Y N N 12.886 18.297 20.320 2.731 0.375 3.193 C53 8HD 33 8HD C54 C26 C 0 1 Y N N 11.789 18.039 19.526 4.039 0.233 2.772 C54 8HD 34 8HD C55 C27 C 0 1 Y N N 11.648 18.691 18.302 4.320 -0.401 1.560 C55 8HD 35 8HD C56 C28 C 0 1 Y N N 12.560 19.657 17.901 3.279 -0.896 0.777 C56 8HD 36 8HD C58 C29 C 0 1 N N N 10.403 18.536 17.454 5.721 -0.552 1.110 C58 8HD 37 8HD O59 O6 O 0 1 N N N 9.442 19.198 17.815 6.078 -1.580 0.568 O59 8HD 38 8HD N60 N3 N 0 1 N N N 10.453 17.754 16.399 6.601 0.450 1.301 N60 8HD 39 8HD C61 C30 C 0 1 N N N 11.676 17.044 15.981 6.200 1.645 2.048 C61 8HD 40 8HD C62 C31 C 0 1 N N N 9.197 17.493 15.647 7.960 0.345 0.762 C62 8HD 41 8HD C63 C32 C 0 1 Y N N 9.061 18.522 14.545 7.993 0.919 -0.631 C63 8HD 42 8HD N64 N4 N 0 1 Y N N 8.844 19.813 14.754 8.242 2.161 -0.934 N64 8HD 43 8HD C65 C33 C 0 1 Y N N 8.665 20.397 13.564 8.186 2.298 -2.271 C65 8HD 44 8HD C66 C34 C 0 1 Y N N 8.846 19.499 12.605 7.892 1.096 -2.792 C66 8HD 45 8HD O67 O7 O 0 1 Y N N 8.774 18.260 13.242 7.777 0.234 -1.762 O67 8HD 46 8HD C68 C35 C 0 1 N N N 8.748 21.761 13.479 8.410 3.572 -3.044 C68 8HD 47 8HD H1 H1 H 0 1 N N N 22.805 28.400 13.630 -3.128 5.699 2.299 H1 8HD 48 8HD H2 H2 H 0 1 N N N 21.269 29.149 13.077 -1.631 5.360 1.398 H2 8HD 49 8HD H3 H3 H 0 1 N N N 22.315 30.411 14.796 -2.500 7.527 0.896 H3 8HD 50 8HD H4 H4 H 0 1 N N N 22.707 26.361 15.173 -1.643 3.858 -0.510 H4 8HD 51 8HD H5 H5 H 0 1 N N N 21.299 24.495 16.038 -2.736 1.942 -1.605 H5 8HD 52 8HD H6 H6 H 0 1 N N N 17.770 26.477 14.664 -6.323 2.756 0.555 H6 8HD 53 8HD H7 H7 H 0 1 N N N 19.151 28.348 13.894 -5.228 4.667 1.654 H7 8HD 54 8HD H8 H8 H 0 1 N N N 19.782 24.414 18.120 -5.512 -1.232 1.486 H8 8HD 55 8HD H9 H9 H 0 1 N N N 18.816 25.853 18.590 -6.589 0.082 0.953 H9 8HD 56 8HD H10 H10 H 0 1 N N N 17.462 24.393 20.145 -6.515 -2.706 -0.285 H10 8HD 57 8HD H11 H11 H 0 1 N N N 18.330 22.159 20.773 -8.505 -1.441 1.654 H11 8HD 58 8HD H12 H12 H 0 1 N N N 17.844 22.189 19.044 -8.678 -3.036 0.883 H12 8HD 59 8HD H13 H13 H 0 1 N N N 19.582 22.277 19.490 -7.361 -2.748 2.046 H13 8HD 60 8HD H14 H14 H 0 1 N N N 19.334 24.252 21.825 -7.253 -0.895 -1.809 H14 8HD 61 8HD H15 H15 H 0 1 N N N 20.521 24.433 20.489 -8.615 -1.954 -1.369 H15 8HD 62 8HD H16 H16 H 0 1 N N N 19.389 25.774 20.874 -8.442 -0.360 -0.598 H16 8HD 63 8HD H17 H17 H 0 1 N N N 16.541 26.010 17.962 -4.165 -2.341 -0.450 H17 8HD 64 8HD H18 H18 H 0 1 N N N 16.248 25.304 16.336 -3.591 -1.190 -1.681 H18 8HD 65 8HD H19 H19 H 0 1 N N N 15.838 23.677 18.910 -2.618 0.217 0.159 H19 8HD 66 8HD H20 H20 H 0 1 N N N 14.470 25.601 18.896 -3.368 -2.028 1.840 H20 8HD 67 8HD H21 H21 H 0 1 N N N 16.036 22.529 16.646 -1.278 -1.511 -1.078 H21 8HD 68 8HD H22 H22 H 0 1 N N N 13.269 22.177 17.776 -0.610 -0.677 1.640 H22 8HD 69 8HD H23 H23 H 0 1 N N N 14.902 24.210 15.185 -1.902 -3.241 1.357 H23 8HD 70 8HD H24 H24 H 0 1 N N N 13.366 23.951 16.079 -2.618 -3.471 -0.256 H24 8HD 71 8HD H25 H25 H 0 1 N N N 11.887 22.465 15.237 0.449 -3.702 1.750 H25 8HD 72 8HD H26 H26 H 0 1 N N N 11.359 20.313 14.066 2.428 -4.992 1.055 H26 8HD 73 8HD H27 H27 H 0 1 N N N 13.113 19.056 12.856 2.556 -5.918 -1.222 H27 8HD 74 8HD H28 H28 H 0 1 N N N 15.461 19.861 12.978 0.708 -5.551 -2.807 H28 8HD 75 8HD H29 H29 H 0 1 N N N 16.031 21.896 14.292 -1.270 -4.259 -2.113 H29 8HD 76 8HD H30 H30 H 0 1 N N N 14.767 19.373 20.475 0.674 0.006 2.754 H30 8HD 77 8HD H31 H31 H 0 1 N N N 12.982 17.816 21.282 2.519 0.866 4.131 H31 8HD 78 8HD H32 H32 H 0 1 N N N 11.040 17.333 19.852 4.845 0.614 3.381 H32 8HD 79 8HD H33 H33 H 0 1 N N N 12.371 20.257 17.023 3.492 -1.387 -0.161 H33 8HD 80 8HD H34 H34 H 0 1 N N N 12.513 17.342 16.630 6.344 1.472 3.114 H34 8HD 81 8HD H35 H35 H 0 1 N N N 11.516 15.959 16.063 6.810 2.492 1.732 H35 8HD 82 8HD H36 H36 H 0 1 N N N 11.911 17.302 14.938 5.150 1.860 1.852 H36 8HD 83 8HD H37 H37 H 0 1 N N N 8.337 17.566 16.329 8.648 0.900 1.400 H37 8HD 84 8HD H38 H38 H 0 1 N N N 9.232 16.485 15.208 8.258 -0.703 0.731 H38 8HD 85 8HD H41 H41 H 0 1 N N N 9.013 19.687 11.555 7.776 0.862 -3.840 H41 8HD 86 8HD H43 H43 H 0 1 N N N 8.963 22.178 14.474 9.467 3.663 -3.295 H43 8HD 87 8HD H44 H44 H 0 1 N N N 9.554 22.037 12.784 7.819 3.550 -3.960 H44 8HD 88 8HD H39 H39 H 0 1 N N N 7.793 22.164 13.111 8.107 4.424 -2.436 H39 8HD 89 # 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 8HD C66 O67 SING Y N 1 8HD C66 C65 DOUB Y N 2 8HD O67 C63 SING Y N 3 8HD C35 C36 DOUB Y N 4 8HD C35 C34 SING Y N 5 8HD C68 C65 SING N N 6 8HD C36 C37 SING Y N 7 8HD C65 N64 SING Y N 8 8HD C39 C2 SING N N 9 8HD C39 O40 SING N N 10 8HD C34 C33 DOUB Y N 11 8HD C37 C38 DOUB Y N 12 8HD C7 C2 DOUB Y N 13 8HD C7 C6 SING Y N 14 8HD C2 C3 SING Y N 15 8HD C63 N64 DOUB Y N 16 8HD C63 C62 SING N N 17 8HD C33 C38 SING Y N 18 8HD C6 C5 DOUB Y N 19 8HD C38 C32 SING N N 20 8HD O9 S8 DOUB N N 21 8HD C3 C4 DOUB Y N 22 8HD C5 C4 SING Y N 23 8HD C5 S8 SING N N 24 8HD C62 N60 SING N N 25 8HD C32 C19 SING N N 26 8HD S8 O10 DOUB N N 27 8HD S8 N11 SING N N 28 8HD C61 N60 SING N N 29 8HD N60 C58 SING N N 30 8HD C19 N20 SING N N 31 8HD C19 C17 SING N N 32 8HD C16 N11 SING N N 33 8HD C16 C17 SING N N 34 8HD N11 C12 SING N N 35 8HD C58 O59 DOUB N N 36 8HD C58 C55 SING N N 37 8HD N20 C21 SING N N 38 8HD C56 C55 DOUB Y N 39 8HD C56 C51 SING Y N 40 8HD C17 O18 SING N N 41 8HD C21 O22 DOUB N N 42 8HD C21 C51 SING N N 43 8HD C55 C54 SING Y N 44 8HD C12 C13 SING N N 45 8HD C51 C52 DOUB Y N 46 8HD C54 C53 DOUB Y N 47 8HD C14 C13 SING N N 48 8HD C13 C15 SING N N 49 8HD C52 C53 SING Y N 50 8HD C39 H1 SING N N 51 8HD C39 H2 SING N N 52 8HD O40 H3 SING N N 53 8HD C3 H4 SING N N 54 8HD C4 H5 SING N N 55 8HD C6 H6 SING N N 56 8HD C7 H7 SING N N 57 8HD C12 H8 SING N N 58 8HD C12 H9 SING N N 59 8HD C13 H10 SING N N 60 8HD C14 H11 SING N N 61 8HD C14 H12 SING N N 62 8HD C14 H13 SING N N 63 8HD C15 H14 SING N N 64 8HD C15 H15 SING N N 65 8HD C15 H16 SING N N 66 8HD C16 H17 SING N N 67 8HD C16 H18 SING N N 68 8HD C17 H19 SING N N 69 8HD O18 H20 SING N N 70 8HD C19 H21 SING N N 71 8HD N20 H22 SING N N 72 8HD C32 H23 SING N N 73 8HD C32 H24 SING N N 74 8HD C33 H25 SING N N 75 8HD C34 H26 SING N N 76 8HD C35 H27 SING N N 77 8HD C36 H28 SING N N 78 8HD C37 H29 SING N N 79 8HD C52 H30 SING N N 80 8HD C53 H31 SING N N 81 8HD C54 H32 SING N N 82 8HD C56 H33 SING N N 83 8HD C61 H34 SING N N 84 8HD C61 H35 SING N N 85 8HD C61 H36 SING N N 86 8HD C62 H37 SING N N 87 8HD C62 H38 SING N N 88 8HD C66 H41 SING N N 89 8HD C68 H43 SING N N 90 8HD C68 H44 SING N N 91 8HD C68 H39 SING N N 92 # 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 8HD SMILES ACDLabs 12.01 "c4(ccc(S(=O)(N(CC(C)C)CC(O)C(NC(=O)c1cccc(c1)C(=O)N(C)Cc2nc(co2)C)Cc3ccccc3)=O)cc4)CO" 8HD InChI InChI 1.03 "InChI=1S/C35H42N4O7S/c1-24(2)19-39(47(44,45)30-15-13-27(22-40)14-16-30)20-32(41)31(17-26-9-6-5-7-10-26)37-34(42)28-11-8-12-29(18-28)35(43)38(4)21-33-36-25(3)23-46-33/h5-16,18,23-24,31-32,40-41H,17,19-22H2,1-4H3,(H,37,42)/t31-,32+/m0/s1" 8HD InChIKey InChI 1.03 PQWSVCGBIGOYSI-AJQTZOPKSA-N 8HD SMILES_CANONICAL CACTVS 3.385 "CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)c2cccc(c2)C(=O)N(C)Cc3occ(C)n3)[S](=O)(=O)c4ccc(CO)cc4" 8HD SMILES CACTVS 3.385 "CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)c2cccc(c2)C(=O)N(C)Cc3occ(C)n3)[S](=O)(=O)c4ccc(CO)cc4" 8HD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1coc(n1)CN(C)C(=O)c2cccc(c2)C(=O)N[C@@H](Cc3ccccc3)[C@@H](CN(CC(C)C)S(=O)(=O)c4ccc(cc4)CO)O" 8HD SMILES "OpenEye OEToolkits" 2.0.6 "Cc1coc(n1)CN(C)C(=O)c2cccc(c2)C(=O)NC(Cc3ccccc3)C(CN(CC(C)C)S(=O)(=O)c4ccc(cc4)CO)O" # 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 8HD "SYSTEMATIC NAME" ACDLabs 12.01 "N~3~-{(2S,3R)-3-hydroxy-4-[{[4-(hydroxymethyl)phenyl]sulfonyl}(2-methylpropyl)amino]-1-phenylbutan-2-yl}-N~1~-methyl-N~1~-[(4-methyl-1,3-oxazol-2-yl)methyl]benzene-1,3-dicarboxamide" 8HD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}3-[(2~{S},3~{R})-4-[[4-(hydroxymethyl)phenyl]sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]-~{N}1-methyl-~{N}1-[(4-methyl-1,3-oxazol-2-yl)methyl]benzene-1,3-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8HD "Create component" 2017-02-06 RCSB 8HD "Initial release" 2017-05-10 RCSB #