data_079 # _chem_comp.id 079 _chem_comp.name "(S)-N-((2S,3S,4R,5R)-4-amino-3,5-dihydroxy-1,6-diphenylhexan-2-yl)-3-methyl-2-(2-phenoxyacetamido)butanamide" _chem_comp.type PEPTIDE-LIKE _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H39 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-19 _chem_comp.pdbx_modified_date 2012-08-10 _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 533.658 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 079 _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 3TOG _chem_comp.pdbx_subcomponent_list "06Y VAL 078" _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 079 C1 C1 C 0 1 N N N 40.384 -1.173 33.572 4.193 1.051 0.375 C1 06Y 1 079 O1 O1 O 0 1 N N N 39.882 -2.098 34.213 4.239 1.585 1.462 O1 06Y 2 079 C2 C2 C 0 1 N N N 41.045 -0.062 34.331 5.462 0.584 -0.290 C2 06Y 3 079 O2 O2 O 0 1 N N N 41.452 0.919 33.278 6.578 0.881 0.552 O2 06Y 4 079 C3 C3 C 0 1 Y N N 42.429 1.893 33.508 7.807 0.523 0.096 C3 06Y 5 079 C4 C4 C 0 1 Y N N 43.135 1.843 34.725 8.935 0.781 0.862 C4 06Y 6 079 C5 C5 C 0 1 Y N N 44.178 2.777 34.952 10.183 0.416 0.396 C5 06Y 7 079 C6 C6 C 0 1 Y N N 44.431 3.711 33.960 10.309 -0.207 -0.831 C6 06Y 8 079 C7 C7 C 0 1 Y N N 43.728 3.801 32.758 9.187 -0.466 -1.597 C7 06Y 9 079 C8 C8 C 0 1 Y N N 42.686 2.867 32.503 7.936 -0.108 -1.133 C8 06Y 10 079 N1 N1 N 0 1 N N N 40.169 -1.015 32.263 3.006 0.869 -0.236 N VAL 11 079 C9 C9 C 0 1 N N S 39.443 -2.106 31.506 1.771 1.317 0.413 CA VAL 12 079 C13 C13 C 0 1 N N N 40.332 -2.597 30.333 0.610 0.507 -0.103 C VAL 13 079 O3 O3 O 0 1 N N N 40.568 -1.889 29.307 0.655 0.021 -1.213 O VAL 14 079 C10 C10 C 0 1 N N N 38.026 -1.662 30.990 1.539 2.797 0.101 CB VAL 15 079 C11 C11 C 0 1 N N N 36.990 -1.455 32.106 1.305 2.971 -1.401 CG1 VAL 16 079 C12 C12 C 0 1 N N N 37.435 -2.744 30.122 0.314 3.295 0.870 CG2 VAL 17 079 C27 C27 C 0 1 Y N N 39.351 -7.075 24.128 -8.216 0.791 -1.378 C27 078 18 079 C28 C28 C 0 1 Y N N 39.205 -6.713 22.780 -9.412 1.475 -1.265 C28 078 19 079 C29 C29 C 0 1 Y N N 38.821 -5.374 22.539 -10.203 1.303 -0.145 C29 078 20 079 C30 C30 C 0 1 Y N N 38.586 -4.450 23.581 -9.798 0.447 0.863 C30 078 21 079 C31 C31 C 0 1 Y N N 38.728 -4.857 24.916 -8.602 -0.237 0.749 C31 078 22 079 C26 C26 C 0 1 Y N N 39.101 -6.162 25.157 -7.811 -0.065 -0.371 C26 078 23 079 C25 C25 C 0 1 N N N 39.251 -6.661 26.545 -6.510 -0.815 -0.498 C25 078 24 079 C24 C24 C 0 1 N N R 40.689 -6.501 27.115 -5.379 0.020 0.107 C24 078 25 079 O5 O5 O 0 1 N N N 41.718 -6.224 26.150 -5.595 0.168 1.512 O5 078 26 079 C23 C23 C 0 1 N N R 40.703 -5.406 28.123 -4.042 -0.684 -0.132 C23 078 27 079 N3 N3 N 0 1 N N N 39.382 -5.478 28.733 -3.820 -0.836 -1.576 N3 078 28 079 C22 C22 C 0 1 N N S 41.796 -5.565 29.177 -2.911 0.151 0.473 C22 078 29 079 O4 O4 O 0 1 N N N 41.424 -6.456 30.277 -2.908 1.450 -0.122 O4 078 30 079 C14 C14 C 0 1 N N S 42.114 -4.168 29.713 -1.570 -0.536 0.205 C14 078 31 079 C15 C15 C 0 1 N N N 43.453 -4.224 30.443 -1.522 -1.870 0.953 C15 078 32 079 C16 C16 C 0 1 Y N N 43.841 -2.838 30.921 -0.256 -2.603 0.592 C16 078 33 079 C17 C17 C 0 1 Y N N 44.269 -1.865 30.011 -0.240 -3.466 -0.487 C17 078 34 079 C18 C18 C 0 1 Y N N 44.645 -0.601 30.466 0.922 -4.138 -0.818 C18 078 35 079 C19 C19 C 0 1 Y N N 44.514 -0.321 31.822 2.068 -3.947 -0.069 C19 078 36 079 C20 C20 C 0 1 Y N N 44.066 -1.246 32.775 2.052 -3.083 1.010 C20 078 37 079 C21 C21 C 0 1 Y N N 43.745 -2.542 32.276 0.892 -2.408 1.338 C21 078 38 079 N2 N2 N 0 1 N N N 41.030 -3.681 30.617 -0.479 0.324 0.670 N2 078 39 079 H34 H34 H 0 1 N N N 41.918 -0.428 34.892 5.410 -0.492 -0.458 H30 06Y 40 079 H35 H35 H 0 1 N N N 40.351 0.394 35.052 5.581 1.095 -1.245 H31 06Y 41 079 H36 H36 H 0 1 N N N 42.886 1.105 35.474 8.837 1.268 1.821 H32 06Y 42 079 H37 H37 H 0 1 N N N 44.754 2.761 35.865 11.061 0.617 0.992 H33 06Y 43 079 H38 H38 H 0 1 N N N 45.229 4.419 34.129 11.286 -0.492 -1.194 H34 06Y 44 079 H39 H39 H 0 1 N N N 43.971 4.566 32.035 9.288 -0.952 -2.556 H35 06Y 45 079 H40 H40 H 0 1 N N N 42.115 2.896 31.587 7.060 -0.310 -1.732 H36 06Y 46 079 H33 H33 H 0 1 N N N 40.482 -0.190 31.792 2.968 0.441 -1.106 H VAL 47 079 H25 H25 H 0 1 N N N 39.261 -2.932 32.209 1.858 1.183 1.491 HA VAL 48 079 H26 H26 H 0 1 N N N 38.207 -0.713 30.465 2.415 3.373 0.401 HB VAL 49 079 H30 H30 H 0 1 N N N 37.343 -0.673 32.794 0.429 2.395 -1.701 HG11 VAL 50 079 H31 H31 H 0 1 N N N 36.031 -1.148 31.663 1.140 4.026 -1.623 HG12 VAL 51 079 H32 H32 H 0 1 N N N 36.854 -2.396 32.659 2.178 2.617 -1.949 HG13 VAL 52 079 H27 H27 H 0 1 N N N 36.444 -2.427 29.764 0.472 3.149 1.939 HG21 VAL 53 079 H28 H28 H 0 1 N N N 38.095 -2.924 29.261 0.163 4.355 0.666 HG22 VAL 54 079 H29 H29 H 0 1 N N N 37.335 -3.670 30.708 -0.566 2.735 0.553 HG23 VAL 55 079 H1 H1 H 0 1 N N N 39.663 -8.079 24.376 -7.600 0.922 -2.256 H1 078 56 079 H2 H2 H 0 1 N N N 39.375 -7.414 21.976 -9.728 2.143 -2.052 H2 078 57 079 H3 H3 H 0 1 N N N 38.703 -5.044 21.517 -11.137 1.837 -0.056 H3 078 58 079 H4 H4 H 0 1 N N N 38.298 -3.435 23.351 -10.415 0.313 1.738 H4 078 59 079 H5 H5 H 0 1 N N N 38.551 -4.169 25.730 -8.285 -0.906 1.536 H5 078 60 079 H6 H6 H 0 1 N N N 38.563 -6.092 27.188 -6.585 -1.764 0.033 H6 078 61 079 H7 H7 H 0 1 N N N 38.998 -7.731 26.552 -6.300 -1.003 -1.551 H7 078 62 079 H8 H8 H 0 1 N N N 40.927 -7.485 27.545 -5.361 1.003 -0.364 H8 078 63 079 H9 H9 H 0 1 N N N 42.555 -6.144 26.593 -5.622 -0.669 1.996 H9 078 64 079 H10 H10 H 0 1 N N N 40.921 -4.436 27.652 -4.059 -1.667 0.338 H10 078 65 079 H11 H11 H 0 1 N N N 39.299 -4.769 29.433 -3.697 0.062 -2.020 H11 078 66 079 H12 H12 H 0 1 N N N 38.683 -5.338 28.032 -3.033 -1.441 -1.759 H12 078 67 079 H14 H14 H 0 1 N N N 42.671 -6.034 28.704 -3.063 0.244 1.548 H14 078 68 079 H15 H15 H 0 1 N N N 42.142 -6.513 30.896 -2.777 1.444 -1.080 H15 078 69 079 H16 H16 H 0 1 N N N 42.178 -3.457 28.877 -1.461 -0.716 -0.865 H16 078 70 079 H17 H17 H 0 1 N N N 43.367 -4.897 31.309 -1.542 -1.686 2.027 H17 078 71 079 H18 H18 H 0 1 N N N 44.226 -4.602 29.757 -2.385 -2.475 0.672 H18 078 72 079 H19 H19 H 0 1 N N N 44.308 -2.093 28.956 -1.136 -3.615 -1.072 H19 078 73 079 H20 H20 H 0 1 N N N 45.028 0.142 29.782 0.934 -4.813 -1.661 H20 078 74 079 H21 H21 H 0 1 N N N 44.774 0.671 32.162 2.975 -4.473 -0.327 H21 078 75 079 H22 H22 H 0 1 N N N 43.970 -0.993 33.821 2.948 -2.934 1.595 H22 078 76 079 H23 H23 H 0 1 N N N 43.421 -3.309 32.964 0.881 -1.730 2.179 H23 078 77 079 H24 H24 H 0 1 N N N 40.828 -4.187 31.456 -0.541 0.761 1.533 H24 078 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 079 C29 C28 DOUB Y N 1 079 C29 C30 SING Y N 2 079 C28 C27 SING Y N 3 079 C30 C31 DOUB Y N 4 079 C27 C26 DOUB Y N 5 079 C31 C26 SING Y N 6 079 C26 C25 SING N N 7 079 O5 C24 SING N N 8 079 C25 C24 SING N N 9 079 C24 C23 SING N N 10 079 C23 N3 SING N N 11 079 C23 C22 SING N N 12 079 C22 C14 SING N N 13 079 C22 O4 SING N N 14 079 O3 C13 DOUB N N 15 079 C14 C15 SING N N 16 079 C14 N2 SING N N 17 079 C17 C18 DOUB Y N 18 079 C17 C16 SING Y N 19 079 C12 C10 SING N N 20 079 C13 N2 SING N N 21 079 C13 C9 SING N N 22 079 C15 C16 SING N N 23 079 C18 C19 SING Y N 24 079 C16 C21 DOUB Y N 25 079 C10 C9 SING N N 26 079 C10 C11 SING N N 27 079 C9 N1 SING N N 28 079 C19 C20 DOUB Y N 29 079 N1 C1 SING N N 30 079 C21 C20 SING Y N 31 079 C8 C7 DOUB Y N 32 079 C8 C3 SING Y N 33 079 C7 C6 SING Y N 34 079 O2 C3 SING N N 35 079 O2 C2 SING N N 36 079 C3 C4 DOUB Y N 37 079 C1 O1 DOUB N N 38 079 C1 C2 SING N N 39 079 C6 C5 DOUB Y N 40 079 C4 C5 SING Y N 41 079 C27 H1 SING N N 42 079 C28 H2 SING N N 43 079 C29 H3 SING N N 44 079 C30 H4 SING N N 45 079 C31 H5 SING N N 46 079 C25 H6 SING N N 47 079 C25 H7 SING N N 48 079 C24 H8 SING N N 49 079 O5 H9 SING N N 50 079 C23 H10 SING N N 51 079 N3 H11 SING N N 52 079 N3 H12 SING N N 53 079 C22 H14 SING N N 54 079 O4 H15 SING N N 55 079 C14 H16 SING N N 56 079 C15 H17 SING N N 57 079 C15 H18 SING N N 58 079 C17 H19 SING N N 59 079 C18 H20 SING N N 60 079 C19 H21 SING N N 61 079 C20 H22 SING N N 62 079 C21 H23 SING N N 63 079 N2 H24 SING N N 64 079 C9 H25 SING N N 65 079 C10 H26 SING N N 66 079 C12 H27 SING N N 67 079 C12 H28 SING N N 68 079 C12 H29 SING N N 69 079 C11 H30 SING N N 70 079 C11 H31 SING N N 71 079 C11 H32 SING N N 72 079 N1 H33 SING N N 73 079 C2 H34 SING N N 74 079 C2 H35 SING N N 75 079 C4 H36 SING N N 76 079 C5 H37 SING N N 77 079 C6 H38 SING N N 78 079 C7 H39 SING N N 79 079 C8 H40 SING N N 80 # 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 079 SMILES ACDLabs 12.01 "O=C(NC(Cc1ccccc1)C(O)C(N)C(O)Cc2ccccc2)C(NC(=O)COc3ccccc3)C(C)C" 079 InChI InChI 1.03 "InChI=1S/C31H39N3O5/c1-21(2)29(34-27(36)20-39-24-16-10-5-11-17-24)31(38)33-25(18-22-12-6-3-7-13-22)30(37)28(32)26(35)19-23-14-8-4-9-15-23/h3-17,21,25-26,28-30,35,37H,18-20,32H2,1-2H3,(H,33,38)(H,34,36)/t25-,26+,28+,29-,30+/m0/s1" 079 InChIKey InChI 1.03 ASWZRLFSSZUWDR-UZMSACSVSA-N 079 SMILES_CANONICAL CACTVS 3.370 "CC(C)[C@H](NC(=O)COc1ccccc1)C(=O)N[C@@H](Cc2ccccc2)[C@@H](O)[C@H](N)[C@H](O)Cc3ccccc3" 079 SMILES CACTVS 3.370 "CC(C)[CH](NC(=O)COc1ccccc1)C(=O)N[CH](Cc2ccccc2)[CH](O)[CH](N)[CH](O)Cc3ccccc3" 079 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)[C@H]([C@@H]([C@@H](Cc2ccccc2)O)N)O)NC(=O)COc3ccccc3" 079 SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)C(C(=O)NC(Cc1ccccc1)C(C(C(Cc2ccccc2)O)N)O)NC(=O)COc3ccccc3" # 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 079 "SYSTEMATIC NAME" ACDLabs 12.01 "4-amino-1,2,4,6-tetradeoxy-2-{[N-(phenoxyacetyl)-L-valyl]amino}-1,6-diphenyl-D-glucitol" 079 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-N-[(2S,3S,4R,5R)-4-azanyl-3,5-bis(oxidanyl)-1,6-diphenyl-hexan-2-yl]-3-methyl-2-(2-phenoxyethanoylamino)butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 079 "Create component" 2011-09-19 RCSB 079 "Modify name" 2011-09-22 RCSB 079 "Modify linking type" 2011-10-24 RCSB #