data_GA5 # _chem_comp.id GA5 _chem_comp.name "tert-butyl [(1R,4S)-4-hydroxy-7-{[(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamoyl}-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C37 H49 N3 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-25 _chem_comp.pdbx_modified_date 2018-10-26 _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 695.865 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GA5 _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 6DV4 _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 GA5 O39 O1 O 0 1 N N N 21.978 28.887 14.436 -9.253 1.056 1.659 O39 GA5 1 GA5 C40 C1 C 0 1 N N N 23.394 28.785 14.579 -10.369 0.351 1.110 C40 GA5 2 GA5 C2 C2 C 0 1 Y N N 21.358 27.765 14.892 -8.026 0.498 1.487 C2 GA5 3 GA5 C3 C3 C 0 1 Y N N 19.996 27.677 14.571 -7.898 -0.700 0.799 C3 GA5 4 GA5 C4 C4 C 0 1 Y N N 19.286 26.549 14.947 -6.649 -1.265 0.625 C4 GA5 5 GA5 C5 C5 C 0 1 Y N N 19.953 25.505 15.644 -5.528 -0.637 1.137 C5 GA5 6 GA5 C6 C6 C 0 1 Y N N 21.314 25.538 15.833 -5.653 0.556 1.823 C6 GA5 7 GA5 C7 C7 C 0 1 Y N N 22.026 26.676 15.450 -6.899 1.128 1.994 C7 GA5 8 GA5 S8 S1 S 0 1 N N N 18.997 24.099 16.049 -3.937 -1.360 0.914 S8 GA5 9 GA5 O9 O2 O 0 1 N N N 17.942 24.009 15.040 -3.114 -0.850 1.954 O9 GA5 10 GA5 O10 O3 O 0 1 N N N 19.923 22.959 16.228 -4.153 -2.749 0.705 O10 GA5 11 GA5 N11 N1 N 0 1 N N N 18.277 24.371 17.519 -3.322 -0.765 -0.504 N11 GA5 12 GA5 C12 C8 C 0 1 N N N 19.201 24.622 18.613 -3.577 -1.466 -1.765 C12 GA5 13 GA5 C13 C9 C 0 1 N N N 18.907 23.917 19.934 -4.823 -0.879 -2.431 C13 GA5 14 GA5 C14 C10 C 0 1 N N N 18.904 22.402 19.851 -4.575 0.593 -2.770 C14 GA5 15 GA5 C15 C11 C 0 1 N N N 19.893 24.410 21.003 -5.127 -1.653 -3.715 C15 GA5 16 GA5 C16 C12 C 0 1 N N N 17.001 25.030 17.585 -2.523 0.463 -0.497 C16 GA5 17 GA5 C17 C13 C 0 1 N N R 15.876 24.090 18.032 -1.038 0.105 -0.410 C17 GA5 18 GA5 O18 O4 O 0 1 N N N 14.709 24.891 18.346 -0.646 -0.594 -1.594 O18 GA5 19 GA5 C19 C14 C 0 1 N N S 15.509 23.007 17.029 -0.211 1.385 -0.278 C19 GA5 20 GA5 N20 N2 N 0 1 N N N 14.645 21.977 17.623 1.198 1.038 -0.075 N20 GA5 21 GA5 C21 C15 C 0 1 N N N 15.031 20.749 17.958 1.985 1.829 0.680 C21 GA5 22 GA5 O22 O5 O 0 1 N N N 16.229 20.463 17.912 1.508 2.786 1.259 O22 GA5 23 GA5 C23 C16 C 0 1 Y N N 14.073 19.817 18.352 3.428 1.534 0.805 C23 GA5 24 GA5 C24 C17 C 0 1 Y N N 14.098 19.338 19.651 4.228 2.283 1.670 C24 GA5 25 GA5 C25 C18 C 0 1 Y N N 13.248 18.305 20.043 5.570 1.997 1.774 C25 GA5 26 GA5 C26 C19 C 0 1 Y N N 12.330 17.726 19.128 6.139 0.970 1.029 C26 GA5 27 GA5 C27 C20 C 0 1 Y N N 12.289 18.193 17.808 5.354 0.224 0.176 C27 GA5 28 GA5 C28 C21 C 0 1 Y N N 13.157 19.245 17.468 4.000 0.501 0.065 C28 GA5 29 GA5 O41 O6 O 0 1 N N N 10.512 17.303 20.508 7.957 0.815 2.579 O41 GA5 30 GA5 C42 C22 C 0 1 N N S 11.514 16.723 19.641 7.616 0.723 1.194 C42 GA5 31 GA5 C43 C23 C 0 1 N N N 10.733 15.955 18.589 7.990 -0.664 0.674 C43 GA5 32 GA5 C44 C24 C 0 1 N N N 10.245 16.922 17.510 7.425 -0.817 -0.743 C44 GA5 33 GA5 C45 C25 C 0 1 N N R 11.465 17.574 16.857 5.904 -0.911 -0.648 C45 GA5 34 GA5 N46 N3 N 0 1 N N N 10.976 18.464 15.824 5.537 -2.184 -0.023 N46 GA5 35 GA5 C47 C26 C 0 1 N N N 10.697 18.112 14.536 4.373 -2.783 -0.346 C47 GA5 36 GA5 O48 O7 O 0 1 N N N 11.004 17.029 14.054 3.672 -2.314 -1.220 O48 GA5 37 GA5 O49 O8 O 0 1 N N N 10.171 19.098 13.782 3.989 -3.900 0.300 O49 GA5 38 GA5 C50 C27 C 0 1 N N N 9.680 18.878 12.492 2.783 -4.554 -0.176 C50 GA5 39 GA5 C51 C28 C 0 1 N N N 10.857 18.802 11.512 2.942 -4.902 -1.657 C51 GA5 40 GA5 C52 C29 C 0 1 N N N 8.822 17.627 12.305 2.548 -5.836 0.626 C52 GA5 41 GA5 C53 C30 C 0 1 N N N 8.826 20.126 12.222 1.589 -3.615 0.002 C53 GA5 42 GA5 C32 C31 C 0 1 N N N 14.842 23.557 15.765 -0.352 2.218 -1.553 C32 GA5 43 GA5 C33 C32 C 0 1 Y N N 13.195 21.917 14.756 1.750 3.567 -1.712 C33 GA5 44 GA5 C34 C33 C 0 1 Y N N 12.904 20.850 13.915 2.444 4.754 -1.572 C34 GA5 45 GA5 C35 C34 C 0 1 Y N N 13.918 20.168 13.232 1.794 5.886 -1.116 C35 GA5 46 GA5 C36 C35 C 0 1 Y N N 15.196 20.703 13.243 0.449 5.830 -0.800 C36 GA5 47 GA5 C37 C36 C 0 1 Y N N 15.478 21.802 14.043 -0.245 4.642 -0.940 C37 GA5 48 GA5 C38 C37 C 0 1 Y N N 14.494 22.423 14.800 0.406 3.511 -1.395 C38 GA5 49 GA5 H1 H1 H 0 1 N N N 23.868 29.704 14.203 -11.285 0.904 1.318 H1 GA5 50 GA5 H2 H2 H 0 1 N N N 23.646 28.650 15.641 -10.241 0.251 0.032 H2 GA5 51 GA5 H3 H3 H 0 1 N N N 23.759 27.922 14.003 -10.431 -0.639 1.562 H3 GA5 52 GA5 H4 H4 H 0 1 N N N 19.507 28.479 14.037 -8.773 -1.191 0.400 H4 GA5 53 GA5 H5 H5 H 0 1 N N N 18.235 26.463 14.713 -6.548 -2.197 0.090 H5 GA5 54 GA5 H6 H6 H 0 1 N N N 21.826 24.694 16.272 -4.776 1.044 2.222 H6 GA5 55 GA5 H7 H7 H 0 1 N N N 23.097 26.713 15.586 -6.996 2.063 2.527 H7 GA5 56 GA5 H8 H8 H 0 1 N N N 20.202 24.307 18.283 -2.720 -1.345 -2.427 H8 GA5 57 GA5 H9 H9 H 0 1 N N N 19.202 25.705 18.806 -3.736 -2.525 -1.566 H9 GA5 58 GA5 H10 H10 H 0 1 N N N 17.902 24.229 20.253 -5.670 -0.957 -1.750 H10 GA5 59 GA5 H11 H11 H 0 1 N N N 18.685 21.980 20.843 -3.653 0.683 -3.343 H11 GA5 60 GA5 H12 H12 H 0 1 N N N 18.135 22.076 19.136 -5.408 0.975 -3.359 H12 GA5 61 GA5 H13 H13 H 0 1 N N N 19.891 22.051 19.514 -4.488 1.168 -1.848 H13 GA5 62 GA5 H14 H14 H 0 1 N N N 19.684 23.904 21.957 -5.303 -2.701 -3.474 H14 GA5 63 GA5 H15 H15 H 0 1 N N N 20.921 24.183 20.685 -6.015 -1.235 -4.190 H15 GA5 64 GA5 H16 H16 H 0 1 N N N 19.780 25.497 21.132 -4.279 -1.574 -4.396 H16 GA5 65 GA5 H17 H17 H 0 1 N N N 17.071 25.862 18.301 -2.708 1.023 -1.414 H17 GA5 66 GA5 H18 H18 H 0 1 N N N 16.756 25.424 16.588 -2.800 1.072 0.363 H18 GA5 67 GA5 H19 H19 H 0 1 N N N 16.212 23.589 18.952 -0.867 -0.530 0.460 H19 GA5 68 GA5 H20 H20 H 0 1 N N N 14.946 25.565 18.972 -0.771 -0.089 -2.408 H20 GA5 69 GA5 H21 H21 H 0 1 N N N 16.445 22.522 16.716 -0.569 1.962 0.575 H21 GA5 70 GA5 H22 H22 H 0 1 N N N 13.689 22.219 17.789 1.564 0.238 -0.484 H22 GA5 71 GA5 H23 H23 H 0 1 N N N 14.782 19.769 20.367 3.795 3.082 2.254 H23 GA5 72 GA5 H24 H24 H 0 1 N N N 13.288 17.940 21.058 6.189 2.577 2.443 H24 GA5 73 GA5 H25 H25 H 0 1 N N N 13.112 19.634 16.462 3.386 -0.081 -0.606 H25 GA5 74 GA5 H26 H26 H 0 1 N N N 10.938 17.802 21.195 7.764 1.676 2.975 H26 GA5 75 GA5 H27 H27 H 0 1 N N N 12.117 16.004 20.215 8.171 1.477 0.636 H27 GA5 76 GA5 H28 H28 H 0 1 N N N 9.868 15.464 19.060 9.075 -0.766 0.651 H28 GA5 77 GA5 H29 H29 H 0 1 N N N 11.383 15.194 18.133 7.563 -1.427 1.325 H29 GA5 78 GA5 H30 H30 H 0 1 N N N 9.609 17.696 17.965 7.703 0.048 -1.344 H30 GA5 79 GA5 H31 H31 H 0 1 N N N 9.668 16.372 16.752 7.822 -1.724 -1.200 H31 GA5 80 GA5 H32 H32 H 0 1 N N N 12.036 16.770 16.369 5.478 -0.867 -1.650 H32 GA5 81 GA5 H33 H33 H 0 1 N N N 10.830 19.420 16.077 6.131 -2.596 0.624 H33 GA5 82 GA5 H34 H34 H 0 1 N N N 11.453 17.902 11.724 3.793 -5.571 -1.784 H34 GA5 83 GA5 H35 H35 H 0 1 N N N 10.474 18.754 10.482 2.037 -5.393 -2.014 H35 GA5 84 GA5 H36 H36 H 0 1 N N N 11.488 19.696 11.627 3.110 -3.989 -2.229 H36 GA5 85 GA5 H37 H37 H 0 1 N N N 7.969 17.659 12.999 2.435 -5.588 1.682 H37 GA5 86 GA5 H38 H38 H 0 1 N N N 8.451 17.588 11.270 1.643 -6.327 0.269 H38 GA5 87 GA5 H39 H39 H 0 1 N N N 9.428 16.733 12.511 3.399 -6.505 0.500 H39 GA5 88 GA5 H40 H40 H 0 1 N N N 7.989 20.160 12.935 1.711 -2.745 -0.643 H40 GA5 89 GA5 H41 H41 H 0 1 N N N 9.446 21.027 12.341 0.671 -4.139 -0.265 H41 GA5 90 GA5 H42 H42 H 0 1 N N N 8.432 20.085 11.196 1.533 -3.291 1.041 H42 GA5 91 GA5 H43 H43 H 0 1 N N N 15.531 24.255 15.268 0.052 1.661 -2.398 H43 GA5 92 GA5 H44 H44 H 0 1 N N N 13.920 24.088 16.045 -1.406 2.434 -1.731 H44 GA5 93 GA5 H45 H45 H 0 1 N N N 12.421 22.351 15.371 2.257 2.684 -2.072 H45 GA5 94 GA5 H46 H46 H 0 1 N N N 11.877 20.541 13.786 3.495 4.798 -1.819 H46 GA5 95 GA5 H47 H47 H 0 1 N N N 13.709 19.247 12.709 2.336 6.813 -1.007 H47 GA5 96 GA5 H48 H48 H 0 1 N N N 15.971 20.266 12.631 -0.059 6.714 -0.443 H48 GA5 97 GA5 H49 H49 H 0 1 N N N 16.488 22.183 14.077 -1.295 4.599 -0.693 H49 GA5 98 # 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 GA5 C51 C50 SING N N 1 GA5 C53 C50 SING N N 2 GA5 C52 C50 SING N N 3 GA5 C50 O49 SING N N 4 GA5 C35 C36 DOUB Y N 5 GA5 C35 C34 SING Y N 6 GA5 C36 C37 SING Y N 7 GA5 O49 C47 SING N N 8 GA5 C34 C33 DOUB Y N 9 GA5 C37 C38 DOUB Y N 10 GA5 O48 C47 DOUB N N 11 GA5 O39 C40 SING N N 12 GA5 O39 C2 SING N N 13 GA5 C47 N46 SING N N 14 GA5 C3 C2 DOUB Y N 15 GA5 C3 C4 SING Y N 16 GA5 C33 C38 SING Y N 17 GA5 C38 C32 SING N N 18 GA5 C2 C7 SING Y N 19 GA5 C4 C5 DOUB Y N 20 GA5 O9 S8 DOUB N N 21 GA5 C7 C6 DOUB Y N 22 GA5 C5 C6 SING Y N 23 GA5 C5 S8 SING N N 24 GA5 C32 C19 SING N N 25 GA5 N46 C45 SING N N 26 GA5 S8 O10 DOUB N N 27 GA5 S8 N11 SING N N 28 GA5 C45 C44 SING N N 29 GA5 C45 C27 SING N N 30 GA5 C19 N20 SING N N 31 GA5 C19 C17 SING N N 32 GA5 C28 C27 DOUB Y N 33 GA5 C28 C23 SING Y N 34 GA5 C44 C43 SING N N 35 GA5 N11 C16 SING N N 36 GA5 N11 C12 SING N N 37 GA5 C16 C17 SING N N 38 GA5 N20 C21 SING N N 39 GA5 C27 C26 SING Y N 40 GA5 O22 C21 DOUB N N 41 GA5 C21 C23 SING N N 42 GA5 C17 O18 SING N N 43 GA5 C23 C24 DOUB Y N 44 GA5 C43 C42 SING N N 45 GA5 C12 C13 SING N N 46 GA5 C26 C42 SING N N 47 GA5 C26 C25 DOUB Y N 48 GA5 C42 O41 SING N N 49 GA5 C24 C25 SING Y N 50 GA5 C14 C13 SING N N 51 GA5 C13 C15 SING N N 52 GA5 C40 H1 SING N N 53 GA5 C40 H2 SING N N 54 GA5 C40 H3 SING N N 55 GA5 C3 H4 SING N N 56 GA5 C4 H5 SING N N 57 GA5 C6 H6 SING N N 58 GA5 C7 H7 SING N N 59 GA5 C12 H8 SING N N 60 GA5 C12 H9 SING N N 61 GA5 C13 H10 SING N N 62 GA5 C14 H11 SING N N 63 GA5 C14 H12 SING N N 64 GA5 C14 H13 SING N N 65 GA5 C15 H14 SING N N 66 GA5 C15 H15 SING N N 67 GA5 C15 H16 SING N N 68 GA5 C16 H17 SING N N 69 GA5 C16 H18 SING N N 70 GA5 C17 H19 SING N N 71 GA5 O18 H20 SING N N 72 GA5 C19 H21 SING N N 73 GA5 N20 H22 SING N N 74 GA5 C24 H23 SING N N 75 GA5 C25 H24 SING N N 76 GA5 C28 H25 SING N N 77 GA5 O41 H26 SING N N 78 GA5 C42 H27 SING N N 79 GA5 C43 H28 SING N N 80 GA5 C43 H29 SING N N 81 GA5 C44 H30 SING N N 82 GA5 C44 H31 SING N N 83 GA5 C45 H32 SING N N 84 GA5 N46 H33 SING N N 85 GA5 C51 H34 SING N N 86 GA5 C51 H35 SING N N 87 GA5 C51 H36 SING N N 88 GA5 C52 H37 SING N N 89 GA5 C52 H38 SING N N 90 GA5 C52 H39 SING N N 91 GA5 C53 H40 SING N N 92 GA5 C53 H41 SING N N 93 GA5 C53 H42 SING N N 94 GA5 C32 H43 SING N N 95 GA5 C32 H44 SING N N 96 GA5 C33 H45 SING N N 97 GA5 C34 H46 SING N N 98 GA5 C35 H47 SING N N 99 GA5 C36 H48 SING N N 100 GA5 C37 H49 SING N N 101 # 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 GA5 SMILES ACDLabs 12.01 "O(C)c1ccc(cc1)S(=O)(N(CC(O)C(NC(c3ccc2C(O)CCC(c2c3)NC(=O)OC(C)(C)C)=O)Cc4ccccc4)CC(C)C)=O" GA5 InChI InChI 1.03 ;InChI=1S/C37H49N3O8S/c1-24(2)22-40(49(45,46)28-15-13-27(47-6)14-16-28)23-34(42)32(20-25-10-8-7-9-11-25)38-35(43)26-12-17-29-30(21-26)31(18-19-33(29)41)39-36(44)48-37(3,4)5/h7-17,21,24,31-34,41-42H,18-20,22-23H2,1-6H3,(H,38,43)(H,39,44)/t31-,32+,33+,34-/m1/s1 ; GA5 InChIKey InChI 1.03 CBAMANYQGALFBH-ALMGMPQLSA-N GA5 SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c3ccc4[C@@H](O)CC[C@@H](NC(=O)OC(C)(C)C)c4c3" GA5 SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)c3ccc4[CH](O)CC[CH](NC(=O)OC(C)(C)C)c4c3" GA5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)c2ccc3c(c2)[C@@H](CC[C@@H]3O)NC(=O)OC(C)(C)C)O)S(=O)(=O)c4ccc(cc4)OC" GA5 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)c2ccc3c(c2)C(CCC3O)NC(=O)OC(C)(C)C)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 GA5 "SYSTEMATIC NAME" ACDLabs 12.01 "tert-butyl [(1R,4S)-4-hydroxy-7-{[(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamoyl}-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate" GA5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{tert}-butyl ~{N}-[(1~{R},4~{S})-7-[[(2~{S},3~{R})-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]carbamoyl]-4-oxidanyl-1,2,3,4-tetrahydronaphthalen-1-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 GA5 "Create component" 2018-06-25 RCSB GA5 "Initial release" 2018-10-31 RCSB #