data_AXQ # _chem_comp.id AXQ _chem_comp.name "{(E)-(3R,6S,9R)-3-[(1S,3R)-3-((S)-1 -BUTYLCARBAMOYL-2-METHYL-PROPYLCARB AMOYL)-1-HYDROXY-BUTYL]-6-METHYL-5, 8-DIOXO-1,11-DITHIA-4,7-DIAZA-CYCLO PENTADEC-13-EN-9-YL}-CARBAMIC ACID TERT-BUTYL ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H55 N5 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-07 _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 ? _chem_comp.formula_weight 673.928 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AXQ _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 2F3E _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 AXQ S1 S1 S 0 1 N N N 7.400 -43.048 50.450 0.724 -2.034 0.972 S1 AXQ 1 AXQ C2 C2 C 0 1 N N N 8.589 -43.196 49.068 -0.405 -0.737 1.550 C2 AXQ 2 AXQ C5 C5 C 0 1 N N R 9.875 -42.455 49.561 0.106 0.629 1.083 C5 AXQ 3 AXQ N7 N7 N 0 1 N N N 9.624 -41.016 49.484 -0.964 1.328 0.365 N7 AXQ 4 AXQ C9 C9 C 0 1 N N N 9.961 -40.201 50.526 -2.191 1.413 0.913 C9 AXQ 5 AXQ C10 C10 C 0 1 N N S 9.687 -38.715 50.308 -3.303 2.105 0.169 C10 AXQ 6 AXQ N12 N12 N 0 1 N N N 8.237 -38.532 50.238 -4.486 1.217 0.155 N12 AXQ 7 AXQ C14 C14 C 0 1 N N N 7.718 -37.448 49.619 -4.348 0.052 -0.541 C14 AXQ 8 AXQ C15 C15 C 0 1 N N R 6.222 -37.397 49.589 -5.507 -0.909 -0.594 C15 AXQ 9 AXQ C17 C17 C 0 1 N N N 5.818 -38.398 48.509 -5.145 -2.094 -1.492 C17 AXQ 10 AXQ S20 S20 S 0 1 N N N 4.066 -38.655 48.616 -5.067 -3.607 -0.494 S20 AXQ 11 AXQ C21 C21 C 0 1 N N N 4.067 -40.251 47.730 -3.385 -4.159 -0.890 C21 AXQ 12 AXQ C24 C24 C 0 1 N N N 4.388 -41.386 48.677 -2.483 -3.908 0.290 C24 AXQ 13 AXQ C26 C26 C 0 1 N N N 5.569 -42.022 48.677 -1.195 -3.754 0.109 C26 AXQ 14 AXQ C28 C28 C 0 1 N N N 5.799 -43.187 49.604 -0.293 -3.501 1.290 C28 AXQ 15 AXQ N31 N31 N 0 1 N N N 5.756 -36.036 49.321 -6.684 -0.226 -1.138 N31 AXQ 16 AXQ C33 C33 C 0 1 N N N 5.974 -35.091 50.272 -7.483 0.490 -0.323 C33 AXQ 17 AXQ O34 O34 O 0 1 N N N 6.503 -35.330 51.353 -7.228 0.570 0.862 O34 AXQ 18 AXQ O35 O35 O 0 1 N N N 5.546 -33.844 49.890 -8.564 1.118 -0.822 O35 AXQ 19 AXQ C36 C36 C 0 1 N N N 5.813 -32.776 50.879 -9.426 1.890 0.055 C36 AXQ 20 AXQ C37 C37 C 0 1 N N N 5.307 -31.431 50.306 -8.616 3.012 0.707 C37 AXQ 21 AXQ C41 C41 C 0 1 N N N 5.068 -33.033 52.220 -10.572 2.495 -0.758 C41 AXQ 22 AXQ C45 C45 C 0 1 N N N 7.339 -32.630 51.135 -9.998 0.976 1.141 C45 AXQ 23 AXQ O49 O49 O 0 1 N N N 8.366 -36.549 49.101 -3.308 -0.205 -1.109 O49 AXQ 24 AXQ C50 C50 C 0 1 N N N 10.323 -37.787 51.385 -3.656 3.419 0.869 C50 AXQ 25 AXQ O54 O54 O 0 1 N N N 10.457 -40.601 51.572 -2.402 0.932 2.006 O54 AXQ 26 AXQ C55 C55 C 0 1 N N S 11.157 -42.904 48.773 1.304 0.435 0.152 C55 AXQ 27 AXQ O57 O57 O 0 1 N N N 11.016 -42.658 47.361 0.906 -0.338 -0.982 O57 AXQ 28 AXQ C59 C59 C 0 1 N N N 12.427 -42.130 49.187 1.813 1.800 -0.315 C59 AXQ 29 AXQ C62 C62 C 0 1 N N R 13.608 -43.061 48.866 3.093 1.615 -1.133 C62 AXQ 30 AXQ C64 C64 C 0 1 N N N 14.916 -42.286 48.636 3.510 2.956 -1.738 C64 AXQ 31 AXQ C68 C68 C 0 1 N N N 13.867 -43.929 50.084 4.192 1.104 -0.237 C68 AXQ 32 AXQ O69 O69 O 0 1 N N N 13.644 -43.492 51.214 3.973 0.907 0.940 O69 AXQ 33 AXQ N70 N70 N 0 1 N N N 14.332 -45.158 49.834 5.418 0.865 -0.743 N70 AXQ 34 AXQ C72 C72 C 0 1 N N S 14.626 -46.033 50.975 6.486 0.369 0.127 C72 AXQ 35 AXQ C74 C74 C 0 1 N N N 14.856 -47.489 50.539 6.393 -1.155 0.231 C74 AXQ 36 AXQ C76 C76 C 0 1 N N N 16.155 -47.576 49.719 5.035 -1.544 0.817 C76 AXQ 37 AXQ C80 C80 C 0 1 N N N 15.019 -48.408 51.771 6.543 -1.771 -1.162 C80 AXQ 38 AXQ C84 C84 C 0 1 N N N 15.836 -45.471 51.718 7.824 0.752 -0.450 C84 AXQ 39 AXQ O85 O85 O 0 1 N N N 16.699 -44.866 51.083 7.880 1.379 -1.488 O85 AXQ 40 AXQ N86 N86 N 0 1 N N N 15.881 -45.661 53.055 8.959 0.399 0.185 N86 AXQ 41 AXQ C88 C88 C 0 1 N N N 17.029 -45.129 53.779 10.259 0.772 -0.376 C88 AXQ 42 AXQ C91 C91 C 0 1 N N N 16.643 -44.808 55.232 11.375 0.253 0.533 C91 AXQ 43 AXQ C94 C94 C 0 1 N N N 15.948 -43.448 55.296 12.734 0.643 -0.054 C94 AXQ 44 AXQ C97 C97 C 0 1 N N N 15.586 -43.149 56.762 13.849 0.124 0.856 C97 AXQ 45 AXQ H21 1H2 H 0 1 N N N 8.195 -42.762 48.137 -0.452 -0.754 2.638 H21 AXQ 46 AXQ H22 2H2 H 0 1 N N N 8.804 -44.251 48.844 -1.400 -0.912 1.140 H22 AXQ 47 AXQ H5 H5 H 0 1 N N N 10.088 -42.724 50.606 0.409 1.218 1.948 H5 AXQ 48 AXQ HN7 HN7 H 0 1 N N N 9.204 -40.627 48.664 -0.789 1.728 -0.501 HN7 AXQ 49 AXQ H10 H10 H 0 1 N N N 10.169 -38.413 49.367 -2.988 2.309 -0.855 H10 AXQ 50 AXQ H12 H12 H 0 1 N N N 7.628 -39.211 50.649 -5.309 1.448 0.614 H12 AXQ 51 AXQ H15 H15 H 0 1 N N N 5.762 -37.663 50.552 -5.728 -1.269 0.411 H15 AXQ 52 AXQ H171 1H17 H 0 0 N N N 6.350 -39.349 48.656 -4.176 -1.915 -1.957 H171 AXQ 53 AXQ H172 2H17 H 0 0 N N N 6.078 -38.002 47.516 -5.904 -2.208 -2.266 H172 AXQ 54 AXQ H211 1H21 H 0 0 N N N 4.833 -40.219 46.942 -3.016 -3.608 -1.754 H211 AXQ 55 AXQ H212 2H21 H 0 0 N N N 3.073 -40.419 47.291 -3.397 -5.225 -1.118 H212 AXQ 56 AXQ H24 H24 H 0 1 N N N 3.633 -41.698 49.384 -2.898 -3.853 1.286 H24 AXQ 57 AXQ H26 H26 H 0 1 N N N 6.356 -41.699 48.012 -0.778 -3.809 -0.886 H26 AXQ 58 AXQ H281 1H28 H 0 0 N N N 5.003 -43.192 50.363 0.354 -4.365 1.445 H281 AXQ 59 AXQ H282 2H28 H 0 0 N N N 5.786 -44.117 49.017 -0.899 -3.337 2.181 H282 AXQ 60 AXQ H31 H31 H 0 1 N N N 5.292 -35.809 48.465 -6.887 -0.289 -2.084 H31 AXQ 61 AXQ H371 1H37 H 0 0 N N N 4.338 -31.586 49.809 -8.208 3.663 -0.066 H371 AXQ 62 AXQ H372 2H37 H 0 0 N N N 6.036 -31.045 49.578 -9.262 3.591 1.366 H372 AXQ 63 AXQ H373 3H37 H 0 0 N N N 5.187 -30.705 51.124 -7.799 2.581 1.287 H373 AXQ 64 AXQ H411 1H41 H 0 0 N N N 4.511 -33.980 52.154 -11.149 1.696 -1.222 H411 AXQ 65 AXQ H412 2H41 H 0 0 N N N 4.367 -32.208 52.414 -11.219 3.074 -0.099 H412 AXQ 66 AXQ H413 3H41 H 0 0 N N N 5.799 -33.094 53.040 -10.165 3.146 -1.531 H413 AXQ 67 AXQ H451 1H45 H 0 0 N N N 7.696 -33.490 51.721 -9.181 0.545 1.720 H451 AXQ 68 AXQ H452 2H45 H 0 0 N N N 7.530 -31.701 51.693 -10.644 1.556 1.800 H452 AXQ 69 AXQ H453 3H45 H 0 0 N N N 7.871 -32.596 50.173 -10.575 0.177 0.677 H453 AXQ 70 AXQ H501 1H50 H 0 0 N N N 9.653 -36.936 51.578 -3.965 3.213 1.894 H501 AXQ 71 AXQ H502 2H50 H 0 0 N N N 11.293 -37.415 51.022 -2.783 4.072 0.877 H502 AXQ 72 AXQ H503 3H50 H 0 0 N N N 10.473 -38.354 52.316 -4.470 3.908 0.335 H503 AXQ 73 AXQ H55 H55 H 0 1 N N N 11.259 -43.974 49.008 2.099 -0.086 0.686 H55 AXQ 74 AXQ H57 H57 H 0 1 N N N 10.985 -41.722 47.204 0.203 0.157 -1.425 H57 AXQ 75 AXQ H591 1H59 H 0 0 N N N 12.405 -41.859 50.253 2.024 2.425 0.553 H591 AXQ 76 AXQ H592 2H59 H 0 0 N N N 12.510 -41.189 48.624 1.053 2.279 -0.933 H592 AXQ 77 AXQ H62 H62 H 0 1 N N N 13.342 -43.626 47.961 2.912 0.896 -1.932 H62 AXQ 78 AXQ H641 1H64 H 0 0 N N N 15.763 -42.877 49.013 4.399 2.817 -2.353 H641 AXQ 79 AXQ H642 2H64 H 0 0 N N N 14.872 -41.326 49.170 2.699 3.345 -2.354 H642 AXQ 80 AXQ H643 3H64 H 0 0 N N N 15.049 -42.101 47.560 3.729 3.663 -0.938 H643 AXQ 81 AXQ H70 H70 H 0 1 N N N 14.475 -45.472 48.895 5.593 1.022 -1.685 H70 AXQ 82 AXQ H72 H72 H 0 1 N N N 13.757 -46.053 51.649 6.380 0.808 1.119 H72 AXQ 83 AXQ H74 H74 H 0 1 N N N 13.988 -47.810 49.945 7.188 -1.524 0.879 H74 AXQ 84 AXQ H761 1H76 H 0 0 N N N 16.698 -48.494 49.989 4.240 -1.175 0.169 H761 AXQ 85 AXQ H762 2H76 H 0 0 N N N 16.784 -46.700 49.935 4.968 -2.630 0.891 H762 AXQ 86 AXQ H763 3H76 H 0 0 N N N 15.912 -47.597 48.646 4.928 -1.105 1.809 H763 AXQ 87 AXQ H801 1H80 H 0 0 N N N 14.164 -48.267 52.449 7.510 -1.493 -1.580 H801 AXQ 88 AXQ H802 2H80 H 0 0 N N N 15.951 -48.154 52.297 6.476 -2.856 -1.088 H802 AXQ 89 AXQ H803 3H80 H 0 0 N N N 15.058 -49.457 51.444 5.748 -1.401 -1.810 H803 AXQ 90 AXQ H86 H86 H 0 1 N N N 15.151 -46.150 53.532 8.914 -0.102 1.015 H86 AXQ 91 AXQ H881 1H88 H 0 0 N N N 17.366 -44.205 53.286 10.326 1.857 -0.450 H881 AXQ 92 AXQ H882 2H88 H 0 0 N N N 17.836 -45.877 53.776 10.366 0.333 -1.369 H882 AXQ 93 AXQ H911 1H91 H 0 0 N N N 17.552 -44.781 55.851 11.309 -0.832 0.607 H911 AXQ 94 AXQ H912 2H91 H 0 0 N N N 15.960 -45.584 55.608 11.269 0.692 1.525 H912 AXQ 95 AXQ H941 1H94 H 0 0 N N N 15.037 -43.463 54.680 12.800 1.728 -0.127 H941 AXQ 96 AXQ H942 2H94 H 0 0 N N N 16.622 -42.668 54.913 12.840 0.204 -1.046 H942 AXQ 97 AXQ H971 1H97 H 0 0 N N N 14.955 -43.959 57.156 14.817 0.401 0.438 H971 AXQ 98 AXQ H972 2H97 H 0 0 N N N 15.038 -42.197 56.817 13.743 0.563 1.848 H972 AXQ 99 AXQ H973 3H97 H 0 0 N N N 16.506 -43.078 57.360 13.783 -0.961 0.929 H973 AXQ 100 # 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 AXQ S1 C2 SING N N 1 AXQ S1 C28 SING N N 2 AXQ C2 C5 SING N N 3 AXQ C2 H21 SING N N 4 AXQ C2 H22 SING N N 5 AXQ C5 N7 SING N N 6 AXQ C5 C55 SING N N 7 AXQ C5 H5 SING N N 8 AXQ N7 C9 SING N N 9 AXQ N7 HN7 SING N N 10 AXQ C9 C10 SING N N 11 AXQ C9 O54 DOUB N N 12 AXQ C10 N12 SING N N 13 AXQ C10 C50 SING N N 14 AXQ C10 H10 SING N N 15 AXQ N12 C14 SING N N 16 AXQ N12 H12 SING N N 17 AXQ C14 C15 SING N N 18 AXQ C14 O49 DOUB N N 19 AXQ C15 C17 SING N N 20 AXQ C15 N31 SING N N 21 AXQ C15 H15 SING N N 22 AXQ C17 S20 SING N N 23 AXQ C17 H171 SING N N 24 AXQ C17 H172 SING N N 25 AXQ S20 C21 SING N N 26 AXQ C21 C24 SING N N 27 AXQ C21 H211 SING N N 28 AXQ C21 H212 SING N N 29 AXQ C24 C26 DOUB N E 30 AXQ C24 H24 SING N N 31 AXQ C26 C28 SING N N 32 AXQ C26 H26 SING N N 33 AXQ C28 H281 SING N N 34 AXQ C28 H282 SING N N 35 AXQ N31 C33 SING N N 36 AXQ N31 H31 SING N N 37 AXQ C33 O34 DOUB N N 38 AXQ C33 O35 SING N N 39 AXQ O35 C36 SING N N 40 AXQ C36 C37 SING N N 41 AXQ C36 C41 SING N N 42 AXQ C36 C45 SING N N 43 AXQ C37 H371 SING N N 44 AXQ C37 H372 SING N N 45 AXQ C37 H373 SING N N 46 AXQ C41 H411 SING N N 47 AXQ C41 H412 SING N N 48 AXQ C41 H413 SING N N 49 AXQ C45 H451 SING N N 50 AXQ C45 H452 SING N N 51 AXQ C45 H453 SING N N 52 AXQ C50 H501 SING N N 53 AXQ C50 H502 SING N N 54 AXQ C50 H503 SING N N 55 AXQ C55 O57 SING N N 56 AXQ C55 C59 SING N N 57 AXQ C55 H55 SING N N 58 AXQ O57 H57 SING N N 59 AXQ C59 C62 SING N N 60 AXQ C59 H591 SING N N 61 AXQ C59 H592 SING N N 62 AXQ C62 C64 SING N N 63 AXQ C62 C68 SING N N 64 AXQ C62 H62 SING N N 65 AXQ C64 H641 SING N N 66 AXQ C64 H642 SING N N 67 AXQ C64 H643 SING N N 68 AXQ C68 O69 DOUB N N 69 AXQ C68 N70 SING N N 70 AXQ N70 C72 SING N N 71 AXQ N70 H70 SING N N 72 AXQ C72 C74 SING N N 73 AXQ C72 C84 SING N N 74 AXQ C72 H72 SING N N 75 AXQ C74 C76 SING N N 76 AXQ C74 C80 SING N N 77 AXQ C74 H74 SING N N 78 AXQ C76 H761 SING N N 79 AXQ C76 H762 SING N N 80 AXQ C76 H763 SING N N 81 AXQ C80 H801 SING N N 82 AXQ C80 H802 SING N N 83 AXQ C80 H803 SING N N 84 AXQ C84 O85 DOUB N N 85 AXQ C84 N86 SING N N 86 AXQ N86 C88 SING N N 87 AXQ N86 H86 SING N N 88 AXQ C88 C91 SING N N 89 AXQ C88 H881 SING N N 90 AXQ C88 H882 SING N N 91 AXQ C91 C94 SING N N 92 AXQ C91 H911 SING N N 93 AXQ C91 H912 SING N N 94 AXQ C94 C97 SING N N 95 AXQ C94 H941 SING N N 96 AXQ C94 H942 SING N N 97 AXQ C97 H971 SING N N 98 AXQ C97 H972 SING N N 99 AXQ C97 H973 SING N N 100 # 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 AXQ SMILES ACDLabs 10.04 "O=C(NCCCC)C(NC(=O)C(C)CC(O)C1NC(=O)C(NC(=O)C(NC(=O)OC(C)(C)C)CSCC=CCSC1)C)C(C)C" AXQ SMILES_CANONICAL CACTVS 3.341 "CCCCNC(=O)[C@@H](NC(=O)[C@H](C)C[C@H](O)[C@@H]1CSC/C=C/CSC[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)N1)C(C)C" AXQ SMILES CACTVS 3.341 "CCCCNC(=O)[CH](NC(=O)[CH](C)C[CH](O)[CH]1CSCC=CCSC[CH](NC(=O)OC(C)(C)C)C(=O)N[CH](C)C(=O)N1)C(C)C" AXQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCNC(=O)[C@H](C(C)C)NC(=O)[C@H](C)C[C@@H]([C@@H]1CSC\C=C\CSC[C@@H](C(=O)N[C@H](C(=O)N1)C)NC(=O)OC(C)(C)C)O" AXQ SMILES "OpenEye OEToolkits" 1.5.0 "CCCCNC(=O)C(C(C)C)NC(=O)C(C)CC(C1CSCC=CCSCC(C(=O)NC(C(=O)N1)C)NC(=O)OC(C)(C)C)O" AXQ InChI InChI 1.03 ;InChI=1S/C31H55N5O7S2/c1-9-10-13-32-29(41)25(19(2)3)36-26(38)20(4)16-24(37)22-17-44-14-11-12-15-45-18-23(35-30(42)43-31(6,7)8)28(40)33-21(5)27(39)34-22/h11-12,19-25,37H,9-10,13-18H2,1-8H3,(H,32,41)(H,33,40)(H,34,39)(H,35,42)(H,36,38)/b12-11+/t20-,21+,22+,23+,24+,25+/m1/s1 ; AXQ InChIKey InChI 1.03 YFVXRNZNJJXEKV-DYASFXQMSA-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 AXQ "SYSTEMATIC NAME" ACDLabs 10.04 "tert-butyl {(3R,6S,9R,13E)-3-[(1S,3R)-4-{[(1S)-1-(butylcarbamoyl)-2-methylpropyl]amino}-1-hydroxy-3-methyl-4-oxobutyl]-6-methyl-5,8-dioxo-1,11-dithia-4,7-diazacyclopentadec-13-en-9-yl}carbamate" AXQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "tert-butyl N-[(3R,6S,9R,13E)-3-[(1S,3R)-4-[[(2S)-1-butylamino-3-methyl-1-oxo-butan-2-yl]amino]-1-hydroxy-3-methyl-4-oxo-butyl]-6-methyl-5,8-dioxo-1,11-dithia-4,7-diazacyclopentadec-13-en-9-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 AXQ "Create component" 2005-12-07 RCSB AXQ "Modify descriptor" 2011-06-04 RCSB #