data_B31 # _chem_comp.id B31 _chem_comp.name "(2S)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxy-3-(beta-D-xylofuranosyloxy)cyclohexyl]-2-hydroxybutanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H41 N5 O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Butirosin A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-10 _chem_comp.pdbx_modified_date 2021-03-01 _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 555.577 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B31 _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 3H8P _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 B31 C01 C01 C 0 1 N N R 52.210 29.318 15.101 -2.608 0.160 -0.419 C01 B31 1 B31 C02 C02 C 0 1 N N N 51.912 29.849 16.508 -2.299 -1.322 -0.196 C02 B31 2 B31 C03 C03 C 0 1 N N S 52.210 31.361 16.509 -0.832 -1.594 -0.537 C03 B31 3 B31 C04 C04 C 0 1 N N R 51.295 32.107 15.501 0.067 -0.745 0.363 C04 B31 4 B31 C05 C05 C 0 1 N N R 51.559 31.536 14.070 -0.243 0.737 0.140 C05 B31 5 B31 C06 C06 C 0 1 N N S 51.305 30.008 14.065 -1.709 1.009 0.481 C06 B31 6 B31 N01 N01 N 0 1 N N N 51.851 27.907 15.090 -4.012 0.420 -0.092 N01 B31 7 B31 N03 N03 N 0 1 N N N 51.874 31.859 17.871 -0.536 -3.017 -0.324 N03 B31 8 B31 O04 O04 O 0 1 N N N 51.662 33.484 15.591 1.436 -0.999 0.044 O04 B31 9 B31 O05 O05 O 0 1 N N N 50.658 32.142 13.154 0.597 1.531 0.981 O05 B31 10 B31 O06 O06 O 0 1 N N N 51.636 29.479 12.782 -1.998 2.393 0.273 O06 B31 11 B31 C11 C11 C 0 1 N N R 50.650 34.333 15.044 2.213 -1.466 1.149 C11 B31 12 B31 C12 C12 C 0 1 N N R 51.293 35.639 14.558 3.681 -1.086 0.938 C12 B31 13 B31 C13 C13 C 0 1 N N R 51.785 36.483 15.728 4.203 -1.779 -0.324 C13 B31 14 B31 C14 C14 C 0 1 N N S 50.643 36.707 16.682 4.010 -3.292 -0.180 C14 B31 15 B31 C15 C15 C 0 1 N N R 50.197 35.355 17.226 2.529 -3.587 0.074 C15 B31 16 B31 C16 C16 C 0 1 N N N 49.032 35.575 18.190 2.336 -5.090 0.279 C16 B31 17 B31 N12 N12 N 0 1 N N N 52.506 35.253 13.781 3.793 0.370 0.781 N12 B31 18 B31 N16 N16 N 0 1 N N N 48.806 34.243 18.841 0.919 -5.371 0.543 N16 B31 19 B31 O11 O11 O 0 1 N N N 49.713 34.521 16.144 2.099 -2.887 1.244 O11 B31 20 B31 O13 O13 O 0 1 N N N 52.211 37.734 15.219 5.593 -1.489 -0.488 O13 B31 21 B31 O14 O14 O 0 1 N N N 51.104 37.516 17.755 4.427 -3.943 -1.381 O14 B31 22 B31 C21 C21 C 0 1 N N S 51.324 32.317 11.893 0.912 2.816 0.442 C21 B31 23 B31 C22 C22 C 0 1 N N R 50.390 31.820 10.828 1.719 3.632 1.470 C22 B31 24 B31 C23 C23 C 0 1 N N R 49.692 33.044 10.353 3.042 3.963 0.738 C23 B31 25 B31 C24 C24 C 0 1 N N R 50.649 34.169 10.703 2.642 3.791 -0.750 C24 B31 26 B31 C25 C25 C 0 1 N N N 49.918 35.445 11.079 3.871 3.475 -1.605 C25 B31 27 B31 O21 O21 O 0 1 N N N 51.443 33.725 11.807 1.733 2.667 -0.729 O21 B31 28 B31 O22 O22 O 0 1 N N N 51.168 31.286 9.761 1.022 4.831 1.815 O22 B31 29 B31 O23 O23 O 0 1 N N N 48.487 33.171 11.112 4.070 3.038 1.100 O23 B31 30 B31 O25 O25 O 0 1 N N N 50.883 36.487 11.147 3.494 3.436 -2.983 O25 B31 31 B31 C51 C51 C 0 1 N N N 52.737 26.990 14.529 -4.969 0.214 -1.019 C51 B31 32 B31 C52 C52 C 0 1 N N S 52.262 25.541 14.558 -6.414 0.482 -0.683 C52 B31 33 B31 C53 C53 C 0 1 N N N 52.248 24.921 13.158 -6.873 -0.491 0.405 C53 B31 34 B31 C54 C54 C 0 1 N N N 51.267 25.628 12.217 -8.299 -0.140 0.835 C54 B31 35 B31 N54 N54 N 0 1 N N N 51.481 25.149 10.840 -8.740 -1.074 1.879 N54 B31 36 B31 O51 O51 O 0 1 N N N 53.808 27.309 14.044 -4.668 -0.187 -2.123 O51 B31 37 B31 O52 O52 O 0 1 N N N 50.938 25.459 15.095 -7.216 0.303 -1.852 O52 B31 38 B31 H01 H01 H 0 1 N N N 53.268 29.497 14.857 -2.424 0.416 -1.462 H01 B31 39 B31 H02 H02 H 0 1 N N N 50.857 29.672 16.763 -2.483 -1.579 0.847 H02 B31 40 B31 H02A H02A H 0 0 N N N 52.534 29.333 17.254 -2.940 -1.927 -0.838 H02A B31 41 B31 H03 H03 H 0 1 N N N 53.261 31.534 16.233 -0.649 -1.337 -1.581 H03 B31 42 B31 H04 H04 H 0 1 N N N 50.223 31.982 15.715 -0.117 -1.001 1.406 H04 B31 43 B31 H05 H05 H 0 1 N N N 52.600 31.745 13.782 -0.059 0.994 -0.903 H05 B31 44 B31 H06 H06 H 0 1 N N N 50.247 29.828 14.305 -1.893 0.752 1.525 H06 B31 45 B31 HN01 HN01 H 0 0 N N N 50.982 27.601 15.479 -4.253 0.741 0.791 HN01 B31 46 B31 HN03 HN03 H 0 0 N N N 51.799 31.085 18.500 -1.019 -3.592 -0.997 HN03 B31 47 B31 HN0A HN0A H 0 0 N N N 52.594 32.477 18.187 0.458 -3.187 -0.350 HN0A B31 48 B31 HO06 HO06 H 0 0 N N N 51.710 30.189 12.155 -2.912 2.638 0.471 HO06 B31 49 B31 H11 H11 H 0 1 N N N 50.132 33.920 14.166 1.848 -1.010 2.069 H11 B31 50 B31 H12 H12 H 0 1 N N N 50.554 36.212 13.978 4.267 -1.406 1.799 H12 B31 51 B31 H13 H13 H 0 1 N N N 52.611 35.977 16.249 3.650 -1.421 -1.192 H13 B31 52 B31 H14 H14 H 0 1 N N N 49.803 37.203 16.174 4.603 -3.657 0.659 H14 B31 53 B31 H15 H15 H 0 1 N N N 51.049 34.872 17.727 1.941 -3.258 -0.783 H15 B31 54 B31 H16 H16 H 0 1 N N N 49.281 36.342 18.939 2.651 -5.623 -0.619 H16 B31 55 B31 H16A H16A H 0 0 N N N 48.132 35.935 17.670 2.936 -5.422 1.126 H16A B31 56 B31 HN12 HN12 H 0 0 N N N 52.269 35.167 12.813 3.450 0.850 1.599 HN12 B31 57 B31 HN1A HN1A H 0 0 N N N 53.209 35.955 13.890 4.744 0.640 0.576 HN1A B31 58 B31 HN16 HN16 H 0 0 N N N 48.756 33.533 18.139 0.760 -6.361 0.651 HN16 B31 59 B31 HN1B HN1B H 0 0 N N N 49.563 34.044 19.463 0.594 -4.862 1.352 HN1B B31 60 B31 HO13 HO13 H 0 0 N N N 52.306 38.352 15.935 5.990 -1.897 -1.270 HO13 B31 61 B31 HO14 HO14 H 0 0 N N N 51.207 36.982 18.534 5.356 -3.795 -1.607 HO14 B31 62 B31 H21 H21 H 0 1 N N N 52.287 31.796 11.790 -0.006 3.345 0.186 H21 B31 63 B31 H22 H22 H 0 1 N N N 49.695 31.045 11.185 1.915 3.036 2.362 H22 B31 64 B31 H23 H23 H 0 1 N N N 49.437 33.037 9.283 3.354 4.988 0.941 H23 B31 65 B31 H24 H24 H 0 1 N N N 51.269 34.404 9.825 2.139 4.685 -1.118 H24 B31 66 B31 H25 H25 H 0 1 N N N 49.157 35.683 10.321 4.625 4.247 -1.456 H25 B31 67 B31 H25A H25A H 0 0 N N N 49.408 35.327 12.047 4.278 2.507 -1.312 H25A B31 68 B31 HO22 HO22 H 0 0 N N N 50.618 31.167 8.996 0.159 4.680 2.225 HO22 B31 69 B31 HO23 HO23 H 0 0 N N N 48.697 33.199 12.038 4.292 3.046 2.041 HO23 B31 70 B31 HO25 HO25 H 0 0 N N N 51.098 36.661 12.056 4.225 3.241 -3.585 HO25 B31 71 B31 H52 H52 H 0 1 N N N 52.970 24.987 15.192 -6.519 1.505 -0.323 H52 B31 72 B31 H53 H53 H 0 1 N N N 53.259 24.999 12.731 -6.852 -1.509 0.015 H53 B31 73 B31 H53A H53A H 0 0 N N N 51.926 23.874 13.256 -6.206 -0.417 1.264 H53A B31 74 B31 H54 H54 H 0 1 N N N 50.235 25.406 12.527 -8.320 0.878 1.225 H54 B31 75 B31 H54A H54A H 0 0 N N N 51.435 26.714 12.259 -8.966 -0.213 -0.024 H54A B31 76 B31 HN54 HN54 H 0 0 N N N 51.529 25.931 10.218 -9.679 -0.862 2.180 HN54 B31 77 B31 HN5A HN5A H 0 0 N N N 52.337 24.634 10.796 -8.668 -2.029 1.563 HN5A B31 78 B31 HO52 HO52 H 0 0 N N N 50.981 25.441 16.044 -7.170 -0.587 -2.227 HO52 B31 79 # # 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 B31 C06 C01 SING N N 1 B31 N01 C01 SING N N 2 B31 C01 C02 SING N N 3 B31 C01 H01 SING N N 4 B31 C02 C03 SING N N 5 B31 C02 H02 SING N N 6 B31 C02 H02A SING N N 7 B31 C04 C03 SING N N 8 B31 C03 N03 SING N N 9 B31 C03 H03 SING N N 10 B31 C05 C04 SING N N 11 B31 C04 O04 SING N N 12 B31 C04 H04 SING N N 13 B31 O05 C05 SING N N 14 B31 C06 C05 SING N N 15 B31 C05 H05 SING N N 16 B31 O06 C06 SING N N 17 B31 C06 H06 SING N N 18 B31 C51 N01 SING N N 19 B31 N01 HN01 SING N N 20 B31 N03 HN03 SING N N 21 B31 N03 HN0A SING N N 22 B31 C11 O04 SING N N 23 B31 C21 O05 SING N N 24 B31 O06 HO06 SING N N 25 B31 C12 C11 SING N N 26 B31 C11 O11 SING N N 27 B31 C11 H11 SING N N 28 B31 N12 C12 SING N N 29 B31 C12 C13 SING N N 30 B31 C12 H12 SING N N 31 B31 O13 C13 SING N N 32 B31 C13 C14 SING N N 33 B31 C13 H13 SING N N 34 B31 C14 C15 SING N N 35 B31 C14 O14 SING N N 36 B31 C14 H14 SING N N 37 B31 O11 C15 SING N N 38 B31 C15 C16 SING N N 39 B31 C15 H15 SING N N 40 B31 C16 N16 SING N N 41 B31 C16 H16 SING N N 42 B31 C16 H16A SING N N 43 B31 N12 HN12 SING N N 44 B31 N12 HN1A SING N N 45 B31 N16 HN16 SING N N 46 B31 N16 HN1B SING N N 47 B31 O13 HO13 SING N N 48 B31 O14 HO14 SING N N 49 B31 C22 C21 SING N N 50 B31 O21 C21 SING N N 51 B31 C21 H21 SING N N 52 B31 O22 C22 SING N N 53 B31 C23 C22 SING N N 54 B31 C22 H22 SING N N 55 B31 C23 C24 SING N N 56 B31 C23 O23 SING N N 57 B31 C23 H23 SING N N 58 B31 C24 C25 SING N N 59 B31 C24 O21 SING N N 60 B31 C24 H24 SING N N 61 B31 C25 O25 SING N N 62 B31 C25 H25 SING N N 63 B31 C25 H25A SING N N 64 B31 O22 HO22 SING N N 65 B31 O23 HO23 SING N N 66 B31 O25 HO25 SING N N 67 B31 O51 C51 DOUB N N 68 B31 C51 C52 SING N N 69 B31 C53 C52 SING N N 70 B31 C52 O52 SING N N 71 B31 C52 H52 SING N N 72 B31 C54 C53 SING N N 73 B31 C53 H53 SING N N 74 B31 C53 H53A SING N N 75 B31 N54 C54 SING N N 76 B31 C54 H54 SING N N 77 B31 C54 H54A SING N N 78 B31 N54 HN54 SING N N 79 B31 N54 HN5A SING N N 80 B31 O52 HO52 SING N N 81 # # 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 B31 SMILES ACDLabs 10.04 "O=C(NC3C(O)C(OC1OC(C(O)C1O)CO)C(OC2OC(CN)C(O)C(O)C2N)C(N)C3)C(O)CCN" B31 SMILES_CANONICAL CACTVS 3.341 "NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H]3O)[C@H]1O" B31 SMILES CACTVS 3.341 "NCC[CH](O)C(=O)N[CH]1C[CH](N)[CH](O[CH]2O[CH](CN)[CH](O)[CH](O)[CH]2N)[CH](O[CH]3O[CH](CO)[CH](O)[CH]3O)[CH]1O" B31 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O)O[C@H]2[C@@H]([C@H]([C@H](O2)CO)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)N)N" B31 SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(C(C1NC(=O)C(CCN)O)O)OC2C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)CN)O)O)N)N" B31 InChI InChI 1.03 "InChI=1S/C21H41N5O12/c22-2-1-8(28)19(34)26-7-3-6(24)17(37-20-11(25)15(32)13(30)9(4-23)35-20)18(12(7)29)38-21-16(33)14(31)10(5-27)36-21/h6-18,20-21,27-33H,1-5,22-25H2,(H,26,34)/t6-,7+,8-,9+,10+,11+,12-,13+,14-,15+,16+,17+,18+,20+,21-/m0/s1" B31 InChIKey InChI 1.03 XEQLFNPSYWZPOW-SVRMBHBBSA-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 B31 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxy-3-(beta-D-xylofuranosyloxy)cyclohexyl]-2-hydroxybutanamide" B31 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxy-oxan-2-yl]oxy-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-hydroxy-cyclohexyl]-2-hydroxy-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 B31 "Create component" 2009-05-10 RCSB B31 "Modify descriptor" 2011-06-04 RCSB B31 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B31 _pdbx_chem_comp_synonyms.name "Butirosin A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##