data_AEB
# 
_chem_comp.id                                    AEB 
_chem_comp.name                                  "AERUGINOSIN 98-B" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H46 N6 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        654.775 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AEB 
_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        1AQ7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
AEB C1  C1  C 0 1 Y N N 11.575 14.689 12.169 5.609  -0.140 -6.487 C1  AEB 1  
AEB C2  C2  C 0 1 Y N N 12.962 14.601 11.501 5.299  0.990  -5.746 C2  AEB 2  
AEB C3  C3  C 0 1 Y N N 13.933 15.611 11.746 4.196  0.988  -4.914 C3  AEB 3  
AEB C4  C4  C 0 1 Y N N 13.652 16.707 12.620 3.401  -0.139 -4.820 C4  AEB 4  
AEB C5  C5  C 0 1 Y N N 12.374 16.871 13.240 3.712  -1.269 -5.554 C5  AEB 5  
AEB C6  C6  C 0 1 Y N N 11.316 15.939 13.070 4.811  -1.270 -6.391 C6  AEB 6  
AEB C11 C11 C 0 1 N N N 14.795 17.691 12.958 2.198  -0.138 -3.913 C11 AEB 7  
AEB C12 C12 C 0 1 N N R 15.215 18.512 11.780 0.973  0.348  -4.690 C12 AEB 8  
AEB C15 C15 C 0 1 N N N 16.535 19.240 12.035 -0.229 0.348  -3.782 C15 AEB 9  
AEB O16 O16 O 0 1 N N N 14.183 19.417 11.609 0.734  -0.523 -5.797 O16 AEB 10 
AEB O17 O17 O 0 1 N N N 17.355 18.814 12.862 -1.196 -0.330 -4.056 O17 AEB 11 
AEB N18 N18 N 0 1 N N N 16.708 20.351 11.321 -0.231 1.104  -2.666 N18 AEB 12 
AEB C19 C19 C 0 1 N N R 18.087 20.787 11.198 -1.400 1.104  -1.784 C19 AEB 13 
AEB C20 C20 C 0 1 N N R 18.205 22.342 11.202 -2.369 2.205  -2.222 C20 AEB 14 
AEB C21 C21 C 0 1 N N N 19.345 22.934 10.393 -1.626 3.541  -2.290 C21 AEB 15 
AEB C22 C22 C 0 1 N N N 16.939 23.150 11.307 -2.936 1.865  -3.602 C22 AEB 16 
AEB C23 C23 C 0 1 N N N 19.176 24.377 9.897  -2.622 4.664  -2.583 C23 AEB 17 
AEB C29 C29 C 0 1 N N N 18.804 20.014 10.058 -0.959 1.359  -0.366 C29 AEB 18 
AEB O31 O31 O 0 1 N N N 18.208 19.658 9.036  0.221  1.443  -0.104 O31 AEB 19 
AEB N32 N32 N 0 1 N N N 20.108 19.764 10.293 -1.877 1.492  0.611  N32 AEB 20 
AEB C33 C33 C 0 1 N N S 20.892 20.084 11.505 -3.318 1.261  0.477  C33 AEB 21 
AEB C34 C34 C 0 1 N N S 22.356 20.233 10.982 -3.812 0.892  1.888  C34 AEB 22 
AEB C35 C35 C 0 1 N N N 22.395 19.243 9.786  -2.962 1.884  2.741  C35 AEB 23 
AEB C36 C36 C 0 1 N N S 20.972 19.149 9.262  -1.608 1.891  2.005  C36 AEB 24 
AEB C37 C37 C 0 1 N N N 20.781 18.938 12.542 -3.654 0.202  -0.547 C37 AEB 25 
AEB C39 C39 C 0 1 N N R 21.903 18.981 13.597 -3.160 -1.174 -0.102 C39 AEB 26 
AEB C42 C42 C 0 1 N N N 23.243 18.797 12.869 -3.824 -1.518 1.234  C42 AEB 27 
AEB C43 C43 C 0 1 N N N 23.475 20.008 11.976 -3.371 -0.503 2.281  C43 AEB 28 
AEB O49 O49 O 0 1 N N N 21.850 20.194 14.389 -3.515 -2.152 -1.082 O49 AEB 29 
AEB S51 S51 S 0 1 N N N 22.606 20.513 15.752 -2.352 -3.130 -1.169 S51 AEB 30 
AEB O52 O52 O 0 1 N N N 23.875 20.944 15.345 -2.718 -4.077 -2.163 O52 AEB 31 
AEB O53 O53 O 0 1 N N N 22.977 19.208 16.505 -2.308 -3.902 0.141  O53 AEB 32 
AEB O54 O54 O 0 1 N N N 21.765 21.340 16.575 -1.177 -2.332 -1.187 O54 AEB 33 
AEB C55 C55 C 0 1 N N N 20.507 17.691 9.004  -0.656 0.934  2.673  C55 AEB 34 
AEB O56 O56 O 0 1 N N N 20.027 16.938 9.873  -0.273 -0.053 2.082  O56 AEB 35 
AEB N57 N57 N 0 1 N N N 20.686 17.378 7.719  -0.228 1.175  3.928  N57 AEB 36 
AEB C58 C58 C 0 1 N N N 20.185 16.105 7.160  0.697  0.245  4.579  C58 AEB 37 
AEB C59 C59 C 0 1 N N N 19.114 16.286 6.092  1.022  0.748  5.986  C59 AEB 38 
AEB C62 C62 C 0 1 N N N 17.810 16.887 6.569  1.989  -0.222 6.665  C62 AEB 39 
AEB C65 C65 C 0 1 N N N 16.907 17.106 5.355  2.313  0.280  8.073  C65 AEB 40 
AEB N68 N68 N 0 1 N N N 15.543 17.386 5.672  3.239  -0.649 8.723  N68 AEB 41 
AEB C71 C71 C 0 1 N N N 14.677 17.567 4.678  3.675  -0.403 10.004 C71 AEB 42 
AEB N72 N72 N 0 1 N N N 15.084 17.504 3.411  4.545  -1.276 10.614 N72 AEB 43 
AEB N73 N73 N 0 1 N N N 13.394 17.836 4.957  3.265  0.658  10.639 N73 AEB 44 
AEB O74 O74 O 0 1 N N N 10.752 13.812 11.952 6.694  -0.141 -7.305 O74 AEB 45 
AEB H1  H1  H 0 1 N N N 13.270 13.786 10.823 5.919  1.871  -5.819 H1  AEB 46 
AEB H2  H2  H 0 1 N N N 14.916 15.543 11.251 3.954  1.868  -4.337 H2  AEB 47 
AEB H3  H3  H 0 1 N N N 12.196 17.754 13.876 3.090  -2.149 -5.478 H3  AEB 48 
AEB H4  H4  H 0 1 N N N 10.372 16.166 13.593 5.050  -2.152 -6.967 H4  AEB 49 
AEB H5  H5  H 0 1 N N N 14.521 18.340 13.821 2.380  0.526  -3.069 H5  AEB 50 
AEB H6  H6  H 0 1 N N N 15.665 17.155 13.403 2.018  -1.149 -3.547 H6  AEB 51 
AEB H7  H7  H 0 1 N N N 15.392 17.880 10.878 1.153  1.358  -5.056 H7  AEB 52 
AEB H8  H8  H 0 1 N N N 14.449 19.938 10.861 0.580  -1.405 -5.430 H8  AEB 53 
AEB H9  H9  H 0 1 N N N 15.889 20.809 10.920 0.542  1.647  -2.447 H9  AEB 54 
AEB H10 H10 H 0 1 N N N 18.667 20.507 12.107 -1.899 0.137  -1.841 H10 AEB 55 
AEB H11 H11 H 0 1 N N N 18.574 22.499 12.242 -3.184 2.279  -1.502 H11 AEB 56 
AEB H12 H12 H 0 1 N N N 20.294 22.849 10.972 -0.879 3.501  -3.084 H12 AEB 57 
AEB H13 H13 H 0 1 N N N 19.570 22.268 9.527  -1.133 3.731  -1.337 H13 AEB 58 
AEB H14 H14 H 0 1 N N N 17.023 24.261 11.309 -2.120 1.791  -4.322 H14 AEB 59 
AEB H15 H15 H 0 1 N N N 16.240 22.839 10.495 -3.465 0.914  -3.553 H15 AEB 60 
AEB H16 H16 H 0 1 N N N 16.373 22.825 12.211 -3.626 2.649  -3.914 H16 AEB 61 
AEB H17 H17 H 0 1 N N N 20.013 24.811 9.302  -2.111 5.625  -2.536 H17 AEB 62 
AEB H18 H18 H 0 1 N N N 18.227 24.461 9.317  -3.044 4.525  -3.579 H18 AEB 63 
AEB H19 H19 H 0 1 N N N 18.950 25.042 10.762 -3.423 4.641  -1.844 H19 AEB 64 
AEB H20 H20 H 0 1 N N N 20.533 21.003 12.023 -3.792 2.196  0.179  H20 AEB 65 
AEB H21 H21 H 0 1 N N N 22.564 21.295 10.715 -4.885 1.040  2.014  H21 AEB 66 
AEB H22 H22 H 0 1 N N N 23.137 19.524 9.002  -3.413 2.876  2.744  H22 AEB 67 
AEB H23 H23 H 0 1 N N N 22.837 18.252 10.045 -2.839 1.511  3.758  H23 AEB 68 
AEB H24 H24 H 0 1 N N N 20.912 19.668 8.277  -1.188 2.897  2.010  H24 AEB 69 
AEB H25 H25 H 0 1 N N N 19.776 18.932 13.026 -4.735 0.167  -0.683 H25 AEB 70 
AEB H26 H26 H 0 1 N N N 20.743 17.944 12.037 -3.183 0.461  -1.495 H26 AEB 71 
AEB H27 H27 H 0 1 N N N 21.773 18.153 14.332 -2.077 -1.154 0.019  H27 AEB 72 
AEB H28 H28 H 0 1 N N N 24.090 18.613 13.570 -4.908 -1.474 1.127  H28 AEB 73 
AEB H29 H29 H 0 1 N N N 23.297 17.834 12.308 -3.526 -2.520 1.544  H29 AEB 74 
AEB H30 H30 H 0 1 N N N 24.459 19.937 11.457 -3.807 -0.763 3.245  H30 AEB 75 
AEB H31 H31 H 0 1 N N N 23.655 20.923 12.586 -2.284 -0.528 2.359  H31 AEB 76 
AEB H32 H32 H 0 1 N N N 23.428 19.398 17.318 -1.567 -4.520 0.076  H32 AEB 77 
AEB H33 H33 H 0 1 N N N 21.187 18.086 7.183  -0.534 1.965  4.401  H33 AEB 78 
AEB H34 H34 H 0 1 N N N 21.027 15.486 6.771  0.237  -0.740 4.642  H34 AEB 79 
AEB H35 H35 H 0 1 N N N 19.821 15.434 7.972  1.616  0.180  3.995  H35 AEB 80 
AEB H36 H36 H 0 1 N N N 19.520 16.882 5.242  1.482  1.734  5.923  H36 AEB 81 
AEB H37 H37 H 0 1 N N N 18.920 15.315 5.577  0.103  0.813  6.570  H37 AEB 82 
AEB H38 H38 H 0 1 N N N 17.320 16.274 7.362  1.528  -1.208 6.729  H38 AEB 83 
AEB H39 H39 H 0 1 N N N 17.959 17.817 7.165  2.907  -0.288 6.082  H39 AEB 84 
AEB H40 H40 H 0 1 N N N 17.324 17.906 4.700  2.774  1.266  8.010  H40 AEB 85 
AEB H41 H41 H 0 1 N N N 16.972 16.235 4.660  1.395  0.345  8.656  H41 AEB 86 
AEB H42 H42 H 0 1 N N N 15.508 18.196 6.290  3.545  -1.439 8.251  H42 AEB 87 
AEB H43 H43 H 0 1 N N N 14.420 17.642 2.649  4.852  -1.102 11.517 H43 AEB 88 
AEB H44 H44 H 0 1 N N N 15.552 16.609 3.269  4.850  -2.066 10.141 H44 AEB 89 
AEB H45 H45 H 0 1 N N N 13.083 18.784 4.744  3.573  0.831  11.543 H45 AEB 90 
AEB H47 H47 H 0 1 N N N 9.897  13.866 12.363 7.442  -0.453 -6.778 H47 AEB 91 
# 
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 
AEB C1  C2  DOUB Y N 1  
AEB C1  C6  SING Y N 2  
AEB C1  O74 SING N N 3  
AEB C2  C3  SING Y N 4  
AEB C2  H1  SING N N 5  
AEB C3  C4  DOUB Y N 6  
AEB C3  H2  SING N N 7  
AEB C4  C5  SING Y N 8  
AEB C4  C11 SING N N 9  
AEB C5  C6  DOUB Y N 10 
AEB C5  H3  SING N N 11 
AEB C6  H4  SING N N 12 
AEB C11 C12 SING N N 13 
AEB C11 H5  SING N N 14 
AEB C11 H6  SING N N 15 
AEB C12 C15 SING N N 16 
AEB C12 O16 SING N N 17 
AEB C12 H7  SING N N 18 
AEB C15 O17 DOUB N N 19 
AEB C15 N18 SING N N 20 
AEB O16 H8  SING N N 21 
AEB N18 C19 SING N N 22 
AEB N18 H9  SING N N 23 
AEB C19 C20 SING N N 24 
AEB C19 C29 SING N N 25 
AEB C19 H10 SING N N 26 
AEB C20 C21 SING N N 27 
AEB C20 C22 SING N N 28 
AEB C20 H11 SING N N 29 
AEB C21 C23 SING N N 30 
AEB C21 H12 SING N N 31 
AEB C21 H13 SING N N 32 
AEB C22 H14 SING N N 33 
AEB C22 H15 SING N N 34 
AEB C22 H16 SING N N 35 
AEB C23 H17 SING N N 36 
AEB C23 H18 SING N N 37 
AEB C23 H19 SING N N 38 
AEB C29 O31 DOUB N N 39 
AEB C29 N32 SING N N 40 
AEB N32 C33 SING N N 41 
AEB N32 C36 SING N N 42 
AEB C33 C34 SING N N 43 
AEB C33 C37 SING N N 44 
AEB C33 H20 SING N N 45 
AEB C34 C35 SING N N 46 
AEB C34 C43 SING N N 47 
AEB C34 H21 SING N N 48 
AEB C35 C36 SING N N 49 
AEB C35 H22 SING N N 50 
AEB C35 H23 SING N N 51 
AEB C36 C55 SING N N 52 
AEB C36 H24 SING N N 53 
AEB C37 C39 SING N N 54 
AEB C37 H25 SING N N 55 
AEB C37 H26 SING N N 56 
AEB C39 C42 SING N N 57 
AEB C39 O49 SING N N 58 
AEB C39 H27 SING N N 59 
AEB C42 C43 SING N N 60 
AEB C42 H28 SING N N 61 
AEB C42 H29 SING N N 62 
AEB C43 H30 SING N N 63 
AEB C43 H31 SING N N 64 
AEB O49 S51 SING N N 65 
AEB S51 O52 DOUB N N 66 
AEB S51 O53 SING N N 67 
AEB S51 O54 DOUB N N 68 
AEB O53 H32 SING N N 69 
AEB C55 O56 DOUB N N 70 
AEB C55 N57 SING N N 71 
AEB N57 C58 SING N N 72 
AEB N57 H33 SING N N 73 
AEB C58 C59 SING N N 74 
AEB C58 H34 SING N N 75 
AEB C58 H35 SING N N 76 
AEB C59 C62 SING N N 77 
AEB C59 H36 SING N N 78 
AEB C59 H37 SING N N 79 
AEB C62 C65 SING N N 80 
AEB C62 H38 SING N N 81 
AEB C62 H39 SING N N 82 
AEB C65 N68 SING N N 83 
AEB C65 H40 SING N N 84 
AEB C65 H41 SING N N 85 
AEB N68 C71 SING N N 86 
AEB N68 H42 SING N N 87 
AEB C71 N72 SING N N 88 
AEB C71 N73 DOUB N N 89 
AEB N72 H43 SING N N 90 
AEB N72 H44 SING N N 91 
AEB N73 H45 SING N N 92 
AEB O74 H47 SING N N 93 
# 
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 
AEB SMILES           ACDLabs              10.04 O=S(=O)(O)OC2CC3N(C(=O)C(NC(=O)C(O)Cc1ccc(O)cc1)C(C)CC)C(C(=O)NCCCCNC(=[N@H])N)CC3CC2 
AEB InChI            InChI                1.02b 
;InChI=1/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19+,21-,22+,23+,24-,25-/m1/s1/f/h30,32-34,41H,31H2
;
AEB InChIKey         InChI                1.02b WZVRXEOKWMIDDV-FRTKQICTDR 
AEB SMILES_CANONICAL CACTVS               3.341 CC[C@@H](C)[C@@H](NC(=O)[C@H](O)Cc1ccc(O)cc1)C(=O)N2[C@H]3C[C@@H](CC[C@H]3C[C@H]2C(=O)NCCCCNC(N)=N)O[S](O)(=O)=O 
AEB SMILES           CACTVS               3.341 CC[CH](C)[CH](NC(=O)[CH](O)Cc1ccc(O)cc1)C(=O)N2[CH]3C[CH](CC[CH]3C[CH]2C(=O)NCCCCNC(N)=N)O[S](O)(=O)=O 
AEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H](C)[C@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)NCCCCNC(=N)N)OS(=O)(=O)O)NC(=O)[C@@H](Cc3ccc(cc3)O)O 
AEB SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(C(=O)N1C2CC(CCC2CC1C(=O)NCCCCNC(=N)N)OS(=O)(=O)O)NC(=O)C(Cc3ccc(cc3)O)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 
AEB "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3aS,6R,7aS)-2-[(4-carbamimidamidobutyl)carbamoyl]-1-[(2R,3R)-2-{[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino}-3-methylpentanoyl]octahydro-1H-indol-6-yl hydrogen sulfate (non-preferred name)" 
AEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3aS,6R,7aS)-2-(4-carbamimidamidobutylcarbamoyl)-1-[(2R,3R)-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-methyl-pentanoyl]-2,3,3a,4,5,6,7,7a-octahydroindol-6-yl] hydrogen sulfate"      
# 
