data_A1AGU
# 
_chem_comp.id                                    A1AGU 
_chem_comp.name                                  "(1R,2S)-2-{[N-({[(3S)-1-{[(1R,2R,4R)-bicyclo[2.2.1]hept-5-en-2-yl]methyl}-5-oxopyrrolidin-3-yl]methoxy}carbonyl)-L-leucyl]amino}-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H42 N4 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-29 
_chem_comp.pdbx_modified_date                    2024-07-05 
_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                        598.709 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AGU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9ATI 
_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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1AGU C10 C1  C 0 1 N N N N N N -19.278 0.640   -0.408 -2.679 1.392  4.202  C10 A1AGU 1  
A1AGU C13 C2  C 0 1 N N N N N N -20.445 1.224   6.568  -5.891 -1.175 -0.332 C13 A1AGU 2  
A1AGU C15 C3  C 0 1 N N N N N N -20.305 -1.026  7.739  -4.001 -2.808 -0.232 C15 A1AGU 3  
A1AGU C21 C4  C 0 1 N N R N N N -22.764 -8.031  -0.502 8.875  0.400  -0.096 C21 A1AGU 4  
A1AGU C12 C5  C 0 1 N N S N N N -21.108 2.031   5.449  -5.005 0.061  -0.497 C12 A1AGU 5  
A1AGU C16 C6  C 0 1 N N N N N N -22.554 -1.616  7.821  -5.674 -4.324 0.315  C16 A1AGU 6  
A1AGU C19 C7  C 0 1 N N N N N N -22.505 -5.780  1.605  5.699  -0.010 -1.167 C19 A1AGU 7  
A1AGU C23 C8  C 0 1 N N R N N N -24.260 -9.701  -1.397 10.195 -1.092 -1.515 C23 A1AGU 8  
A1AGU C6  C9  C 0 1 N N S N N N -21.158 0.328   2.013  -1.391 0.347  0.730  C6  A1AGU 9  
A1AGU C7  C10 C 0 1 N N N N N N -21.382 1.269   0.831  -1.425 1.101  2.061  C7  A1AGU 10 
A1AGU C8  C11 C 0 1 N N N N N N -20.781 0.816   -0.499 -2.549 0.543  2.935  C8  A1AGU 11 
A1AGU C9  C12 C 0 1 N N N N N N -21.140 1.799   -1.600 -2.227 -0.902 3.321  C9  A1AGU 12 
A1AGU O4  O1  O 0 1 N N N N N N -21.449 4.274   4.543  -6.243 1.079  1.312  O4  A1AGU 13 
A1AGU C3  C13 C 0 1 N N S N N N -22.277 -5.312  3.043  4.360  0.758  -1.240 C3  A1AGU 14 
A1AGU C2  C14 C 0 1 N N N N N N -22.935 -6.441  3.854  4.741  2.116  -0.606 C2  A1AGU 15 
A1AGU C14 C15 C 0 1 N N S N N N -21.007 -0.191  6.686  -5.225 -2.375 -1.008 C14 A1AGU 16 
A1AGU C17 C16 C 0 1 N N N N N N -22.469 -0.280  7.109  -6.158 -3.608 -0.965 C17 A1AGU 17 
A1AGU C1  C17 C 0 1 N N N N N N -22.770 -7.657  2.975  5.925  1.793  0.279  C1  A1AGU 18 
A1AGU C22 C18 C 0 1 N N N N N N -24.138 -8.665  -0.248 8.926  -0.181 -1.531 C22 A1AGU 19 
A1AGU C24 C19 C 0 1 N N N N N N -23.240 -10.766 -1.115 9.830  -2.224 -0.547 C24 A1AGU 20 
A1AGU C25 C20 C 0 1 N N N N N N -22.044 -10.237 -1.309 9.787  -1.729 0.674  C25 A1AGU 21 
A1AGU C26 C21 C 0 1 N N R N N N -22.244 -8.818  -1.744 10.120 -0.234 0.603  C26 A1AGU 22 
A1AGU C18 C22 C 0 1 N N R N N N -20.701 3.496   5.484  -5.763 1.300  -0.016 C18 A1AGU 23 
A1AGU C11 C23 C 0 1 N N N N N N -21.690 0.968   3.297  -2.675 0.593  -0.019 C11 A1AGU 24 
A1AGU C20 C24 C 0 1 N N N N N N -21.835 -8.104  0.702  7.587  -0.025 0.611  C20 A1AGU 25 
A1AGU C27 C25 C 0 1 N N N N N N -23.550 -8.953  -2.532 11.143 -0.243 -0.591 C27 A1AGU 26 
A1AGU C4  C26 C 0 1 N N N N N N -22.735 -3.928  3.428  3.280  0.053  -0.417 C4  A1AGU 27 
A1AGU C5  C27 C 0 1 N N N N N N -21.664 -1.937  2.704  0.948  0.235  0.057  C5  A1AGU 28 
A1AGU N1  N1  N 0 1 N N N N N N -21.760 -0.970  1.775  -0.260 0.820  -0.071 N1  A1AGU 29 
A1AGU N2  N2  N 0 1 N N N N N N -20.777 1.442   4.150  -3.785 -0.104 0.297  N2  A1AGU 30 
A1AGU N3  N3  N 0 1 N N N N N N -21.219 -1.738  8.394  -4.278 -3.907 0.491  N3  A1AGU 31 
A1AGU N4  N4  N 0 1 N N N N N N -22.260 -7.222  1.789  6.438  0.596  -0.054 N4  A1AGU 32 
A1AGU O1  O2  O 0 1 N N N N N N -23.037 -8.820  3.264  6.350  2.510  1.160  O1  A1AGU 33 
A1AGU O2  O3  O 0 1 N N N N N N -22.431 -2.997  2.372  2.010  0.734  -0.603 O2  A1AGU 34 
A1AGU O3  O4  O 0 1 N N N N N N -19.088 -1.059  7.931  -2.925 -2.249 -0.262 O3  A1AGU 35 
A1AGU O5  O5  O 0 1 N N N N N N -22.903 1.033   3.504  -2.711 1.419  -0.907 O5  A1AGU 36 
A1AGU O6  O6  O 0 1 N N N N N N -20.964 -1.883  3.694  1.078  -0.741 0.769  O6  A1AGU 37 
A1AGU H1  H1  H 0 1 N N N N N N -19.040 -0.074  0.394  -2.909 2.422  3.928  H1  A1AGU 38 
A1AGU H2  H2  H 0 1 N N N N N N -18.895 0.257   -1.366 -3.480 0.995  4.825  H2  A1AGU 39 
A1AGU H3  H3  H 0 1 N N N N N N -18.808 1.610   -0.186 -1.741 1.364  4.756  H3  A1AGU 40 
A1AGU H4  H4  H 0 1 N N N N N N -19.366 1.158   6.363  -6.028 -1.386 0.729  H4  A1AGU 41 
A1AGU H5  H5  H 0 1 N N N N N N -20.606 1.747   7.522  -6.862 -0.991 -0.793 H5  A1AGU 42 
A1AGU H6  H6  H 0 1 N N N N N N -22.903 -6.978  -0.786 8.958  1.486  -0.120 H6  A1AGU 43 
A1AGU H7  H7  H 0 1 N N N N N N -22.197 1.977   5.594  -4.741 0.181  -1.547 H7  A1AGU 44 
A1AGU H8  H8  H 0 1 N N N N N N -23.326 -1.603  8.605  -6.270 -4.018 1.175  H8  A1AGU 45 
A1AGU H9  H9  H 0 1 N N N N N N -22.762 -2.433  7.115  -5.731 -5.404 0.183  H9  A1AGU 46 
A1AGU H10 H10 H 0 1 N N N N N N -21.788 -5.326  0.905  5.517  -1.067 -0.969 H10 A1AGU 47 
A1AGU H11 H11 H 0 1 N N N N N N -23.530 -5.576  1.263  6.254  0.110  -2.098 H11 A1AGU 48 
A1AGU H12 H12 H 0 1 N N N N N N -25.281 -10.047 -1.616 10.584 -1.395 -2.488 H12 A1AGU 49 
A1AGU H13 H13 H 0 1 N N N N N N -20.073 0.195   2.132  -1.281 -0.721 0.921  H13 A1AGU 50 
A1AGU H14 H14 H 0 1 N N N N N N -20.941 2.244   1.087  -0.470 0.977  2.573  H14 A1AGU 51 
A1AGU H15 H15 H 0 1 N N N N N N -22.467 1.383   0.690  -1.601 2.160  1.874  H15 A1AGU 52 
A1AGU H16 H16 H 0 1 N N N N N N -21.223 -0.158  -0.755 -3.488 0.571  2.382  H16 A1AGU 53 
A1AGU H17 H17 H 0 1 N N N N N N -22.233 1.912   -1.649 -1.330 -0.921 3.940  H17 A1AGU 54 
A1AGU H18 H18 H 0 1 N N N N N N -20.680 2.775   -1.385 -3.062 -1.324 3.879  H18 A1AGU 55 
A1AGU H19 H19 H 0 1 N N N N N N -20.767 1.422   -2.564 -2.059 -1.490 2.418  H19 A1AGU 56 
A1AGU H20 H20 H 0 1 N N N N N N -21.171 5.181   4.590  -5.546 0.902  1.958  H20 A1AGU 57 
A1AGU H21 H21 H 0 1 N N N N N N -21.195 -5.366  3.234  4.040  0.886  -2.274 H21 A1AGU 58 
A1AGU H22 H22 H 0 1 N N N N N N -23.999 -6.227  4.032  5.026  2.831  -1.378 H22 A1AGU 59 
A1AGU H23 H23 H 0 1 N N N N N N -22.423 -6.581  4.818  3.914  2.505  -0.013 H23 A1AGU 60 
A1AGU H24 H24 H 0 1 N N N N N N -20.896 -0.691  5.712  -4.958 -2.132 -2.037 H24 A1AGU 61 
A1AGU H25 H25 H 0 1 N N N N N N -22.732 0.544   7.788  -6.013 -4.237 -1.843 H25 A1AGU 62 
A1AGU H26 H26 H 0 1 N N N N N N -23.133 -0.259  6.233  -7.201 -3.305 -0.872 H26 A1AGU 63 
A1AGU H27 H27 H 0 1 N N N N N N -24.938 -7.912  -0.307 8.033  -0.771 -1.737 H27 A1AGU 64 
A1AGU H28 H28 H 0 1 N N N N N N -24.171 -9.158  0.735  9.037  0.618  -2.264 H28 A1AGU 65 
A1AGU H29 H29 H 0 1 N N N N N N -23.446 -11.781 -0.809 9.642  -3.252 -0.819 H29 A1AGU 66 
A1AGU H31 H31 H 0 1 N N N N N N -21.096 -10.737 -1.178 9.557  -2.283 1.572  H31 A1AGU 67 
A1AGU H33 H33 H 0 1 N N N N N N -21.407 -8.348  -2.281 10.441 0.235  1.534  H33 A1AGU 68 
A1AGU H34 H34 H 0 1 N N N N N N -20.930 3.869   6.493  -5.093 2.160  -0.022 H34 A1AGU 69 
A1AGU S1  S1  S 0 1 N Y N N N N -19.668 3.556   5.212  -7.165 1.617  -1.122 S1  A1AGU 70 
A1AGU H36 H36 H 0 1 N N N N N N -21.819 -9.139  1.073  7.489  -1.110 0.568  H36 A1AGU 71 
A1AGU H37 H37 H 0 1 N N N N N N -20.823 -7.812  0.385  7.621  0.296  1.652  H37 A1AGU 72 
A1AGU H38 H38 H 0 1 N N N N N N -24.015 -7.986  -2.775 12.066 -0.768 -0.346 H38 A1AGU 73 
A1AGU H39 H39 H 0 1 N N N N N N -23.446 -9.550  -3.450 11.330 0.754  -0.989 H39 A1AGU 74 
A1AGU H40 H40 H 0 1 N N N N N N -22.219 -3.616  4.348  3.189  -0.982 -0.747 H40 A1AGU 75 
A1AGU H41 H41 H 0 1 N N N N N N -23.821 -3.939  3.602  3.553  0.076  0.637  H41 A1AGU 76 
A1AGU H42 H42 H 0 1 N N N N N N -22.247 -1.146  0.919  -0.380 1.553  -0.694 H42 A1AGU 77 
A1AGU H43 H43 H 0 1 N N N N N N -19.814 1.392   3.886  -3.775 -0.715 1.051  H43 A1AGU 78 
A1AGU H44 H44 H 0 1 N N N N N N -21.012 -2.298  9.196  -3.637 -4.364 1.059  H44 A1AGU 79 
A1AGU O8  O8  O 0 1 N Y N N N N ?       ?       ?      -8.038 0.497  -1.155 O8  A1AGU 80 
A1AGU O9  O9  O 0 1 N Y N N N N ?       ?       ?      -7.668 2.932  -0.924 O9  A1AGU 81 
A1AGU O7  O7  O 0 1 N Y N N N N ?       ?       ?      -6.550 1.656  -2.513 O7  A1AGU 82 
A1AGU H30 H30 H 0 1 N N N N N N ?       ?       ?      -7.189 1.819  -3.221 H30 A1AGU 83 
# 
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 
A1AGU C27 C26 SING N N 1  
A1AGU C27 C23 SING N N 2  
A1AGU C26 C25 SING N N 3  
A1AGU C26 C21 SING N N 4  
A1AGU C9  C8  SING N N 5  
A1AGU C23 C24 SING N N 6  
A1AGU C23 C22 SING N N 7  
A1AGU C25 C24 DOUB N N 8  
A1AGU C21 C22 SING N N 9  
A1AGU C21 C20 SING N N 10 
A1AGU C8  C10 SING N N 11 
A1AGU C8  C7  SING N N 12 
A1AGU C20 N4  SING N N 13 
A1AGU C7  C6  SING N N 14 
A1AGU C19 N4  SING N N 15 
A1AGU C19 C3  SING N N 16 
A1AGU N1  C6  SING N N 17 
A1AGU N1  C5  SING N N 18 
A1AGU N4  C1  SING N N 19 
A1AGU C6  C11 SING N N 20 
A1AGU O2  C5  SING N N 21 
A1AGU O2  C4  SING N N 22 
A1AGU C5  O6  DOUB N N 23 
A1AGU C1  O1  DOUB N N 24 
A1AGU C1  C2  SING N N 25 
A1AGU C3  C4  SING N N 26 
A1AGU C3  C2  SING N N 27 
A1AGU C11 O5  DOUB N N 28 
A1AGU C11 N2  SING N N 29 
A1AGU N2  C12 SING N N 30 
A1AGU O4  C18 SING N N 31 
A1AGU C12 C18 SING N N 32 
A1AGU C12 C13 SING N N 33 
A1AGU C13 C14 SING N N 34 
A1AGU C14 C17 SING N N 35 
A1AGU C14 C15 SING N N 36 
A1AGU C17 C16 SING N N 37 
A1AGU C15 O3  DOUB N N 38 
A1AGU C15 N3  SING N N 39 
A1AGU C16 N3  SING N N 40 
A1AGU C10 H1  SING N N 41 
A1AGU C10 H2  SING N N 42 
A1AGU C10 H3  SING N N 43 
A1AGU C13 H4  SING N N 44 
A1AGU C13 H5  SING N N 45 
A1AGU C21 H6  SING N N 46 
A1AGU C12 H7  SING N N 47 
A1AGU C16 H8  SING N N 48 
A1AGU C16 H9  SING N N 49 
A1AGU C19 H10 SING N N 50 
A1AGU C19 H11 SING N N 51 
A1AGU C23 H12 SING N N 52 
A1AGU C6  H13 SING N N 53 
A1AGU C7  H14 SING N N 54 
A1AGU C7  H15 SING N N 55 
A1AGU C8  H16 SING N N 56 
A1AGU C9  H17 SING N N 57 
A1AGU C9  H18 SING N N 58 
A1AGU C9  H19 SING N N 59 
A1AGU O4  H20 SING N N 60 
A1AGU C3  H21 SING N N 61 
A1AGU C2  H22 SING N N 62 
A1AGU C2  H23 SING N N 63 
A1AGU C14 H24 SING N N 64 
A1AGU C17 H25 SING N N 65 
A1AGU C17 H26 SING N N 66 
A1AGU C22 H27 SING N N 67 
A1AGU C22 H28 SING N N 68 
A1AGU C24 H29 SING N N 69 
A1AGU C25 H31 SING N N 70 
A1AGU C26 H33 SING N N 71 
A1AGU C18 H34 SING N N 72 
A1AGU C18 S1  SING N N 73 
A1AGU C20 H36 SING N N 74 
A1AGU C20 H37 SING N N 75 
A1AGU C27 H38 SING N N 76 
A1AGU C27 H39 SING N N 77 
A1AGU C4  H40 SING N N 78 
A1AGU C4  H41 SING N N 79 
A1AGU N1  H42 SING N N 80 
A1AGU N2  H43 SING N N 81 
A1AGU N3  H44 SING N N 82 
A1AGU S1  O8  DOUB N N 83 
A1AGU S1  O9  DOUB N N 84 
A1AGU S1  O7  SING N N 85 
A1AGU O7  H30 SING N N 86 
# 
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 
A1AGU SMILES           ACDLabs              12.01 "O=C1NCCC1CC(NC(=O)C(CC(C)C)NC(=O)OCC1CC(=O)N(CC2CC3CC2C=C3)C1)C(O)S(=O)(=O)O"                                                                                                                                                                                      
A1AGU InChI            InChI                1.06  "InChI=1S/C27H42N4O9S/c1-15(2)7-21(25(34)29-22(26(35)41(37,38)39)11-19-5-6-28-24(19)33)30-27(36)40-14-17-10-23(32)31(12-17)13-20-9-16-3-4-18(20)8-16/h3-4,15-22,26,35H,5-14H2,1-2H3,(H,28,33)(H,29,34)(H,30,36)(H,37,38,39)/t16-,17+,18+,19+,20+,21+,22+,26-/m1/s1" 
A1AGU InChIKey         InChI                1.06  QOJHUOHZVTVTCS-NWOQJEOISA-N                                                                                                                                                                                                                                         
A1AGU SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)OC[C@@H]1CN(C[C@@H]2C[C@H]3C[C@@H]2C=C3)C(=O)C1)C(=O)N[C@@H](C[C@@H]4CCNC4=O)[C@H](O)[S](O)(=O)=O"                                                                                                                                               
A1AGU SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)OC[CH]1CN(C[CH]2C[CH]3C[CH]2C=C3)C(=O)C1)C(=O)N[CH](C[CH]4CCNC4=O)[CH](O)[S](O)(=O)=O"                                                                                                                                                            
A1AGU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OC[C@H]2CC(=O)N(C2)C[C@@H]3C[C@H]4C[C@@H]3C=C4"                                                                                                                                                     
A1AGU SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CC(C(=O)NC(CC1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OCC2CC(=O)N(C2)CC3CC4CC3C=C4"                                                                                                                                                                                      
# 
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 
A1AGU "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S)-2-{[N-({[(3S)-1-{[(1R,2R,4R)-bicyclo[2.2.1]hept-5-en-2-yl]methyl}-5-oxopyrrolidin-3-yl]methoxy}carbonyl)-L-leucyl]amino}-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid"                                                          
A1AGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[[(2~{S})-2-[[(3~{S})-1-[[(1~{R},2~{R},4~{R})-2-bicyclo[2.2.1]hept-5-enyl]methyl]-5-oxidanylidene-pyrrolidin-3-yl]methoxycarbonylamino]-4-methyl-pentanoyl]amino]-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propane-1-sulfonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AGU "Create component" 2024-02-29 RCSB 
A1AGU "Initial release"  2024-07-10 RCSB 
# 
