data_90U
# 
_chem_comp.id                                    90U 
_chem_comp.name                                  "benzyl (1R,2S,5S)-2-({(2S,3R)-4-amino-3-hydroxy-4-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl}carbamoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-3-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H32 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-10-04 
_chem_comp.pdbx_modified_date                    2022-09-30 
_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                        472.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     90U 
_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        7SFB 
_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 
90U N1  N1  N 0 1 N N N -19.374 16.186 -25.520 -1.200 0.885  -0.332 N1  90U 1  
90U N3  N2  N 0 1 N N N -18.867 20.895 -31.554 3.102  1.906  2.899  N3  90U 2  
90U C4  C1  C 0 1 N N S -20.511 14.690 -26.930 -0.854 3.184  0.240  C4  90U 3  
90U C5  C2  C 0 1 N N N -19.326 13.902 -27.410 -1.034 3.527  -1.243 C5  90U 4  
90U C6  C3  C 0 1 N N N -18.412 13.313 -26.348 -2.094 2.747  -2.024 C6  90U 5  
90U C7  C4  C 0 1 N N N -19.486 13.007 -28.624 -0.855 4.989  -1.655 C7  90U 6  
90U C8  C5  C 0 1 N N N -20.553 15.314 -25.550 -1.452 1.858  0.757  C8  90U 7  
90U C10 C6  C 0 1 N N N -19.789 17.702 -22.384 -4.064 -1.320 -0.751 C10 90U 8  
90U C13 C7  C 0 1 Y N N -21.626 20.151 -24.622 -6.704 -2.169 1.811  C13 90U 9  
90U C15 C8  C 0 1 Y N N -20.527 21.377 -22.890 -7.647 -0.642 0.226  C15 90U 10 
90U C17 C9  C 0 1 N N S -17.750 19.706 -28.357 3.483  -0.054 0.602  C17 90U 11 
90U C20 C10 C 0 1 N N N -16.721 20.561 -27.608 4.250  -1.169 -0.111 C20 90U 12 
90U C21 C11 C 0 1 N N S -17.126 20.794 -26.162 3.297  -2.327 -0.418 C21 90U 13 
90U C22 C12 C 0 1 N N N -18.269 21.790 -25.969 2.800  -2.981 0.892  C22 90U 14 
90U C24 C13 C 0 1 N N N -16.003 21.335 -25.298 4.030  -3.440 -1.134 C24 90U 15 
90U O1  O1  O 0 1 N N N -19.925 18.387 -27.125 0.893  0.322  1.245  O1  90U 16 
90U C1  C14 C 0 1 N N N -18.857 17.787 -27.269 1.201  0.647  0.118  C1  90U 17 
90U C2  C15 C 0 1 N N S -18.694 16.344 -26.802 0.161  1.217  -0.813 C2  90U 18 
90U C3  C16 C 0 1 N N R -19.407 15.376 -27.723 0.213  2.760  -0.798 C3  90U 19 
90U C9  C17 C 0 1 N N N -18.934 16.864 -24.442 -2.021 -0.086 -0.779 C9  90U 20 
90U O2  O2  O 0 1 N N N -19.740 16.648 -23.387 -3.234 -0.254 -0.219 O2  90U 21 
90U C11 C18 C 0 1 Y N N -20.324 18.976 -22.964 -5.374 -1.356 -0.006 C11 90U 22 
90U C12 C19 C 0 1 Y N N -21.146 18.964 -24.082 -5.503 -2.136 1.128  C12 90U 23 
90U C14 C20 C 0 1 Y N N -21.319 21.359 -24.023 -7.776 -1.421 1.360  C14 90U 24 
90U C16 C21 C 0 1 Y N N -20.023 20.192 -22.365 -6.446 -0.609 -0.457 C16 90U 25 
90U O3  O3  O 0 1 N N N -17.941 17.577 -24.454 -1.666 -0.811 -1.688 O3  90U 26 
90U N2  N3  N 0 1 N N N -17.772 18.343 -27.803 2.473  0.500  -0.302 N2  90U 27 
90U C18 C22 C 0 1 N N R -17.544 19.574 -29.864 4.458  1.051  1.015  C18 90U 28 
90U O4  O4  O 0 1 N N N -18.497 18.638 -30.378 5.098  1.581  -0.147 O4  90U 29 
90U C19 C23 C 0 1 N N N -17.807 20.893 -30.557 3.703  2.150  1.718  C19 90U 30 
90U O5  O5  O 0 1 N N N -17.166 21.867 -30.306 3.637  3.254  1.220  O5  90U 31 
90U C23 C24 C 0 1 N N N -17.871 22.646 -24.773 2.735  -4.472 0.494  C23 90U 32 
90U N4  N4  N 0 1 N N N -16.447 22.391 -24.619 3.701  -4.628 -0.600 N4  90U 33 
90U O6  O6  O 0 1 N N N -14.867 20.852 -25.197 4.802  -3.283 -2.056 O6  90U 34 
90U H1  H1  H 0 1 N N N -19.079 21.733 -32.056 2.616  2.613  3.351  H1  90U 35 
90U H2  H2  H 0 1 N N N -19.383 20.058 -31.737 3.155  1.023  3.297  H2  90U 36 
90U H3  H3  H 0 1 N N N -21.472 14.529 -27.441 -0.665 3.971  0.970  H3  90U 37 
90U H4  H4  H 0 1 N N N -18.340 14.009 -25.499 -2.915 3.414  -2.287 H4  90U 38 
90U H5  H5  H 0 1 N N N -18.823 12.353 -26.001 -1.650 2.341  -2.933 H5  90U 39 
90U H6  H6  H 0 1 N N N -17.411 13.150 -26.775 -2.471 1.931  -1.408 H6  90U 40 
90U H7  H7  H 0 1 N N N -19.415 11.954 -28.315 -0.467 5.560  -0.811 H7  90U 41 
90U H8  H8  H 0 1 N N N -20.467 13.189 -29.086 -0.154 5.049  -2.487 H8  90U 42 
90U H9  H9  H 0 1 N N N -18.691 13.230 -29.351 -1.817 5.401  -1.960 H9  90U 43 
90U H10 H10 H 0 1 N N N -21.475 15.898 -25.413 -2.523 1.965  0.929  H10 90U 44 
90U H11 H11 H 0 1 N N N -20.488 14.542 -24.769 -0.948 1.544  1.671  H11 90U 45 
90U H12 H12 H 0 1 N N N -20.441 17.382 -21.558 -4.253 -1.139 -1.809 H12 90U 46 
90U H13 H13 H 0 1 N N N -18.773 17.881 -22.001 -3.552 -2.274 -0.631 H13 90U 47 
90U H14 H14 H 0 1 N N N -22.240 20.130 -25.511 -6.806 -2.782 2.694  H14 90U 48 
90U H15 H15 H 0 1 N N N -20.298 22.317 -22.410 -8.485 -0.058 -0.126 H15 90U 49 
90U H16 H16 H 0 1 N N N -18.739 20.160 -28.195 2.995  -0.458 1.489  H16 90U 50 
90U H17 H17 H 0 1 N N N -15.749 20.046 -27.627 4.667  -0.786 -1.042 H17 90U 51 
90U H18 H18 H 0 1 N N N -16.631 21.534 -28.114 5.057  -1.523 0.530  H18 90U 52 
90U H19 H19 H 0 1 N N N -17.445 19.830 -25.740 2.454  -1.978 -1.014 H19 90U 53 
90U H20 H20 H 0 1 N N N -18.388 22.416 -26.866 3.514  -2.824 1.701  H20 90U 54 
90U H21 H21 H 0 1 N N N -19.210 21.259 -25.764 1.814  -2.606 1.165  H21 90U 55 
90U H22 H22 H 0 1 N N N -17.628 16.086 -26.723 0.310  0.839  -1.824 H22 90U 56 
90U H23 H23 H 0 1 N N N -19.618 15.688 -28.756 1.189  3.244  -0.850 H23 90U 57 
90U H24 H24 H 0 1 N N N -21.415 18.022 -24.537 -4.665 -2.720 1.480  H24 90U 58 
90U H25 H25 H 0 1 N N N -21.696 22.282 -24.438 -8.715 -1.447 1.894  H25 90U 59 
90U H26 H26 H 0 1 N N N -19.394 20.218 -21.487 -6.345 0.001  -1.343 H26 90U 60 
90U H27 H27 H 0 1 N N N -16.928 17.807 -27.829 2.719  0.761  -1.204 H27 90U 61 
90U H28 H28 H 0 1 N N N -16.515 19.243 -30.069 5.210  0.639  1.688  H28 90U 62 
90U H29 H29 H 0 1 N N N -18.365 17.792 -29.966 4.488  1.965  -0.791 H29 90U 63 
90U H30 H30 H 0 1 N N N -18.058 23.711 -24.974 3.016  -5.101 1.339  H30 90U 64 
90U H31 H31 H 0 1 N N N -18.423 22.340 -23.872 1.732  -4.727 0.151  H31 90U 65 
90U H32 H32 H 0 1 N N N -15.852 22.960 -24.051 4.056  -5.480 -0.899 H32 90U 66 
# 
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 
90U N3  C19 SING N N 1  
90U C19 O5  DOUB N N 2  
90U C19 C18 SING N N 3  
90U O4  C18 SING N N 4  
90U C18 C17 SING N N 5  
90U C7  C5  SING N N 6  
90U C17 N2  SING N N 7  
90U C17 C20 SING N N 8  
90U N2  C1  SING N N 9  
90U C3  C5  SING N N 10 
90U C3  C4  SING N N 11 
90U C3  C2  SING N N 12 
90U C20 C21 SING N N 13 
90U C5  C4  SING N N 14 
90U C5  C6  SING N N 15 
90U C1  O1  DOUB N N 16 
90U C1  C2  SING N N 17 
90U C4  C8  SING N N 18 
90U C2  N1  SING N N 19 
90U C21 C22 SING N N 20 
90U C21 C24 SING N N 21 
90U C22 C23 SING N N 22 
90U C8  N1  SING N N 23 
90U N1  C9  SING N N 24 
90U C24 O6  DOUB N N 25 
90U C24 N4  SING N N 26 
90U C23 N4  SING N N 27 
90U C13 C12 DOUB Y N 28 
90U C13 C14 SING Y N 29 
90U O3  C9  DOUB N N 30 
90U C9  O2  SING N N 31 
90U C12 C11 SING Y N 32 
90U C14 C15 DOUB Y N 33 
90U O2  C10 SING N N 34 
90U C11 C10 SING N N 35 
90U C11 C16 DOUB Y N 36 
90U C15 C16 SING Y N 37 
90U N3  H1  SING N N 38 
90U N3  H2  SING N N 39 
90U C4  H3  SING N N 40 
90U C6  H4  SING N N 41 
90U C6  H5  SING N N 42 
90U C6  H6  SING N N 43 
90U C7  H7  SING N N 44 
90U C7  H8  SING N N 45 
90U C7  H9  SING N N 46 
90U C8  H10 SING N N 47 
90U C8  H11 SING N N 48 
90U C10 H12 SING N N 49 
90U C10 H13 SING N N 50 
90U C13 H14 SING N N 51 
90U C15 H15 SING N N 52 
90U C17 H16 SING N N 53 
90U C20 H17 SING N N 54 
90U C20 H18 SING N N 55 
90U C21 H19 SING N N 56 
90U C22 H20 SING N N 57 
90U C22 H21 SING N N 58 
90U C2  H22 SING N N 59 
90U C3  H23 SING N N 60 
90U C12 H24 SING N N 61 
90U C14 H25 SING N N 62 
90U C16 H26 SING N N 63 
90U N2  H27 SING N N 64 
90U C18 H28 SING N N 65 
90U O4  H29 SING N N 66 
90U C23 H30 SING N N 67 
90U C23 H31 SING N N 68 
90U N4  H32 SING N N 69 
# 
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 
90U SMILES           ACDLabs              12.01 "NC(=O)C(O)C(CC1CCNC1=O)NC(=O)C1C2C(CN1C(=O)OCc1ccccc1)C2(C)C"                                                                                                                                                          
90U InChI            InChI                1.03  "InChI=1S/C24H32N4O6/c1-24(2)15-11-28(23(33)34-12-13-6-4-3-5-7-13)18(17(15)24)22(32)27-16(19(29)20(25)30)10-14-8-9-26-21(14)31/h3-7,14-19,29H,8-12H2,1-2H3,(H2,25,30)(H,26,31)(H,27,32)/t14-,15-,16-,17-,18-,19+/m0/s1" 
90U InChIKey         InChI                1.03  QQHOBZCFMWFGGP-KOUJMVCDSA-N                                                                                                                                                                                             
90U SMILES_CANONICAL CACTVS               3.385 "CC1(C)[C@H]2CN([C@@H]([C@@H]12)C(=O)N[C@@H](C[C@@H]3CCNC3=O)[C@@H](O)C(N)=O)C(=O)OCc4ccccc4"                                                                                                                           
90U SMILES           CACTVS               3.385 "CC1(C)[CH]2CN([CH]([CH]12)C(=O)N[CH](C[CH]3CCNC3=O)[CH](O)C(N)=O)C(=O)OCc4ccccc4"                                                                                                                                      
90U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)OCc3ccccc3)C(=O)N[C@@H](C[C@@H]4CCNC4=O)[C@H](C(=O)N)O)C"                                                                                                                             
90U SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C2C1C(N(C2)C(=O)OCc3ccccc3)C(=O)NC(CC4CCNC4=O)C(C(=O)N)O)C"                                                                                                                                                        
# 
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 
90U "SYSTEMATIC NAME" ACDLabs              12.01 "benzyl (1R,2S,5S)-2-({(2S,3R)-4-amino-3-hydroxy-4-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl}carbamoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-3-carboxylate"                                                 
90U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(phenylmethyl) (1~{R},2~{S},5~{S})-2-[[(2~{S},3~{R})-4-azanyl-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]butan-2-yl]carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-3-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
90U "Create component" 2021-10-04 RCSB 
90U "Initial release"  2022-10-05 RCSB 
# 
