data_A1ARN
# 
_chem_comp.id                                    A1ARN 
_chem_comp.name                                  "propan-2-yl {(2R)-1-[(1R,2S,5R)-2-({(2R)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-3,3-dimethyl-1-oxobutan-2-yl}carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H42 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-13 
_chem_comp.pdbx_modified_date                    2025-05-09 
_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                        494.624 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARN 
_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        9BQP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1ARN C11  C1  C 0 1 N N S N N N -9.700  -17.188 -18.529 -2.649 -0.181 0.521  C11  A1ARN 1  
A1ARN C12  C2  C 0 1 N N N N N N -9.936  -15.991 -17.637 -1.288 -0.078 -0.119 C12  A1ARN 2  
A1ARN C13  C3  C 0 1 N N N N N N -8.494  -14.651 -19.186 -0.741 2.077  1.113  C13  A1ARN 3  
A1ARN C14  C4  C 0 1 N N S N N N -9.505  -13.628 -17.228 0.818  1.305  -0.465 C14  A1ARN 4  
A1ARN C15  C5  C 0 1 N N N N N N -10.875 -13.043 -17.458 1.948  0.900  0.447  C15  A1ARN 5  
A1ARN C16  C6  C 0 1 N N S N N N -7.898  -13.254 -19.027 -0.238 3.347  0.394  C16  A1ARN 6  
A1ARN C17  C7  C 0 1 N N S N N N -13.008 -12.268 -16.617 4.304  0.431  0.855  C17  A1ARN 7  
A1ARN C18  C8  C 0 1 N N N N N N -6.970  -13.092 -17.817 -0.558 3.507  -1.094 C18  A1ARN 8  
A1ARN C19  C9  C 0 1 N N N N N N -14.054 -13.041 -15.787 5.428  -0.195 0.028  C19  A1ARN 9  
A1ARN C2   C10 C 0 1 N N N N N N -6.195  -20.166 -17.032 -7.149 -1.036 -0.981 C2   A1ARN 10 
A1ARN C20  C11 C 0 1 N N S N N N -14.153 -14.529 -16.157 4.936  -1.505 -0.591 C20  A1ARN 11 
A1ARN C21  C12 C 0 1 N N N N N N -14.871 -14.758 -17.481 4.614  -2.539 0.513  C21  A1ARN 12 
A1ARN C22  C13 C 0 1 N N N N N N -15.683 -16.046 -17.272 5.073  -3.858 -0.146 C22  A1ARN 13 
A1ARN C23  C14 C 0 1 N N N N N N -5.989  -11.916 -17.811 -0.468 4.915  -1.687 C23  A1ARN 14 
A1ARN C24  C15 C 0 1 N N N N N N -14.955 -15.367 -15.189 6.036  -2.154 -1.401 C24  A1ARN 15 
A1ARN C25  C16 C 0 1 N N N N N N -6.602  -14.231 -16.863 -1.653 2.613  -1.680 C25  A1ARN 16 
A1ARN C26  C17 C 0 1 N N N N N N -11.431 -16.497 -20.219 -2.048 -2.379 1.545  C26  A1ARN 17 
A1ARN C3   C18 C 0 1 N N N N N N -6.290  -21.541 -17.667 -7.845 -1.188 -2.335 C3   A1ARN 18 
A1ARN C30  C19 C 0 1 N N N N N N -10.932 -17.630 -19.329 -2.539 -0.959 1.833  C30  A1ARN 19 
A1ARN C31  C20 C 0 1 N N N N N N -12.080 -18.053 -18.417 -1.546 -0.255 2.761  C31  A1ARN 20 
A1ARN C32  C21 C 0 1 N N N N N N -10.570 -18.828 -20.198 -3.911 -1.021 2.507  C32  A1ARN 21 
A1ARN C34  C22 C 0 1 N N R N N N -8.441  -12.641 -17.738 0.789  2.838  -0.639 C34  A1ARN 22 
A1ARN C4   C23 C 0 1 N N N N N N -5.459  -20.254 -15.698 -7.757 -2.023 0.018  C4   A1ARN 23 
A1ARN C8   C24 C 0 1 N N N N N N -12.961 -10.771 -16.280 4.836  1.666  1.586  C8   A1ARN 24 
A1ARN C9   C25 C 0 1 N N N N N N -7.936  -18.691 -17.775 -4.891 -0.669 -0.299 C9   A1ARN 25 
A1ARN N10  N1  N 0 1 N N N N N N -9.209  -18.291 -17.731 -3.563 -0.880 -0.386 N10  A1ARN 26 
A1ARN N13  N2  N 0 1 N N N N N N -9.355  -14.848 -18.018 -0.496 0.979  0.149  N13  A1ARN 27 
A1ARN N16  N3  N 0 1 N N N N N N -11.639 -12.759 -16.408 3.206  0.824  -0.031 N16  A1ARN 28 
A1ARN N23  N4  N 0 1 N N N N N N -15.790 -16.170 -15.832 6.095  -3.471 -1.126 N23  A1ARN 29 
A1ARN O1   O1  O 0 1 N N N N N N -7.517  -19.661 -16.789 -5.731 -1.312 -1.132 O1   A1ARN 30 
A1ARN O26  O2  O 0 1 N N N N N N -14.836 -15.318 -13.968 6.761  -1.575 -2.182 O26  A1ARN 31 
A1ARN O29  O3  O 0 1 N N N N N N -7.112  -18.290 -18.584 -5.331 0.101  0.532  O29  A1ARN 32 
A1ARN O33  O4  O 0 1 N N N N N N -10.591 -16.077 -16.598 -0.906 -0.946 -0.874 O33  A1ARN 33 
A1ARN O38  O5  O 0 1 N N N N N N -11.272 -12.843 -18.598 1.725  0.644  1.611  O38  A1ARN 34 
A1ARN O9   O6  O 0 1 N N N N N N -14.270 -10.185 -16.243 5.417  2.566  0.640  O9   A1ARN 35 
A1ARN H11  H1  H 0 1 N N N N N N -8.921  -16.912 -19.255 -3.033 0.819  0.722  H11  A1ARN 36 
A1ARN H131 H2  H 0 0 N N N N N N -9.084  -14.714 -20.112 -0.176 1.911  2.030  H131 A1ARN 37 
A1ARN H13  H3  H 0 1 N N N N N N -7.697  -15.408 -19.207 -1.806 2.159  1.333  H13  A1ARN 38 
A1ARN H14  H4  H 0 1 N N N N N N -9.349  -13.828 -16.158 0.916  0.814  -1.433 H14  A1ARN 39 
A1ARN H16  H5  H 0 1 N N N N N N -7.751  -12.619 -19.913 -0.052 4.232  1.002  H16  A1ARN 40 
A1ARN H17  H6  H 0 1 N N N N N N -13.269 -12.373 -17.680 3.941  -0.294 1.584  H17  A1ARN 41 
A1ARN H19  H7  H 0 1 N N N N N N -15.038 -12.576 -15.947 5.723  0.493  -0.765 H19  A1ARN 42 
A1ARN H191 H8  H 0 0 N N N N N N -13.781 -12.964 -14.724 6.284  -0.397 0.672  H191 A1ARN 43 
A1ARN H2   H9  H 0 1 N N N N N N -5.644  -19.492 -17.705 -7.284 -0.019 -0.615 H2   A1ARN 44 
A1ARN H20  H10 H 0 1 N N N N N N -13.136 -14.942 -16.229 4.059  -1.326 -1.213 H20  A1ARN 45 
A1ARN H21  H11 H 0 1 N N N N N N -14.145 -14.886 -18.298 5.188  -2.334 1.418  H21  A1ARN 46 
A1ARN H211 H12 H 0 0 N N N N N N -15.537 -13.913 -17.711 3.546  -2.560 0.728  H211 A1ARN 47 
A1ARN H221 H13 H 0 0 N N N N N N -15.157 -16.912 -17.700 5.501  -4.525 0.602  H221 A1ARN 48 
A1ARN H22  H14 H 0 1 N N N N N N -16.679 -15.958 -17.731 4.234  -4.342 -0.646 H22  A1ARN 49 
A1ARN H232 H15 H 0 0 N N N N N N -4.959  -12.297 -17.869 -0.028 5.590  -0.953 H232 A1ARN 50 
A1ARN H231 H16 H 0 0 N N N N N N -6.189  -11.267 -18.677 0.156  4.893  -2.581 H231 A1ARN 51 
A1ARN H23  H17 H 0 1 N N N N N N -6.115  -11.339 -16.883 -1.467 5.263  -1.949 H23  A1ARN 52 
A1ARN H252 H18 H 0 0 N N N N N N -5.539  -14.486 -16.988 -2.517 3.223  -1.943 H252 A1ARN 53 
A1ARN H25  H19 H 0 1 N N N N N N -6.784  -13.913 -15.826 -1.275 2.114  -2.573 H25  A1ARN 54 
A1ARN H251 H20 H 0 0 N N N N N N -7.219  -15.113 -17.090 -1.946 1.867  -0.942 H251 A1ARN 55 
A1ARN H261 H21 H 0 0 N N N N N N -12.313 -16.834 -20.783 -1.070 -2.335 1.065  H261 A1ARN 56 
A1ARN H262 H22 H 0 0 N N N N N N -11.703 -15.633 -19.595 -1.969 -2.933 2.480  H262 A1ARN 57 
A1ARN H26  H23 H 0 1 N N N N N N -10.636 -16.206 -20.922 -2.754 -2.880 0.884  H26  A1ARN 58 
A1ARN H33  H24 H 0 1 N N N N N N -5.278  -21.930 -17.854 -7.709 -2.206 -2.701 H33  A1ARN 59 
A1ARN H34  H25 H 0 1 N N N N N N -6.825  -22.222 -16.988 -8.909 -0.981 -2.222 H34  A1ARN 60 
A1ARN H3   H26 H 0 1 N N N N N N -6.836  -21.468 -18.619 -7.412 -0.486 -3.047 H3   A1ARN 61 
A1ARN H312 H27 H 0 0 N N N N N N -12.941 -18.361 -19.029 -0.572 -0.199 2.276  H312 A1ARN 62 
A1ARN H311 H28 H 0 0 N N N N N N -11.757 -18.895 -17.788 -1.903 0.752  2.978  H311 A1ARN 63 
A1ARN H31  H29 H 0 1 N N N N N N -12.370 -17.207 -17.776 -1.457 -0.817 3.691  H31  A1ARN 64 
A1ARN H321 H30 H 0 0 N N N N N N -11.453 -19.145 -20.772 -3.832 -1.575 3.442  H321 A1ARN 65 
A1ARN H32  H31 H 0 1 N N N N N N -9.764  -18.547 -20.891 -4.261 -0.009 2.713  H32  A1ARN 66 
A1ARN H322 H32 H 0 0 N N N N N N -10.232 -19.656 -19.558 -4.618 -1.522 1.846  H322 A1ARN 67 
A1ARN H341 H33 H 0 0 N N N N N N -8.663  -11.564 -17.712 1.735  3.342  -0.839 H341 A1ARN 68 
A1ARN H4   H34 H 0 1 N N N N N N -4.442  -20.640 -15.864 -7.261 -1.914 0.983  H4   A1ARN 69 
A1ARN H42  H35 H 0 1 N N N N N N -5.402  -19.254 -15.244 -8.821 -1.816 0.131  H42  A1ARN 70 
A1ARN H41  H36 H 0 1 N N N N N N -6.002  -20.932 -15.024 -7.621 -3.040 -0.348 H41  A1ARN 71 
A1ARN H81  H37 H 0 1 N N N N N N -12.487 -10.644 -15.295 4.016  2.163  2.104  H81  A1ARN 72 
A1ARN H8   H38 H 0 1 N N N N N N -12.362 -10.254 -17.044 5.592  1.362  2.310  H8   A1ARN 73 
A1ARN HN10 H39 H 0 0 N N N N N N -9.845  -18.770 -17.126 -3.212 -1.495 -1.049 HN10 A1ARN 74 
A1ARN HN16 H40 H 0 0 N N N N N N -11.284 -12.879 -15.481 3.384  1.030  -0.962 HN16 A1ARN 75 
A1ARN HN23 H41 H 0 0 N N N N N N -16.424 -16.793 -15.374 6.730  -4.086 -1.526 HN23 A1ARN 76 
A1ARN HO9  H42 H 0 1 N N N N N N -14.198 -9.262  -16.032 5.776  3.373  1.034  HO9  A1ARN 77 
# 
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 
A1ARN O26 C24  DOUB N N 1  
A1ARN C24 N23  SING N N 2  
A1ARN C24 C20  SING N N 3  
A1ARN N23 C22  SING N N 4  
A1ARN C22 C21  SING N N 5  
A1ARN C21 C20  SING N N 6  
A1ARN C20 C19  SING N N 7  
A1ARN C19 C17  SING N N 8  
A1ARN C8  C17  SING N N 9  
A1ARN C17 N16  SING N N 10 
A1ARN O9  C8   SING N N 11 
A1ARN N16 C15  SING N N 12 
A1ARN O38 C15  DOUB N N 13 
A1ARN C15 C14  SING N N 14 
A1ARN C14 C34  SING N N 15 
A1ARN C14 N13  SING N N 16 
A1ARN C34 C18  SING N N 17 
A1ARN C34 C16  SING N N 18 
A1ARN C23 C18  SING N N 19 
A1ARN C25 C18  SING N N 20 
A1ARN C18 C16  SING N N 21 
A1ARN C16 C13  SING N N 22 
A1ARN C13 N13  SING N N 23 
A1ARN N13 C12  SING N N 24 
A1ARN O33 C12  DOUB N N 25 
A1ARN C12 C11  SING N N 26 
A1ARN C30 C11  SING N N 27 
A1ARN C11 N10  SING N N 28 
A1ARN C26 C30  SING N N 29 
A1ARN C32 C30  SING N N 30 
A1ARN C31 C30  SING N N 31 
A1ARN N10 C9   SING N N 32 
A1ARN C9  O29  DOUB N N 33 
A1ARN O1  C9   SING N N 34 
A1ARN C2  O1   SING N N 35 
A1ARN C3  C2   SING N N 36 
A1ARN C4  C2   SING N N 37 
A1ARN C11 H11  SING N N 38 
A1ARN C13 H131 SING N N 39 
A1ARN C13 H13  SING N N 40 
A1ARN C14 H14  SING N N 41 
A1ARN C16 H16  SING N N 42 
A1ARN C17 H17  SING N N 43 
A1ARN C19 H19  SING N N 44 
A1ARN C19 H191 SING N N 45 
A1ARN C2  H2   SING N N 46 
A1ARN C20 H20  SING N N 47 
A1ARN C21 H21  SING N N 48 
A1ARN C21 H211 SING N N 49 
A1ARN C22 H221 SING N N 50 
A1ARN C22 H22  SING N N 51 
A1ARN C23 H232 SING N N 52 
A1ARN C23 H231 SING N N 53 
A1ARN C23 H23  SING N N 54 
A1ARN C25 H252 SING N N 55 
A1ARN C25 H25  SING N N 56 
A1ARN C25 H251 SING N N 57 
A1ARN C26 H261 SING N N 58 
A1ARN C26 H262 SING N N 59 
A1ARN C26 H26  SING N N 60 
A1ARN C3  H33  SING N N 61 
A1ARN C3  H34  SING N N 62 
A1ARN C3  H3   SING N N 63 
A1ARN C31 H312 SING N N 64 
A1ARN C31 H311 SING N N 65 
A1ARN C31 H31  SING N N 66 
A1ARN C32 H321 SING N N 67 
A1ARN C32 H32  SING N N 68 
A1ARN C32 H322 SING N N 69 
A1ARN C34 H341 SING N N 70 
A1ARN C4  H4   SING N N 71 
A1ARN C4  H42  SING N N 72 
A1ARN C4  H41  SING N N 73 
A1ARN C8  H81  SING N N 74 
A1ARN C8  H8   SING N N 75 
A1ARN N10 HN10 SING N N 76 
A1ARN N16 HN16 SING N N 77 
A1ARN N23 HN23 SING N N 78 
A1ARN O9  HO9  SING N N 79 
# 
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 
A1ARN SMILES           ACDLabs              12.01 "CC1(C)C2C(C(=O)NC(CC3CCNC3=O)CO)N(CC21)C(=O)C(NC(=O)OC(C)C)C(C)(C)C"                                                                                                                                              
A1ARN InChI            InChI                1.06  "InChI=1S/C25H42N4O6/c1-13(2)35-23(34)28-19(24(3,4)5)22(33)29-11-16-17(25(16,6)7)18(29)21(32)27-15(12-30)10-14-8-9-26-20(14)31/h13-19,30H,8-12H2,1-7H3,(H,26,31)(H,27,32)(H,28,34)/t14-,15+,16-,17-,18-,19+/m0/s1" 
A1ARN InChIKey         InChI                1.06  BIZDOWIOVOPHRD-CABLIKTCSA-N                                                                                                                                                                                        
A1ARN SMILES_CANONICAL CACTVS               3.385 "CC(C)OC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@H](CO)C[C@@H]3CCNC3=O)C2(C)C)C(C)(C)C"                                                                                                                      
A1ARN SMILES           CACTVS               3.385 "CC(C)OC(=O)N[CH](C(=O)N1C[CH]2[CH]([CH]1C(=O)N[CH](CO)C[CH]3CCNC3=O)C2(C)C)C(C)(C)C"                                                                                                                              
A1ARN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)OC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@@H](C[C@@H]3CCNC3=O)CO)C2(C)C)C(C)(C)C"                                                                                                                     
A1ARN SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)OC(=O)NC(C(=O)N1CC2C(C1C(=O)NC(CC3CCNC3=O)CO)C2(C)C)C(C)(C)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 
A1ARN "SYSTEMATIC NAME" ACDLabs              12.01 "propan-2-yl {(2R)-1-[(1R,2S,5R)-2-({(2R)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-3,3-dimethyl-1-oxobutan-2-yl}carbamate"                                              
A1ARN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "propan-2-yl ~{N}-[(2~{S})-1-[(1~{R},2~{S},5~{S})-6,6-dimethyl-2-[[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]carbamoyl]-3-azabicyclo[3.1.0]hexan-3-yl]-3,3-dimethyl-1-oxidanylidene-butan-2-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 
A1ARN "Create component" 2024-05-13 RCSB 
A1ARN "Modify PCM"       2024-09-27 PDBE 
A1ARN "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1ARN 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C8 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
