data_FN2
# 
_chem_comp.id                                    FN2 
_chem_comp.name                                  "(1S,2S)-1-hydroxy-2-[(N-{[(2-methyl-2-azaspiro[3.3]heptan-6-yl)oxy]carbonyl}-L-leucyl)amino]-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H40 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                     2021-12-15 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        608.704 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FN2 
_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        7T43 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
FN2 C14 C1  C 0 1 N N N N N N 6.651  21.043 24.994 4.991   2.700  0.788  C14 FN2 1  
FN2 C13 C2  C 0 1 N N S N N N 7.656  21.153 26.119 6.046   2.884  -0.280 C13 FN2 2  
FN2 C12 C3  C 0 1 N N N N N N 8.047  19.745 26.623 6.623   1.531  -0.701 C12 FN2 3  
FN2 C11 C4  C 0 1 N N S N N N 9.008  19.815 27.861 5.538   0.711  -1.403 C11 FN2 4  
FN2 C16 C5  C 0 1 N N N N N N 5.713  22.604 26.475 6.902   3.414  1.897  C16 FN2 5  
FN2 C17 C6  C 0 1 N N N N N N 6.866  21.927 27.210 7.133   3.745  0.406  C17 FN2 6  
FN2 C19 C7  C 0 1 N N S N N N 9.261  18.395 28.475 6.159   -0.556 -1.995 C19 FN2 7  
FN2 C23 C8  C 0 1 N N N N N N 10.526 25.708 24.971 -2.634  -0.428 0.211  C23 FN2 8  
FN2 C24 C9  C 0 1 N N N N N N 9.106  26.336 25.072 -3.832  0.033  -0.639 C24 FN2 9  
FN2 C25 C10 C 0 1 N N N N N N 9.748  27.727 25.126 -4.676  -0.943 0.180  C25 FN2 10 
FN2 C26 C11 C 0 1 N N N N N N 9.454  28.549 26.429 -5.920  -1.608 -0.412 C26 FN2 11 
FN2 C28 C12 C 0 1 N N N N N N 9.926  31.125 26.081 -7.920  -0.083 0.267  C28 FN2 12 
FN2 C02 C13 C 0 1 N N N N N N 11.028 23.882 26.301 -0.250  -0.389 0.090  C02 FN2 13 
FN2 C04 C14 C 0 1 N N S N N N 12.148 22.046 27.441 2.184   -0.302 0.140  C04 FN2 14 
FN2 C05 C15 C 0 1 N N N N N N 13.277 21.782 28.461 2.603   -1.579 0.872  C05 FN2 15 
FN2 C06 C16 C 0 1 N N N N N N 14.643 22.299 27.995 1.583   -1.896 1.968  C06 FN2 16 
FN2 C07 C17 C 0 1 N N N N N N 15.124 21.566 26.754 1.933   -3.237 2.617  C07 FN2 17 
FN2 C08 C18 C 0 1 N N N N N N 15.703 22.157 29.108 1.614   -0.793 3.028  C08 FN2 18 
FN2 C09 C19 C 0 1 N N N N N N 10.843 21.552 28.061 3.249   0.079  -0.856 C09 FN2 19 
FN2 C37 C20 C 0 1 N N N N N N 9.351  29.069 24.392 -5.568  -0.456 1.324  C37 FN2 20 
FN2 C38 C21 C 0 1 N N N N N N 11.035 27.109 24.559 -3.402  -1.741 0.452  C38 FN2 21 
FN2 N03 N1  N 0 1 N N N N N N 12.036 23.493 27.154 0.920   -0.534 -0.563 N03 FN2 22 
FN2 N10 N2  N 0 1 N N N N N N 10.246 20.448 27.425 4.503   0.341  -0.435 N10 FN2 23 
FN2 N15 N3  N 0 1 N N N N N N 5.559  21.876 25.202 5.495   3.009  1.995  N15 FN2 24 
FN2 N27 N4  N 0 1 N N N N N N 9.625  29.814 25.663 -6.688  -0.620 0.374  N27 FN2 25 
FN2 O01 O1  O 0 1 N N N N N N 10.336 23.169 25.636 -0.257  -0.066 1.262  O01 FN2 26 
FN2 O18 O2  O 0 1 N N N N N N 6.715  20.345 23.974 3.853   2.332  0.584  O18 FN2 27 
FN2 O20 O3  O 0 1 N N N N N N 8.008  17.895 28.920 7.247   -0.199 -2.849 O20 FN2 28 
FN2 O21 O4  O 0 1 N N N N N N 10.311 22.052 29.035 2.979   0.149  -2.036 O21 FN2 29 
FN2 O22 O5  O 0 1 N N N N N N 10.837 25.257 26.226 -1.413  -0.603 -0.555 O22 FN2 30 
FN2 SG  S1  S 0 1 N Y N N N N 10.039 17.305 27.259 6.767   -1.615 -0.653 SG  FN2 31 
FN2 H1  H1  H 0 1 N N N N N N 8.546  21.719 25.807 5.630   3.405  -1.141 H1  FN2 32 
FN2 H2  H2  H 0 1 N N N N N N 7.134  19.204 26.911 7.458   1.688  -1.384 H2  FN2 33 
FN2 H3  H3  H 0 1 N N N N N N 8.553  19.204 25.810 6.971   0.993  0.181  H3  FN2 34 
FN2 H4  H4  H 0 1 N N N N N N 8.528  20.438 28.630 5.094   1.304  -2.202 H4  FN2 35 
FN2 H5  H5  H 0 1 N N N N N N 5.950  23.661 26.284 7.553   2.597  2.207  H5  FN2 36 
FN2 H6  H6  H 0 1 N N N N N N 4.789  22.536 27.068 7.086   4.296  2.511  H6  FN2 37 
FN2 H7  H7  H 0 1 N N N N N N 6.482  21.233 27.972 8.130   3.440  0.088  H7  FN2 38 
FN2 H8  H8  H 0 1 N N N N N N 7.510  22.679 27.690 6.970   4.805  0.211  H8  FN2 39 
FN2 H9  H9  H 0 1 N N N N N N 9.971  18.486 29.310 5.407   -1.095 -2.570 H9  FN2 40 
FN2 H10 H10 H 0 1 N N N N N N 10.606 24.969 24.160 -2.486  0.164  1.113  H10 FN2 41 
FN2 H11 H11 H 0 1 N N N N N N 8.472  26.165 24.190 -4.100  1.078  -0.486 H11 FN2 42 
FN2 H12 H12 H 0 1 N N N N N N 8.552  26.058 25.981 -3.752  -0.236 -1.692 H12 FN2 43 
FN2 H13 H13 H 0 1 N N N N N N 8.442  28.402 26.835 -6.016  -1.483 -1.490 H13 FN2 44 
FN2 H14 H14 H 0 1 N N N N N N 10.195 28.404 27.229 -6.064  -2.639 -0.088 H14 FN2 45 
FN2 H18 H18 H 0 1 N N N N N N 12.353 21.488 26.516 2.056   0.505  0.861  H18 FN2 46 
FN2 H19 H19 H 0 1 N N N N N N 13.018 22.281 29.406 2.645   -2.406 0.164  H19 FN2 47 
FN2 H20 H20 H 0 1 N N N N N N 13.352 20.697 28.627 3.586   -1.434 1.321  H20 FN2 48 
FN2 H21 H21 H 0 1 N N N N N N 14.543 23.367 27.751 0.586   -1.952 1.531  H21 FN2 49 
FN2 H22 H22 H 0 1 N N N N N N 16.104 21.963 26.450 2.930   -3.180 3.053  H22 FN2 50 
FN2 H23 H23 H 0 1 N N N N N N 15.216 20.492 26.975 1.207   -3.462 3.398  H23 FN2 51 
FN2 H24 H24 H 0 1 N N N N N N 14.400 21.712 25.938 1.911   -4.022 1.862  H24 FN2 52 
FN2 H25 H25 H 0 1 N N N N N N 15.361 22.686 30.010 2.611   -0.736 3.464  H25 FN2 53 
FN2 H26 H26 H 0 1 N N N N N N 15.850 21.092 29.341 1.365   0.162  2.565  H26 FN2 54 
FN2 H27 H27 H 0 1 N N N N N N 16.654 22.592 28.766 0.888   -1.019 3.808  H27 FN2 55 
FN2 H28 H28 H 0 1 N N N N N N 10.012 29.341 23.556 -5.607  -1.138 2.173  H28 FN2 56 
FN2 H29 H29 H 0 1 N N N N N N 8.303  29.111 24.059 -5.385  0.579  1.615  H29 FN2 57 
FN2 H30 H30 H 0 1 N N N N N N 11.953 27.425 25.076 -3.200  -2.510 -0.294 H30 FN2 58 
FN2 H31 H31 H 0 1 N N N N N N 11.160 27.243 23.474 -3.327  -2.110 1.474  H31 FN2 59 
FN2 H32 H32 H 0 1 N N N N N N 12.663 24.157 27.561 0.925   -0.793 -1.498 H32 FN2 60 
FN2 H33 H33 H 0 1 N N N N N N 10.703 20.072 26.619 4.719   0.285  0.509  H33 FN2 61 
FN2 H34 H34 H 0 1 N N N N N N 4.782  21.968 24.579 4.994   2.969  2.825  H34 FN2 62 
FN2 H36 H36 H 0 1 N N N N N N 8.007  16.947 28.865 6.995   0.368  -3.591 H36 FN2 63 
FN2 O1  O6  O 0 1 N Y N N N N 9.881  15.718 28.084 7.680   -0.903 0.170  O1  FN2 64 
FN2 O2  O7  O 0 1 N Y N N N N ?      ?      ?      5.552   -1.834 0.238  O2  FN2 65 
FN2 O3  O8  O 0 1 N Y N N N N ?      ?      ?      7.080   -2.911 -1.143 O3  FN2 66 
FN2 H35 H35 H 0 1 N Y N N N N ?      ?      ?      5.725   -2.391 1.009  H35 FN2 67 
FN2 C1  C22 C 0 1 N N N N N N ?      ?      ?      -8.826  -0.494 -0.864 C1  FN2 68 
FN2 C2  C23 C 0 1 Y N N N N N ?      ?      ?      -10.134 0.247  -0.756 C2  FN2 69 
FN2 C3  C24 C 0 1 Y N N N N N ?      ?      ?      -10.289 1.469  -1.382 C3  FN2 70 
FN2 C4  C25 C 0 1 Y N N N N N ?      ?      ?      -11.489 2.149  -1.283 C4  FN2 71 
FN2 C5  C26 C 0 1 Y N N N N N ?      ?      ?      -12.533 1.606  -0.557 C5  FN2 72 
FN2 C6  C27 C 0 1 Y N N N N N ?      ?      ?      -12.377 0.384  0.069  C6  FN2 73 
FN2 C7  C28 C 0 1 Y N N N N N ?      ?      ?      -11.179 -0.298 -0.034 C7  FN2 74 
FN2 H17 H17 H 0 1 N N N N N N ?      ?      ?      -8.351  -0.255 -1.816 H17 FN2 75 
FN2 H37 H37 H 0 1 N N N N N N ?      ?      ?      -9.011  -1.567 -0.810 H37 FN2 76 
FN2 H38 H38 H 0 1 N N N N N N ?      ?      ?      -9.474  1.893  -1.949 H38 FN2 77 
FN2 H39 H39 H 0 1 N N N N N N ?      ?      ?      -11.611 3.104  -1.771 H39 FN2 78 
FN2 H40 H40 H 0 1 N N N N N N ?      ?      ?      -13.470 2.138  -0.479 H40 FN2 79 
FN2 H41 H41 H 0 1 N N N N N N ?      ?      ?      -13.193 -0.040 0.636  H41 FN2 80 
FN2 H42 H42 H 0 1 N N N N N N ?      ?      ?      -11.058 -1.253 0.454  H42 FN2 81 
FN2 O4  O9  O 0 1 N N N N N N ?      ?      ?      -8.299  0.732  1.082  O4  FN2 82 
# 
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 
FN2 O18 C14 DOUB N N 1  
FN2 C37 C25 SING N N 2  
FN2 C37 N27 SING N N 3  
FN2 C38 C23 SING N N 4  
FN2 C38 C25 SING N N 5  
FN2 C23 C24 SING N N 6  
FN2 C23 O22 SING N N 7  
FN2 C14 N15 SING N N 8  
FN2 C14 C13 SING N N 9  
FN2 C24 C25 SING N N 10 
FN2 C25 C26 SING N N 11 
FN2 N15 C16 SING N N 12 
FN2 O01 C02 DOUB N N 13 
FN2 N27 C28 SING N N 14 
FN2 N27 C26 SING N N 15 
FN2 C13 C12 SING N N 16 
FN2 C13 C17 SING N N 17 
FN2 O22 C02 SING N N 18 
FN2 C02 N03 SING N N 19 
FN2 C16 C17 SING N N 20 
FN2 C12 C11 SING N N 21 
FN2 C07 C06 SING N N 22 
FN2 N03 C04 SING N N 23 
FN2 SG  C19 SING N N 24 
FN2 N10 C11 SING N N 25 
FN2 N10 C09 SING N N 26 
FN2 C04 C09 SING N N 27 
FN2 C04 C05 SING N N 28 
FN2 C11 C19 SING N N 29 
FN2 C06 C05 SING N N 30 
FN2 C06 C08 SING N N 31 
FN2 C09 O21 DOUB N N 32 
FN2 C19 O20 SING N N 33 
FN2 C13 H1  SING N N 34 
FN2 C12 H2  SING N N 35 
FN2 C12 H3  SING N N 36 
FN2 C11 H4  SING N N 37 
FN2 C16 H5  SING N N 38 
FN2 C16 H6  SING N N 39 
FN2 C17 H7  SING N N 40 
FN2 C17 H8  SING N N 41 
FN2 C19 H9  SING N N 42 
FN2 C23 H10 SING N N 43 
FN2 C24 H11 SING N N 44 
FN2 C24 H12 SING N N 45 
FN2 C26 H13 SING N N 46 
FN2 C26 H14 SING N N 47 
FN2 C04 H18 SING N N 48 
FN2 C05 H19 SING N N 49 
FN2 C05 H20 SING N N 50 
FN2 C06 H21 SING N N 51 
FN2 C07 H22 SING N N 52 
FN2 C07 H23 SING N N 53 
FN2 C07 H24 SING N N 54 
FN2 C08 H25 SING N N 55 
FN2 C08 H26 SING N N 56 
FN2 C08 H27 SING N N 57 
FN2 C37 H28 SING N N 58 
FN2 C37 H29 SING N N 59 
FN2 C38 H30 SING N N 60 
FN2 C38 H31 SING N N 61 
FN2 N03 H32 SING N N 62 
FN2 N10 H33 SING N N 63 
FN2 N15 H34 SING N N 64 
FN2 O20 H36 SING N N 65 
FN2 SG  O1  DOUB N N 66 
FN2 SG  O2  SING N N 67 
FN2 SG  O3  DOUB N N 68 
FN2 O2  H35 SING N N 69 
FN2 C28 C1  SING N N 70 
FN2 C1  C2  SING N N 71 
FN2 C2  C3  SING Y N 72 
FN2 C3  C4  DOUB Y N 73 
FN2 C4  C5  SING Y N 74 
FN2 C5  C6  DOUB Y N 75 
FN2 C6  C7  SING Y N 76 
FN2 C7  C2  DOUB Y N 77 
FN2 C1  H17 SING N N 78 
FN2 C1  H37 SING N N 79 
FN2 C3  H38 SING N N 80 
FN2 C4  H39 SING N N 81 
FN2 C5  H40 SING N N 82 
FN2 C6  H41 SING N N 83 
FN2 C7  H42 SING N N 84 
FN2 C28 O4  DOUB N N 85 
# 
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 
FN2 SMILES           ACDLabs              12.01 "O=C(Cc1ccccc1)N1CC2(CC(C2)OC(=O)NC(CC(C)C)C(=O)NC(CC2CCNC2=O)C(O)S(=O)(=O)O)C1"                                                                                                                                                                          
FN2 InChI            InChI                1.03  "InChI=1S/C28H40N4O9S/c1-17(2)10-21(25(35)30-22(26(36)42(38,39)40)12-19-8-9-29-24(19)34)31-27(37)41-20-13-28(14-20)15-32(16-28)23(33)11-18-6-4-3-5-7-18/h3-7,17,19-22,26,36H,8-16H2,1-2H3,(H,29,34)(H,30,35)(H,31,37)(H,38,39,40)/t19-,21-,22-,26-/m0/s1" 
FN2 InChIKey         InChI                1.03  BUKWXURASAKBCJ-IFXCNKOCSA-N                                                                                                                                                                                                                               
FN2 SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)OC1CC2(C1)CN(C2)C(=O)Cc3ccccc3)C(=O)N[C@@H](C[C@@H]4CCNC4=O)[C@@H](O)[S](O)(=O)=O"                                                                                                                                                     
FN2 SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)OC1CC2(C1)CN(C2)C(=O)Cc3ccccc3)C(=O)N[CH](C[CH]4CCNC4=O)[CH](O)[S](O)(=O)=O"                                                                                                                                                            
FN2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@@H](O)S(=O)(=O)O)NC(=O)OC2CC3(C2)CN(C3)C(=O)Cc4ccccc4"                                                                                                                                                      
FN2 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CC(C(=O)NC(CC1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OC2CC3(C2)CN(C3)C(=O)Cc4ccccc4"                                                                                                                                                                          
# 
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 
FN2 "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]-2-{[N-({[2-(phenylacetyl)-2-azaspiro[3.3]heptan-6-yl]oxy}carbonyl)-L-leucyl]amino}propane-1-sulfonic acid"                                             
FN2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{S},2~{S})-2-[[(2~{S})-4-methyl-2-[[2-(2-phenylethanoyl)-2-azaspiro[3.3]heptan-6-yl]oxycarbonylamino]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 
FN2 "Create component" 2021-12-15 RCSB 
FN2 "Initial release"  2021-12-22 RCSB 
FN2 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            FN2 
_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               C19 
_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      ? 
# 
