data_L2F
# 
_chem_comp.id                                    L2F 
_chem_comp.name                                  "N-(1-naphthylsulfonyl)-(L)-isoleucyl-(L)-tryptophanol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2~{S},3~{S})-~{N}-[(2~{S})-1-(1~{H}-indol-3-yl)-3-oxidanyl-propan-2-yl]-3-methyl-2-(naphthalen-1-ylsulfonylamino)pentanamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-14 
_chem_comp.pdbx_modified_date                    2023-06-30 
_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                        493.618 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L2F 
_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        8A4W 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
L2F N1  N1  N 0 1 Y N N 10.177 -23.945 -0.295 4.658  2.441  -1.179 N1  L2F 1  
L2F C4  C1  C 0 1 N N N 14.820 -22.665 -1.157 1.128  -1.593 -0.521 C4  L2F 2  
L2F C5  C2  C 0 1 N N S 13.249 -20.768 -1.372 3.543  -1.747 -0.236 C5  L2F 3  
L2F C6  C3  C 0 1 N N N 11.929 -20.706 -0.597 4.608  -0.872 0.428  C6  L2F 4  
L2F C7  C4  C 0 1 Y N N 11.377 -22.053 -0.243 4.442  0.555  -0.029 C7  L2F 5  
L2F C8  C5  C 0 1 Y N N 10.457 -22.775 -0.946 5.061  1.138  -1.067 C8  L2F 6  
L2F C10 C6  C 0 1 Y N N 10.981 -24.979 1.846  3.042  3.885  0.152  C10 L2F 7  
L2F C13 C7  C 0 1 Y N N 12.548 -22.655 2.008  2.688  1.568  1.655  C13 L2F 8  
L2F C15 C8  C 0 1 N N N 13.795 -19.373 -1.618 3.789  -3.213 0.128  C15 L2F 9  
L2F C17 C9  C 0 1 Y N N 13.140 -26.689 0.134  -1.903 2.306  -0.046 C17 L2F 10 
L2F C20 C10 C 0 1 Y N N 13.219 -28.162 -2.244 -4.392 1.503  0.879  C20 L2F 11 
L2F C21 C11 C 0 1 Y N N 13.271 -28.901 -3.448 -5.654 1.078  1.327  C21 L2F 12 
L2F C22 C12 C 0 1 Y N N 14.465 -29.151 -4.063 -6.205 -0.056 0.812  C22 L2F 13 
L2F C24 C13 C 0 1 Y N N 15.647 -27.965 -2.358 -4.311 -0.423 -0.612 C24 L2F 14 
L2F C26 C14 C 0 1 N N N 17.950 -23.318 1.048  -2.031 -2.020 1.598  C26 L2F 15 
L2F N   N2  N 0 1 N N N 14.235 -21.572 -0.653 2.216  -1.343 0.234  N   L2F 16 
L2F C   C15 C 0 1 N N N 19.255 -21.984 -1.115 -1.095 -4.830 1.239  C   L2F 17 
L2F O   O1  O 0 1 N N N 14.643 -23.050 -2.310 1.256  -2.067 -1.630 O   L2F 18 
L2F C1  C16 C 0 1 N N N 17.812 -22.401 -1.303 -0.789 -3.711 0.242  C1  L2F 19 
L2F C11 C17 C 0 1 Y N N 11.841 -24.777 2.915  2.179  3.865  1.225  C11 L2F 20 
L2F C12 C18 C 0 1 Y N N 12.619 -23.628 2.993  2.005  2.708  1.973  C12 L2F 21 
L2F C14 C19 C 0 1 Y N N 11.693 -22.832 0.922  3.567  1.566  0.571  C14 L2F 22 
L2F C16 C20 C 0 1 Y N N 14.342 -26.900 -0.484 -2.451 1.170  -0.556 C16 L2F 23 
L2F C18 C21 C 0 1 Y N N 11.972 -27.189 -0.416 -2.570 3.052  0.925  C18 L2F 24 
L2F C19 C22 C 0 1 Y N N 11.996 -27.901 -1.578 -3.791 2.668  1.386  C19 L2F 25 
L2F C2  C23 C 0 1 N N S 17.064 -22.628 0.010  -0.675 -2.380 0.988  C2  L2F 26 
L2F C23 C24 C 0 1 Y N N 15.651 -28.689 -3.516 -5.535 -0.803 -0.154 C23 L2F 27 
L2F C25 C25 C 0 1 Y N N 14.433 -27.669 -1.686 -3.711 0.742  -0.104 C25 L2F 28 
L2F C3  C26 C 0 1 N N S 15.758 -23.420 -0.213 -0.247 -1.283 0.012  C3  L2F 29 
L2F C9  C27 C 0 1 Y N N 10.920 -24.005 0.857  3.747  2.736  -0.190 C9  L2F 30 
L2F N2  N3  N 0 1 N N N 16.039 -24.768 -0.697 -1.199 -1.220 -1.100 N2  L2F 31 
L2F O1  O2  O 0 1 N N N 12.882 -18.586 -2.353 3.833  -3.350 1.549  O1  L2F 32 
L2F O2  O3  O 0 1 N N N 16.879 -26.950 0.049  -2.521 -0.031 -2.812 O2  L2F 33 
L2F O3  O4  O 0 1 N N N 15.398 -25.622 1.516  -0.356 0.918  -2.000 O3  L2F 34 
L2F S   S1  S 0 1 N N N 15.755 -26.082 0.208  -1.585 0.241  -1.778 S   L2F 35 
L2F HN1 H1  H 0 1 N N N 9.534  -24.644 -0.608 4.971  3.065  -1.852 HN1 L2F 36 
L2F H2  H2  H 0 1 N N N 13.050 -21.236 -2.347 3.597  -1.627 -1.318 H2  L2F 37 
L2F H9  H3  H 0 1 N N N 12.098 -20.144 0.333  4.496  -0.922 1.511  H9  L2F 38 
L2F H10 H4  H 0 1 N N N 11.188 -20.178 -1.215 5.599  -1.230 0.148  H10 L2F 39 
L2F H11 H5  H 0 1 N N N 10.014 -22.467 -1.882 5.771  0.651  -1.719 H11 L2F 40 
L2F H12 H6  H 0 1 N N N 10.374 -25.870 1.784  3.170  4.790  -0.424 H12 L2F 41 
L2F H15 H7  H 0 1 N N N 13.153 -21.763 2.082  2.547  0.672  2.241  H15 L2F 42 
L2F H16 H8  H 0 1 N N N 14.736 -19.451 -2.182 2.981  -3.826 -0.271 H16 L2F 43 
L2F H17 H9  H 0 1 N N N 13.987 -18.888 -0.650 4.737  -3.539 -0.299 H17 L2F 44 
L2F H20 H10 H 0 1 N N N 13.102 -26.129 1.057  -0.934 2.633  -0.394 H20 L2F 45 
L2F H23 H11 H 0 1 N N N 12.357 -29.272 -3.887 -6.184 1.648  2.075  H23 L2F 46 
L2F H24 H12 H 0 1 N N N 14.485 -29.714 -4.984 -7.175 -0.380 1.158  H24 L2F 47 
L2F H26 H13 H 0 1 N N N 16.582 -27.613 -1.948 -3.804 -1.012 -1.362 H26 L2F 48 
L2F H28 H14 H 0 1 N N N 17.380 -23.465 1.978  -1.981 -1.021 2.032  H28 L2F 49 
L2F H29 H15 H 0 1 N N N 18.277 -24.294 0.660  -2.796 -2.040 0.821  H29 L2F 50 
L2F H27 H16 H 0 1 N N N 18.831 -22.691 1.253  -2.283 -2.741 2.375  H27 L2F 51 
L2F H8  H17 H 0 1 N N N 14.488 -21.288 0.272  2.120  -0.895 1.090  H8  L2F 52 
L2F H4  H18 H 0 1 N N N 19.727 -21.840 -2.098 -1.176 -5.778 0.707  H4  L2F 53 
L2F H5  H19 H 0 1 N N N 19.293 -21.042 -0.548 -0.291 -4.893 1.972  H5  L2F 54 
L2F H3  H20 H 0 1 N N N 19.794 -22.767 -0.562 -2.035 -4.617 1.747  H3  L2F 55 
L2F H6  H21 H 0 1 N N N 17.293 -21.612 -1.867 0.151  -3.924 -0.267 H6  L2F 56 
L2F H7  H22 H 0 1 N N N 17.793 -23.337 -1.880 -1.593 -3.648 -0.492 H7  L2F 57 
L2F H13 H23 H 0 1 N N N 11.907 -25.521 3.695  1.633  4.759  1.489  H13 L2F 58 
L2F H14 H24 H 0 1 N N N 13.287 -23.492 3.831  1.325  2.709  2.811  H14 L2F 59 
L2F H21 H25 H 0 1 N N N 11.030 -27.013 0.082  -2.111 3.947  1.317  H21 L2F 60 
L2F H22 H26 H 0 1 N N N 11.071 -28.271 -1.996 -4.298 3.258  2.135  H22 L2F 61 
L2F H   H27 H 0 1 N N N 16.787 -21.642 0.411  0.067  -2.471 1.781  H   L2F 62 
L2F H25 H28 H 0 1 N N N 16.587 -28.903 -4.010 -5.994 -1.699 -0.546 H25 L2F 63 
L2F H1  H29 H 0 1 N N N 15.253 -23.500 0.761  -0.228 -0.323 0.529  H1  L2F 64 
L2F H19 H30 H 0 1 N N N 15.503 -24.883 -1.533 -1.603 -2.034 -1.439 H19 L2F 65 
L2F H18 H31 H 0 1 N N N 13.249 -17.721 -2.492 3.986  -4.255 1.853  H18 L2F 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 
L2F C22 C23 DOUB Y N 1  
L2F C22 C21 SING Y N 2  
L2F C23 C24 SING Y N 3  
L2F C21 C20 DOUB Y N 4  
L2F C24 C25 DOUB Y N 5  
L2F O1  C15 SING N N 6  
L2F O   C4  DOUB N N 7  
L2F C20 C25 SING Y N 8  
L2F C20 C19 SING Y N 9  
L2F C25 C16 SING Y N 10 
L2F C15 C5  SING N N 11 
L2F C19 C18 DOUB Y N 12 
L2F C5  N   SING N N 13 
L2F C5  C6  SING N N 14 
L2F C1  C   SING N N 15 
L2F C1  C2  SING N N 16 
L2F C4  N   SING N N 17 
L2F C4  C3  SING N N 18 
L2F C8  N1  SING Y N 19 
L2F C8  C7  DOUB Y N 20 
L2F N2  C3  SING N N 21 
L2F N2  S   SING N N 22 
L2F C6  C7  SING N N 23 
L2F C16 C17 DOUB Y N 24 
L2F C16 S   SING N N 25 
L2F C18 C17 SING Y N 26 
L2F N1  C9  SING Y N 27 
L2F C7  C14 SING Y N 28 
L2F C3  C2  SING N N 29 
L2F C2  C26 SING N N 30 
L2F O2  S   DOUB N N 31 
L2F S   O3  DOUB N N 32 
L2F C9  C14 DOUB Y N 33 
L2F C9  C10 SING Y N 34 
L2F C14 C13 SING Y N 35 
L2F C10 C11 DOUB Y N 36 
L2F C13 C12 DOUB Y N 37 
L2F C11 C12 SING Y N 38 
L2F N1  HN1 SING N N 39 
L2F C5  H2  SING N N 40 
L2F C6  H9  SING N N 41 
L2F C6  H10 SING N N 42 
L2F C8  H11 SING N N 43 
L2F C10 H12 SING N N 44 
L2F C13 H15 SING N N 45 
L2F C15 H16 SING N N 46 
L2F C15 H17 SING N N 47 
L2F C17 H20 SING N N 48 
L2F C21 H23 SING N N 49 
L2F C22 H24 SING N N 50 
L2F C24 H26 SING N N 51 
L2F C26 H28 SING N N 52 
L2F C26 H29 SING N N 53 
L2F C26 H27 SING N N 54 
L2F N   H8  SING N N 55 
L2F C   H4  SING N N 56 
L2F C   H5  SING N N 57 
L2F C   H3  SING N N 58 
L2F C1  H6  SING N N 59 
L2F C1  H7  SING N N 60 
L2F C11 H13 SING N N 61 
L2F C12 H14 SING N N 62 
L2F C18 H21 SING N N 63 
L2F C19 H22 SING N N 64 
L2F C2  H   SING N N 65 
L2F C23 H25 SING N N 66 
L2F C3  H1  SING N N 67 
L2F N2  H19 SING N N 68 
L2F O1  H18 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 
L2F InChI            InChI                1.06  "InChI=1S/C27H31N3O4S/c1-3-18(2)26(30-35(33,34)25-14-8-10-19-9-4-5-12-23(19)25)27(32)29-21(17-31)15-20-16-28-24-13-7-6-11-22(20)24/h4-14,16,18,21,26,28,30-31H,3,15,17H2,1-2H3,(H,29,32)/t18-,21-,26-/m0/s1" 
L2F InChIKey         InChI                1.06  WGQRDHFZEVLIFE-JCWFFFCVSA-N                                                                                                                                                                                  
L2F SMILES_CANONICAL CACTVS               3.385 "CC[C@H](C)[C@H](N[S](=O)(=O)c1cccc2ccccc12)C(=O)N[C@H](CO)Cc3c[nH]c4ccccc34"                                                                                                                                
L2F SMILES           CACTVS               3.385 "CC[CH](C)[CH](N[S](=O)(=O)c1cccc2ccccc12)C(=O)N[CH](CO)Cc3c[nH]c4ccccc34"                                                                                                                                   
L2F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@H](C)[C@@H](C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)CO)NS(=O)(=O)c3cccc4c3cccc4"                                                                                                                                
L2F SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(C)C(C(=O)NC(Cc1c[nH]c2c1cccc2)CO)NS(=O)(=O)c3cccc4c3cccc4"                                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           L2F 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{S},3~{S})-~{N}-[(2~{S})-1-(1~{H}-indol-3-yl)-3-oxidanyl-propan-2-yl]-3-methyl-2-(naphthalen-1-ylsulfonylamino)pentanamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      L2F 
_pdbx_chem_comp_synonyms.name         "(2~{S},3~{S})-~{N}-[(2~{S})-1-(1~{H}-indol-3-yl)-3-oxidanyl-propan-2-yl]-3-methyl-2-(naphthalen-1-ylsulfonylamino)pentanamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
L2F "Create component"  2022-06-14 PDBE 
L2F "Modify descriptor" 2022-08-22 RCSB 
L2F "Initial release"   2023-07-05 RCSB 
# 
