data_YLV
# 
_chem_comp.id                                    YLV 
_chem_comp.name                                  "(1R,2S)-1-hydroxy-2-((S)-4-methyl-2-((((perfluorophenyl)methoxy)carbonyl)amino)pentanamido)-3-((R)-2-oxo-2,3-dihydro-1H-pyrrol-3-yl)propane-1-sulfonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 F5 N3 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-03-12 
_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                        573.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YLV 
_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        7M04 
_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 
YLV C01 C1  C 0 1 N N R N N N 9.086  18.463 28.265 4.575  0.711  1.966  C01 YLV 1  
YLV C03 C2  C 0 1 N N S N N N 8.823  19.858 27.672 4.122  -0.467 1.101  C03 YLV 2  
YLV C04 C3  C 0 1 N N N N N N 7.790  19.809 26.524 5.329  -1.052 0.363  C04 YLV 3  
YLV C05 C4  C 0 1 N N R N N N 7.444  21.206 25.938 4.893  -2.286 -0.429 C05 YLV 4  
YLV C06 C5  C 0 1 N N N N N N 6.477  21.027 24.652 6.072  -2.891 -1.164 C06 YLV 5  
YLV C08 C6  C 0 1 N N N N N N 5.521  22.568 26.172 5.260  -4.407 0.300  C08 YLV 6  
YLV C09 C7  C 0 1 N N N N N N 6.795  21.954 26.860 4.450  -3.391 0.507  C09 YLV 7  
YLV C12 C8  C 0 1 N N N N N N 10.539 21.742 27.629 1.818  -0.050 0.428  C12 YLV 8  
YLV C13 C9  C 0 1 N N S N N N 11.919 22.184 27.144 0.798  0.426  -0.575 C13 YLV 9  
YLV C14 C10 C 0 1 N N N N N N 12.947 21.906 28.261 1.052  1.899  -0.901 C14 YLV 10 
YLV C15 C11 C 0 1 N N N N N N 14.396 22.285 27.803 0.098  2.348  -2.009 C15 YLV 11 
YLV C16 C12 C 0 1 N N N N N N 14.896 21.276 26.703 0.265  3.849  -2.249 C16 YLV 12 
YLV C17 C13 C 0 1 N N N N N N 15.346 22.334 29.002 0.418  1.587  -3.297 C17 YLV 13 
YLV C19 C14 C 0 1 N N N N N N 10.932 24.071 25.856 -1.608 0.143  -0.832 C19 YLV 14 
YLV C21 C15 C 0 1 N N N N N N 11.378 25.999 24.591 -3.940 -0.133 -1.257 C21 YLV 15 
YLV C22 C16 C 0 1 Y N N N N N 11.320 27.559 24.589 -5.236 -0.276 -0.501 C22 YLV 16 
YLV C23 C17 C 0 1 Y N N N N N 12.258 28.258 25.321 -5.970 0.849  -0.167 C23 YLV 17 
YLV C25 C18 C 0 1 Y N N N N N 12.238 29.660 25.341 -7.162 0.719  0.528  C25 YLV 18 
YLV C27 C19 C 0 1 Y N N N N N 11.269 30.351 24.620 -7.619 -0.539 0.888  C27 YLV 19 
YLV C29 C20 C 0 1 Y N N N N N 10.326 29.652 23.879 -6.885 -1.665 0.553  C29 YLV 20 
YLV C31 C21 C 0 1 Y N N N N N 10.348 28.253 23.859 -5.695 -1.533 -0.147 C31 YLV 21 
YLV F24 F1  F 0 1 N N N N N N 13.195 27.567 26.020 -5.523 2.075  -0.517 F24 YLV 22 
YLV F26 F2  F 0 1 N N N N N N 13.162 30.346 26.067 -7.877 1.817  0.855  F26 YLV 23 
YLV F28 F3  F 0 1 N N N N N N 11.246 31.717 24.638 -8.781 -0.667 1.566  F28 YLV 24 
YLV F30 F4  F 0 1 N N N N N N 9.379  30.334 23.166 -7.330 -2.891 0.903  F30 YLV 25 
YLV F32 F5  F 0 1 N N N N N N 9.422  27.583 23.127 -4.979 -2.630 -0.475 F32 YLV 26 
YLV N07 N1  N 0 1 N N N N N N 5.374  21.818 24.797 6.210  -4.137 -0.668 N07 YLV 27 
YLV N11 N2  N 0 1 N N N N N N 10.115 20.371 27.255 3.131  -0.005 0.126  N11 YLV 28 
YLV N18 N3  N 0 1 N N N N N N 11.898 23.593 26.831 -0.546 0.275  -0.013 N18 YLV 29 
YLV O02 O1  O 0 1 N N N N N N 9.937  18.634 29.374 3.473  1.183  2.743  O02 YLV 30 
YLV O10 O2  O 0 1 N N N N N N 6.692  20.329 23.710 6.751  -2.365 -2.021 O10 YLV 31 
YLV O20 O3  O 0 1 N N N N N N 10.714 25.469 25.736 -2.844 0.005  -0.315 O20 YLV 32 
YLV O33 O4  O 0 1 N N N N N N 10.344 23.299 25.163 -1.451 0.149  -2.036 O33 YLV 33 
YLV O34 O5  O 0 1 N N N N N N 9.839  22.487 28.259 1.457  -0.473 1.506  O34 YLV 34 
YLV S1  S1  S 0 1 N Y N N N N 9.539  17.823 27.537 5.179  2.048  0.898  S1  YLV 35 
YLV H2  H2  H 0 1 N N N N N N 8.117  18.098 28.636 5.376  0.387  2.630  H2  YLV 36 
YLV H3  H3  H 0 1 N N N N N N 8.418  20.499 28.469 3.678  -1.234 1.735  H3  YLV 37 
YLV H4  H4  H 0 1 N N N N N N 6.865  19.354 26.908 5.733  -0.305 -0.320 H4  YLV 38 
YLV H5  H5  H 0 1 N N N N N N 8.198  19.184 25.716 6.094  -1.335 1.086  H5  YLV 39 
YLV H6  H6  H 0 1 N N N N N N 8.373  21.690 25.601 4.094  -2.030 -1.126 H6  YLV 40 
YLV H7  H7  H 0 1 N N N N N N 4.880  23.344 26.563 5.191  -5.348 0.826  H7  YLV 41 
YLV H8  H8  H 0 1 N N N N N N 7.098  22.103 27.886 3.629  -3.352 1.209  H8  YLV 42 
YLV H9  H9  H 0 1 N N N N N N 12.193 21.599 26.253 0.880  -0.168 -1.485 H9  YLV 43 
YLV H10 H10 H 0 1 N N N N N N 12.684 22.501 29.148 0.884  2.503  -0.010 H10 YLV 44 
YLV H11 H11 H 0 1 N N N N N N 12.919 20.836 28.516 2.082  2.024  -1.236 H11 YLV 45 
YLV H12 H12 H 0 1 N N N N N N 14.357 23.287 27.350 -0.930 2.140  -1.710 H12 YLV 46 
YLV H13 H13 H 0 1 N N N N N N 15.914 21.551 26.388 1.292  4.057  -2.549 H13 YLV 47 
YLV H14 H14 H 0 1 N N N N N N 14.903 20.257 27.116 -0.415 4.169  -3.039 H14 YLV 48 
YLV H15 H15 H 0 1 N N N N N N 14.221 21.315 25.835 0.037  4.392  -1.332 H15 YLV 49 
YLV H16 H16 H 0 1 N N N N N N 14.962 23.048 29.746 0.299  0.517  -3.126 H16 YLV 50 
YLV H17 H17 H 0 1 N N N N N N 15.415 21.334 29.456 -0.262 1.906  -4.087 H17 YLV 51 
YLV H18 H18 H 0 1 N N N N N N 16.343 22.655 28.667 1.445  1.794  -3.597 H18 YLV 52 
YLV H19 H19 H 0 1 N N N N N N 10.889 25.619 23.682 -3.780 -1.016 -1.874 H19 YLV 53 
YLV H20 H20 H 0 1 N N N N N N 12.430 25.677 24.603 -3.986 0.751  -1.893 H20 YLV 54 
YLV H21 H21 H 0 1 N N N N N N 4.616  21.904 24.151 6.891  -4.765 -0.954 H21 YLV 55 
YLV H22 H22 H 0 1 N N N N N N 10.725 19.795 26.711 3.420  0.334  -0.736 H22 YLV 56 
YLV H23 H23 H 0 1 N N N N N N 12.533 24.225 27.275 -0.672 0.270  0.949  H23 YLV 57 
YLV H24 H24 H 0 1 N N N N N N 10.121 17.788 29.766 2.722  1.488  2.216  H24 YLV 58 
YLV O1  O6  O 0 1 N Y N N N N ?      ?      ?      6.390  1.667  0.259  O1  YLV 59 
YLV O2  O7  O 0 1 N Y N N N N ?      ?      ?      4.108  2.618  0.159  O2  YLV 60 
YLV O3  O8  O 0 1 N Y N N N N ?      ?      ?      5.595  3.147  1.865  O3  YLV 61 
YLV H1  H1  H 0 1 N Y N N N N ?      ?      ?      5.944  3.939  1.434  H1  YLV 62 
# 
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 
YLV F32 C31 SING N N 1  
YLV F30 C29 SING N N 2  
YLV O10 C06 DOUB N N 3  
YLV C31 C29 DOUB Y N 4  
YLV C31 C22 SING Y N 5  
YLV C29 C27 SING Y N 6  
YLV C22 C21 SING N N 7  
YLV C22 C23 DOUB Y N 8  
YLV C21 O20 SING N N 9  
YLV C27 F28 SING N N 10 
YLV C27 C25 DOUB Y N 11 
YLV C06 N07 SING N N 12 
YLV C06 C05 SING N N 13 
YLV N07 C08 SING N N 14 
YLV O33 C19 DOUB N N 15 
YLV C23 C25 SING Y N 16 
YLV C23 F24 SING N N 17 
YLV C25 F26 SING N N 18 
YLV O20 C19 SING N N 19 
YLV C19 N18 SING N N 20 
YLV C05 C04 SING N N 21 
YLV C05 C09 SING N N 22 
YLV C08 C09 DOUB N N 23 
YLV C04 C03 SING N N 24 
YLV C16 C15 SING N N 25 
YLV N18 C13 SING N N 26 
YLV C13 C12 SING N N 27 
YLV C13 C14 SING N N 28 
YLV N11 C12 SING N N 29 
YLV N11 C03 SING N N 30 
YLV C12 O34 DOUB N N 31 
YLV C03 C01 SING N N 32 
YLV C15 C14 SING N N 33 
YLV C15 C17 SING N N 34 
YLV C01 O02 SING N N 35 
YLV C01 S1  SING N N 36 
YLV C01 H2  SING N N 37 
YLV C03 H3  SING N N 38 
YLV C04 H4  SING N N 39 
YLV C04 H5  SING N N 40 
YLV C05 H6  SING N N 41 
YLV C08 H7  SING N N 42 
YLV C09 H8  SING N N 43 
YLV C13 H9  SING N N 44 
YLV C14 H10 SING N N 45 
YLV C14 H11 SING N N 46 
YLV C15 H12 SING N N 47 
YLV C16 H13 SING N N 48 
YLV C16 H14 SING N N 49 
YLV C16 H15 SING N N 50 
YLV C17 H16 SING N N 51 
YLV C17 H17 SING N N 52 
YLV C17 H18 SING N N 53 
YLV C21 H19 SING N N 54 
YLV C21 H20 SING N N 55 
YLV N07 H21 SING N N 56 
YLV N11 H22 SING N N 57 
YLV N18 H23 SING N N 58 
YLV O02 H24 SING N N 59 
YLV S1  O1  DOUB N N 60 
YLV S1  O2  DOUB N N 61 
YLV S1  O3  SING N N 62 
YLV O3  H1  SING N N 63 
# 
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 
YLV SMILES           ACDLabs              12.01 "O=C1NC=CC1CC(NC(=O)C(CC(C)C)NC(=O)OCc1c(F)c(F)c(F)c(F)c1F)C(O)S(=O)(=O)O"                                                                                                                                                              
YLV InChI            InChI                1.03  "InChI=1S/C21H24F5N3O8S/c1-8(2)5-11(29-21(33)37-7-10-13(22)15(24)17(26)16(25)14(10)23)19(31)28-12(20(32)38(34,35)36)6-9-3-4-27-18(9)30/h3-4,8-9,11-12,20,32H,5-7H2,1-2H3,(H,27,30)(H,28,31)(H,29,33)(H,34,35,36)/t9-,11-,12-,20+/m0/s1" 
YLV InChIKey         InChI                1.03  VNVWDEQECYLCMA-AYUSFXAWSA-N                                                                                                                                                                                                             
YLV SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)OCc1c(F)c(F)c(F)c(F)c1F)C(=O)N[C@@H](C[C@@H]2C=CNC2=O)[C@H](O)[S](O)(=O)=O"                                                                                                                                          
YLV SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)OCc1c(F)c(F)c(F)c(F)c1F)C(=O)N[CH](C[CH]2C=CNC2=O)[CH](O)[S](O)(=O)=O"                                                                                                                                                
YLV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1C=CNC1=O)C(O)S(=O)(=O)O)NC(=O)OCc2c(c(c(c(c2F)F)F)F)F"                                                                                                                                               
YLV SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CC(C(=O)NC(CC1C=CNC1=O)C(O)S(=O)(=O)O)NC(=O)OCc2c(c(c(c(c2F)F)F)F)F"                                                                                                                                                              
# 
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 
YLV "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S)-1-hydroxy-3-[(3R)-2-oxo-2,3-dihydro-1H-pyrrol-3-yl]-2-[(N-{[(pentafluorophenyl)methoxy]carbonyl}-L-leucyl)amino]propane-1-sulfonic acid"                                                 
YLV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[[(2~{S})-4-methyl-2-[[2,3,4,5,6-pentakis(fluoranyl)phenyl]methoxycarbonylamino]pentanoyl]amino]-1-oxidanyl-3-[(3~{R})-2-oxidanylidene-1,3-dihydropyrrol-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 
YLV "Create component" 2021-03-12 RCSB 
YLV "Initial release"  2021-03-24 RCSB 
YLV "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            YLV 
_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               C01 
_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      ? 
# 
