data_XLN
# 
_chem_comp.id                                    XLN 
_chem_comp.name                                  "N~3~-{(2R)-4-[(dihydroxyphosphanyl)oxy]-2-hydroxy-3,3-dimethylbutanoyl}-N-(3-{[(1Z)-pent-1-en-1-yl]sulfonyl}propyl)-beta-alaninamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H33 N2 O8 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-11-16 
_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                        456.491 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XLN 
_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        6N3P 
_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 
XLN CAA C1  C 0 1 N N N N N N 19.706 -14.564 34.028 7.758  -2.995 -1.490 CAA XLN 1  
XLN CAB C2  C 0 1 N N N N N N 20.249 -13.659 32.954 8.267  -1.585 -1.799 CAB XLN 2  
XLN CAC C3  C 0 1 N N N N N N 20.835 -14.485 31.808 8.421  -0.802 -0.494 CAC XLN 3  
XLN CAD C4  C 0 1 N N N N N N 21.129 -13.673 30.564 8.922  0.587  -0.798 CAD XLN 4  
XLN CAE C5  C 0 1 N N N N N N 20.411 -13.792 29.442 8.274  1.631  -0.345 CAE XLN 5  
XLN CAI C6  C 0 1 N N N N N N 17.971 -14.718 26.937 4.322  0.572  0.556  CAI XLN 6  
XLN CAJ C7  C 0 1 N N N N N N 16.960 -15.815 26.763 3.189  0.054  -0.332 CAJ XLN 7  
XLN CAL C8  C 0 1 N N N N N N 17.608 -17.770 25.641 0.861  -0.624 -0.090 CAL XLN 8  
XLN CAM C9  C 0 1 N N N N N N 17.660 -19.242 25.792 -0.371 -0.850 0.748  CAM XLN 9  
XLN CAN C10 C 0 1 N N N N N N 17.402 -19.885 24.452 -1.504 -1.368 -0.139 CAN XLN 10 
XLN CAQ C11 C 0 1 N N N N N N 17.757 -22.185 24.614 -3.832 -2.046 0.103  CAQ XLN 11 
XLN CAR C12 C 0 1 N N R N N N 18.679 -23.101 25.321 -5.095 -2.163 0.916  CAR XLN 12 
XLN CAS C13 C 0 1 N N N N N N 17.959 -24.336 25.761 -5.691 -0.771 1.136  CAS XLN 13 
XLN CAT C14 C 0 1 N N N N N N 18.847 -25.321 26.461 -5.982 -0.121 -0.218 CAT XLN 14 
XLN CAW C15 C 0 1 N N N N N N 16.912 -23.850 26.697 -6.991 -0.892 1.933  CAW XLN 15 
XLN CAX C16 C 0 1 N N N N N N 17.308 -25.050 24.612 -4.695 0.094  1.912  CAX XLN 16 
XLN CBD C17 C 0 1 N N N N N N 19.186 -15.235 27.650 5.573  0.801  -0.296 CBD XLN 17 
XLN NAK N1  N 0 1 N N N N N N 17.575 -17.098 26.734 1.992  -0.166 0.483  NAK XLN 18 
XLN NAP N2  N 0 1 N N N N N N 18.227 -21.041 24.233 -2.701 -1.587 0.676  NAP XLN 19 
XLN OAG O1  O 0 1 N N N N N N 18.057 -13.988 29.469 7.350  0.402  1.654  OAG XLN 20 
XLN OAH O2  O 0 1 N N N N N N 19.217 -15.787 30.075 6.628  2.728  1.219  OAH XLN 21 
XLN OAO O3  O 0 1 N N N N N N 17.584 -17.236 24.592 0.835  -0.855 -1.280 OAO XLN 22 
XLN OAU O4  O 0 1 N N N N N N 16.626 -22.457 24.396 -3.833 -2.364 -1.068 OAU XLN 23 
XLN OAV O5  O 0 1 N N N N N N 19.643 -23.443 24.362 -6.037 -2.979 0.218  OAV XLN 24 
XLN OAY O6  O 0 1 N N N N N N 18.089 -26.466 26.796 -6.539 1.179  -0.013 OAY XLN 25 
XLN OBA O7  O 0 1 N N N N N N 19.544 -27.338 28.480 -8.501 1.727  -1.466 OBA XLN 26 
XLN OBB O8  O 0 1 N N N N N N 19.909 -27.824 26.051 -7.125 3.568  -0.475 OBB XLN 27 
XLN PAZ P1  P 0 1 N N N N N N 18.880 -27.756 27.181 -6.967 2.151  -1.223 PAZ XLN 28 
XLN SAF S1  S 0 1 N N N N N N 19.193 -14.726 29.188 6.916  1.415  0.757  SAF XLN 29 
XLN H1  H1  H 0 1 N N N N N N 19.289 -13.956 34.844 6.792  -2.931 -0.988 H1  XLN 30 
XLN H2  H2  H 0 1 N N N N N N 18.916 -15.202 33.605 7.648  -3.553 -2.420 H2  XLN 31 
XLN H3  H3  H 0 1 N N N N N N 20.517 -15.196 34.419 8.470  -3.505 -0.842 H3  XLN 32 
XLN H4  H4  H 0 1 N N N N N N 21.037 -13.021 33.381 9.232  -1.650 -2.300 H4  XLN 33 
XLN H5  H5  H 0 1 N N N N N N 19.436 -13.027 32.567 7.554  -1.075 -2.447 H5  XLN 34 
XLN H6  H6  H 0 1 N N N N N N 20.116 -15.275 31.546 7.456  -0.737 0.008  H6  XLN 35 
XLN H7  H7  H 0 1 N N N N N N 21.773 -14.943 32.154 9.134  -1.312 0.154  H7  XLN 36 
XLN H8  H8  H 0 1 N N N N N N 21.950 -12.971 30.584 9.816  0.720  -1.389 H8  XLN 37 
XLN H9  H9  H 0 1 N N N N N N 20.712 -13.166 28.615 8.572  2.624  -0.647 H9  XLN 38 
XLN H10 H10 H 0 1 N N N N N N 18.266 -14.337 25.948 4.021  1.512  1.018  H10 XLN 39 
XLN H11 H11 H 0 1 N N N N N N 17.524 -13.903 27.526 4.540  -0.162 1.332  H11 XLN 40 
XLN H12 H12 H 0 1 N N N N N N 16.421 -15.656 25.817 2.971  0.787  -1.108 H12 XLN 41 
XLN H13 H13 H 0 1 N N N N N N 16.248 -15.780 27.601 3.490  -0.886 -0.795 H13 XLN 42 
XLN H14 H14 H 0 1 N N N N N N 16.892 -19.566 26.510 -0.153 -1.584 1.524  H14 XLN 43 
XLN H15 H15 H 0 1 N N N N N N 18.654 -19.540 26.158 -0.672 0.090  1.211  H15 XLN 44 
XLN H16 H16 H 0 1 N N N N N N 17.608 -19.149 23.661 -1.722 -0.634 -0.915 H16 XLN 45 
XLN H17 H17 H 0 1 N N N N N N 16.346 -20.190 24.403 -1.202 -2.307 -0.602 H17 XLN 46 
XLN H18 H18 H 0 1 N N N N N N 19.131 -22.596 26.188 -4.866 -2.616 1.880  H18 XLN 47 
XLN H19 H19 H 0 1 N N N N N N 19.675 -25.608 25.796 -5.056 -0.034 -0.786 H19 XLN 48 
XLN H20 H20 H 0 1 N N N N N N 19.253 -24.866 27.377 -6.692 -0.736 -0.772 H20 XLN 49 
XLN H21 H21 H 0 1 N N N N N N 17.387 -23.326 27.540 -6.773 -1.285 2.926  H21 XLN 50 
XLN H22 H22 H 0 1 N N N N N N 16.240 -23.158 26.168 -7.454 0.090  2.025  H22 XLN 51 
XLN H23 H23 H 0 1 N N N N N N 16.334 -24.705 27.076 -7.672 -1.569 1.417  H23 XLN 52 
XLN H24 H24 H 0 1 N N N N N N 16.793 -25.948 24.983 -3.812 0.271  1.299  H24 XLN 53 
XLN H25 H25 H 0 1 N N N N N N 16.579 -24.382 24.131 -5.160 1.047  2.164  H25 XLN 54 
XLN H26 H26 H 0 1 N N N N N N 18.075 -25.343 23.880 -4.404 -0.421 2.828  H26 XLN 55 
XLN H27 H27 H 0 1 N N N N N N 19.177 -16.335 27.632 5.874  -0.139 -0.758 H27 XLN 56 
XLN H28 H28 H 0 1 N N N N N N 20.089 -14.867 27.142 5.355  1.535  -1.072 H28 XLN 57 
XLN H29 H29 H 0 1 N N N N N N 17.982 -17.476 27.566 2.012  0.019  1.435  H29 XLN 58 
XLN H30 H30 H 0 1 N N N N N N 19.127 -20.965 23.804 -2.681 -1.403 1.628  H30 XLN 59 
XLN H31 H31 H 0 1 N N N N N N 20.277 -24.036 24.747 -6.288 -2.636 -0.650 H31 XLN 60 
XLN H32 H32 H 0 1 N N N N N N 18.893 -27.300 29.171 -8.937 2.218  -2.176 H32 XLN 61 
XLN H33 H33 H 0 1 N N N N N N 20.465 -28.585 26.174 -7.385 4.294  -1.059 H33 XLN 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 
XLN NAP CAN SING N N 1  
XLN NAP CAQ SING N N 2  
XLN OAV CAR SING N N 3  
XLN OAU CAQ DOUB N N 4  
XLN CAN CAM SING N N 5  
XLN OAO CAL DOUB N N 6  
XLN CAX CAS SING N N 7  
XLN CAQ CAR SING N N 8  
XLN CAR CAS SING N N 9  
XLN CAL CAM SING N N 10 
XLN CAL NAK SING N N 11 
XLN CAS CAT SING N N 12 
XLN CAS CAW SING N N 13 
XLN OBB PAZ SING N N 14 
XLN CAT OAY SING N N 15 
XLN NAK CAJ SING N N 16 
XLN CAJ CAI SING N N 17 
XLN OAY PAZ SING N N 18 
XLN CAI CBD SING N N 19 
XLN PAZ OBA SING N N 20 
XLN CBD SAF SING N N 21 
XLN SAF CAE SING N N 22 
XLN SAF OAG DOUB N N 23 
XLN SAF OAH DOUB N N 24 
XLN CAE CAD DOUB N Z 25 
XLN CAD CAC SING N N 26 
XLN CAC CAB SING N N 27 
XLN CAB CAA SING N N 28 
XLN CAA H1  SING N N 29 
XLN CAA H2  SING N N 30 
XLN CAA H3  SING N N 31 
XLN CAB H4  SING N N 32 
XLN CAB H5  SING N N 33 
XLN CAC H6  SING N N 34 
XLN CAC H7  SING N N 35 
XLN CAD H8  SING N N 36 
XLN CAE H9  SING N N 37 
XLN CAI H10 SING N N 38 
XLN CAI H11 SING N N 39 
XLN CAJ H12 SING N N 40 
XLN CAJ H13 SING N N 41 
XLN CAM H14 SING N N 42 
XLN CAM H15 SING N N 43 
XLN CAN H16 SING N N 44 
XLN CAN H17 SING N N 45 
XLN CAR H18 SING N N 46 
XLN CAT H19 SING N N 47 
XLN CAT H20 SING N N 48 
XLN CAW H21 SING N N 49 
XLN CAW H22 SING N N 50 
XLN CAW H23 SING N N 51 
XLN CAX H24 SING N N 52 
XLN CAX H25 SING N N 53 
XLN CAX H26 SING N N 54 
XLN CBD H27 SING N N 55 
XLN CBD H28 SING N N 56 
XLN NAK H29 SING N N 57 
XLN NAP H30 SING N N 58 
XLN OAV H31 SING N N 59 
XLN OBA H32 SING N N 60 
XLN OBB H33 SING N N 61 
# 
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 
XLN SMILES           ACDLabs              12.01 "CCC[C@H]=[C@H]S(CCCNC(CCNC(C(C(COP(O)O)(C)C)O)=O)=O)(=O)=O"                                                                                                                          
XLN InChI            InChI                1.03  "InChI=1S/C17H33N2O8PS/c1-4-5-6-11-29(25,26)12-7-9-18-14(20)8-10-19-16(22)15(21)17(2,3)13-27-28(23)24/h6,11,15,21,23-24H,4-5,7-10,12-13H2,1-3H3,(H,18,20)(H,19,22)/b11-6-/t15-/m0/s1" 
XLN InChIKey         InChI                1.03  FSMMECVJUFTNBW-FTXNUJCXSA-N                                                                                                                                                           
XLN SMILES_CANONICAL CACTVS               3.385 "CCC\C=C/[S](=O)(=O)CCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)O"                                                                                                                          
XLN SMILES           CACTVS               3.385 "CCCC=C[S](=O)(=O)CCCNC(=O)CCNC(=O)[CH](O)C(C)(C)COP(O)O"                                                                                                                             
XLN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC/C=C\S(=O)(=O)CCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(O)O)O"                                                                                                                           
XLN SMILES           "OpenEye OEToolkits" 2.0.6 "CCCC=CS(=O)(=O)CCCNC(=O)CCNC(=O)C(C(C)(C)COP(O)O)O"                                                                                                                                  
# 
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 
XLN "SYSTEMATIC NAME" ACDLabs              12.01 "N~3~-{(2R)-4-[(dihydroxyphosphanyl)oxy]-2-hydroxy-3,3-dimethylbutanoyl}-N-(3-{[(1Z)-pent-1-en-1-yl]sulfonyl}propyl)-beta-alaninamide"                       
XLN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{R})-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-4-[[3-oxidanylidene-3-[3-[(~{Z})-pent-1-enyl]sulfonylpropylamino]propyl]amino]butyl] dihydrogen phosphite" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XLN "Create component"   2018-11-16 RCSB 
XLN "Other modification" 2018-12-13 RCSB 
XLN "Initial release"    2019-03-13 RCSB 
XLN "Modify PCM"         2024-09-27 PDBE 
# 
loop_
_pdbx_chem_comp_pcm.pcm_id 
_pdbx_chem_comp_pcm.comp_id 
_pdbx_chem_comp_pcm.modified_residue_id 
_pdbx_chem_comp_pcm.type 
_pdbx_chem_comp_pcm.category 
_pdbx_chem_comp_pcm.position 
_pdbx_chem_comp_pcm.polypeptide_position 
_pdbx_chem_comp_pcm.comp_id_linking_atom 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession 
1 XLN HIS None Lipid/lipid-like "Amino-acid side chain" "Any position" CAD NE2 ? ? 
2 XLN SER None Lipid/lipid-like "Amino-acid side chain" "Any position" PAZ OG  ? ? 
# 
