data_ESS
# 
_chem_comp.id                                    ESS 
_chem_comp.name                                  "(1R,2S)-2-[(N-{[(2-azaspiro[3.3]heptan-6-yl)oxy]carbonyl}-L-leucyl)amino]-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H36 N4 O10 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-10 
_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                        568.661 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_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        7T44 
_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 
ESS C33 C1  C 0 1 N N N N N N 9.288  26.745 24.923 4.575  -0.251 -0.806 C33 ESS 1  
ESS C32 C2  C 0 1 N N N N N N 9.334  28.221 22.673 6.604  0.324  0.828  C32 ESS 2  
ESS N10 N1  N 0 1 N N N N N N 10.231 20.291 27.244 -3.657 -0.231 0.554  N10 ESS 3  
ESS C23 C3  C 0 1 N N N N N N 10.671 26.015 24.809 3.519  0.312  0.163  C23 ESS 4  
ESS C24 C4  C 0 1 N N N N N N 11.244 27.441 24.454 4.349  1.608  0.203  C24 ESS 5  
ESS C25 C5  C 0 1 N N N N N N 9.823  27.964 24.139 5.549  0.747  -0.187 C25 ESS 6  
ESS C26 C6  C 0 1 N N N N N N 9.315  29.409 24.443 6.732  1.313  -0.964 C26 ESS 7  
ESS C17 C7  C 0 1 N N N N N N 6.767  21.983 26.919 -6.907 1.407  0.131  C17 ESS 8  
ESS C19 C8  C 0 1 N N R N N N 9.053  18.324 28.217 -4.433 -2.072 -0.857 C19 ESS 9  
ESS C16 C9  C 0 1 N N N N N N 5.630  22.644 26.096 -7.626 2.750  -0.130 C16 ESS 10 
ESS C11 C10 C 0 1 N N S N N N 8.910  19.776 27.669 -4.799 -0.733 -0.214 C11 ESS 11 
ESS C12 C11 C 0 1 N N N N N N 7.925  19.745 26.447 -5.163 0.275  -1.306 C12 ESS 12 
ESS C13 C12 C 0 1 N N S N N N 7.598  21.160 25.908 -5.591 1.594  -0.660 C13 ESS 13 
ESS C14 C13 C 0 1 N N N N N N 6.685  21.045 24.697 -5.939 2.615  -1.721 C14 ESS 14 
ESS C02 C14 C 0 1 N N N N N N 11.338 24.004 25.996 1.141  0.354  0.372  C02 ESS 15 
ESS C04 C15 C 0 1 N N S N N N 12.165 21.967 27.195 -1.264 0.362  0.759  C04 ESS 16 
ESS C05 C16 C 0 1 N N N N N N 13.222 21.656 28.286 -1.542 1.700  1.447  C05 ESS 17 
ESS C06 C17 C 0 1 N N N N N N 14.644 22.124 27.901 -0.372 2.053  2.367  C06 ESS 18 
ESS C07 C18 C 0 1 N N N N N N 15.055 21.618 26.519 -0.591 3.447  2.959  C07 ESS 19 
ESS C08 C19 C 0 1 N N N N N N 15.707 21.684 28.907 -0.286 1.026  3.499  C08 ESS 20 
ESS C09 C20 C 0 1 N N N N N N 10.744 21.502 27.697 -2.467 -0.045 -0.052 C09 ESS 21 
ESS N03 N2  N 0 1 N N N N N N 12.162 23.410 26.919 -0.103 0.498  -0.124 N03 ESS 22 
ESS N15 N3  N 0 1 N N N N N N 5.596  21.892 24.834 -7.085 3.243  -1.402 N15 ESS 23 
ESS N27 N4  N 0 1 N N N N N N 8.937  29.629 22.996 7.579  0.323  -0.276 N27 ESS 24 
ESS O01 O1  O 0 1 N N N N N N 10.628 23.349 25.225 1.301  0.111  1.552  O01 ESS 25 
ESS O18 O2  O 0 1 N N N N N N 6.845  20.337 23.708 -5.280 2.836  -2.715 O18 ESS 26 
ESS O20 O3  O 0 1 N N N N N N 9.800  18.440 29.406 -5.528 -2.536 -1.648 O20 ESS 27 
ESS O21 O4  O 0 1 N N N N N N 10.088 22.203 28.459 -2.365 -0.206 -1.250 O21 ESS 28 
ESS O22 O5  O 0 1 N N N N N N 11.290 25.386 25.919 2.208  0.479  -0.440 O22 ESS 29 
ESS SG  S1  S 0 1 N Y N N N N 10.018 17.361 27.046 -4.067 -3.286 0.440  SG  ESS 30 
ESS H1  H1  H 0 1 N N N N N N 8.993  26.977 25.957 4.834  -1.293 -0.614 H1  ESS 31 
ESS H2  H2  H 0 1 N N N N N N 8.466  26.218 24.417 4.355  -0.056 -1.855 H2  ESS 32 
ESS H3  H3  H 0 1 N N N N N N 8.490  27.583 22.371 6.806  1.080  1.586  H3  ESS 33 
ESS H4  H4  H 0 1 N N N N N N 10.135 28.150 21.922 6.427  -0.665 1.252  H4  ESS 34 
ESS H5  H5  H 0 1 N N N N N N 10.776 19.747 26.606 -3.757 -0.032 1.498  H5  ESS 35 
ESS H6  H6  H 0 1 N N N N N N 10.683 25.377 23.913 3.480  -0.212 1.118  H6  ESS 36 
ESS H7  H7  H 0 1 N N N N N N 11.922 27.445 23.588 4.065  2.333  -0.561 H7  ESS 37 
ESS H8  H8  H 0 1 N N N N N N 11.728 27.950 25.301 4.427  2.048  1.197  H8  ESS 38 
ESS H9  H9  H 0 1 N N N N N N 10.102 30.088 24.803 6.662  1.153  -2.040 H9  ESS 39 
ESS H10 H10 H 0 1 N N N N N N 8.459  29.441 25.134 6.969  2.345  -0.705 H10 ESS 40 
ESS H11 H11 H 0 1 N N N N N N 6.346  21.325 27.694 -6.707 1.272  1.194  H11 ESS 41 
ESS H12 H12 H 0 1 N N N N N N 7.394  22.753 27.393 -7.484 0.572  -0.264 H12 ESS 42 
ESS H13 H13 H 0 1 N N N N N N 8.073  17.841 28.347 -3.556 -1.942 -1.491 H13 ESS 43 
ESS H14 H14 H 0 1 N N N N N N 5.853  23.705 25.909 -8.701 2.591  -0.213 H14 ESS 44 
ESS H15 H15 H 0 1 N N N N N N 4.669  22.559 26.624 -7.410 3.455  0.673  H15 ESS 45 
ESS H16 H16 H 0 1 N N N N N N 8.486  20.419 28.455 -5.652 -0.871 0.451  H16 ESS 46 
ESS H17 H17 H 0 1 N N N N N N 6.988  19.263 26.762 -4.296 0.448  -1.944 H17 ESS 47 
ESS H18 H18 H 0 1 N N N N N N 8.385  19.158 25.639 -5.983 -0.119 -1.906 H18 ESS 48 
ESS H19 H19 H 0 1 N N N N N N 8.524  21.694 25.648 -4.804 1.972  -0.008 H19 ESS 49 
ESS H20 H20 H 0 1 N N N N N N 12.417 21.408 26.282 -1.060 -0.398 1.513  H20 ESS 50 
ESS H21 H21 H 0 1 N N N N N N 12.926 22.164 29.216 -1.658 2.479  0.693  H21 ESS 51 
ESS H22 H22 H 0 1 N N N N N N 13.244 20.569 28.453 -2.457 1.624  2.034  H22 ESS 52 
ESS H23 H23 H 0 1 N N N N N N 14.639 23.224 27.872 0.556  2.042  1.796  H23 ESS 53 
ESS H24 H24 H 0 1 N N N N N N 16.070 21.972 26.285 -1.519 3.458  3.530  H24 ESS 54 
ESS H25 H25 H 0 1 N N N N N N 15.040 20.518 26.512 0.243  3.698  3.615  H25 ESS 55 
ESS H26 H26 H 0 1 N N N N N N 14.351 21.999 25.765 -0.652 4.178  2.153  H26 ESS 56 
ESS H27 H27 H 0 1 N N N N N N 15.431 22.038 29.911 -1.214 1.037  4.070  H27 ESS 57 
ESS H28 H28 H 0 1 N N N N N N 15.775 20.586 28.911 -0.131 0.033  3.078  H28 ESS 58 
ESS H29 H29 H 0 1 N N N N N N 16.680 22.111 28.622 0.547  1.278  4.155  H29 ESS 59 
ESS H30 H30 H 0 1 N N N N N N 12.795 23.991 27.431 -0.231 0.692  -1.066 H30 ESS 60 
ESS H31 H31 H 0 1 N N N N N N 4.870  21.981 24.152 -7.500 3.933  -1.942 H31 ESS 61 
ESS H34 H34 H 0 1 N N N N N N 9.308  18.947 30.041 -5.780 -1.935 -2.363 H34 ESS 62 
ESS O1  O6  O 0 1 N Y N N N N 9.909  15.765 27.842 -2.895 -2.685 1.203  O1  ESS 63 
ESS O3  O7  O 0 1 N Y N N N N ?      ?      ?      -5.120 -3.330 1.393  O3  ESS 64 
ESS O2  O8  O 0 1 N Y N N N N ?      ?      ?      -3.541 -4.478 -0.127 O2  ESS 65 
ESS H33 H33 H 0 1 N Y N N N N 10.385 15.122 27.330 -2.583 -3.230 1.939  H33 ESS 66 
ESS S1  S2  S 0 1 N N N N N N ?      ?      ?      9.006  -0.451 -0.602 S1  ESS 67 
ESS O4  O9  O 0 1 N N N N N N ?      ?      ?      9.690  0.430  -1.483 O4  ESS 68 
ESS O6  O10 O 0 1 N N N N N N ?      ?      ?      9.535  -0.764 0.679  O6  ESS 69 
ESS C1  C21 C 0 1 N N N N N N ?      ?      ?      8.511  -1.964 -1.473 C1  ESS 70 
ESS H32 H32 H 0 1 N N N N N N ?      ?      ?      7.974  -1.700 -2.384 H32 ESS 71 
ESS H35 H35 H 0 1 N N N N N N ?      ?      ?      9.398  -2.543 -1.729 H35 ESS 72 
ESS H36 H36 H 0 1 N N N N N N ?      ?      ?      7.863  -2.559 -0.829 H36 ESS 73 
# 
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 
ESS C32 N27 SING N N 1  
ESS C32 C25 SING N N 2  
ESS N27 C26 SING N N 3  
ESS O18 C14 DOUB N N 4  
ESS C25 C26 SING N N 5  
ESS C25 C24 SING N N 6  
ESS C25 C33 SING N N 7  
ESS C24 C23 SING N N 8  
ESS C14 N15 SING N N 9  
ESS C14 C13 SING N N 10 
ESS C23 C33 SING N N 11 
ESS C23 O22 SING N N 12 
ESS N15 C16 SING N N 13 
ESS O01 C02 DOUB N N 14 
ESS C13 C12 SING N N 15 
ESS C13 C17 SING N N 16 
ESS O22 C02 SING N N 17 
ESS C02 N03 SING N N 18 
ESS C16 C17 SING N N 19 
ESS C12 C11 SING N N 20 
ESS C07 C06 SING N N 21 
ESS N03 C04 SING N N 22 
ESS SG  C19 SING N N 23 
ESS C04 C09 SING N N 24 
ESS C04 C05 SING N N 25 
ESS N10 C11 SING N N 26 
ESS N10 C09 SING N N 27 
ESS C11 C19 SING N N 28 
ESS C09 O21 DOUB N N 29 
ESS C06 C05 SING N N 30 
ESS C06 C08 SING N N 31 
ESS C19 O20 SING N N 32 
ESS C33 H1  SING N N 33 
ESS C33 H2  SING N N 34 
ESS C32 H3  SING N N 35 
ESS C32 H4  SING N N 36 
ESS N10 H5  SING N N 37 
ESS C23 H6  SING N N 38 
ESS C24 H7  SING N N 39 
ESS C24 H8  SING N N 40 
ESS C26 H9  SING N N 41 
ESS C26 H10 SING N N 42 
ESS C17 H11 SING N N 43 
ESS C17 H12 SING N N 44 
ESS C19 H13 SING N N 45 
ESS C16 H14 SING N N 46 
ESS C16 H15 SING N N 47 
ESS C11 H16 SING N N 48 
ESS C12 H17 SING N N 49 
ESS C12 H18 SING N N 50 
ESS C13 H19 SING N N 51 
ESS C04 H20 SING N N 52 
ESS C05 H21 SING N N 53 
ESS C05 H22 SING N N 54 
ESS C06 H23 SING N N 55 
ESS C07 H24 SING N N 56 
ESS C07 H25 SING N N 57 
ESS C07 H26 SING N N 58 
ESS C08 H27 SING N N 59 
ESS C08 H28 SING N N 60 
ESS C08 H29 SING N N 61 
ESS N03 H30 SING N N 62 
ESS N15 H31 SING N N 63 
ESS O20 H34 SING N N 64 
ESS SG  O1  SING N N 65 
ESS SG  O3  DOUB N N 66 
ESS SG  O2  DOUB N N 67 
ESS O1  H33 SING N N 68 
ESS N27 S1  SING N N 69 
ESS S1  O4  DOUB N N 70 
ESS S1  O6  DOUB N N 71 
ESS S1  C1  SING N N 72 
ESS C1  H32 SING N N 73 
ESS C1  H35 SING N N 74 
ESS C1  H36 SING N N 75 
# 
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 
ESS SMILES           ACDLabs              12.01 "O=S(C)(=O)N1CC2(CC(C2)OC(=O)NC(CC(C)C)C(=O)NC(CC2CCNC2=O)C(O)S(=O)(=O)O)C1"                                                                                                                                                       
ESS InChI            InChI                1.03  "InChI=1S/C21H36N4O10S2/c1-12(2)6-15(24-20(29)35-14-8-21(9-14)10-25(11-21)36(3,30)31)18(27)23-16(19(28)37(32,33)34)7-13-4-5-22-17(13)26/h12-16,19,28H,4-11H2,1-3H3,(H,22,26)(H,23,27)(H,24,29)(H,32,33,34)/t13-,15-,16-,19+/m0/s1" 
ESS InChIKey         InChI                1.03  MQSKUPXMBXNALP-QBWPOKONSA-N                                                                                                                                                                                                        
ESS SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)OC1CC2(C1)CN(C2)[S](C)(=O)=O)C(=O)N[C@@H](C[C@@H]3CCNC3=O)[C@H](O)[S](O)(=O)=O"                                                                                                                                 
ESS SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)OC1CC2(C1)CN(C2)[S](C)(=O)=O)C(=O)N[CH](C[CH]3CCNC3=O)[CH](O)[S](O)(=O)=O"                                                                                                                                       
ESS 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)S(=O)(=O)C"                                                                                                                                    
ESS 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)S(=O)(=O)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 
ESS "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S)-1-hydroxy-2-{[N-({[2-(methanesulfonyl)-2-azaspiro[3.3]heptan-6-yl]oxy}carbonyl)-L-leucyl]amino}-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid"                                      
ESS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{S})-2-[[(2~{S})-4-methyl-2-[(2-methylsulfonyl-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 
ESS "Create component"   2021-12-10 RCSB 
ESS "Modify coordinates" 2021-12-14 RCSB 
ESS "Initial release"    2021-12-22 RCSB 
ESS "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            ESS 
_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      ? 
# 
