data_B1S
# 
_chem_comp.id                                    B1S 
_chem_comp.name                                  "(1R,2S)-2-({N-[(benzyloxy)carbonyl]-L-leucyl}amino)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H31 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                     2017-07-31 
_chem_comp.pdbx_modified_date                    2018-03-29 
_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                        485.551 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B1S 
_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        5WKJ 
_chem_comp.pdbx_subcomponent_list                "PHQ LEU B1Y" 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
B1S C7  C1  C 0 1 N N N -22.360 -7.435 2.998  5.205  0.363  0.822  C7  B1S 1  
B1S O8  O1  O 0 1 N N N -22.556 -6.280 2.205  3.975  0.472  0.058  O8  B1S 2  
B1S C9  C2  C 0 1 N N N -21.573 -5.277 2.381  2.828  0.566  0.755  C9  B1S 3  
B1S O10 O2  O 0 1 N N N -20.763 -5.324 3.257  2.852  0.557  1.970  O10 B1S 4  
B1S C1  C3  C 0 1 Y N N -23.255 -7.269 4.238  6.376  0.268  -0.120 C1  B1S 5  
B1S C2  C4  C 0 1 Y N N -23.941 -6.079 4.428  7.016  1.418  -0.546 C2  B1S 6  
B1S C3  C5  C 0 1 Y N N -24.760 -5.921 5.533  8.090  1.331  -1.411 C3  B1S 7  
B1S C4  C6  C 0 1 Y N N -24.901 -6.957 6.435  8.526  0.095  -1.850 C4  B1S 8  
B1S C5  C7  C 0 1 Y N N -24.223 -8.147 6.246  7.887  -1.054 -1.424 C5  B1S 9  
B1S C6  C8  C 0 1 Y N N -23.393 -8.306 5.147  6.816  -0.968 -0.555 C6  B1S 10 
B1S N11 N1  N 0 1 N N N -21.560 -4.160 1.448  1.651  0.670  0.106  N11 B1S 11 
B1S C12 C9  C 0 1 N N S -20.938 -2.921 1.841  0.395  0.662  0.860  C12 B1S 12 
B1S C17 C10 C 0 1 N N N -21.523 -2.464 3.168  -0.707 0.110  -0.007 C17 B1S 13 
B1S O18 O3  O 0 1 N N N -22.658 -2.617 3.437  -0.535 -0.017 -1.200 O18 B1S 14 
B1S C13 C11 C 0 1 N N N -21.182 -1.877 0.763  0.045  2.090  1.283  C13 B1S 15 
B1S C14 C12 C 0 1 N N N -20.641 -2.335 -0.593 -1.179 2.064  2.201  C14 B1S 16 
B1S C15 C13 C 0 1 N N N -21.022 -1.358 -1.713 -0.819 1.361  3.511  C15 B1S 17 
B1S C16 C14 C 0 1 N N N -19.126 -2.554 -0.518 -1.625 3.497  2.497  C16 B1S 18 
B1S N19 N2  N 0 1 N N N -20.612 -1.821 4.093  -1.885 -0.244 0.545  N19 B1S 19 
B1S C20 C15 C 0 1 N N S -21.061 -1.361 5.390  -2.919 -0.877 -0.278 C20 B1S 20 
B1S C21 C16 C 0 1 N N R -20.733 0.120  5.465  -2.365 -2.163 -0.893 C21 B1S 21 
B1S O22 O4  O 0 1 N N N -21.395 0.804  4.433  -3.361 -2.760 -1.725 O22 B1S 22 
B1S C24 C17 C 0 1 N N N -20.322 -2.206 6.446  -3.340 0.082  -1.393 C24 B1S 23 
B1S C25 C18 C 0 1 N N S -20.856 -3.651 6.574  -3.967 1.336  -0.779 C25 B1S 24 
B1S C26 C19 C 0 1 N N N -22.352 -3.621 6.949  -5.289 0.983  -0.060 C26 B1S 25 
B1S C27 C20 C 0 1 N N N -22.541 -4.598 7.898  -6.155 2.225  -0.367 C27 B1S 26 
B1S N28 N3  N 0 1 N N N -21.113 -4.949 8.493  -5.611 2.784  -1.610 N28 B1S 27 
B1S C29 C21 C 0 1 N N N -20.156 -4.399 7.697  -4.381 2.306  -1.863 C29 B1S 28 
B1S O30 O5  O 0 1 N N N -18.987 -4.495 7.872  -3.701 2.609  -2.821 O30 B1S 29 
B1S H1  H1  H 0 1 N N N -22.651 -8.335 2.437  5.318  1.242  1.456  H1  B1S 30 
B1S H2  H2  H 0 1 N N N -21.305 -7.515 3.299  5.167  -0.531 1.445  H2  B1S 31 
B1S H3  H3  H 0 1 N N N -23.836 -5.275 3.714  6.675  2.384  -0.203 H3  B1S 32 
B1S H4  H4  H 0 1 N N N -25.287 -4.991 5.689  8.589  2.229  -1.744 H4  B1S 33 
B1S H5  H5  H 0 1 N N N -25.545 -6.837 7.294  9.366  0.028  -2.526 H5  B1S 34 
B1S H6  H6  H 0 1 N N N -24.340 -8.953 6.955  8.228  -2.020 -1.768 H6  B1S 35 
B1S H7  H7  H 0 1 N N N -22.857 -9.232 5.000  6.319  -1.866 -0.220 H7  B1S 36 
B1S H8  H8  H 0 1 N N N -21.978 -4.251 0.544  1.636  0.750  -0.861 H8  B1S 37 
B1S H9  H9  H 0 1 N N N -19.854 -3.065 1.960  0.508  0.038  1.746  H9  B1S 38 
B1S H10 H10 H 0 1 N N N -20.680 -0.942 1.051  0.889  2.529  1.815  H10 B1S 39 
B1S H11 H11 H 0 1 N N N -22.264 -1.700 0.675  -0.177 2.687  0.398  H11 B1S 40 
B1S H12 H12 H 0 1 N N N -21.106 -3.304 -0.826 -1.990 1.526  1.710  H12 B1S 41 
B1S H13 H13 H 0 1 N N N -22.114 -1.229 -1.732 -0.437 0.363  3.295  H13 B1S 42 
B1S H14 H14 H 0 1 N N N -20.542 -0.386 -1.530 -0.056 1.936  4.035  H14 B1S 43 
B1S H15 H15 H 0 1 N N N -20.683 -1.759 -2.680 -1.708 1.282  4.137  H15 B1S 44 
B1S H16 H16 H 0 1 N N N -18.897 -3.258 0.295  -1.881 3.999  1.563  H16 B1S 45 
B1S H17 H17 H 0 1 N N N -18.768 -2.967 -1.473 -2.497 3.479  3.151  H17 B1S 46 
B1S H18 H18 H 0 1 N N N -18.626 -1.594 -0.323 -0.814 4.036  2.987  H18 B1S 47 
B1S H19 H19 H 0 1 N N N -19.656 -1.693 3.831  -2.048 -0.080 1.487  H19 B1S 48 
B1S H20 H20 H 0 1 N N N -22.146 -1.506 5.500  -3.783 -1.114 0.343  H20 B1S 49 
B1S H21 H21 H 0 1 N N N -20.514 0.584  6.438  -1.484 -1.930 -1.491 H21 B1S 50 
B1S H23 H23 H 0 1 N N N -21.188 1.730  4.482  -3.653 -2.198 -2.455 H23 B1S 51 
B1S H24 H24 H 0 1 N N N -19.258 -2.253 6.170  -2.466 0.363  -1.980 H24 B1S 52 
B1S H25 H25 H 0 1 N N N -20.426 -1.710 7.422  -4.069 -0.409 -2.038 H25 B1S 53 
B1S H26 H26 H 0 1 N N N -20.720 -4.184 5.621  -3.270 1.809  -0.086 H26 B1S 54 
B1S H27 H27 H 0 1 N N N -22.620 -2.636 7.360  -5.735 0.083  -0.482 H27 B1S 55 
B1S H28 H28 H 0 1 N N N -22.969 -3.829 6.063  -5.133 0.872  1.013  H28 B1S 56 
B1S H29 H29 H 0 1 N N N -23.202 -4.227 8.695  -7.196 1.933  -0.508 H29 B1S 57 
B1S H30 H30 H 0 1 N N N -22.988 -5.491 7.437  -6.073 2.951  0.441  H30 B1S 58 
B1S H31 H31 H 0 1 N N N -20.944 -5.487 9.319  -6.080 3.417  -2.176 H31 B1S 59 
B1S S1  S1  S 0 1 N N N ?       ?      ?      -1.910 -3.319 0.429  S1  B1S 60 
B1S O1  O6  O 0 1 N N N ?       ?      ?      -3.024 -3.575 1.273  O1  B1S 61 
B1S O3  O7  O 0 1 N N N ?       ?      ?      -1.121 -4.382 -0.087 O3  B1S 62 
B1S O2  O8  O 0 1 N N N ?       ?      ?      -0.948 -2.531 1.308  O2  B1S 63 
B1S H22 H22 H 0 1 N N N ?       ?      ?      -0.614 -3.026 2.068  H22 B1S 64 
# 
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 
B1S C15 C14 SING N N 1  
B1S C14 C16 SING N N 2  
B1S C14 C13 SING N N 3  
B1S C13 C12 SING N N 4  
B1S N11 C12 SING N N 5  
B1S N11 C9  SING N N 6  
B1S C12 C17 SING N N 7  
B1S O8  C9  SING N N 8  
B1S O8  C7  SING N N 9  
B1S C9  O10 DOUB N N 10 
B1S C7  C1  SING N N 11 
B1S C17 O18 DOUB N N 12 
B1S C17 N19 SING N N 13 
B1S N19 C20 SING N N 14 
B1S C1  C2  DOUB Y N 15 
B1S C1  C6  SING Y N 16 
B1S C2  C3  SING Y N 17 
B1S O22 C21 SING N N 18 
B1S C6  C5  DOUB Y N 19 
B1S C20 C21 SING N N 20 
B1S C20 C24 SING N N 21 
B1S C3  C4  DOUB Y N 22 
B1S C5  C4  SING Y N 23 
B1S C24 C25 SING N N 24 
B1S C25 C26 SING N N 25 
B1S C25 C29 SING N N 26 
B1S C26 C27 SING N N 27 
B1S C29 O30 DOUB N N 28 
B1S C29 N28 SING N N 29 
B1S C27 N28 SING N N 30 
B1S C7  H1  SING N N 31 
B1S C7  H2  SING N N 32 
B1S C2  H3  SING N N 33 
B1S C3  H4  SING N N 34 
B1S C4  H5  SING N N 35 
B1S C5  H6  SING N N 36 
B1S C6  H7  SING N N 37 
B1S N11 H8  SING N N 38 
B1S C12 H9  SING N N 39 
B1S C13 H10 SING N N 40 
B1S C13 H11 SING N N 41 
B1S C14 H12 SING N N 42 
B1S C15 H13 SING N N 43 
B1S C15 H14 SING N N 44 
B1S C15 H15 SING N N 45 
B1S C16 H16 SING N N 46 
B1S C16 H17 SING N N 47 
B1S C16 H18 SING N N 48 
B1S N19 H19 SING N N 49 
B1S C20 H20 SING N N 50 
B1S C21 H21 SING N N 51 
B1S O22 H23 SING N N 52 
B1S C24 H24 SING N N 53 
B1S C24 H25 SING N N 54 
B1S C25 H26 SING N N 55 
B1S C26 H27 SING N N 56 
B1S C26 H28 SING N N 57 
B1S C27 H29 SING N N 58 
B1S C27 H30 SING N N 59 
B1S N28 H31 SING N N 60 
B1S C21 S1  SING N N 61 
B1S S1  O1  DOUB N N 62 
B1S S1  O3  DOUB N N 63 
B1S S1  O2  SING N N 64 
B1S O2  H22 SING N N 65 
# 
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 
B1S SMILES           ACDLabs              12.01 "C(c1ccccc1)OC(=O)NC(C(=O)NC(C(S(=O)(=O)O)O)CC2CCNC2=O)CC(C)C" 
B1S InChI            InChI                1.03  
"InChI=1S/C21H31N3O8S/c1-13(2)10-16(24-21(28)32-12-14-6-4-3-5-7-14)19(26)23-17(20(27)33(29,30)31)11-15-8-9-22-18(15)25/h3-7,13,15-17,20,27H,8-12H2,1-2H3,(H,22,25)(H,23,26)(H,24,28)(H,29,30,31)/t15-,16-,17-,20+/m0/s1" 
B1S InChIKey         InChI                1.03  BSPZFJDYQHDZNR-OGNFBWPZSA-N 
B1S SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)[C@H](O)[S](O)(=O)=O" 
B1S SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](C[CH]2CCNC2=O)[CH](O)[S](O)(=O)=O" 
B1S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OCc2ccccc2" 
B1S SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)NC(CC1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OCc2ccccc2" 
# 
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 
B1S "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S)-2-({N-[(benzyloxy)carbonyl]-L-leucyl}amino)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid"                                       
B1S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[[(2~{S})-4-methyl-2-(phenylmethoxycarbonylamino)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 
B1S "Create component"   2017-07-31 RCSB 
B1S "Initial release"    2018-04-04 RCSB 
B1S "Other modification" 2018-04-13 EBI  
# 
