# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 23 01:52:58 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: (1R,2S)-2-({N-[(benzyloxy)carbonyl]-L-leucyl}amino)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: 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
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 B1S  B1S  '(1R,2S)-2-({N-[(benzyloxy)carbonyl]-L-leucyl}amino)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid'  peptide  63  33  .  2022-03-15  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_B1S
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 B1S  C7   C  CH2    0  -0.239   5.0614   0.2533   1.0612
 B1S  O8   O  O2     0  -0.482   3.8209   0.4533   0.3746
 B1S  C9   C  C      0   0.762   2.7093   0.4471   1.1211
 B1S  O10  O  O      0  -0.523   2.7044   0.2981   2.3273
 B1S  C1   C  CR6    0   0.075   6.1398   0.2511   0.0207
 B1S  C2   C  CR16   0  -0.295   6.8786   1.4009  -0.2380
 B1S  C3   C  CR16   0  -0.242   7.8626   1.4022  -1.2185
 B1S  C4   C  CR16   0  -0.262   8.1122   0.2506  -1.9524
 B1S  C5   C  CR16   0  -0.242   7.3780  -0.9024  -1.7011
 B1S  C6   C  CR16   0  -0.285   6.3976  -0.9004  -0.7194
 B1S  N11  N  NH1    0  -0.662   1.6200   0.6219   0.3577
 B1S  C12  C  CH1    0  -0.190   0.2917   0.6793   0.9140
 B1S  C17  C  C      0   0.575  -0.6739   0.1830  -0.1577
 B1S  O18  O  O      0  -0.485  -0.4202   0.3144  -1.3450
 B1S  C13  C  CH2    0  -0.413  -0.0664   2.1096   1.3578
 B1S  C14  C  CH1    0  -0.267  -1.3215   2.2706   2.2183
 B1S  C15  C  CH3    0  -0.656  -1.1871   1.5480   3.5560
 B1S  C16  C  CH3    0  -0.645  -1.6041   3.7534   2.4385
 B1S  N19  N  NH1    0  -0.646  -1.8200  -0.3295   0.3127
 B1S  C20  C  CH1    0  -0.097  -2.8334  -0.9904  -0.4876
 B1S  C21  C  CH1    0  -0.153  -2.3235  -2.3129  -1.0636
 B1S  O22  O  OH1    0  -0.652  -3.4339  -3.0211  -1.5171
 B1S  C24  C  CH2    0  -0.428  -3.4395  -0.1000  -1.5765
 B1S  C25  C  CH1    0  -0.419  -3.8465   1.2677  -1.0571
 B1S  C26  C  CH2    0  -0.472  -4.8759   1.2712   0.0724
 B1S  C27  C  CH2    0  -0.258  -5.6078   2.6025  -0.1062
 B1S  N28  N  NH1    0  -0.629  -5.4863   2.8277  -1.5311
 B1S  C29  C  C      0   0.573  -4.5009   2.1336  -2.1232
 B1S  O30  O  O      0  -0.496  -4.1786   2.1995  -3.2987
 B1S  H1   H  HCH2   0   0.247   5.2245   1.0529   1.7868
 B1S  H2   H  HCH2   0   0.246   5.0438  -0.6959   1.6009
 B1S  H3   H  HCR6   0   0.255   6.6883   2.3013   0.3343
 B1S  H4   H  HCR6   0   0.258   8.4344   2.3016  -1.4074
 B1S  H5   H  HCR6   0   0.259   8.8790   0.2490  -2.7160
 B1S  H6   H  HCR6   0   0.258   7.5718  -1.8038  -2.2681
 B1S  H7   H  HCR6   0   0.255   5.8323  -1.8037  -0.5214
 B1S  H8   H  HNH1   0   0.397   1.7187   0.7573  -0.6371
 B1S  H9   H  HCH1   0   0.267   0.2567   0.0040   1.7705
 B1S  H10  H  HCH2   0   0.241   0.7865   2.4904   1.9280
 B1S  H11  H  HCH2   0   0.237  -0.1395   2.7393   0.4646
 B1S  H12  H  HCH1   0   0.225  -2.1817   1.8496   1.6878
 B1S  H13  H  HCH3   0   0.221  -1.0380   0.4721   3.4448
 B1S  H14  H  HCH3   0   0.222  -0.3358   1.9358   4.1207
 B1S  H15  H  HCH3   0   0.234  -2.0812   1.6852   4.1654
 B1S  H16  H  HCH3   0   0.227  -1.7620   4.2723   1.4916
 B1S  H17  H  HCH3   0   0.228  -2.4960   3.8958   3.0506
 B1S  H18  H  HCH3   0   0.216  -0.7700   4.2395   2.9500
 B1S  H19  H  HNH1   0   0.392  -1.8641  -0.5315   1.2984
 B1S  H20  H  HCH1   0   0.276  -3.6252  -1.2395   0.2220
 B1S  H21  H  HCH1   0   0.244  -1.5893  -2.1304  -1.8586
 B1S  H23  H  HOH1   0   0.458  -3.1316  -3.8463  -1.9126
 B1S  H24  H  HCH2   0   0.247  -2.7423   0.0137  -2.4057
 B1S  H25  H  HCH2   0   0.250  -4.3217  -0.6122  -1.9671
 B1S  H26  H  HCH1   0   0.278  -2.9513   1.8189  -0.7402
 B1S  H27  H  HCH2   0   0.251  -5.5768   0.4440  -0.0642
 B1S  H28  H  HCH2   0   0.254  -4.4368   1.1748   1.0644
 B1S  H29  H  HCH2   0   0.252  -6.6532   2.5515   0.1961
 B1S  H30  H  HCH2   0   0.233  -5.1309   3.4056   0.4640
 B1S  H31  H  HNH1   0   0.396  -5.9836   3.5628  -2.0099
 B1S  S1   S  S      0   1.396  -1.4298  -3.3045   0.2020
 B1S  O1   O  OS     0  -0.760  -2.1897  -3.1578   1.4614
 B1S  O3   O  OS     0  -0.762  -1.4741  -4.6783  -0.3440
 B1S  O2   O  OS    -1  -0.743  -0.0636  -2.7524   0.2692

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 B1S  C15  C14  single    1.526  0.020  1.526
 B1S  C14  C16  single    1.525  0.020  1.525
 B1S  C14  C13  single    1.530  0.020  1.530
 B1S  C13  C12  single    1.540  0.020  1.540
 B1S  N11  C12  single    1.441  0.020  1.441
 B1S  N11  C9   single    1.342  0.020  1.342
 B1S  C12  C17  single    1.526  0.020  1.526
 B1S  O8   C9   single    1.339  0.020  1.339
 B1S  O8   C7   single    1.432  0.020  1.432
 B1S  C9   O10  double    1.215  0.020  1.215
 B1S  C7   C1   single    1.499  0.020  1.499
 B1S  C17  O18  double    1.221  0.020  1.221
 B1S  C17  N19  single    1.341  0.020  1.341
 B1S  N19  C20  single    1.451  0.020  1.451
 B1S  C1   C2   aromatic  1.391  0.020  1.391
 B1S  C1   C6   aromatic  1.393  0.020  1.393
 B1S  C2   C3   aromatic  1.389  0.020  1.389
 B1S  O22  C21  single    1.393  0.020  1.393
 B1S  C6   C5   aromatic  1.387  0.020  1.387
 B1S  C20  C21  single    1.530  0.020  1.530
 B1S  C20  C24  single    1.532  0.020  1.532
 B1S  C3   C4   aromatic  1.388  0.020  1.388
 B1S  C5   C4   aromatic  1.390  0.020  1.390
 B1S  C24  C25  single    1.519  0.020  1.519
 B1S  C25  C26  single    1.528  0.020  1.528
 B1S  C25  C29  single    1.521  0.020  1.521
 B1S  C26  C27  single    1.530  0.020  1.530
 B1S  C29  O30  double    1.221  0.020  1.221
 B1S  C29  N28  single    1.343  0.020  1.343
 B1S  C27  N28  single    1.448  0.020  1.448
 B1S  C7   H1   single    0.970  0.020  1.090
 B1S  C7   H2   single    0.970  0.020  1.090
 B1S  C2   H3   single    0.930  0.020  1.080
 B1S  C3   H4   single    0.930  0.020  1.080
 B1S  C4   H5   single    0.930  0.020  1.080
 B1S  C5   H6   single    0.930  0.020  1.080
 B1S  C6   H7   single    0.930  0.020  1.080
 B1S  N11  H8   single    0.860  0.020  1.020
 B1S  C12  H9   single    0.970  0.020  1.090
 B1S  C13  H10  single    0.970  0.020  1.090
 B1S  C13  H11  single    0.970  0.020  1.090
 B1S  C14  H12  single    0.970  0.020  1.090
 B1S  C15  H13  single    0.970  0.020  1.090
 B1S  C15  H14  single    0.970  0.020  1.090
 B1S  C15  H15  single    0.970  0.020  1.090
 B1S  C16  H16  single    0.970  0.020  1.090
 B1S  C16  H17  single    0.970  0.020  1.090
 B1S  C16  H18  single    0.970  0.020  1.090
 B1S  N19  H19  single    0.890  0.020  1.040
 B1S  C20  H20  single    0.970  0.020  1.090
 B1S  C21  H21  single    0.970  0.020  1.090
 B1S  O22  H23  single    0.850  0.020  0.980
 B1S  C24  H24  single    0.970  0.020  1.090
 B1S  C24  H25  single    0.970  0.020  1.090
 B1S  C25  H26  single    0.970  0.020  1.090
 B1S  C26  H27  single    0.970  0.020  1.090
 B1S  C26  H28  single    0.970  0.020  1.090
 B1S  C27  H29  single    0.970  0.020  1.090
 B1S  C27  H30  single    0.970  0.020  1.090
 B1S  N28  H31  single    0.860  0.020  1.020
 B1S  C21  S1   single    1.839  0.020  1.839
 B1S  S1   O1   deloc     1.478  0.020  1.478
 B1S  S1   O3   deloc     1.479  0.020  1.479
 B1S  S1   O2   deloc     1.475  0.020  1.475

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 B1S  H2   C7   H1   108.09  3.000
 B1S  H2   C7   C1   110.70  3.000
 B1S  H1   C7   C1   110.80  3.000
 B1S  H2   C7   O8   110.14  3.000
 B1S  H1   C7   O8   110.23  3.000
 B1S  C1   C7   O8   106.90  3.000
 B1S  C9   O8   C7   116.82  3.000
 B1S  N11  C9   O10  125.27  3.000
 B1S  O10  C9   O8   123.86  3.000
 B1S  N11  C9   O8   110.87  3.000
 B1S  C6   C1   C2   119.10  3.000
 B1S  C6   C1   C7   120.23  3.000
 B1S  C2   C1   C7   120.67  3.000
 B1S  H3   C2   C3   119.76  3.000
 B1S  H3   C2   C1   119.69  3.000
 B1S  C3   C2   C1   120.55  3.000
 B1S  H4   C3   C4   120.14  3.000
 B1S  H4   C3   C2   119.88  3.000
 B1S  C4   C3   C2   119.98  3.000
 B1S  H5   C4   C5   120.05  3.000
 B1S  H5   C4   C3   120.10  3.000
 B1S  C5   C4   C3   119.85  3.000
 B1S  H6   C5   C6   119.90  3.000
 B1S  H6   C5   C4   120.10  3.000
 B1S  C6   C5   C4   120.00  3.000
 B1S  H7   C6   C5   119.77  3.000
 B1S  H7   C6   C1   119.69  3.000
 B1S  C5   C6   C1   120.53  3.000
 B1S  H8   N11  C12  117.74  3.000
 B1S  H8   N11  C9   119.95  3.000
 B1S  C12  N11  C9   122.27  3.000
 B1S  H9   C12  C13  109.95  3.000
 B1S  H9   C12  C17  109.25  3.000
 B1S  C13  C12  C17  110.94  3.000
 B1S  H9   C12  N11  107.93  3.000
 B1S  C17  C12  N11  107.41  3.000
 B1S  C13  C12  N11  111.26  3.000
 B1S  N19  C17  O18  124.04  3.000
 B1S  N19  C17  C12  114.77  3.000
 B1S  O18  C17  C12  121.10  3.000
 B1S  H11  C13  H10  106.08  3.000
 B1S  H11  C13  C14  110.08  3.000
 B1S  H10  C13  C14  108.04  3.000
 B1S  H11  C13  C12  108.33  3.000
 B1S  H10  C13  C12  106.99  3.000
 B1S  C14  C13  C12  116.78  3.000
 B1S  H12  C14  C16  107.35  3.000
 B1S  H12  C14  C15  108.17  3.000
 B1S  C16  C14  C15  110.49  3.000
 B1S  H12  C14  C13  109.36  3.000
 B1S  C16  C14  C13  109.60  3.000
 B1S  C15  C14  C13  111.77  3.000
 B1S  H15  C15  H14  107.78  3.000
 B1S  H15  C15  H13  107.02  3.000
 B1S  H14  C15  H13  107.21  3.000
 B1S  H15  C15  C14  110.98  3.000
 B1S  H14  C15  C14  110.71  3.000
 B1S  H13  C15  C14  112.91  3.000
 B1S  H18  C16  H17  107.66  3.000
 B1S  H18  C16  H16  107.77  3.000
 B1S  H17  C16  H16  107.84  3.000
 B1S  H18  C16  C14  111.02  3.000
 B1S  H17  C16  C14  111.06  3.000
 B1S  H16  C16  C14  111.33  3.000
 B1S  H19  N19  C20  114.70  3.000
 B1S  H19  N19  C17  117.22  3.000
 B1S  C20  N19  C17  125.30  3.000
 B1S  H20  C20  C24  107.92  3.000
 B1S  H20  C20  C21  106.81  3.000
 B1S  C24  C20  C21  111.51  3.000
 B1S  H20  C20  N19  104.60  3.000
 B1S  C24  C20  N19  113.82  3.000
 B1S  C21  C20  N19  111.63  3.000
 B1S  S1   C21  H21  105.25  3.000
 B1S  S1   C21  O22  109.71  3.000
 B1S  H21  C21  O22  112.46  3.000
 B1S  S1   C21  C20  111.65  3.000
 B1S  H21  C21  C20  110.61  3.000
 B1S  O22  C21  C20  107.24  3.000
 B1S  H23  O22  C21  108.60  3.000
 B1S  H25  C24  H24  107.08  3.000
 B1S  H25  C24  C25  109.16  3.000
 B1S  H24  C24  C25  109.75  3.000
 B1S  H25  C24  C20  107.53  3.000
 B1S  H24  C24  C20  110.40  3.000
 B1S  C25  C24  C20  112.73  3.000
 B1S  H26  C25  C29  105.50  3.000
 B1S  H26  C25  C26  109.56  3.000
 B1S  C29  C25  C26  103.11  3.000
 B1S  H26  C25  C24  109.41  3.000
 B1S  C29  C25  C24  112.84  3.000
 B1S  C26  C25  C24  115.81  3.000
 B1S  H28  C26  H27  107.78  3.000
 B1S  H28  C26  C27  112.10  3.000
 B1S  H27  C26  C27  109.72  3.000
 B1S  H28  C26  C25  113.66  3.000
 B1S  H27  C26  C25  109.75  3.000
 B1S  C27  C26  C25  103.77  3.000
 B1S  H30  C27  H29  107.94  3.000
 B1S  H30  C27  N28  111.23  3.000
 B1S  H29  C27  N28  111.15  3.000
 B1S  H30  C27  C26  111.68  3.000
 B1S  H29  C27  C26  112.70  3.000
 B1S  N28  C27  C26  102.13  3.000
 B1S  H31  N28  C29  121.96  3.000
 B1S  H31  N28  C27  122.65  3.000
 B1S  C29  N28  C27  114.52  3.000
 B1S  O30  C29  N28  126.19  3.000
 B1S  N28  C29  C25  107.51  3.000
 B1S  O30  C29  C25  126.29  3.000
 B1S  O2   S1   O3   113.09  3.000
 B1S  O2   S1   O1   113.59  3.000
 B1S  O3   S1   O1   113.04  3.000
 B1S  O2   S1   C21  106.24  3.000
 B1S  O3   S1   C21  103.43  3.000
 B1S  O1   S1   C21  106.44  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 B1S  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 B1S  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 B1S  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 B1S  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 B1S  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 B1S  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 B1S  CONST_07  C27  N28  C29  C25     0.00   0.0  0
 B1S  CONST_08  C3   C2   C1   C7    180.00   0.0  0
 B1S  CONST_09  C5   C6   C1   C7    180.00   0.0  0
 B1S  CONST_10  O30  C29  N28  C27   180.00   0.0  0
 B1S  CONST_11  H4   C3   C2   C1    180.00   0.0  0
 B1S  CONST_12  H6   C5   C6   C1    180.00   0.0  0
 B1S  CONST_13  H7   C6   C1   C2    180.00   0.0  0
 B1S  CONST_14  H5   C4   C3   C2    180.00   0.0  0
 B1S  CONST_15  H3   C2   C3   C4    180.00   0.0  0
 B1S  CONST_16  H31  N28  C29  C25   180.00   0.0  0
 B1S  CONST_17  C20  N19  C17  C12   180.00   0.0  0
 B1S  CONST_18  C20  N19  C17  O18     0.00   0.0  0
 B1S  CONST_19  H19  N19  C17  C12     0.00   0.0  0
 B1S  Var_01    N28  C27  C26  C25    28.61  30.0  1
 B1S  Var_02    C29  N28  C27  C26   -19.83  30.0  1
 B1S  Var_03    C2   C1   C7   O8     97.49  30.0  2
 B1S  Var_04    C1   C7   O8   C9    177.97  30.0  3
 B1S  Var_05    N11  C9   O8   C7   -178.98  30.0  3
 B1S  Var_06    C12  N11  C9   O8   -178.87  30.0  1
 B1S  Var_07    C15  C14  C13  C12    63.13  30.0  2
 B1S  Var_08    H13  C15  C14  C13   -60.81  30.0  3
 B1S  Var_09    H16  C16  C14  C13    59.82  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 B1S  chir_01  C12  C13  N11  C17  positiv
 B1S  chir_02  C20  N19  C21  C24  positiv
 B1S  chir_03  C21  S1   O22  C20  negativ
 B1S  chir_04  C25  C24  C26  C29  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 B1S  plan-1  C7   0.020
 B1S  plan-1  C1   0.020
 B1S  plan-1  C2   0.020
 B1S  plan-1  C3   0.020
 B1S  plan-1  C4   0.020
 B1S  plan-1  C5   0.020
 B1S  plan-1  C6   0.020
 B1S  plan-1  H3   0.020
 B1S  plan-1  H4   0.020
 B1S  plan-1  H5   0.020
 B1S  plan-1  H6   0.020
 B1S  plan-1  H7   0.020
 B1S  plan-2  C12  0.020
 B1S  plan-2  C17  0.020
 B1S  plan-2  O18  0.020
 B1S  plan-2  N19  0.020
 B1S  plan-2  C20  0.020
 B1S  plan-2  H19  0.020
 B1S  plan-3  C25  0.020
 B1S  plan-3  C27  0.020
 B1S  plan-3  N28  0.020
 B1S  plan-3  C29  0.020
 B1S  plan-3  O30  0.020
 B1S  plan-3  H31  0.020
 B1S  plan-4  O8   0.020
 B1S  plan-4  C9   0.020
 B1S  plan-4  O10  0.020
 B1S  plan-4  N11  0.020

