# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat May 30 00:49:20 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: (4R)-1-{[1-(4-chlorophenyl)cyclopropyl]carbonyl}-4-[(2-chlorophenyl)sulfonyl]-N-{1-[(E)-iminomethyl]cyclopropyl}-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)C2(CC2)C(=O)N3C[C@@H](C[C@H]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl
#
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
 424  424  (4R)-1-{[1-(4-chlorophenyl)cyclopropyl]carbonyl}-4-[(2-chlorophenyl)sulfonyl]-N-{1-[(E)-iminomethyl]cyclopropyl}-L-prolinamide  ligand  60  35  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_424
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
 424  S1    S   S     0   1.231  -0.0435   2.5063   1.4400
 424  N2    N   NR5   0  -0.464  -0.5925  -1.2076   0.2408
 424  CL2   CL  CL    0  -0.079   2.7596   2.1193  -0.3193
 424  C3    C   CT    0  -0.213   0.8195  -2.3807  -1.3534
 424  CL3   CL  CL    0  -0.131   6.0393  -1.3207   1.4341
 424  C4    C   CR15  0  -0.492  -0.8076   1.0730   0.6632
 424  C5    C   C     0   0.565  -0.4011  -2.3382  -0.4707
 424  C6    C   CR15  0  -0.241  -1.8070  -1.0575   1.0089
 424  C7    C   CR6   0  -0.107   0.4619   3.5605   0.0874
 424  C8    C   CH2   0  -0.228   0.1598   0.0325   0.1072
 424  C9    C   CH2   0  -0.456  -1.6209   0.2973   1.6983
 424  C10   C   C     0   0.591  -3.0254  -1.0128   0.0843
 424  C11   C   CH2   0  -0.451   0.8020  -3.4182  -2.4414
 424  C12   C   CH2   0  -0.482   0.5564  -1.9910  -2.7877
 424  C13   C   CT    0   0.120  -5.4322  -1.3002   0.0177
 424  N14   N   NH1   0  -0.670  -4.1818  -1.3368   0.6883
 424  C15   C   C1    0  -0.034  -5.7668  -2.4690  -0.8233
 424  N16   N   N     0  -0.539  -5.0064  -3.4725  -0.9165
 424  C17   C   CR6   0   0.132   2.1228  -2.0835  -0.6869
 424  O18   O   OS    0  -0.653  -1.1254   3.2059   2.1292
 424  O19   O   OS    0  -0.640   1.1182   2.0988   2.2183
 424  C20   C   CH2   0  -0.485  -6.5801  -0.6399   0.7445
 424  C21   C   CH2   0  -0.464  -5.9627   0.0390  -0.4228
 424  O22   O   O     0  -0.472  -1.1979  -3.2606  -0.3999
 424  C23   C   CR6   0  -0.033   1.6526   3.4061  -0.6219
 424  O24   O   O     0  -0.471  -2.9414  -0.6166  -1.0629
 424  C25   C   CR16  0  -0.302   2.4128  -2.7040   0.5280
 424  C26   C   CR16  0  -0.315   3.0722  -1.2251  -1.2297
 424  C27   C   CR6   0  -0.055   4.5381  -1.6157   0.6187
 424  C29   C   CR16  0  -0.242  -0.3969   4.6078  -0.2337
 424  C30   C   CR16  0  -0.196   3.6085  -2.4732   1.1876
 424  C31   C   CR16  0  -0.198   4.2813  -0.9914  -0.5893
 424  C33   C   CR16  0  -0.194   1.9748   4.2973  -1.6343
 424  C34   C   CR16  0  -0.230  -0.0745   5.4937  -1.2472
 424  C35   C   CR16  0  -0.244   1.1145   5.3388  -1.9429
 424  H4    H   HCR5  0   0.342  -1.4499   1.4789  -0.1207
 424  H6    H   HCR5  0   0.303  -1.9140  -1.8546   1.7481
 424  H8    H   HCH2  0   0.265   1.0760  -0.0046   0.6984
 424  H8A   H   HCH2  0   0.281   0.4258   0.2331  -0.9292
 424  H9    H   HCH2  0   0.289  -1.0488   0.1543   2.6175
 424  H9A   H   HCH2  0   0.295  -2.5628   0.7755   1.9565
 424  H11   H   HCH2  0   0.266   1.7583  -3.8461  -2.7127
 424  H11A  H   HCH2  0   0.264  -0.0270  -4.1121  -2.4641
 424  H12   H   HCH2  0   0.272  -0.4544  -1.6888  -3.0327
 424  H12A  H   HCH2  0   0.270   1.3193  -1.4432  -3.3246
 424  HN14  H   HNH1  0   0.403  -4.1493  -1.7708   1.5976
 424  H15   H   H     0   0.216  -6.7265  -2.3850  -1.3426
 424  HN16  H   H     0   0.343  -5.4194  -4.1647  -1.5348
 424  H20   H   HCH2  0   0.269  -7.5621  -1.0820   0.6357
 424  H20A  H   HCH2  0   0.277  -6.3649  -0.2569   1.7336
 424  H21   H   HCH2  0   0.274  -5.3285   0.8963  -0.2431
 424  H21A  H   HCH2  0   0.267  -6.5123   0.0738  -1.3550
 424  H25   H   HCR6  0   0.263   1.6991  -3.3845   0.9768
 424  H26   H   HCR6  0   0.263   2.8755  -0.7084  -2.1594
 424  H29   H   HCR6  0   0.296  -1.3229   4.7330   0.3089
 424  H30   H   HCR6  0   0.281   3.8125  -2.9599   2.1315
 424  H31   H   HCR6  0   0.283   5.0066  -0.3204  -1.0295
 424  H33   H   HCR6  0   0.296   2.9002   4.1757  -2.1801
 424  H34   H   HCR6  0   0.281  -0.7518   6.3011  -1.4875
 424  H35   H   HCR6  0   0.286   1.3789   6.0277  -2.7337

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
 424  S1   C4    single    1.801  0.020  1.801
 424  S1   C7    single    1.788  0.020  1.788
 424  S1   O18   double    1.461  0.020  1.461
 424  S1   O19   double    1.457  0.020  1.457
 424  N2   C5    single    1.349  0.020  1.349
 424  N2   C6    single    1.445  0.020  1.445
 424  N2   C8    single    1.457  0.020  1.457
 424  CL2  C23   single    1.724  0.020  1.724
 424  C3   C5    single    1.507  0.020  1.507
 424  C3   C11   single    1.503  0.020  1.503
 424  C3   C12   single    1.509  0.020  1.509
 424  C3   C17   single    1.494  0.020  1.494
 424  CL3  C27   single    1.734  0.020  1.734
 424  C4   C8    single    1.526  0.020  1.526
 424  C4   C9    single    1.528  0.020  1.528
 424  C5   O22   double    1.221  0.020  1.221
 424  C6   C9    single    1.531  0.020  1.531
 424  C6   C10   single    1.530  0.020  1.530
 424  C7   C23   aromatic  1.394  0.020  1.394
 424  C7   C29   aromatic  1.392  0.020  1.392
 424  C10  N14   single    1.344  0.020  1.344
 424  C10  O24   double    1.217  0.020  1.217
 424  C11  C12   single    1.489  0.020  1.489
 424  C13  N14   single    1.419  0.020  1.419
 424  C13  C15   single    1.478  0.020  1.478
 424  C13  C20   single    1.511  0.020  1.511
 424  C13  C21   single    1.506  0.020  1.506
 424  C15  N16   double    1.262  0.020  1.262
 424  C17  C25   aromatic  1.395  0.020  1.395
 424  C17  C26   aromatic  1.390  0.020  1.390
 424  C20  C21   single    1.485  0.020  1.485
 424  C23  C33   aromatic  1.387  0.020  1.387
 424  C25  C30   aromatic  1.385  0.020  1.385
 424  C26  C31   aromatic  1.388  0.020  1.388
 424  C27  C30   aromatic  1.387  0.020  1.387
 424  C27  C31   aromatic  1.384  0.020  1.384
 424  C29  C34   aromatic  1.384  0.020  1.384
 424  C33  C35   aromatic  1.386  0.020  1.386
 424  C34  C35   aromatic  1.386  0.020  1.386
 424  C4   H4    single    0.970  0.020  1.090
 424  C6   H6    single    0.970  0.020  1.090
 424  C8   H8    single    0.970  0.020  1.090
 424  C8   H8A   single    0.970  0.020  1.090
 424  C9   H9    single    0.970  0.020  1.090
 424  C9   H9A   single    0.970  0.020  1.090
 424  C11  H11   single    0.970  0.020  1.090
 424  C11  H11A  single    0.970  0.020  1.090
 424  C12  H12   single    0.970  0.020  1.090
 424  C12  H12A  single    0.970  0.020  1.090
 424  N14  HN14  single    0.860  0.020  1.020
 424  C15  H15   single    0.930  0.020  1.080
 424  N16  HN16  single    0.890  0.020  1.040
 424  C20  H20   single    0.970  0.020  1.090
 424  C20  H20A  single    0.970  0.020  1.090
 424  C21  H21   single    0.970  0.020  1.090
 424  C21  H21A  single    0.970  0.020  1.090
 424  C25  H25   single    0.930  0.020  1.080
 424  C26  H26   single    0.930  0.020  1.080
 424  C29  H29   single    0.930  0.020  1.080
 424  C30  H30   single    0.930  0.020  1.080
 424  C31  H31   single    0.930  0.020  1.080
 424  C33  H33   single    0.930  0.020  1.080
 424  C34  H34   single    0.930  0.020  1.080
 424  C35  H35   single    0.930  0.020  1.080

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
 424  O19   S1   O18  118.20  3.000
 424  O19   S1   C7   110.10  3.000
 424  O18   S1   C7   106.49  3.000
 424  O19   S1   C4   110.26  3.000
 424  O18   S1   C4   105.69  3.000
 424  C7    S1   C4   105.24  3.000
 424  C8    N2   C6   113.23  3.000
 424  C8    N2   C5   126.28  3.000
 424  C6    N2   C5   119.11  3.000
 424  C17   C3   C12  121.65  3.000
 424  C17   C3   C11  118.05  3.000
 424  C12   C3   C11   59.23  3.000
 424  C17   C3   C5   116.09  3.000
 424  C12   C3   C5   114.09  3.000
 424  C11   C3   C5   115.72  3.000
 424  H4    C4   C9   111.23  3.000
 424  H4    C4   C8   111.41  3.000
 424  C9    C4   C8   103.78  3.000
 424  H4    C4   S1   105.27  3.000
 424  C9    C4   S1   109.74  3.000
 424  C8    C4   S1   115.53  3.000
 424  O22   C5   C3   122.76  3.000
 424  O22   C5   N2   120.65  3.000
 424  C3    C5   N2   116.58  3.000
 424  H6    C6   C10  110.62  3.000
 424  H6    C6   C9   110.66  3.000
 424  C10   C6   C9   110.06  3.000
 424  H6    C6   N2   111.49  3.000
 424  C10   C6   N2   110.56  3.000
 424  C9    C6   N2   103.24  3.000
 424  C29   C7   C23  119.53  3.000
 424  C29   C7   S1   116.34  3.000
 424  C23   C7   S1   124.12  3.000
 424  H8A   C8   H8   108.47  3.000
 424  H8A   C8   C4   112.10  3.000
 424  H8    C8   C4   110.99  3.000
 424  H8A   C8   N2   111.74  3.000
 424  H8    C8   N2   110.80  3.000
 424  C4    C8   N2   102.69  3.000
 424  H9A   C9   H9   108.15  3.000
 424  H9A   C9   C6   113.00  3.000
 424  H9    C9   C6   109.07  3.000
 424  H9A   C9   C4   113.49  3.000
 424  H9    C9   C4   110.97  3.000
 424  C6    C9   C4   102.05  3.000
 424  O24   C10  N14  124.17  3.000
 424  O24   C10  C6   121.62  3.000
 424  N14   C10  C6   113.98  3.000
 424  H11A  C11  H11  114.74  3.000
 424  H11A  C11  C12  118.93  3.000
 424  H11   C11  C12  117.80  3.000
 424  H11A  C11  C3   117.83  3.000
 424  H11   C11  C3   116.36  3.000
 424  C12   C11  C3    60.58  3.000
 424  H12A  C12  H12  113.87  3.000
 424  H12A  C12  C11  118.98  3.000
 424  H12   C12  C11  118.29  3.000
 424  H12A  C12  C3   118.65  3.000
 424  H12   C12  C3   116.72  3.000
 424  C11   C12  C3    60.18  3.000
 424  C21   C13  C20   58.96  3.000
 424  C21   C13  C15  117.18  3.000
 424  C20   C13  C15  116.57  3.000
 424  C21   C13  N14  118.12  3.000
 424  C20   C13  N14  116.96  3.000
 424  C15   C13  N14  116.61  3.000
 424  HN14  N14  C13  117.76  3.000
 424  HN14  N14  C10  118.77  3.000
 424  C13   N14  C10  122.64  3.000
 424  H15   C15  N16  123.65  3.000
 424  H15   C15  C13  114.06  3.000
 424  N16   C15  C13  122.28  3.000
 424  HN16  N16  C15  109.98  3.000
 424  C26   C17  C25  118.22  3.000
 424  C26   C17  C3   122.99  3.000
 424  C25   C17  C3   118.79  3.000
 424  H20A  C20  H20  114.63  3.000
 424  H20A  C20  C21  118.30  3.000
 424  H20   C20  C21  119.01  3.000
 424  H20A  C20  C13  116.31  3.000
 424  H20   C20  C13  117.55  3.000
 424  C21   C20  C13   60.37  3.000
 424  H21A  C21  H21  114.54  3.000
 424  H21A  C21  C20  118.72  3.000
 424  H21   C21  C20  118.40  3.000
 424  H21A  C21  C13  117.33  3.000
 424  H21   C21  C13  116.72  3.000
 424  C20   C21  C13   60.66  3.000
 424  C33   C23  C7   119.91  3.000
 424  C33   C23  CL2  117.29  3.000
 424  C7    C23  CL2  122.79  3.000
 424  H25   C25  C30  118.43  3.000
 424  H25   C25  C17  120.21  3.000
 424  C30   C25  C17  121.35  3.000
 424  H26   C26  C31  118.32  3.000
 424  H26   C26  C17  120.43  3.000
 424  C31   C26  C17  121.24  3.000
 424  C31   C27  C30  120.84  3.000
 424  C31   C27  CL3  119.64  3.000
 424  C30   C27  CL3  119.52  3.000
 424  H29   C29  C34  119.55  3.000
 424  H29   C29  C7   120.01  3.000
 424  C34   C29  C7   120.44  3.000
 424  H30   C30  C27  120.66  3.000
 424  H30   C30  C25  120.24  3.000
 424  C27   C30  C25  119.10  3.000
 424  H31   C31  C27  120.71  3.000
 424  H31   C31  C26  120.05  3.000
 424  C27   C31  C26  119.24  3.000
 424  H33   C33  C35  120.23  3.000
 424  H33   C33  C23  119.68  3.000
 424  C35   C33  C23  120.09  3.000
 424  H34   C34  C35  120.62  3.000
 424  H34   C34  C29  119.66  3.000
 424  C35   C34  C29  119.72  3.000
 424  H35   C35  C34  120.36  3.000
 424  H35   C35  C33  119.33  3.000
 424  C34   C35  C33  120.31  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
 424  CONST_01  C35   C33  C23  C7      0.00   0.0  0
 424  CONST_02  C35   C34  C29  C7      0.00   0.0  0
 424  CONST_03  C27   C30  C25  C17     0.00   0.0  0
 424  CONST_04  C27   C31  C26  C17     0.00   0.0  0
 424  CONST_05  C34   C29  C7   C23     0.00   0.0  0
 424  CONST_06  C34   C35  C33  C23     0.00   0.0  0
 424  CONST_07  C31   C26  C17  C25     0.00   0.0  0
 424  CONST_08  C31   C27  C30  C25     0.00   0.0  0
 424  CONST_09  C30   C25  C17  C26     0.00   0.0  0
 424  CONST_10  C30   C27  C31  C26     0.00   0.0  0
 424  CONST_11  C33   C23  C7   C29     0.00   0.0  0
 424  CONST_12  C33   C35  C34  C29     0.00   0.0  0
 424  CONST_13  C30   C25  C17  C3    180.00   0.0  0
 424  CONST_14  C31   C26  C17  C3    180.00   0.0  0
 424  CONST_15  C33   C23  C7   S1    180.00   0.0  0
 424  CONST_16  C34   C29  C7   S1    180.00   0.0  0
 424  CONST_17  C29   C7   C23  CL2   180.00   0.0  0
 424  CONST_18  C35   C33  C23  CL2   180.00   0.0  0
 424  CONST_19  C25   C30  C27  CL3   180.00   0.0  0
 424  CONST_20  C26   C31  C27  CL3   180.00   0.0  0
 424  CONST_21  C6    N2   C5   C3    180.00   0.0  0
 424  CONST_22  C8    N2   C5   C3      0.00   0.0  0
 424  CONST_23  H25   C25  C17  C3      0.00   0.0  0
 424  CONST_24  H26   C26  C17  C3      0.00   0.0  0
 424  CONST_25  H33   C33  C23  C7    180.00   0.0  0
 424  CONST_26  H34   C34  C29  C7    180.00   0.0  0
 424  CONST_27  H30   C30  C25  C17   180.00   0.0  0
 424  CONST_28  H31   C31  C26  C17   180.00   0.0  0
 424  CONST_29  H29   C29  C7   C23   180.00   0.0  0
 424  CONST_30  H35   C35  C33  C23   180.00   0.0  0
 424  CONST_31  O22   C5   N2   C6      0.00   0.0  0
 424  CONST_32  C13   N14  C10  C6    180.00   0.0  0
 424  CONST_33  O22   C5   N2   C8    180.00   0.0  0
 424  CONST_34  O24   C10  N14  C13     0.00   0.0  0
 424  CONST_35  HN14  N14  C10  C6      0.00   0.0  0
 424  Var_01    C6    N2   C8   C4     -9.46  30.0  1
 424  Var_02    C25   C17  C3   C11   -97.38  30.0  2
 424  Var_03    C17   C3   C12  C11   106.02  30.0  1
 424  Var_04    C11   C3   C5   N2   -161.45  30.0  2
 424  Var_05    C23   C7   S1   C4    -83.33  30.0  2
 424  Var_06    C21   C20  C13  N14   108.13  30.0  1
 424  Var_07    H12   C12  C11  C3   -106.26  30.0  1
 424  Var_08    H21   C21  C20  C13  -106.41  30.0  1
 424  Var_09    C20   C13  N14  C10  -133.85  30.0  2

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
 424  chir_02  C4   S1   C8   C9   negativ
 424  chir_03  C6   N2   C10  C9   positiv
 424  chir_04  C3   C11  C12  C17  both
 424  chir_05  C13  C21  C20  C15  both

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
 424  plan-1  N2    0.020
 424  plan-1  C3    0.020
 424  plan-1  C5    0.020
 424  plan-1  C6    0.020
 424  plan-1  C8    0.020
 424  plan-1  O22   0.020
 424  plan-2  S1    0.020
 424  plan-2  CL2   0.020
 424  plan-2  C7    0.020
 424  plan-2  C23   0.020
 424  plan-2  C29   0.020
 424  plan-2  C33   0.020
 424  plan-2  C34   0.020
 424  plan-2  C35   0.020
 424  plan-2  H29   0.020
 424  plan-2  H33   0.020
 424  plan-2  H34   0.020
 424  plan-2  H35   0.020
 424  plan-3  C3    0.020
 424  plan-3  CL3   0.020
 424  plan-3  C17   0.020
 424  plan-3  C25   0.020
 424  plan-3  C26   0.020
 424  plan-3  C27   0.020
 424  plan-3  C30   0.020
 424  plan-3  C31   0.020
 424  plan-3  H25   0.020
 424  plan-3  H26   0.020
 424  plan-3  H30   0.020
 424  plan-3  H31   0.020
 424  plan-4  C6    0.020
 424  plan-4  C10   0.020
 424  plan-4  C13   0.020
 424  plan-4  N14   0.020
 424  plan-4  O24   0.020
 424  plan-4  HN14  0.020
 424  plan-5  C13   0.020
 424  plan-5  C15   0.020
 424  plan-5  N16   0.020
 424  plan-5  H15   0.020
 424  plan-5  HN16  0.020

