# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 15:45:38 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: benzyl [(4R)-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nnc2[C@H](NC(=O)OCc3ccccc3)N=C(c4ccccc4)c5ccccc5n12
#
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
 WSH  WSH  'benzyl [(4R)-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]carbamate'  ligand  53  32  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_WSH
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
 WSH  C17   C  CR16  0  -0.254   4.4072  -4.1154  -0.3612
 WSH  C10   C  CR16  0  -0.261  -6.7009  -0.5138   1.7859
 WSH  C18   C  CR16  0  -0.239   4.5756  -3.1169   0.5883
 WSH  C16   C  CR16  0  -0.243   3.4165  -3.9901  -1.3283
 WSH  C22   C  CR16  0  -0.229   0.7490  -0.3737   3.1314
 WSH  C11   C  CR16  0  -0.242  -6.6567   0.5013   0.8389
 WSH  C9    C  CR16  0  -0.242  -5.8119  -1.5775   1.7007
 WSH  C23   C  CR16  0  -0.256   0.7725   0.9977   3.3415
 WSH  C19   C  CR16  0  -0.281   3.7494  -2.0023   0.5801
 WSH  C15   C  CR16  0  -0.280   2.6019  -2.8696  -1.3489
 WSH  C21   C  CR16  0  -0.286   1.1249  -0.8869   1.9028
 WSH  C12   C  CR16  0  -0.288  -5.7254   0.4514  -0.1891
 WSH  C8    C  CR16  0  -0.290  -4.8807  -1.6232   0.6722
 WSH  C24   C  CR16  0  -0.259   1.1560   1.8496   2.3198
 WSH  C14   C  CR6   0   0.023   2.7574  -1.8680  -0.3905
 WSH  C20   C  CR6   0  -0.011   1.5224  -0.0507   0.8593
 WSH  C7    C  CR6   0   0.074  -4.8304  -0.6107  -0.2815
 WSH  C25   C  CR6   0   0.280   1.5345   1.3300   1.0886
 WSH  C3    C  CR5   0   0.406   1.4620   2.1030  -1.2466
 WSH  C2    C  CR5   0   0.404   2.6580   3.3388   0.0657
 WSH  C13   C  C     0   0.251   1.9013  -0.6586  -0.4427
 WSH  C4    C  CH1   0  -0.110   0.6957   0.9228  -1.7342
 WSH  C6    C  CH2   0  -0.243  -3.8034  -0.6473  -1.3709
 WSH  N2    N  N     0  -0.314   1.9302   3.0817  -1.9519
 WSH  N1    N  N     0  -0.331   2.6815   3.8565  -1.1287
 WSH  N4    N  N     0  -0.341   1.5501  -0.2477  -1.5946
 WSH  N5    N  NR5   0  -0.582   1.8877   2.2088   0.0441
 WSH  N3    N  NH1   0  -0.674  -0.5919   0.8177  -1.0973
 WSH  O1    O  O     0  -0.506  -1.4986  -0.4575  -2.7455
 WSH  O2    O  O2    0  -0.476  -2.6545   0.0617  -0.8815
 WSH  H17   H  HCR6  0   0.264   5.0435  -4.9906  -0.3470
 WSH  H18   H  HCR6  0   0.263   5.3500  -3.2046   1.3386
 WSH  H16   H  HCR6  0   0.262   3.2760  -4.7701  -2.0651
 WSH  H11   H  HCR6  0   0.259  -7.3492   1.3306   0.8992
 WSH  H9    H  HCR6  0   0.259  -5.8444  -2.3725   2.4342
 WSH  H19   H  HCR6  0   0.263   3.8933  -1.2304   1.3255
 WSH  H15   H  HCR6  0   0.259   1.8280  -2.7716  -2.0982
 WSH  H22   H  HCR6  0   0.276   0.4357  -1.0420   3.9216
 WSH  H23   H  HCR6  0   0.280   0.4742   1.4108   4.2952
 WSH  H21   H  HCR6  0   0.278   1.1005  -1.9564   1.7419
 WSH  H12   H  HCR6  0   0.256  -5.6978   1.2439  -0.9276
 WSH  H8    H  HCR6  0   0.256  -4.1908  -2.4565   0.6087
 WSH  H24   H  HCR6  0   0.288   1.1321   2.9188   2.4756
 WSH  H61C  H  HCH2  0   0.252  -3.5311  -1.6753  -1.6154
 WSH  H62C  H  HCH2  0   0.252  -4.1746  -0.1668  -2.2780
 WSH  H4    H  HCH1  0   0.309   0.5326   1.0711  -2.8010
 WSH  H3    H  HNH1  0   0.415  -0.7493   1.2003  -0.1782
 WSH  C1    C  CH3   0  -0.762   3.3793   3.8663   1.2474
 WSH  C5    C  C     0   0.780  -1.5802   0.0888  -1.6676
 WSH  H10   H  HCR6  0   0.260  -7.4280  -0.4774   2.5868
 WSH  H11C  H  HCH3  0   0.273   2.7196   4.4233   1.9124
 WSH  H12C  H  HCH3  0   0.271   3.8443   3.0682   1.8248
 WSH  H13C  H  HCH3  0   0.284   4.1589   4.5449   0.9094

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
 WSH  C17  C18   aromatic  1.388  0.020  1.388
 WSH  C17  C16   aromatic  1.390  0.020  1.390
 WSH  C10  C11   aromatic  1.389  0.020  1.389
 WSH  C10  C9    aromatic  1.389  0.020  1.389
 WSH  C18  C19   aromatic  1.387  0.020  1.387
 WSH  C16  C15   aromatic  1.385  0.020  1.385
 WSH  C22  C23   aromatic  1.388  0.020  1.388
 WSH  C22  C21   aromatic  1.384  0.020  1.384
 WSH  C11  C12   aromatic  1.388  0.020  1.388
 WSH  C9   C8    aromatic  1.388  0.020  1.388
 WSH  C23  C24   aromatic  1.384  0.020  1.384
 WSH  C19  C14   aromatic  1.394  0.020  1.394
 WSH  C15  C14   aromatic  1.395  0.020  1.395
 WSH  C21  C20   aromatic  1.395  0.020  1.395
 WSH  C12  C7    aromatic  1.392  0.020  1.392
 WSH  C8   C7    aromatic  1.392  0.020  1.392
 WSH  C24  C25   aromatic  1.389  0.020  1.389
 WSH  C14  C13   single    1.483  0.020  1.483
 WSH  C20  C25   aromatic  1.400  0.020  1.400
 WSH  C20  C13   single    1.486  0.020  1.486
 WSH  C7   C6    single    1.498  0.020  1.498
 WSH  C25  N5    aromatic  1.410  0.020  1.410
 WSH  C3   C4    single    1.489  0.020  1.489
 WSH  C3   N2    aromatic  1.294  0.020  1.294
 WSH  C3   N5    aromatic  1.363  0.020  1.363
 WSH  C2   C1    single    1.481  0.020  1.481
 WSH  C2   N1    aromatic  1.302  0.020  1.302
 WSH  C2   N5    aromatic  1.368  0.020  1.368
 WSH  C13  N4    double    1.272  0.020  1.272
 WSH  C5   N3    single    1.354  0.020  1.354
 WSH  C5   O1    double    1.211  0.020  1.211
 WSH  C5   O2    single    1.331  0.020  1.331
 WSH  C4   N4    single    1.456  0.020  1.456
 WSH  C4   N3    single    1.440  0.020  1.440
 WSH  C6   O2    single    1.436  0.020  1.436
 WSH  N2   N1    aromatic  1.357  0.020  1.357
 WSH  C17  H17   single    0.930  0.020  1.080
 WSH  C18  H18   single    0.930  0.020  1.080
 WSH  C16  H16   single    0.930  0.020  1.080
 WSH  C10  H10   single    0.930  0.020  1.080
 WSH  C11  H11   single    0.930  0.020  1.080
 WSH  C9   H9    single    0.930  0.020  1.080
 WSH  C19  H19   single    0.930  0.020  1.080
 WSH  C15  H15   single    0.930  0.020  1.080
 WSH  C22  H22   single    0.930  0.020  1.080
 WSH  C23  H23   single    0.930  0.020  1.080
 WSH  C21  H21   single    0.930  0.020  1.080
 WSH  C12  H12   single    0.930  0.020  1.080
 WSH  C8   H8    single    0.930  0.020  1.080
 WSH  C24  H24   single    0.930  0.020  1.080
 WSH  C6   H61C  single    0.970  0.020  1.090
 WSH  C6   H62C  single    0.970  0.020  1.090
 WSH  C4   H4    single    0.970  0.020  1.090
 WSH  C1   H11C  single    0.970  0.020  1.090
 WSH  C1   H12C  single    0.970  0.020  1.090
 WSH  C1   H13C  single    0.970  0.020  1.090
 WSH  N3   H3    single    0.860  0.020  1.020

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
 WSH  H17   C17  C16   120.07  3.000
 WSH  H17   C17  C18   120.10  3.000
 WSH  C16   C17  C18   119.84  3.000
 WSH  H10   C10  C9    120.08  3.000
 WSH  H10   C10  C11   120.08  3.000
 WSH  C9    C10  C11   119.84  3.000
 WSH  H18   C18  C19   119.71  3.000
 WSH  H18   C18  C17   120.19  3.000
 WSH  C19   C18  C17   120.10  3.000
 WSH  H16   C16  C15   119.77  3.000
 WSH  H16   C16  C17   120.09  3.000
 WSH  C15   C16  C17   120.15  3.000
 WSH  H22   C22  C21   119.90  3.000
 WSH  H22   C22  C23   120.34  3.000
 WSH  C21   C22  C23   119.76  3.000
 WSH  H11   C11  C12   119.88  3.000
 WSH  H11   C11  C10   120.12  3.000
 WSH  C12   C11  C10   120.00  3.000
 WSH  H9    C9   C8    119.88  3.000
 WSH  H9    C9   C10   120.12  3.000
 WSH  C8    C9   C10   120.00  3.000
 WSH  H23   C23  C24   119.49  3.000
 WSH  H23   C23  C22   120.43  3.000
 WSH  C24   C23  C22   120.07  3.000
 WSH  H19   C19  C14   120.34  3.000
 WSH  H19   C19  C18   119.31  3.000
 WSH  C14   C19  C18   120.34  3.000
 WSH  H15   C15  C14   119.39  3.000
 WSH  H15   C15  C16   120.28  3.000
 WSH  C14   C15  C16   120.33  3.000
 WSH  H21   C21  C20   119.19  3.000
 WSH  H21   C21  C22   119.52  3.000
 WSH  C20   C21  C22   121.29  3.000
 WSH  H12   C12  C7    119.77  3.000
 WSH  H12   C12  C11   119.70  3.000
 WSH  C7    C12  C11   120.53  3.000
 WSH  H8    C8   C7    119.76  3.000
 WSH  H8    C8   C9    119.72  3.000
 WSH  C7    C8   C9    120.52  3.000
 WSH  H24   C24  C25   120.26  3.000
 WSH  H24   C24  C23   119.75  3.000
 WSH  C25   C24  C23   119.96  3.000
 WSH  C13   C14  C15   119.81  3.000
 WSH  C13   C14  C19   120.92  3.000
 WSH  C15   C14  C19   119.24  3.000
 WSH  C13   C20  C25   123.01  3.000
 WSH  C13   C20  C21   118.87  3.000
 WSH  C25   C20  C21   118.12  3.000
 WSH  C6    C7   C8    120.35  3.000
 WSH  C6    C7   C12   120.53  3.000
 WSH  C8    C7   C12   119.10  3.000
 WSH  N5    C25  C20   119.72  3.000
 WSH  N5    C25  C24   119.45  3.000
 WSH  C20   C25  C24   120.79  3.000
 WSH  N5    C3   N2    110.14  3.000
 WSH  N5    C3   C4    122.15  3.000
 WSH  N2    C3   C4    127.38  3.000
 WSH  N5    C2   N1    108.91  3.000
 WSH  N5    C2   C1    125.52  3.000
 WSH  N1    C2   C1    125.55  3.000
 WSH  N4    C13  C20   126.21  3.000
 WSH  N4    C13  C14   117.05  3.000
 WSH  C20   C13  C14   116.74  3.000
 WSH  H4    C4   N3    108.01  3.000
 WSH  H4    C4   N4    106.93  3.000
 WSH  N3    C4   N4    115.06  3.000
 WSH  H4    C4   C3    106.85  3.000
 WSH  N3    C4   C3    111.90  3.000
 WSH  N4    C4   C3    107.68  3.000
 WSH  H62C  C6   H61C  108.26  3.000
 WSH  H62C  C6   O2    109.75  3.000
 WSH  H61C  C6   O2    109.99  3.000
 WSH  H62C  C6   C7    111.13  3.000
 WSH  H61C  C6   C7    110.93  3.000
 WSH  O2    C6   C7    106.78  3.000
 WSH  N1    N2   C3    107.55  3.000
 WSH  N2    N1   C2    108.63  3.000
 WSH  C4    N4   C13   120.56  3.000
 WSH  C2    N5   C3    104.77  3.000
 WSH  C2    N5   C25   130.11  3.000
 WSH  C3    N5   C25   125.09  3.000
 WSH  H3    N3   C4    121.00  3.000
 WSH  H3    N3   C5    118.33  3.000
 WSH  C4    N3   C5    120.37  3.000
 WSH  C6    O2   C5    117.03  3.000
 WSH  H13C  C1   H12C  108.42  3.000
 WSH  H13C  C1   H11C  107.74  3.000
 WSH  H12C  C1   H11C  108.02  3.000
 WSH  H13C  C1   C2    108.86  3.000
 WSH  H12C  C1   C2    111.70  3.000
 WSH  H11C  C1   C2    111.96  3.000
 WSH  O2    C5   O1    124.79  3.000
 WSH  O2    C5   N3    110.56  3.000
 WSH  O1    C5   N3    124.64  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
 WSH  CONST_01  C14   C19  C18  C17    0.00   0.0  0
 WSH  CONST_02  C14   C15  C16  C17    0.00   0.0  0
 WSH  CONST_03  C7    C12  C11  C10    0.00   0.0  0
 WSH  CONST_04  C7    C8   C9   C10    0.00   0.0  0
 WSH  CONST_05  C15   C16  C17  C18    0.00   0.0  0
 WSH  CONST_06  C15   C14  C19  C18    0.00   0.0  0
 WSH  CONST_07  C19   C18  C17  C16    0.00   0.0  0
 WSH  CONST_08  C19   C14  C15  C16    0.00   0.0  0
 WSH  CONST_09  C25   C24  C23  C22    0.00   0.0  0
 WSH  CONST_10  C25   C20  C21  C22    0.00   0.0  0
 WSH  CONST_11  C8    C9   C10  C11    0.00   0.0  0
 WSH  CONST_12  C8    C7   C12  C11    0.00   0.0  0
 WSH  CONST_13  C12   C11  C10  C9     0.00   0.0  0
 WSH  CONST_14  C12   C7   C8   C9     0.00   0.0  0
 WSH  CONST_15  C20   C21  C22  C23    0.00   0.0  0
 WSH  CONST_16  C20   C25  C24  C23    0.00   0.0  0
 WSH  CONST_17  N5    C25  C24  C23  180.00   0.0  0
 WSH  CONST_18  C24   C23  C22  C21    0.00   0.0  0
 WSH  CONST_19  C24   C25  C20  C21    0.00   0.0  0
 WSH  CONST_20  N5    C25  C20  C21  180.00   0.0  0
 WSH  CONST_25  N2    C3   N5   C25  180.00   0.0  0
 WSH  CONST_26  N1    C2   N5   C25  180.00   0.0  0
 WSH  CONST_27  C2    N1   N2   C3     0.00   0.0  0
 WSH  CONST_28  N1    C2   N5   C3     0.00   0.0  0
 WSH  CONST_29  N2    C3   N5   C2     0.00   0.0  0
 WSH  CONST_30  N5    C2   N1   N2     0.00   0.0  0
 WSH  CONST_31  N5    C3   N2   N1     0.00   0.0  0
 WSH  CONST_32  C13   C14  C19  C18  180.00   0.0  0
 WSH  CONST_33  C13   C14  C15  C16  180.00   0.0  0
 WSH  CONST_34  C6    C7   C12  C11  180.00   0.0  0
 WSH  CONST_35  C6    C7   C8   C9   180.00   0.0  0
 WSH  CONST_36  C1    C2   N5   C25    0.00   0.0  0
 WSH  CONST_37  C1    C2   N5   C3   180.00   0.0  0
 WSH  CONST_38  N2    N1   C2   C1   180.00   0.0  0
 WSH  CONST_39  H19   C19  C18  C17  180.00   0.0  0
 WSH  CONST_40  H15   C15  C16  C17  180.00   0.0  0
 WSH  CONST_41  H12   C12  C11  C10  180.00   0.0  0
 WSH  CONST_42  H8    C8   C9   C10  180.00   0.0  0
 WSH  CONST_43  H16   C16  C17  C18  180.00   0.0  0
 WSH  CONST_44  H18   C18  C17  C16  180.00   0.0  0
 WSH  CONST_45  H24   C24  C23  C22  180.00   0.0  0
 WSH  CONST_46  H9    C9   C10  C11  180.00   0.0  0
 WSH  CONST_47  H11   C11  C10  C9   180.00   0.0  0
 WSH  CONST_48  H21   C21  C22  C23  180.00   0.0  0
 WSH  CONST_49  H17   C17  C18  C19  180.00   0.0  0
 WSH  CONST_50  H23   C23  C22  C21  180.00   0.0  0
 WSH  CONST_51  H10   C10  C11  C12  180.00   0.0  0
 WSH  CONST_52  H22   C22  C23  C24  180.00   0.0  0
 WSH  Var_01    C20   C13  C14  C19  -35.92  30.0  2
 WSH  Var_02    C14   C13  C20  C21  -43.42  30.0  1
 WSH  Var_03    O2    C6   C7   C12   87.80  30.0  2
 WSH  Var_04    H11C  C1   C2   N1   101.47  30.0  2
 WSH  Var_05    O1    C5   N3   C4    -3.82  30.0  2
 WSH  Var_06    N3    C5   O2   C6   178.38  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
 WSH  chir_01  C4  C3  N4  N3  negativ

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
 WSH  plan-1  C17  0.020
 WSH  plan-1  C18  0.020
 WSH  plan-1  C16  0.020
 WSH  plan-1  C19  0.020
 WSH  plan-1  C15  0.020
 WSH  plan-1  C14  0.020
 WSH  plan-1  C13  0.020
 WSH  plan-1  H17  0.020
 WSH  plan-1  H18  0.020
 WSH  plan-1  H16  0.020
 WSH  plan-1  H19  0.020
 WSH  plan-1  H15  0.020
 WSH  plan-2  C10  0.020
 WSH  plan-2  C11  0.020
 WSH  plan-2  C9   0.020
 WSH  plan-2  C12  0.020
 WSH  plan-2  C8   0.020
 WSH  plan-2  C7   0.020
 WSH  plan-2  C6   0.020
 WSH  plan-2  H11  0.020
 WSH  plan-2  H9   0.020
 WSH  plan-2  H12  0.020
 WSH  plan-2  H8   0.020
 WSH  plan-2  H10  0.020
 WSH  plan-3  C25  0.020
 WSH  plan-3  C3   0.020
 WSH  plan-3  C2   0.020
 WSH  plan-3  C4   0.020
 WSH  plan-3  N2   0.020
 WSH  plan-3  N1   0.020
 WSH  plan-3  N5   0.020
 WSH  plan-3  C1   0.020
 WSH  plan-4  C22  0.020
 WSH  plan-4  C23  0.020
 WSH  plan-4  C21  0.020
 WSH  plan-4  C24  0.020
 WSH  plan-4  C20  0.020
 WSH  plan-4  C25  0.020
 WSH  plan-4  C13  0.020
 WSH  plan-4  N5   0.020
 WSH  plan-4  H22  0.020
 WSH  plan-4  H23  0.020
 WSH  plan-4  H21  0.020
 WSH  plan-4  H24  0.020
 WSH  plan-5  N3   0.020
 WSH  plan-5  O1   0.020
 WSH  plan-5  O2   0.020
 WSH  plan-5  C5   0.020

