# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 20:48:13 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 2-amino-N-[4-bromo-3-(3-chloro-5-cyanophenoxy)-2-fluorobenzyl]-4-chloro-1H-imidazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1[nH]c(c(Cl)n1)C(=O)NCc2ccc(Br)c(Oc3cc(Cl)cc(c3)C#N)c2F
#
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
 WHU  WHU  2-amino-N-[4-bromo-3-(3-chloro-5-cyanophenoxy)-2-fluorobenzyl]-4-chloro-1H-imidazole-5-carboxamide  ligand  40  29  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WHU
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
 WHU  N01   N   NH2   0  -0.848   3.6260   2.9713   2.3041
 WHU  C02   C   CR5   0   0.646   3.6762   2.2992   1.1321
 WHU  N03   N   N     0  -0.462   4.3092   2.7193   0.0499
 WHU  C04   C   CR5   0   0.053   4.1445   1.7320  -0.8498
 WHU  CL    CL  CL    0  -0.113   4.8370   1.8684  -2.4030
 WHU  C06   C   CR5   0   0.207   3.4229   0.6806  -0.3542
 WHU  N07   N   NR15  0  -0.703   3.1359   1.0824   0.9473
 WHU  C08   C   C     0   0.534   3.0165  -0.5737  -0.9801
 WHU  O09   O   O     0  -0.481   3.0790  -0.7247  -2.1918
 WHU  N10   N   NH1   0  -0.658   2.5688  -1.5316  -0.1335
 WHU  C11   C   CH2   0  -0.366   1.8961  -2.7362  -0.5616
 WHU  C12   C   CR6   0  -0.091   0.4538  -2.7156  -0.1250
 WHU  C13   C   CR16  0  -0.297  -0.0448  -3.5912   0.8317
 WHU  C14   C   CR16  0  -0.240  -1.3526  -3.5049   1.2858
 WHU  C15   C   CR6   0  -0.220  -2.1815  -2.5059   0.7988
 WHU  BR    BR  BR    0   0.007  -3.9386  -2.3272   1.4269
 WHU  C17   C   CR6   0   0.238  -1.7173  -1.6210  -0.1671
 WHU  O18   O   O2    0  -0.484  -2.5358  -0.6692  -0.6871
 WHU  C19   C   CR6   0   0.395  -2.1929   0.6430  -0.5696
 WHU  C20   C   CR16  0  -0.272  -1.3040   1.1068   0.3910
 WHU  C21   C   CR6   0  -0.017  -1.0131   2.4616   0.4329
 WHU  CL2   CL  CL    0  -0.093   0.1128   3.0352   1.6090
 WHU  C23   C   CR16  0  -0.219  -1.5954   3.3638  -0.4371
 WHU  C24   C   CR6   0   0.011  -2.4995   2.8684  -1.3742
 WHU  C27   C   CR16  0  -0.310  -2.8043   1.5152  -1.4566
 WHU  C25   C   CSP   0   0.069  -3.1209   3.7770  -2.2852
 WHU  N26   N   NS    0  -0.236  -3.6249   4.5113  -3.0147
 WHU  C28   C   CR6   0   0.542  -0.4152  -1.7622  -0.6235
 WHU  F29   F   F     0  -0.289   0.0075  -0.9073  -1.5586
 WHU  H011  H   HNH2  0   0.405   3.7811   3.9643   2.2478
 WHU  H012  H   HNH2  0   0.399   2.9351   2.6996   2.9835
 WHU  H07   H   HNR5  0   0.416   2.5315   0.6130   1.6025
 WHU  H10   H   HNH1  0   0.401   2.6905  -1.4234   0.8600
 WHU  H111  H   HCH2  0   0.283   1.9859  -2.8226  -1.6430
 WHU  H112  H   HCH2  0   0.283   2.3879  -3.6083  -0.1293
 WHU  H13   H   HCR6  0   0.284   0.6062  -4.3524   1.2419
 WHU  H14   H   HCR6  0   0.292  -1.7107  -4.1994   2.0329
 WHU  H20   H   HCR6  0   0.317  -0.8419   0.4368   1.1045
 WHU  H27   H   HCR6  0   0.306  -3.4979   1.1447  -2.1991
 WHU  H23   H   HCR6  0   0.308  -1.3584   4.4171  -0.3965

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
 WHU  N01  C02   single    1.352  0.020  1.352
 WHU  C02  N03   aromatic  1.322  0.020  1.322
 WHU  C02  N07   aromatic  1.344  0.020  1.344
 WHU  N03  C04   aromatic  1.346  0.020  1.346
 WHU  C04  CL    single    1.706  0.020  1.706
 WHU  C04  C06   aromatic  1.368  0.020  1.368
 WHU  C06  N07   aromatic  1.392  0.020  1.392
 WHU  C06  C08   single    1.460  0.020  1.460
 WHU  C08  O09   double    1.223  0.020  1.223
 WHU  C08  N10   single    1.355  0.020  1.355
 WHU  N10  C11   single    1.445  0.020  1.445
 WHU  C11  C12   single    1.507  0.020  1.507
 WHU  C12  C13   aromatic  1.389  0.020  1.389
 WHU  C12  C28   aromatic  1.383  0.020  1.383
 WHU  C13  C14   aromatic  1.387  0.020  1.387
 WHU  C14  C15   aromatic  1.386  0.020  1.386
 WHU  C15  BR    single    1.874  0.020  1.874
 WHU  C15  C17   aromatic  1.390  0.020  1.390
 WHU  C17  O18   single    1.359  0.020  1.359
 WHU  C17  C28   aromatic  1.387  0.020  1.387
 WHU  O18  C19   single    1.361  0.020  1.361
 WHU  C19  C20   aromatic  1.389  0.020  1.389
 WHU  C19  C27   aromatic  1.386  0.020  1.386
 WHU  C20  C21   aromatic  1.386  0.020  1.386
 WHU  C21  CL2   single    1.726  0.020  1.726
 WHU  C21  C23   aromatic  1.382  0.020  1.382
 WHU  C23  C24   aromatic  1.393  0.020  1.393
 WHU  C24  C27   aromatic  1.390  0.020  1.390
 WHU  C24  C25   single    1.429  0.020  1.429
 WHU  C25  N26   triple    1.151  0.020  1.151
 WHU  C28  F29   single    1.336  0.020  1.336
 WHU  N01  H011  single    0.890  0.020  1.040
 WHU  N01  H012  single    0.890  0.020  1.040
 WHU  N07  H07   single    0.860  0.020  1.020
 WHU  N10  H10   single    0.860  0.020  1.020
 WHU  C11  H111  single    0.970  0.020  1.090
 WHU  C11  H112  single    0.970  0.020  1.090
 WHU  C13  H13   single    0.930  0.020  1.080
 WHU  C14  H14   single    0.930  0.020  1.080
 WHU  C20  H20   single    0.930  0.020  1.080
 WHU  C27  H27   single    0.930  0.020  1.080
 WHU  C23  H23   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
 WHU  H012  N01  H011  114.19  3.000
 WHU  H012  N01  C02   118.46  3.000
 WHU  H011  N01  C02   115.87  3.000
 WHU  N07   C02  N03   111.56  3.000
 WHU  N07   C02  N01   123.67  3.000
 WHU  N03   C02  N01   124.70  3.000
 WHU  C04   N03  C02   104.80  3.000
 WHU  C06   C04  CL    127.25  3.000
 WHU  C06   C04  N03   112.72  3.000
 WHU  CL    C04  N03   120.02  3.000
 WHU  C08   C06  N07   126.27  3.000
 WHU  C08   C06  C04   130.69  3.000
 WHU  N07   C06  C04   103.04  3.000
 WHU  H07   N07  C06   126.68  3.000
 WHU  H07   N07  C02   124.99  3.000
 WHU  C06   N07  C02   107.88  3.000
 WHU  N10   C08  O09   123.30  3.000
 WHU  N10   C08  C06   115.58  3.000
 WHU  O09   C08  C06   121.12  3.000
 WHU  H10   N10  C11   116.00  3.000
 WHU  H10   N10  C08   120.05  3.000
 WHU  C11   N10  C08   123.95  3.000
 WHU  H112  C11  H111  107.05  3.000
 WHU  H112  C11  C12   109.13  3.000
 WHU  H111  C11  C12   111.58  3.000
 WHU  H112  C11  N10   109.83  3.000
 WHU  H111  C11  N10   108.79  3.000
 WHU  C12   C11  N10   110.39  3.000
 WHU  C28   C12  C13   117.20  3.000
 WHU  C28   C12  C11   120.42  3.000
 WHU  C13   C12  C11   122.30  3.000
 WHU  H13   C13  C14   119.13  3.000
 WHU  H13   C13  C12   119.23  3.000
 WHU  C14   C13  C12   121.64  3.000
 WHU  H14   C14  C15   120.50  3.000
 WHU  H14   C14  C13   119.91  3.000
 WHU  C15   C14  C13   119.57  3.000
 WHU  C17   C15  BR    119.03  3.000
 WHU  C17   C15  C14   120.21  3.000
 WHU  BR    C15  C14   120.76  3.000
 WHU  C28   C17  O18   120.72  3.000
 WHU  C28   C17  C15   118.52  3.000
 WHU  O18   C17  C15   120.72  3.000
 WHU  C19   O18  C17   119.37  3.000
 WHU  C27   C19  C20   120.99  3.000
 WHU  C27   C19  O18   116.12  3.000
 WHU  C20   C19  O18   122.89  3.000
 WHU  H20   C20  C21   119.70  3.000
 WHU  H20   C20  C19   121.50  3.000
 WHU  C21   C20  C19   118.80  3.000
 WHU  C23   C21  CL2   119.13  3.000
 WHU  C23   C21  C20   122.04  3.000
 WHU  CL2   C21  C20   118.83  3.000
 WHU  H23   C23  C24   120.95  3.000
 WHU  H23   C23  C21   121.36  3.000
 WHU  C24   C23  C21   117.69  3.000
 WHU  C25   C24  C27   119.08  3.000
 WHU  C25   C24  C23   119.01  3.000
 WHU  C27   C24  C23   121.91  3.000
 WHU  H27   C27  C24   121.00  3.000
 WHU  H27   C27  C19   120.44  3.000
 WHU  C24   C27  C19   118.56  3.000
 WHU  N26   C25  C24   180.00  3.000
 WHU  F29   C28  C17   117.54  3.000
 WHU  F29   C28  C12   119.65  3.000
 WHU  C17   C28  C12   122.79  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
 WHU  CONST_01  C06  C04  N03  C02     0.00   0.0  0
 WHU  CONST_02  C04  C06  N07  C02     0.00   0.0  0
 WHU  CONST_03  C06  N07  C02  N03     0.00   0.0  0
 WHU  CONST_04  N07  C06  C04  N03     0.00   0.0  0
 WHU  CONST_05  N07  C02  N03  C04     0.00   0.0  0
 WHU  CONST_06  C15  C14  C13  C12     0.00   0.0  0
 WHU  CONST_07  C15  C17  C28  C12     0.00   0.0  0
 WHU  CONST_08  C17  C28  C12  C13     0.00   0.0  0
 WHU  CONST_09  C17  C15  C14  C13     0.00   0.0  0
 WHU  CONST_10  C28  C12  C13  C14     0.00   0.0  0
 WHU  CONST_11  C28  C17  C15  C14     0.00   0.0  0
 WHU  CONST_12  C23  C21  C20  C19     0.00   0.0  0
 WHU  CONST_13  C23  C24  C27  C19     0.00   0.0  0
 WHU  CONST_14  C24  C27  C19  C20     0.00   0.0  0
 WHU  CONST_15  C24  C23  C21  C20     0.00   0.0  0
 WHU  CONST_16  C27  C19  C20  C21     0.00   0.0  0
 WHU  CONST_17  C27  C24  C23  C21     0.00   0.0  0
 WHU  CONST_18  C04  N03  C02  N01   180.00   0.0  0
 WHU  CONST_19  C06  N07  C02  N01   180.00   0.0  0
 WHU  CONST_20  CL   C04  N03  C02   180.00   0.0  0
 WHU  CONST_21  C08  C06  N07  C02   180.00   0.0  0
 WHU  CONST_22  C08  C06  C04  N03   180.00   0.0  0
 WHU  CONST_23  N07  C06  C04  CL    180.00   0.0  0
 WHU  CONST_24  C14  C13  C12  C11   180.00   0.0  0
 WHU  CONST_25  C17  C28  C12  C11   180.00   0.0  0
 WHU  CONST_26  O18  C17  C28  C12   180.00   0.0  0
 WHU  CONST_27  F29  C28  C12  C13   180.00   0.0  0
 WHU  CONST_28  BR   C15  C14  C13   180.00   0.0  0
 WHU  CONST_29  O18  C17  C15  C14   180.00   0.0  0
 WHU  CONST_30  F29  C28  C17  C15   180.00   0.0  0
 WHU  CONST_31  C28  C17  C15  BR    180.00   0.0  0
 WHU  CONST_32  C21  C20  C19  O18   180.00   0.0  0
 WHU  CONST_33  C24  C27  C19  O18   180.00   0.0  0
 WHU  CONST_34  CL2  C21  C20  C19   180.00   0.0  0
 WHU  CONST_35  C25  C24  C27  C19   180.00   0.0  0
 WHU  CONST_36  C25  C24  C23  C21   180.00   0.0  0
 WHU  CONST_37  C24  C23  C21  CL2   180.00   0.0  0
 WHU  CONST_38  H07  N07  C02  N03   180.00   0.0  0
 WHU  CONST_39  H14  C14  C13  C12   180.00   0.0  0
 WHU  CONST_40  H13  C13  C14  C15   180.00   0.0  0
 WHU  CONST_41  H27  C27  C19  C20   180.00   0.0  0
 WHU  CONST_42  H23  C23  C21  C20   180.00   0.0  0
 WHU  CONST_43  H20  C20  C21  C23   180.00   0.0  0
 WHU  CONST_46  C11  N10  C08  C06   180.00   0.0  0
 WHU  CONST_47  H10  N10  C08  C06     0.00   0.0  0
 WHU  CONST_48  C11  N10  C08  O09     0.00   0.0  0
 WHU  Var_01    C20  C19  O18  C17   -21.12  30.0  2
 WHU  Var_02    C28  C17  O18  C19   -61.24  30.0  2
 WHU  Var_03    O09  C08  C06  C04   -14.63  30.0  2
 WHU  Var_04    C13  C12  C11  N10  -112.44  30.0  2
 WHU  Var_05    C12  C11  N10  C08  -112.15  30.0  3

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
 WHU  plan-1  N01   0.020
 WHU  plan-1  C02   0.020
 WHU  plan-1  N03   0.020
 WHU  plan-1  C04   0.020
 WHU  plan-1  CL    0.020
 WHU  plan-1  C06   0.020
 WHU  plan-1  N07   0.020
 WHU  plan-1  C08   0.020
 WHU  plan-1  H07   0.020
 WHU  plan-2  C11   0.020
 WHU  plan-2  C12   0.020
 WHU  plan-2  C13   0.020
 WHU  plan-2  C14   0.020
 WHU  plan-2  C15   0.020
 WHU  plan-2  BR    0.020
 WHU  plan-2  C17   0.020
 WHU  plan-2  O18   0.020
 WHU  plan-2  C28   0.020
 WHU  plan-2  F29   0.020
 WHU  plan-2  H13   0.020
 WHU  plan-2  H14   0.020
 WHU  plan-3  O18   0.020
 WHU  plan-3  C19   0.020
 WHU  plan-3  C20   0.020
 WHU  plan-3  C21   0.020
 WHU  plan-3  CL2   0.020
 WHU  plan-3  C23   0.020
 WHU  plan-3  C24   0.020
 WHU  plan-3  C27   0.020
 WHU  plan-3  C25   0.020
 WHU  plan-3  N26   0.020
 WHU  plan-3  H20   0.020
 WHU  plan-3  H27   0.020
 WHU  plan-3  H23   0.020
 WHU  plan-4  C06   0.020
 WHU  plan-4  C08   0.020
 WHU  plan-4  O09   0.020
 WHU  plan-4  N10   0.020
 WHU  plan-4  C11   0.020
 WHU  plan-4  H10   0.020
 WHU  plan-5  N01   0.020
 WHU  plan-5  C02   0.020
 WHU  plan-5  H011  0.020
 WHU  plan-5  H012  0.020

