# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 16:54:20 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: N-(1-acetyl-1H-indol-3-yl)-N-(5-hydroxy-2-methylphenyl)-3-(trifluoromethyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)n1cc(N(C(=O)c2cccc(c2)C(F)(F)F)c3cc(O)ccc3C)c4ccccc14
#
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
 5KH  5KH  N-(1-acetyl-1H-indol-3-yl)-N-(5-hydroxy-2-methylphenyl)-3-(trifluoromethyl)benzamide  ligand  52  33  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5KH
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
 5KH  C14  C  CR16  0  -0.228  -3.3869  -1.4604  -1.7626
 5KH  C15  C  CR16  0  -0.240  -2.0705  -1.0721  -1.5694
 5KH  C16  C  CT    0   1.056  -5.2682   1.5136  -0.4202
 5KH  C10  C  CR6   0  -0.047  -1.7868   0.1627  -0.9975
 5KH  C11  C  CR16  0  -0.311  -2.8256   1.0110  -0.6316
 5KH  C12  C  CR6   0  -0.179  -4.1407   0.6049  -0.7993
 5KH  C13  C  CR16  0  -0.271  -4.4250  -0.6314  -1.3702
 5KH  C01  C  CH3   0  -0.819   4.7147   0.7376  -3.3908
 5KH  O03  O  O     0  -0.419   6.0897   1.2852  -1.5168
 5KH  N04  N  NR5   0  -0.621   3.9505   0.7220  -1.0574
 5KH  C05  C  CR15  0  -0.012   2.6775   0.3231  -1.4342
 5KH  C06  C  CR5   0   0.192   1.8982   0.1857  -0.3412
 5KH  N07  N  NT    0  -0.662   0.5425  -0.1974  -0.3439
 5KH  C08  C  C     0   0.496  -0.3886   0.6692  -0.8584
 5KH  O09  O  O     0  -0.434  -0.1013   1.7928  -1.2178
 5KH  F17  F  F     0  -0.309  -6.2880   0.8431   0.1291
 5KH  F18  F  F     0  -0.303  -4.8962   2.4509   0.4565
 5KH  F19  F  F     0  -0.314  -5.7645   2.1555  -1.4889
 5KH  C20  C  CR6   0   0.221   0.1871  -1.3431   0.4302
 5KH  C21  C  CR6   0   0.084   0.6559  -2.6065   0.0637
 5KH  C22  C  CH3   0  -0.744   1.4895  -2.8412  -1.1603
 5KH  C23  C  CR16  0  -0.301   0.2865  -3.6724   0.8792
 5KH  C24  C  CR16  0  -0.367  -0.5148  -3.5115   1.9978
 5KH  C25  C  CR6   0   0.343  -0.9762  -2.2437   2.3371
 5KH  C26  C  CR16  0  -0.343  -0.6107  -1.1583   1.5514
 5KH  O27  O  OH1   0  -0.633  -1.7581  -2.0084   3.4087
 5KH  C28  C  CR56  0   0.072   2.6988   0.5070   0.8113
 5KH  C29  C  CR56  0   0.337   3.9815   0.8328   0.3349
 5KH  C30  C  CR16  0  -0.283   5.0068   1.1956   1.2035
 5KH  C31  C  CR16  0  -0.269   4.7167   1.2254   2.5576
 5KH  C32  C  CR16  0  -0.258   3.4445   0.9096   3.0431
 5KH  C33  C  CR16  0  -0.351   2.4282   0.5495   2.1784
 5KH  H1   H  HCR6  0   0.276  -3.6064  -2.4156  -2.2190
 5KH  H2   H  HCR6  0   0.276  -1.2731  -1.7321  -1.8837
 5KH  H3   H  HCR6  0   0.280  -2.5922   1.9763  -0.2025
 5KH  H4   H  HCR6  0   0.282  -5.4470  -0.9560  -1.5158
 5KH  H5   H  HCH3  0   0.281   4.4210  -0.2935  -3.5900
 5KH  H6   H  HCH3  0   0.281   3.9078   1.3856  -3.7332
 5KH  H7   H  HCH3  0   0.291   5.6072   0.9616  -3.9678
 5KH  H8   H  HCR5  0   0.320   2.4178   0.1630  -2.4669
 5KH  H9   H  HCH3  0   0.240   1.1250  -2.2788  -2.0208
 5KH  H10  H  HCH3  0   0.255   2.5310  -2.5525  -1.0095
 5KH  H11  H  HCH3  0   0.256   1.4792  -3.8968  -1.4280
 5KH  H12  H  HCR6  0   0.259   0.6243  -4.6689   0.6216
 5KH  H13  H  HCR6  0   0.274  -0.7818  -4.3735   2.5986
 5KH  H14  H  HCR6  0   0.277  -0.9474  -0.1646   1.8219
 5KH  H15  H  HOH1  0   0.476  -1.9260  -2.8276   3.8874
 5KH  H16  H  HCR6  0   0.279   5.9938   1.4499   0.8544
 5KH  H17  H  HCR6  0   0.260   5.4979   1.5022   3.2534
 5KH  H18  H  HCR6  0   0.258   3.2546   0.9481   4.1076
 5KH  H19  H  HCR6  0   0.259   1.4456   0.3047   2.5578
 5KH  C02  C  C     0   0.538   5.0078   0.9462  -1.9334

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
 5KH  C14  C13  aromatic  1.385  0.020  1.385
 5KH  C14  C15  aromatic  1.386  0.020  1.386
 5KH  C13  C12  aromatic  1.391  0.020  1.391
 5KH  C15  C10  aromatic  1.390  0.020  1.390
 5KH  C12  C11  aromatic  1.387  0.020  1.387
 5KH  C12  C16  single    1.497  0.020  1.497
 5KH  C10  C11  aromatic  1.390  0.020  1.390
 5KH  C10  C08  single    1.494  0.020  1.494
 5KH  F17  C16  single    1.338  0.020  1.338
 5KH  O09  C08  double    1.214  0.020  1.214
 5KH  C22  C21  single    1.499  0.020  1.499
 5KH  F18  C16  single    1.336  0.020  1.336
 5KH  C16  F19  single    1.342  0.020  1.342
 5KH  C08  N07  single    1.372  0.020  1.372
 5KH  C21  C23  aromatic  1.392  0.020  1.392
 5KH  C21  C20  aromatic  1.397  0.020  1.397
 5KH  N07  C20  single    1.428  0.020  1.428
 5KH  N07  C06  single    1.409  0.020  1.409
 5KH  C23  C24  aromatic  1.385  0.020  1.385
 5KH  C20  C26  aromatic  1.388  0.020  1.388
 5KH  C06  C05  aromatic  1.349  0.020  1.349
 5KH  C06  C28  aromatic  1.440  0.020  1.440
 5KH  C05  N04  aromatic  1.386  0.020  1.386
 5KH  C28  C33  aromatic  1.394  0.020  1.394
 5KH  C28  C29  aromatic  1.407  0.020  1.407
 5KH  C24  C25  aromatic  1.391  0.020  1.391
 5KH  C33  C32  aromatic  1.382  0.020  1.382
 5KH  C26  C25  aromatic  1.389  0.020  1.389
 5KH  C01  C02  single    1.501  0.020  1.501
 5KH  N04  C29  aromatic  1.397  0.020  1.397
 5KH  N04  C02  single    1.391  0.020  1.391
 5KH  C29  C30  aromatic  1.392  0.020  1.392
 5KH  C02  O03  double    1.208  0.020  1.208
 5KH  C25  O27  single    1.347  0.020  1.347
 5KH  C32  C31  aromatic  1.398  0.020  1.398
 5KH  C30  C31  aromatic  1.385  0.020  1.385
 5KH  C14  H1   single    0.930  0.020  1.080
 5KH  C15  H2   single    0.930  0.020  1.080
 5KH  C11  H3   single    0.930  0.020  1.080
 5KH  C13  H4   single    0.930  0.020  1.080
 5KH  C01  H5   single    0.970  0.020  1.090
 5KH  C01  H6   single    0.970  0.020  1.090
 5KH  C01  H7   single    0.970  0.020  1.090
 5KH  C05  H8   single    0.930  0.020  1.080
 5KH  C22  H9   single    0.970  0.020  1.090
 5KH  C22  H10  single    0.970  0.020  1.090
 5KH  C22  H11  single    0.970  0.020  1.090
 5KH  C23  H12  single    0.930  0.020  1.080
 5KH  C24  H13  single    0.930  0.020  1.080
 5KH  C26  H14  single    0.930  0.020  1.080
 5KH  O27  H15  single    0.850  0.020  0.980
 5KH  C30  H16  single    0.930  0.020  1.080
 5KH  C31  H17  single    0.930  0.020  1.080
 5KH  C32  H18  single    0.930  0.020  1.080
 5KH  C33  H19  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
 5KH  H1   C14  C13  119.75  3.000
 5KH  H1   C14  C15  119.94  3.000
 5KH  C13  C14  C15  120.31  3.000
 5KH  H2   C15  C10  120.74  3.000
 5KH  H2   C15  C14  119.25  3.000
 5KH  C10  C15  C14  120.00  3.000
 5KH  F19  C16  F18  106.86  3.000
 5KH  F19  C16  F17  106.54  3.000
 5KH  F18  C16  F17  107.11  3.000
 5KH  F19  C16  C12  111.55  3.000
 5KH  F18  C16  C12  112.47  3.000
 5KH  F17  C16  C12  111.95  3.000
 5KH  C08  C10  C11  117.91  3.000
 5KH  C08  C10  C15  122.04  3.000
 5KH  C11  C10  C15  119.86  3.000
 5KH  H3   C11  C12  120.93  3.000
 5KH  H3   C11  C10  119.19  3.000
 5KH  C12  C11  C10  119.88  3.000
 5KH  C13  C12  C11  120.25  3.000
 5KH  C11  C12  C16  120.40  3.000
 5KH  C13  C12  C16  119.31  3.000
 5KH  H4   C13  C12  120.99  3.000
 5KH  H4   C13  C14  119.35  3.000
 5KH  C12  C13  C14  119.67  3.000
 5KH  H7   C01  H6   108.59  3.000
 5KH  H7   C01  H5   108.62  3.000
 5KH  H6   C01  H5   107.78  3.000
 5KH  H7   C01  C02  109.07  3.000
 5KH  H6   C01  C02  111.52  3.000
 5KH  H5   C01  C02  111.18  3.000
 5KH  C29  N04  C05  108.31  3.000
 5KH  C29  N04  C02  126.72  3.000
 5KH  C05  N04  C02  124.97  3.000
 5KH  H8   C05  C06  128.49  3.000
 5KH  H8   C05  N04  121.67  3.000
 5KH  C06  C05  N04  109.84  3.000
 5KH  C28  C06  N07  126.69  3.000
 5KH  C28  C06  C05  107.73  3.000
 5KH  N07  C06  C05  125.58  3.000
 5KH  C20  N07  C08  122.76  3.000
 5KH  C20  N07  C06  117.18  3.000
 5KH  C08  N07  C06  118.82  3.000
 5KH  O09  C08  N07  122.34  3.000
 5KH  N07  C08  C10  117.14  3.000
 5KH  O09  C08  C10  120.51  3.000
 5KH  C26  C20  C21  121.68  3.000
 5KH  C26  C20  N07  118.30  3.000
 5KH  C21  C20  N07  120.01  3.000
 5KH  C23  C21  C22  120.39  3.000
 5KH  C23  C21  C20  116.74  3.000
 5KH  C22  C21  C20  122.85  3.000
 5KH  H11  C22  H10  107.42  3.000
 5KH  H11  C22  H9   107.62  3.000
 5KH  H10  C22  H9   106.95  3.000
 5KH  H11  C22  C21  110.31  3.000
 5KH  H10  C22  C21  112.11  3.000
 5KH  H9   C22  C21  112.18  3.000
 5KH  H12  C23  C24  118.63  3.000
 5KH  H12  C23  C21  118.84  3.000
 5KH  C24  C23  C21  122.52  3.000
 5KH  H13  C24  C25  120.52  3.000
 5KH  H13  C24  C23  119.84  3.000
 5KH  C25  C24  C23  119.64  3.000
 5KH  O27  C25  C26  117.79  3.000
 5KH  O27  C25  C24  123.07  3.000
 5KH  C26  C25  C24  119.14  3.000
 5KH  H14  C26  C25  119.59  3.000
 5KH  H14  C26  C20  120.15  3.000
 5KH  C25  C26  C20  120.26  3.000
 5KH  H15  O27  C25  110.35  3.000
 5KH  C33  C28  C29  120.14  3.000
 5KH  C29  C28  C06  106.72  3.000
 5KH  C33  C28  C06  133.14  3.000
 5KH  C30  C29  C28  121.38  3.000
 5KH  C30  C29  N04  131.22  3.000
 5KH  C28  C29  N04  107.40  3.000
 5KH  H16  C30  C31  120.23  3.000
 5KH  H16  C30  C29  122.29  3.000
 5KH  C31  C30  C29  117.47  3.000
 5KH  H17  C31  C32  119.44  3.000
 5KH  H17  C31  C30  118.87  3.000
 5KH  C32  C31  C30  121.69  3.000
 5KH  H18  C32  C33  119.72  3.000
 5KH  H18  C32  C31  119.56  3.000
 5KH  C33  C32  C31  120.72  3.000
 5KH  H19  C33  C32  120.50  3.000
 5KH  H19  C33  C28  120.90  3.000
 5KH  C32  C33  C28  118.60  3.000
 5KH  N04  C02  O03  120.58  3.000
 5KH  O03  C02  C01  123.28  3.000
 5KH  N04  C02  C01  116.14  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
 5KH  CONST_01  C11  C12  C13  C14     0.00   0.0  0
 5KH  CONST_02  C11  C10  C15  C14     0.00   0.0  0
 5KH  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 5KH  CONST_04  C12  C11  C10  C15     0.00   0.0  0
 5KH  CONST_05  C13  C14  C15  C10     0.00   0.0  0
 5KH  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 5KH  CONST_07  C28  C06  C05  N04     0.00   0.0  0
 5KH  CONST_08  C06  C28  C29  N04     0.00   0.0  0
 5KH  CONST_09  C33  C28  C29  N04   180.00   0.0  0
 5KH  CONST_10  C31  C30  C29  N04   180.00   0.0  0
 5KH  CONST_11  C33  C28  C06  C05   180.00   0.0  0
 5KH  CONST_12  C29  C28  C06  C05     0.00   0.0  0
 5KH  CONST_13  C28  C29  N04  C05     0.00   0.0  0
 5KH  CONST_14  C30  C29  N04  C05   180.00   0.0  0
 5KH  CONST_15  C29  N04  C05  C06     0.00   0.0  0
 5KH  CONST_16  C32  C33  C28  C06   180.00   0.0  0
 5KH  CONST_17  C30  C29  C28  C06   180.00   0.0  0
 5KH  CONST_18  C24  C23  C21  C20     0.00   0.0  0
 5KH  CONST_19  C24  C25  C26  C20     0.00   0.0  0
 5KH  CONST_20  C25  C24  C23  C21     0.00   0.0  0
 5KH  CONST_21  C25  C26  C20  C21     0.00   0.0  0
 5KH  CONST_22  C26  C20  C21  C23     0.00   0.0  0
 5KH  CONST_23  C26  C25  C24  C23     0.00   0.0  0
 5KH  CONST_24  C31  C32  C33  C28     0.00   0.0  0
 5KH  CONST_25  C31  C30  C29  C28     0.00   0.0  0
 5KH  CONST_26  C32  C33  C28  C29     0.00   0.0  0
 5KH  CONST_27  C32  C31  C30  C29     0.00   0.0  0
 5KH  CONST_28  C33  C28  C29  C30     0.00   0.0  0
 5KH  CONST_29  C33  C32  C31  C30     0.00   0.0  0
 5KH  CONST_30  C16  C12  C13  C14   180.00   0.0  0
 5KH  CONST_31  C08  C10  C15  C14   180.00   0.0  0
 5KH  CONST_32  C10  C11  C12  C16   180.00   0.0  0
 5KH  CONST_33  C08  C10  C11  C12   180.00   0.0  0
 5KH  CONST_34  C06  C05  N04  C02   180.00   0.0  0
 5KH  CONST_35  C28  C29  N04  C02   180.00   0.0  0
 5KH  CONST_36  C30  C29  N04  C02     0.00   0.0  0
 5KH  CONST_37  N07  C06  C05  N04   180.00   0.0  0
 5KH  CONST_38  C23  C21  C20  N07   180.00   0.0  0
 5KH  CONST_39  C25  C26  C20  N07   180.00   0.0  0
 5KH  CONST_40  C33  C28  C06  N07     0.00   0.0  0
 5KH  CONST_41  C29  C28  C06  N07   180.00   0.0  0
 5KH  CONST_42  O27  C25  C26  C20   180.00   0.0  0
 5KH  CONST_43  C24  C23  C21  C22   180.00   0.0  0
 5KH  CONST_44  C26  C20  C21  C22   180.00   0.0  0
 5KH  CONST_45  O27  C25  C24  C23   180.00   0.0  0
 5KH  CONST_46  H4   C13  C14  C15   180.00   0.0  0
 5KH  CONST_47  H3   C11  C10  C15   180.00   0.0  0
 5KH  CONST_48  H1   C14  C15  C10   180.00   0.0  0
 5KH  CONST_49  H2   C15  C10  C11   180.00   0.0  0
 5KH  CONST_50  H16  C30  C29  N04     0.00   0.0  0
 5KH  CONST_51  H19  C33  C28  C06     0.00   0.0  0
 5KH  CONST_52  H12  C23  C21  C20   180.00   0.0  0
 5KH  CONST_53  H13  C24  C23  C21   180.00   0.0  0
 5KH  CONST_54  H14  C26  C20  C21   180.00   0.0  0
 5KH  CONST_55  H8   C05  C06  C28   180.00   0.0  0
 5KH  CONST_56  H18  C32  C33  C28   180.00   0.0  0
 5KH  CONST_57  H17  C31  C30  C29   180.00   0.0  0
 5KH  CONST_59  C06  N07  C08  C10   180.00   0.0  0
 5KH  CONST_60  C05  N04  C02  C01     0.00   0.0  0
 5KH  CONST_61  C29  N04  C02  C01   180.00   0.0  0
 5KH  CONST_62  C05  N04  C02  O03   180.00   0.0  0
 5KH  CONST_63  C29  N04  C02  O03     0.00   0.0  0
 5KH  CONST_64  O09  C08  N07  C06     0.00   0.0  0
 5KH  Var_01    C20  N07  C06  C05   123.46  30.0  2
 5KH  Var_02    C21  C20  N07  C06   -66.68  30.0  2
 5KH  Var_03    O09  C08  C10  C15   131.01  30.0  2
 5KH  Var_04    F17  C16  C12  C11  -142.03  30.0  2
 5KH  Var_05    H9   C22  C21  C20   -42.19  30.0  2
 5KH  Var_06    H5   C01  C02  N04   -61.36  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
 5KH  plan-1  C14  0.020
 5KH  plan-1  C15  0.020
 5KH  plan-1  C16  0.020
 5KH  plan-1  C10  0.020
 5KH  plan-1  C11  0.020
 5KH  plan-1  C12  0.020
 5KH  plan-1  C13  0.020
 5KH  plan-1  C08  0.020
 5KH  plan-1  H1   0.020
 5KH  plan-1  H2   0.020
 5KH  plan-1  H3   0.020
 5KH  plan-1  H4   0.020
 5KH  plan-2  N07  0.020
 5KH  plan-2  C20  0.020
 5KH  plan-2  C21  0.020
 5KH  plan-2  C22  0.020
 5KH  plan-2  C23  0.020
 5KH  plan-2  C24  0.020
 5KH  plan-2  C25  0.020
 5KH  plan-2  C26  0.020
 5KH  plan-2  O27  0.020
 5KH  plan-2  H12  0.020
 5KH  plan-2  H13  0.020
 5KH  plan-2  H14  0.020
 5KH  plan-3  C01  0.020
 5KH  plan-3  O03  0.020
 5KH  plan-3  N04  0.020
 5KH  plan-3  C05  0.020
 5KH  plan-3  C06  0.020
 5KH  plan-3  N07  0.020
 5KH  plan-3  C28  0.020
 5KH  plan-3  C29  0.020
 5KH  plan-3  C30  0.020
 5KH  plan-3  C31  0.020
 5KH  plan-3  C32  0.020
 5KH  plan-3  C33  0.020
 5KH  plan-3  H8   0.020
 5KH  plan-3  H16  0.020
 5KH  plan-3  H17  0.020
 5KH  plan-3  H18  0.020
 5KH  plan-3  H19  0.020
 5KH  plan-3  C02  0.020
 5KH  plan-4  C10  0.020
 5KH  plan-4  C06  0.020
 5KH  plan-4  N07  0.020
 5KH  plan-4  C08  0.020
 5KH  plan-4  O09  0.020
 5KH  plan-4  C20  0.020

