# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 04:49:12 2021
#   Inital geometry file: a 91 line input string
#   Ligand name: N-hydroxy-4-[(1H-indol-1-yl)methyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)c1ccc(Cn2ccc3ccccc23)cc1
#
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
 TWP  TWP  N-hydroxy-4-[(1H-indol-1-yl)methyl]benzamide  ligand  34  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TWP
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
 TWP  C10  C  CR15  0  -0.028  68.8072  113.0916  279.0865
 TWP  C13  C  CR56  0   0.363  68.8509  111.0457  279.9616
 TWP  C15  C  CR16  0  -0.283  69.1432  109.2122  281.4374
 TWP  C17  C  CR16  0  -0.350  69.7522  111.4420  282.1749
 TWP  C04  C  CR6   0  -0.065  63.8174  110.0507  278.0407
 TWP  C05  C  CR16  0  -0.264  64.3654  110.9718  278.9293
 TWP  C06  C  CR16  0  -0.268  65.6942  111.3528  278.8170
 TWP  C07  C  CR6   0   0.082  66.5004  110.8168  277.8206
 TWP  C11  C  CR15  0  -0.425  69.3083  113.2458  280.3449
 TWP  C12  C  CR56  0   0.062  69.3484  111.9428  280.9319
 TWP  C14  C  CR16  0  -0.299  68.7370  109.6771  280.2011
 TWP  C16  C  CR16  0  -0.271  69.6474  110.0859  282.4150
 TWP  C18  C  CR16  0  -0.285  65.9495  109.8963  276.9326
 TWP  C19  C  CR16  0  -0.254  64.6200  109.5265  277.0303
 TWP  N02  N  NH1   0  -0.376  61.8687  109.5750  279.3301
 TWP  N09  N  NR5   0  -0.525  68.5363  111.7701  278.8433
 TWP  O01  O  OH1   0  -0.539  60.5383  109.3658  279.5104
 TWP  O20  O  O     0  -0.470  61.7537  109.3532  277.0860
 TWP  H1   H  HCR5  0   0.287  68.6225  113.8309  278.3226
 TWP  H2   H  HCR6  0   0.250  69.0698  108.1550  281.6573
 TWP  H3   H  HCR6  0   0.246  70.1398  112.1068  282.9372
 TWP  H4   H  HCR6  0   0.265  63.7590  111.4252  279.7031
 TWP  H5   H  HCR6  0   0.262  66.0950  112.0771  279.5147
 TWP  H6   H  HCH2  0   0.279  68.5323  110.3838  277.2971
 TWP  H7   H  HCH2  0   0.296  68.0108  111.9957  276.8703
 TWP  H8   H  HCR5  0   0.248  69.6137  114.1760  280.7965
 TWP  H9   H  HCR6  0   0.258  68.3430  108.9994  279.4537
 TWP  H10  H  HCR6  0   0.247  69.9579  109.6862  283.3717
 TWP  H11  H  HCR6  0   0.261  66.5676  109.4635  276.1550
 TWP  H12  H  HCR6  0   0.264  64.2077  108.8147  276.3275
 TWP  H13  H  HNH1  0   0.423  62.3953  109.7623  280.1703
 TWP  H14  H  HOH1  0   0.479  60.4161  108.4092  279.5765
 TWP  C08  C  CH2   0  -0.364  67.9413  111.2333  277.6485
 TWP  C03  C  C     0   0.492  62.3852  109.6353  278.0908

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
 TWP  O20  C03  double    1.220  0.020  1.220
 TWP  C19  C18  aromatic  1.383  0.020  1.383
 TWP  C19  C04  aromatic  1.393  0.020  1.393
 TWP  C18  C07  aromatic  1.393  0.020  1.393
 TWP  C03  C04  single    1.492  0.020  1.492
 TWP  C03  N02  single    1.344  0.020  1.344
 TWP  C04  C05  aromatic  1.392  0.020  1.392
 TWP  O01  N02  single    1.359  0.020  1.359
 TWP  C07  C08  single    1.510  0.020  1.510
 TWP  C07  C06  aromatic  1.389  0.020  1.389
 TWP  C08  N09  single    1.439  0.020  1.439
 TWP  C05  C06  aromatic  1.387  0.020  1.387
 TWP  N09  C10  aromatic  1.371  0.020  1.371
 TWP  N09  C13  aromatic  1.369  0.020  1.369
 TWP  C10  C11  aromatic  1.363  0.020  1.363
 TWP  C13  C14  aromatic  1.394  0.020  1.394
 TWP  C13  C12  aromatic  1.412  0.020  1.412
 TWP  C11  C12  aromatic  1.430  0.020  1.430
 TWP  C14  C15  aromatic  1.382  0.020  1.382
 TWP  C12  C17  aromatic  1.400  0.020  1.400
 TWP  C15  C16  aromatic  1.405  0.020  1.405
 TWP  C17  C16  aromatic  1.381  0.020  1.381
 TWP  C10  H1   single    0.930  0.020  1.080
 TWP  C15  H2   single    0.930  0.020  1.080
 TWP  C17  H3   single    0.930  0.020  1.080
 TWP  C05  H4   single    0.930  0.020  1.080
 TWP  C06  H5   single    0.930  0.020  1.080
 TWP  C08  H6   single    0.970  0.020  1.090
 TWP  C08  H7   single    0.970  0.020  1.090
 TWP  C11  H8   single    0.930  0.020  1.080
 TWP  C14  H9   single    0.930  0.020  1.080
 TWP  C16  H10  single    0.930  0.020  1.080
 TWP  C18  H11  single    0.930  0.020  1.080
 TWP  C19  H12  single    0.930  0.020  1.080
 TWP  N02  H13  single    0.860  0.020  1.020
 TWP  O01  H14  single    0.850  0.020  0.980

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
 TWP  H1   C10  N09  120.07  3.000
 TWP  H1   C10  C11  129.72  3.000
 TWP  N09  C10  C11  110.21  3.000
 TWP  N09  C13  C14  129.87  3.000
 TWP  C14  C13  C12  122.31  3.000
 TWP  N09  C13  C12  107.82  3.000
 TWP  H2   C15  C16  119.37  3.000
 TWP  H2   C15  C14  119.37  3.000
 TWP  C16  C15  C14  121.26  3.000
 TWP  H3   C17  C16  120.49  3.000
 TWP  H3   C17  C12  120.58  3.000
 TWP  C16  C17  C12  118.94  3.000
 TWP  C19  C04  C05  119.03  3.000
 TWP  C05  C04  C03  122.72  3.000
 TWP  C19  C04  C03  118.21  3.000
 TWP  H4   C05  C06  118.65  3.000
 TWP  H4   C05  C04  120.85  3.000
 TWP  C06  C05  C04  120.48  3.000
 TWP  H5   C06  C07  120.37  3.000
 TWP  H5   C06  C05  119.10  3.000
 TWP  C07  C06  C05  120.53  3.000
 TWP  C18  C07  C08  119.16  3.000
 TWP  C08  C07  C06  121.95  3.000
 TWP  C18  C07  C06  118.87  3.000
 TWP  H8   C11  C12  127.33  3.000
 TWP  H8   C11  C10  126.03  3.000
 TWP  C12  C11  C10  106.63  3.000
 TWP  C11  C12  C17  134.33  3.000
 TWP  C17  C12  C13  118.99  3.000
 TWP  C11  C12  C13  106.68  3.000
 TWP  H9   C14  C15  120.91  3.000
 TWP  H9   C14  C13  121.70  3.000
 TWP  C15  C14  C13  117.39  3.000
 TWP  H10  C16  C17  119.63  3.000
 TWP  H10  C16  C15  119.24  3.000
 TWP  C17  C16  C15  121.13  3.000
 TWP  H11  C18  C19  119.48  3.000
 TWP  H11  C18  C07  119.73  3.000
 TWP  C19  C18  C07  120.78  3.000
 TWP  H12  C19  C18  119.75  3.000
 TWP  H12  C19  C04  119.95  3.000
 TWP  C18  C19  C04  120.29  3.000
 TWP  H13  N02  O01  115.40  3.000
 TWP  H13  N02  C03  123.98  3.000
 TWP  O01  N02  C03  120.37  3.000
 TWP  C08  N09  C13  125.17  3.000
 TWP  C13  N09  C10  108.65  3.000
 TWP  C08  N09  C10  126.07  3.000
 TWP  H14  O01  N02  106.57  3.000
 TWP  H7   C08  H6   106.21  3.000
 TWP  H7   C08  N09  107.77  3.000
 TWP  H6   C08  N09  109.48  3.000
 TWP  H7   C08  C07  109.55  3.000
 TWP  H6   C08  C07  109.77  3.000
 TWP  N09  C08  C07  113.77  3.000
 TWP  O20  C03  N02  123.39  3.000
 TWP  N02  C03  C04  114.35  3.000
 TWP  O20  C03  C04  122.25  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
 TWP  CONST_01  C14  C13  N09  C10   180.00   0.0  0
 TWP  CONST_02  C12  C13  N09  C10     0.00   0.0  0
 TWP  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 TWP  CONST_04  C17  C12  C11  C10   180.00   0.0  0
 TWP  CONST_05  C11  C10  N09  C13     0.00   0.0  0
 TWP  CONST_06  C16  C15  C14  C13     0.00   0.0  0
 TWP  CONST_07  C16  C17  C12  C13     0.00   0.0  0
 TWP  CONST_08  N09  C13  C14  C15   180.00   0.0  0
 TWP  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 TWP  CONST_10  C12  C17  C16  C15     0.00   0.0  0
 TWP  CONST_11  N09  C13  C12  C17   180.00   0.0  0
 TWP  CONST_12  C14  C13  C12  C17     0.00   0.0  0
 TWP  CONST_13  C14  C15  C16  C17     0.00   0.0  0
 TWP  CONST_14  C07  C18  C19  C04     0.00   0.0  0
 TWP  CONST_15  C07  C06  C05  C04     0.00   0.0  0
 TWP  CONST_16  C18  C19  C04  C05     0.00   0.0  0
 TWP  CONST_17  C18  C07  C06  C05     0.00   0.0  0
 TWP  CONST_18  C19  C18  C07  C06     0.00   0.0  0
 TWP  CONST_19  C19  C04  C05  C06     0.00   0.0  0
 TWP  CONST_20  N09  C13  C12  C11     0.00   0.0  0
 TWP  CONST_21  C14  C13  C12  C11   180.00   0.0  0
 TWP  CONST_22  C16  C17  C12  C11   180.00   0.0  0
 TWP  CONST_23  N09  C10  C11  C12     0.00   0.0  0
 TWP  CONST_24  C18  C19  C04  C03   180.00   0.0  0
 TWP  CONST_25  C06  C05  C04  C03   180.00   0.0  0
 TWP  CONST_26  C08  C07  C06  C05   180.00   0.0  0
 TWP  CONST_27  C19  C18  C07  C08   180.00   0.0  0
 TWP  CONST_28  C11  C10  N09  C08   180.00   0.0  0
 TWP  CONST_29  C14  C13  N09  C08     0.00   0.0  0
 TWP  CONST_30  C12  C13  N09  C08   180.00   0.0  0
 TWP  CONST_31  H1   C10  N09  C13   180.00   0.0  0
 TWP  CONST_32  H2   C15  C14  C13   180.00   0.0  0
 TWP  CONST_33  H8   C11  C12  C13   180.00   0.0  0
 TWP  CONST_34  H3   C17  C12  C13   180.00   0.0  0
 TWP  CONST_35  H11  C18  C19  C04   180.00   0.0  0
 TWP  CONST_36  H5   C06  C05  C04   180.00   0.0  0
 TWP  CONST_37  H12  C19  C04  C05   180.00   0.0  0
 TWP  CONST_38  H4   C05  C06  C07   180.00   0.0  0
 TWP  CONST_39  H9   C14  C13  C12   180.00   0.0  0
 TWP  CONST_40  H10  C16  C17  C12   180.00   0.0  0
 TWP  CONST_41  O01  N02  C03  C04   180.00   0.0  0
 TWP  CONST_42  H13  N02  C03  C04     0.00   0.0  0
 TWP  CONST_43  O20  C03  N02  O01     0.00   0.0  0
 TWP  Var_01    C07  C08  N09  C10  -105.45  30.0  1
 TWP  Var_02    N09  C08  C07  C06    23.37  30.0  2
 TWP  Var_03    O20  C03  C04  C05   146.61  30.0  2

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
 TWP  plan-1  C04  0.020
 TWP  plan-1  C05  0.020
 TWP  plan-1  C06  0.020
 TWP  plan-1  C07  0.020
 TWP  plan-1  C18  0.020
 TWP  plan-1  C19  0.020
 TWP  plan-1  H4   0.020
 TWP  plan-1  H5   0.020
 TWP  plan-1  H11  0.020
 TWP  plan-1  H12  0.020
 TWP  plan-1  C08  0.020
 TWP  plan-1  C03  0.020
 TWP  plan-2  C10  0.020
 TWP  plan-2  C13  0.020
 TWP  plan-2  C15  0.020
 TWP  plan-2  C17  0.020
 TWP  plan-2  C11  0.020
 TWP  plan-2  C12  0.020
 TWP  plan-2  C14  0.020
 TWP  plan-2  C16  0.020
 TWP  plan-2  N09  0.020
 TWP  plan-2  H1   0.020
 TWP  plan-2  H2   0.020
 TWP  plan-2  H3   0.020
 TWP  plan-2  H8   0.020
 TWP  plan-2  H9   0.020
 TWP  plan-2  H10  0.020
 TWP  plan-2  C08  0.020
 TWP  plan-3  C04  0.020
 TWP  plan-3  N02  0.020
 TWP  plan-3  O01  0.020
 TWP  plan-3  O20  0.020
 TWP  plan-3  H13  0.020
 TWP  plan-3  C03  0.020

