# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 12:34:04 2021
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-({3-[(dimethylamino)methyl]-1H-indol-1-yl}methyl)-N-hydroxybenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)Cc1cn(Cc2ccc(cc2)C(=O)NO)c3ccccc13
#
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
 TWM  TWM  4-({3-[(dimethylamino)methyl]-1H-indol-1-yl}methyl)-N-hydroxybenzamide  ligand  45  24  .  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_TWM
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
 TWM  C10  C  CR15  0  -0.071  28.8416  42.2325  34.1243
 TWM  C15  C  CH3   0  -0.518  29.7163  40.7768  30.7545
 TWM  C17  C  CR56  0   0.371  28.6395  40.2542  35.1212
 TWM  C20  C  CR16  0  -0.267  30.0649  37.9097  34.9003
 TWM  C21  C  CR16  0  -0.381  30.4535  38.9902  34.1324
 TWM  C22  C  CR16  0  -0.269  25.5206  41.0678  33.8285
 TWM  C04  C  CR6   0  -0.065  23.2630  40.3076  34.2026
 TWM  C05  C  CR16  0  -0.267  23.4012  40.6065  35.5553
 TWM  C06  C  CR16  0  -0.291  24.5920  41.1302  36.0354
 TWM  C07  C  CR6   0   0.097  25.6624  41.3656  35.1809
 TWM  C11  C  CR5   0  -0.021  29.8481  41.4694  33.6059
 TWM  C12  C  CH2   0  -0.373  30.8423  41.8855  32.5714
 TWM  C14  C  CH3   0  -0.525  31.2440  42.5531  30.3187
 TWM  C16  C  CR56  0   0.045  29.7356  40.1873  34.2343
 TWM  C18  C  CR16  0  -0.301  28.2419  39.1670  35.8975
 TWM  C19  C  CR16  0  -0.285  28.9697  37.9983  35.7754
 TWM  C23  C  CR16  0  -0.253  24.3305  40.5550  33.3428
 TWM  N02  N  NH1   0  -0.375  21.3119  38.9586  34.4379
 TWM  N09  N  NR5   0  -0.528  28.1175  41.5163  35.0411
 TWM  N13  N  NT    0  -0.395  30.2649  42.0226  31.2423
 TWM  O01  O  OH1   0  -0.539  20.0802  38.5061  34.0860
 TWM  O24  O  O     0  -0.469  21.6430  40.0386  32.4823
 TWM  H1   H  HCR5  0   0.288  28.5794  43.2579  33.9094
 TWM  H2   H  HCH3  0   0.238  28.9106  40.4311  31.4023
 TWM  H3   H  HCH3  0   0.232  29.2985  40.9241  29.7576
 TWM  H4   H  HCH3  0   0.186  30.4641  39.9694  30.6872
 TWM  H5   H  HCR6  0   0.246  30.6102  36.9773  34.8287
 TWM  H6   H  HCR6  0   0.240  31.3006  38.9100  33.4615
 TWM  H7   H  HCR6  0   0.260  26.3420  41.2331  33.1418
 TWM  H8   H  HCR6  0   0.266  22.5825  40.4538  36.2473
 TWM  H9   H  HCR6  0   0.263  24.6855  41.3572  37.0906
 TWM  H10  H  HCH2  0   0.279  27.0232  41.7477  36.7921
 TWM  H11  H  HCH2  0   0.294  26.8952  43.0555  35.6388
 TWM  H12  H  HCH2  0   0.201  31.6817  41.1678  32.5716
 TWM  H13  H  HCH2  0   0.243  31.2744  42.8530  32.8418
 TWM  H14  H  HCH3  0   0.231  31.6087  43.5192  30.6727
 TWM  H15  H  HCH3  0   0.190  32.1178  41.8957  30.1827
 TWM  H16  H  HCH3  0   0.234  30.7892  42.7061  29.3390
 TWM  H17  H  HCR6  0   0.259  27.3974  39.2270  36.5721
 TWM  H18  H  HCR6  0   0.249  28.6897  37.1350  36.3652
 TWM  H19  H  HCR6  0   0.265  24.2345  40.3364  32.2874
 TWM  H20  H  HNH1  0   0.423  21.6358  38.6758  35.3507
 TWM  H22  H  HOH1  0   0.479  20.2172  37.6793  33.6037
 TWM  C08  C  CH2   0  -0.376  26.9351  41.9683  35.7257
 TWM  C03  C  C     0   0.492  21.9990  39.7719  33.6180

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
 TWM  C14  N13  single    1.447  0.020  1.447
 TWM  C15  N13  single    1.446  0.020  1.446
 TWM  N13  C12  single    1.456  0.020  1.456
 TWM  C12  C11  single    1.494  0.020  1.494
 TWM  O24  C03  double    1.220  0.020  1.220
 TWM  C23  C22  aromatic  1.384  0.020  1.384
 TWM  C23  C04  aromatic  1.393  0.020  1.393
 TWM  C11  C10  aromatic  1.365  0.020  1.365
 TWM  C11  C16  aromatic  1.432  0.020  1.432
 TWM  C03  C04  single    1.492  0.020  1.492
 TWM  C03  N02  single    1.344  0.020  1.344
 TWM  C22  C07  aromatic  1.392  0.020  1.392
 TWM  C10  N09  aromatic  1.370  0.020  1.370
 TWM  O01  N02  single    1.359  0.020  1.359
 TWM  C16  C21  aromatic  1.400  0.020  1.400
 TWM  C16  C17  aromatic  1.412  0.020  1.412
 TWM  C21  C20  aromatic  1.381  0.020  1.381
 TWM  C04  C05  aromatic  1.392  0.020  1.392
 TWM  N09  C17  aromatic  1.368  0.020  1.368
 TWM  N09  C08  single    1.439  0.020  1.439
 TWM  C20  C19  aromatic  1.405  0.020  1.405
 TWM  C17  C18  aromatic  1.394  0.020  1.394
 TWM  C07  C08  single    1.510  0.020  1.510
 TWM  C07  C06  aromatic  1.390  0.020  1.390
 TWM  C05  C06  aromatic  1.387  0.020  1.387
 TWM  C19  C18  aromatic  1.382  0.020  1.382
 TWM  C10  H1   single    0.930  0.020  1.080
 TWM  C15  H2   single    0.970  0.020  1.090
 TWM  C15  H3   single    0.970  0.020  1.090
 TWM  C15  H4   single    0.970  0.020  1.090
 TWM  C20  H5   single    0.930  0.020  1.080
 TWM  C21  H6   single    0.930  0.020  1.080
 TWM  C22  H7   single    0.930  0.020  1.080
 TWM  C05  H8   single    0.930  0.020  1.080
 TWM  C06  H9   single    0.930  0.020  1.080
 TWM  C08  H10  single    0.970  0.020  1.090
 TWM  C08  H11  single    0.970  0.020  1.090
 TWM  C12  H12  single    0.970  0.020  1.090
 TWM  C12  H13  single    0.970  0.020  1.090
 TWM  C14  H14  single    0.970  0.020  1.090
 TWM  C14  H15  single    0.970  0.020  1.090
 TWM  C14  H16  single    0.970  0.020  1.090
 TWM  C18  H17  single    0.930  0.020  1.080
 TWM  C19  H18  single    0.930  0.020  1.080
 TWM  C23  H19  single    0.930  0.020  1.080
 TWM  N02  H20  single    0.860  0.020  1.020
 TWM  O01  H22  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
 TWM  H1   C10  N09  120.07  3.000
 TWM  H1   C10  C11  129.35  3.000
 TWM  N09  C10  C11  110.58  3.000
 TWM  H4   C15  H3   107.63  3.000
 TWM  H4   C15  H2   107.77  3.000
 TWM  H3   C15  H2   107.62  3.000
 TWM  H4   C15  N13  113.22  3.000
 TWM  H3   C15  N13  109.71  3.000
 TWM  H2   C15  N13  110.68  3.000
 TWM  N09  C17  C18  130.04  3.000
 TWM  C18  C17  C16  122.31  3.000
 TWM  N09  C17  C16  107.65  3.000
 TWM  H5   C20  C19  119.23  3.000
 TWM  H5   C20  C21  119.69  3.000
 TWM  C19  C20  C21  121.09  3.000
 TWM  H6   C21  C16  120.62  3.000
 TWM  H6   C21  C20  120.41  3.000
 TWM  C16  C21  C20  118.97  3.000
 TWM  H7   C22  C23  119.08  3.000
 TWM  H7   C22  C07  120.40  3.000
 TWM  C23  C22  C07  120.52  3.000
 TWM  C23  C04  C05  119.05  3.000
 TWM  C05  C04  C03  122.81  3.000
 TWM  C23  C04  C03  118.11  3.000
 TWM  H8   C05  C06  118.77  3.000
 TWM  H8   C05  C04  121.04  3.000
 TWM  C06  C05  C04  120.18  3.000
 TWM  H9   C06  C07  119.80  3.000
 TWM  H9   C06  C05  119.37  3.000
 TWM  C07  C06  C05  120.83  3.000
 TWM  C08  C07  C06  119.66  3.000
 TWM  C06  C07  C22  118.86  3.000
 TWM  C08  C07  C22  121.45  3.000
 TWM  C16  C11  C12  127.26  3.000
 TWM  C16  C11  C10  106.01  3.000
 TWM  C12  C11  C10  126.71  3.000
 TWM  H13  C12  H12  105.93  3.000
 TWM  H13  C12  N13  107.41  3.000
 TWM  H12  C12  N13  111.28  3.000
 TWM  H13  C12  C11  109.76  3.000
 TWM  H12  C12  C11  108.95  3.000
 TWM  N13  C12  C11  113.24  3.000
 TWM  H16  C14  H15  107.66  3.000
 TWM  H16  C14  H14  107.85  3.000
 TWM  H15  C14  H14  107.65  3.000
 TWM  H16  C14  N13  110.03  3.000
 TWM  H15  C14  N13  113.37  3.000
 TWM  H14  C14  N13  110.10  3.000
 TWM  C11  C16  C21  133.90  3.000
 TWM  C21  C16  C17  118.99  3.000
 TWM  C11  C16  C17  107.11  3.000
 TWM  H17  C18  C19  120.84  3.000
 TWM  H17  C18  C17  121.76  3.000
 TWM  C19  C18  C17  117.40  3.000
 TWM  H18  C19  C18  119.34  3.000
 TWM  H18  C19  C20  119.40  3.000
 TWM  C18  C19  C20  121.26  3.000
 TWM  H19  C23  C04  119.88  3.000
 TWM  H19  C23  C22  119.57  3.000
 TWM  C04  C23  C22  120.54  3.000
 TWM  H20  N02  O01  115.59  3.000
 TWM  H20  N02  C03  123.88  3.000
 TWM  O01  N02  C03  120.47  3.000
 TWM  C08  N09  C17  125.12  3.000
 TWM  C08  N09  C10  126.04  3.000
 TWM  C17  N09  C10  108.64  3.000
 TWM  C14  N13  C12  110.42  3.000
 TWM  C12  N13  C15  112.17  3.000
 TWM  C14  N13  C15  110.94  3.000
 TWM  H22  O01  N02  106.59  3.000
 TWM  H11  C08  H10  106.37  3.000
 TWM  H11  C08  N09  107.76  3.000
 TWM  H10  C08  N09  109.55  3.000
 TWM  H11  C08  C07  109.76  3.000
 TWM  H10  C08  C07  109.86  3.000
 TWM  N09  C08  C07  113.30  3.000
 TWM  O24  C03  N02  123.45  3.000
 TWM  N02  C03  C04  114.29  3.000
 TWM  O24  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
 TWM  CONST_01  C21  C16  C11  C10  180.00   0.0  0
 TWM  CONST_02  C17  C16  C11  C10    0.00   0.0  0
 TWM  CONST_03  C16  C17  N09  C10    0.00   0.0  0
 TWM  CONST_04  C18  C17  N09  C10  180.00   0.0  0
 TWM  CONST_05  C20  C21  C16  C17    0.00   0.0  0
 TWM  CONST_06  C11  C10  N09  C17    0.00   0.0  0
 TWM  CONST_07  C20  C19  C18  C17    0.00   0.0  0
 TWM  CONST_08  C11  C16  C21  C20  180.00   0.0  0
 TWM  CONST_09  N09  C17  C16  C21  180.00   0.0  0
 TWM  CONST_10  C18  C17  C16  C21    0.00   0.0  0
 TWM  CONST_11  C18  C19  C20  C21    0.00   0.0  0
 TWM  CONST_12  C05  C04  C23  C22    0.00   0.0  0
 TWM  CONST_13  C05  C06  C07  C22    0.00   0.0  0
 TWM  CONST_14  C07  C22  C23  C04    0.00   0.0  0
 TWM  CONST_15  C07  C06  C05  C04    0.00   0.0  0
 TWM  CONST_16  C23  C22  C07  C06    0.00   0.0  0
 TWM  CONST_17  C23  C04  C05  C06    0.00   0.0  0
 TWM  CONST_18  N09  C17  C16  C11    0.00   0.0  0
 TWM  CONST_19  C18  C17  C16  C11  180.00   0.0  0
 TWM  CONST_20  N09  C10  C11  C16    0.00   0.0  0
 TWM  CONST_21  C19  C20  C21  C16    0.00   0.0  0
 TWM  CONST_22  C19  C18  C17  C16    0.00   0.0  0
 TWM  CONST_23  N09  C17  C18  C19  180.00   0.0  0
 TWM  CONST_24  C12  C11  C16  C17  180.00   0.0  0
 TWM  CONST_25  C12  C11  C16  C21    0.00   0.0  0
 TWM  CONST_26  C03  C04  C23  C22  180.00   0.0  0
 TWM  CONST_27  C06  C05  C04  C03  180.00   0.0  0
 TWM  CONST_28  C08  C07  C06  C05  180.00   0.0  0
 TWM  CONST_29  C11  C10  N09  C08  180.00   0.0  0
 TWM  CONST_30  C16  C17  N09  C08  180.00   0.0  0
 TWM  CONST_31  C18  C17  N09  C08    0.00   0.0  0
 TWM  CONST_32  C23  C22  C07  C08  180.00   0.0  0
 TWM  CONST_33  N09  C10  C11  C12  180.00   0.0  0
 TWM  CONST_34  H6   C21  C16  C17  180.00   0.0  0
 TWM  CONST_35  H1   C10  N09  C17  180.00   0.0  0
 TWM  CONST_36  H18  C19  C18  C17  180.00   0.0  0
 TWM  CONST_37  H17  C18  C19  C20  180.00   0.0  0
 TWM  CONST_38  H9   C06  C07  C22  180.00   0.0  0
 TWM  CONST_39  H7   C22  C23  C04  180.00   0.0  0
 TWM  CONST_40  H19  C23  C04  C05  180.00   0.0  0
 TWM  CONST_41  H8   C05  C06  C07  180.00   0.0  0
 TWM  CONST_42  H5   C20  C21  C16  180.00   0.0  0
 TWM  CONST_43  O01  N02  C03  C04  180.00   0.0  0
 TWM  CONST_44  H20  N02  C03  C04    0.00   0.0  0
 TWM  CONST_45  O24  C03  N02  O01    0.00   0.0  0
 TWM  Var_01    C07  C08  N09  C10  104.01  30.0  2
 TWM  Var_02    N09  C08  C07  C22  -33.67  30.0  2
 TWM  Var_03    N13  C12  C11  C10  -71.46  30.0  3
 TWM  Var_04    O24  C03  C04  C05  147.22  30.0  2
 TWM  Var_05    C11  C12  N13  C15  -61.37  30.0  3
 TWM  Var_06    H14  C14  N13  C15  176.91  30.0  3
 TWM  Var_07    H2   C15  N13  C12   61.56  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
 TWM  plan-1  C22  0.020
 TWM  plan-1  C04  0.020
 TWM  plan-1  C05  0.020
 TWM  plan-1  C06  0.020
 TWM  plan-1  C07  0.020
 TWM  plan-1  C23  0.020
 TWM  plan-1  H7   0.020
 TWM  plan-1  H8   0.020
 TWM  plan-1  H9   0.020
 TWM  plan-1  H19  0.020
 TWM  plan-1  C08  0.020
 TWM  plan-1  C03  0.020
 TWM  plan-2  C10  0.020
 TWM  plan-2  C17  0.020
 TWM  plan-2  C20  0.020
 TWM  plan-2  C21  0.020
 TWM  plan-2  C11  0.020
 TWM  plan-2  C12  0.020
 TWM  plan-2  C16  0.020
 TWM  plan-2  C18  0.020
 TWM  plan-2  C19  0.020
 TWM  plan-2  N09  0.020
 TWM  plan-2  H1   0.020
 TWM  plan-2  H5   0.020
 TWM  plan-2  H6   0.020
 TWM  plan-2  H17  0.020
 TWM  plan-2  H18  0.020
 TWM  plan-2  C08  0.020
 TWM  plan-3  C04  0.020
 TWM  plan-3  N02  0.020
 TWM  plan-3  O01  0.020
 TWM  plan-3  O24  0.020
 TWM  plan-3  H20  0.020
 TWM  plan-3  C03  0.020

