# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 00:08:35 2021
#   Inital geometry file: a 124 line input string
#   Ligand name: N-hydroxy-4-[(1-methyl-1,2-dihydro-1'H-spiro[indole-3,4'-piperidin]-1'-yl)methyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CC2(CCN(CC2)Cc3ccc(cc3)C(=O)NO)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
 QQG  QQG  N-hydroxy-4-[(1-methyl-1,2-dihydro-1'H-spiro[indole-3,4'-piperidin]-1'-yl)methyl]benzamide  ligand  51  26  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QQG
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
 QQG  C10  C  CH2   0  -0.428  -20.0075  24.0286  25.8839
 QQG  C15  C  CR56  0   0.375  -20.4456  24.9008  29.4047
 QQG  C17  C  CR16  0  -0.265  -22.1806  26.4083  30.0569
 QQG  C20  C  CR56  0   0.081  -21.0528  24.7319  28.1495
 QQG  C21  C  CH2   0  -0.400  -20.8446  22.3177  27.4893
 QQG  C22  C  CH2   0  -0.288  -22.0420  22.1245  26.5776
 QQG  C24  C  CR16  0  -0.266  -24.4923  18.7092  23.7327
 QQG  C03  C  CR6   0  -0.069  -23.4305  17.8102  23.7940
 QQG  C04  C  CR16  0  -0.254  -22.1461  18.2988  24.0266
 QQG  C05  C  CR16  0  -0.273  -21.9320  19.6526  24.2152
 QQG  C06  C  CR6   0   0.081  -22.9915  20.5561  24.1569
 QQG  C09  C  CH2   0  -0.292  -21.2050  23.7221  24.9971
 QQG  C11  C  CR5   0  -0.186  -20.2318  23.7239  27.3648
 QQG  C12  C  CH2   0  -0.252  -18.9052  23.8006  28.1408
 QQG  C16  C  CR16  0  -0.358  -20.9972  25.7394  30.3649
 QQG  C18  C  CR16  0  -0.276  -22.7917  26.2510  28.8229
 QQG  C19  C  CR16  0  -0.352  -22.2255  25.4027  27.8651
 QQG  C23  C  CR16  0  -0.298  -24.2702  20.0660  23.9153
 QQG  N08  N  NT    0  -0.417  -21.6790  22.3651  25.1926
 QQG  N13  N  NR5   0  -0.499  -19.2971  24.1419  29.4975
 QQG  N25  N  NH1   0  -0.376  -24.7799  15.8524  23.9784
 QQG  O01  O  O     0  -0.471  -22.7231  15.6575  23.0694
 QQG  O26  O  OH1   0  -0.539  -25.1171  14.5626  23.7155
 QQG  H1   H  HCH2  0   0.233  -19.1589  23.4289  25.5382
 QQG  H2   H  HCH2  0   0.236  -19.7258  25.0761  25.7537
 QQG  H3   H  HCR6  0   0.248  -22.6190  27.0703  30.7932
 QQG  H4   H  HCH2  0   0.237  -21.1317  22.1154  28.5238
 QQG  H5   H  HCH2  0   0.226  -20.0829  21.5790  27.2198
 QQG  H6   H  HCH2  0   0.201  -22.8775  22.7725  26.8955
 QQG  H7   H  HCH2  0   0.244  -22.3995  21.0976  26.6797
 QQG  H8   H  HCR6  0   0.262  -25.4987  18.3699  23.5220
 QQG  H9   H  HCR6  0   0.260  -21.3100  17.6132  24.0692
 QQG  H10  H  HCR6  0   0.252  -20.9341  20.0204  24.4165
 QQG  H11  H  HCH2  0   0.259  -22.4911  22.4213  23.2940
 QQG  H12  H  HCH2  0   0.214  -23.7000  22.5373  24.5579
 QQG  H13  H  HCH2  0   0.243  -20.9053  23.8379  23.9523
 QQG  H14  H  HCH2  0   0.201  -22.0033  24.4629  25.1644
 QQG  H15  H  HCH2  0   0.239  -18.3436  22.8644  28.1112
 QQG  H16  H  HCH2  0   0.222  -18.2652  24.5879  27.7109
 QQG  H17  H  HCH3  0   0.244  -18.6554  24.5015  31.4519
 QQG  H18  H  HCH3  0   0.248  -17.4745  23.7389  30.3993
 QQG  H19  H  HCH3  0   0.215  -17.8127  25.4694  30.2305
 QQG  H20  H  HCR6  0   0.253  -20.5260  25.8838  31.3288
 QQG  H21  H  HCR6  0   0.243  -23.7050  26.7849  28.5959
 QQG  H22  H  HCR6  0   0.243  -22.7106  25.2970  26.9043
 QQG  H23  H  HCR6  0   0.256  -25.1069  20.7525  23.8634
 QQG  H25  H  HNH1  0   0.422  -25.4654  16.3840  24.4938
 QQG  H26  H  HOH1  0   0.478  -24.7645  14.0294  24.4410
 QQG  C07  C  CH2   0  -0.309  -22.7544  22.0386  24.2856
 QQG  C14  C  CH3   0  -0.536  -18.2629  24.4895  30.4352
 QQG  C02  C  C     0   0.491  -23.5980  16.3457  23.5692

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
 QQG  O01  C02  double    1.220  0.020  1.220
 QQG  C04  C05  aromatic  1.384  0.020  1.384
 QQG  C04  C03  aromatic  1.394  0.020  1.394
 QQG  C02  C03  single    1.491  0.020  1.491
 QQG  C02  N25  single    1.345  0.020  1.345
 QQG  C05  C06  aromatic  1.394  0.020  1.394
 QQG  C03  C24  aromatic  1.393  0.020  1.393
 QQG  C06  C07  single    1.507  0.020  1.507
 QQG  C06  C23  aromatic  1.391  0.020  1.391
 QQG  C24  C23  aromatic  1.387  0.020  1.387
 QQG  C07  N08  single    1.444  0.020  1.444
 QQG  O26  N25  single    1.359  0.020  1.359
 QQG  C09  N08  single    1.451  0.020  1.451
 QQG  C09  C10  single    1.521  0.020  1.521
 QQG  N08  C22  single    1.452  0.020  1.452
 QQG  C10  C11  single    1.528  0.020  1.528
 QQG  C22  C21  single    1.517  0.020  1.517
 QQG  C11  C21  single    1.539  0.020  1.539
 QQG  C11  C20  single    1.519  0.020  1.519
 QQG  C11  C12  single    1.539  0.020  1.539
 QQG  C19  C20  aromatic  1.381  0.020  1.381
 QQG  C19  C18  aromatic  1.399  0.020  1.399
 QQG  C20  C15  aromatic  1.405  0.020  1.405
 QQG  C12  N13  single    1.453  0.020  1.453
 QQG  C18  C17  aromatic  1.386  0.020  1.386
 QQG  C15  N13  single    1.380  0.020  1.380
 QQG  C15  C16  aromatic  1.389  0.020  1.389
 QQG  N13  C14  single    1.439  0.020  1.439
 QQG  C17  C16  aromatic  1.394  0.020  1.394
 QQG  C10  H1   single    0.970  0.020  1.090
 QQG  C10  H2   single    0.970  0.020  1.090
 QQG  C17  H3   single    0.930  0.020  1.080
 QQG  C21  H4   single    0.970  0.020  1.090
 QQG  C21  H5   single    0.970  0.020  1.090
 QQG  C22  H6   single    0.970  0.020  1.090
 QQG  C22  H7   single    0.970  0.020  1.090
 QQG  C24  H8   single    0.930  0.020  1.080
 QQG  C04  H9   single    0.930  0.020  1.080
 QQG  C05  H10  single    0.930  0.020  1.080
 QQG  C07  H11  single    0.970  0.020  1.090
 QQG  C07  H12  single    0.970  0.020  1.090
 QQG  C09  H13  single    0.970  0.020  1.090
 QQG  C09  H14  single    0.970  0.020  1.090
 QQG  C12  H15  single    0.970  0.020  1.090
 QQG  C12  H16  single    0.970  0.020  1.090
 QQG  C14  H17  single    0.970  0.020  1.090
 QQG  C14  H18  single    0.970  0.020  1.090
 QQG  C14  H19  single    0.970  0.020  1.090
 QQG  C16  H20  single    0.930  0.020  1.080
 QQG  C18  H21  single    0.930  0.020  1.080
 QQG  C19  H22  single    0.930  0.020  1.080
 QQG  C23  H23  single    0.930  0.020  1.080
 QQG  N25  H25  single    0.860  0.020  1.020
 QQG  O26  H26  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
 QQG  H2   C10  H1   106.71  3.000
 QQG  H2   C10  C11  110.15  3.000
 QQG  H1   C10  C11  108.09  3.000
 QQG  H2   C10  C09  109.06  3.000
 QQG  H1   C10  C09  108.40  3.000
 QQG  C11  C10  C09  114.15  3.000
 QQG  N13  C15  C16  128.03  3.000
 QQG  C16  C15  C20  121.25  3.000
 QQG  N13  C15  C20  110.72  3.000
 QQG  H3   C17  C18  119.76  3.000
 QQG  H3   C17  C16  119.14  3.000
 QQG  C18  C17  C16  121.10  3.000
 QQG  C19  C20  C11  132.48  3.000
 QQG  C19  C20  C15  119.53  3.000
 QQG  C11  C20  C15  107.93  3.000
 QQG  H5   C21  H4   106.92  3.000
 QQG  H5   C21  C11  108.63  3.000
 QQG  H4   C21  C11  110.51  3.000
 QQG  H5   C21  C22  108.38  3.000
 QQG  H4   C21  C22  109.76  3.000
 QQG  C11  C21  C22  112.46  3.000
 QQG  H7   C22  H6   106.09  3.000
 QQG  H7   C22  N08  109.08  3.000
 QQG  H6   C22  N08  111.51  3.000
 QQG  H7   C22  C21  108.78  3.000
 QQG  H6   C22  C21  110.45  3.000
 QQG  N08  C22  C21  110.78  3.000
 QQG  H8   C24  C23  118.75  3.000
 QQG  H8   C24  C03  120.99  3.000
 QQG  C23  C24  C03  120.24  3.000
 QQG  C04  C03  C02  118.23  3.000
 QQG  C02  C03  C24  122.80  3.000
 QQG  C04  C03  C24  118.92  3.000
 QQG  H9   C04  C05  119.67  3.000
 QQG  H9   C04  C03  119.76  3.000
 QQG  C05  C04  C03  120.56  3.000
 QQG  H10  C05  C06  119.24  3.000
 QQG  H10  C05  C04  120.03  3.000
 QQG  C06  C05  C04  120.73  3.000
 QQG  C23  C06  C07  120.42  3.000
 QQG  C23  C06  C05  118.55  3.000
 QQG  C07  C06  C05  120.97  3.000
 QQG  H14  C09  H13  105.81  3.000
 QQG  H14  C09  N08  111.83  3.000
 QQG  H13  C09  N08  108.51  3.000
 QQG  H14  C09  C10  110.27  3.000
 QQG  H13  C09  C10  108.66  3.000
 QQG  N08  C09  C10  111.53  3.000
 QQG  C12  C11  C21  110.37  3.000
 QQG  C12  C11  C20   99.93  3.000
 QQG  C21  C11  C20  110.45  3.000
 QQG  C12  C11  C10  110.62  3.000
 QQG  C20  C11  C10  116.60  3.000
 QQG  C21  C11  C10  108.60  3.000
 QQG  H16  C12  H15  107.65  3.000
 QQG  H16  C12  N13  110.68  3.000
 QQG  H15  C12  N13  111.44  3.000
 QQG  H16  C12  C11  109.84  3.000
 QQG  H15  C12  C11  112.76  3.000
 QQG  N13  C12  C11  104.48  3.000
 QQG  H20  C16  C17  120.15  3.000
 QQG  H20  C16  C15  121.54  3.000
 QQG  C17  C16  C15  118.30  3.000
 QQG  H21  C18  C19  119.81  3.000
 QQG  H21  C18  C17  120.20  3.000
 QQG  C19  C18  C17  119.99  3.000
 QQG  H22  C19  C18  119.07  3.000
 QQG  H22  C19  C20  121.10  3.000
 QQG  C18  C19  C20  119.82  3.000
 QQG  H23  C23  C06  119.68  3.000
 QQG  H23  C23  C24  119.33  3.000
 QQG  C06  C23  C24  120.99  3.000
 QQG  C09  N08  C07  111.73  3.000
 QQG  C09  N08  C22  111.43  3.000
 QQG  C07  N08  C22  112.05  3.000
 QQG  C14  N13  C12  118.13  3.000
 QQG  C14  N13  C15  120.62  3.000
 QQG  C12  N13  C15  106.92  3.000
 QQG  H25  N25  O26  115.49  3.000
 QQG  H25  N25  C02  124.01  3.000
 QQG  O26  N25  C02  120.50  3.000
 QQG  H26  O26  N25  106.72  3.000
 QQG  H12  C07  H11  105.76  3.000
 QQG  H12  C07  N08  112.40  3.000
 QQG  H11  C07  N08  108.10  3.000
 QQG  H12  C07  C06  109.33  3.000
 QQG  H11  C07  C06  107.72  3.000
 QQG  N08  C07  C06  113.16  3.000
 QQG  H19  C14  H18  108.19  3.000
 QQG  H19  C14  H17  108.17  3.000
 QQG  H18  C14  H17  107.40  3.000
 QQG  H19  C14  N13  112.89  3.000
 QQG  H18  C14  N13  109.41  3.000
 QQG  H17  C14  N13  110.59  3.000
 QQG  O01  C02  N25  123.23  3.000
 QQG  N25  C02  C03  114.41  3.000
 QQG  O01  C02  C03  122.36  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
 QQG  CONST_01  C18  C19  C20  C15    0.00   0.0  0
 QQG  CONST_02  C18  C17  C16  C15    0.00   0.0  0
 QQG  CONST_03  C20  C19  C18  C17    0.00   0.0  0
 QQG  CONST_04  C20  C15  C16  C17    0.00   0.0  0
 QQG  CONST_05  C05  C04  C03  C24    0.00   0.0  0
 QQG  CONST_06  C05  C06  C23  C24    0.00   0.0  0
 QQG  CONST_07  C06  C05  C04  C03    0.00   0.0  0
 QQG  CONST_08  C06  C23  C24  C03    0.00   0.0  0
 QQG  CONST_09  C23  C06  C05  C04    0.00   0.0  0
 QQG  CONST_10  C23  C24  C03  C04    0.00   0.0  0
 QQG  CONST_11  C19  C20  C15  C16    0.00   0.0  0
 QQG  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 QQG  CONST_13  C07  C06  C23  C24  180.00   0.0  0
 QQG  CONST_14  C05  C04  C03  C02  180.00   0.0  0
 QQG  CONST_15  C23  C24  C03  C02  180.00   0.0  0
 QQG  CONST_16  C07  C06  C05  C04  180.00   0.0  0
 QQG  CONST_17  H22  C19  C20  C15  180.00   0.0  0
 QQG  CONST_18  H3   C17  C16  C15  180.00   0.0  0
 QQG  CONST_19  H21  C18  C19  C20  180.00   0.0  0
 QQG  CONST_20  H20  C16  C15  C20  180.00   0.0  0
 QQG  CONST_21  H9   C04  C03  C24  180.00   0.0  0
 QQG  CONST_22  H10  C05  C04  C03  180.00   0.0  0
 QQG  CONST_23  H23  C23  C24  C03  180.00   0.0  0
 QQG  CONST_24  H8   C24  C03  C04  180.00   0.0  0
 QQG  CONST_25  O26  N25  C02  C03  180.00   0.0  0
 QQG  CONST_26  H25  N25  C02  C03    0.00   0.0  0
 QQG  CONST_27  O26  N25  C02  O01    0.00   0.0  0
 QQG  Var_01    C22  N08  C09  C10   57.92  30.0  1
 QQG  Var_02    C22  C21  C11  C10  -50.02  30.0  3
 QQG  Var_03    C19  C20  C11  C10   44.03  30.0  1
 QQG  Var_04    N13  C12  C11  C10  153.29  30.0  1
 QQG  Var_05    C11  C12  N13  C15  -30.66  30.0  1
 QQG  Var_06    C09  C10  C11  C20  -77.70  30.0  3
 QQG  Var_07    C12  N13  C15  C20   18.40  30.0  1
 QQG  Var_08    C09  N08  C22  C21  -60.73  30.0  1
 QQG  Var_09    N08  C09  C10  C11  -52.63  30.0  1
 QQG  Var_10    N08  C22  C21  C11   57.54  30.0  1
 QQG  Var_11    C06  C07  N08  C22  -71.63  30.0  2
 QQG  Var_12    N08  C07  C06  C05  -34.69  30.0  2
 QQG  Var_13    O01  C02  C03  C24  148.11  30.0  2
 QQG  Var_14    H17  C14  N13  C15   58.39  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
 QQG  plan-1  C24  0.020
 QQG  plan-1  C03  0.020
 QQG  plan-1  C04  0.020
 QQG  plan-1  C05  0.020
 QQG  plan-1  C06  0.020
 QQG  plan-1  C23  0.020
 QQG  plan-1  H8   0.020
 QQG  plan-1  H9   0.020
 QQG  plan-1  H10  0.020
 QQG  plan-1  H23  0.020
 QQG  plan-1  C07  0.020
 QQG  plan-1  C02  0.020
 QQG  plan-2  C15  0.020
 QQG  plan-2  C17  0.020
 QQG  plan-2  C20  0.020
 QQG  plan-2  C11  0.020
 QQG  plan-2  C16  0.020
 QQG  plan-2  C18  0.020
 QQG  plan-2  C19  0.020
 QQG  plan-2  N13  0.020
 QQG  plan-2  H3   0.020
 QQG  plan-2  H20  0.020
 QQG  plan-2  H21  0.020
 QQG  plan-2  H22  0.020
 QQG  plan-3  C03  0.020
 QQG  plan-3  N25  0.020
 QQG  plan-3  O01  0.020
 QQG  plan-3  O26  0.020
 QQG  plan-3  H25  0.020
 QQG  plan-3  C02  0.020

