# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 03:27:01 2022
#   Inital geometry file: a 142 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1C[C@H]2N(C[C@H]1C)c3c(cnc4c(F)c(c(Cl)cc34)c5c(O)cccc5F)N(C)C2=O
#
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
 O7K  O7K  'None                     '  ligand  58  35  .  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_O7K
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
 O7K  C1   C   CH2   0  -0.608  -6.8844  -0.9874   0.5800
 O7K  C2   C   C     0   0.579  -5.7700  -1.5443  -0.2840
 O7K  C3   C   CH2   0  -0.327  -4.1145  -0.5942   1.3059
 O7K  C7   C   CR16  0  -0.140  -0.3377   3.2103  -0.2382
 O7K  C8   C   CR66  0   0.011   1.3024   1.6315  -0.1625
 O7K  C9   C   CR66  0   0.055   0.3827   0.5809   0.0453
 O7K  C10  C   CR6   0   0.340  -0.9864   0.9224   0.0814
 O7K  C11  C   CH2   0  -0.315  -2.3880  -0.7129  -0.9630
 O7K  C12  C   CH1   0  -0.130  -3.3730  -1.8323  -0.6672
 O7K  C13  C   CH3   0  -0.665  -2.7282  -3.0166   0.0443
 O7K  C14  C   CR16  0  -0.300   0.8404  -0.7418   0.2156
 O7K  C15  C   CR6   0  -0.082   2.1797  -0.9964   0.1550
 O7K  C16  C   CR6   0  -0.069   3.1412   0.0216  -0.0612
 O7K  C19  C   CR6   0   0.376   5.2927  -0.2278  -1.3171
 O7K  C20  C   CR16  0  -0.397   6.6594  -0.4970  -1.3358
 O7K  C21  C   CR16  0  -0.230   7.3195  -0.7933  -0.1544
 O7K  C22  C   CR16  0  -0.438   6.6451  -0.8317   1.0581
 O7K  CL   CL  CL    0  -0.101   2.7383  -2.6178   0.3468
 O7K  C18  C   CR6   0  -0.273   4.5885  -0.2562  -0.1101
 O7K  C23  C   CR6   0   0.566   5.2926  -0.5611   1.0432
 O7K  F1   F   F     0  -0.300   4.6095  -0.5893   2.1950
 O7K  C17  C   CR6   0   0.550   2.6733   1.2964  -0.2105
 O7K  F    F   F     0  -0.281   3.5414   2.2859  -0.4006
 O7K  N2   N   N     0  -0.416   0.9323   2.9195  -0.2907
 O7K  C6   C   CR6   0   0.284  -1.3556   2.2398  -0.0758
 O7K  N1   N   NT    0  -0.586  -2.7096   2.5793  -0.1208
 O7K  C5   C   C     0   0.571  -3.6567   1.7421   0.4037
 O7K  O1   O   O     0  -0.444  -4.8422   2.0037   0.3921
 O7K  N3   N   NT    0  -0.495  -1.9715  -0.0498   0.2758
 O7K  C4   C   CH1   0  -0.268  -3.0793   0.4877   1.0465
 O7K  N    N   NT    0  -0.471  -4.4922  -1.2747   0.0866
 O7K  O    O   O     0  -0.500  -6.0186  -2.2075  -1.2814
 O7K  C    C   CH3   0  -0.650  -8.2682  -1.3479   0.0690
 O7K  H1   H   HCH2  0   0.266  -6.7646  -1.3538   1.6035
 O7K  H2   H   HCH2  0   0.270  -6.7766   0.0984   0.6405
 O7K  H3   H   HCH2  0   0.275  -3.6811  -1.3052   2.0146
 O7K  H4   H   HCH2  0   0.295  -4.9763  -0.1529   1.7940
 O7K  H5   H   HCR6  0   0.293  -0.5952   4.2581  -0.3413
 O7K  H6   H   HCH2  0   0.273  -1.5035  -1.1227  -1.4520
 O7K  H7   H   HCH2  0   0.253  -2.8476  -0.0055  -1.6669
 O7K  H8   H   HCH1  0   0.277  -3.7611  -2.1725  -1.6253
 O7K  H9   H   HCH3  0   0.232  -2.2672  -2.7361   0.9913
 O7K  H10  H   HCH3  0   0.245  -3.4646  -3.7964   0.2379
 O7K  H11  H   HCH3  0   0.238  -1.9490  -3.4437  -0.5878
 O7K  H12  H   HCR6  0   0.286   0.1323  -1.5374   0.4005
 O7K  H13  H   HCR6  0   0.279   7.2053  -0.4789  -2.2714
 O7K  H14  H   HCR6  0   0.276   8.3812  -0.9985  -0.1791
 O7K  H15  H   HCR6  0   0.279   7.1529  -1.0632   1.9841
 O7K  H16  H   HCH3  0   0.262  -2.5549   4.0670  -1.5866
 O7K  H17  H   HCH3  0   0.280  -4.1650   3.8391  -0.9097
 O7K  H18  H   HCH3  0   0.260  -2.9307   4.6737   0.0381
 O7K  H19  H   HOH1  0   0.482   5.1660   0.0565  -3.1976
 O7K  H20  H   HCH1  0   0.323  -2.6867   0.7932   2.0245
 O7K  H21  H   HCH3  0   0.226  -8.4200  -2.4261   0.0381
 O7K  H22  H   HCH3  0   0.231  -9.0237  -0.9255   0.7309
 O7K  H23  H   HCH3  0   0.227  -8.4470  -0.9547  -0.9308
 O7K  C24  C   CH3   0  -0.561  -3.1076   3.8649  -0.6713
 O7K  O2   O   OH1   0  -0.612   4.5912   0.0563  -2.4235

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
 O7K  C21  C20  aromatic  1.385  0.020  1.385
 O7K  C21  C22  aromatic  1.388  0.020  1.388
 O7K  C20  C19  aromatic  1.393  0.020  1.393
 O7K  C22  C23  aromatic  1.379  0.020  1.379
 O7K  CL   C15  single    1.726  0.020  1.726
 O7K  C19  O2   single    1.341  0.020  1.341
 O7K  C19  C18  aromatic  1.398  0.020  1.398
 O7K  C23  C18  aromatic  1.385  0.020  1.385
 O7K  C23  F1   single    1.340  0.020  1.340
 O7K  C18  C16  single    1.475  0.020  1.475
 O7K  C15  C16  aromatic  1.417  0.020  1.417
 O7K  C15  C14  aromatic  1.365  0.020  1.365
 O7K  C16  C17  aromatic  1.366  0.020  1.366
 O7K  C14  C9   aromatic  1.410  0.020  1.410
 O7K  C17  F    single    1.330  0.020  1.330
 O7K  C17  C8   aromatic  1.412  0.020  1.412
 O7K  C13  C12  single    1.525  0.020  1.525
 O7K  C9   C8   aromatic  1.412  0.020  1.412
 O7K  C9   C10  aromatic  1.411  0.020  1.411
 O7K  C8   N2   aromatic  1.346  0.020  1.346
 O7K  N3   C10  single    1.398  0.020  1.398
 O7K  N3   C11  single    1.466  0.020  1.466
 O7K  N3   C4   single    1.453  0.020  1.453
 O7K  C12  C11  single    1.520  0.020  1.520
 O7K  C12  N    single    1.460  0.020  1.460
 O7K  C10  C6   aromatic  1.377  0.020  1.377
 O7K  C3   N    single    1.447  0.020  1.447
 O7K  C3   C4   single    1.520  0.020  1.520
 O7K  N    C2   single    1.357  0.020  1.357
 O7K  N2   C7   aromatic  1.304  0.020  1.304
 O7K  C4   C5   single    1.523  0.020  1.523
 O7K  O    C2   double    1.223  0.020  1.223
 O7K  C2   C1   single    1.516  0.020  1.516
 O7K  C1   C    single    1.519  0.020  1.519
 O7K  C6   C7   aromatic  1.416  0.020  1.416
 O7K  C6   N1   single    1.397  0.020  1.397
 O7K  C5   N1   single    1.369  0.020  1.369
 O7K  C5   O1   double    1.214  0.020  1.214
 O7K  N1   C24  single    1.454  0.020  1.454
 O7K  C1   H1   single    0.970  0.020  1.090
 O7K  C1   H2   single    0.970  0.020  1.090
 O7K  C3   H3   single    0.970  0.020  1.090
 O7K  C3   H4   single    0.970  0.020  1.090
 O7K  C7   H5   single    0.930  0.020  1.080
 O7K  C11  H6   single    0.970  0.020  1.090
 O7K  C11  H7   single    0.970  0.020  1.090
 O7K  C12  H8   single    0.970  0.020  1.090
 O7K  C13  H9   single    0.970  0.020  1.090
 O7K  C13  H10  single    0.970  0.020  1.090
 O7K  C13  H11  single    0.970  0.020  1.090
 O7K  C14  H12  single    0.930  0.020  1.080
 O7K  C20  H13  single    0.930  0.020  1.080
 O7K  C21  H14  single    0.930  0.020  1.080
 O7K  C22  H15  single    0.930  0.020  1.080
 O7K  C24  H16  single    0.970  0.020  1.090
 O7K  C24  H17  single    0.970  0.020  1.090
 O7K  C24  H18  single    0.970  0.020  1.090
 O7K  O2   H19  single    0.850  0.020  0.980
 O7K  C4   H20  single    0.970  0.020  1.090
 O7K  C    H21  single    0.970  0.020  1.090
 O7K  C    H22  single    0.970  0.020  1.090
 O7K  C    H23  single    0.970  0.020  1.090

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
 O7K  H2   C1   H1   105.68  3.000
 O7K  H2   C1   C    110.14  3.000
 O7K  H1   C1   C    109.59  3.000
 O7K  H2   C1   C2   108.90  3.000
 O7K  H1   C1   C2   109.25  3.000
 O7K  C    C1   C2   113.01  3.000
 O7K  O    C2   N    121.44  3.000
 O7K  O    C2   C1   120.96  3.000
 O7K  N    C2   C1   117.60  3.000
 O7K  H4   C3   H3   106.73  3.000
 O7K  H4   C3   N    111.30  3.000
 O7K  H3   C3   N    110.11  3.000
 O7K  H4   C3   C4   109.18  3.000
 O7K  H3   C3   C4   107.68  3.000
 O7K  N    C3   C4   111.65  3.000
 O7K  H5   C7   C6   120.19  3.000
 O7K  H5   C7   N2   116.30  3.000
 O7K  C6   C7   N2   123.50  3.000
 O7K  N2   C8   C17  119.38  3.000
 O7K  N2   C8   C9   123.16  3.000
 O7K  C17  C8   C9   117.45  3.000
 O7K  C14  C9   C10  122.59  3.000
 O7K  C10  C9   C8   117.11  3.000
 O7K  C14  C9   C8   120.30  3.000
 O7K  N3   C10  C6   119.49  3.000
 O7K  C6   C10  C9   119.24  3.000
 O7K  N3   C10  C9   121.26  3.000
 O7K  H7   C11  H6   107.10  3.000
 O7K  H7   C11  N3   111.66  3.000
 O7K  H6   C11  N3   108.57  3.000
 O7K  H7   C11  C12  109.13  3.000
 O7K  H6   C11  C12  109.64  3.000
 O7K  N3   C11  C12  110.66  3.000
 O7K  H8   C12  N    107.49  3.000
 O7K  H8   C12  C13  108.59  3.000
 O7K  N    C12  C13  112.33  3.000
 O7K  H8   C12  C11  106.86  3.000
 O7K  N    C12  C11  108.41  3.000
 O7K  C13  C12  C11  112.88  3.000
 O7K  H11  C13  H10  107.79  3.000
 O7K  H11  C13  H9   107.59  3.000
 O7K  H10  C13  H9   108.39  3.000
 O7K  H11  C13  C12  109.63  3.000
 O7K  H10  C13  C12  110.66  3.000
 O7K  H9   C13  C12  112.61  3.000
 O7K  H12  C14  C15  120.88  3.000
 O7K  H12  C14  C9   119.90  3.000
 O7K  C15  C14  C9   119.22  3.000
 O7K  CL   C15  C16  118.19  3.000
 O7K  C16  C15  C14  122.60  3.000
 O7K  CL   C15  C14  119.21  3.000
 O7K  C17  C16  C18  120.55  3.000
 O7K  C17  C16  C15  117.05  3.000
 O7K  C18  C16  C15  122.39  3.000
 O7K  O2   C19  C18  116.96  3.000
 O7K  C18  C19  C20  120.13  3.000
 O7K  O2   C19  C20  122.91  3.000
 O7K  H13  C20  C21  119.99  3.000
 O7K  H13  C20  C19  120.18  3.000
 O7K  C21  C20  C19  119.83  3.000
 O7K  H14  C21  C22  119.45  3.000
 O7K  H14  C21  C20  119.26  3.000
 O7K  C22  C21  C20  121.29  3.000
 O7K  H15  C22  C23  120.79  3.000
 O7K  H15  C22  C21  121.72  3.000
 O7K  C23  C22  C21  117.49  3.000
 O7K  C23  C18  C19  117.86  3.000
 O7K  C23  C18  C16  120.85  3.000
 O7K  C19  C18  C16  121.29  3.000
 O7K  F1   C23  C18  117.47  3.000
 O7K  F1   C23  C22  119.12  3.000
 O7K  C18  C23  C22  123.41  3.000
 O7K  F    C17  C16  119.10  3.000
 O7K  F    C17  C8   117.52  3.000
 O7K  C16  C17  C8   123.38  3.000
 O7K  C8   N2   C7   118.51  3.000
 O7K  N1   C6   C10  119.74  3.000
 O7K  N1   C6   C7   121.78  3.000
 O7K  C10  C6   C7   118.43  3.000
 O7K  C5   N1   C6   120.66  3.000
 O7K  C5   N1   C24  119.77  3.000
 O7K  C6   N1   C24  119.50  3.000
 O7K  C4   C5   O1   123.48  3.000
 O7K  O1   C5   N1   122.70  3.000
 O7K  C4   C5   N1   113.77  3.000
 O7K  C4   N3   C11  113.53  3.000
 O7K  C4   N3   C10  110.73  3.000
 O7K  C11  N3   C10  113.42  3.000
 O7K  H20  C4   N3   107.64  3.000
 O7K  H20  C4   C5   106.41  3.000
 O7K  N3   C4   C5   111.71  3.000
 O7K  H20  C4   C3   106.84  3.000
 O7K  C5   C4   C3   113.58  3.000
 O7K  N3   C4   C3   110.28  3.000
 O7K  C12  N    C3   114.50  3.000
 O7K  C3   N    C2   124.71  3.000
 O7K  C12  N    C2   120.31  3.000
 O7K  H23  C    H22  107.68  3.000
 O7K  H23  C    H21  107.97  3.000
 O7K  H22  C    H21  107.72  3.000
 O7K  H23  C    C1   111.89  3.000
 O7K  H22  C    C1   109.60  3.000
 O7K  H21  C    C1   111.81  3.000
 O7K  H18  C24  H17  108.60  3.000
 O7K  H18  C24  H16  109.10  3.000
 O7K  H17  C24  H16  108.35  3.000
 O7K  H18  C24  N1   111.42  3.000
 O7K  H17  C24  N1   109.21  3.000
 O7K  H16  C24  N1   110.10  3.000
 O7K  H19  O2   C19  110.53  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
 O7K  CONST_01  C17  C8   N2   C7    180.00   0.0  0
 O7K  CONST_02  C9   C8   N2   C7      0.00   0.0  0
 O7K  CONST_03  C9   C10  C6   C7      0.00   0.0  0
 O7K  CONST_04  C18  C16  C17  C8    180.00   0.0  0
 O7K  CONST_05  C15  C16  C17  C8      0.00   0.0  0
 O7K  CONST_06  C15  C14  C9   C8      0.00   0.0  0
 O7K  CONST_07  C6   C10  C9   C8      0.00   0.0  0
 O7K  CONST_08  C6   C7   N2   C8      0.00   0.0  0
 O7K  CONST_09  C16  C15  C14  C9      0.00   0.0  0
 O7K  CONST_10  C16  C17  C8   C9      0.00   0.0  0
 O7K  CONST_11  C15  C14  C9   C10   180.00   0.0  0
 O7K  CONST_12  C17  C8   C9   C10   180.00   0.0  0
 O7K  CONST_13  N2   C8   C9   C10     0.00   0.0  0
 O7K  CONST_14  N2   C7   C6   C10     0.00   0.0  0
 O7K  CONST_15  C18  C16  C15  C14   180.00   0.0  0
 O7K  CONST_16  C17  C16  C15  C14     0.00   0.0  0
 O7K  CONST_17  C17  C8   C9   C14     0.00   0.0  0
 O7K  CONST_18  N2   C8   C9   C14   180.00   0.0  0
 O7K  CONST_19  C6   C10  C9   C14   180.00   0.0  0
 O7K  CONST_22  C20  C19  C18  C16   180.00   0.0  0
 O7K  CONST_23  C22  C23  C18  C16   180.00   0.0  0
 O7K  CONST_24  N2   C8   C17  C16   180.00   0.0  0
 O7K  CONST_25  C22  C21  C20  C19     0.00   0.0  0
 O7K  CONST_26  C22  C23  C18  C19     0.00   0.0  0
 O7K  CONST_28  C23  C22  C21  C20     0.00   0.0  0
 O7K  CONST_29  C23  C18  C19  C20     0.00   0.0  0
 O7K  CONST_30  C18  C19  C20  C21     0.00   0.0  0
 O7K  CONST_31  C18  C23  C22  C21     0.00   0.0  0
 O7K  CONST_33  C4   C5   N1   C6      0.00   0.0  0
 O7K  CONST_34  CL   C15  C14  C9    180.00   0.0  0
 O7K  CONST_35  F    C17  C8   C9    180.00   0.0  0
 O7K  CONST_36  F    C17  C16  C15   180.00   0.0  0
 O7K  CONST_37  O2   C19  C18  C16     0.00   0.0  0
 O7K  CONST_38  F1   C23  C18  C16     0.00   0.0  0
 O7K  CONST_39  F1   C23  C18  C19   180.00   0.0  0
 O7K  CONST_40  O2   C19  C20  C21   180.00   0.0  0
 O7K  CONST_41  F1   C23  C22  C21   180.00   0.0  0
 O7K  CONST_42  C18  C16  C15  CL      0.00   0.0  0
 O7K  CONST_43  C17  C16  C15  CL    180.00   0.0  0
 O7K  CONST_44  F    C17  C16  C18     0.00   0.0  0
 O7K  CONST_45  O2   C19  C18  C23   180.00   0.0  0
 O7K  CONST_46  N2   C8   C17  F       0.00   0.0  0
 O7K  CONST_47  C4   C5   N1   C24   180.00   0.0  0
 O7K  CONST_48  O1   C5   N1   C6    180.00   0.0  0
 O7K  CONST_49  H12  C14  C9   C8    180.00   0.0  0
 O7K  CONST_50  H5   C7   N2   C8    180.00   0.0  0
 O7K  CONST_51  H14  C21  C20  C19   180.00   0.0  0
 O7K  CONST_52  H15  C22  C21  C20   180.00   0.0  0
 O7K  CONST_53  H13  C20  C21  C22   180.00   0.0  0
 O7K  CONST_54  C12  N    C2   C1    180.00   0.0  0
 O7K  CONST_55  C3   N    C2   C1      0.00   0.0  0
 O7K  CONST_56  O    C2   N    C3    180.00   0.0  0
 O7K  CONST_57  O    C2   N    C12     0.00   0.0  0
 O7K  CONST_58  O1   C5   N1   C24     0.00   0.0  0
 O7K  Var_01    C5   N1   C6   C7   -161.22  30.0  1
 O7K  Var_02    C11  N3   C10  C9    -85.49  30.0  1
 O7K  Var_03    C12  C11  N3   C10   175.35  30.0  1
 O7K  Var_04    C4   C3   N    C12    54.49  30.0  1
 O7K  Var_05    H16  C24  N1   C6     43.86  30.0  3
 O7K  Var_06    C    C1   C2   N     179.84  30.0  3
 O7K  Var_07    H21  C    C1   C2     60.37  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 O7K  chir_01  C12  C13  C11  N   positiv
 O7K  chir_02  C4   N3   C3   C5  positiv

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
 O7K  plan-1  C16  0.020
 O7K  plan-1  C19  0.020
 O7K  plan-1  C20  0.020
 O7K  plan-1  C21  0.020
 O7K  plan-1  C22  0.020
 O7K  plan-1  C18  0.020
 O7K  plan-1  C23  0.020
 O7K  plan-1  F1   0.020
 O7K  plan-1  H13  0.020
 O7K  plan-1  H14  0.020
 O7K  plan-1  H15  0.020
 O7K  plan-1  O2   0.020
 O7K  plan-2  C7   0.020
 O7K  plan-2  C8   0.020
 O7K  plan-2  C9   0.020
 O7K  plan-2  C10  0.020
 O7K  plan-2  C14  0.020
 O7K  plan-2  C15  0.020
 O7K  plan-2  C16  0.020
 O7K  plan-2  CL   0.020
 O7K  plan-2  C18  0.020
 O7K  plan-2  C17  0.020
 O7K  plan-2  F    0.020
 O7K  plan-2  N2   0.020
 O7K  plan-2  C6   0.020
 O7K  plan-2  N1   0.020
 O7K  plan-2  N3   0.020
 O7K  plan-2  H5   0.020
 O7K  plan-2  H12  0.020
 O7K  plan-3  C1   0.020
 O7K  plan-3  C2   0.020
 O7K  plan-3  C3   0.020
 O7K  plan-3  C12  0.020
 O7K  plan-3  N    0.020
 O7K  plan-3  O    0.020
 O7K  plan-4  C6   0.020
 O7K  plan-4  N1   0.020
 O7K  plan-4  C5   0.020
 O7K  plan-4  O1   0.020
 O7K  plan-4  C4   0.020
 O7K  plan-4  C24  0.020

