# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 05:17:55 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 5-fluoro-N-{4-[1-(2-hydroxy-2-methylpropanoyl)piperidin-4-yl]phenyl}-2H-isoindole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)C(=O)N1CCC(CC1)c2ccc(NC(=O)n3cc4ccc(F)cc4c3)cc2
#
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
 8HV  8HV  5-fluoro-N-{4-[1-(2-hydroxy-2-methylpropanoyl)piperidin-4-yl]phenyl}-2H-isoindole-2-carboxamide  ligand  57  31  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8HV
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
 8HV  N1   N  NH1   0  -0.776   2.2551   0.0955  -0.0541
 8HV  C4   C  CH2   0  -0.326  -5.4860   1.8101   0.6207
 8HV  C5   C  CH2   0  -0.411  -3.9930   1.5777   0.8082
 8HV  C6   C  CH1   0  -0.353  -3.3236   1.2763  -0.5356
 8HV  C7   C  CH2   0  -0.409  -4.0650   0.1427  -1.2504
 8HV  C8   C  CH2   0  -0.344  -5.5641   0.4096  -1.3360
 8HV  C10  C  CR16  0  -0.311  -1.3910  -0.0968   0.3529
 8HV  C13  C  C     0   0.756   3.2881   0.9607  -0.0276
 8HV  C15  C  CR56  0   0.004   6.2110  -1.1202  -0.2062
 8HV  C17  C  CR16  0  -0.420   8.4030  -2.0784  -0.1542
 8HV  C20  C  CR56  0   0.027   6.7274   0.0980   0.3604
 8HV  C21  C  CR15  0  -0.074   5.6742   0.9754   0.4735
 8HV  C22  C  CR16  0  -0.273   0.4574   1.5262  -0.9264
 8HV  C18  C  CR6   0   0.519   8.8854  -0.8650   0.4152
 8HV  C16  C  CR16  0  -0.299   7.0852  -2.2101  -0.4633
 8HV  C19  C  CR16  0  -0.499   8.1087   0.2106   0.6810
 8HV  C14  C  CR15  0  -0.097   4.8599  -0.9395  -0.4072
 8HV  N2   N  NR5   0  -0.538   4.5571   0.3279   0.0136
 8HV  O2   O  O     0  -0.450   3.2104   2.1661  -0.0322
 8HV  C12  C  CR6   0   0.352   0.8985   0.4469  -0.1685
 8HV  C11  C  CR16  0  -0.312  -0.0379  -0.3633   0.4697
 8HV  C23  C  CR16  0  -0.338  -0.9031   1.7826  -1.0249
 8HV  C9   C  CR6   0   0.194  -1.8523   0.9847  -0.3954
 8HV  N    N  NT    0  -0.443  -6.1173   0.6605  -0.0124
 8HV  C3   C  C     0   0.547  -6.8743  -0.1726   0.7379
 8HV  O1   O  O     0  -0.498  -7.0345   0.0206   1.9373
 8HV  C1   C  CT    0   0.075  -7.5779  -1.3879   0.0844
 8HV  O    O  OH1   0  -0.655  -8.0618  -1.1034  -1.2136
 8HV  C2   C  CH3   0  -0.668  -6.5759  -2.5342  -0.0401
 8HV  C    C  CH3   0  -0.658  -8.7428  -1.8295   0.9704
 8HV  H1   H  HNH1  0   0.430   2.4361  -0.8640   0.2008
 8HV  H2   H  HCH2  0   0.266  -5.9712   2.0235   1.5684
 8HV  H3   H  HCH2  0   0.240  -5.6431   2.6758  -0.0315
 8HV  H4   H  HCH2  0   0.245  -3.5419   2.4641   1.2604
 8HV  H5   H  HCH2  0   0.230  -3.8429   0.7498   1.5074
 8HV  H6   H  HCH1  0   0.244  -3.4237   2.1737  -1.1581
 8HV  H7   H  HCH2  0   0.246  -3.6713   0.0192  -2.2623
 8HV  H8   H  HCH2  0   0.225  -3.8959  -0.8053  -0.7298
 8HV  H9   H  HCH2  0   0.244  -5.7420   1.3003  -1.9475
 8HV  H10  H  HCH2  0   0.283  -6.0727  -0.4094  -1.8272
 8HV  H11  H  HCR6  0   0.251  -2.0907  -0.7475   0.8641
 8HV  H12  H  HCR6  0   0.277   9.1016  -2.8850  -0.3339
 8HV  H13  H  HCR5  0   0.298   5.6275   1.9801   0.8565
 8HV  H14  H  HCR6  0   0.271   1.1526   2.1631  -1.4525
 8HV  H15  H  HCR6  0   0.263   6.7106  -3.1291  -0.8948
 8HV  H16  H  HCR6  0   0.270   8.5203   1.1132   1.1136
 8HV  H17  H  HCR5  0   0.309   4.1323  -1.5926  -0.8597
 8HV  H18  H  HCR6  0   0.271   0.2928  -1.2099   1.0599
 8HV  H19  H  HCR6  0   0.253  -1.2292   2.6294  -1.6175
 8HV  H20  H  HOH1  0   0.450  -8.7436  -0.4262  -1.1481
 8HV  H21  H  HCH3  0   0.242  -6.1799  -2.7965   0.9406
 8HV  H22  H  HCH3  0   0.248  -7.0692  -3.4167  -0.4495
 8HV  H23  H  HCH3  0   0.246  -5.7333  -2.2914  -0.6866
 8HV  H24  H  HCH3  0   0.233  -9.4851  -1.0370   1.0869
 8HV  H25  H  HCH3  0   0.233  -9.2345  -2.6854   0.5056
 8HV  H26  H  HCH3  0   0.234  -8.4169  -2.1287   1.9635
 8HV  F    F  F     0  -0.322  10.2021  -0.8194   0.6920

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
 8HV  C    C1   single    1.529  0.020  1.529
 8HV  O1   C3   double    1.225  0.020  1.225
 8HV  C1   C3   single    1.549  0.020  1.549
 8HV  C1   C2   single    1.528  0.020  1.528
 8HV  C1   O    single    1.414  0.020  1.414
 8HV  C3   N    single    1.353  0.020  1.353
 8HV  N    C4   single    1.456  0.020  1.456
 8HV  N    C8   single    1.456  0.020  1.456
 8HV  C4   C5   single    1.523  0.020  1.523
 8HV  C5   C6   single    1.531  0.020  1.531
 8HV  C8   C7   single    1.525  0.020  1.525
 8HV  C7   C6   single    1.532  0.020  1.532
 8HV  C6   C9   single    1.506  0.020  1.506
 8HV  C23  C9   aromatic  1.391  0.020  1.391
 8HV  C23  C22  aromatic  1.388  0.020  1.388
 8HV  C9   C10  aromatic  1.394  0.020  1.394
 8HV  C22  C12  aromatic  1.391  0.020  1.391
 8HV  C10  C11  aromatic  1.384  0.020  1.384
 8HV  C11  C12  aromatic  1.393  0.020  1.393
 8HV  C12  N1   single    1.406  0.020  1.406
 8HV  O2   C13  double    1.208  0.020  1.208
 8HV  N1   C13  single    1.348  0.020  1.348
 8HV  C13  N2   single    1.419  0.020  1.419
 8HV  N2   C21  aromatic  1.371  0.020  1.371
 8HV  N2   C14  aromatic  1.369  0.020  1.369
 8HV  C21  C20  aromatic  1.375  0.020  1.375
 8HV  C14  C15  aromatic  1.378  0.020  1.378
 8HV  C20  C15  aromatic  1.439  0.020  1.439
 8HV  C20  C19  aromatic  1.422  0.020  1.422
 8HV  C15  C16  aromatic  1.421  0.020  1.421
 8HV  C19  C18  aromatic  1.353  0.020  1.353
 8HV  C16  C17  aromatic  1.360  0.020  1.360
 8HV  C18  C17  aromatic  1.424  0.020  1.424
 8HV  C18  F    single    1.346  0.020  1.346
 8HV  N1   H1   single    0.860  0.020  1.020
 8HV  C4   H2   single    0.970  0.020  1.090
 8HV  C4   H3   single    0.970  0.020  1.090
 8HV  C5   H4   single    0.970  0.020  1.090
 8HV  C5   H5   single    0.970  0.020  1.090
 8HV  C6   H6   single    0.970  0.020  1.090
 8HV  C7   H7   single    0.970  0.020  1.090
 8HV  C7   H8   single    0.970  0.020  1.090
 8HV  C8   H9   single    0.970  0.020  1.090
 8HV  C8   H10  single    0.970  0.020  1.090
 8HV  C10  H11  single    0.930  0.020  1.080
 8HV  C17  H12  single    0.930  0.020  1.080
 8HV  C21  H13  single    0.930  0.020  1.080
 8HV  C22  H14  single    0.930  0.020  1.080
 8HV  C16  H15  single    0.930  0.020  1.080
 8HV  C19  H16  single    0.930  0.020  1.080
 8HV  C14  H17  single    0.930  0.020  1.080
 8HV  C11  H18  single    0.930  0.020  1.080
 8HV  C23  H19  single    0.930  0.020  1.080
 8HV  O    H20  single    0.850  0.020  0.980
 8HV  C2   H21  single    0.970  0.020  1.090
 8HV  C2   H22  single    0.970  0.020  1.090
 8HV  C2   H23  single    0.970  0.020  1.090
 8HV  C    H24  single    0.970  0.020  1.090
 8HV  C    H25  single    0.970  0.020  1.090
 8HV  C    H26  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
 8HV  H1   N1   C12  115.55  3.000
 8HV  H1   N1   C13  117.90  3.000
 8HV  C12  N1   C13  125.50  3.000
 8HV  H3   C4   H2   107.47  3.000
 8HV  H3   C4   N    107.64  3.000
 8HV  H2   C4   N    109.93  3.000
 8HV  H3   C4   C5   109.55  3.000
 8HV  H2   C4   C5   111.14  3.000
 8HV  N    C4   C5   110.99  3.000
 8HV  H5   C5   H4   107.03  3.000
 8HV  H5   C5   C6   110.61  3.000
 8HV  H4   C5   C6   110.02  3.000
 8HV  H5   C5   C4   109.19  3.000
 8HV  H4   C5   C4   109.39  3.000
 8HV  C6   C5   C4   110.53  3.000
 8HV  H6   C6   C9   107.48  3.000
 8HV  H6   C6   C7   107.25  3.000
 8HV  C9   C6   C7   111.90  3.000
 8HV  H6   C6   C5   107.29  3.000
 8HV  C9   C6   C5   112.54  3.000
 8HV  C7   C6   C5   110.10  3.000
 8HV  H8   C7   H7   106.67  3.000
 8HV  H8   C7   C8   109.27  3.000
 8HV  H7   C7   C8   108.78  3.000
 8HV  H8   C7   C6   110.14  3.000
 8HV  H7   C7   C6   109.96  3.000
 8HV  C8   C7   C6   111.87  3.000
 8HV  H10  C8   H9   106.61  3.000
 8HV  H10  C8   N    111.37  3.000
 8HV  H9   C8   N    107.80  3.000
 8HV  H10  C8   C7   110.80  3.000
 8HV  H9   C8   C7   109.47  3.000
 8HV  N    C8   C7   110.64  3.000
 8HV  H11  C10  C9   120.36  3.000
 8HV  H11  C10  C11  118.42  3.000
 8HV  C9   C10  C11  121.22  3.000
 8HV  O2   C13  N2   120.18  3.000
 8HV  N2   C13  N1   113.57  3.000
 8HV  O2   C13  N1   126.25  3.000
 8HV  C14  C15  C16  132.66  3.000
 8HV  C16  C15  C20  119.99  3.000
 8HV  C14  C15  C20  107.35  3.000
 8HV  H12  C17  C16  121.04  3.000
 8HV  H12  C17  C18  118.86  3.000
 8HV  C16  C17  C18  120.10  3.000
 8HV  C19  C20  C21  132.42  3.000
 8HV  C19  C20  C15  120.27  3.000
 8HV  C21  C20  C15  107.31  3.000
 8HV  H13  C21  N2   121.67  3.000
 8HV  H13  C21  C20  131.14  3.000
 8HV  N2   C21  C20  107.17  3.000
 8HV  H14  C22  C23  119.19  3.000
 8HV  H14  C22  C12  121.27  3.000
 8HV  C23  C22  C12  119.53  3.000
 8HV  C19  C18  F    119.61  3.000
 8HV  F    C18  C17  116.25  3.000
 8HV  C19  C18  C17  124.14  3.000
 8HV  H15  C16  C17  120.56  3.000
 8HV  H15  C16  C15  120.71  3.000
 8HV  C17  C16  C15  118.74  3.000
 8HV  H16  C19  C18  121.55  3.000
 8HV  H16  C19  C20  121.69  3.000
 8HV  C18  C19  C20  116.76  3.000
 8HV  H17  C14  N2   122.74  3.000
 8HV  H17  C14  C15  130.09  3.000
 8HV  N2   C14  C15  107.06  3.000
 8HV  C14  N2   C21  111.11  3.000
 8HV  C14  N2   C13  127.00  3.000
 8HV  C21  N2   C13  121.88  3.000
 8HV  C11  C12  C22  119.20  3.000
 8HV  C11  C12  N1   117.77  3.000
 8HV  C22  C12  N1   122.98  3.000
 8HV  H18  C11  C12  119.91  3.000
 8HV  H18  C11  C10  119.65  3.000
 8HV  C12  C11  C10  120.44  3.000
 8HV  H19  C23  C9   119.36  3.000
 8HV  H19  C23  C22  118.56  3.000
 8HV  C9   C23  C22  122.07  3.000
 8HV  C23  C9   C10  117.54  3.000
 8HV  C10  C9   C6   121.57  3.000
 8HV  C23  C9   C6   120.89  3.000
 8HV  C3   N    C8   127.63  3.000
 8HV  C8   N    C4   111.49  3.000
 8HV  C3   N    C4   119.18  3.000
 8HV  C1   C3   O1   118.51  3.000
 8HV  C1   C3   N    120.23  3.000
 8HV  O1   C3   N    121.26  3.000
 8HV  C    C1   C2   109.29  3.000
 8HV  C2   C1   O    107.49  3.000
 8HV  C    C1   O    109.22  3.000
 8HV  O    C1   C3   112.63  3.000
 8HV  C2   C1   C3   108.98  3.000
 8HV  C    C1   C3   109.17  3.000
 8HV  H20  O    C1   108.74  3.000
 8HV  H23  C2   H22  107.90  3.000
 8HV  H23  C2   H21  107.85  3.000
 8HV  H22  C2   H21  107.90  3.000
 8HV  H23  C2   C1   112.86  3.000
 8HV  H22  C2   C1   109.94  3.000
 8HV  H21  C2   C1   110.22  3.000
 8HV  H26  C    H25  107.96  3.000
 8HV  H26  C    H24  107.82  3.000
 8HV  H25  C    H24  107.96  3.000
 8HV  H26  C    C1   112.36  3.000
 8HV  H25  C    C1   108.85  3.000
 8HV  H24  C    C1   111.73  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
 8HV  CONST_01  C22  C23  C9   C10     0.00   0.0  0
 8HV  CONST_02  C22  C12  C11  C10     0.00   0.0  0
 8HV  CONST_03  C21  N2   C14  C15     0.00   0.0  0
 8HV  CONST_04  N2   C21  C20  C15     0.00   0.0  0
 8HV  CONST_05  C18  C19  C20  C15     0.00   0.0  0
 8HV  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 8HV  CONST_07  C14  C15  C16  C17   180.00   0.0  0
 8HV  CONST_08  C20  C15  C16  C17     0.00   0.0  0
 8HV  CONST_09  C20  C19  C18  C17     0.00   0.0  0
 8HV  CONST_10  C14  N2   C21  C20     0.00   0.0  0
 8HV  CONST_11  N2   C14  C15  C20     0.00   0.0  0
 8HV  CONST_12  C14  C15  C20  C21     0.00   0.0  0
 8HV  CONST_13  C16  C15  C20  C21   180.00   0.0  0
 8HV  CONST_14  C18  C19  C20  C21   180.00   0.0  0
 8HV  CONST_15  N2   C14  C15  C16   180.00   0.0  0
 8HV  CONST_16  C19  C20  C15  C16     0.00   0.0  0
 8HV  CONST_17  C19  C18  C17  C16     0.00   0.0  0
 8HV  CONST_18  N2   C21  C20  C19   180.00   0.0  0
 8HV  CONST_19  C14  C15  C20  C19   180.00   0.0  0
 8HV  CONST_20  C9   C23  C22  C12     0.00   0.0  0
 8HV  CONST_21  C9   C10  C11  C12     0.00   0.0  0
 8HV  CONST_22  C23  C9   C10  C11     0.00   0.0  0
 8HV  CONST_23  C23  C22  C12  C11     0.00   0.0  0
 8HV  CONST_24  C22  C23  C9   C6    180.00   0.0  0
 8HV  CONST_25  C11  C10  C9   C6    180.00   0.0  0
 8HV  CONST_26  C23  C22  C12  N1    180.00   0.0  0
 8HV  CONST_27  C10  C11  C12  N1    180.00   0.0  0
 8HV  CONST_28  C20  C21  N2   C13   180.00   0.0  0
 8HV  CONST_29  C15  C14  N2   C13   180.00   0.0  0
 8HV  CONST_30  F    C18  C19  C20   180.00   0.0  0
 8HV  CONST_31  C16  C17  C18  F     180.00   0.0  0
 8HV  CONST_32  H19  C23  C9   C6      0.00   0.0  0
 8HV  CONST_33  H11  C10  C9   C6      0.00   0.0  0
 8HV  CONST_34  H13  C21  C20  C15   180.00   0.0  0
 8HV  CONST_35  H16  C19  C20  C15   180.00   0.0  0
 8HV  CONST_36  H12  C17  C16  C15   180.00   0.0  0
 8HV  CONST_37  H17  C14  C15  C20   180.00   0.0  0
 8HV  CONST_38  H15  C16  C15  C20   180.00   0.0  0
 8HV  CONST_39  H18  C11  C12  C22   180.00   0.0  0
 8HV  CONST_40  H14  C22  C12  C11   180.00   0.0  0
 8HV  CONST_41  O1   C3   N    C4      0.00   0.0  0
 8HV  CONST_42  C1   C3   N    C4    180.00   0.0  0
 8HV  CONST_49  C12  N1   C13  N2    180.00   0.0  0
 8HV  CONST_53  C12  N1   C13  O2      0.00   0.0  0
 8HV  Var_01    C7   C8   N    C4     59.53  30.0  1
 8HV  Var_02    C8   N    C4   C5    -61.23  30.0  1
 8HV  Var_03    N    C4   C5   C6     57.26  30.0  1
 8HV  Var_04    N    C8   C7   C6    -54.92  30.0  1
 8HV  Var_05    C    C1   C3   N    -158.71  30.0  3
 8HV  Var_06    H24  C    C1   C3     60.87  30.0  3
 8HV  Var_07    H21  C2   C1   C3     58.15  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
 8HV  chir_01  C6  C5  C7  C9  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
 8HV  plan-1  N1   0.020
 8HV  plan-1  C6   0.020
 8HV  plan-1  C10  0.020
 8HV  plan-1  C22  0.020
 8HV  plan-1  C12  0.020
 8HV  plan-1  C11  0.020
 8HV  plan-1  C23  0.020
 8HV  plan-1  C9   0.020
 8HV  plan-1  H11  0.020
 8HV  plan-1  H14  0.020
 8HV  plan-1  H18  0.020
 8HV  plan-1  H19  0.020
 8HV  plan-2  C4   0.020
 8HV  plan-2  C8   0.020
 8HV  plan-2  N    0.020
 8HV  plan-2  C3   0.020
 8HV  plan-2  O1   0.020
 8HV  plan-2  C1   0.020
 8HV  plan-3  N1   0.020
 8HV  plan-3  C13  0.020
 8HV  plan-3  C15  0.020
 8HV  plan-3  C17  0.020
 8HV  plan-3  C20  0.020
 8HV  plan-3  C21  0.020
 8HV  plan-3  C18  0.020
 8HV  plan-3  C16  0.020
 8HV  plan-3  C19  0.020
 8HV  plan-3  C14  0.020
 8HV  plan-3  N2   0.020
 8HV  plan-3  O2   0.020
 8HV  plan-3  C12  0.020
 8HV  plan-3  H1   0.020
 8HV  plan-3  H12  0.020
 8HV  plan-3  H13  0.020
 8HV  plan-3  H15  0.020
 8HV  plan-3  H16  0.020
 8HV  plan-3  H17  0.020
 8HV  plan-3  F    0.020

