# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:26:15 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: N-({(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl}methyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CC(=O)N1CCC[C@H]1CNC(=O)c2ccccc2)Cc3ccccc3F
#
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
 FPB  FPB  N-({(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl}methyl)benzamide  ligand  54  28  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FPB
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
 FPB  O16   O  O     0  -0.510  -0.1965   0.7918   0.6012
 FPB  C12   C  C     0   0.580   0.7714   0.0518   0.7534
 FPB  C11   C  CH2   0  -0.605   1.1831  -0.4533   2.1234
 FPB  C10   C  CH1   0  -0.072   0.2692   0.0343   3.2513
 FPB  N18   N  NH2   0  -0.784   0.3569   1.4571   3.5267
 FPB  C9    C  CH2   0  -0.515   0.5697  -0.7602   4.5280
 FPB  C3    C  CR6   0  -0.038  -0.3707  -0.4129   5.6452
 FPB  C5    C  CR6   0   0.502  -0.0731   0.5379   6.6094
 FPB  F8    F  F     0  -0.315   1.1267   1.1464   6.5752
 FPB  C7    C  CR16  0  -0.406  -0.9446   0.8847   7.6245
 FPB  C6    C  CR16  0  -0.257  -2.1837   0.2622   7.6852
 FPB  C4    C  CR16  0  -0.257  -2.5231  -0.6951   6.7391
 FPB  C2    C  CR16  0  -0.289  -1.6205  -1.0225   5.7367
 FPB  N13   N  NR5   0  -0.490   1.4993  -0.3715  -0.2966
 FPB  C14   C  CR15  0  -0.038   1.1964   0.0637  -1.6628
 FPB  C21   C  CH2   0  -0.489   2.4235  -0.3849  -2.4684
 FPB  C20   C  CH2   0  -0.456   3.5234  -0.5450  -1.4262
 FPB  C19   C  CH2   0  -0.280   2.7638  -1.0959  -0.2292
 FPB  C15   C  CH2   0  -0.301  -0.1065  -0.5478  -2.1829
 FPB  N17   N  NH1   0  -0.648  -0.4014  -0.0902  -3.5213
 FPB  C22   C  C     0   0.535  -0.2670  -0.8332  -4.6330
 FPB  O1    O  O     0  -0.491   0.0842  -2.0057  -4.6253
 FPB  C25   C  CR6   0  -0.030  -0.5984  -0.1401  -5.9179
 FPB  C27   C  CR16  0  -0.270  -1.0374  -0.9151  -6.9893
 FPB  C28   C  CR16  0  -0.242  -1.3544  -0.3211  -8.2010
 FPB  C26   C  CR16  0  -0.252  -1.2155   1.0518  -8.3620
 FPB  C24   C  CR16  0  -0.241  -0.7573   1.8276  -7.3061
 FPB  C23   C  CR16  0  -0.294  -0.4525   1.2355  -6.0886
 FPB  H111  H  HCH2  0   0.268   1.2055  -1.5481   2.0935
 FPB  H112  H  HCH2  0   0.267   2.2118  -0.1439   2.3384
 FPB  H10   H  HCH1  0   0.233  -0.7671  -0.1787   2.9715
 FPB  H181  H  HNH2  0   0.332   1.3123   1.7007   3.7611
 FPB  H182  H  HNH2  0   0.347   0.1290   1.9710   2.6857
 FPB  H9C1  H  HCH2  0   0.246   1.6095  -0.5976   4.8245
 FPB  H9C2  H  HCH2  0   0.253   0.4754  -1.8259   4.3079
 FPB  H7    H  HCR6  0   0.273  -0.6579   1.6306   8.3548
 FPB  H6    H  HCR6  0   0.263  -2.8777   0.5263   8.4721
 FPB  H4    H  HCR6  0   0.256  -3.4855  -1.1874   6.7819
 FPB  H2    H  HCR6  0   0.255  -1.8855  -1.7721   4.9998
 FPB  H14   H  HCR5  0   0.249   1.1044   1.1547  -1.6794
 FPB  H211  H  HCH2  0   0.240   2.2263  -1.3486  -2.9435
 FPB  H212  H  HCH2  0   0.255   2.6731   0.3242  -3.2564
 FPB  H201  H  HCH2  0   0.251   4.3274  -1.2046  -1.7512
 FPB  H202  H  HCH2  0   0.238   3.9619   0.4224  -1.1721
 FPB  H191  H  HCH2  0   0.240   2.6037  -2.1740  -0.3274
 FPB  H192  H  HCH2  0   0.259   3.2783  -0.9188   0.7127
 FPB  H151  H  HCH2  0   0.265  -0.9382  -0.2710  -1.5373
 FPB  H152  H  HCH2  0   0.249  -0.0335  -1.6347  -2.1839
 FPB  H17   H  HNH1  0   0.408  -0.7945   0.8331  -3.6028
 FPB  H27   H  HCR6  0   0.260  -1.1413  -1.9855  -6.8714
 FPB  H28   H  HCR6  0   0.262  -1.7076  -0.9301  -9.0228
 FPB  H26   H  HCR6  0   0.264  -1.4596   1.5142  -9.3095
 FPB  H24   H  HCR6  0   0.264  -0.6310   2.8950  -7.4300
 FPB  H23   H  HCR6  0   0.257  -0.0763   1.8581  -5.2860

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
 FPB  O16  C12   double    1.228  0.020  1.228
 FPB  C12  C11   single    1.517  0.020  1.517
 FPB  C12  N13   single    1.346  0.020  1.346
 FPB  C11  C10   single    1.531  0.020  1.531
 FPB  C11  H111  single    0.970  0.020  1.090
 FPB  C11  H112  single    0.970  0.020  1.090
 FPB  C10  N18   single    1.452  0.020  1.452
 FPB  C10  C9    single    1.533  0.020  1.533
 FPB  C10  H10   single    0.970  0.020  1.090
 FPB  N18  H181  single    0.890  0.020  1.040
 FPB  N18  H182  single    0.890  0.020  1.040
 FPB  C9   C3    single    1.501  0.020  1.501
 FPB  C9   H9C1  single    0.970  0.020  1.090
 FPB  C9   H9C2  single    0.970  0.020  1.090
 FPB  C3   C5    aromatic  1.386  0.020  1.386
 FPB  C3   C2    aromatic  1.394  0.020  1.394
 FPB  C5   F8    single    1.346  0.020  1.346
 FPB  C5   C7    aromatic  1.382  0.020  1.382
 FPB  C7   C6    aromatic  1.388  0.020  1.388
 FPB  C7   H7    single    0.930  0.020  1.080
 FPB  C6   C4    aromatic  1.388  0.020  1.388
 FPB  C6   H6    single    0.930  0.020  1.080
 FPB  C4   C2    aromatic  1.388  0.020  1.388
 FPB  C4   H4    single    0.930  0.020  1.080
 FPB  C2   H2    single    0.930  0.020  1.080
 FPB  N13  C14   single    1.465  0.020  1.465
 FPB  N13  C19   single    1.459  0.020  1.459
 FPB  C14  C21   single    1.535  0.020  1.535
 FPB  C14  C15   single    1.530  0.020  1.530
 FPB  C14  H14   single    0.970  0.020  1.090
 FPB  C21  C20   single    1.524  0.020  1.524
 FPB  C21  H211  single    0.970  0.020  1.090
 FPB  C21  H212  single    0.970  0.020  1.090
 FPB  C20  C19   single    1.521  0.020  1.521
 FPB  C20  H201  single    0.970  0.020  1.090
 FPB  C20  H202  single    0.970  0.020  1.090
 FPB  C19  H191  single    0.970  0.020  1.090
 FPB  C19  H192  single    0.970  0.020  1.090
 FPB  C15  N17   single    1.445  0.020  1.445
 FPB  C15  H151  single    0.970  0.020  1.090
 FPB  C15  H152  single    0.970  0.020  1.090
 FPB  N17  C22   single    1.344  0.020  1.344
 FPB  N17  H17   single    0.860  0.020  1.020
 FPB  C22  O1    double    1.224  0.020  1.224
 FPB  C22  C25   single    1.497  0.020  1.497
 FPB  C25  C27   aromatic  1.393  0.020  1.393
 FPB  C25  C23   aromatic  1.394  0.020  1.394
 FPB  C27  C28   aromatic  1.386  0.020  1.386
 FPB  C27  H27   single    0.930  0.020  1.080
 FPB  C28  C26   aromatic  1.389  0.020  1.389
 FPB  C28  H28   single    0.930  0.020  1.080
 FPB  C26  C24   aromatic  1.388  0.020  1.388
 FPB  C26  H26   single    0.930  0.020  1.080
 FPB  C24  C23   aromatic  1.388  0.020  1.388
 FPB  C24  H24   single    0.930  0.020  1.080
 FPB  C23  H23   single    0.930  0.020  1.080

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
 FPB  N13   C12  C11   116.94  3.000
 FPB  N13   C12  O16   121.28  3.000
 FPB  C11   C12  O16   121.77  3.000
 FPB  H112  C11  H111  105.57  3.000
 FPB  H112  C11  C10   109.02  3.000
 FPB  H111  C11  C10   110.52  3.000
 FPB  H112  C11  C12   109.76  3.000
 FPB  H111  C11  C12   108.28  3.000
 FPB  C10   C11  C12   113.40  3.000
 FPB  H10   C10  C9    107.32  3.000
 FPB  H10   C10  N18   107.24  3.000
 FPB  C9    C10  N18   109.75  3.000
 FPB  H10   C10  C11   108.35  3.000
 FPB  C9    C10  C11   109.35  3.000
 FPB  N18   C10  C11   114.56  3.000
 FPB  H182  N18  H181  106.41  3.000
 FPB  H182  N18  C10   109.06  3.000
 FPB  H181  N18  C10   109.66  3.000
 FPB  H9C2  C9   H9C1  106.37  3.000
 FPB  H9C2  C9   C3    108.76  3.000
 FPB  H9C1  C9   C3    111.08  3.000
 FPB  H9C2  C9   C10   108.71  3.000
 FPB  H9C1  C9   C10   109.58  3.000
 FPB  C3    C9   C10   112.15  3.000
 FPB  C2    C3   C5    116.54  3.000
 FPB  C2    C3   C9    120.64  3.000
 FPB  C5    C3   C9    122.81  3.000
 FPB  C7    C5   F8    117.86  3.000
 FPB  C7    C5   C3    123.20  3.000
 FPB  F8    C5   C3    118.93  3.000
 FPB  H7    C7   C6    121.06  3.000
 FPB  H7    C7   C5    120.09  3.000
 FPB  C6    C7   C5    118.85  3.000
 FPB  H6    C6   C4    120.48  3.000
 FPB  H6    C6   C7    119.67  3.000
 FPB  C4    C6   C7    119.85  3.000
 FPB  H4    C4   C2    119.98  3.000
 FPB  H4    C4   C6    120.29  3.000
 FPB  C2    C4   C6    119.73  3.000
 FPB  H2    C2   C4    119.68  3.000
 FPB  H2    C2   C3    118.49  3.000
 FPB  C4    C2   C3    121.83  3.000
 FPB  C19   N13  C14   111.70  3.000
 FPB  C19   N13  C12   126.08  3.000
 FPB  C14   N13  C12   121.47  3.000
 FPB  H14   C14  C15   108.75  3.000
 FPB  H14   C14  C21   110.51  3.000
 FPB  C15   C14  C21   112.67  3.000
 FPB  H14   C14  N13   109.11  3.000
 FPB  C15   C14  N13   111.97  3.000
 FPB  C21   C14  N13   103.72  3.000
 FPB  H212  C21  H211  107.52  3.000
 FPB  H212  C21  C20   113.45  3.000
 FPB  H211  C21  C20   109.58  3.000
 FPB  H212  C21  C14   111.88  3.000
 FPB  H211  C21  C14   109.98  3.000
 FPB  C20   C21  C14   104.40  3.000
 FPB  H202  C20  H201  108.02  3.000
 FPB  H202  C20  C19   109.77  3.000
 FPB  H201  C20  C19   112.59  3.000
 FPB  H202  C20  C21   110.85  3.000
 FPB  H201  C20  C21   113.09  3.000
 FPB  C19   C20  C21   102.47  3.000
 FPB  H192  C19  H191  107.90  3.000
 FPB  H192  C19  C20   112.72  3.000
 FPB  H191  C19  C20   111.05  3.000
 FPB  H192  C19  N13   111.66  3.000
 FPB  H191  C19  N13   110.99  3.000
 FPB  C20   C19  N13   102.51  3.000
 FPB  H152  C15  H151  107.78  3.000
 FPB  H152  C15  N17   109.19  3.000
 FPB  H151  C15  N17   108.23  3.000
 FPB  H152  C15  C14   110.00  3.000
 FPB  H151  C15  C14   110.32  3.000
 FPB  N17   C15  C14   111.23  3.000
 FPB  H17   N17  C22   118.62  3.000
 FPB  H17   N17  C15   116.43  3.000
 FPB  C22   N17  C15   124.81  3.000
 FPB  C25   C22  O1    120.82  3.000
 FPB  C25   C22  N17   115.59  3.000
 FPB  O1    C22  N17   123.58  3.000
 FPB  C23   C25  C27   119.19  3.000
 FPB  C23   C25  C22   122.61  3.000
 FPB  C27   C25  C22   118.18  3.000
 FPB  H27   C27  C28   119.82  3.000
 FPB  H27   C27  C25   119.78  3.000
 FPB  C28   C27  C25   120.39  3.000
 FPB  H28   C28  C26   120.05  3.000
 FPB  H28   C28  C27   119.82  3.000
 FPB  C26   C28  C27   120.13  3.000
 FPB  H26   C26  C24   120.11  3.000
 FPB  H26   C26  C28   120.08  3.000
 FPB  C24   C26  C28   119.81  3.000
 FPB  H24   C24  C23   119.72  3.000
 FPB  H24   C24  C26   120.18  3.000
 FPB  C23   C24  C26   120.10  3.000
 FPB  H23   C23  C24   118.76  3.000
 FPB  H23   C23  C25   120.86  3.000
 FPB  C24   C23  C25   120.37  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
 FPB  CONST_01  C6   C7   C5   C3      0.00   0.0  0
 FPB  CONST_02  C6   C4   C2   C3      0.00   0.0  0
 FPB  CONST_03  C4   C2   C3   C5      0.00   0.0  0
 FPB  CONST_04  C4   C6   C7   C5      0.00   0.0  0
 FPB  CONST_05  C2   C3   C5   C7      0.00   0.0  0
 FPB  CONST_06  C2   C4   C6   C7      0.00   0.0  0
 FPB  CONST_07  C26  C28  C27  C25     0.00   0.0  0
 FPB  CONST_08  C26  C24  C23  C25     0.00   0.0  0
 FPB  CONST_09  C24  C23  C25  C27     0.00   0.0  0
 FPB  CONST_10  C24  C26  C28  C27     0.00   0.0  0
 FPB  CONST_11  C23  C25  C27  C28     0.00   0.0  0
 FPB  CONST_12  C23  C24  C26  C28     0.00   0.0  0
 FPB  CONST_13  C7   C5   C3   C9    180.00   0.0  0
 FPB  CONST_14  C4   C2   C3   C9    180.00   0.0  0
 FPB  CONST_15  C2   C3   C5   F8    180.00   0.0  0
 FPB  CONST_16  C6   C7   C5   F8    180.00   0.0  0
 FPB  CONST_17  C28  C27  C25  C22   180.00   0.0  0
 FPB  CONST_18  C24  C23  C25  C22   180.00   0.0  0
 FPB  CONST_19  H7   C7   C5   C3    180.00   0.0  0
 FPB  CONST_20  H4   C4   C2   C3    180.00   0.0  0
 FPB  CONST_21  H2   C2   C3   C5    180.00   0.0  0
 FPB  CONST_22  H6   C6   C7   C5    180.00   0.0  0
 FPB  CONST_23  H28  C28  C27  C25   180.00   0.0  0
 FPB  CONST_24  H24  C24  C23  C25   180.00   0.0  0
 FPB  CONST_25  H23  C23  C25  C27   180.00   0.0  0
 FPB  CONST_26  H26  C26  C28  C27   180.00   0.0  0
 FPB  CONST_27  H27  C27  C28  C26   180.00   0.0  0
 FPB  CONST_28  C14  N13  C12  O16     0.00   0.0  0
 FPB  CONST_29  C19  N13  C12  O16   180.00   0.0  0
 FPB  CONST_30  C14  N13  C12  C11   180.00   0.0  0
 FPB  CONST_31  C19  N13  C12  C11     0.00   0.0  0
 FPB  CONST_32  C25  C22  N17  C15   180.00   0.0  0
 FPB  CONST_33  H17  N17  C22  C25     0.00   0.0  0
 FPB  CONST_34  O1   C22  N17  C15     0.00   0.0  0
 FPB  Var_01    C21  C20  C19  N13   -37.50  30.0  1
 FPB  Var_02    C20  C19  N13  C14    25.58  30.0  1
 FPB  Var_03    C19  C20  C21  C14    36.51  30.0  1
 FPB  Var_04    C5   C3   C9   C10   -94.53  30.0  2
 FPB  Var_05    C27  C25  C22  N17  -152.97  30.0  2
 FPB  Var_06    N13  C12  C11  C10  -177.77  30.0  1
 FPB  Var_07    C22  N17  C15  C14   105.95  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
 FPB  chir_01  C10  C11  N18  C9   positiv
 FPB  chir_02  C14  N13  C21  C15  negativ

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
 FPB  plan-1  C9   0.020
 FPB  plan-1  C3   0.020
 FPB  plan-1  C5   0.020
 FPB  plan-1  F8   0.020
 FPB  plan-1  C7   0.020
 FPB  plan-1  C6   0.020
 FPB  plan-1  C4   0.020
 FPB  plan-1  C2   0.020
 FPB  plan-1  H7   0.020
 FPB  plan-1  H6   0.020
 FPB  plan-1  H4   0.020
 FPB  plan-1  H2   0.020
 FPB  plan-2  C22  0.020
 FPB  plan-2  C25  0.020
 FPB  plan-2  C27  0.020
 FPB  plan-2  C28  0.020
 FPB  plan-2  C26  0.020
 FPB  plan-2  C24  0.020
 FPB  plan-2  C23  0.020
 FPB  plan-2  H27  0.020
 FPB  plan-2  H28  0.020
 FPB  plan-2  H26  0.020
 FPB  plan-2  H24  0.020
 FPB  plan-2  H23  0.020
 FPB  plan-3  C15  0.020
 FPB  plan-3  N17  0.020
 FPB  plan-3  C22  0.020
 FPB  plan-3  O1   0.020
 FPB  plan-3  C25  0.020
 FPB  plan-3  H17  0.020
 FPB  plan-4  O16  0.020
 FPB  plan-4  C12  0.020
 FPB  plan-4  C11  0.020
 FPB  plan-4  N13  0.020
 FPB  plan-4  C14  0.020
 FPB  plan-4  C19  0.020

