# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 19:02:13 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: (2R,3S)-3-amino-4-phenyl-1-[(3-phenylpropyl)amino]butan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccccc1)[C@H](O)CNCCCc2ccccc2
#
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
 FF0  FF0  (2R,3S)-3-amino-4-phenyl-1-[(3-phenylpropyl)amino]butan-2-ol  ligand  48  22  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FF0
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
 FF0  N11   N  NH1   0  -0.604  -0.9349  -0.0529  -0.1393
 FF0  C12   C  CH2   0  -0.251  -1.9944  -0.1750   0.8421
 FF0  C13   C  CH2   0  -0.438  -3.3620  -0.1066   0.1804
 FF0  C14   C  CH2   0  -0.508  -4.5039  -0.1464   1.1963
 FF0  C16   C  CH2   0  -0.279   0.3943  -0.1290   0.4340
 FF0  C17   C  CH1   0   0.042   1.4622   0.2671  -0.5803
 FF0  O18   O  OH1   0  -0.663   1.3181   1.6118  -0.9800
 FF0  C19   C  CH1   0  -0.134   2.8731  -0.0555  -0.0588
 FF0  N20   N  NH2   0  -0.786   3.0106  -1.5019   0.0039
 FF0  C32   C  CH2   0  -0.511   3.9618   0.6424  -0.8977
 FF0  C33   C  CR16  0  -0.322   6.0928  -0.7043  -1.0335
 FF0  C34   C  CR16  0  -0.240   7.3542  -1.0451  -0.5607
 FF0  C35   C  CR16  0  -0.275   7.8855  -0.3908   0.5422
 FF0  C36   C  CR16  0  -0.240   7.1470   0.6077   1.1664
 FF0  C37   C  CR16  0  -0.303   5.8888   0.9451   0.6881
 FF0  C38   C  CR6   0   0.133   5.3423   0.2963  -0.4194
 FF0  C40   C  CR6   0   0.137  -5.8502  -0.0893   0.5304
 FF0  C41   C  CR16  0  -0.314  -6.5153  -1.2576   0.1637
 FF0  C42   C  CR16  0  -0.239  -7.7371  -1.2084  -0.4946
 FF0  C43   C  CR16  0  -0.275  -8.3156   0.0167  -0.8006
 FF0  C44   C  CR16  0  -0.240  -7.6631   1.1889  -0.4399
 FF0  C45   C  CR16  0  -0.312  -6.4417   1.1334   0.2185
 FF0  H12   H  HCH2  0   0.184  -1.9265  -1.0996   1.4402
 FF0  H12A  H  HCH2  0   0.214  -1.8959   0.6524   1.5530
 FF0  H13   H  HCH2  0   0.225  -3.4290   0.8107  -0.4119
 FF0  H13A  H  HCH2  0   0.225  -3.4736  -0.9403  -0.5211
 FF0  H14   H  HCH2  0   0.239  -4.4261  -1.0576   1.7960
 FF0  H14A  H  HCH2  0   0.239  -4.3959   0.6926   1.8892
 FF0  H16   H  HCH2  0   0.213   0.4431   0.5685   1.2801
 FF0  H16A  H  HCH2  0   0.211   0.6361  -1.1193   0.8413
 FF0  H17   H  HCH1  0   0.213   1.3146  -0.3207  -1.4965
 FF0  HO18  H  HOH1  0   0.440   1.3376   2.1681  -0.1938
 FF0  H19   H  HCH1  0   0.226   2.9565   0.3164   0.9709
 FF0  HN20  H  HNH2  0   0.337   3.0687  -1.8789  -0.9360
 FF0  H32   H  HCH2  0   0.234   3.8458   0.3484  -1.9462
 FF0  H32A  H  HCH2  0   0.242   3.8229   1.7238  -0.8553
 FF0  H34   H  HCR6  0   0.252   7.9229  -1.8218  -1.0560
 FF0  H35   H  HCR6  0   0.253   8.8690  -0.6529   0.9105
 FF0  H36   H  HCR6  0   0.252   7.5544   1.1272   2.0245
 FF0  H37   H  HCR6  0   0.244   5.3209   1.7275   1.1792
 FF0  H41   H  HCR6  0   0.244  -6.0736  -2.2190   0.3995
 FF0  H42   H  HCR6  0   0.252  -8.2390  -2.1289  -0.7648
 FF0  H43   H  HCR6  0   0.252  -9.2683   0.0580  -1.3129
 FF0  H44   H  HCR6  0   0.252  -8.1073   2.1494  -0.6685
 FF0  H45   H  HCR6  0   0.244  -5.9425   2.0548   0.4959
 FF0  H2    H  HNH1  0   0.335  -1.0372  -0.7953  -0.8220
 FF0  H1    H  HNH2  0   0.352   3.8848  -1.7477   0.4521
 FF0  H33   H  HCR6  0   0.245   5.6902  -1.2180  -1.8991

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
 FF0  N11  C12   single    1.449  0.020  1.449
 FF0  N11  C16   single    1.450  0.020  1.450
 FF0  C12  C13   single    1.521  0.020  1.521
 FF0  C13  C14   single    1.529  0.020  1.529
 FF0  C14  C40   single    1.503  0.020  1.503
 FF0  C16  C17   single    1.525  0.020  1.525
 FF0  C17  O18   single    1.410  0.020  1.410
 FF0  C17  C19   single    1.538  0.020  1.538
 FF0  C19  N20   single    1.454  0.020  1.454
 FF0  C19  C32   single    1.541  0.020  1.541
 FF0  C32  C38   single    1.501  0.020  1.501
 FF0  C33  C34   aromatic  1.390  0.020  1.390
 FF0  C33  C38   aromatic  1.393  0.020  1.393
 FF0  C34  C35   aromatic  1.388  0.020  1.388
 FF0  C35  C36   aromatic  1.390  0.020  1.390
 FF0  C36  C37   aromatic  1.388  0.020  1.388
 FF0  C37  C38   aromatic  1.395  0.020  1.395
 FF0  C40  C41   aromatic  1.394  0.020  1.394
 FF0  C40  C45   aromatic  1.394  0.020  1.394
 FF0  C41  C42   aromatic  1.389  0.020  1.389
 FF0  C42  C43   aromatic  1.389  0.020  1.389
 FF0  C43  C44   aromatic  1.389  0.020  1.389
 FF0  C44  C45   aromatic  1.389  0.020  1.389
 FF0  C12  H12   single    0.970  0.020  1.090
 FF0  C12  H12A  single    0.970  0.020  1.090
 FF0  C13  H13   single    0.970  0.020  1.090
 FF0  C13  H13A  single    0.970  0.020  1.090
 FF0  C14  H14   single    0.970  0.020  1.090
 FF0  C14  H14A  single    0.970  0.020  1.090
 FF0  C16  H16   single    0.970  0.020  1.090
 FF0  C16  H16A  single    0.970  0.020  1.090
 FF0  C17  H17   single    0.970  0.020  1.090
 FF0  O18  HO18  single    0.850  0.020  0.980
 FF0  C19  H19   single    0.970  0.020  1.090
 FF0  N20  HN20  single    0.890  0.020  1.040
 FF0  C32  H32   single    0.970  0.020  1.090
 FF0  C32  H32A  single    0.970  0.020  1.090
 FF0  C33  H33   single    0.930  0.020  1.080
 FF0  C34  H34   single    0.930  0.020  1.080
 FF0  C35  H35   single    0.930  0.020  1.080
 FF0  C36  H36   single    0.930  0.020  1.080
 FF0  C37  H37   single    0.930  0.020  1.080
 FF0  C41  H41   single    0.930  0.020  1.080
 FF0  C42  H42   single    0.930  0.020  1.080
 FF0  C43  H43   single    0.930  0.020  1.080
 FF0  C44  H44   single    0.930  0.020  1.080
 FF0  C45  H45   single    0.930  0.020  1.080
 FF0  N11  H2    single    0.890  0.020  1.040
 FF0  N20  H1    single    0.890  0.020  1.040

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
 FF0  H2    N11  C16   108.69  3.000
 FF0  H2    N11  C12   108.70  3.000
 FF0  C16   N11  C12   113.45  3.000
 FF0  H12A  C12  H12   106.00  3.000
 FF0  H12A  C12  C13   109.23  3.000
 FF0  H12   C12  C13   109.20  3.000
 FF0  H12A  C12  N11   108.06  3.000
 FF0  H12   C12  N11   113.12  3.000
 FF0  C13   C12  N11   111.03  3.000
 FF0  H13A  C13  H13   106.58  3.000
 FF0  H13A  C13  C14   109.24  3.000
 FF0  H13   C13  C14   109.62  3.000
 FF0  H13A  C13  C12   109.64  3.000
 FF0  H13   C13  C12   109.18  3.000
 FF0  C14   C13  C12   112.41  3.000
 FF0  H14A  C14  H14   106.55  3.000
 FF0  H14A  C14  C40   109.88  3.000
 FF0  H14   C14  C40   109.77  3.000
 FF0  H14A  C14  C13   109.10  3.000
 FF0  H14   C14  C13   109.45  3.000
 FF0  C40   C14  C13   111.93  3.000
 FF0  H16A  C16  H16   106.11  3.000
 FF0  H16A  C16  C17   109.07  3.000
 FF0  H16   C16  C17   108.45  3.000
 FF0  H16A  C16  N11   113.33  3.000
 FF0  H16   C16  N11   108.20  3.000
 FF0  C17   C16  N11   111.43  3.000
 FF0  H17   C17  C19   107.08  3.000
 FF0  H17   C17  O18   105.07  3.000
 FF0  C19   C17  O18   112.94  3.000
 FF0  H17   C17  C16   108.76  3.000
 FF0  C19   C17  C16   111.24  3.000
 FF0  O18   C17  C16   111.38  3.000
 FF0  HO18  O18  C17   108.50  3.000
 FF0  H19   C19  C32   107.66  3.000
 FF0  H19   C19  N20   106.81  3.000
 FF0  C32   C19  N20   114.01  3.000
 FF0  H19   C19  C17   108.46  3.000
 FF0  C32   C19  C17   111.61  3.000
 FF0  N20   C19  C17   108.05  3.000
 FF0  H1    N20  HN20  105.70  3.000
 FF0  H1    N20  C19   110.01  3.000
 FF0  HN20  N20  C19   109.58  3.000
 FF0  H32A  C32  H32   106.85  3.000
 FF0  H32A  C32  C38   109.46  3.000
 FF0  H32   C32  C38   109.91  3.000
 FF0  H32A  C32  C19   109.73  3.000
 FF0  H32   C32  C19   108.94  3.000
 FF0  C38   C32  C19   111.82  3.000
 FF0  H33   C33  C38   119.48  3.000
 FF0  H33   C33  C34   119.51  3.000
 FF0  C38   C33  C34   121.00  3.000
 FF0  H34   C34  C35   120.05  3.000
 FF0  H34   C34  C33   119.81  3.000
 FF0  C35   C34  C33   120.14  3.000
 FF0  H35   C35  C36   120.26  3.000
 FF0  H35   C35  C34   120.26  3.000
 FF0  C36   C35  C34   119.48  3.000
 FF0  H36   C36  C37   119.84  3.000
 FF0  H36   C36  C35   120.05  3.000
 FF0  C37   C36  C35   120.11  3.000
 FF0  H37   C37  C38   119.34  3.000
 FF0  H37   C37  C36   119.62  3.000
 FF0  C38   C37  C36   121.04  3.000
 FF0  C37   C38  C33   118.22  3.000
 FF0  C37   C38  C32   120.39  3.000
 FF0  C33   C38  C32   121.35  3.000
 FF0  C45   C40  C41   118.30  3.000
 FF0  C45   C40  C14   120.84  3.000
 FF0  C41   C40  C14   120.81  3.000
 FF0  H41   C41  C42   119.55  3.000
 FF0  H41   C41  C40   119.46  3.000
 FF0  C42   C41  C40   120.99  3.000
 FF0  H42   C42  C43   120.13  3.000
 FF0  H42   C42  C41   119.73  3.000
 FF0  C43   C42  C41   120.14  3.000
 FF0  H43   C43  C44   120.27  3.000
 FF0  H43   C43  C42   120.29  3.000
 FF0  C44   C43  C42   119.44  3.000
 FF0  H44   C44  C45   119.76  3.000
 FF0  H44   C44  C43   120.07  3.000
 FF0  C45   C44  C43   120.17  3.000
 FF0  H45   C45  C44   119.50  3.000
 FF0  H45   C45  C40   119.54  3.000
 FF0  C44   C45  C40   120.96  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
 FF0  CONST_01  C36  C35  C34  C33     0.00   0.0  0
 FF0  CONST_02  C36  C37  C38  C33     0.00   0.0  0
 FF0  CONST_03  C37  C38  C33  C34     0.00   0.0  0
 FF0  CONST_04  C37  C36  C35  C34     0.00   0.0  0
 FF0  CONST_05  C38  C33  C34  C35     0.00   0.0  0
 FF0  CONST_06  C38  C37  C36  C35     0.00   0.0  0
 FF0  CONST_07  C43  C42  C41  C40     0.00   0.0  0
 FF0  CONST_08  C43  C44  C45  C40     0.00   0.0  0
 FF0  CONST_09  C44  C45  C40  C41     0.00   0.0  0
 FF0  CONST_10  C44  C43  C42  C41     0.00   0.0  0
 FF0  CONST_11  C45  C40  C41  C42     0.00   0.0  0
 FF0  CONST_12  C45  C44  C43  C42     0.00   0.0  0
 FF0  CONST_13  C42  C41  C40  C14   180.00   0.0  0
 FF0  CONST_14  C44  C45  C40  C14   180.00   0.0  0
 FF0  CONST_15  C34  C33  C38  C32   180.00   0.0  0
 FF0  CONST_16  C36  C37  C38  C32   180.00   0.0  0
 FF0  CONST_17  H35  C35  C34  C33   180.00   0.0  0
 FF0  CONST_18  H37  C37  C38  C33   180.00   0.0  0
 FF0  CONST_19  H36  C36  C35  C34   180.00   0.0  0
 FF0  CONST_20  H33  C33  C34  C35   180.00   0.0  0
 FF0  CONST_21  H34  C34  C35  C36   180.00   0.0  0
 FF0  CONST_22  H42  C42  C41  C40   180.00   0.0  0
 FF0  CONST_23  H44  C44  C45  C40   180.00   0.0  0
 FF0  CONST_24  H45  C45  C40  C41   180.00   0.0  0
 FF0  CONST_25  H43  C43  C42  C41   180.00   0.0  0
 FF0  CONST_26  H41  C41  C42  C43   180.00   0.0  0
 FF0  Var_01    C41  C40  C14  C13    90.87  30.0  2
 FF0  Var_02    C33  C38  C32  C19    97.37  30.0  2
 FF0  Var_03    C40  C14  C13  C12  -179.54  30.0  3
 FF0  Var_04    C14  C13  C12  N11  -176.50  30.0  3
 FF0  Var_05    C17  C16  N11  C12  -169.13  30.0  3
 FF0  Var_06    C16  N11  C12  C13  -179.24  30.0  1

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
 FF0  chir_01  C17  C16  O18  C19  negativ
 FF0  chir_02  C19  N20  C32  C17  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
 FF0  plan-1  C32  0.020
 FF0  plan-1  C33  0.020
 FF0  plan-1  C34  0.020
 FF0  plan-1  C35  0.020
 FF0  plan-1  C36  0.020
 FF0  plan-1  C37  0.020
 FF0  plan-1  C38  0.020
 FF0  plan-1  H34  0.020
 FF0  plan-1  H35  0.020
 FF0  plan-1  H36  0.020
 FF0  plan-1  H37  0.020
 FF0  plan-1  H33  0.020
 FF0  plan-2  C14  0.020
 FF0  plan-2  C40  0.020
 FF0  plan-2  C41  0.020
 FF0  plan-2  C42  0.020
 FF0  plan-2  C43  0.020
 FF0  plan-2  C44  0.020
 FF0  plan-2  C45  0.020
 FF0  plan-2  H41  0.020
 FF0  plan-2  H42  0.020
 FF0  plan-2  H43  0.020
 FF0  plan-2  H44  0.020
 FF0  plan-2  H45  0.020

