# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 04:14:15 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: (2R,3S)-3-amino-1-{[(2S)-2-methylbutyl]amino}-4-phenylbutan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C)CNC[C@@H](O)[C@@H](N)Cc1ccccc1
#
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
 FI0  FI0  (2R,3S)-3-amino-1-{[(2S)-2-methylbutyl]amino}-4-phenylbutan-2-ol  ligand  44  18  .  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_FI0
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
 FI0  N11   N  NH1   0  -0.600  -2.5267   0.0681  -0.3286
 FI0  C12   C  CH2   0  -0.238  -3.6336  -0.4092   0.4773
 FI0  C13   C  CH1   0  -0.241  -4.9783   0.1704   0.0414
 FI0  C14   C  CH3   0  -0.675  -5.3276  -0.2220  -1.3912
 FI0  C15   C  CH2   0  -0.409  -6.0640  -0.2612   1.0303
 FI0  C16   C  CH2   0  -0.296  -1.2440  -0.3729   0.1786
 FI0  C17   C  CH1   0   0.017  -0.0907   0.0497  -0.7307
 FI0  C18   C  CH3   0  -0.668  -7.4191   0.3972   0.8071
 FI0  O18   O  OH1   0  -0.663  -0.2089   1.3984  -1.1309
 FI0  C19   C  CH1   0  -0.108   1.2804  -0.2136  -0.0708
 FI0  N20   N  NH2   0  -0.781   1.4703  -1.5647   0.4238
 FI0  C32   C  CH2   0  -0.519   2.4160   0.1271  -1.0433
 FI0  C33   C  CR16  0  -0.310   4.5762  -1.0297  -0.4367
 FI0  C34   C  CR16  0  -0.245   5.8147  -1.0499   0.1915
 FI0  C35   C  CR16  0  -0.277   6.2621   0.0648   0.8893
 FI0  C36   C  CR16  0  -0.241   5.4630   1.1993   0.9485
 FI0  C37   C  CR16  0  -0.314   4.2282   1.2146   0.3131
 FI0  C38   C  CR6   0   0.166   3.7661   0.1019  -0.3876
 FI0  H12   H  HCH2  0   0.180  -3.7027  -1.5112   0.4919
 FI0  H12A  H  HCH2  0   0.217  -3.4449  -0.1059   1.5125
 FI0  H13   H  HCH1  0   0.208  -4.8904   1.2630   0.0886
 FI0  H14   H  HCH3  0   0.213  -5.4213  -1.3072  -1.4866
 FI0  H14A  H  HCH3  0   0.235  -6.2714   0.2210  -1.7099
 FI0  H14B  H  HCH3  0   0.227  -4.5724   0.1127  -2.1038
 FI0  H15   H  HCH2  0   0.208  -6.1750  -1.3504   0.9906
 FI0  H15A  H  HCH2  0   0.217  -5.7248  -0.0285   2.0446
 FI0  H16   H  HCH2  0   0.215  -1.0991   0.0671   1.1746
 FI0  H16A  H  HCH2  0   0.196  -1.1995  -1.4635   0.3165
 FI0  H17   H  HCH1  0   0.213  -0.1432  -0.5400  -1.6564
 FI0  H18   H  HCH3  0   0.228  -8.1247   0.1105   1.5878
 FI0  H18A  H  HCH3  0   0.215  -7.3346   1.4856   0.8238
 FI0  H18B  H  HCH3  0   0.220  -7.8632   0.1148  -0.1479
 FI0  HO18  H  HOH1  0   0.441  -0.3839   1.9295  -0.3470
 FI0  H19   H  HCH1  0   0.226   1.3550   0.4617   0.7926
 FI0  HN20  H  HNH2  0   0.352   0.7976  -1.7842   1.1462
 FI0  H32   H  HCH2  0   0.235   2.3897  -0.5872  -1.8739
 FI0  H32A  H  HCH2  0   0.249   2.2342   1.1132  -1.4727
 FI0  H34   H  HCR6  0   0.249   6.4315  -1.9384   0.1390
 FI0  H35   H  HCR6  0   0.250   7.2267   0.0499   1.3805
 FI0  H36   H  HCR6  0   0.249   5.8029   2.0753   1.4866
 FI0  H37   H  HCR6  0   0.241   3.6133   2.1069   0.3597
 FI0  H2    H  HNH1  0   0.341  -2.6339  -0.2692  -1.2780
 FI0  H1    H  HNH2  0   0.337   1.3244  -2.2361  -0.3216
 FI0  H33   H  HCR6  0   0.237   4.2362  -1.9044  -0.9781

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
 FI0  N11  C12   single    1.450  0.020  1.450
 FI0  N11  C16   single    1.448  0.020  1.448
 FI0  C12  C13   single    1.528  0.020  1.528
 FI0  C13  C14   single    1.526  0.020  1.526
 FI0  C13  C15   single    1.531  0.020  1.531
 FI0  C15  C18   single    1.523  0.020  1.523
 FI0  C16  C17   single    1.528  0.020  1.528
 FI0  C17  O18   single    1.412  0.020  1.412
 FI0  C17  C19   single    1.544  0.020  1.544
 FI0  C19  N20   single    1.451  0.020  1.451
 FI0  C19  C32   single    1.533  0.020  1.533
 FI0  C32  C38   single    1.501  0.020  1.501
 FI0  C33  C34   aromatic  1.389  0.020  1.389
 FI0  C33  C38   aromatic  1.393  0.020  1.393
 FI0  C34  C35   aromatic  1.389  0.020  1.389
 FI0  C35  C36   aromatic  1.389  0.020  1.389
 FI0  C36  C37   aromatic  1.389  0.020  1.389
 FI0  C37  C38   aromatic  1.394  0.020  1.394
 FI0  C12  H12   single    0.970  0.020  1.090
 FI0  C12  H12A  single    0.970  0.020  1.090
 FI0  C13  H13   single    0.970  0.020  1.090
 FI0  C14  H14   single    0.970  0.020  1.090
 FI0  C14  H14A  single    0.970  0.020  1.090
 FI0  C14  H14B  single    0.970  0.020  1.090
 FI0  C15  H15   single    0.970  0.020  1.090
 FI0  C15  H15A  single    0.970  0.020  1.090
 FI0  C16  H16   single    0.970  0.020  1.090
 FI0  C16  H16A  single    0.970  0.020  1.090
 FI0  C17  H17   single    0.970  0.020  1.090
 FI0  C18  H18   single    0.970  0.020  1.090
 FI0  C18  H18A  single    0.970  0.020  1.090
 FI0  C18  H18B  single    0.970  0.020  1.090
 FI0  O18  HO18  single    0.850  0.020  0.980
 FI0  C19  H19   single    0.970  0.020  1.090
 FI0  N20  HN20  single    0.890  0.020  1.040
 FI0  C32  H32   single    0.970  0.020  1.090
 FI0  C32  H32A  single    0.970  0.020  1.090
 FI0  C33  H33   single    0.930  0.020  1.080
 FI0  C34  H34   single    0.930  0.020  1.080
 FI0  C35  H35   single    0.930  0.020  1.080
 FI0  C36  H36   single    0.930  0.020  1.080
 FI0  C37  H37   single    0.930  0.020  1.080
 FI0  N11  H2    single    0.890  0.020  1.040
 FI0  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
 FI0  H2    N11  C16   108.70  3.000
 FI0  H2    N11  C12   109.30  3.000
 FI0  C16   N11  C12   112.41  3.000
 FI0  H12A  C12  H12   105.94  3.000
 FI0  H12A  C12  C13   108.44  3.000
 FI0  H12   C12  C13   109.10  3.000
 FI0  H12A  C12  N11   107.62  3.000
 FI0  H12   C12  N11   112.56  3.000
 FI0  C13   C12  N11   112.86  3.000
 FI0  H13   C13  C15   108.05  3.000
 FI0  H13   C13  C14   108.35  3.000
 FI0  C15   C13  C14   111.82  3.000
 FI0  H13   C13  C12   107.16  3.000
 FI0  C15   C13  C12   109.45  3.000
 FI0  C14   C13  C12   111.83  3.000
 FI0  H14B  C14  H14A  106.48  3.000
 FI0  H14B  C14  H14   107.87  3.000
 FI0  H14A  C14  H14   107.67  3.000
 FI0  H14B  C14  C13   112.08  3.000
 FI0  H14A  C14  C13   111.60  3.000
 FI0  H14   C14  C13   110.90  3.000
 FI0  H15A  C15  H15   106.05  3.000
 FI0  H15A  C15  C18   108.64  3.000
 FI0  H15   C15  C18   109.53  3.000
 FI0  H15A  C15  C13   108.60  3.000
 FI0  H15   C15  C13   109.19  3.000
 FI0  C18   C15  C13   114.49  3.000
 FI0  H16A  C16  H16   106.15  3.000
 FI0  H16A  C16  C17   108.55  3.000
 FI0  H16   C16  C17   109.22  3.000
 FI0  H16A  C16  N11   112.43  3.000
 FI0  H16   C16  N11   108.21  3.000
 FI0  C17   C16  N11   112.08  3.000
 FI0  H17   C17  C19   108.11  3.000
 FI0  H17   C17  O18   105.66  3.000
 FI0  C19   C17  O18   111.00  3.000
 FI0  H17   C17  C16   108.47  3.000
 FI0  C19   C17  C16   111.63  3.000
 FI0  O18   C17  C16   111.69  3.000
 FI0  H18B  C18  H18A  107.64  3.000
 FI0  H18B  C18  H18   107.18  3.000
 FI0  H18A  C18  H18   107.53  3.000
 FI0  H18B  C18  C15   112.25  3.000
 FI0  H18A  C18  C15   111.09  3.000
 FI0  H18   C18  C15   110.92  3.000
 FI0  HO18  O18  C17   108.14  3.000
 FI0  H19   C19  C32   108.15  3.000
 FI0  H19   C19  N20   107.19  3.000
 FI0  C32   C19  N20   109.03  3.000
 FI0  H19   C19  C17   106.94  3.000
 FI0  C32   C19  C17   110.40  3.000
 FI0  N20   C19  C17   114.87  3.000
 FI0  H1    N20  HN20  106.61  3.000
 FI0  H1    N20  C19   110.31  3.000
 FI0  HN20  N20  C19   111.01  3.000
 FI0  H32A  C32  H32   106.67  3.000
 FI0  H32A  C32  C38   109.70  3.000
 FI0  H32   C32  C38   109.98  3.000
 FI0  H32A  C32  C19   109.09  3.000
 FI0  H32   C32  C19   108.55  3.000
 FI0  C38   C32  C19   112.66  3.000
 FI0  H33   C33  C38   119.41  3.000
 FI0  H33   C33  C34   119.61  3.000
 FI0  C38   C33  C34   120.98  3.000
 FI0  H34   C34  C35   119.95  3.000
 FI0  H34   C34  C33   119.87  3.000
 FI0  C35   C34  C33   120.18  3.000
 FI0  H35   C35  C36   120.30  3.000
 FI0  H35   C35  C34   120.26  3.000
 FI0  C36   C35  C34   119.45  3.000
 FI0  H36   C36  C37   119.84  3.000
 FI0  H36   C36  C35   120.09  3.000
 FI0  C37   C36  C35   120.06  3.000
 FI0  H37   C37  C38   119.37  3.000
 FI0  H37   C37  C36   119.56  3.000
 FI0  C38   C37  C36   121.07  3.000
 FI0  C37   C38  C33   118.27  3.000
 FI0  C37   C38  C32   120.29  3.000
 FI0  C33   C38  C32   121.43  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
 FI0  CONST_01  C36  C35  C34  C33     0.00   0.0  0
 FI0  CONST_02  C36  C37  C38  C33     0.00   0.0  0
 FI0  CONST_03  C37  C38  C33  C34     0.00   0.0  0
 FI0  CONST_04  C37  C36  C35  C34     0.00   0.0  0
 FI0  CONST_05  C38  C33  C34  C35     0.00   0.0  0
 FI0  CONST_06  C38  C37  C36  C35     0.00   0.0  0
 FI0  CONST_07  C34  C33  C38  C32   180.00   0.0  0
 FI0  CONST_08  C36  C37  C38  C32   180.00   0.0  0
 FI0  CONST_09  H35  C35  C34  C33   180.00   0.0  0
 FI0  CONST_10  H37  C37  C38  C33   180.00   0.0  0
 FI0  CONST_11  H36  C36  C35  C34   180.00   0.0  0
 FI0  CONST_12  H33  C33  C34  C35   180.00   0.0  0
 FI0  CONST_13  H34  C34  C35  C36   180.00   0.0  0
 FI0  Var_01    C33  C38  C32  C19    95.22  30.0  2
 FI0  Var_02    C17  C16  N11  C12   175.92  30.0  3
 FI0  Var_03    C16  N11  C12  C13   173.86  30.0  1
 FI0  Var_04    H18  C18  C15  C13  -175.50  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
 FI0  chir_01  C13  C12  C14  C15  negativ
 FI0  chir_02  C17  O18  C16  C19  positiv
 FI0  chir_03  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
 FI0  plan-1  C32  0.020
 FI0  plan-1  C33  0.020
 FI0  plan-1  C34  0.020
 FI0  plan-1  C35  0.020
 FI0  plan-1  C36  0.020
 FI0  plan-1  C37  0.020
 FI0  plan-1  C38  0.020
 FI0  plan-1  H34  0.020
 FI0  plan-1  H35  0.020
 FI0  plan-1  H36  0.020
 FI0  plan-1  H37  0.020
 FI0  plan-1  H33  0.020

