# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 16:20:32 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (2S)-2-amino-N-[(2S,3E)-1-(biphenyl-4-yl)-3-iminopropan-2-yl]butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](N)C(=O)N[C@@H](Cc1ccc(cc1)c2ccccc2)C=N
#
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
 6AO  6AO  (2S)-2-amino-N-[(2S,3E)-1-(biphenyl-4-yl)-3-iminopropan-2-yl]butanamide  ligand  46  23  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6AO
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
 6AO  C1    C  CH1   0  -0.231   3.1543  -1.8886  -0.2474
 6AO  N2    N  NH2   0  -0.789   2.7065  -2.8437  -1.2424
 6AO  C3    C  C     0   0.572   2.7439  -0.4923  -0.6894
 6AO  O4    O  O     0  -0.495   2.7815  -0.1563  -1.8637
 6AO  N5    N  NH1   0  -0.620   2.3742   0.3353   0.3044
 6AO  C6    C  CH2   0  -0.557   1.1395   2.3052   1.0700
 6AO  C7    C  CH1   0  -0.123   2.2131   1.7506   0.1224
 6AO  C8    C  CR6   0   0.154  -0.2048   1.6842   0.8225
 6AO  C9    C  CR16  0  -0.304  -0.7121   0.7009   1.6642
 6AO  C10   C  CR16  0  -0.296  -1.9448   0.1151   1.4180
 6AO  C11   C  CR6   0   0.073  -2.7103   0.4920   0.3147
 6AO  C12   C  CR16  0  -0.296  -2.1969   1.4762  -0.5326
 6AO  C13   C  CR16  0  -0.284  -0.9667   2.0605  -0.2811
 6AO  C14   C  CR6   0   0.091  -4.0265  -0.1245   0.0524
 6AO  C15   C  CR16  0  -0.313  -4.4490  -0.3813  -1.2537
 6AO  C16   C  CR16  0  -0.240  -5.6875  -0.9557  -1.5003
 6AO  C17   C  CR16  0  -0.267  -6.5281  -1.2868  -0.4455
 6AO  C18   C  CR16  0  -0.240  -6.1197  -1.0364   0.8580
 6AO  C19   C  CR16  0  -0.313  -4.8818  -0.4605   1.1037
 6AO  C20   C  CH2   0  -0.429   4.6691  -1.8726   0.0265
 6AO  C21   C  CH3   0  -0.674   5.1870  -3.2020   0.5559
 6AO  C22   C  C1    0  -0.031   3.5029   2.5068   0.3083
 6AO  N23   N  N     0  -0.527   4.5769   1.9349   0.6376
 6AO  H22   H  H     0   0.233   3.4160   3.5830   0.1340
 6AO  H1    H  HCH1  0   0.243   2.6459  -2.1304   0.6929
 6AO  H21N  H  HNH2  0   0.341   3.1702  -2.6589  -2.1238
 6AO  H22N  H  HNH2  0   0.352   2.9841  -3.7766  -0.9660
 6AO  H201  H  HCH2  0   0.224   5.1922  -1.6066  -0.8971
 6AO  H202  H  HCH2  0   0.230   4.8926  -1.0789   0.7440
 6AO  H5    H  HNH1  0   0.392   2.4813   0.0070   1.2518
 6AO  H7    H  HCH1  0   0.282   1.8792   1.9269  -0.9042
 6AO  H61C  H  HCH2  0   0.267   1.4488   2.1422   2.1064
 6AO  H62C  H  HCH2  0   0.272   1.0842   3.3875   0.9293
 6AO  H9    H  HCR6  0   0.247  -0.1384   0.3825   2.5268
 6AO  H13   H  HCR6  0   0.249  -0.5978   2.8291  -0.9508
 6AO  H10   H  HCR6  0   0.252  -2.3041  -0.6584   2.0853
 6AO  H12   H  HCR6  0   0.252  -2.7751   1.8092  -1.3860
 6AO  H15   H  HCR6  0   0.253  -3.7970  -0.1474  -2.0865
 6AO  H19   H  HCR6  0   0.254  -4.5873  -0.2518   2.1246
 6AO  H16   H  HCR6  0   0.258  -5.9937  -1.1506  -2.5199
 6AO  H17   H  HCR6  0   0.257  -7.4930  -1.7369  -0.6392
 6AO  H18   H  HCR6  0   0.257  -6.7700  -1.2814   1.6879
 6AO  H211  H  HCH3  0   0.223   4.6627  -3.4947   1.4675
 6AO  H212  H  HCH3  0   0.218   5.0678  -4.0065  -0.1712
 6AO  H213  H  HCH3  0   0.238   6.2493  -3.1385   0.7917
 6AO  H23   H  H     0   0.348   5.3299   2.6131   0.7124

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
 6AO  C1   N2    single    1.450  0.020  1.450
 6AO  C1   C3    single    1.521  0.020  1.521
 6AO  C1   C20   single    1.539  0.020  1.539
 6AO  C3   O4    double    1.222  0.020  1.222
 6AO  C3   N5    single    1.345  0.020  1.345
 6AO  N5   C7    single    1.436  0.020  1.436
 6AO  C6   C7    single    1.536  0.020  1.536
 6AO  C6   C8    single    1.501  0.020  1.501
 6AO  C7   C22   single    1.507  0.020  1.507
 6AO  C8   C9    aromatic  1.390  0.020  1.390
 6AO  C8   C13   aromatic  1.393  0.020  1.393
 6AO  C9   C10   aromatic  1.387  0.020  1.387
 6AO  C10  C11   aromatic  1.395  0.020  1.395
 6AO  C11  C12   aromatic  1.396  0.020  1.396
 6AO  C11  C14   single    1.477  0.020  1.477
 6AO  C12  C13   aromatic  1.385  0.020  1.385
 6AO  C14  C15   aromatic  1.397  0.020  1.397
 6AO  C14  C19   aromatic  1.396  0.020  1.396
 6AO  C15  C16   aromatic  1.387  0.020  1.387
 6AO  C16  C17   aromatic  1.389  0.020  1.389
 6AO  C17  C18   aromatic  1.389  0.020  1.389
 6AO  C18  C19   aromatic  1.387  0.020  1.387
 6AO  C20  C21   single    1.522  0.020  1.522
 6AO  C22  N23   double    1.261  0.020  1.261
 6AO  C22  H22   single    0.930  0.020  1.080
 6AO  C1   H1    single    0.970  0.020  1.090
 6AO  N2   H21N  single    0.890  0.020  1.040
 6AO  N2   H22N  single    0.890  0.020  1.040
 6AO  C20  H201  single    0.970  0.020  1.090
 6AO  C20  H202  single    0.970  0.020  1.090
 6AO  N5   H5    single    0.860  0.020  1.020
 6AO  C7   H7    single    0.970  0.020  1.090
 6AO  C6   H61C  single    0.970  0.020  1.090
 6AO  C6   H62C  single    0.970  0.020  1.090
 6AO  C9   H9    single    0.930  0.020  1.080
 6AO  C13  H13   single    0.930  0.020  1.080
 6AO  C10  H10   single    0.930  0.020  1.080
 6AO  C12  H12   single    0.930  0.020  1.080
 6AO  C15  H15   single    0.930  0.020  1.080
 6AO  C19  H19   single    0.930  0.020  1.080
 6AO  C16  H16   single    0.930  0.020  1.080
 6AO  C17  H17   single    0.930  0.020  1.080
 6AO  C18  H18   single    0.930  0.020  1.080
 6AO  C21  H211  single    0.970  0.020  1.090
 6AO  C21  H212  single    0.970  0.020  1.090
 6AO  C21  H213  single    0.970  0.020  1.090
 6AO  N23  H23   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
 6AO  H1    C1   C20   107.83  3.000
 6AO  H1    C1   C3    109.07  3.000
 6AO  C20   C1   C3    107.92  3.000
 6AO  H1    C1   N2    107.46  3.000
 6AO  C20   C1   N2    115.64  3.000
 6AO  C3    C1   N2    108.78  3.000
 6AO  H22N  N2   H21N  106.28  3.000
 6AO  H22N  N2   C1    109.58  3.000
 6AO  H21N  N2   C1    109.61  3.000
 6AO  N5    C3   O4    123.32  3.000
 6AO  N5    C3   C1    115.11  3.000
 6AO  O4    C3   C1    121.56  3.000
 6AO  H5    N5   C7    116.86  3.000
 6AO  H5    N5   C3    117.69  3.000
 6AO  C7    N5   C3    122.93  3.000
 6AO  H62C  C6   H61C  106.49  3.000
 6AO  H62C  C6   C8    110.07  3.000
 6AO  H61C  C6   C8    110.36  3.000
 6AO  H62C  C6   C7    108.27  3.000
 6AO  H61C  C6   C7    109.46  3.000
 6AO  C8    C6   C7    112.01  3.000
 6AO  H7    C7   C22   107.23  3.000
 6AO  H7    C7   C6    107.91  3.000
 6AO  C22   C7   C6    109.94  3.000
 6AO  H7    C7   N5    108.18  3.000
 6AO  C22   C7   N5    112.51  3.000
 6AO  C6    C7   N5    110.87  3.000
 6AO  C13   C8   C9    118.11  3.000
 6AO  C13   C8   C6    120.58  3.000
 6AO  C9    C8   C6    121.30  3.000
 6AO  H9    C9   C10   119.19  3.000
 6AO  H9    C9   C8    119.77  3.000
 6AO  C10   C9   C8    121.04  3.000
 6AO  H10   C10  C11   119.89  3.000
 6AO  H10   C10  C9    119.16  3.000
 6AO  C11   C10  C9    120.94  3.000
 6AO  C14   C11  C12   120.93  3.000
 6AO  C14   C11  C10   121.12  3.000
 6AO  C12   C11  C10   117.95  3.000
 6AO  H12   C12  C13   119.17  3.000
 6AO  H12   C12  C11   119.90  3.000
 6AO  C13   C12  C11   120.91  3.000
 6AO  H13   C13  C12   119.29  3.000
 6AO  H13   C13  C8    119.65  3.000
 6AO  C12   C13  C8    121.05  3.000
 6AO  C19   C14  C15   118.33  3.000
 6AO  C19   C14  C11   120.84  3.000
 6AO  C15   C14  C11   120.83  3.000
 6AO  H15   C15  C16   119.35  3.000
 6AO  H15   C15  C14   119.81  3.000
 6AO  C16   C15  C14   120.83  3.000
 6AO  H16   C16  C17   120.08  3.000
 6AO  H16   C16  C15   119.65  3.000
 6AO  C17   C16  C15   120.27  3.000
 6AO  H17   C17  C18   120.34  3.000
 6AO  H17   C17  C16   120.20  3.000
 6AO  C18   C17  C16   119.46  3.000
 6AO  H18   C18  C19   119.62  3.000
 6AO  H18   C18  C17   120.15  3.000
 6AO  C19   C18  C17   120.23  3.000
 6AO  H19   C19  C18   119.32  3.000
 6AO  H19   C19  C14   119.79  3.000
 6AO  C18   C19  C14   120.87  3.000
 6AO  H202  C20  H201  106.25  3.000
 6AO  H202  C20  C21   109.66  3.000
 6AO  H201  C20  C21   110.08  3.000
 6AO  H202  C20  C1    109.00  3.000
 6AO  H201  C20  C1    108.83  3.000
 6AO  C21   C20  C1    112.81  3.000
 6AO  H213  C21  H212  107.08  3.000
 6AO  H213  C21  H211  107.64  3.000
 6AO  H212  C21  H211  107.84  3.000
 6AO  H213  C21  C20   110.86  3.000
 6AO  H212  C21  C20   112.04  3.000
 6AO  H211  C21  C20   111.18  3.000
 6AO  H22   C22  N23   123.77  3.000
 6AO  H22   C22  C7    113.96  3.000
 6AO  N23   C22  C7    122.27  3.000
 6AO  H23   N23  C22   110.35  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
 6AO  CONST_01  C11   C10  C9   C8     0.00   0.0  0
 6AO  CONST_02  C11   C12  C13  C8     0.00   0.0  0
 6AO  CONST_03  C12   C13  C8   C9     0.00   0.0  0
 6AO  CONST_04  C12   C11  C10  C9     0.00   0.0  0
 6AO  CONST_05  C14   C11  C10  C9   180.00   0.0  0
 6AO  CONST_06  C13   C8   C9   C10    0.00   0.0  0
 6AO  CONST_07  C13   C12  C11  C10    0.00   0.0  0
 6AO  CONST_10  C16   C15  C14  C11  180.00   0.0  0
 6AO  CONST_11  C18   C19  C14  C11  180.00   0.0  0
 6AO  CONST_14  C14   C11  C12  C13  180.00   0.0  0
 6AO  CONST_15  C17   C16  C15  C14    0.00   0.0  0
 6AO  CONST_16  C17   C18  C19  C14    0.00   0.0  0
 6AO  CONST_17  C18   C19  C14  C15    0.00   0.0  0
 6AO  CONST_18  C18   C17  C16  C15    0.00   0.0  0
 6AO  CONST_19  C19   C14  C15  C16    0.00   0.0  0
 6AO  CONST_20  C19   C18  C17  C16    0.00   0.0  0
 6AO  CONST_21  C10   C9   C8   C6   180.00   0.0  0
 6AO  CONST_22  C12   C13  C8   C6   180.00   0.0  0
 6AO  CONST_23  H10   C10  C9   C8   180.00   0.0  0
 6AO  CONST_24  H12   C12  C13  C8   180.00   0.0  0
 6AO  CONST_25  H13   C13  C8   C9   180.00   0.0  0
 6AO  CONST_26  H9    C9   C10  C11  180.00   0.0  0
 6AO  CONST_27  H15   C15  C14  C11    0.00   0.0  0
 6AO  CONST_28  H19   C19  C14  C11    0.00   0.0  0
 6AO  CONST_29  H16   C16  C15  C14  180.00   0.0  0
 6AO  CONST_30  H18   C18  C19  C14  180.00   0.0  0
 6AO  CONST_31  H17   C17  C16  C15  180.00   0.0  0
 6AO  CONST_32  C7    N5   C3   C1   180.00   0.0  0
 6AO  CONST_33  C7    N5   C3   O4     0.00   0.0  0
 6AO  CONST_34  H5    N5   C3   C1     0.00   0.0  0
 6AO  Var_01    C9    C8   C6   C7   103.03  30.0  2
 6AO  Var_02    H211  C21  C20  C1   -57.10  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
 6AO  chir_01  C1  N2  C3  C20  positiv
 6AO  chir_02  C7  N5  C6  C22  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
 6AO  plan-1  C6   0.020
 6AO  plan-1  C8   0.020
 6AO  plan-1  C9   0.020
 6AO  plan-1  C10  0.020
 6AO  plan-1  C11  0.020
 6AO  plan-1  C12  0.020
 6AO  plan-1  C13  0.020
 6AO  plan-1  C14  0.020
 6AO  plan-1  H9   0.020
 6AO  plan-1  H13  0.020
 6AO  plan-1  H10  0.020
 6AO  plan-1  H12  0.020
 6AO  plan-2  C11  0.020
 6AO  plan-2  C14  0.020
 6AO  plan-2  C15  0.020
 6AO  plan-2  C16  0.020
 6AO  plan-2  C17  0.020
 6AO  plan-2  C18  0.020
 6AO  plan-2  C19  0.020
 6AO  plan-2  H15  0.020
 6AO  plan-2  H19  0.020
 6AO  plan-2  H16  0.020
 6AO  plan-2  H17  0.020
 6AO  plan-2  H18  0.020
 6AO  plan-3  C1   0.020
 6AO  plan-3  C3   0.020
 6AO  plan-3  O4   0.020
 6AO  plan-3  N5   0.020
 6AO  plan-3  C7   0.020
 6AO  plan-3  H5   0.020
 6AO  plan-4  C7   0.020
 6AO  plan-4  C22  0.020
 6AO  plan-4  N23  0.020
 6AO  plan-4  H22  0.020
 6AO  plan-4  H23  0.020

