# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 08:36:35 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (2S)-2-[(2-acetyl-5-methylphenyl)amino]-2-(2,6-dibromophenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1ccc(C)cc1N[C@H](C(N)=O)c2c(Br)cccc2Br
#
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
 AAA  AAA  (2S)-2-[(2-acetyl-5-methylphenyl)amino]-2-(2,6-dibromophenyl)ethanamide  ligand  39  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AAA
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
 AAA  C1    C   CR6   0  -0.146   0.0899   0.8465   3.0607
 AAA  C1A   C   C     0   0.400   1.3948   1.5146   2.9575
 AAA  C1B   C   CH3   0  -0.798   1.8183   2.4538   4.0579
 AAA  O1B   O   O     0  -0.443   2.1469   1.3335   2.0059
 AAA  C2    C   CR16  0  -0.283  -0.7188   1.0713   4.1847
 AAA  C3    C   CR16  0  -0.311  -1.9552   0.4899   4.3343
 AAA  C4    C   CR6   0   0.115  -2.4375  -0.3707   3.3414
 AAA  C4A   C   CH3   0  -0.725  -3.7822  -1.0143   3.4901
 AAA  C5    C   CR16  0  -0.392  -1.6581  -0.6207   2.2275
 AAA  C6    C   CR6   0   0.408  -0.3982  -0.0237   2.0463
 AAA  N7    N   NH1   0  -0.721   0.3556  -0.2944   0.9420
 AAA  C8    C   CH1   0  -0.333  -0.1449  -0.8689  -0.2772
 AAA  C8A   C   C     0   0.520   0.0704  -2.3812  -0.4473
 AAA  N8B   N   NH2   0  -0.794   0.3830  -3.0432   0.6679
 AAA  O8B   O   O     0  -0.468  -0.1508  -2.9017  -1.5284
 AAA  C9    C   CR6   0   0.303   0.3468  -0.0927  -1.4804
 AAA  C10   C   CR6   0  -0.208  -0.4732   0.8060  -2.1718
 AAA  BR1   BR  BR    0  -0.018  -2.2618   1.1219  -1.6372
 AAA  C11   C   CR16  0  -0.208  -0.0289   1.5277  -3.2708
 AAA  C12   C   CR16  0  -0.260   1.2765   1.3761  -3.7016
 AAA  C13   C   CR16  0  -0.215   2.1349   0.5230  -3.0306
 AAA  C14   C   CR6   0  -0.158   1.6659  -0.1877  -1.9374
 AAA  BR2   BR  BR    0  -0.015   2.9154  -1.2960  -1.0513
 AAA  H1B1  H   HCH3  0   0.270   2.7907   2.8796   3.8226
 AAA  H1B2  H   HCH3  0   0.268   1.1019   3.2656   4.1864
 AAA  H1B3  H   HCH3  0   0.268   1.8892   1.9322   5.0131
 AAA  H2    H   HCR6  0   0.265  -0.3644   1.7251   4.9699
 AAA  H3    H   HCR6  0   0.249  -2.5479   0.6907   5.2176
 AAA  H4A1  H   HCH3  0   0.255  -4.5753  -0.2680   3.4161
 AAA  H4A2  H   HCH3  0   0.248  -3.9582  -1.7665   2.7229
 AAA  H4A3  H   HCH3  0   0.251  -3.8824  -1.4905   4.4659
 AAA  H5    H   HCR6  0   0.263  -2.0394  -1.3178   1.4930
 AAA  HN7   H   HNH1  0   0.416   1.2426   0.1953   0.9214
 AAA  H8    H   HCH1  0   0.310  -1.2345  -0.7963  -0.2678
 AAA  HN81  H   HNH2  0   0.406   0.5291  -4.0393   0.6380
 AAA  HN82  H   HNH2  0   0.415   0.6797  -2.5547   1.4958
 AAA  H11   H   HCR6  0   0.290  -0.6905   2.2081  -3.7882
 AAA  H12   H   HCR6  0   0.286   1.6299   1.9325  -4.5588
 AAA  H13   H   HCR6  0   0.291   3.1601   0.4199  -3.3585

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
 AAA  C1   C1A   single    1.470  0.020  1.470
 AAA  C1   C2    aromatic  1.403  0.020  1.403
 AAA  C1   C6    aromatic  1.423  0.020  1.423
 AAA  C1A  C1B   single    1.507  0.020  1.507
 AAA  C1A  O1B   double    1.226  0.020  1.226
 AAA  C1B  H1B1  single    0.970  0.020  1.090
 AAA  C1B  H1B2  single    0.970  0.020  1.090
 AAA  C1B  H1B3  single    0.970  0.020  1.090
 AAA  C2   C3    aromatic  1.374  0.020  1.374
 AAA  C2   H2    single    0.930  0.020  1.080
 AAA  C3   C4    aromatic  1.400  0.020  1.400
 AAA  C3   H3    single    0.930  0.020  1.080
 AAA  C4   C4A   single    1.498  0.020  1.498
 AAA  C4   C5    aromatic  1.382  0.020  1.382
 AAA  C4A  H4A1  single    0.970  0.020  1.090
 AAA  C4A  H4A2  single    0.970  0.020  1.090
 AAA  C4A  H4A3  single    0.970  0.020  1.090
 AAA  C5   C6    aromatic  1.406  0.020  1.406
 AAA  C5   H5    single    0.930  0.020  1.080
 AAA  C6   N7    single    1.364  0.020  1.364
 AAA  N7   C8    single    1.438  0.020  1.438
 AAA  N7   HN7   single    0.860  0.020  1.020
 AAA  C8   C8A   single    1.537  0.020  1.537
 AAA  C8   C9    single    1.514  0.020  1.514
 AAA  C8   H8    single    0.970  0.020  1.090
 AAA  C8A  N8B   single    1.334  0.020  1.334
 AAA  C8A  O8B   double    1.220  0.020  1.220
 AAA  N8B  HN81  single    0.860  0.020  1.020
 AAA  N8B  HN82  single    0.860  0.020  1.020
 AAA  C9   C10   aromatic  1.399  0.020  1.399
 AAA  C9   C14   aromatic  1.399  0.020  1.399
 AAA  C10  BR1   single    1.893  0.020  1.893
 AAA  C10  C11   aromatic  1.388  0.020  1.388
 AAA  C11  C12   aromatic  1.383  0.020  1.383
 AAA  C11  H11   single    0.930  0.020  1.080
 AAA  C12  C13   aromatic  1.384  0.020  1.384
 AAA  C12  H12   single    0.930  0.020  1.080
 AAA  C13  C14   aromatic  1.386  0.020  1.386
 AAA  C13  H13   single    0.930  0.020  1.080
 AAA  C14  BR2   single    1.891  0.020  1.891

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
 AAA  C6    C1   C2    118.13  3.000
 AAA  C6    C1   C1A   122.18  3.000
 AAA  C2    C1   C1A   119.68  3.000
 AAA  O1B   C1A  C1B   119.08  3.000
 AAA  O1B   C1A  C1    122.13  3.000
 AAA  C1B   C1A  C1    118.78  3.000
 AAA  H1B3  C1B  H1B2  107.19  3.000
 AAA  H1B3  C1B  H1B1  108.59  3.000
 AAA  H1B2  C1B  H1B1  108.76  3.000
 AAA  H1B3  C1B  C1A   111.07  3.000
 AAA  H1B2  C1B  C1A   111.43  3.000
 AAA  H1B1  C1B  C1A   109.71  3.000
 AAA  H2    C2   C3    118.13  3.000
 AAA  H2    C2   C1    119.32  3.000
 AAA  C3    C2   C1    122.55  3.000
 AAA  H3    C3   C4    120.28  3.000
 AAA  H3    C3   C2    120.19  3.000
 AAA  C4    C3   C2    119.53  3.000
 AAA  C5    C4   C4A   120.55  3.000
 AAA  C5    C4   C3    119.24  3.000
 AAA  C4A   C4   C3    120.20  3.000
 AAA  H4A3  C4A  H4A2  108.30  3.000
 AAA  H4A3  C4A  H4A1  107.01  3.000
 AAA  H4A2  C4A  H4A1  107.88  3.000
 AAA  H4A3  C4A  C4    111.03  3.000
 AAA  H4A2  C4A  C4    111.84  3.000
 AAA  H4A1  C4A  C4    110.59  3.000
 AAA  H5    C5   C6    120.13  3.000
 AAA  H5    C5   C4    117.69  3.000
 AAA  C6    C5   C4    122.17  3.000
 AAA  N7    C6   C5    121.02  3.000
 AAA  N7    C6   C1    120.59  3.000
 AAA  C5    C6   C1    118.37  3.000
 AAA  HN7   N7   C8    118.72  3.000
 AAA  HN7   N7   C6    113.85  3.000
 AAA  C8    N7   C6    124.99  3.000
 AAA  H8    C8   C9    107.27  3.000
 AAA  H8    C8   C8A   101.89  3.000
 AAA  C9    C8   C8A   111.78  3.000
 AAA  H8    C8   N7    108.26  3.000
 AAA  C9    C8   N7    110.86  3.000
 AAA  C8A   C8   N7    115.99  3.000
 AAA  O8B   C8A  N8B   124.85  3.000
 AAA  O8B   C8A  C8    119.50  3.000
 AAA  N8B   C8A  C8    115.38  3.000
 AAA  HN82  N8B  HN81  117.51  3.000
 AAA  HN82  N8B  C8A   121.07  3.000
 AAA  HN81  N8B  C8A   120.00  3.000
 AAA  C14   C9   C10   115.76  3.000
 AAA  C14   C9   C8    122.07  3.000
 AAA  C10   C9   C8    122.12  3.000
 AAA  C11   C10  BR1   116.06  3.000
 AAA  C11   C10  C9    122.52  3.000
 AAA  BR1   C10  C9    121.41  3.000
 AAA  H11   C11  C12   119.84  3.000
 AAA  H11   C11  C10   120.70  3.000
 AAA  C12   C11  C10   119.46  3.000
 AAA  H12   C12  C13   119.93  3.000
 AAA  H12   C12  C11   119.94  3.000
 AAA  C13   C12  C11   120.13  3.000
 AAA  H13   C13  C14   120.75  3.000
 AAA  H13   C13  C12   119.99  3.000
 AAA  C14   C13  C12   119.26  3.000
 AAA  BR2   C14  C13   116.53  3.000
 AAA  BR2   C14  C9    120.65  3.000
 AAA  C13   C14  C9    122.81  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
 AAA  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 AAA  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 AAA  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 AAA  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 AAA  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 AAA  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 AAA  CONST_07  C12   C11  C10  C9      0.00   0.0  0
 AAA  CONST_08  C12   C13  C14  C9      0.00   0.0  0
 AAA  CONST_09  C13   C14  C9   C10     0.00   0.0  0
 AAA  CONST_10  C13   C12  C11  C10     0.00   0.0  0
 AAA  CONST_11  C14   C9   C10  C11     0.00   0.0  0
 AAA  CONST_12  C14   C13  C12  C11     0.00   0.0  0
 AAA  CONST_13  C3    C2   C1   C1A   180.00   0.0  0
 AAA  CONST_14  C5    C6   C1   C1A   180.00   0.0  0
 AAA  CONST_15  N7    C6   C1   C2    180.00   0.0  0
 AAA  CONST_16  C4A   C4   C3   C2    180.00   0.0  0
 AAA  CONST_17  N7    C6   C5   C4    180.00   0.0  0
 AAA  CONST_18  C6    C5   C4   C4A   180.00   0.0  0
 AAA  CONST_19  C11   C10  C9   C8    180.00   0.0  0
 AAA  CONST_20  C13   C14  C9   C8    180.00   0.0  0
 AAA  CONST_21  BR2   C14  C9   C10   180.00   0.0  0
 AAA  CONST_22  C14   C9   C10  BR1   180.00   0.0  0
 AAA  CONST_23  C12   C11  C10  BR1   180.00   0.0  0
 AAA  CONST_24  BR2   C14  C13  C12   180.00   0.0  0
 AAA  CONST_25  H3    C3   C2   C1    180.00   0.0  0
 AAA  CONST_26  H5    C5   C6   C1    180.00   0.0  0
 AAA  CONST_27  H2    C2   C3   C4    180.00   0.0  0
 AAA  CONST_28  H11   C11  C10  C9    180.00   0.0  0
 AAA  CONST_29  H13   C13  C14  C9    180.00   0.0  0
 AAA  CONST_30  H12   C12  C11  C10   180.00   0.0  0
 AAA  CONST_33  HN7   N7   C6   C1      0.00   0.0  0
 AAA  CONST_34  HN81  N8B  C8A  C8    180.00   0.0  0
 AAA  CONST_35  HN82  N8B  C8A  C8      0.00   0.0  0
 AAA  Var_01    C2    C1   C1A  C1B    -1.31  30.0  2
 AAA  Var_02    H4A1  C4A  C4   C3     68.33  30.0  2
 AAA  Var_03    H1B1  C1B  C1A  C1   -178.77  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
 AAA  chir_01  C8  N7  C8A  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
 AAA  plan-1  C1    0.020
 AAA  plan-1  C1A   0.020
 AAA  plan-1  C2    0.020
 AAA  plan-1  C3    0.020
 AAA  plan-1  C4    0.020
 AAA  plan-1  C4A   0.020
 AAA  plan-1  C5    0.020
 AAA  plan-1  C6    0.020
 AAA  plan-1  N7    0.020
 AAA  plan-1  H2    0.020
 AAA  plan-1  H3    0.020
 AAA  plan-1  H5    0.020
 AAA  plan-2  C8    0.020
 AAA  plan-2  C9    0.020
 AAA  plan-2  C10   0.020
 AAA  plan-2  BR1   0.020
 AAA  plan-2  C11   0.020
 AAA  plan-2  C12   0.020
 AAA  plan-2  C13   0.020
 AAA  plan-2  C14   0.020
 AAA  plan-2  BR2   0.020
 AAA  plan-2  H11   0.020
 AAA  plan-2  H12   0.020
 AAA  plan-2  H13   0.020
 AAA  plan-3  C8    0.020
 AAA  plan-3  C8A   0.020
 AAA  plan-3  N8B   0.020
 AAA  plan-3  O8B   0.020
 AAA  plan-3  HN81  0.020
 AAA  plan-3  HN82  0.020
 AAA  plan-4  C6    0.020
 AAA  plan-4  N7    0.020
 AAA  plan-4  C8    0.020
 AAA  plan-4  HN7   0.020
 AAA  plan-5  C1    0.020
 AAA  plan-5  C1A   0.020
 AAA  plan-5  C1B   0.020
 AAA  plan-5  O1B   0.020

