# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 16:00:32 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: N-[(2S)-2-benzyl-3-(hydroxyamino)-3-oxopropanoyl]-L-alanyl-N-(4-nitrophenyl)glycinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)[C@H](Cc1ccccc1)C(=O)NO)C(=O)NCC(=O)Nc2ccc(cc2)[N+]([O-])=O
#
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
 BAN  BAN  N-[(2S)-2-benzyl-3-(hydroxyamino)-3-oxopropanoyl]-L-alanyl-N-(4-nitrophenyl)glycinamide  ligand  56  33  .  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_BAN
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
 BAN  OH1  O  OH1    0  -0.541   6.4572  -1.4525  -0.6993
 BAN  N1   N  NH1    0  -0.371   5.1376  -1.7260  -0.8941
 BAN  C1   C  C      0   0.548   4.5408  -2.6858  -0.1622
 BAN  O1   O  O      0  -0.458   5.0591  -3.2354   0.7884
 BAN  CA2  C  CH1    0  -0.524   3.1106  -2.9639  -0.6121
 BAN  CB2  C  CH2    0  -0.505   2.7425  -4.4318  -0.3642
 BAN  CG2  C  CR6    0   0.122   1.4140  -4.7845  -0.9755
 BAN  CD1  C  CR16   0  -0.294   0.2260  -4.6128  -0.2704
 BAN  CD2  C  CR16   0  -0.315   1.3513  -5.2651  -2.2829
 BAN  CE1  C  CR16   0  -0.223  -0.9949  -4.9163  -0.8576
 BAN  CE2  C  CR16   0  -0.242   0.1332  -5.5745  -2.8711
 BAN  CZ2  C  CR16   0  -0.277  -1.0463  -5.4010  -2.1569
 BAN  C2   C  C      0   0.595   2.2042  -2.0338   0.1879
 BAN  O2   O  O      0  -0.471   2.1034  -2.1340   1.3989
 BAN  N3   N  NH1    0  -0.621   1.5683  -1.0887  -0.5190
 BAN  CA3  C  CH1    0  -0.209   0.6879  -0.1359   0.1142
 BAN  CB3  C  CH3    0  -0.679   0.3961   1.0154  -0.8398
 BAN  C3   C  C      0   0.580  -0.6217  -0.8121   0.5135
 BAN  O3   O  O      0  -0.470  -1.2242  -1.5450  -0.2506
 BAN  N4   N  NH1    0  -0.623  -1.0981  -0.4928   1.7277
 BAN  CA4  C  CH2    0  -0.427  -2.3360  -1.0530   2.1815
 BAN  C4   C  C      0   0.554  -2.2329  -2.5641   2.3537
 BAN  O4   O  O      0  -0.439  -1.2223  -3.0937   2.7594
 BAN  C10  C  CR6    0   0.406  -3.6644  -4.5816   2.1482
 BAN  C5   C  CR16   0  -0.349  -4.9771  -4.9759   1.8575
 BAN  C6   C  CR16   0  -0.254  -5.3496  -6.2999   1.9073
 BAN  C7   C  CR6    0   0.235  -4.4024  -7.2563   2.2531
 BAN  C8   C  CR16   0  -0.253  -3.0971  -6.8881   2.5431
 BAN  C9   C  CR16   0  -0.310  -2.7236  -5.5586   2.4923
 BAN  N5   N  N      1   0.327  -4.7829  -8.6498   2.3098
 BAN  O5   O  O     -1  -0.387  -5.9217  -8.9430   2.0225
 BAN  O6   O  O      0  -0.387  -3.9463  -9.4588   2.6422
 BAN  N2   N  NH1    0  -0.747  -3.3863  -3.2275   2.0551
 BAN  H1   H  HOH1   0   0.480   6.4880  -0.6632  -0.1433
 BAN  H2   H  HNH1   0   0.417   4.7761  -1.4334  -1.7905
 BAN  H5   H  HCH1   0   0.300   3.0168  -2.7508  -1.6815
 BAN  H6   H  HCH2   0   0.263   2.7351  -4.6256   0.7087
 BAN  H7   H  HCH2   0   0.267   3.5208  -5.0632  -0.7969
 BAN  H9   H  HCR6   0   0.251   0.2500  -4.2313   0.7424
 BAN  H11  H  HCR6   0   0.245   2.2694  -5.4040  -2.8429
 BAN  H13  H  HCR6   0   0.244  -1.9095  -4.7701  -0.2985
 BAN  H15  H  HCR6   0   0.251   0.1046  -5.9533  -3.8850
 BAN  H17  H  HCR6   0   0.251  -1.9989  -5.6404  -2.6118
 BAN  H21  H  HNH1   0   0.406   1.6094  -1.1079  -1.5254
 BAN  H22  H  HCH1   0   0.273   1.1890   0.2595   1.0011
 BAN  H23  H  HCH3   0   0.242  -0.1060   0.6648  -1.7422
 BAN  H24  H  HCH3   0   0.254  -0.2451   1.7532  -0.3601
 BAN  H25  H  HCH3   0   0.257   1.3229   1.5102  -1.1285
 BAN  H28  H  HNH1   0   0.410  -0.5310   0.0273   2.3756
 BAN  H29  H  HCH2   0   0.312  -2.5739  -0.6205   3.1544
 BAN  H39  H  HCH2   0   0.274  -3.1517  -0.7857   1.5070
 BAN  H33  H  HCR6   0   0.291  -5.7162  -4.2309   1.5915
 BAN  H34  H  HCR6   0   0.300  -6.3691  -6.5732   1.6784
 BAN  H36  H  HCR6   0   0.299  -2.3554  -7.6277   2.8078
 BAN  H37  H  HCR6   0   0.300  -1.7046  -5.2969   2.7186
 BAN  H8   H  HNH1   0   0.424  -4.1534  -2.6595   1.7250

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
 BAN  OH1  N1   single    1.362  0.020  1.362
 BAN  OH1  H1   single    0.850  0.020  0.980
 BAN  N1   C1   single    1.347  0.020  1.347
 BAN  N1   H2   single    0.890  0.020  1.040
 BAN  C1   O1   double    1.214  0.020  1.214
 BAN  C1   CA2  single    1.525  0.020  1.525
 BAN  CA2  CB2  single    1.534  0.020  1.534
 BAN  CA2  C2   single    1.525  0.020  1.525
 BAN  CA2  H5   single    0.970  0.020  1.090
 BAN  CB2  CG2  single    1.504  0.020  1.504
 BAN  CB2  H6   single    0.970  0.020  1.090
 BAN  CB2  H7   single    0.970  0.020  1.090
 BAN  CG2  CD1  aromatic  1.392  0.020  1.392
 BAN  CG2  CD2  aromatic  1.394  0.020  1.394
 BAN  CD1  CE1  aromatic  1.388  0.020  1.388
 BAN  CD1  H9   single    0.930  0.020  1.080
 BAN  CD2  CE2  aromatic  1.388  0.020  1.388
 BAN  CD2  H11  single    0.930  0.020  1.080
 BAN  CE1  CZ2  aromatic  1.388  0.020  1.388
 BAN  CE1  H13  single    0.930  0.020  1.080
 BAN  CE2  CZ2  aromatic  1.390  0.020  1.390
 BAN  CE2  H15  single    0.930  0.020  1.080
 BAN  CZ2  H17  single    0.930  0.020  1.080
 BAN  C2   O2   double    1.219  0.020  1.219
 BAN  C2   N3   single    1.341  0.020  1.341
 BAN  N3   CA3  single    1.444  0.020  1.444
 BAN  N3   H21  single    0.860  0.020  1.020
 BAN  CA3  CB3  single    1.523  0.020  1.523
 BAN  CA3  C3   single    1.527  0.020  1.527
 BAN  CA3  H22  single    0.970  0.020  1.090
 BAN  CB3  H23  single    0.970  0.020  1.090
 BAN  CB3  H24  single    0.970  0.020  1.090
 BAN  CB3  H25  single    0.970  0.020  1.090
 BAN  C3   O3   double    1.218  0.020  1.218
 BAN  C3   N4   single    1.343  0.020  1.343
 BAN  N4   CA4  single    1.433  0.020  1.433
 BAN  N4   H28  single    0.860  0.020  1.020
 BAN  CA4  C4   single    1.524  0.020  1.524
 BAN  CA4  H29  single    0.970  0.020  1.090
 BAN  CA4  H39  single    0.970  0.020  1.090
 BAN  C4   O4   double    1.211  0.020  1.211
 BAN  C4   N2   single    1.364  0.020  1.364
 BAN  C10  C5   aromatic  1.401  0.020  1.401
 BAN  C10  C9   aromatic  1.399  0.020  1.399
 BAN  C10  N2   single    1.386  0.020  1.386
 BAN  C5   C6   aromatic  1.376  0.020  1.376
 BAN  C5   H33  single    0.930  0.020  1.080
 BAN  C6   C7   aromatic  1.390  0.020  1.390
 BAN  C6   H34  single    0.930  0.020  1.080
 BAN  C7   C8   aromatic  1.387  0.020  1.387
 BAN  C7   N5   single    1.446  0.020  1.446
 BAN  C8   C9   aromatic  1.382  0.020  1.382
 BAN  C8   H36  single    0.930  0.020  1.080
 BAN  C9   H37  single    0.930  0.020  1.080
 BAN  N5   O5   single    1.210  0.020  1.210
 BAN  N5   O6   double    1.210  0.020  1.210
 BAN  N2   H8   single    0.860  0.020  1.020

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
 BAN  H1   OH1  N1   106.11  3.000
 BAN  H2   N1   C1   122.03  3.000
 BAN  H2   N1   OH1  114.56  3.000
 BAN  C1   N1   OH1  119.67  3.000
 BAN  CA2  C1   O1   123.29  3.000
 BAN  CA2  C1   N1   112.66  3.000
 BAN  O1   C1   N1   123.99  3.000
 BAN  H5   CA2  C2   110.05  3.000
 BAN  H5   CA2  CB2  108.89  3.000
 BAN  C2   CA2  CB2  110.87  3.000
 BAN  H5   CA2  C1   109.46  3.000
 BAN  C2   CA2  C1   106.94  3.000
 BAN  CB2  CA2  C1   110.61  3.000
 BAN  H7   CB2  H6   106.98  3.000
 BAN  H7   CB2  CG2  109.45  3.000
 BAN  H6   CB2  CG2  110.63  3.000
 BAN  H7   CB2  CA2  108.56  3.000
 BAN  H6   CB2  CA2  109.32  3.000
 BAN  CG2  CB2  CA2  111.76  3.000
 BAN  CD2  CG2  CD1  118.63  3.000
 BAN  CD2  CG2  CB2  120.10  3.000
 BAN  CD1  CG2  CB2  121.26  3.000
 BAN  H9   CD1  CE1  119.49  3.000
 BAN  H9   CD1  CG2  119.89  3.000
 BAN  CE1  CD1  CG2  120.62  3.000
 BAN  H11  CD2  CE2  119.72  3.000
 BAN  H11  CD2  CG2  119.37  3.000
 BAN  CE2  CD2  CG2  120.91  3.000
 BAN  H13  CE1  CZ2  119.99  3.000
 BAN  H13  CE1  CD1  119.69  3.000
 BAN  CZ2  CE1  CD1  120.33  3.000
 BAN  H15  CE2  CZ2  120.17  3.000
 BAN  H15  CE2  CD2  119.88  3.000
 BAN  CZ2  CE2  CD2  119.96  3.000
 BAN  H17  CZ2  CE2  120.22  3.000
 BAN  H17  CZ2  CE1  120.22  3.000
 BAN  CE2  CZ2  CE1  119.56  3.000
 BAN  N3   C2   O2   122.85  3.000
 BAN  N3   C2   CA2  115.80  3.000
 BAN  O2   C2   CA2  121.32  3.000
 BAN  H21  N3   CA3  118.41  3.000
 BAN  H21  N3   C2   119.60  3.000
 BAN  CA3  N3   C2   121.55  3.000
 BAN  H22  CA3  C3   109.96  3.000
 BAN  H22  CA3  CB3  108.82  3.000
 BAN  C3   CA3  CB3  109.52  3.000
 BAN  H22  CA3  N3   108.37  3.000
 BAN  C3   CA3  N3   110.21  3.000
 BAN  CB3  CA3  N3   109.93  3.000
 BAN  H25  CB3  H24  108.05  3.000
 BAN  H25  CB3  H23  108.56  3.000
 BAN  H24  CB3  H23  108.14  3.000
 BAN  H25  CB3  CA3  110.26  3.000
 BAN  H24  CB3  CA3  110.43  3.000
 BAN  H23  CB3  CA3  111.31  3.000
 BAN  N4   C3   O3   122.33  3.000
 BAN  N4   C3   CA3  115.81  3.000
 BAN  O3   C3   CA3  121.77  3.000
 BAN  H28  N4   CA4  119.04  3.000
 BAN  H28  N4   C3   120.35  3.000
 BAN  CA4  N4   C3   120.00  3.000
 BAN  H39  CA4  H29  106.91  3.000
 BAN  H39  CA4  C4   111.29  3.000
 BAN  H29  CA4  C4   107.88  3.000
 BAN  H39  CA4  N4   110.75  3.000
 BAN  H29  CA4  N4   108.41  3.000
 BAN  C4   CA4  N4   111.41  3.000
 BAN  N2   C4   O4   124.51  3.000
 BAN  N2   C4   CA4  113.59  3.000
 BAN  O4   C4   CA4  121.86  3.000
 BAN  N2   C10  C9   124.33  3.000
 BAN  N2   C10  C5   116.69  3.000
 BAN  C9   C10  C5   118.98  3.000
 BAN  H33  C5   C6   119.08  3.000
 BAN  H33  C5   C10  119.80  3.000
 BAN  C6   C5   C10  121.12  3.000
 BAN  H34  C6   C7   121.47  3.000
 BAN  H34  C6   C5   119.42  3.000
 BAN  C7   C6   C5   119.11  3.000
 BAN  N5   C7   C8   119.70  3.000
 BAN  N5   C7   C6   119.59  3.000
 BAN  C8   C7   C6   120.71  3.000
 BAN  H36  C8   C9   118.83  3.000
 BAN  H36  C8   C7   121.03  3.000
 BAN  C9   C8   C7   120.14  3.000
 BAN  H37  C9   C8   118.82  3.000
 BAN  H37  C9   C10  121.24  3.000
 BAN  C8   C9   C10  119.94  3.000
 BAN  O6   N5   O5   123.61  3.000
 BAN  O6   N5   C7   118.24  3.000
 BAN  O5   N5   C7   118.15  3.000
 BAN  H8   N2   C10  114.78  3.000
 BAN  H8   N2   C4   116.13  3.000
 BAN  C10  N2   C4   129.08  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
 BAN  CONST_01  CZ2  CE1  CD1  CG2    0.00   0.0  0
 BAN  CONST_02  CZ2  CE2  CD2  CG2    0.00   0.0  0
 BAN  CONST_03  CE2  CD2  CG2  CD1    0.00   0.0  0
 BAN  CONST_04  CE2  CZ2  CE1  CD1    0.00   0.0  0
 BAN  CONST_05  CE1  CD1  CG2  CD2    0.00   0.0  0
 BAN  CONST_06  CE1  CZ2  CE2  CD2    0.00   0.0  0
 BAN  CONST_07  C7   C6   C5   C10    0.00   0.0  0
 BAN  CONST_08  C7   C8   C9   C10    0.00   0.0  0
 BAN  CONST_09  C8   C9   C10  C5     0.00   0.0  0
 BAN  CONST_10  C8   C7   C6   C5     0.00   0.0  0
 BAN  CONST_11  C9   C10  C5   C6     0.00   0.0  0
 BAN  CONST_12  C9   C8   C7   C6     0.00   0.0  0
 BAN  CONST_13  CE1  CD1  CG2  CB2  180.00   0.0  0
 BAN  CONST_14  CE2  CD2  CG2  CB2  180.00   0.0  0
 BAN  CONST_15  N5   C7   C6   C5   180.00   0.0  0
 BAN  CONST_16  N2   C10  C5   C6   180.00   0.0  0
 BAN  CONST_17  N2   C10  C9   C8   180.00   0.0  0
 BAN  CONST_18  N5   C7   C8   C9   180.00   0.0  0
 BAN  CONST_19  H13  CE1  CD1  CG2  180.00   0.0  0
 BAN  CONST_20  H15  CE2  CD2  CG2  180.00   0.0  0
 BAN  CONST_21  H11  CD2  CG2  CD1  180.00   0.0  0
 BAN  CONST_22  H17  CZ2  CE1  CD1  180.00   0.0  0
 BAN  CONST_23  H9   CD1  CG2  CD2  180.00   0.0  0
 BAN  CONST_24  H34  C6   C5   C10  180.00   0.0  0
 BAN  CONST_25  H36  C8   C9   C10  180.00   0.0  0
 BAN  CONST_26  H37  C9   C10  C5   180.00   0.0  0
 BAN  CONST_27  H33  C5   C6   C7   180.00   0.0  0
 BAN  CONST_28  C5   C10  N2   C4   180.00   0.0  0
 BAN  CONST_29  C9   C10  N2   C4     0.00   0.0  0
 BAN  CONST_30  O5   N5   C7   C6     0.00   0.0  0
 BAN  CONST_31  O6   N5   C7   C6   180.00   0.0  0
 BAN  CONST_32  O5   N5   C7   C8   180.00   0.0  0
 BAN  CONST_33  O6   N5   C7   C8     0.00   0.0  0
 BAN  CONST_34  H8   N2   C10  C5     0.00   0.0  0
 BAN  CONST_35  C10  N2   C4   CA4  180.00   0.0  0
 BAN  CONST_36  C10  N2   C4   O4     0.00   0.0  0
 BAN  CONST_37  O1   C1   N1   OH1    0.00   0.0  0
 BAN  CONST_38  CA2  C1   N1   OH1  180.00   0.0  0
 BAN  CONST_39  CA3  N3   C2   CA2  180.00   0.0  0
 BAN  CONST_40  CA3  N3   C2   O2     0.00   0.0  0
 BAN  CONST_41  CA4  N4   C3   CA3  180.00   0.0  0
 BAN  CONST_42  CA4  N4   C3   O3     0.00   0.0  0
 BAN  CONST_43  H2   N1   C1   O1   180.00   0.0  0
 BAN  CONST_44  H21  N3   C2   CA2    0.00   0.0  0
 BAN  CONST_45  H28  N4   C3   CA3    0.00   0.0  0
 BAN  Var_01    CD1  CG2  CB2  CA2  -88.29  30.0  2
 BAN  Var_02    C4   CA4  N4   C3    65.05  30.0  3
 BAN  Var_03    O4   C4   CA4  N4    36.37  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
 BAN  chir_01  CA2  C1  CB2  C2   negativ
 BAN  chir_02  CA3  N3  C3   CB3  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
 BAN  plan-1  CB2  0.020
 BAN  plan-1  CG2  0.020
 BAN  plan-1  CD1  0.020
 BAN  plan-1  CD2  0.020
 BAN  plan-1  CE1  0.020
 BAN  plan-1  CE2  0.020
 BAN  plan-1  CZ2  0.020
 BAN  plan-1  H9   0.020
 BAN  plan-1  H11  0.020
 BAN  plan-1  H13  0.020
 BAN  plan-1  H15  0.020
 BAN  plan-1  H17  0.020
 BAN  plan-2  C10  0.020
 BAN  plan-2  C5   0.020
 BAN  plan-2  C6   0.020
 BAN  plan-2  C7   0.020
 BAN  plan-2  C8   0.020
 BAN  plan-2  C9   0.020
 BAN  plan-2  N5   0.020
 BAN  plan-2  N2   0.020
 BAN  plan-2  H33  0.020
 BAN  plan-2  H34  0.020
 BAN  plan-2  H36  0.020
 BAN  plan-2  H37  0.020
 BAN  plan-3  OH1  0.020
 BAN  plan-3  N1   0.020
 BAN  plan-3  C1   0.020
 BAN  plan-3  O1   0.020
 BAN  plan-3  CA2  0.020
 BAN  plan-3  H2   0.020
 BAN  plan-4  CA2  0.020
 BAN  plan-4  C2   0.020
 BAN  plan-4  O2   0.020
 BAN  plan-4  N3   0.020
 BAN  plan-4  CA3  0.020
 BAN  plan-4  H21  0.020
 BAN  plan-5  CA3  0.020
 BAN  plan-5  C3   0.020
 BAN  plan-5  O3   0.020
 BAN  plan-5  N4   0.020
 BAN  plan-5  CA4  0.020
 BAN  plan-5  H28  0.020
 BAN  plan-6  CA4  0.020
 BAN  plan-6  C4   0.020
 BAN  plan-6  O4   0.020
 BAN  plan-6  C10  0.020
 BAN  plan-6  N2   0.020
 BAN  plan-6  H8   0.020
 BAN  plan-7  C7   0.020
 BAN  plan-7  N5   0.020
 BAN  plan-7  O5   0.020
 BAN  plan-7  O6   0.020

