# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar  7 19:00:07 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 4-carbamimidoyl-L-phenylalanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccc(cc1)C(N)=N)C(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
 0BN  0BN  4-carbamimidoyl-L-phenylalanine  L-peptide  27  15  .  2012-08-28  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_0BN
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
 0BN  N    N  NH2    0  -0.806  17.2840  -13.4626  20.4267
 0BN  CA   C  CH1    0  -0.157  16.2300  -13.2010  21.4022
 0BN  C    C  C      0   0.396  16.0371  -14.4277  22.3285
 0BN  O    O  O      0  -0.606  16.0931  -14.2159  23.5560
 0BN  N2   N  NH2    0  -0.803  10.7447  -10.5686  25.0362
 0BN  N3   N  N      0  -0.640   9.3339  -12.0667  24.0272
 0BN  C3   C  CR6    0   0.125  13.7854  -12.5520  21.5226
 0BN  C4   C  CR16   0  -0.289  12.8587  -13.5123  21.9237
 0BN  C5   C  CR16   0  -0.276  11.8051  -13.1854  22.7617
 0BN  C6   C  CR6    0  -0.011  11.6493  -11.8840  23.2342
 0BN  C7   C  CR16   0  -0.266  12.5779  -10.9200  22.8436
 0BN  C8   C  CR16   0  -0.297  13.6230  -11.2516  21.9958
 0BN  C9   C  CH2    0  -0.511  14.9373  -12.9066  20.6301
 0BN  C10  C  C      0   0.325  10.4976  -11.5439  24.1150
 0BN  OXT  O  OC    -1  -0.605  15.8315  -15.5202  21.7642
 0BN  H    H  HNH2   0   0.334  17.4704  -12.6110  19.9095
 0BN  H1   H  HCH1   0   0.180  16.4489  -12.3280  22.0348
 0BN  H3   H  HNH2   0   0.390  11.6801  -10.4770  25.3960
 0BN  H4   H  HNH2   0   0.381  10.0215  -10.4129  25.7206
 0BN  H5   H  H      0   0.329   9.2799  -12.6893  23.2297
 0BN  H6   H  HCR6   0   0.245  12.9679  -14.5336  21.5797
 0BN  H7   H  HCR6   0   0.254  11.1098  -13.9597  23.0626
 0BN  H8   H  HCR6   0   0.255  12.4751   -9.8961  23.1805
 0BN  H9   H  HCR6   0   0.247  14.3219  -10.4816  21.6898
 0BN  H10  H  HCH2   0   0.235  15.1241  -12.0798  19.9370
 0BN  H11  H  HCH2   0   0.233  14.6917  -13.7802  20.0233
 0BN  H2   H  HNH2   0   0.337  18.1485  -13.6753  20.9098

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
 0BN  N   CA   single    1.458  0.019  1.458
 0BN  N   H    single    0.860  0.020  0.860
 0BN  CA  C    single    1.525  0.021  1.525
 0BN  CA  C9   single    1.534  0.020  1.534
 0BN  CA  H1   single    0.970  0.020  1.090
 0BN  C   O    deloc     1.231  0.020  1.231
 0BN  C   OXT  deloc     1.247  0.020  1.247
 0BN  N2  C10  single    1.364  0.020  1.364
 0BN  N2  H3   single    0.890  0.020  1.040
 0BN  N2  H4   single    0.890  0.020  1.040
 0BN  N3  C10  double    1.279  0.020  1.279
 0BN  N3  H5   single    0.890  0.020  1.040
 0BN  C3  C4   aromatic  1.393  0.020  1.393
 0BN  C3  C8   aromatic  1.393  0.020  1.393
 0BN  C3  C9   single    1.500  0.020  1.500
 0BN  C4  C5   aromatic  1.385  0.020  1.385
 0BN  C4  H6   single    0.930  0.020  1.080
 0BN  C5  C6   aromatic  1.393  0.020  1.393
 0BN  C5  H7   single    0.930  0.020  1.080
 0BN  C6  C7   aromatic  1.394  0.020  1.394
 0BN  C6  C10  single    1.489  0.020  1.489
 0BN  C7  C8   aromatic  1.386  0.020  1.386
 0BN  C7  H8   single    0.930  0.020  1.080
 0BN  C8  H9   single    0.930  0.020  1.080
 0BN  C9  H10  single    0.970  0.020  1.090
 0BN  C9  H11  single    0.970  0.020  1.090
 0BN  N   H2   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
 0BN  H2   N    H    105.24  3.000
 0BN  H2   N    CA   109.58  3.000
 0BN  H    N    CA   114.00  3.000
 0BN  H1   CA   C9   107.75  3.000
 0BN  H1   CA   C    108.02  3.000
 0BN  C9   CA   C    110.36  3.000
 0BN  H1   CA   N    112.51  3.000
 0BN  C9   CA   N    107.84  3.000
 0BN  C    CA   N    111.00  2.800
 0BN  OXT  C    O    127.00  3.000
 0BN  OXT  C    CA   116.35  3.000
 0BN  O    C    CA   120.80  1.700
 0BN  H4   N2   H3   114.22  3.000
 0BN  H4   N2   C10  116.04  3.000
 0BN  H3   N2   C10  118.35  3.000
 0BN  H5   N3   C10  110.71  3.000
 0BN  C9   C3   C8   120.81  3.000
 0BN  C9   C3   C4   121.27  3.000
 0BN  C8   C3   C4   117.90  3.000
 0BN  H6   C4   C5   119.42  3.000
 0BN  H6   C4   C3   119.43  3.000
 0BN  C5   C4   C3   121.15  3.000
 0BN  H7   C5   C6   120.11  3.000
 0BN  H7   C5   C4   119.18  3.000
 0BN  C6   C5   C4   120.70  3.000
 0BN  C10  C6   C7   121.52  3.000
 0BN  C10  C6   C5   120.03  3.000
 0BN  C7   C6   C5   118.45  3.000
 0BN  H8   C7   C8   119.22  3.000
 0BN  H8   C7   C6   120.22  3.000
 0BN  C8   C7   C6   120.54  3.000
 0BN  H9   C8   C7   119.27  3.000
 0BN  H9   C8   C3   119.47  3.000
 0BN  C7   C8   C3   121.26  3.000
 0BN  H11  C9   H10  106.90  3.000
 0BN  H11  C9   C3   110.32  3.000
 0BN  H10  C9   C3   109.23  3.000
 0BN  H11  C9   CA   108.40  3.000
 0BN  H10  C9   CA   108.64  3.000
 0BN  C3   C9   CA   113.14  3.000
 0BN  C6   C10  N3   124.73  3.000
 0BN  C6   C10  N2   115.00  3.000
 0BN  N3   C10  N2   120.23  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
 0BN  CONST_01  C6   C5  C4   C3    0.00   0.0  0
 0BN  CONST_02  C6   C7  C8   C3    0.00   0.0  0
 0BN  CONST_03  C7   C8  C3   C4    0.00   0.0  0
 0BN  CONST_04  C7   C6  C5   C4    0.00   0.0  0
 0BN  CONST_05  C8   C3  C4   C5    0.00   0.0  0
 0BN  CONST_06  C8   C7  C6   C5    0.00   0.0  0
 0BN  CONST_07  C10  C6  C5   C4  180.00   0.0  0
 0BN  CONST_08  C9   C3  C4   C5  180.00   0.0  0
 0BN  CONST_09  C9   C3  C8   C7  180.00   0.0  0
 0BN  CONST_10  C10  C6  C7   C8  180.00   0.0  0
 0BN  CONST_11  H7   C5  C4   C3  180.00   0.0  0
 0BN  CONST_12  H8   C7  C8   C3  180.00   0.0  0
 0BN  CONST_13  H9   C8  C3   C4  180.00   0.0  0
 0BN  CONST_14  H6   C4  C5   C6  180.00   0.0  0
 0BN  CONST_16  H4   N2  C10  C6  180.00   0.0  0
 0BN  CONST_17  H5   N3  C10  C6    0.00   0.0  0
 0BN  Var_01    C4   C3  C9   CA  -95.79  30.0  2
 0BN  Var_02    C5   C6  C10  N2  147.95  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
 0BN  chir_01  CA  N  C  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
 0BN  plan-1  C3   0.020
 0BN  plan-1  C4   0.020
 0BN  plan-1  C5   0.020
 0BN  plan-1  C6   0.020
 0BN  plan-1  C7   0.020
 0BN  plan-1  C8   0.020
 0BN  plan-1  C9   0.020
 0BN  plan-1  C10  0.020
 0BN  plan-1  H6   0.020
 0BN  plan-1  H7   0.020
 0BN  plan-1  H8   0.020
 0BN  plan-1  H9   0.020
 0BN  plan-2  N2   0.020
 0BN  plan-2  N3   0.020
 0BN  plan-2  C6   0.020
 0BN  plan-2  C10  0.020
 0BN  plan-2  H3   0.020
 0BN  plan-2  H4   0.020
 0BN  plan-2  H5   0.020
 0BN  plan-3  CA   0.020
 0BN  plan-3  C    0.020
 0BN  plan-3  O    0.020
 0BN  plan-3  OXT  0.020

