# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 16:56:53 2022
#   Inital geometry file: a 89 line input string
#   Ligand name: N-acetyl-4-carbamimidoyl-L-phenylalanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)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
 BNN  BNN  N-acetyl-4-carbamimidoyl-L-phenylalanine  L-peptide  32  18  .  2012-08-28  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BNN
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
 BNN  N     N  NH1    0  -0.627  17.3449  -13.8379  20.6882
 BNN  CA    C  CH1    0  -0.184  16.2287  -13.6412  21.5800
 BNN  C     C  C      0   0.419  15.9854  -14.9370  22.3928
 BNN  O     O  O      0  -0.585  15.3042  -14.8061  23.4220
 BNN  O1    O  O      0  -0.514  17.8450  -11.6621  20.3487
 BNN  CH    C  CH3    0  -0.773  19.2096  -13.2974  19.2609
 BNN  C11   C  C      0   0.513  18.0707  -12.8518  20.1480
 BNN  N16   N  NH2    0  -0.802  10.9208  -10.5303  25.1080
 BNN  N17   N  N      0  -0.641   9.3317  -11.4724  23.7511
 BNN  C1    C  CR6    0   0.165  13.8259  -12.7774  21.6444
 BNN  C2    C  CR16   0  -0.301  12.6539  -13.5101  21.8039
 BNN  C3    C  CR16   0  -0.278  11.6062  -13.0276  22.5720
 BNN  C4    C  CR6    0  -0.013  11.7061  -11.7980  23.2187
 BNN  C5    C  CR16   0  -0.266  12.8808  -11.0613  23.0665
 BNN  C6    C  CR16   0  -0.296  13.9168  -11.5417  22.2824
 BNN  C7    C  CH2    0  -0.525  14.9548  -13.2718  20.7891
 BNN  C15   C  C      0   0.325  10.5661  -11.2845  24.0280
 BNN  OXT   O  OC    -1  -0.595  16.4644  -15.9878  21.9202
 BNN  H     H  HNH1   0   0.383  17.5785  -14.8057  20.5182
 BNN  HA    H  HCH1   0   0.237  16.4596  -12.8256  22.2702
 BNN  HH11  H  HCH3   0   0.258  20.1460  -12.8835  19.6349
 BNN  HH12  H  HCH3   0   0.244  19.3128  -14.3790  19.1941
 BNN  HH13  H  HCH3   0   0.258  19.0616  -12.9031  18.2553
 BNN  H161  H  HNH2   0   0.390  11.8004  -10.7247  25.5567
 BNN  H162  H  HNH2   0   0.381  10.1775  -10.2865  25.7433
 BNN  H17   H  H      0   0.328   9.2337  -11.9575  22.8671
 BNN  H2    H  HCR6   0   0.247  12.5583  -14.4751  21.3207
 BNN  H3    H  HCR6   0   0.254  10.7126  -13.6303  22.6829
 BNN  H5    H  HCR6   0   0.255  12.9811  -10.0932  23.5410
 BNN  H6    H  HCR6   0   0.248  14.8104  -10.9401  22.1591
 BNN  H71   H  HCH2   0   0.256  15.2126  -12.4894  20.0712
 BNN  H72   H  HCH2   0   0.243  14.6332  -14.1394  20.2077

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
 BNN  N    CA    single    1.458  0.019  1.458
 BNN  N    C11   single    1.338  0.020  1.338
 BNN  N    H     single    0.860  0.020  0.860
 BNN  CA   C     single    1.525  0.021  1.525
 BNN  CA   C7    single    1.544  0.020  1.544
 BNN  CA   HA    single    0.970  0.020  0.970
 BNN  C    O     deloc     1.231  0.020  1.231
 BNN  C    OXT   deloc     1.248  0.020  1.248
 BNN  O1   C11   double    1.227  0.020  1.227
 BNN  CH   C11   single    1.511  0.020  1.511
 BNN  CH   HH11  single    0.970  0.020  1.090
 BNN  CH   HH12  single    0.970  0.020  1.090
 BNN  CH   HH13  single    0.970  0.020  1.090
 BNN  N16  C15   single    1.364  0.020  1.364
 BNN  N16  H161  single    0.890  0.020  1.040
 BNN  N16  H162  single    0.890  0.020  1.040
 BNN  N17  C15   double    1.279  0.020  1.279
 BNN  N17  H17   single    0.890  0.020  1.040
 BNN  C1   C2    aromatic  1.391  0.020  1.391
 BNN  C1   C6    aromatic  1.394  0.020  1.394
 BNN  C1   C7    single    1.500  0.020  1.500
 BNN  C2   C3    aromatic  1.386  0.020  1.386
 BNN  C2   H2    single    0.930  0.020  1.080
 BNN  C3   C4    aromatic  1.393  0.020  1.393
 BNN  C3   H3    single    0.930  0.020  1.080
 BNN  C4   C5    aromatic  1.395  0.020  1.395
 BNN  C4   C15   single    1.489  0.020  1.489
 BNN  C5   C6    aromatic  1.385  0.020  1.385
 BNN  C5   H5    single    0.930  0.020  1.080
 BNN  C6   H6    single    0.930  0.020  1.080
 BNN  C7   H71   single    0.970  0.020  1.090
 BNN  C7   H72   single    0.970  0.020  1.090

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
 BNN  H     N    C11   120.84  3.000
 BNN  H     N    CA    114.00  3.000
 BNN  C11   N    CA    124.67  3.000
 BNN  HA    CA   C7    108.61  3.000
 BNN  HA    CA   C     109.00  3.000
 BNN  C7    CA   C     109.84  3.000
 BNN  HA    CA   N     110.00  3.000
 BNN  C7    CA   N     110.75  3.000
 BNN  C     CA   N     111.00  2.800
 BNN  OXT   C    O     127.85  3.000
 BNN  OXT   C    CA    116.45  3.000
 BNN  O     C    CA    120.80  1.700
 BNN  HH13  CH   HH12  108.40  3.000
 BNN  HH13  CH   HH11  107.21  3.000
 BNN  HH12  CH   HH11  108.48  3.000
 BNN  HH13  CH   C11   109.42  3.000
 BNN  HH12  CH   C11   113.61  3.000
 BNN  HH11  CH   C11   109.52  3.000
 BNN  CH    C11  O1    121.37  3.000
 BNN  CH    C11  N     115.37  3.000
 BNN  O1    C11  N     123.26  3.000
 BNN  H162  N16  H161  114.22  3.000
 BNN  H162  N16  C15   116.17  3.000
 BNN  H161  N16  C15   118.26  3.000
 BNN  H17   N17  C15   110.65  3.000
 BNN  C7    C1   C6    120.28  3.000
 BNN  C7    C1   C2    121.71  3.000
 BNN  C6    C1   C2    117.99  3.000
 BNN  H2    C2   C3    119.38  3.000
 BNN  H2    C2   C1    119.49  3.000
 BNN  C3    C2   C1    121.13  3.000
 BNN  H3    C3   C4    120.18  3.000
 BNN  H3    C3   C2    119.11  3.000
 BNN  C4    C3   C2    120.69  3.000
 BNN  C15   C4   C5    121.45  3.000
 BNN  C15   C4   C3    120.11  3.000
 BNN  C5    C4   C3    118.43  3.000
 BNN  H5    C5   C6    119.27  3.000
 BNN  H5    C5   C4    120.16  3.000
 BNN  C6    C5   C4    120.56  3.000
 BNN  H6    C6   C5    119.23  3.000
 BNN  H6    C6   C1    119.58  3.000
 BNN  C5    C6   C1    121.19  3.000
 BNN  H72   C7   H71   106.76  3.000
 BNN  H72   C7   C1    110.09  3.000
 BNN  H71   C7   C1    108.43  3.000
 BNN  H72   C7   CA    108.98  3.000
 BNN  H71   C7   CA    108.25  3.000
 BNN  C1    C7   CA    114.05  3.000
 BNN  C4    C15  N17   124.79  3.000
 BNN  C4    C15  N16   114.95  3.000
 BNN  N17   C15  N16   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
 BNN  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 BNN  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 BNN  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 BNN  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 BNN  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 BNN  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 BNN  CONST_07  C15   C4   C3   C2    180.00   0.0  0
 BNN  CONST_08  C7    C1   C2   C3    180.00   0.0  0
 BNN  CONST_09  C7    C1   C6   C5    180.00   0.0  0
 BNN  CONST_10  C15   C4   C5   C6    180.00   0.0  0
 BNN  CONST_11  H3    C3   C2   C1    180.00   0.0  0
 BNN  CONST_12  H5    C5   C6   C1    180.00   0.0  0
 BNN  CONST_13  H6    C6   C1   C2    180.00   0.0  0
 BNN  CONST_14  H2    C2   C3   C4    180.00   0.0  0
 BNN  CONST_16  H162  N16  C15  C4    180.00   0.0  0
 BNN  CONST_17  H17   N17  C15  C4      0.00   0.0  0
 BNN  CONST_18  O1    C11  N    CA      0.00   0.0  0
 BNN  CONST_19  CH    C11  N    CA    180.00   0.0  0
 BNN  CONST_20  H     N    C11  O1    180.00   0.0  0
 BNN  Var_01    C2    C1   C7   CA   -112.39  30.0  2
 BNN  Var_02    C3    C4   C15  N16   147.66  30.0  2
 BNN  Var_03    HH11  CH   C11  N    -123.02  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
 BNN  chir_01  CA  N  C  C7  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
 BNN  plan-1  C1    0.020
 BNN  plan-1  C2    0.020
 BNN  plan-1  C3    0.020
 BNN  plan-1  C4    0.020
 BNN  plan-1  C5    0.020
 BNN  plan-1  C6    0.020
 BNN  plan-1  C7    0.020
 BNN  plan-1  C15   0.020
 BNN  plan-1  H2    0.020
 BNN  plan-1  H3    0.020
 BNN  plan-1  H5    0.020
 BNN  plan-1  H6    0.020
 BNN  plan-2  N     0.020
 BNN  plan-2  CA    0.020
 BNN  plan-2  O1    0.020
 BNN  plan-2  CH    0.020
 BNN  plan-2  C11   0.020
 BNN  plan-2  H     0.020
 BNN  plan-3  N16   0.020
 BNN  plan-3  N17   0.020
 BNN  plan-3  C4    0.020
 BNN  plan-3  C15   0.020
 BNN  plan-3  H161  0.020
 BNN  plan-3  H162  0.020
 BNN  plan-3  H17   0.020
 BNN  plan-4  CA    0.020
 BNN  plan-4  C     0.020
 BNN  plan-4  O     0.020
 BNN  plan-4  OXT   0.020

