# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 22:08:43 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: N-(4-carbamimidoyl-2-hydroxybenzyl)-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NCc1ccc(cc1O)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
 109  109  N-(4-carbamimidoyl-2-hydroxybenzyl)-L-alanine  ligand  32  17  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_109
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
 109  C1    C  CR6   0   0.048   0.2999   0.1630   3.0246
 109  C2    C  CR16  0  -0.416  -1.0252  -0.1134   2.6981
 109  C3    C  CR6   0   0.359  -1.4321  -0.1639   1.3741
 109  C4    C  CR6   0  -0.043  -0.5226   0.0703   0.3335
 109  C5    C  CR16  0  -0.289   0.7887   0.3651   0.6767
 109  C6    C  CR16  0  -0.310   1.2077   0.4085   2.0012
 109  C7    C  CH2   0  -0.280  -0.9950   0.0035  -1.0948
 109  C8    C  C     0   0.335   0.6929   0.2029   4.4605
 109  O1    O  OH1   0  -0.629  -2.7080  -0.4348   1.0277
 109  N1    N  NH2   0  -0.823   2.0236   0.0199   4.7066
 109  N2    N  N     0  -0.653  -0.2061   0.4428   5.3366
 109  N     N  NH1   0  -0.622   0.0982   0.0771  -2.0389
 109  CA    C  CH1   0  -0.173  -0.3411   0.0865  -3.4196
 109  CB    C  CH3   0  -0.660  -0.8332   1.4747  -3.8322
 109  C     C  C     0   0.538   0.8063  -0.3549  -4.3070
 109  O     O  O     0  -0.438   1.8944  -0.6901  -3.9107
 109  OXT   O  OH1   0  -0.590   0.4685  -0.3482  -5.5886
 109  H2    H  HCR6  0   0.266  -1.7393  -0.2943   3.4933
 109  H5    H  HCR6  0   0.254   1.5033   0.5717  -0.1087
 109  H6    H  HCR6  0   0.251   2.2384   0.6576   2.2163
 109  H71   H  HCH2  0   0.248  -1.6769   0.8411  -1.2702
 109  H72   H  HCH2  0   0.224  -1.6049  -0.9023  -1.2342
 109  HO1   H  HOH1  0   0.476  -3.2400  -0.6053   1.8129
 109  HN11  H  HNH2  0   0.391   2.3007  -0.1157   5.6659
 109  HN12  H  HNH2  0   0.394   2.5609  -0.5256   4.0531
 109  HN2   H  H     0   0.323   0.1803   0.4129   6.2766
 109  H     H  HNH1  0   0.356   0.7150  -0.7119  -1.8880
 109  HA    H  HCH1  0   0.253  -1.1576  -0.6348  -3.5985
 109  HB1   H  HCH3  0   0.235  -0.0317   2.2083  -3.7446
 109  HB2   H  HCH3  0   0.243  -1.2061   1.4814  -4.8542
 109  HB3   H  HCH3  0   0.245  -1.6534   1.7947  -3.1904
 109  HXT   H  HOH1  0   0.485   1.2176  -0.6385  -6.1305

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
 109  C1   C2    aromatic  1.392  0.020  1.392
 109  C1   C6    aromatic  1.390  0.020  1.390
 109  C1   C8    single    1.489  0.020  1.489
 109  C2   C3    aromatic  1.386  0.020  1.386
 109  C2   H2    single    0.930  0.020  1.080
 109  C3   C4    aromatic  1.402  0.020  1.402
 109  C3   O1    single    1.350  0.020  1.350
 109  C4   C5    aromatic  1.387  0.020  1.387
 109  C4   C7    single    1.506  0.020  1.506
 109  C5   C6    aromatic  1.390  0.020  1.390
 109  C5   H5    single    0.930  0.020  1.080
 109  C6   H6    single    0.930  0.020  1.080
 109  C7   N     single    1.446  0.020  1.446
 109  C7   H71   single    0.970  0.020  1.090
 109  C7   H72   single    0.970  0.020  1.090
 109  C8   N1    single    1.366  0.020  1.366
 109  C8   N2    double    1.278  0.020  1.278
 109  O1   HO1   single    0.850  0.020  0.980
 109  N1   HN11  single    0.890  0.020  1.040
 109  N1   HN12  single    0.890  0.020  1.040
 109  N2   HN2   single    0.890  0.020  1.040
 109  N    CA    single    1.449  0.020  1.449
 109  N    H     single    0.860  0.020  1.020
 109  CA   CB    single    1.529  0.020  1.529
 109  CA   C     single    1.516  0.020  1.516
 109  CA   HA    single    0.970  0.020  1.090
 109  CB   HB1   single    0.970  0.020  1.090
 109  CB   HB2   single    0.970  0.020  1.090
 109  CB   HB3   single    0.970  0.020  1.090
 109  C    O     double    1.206  0.020  1.206
 109  C    OXT   single    1.325  0.020  1.325
 109  OXT  HXT   single    0.850  0.020  0.980

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
 109  C8    C1   C6    122.20  3.000
 109  C8    C1   C2    118.85  3.000
 109  C6    C1   C2    118.94  3.000
 109  H2    C2   C3    120.09  3.000
 109  H2    C2   C1    119.21  3.000
 109  C3    C2   C1    120.70  3.000
 109  O1    C3   C4    117.16  3.000
 109  O1    C3   C2    122.01  3.000
 109  C4    C3   C2    120.83  3.000
 109  C7    C4   C5    122.73  3.000
 109  C7    C4   C3    119.55  3.000
 109  C5    C4   C3    117.72  3.000
 109  H5    C5   C6    119.13  3.000
 109  H5    C5   C4    119.04  3.000
 109  C6    C5   C4    121.83  3.000
 109  H6    C6   C5    118.93  3.000
 109  H6    C6   C1    121.10  3.000
 109  C5    C6   C1    119.95  3.000
 109  H72   C7   H71   105.33  3.000
 109  H72   C7   N     112.21  3.000
 109  H71   C7   N     109.11  3.000
 109  H72   C7   C4    109.29  3.000
 109  H71   C7   C4    108.27  3.000
 109  N     C7   C4    112.32  3.000
 109  N2    C8   N1    125.94  3.000
 109  N2    C8   C1    118.72  3.000
 109  N1    C8   C1    115.30  3.000
 109  HO1   O1   C3    110.38  3.000
 109  HN12  N1   HN11  113.47  3.000
 109  HN12  N1   C8    118.40  3.000
 109  HN11  N1   C8    117.23  3.000
 109  HN2   N2   C8    111.16  3.000
 109  H     N    CA    109.37  3.000
 109  H     N    C7    108.87  3.000
 109  CA    N    C7    113.15  3.000
 109  HA    CA   C     105.94  3.000
 109  HA    CA   CB    108.14  3.000
 109  C     CA   CB    110.48  3.000
 109  HA    CA   N     111.99  3.000
 109  C     CA   N     109.05  3.000
 109  CB    CA   N     111.13  3.000
 109  HB3   CB   HB2   107.07  3.000
 109  HB3   CB   HB1   107.97  3.000
 109  HB2   CB   HB1   108.87  3.000
 109  HB3   CB   CA    110.48  3.000
 109  HB2   CB   CA    111.67  3.000
 109  HB1   CB   CA    110.64  3.000
 109  OXT   C    O     123.31  3.000
 109  OXT   C    CA    111.82  3.000
 109  O     C    CA    124.86  3.000
 109  HXT   OXT  C     110.02  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
 109  CONST_01  C4    C3   C2  C1     0.00   0.0  0
 109  CONST_02  C4    C5   C6  C1     0.00   0.0  0
 109  CONST_03  C5    C6   C1  C2     0.00   0.0  0
 109  CONST_04  C5    C4   C3  C2     0.00   0.0  0
 109  CONST_05  C6    C1   C2  C3     0.00   0.0  0
 109  CONST_06  C6    C5   C4  C3     0.00   0.0  0
 109  CONST_07  O1    C3   C2  C1   180.00   0.0  0
 109  CONST_08  C7    C4   C3  C2   180.00   0.0  0
 109  CONST_09  C8    C1   C2  C3   180.00   0.0  0
 109  CONST_10  O1    C3   C4  C5   180.00   0.0  0
 109  CONST_11  C8    C1   C6  C5   180.00   0.0  0
 109  CONST_12  C7    C4   C5  C6   180.00   0.0  0
 109  CONST_13  H5    C5   C6  C1   180.00   0.0  0
 109  CONST_14  H6    C6   C1  C2   180.00   0.0  0
 109  CONST_15  H2    C2   C3  C4   180.00   0.0  0
 109  CONST_16  HN11  N1   C8  C1   180.00   0.0  0
 109  CONST_18  HN2   N2   C8  C1   180.00   0.0  0
 109  CONST_19  HXT   OXT  C   CA   180.00   0.0  0
 109  Var_01    N1    C8   C1  C2   158.51  30.0  2
 109  Var_02    N     C7   C4  C3  -171.65  30.0  2
 109  Var_03    CA    N    C7  C4  -176.89  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
 109  chir_01  CA  N  CB  C  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
 109  plan-1  C1    0.020
 109  plan-1  C2    0.020
 109  plan-1  C3    0.020
 109  plan-1  C4    0.020
 109  plan-1  C5    0.020
 109  plan-1  C6    0.020
 109  plan-1  C7    0.020
 109  plan-1  C8    0.020
 109  plan-1  O1    0.020
 109  plan-1  H2    0.020
 109  plan-1  H5    0.020
 109  plan-1  H6    0.020
 109  plan-2  C1    0.020
 109  plan-2  C8    0.020
 109  plan-2  N1    0.020
 109  plan-2  N2    0.020
 109  plan-2  HN11  0.020
 109  plan-2  HN12  0.020
 109  plan-2  HN2   0.020
 109  plan-3  CA    0.020
 109  plan-3  C     0.020
 109  plan-3  O     0.020
 109  plan-3  OXT   0.020
 109  plan-3  HXT   0.020

