# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 16:17:37 2022
#   Inital geometry file: a 53 line input string
#   Ligand name: 4,4-dihydroxy-5-oxo-L-norvaline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CC(O)(O)C=O)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
 CAB  CAB  4,4-dihydroxy-5-oxo-L-norvaline  L-peptide  19  11  .  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_CAB
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
 CAB  C1   C  C1     0   0.137  38.0874  91.6609  90.1595
 CAB  O1   O  O      0  -0.360  37.8465  91.1130  91.2025
 CAB  C2   C  CT     0   0.397  37.8841  91.0235  88.7865
 CAB  C3   C  CH2    0  -0.516  36.6414  91.6851  88.1588
 CAB  CA   C  CH1    0  -0.206  36.3858  91.2421  86.7138
 CAB  N    N  NH2    0  -0.826  37.5702  91.5381  85.9000
 CAB  C    C  C      0   0.401  35.0792  91.8974  86.1941
 CAB  OXT  O  OC    -1  -0.591  35.1952  92.7465  85.2897
 CAB  H1   H  H      0   0.192  38.4603  92.7010  90.1199
 CAB  O4   O  OH1    0  -0.664  37.7245  89.6352  88.9063
 CAB  O5   O  OH1    0  -0.700  39.0293  91.2713  88.0624
 CAB  H3   H  HCH2   0   0.249  35.7644  91.4560  88.7677
 CAB  H3A  H  HCH2   0   0.236  36.7650  92.7744  88.1852
 CAB  H4   H  HCH1   0   0.236  36.2450  90.1580  86.7136
 CAB  H    H  HNH2   0   0.364  37.6104  90.9102  85.1068
 CAB  H2   H  HNH2   0   0.353  37.4515  92.4659  85.5059
 CAB  H8   H  HOH1   0   0.443  37.0194  89.4504  89.5374
 CAB  H9   H  HOH1   0   0.458  38.7305  91.3894  87.1135
 CAB  O    O  O      0  -0.605  34.0300  91.5265  86.7541

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
 CAB  C1  O1   double  1.203  0.020  1.203
 CAB  C1  H1   single  0.930  0.020  1.080
 CAB  C2  C1   single  1.527  0.020  1.527
 CAB  C2  O4   single  1.403  0.020  1.403
 CAB  C2  O5   single  1.377  0.020  1.377
 CAB  C3  C2   single  1.541  0.020  1.541
 CAB  C3  H3   single  0.970  0.020  1.090
 CAB  C3  H3A  single  0.970  0.020  1.090
 CAB  CA  C3   single  1.533  0.020  1.533
 CAB  CA  H4   single  0.970  0.020  1.090
 CAB  N   CA   single  1.458  0.019  1.458
 CAB  N   H    single  0.860  0.020  0.860
 CAB  N   H2   single  0.890  0.020  1.040
 CAB  O   C    deloc   1.231  0.020  1.231
 CAB  C   CA   single  1.525  0.021  1.525
 CAB  C   OXT  deloc   1.246  0.020  1.246
 CAB  O4  H8   single  0.850  0.020  0.980
 CAB  O5  H9   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
 CAB  H1   C1  C2  113.91  3.000
 CAB  C2   C1  O1  124.25  3.000
 CAB  H1   C1  O1  121.82  3.000
 CAB  O5   C2  O4  108.52  3.000
 CAB  O5   C2  C3  112.27  3.000
 CAB  O4   C2  C3  111.59  3.000
 CAB  C3   C2  C1  107.11  3.000
 CAB  O5   C2  C1  106.67  3.000
 CAB  O4   C2  C1  110.58  3.000
 CAB  H3A  C3  H3  106.59  3.000
 CAB  H3A  C3  CA  109.18  3.000
 CAB  H3   C3  CA  109.34  3.000
 CAB  CA   C3  C2  113.22  3.000
 CAB  H3A  C3  C2  109.01  3.000
 CAB  H3   C3  C2  109.29  3.000
 CAB  H4   CA  C   108.08  3.000
 CAB  C    CA  N   111.00  2.800
 CAB  H4   CA  N   107.69  3.000
 CAB  C    CA  C3  109.52  3.000
 CAB  N    CA  C3  109.27  3.000
 CAB  H4   CA  C3  107.95  3.000
 CAB  H2   N   H   105.51  3.000
 CAB  H2   N   CA  107.78  3.000
 CAB  H    N   CA  114.00  3.000
 CAB  OXT  C   O   127.42  3.000
 CAB  OXT  C   CA  120.80  1.700
 CAB  O    C   CA  120.80  1.700
 CAB  H8   O4  C2  109.20  3.000
 CAB  H9   O5  C2  105.74  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
 CAB  Var_01  CA  C3  C2  C1  174.47  30.0  1
 CAB  Var_02  O4  C2  C1  O1  -15.49  30.0  2

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
 CAB  chir_01  CA  C3  N  C  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
 CAB  plan-1  CA   0.020
 CAB  plan-1  C    0.020
 CAB  plan-1  OXT  0.020
 CAB  plan-1  O    0.020
 CAB  plan-2  C1   0.020
 CAB  plan-2  O1   0.020
 CAB  plan-2  C2   0.020
 CAB  plan-2  H1   0.020

