# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 20:58:22 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: 4-(acryloylamino)-L-phenylalanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccc(NC(=O)C=C)cc1)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
 4OU  4OU  4-(acryloylamino)-L-phenylalanine  L-peptide  30  17  .  2016-04-22  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_4OU
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
 4OU  C9   C  CR6    0   0.159  -14.4504  11.0167  -25.2737
 4OU  C10  C  CR16   0  -0.313  -14.1164  10.6321  -26.5665
 4OU  C12  C  CR6    0   0.347  -16.2923   9.6742  -26.9410
 4OU  C13  C  CR16   0  -0.332  -16.6408  10.0527  -25.6420
 4OU  C14  C  CR16   0  -0.296  -15.7342  10.7076  -24.8289
 4OU  C16  C  C      0   0.530  -17.2806   8.7037  -29.0116
 4OU  C18  C  C1     0  -0.335  -18.5104   7.9835  -29.4356
 4OU  C19  C  C2     0  -0.468  -18.6714   7.5620  -30.6847
 4OU  O17  O  O      0  -0.466  -16.3856   8.9920  -29.7889
 4OU  N15  N  NH1    0  -0.755  -17.2649   8.9967  -27.6864
 4OU  C11  C  CR16   0  -0.299  -15.0082   9.9682  -27.3990
 4OU  CB   C  CH2    0  -0.521  -13.4895  11.7540  -24.3890
 4OU  CA   C  CH1    0  -0.207  -13.7566  13.2663  -24.3276
 4OU  N    N  NH2    0  -0.779  -13.6676  13.8358  -25.6615
 4OU  C    C  C      0   0.381  -12.8361  13.9081  -23.2515
 4OU  O    O  O      0  -0.616  -13.0234  13.5206  -22.0789
 4OU  H1   H  HCR6   0   0.241  -13.1233  10.8468  -26.9438
 4OU  H2   H  HCR6   0   0.262  -17.6320   9.8287  -25.2633
 4OU  H3   H  HCR6   0   0.244  -16.0352  10.9836  -23.8245
 4OU  H4   H  H      0   0.273  -19.2828   7.8021  -28.6962
 4OU  H5   H  H      0   0.262  -19.5673   7.0369  -30.9852
 4OU  H6   H  H      0   0.259  -17.9181   7.7243  -31.4447
 4OU  H7   H  HNH1   0   0.416  -18.0847   8.7278  -27.1627
 4OU  H8   H  HCR6   0   0.271  -14.6936   9.6855  -28.3899
 4OU  H9   H  HCH2   0   0.239  -13.5438  11.3557  -23.3751
 4OU  H10  H  HCH2   0   0.230  -12.4652  11.5876  -24.7397
 4OU  H11  H  HCH1   0   0.215  -14.7906  13.3977  -23.9852
 4OU  H    H  HNH2   0   0.332  -13.9135  14.8170  -25.6103
 4OU  HN   H  HNH2   0   0.321  -12.6920  13.8372  -25.9391
 4OU  OXT  O  OC    -1  -0.597  -11.9938  14.7403  -23.6398

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
 4OU  C19  C18  double    1.328  0.020  1.328
 4OU  O17  C16  double    1.220  0.020  1.220
 4OU  C18  C16  single    1.487  0.020  1.487
 4OU  C16  N15  single    1.357  0.020  1.357
 4OU  N15  C12  single    1.400  0.020  1.400
 4OU  C11  C12  aromatic  1.395  0.020  1.395
 4OU  C11  C10  aromatic  1.389  0.020  1.389
 4OU  C12  C13  aromatic  1.397  0.020  1.397
 4OU  C10  C9   aromatic  1.389  0.020  1.389
 4OU  N    CA   single    1.458  0.019  1.458
 4OU  C13  C14  aromatic  1.383  0.020  1.383
 4OU  C9   C14  aromatic  1.393  0.020  1.393
 4OU  C9   CB   single    1.500  0.020  1.500
 4OU  CA   CB   single    1.530  0.020  1.530
 4OU  CA   C    single    1.525  0.021  1.525
 4OU  C    O    deloc     1.231  0.020  1.231
 4OU  C10  H1   single    0.930  0.020  1.080
 4OU  C13  H2   single    0.930  0.020  1.080
 4OU  C14  H3   single    0.930  0.020  1.080
 4OU  C18  H4   single    0.930  0.020  1.080
 4OU  C19  H5   single    0.930  0.020  1.080
 4OU  C19  H6   single    0.930  0.020  1.080
 4OU  N15  H7   single    0.860  0.020  1.020
 4OU  C11  H8   single    0.930  0.020  1.080
 4OU  CB   H9   single    0.970  0.020  1.090
 4OU  CB   H10  single    0.970  0.020  1.090
 4OU  CA   H11  single    0.970  0.020  1.090
 4OU  N    H    single    0.860  0.020  0.860
 4OU  N    HN   single    0.890  0.020  1.040
 4OU  C    OXT  deloc     1.246  0.020  1.246

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
 4OU  CB   C9   C14  120.73  3.000
 4OU  CB   C9   C10  122.06  3.000
 4OU  C14  C9   C10  117.20  3.000
 4OU  H1   C10  C11  118.31  3.000
 4OU  H1   C10  C9   119.30  3.000
 4OU  C11  C10  C9   122.38  3.000
 4OU  C11  C12  N15  124.53  3.000
 4OU  C11  C12  C13  118.54  3.000
 4OU  N15  C12  C13  116.92  3.000
 4OU  H2   C13  C14  119.45  3.000
 4OU  H2   C13  C12  119.78  3.000
 4OU  C14  C13  C12  120.77  3.000
 4OU  H3   C14  C13  118.90  3.000
 4OU  H3   C14  C9   119.68  3.000
 4OU  C13  C14  C9   121.42  3.000
 4OU  N15  C16  O17  124.23  3.000
 4OU  N15  C16  C18  113.11  3.000
 4OU  O17  C16  C18  122.65  3.000
 4OU  H4   C18  C19  120.12  3.000
 4OU  H4   C18  C16  118.40  3.000
 4OU  C19  C18  C16  121.48  3.000
 4OU  H6   C19  H5   117.03  3.000
 4OU  H6   C19  C18  121.90  3.000
 4OU  H5   C19  C18  121.07  3.000
 4OU  H7   N15  C16  116.08  3.000
 4OU  H7   N15  C12  114.65  3.000
 4OU  C16  N15  C12  129.22  3.000
 4OU  H8   C11  C12  121.03  3.000
 4OU  H8   C11  C10  119.29  3.000
 4OU  C12  C11  C10  119.68  3.000
 4OU  H10  CB   H9   106.78  3.000
 4OU  H10  CB   CA   108.95  3.000
 4OU  H9   CB   CA   108.28  3.000
 4OU  H10  CB   C9   109.60  3.000
 4OU  H9   CB   C9   109.69  3.000
 4OU  CA   CB   C9   113.32  3.000
 4OU  H11  CA   C    107.01  3.000
 4OU  H11  CA   N    107.30  3.000
 4OU  C    CA   N    111.00  2.800
 4OU  H11  CA   CB   107.10  3.000
 4OU  C    CA   CB   110.10  1.900
 4OU  N    CA   CB   110.50  1.700
 4OU  HN   N    H    104.24  3.000
 4OU  HN   N    CA   108.10  3.000
 4OU  H    N    CA   114.00  3.000
 4OU  OXT  C    O    126.95  3.000
 4OU  OXT  C    CA   117.40  3.000
 4OU  O    C    CA   120.80  1.700

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
 4OU  CONST_01  C12  C11  C10  C9     0.00   0.0  0
 4OU  CONST_02  C12  C13  C14  C9     0.00   0.0  0
 4OU  CONST_03  C13  C12  C11  C10    0.00   0.0  0
 4OU  CONST_04  C13  C14  C9   C10    0.00   0.0  0
 4OU  CONST_05  C11  C12  C13  C14    0.00   0.0  0
 4OU  CONST_06  C11  C10  C9   C14    0.00   0.0  0
 4OU  CONST_07  N15  C12  C11  C10  180.00   0.0  0
 4OU  CONST_08  CB   C9   C14  C13  180.00   0.0  0
 4OU  CONST_09  N15  C12  C13  C14  180.00   0.0  0
 4OU  CONST_10  CB   C9   C10  C11  180.00   0.0  0
 4OU  CONST_11  H8   C11  C10  C9   180.00   0.0  0
 4OU  CONST_12  H2   C13  C14  C9   180.00   0.0  0
 4OU  CONST_13  H3   C14  C9   C10  180.00   0.0  0
 4OU  CONST_14  H1   C10  C11  C12  180.00   0.0  0
 4OU  CONST_15  C16  N15  C12  C13  180.00   0.0  0
 4OU  CONST_16  C11  C12  N15  C16    0.00   0.0  0
 4OU  CONST_17  H7   N15  C12  C13    0.00   0.0  0
 4OU  CONST_18  O17  C16  N15  C12    0.00   0.0  0
 4OU  CONST_19  C18  C16  N15  C12  180.00   0.0  0
 4OU  Var_01    CA   CB   C9   C10  100.45  30.0  2
 4OU  Var_02    O17  C16  C18  C19    3.01  30.0  2
 4OU  Var_03    H5   C19  C18  C16  179.85   0.0  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
 4OU  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
 4OU  plan-1  C9   0.020
 4OU  plan-1  C10  0.020
 4OU  plan-1  C12  0.020
 4OU  plan-1  C13  0.020
 4OU  plan-1  C14  0.020
 4OU  plan-1  N15  0.020
 4OU  plan-1  C11  0.020
 4OU  plan-1  CB   0.020
 4OU  plan-1  H1   0.020
 4OU  plan-1  H2   0.020
 4OU  plan-1  H3   0.020
 4OU  plan-1  H8   0.020
 4OU  plan-2  C12  0.020
 4OU  plan-2  C16  0.020
 4OU  plan-2  C18  0.020
 4OU  plan-2  O17  0.020
 4OU  plan-2  N15  0.020
 4OU  plan-2  H7   0.020
 4OU  plan-3  CA   0.020
 4OU  plan-3  C    0.020
 4OU  plan-3  O    0.020
 4OU  plan-3  OXT  0.020
 4OU  plan-4  C16  0.020
 4OU  plan-4  C18  0.020
 4OU  plan-4  C19  0.020
 4OU  plan-4  H4   0.020
 4OU  plan-4  H5   0.020
 4OU  plan-4  H6   0.020

