# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 02:07:19 2022
#   Inital geometry file: a 120 line input string
#   Ligand name: N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N2CCC[C@H]2C(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
 EAL  EAL  N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-L-proline  ligand  47  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EAL
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
 EAL  O4    O  OC    -1  -0.620  -3.0529   0.3290  -4.5765
 EAL  O5    O  O      0  -0.597  -1.2728  -1.0189  -4.5274
 EAL  N2    N  NR5    0  -0.467   0.0889   0.7788  -2.9288
 EAL  C5    C  CR15   0  -0.140  -1.0195   1.2214  -3.7639
 EAL  C6    C  CH2    0  -0.490  -0.3207   1.9646  -4.9119
 EAL  C7    C  CH2    0  -0.463   1.0182   2.3905  -4.3221
 EAL  C8    C  CH2    0  -0.277   1.3842   1.2088  -3.4356
 EAL  C9    C  C      0   0.400  -1.8633   0.0543  -4.3190
 EAL  H5    H  HCR5   0   0.223  -1.6600   1.9090  -3.2024
 EAL  H61   H  HCH2   0   0.247  -0.9140   2.7992  -5.2829
 EAL  H62   H  HCH2   0   0.232  -0.1469   1.2837  -5.7490
 EAL  H71   H  HCH2   0   0.235   0.9031   3.2907  -3.7140
 EAL  H72   H  HCH2   0   0.245   1.7775   2.5898  -5.0781
 EAL  H8C1  H  HCH2   0   0.246   2.0580   1.4945  -2.6283
 EAL  H8C2  H  HCH2   0   0.230   1.8689   0.4185  -4.0187
 EAL  O1    O  O      0  -0.524  -1.2761  -0.2286  -1.4613
 EAL  C2    C  CH1    0  -0.215   1.0519  -0.7075  -1.2077
 EAL  C10   C  CH3    0  -0.658   1.1176  -2.1220  -1.7802
 EAL  HA    H  HCH1   0   0.247   1.9893  -0.2099  -1.4513
 EAL  H101  H  HCH3   0   0.221   0.2219  -2.6895  -1.5216
 EAL  H102  H  HCH3   0   0.233   1.1922  -2.1017  -2.8676
 EAL  H103  H  HCH3   0   0.232   1.9856  -2.6480  -1.3832
 EAL  N1    N  NH1    0  -0.593   0.9383  -0.7537   0.2334
 EAL  C3    C  C      0   0.403   2.3807   1.2221   0.7631
 EAL  C4    C  CH1    0  -0.175   0.9890   0.5511   0.8691
 EAL  O2    O  OC    -1  -0.600   3.3720   0.5018   0.5464
 EAL  O3    O  O      0  -0.621   2.3860   2.4573   0.9492
 EAL  C14   C  CH2    0  -0.431   0.6356   0.4276   2.3532
 EAL  C15   C  CH2    0  -0.523  -0.7906  -0.0607   2.6263
 EAL  C16   C  CR6    0   0.145  -1.1172  -0.0230   4.0931
 EAL  C17   C  CR16   0  -0.319  -1.8157   1.0460   4.6495
 EAL  C18   C  CR16   0  -0.239  -2.0814   1.0943   6.0125
 EAL  C19   C  CR16   0  -0.276  -1.6485   0.0708   6.8447
 EAL  C20   C  CR16   0  -0.240  -0.9498  -1.0010   6.3024
 EAL  C21   C  CR16   0  -0.309  -0.6894  -1.0451   4.9398
 EAL  H1    H  HNH1   0   0.336   0.0473  -1.1867   0.4486
 EAL  HB    H  HCH1   0   0.185   0.2629   1.2542   0.4263
 EAL  H141  H  HCH2   0   0.220   1.3501  -0.2429   2.8422
 EAL  H142  H  HCH2   0   0.231   0.7607   1.4110   2.8109
 EAL  H151  H  HCH2   0   0.239  -1.4968   0.5601   2.0681
 EAL  H152  H  HCH2   0   0.236  -0.9213  -1.0849   2.2669
 EAL  H17   H  HCR6   0   0.245  -2.1629   1.8490   4.0094
 EAL  H18   H  HCR6   0   0.251  -2.6295   1.9324   6.4237
 EAL  H19   H  HCR6   0   0.252  -1.8565   0.1053   7.9064
 EAL  H20   H  HCR6   0   0.251  -0.6102  -1.8067   6.9412
 EAL  H21   H  HCR6   0   0.244  -0.1496  -1.8896   4.5260
 EAL  C1    C  C      0   0.549  -0.1388  -0.0108  -1.8730

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
 EAL  O1   C1    double    1.229  0.020  1.229
 EAL  O2   C3    deloc     1.244  0.020  1.244
 EAL  O3   C3    deloc     1.249  0.020  1.249
 EAL  O4   C9    deloc     1.248  0.020  1.248
 EAL  O5   C9    deloc     1.243  0.020  1.243
 EAL  N1   C2    single    1.446  0.020  1.446
 EAL  N1   C4    single    1.452  0.020  1.452
 EAL  N1   H1    single    0.890  0.020  1.040
 EAL  N2   C1    single    1.338  0.020  1.338
 EAL  N2   C5    single    1.457  0.020  1.457
 EAL  N2   C8    single    1.456  0.020  1.456
 EAL  C1   C2    single    1.532  0.020  1.532
 EAL  C2   C10   single    1.527  0.020  1.527
 EAL  C2   HA    single    0.970  0.020  1.090
 EAL  C3   C4    single    1.549  0.020  1.549
 EAL  C4   C14   single    1.531  0.020  1.531
 EAL  C4   HB    single    0.970  0.020  1.090
 EAL  C5   C6    single    1.536  0.020  1.536
 EAL  C5   C9    single    1.543  0.020  1.543
 EAL  C5   H5    single    0.970  0.020  1.090
 EAL  C6   C7    single    1.524  0.020  1.524
 EAL  C6   H61   single    0.970  0.020  1.090
 EAL  C6   H62   single    0.970  0.020  1.090
 EAL  C7   C8    single    1.522  0.020  1.522
 EAL  C7   H71   single    0.970  0.020  1.090
 EAL  C7   H72   single    0.970  0.020  1.090
 EAL  C8   H8C1  single    0.970  0.020  1.090
 EAL  C8   H8C2  single    0.970  0.020  1.090
 EAL  C10  H101  single    0.970  0.020  1.090
 EAL  C10  H102  single    0.970  0.020  1.090
 EAL  C10  H103  single    0.970  0.020  1.090
 EAL  C14  C15   single    1.532  0.020  1.532
 EAL  C14  H141  single    0.970  0.020  1.090
 EAL  C14  H142  single    0.970  0.020  1.090
 EAL  C15  C16   single    1.503  0.020  1.503
 EAL  C15  H151  single    0.970  0.020  1.090
 EAL  C15  H152  single    0.970  0.020  1.090
 EAL  C16  C17   aromatic  1.393  0.020  1.393
 EAL  C16  C21   aromatic  1.394  0.020  1.394
 EAL  C17  C18   aromatic  1.390  0.020  1.390
 EAL  C17  H17   single    0.930  0.020  1.080
 EAL  C18  C19   aromatic  1.388  0.020  1.388
 EAL  C18  H18   single    0.930  0.020  1.080
 EAL  C19  C20   aromatic  1.390  0.020  1.390
 EAL  C19  H19   single    0.930  0.020  1.080
 EAL  C20  C21   aromatic  1.388  0.020  1.388
 EAL  C20  H20   single    0.930  0.020  1.080
 EAL  C21  H21   single    0.930  0.020  1.080

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
 EAL  C1    N2   C8    126.90  3.000
 EAL  C8    N2   C5    112.81  3.000
 EAL  C1    N2   C5    120.15  3.000
 EAL  H5    C5   C9    109.85  3.000
 EAL  H5    C5   C6    110.23  3.000
 EAL  C9    C5   C6    110.24  3.000
 EAL  H5    C5   N2    109.99  3.000
 EAL  C9    C5   N2    113.11  3.000
 EAL  C6    C5   N2    103.26  3.000
 EAL  H62   C6   H61   107.64  3.000
 EAL  H62   C6   C7    109.32  3.000
 EAL  H61   C6   C7    113.35  3.000
 EAL  H62   C6   C5    110.08  3.000
 EAL  H61   C6   C5    112.18  3.000
 EAL  C7    C6   C5    104.23  3.000
 EAL  H72   C7   H71   107.99  3.000
 EAL  H72   C7   C8    112.24  3.000
 EAL  H71   C7   C8    109.94  3.000
 EAL  H72   C7   C6    113.25  3.000
 EAL  H71   C7   C6    110.68  3.000
 EAL  C8    C7   C6    102.69  3.000
 EAL  H8C2  C8   H8C1  108.05  3.000
 EAL  H8C2  C8   C7    110.89  3.000
 EAL  H8C1  C8   C7    112.12  3.000
 EAL  H8C2  C8   N2    111.47  3.000
 EAL  H8C1  C8   N2    111.70  3.000
 EAL  C7    C8   N2    102.60  3.000
 EAL  C5    C9   O5    116.98  3.000
 EAL  C5    C9   O4    115.40  3.000
 EAL  O5    C9   O4    127.49  3.000
 EAL  N1    C2   HA    107.76  3.000
 EAL  HA    C2   C10   107.60  3.000
 EAL  N1    C2   C10   110.32  3.000
 EAL  HA    C2   C1    111.36  3.000
 EAL  C10   C2   C1    106.97  3.000
 EAL  N1    C2   C1    112.72  3.000
 EAL  H103  C10  H102  108.53  3.000
 EAL  H103  C10  H101  108.44  3.000
 EAL  H102  C10  H101  107.59  3.000
 EAL  H103  C10  C2    110.16  3.000
 EAL  H102  C10  C2    111.08  3.000
 EAL  H101  C10  C2    110.94  3.000
 EAL  H1    N1   C4    108.76  3.000
 EAL  H1    N1   C2    107.11  3.000
 EAL  C4    N1   C2    113.87  3.000
 EAL  O3    C3   O2    126.51  3.000
 EAL  O3    C3   C4    114.97  3.000
 EAL  O2    C3   C4    118.49  3.000
 EAL  HB    C4   C14   106.77  3.000
 EAL  HB    C4   C3    106.73  3.000
 EAL  C14   C4   C3    107.99  3.000
 EAL  HB    C4   N1    111.95  3.000
 EAL  C14   C4   N1    110.11  3.000
 EAL  C3    C4   N1    113.00  3.000
 EAL  H142  C14  H141  106.83  3.000
 EAL  H142  C14  C15   108.60  3.000
 EAL  H141  C14  C15   109.43  3.000
 EAL  H142  C14  C4    107.90  3.000
 EAL  H141  C14  C4    109.38  3.000
 EAL  C15   C14  C4    114.42  3.000
 EAL  H152  C15  H151  106.67  3.000
 EAL  H152  C15  C16   108.56  3.000
 EAL  H151  C15  C16   110.09  3.000
 EAL  H152  C15  C14   110.57  3.000
 EAL  H151  C15  C14   109.23  3.000
 EAL  C16   C15  C14   111.61  3.000
 EAL  C21   C16  C17   118.28  3.000
 EAL  C21   C16  C15   120.49  3.000
 EAL  C17   C16  C15   121.20  3.000
 EAL  H17   C17  C18   119.49  3.000
 EAL  H17   C17  C16   119.56  3.000
 EAL  C18   C17  C16   120.96  3.000
 EAL  H18   C18  C19   120.06  3.000
 EAL  H18   C18  C17   119.76  3.000
 EAL  C19   C18  C17   120.18  3.000
 EAL  H19   C19  C20   120.26  3.000
 EAL  H19   C19  C18   120.30  3.000
 EAL  C20   C19  C18   119.43  3.000
 EAL  H20   C20  C21   119.78  3.000
 EAL  H20   C20  C19   120.09  3.000
 EAL  C21   C20  C19   120.13  3.000
 EAL  H21   C21  C20   119.52  3.000
 EAL  H21   C21  C16   119.47  3.000
 EAL  C20   C21  C16   121.01  3.000
 EAL  C2    C1   O1    119.56  3.000
 EAL  C2    C1   N2    118.61  3.000
 EAL  O1    C1   N2    121.77  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
 EAL  CONST_01  C19  C18  C17  C16     0.00   0.0  0
 EAL  CONST_02  C19  C20  C21  C16     0.00   0.0  0
 EAL  CONST_03  C20  C21  C16  C17     0.00   0.0  0
 EAL  CONST_04  C20  C19  C18  C17     0.00   0.0  0
 EAL  CONST_05  C21  C16  C17  C18     0.00   0.0  0
 EAL  CONST_06  C21  C20  C19  C18     0.00   0.0  0
 EAL  CONST_07  C18  C17  C16  C15   180.00   0.0  0
 EAL  CONST_08  C20  C21  C16  C15   180.00   0.0  0
 EAL  CONST_09  H18  C18  C17  C16   180.00   0.0  0
 EAL  CONST_10  H20  C20  C21  C16   180.00   0.0  0
 EAL  CONST_11  H21  C21  C16  C17   180.00   0.0  0
 EAL  CONST_12  H19  C19  C18  C17   180.00   0.0  0
 EAL  CONST_13  H17  C17  C18  C19   180.00   0.0  0
 EAL  CONST_14  O1   C1   N2   C5      0.00   0.0  0
 EAL  CONST_15  C2   C1   N2   C5    180.00   0.0  0
 EAL  CONST_16  O1   C1   N2   C8    180.00   0.0  0
 EAL  CONST_17  C2   C1   N2   C8      0.00   0.0  0
 EAL  Var_01    C6   C7   C8   N2    -35.25  30.0  1
 EAL  Var_02    C7   C8   N2   C5     21.43  30.0  1
 EAL  Var_03    C8   C7   C6   C5     36.95  30.0  1
 EAL  Var_04    C17  C16  C15  C14    97.42  30.0  2
 EAL  Var_05    C16  C15  C14  C4   -174.09  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
 EAL  chir_01  C5  N2  C6  C9   negativ
 EAL  chir_02  C2  N1  C1  C10  positiv
 EAL  chir_03  C4  N1  C3  C14  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
 EAL  plan-1  C15  0.020
 EAL  plan-1  C16  0.020
 EAL  plan-1  C17  0.020
 EAL  plan-1  C18  0.020
 EAL  plan-1  C19  0.020
 EAL  plan-1  C20  0.020
 EAL  plan-1  C21  0.020
 EAL  plan-1  H17  0.020
 EAL  plan-1  H18  0.020
 EAL  plan-1  H19  0.020
 EAL  plan-1  H20  0.020
 EAL  plan-1  H21  0.020
 EAL  plan-2  N2   0.020
 EAL  plan-2  C5   0.020
 EAL  plan-2  C8   0.020
 EAL  plan-2  O1   0.020
 EAL  plan-2  C2   0.020
 EAL  plan-2  C1   0.020
 EAL  plan-3  O4   0.020
 EAL  plan-3  O5   0.020
 EAL  plan-3  C5   0.020
 EAL  plan-3  C9   0.020
 EAL  plan-4  C3   0.020
 EAL  plan-4  C4   0.020
 EAL  plan-4  O2   0.020
 EAL  plan-4  O3   0.020

