# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 18:24:13 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: N-[(2S,3R)-3-amino-2-hydroxy-4-(4-methoxyphenyl)butanoyl]-L-leucine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C[C@@H](N)[C@H](O)C(=O)N[C@@H](CC(C)C)C(O)=O)cc1
#
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
 D66  D66  N-[(2S,3R)-3-amino-2-hydroxy-4-(4-methoxyphenyl)butanoyl]-L-leucine  ligand  49  24  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D66
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
 D66  C1    C  CH3    0  -0.434   7.1459  -1.9181   0.4374
 D66  N1    N  NH2    0  -0.809   0.7908   0.6548   1.4830
 D66  O1    O  O2     0  -0.475   6.2618  -1.7297  -0.6473
 D66  C2    C  CR6    0   0.359   5.2515  -0.8450  -0.5047
 D66  N2    N  NH1    0  -0.604  -2.2809   0.3311  -0.2051
 D66  O2    O  OH1    0  -0.678  -0.4283   3.2898   0.6282
 D66  C3    C  CR16   0  -0.329   4.3851  -0.7110  -1.5908
 D66  O3    O  O      0  -0.510  -2.3982   1.8382   1.4794
 D66  C4    C  CR16   0  -0.298   3.3234   0.1741  -1.5267
 D66  C5    C  CR6    0   0.140   3.0842   0.9502  -0.3924
 D66  C6    C  CH2    0  -0.510   1.9046   1.8753  -0.3275
 D66  C7    C  CH1    0  -0.104   0.6305   1.1568   0.1356
 D66  C8    C  CH1    0  -0.075  -0.5938   2.0796  -0.0559
 D66  C9    C  C      0   0.503  -1.8524   1.3927   0.4728
 D66  C10   C  CH1    0  -0.228  -3.2762  -0.5878   0.2995
 D66  C11   C  CH2    0  -0.434  -3.9831  -1.2825  -0.8614
 D66  C12   C  CH1    0  -0.222  -4.7465  -0.3641  -1.8180
 D66  C13   C  CH3    0  -0.653  -5.3900  -1.1962  -2.9237
 D66  C14   C  CH3    0  -0.663  -5.8028   0.4674  -1.0966
 D66  C15   C  C      0   0.440  -2.6847  -1.6159   1.3040
 D66  C16   C  CR16   0  -0.292   3.9564   0.8042   0.6774
 D66  C17   C  CR16   0  -0.374   5.0328  -0.0760   0.6351
 D66  H1    H  HCH3   0   0.225   6.6271  -2.2777   1.3304
 D66  H1A   H  HCH3   0   0.257   7.8665  -2.6702   0.1247
 D66  H1B   H  HCH3   0   0.225   7.6851  -1.0013   0.6913
 D66  HN1   H  HNH2   0   0.327   0.7311   1.4149   2.1498
 D66  HN1A  H  HNH2   0   0.367   0.0482  -0.0049   1.6940
 D66  HN2   H  HNH1   0   0.392  -1.7186   0.0132  -0.9802
 D66  HO2   H  HOH1   0   0.442  -1.0712   3.2726   1.3545
 D66  H3    H  HCR6   0   0.255   4.5523  -1.3026  -2.4829
 D66  H4    H  HCR6   0   0.242   2.6636   0.2627  -2.3828
 D66  H6    H  HCH2   0   0.241   2.1162   2.7042   0.3519
 D66  H6A   H  HCH2   0   0.238   1.7283   2.3153  -1.3135
 D66  H7    H  HCH1   0   0.231   0.4921   0.2912  -0.5217
 D66  H8    H  HCH1   0   0.239  -0.7191   2.2766  -1.1299
 D66  H10   H  HCH1   0   0.251  -4.0102   0.0011   0.8550
 D66  H11   H  HCH2   0   0.223  -3.2485  -1.8641  -1.4324
 D66  H11A  H  HCH2   0   0.229  -4.6771  -2.0079  -0.4334
 D66  H12   H  HCH1   0   0.213  -4.0352   0.3234  -2.2895
 D66  H13   H  HCH3   0   0.212  -6.1105  -1.9050  -2.5080
 D66  H13A  H  HCH3   0   0.225  -5.9219  -0.5638  -3.6367
 D66  H13B  H  HCH3   0   0.223  -4.6462  -1.7691  -3.4805
 D66  H14   H  HCH3   0   0.228  -5.3647   1.1650  -0.3816
 D66  H14A  H  HCH3   0   0.227  -6.3860   1.0564  -1.8064
 D66  H14B  H  HCH3   0   0.213  -6.4989  -0.1745  -0.5508
 D66  H16   H  HCR6   0   0.240   3.8027   1.3919   1.5741
 D66  H17   H  HCR6   0   0.272   5.6827  -0.1448   1.4973
 D66  O4    O  O      0  -0.583  -1.4784  -1.5243   1.5981
 D66  O5    O  OC    -1  -0.605  -3.4988  -2.4504   1.7407

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
 D66  O1   C1    single    1.412  0.020  1.412
 D66  C1   H1    single    0.970  0.020  1.090
 D66  C1   H1A   single    0.970  0.020  1.090
 D66  C1   H1B   single    0.970  0.020  1.090
 D66  N1   C7    single    1.447  0.020  1.447
 D66  N1   HN1   single    0.890  0.020  1.040
 D66  N1   HN1A  single    0.890  0.020  1.040
 D66  C2   O1    single    1.350  0.020  1.350
 D66  C17  C2    aromatic  1.392  0.020  1.392
 D66  C3   C2    aromatic  1.396  0.020  1.396
 D66  N2   C10   single    1.446  0.020  1.446
 D66  N2   C9    single    1.330  0.020  1.330
 D66  N2   HN2   single    0.860  0.020  1.020
 D66  O2   C8    single    1.400  0.020  1.400
 D66  O2   HO2   single    0.850  0.020  0.980
 D66  C4   C3    aromatic  1.384  0.020  1.384
 D66  C3   H3    single    0.930  0.020  1.080
 D66  C9   O3    double    1.229  0.020  1.229
 D66  C5   C4    aromatic  1.395  0.020  1.395
 D66  C4   H4    single    0.930  0.020  1.080
 D66  C15  O4    deloc     1.245  0.020  1.245
 D66  C6   C5    single    1.501  0.020  1.501
 D66  C5   C16   aromatic  1.388  0.020  1.388
 D66  C15  O5    deloc     1.245  0.020  1.245
 D66  C7   C6    single    1.534  0.020  1.534
 D66  C6   H6    single    0.970  0.020  1.090
 D66  C6   H6A   single    0.970  0.020  1.090
 D66  C8   C7    single    1.545  0.020  1.545
 D66  C7   H7    single    0.970  0.020  1.090
 D66  C8   C9    single    1.528  0.020  1.528
 D66  C8   H8    single    0.970  0.020  1.090
 D66  C11  C10   single    1.526  0.020  1.526
 D66  C10  C15   single    1.554  0.020  1.554
 D66  C10  H10   single    0.970  0.020  1.090
 D66  C12  C11   single    1.530  0.020  1.530
 D66  C11  H11   single    0.970  0.020  1.090
 D66  C11  H11A  single    0.970  0.020  1.090
 D66  C14  C12   single    1.526  0.020  1.526
 D66  C12  C13   single    1.526  0.020  1.526
 D66  C12  H12   single    0.970  0.020  1.090
 D66  C13  H13   single    0.970  0.020  1.090
 D66  C13  H13A  single    0.970  0.020  1.090
 D66  C13  H13B  single    0.970  0.020  1.090
 D66  C14  H14   single    0.970  0.020  1.090
 D66  C14  H14A  single    0.970  0.020  1.090
 D66  C14  H14B  single    0.970  0.020  1.090
 D66  C16  C17   aromatic  1.391  0.020  1.391
 D66  C16  H16   single    0.930  0.020  1.080
 D66  C17  H17   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
 D66  H1B   C1   H1A   108.66  3.000
 D66  H1B   C1   H1    108.67  3.000
 D66  H1A   C1   H1    108.77  3.000
 D66  H1B   C1   O1    112.04  3.000
 D66  H1A   C1   O1    106.63  3.000
 D66  H1    C1   O1    111.97  3.000
 D66  HN1A  N1   HN1   107.92  3.000
 D66  HN1A  N1   C7    109.75  3.000
 D66  HN1   N1   C7    110.26  3.000
 D66  C2    O1   C1    118.34  3.000
 D66  C17   C2   C3    119.11  3.000
 D66  C3    C2   O1    116.42  3.000
 D66  C17   C2   O1    124.46  3.000
 D66  HN2   N2   C10   116.84  3.000
 D66  HN2   N2   C9    117.60  3.000
 D66  C10   N2   C9    123.44  3.000
 D66  HO2   O2   C8    105.79  3.000
 D66  H3    C3   C4    120.39  3.000
 D66  H3    C3   C2    119.51  3.000
 D66  C4    C3   C2    120.11  3.000
 D66  H4    C4   C5    119.48  3.000
 D66  H4    C4   C3    118.85  3.000
 D66  C5    C4   C3    121.67  3.000
 D66  C16   C5   C6    121.70  3.000
 D66  C16   C5   C4    117.42  3.000
 D66  C6    C5   C4    120.86  3.000
 D66  H6A   C6   H6    106.65  3.000
 D66  H6A   C6   C7    109.06  3.000
 D66  H6    C6   C7    109.18  3.000
 D66  H6A   C6   C5    109.61  3.000
 D66  H6    C6   C5    110.03  3.000
 D66  C7    C6   C5    112.16  3.000
 D66  H7    C7   C8    107.30  3.000
 D66  H7    C7   C6    107.09  3.000
 D66  C8    C7   C6    109.93  3.000
 D66  H7    C7   N1    107.37  3.000
 D66  C8    C7   N1    114.23  3.000
 D66  C6    C7   N1    110.58  3.000
 D66  H8    C8   C9    108.95  3.000
 D66  H8    C8   C7    108.57  3.000
 D66  C9    C8   C7    109.95  3.000
 D66  H8    C8   O2    109.64  3.000
 D66  C9    C8   O2    108.48  3.000
 D66  C7    C8   O2    111.22  3.000
 D66  C8    C9   O3    119.10  3.000
 D66  C8    C9   N2    116.59  3.000
 D66  O3    C9   N2    124.31  3.000
 D66  H10   C10  C15   106.47  3.000
 D66  H10   C10  C11   108.71  3.000
 D66  C15   C10  C11   111.51  3.000
 D66  H10   C10  N2    107.30  3.000
 D66  C15   C10  N2    112.59  3.000
 D66  C11   C10  N2    110.04  3.000
 D66  H11A  C11  H11   106.11  3.000
 D66  H11A  C11  C12   109.07  3.000
 D66  H11   C11  C12   109.08  3.000
 D66  H11A  C11  C10   107.38  3.000
 D66  H11   C11  C10   109.09  3.000
 D66  C12   C11  C10   115.68  3.000
 D66  H12   C12  C14   108.12  3.000
 D66  H12   C12  C13   107.70  3.000
 D66  C14   C12  C13   110.35  3.000
 D66  H12   C12  C11   108.77  3.000
 D66  C13   C12  C11   109.64  3.000
 D66  C14   C12  C11   112.15  3.000
 D66  H13B  C13  H13A  107.64  3.000
 D66  H13B  C13  H13   107.63  3.000
 D66  H13A  C13  H13   107.64  3.000
 D66  H13B  C13  C12   111.62  3.000
 D66  H13A  C13  C12   111.28  3.000
 D66  H13   C13  C12   110.85  3.000
 D66  H14B  C14  H14A  107.54  3.000
 D66  H14B  C14  H14   107.70  3.000
 D66  H14A  C14  H14   107.20  3.000
 D66  H14B  C14  C12   110.92  3.000
 D66  H14A  C14  C12   110.90  3.000
 D66  H14   C14  C12   112.36  3.000
 D66  C10   C15  O5    114.92  3.000
 D66  C10   C15  O4    118.21  3.000
 D66  O5    C15  O4    126.87  3.000
 D66  H16   C16  C17   118.58  3.000
 D66  H16   C16  C5    119.46  3.000
 D66  C17   C16  C5    121.96  3.000
 D66  H17   C17  C16   118.74  3.000
 D66  H17   C17  C2    121.53  3.000
 D66  C16   C17  C2    119.73  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
 D66  CONST_01  C5   C16  C17  C2     0.00   0.0  0
 D66  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 D66  CONST_03  C16  C17  C2   C3     0.00   0.0  0
 D66  CONST_04  C16  C5   C4   C3     0.00   0.0  0
 D66  CONST_05  C17  C2   C3   C4     0.00   0.0  0
 D66  CONST_06  C17  C16  C5   C4     0.00   0.0  0
 D66  CONST_07  C16  C17  C2   O1   180.00   0.0  0
 D66  CONST_08  C4   C3   C2   O1   180.00   0.0  0
 D66  CONST_09  C6   C5   C4   C3   180.00   0.0  0
 D66  CONST_10  C17  C16  C5   C6   180.00   0.0  0
 D66  CONST_11  H16  C16  C17  C2   180.00   0.0  0
 D66  CONST_12  H4   C4   C3   C2   180.00   0.0  0
 D66  CONST_13  H17  C17  C2   C3   180.00   0.0  0
 D66  CONST_14  H3   C3   C4   C5   180.00   0.0  0
 D66  CONST_15  C10  N2   C9   O3     0.00   0.0  0
 D66  CONST_16  C10  N2   C9   C8   180.00   0.0  0
 D66  CONST_17  HN2  N2   C9   O3   180.00   0.0  0
 D66  Var_01    C17  C2   O1   C1     1.47  30.0  2
 D66  Var_02    C7   C6   C5   C4    85.22  30.0  2
 D66  Var_03    H1   C1   O1   C2    60.38  30.0  3
 D66  Var_04    C14  C12  C11  C10  -57.35  30.0  1
 D66  Var_05    H14  C14  C12  C11   64.43  30.0  3
 D66  Var_06    H13  C13  C12  C11   61.66  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
 D66  chir_01  C7   N1  C6   C8   positiv
 D66  chir_02  C8   O2  C7   C9   negativ
 D66  chir_03  C10  N2  C15  C11  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
 D66  plan-1  O1   0.020
 D66  plan-1  C2   0.020
 D66  plan-1  C3   0.020
 D66  plan-1  C4   0.020
 D66  plan-1  C5   0.020
 D66  plan-1  C6   0.020
 D66  plan-1  C16  0.020
 D66  plan-1  C17  0.020
 D66  plan-1  H3   0.020
 D66  plan-1  H4   0.020
 D66  plan-1  H16  0.020
 D66  plan-1  H17  0.020
 D66  plan-2  N2   0.020
 D66  plan-2  O3   0.020
 D66  plan-2  C8   0.020
 D66  plan-2  C9   0.020
 D66  plan-2  C10  0.020
 D66  plan-2  HN2  0.020
 D66  plan-3  C10  0.020
 D66  plan-3  C15  0.020
 D66  plan-3  O4   0.020
 D66  plan-3  O5   0.020

