# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 10:41:53 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (2R)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@@H](C[P](O)(=O)[C@@H](N)c1ccccc1)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
 4QP  4QP  '(2R)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid'  ligand  40  20  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4QP
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
 4QP  N12  N  NH2    0  -0.795  -1.7876  -2.3929   0.1484
 4QP  C13  C  CR6    0   0.149  -3.2404  -0.4060  -0.3462
 4QP  C15  C  CR16   0  -0.250  -4.9563   1.0891  -1.1766
 4QP  C17  C  CR16   0  -0.244  -5.1153   0.2195   1.0522
 4QP  C02  C  CH3    0  -0.649   4.1030   3.0446  -0.2288
 4QP  C04  C  CH3    0  -0.660   4.0816   1.3989   1.6633
 4QP  C05  C  CH2    0  -0.375   2.5852   1.0586  -0.3608
 4QP  C06  C  CH1    0  -0.339   2.2538  -0.3864   0.0094
 4QP  P08  P  P      0   1.192  -0.5565   0.0207  -0.0192
 4QP  O09  O  OP    -1  -0.809  -0.7397   1.3346  -0.7500
 4QP  O10  O  O      0  -0.815  -0.5544   0.0091   1.4995
 4QP  C11  C  CH1    0  -0.407  -1.9350  -1.1293  -0.5504
 4QP  C14  C  CR16   0  -0.298  -3.7696   0.3942  -1.3585
 4QP  C16  C  CR16   0  -0.280  -5.6358   1.0059   0.0333
 4QP  C18  C  CR16   0  -0.312  -3.9276  -0.4768   0.8639
 4QP  C19  C  C      0   0.413   3.3798  -1.3519  -0.4041
 4QP  O20  O  O      0  -0.623   3.7342  -1.3214  -1.6025
 4QP  O21  O  OC    -1  -0.623   3.8425  -2.1122   0.4738
 4QP  H1   H  HNH2   0   0.340  -1.6539  -2.2229   1.1375
 4QP  H2   H  HNH2   0   0.340  -2.6260  -2.9540   0.0567
 4QP  H4   H  HCR6   0   0.246  -5.3535   1.6970  -1.9800
 4QP  H5   H  HCR6   0   0.246  -5.6348   0.1492   1.9999
 4QP  H6   H  HCH3   0   0.208   3.3490   3.6670   0.2608
 4QP  H7   H  HCH3   0   0.218   5.0843   3.4235   0.0645
 4QP  H8   H  HCH3   0   0.218   4.0006   3.1908  -1.3060
 4QP  H9   H  HCH1   0   0.206   4.7261   1.0082  -0.3366
 4QP  H10  H  HCH3   0   0.226   4.1099   0.3458   1.9441
 4QP  H11  H  HCH3   0   0.216   5.0041   1.8601   2.0219
 4QP  H12  H  HCH3   0   0.206   3.2494   1.8648   2.1982
 4QP  H13  H  HCH2   0   0.202   1.7937   1.7120   0.0175
 4QP  H14  H  HCH2   0   0.193   2.5641   1.1599  -1.4503
 4QP  H15  H  HCH1   0   0.198   2.1262  -0.4488   1.0935
 4QP  H16  H  HCH2   0   0.220   0.9939  -0.7633  -1.7171
 4QP  H17  H  HCH2   0   0.234   0.7956  -1.9212  -0.4132
 4QP  H19  H  HCH1   0   0.237  -1.8040  -1.3030  -1.6251
 4QP  H20  H  HCR6   0   0.233  -3.2499   0.4625  -2.3067
 4QP  H21  H  HCR6   0   0.247  -6.5633   1.5450   0.1779
 4QP  H22  H  HCR6   0   0.229  -3.5420  -1.0917   1.6676
 4QP  C07  C  CH2    0  -0.703   0.9392  -0.8573  -0.6285
 4QP  C03  C  CH1    0  -0.235   3.9290   1.5778   0.1551

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
 4QP  C02  C03  single    1.526  0.020  1.526
 4QP  C04  C03  single    1.526  0.020  1.526
 4QP  C03  C05  single    1.530  0.020  1.530
 4QP  O10  P08  deloc     1.519  0.020  1.519
 4QP  C05  C06  single    1.528  0.020  1.528
 4QP  O09  P08  deloc     1.515  0.020  1.515
 4QP  P08  C07  single    1.838  0.020  1.838
 4QP  P08  C11  single    1.872  0.020  1.872
 4QP  C06  C07  single    1.535  0.020  1.535
 4QP  C06  C19  single    1.540  0.020  1.540
 4QP  N12  C11  single    1.451  0.020  1.451
 4QP  C19  O20  deloc     1.250  0.020  1.250
 4QP  C19  O21  deloc     1.250  0.020  1.250
 4QP  C11  C13  single    1.506  0.020  1.506
 4QP  C13  C14  aromatic  1.395  0.020  1.395
 4QP  C13  C18  aromatic  1.393  0.020  1.393
 4QP  C14  C15  aromatic  1.387  0.020  1.387
 4QP  C18  C17  aromatic  1.390  0.020  1.390
 4QP  C15  C16  aromatic  1.390  0.020  1.390
 4QP  C17  C16  aromatic  1.388  0.020  1.388
 4QP  N12  H1   single    0.890  0.020  1.040
 4QP  N12  H2   single    0.890  0.020  1.040
 4QP  C15  H4   single    0.930  0.020  1.080
 4QP  C17  H5   single    0.930  0.020  1.080
 4QP  C02  H6   single    0.970  0.020  1.090
 4QP  C02  H7   single    0.970  0.020  1.090
 4QP  C02  H8   single    0.970  0.020  1.090
 4QP  C03  H9   single    0.970  0.020  1.090
 4QP  C04  H10  single    0.970  0.020  1.090
 4QP  C04  H11  single    0.970  0.020  1.090
 4QP  C04  H12  single    0.970  0.020  1.090
 4QP  C05  H13  single    0.970  0.020  1.090
 4QP  C05  H14  single    0.970  0.020  1.090
 4QP  C06  H15  single    0.970  0.020  1.090
 4QP  C07  H16  single    0.970  0.020  1.090
 4QP  C07  H17  single    0.970  0.020  1.090
 4QP  C11  H19  single    0.970  0.020  1.090
 4QP  C14  H20  single    0.930  0.020  1.080
 4QP  C16  H21  single    0.930  0.020  1.080
 4QP  C18  H22  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
 4QP  H2   N12  H1   106.90  3.000
 4QP  H2   N12  C11  110.77  3.000
 4QP  H1   N12  C11  109.73  3.000
 4QP  C18  C13  C14  118.18  3.000
 4QP  C18  C13  C11  121.38  3.000
 4QP  C14  C13  C11  120.40  3.000
 4QP  H4   C15  C16  120.00  3.000
 4QP  H4   C15  C14  119.85  3.000
 4QP  C16  C15  C14  120.15  3.000
 4QP  H5   C17  C18  119.74  3.000
 4QP  H5   C17  C16  119.94  3.000
 4QP  C18  C17  C16  120.32  3.000
 4QP  H8   C02  H7   107.63  3.000
 4QP  H8   C02  H6   107.51  3.000
 4QP  H7   C02  H6   107.57  3.000
 4QP  H8   C02  C03  111.48  3.000
 4QP  H7   C02  C03  111.61  3.000
 4QP  H6   C02  C03  110.84  3.000
 4QP  H12  C04  H11  107.60  3.000
 4QP  H12  C04  H10  107.77  3.000
 4QP  H11  C04  H10  107.54  3.000
 4QP  H12  C04  C03  110.94  3.000
 4QP  H11  C04  C03  111.07  3.000
 4QP  H10  C04  C03  111.73  3.000
 4QP  H14  C05  H13  105.96  3.000
 4QP  H14  C05  C06  108.93  3.000
 4QP  H13  C05  C06  108.91  3.000
 4QP  H14  C05  C03  108.74  3.000
 4QP  H13  C05  C03  108.43  3.000
 4QP  C06  C05  C03  115.45  3.000
 4QP  H15  C06  C19  108.41  3.000
 4QP  H15  C06  C07  107.13  3.000
 4QP  C19  C06  C07  108.80  3.000
 4QP  H15  C06  C05  108.63  3.000
 4QP  C19  C06  C05  111.67  3.000
 4QP  C07  C06  C05  112.03  3.000
 4QP  C11  P08  O10  106.26  3.000
 4QP  C11  P08  O09  107.87  3.000
 4QP  O10  P08  O09  119.30  3.000
 4QP  C11  P08  C07  102.22  3.000
 4QP  O09  P08  C07  110.66  3.000
 4QP  O10  P08  C07  109.07  3.000
 4QP  H19  C11  P08  106.70  3.000
 4QP  H19  C11  C13  108.20  3.000
 4QP  P08  C11  C13  107.74  3.000
 4QP  H19  C11  N12  108.77  3.000
 4QP  C13  C11  N12  116.16  3.000
 4QP  P08  C11  N12  108.87  3.000
 4QP  H20  C14  C15  119.57  3.000
 4QP  H20  C14  C13  119.30  3.000
 4QP  C15  C14  C13  121.13  3.000
 4QP  H21  C16  C17  120.35  3.000
 4QP  H21  C16  C15  120.35  3.000
 4QP  C17  C16  C15  119.30  3.000
 4QP  H22  C18  C17  119.23  3.000
 4QP  H22  C18  C13  119.85  3.000
 4QP  C17  C18  C13  120.92  3.000
 4QP  O21  C19  O20  125.68  3.000
 4QP  O21  C19  C06  117.60  3.000
 4QP  O20  C19  C06  116.71  3.000
 4QP  H17  C07  H16  106.61  3.000
 4QP  H17  C07  P08  106.99  3.000
 4QP  H16  C07  P08  109.23  3.000
 4QP  H17  C07  C06  109.19  3.000
 4QP  H16  C07  C06  110.14  3.000
 4QP  P08  C07  C06  114.36  3.000
 4QP  H9   C03  C05  108.12  3.000
 4QP  H9   C03  C04  108.03  3.000
 4QP  C05  C03  C04  112.40  3.000
 4QP  H9   C03  C02  107.68  3.000
 4QP  C05  C03  C02  109.97  3.000
 4QP  C04  C03  C02  110.47  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
 4QP  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 4QP  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 4QP  CONST_03  C18  C13  C14  C15     0.00   0.0  0
 4QP  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 4QP  CONST_05  C14  C13  C18  C17     0.00   0.0  0
 4QP  CONST_06  C14  C15  C16  C17     0.00   0.0  0
 4QP  CONST_07  C11  C13  C14  C15   180.00   0.0  0
 4QP  CONST_08  C11  C13  C18  C17   180.00   0.0  0
 4QP  CONST_09  H4   C15  C14  C13   180.00   0.0  0
 4QP  CONST_10  H5   C17  C18  C13   180.00   0.0  0
 4QP  CONST_11  H22  C18  C13  C14   180.00   0.0  0
 4QP  CONST_12  H21  C16  C15  C14   180.00   0.0  0
 4QP  CONST_13  H20  C14  C15  C16   180.00   0.0  0
 4QP  Var_01    C06  C05  C03  C02  -177.39  30.0  3
 4QP  Var_02    O10  P08  C07  C06   -50.38  30.0  1
 4QP  Var_03    H10  C04  C03  C02  -171.49  30.0  3
 4QP  Var_04    H6   C02  C03  C04   -60.49  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
 4QP  chir_01  C06  C05  C07  C19  negativ
 4QP  chir_03  C11  P08  N12  C13  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
 4QP  plan-1  C13  0.020
 4QP  plan-1  C15  0.020
 4QP  plan-1  C17  0.020
 4QP  plan-1  C11  0.020
 4QP  plan-1  C14  0.020
 4QP  plan-1  C16  0.020
 4QP  plan-1  C18  0.020
 4QP  plan-1  H4   0.020
 4QP  plan-1  H5   0.020
 4QP  plan-1  H20  0.020
 4QP  plan-1  H21  0.020
 4QP  plan-1  H22  0.020
 4QP  plan-2  C06  0.020
 4QP  plan-2  C19  0.020
 4QP  plan-2  O20  0.020
 4QP  plan-2  O21  0.020

