# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 04:34:29 2020
#   Inital geometry file: a 161 line input string
#   Ligand name: N-({4-[(1R)-4-[(2R,4S,5S)-2,4-diamino-6-oxohexahydropyrimidin-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxyethyl)butyl]phenyl}carbonyl)-L-glutamic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H]1N[C@H](N)[C@H](CCC[C@H](c2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)(O)C(F)(F)F)C(=O)N1
#
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
 KEU  KEU  'N-({4-[(1R)-4-[(2R,4S,5S)-2,4-diamino-6-oxohexahydropyrimidin-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxyethyl)butyl]phenyl}carbonyl)-L-glutamic acid'  ligand  66  38  .  2021-08-12  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KEU
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
 KEU  O4    O  OC    -1  -0.632   2.4181   0.3722    9.0775
 KEU  C21   C  C      0   0.410   1.4572   0.9727    8.5506
 KEU  O5    O  O      0  -0.611   1.1230   2.1552    8.7649
 KEU  C20   C  CH2    0  -0.572   0.6394   0.1722    7.5228
 KEU  C19   C  CH2    0  -0.444  -0.7196   0.7588    7.1716
 KEU  C17   C  CH1    0  -0.205  -1.5233  -0.1072    6.2029
 KEU  N     N  NH1    0  -0.617  -0.8069  -0.2402    4.9548
 KEU  C     C  C      0   0.524  -1.0766  -1.2011    4.0633
 KEU  O     O  O      0  -0.503  -1.6793  -2.2339    4.3341
 KEU  C14   C  C      0  -0.058  -0.5505  -0.9642    2.6843
 KEU  C13   C  C1     0  -0.257  -0.0477  -2.0349    1.9525
 KEU  C12   C  C1     0  -0.299   0.4289  -1.8422    0.6672
 KEU  C11   C  C      0   0.145   0.3848  -0.5876    0.0625
 KEU  C16   C  C1     0  -0.325  -0.1682   0.4696    0.7823
 KEU  C15   C  C1     0  -0.272  -0.6194   0.2878    2.0809
 KEU  C10   C  CH1    0  -0.460   0.8925  -0.4098   -1.3518
 KEU  C1    C  CH2    0  -0.391  -0.1965   0.2513   -2.2184
 KEU  C2    C  CH2    0  -0.467   0.0047   0.1951   -3.7297
 KEU  C3    C  CH2    0  -0.428  -1.2739   0.5650   -4.4762
 KEU  C4    C  CH1    0  -0.367  -1.0433   0.7525   -5.9723
 KEU  C9    C  C      0   0.565  -2.3034   1.1901   -6.6923
 KEU  O1    O  O      0  -0.500  -3.2151   1.7747   -6.1210
 KEU  N3    N  NH1    0  -0.650  -2.3470   0.9651   -8.0194
 KEU  C8    C  CH1    0   0.243  -1.4333   0.1873   -8.8256
 KEU  N2    N  NH2    0  -0.793  -2.1248  -0.9948   -9.3292
 KEU  N1    N  NH1    0  -0.640  -0.2670  -0.1195   -8.0537
 KEU  C7    C  CH1    0   0.020  -0.4468  -0.4680   -6.6697
 KEU  N8    N  NH2    0  -0.792  -1.3113  -1.6231   -6.4444
 KEU  C5    C  CT     0   0.351   2.2532   0.3362   -1.4187
 KEU  OA2   O  OH1    0  -0.655   2.8194   0.2743   -2.6828
 KEU  OA1   O  OH1    0  -0.654   2.1491   1.6939   -1.1548
 KEU  C6    C  CT     0   1.002   3.3141  -0.2634   -0.4547
 KEU  F2    F  F      0  -0.306   4.5160   0.2667   -0.6890
 KEU  F1    F  F      0  -0.307   3.0391  -0.0338    0.8344
 KEU  F     F  F      0  -0.309   3.4257  -1.5879   -0.6124
 KEU  C18   C  C      0   0.418  -2.9501   0.4658    5.9814
 KEU  O3    O  O      0  -0.617  -3.6682   0.5027    7.0006
 KEU  O2    O  OC    -1  -0.592  -3.2504   0.8410    4.8350
 KEU  H201  H  HCH2   0   0.211   0.5142  -0.8526    7.8887
 KEU  H202  H  HCH2   0   0.226   1.2512   0.0776    6.6182
 KEU  H191  H  HCH2   0   0.210  -0.5971   1.7617    6.7496
 KEU  H192  H  HCH2   0   0.227  -1.3120   0.8817    8.0779
 KEU  H17   H  HCH1   0   0.234  -1.6262  -1.1044    6.6410
 KEU  HN    H  HNH1   0   0.391  -0.3437   0.5895    4.6183
 KEU  H13   H  H      0   0.258  -0.0164  -3.0235    2.3923
 KEU  H12   H  H      0   0.258   0.8314  -2.6872    0.1223
 KEU  H16   H  H      0   0.263  -0.2876   1.4483    0.3330
 KEU  H15   H  H      0   0.262  -1.0681   1.1227    2.6059
 KEU  H10   H  HCH1   0   0.278   1.0608  -1.4156   -1.7547
 KEU  H11   H  HCH2   0   0.239  -0.3501   1.2888   -1.9126
 KEU  H12A  H  HCH2   0   0.245  -1.1276  -0.2703   -1.9792
 KEU  H21   H  HCH2   0   0.220   0.3258  -0.8147   -4.0109
 KEU  H22   H  HCH2   0   0.236   0.8006   0.8758   -4.0377
 KEU  H31   H  HCH2   0   0.239  -1.6647   1.4972   -4.0625
 KEU  H32   H  HCH2   0   0.228  -2.0434  -0.1917   -4.2991
 KEU  H4    H  HCH1   0   0.274  -0.3225   1.5703   -6.1026
 KEU  HN3   H  HNH1   0   0.391  -3.1721   1.3041   -8.4933
 KEU  H8    H  HCH1   0   0.229  -1.1113   0.8285   -9.6575
 KEU  HN21  H  HNH2   0   0.345  -2.8267  -0.7021  -10.0019
 KEU  HN22  H  HNH2   0   0.346  -1.4611  -1.5371   -9.8719
 KEU  HN1   H  HNH1   0   0.370   0.3385  -0.7624   -8.5450
 KEU  H7    H  HCH1   0   0.237   0.5666  -0.6302   -6.2822
 KEU  HN61  H  HNH2   0   0.344  -1.0759  -2.3518   -7.1057
 KEU  HN62  H  HNH2   0   0.344  -1.1254  -2.0102   -5.5262
 KEU  HA2   H  HOH1   0   0.473   2.5020  -0.4975   -3.1625
 KEU  HA1   H  HOH1   0   0.468   1.7963   1.8521   -0.2711

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
 KEU  O4   C21   deloc     1.250  0.020  1.250
 KEU  C21  O5    deloc     1.247  0.020  1.247
 KEU  C21  C20   single    1.538  0.020  1.538
 KEU  C20  C19   single    1.521  0.020  1.521
 KEU  C20  H201  single    0.970  0.020  1.090
 KEU  C20  H202  single    0.970  0.020  1.090
 KEU  C19  C17   single    1.528  0.020  1.528
 KEU  C19  H191  single    0.970  0.020  1.090
 KEU  C19  H192  single    0.970  0.020  1.090
 KEU  C17  N     single    1.445  0.020  1.445
 KEU  C17  C18   single    1.553  0.020  1.553
 KEU  C17  H17   single    0.970  0.020  1.090
 KEU  N    C     single    1.338  0.020  1.338
 KEU  N    HN    single    0.890  0.020  1.040
 KEU  C    O     double    1.226  0.020  1.226
 KEU  C    C14   single    1.495  0.020  1.495
 KEU  C14  C13   aromatic  1.391  0.020  1.391
 KEU  C14  C15   aromatic  1.392  0.020  1.392
 KEU  C13  C12   aromatic  1.384  0.020  1.384
 KEU  C13  H13   single    0.930  0.020  1.080
 KEU  C12  C11   aromatic  1.393  0.020  1.393
 KEU  C12  H12   single    0.930  0.020  1.080
 KEU  C11  C16   aromatic  1.393  0.020  1.393
 KEU  C11  C10   single    1.513  0.020  1.513
 KEU  C16  C15   aromatic  1.387  0.020  1.387
 KEU  C16  H16   single    0.930  0.020  1.080
 KEU  C15  H15   single    0.930  0.020  1.080
 KEU  C10  C1    single    1.541  0.020  1.541
 KEU  C10  C5    single    1.553  0.020  1.553
 KEU  C10  H10   single    0.970  0.020  1.090
 KEU  C1   C2    single    1.526  0.020  1.526
 KEU  C1   H11   single    0.970  0.020  1.090
 KEU  C1   H12A  single    0.970  0.020  1.090
 KEU  C2   C3    single    1.526  0.020  1.526
 KEU  C2   H21   single    0.970  0.020  1.090
 KEU  C2   H22   single    0.970  0.020  1.090
 KEU  C3   C4    single    1.525  0.020  1.525
 KEU  C3   H31   single    0.970  0.020  1.090
 KEU  C3   H32   single    0.970  0.020  1.090
 KEU  C4   C9    single    1.516  0.020  1.516
 KEU  C4   C7    single    1.527  0.020  1.527
 KEU  C4   H4    single    0.970  0.020  1.090
 KEU  C9   O1    double    1.225  0.020  1.225
 KEU  C9   N3    single    1.347  0.020  1.347
 KEU  N3   C8    single    1.446  0.020  1.446
 KEU  N3   HN3   single    0.860  0.020  1.020
 KEU  C8   N2    single    1.459  0.020  1.459
 KEU  C8   N1    single    1.432  0.020  1.432
 KEU  C8   H8    single    0.970  0.020  1.090
 KEU  N2   HN21  single    0.890  0.020  1.040
 KEU  N2   HN22  single    0.890  0.020  1.040
 KEU  N1   C7    single    1.438  0.020  1.438
 KEU  N1   HN1   single    0.890  0.020  1.040
 KEU  C7   N8    single    1.460  0.020  1.460
 KEU  C7   H7    single    0.970  0.020  1.090
 KEU  N8   HN61  single    0.890  0.020  1.040
 KEU  N8   HN62  single    0.890  0.020  1.040
 KEU  C5   OA2   single    1.387  0.020  1.387
 KEU  C5   OA1   single    1.387  0.020  1.387
 KEU  C5   C6    single    1.554  0.020  1.554
 KEU  OA2  HA2   single    0.850  0.020  0.980
 KEU  OA1  HA1   single    0.850  0.020  0.980
 KEU  C6   F2    single    1.334  0.020  1.334
 KEU  C6   F1    single    1.338  0.020  1.338
 KEU  C6   F     single    1.338  0.020  1.338
 KEU  C18  O3    deloc     1.247  0.020  1.247
 KEU  C18  O2    deloc     1.243  0.020  1.243

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
 KEU  C20   C21  O5    117.75  3.000
 KEU  C20   C21  O4    116.14  3.000
 KEU  O5    C21  O4    126.10  3.000
 KEU  H202  C20  H201  104.99  3.000
 KEU  H202  C20  C19   109.96  3.000
 KEU  H201  C20  C19   109.62  3.000
 KEU  H202  C20  C21   107.43  3.000
 KEU  H201  C20  C21   108.93  3.000
 KEU  C19   C20  C21   115.38  3.000
 KEU  H192  C19  H191  106.15  3.000
 KEU  H192  C19  C17   107.77  3.000
 KEU  H191  C19  C17   109.49  3.000
 KEU  H192  C19  C20   109.70  3.000
 KEU  H191  C19  C20   110.01  3.000
 KEU  C17   C19  C20   113.43  3.000
 KEU  H17   C17  C18   107.87  3.000
 KEU  H17   C17  N     107.97  3.000
 KEU  C18   C17  N     111.47  3.000
 KEU  H17   C17  C19   108.20  3.000
 KEU  C18   C17  C19   111.37  3.000
 KEU  N     C17  C19   109.81  3.000
 KEU  HN    N    C     117.47  3.000
 KEU  HN    N    C17   116.13  3.000
 KEU  C     N    C17   122.78  3.000
 KEU  C14   C    O     120.68  3.000
 KEU  C14   C    N     115.46  3.000
 KEU  O     C    N     123.83  3.000
 KEU  C15   C14  C13   118.84  3.000
 KEU  C15   C14  C     121.68  3.000
 KEU  C13   C14  C     119.38  3.000
 KEU  H13   C13  C12   119.64  3.000
 KEU  H13   C13  C14   119.98  3.000
 KEU  C12   C13  C14   120.38  3.000
 KEU  H12   C12  C11   119.73  3.000
 KEU  H12   C12  C13   119.11  3.000
 KEU  C11   C12  C13   121.16  3.000
 KEU  C10   C11  C16   121.79  3.000
 KEU  C10   C11  C12   120.05  3.000
 KEU  C16   C11  C12   118.13  3.000
 KEU  H16   C16  C15   118.09  3.000
 KEU  H16   C16  C11   120.99  3.000
 KEU  C15   C16  C11   120.89  3.000
 KEU  H15   C15  C16   119.17  3.000
 KEU  H15   C15  C14   120.25  3.000
 KEU  C16   C15  C14   120.52  3.000
 KEU  H10   C10  C5    106.88  3.000
 KEU  H10   C10  C1    107.18  3.000
 KEU  C5    C10  C1    112.89  3.000
 KEU  H10   C10  C11   106.69  3.000
 KEU  C5    C10  C11   113.00  3.000
 KEU  C1    C10  C11   109.81  3.000
 KEU  H12A  C1   H11   105.78  3.000
 KEU  H12A  C1   C2    108.14  3.000
 KEU  H11   C1   C2    109.32  3.000
 KEU  H12A  C1   C10   105.91  3.000
 KEU  H11   C1   C10   110.45  3.000
 KEU  C2    C1   C10   116.62  3.000
 KEU  H22   C2   H21   106.76  3.000
 KEU  H22   C2   C3    108.77  3.000
 KEU  H21   C2   C3    110.07  3.000
 KEU  H22   C2   C1    110.65  3.000
 KEU  H21   C2   C1    109.07  3.000
 KEU  C3    C2   C1    111.42  3.000
 KEU  H32   C3   H31   106.10  3.000
 KEU  H32   C3   C4    110.50  3.000
 KEU  H31   C3   C4    108.71  3.000
 KEU  H32   C3   C2    110.03  3.000
 KEU  H31   C3   C2    108.75  3.000
 KEU  C4    C3   C2    112.52  3.000
 KEU  H4    C4   C7    106.54  3.000
 KEU  H4    C4   C9    105.92  3.000
 KEU  C7    C4   C9    109.79  3.000
 KEU  H4    C4   C3    107.89  3.000
 KEU  C7    C4   C3    114.13  3.000
 KEU  C9    C4   C3    112.07  3.000
 KEU  N3    C9   O1    121.02  3.000
 KEU  N3    C9   C4    116.54  3.000
 KEU  O1    C9   C4    122.36  3.000
 KEU  HN3   N3   C8    115.80  3.000
 KEU  HN3   N3   C9    115.64  3.000
 KEU  C8    N3   C9    128.24  3.000
 KEU  H8    C8   N1    107.13  3.000
 KEU  H8    C8   N2    110.51  3.000
 KEU  N1    C8   N2    113.49  3.000
 KEU  H8    C8   N3    107.06  3.000
 KEU  N1    C8   N3    109.24  3.000
 KEU  N2    C8   N3    109.20  3.000
 KEU  HN22  N2   HN21  104.59  3.000
 KEU  HN22  N2   C8    107.92  3.000
 KEU  HN21  N2   C8    108.84  3.000
 KEU  HN1   N1   C7    112.86  3.000
 KEU  HN1   N1   C8    111.24  3.000
 KEU  C7    N1   C8    117.95  3.000
 KEU  H7    C7   N8    112.05  3.000
 KEU  H7    C7   N1    105.08  3.000
 KEU  N8    C7   N1    114.46  3.000
 KEU  H7    C7   C4    108.53  3.000
 KEU  N8    C7   C4    109.30  3.000
 KEU  N1    C7   C4    107.13  3.000
 KEU  HN62  N8   HN61  105.92  3.000
 KEU  HN62  N8   C7    109.47  3.000
 KEU  HN61  N8   C7    109.34  3.000
 KEU  C6    C5   OA1   108.12  3.000
 KEU  C6    C5   OA2   105.64  3.000
 KEU  OA1   C5   OA2   104.35  3.000
 KEU  C6    C5   C10   112.71  3.000
 KEU  OA1   C5   C10   113.34  3.000
 KEU  OA2   C5   C10   112.06  3.000
 KEU  HA2   OA2  C5    110.83  3.000
 KEU  HA1   OA1  C5    111.24  3.000
 KEU  F     C6   F1    107.49  3.000
 KEU  F     C6   F2    107.30  3.000
 KEU  F1    C6   F2    106.63  3.000
 KEU  F     C6   C5    111.45  3.000
 KEU  F1    C6   C5    113.03  3.000
 KEU  F2    C6   C5    110.65  3.000
 KEU  O2    C18  O3    127.27  3.000
 KEU  O2    C18  C17   117.69  3.000
 KEU  O3    C18  C17   115.04  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
 KEU  CONST_01  C11  C12  C13  C14     0.00   0.0  0
 KEU  CONST_02  C11  C16  C15  C14     0.00   0.0  0
 KEU  CONST_03  C16  C15  C14  C13     0.00   0.0  0
 KEU  CONST_04  C16  C11  C12  C13     0.00   0.0  0
 KEU  CONST_05  C15  C14  C13  C12     0.00   0.0  0
 KEU  CONST_06  C15  C16  C11  C12     0.00   0.0  0
 KEU  CONST_07  C8   N3   C9   C4      0.00   0.0  0
 KEU  CONST_08  C12  C13  C14  C     180.00   0.0  0
 KEU  CONST_09  C16  C15  C14  C     180.00   0.0  0
 KEU  CONST_10  C10  C11  C12  C13   180.00   0.0  0
 KEU  CONST_11  C10  C11  C16  C15   180.00   0.0  0
 KEU  CONST_12  C8   N3   C9   O1    180.00   0.0  0
 KEU  CONST_13  H12  C12  C13  C14   180.00   0.0  0
 KEU  CONST_14  H16  C16  C15  C14   180.00   0.0  0
 KEU  CONST_15  H15  C15  C14  C13   180.00   0.0  0
 KEU  CONST_16  H13  C13  C12  C11   180.00   0.0  0
 KEU  CONST_17  HN3  N3   C9   C4    180.00   0.0  0
 KEU  CONST_19  HN   N    C    C14     0.00   0.0  0
 KEU  Var_01    C13  C14  C    N     141.94  30.0  2
 KEU  Var_02    C4   C3   C2   C1    170.10  30.0  3
 KEU  Var_03    C19  C20  C21  O4    164.27  30.0  3
 KEU  Var_04    C17  C19  C20  C21  -177.04  30.0  3
 KEU  Var_05    C3   C2   C1   C10   166.05  30.0  3
 KEU  Var_06    F2   C6   C5   C10   170.48  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
 KEU  chir_01  C17  C19  N   C18  positiv
 KEU  chir_02  C10  C11  C1  C5   negativ
 KEU  chir_03  C4   C3   C9  C7   positiv
 KEU  chir_04  C8   N1   N2  N3   negativ
 KEU  chir_05  C7   N1   N8  C4   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
 KEU  plan-1  C    0.020
 KEU  plan-1  C14  0.020
 KEU  plan-1  C13  0.020
 KEU  plan-1  C12  0.020
 KEU  plan-1  C11  0.020
 KEU  plan-1  C16  0.020
 KEU  plan-1  C15  0.020
 KEU  plan-1  C10  0.020
 KEU  plan-1  H13  0.020
 KEU  plan-1  H12  0.020
 KEU  plan-1  H16  0.020
 KEU  plan-1  H15  0.020
 KEU  plan-2  C17  0.020
 KEU  plan-2  N    0.020
 KEU  plan-2  C    0.020
 KEU  plan-2  O    0.020
 KEU  plan-2  C14  0.020
 KEU  plan-2  HN   0.020
 KEU  plan-3  C4   0.020
 KEU  plan-3  C9   0.020
 KEU  plan-3  O1   0.020
 KEU  plan-3  N3   0.020
 KEU  plan-3  C8   0.020
 KEU  plan-3  HN3  0.020
 KEU  plan-4  O4   0.020
 KEU  plan-4  C21  0.020
 KEU  plan-4  O5   0.020
 KEU  plan-4  C20  0.020
 KEU  plan-5  C17  0.020
 KEU  plan-5  C18  0.020
 KEU  plan-5  O3   0.020
 KEU  plan-5  O2   0.020

