# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 15:09:16 2022
#   Inital geometry file: a 126 line input string
#   Ligand name: (2S)-2-[(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)methyl]-3-fluoropropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1nc(N)nc(N)c1OCCCOc2ccccc2C[C@H](CF)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
 HZU  HZU  "(2S)-2-[(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)methyl]-3-fluoropropanoic acid"  ligand  52  28  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HZU
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
 HZU  C10   C  C      0   0.116  -28.0857  10.5950  -25.6373
 HZU  C13   C  CH2    0  -0.487  -28.8021   7.0801  -25.8663
 HZU  C17   C  CR16   0  -0.378  -29.2895   4.5076  -29.2774
 HZU  C20   C  CR16   0  -0.296  -31.8546   4.4818  -30.2894
 HZU  C21   C  CR6    0   0.041  -31.5999   5.2368  -29.1512
 HZU  C22   C  CH2    0  -0.507  -32.7331   5.9733  -28.4879
 HZU  C24   C  CH2    0  -0.018  -34.4745   7.7684  -28.7387
 HZU  C26   C  C      0   0.441  -31.9854   8.3743  -28.9164
 HZU  C01   C  CH3    0  -0.664  -28.8625  11.2792  -28.9542
 HZU  C02   C  CH2    0  -0.519  -29.4266  11.5383  -27.5566
 HZU  C03   C  C      0   0.226  -28.3332  11.6120  -26.5330
 HZU  C05   C  C      0   0.506  -26.5837  12.7912  -25.6827
 HZU  C08   C  C      0   0.435  -26.9992  10.7674  -24.7499
 HZU  C12   C  CH2    0  -0.163  -28.5433   8.4378  -26.4955
 HZU  C14   C  CH2    0  -0.200  -28.8147   5.9761  -26.9053
 HZU  C16   C  CR6    0   0.352  -30.2872   5.2555  -28.6541
 HZU  C18   C  CR16   0  -0.258  -29.5789   3.7657  -30.4161
 HZU  C19   C  CR16   0  -0.269  -30.8625   3.7536  -30.9342
 HZU  C23   C  CH1    0  -0.386  -33.0867   7.3178  -29.1538
 HZU  F25   F  F      0  -0.385  -34.6766   7.7079  -27.3593
 HZU  N04   N  N      0  -0.499  -27.5791  12.7201  -26.5573
 HZU  N06   N  NH2    0  -0.826  -25.7903  13.8940  -25.7346
 HZU  N07   N  N      0  -0.502  -26.2593  11.8689  -24.7753
 HZU  N09   N  NH2    0  -0.824  -26.6744   9.8019  -23.8683
 HZU  O11   O  O2     0  -0.498  -28.8319   9.4558  -25.5389
 HZU  O15   O  O2     0  -0.471  -30.0697   6.0169  -27.5623
 HZU  O27   O  O      0  -0.601  -32.0600   9.0314  -27.8563
 HZU  O28   O  OC    -1  -0.610  -31.1091   8.4692  -29.7976
 HZU  H132  H  HCH2   0   0.245  -28.0208   6.8639  -25.1340
 HZU  H131  H  HCH2   0   0.245  -29.7527   7.0807  -25.3269
 HZU  H171  H  HCR6   0   0.270  -28.2795   4.4932  -28.8913
 HZU  H201  H  HCR6   0   0.241  -32.8683   4.4578  -30.6744
 HZU  H221  H  HCH2   0   0.241  -33.6151   5.3267  -28.5349
 HZU  H222  H  HCH2   0   0.242  -32.5266   6.1301  -27.4292
 HZU  H241  H  HCH2   0   0.196  -35.2233   7.1158  -29.1954
 HZU  H242  H  HCH2   0   0.208  -34.6722   8.7934  -29.0595
 HZU  H013  H  HCH3   0   0.231  -29.6672  11.2197  -29.6862
 HZU  H011  H  HCH3   0   0.223  -28.1838  12.0754  -29.2572
 HZU  H012  H  HCH3   0   0.225  -28.3144  10.3371  -28.9901
 HZU  H021  H  HCH2   0   0.244  -29.9553  12.4945  -27.5562
 HZU  H022  H  HCH2   0   0.247  -30.1593  10.7687  -27.3119
 HZU  H121  H  HCH2   0   0.229  -29.1662   8.5818  -27.3828
 HZU  H122  H  HCH2   0   0.218  -27.4982   8.5014  -26.8166
 HZU  H141  H  HCH2   0   0.223  -27.9912   6.1254  -27.6129
 HZU  H142  H  HCH2   0   0.238  -28.6688   4.9970  -26.4369
 HZU  H181  H  HCR6   0   0.251  -28.7898   3.1952  -30.8890
 HZU  H191  H  HCR6   0   0.244  -31.0962   3.1755  -31.8184
 HZU  H231  H  HCH1   0   0.226  -33.1615   7.1379  -30.2325
 HZU  H062  H  HNH2   0   0.383  -26.1539  14.6991  -26.2149
 HZU  H061  H  HNH2   0   0.383  -25.2159  14.0898  -24.9327
 HZU  H091  H  HNH2   0   0.391  -26.0193  10.0249  -23.1382
 HZU  H092  H  HNH2   0   0.400  -27.3318   9.0660  -23.6763

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
 HZU  C02  C01   single    1.529  0.020  1.529
 HZU  C03  C02   single    1.500  0.020  1.500
 HZU  N04  C03   aromatic  1.341  0.020  1.341
 HZU  C05  N04   aromatic  1.327  0.020  1.327
 HZU  N06  C05   single    1.360  0.020  1.360
 HZU  N07  C05   aromatic  1.334  0.020  1.334
 HZU  C08  N07   aromatic  1.327  0.020  1.327
 HZU  N09  C08   single    1.347  0.020  1.347
 HZU  C10  C08   aromatic  1.413  0.020  1.413
 HZU  O11  C10   single    1.365  0.020  1.365
 HZU  C12  O11   single    1.426  0.020  1.426
 HZU  C13  C12   single    1.519  0.020  1.519
 HZU  C14  C13   single    1.516  0.020  1.516
 HZU  O15  C14   single    1.417  0.020  1.417
 HZU  C16  O15   single    1.349  0.020  1.349
 HZU  C17  C16   aromatic  1.394  0.020  1.394
 HZU  C18  C17   aromatic  1.390  0.020  1.390
 HZU  C19  C18   aromatic  1.384  0.020  1.384
 HZU  C20  C19   aromatic  1.389  0.020  1.389
 HZU  C21  C20   aromatic  1.389  0.020  1.389
 HZU  C22  C21   single    1.505  0.020  1.505
 HZU  C23  C22   single    1.542  0.020  1.542
 HZU  F25  C24   single    1.395  0.020  1.395
 HZU  C24  C23   single    1.517  0.020  1.517
 HZU  C26  C23   single    1.545  0.020  1.545
 HZU  O27  C26   deloc     1.249  0.020  1.249
 HZU  O28  C26   deloc     1.246  0.020  1.246
 HZU  C03  C10   aromatic  1.378  0.020  1.378
 HZU  C16  C21   aromatic  1.404  0.020  1.404
 HZU  C13  H132  single    0.970  0.020  1.090
 HZU  C13  H131  single    0.970  0.020  1.090
 HZU  C17  H171  single    0.930  0.020  1.080
 HZU  C20  H201  single    0.930  0.020  1.080
 HZU  C22  H221  single    0.970  0.020  1.090
 HZU  C22  H222  single    0.970  0.020  1.090
 HZU  C24  H241  single    0.970  0.020  1.090
 HZU  C24  H242  single    0.970  0.020  1.090
 HZU  C01  H013  single    0.970  0.020  1.090
 HZU  C01  H011  single    0.970  0.020  1.090
 HZU  C01  H012  single    0.970  0.020  1.090
 HZU  C02  H021  single    0.970  0.020  1.090
 HZU  C02  H022  single    0.970  0.020  1.090
 HZU  C12  H121  single    0.970  0.020  1.090
 HZU  C12  H122  single    0.970  0.020  1.090
 HZU  C14  H141  single    0.970  0.020  1.090
 HZU  C14  H142  single    0.970  0.020  1.090
 HZU  C18  H181  single    0.930  0.020  1.080
 HZU  C19  H191  single    0.930  0.020  1.080
 HZU  C23  H231  single    0.970  0.020  1.090
 HZU  N06  H062  single    0.890  0.020  1.040
 HZU  N06  H061  single    0.890  0.020  1.040
 HZU  N09  H091  single    0.890  0.020  1.040
 HZU  N09  H092  single    0.890  0.020  1.040

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
 HZU  O11   C10  C08   118.47  3.000
 HZU  O11   C10  C03   124.38  3.000
 HZU  C08   C10  C03   117.15  3.000
 HZU  H131  C13  H132  106.94  3.000
 HZU  H131  C13  C14   109.35  3.000
 HZU  H132  C13  C14   108.73  3.000
 HZU  H131  C13  C12   110.62  3.000
 HZU  H132  C13  C12   109.44  3.000
 HZU  C14   C13  C12   111.63  3.000
 HZU  H171  C17  C18   118.68  3.000
 HZU  H171  C17  C16   121.07  3.000
 HZU  C18   C17  C16   120.26  3.000
 HZU  H201  C20  C19   119.41  3.000
 HZU  H201  C20  C21   118.31  3.000
 HZU  C19   C20  C21   122.28  3.000
 HZU  C16   C21  C22   122.78  3.000
 HZU  C16   C21  C20   117.95  3.000
 HZU  C22   C21  C20   119.26  3.000
 HZU  H222  C22  H221  106.22  3.000
 HZU  H222  C22  C23   109.73  3.000
 HZU  H221  C22  C23   108.17  3.000
 HZU  H222  C22  C21   110.84  3.000
 HZU  H221  C22  C21   107.38  3.000
 HZU  C23   C22  C21   114.14  3.000
 HZU  H242  C24  H241  108.27  3.000
 HZU  H242  C24  F25   107.75  3.000
 HZU  H241  C24  F25   106.73  3.000
 HZU  H242  C24  C23   111.35  3.000
 HZU  H241  C24  C23   109.57  3.000
 HZU  F25   C24  C23   112.96  3.000
 HZU  O28   C26  O27   127.00  3.000
 HZU  O28   C26  C23   116.40  3.000
 HZU  O27   C26  C23   116.59  3.000
 HZU  H012  C01  H011  108.01  3.000
 HZU  H012  C01  H013  107.58  3.000
 HZU  H011  C01  H013  108.25  3.000
 HZU  H012  C01  C02   111.22  3.000
 HZU  H011  C01  C02   111.12  3.000
 HZU  H013  C01  C02   110.54  3.000
 HZU  H022  C02  H021  107.00  3.000
 HZU  H022  C02  C03   111.80  3.000
 HZU  H021  C02  C03   108.03  3.000
 HZU  H022  C02  C01   109.47  3.000
 HZU  H021  C02  C01   109.10  3.000
 HZU  C03   C02  C01   111.30  3.000
 HZU  N04   C03  C02   116.00  3.000
 HZU  N04   C03  C10   121.40  3.000
 HZU  C02   C03  C10   122.58  3.000
 HZU  N07   C05  N06   116.42  3.000
 HZU  N07   C05  N04   126.43  3.000
 HZU  N06   C05  N04   117.13  3.000
 HZU  N09   C08  N07   118.23  3.000
 HZU  N09   C08  C10   120.58  3.000
 HZU  N07   C08  C10   121.18  3.000
 HZU  H122  C12  H121  107.33  3.000
 HZU  H122  C12  O11   110.38  3.000
 HZU  H121  C12  O11   109.57  3.000
 HZU  H122  C12  C13   109.63  3.000
 HZU  H121  C12  C13   110.91  3.000
 HZU  O11   C12  C13   109.01  3.000
 HZU  H142  C14  H141  107.33  3.000
 HZU  H142  C14  O15   110.00  3.000
 HZU  H141  C14  O15   111.24  3.000
 HZU  H142  C14  C13   110.91  3.000
 HZU  H141  C14  C13   109.69  3.000
 HZU  O15   C14  C13   107.70  3.000
 HZU  O15   C16  C21   116.42  3.000
 HZU  C21   C16  C17   120.25  3.000
 HZU  O15   C16  C17   123.33  3.000
 HZU  H181  C18  C19   120.52  3.000
 HZU  H181  C18  C17   119.18  3.000
 HZU  C19   C18  C17   120.29  3.000
 HZU  H191  C19  C18   120.71  3.000
 HZU  H191  C19  C20   120.34  3.000
 HZU  C18   C19  C20   118.94  3.000
 HZU  H231  C23  C26   108.20  3.000
 HZU  H231  C23  C24   104.81  3.000
 HZU  C26   C23  C24   114.02  3.000
 HZU  H231  C23  C22   107.31  3.000
 HZU  C26   C23  C22   111.51  3.000
 HZU  C24   C23  C22   110.53  3.000
 HZU  C05   N04  C03   117.02  3.000
 HZU  H061  N06  H062  115.56  3.000
 HZU  H061  N06  C05   117.44  3.000
 HZU  H062  N06  C05   117.17  3.000
 HZU  C08   N07  C05   116.83  3.000
 HZU  H092  N09  H091  116.71  3.000
 HZU  H092  N09  C08   119.47  3.000
 HZU  H091  N09  C08   118.24  3.000
 HZU  C12   O11  C10   115.89  3.000
 HZU  C16   O15  C14   120.12  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
 HZU  CONST_01  C05   N07  C08  C10     0.00   0.0  0
 HZU  CONST_02  C05   N04  C03  C10     0.00   0.0  0
 HZU  CONST_03  C20   C21  C16  C17     0.00   0.0  0
 HZU  CONST_04  C20   C19  C18  C17     0.00   0.0  0
 HZU  CONST_05  C18   C19  C20  C21     0.00   0.0  0
 HZU  CONST_06  C18   C17  C16  C21     0.00   0.0  0
 HZU  CONST_07  N07   C05  N04  C03     0.00   0.0  0
 HZU  CONST_08  N07   C08  C10  C03     0.00   0.0  0
 HZU  CONST_09  N04   C05  N07  C08     0.00   0.0  0
 HZU  CONST_10  N04   C03  C10  C08     0.00   0.0  0
 HZU  CONST_11  C19   C18  C17  C16     0.00   0.0  0
 HZU  CONST_12  C19   C20  C21  C16     0.00   0.0  0
 HZU  CONST_13  C22   C21  C16  C17   180.00   0.0  0
 HZU  CONST_14  O15   C16  C21  C20   180.00   0.0  0
 HZU  CONST_15  C19   C20  C21  C22   180.00   0.0  0
 HZU  CONST_16  C05   N04  C03  C02   180.00   0.0  0
 HZU  CONST_17  C08   C10  C03  C02   180.00   0.0  0
 HZU  CONST_18  N06   C05  N04  C03   180.00   0.0  0
 HZU  CONST_19  N09   C08  C10  C03   180.00   0.0  0
 HZU  CONST_20  N09   C08  N07  C05   180.00   0.0  0
 HZU  CONST_21  N06   C05  N07  C08   180.00   0.0  0
 HZU  CONST_22  O15   C16  C17  C18   180.00   0.0  0
 HZU  CONST_23  O11   C10  C03  N04   180.00   0.0  0
 HZU  CONST_24  O11   C10  C08  N07   180.00   0.0  0
 HZU  CONST_25  H191  C19  C18  C17   180.00   0.0  0
 HZU  CONST_26  H181  C18  C19  C20   180.00   0.0  0
 HZU  CONST_27  H191  C19  C20  C21   180.00   0.0  0
 HZU  CONST_28  H171  C17  C16  C21   180.00   0.0  0
 HZU  CONST_29  H181  C18  C17  C16   180.00   0.0  0
 HZU  CONST_30  H201  C20  C21  C16   180.00   0.0  0
 HZU  CONST_31  H201  C20  C19  C18   180.00   0.0  0
 HZU  CONST_32  H171  C17  C18  C19   180.00   0.0  0
 HZU  CONST_33  H091  N09  C08  C10   180.00   0.0  0
 HZU  CONST_39  H091  N09  C08  N07     0.00   0.0  0
 HZU  CONST_40  H092  N09  C08  N07   180.00   0.0  0
 HZU  Var_01    C01   C02  C03  C10  -105.30  30.0  2
 HZU  Var_02    C14   O15  C16  C17    -6.76  30.0  2
 HZU  Var_03    C23   C22  C21  C20   -81.19  30.0  2
 HZU  Var_04    C14   O15  C16  C21   172.85  30.0  2
 HZU  Var_05    N04   C03  C02  C01    73.11  30.0  1
 HZU  Var_06    C12   O11  C10  C03    80.75  30.0  2
 HZU  Var_07    C12   O11  C10  C08  -100.53  30.0  2
 HZU  Var_08    C23   C22  C21  C16   100.09  30.0  2
 HZU  Var_09    H021  C02  C03  C10   134.95  30.0  2
 HZU  Var_10    H022  C02  C03  C10    17.47  30.0  2
 HZU  Var_11    H221  C22  C21  C20    38.70  30.0  2
 HZU  Var_12    H222  C22  C21  C20   154.31  30.0  2
 HZU  Var_13    H221  C22  C21  C16  -140.02  30.0  2
 HZU  Var_14    H222  C22  C21  C16   -24.41  30.0  2
 HZU  Var_15    H021  C02  C03  N04   -46.64  30.0  2
 HZU  Var_16    H022  C02  C03  N04  -164.11  30.0  2
 HZU  Var_17    C13   C12  O11  C10   148.69  30.0  2
 HZU  Var_18    C16   O15  C14  C13   171.33  30.0  1
 HZU  Var_19    H121  C12  O11  C10   -89.77  30.0  2
 HZU  Var_20    H122  C12  O11  C10    28.22  30.0  2
 HZU  Var_21    H013  C01  C02  C03   179.53  30.0  3
 HZU  Var_22    H011  C01  C02  C03   -60.26  30.0  3
 HZU  Var_23    H012  C01  C02  C03    60.10  30.0  3
 HZU  Var_24    H141  C14  O15  C16    51.10  30.0  3
 HZU  Var_25    H142  C14  O15  C16   -67.69  30.0  3
 HZU  Var_26    O15   C14  C13  C12   -78.34  30.0  2
 HZU  Var_27    O11   C12  C13  C14   167.35  30.0  3
 HZU  Var_28    H141  C14  C13  C12    42.86  30.0  2
 HZU  Var_29    H142  C14  C13  C12   161.25  30.0  2
 HZU  Var_30    H121  C12  C13  C14    46.63  30.0  3
 HZU  Var_31    H122  C12  C13  C14   -71.72  30.0  3
 HZU  Var_32    H132  C13  C12  O11   -72.24  30.0  1
 HZU  Var_33    H131  C13  C12  O11    45.34  30.0  1
 HZU  Var_34    H132  C13  C14  O15   160.83  30.0  3
 HZU  Var_35    H131  C13  C14  O15    44.40  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
 HZU  chir_01  C23  C22  C24  C26  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
 HZU  plan-1  C17   0.020
 HZU  plan-1  C20   0.020
 HZU  plan-1  C21   0.020
 HZU  plan-1  C22   0.020
 HZU  plan-1  C16   0.020
 HZU  plan-1  C18   0.020
 HZU  plan-1  C19   0.020
 HZU  plan-1  O15   0.020
 HZU  plan-1  H171  0.020
 HZU  plan-1  H201  0.020
 HZU  plan-1  H181  0.020
 HZU  plan-1  H191  0.020
 HZU  plan-2  C10   0.020
 HZU  plan-2  C02   0.020
 HZU  plan-2  C03   0.020
 HZU  plan-2  C05   0.020
 HZU  plan-2  C08   0.020
 HZU  plan-2  N04   0.020
 HZU  plan-2  N06   0.020
 HZU  plan-2  N07   0.020
 HZU  plan-2  N09   0.020
 HZU  plan-2  O11   0.020
 HZU  plan-3  C05   0.020
 HZU  plan-3  N06   0.020
 HZU  plan-3  H062  0.020
 HZU  plan-3  H061  0.020
 HZU  plan-4  C08   0.020
 HZU  plan-4  N09   0.020
 HZU  plan-4  H091  0.020
 HZU  plan-4  H092  0.020
 HZU  plan-5  C26   0.020
 HZU  plan-5  C23   0.020
 HZU  plan-5  O27   0.020
 HZU  plan-5  O28   0.020

