# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 06:39:21 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 7-{[ethyl(4-fluorophenyl)amino]methyl}-N,2-dimethyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC1=CC(=O)N2C(=N1)SC(=C2C(=O)NC)C)c3ccc(F)cc3
#
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
 67H  67H  7-{[ethyl(4-fluorophenyl)amino]methyl}-N,2-dimethyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-3-carboxamide  ligand  45  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_67H
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
 67H  C4   C  CH2   0  -0.421   1.9302   0.9967   1.7226
 67H  C5   C  CR6   0   0.273   0.5772   0.5415   1.2223
 67H  C6   C  CR16  0  -0.493  -0.1956  -0.3018   1.9706
 67H  C11  C  CR5   0  -0.281  -3.1340   0.2709  -1.5473
 67H  C7   C  CR6   0   0.589  -1.4864  -0.7151   1.5320
 67H  C10  C  CR5   0   0.372  -3.0782  -0.3114  -0.3385
 67H  C13  C  CR56  0   0.316  -0.9892   0.6824  -0.3736
 67H  N3   N  NT    0  -0.495   2.8518   1.3624   0.6896
 67H  C1   C  CH3   0  -0.658   4.1700   3.4457   1.0008
 67H  C2   C  CH2   0  -0.330   2.9691   2.7687   0.3551
 67H  O8   O  O     0  -0.469  -2.2393  -1.5120   2.0624
 67H  N9   N  N     0  -0.606  -1.8663  -0.0960   0.3175
 67H  S12  S  S2    0   0.284  -1.6599   1.1349  -1.8993
 67H  N14  N  N     0  -0.452   0.1924   1.0265   0.0229
 67H  C15  C  CH3   0  -0.716  -4.2527   0.3012  -2.5263
 67H  C16  C  C     0   0.491  -4.2542  -0.9296   0.3644
 67H  O17  O  O     0  -0.464  -4.8426  -0.3187   1.2390
 67H  N18  N  NH1   0  -0.602  -4.6293  -2.1118  -0.1235
 67H  C19  C  CH3   0  -0.518  -5.7647  -2.8364   0.3995
 67H  C20  C  CR6   0   0.403   3.4717   0.3898  -0.0582
 67H  C21  C  CR16  0  -0.344   4.4199   0.7124  -1.0455
 67H  C22  C  CR16  0  -0.395   5.0481  -0.2690  -1.7959
 67H  C23  C  CR6   0   0.477   4.7467  -1.5963  -1.5705
 67H  C24  C  CR16  0  -0.399   3.8264  -1.9577  -0.6097
 67H  C25  C  CR16  0  -0.333   3.1934  -0.9751   0.1359
 67H  F26  F  F     0  -0.328   5.3607  -2.5529  -2.2987
 67H  H1   H  HCH2  0   0.302   1.7703   1.8658   2.3661
 67H  H2   H  HCH2  0   0.273   2.3515   0.2304   2.3792
 67H  H3   H  HCR6  0   0.280   0.1683  -0.7071   2.9051
 67H  H5   H  HCH3  0   0.228   4.1239   3.3631   2.0877
 67H  H6   H  HCH3  0   0.227   5.1108   3.0037   0.6718
 67H  H7   H  HCH3  0   0.229   4.1916   4.5059   0.7461
 67H  H8   H  HCH2  0   0.240   2.9962   2.8906  -0.7301
 67H  H9   H  HCH2  0   0.256   2.0543   3.2661   0.6779
 67H  H10  H  HCH3  0   0.274  -4.5643   1.3255  -2.7293
 67H  H11  H  HCH3  0   0.275  -3.9492  -0.1487  -3.4716
 67H  H12  H  HCH3  0   0.265  -5.1139  -0.2488  -2.1541
 67H  H13  H  HNH1  0   0.416  -4.0362  -2.5700  -0.7956
 67H  H14  H  HCH3  0   0.248  -6.6590  -2.2152   0.3984
 67H  H15  H  HCH3  0   0.257  -5.9438  -3.6982  -0.2362
 67H  H16  H  HCH3  0   0.244  -5.5871  -3.1864   1.4172
 67H  H17  H  HCR6  0   0.269   4.6944   1.7401  -1.2354
 67H  H18  H  HCR6  0   0.273   5.7749   0.0097  -2.5483
 67H  H19  H  HCR6  0   0.274   3.5881  -2.9997  -0.4387
 67H  H20  H  HCR6  0   0.269   2.4667  -1.2981   0.8681

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
 67H  F26  C23  single    1.350  0.020  1.350
 67H  C23  C22  aromatic  1.380  0.020  1.380
 67H  C23  C24  aromatic  1.379  0.020  1.379
 67H  C22  C21  aromatic  1.386  0.020  1.386
 67H  C24  C25  aromatic  1.386  0.020  1.386
 67H  C21  C20  aromatic  1.406  0.020  1.406
 67H  C25  C20  aromatic  1.406  0.020  1.406
 67H  C20  N3   single    1.375  0.020  1.375
 67H  N3   C4   single    1.432  0.020  1.432
 67H  N3   C2   single    1.450  0.020  1.450
 67H  C4   C5   single    1.513  0.020  1.513
 67H  C2   C1   single    1.522  0.020  1.522
 67H  N14  C5   single    1.350  0.020  1.350
 67H  N14  C13  double    1.293  0.020  1.293
 67H  C5   C6   double    1.367  0.020  1.367
 67H  S12  C13  single    1.727  0.020  1.727
 67H  S12  C11  single    1.745  0.020  1.745
 67H  C13  N9   single    1.361  0.020  1.361
 67H  C6   C7   single    1.425  0.020  1.425
 67H  N9   C7   single    1.415  0.020  1.415
 67H  N9   C10  single    1.395  0.020  1.395
 67H  C11  C15  single    1.487  0.020  1.487
 67H  C11  C10  double    1.343  0.020  1.343
 67H  C7   O8   double    1.218  0.020  1.218
 67H  C10  C16  single    1.503  0.020  1.503
 67H  N18  C19  single    1.445  0.020  1.445
 67H  N18  C16  single    1.333  0.020  1.333
 67H  C16  O17  double    1.218  0.020  1.218
 67H  C4   H1   single    0.970  0.020  1.090
 67H  C4   H2   single    0.970  0.020  1.090
 67H  C6   H3   single    0.930  0.020  1.080
 67H  C1   H5   single    0.970  0.020  1.090
 67H  C1   H6   single    0.970  0.020  1.090
 67H  C1   H7   single    0.970  0.020  1.090
 67H  C2   H8   single    0.970  0.020  1.090
 67H  C2   H9   single    0.970  0.020  1.090
 67H  C15  H10  single    0.970  0.020  1.090
 67H  C15  H11  single    0.970  0.020  1.090
 67H  C15  H12  single    0.970  0.020  1.090
 67H  N18  H13  single    0.860  0.020  1.020
 67H  C19  H14  single    0.970  0.020  1.090
 67H  C19  H15  single    0.970  0.020  1.090
 67H  C19  H16  single    0.970  0.020  1.090
 67H  C21  H17  single    0.930  0.020  1.080
 67H  C22  H18  single    0.930  0.020  1.080
 67H  C24  H19  single    0.930  0.020  1.080
 67H  C25  H20  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
 67H  H2   C4   H1   105.08  3.000
 67H  H2   C4   N3   111.36  3.000
 67H  H1   C4   N3   108.40  3.000
 67H  H2   C4   C5   109.41  3.000
 67H  H1   C4   C5   107.65  3.000
 67H  N3   C4   C5   114.45  3.000
 67H  N14  C5   C6   123.16  3.000
 67H  C6   C5   C4   120.68  3.000
 67H  N14  C5   C4   116.16  3.000
 67H  H3   C6   C7   117.53  3.000
 67H  H3   C6   C5   120.92  3.000
 67H  C7   C6   C5   121.52  3.000
 67H  C15  C11  S12  119.52  3.000
 67H  C15  C11  C10  129.26  3.000
 67H  S12  C11  C10  111.18  3.000
 67H  N9   C7   O8   119.61  3.000
 67H  O8   C7   C6   128.02  3.000
 67H  N9   C7   C6   112.37  3.000
 67H  C16  C10  N9   121.56  3.000
 67H  C16  C10  C11  124.52  3.000
 67H  N9   C10  C11  113.11  3.000
 67H  N14  C13  S12  123.79  3.000
 67H  S12  C13  N9   110.37  3.000
 67H  N14  C13  N9   125.83  3.000
 67H  C20  N3   C2   121.61  3.000
 67H  C2   N3   C4   117.78  3.000
 67H  C20  N3   C4   120.13  3.000
 67H  H7   C1   H6   107.85  3.000
 67H  H7   C1   H5   107.88  3.000
 67H  H6   C1   H5   107.85  3.000
 67H  H7   C1   C2   110.42  3.000
 67H  H6   C1   C2   111.87  3.000
 67H  H5   C1   C2   110.83  3.000
 67H  H9   C2   H8   105.31  3.000
 67H  H9   C2   C1   109.48  3.000
 67H  H8   C2   C1   110.62  3.000
 67H  H9   C2   N3   107.84  3.000
 67H  H8   C2   N3   109.84  3.000
 67H  C1   C2   N3   113.40  3.000
 67H  C13  N9   C10  114.17  3.000
 67H  C10  N9   C7   124.70  3.000
 67H  C13  N9   C7   120.86  3.000
 67H  C13  S12  C11   91.15  3.000
 67H  C13  N14  C5   115.94  3.000
 67H  H12  C15  H11  107.97  3.000
 67H  H12  C15  H10  108.22  3.000
 67H  H11  C15  H10  107.82  3.000
 67H  H12  C15  C11  111.11  3.000
 67H  H11  C15  C11  110.68  3.000
 67H  H10  C15  C11  110.92  3.000
 67H  N18  C16  O17  124.86  3.000
 67H  O17  C16  C10  120.49  3.000
 67H  N18  C16  C10  114.44  3.000
 67H  H13  N18  C19  118.45  3.000
 67H  H13  N18  C16  118.84  3.000
 67H  C19  N18  C16  122.24  3.000
 67H  H16  C19  H15  108.57  3.000
 67H  H16  C19  H14  108.52  3.000
 67H  H15  C19  H14  108.46  3.000
 67H  H16  C19  N18  111.76  3.000
 67H  H15  C19  N18  108.41  3.000
 67H  H14  C19  N18  111.03  3.000
 67H  C25  C20  C21  116.93  3.000
 67H  C25  C20  N3   121.49  3.000
 67H  C21  C20  N3   121.57  3.000
 67H  H17  C21  C22  117.59  3.000
 67H  H17  C21  C20  120.86  3.000
 67H  C22  C21  C20  121.55  3.000
 67H  H18  C22  C23  120.52  3.000
 67H  H18  C22  C21  119.88  3.000
 67H  C23  C22  C21  119.60  3.000
 67H  F26  C23  C24  119.59  3.000
 67H  C24  C23  C22  120.78  3.000
 67H  F26  C23  C22  119.63  3.000
 67H  H19  C24  C25  119.79  3.000
 67H  H19  C24  C23  120.62  3.000
 67H  C25  C24  C23  119.59  3.000
 67H  H20  C25  C24  117.35  3.000
 67H  H20  C25  C20  121.09  3.000
 67H  C24  C25  C20  121.55  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
 67H  CONST_01  C23  C22  C21  C20    0.00   0.0  0
 67H  CONST_02  C23  C24  C25  C20    0.00   0.0  0
 67H  CONST_03  C24  C23  C22  C21    0.00   0.0  0
 67H  CONST_04  C24  C25  C20  C21    0.00   0.0  0
 67H  CONST_05  C25  C24  C23  C22    0.00   0.0  0
 67H  CONST_06  C25  C20  C21  C22    0.00   0.0  0
 67H  CONST_07  S12  C13  N14  C5   180.00   0.0  0
 67H  CONST_08  N9   C13  N14  C5     0.00   0.0  0
 67H  CONST_09  C13  N9   C7   C6     0.00   0.0  0
 67H  CONST_10  C10  N9   C7   C6   180.00   0.0  0
 67H  CONST_11  N14  C13  N9   C7     0.00   0.0  0
 67H  CONST_12  S12  C13  N9   C7   180.00   0.0  0
 67H  CONST_13  N14  C13  N9   C10  180.00   0.0  0
 67H  CONST_14  S12  C13  N9   C10    0.00   0.0  0
 67H  CONST_15  C22  C21  C20  N3   180.00   0.0  0
 67H  CONST_16  C24  C25  C20  N3   180.00   0.0  0
 67H  CONST_17  F26  C23  C22  C21  180.00   0.0  0
 67H  CONST_18  F26  C23  C24  C25  180.00   0.0  0
 67H  CONST_19  O8   C7   N9   C10    0.00   0.0  0
 67H  CONST_20  O8   C7   N9   C13  180.00   0.0  0
 67H  CONST_21  H18  C22  C21  C20  180.00   0.0  0
 67H  CONST_22  H19  C24  C25  C20  180.00   0.0  0
 67H  CONST_23  H20  C25  C20  C21  180.00   0.0  0
 67H  CONST_24  H17  C21  C22  C23  180.00   0.0  0
 67H  CONST_25  C21  C20  N3   C4   180.00   0.0  0
 67H  CONST_26  C25  C20  N3   C4     0.00   0.0  0
 67H  CONST_27  C21  C20  N3   C2     0.00   0.0  0
 67H  CONST_28  C25  C20  N3   C2   180.00   0.0  0
 67H  CONST_29  C19  N18  C16  C10  180.00   0.0  0
 67H  CONST_30  H13  N18  C16  C10    0.00   0.0  0
 67H  CONST_31  C19  N18  C16  O17    0.00   0.0  0
 67H  Var_01    C20  N3   C4   C5   -75.49  30.0  2
 67H  Var_02    N3   C4   C5   C6   154.26  30.0  1
 67H  Var_03    N18  C16  C10  C11   75.23  30.0  2
 67H  Var_04    H10  C15  C11  C10  119.96  30.0  3
 67H  Var_05    H5   C1   C2   N3   -58.53  30.0  3
 67H  Var_06    H14  C19  N18  C16   53.83  30.0  3

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
 67H  plan-1  N3   0.020
 67H  plan-1  C20  0.020
 67H  plan-1  C21  0.020
 67H  plan-1  C22  0.020
 67H  plan-1  C23  0.020
 67H  plan-1  C24  0.020
 67H  plan-1  C25  0.020
 67H  plan-1  F26  0.020
 67H  plan-1  H17  0.020
 67H  plan-1  H18  0.020
 67H  plan-1  H19  0.020
 67H  plan-1  H20  0.020
 67H  plan-2  C4   0.020
 67H  plan-2  C5   0.020
 67H  plan-2  C6   0.020
 67H  plan-2  C11  0.020
 67H  plan-2  C7   0.020
 67H  plan-2  C10  0.020
 67H  plan-2  C13  0.020
 67H  plan-2  O8   0.020
 67H  plan-2  N9   0.020
 67H  plan-2  S12  0.020
 67H  plan-2  N14  0.020
 67H  plan-2  C15  0.020
 67H  plan-2  C16  0.020
 67H  plan-2  H3   0.020
 67H  plan-3  C10  0.020
 67H  plan-3  C16  0.020
 67H  plan-3  O17  0.020
 67H  plan-3  N18  0.020
 67H  plan-3  C19  0.020
 67H  plan-3  H13  0.020
 67H  plan-4  C4   0.020
 67H  plan-4  N3   0.020
 67H  plan-4  C2   0.020
 67H  plan-4  C20  0.020

