# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 13:48:34 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 1-{4-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]benzyl}pyrrolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1nn(c2CCOCc12)c3ccc(CN4CCCC4=O)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
 JAC  JAC  1-{4-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]benzyl}pyrrolidin-2-one  ligand  44  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JAC
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
 JAC  C1    C  CT    0   1.067  -4.0984  -1.8807  -0.1094
 JAC  F1    F  F     0  -0.304  -3.6400  -2.9849  -0.6964
 JAC  N1    N  N     0  -0.284  -1.8330  -1.0245  -0.3587
 JAC  O1    O  O2    0  -0.479  -4.1861   2.7014   0.7916
 JAC  C2    C  CR5   0  -0.032  -3.1059  -0.7778  -0.1304
 JAC  F2    F  F     0  -0.313  -5.2272  -1.5196  -0.7362
 JAC  N2    N  NR5   0  -0.462  -1.2289   0.1554  -0.2677
 JAC  O2    O  O     0  -0.505   5.9640   1.6161   0.8432
 JAC  C3    C  CR5   0   0.435  -2.0997   1.1576   0.0099
 JAC  F3    F  F     0  -0.315  -4.4505  -2.2119   1.1419
 JAC  N3    N  NT    0  -0.449   5.1256  -0.1669  -0.3159
 JAC  C4    C  CH2   0  -0.530  -1.8533   2.6184   0.1154
 JAC  C5    C  CH2   0  -0.195  -3.2148   3.2970  -0.0444
 JAC  C6    C  CH2   0  -0.220  -4.5597   1.4055   0.3812
 JAC  C7    C  CR5   0  -0.236  -3.3395   0.5833   0.1158
 JAC  C8    C  CR6   0   0.313   0.1574   0.2575  -0.5240
 JAC  C9    C  CR16  0  -0.269   0.9651   1.0200   0.3110
 JAC  C10   C  CR16  0  -0.289   2.3191   1.1228   0.0403
 JAC  C11   C  CR6   0   0.132   2.8834   0.4620  -1.0480
 JAC  C12   C  CH2   0  -0.399   4.3661   0.5576  -1.3046
 JAC  C13   C  CH2   0  -0.256   5.2023  -1.6142  -0.3332
 JAC  C14   C  CH2   0  -0.482   5.7997  -1.9493   1.0351
 JAC  C15   C  CH2   0  -0.577   6.5652  -0.6860   1.4168
 JAC  C16   C  C     0   0.540   5.8651   0.4145   0.6491
 JAC  C17   C  CR16  0  -0.305   2.0602  -0.3053  -1.8639
 JAC  C18   C  CR16  0  -0.263   0.7001  -0.4076  -1.6134
 JAC  H4    H  HCH2  0   0.272  -1.4164   2.8759   1.0834
 JAC  H4A   H  HCH2  0   0.275  -1.1653   2.9736  -0.6550
 JAC  H5    H  HCH2  0   0.222  -3.5262   3.2523  -1.0957
 JAC  H5A   H  HCH2  0   0.253  -3.1484   4.3461   0.2414
 JAC  H6    H  HCH2  0   0.254  -5.1656   0.9797   1.1835
 JAC  H6A   H  HCH2  0   0.231  -5.1908   1.4461  -0.5170
 JAC  H9    H  HCR6  0   0.278   0.5502   1.5164   1.1782
 JAC  H10   H  HCR6  0   0.262   2.9456   1.7183   0.6932
 JAC  H12   H  HCH2  0   0.277   4.6874   1.5992  -1.2861
 JAC  H12A  H  HCH2  0   0.270   4.6026   0.1638  -2.2961
 JAC  H13   H  HCH2  0   0.250   4.2136  -2.0531  -0.4772
 JAC  H13A  H  HCH2  0   0.242   5.8376  -1.9525  -1.1579
 JAC  H14   H  HCH2  0   0.251   4.9994  -2.1321   1.7531
 JAC  H14A  H  HCH2  0   0.257   6.4258  -2.8383   1.0011
 JAC  H15   H  HCH2  0   0.272   6.5721  -0.4764   2.4856
 JAC  H15A  H  HCH2  0   0.273   7.6072  -0.7228   1.0854
 JAC  H17   H  HCR6  0   0.265   2.4788  -0.8231  -2.7183
 JAC  H18   H  HCR6  0   0.276   0.0672  -0.9969  -2.2630

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
 JAC  C1   F1    single    1.332  0.020  1.332
 JAC  C1   C2    single    1.484  0.020  1.484
 JAC  C1   F2    single    1.341  0.020  1.341
 JAC  C1   F3    single    1.341  0.020  1.341
 JAC  N1   C2    aromatic  1.317  0.020  1.317
 JAC  N1   N2    aromatic  1.329  0.020  1.329
 JAC  O1   C5    single    1.413  0.020  1.413
 JAC  O1   C6    single    1.410  0.020  1.410
 JAC  C2   C7    aromatic  1.403  0.020  1.403
 JAC  N2   C3    aromatic  1.356  0.020  1.356
 JAC  N2   C8    single    1.414  0.020  1.414
 JAC  O2   C16   double    1.221  0.020  1.221
 JAC  C3   C4    single    1.485  0.020  1.485
 JAC  C3   C7    aromatic  1.371  0.020  1.371
 JAC  N3   C12   single    1.442  0.020  1.442
 JAC  N3   C13   single    1.449  0.020  1.449
 JAC  N3   C16   single    1.348  0.020  1.348
 JAC  C4   C5    single    1.530  0.020  1.530
 JAC  C6   C7    single    1.495  0.020  1.495
 JAC  C8   C9    aromatic  1.390  0.020  1.390
 JAC  C8   C18   aromatic  1.387  0.020  1.387
 JAC  C9   C10   aromatic  1.385  0.020  1.385
 JAC  C10  C11   aromatic  1.393  0.020  1.393
 JAC  C11  C12   single    1.508  0.020  1.508
 JAC  C11  C17   aromatic  1.390  0.020  1.390
 JAC  C13  C14   single    1.530  0.020  1.530
 JAC  C14  C15   single    1.526  0.020  1.526
 JAC  C15  C16   single    1.514  0.020  1.514
 JAC  C17  C18   aromatic  1.387  0.020  1.387
 JAC  C4   H4    single    0.970  0.020  1.090
 JAC  C4   H4A   single    0.970  0.020  1.090
 JAC  C5   H5    single    0.970  0.020  1.090
 JAC  C5   H5A   single    0.970  0.020  1.090
 JAC  C6   H6    single    0.970  0.020  1.090
 JAC  C6   H6A   single    0.970  0.020  1.090
 JAC  C9   H9    single    0.930  0.020  1.080
 JAC  C10  H10   single    0.930  0.020  1.080
 JAC  C12  H12   single    0.970  0.020  1.090
 JAC  C12  H12A  single    0.970  0.020  1.090
 JAC  C13  H13   single    0.970  0.020  1.090
 JAC  C13  H13A  single    0.970  0.020  1.090
 JAC  C14  H14   single    0.970  0.020  1.090
 JAC  C14  H14A  single    0.970  0.020  1.090
 JAC  C15  H15   single    0.970  0.020  1.090
 JAC  C15  H15A  single    0.970  0.020  1.090
 JAC  C17  H17   single    0.930  0.020  1.080
 JAC  C18  H18   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
 JAC  F3    C1   F2   106.36  3.000
 JAC  F3    C1   C2   111.85  3.000
 JAC  F2    C1   C2   110.87  3.000
 JAC  F3    C1   F1   107.27  3.000
 JAC  F2    C1   F1   107.88  3.000
 JAC  C2    C1   F1   112.32  3.000
 JAC  N2    N1   C2   105.15  3.000
 JAC  C6    O1   C5   113.41  3.000
 JAC  C7    C2   N1   111.92  3.000
 JAC  C7    C2   C1   127.40  3.000
 JAC  N1    C2   C1   120.65  3.000
 JAC  C8    N2   C3   127.84  3.000
 JAC  C8    N2   N1   119.84  3.000
 JAC  C3    N2   N1   112.23  3.000
 JAC  C7    C3   C4   123.83  3.000
 JAC  C7    C3   N2   106.68  3.000
 JAC  C4    C3   N2   129.41  3.000
 JAC  C16   N3   C13  114.23  3.000
 JAC  C16   N3   C12  124.28  3.000
 JAC  C13   N3   C12  121.43  3.000
 JAC  H4A   C4   H4   107.23  3.000
 JAC  H4A   C4   C5   110.04  3.000
 JAC  H4    C4   C5   110.12  3.000
 JAC  H4A   C4   C3   111.98  3.000
 JAC  H4    C4   C3   111.17  3.000
 JAC  C5    C4   C3   106.34  3.000
 JAC  H5A   C5   H5   107.93  3.000
 JAC  H5A   C5   C4   110.22  3.000
 JAC  H5    C5   C4   109.55  3.000
 JAC  H5A   C5   O1   107.01  3.000
 JAC  H5    C5   O1   110.77  3.000
 JAC  C4    C5   O1   111.28  3.000
 JAC  H6A   C6   H6   107.24  3.000
 JAC  H6A   C6   C7   110.13  3.000
 JAC  H6    C6   C7   111.64  3.000
 JAC  H6A   C6   O1   110.88  3.000
 JAC  H6    C6   O1   106.95  3.000
 JAC  C7    C6   O1   109.93  3.000
 JAC  C6    C7   C3   121.44  3.000
 JAC  C6    C7   C2   134.48  3.000
 JAC  C3    C7   C2   104.02  3.000
 JAC  C18   C8   C9   120.51  3.000
 JAC  C18   C8   N2   119.44  3.000
 JAC  C9    C8   N2   120.05  3.000
 JAC  H9    C9   C10  119.84  3.000
 JAC  H9    C9   C8   120.70  3.000
 JAC  C10   C9   C8   119.45  3.000
 JAC  H10   C10  C11  119.84  3.000
 JAC  H10   C10  C9   119.24  3.000
 JAC  C11   C10  C9   120.92  3.000
 JAC  C17   C11  C12  121.16  3.000
 JAC  C17   C11  C10  118.73  3.000
 JAC  C12   C11  C10  120.09  3.000
 JAC  H12A  C12  H12  107.21  3.000
 JAC  H12A  C12  C11  110.15  3.000
 JAC  H12   C12  C11  110.33  3.000
 JAC  H12A  C12  N3   109.09  3.000
 JAC  H12   C12  N3   108.26  3.000
 JAC  C11   C12  N3   111.68  3.000
 JAC  H13A  C13  H13  107.58  3.000
 JAC  H13A  C13  C14  112.30  3.000
 JAC  H13   C13  C14  112.56  3.000
 JAC  H13A  C13  N3   110.38  3.000
 JAC  H13   C13  N3   110.81  3.000
 JAC  C14   C13  N3   103.22  3.000
 JAC  H14A  C14  H14  107.81  3.000
 JAC  H14A  C14  C15  113.30  3.000
 JAC  H14   C14  C15  110.02  3.000
 JAC  H14A  C14  C13  112.07  3.000
 JAC  H14   C14  C13  109.81  3.000
 JAC  C15   C14  C13  103.78  3.000
 JAC  H15A  C15  H15  107.32  3.000
 JAC  H15A  C15  C16  108.14  3.000
 JAC  H15   C15  C16  111.14  3.000
 JAC  H15A  C15  C14  111.98  3.000
 JAC  H15   C15  C14  114.08  3.000
 JAC  C16   C15  C14  104.07  3.000
 JAC  C15   C16  N3   107.66  3.000
 JAC  C15   C16  O2   126.68  3.000
 JAC  N3    C16  O2   125.65  3.000
 JAC  H17   C17  C18  119.09  3.000
 JAC  H17   C17  C11  119.87  3.000
 JAC  C18   C17  C11  121.03  3.000
 JAC  H18   C18  C17  120.38  3.000
 JAC  H18   C18  C8   120.27  3.000
 JAC  C17   C18  C8   119.36  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
 JAC  CONST_01  C3   C7   C2   N1     0.00   0.0  0
 JAC  CONST_02  C7   C3   N2   N1     0.00   0.0  0
 JAC  CONST_05  C3   N2   N1   C2     0.00   0.0  0
 JAC  CONST_06  C8   N2   N1   C2   180.00   0.0  0
 JAC  CONST_07  N2   C3   C7   C2     0.00   0.0  0
 JAC  CONST_08  C7   C2   N1   N2     0.00   0.0  0
 JAC  CONST_09  C10  C9   C8   N2   180.00   0.0  0
 JAC  CONST_10  C17  C18  C8   N2   180.00   0.0  0
 JAC  CONST_13  C8   N2   C3   C7   180.00   0.0  0
 JAC  CONST_14  C11  C10  C9   C8     0.00   0.0  0
 JAC  CONST_15  C11  C17  C18  C8     0.00   0.0  0
 JAC  CONST_16  C17  C18  C8   C9     0.00   0.0  0
 JAC  CONST_17  C17  C11  C10  C9     0.00   0.0  0
 JAC  CONST_18  C18  C8   C9   C10    0.00   0.0  0
 JAC  CONST_19  C18  C17  C11  C10    0.00   0.0  0
 JAC  CONST_20  C8   N2   C3   C4     0.00   0.0  0
 JAC  CONST_21  C15  C16  N3   C13    0.00   0.0  0
 JAC  CONST_22  N2   N1   C2   C1   180.00   0.0  0
 JAC  CONST_23  C3   C7   C2   C1   180.00   0.0  0
 JAC  CONST_24  C6   C7   C2   C1     0.00   0.0  0
 JAC  CONST_25  C12  C11  C10  C9   180.00   0.0  0
 JAC  CONST_26  C18  C17  C11  C12  180.00   0.0  0
 JAC  CONST_27  C13  N3   C16  O2   180.00   0.0  0
 JAC  CONST_28  C15  C16  N3   C12  180.00   0.0  0
 JAC  CONST_29  H9   C9   C8   N2     0.00   0.0  0
 JAC  CONST_30  H18  C18  C8   N2     0.00   0.0  0
 JAC  CONST_31  H10  C10  C9   C8   180.00   0.0  0
 JAC  CONST_32  H17  C17  C18  C8   180.00   0.0  0
 JAC  CONST_33  C12  N3   C16  O2     0.00   0.0  0
 JAC  Var_01    C3   C4   C5   O1    48.84  30.0  1
 JAC  Var_02    C2   C7   C6   O1   169.74  30.0  1
 JAC  Var_03    C5   C4   C3   N2   160.58  30.0  1
 JAC  Var_04    C15  C14  C13  N3   -24.88  30.0  1
 JAC  Var_05    C14  C15  C16  N3   -16.67  30.0  1
 JAC  Var_06    C7   C6   O1   C5    48.68  30.0  1
 JAC  Var_07    C16  C15  C14  C13   25.35  30.0  1
 JAC  Var_08    C16  N3   C13  C14   15.88  30.0  1
 JAC  Var_09    C10  C11  C12  N3    70.44  30.0  2
 JAC  Var_10    C13  N3   C12  C11   75.25  30.0  2
 JAC  Var_11    N1   C2   C1   F1   -17.69  30.0  2

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
 JAC  plan-1  N2   0.020
 JAC  plan-1  C8   0.020
 JAC  plan-1  C9   0.020
 JAC  plan-1  C10  0.020
 JAC  plan-1  C11  0.020
 JAC  plan-1  C12  0.020
 JAC  plan-1  C17  0.020
 JAC  plan-1  C18  0.020
 JAC  plan-1  H9   0.020
 JAC  plan-1  H10  0.020
 JAC  plan-1  H17  0.020
 JAC  plan-1  H18  0.020
 JAC  plan-2  C1   0.020
 JAC  plan-2  N1   0.020
 JAC  plan-2  C2   0.020
 JAC  plan-2  N2   0.020
 JAC  plan-2  C3   0.020
 JAC  plan-2  C4   0.020
 JAC  plan-2  C6   0.020
 JAC  plan-2  C7   0.020
 JAC  plan-2  C8   0.020
 JAC  plan-3  O2   0.020
 JAC  plan-3  N3   0.020
 JAC  plan-3  C12  0.020
 JAC  plan-3  C13  0.020
 JAC  plan-3  C15  0.020
 JAC  plan-3  C16  0.020

