# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 09:13:14 2021
#   Inital geometry file: a 98 line input string
#   Ligand name: 5-fluoro-2-{1-[(2-fluorophenyl)methyl]-5-(1,2-oxazol-3-yl)-1H-pyrazol-3-yl}pyrimidin-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1nc(ncc1F)c2cc(n(Cc3ccccc3F)n2)c4ccon4
#
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
 IWP  IWP  5-fluoro-2-{1-[(2-fluorophenyl)methyl]-5-(1,2-oxazol-3-yl)-1H-pyrazol-3-yl}pyrimidin-4-ol  ligand  37  26  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_IWP
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
 IWP  C01   C  CR16  0  -0.256   -4.7960  11.6239   -4.8742
 IWP  C02   C  CR16  0  -0.244   -3.6882  11.7641   -5.6998
 IWP  C03   C  CR16  0  -0.275   -5.9433  12.3605   -5.1285
 IWP  C04   C  CR16  0  -0.404   -3.7265  12.6413   -6.7738
 IWP  C05   C  CR15  0  -0.495  -11.3220  12.1923   -5.4672
 IWP  C06   C  CR15  0   0.092  -11.4418  12.3078   -4.1289
 IWP  C07   C  CR15  0  -0.532   -9.7619  11.9769   -8.1563
 IWP  C08   C  CR16  0  -0.173   -7.8179  11.9682  -12.5715
 IWP  C10   C  CR6   0  -0.081   -6.0104  13.2455   -6.2022
 IWP  C11   C  CR6   0   0.531   -4.8838  13.3609   -7.0033
 IWP  C12   C  CR6   0   0.349   -8.7975  11.1467  -13.0606
 IWP  C13   C  CR5   0   0.243   -9.9695  12.5597   -5.7037
 IWP  C14   C  CR5   0   0.228   -8.8032  12.3127   -9.1218
 IWP  C15   C  CR5   0   0.466   -9.3224  12.5894   -7.0037
 IWP  C16   C  CR6   0   0.347   -8.7821  11.9153  -10.5298
 IWP  C17   C  CR6   0   0.394   -9.7960  10.7264  -12.1780
 IWP  F18   F  F     0  -0.309   -4.9054  14.2123   -8.0402
 IWP  N20   N  N     0  -0.411   -7.8036  12.3597  -11.2979
 IWP  N21   N  N     0  -0.469   -9.7741  11.1176  -10.9249
 IWP  N22   N  N     0  -0.253   -7.8552  13.0756   -8.6000
 IWP  N23   N  N     0  -0.188   -9.3649  12.8554   -4.5844
 IWP  N24   N  NR5   0  -0.342   -8.1751  13.2395   -7.3328
 IWP  O25   O  OH1   0  -0.587  -10.7537   9.9340  -12.6191
 IWP  O26   O  O     0  -0.303  -10.2841  12.7040   -3.6014
 IWP  H01   H  HCR6  0   0.263   -4.7671  10.9442   -4.0335
 IWP  H02   H  HCR6  0   0.270   -2.7889  11.1935   -5.5095
 IWP  H03   H  HCR6  0   0.275   -6.8071  12.2549   -4.4844
 IWP  H04   H  HCR6  0   0.280   -2.8714  12.7686   -7.4249
 IWP  H05   H  HCR5  0   0.292  -12.0739  11.9066   -6.1822
 IWP  H06   H  HCR5  0   0.317  -12.2605  12.1491   -3.4450
 IWP  H07   H  HCR5  0   0.280  -10.6428  11.3696   -8.2792
 IWP  H08   H  HCR6  0   0.299   -7.0230  12.3222  -13.2186
 IWP  H091  H  HCH2  0   0.301   -7.0628  14.9465   -7.0173
 IWP  H092  H  HCH2  0   0.302   -7.7848  14.2650   -5.5735
 IWP  H25   H  HOH1  0   0.489  -11.3606   9.7242  -11.8945
 IWP  C09   C  CH2   0  -0.408   -7.2698  14.0147   -6.4959
 IWP  F19   F  F     0  -0.290   -8.8130  10.7477  -14.3332

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
 IWP  F19  C12   single    1.334  0.020  1.334
 IWP  O25  C17   single    1.319  0.020  1.319
 IWP  C12  C17   aromatic  1.397  0.020  1.397
 IWP  C12  C08   aromatic  1.369  0.020  1.369
 IWP  C17  N21   aromatic  1.313  0.020  1.313
 IWP  C08  N20   aromatic  1.333  0.020  1.333
 IWP  N21  C16   aromatic  1.333  0.020  1.333
 IWP  N20  C16   aromatic  1.321  0.020  1.321
 IWP  C16  C14   single    1.463  0.020  1.463
 IWP  C14  N22   aromatic  1.324  0.020  1.324
 IWP  C14  C07   aromatic  1.401  0.020  1.401
 IWP  N22  N24   aromatic  1.317  0.020  1.317
 IWP  C07  C15   aromatic  1.377  0.020  1.377
 IWP  N24  C15   aromatic  1.359  0.020  1.359
 IWP  N24  C09   single    1.456  0.020  1.456
 IWP  F18  C11   single    1.342  0.020  1.342
 IWP  C15  C13   single    1.452  0.020  1.452
 IWP  C11  C04   aromatic  1.382  0.020  1.382
 IWP  C11  C10   aromatic  1.387  0.020  1.387
 IWP  C04  C02   aromatic  1.387  0.020  1.387
 IWP  C09  C10   single    1.505  0.020  1.505
 IWP  C10  C03   aromatic  1.393  0.020  1.393
 IWP  C02  C01   aromatic  1.389  0.020  1.389
 IWP  C03  C01   aromatic  1.387  0.020  1.387
 IWP  C13  C05   aromatic  1.421  0.020  1.421
 IWP  C13  N23   aromatic  1.306  0.020  1.306
 IWP  C05  C06   aromatic  1.349  0.020  1.349
 IWP  N23  O26   aromatic  1.354  0.020  1.354
 IWP  C06  O26   aromatic  1.332  0.020  1.332
 IWP  C01  H01   single    0.930  0.020  1.080
 IWP  C02  H02   single    0.930  0.020  1.080
 IWP  C03  H03   single    0.930  0.020  1.080
 IWP  C04  H04   single    0.930  0.020  1.080
 IWP  C05  H05   single    0.930  0.020  1.080
 IWP  C06  H06   single    0.930  0.020  1.080
 IWP  C07  H07   single    0.930  0.020  1.080
 IWP  C08  H08   single    0.930  0.020  1.080
 IWP  C09  H091  single    0.970  0.020  1.090
 IWP  C09  H092  single    0.970  0.020  1.090
 IWP  O25  H25   single    0.850  0.020  0.980

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
 IWP  H01   C01  C03   119.90  3.000
 IWP  H01   C01  C02   120.28  3.000
 IWP  C03   C01  C02   119.82  3.000
 IWP  H02   C02  C04   119.51  3.000
 IWP  H02   C02  C01   120.36  3.000
 IWP  C04   C02  C01   120.14  3.000
 IWP  H03   C03  C10   118.82  3.000
 IWP  H03   C03  C01   119.94  3.000
 IWP  C10   C03  C01   121.24  3.000
 IWP  H04   C04  C11   120.02  3.000
 IWP  H04   C04  C02   121.23  3.000
 IWP  C11   C04  C02   118.75  3.000
 IWP  H05   C05  C13   128.52  3.000
 IWP  H05   C05  C06   128.32  3.000
 IWP  C13   C05  C06   103.15  3.000
 IWP  H06   C06  O26   116.88  3.000
 IWP  H06   C06  C05   133.17  3.000
 IWP  O26   C06  C05   109.95  3.000
 IWP  H07   C07  C15   127.39  3.000
 IWP  H07   C07  C14   128.03  3.000
 IWP  C15   C07  C14   104.58  3.000
 IWP  H08   C08  N20   117.81  3.000
 IWP  H08   C08  C12   120.48  3.000
 IWP  N20   C08  C12   121.71  3.000
 IWP  C11   C10  C09   121.63  3.000
 IWP  C09   C10  C03   121.03  3.000
 IWP  C11   C10  C03   117.31  3.000
 IWP  F18   C11  C10   119.08  3.000
 IWP  C10   C11  C04   122.74  3.000
 IWP  F18   C11  C04   118.18  3.000
 IWP  F19   C12  C17   120.29  3.000
 IWP  C17   C12  C08   117.78  3.000
 IWP  F19   C12  C08   121.93  3.000
 IWP  N23   C13  C15   123.80  3.000
 IWP  N23   C13  C05   110.87  3.000
 IWP  C15   C13  C05   125.32  3.000
 IWP  N22   C14  C16   121.70  3.000
 IWP  N22   C14  C07   110.88  3.000
 IWP  C16   C14  C07   127.42  3.000
 IWP  N24   C15  C13   127.05  3.000
 IWP  C13   C15  C07   126.72  3.000
 IWP  N24   C15  C07   106.23  3.000
 IWP  N21   C16  N20   125.47  3.000
 IWP  N20   C16  C14   118.61  3.000
 IWP  N21   C16  C14   115.92  3.000
 IWP  O25   C17  N21   120.68  3.000
 IWP  N21   C17  C12   120.09  3.000
 IWP  O25   C17  C12   119.23  3.000
 IWP  C16   N20  C08   116.68  3.000
 IWP  C17   N21  C16   118.27  3.000
 IWP  N24   N22  C14   106.08  3.000
 IWP  O26   N23  C13   106.42  3.000
 IWP  N22   N24  C15   112.23  3.000
 IWP  C15   N24  C09   129.80  3.000
 IWP  N22   N24  C09   117.92  3.000
 IWP  H25   O25  C17   109.58  3.000
 IWP  N23   O26  C06   109.61  3.000
 IWP  H092  C09  H091  107.46  3.000
 IWP  H092  C09  N24   108.43  3.000
 IWP  H091  C09  N24   107.39  3.000
 IWP  H092  C09  C10   110.43  3.000
 IWP  H091  C09  C10   111.85  3.000
 IWP  N24   C09  C10   111.12  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
 IWP  CONST_01  C11  C04  C02  C01    0.00   0.0  0
 IWP  CONST_02  C11  C10  C03  C01    0.00   0.0  0
 IWP  CONST_03  C10  C11  C04  C02    0.00   0.0  0
 IWP  CONST_04  C10  C03  C01  C02    0.00   0.0  0
 IWP  CONST_05  C04  C11  C10  C03    0.00   0.0  0
 IWP  CONST_06  C04  C02  C01  C03    0.00   0.0  0
 IWP  CONST_09  O26  N23  C13  C05    0.00   0.0  0
 IWP  CONST_10  N23  O26  C06  C05    0.00   0.0  0
 IWP  CONST_11  C15  C13  C05  C06  180.00   0.0  0
 IWP  CONST_12  N23  C13  C05  C06    0.00   0.0  0
 IWP  CONST_13  C13  N23  O26  C06    0.00   0.0  0
 IWP  CONST_14  N21  C16  C14  C07    0.00   0.0  0
 IWP  CONST_15  N20  C16  C14  C07  180.00   0.0  0
 IWP  CONST_16  N24  N22  C14  C07    0.00   0.0  0
 IWP  CONST_17  N22  N24  C15  C07    0.00   0.0  0
 IWP  CONST_19  N21  C17  C12  C08    0.00   0.0  0
 IWP  CONST_20  N21  C16  N20  C08    0.00   0.0  0
 IWP  CONST_21  C14  C16  N20  C08  180.00   0.0  0
 IWP  CONST_22  C16  N21  C17  C12    0.00   0.0  0
 IWP  CONST_23  C16  N20  C08  C12    0.00   0.0  0
 IWP  CONST_24  C14  C07  C15  C13  180.00   0.0  0
 IWP  CONST_25  N22  N24  C15  C13  180.00   0.0  0
 IWP  CONST_26  O26  C06  C05  C13    0.00   0.0  0
 IWP  CONST_27  C17  N21  C16  C14  180.00   0.0  0
 IWP  CONST_28  C15  N24  N22  C14    0.00   0.0  0
 IWP  CONST_29  N24  C15  C07  C14    0.00   0.0  0
 IWP  CONST_30  C16  C14  C07  C15  180.00   0.0  0
 IWP  CONST_31  N22  C14  C07  C15    0.00   0.0  0
 IWP  CONST_32  O26  N23  C13  C15  180.00   0.0  0
 IWP  CONST_33  N24  N22  C14  C16  180.00   0.0  0
 IWP  CONST_34  N20  C08  C12  C17    0.00   0.0  0
 IWP  CONST_35  N20  C16  N21  C17    0.00   0.0  0
 IWP  CONST_36  N22  C14  C16  N20    0.00   0.0  0
 IWP  CONST_37  N22  C14  C16  N21  180.00   0.0  0
 IWP  CONST_39  C09  C10  C03  C01  180.00   0.0  0
 IWP  CONST_40  F18  C11  C04  C02  180.00   0.0  0
 IWP  CONST_41  F18  C11  C10  C03  180.00   0.0  0
 IWP  CONST_42  C09  C10  C11  C04  180.00   0.0  0
 IWP  CONST_43  C09  N24  C15  C07  180.00   0.0  0
 IWP  CONST_44  O25  C17  C12  C08  180.00   0.0  0
 IWP  CONST_45  C14  N22  N24  C09  180.00   0.0  0
 IWP  CONST_46  C13  C15  N24  C09    0.00   0.0  0
 IWP  CONST_47  O25  C17  N21  C16  180.00   0.0  0
 IWP  CONST_48  N21  C17  C12  F19  180.00   0.0  0
 IWP  CONST_49  N20  C08  C12  F19  180.00   0.0  0
 IWP  CONST_50  H04  C04  C02  C01  180.00   0.0  0
 IWP  CONST_51  H03  C03  C01  C02  180.00   0.0  0
 IWP  CONST_52  H02  C02  C01  C03  180.00   0.0  0
 IWP  CONST_53  H01  C01  C02  C04  180.00   0.0  0
 IWP  CONST_54  H07  C07  C15  C13    0.00   0.0  0
 IWP  CONST_55  H06  C06  C05  C13  180.00   0.0  0
 IWP  CONST_56  H05  C05  C13  C15    0.00   0.0  0
 IWP  CONST_57  H08  C08  N20  C16  180.00   0.0  0
 IWP  Var_01    N24  C09  C10  C03  -86.34  30.0  3
 IWP  Var_02    N22  N24  C09  C10  -72.50  30.0  1

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
 IWP  plan-1  C05  0.020
 IWP  plan-1  C06  0.020
 IWP  plan-1  C13  0.020
 IWP  plan-1  C15  0.020
 IWP  plan-1  N23  0.020
 IWP  plan-1  O26  0.020
 IWP  plan-1  H05  0.020
 IWP  plan-1  H06  0.020
 IWP  plan-2  C07  0.020
 IWP  plan-2  C13  0.020
 IWP  plan-2  C14  0.020
 IWP  plan-2  C15  0.020
 IWP  plan-2  C16  0.020
 IWP  plan-2  N22  0.020
 IWP  plan-2  N24  0.020
 IWP  plan-2  H07  0.020
 IWP  plan-2  C09  0.020
 IWP  plan-3  C01  0.020
 IWP  plan-3  C02  0.020
 IWP  plan-3  C03  0.020
 IWP  plan-3  C04  0.020
 IWP  plan-3  C10  0.020
 IWP  plan-3  C11  0.020
 IWP  plan-3  F18  0.020
 IWP  plan-3  H01  0.020
 IWP  plan-3  H02  0.020
 IWP  plan-3  H03  0.020
 IWP  plan-3  H04  0.020
 IWP  plan-3  C09  0.020
 IWP  plan-4  C08  0.020
 IWP  plan-4  C12  0.020
 IWP  plan-4  C14  0.020
 IWP  plan-4  C16  0.020
 IWP  plan-4  C17  0.020
 IWP  plan-4  N20  0.020
 IWP  plan-4  N21  0.020
 IWP  plan-4  O25  0.020
 IWP  plan-4  H08  0.020
 IWP  plan-4  F19  0.020

