# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 04:09:29 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-ethyl-6-[4-(2-fluorophenyl)-3-methyl-1~{H}-pyrazol-5-yl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(c(O)cc1O)c2[nH]nc(C)c2c3ccccc3F
#
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
 BAW  BAW  4-ethyl-6-[4-(2-fluorophenyl)-3-methyl-1~{H}-pyrazol-5-yl]benzene-1,3-diol  ligand  40  23  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BAW
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
 BAW  C1   C  CR6   0   0.317  -3.4288  -0.3615   0.6626
 BAW  C2   C  CR16  0  -0.420  -2.4298  -0.6747   1.5750
 BAW  C3   C  CR6   0   0.309  -1.1607  -0.1272   1.4464
 BAW  C10  C  CH3   0  -0.645  -4.3355  -0.2339  -2.5099
 BAW  C11  C  CR5   0   0.411   0.4529   1.3135   0.2084
 BAW  C14  C  CR5   0   0.247   2.6030   1.7969  -0.0592
 BAW  C15  C  CR5   0  -0.207   1.7017   0.7177   0.1102
 BAW  C16  C  CR6   0  -0.208   2.0204  -0.7123   0.1339
 BAW  C19  C  CR16  0  -0.249   2.6277  -3.4530   0.1678
 BAW  C20  C  CR16  0  -0.254   3.2993  -2.5799   1.0128
 BAW  C21  C  CR16  0  -0.281   2.9928  -1.2278   0.9934
 BAW  C4   C  CR6   0  -0.087  -0.8818   0.7448   0.3878
 BAW  C5   C  CR16  0  -0.332  -1.9103   1.0524  -0.5002
 BAW  C6   C  CR6   0   0.008  -3.1872   0.5268  -0.3946
 BAW  O7   O  OH1   0  -0.624  -4.6242  -0.9537   0.8555
 BAW  O8   O  OH1   0  -0.616  -0.2546  -0.4620   2.3838
 BAW  N12  N  NR15  0  -0.495   0.6741   2.6349   0.0946
 BAW  N13  N  N     0  -0.279   1.9551   2.9460  -0.0712
 BAW  C17  C  CR6   0   0.503   1.3813  -1.6181  -0.7056
 BAW  C18  C  CR16  0  -0.401   1.6593  -2.9707  -0.7014
 BAW  F22  F  F     0  -0.299   0.4661  -1.1587  -1.5715
 BAW  C23  C  CH3   0  -0.750   4.0800   1.7330  -0.2407
 BAW  H1   H  HCR6  0   0.269  -2.6445  -1.3442   2.3995
 BAW  H2   H  HCH2  0   0.262  -3.9842   1.7974  -1.8964
 BAW  H3   H  HCH2  0   0.238  -5.2145   1.0048  -0.9692
 BAW  H4   H  HCH3  0   0.221  -4.6057  -1.2051  -2.0923
 BAW  H5   H  HCH3  0   0.235  -5.0889   0.0273  -3.2535
 BAW  H6   H  HCH3  0   0.230  -3.3812  -0.3507  -3.0239
 BAW  H7   H  HCR6  0   0.268   2.8567  -4.5102   0.1788
 BAW  H8   H  HCR6  0   0.262   4.0555  -2.9515   1.6912
 BAW  H9   H  HCR6  0   0.262   3.5062  -0.5519   1.6660
 BAW  H10  H  HCR6  0   0.256  -1.6966   1.7215  -1.3265
 BAW  H11  H  HOH1  0   0.477  -5.2817  -0.6212   0.2350
 BAW  H12  H  HOH1  0   0.475   0.5708   0.0206   2.2537
 BAW  H13  H  HNR5  0   0.419  -0.0166   3.3664   0.1573
 BAW  H14  H  HCR6  0   0.278   1.1322  -3.6327  -1.3762
 BAW  H15  H  HCH3  0   0.248   4.3518   0.9924  -0.9933
 BAW  H16  H  HCH3  0   0.255   4.4707   2.6992  -0.5550
 BAW  H17  H  HCH3  0   0.249   4.5882   1.4515   0.6829
 BAW  C9   C  CH2   0  -0.551  -4.2337   0.8433  -1.4297

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
 BAW  C23  C14  single    1.489  0.020  1.489
 BAW  N13  C14  aromatic  1.319  0.020  1.319
 BAW  N13  N12  aromatic  1.329  0.020  1.329
 BAW  C14  C15  aromatic  1.416  0.020  1.416
 BAW  N12  C11  aromatic  1.345  0.020  1.345
 BAW  F22  C17  single    1.341  0.020  1.341
 BAW  C15  C11  aromatic  1.387  0.020  1.387
 BAW  C15  C16  single    1.465  0.020  1.465
 BAW  C11  C4   single    1.462  0.020  1.462
 BAW  C17  C16  aromatic  1.390  0.020  1.390
 BAW  C17  C18  aromatic  1.381  0.020  1.381
 BAW  C16  C21  aromatic  1.396  0.020  1.396
 BAW  C4   C5   aromatic  1.393  0.020  1.393
 BAW  C4   C3   aromatic  1.400  0.020  1.400
 BAW  C18  C19  aromatic  1.388  0.020  1.388
 BAW  O8   C3   single    1.346  0.020  1.346
 BAW  C5   C6   aromatic  1.385  0.020  1.385
 BAW  C3   C2   aromatic  1.388  0.020  1.388
 BAW  C21  C20  aromatic  1.387  0.020  1.387
 BAW  C10  C9   single    1.529  0.020  1.529
 BAW  C6   C9   single    1.506  0.020  1.506
 BAW  C6   C1   aromatic  1.402  0.020  1.402
 BAW  C19  C20  aromatic  1.388  0.020  1.388
 BAW  C2   C1   aromatic  1.389  0.020  1.389
 BAW  C1   O7   single    1.348  0.020  1.348
 BAW  C2   H1   single    0.930  0.020  1.080
 BAW  C9   H2   single    0.970  0.020  1.090
 BAW  C9   H3   single    0.970  0.020  1.090
 BAW  C10  H4   single    0.970  0.020  1.090
 BAW  C10  H5   single    0.970  0.020  1.090
 BAW  C10  H6   single    0.970  0.020  1.090
 BAW  C19  H7   single    0.930  0.020  1.080
 BAW  C20  H8   single    0.930  0.020  1.080
 BAW  C21  H9   single    0.930  0.020  1.080
 BAW  C5   H10  single    0.930  0.020  1.080
 BAW  O7   H11  single    0.850  0.020  0.980
 BAW  O8   H12  single    0.850  0.020  0.980
 BAW  N12  H13  single    0.860  0.020  1.020
 BAW  C18  H14  single    0.930  0.020  1.080
 BAW  C23  H15  single    0.970  0.020  1.090
 BAW  C23  H16  single    0.970  0.020  1.090
 BAW  C23  H17  single    0.970  0.020  1.090

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
 BAW  O7   C1   C6   122.62  3.000
 BAW  O7   C1   C2   116.42  3.000
 BAW  C6   C1   C2   120.96  3.000
 BAW  H1   C2   C3   119.70  3.000
 BAW  H1   C2   C1   119.78  3.000
 BAW  C3   C2   C1   120.52  3.000
 BAW  O8   C3   C4   123.20  3.000
 BAW  O8   C3   C2   116.92  3.000
 BAW  C4   C3   C2   119.87  3.000
 BAW  H6   C10  H5   108.00  3.000
 BAW  H6   C10  H4   107.57  3.000
 BAW  H5   C10  H4   107.65  3.000
 BAW  H6   C10  C9   110.50  3.000
 BAW  H5   C10  C9   111.04  3.000
 BAW  H4   C10  C9   111.91  3.000
 BAW  N12  C11  C4   122.88  3.000
 BAW  C4   C11  C15  131.57  3.000
 BAW  N12  C11  C15  105.55  3.000
 BAW  C23  C14  N13  121.55  3.000
 BAW  N13  C14  C15  110.63  3.000
 BAW  C23  C14  C15  127.80  3.000
 BAW  C16  C15  C14  127.39  3.000
 BAW  C16  C15  C11  127.87  3.000
 BAW  C14  C15  C11  104.72  3.000
 BAW  C17  C16  C21  116.82  3.000
 BAW  C21  C16  C15  121.44  3.000
 BAW  C17  C16  C15  121.74  3.000
 BAW  H7   C19  C18  119.59  3.000
 BAW  H7   C19  C20  120.40  3.000
 BAW  C18  C19  C20  120.01  3.000
 BAW  H8   C20  C21  119.89  3.000
 BAW  H8   C20  C19  120.25  3.000
 BAW  C21  C20  C19  119.86  3.000
 BAW  H9   C21  C20  119.67  3.000
 BAW  H9   C21  C16  118.82  3.000
 BAW  C20  C21  C16  121.50  3.000
 BAW  C5   C4   C11  120.66  3.000
 BAW  C5   C4   C3   118.20  3.000
 BAW  C11  C4   C3   121.14  3.000
 BAW  H10  C5   C6   118.29  3.000
 BAW  H10  C5   C4   118.45  3.000
 BAW  C6   C5   C4   123.25  3.000
 BAW  C5   C6   C9   120.57  3.000
 BAW  C9   C6   C1   122.14  3.000
 BAW  C5   C6   C1   117.19  3.000
 BAW  H11  O7   C1   111.20  3.000
 BAW  H12  O8   C3   110.94  3.000
 BAW  H13  N12  N13  119.90  3.000
 BAW  H13  N12  C11  126.53  3.000
 BAW  N13  N12  C11  113.53  3.000
 BAW  N12  N13  C14  105.57  3.000
 BAW  F22  C17  C18  118.35  3.000
 BAW  C18  C17  C16  122.94  3.000
 BAW  F22  C17  C16  118.71  3.000
 BAW  H14  C18  C17  119.95  3.000
 BAW  H14  C18  C19  121.18  3.000
 BAW  C17  C18  C19  118.87  3.000
 BAW  H17  C23  H16  107.83  3.000
 BAW  H17  C23  H15  107.03  3.000
 BAW  H16  C23  H15  108.30  3.000
 BAW  H17  C23  C14  111.71  3.000
 BAW  H16  C23  C14  110.67  3.000
 BAW  H15  C23  C14  111.13  3.000
 BAW  H3   C9   H2   104.80  3.000
 BAW  H3   C9   C6   111.37  3.000
 BAW  H2   C9   C6   108.60  3.000
 BAW  H3   C9   C10  109.95  3.000
 BAW  H2   C9   C10  109.22  3.000
 BAW  C6   C9   C10  112.58  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
 BAW  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 BAW  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 BAW  CONST_03  C11  C4   C3   C2   180.00   0.0  0
 BAW  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 BAW  CONST_05  C5   C6   C1   C2     0.00   0.0  0
 BAW  CONST_08  C6   C5   C4   C3     0.00   0.0  0
 BAW  CONST_09  C6   C1   C2   C3     0.00   0.0  0
 BAW  CONST_10  C14  N13  N12  C11    0.00   0.0  0
 BAW  CONST_11  N13  C14  C15  C11    0.00   0.0  0
 BAW  CONST_14  C6   C5   C4   C11  180.00   0.0  0
 BAW  CONST_15  N12  C11  C15  C14    0.00   0.0  0
 BAW  CONST_16  C4   C11  C15  C14  180.00   0.0  0
 BAW  CONST_19  N12  N13  C14  C15    0.00   0.0  0
 BAW  CONST_20  N13  N12  C11  C15    0.00   0.0  0
 BAW  CONST_22  C18  C17  C16  C15  180.00   0.0  0
 BAW  CONST_23  C20  C21  C16  C15  180.00   0.0  0
 BAW  CONST_24  N13  C14  C15  C16  180.00   0.0  0
 BAW  CONST_25  N12  C11  C15  C16  180.00   0.0  0
 BAW  CONST_26  C4   C11  C15  C16    0.00   0.0  0
 BAW  CONST_27  C19  C18  C17  C16    0.00   0.0  0
 BAW  CONST_28  C19  C20  C21  C16    0.00   0.0  0
 BAW  CONST_29  C17  C16  C21  C20    0.00   0.0  0
 BAW  CONST_30  C17  C18  C19  C20    0.00   0.0  0
 BAW  CONST_31  C18  C17  C16  C21    0.00   0.0  0
 BAW  CONST_32  C18  C19  C20  C21    0.00   0.0  0
 BAW  CONST_33  N13  N12  C11  C4   180.00   0.0  0
 BAW  CONST_35  O8   C3   C2   C1   180.00   0.0  0
 BAW  CONST_36  C9   C6   C1   C2   180.00   0.0  0
 BAW  CONST_37  O7   C1   C2   C3   180.00   0.0  0
 BAW  CONST_38  C4   C5   C6   C9   180.00   0.0  0
 BAW  CONST_39  C23  C14  C15  C11  180.00   0.0  0
 BAW  CONST_40  O8   C3   C4   C11    0.00   0.0  0
 BAW  CONST_41  F22  C17  C16  C15    0.00   0.0  0
 BAW  CONST_42  C23  C14  C15  C16    0.00   0.0  0
 BAW  CONST_43  F22  C17  C18  C19  180.00   0.0  0
 BAW  CONST_44  F22  C17  C16  C21  180.00   0.0  0
 BAW  CONST_45  O8   C3   C4   C5   180.00   0.0  0
 BAW  CONST_46  O7   C1   C6   C5   180.00   0.0  0
 BAW  CONST_47  C23  C14  N13  N12  180.00   0.0  0
 BAW  CONST_48  H10  C5   C6   C1   180.00   0.0  0
 BAW  CONST_49  H13  N12  N13  C14  180.00   0.0  0
 BAW  CONST_50  H9   C21  C16  C15    0.00   0.0  0
 BAW  CONST_51  H14  C18  C17  C16  180.00   0.0  0
 BAW  CONST_52  H8   C20  C21  C16  180.00   0.0  0
 BAW  CONST_53  H7   C19  C20  C21  180.00   0.0  0
 BAW  CONST_54  H1   C2   C3   C4   180.00   0.0  0
 BAW  Var_01    C10  C9   C6   C1   -80.48  30.0  2
 BAW  Var_02    H15  C23  C14  C15   47.56  30.0  2
 BAW  Var_03    H4   C10  C9   C6    60.53  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
 BAW  plan-1  C11  0.020
 BAW  plan-1  C14  0.020
 BAW  plan-1  C15  0.020
 BAW  plan-1  C16  0.020
 BAW  plan-1  C4   0.020
 BAW  plan-1  N12  0.020
 BAW  plan-1  N13  0.020
 BAW  plan-1  C23  0.020
 BAW  plan-1  H13  0.020
 BAW  plan-2  C1   0.020
 BAW  plan-2  C2   0.020
 BAW  plan-2  C3   0.020
 BAW  plan-2  C11  0.020
 BAW  plan-2  C4   0.020
 BAW  plan-2  C5   0.020
 BAW  plan-2  C6   0.020
 BAW  plan-2  O7   0.020
 BAW  plan-2  O8   0.020
 BAW  plan-2  H1   0.020
 BAW  plan-2  H10  0.020
 BAW  plan-2  C9   0.020
 BAW  plan-3  C15  0.020
 BAW  plan-3  C16  0.020
 BAW  plan-3  C19  0.020
 BAW  plan-3  C20  0.020
 BAW  plan-3  C21  0.020
 BAW  plan-3  C17  0.020
 BAW  plan-3  C18  0.020
 BAW  plan-3  F22  0.020
 BAW  plan-3  H7   0.020
 BAW  plan-3  H8   0.020
 BAW  plan-3  H9   0.020
 BAW  plan-3  H14  0.020

