# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 06:13:33 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: 6-bromo-2-[1-methyl-3-(propan-2-yl)-1H-pyrazol-4-yl]-1H-imidazo[4,5-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1nn(C)cc1c2[nH]c3cc(Br)cnc3n2
#
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
 67U  67U  6-bromo-2-[1-methyl-3-(propan-2-yl)-1H-pyrazol-4-yl]-1H-imidazo[4,5-b]pyridine  ligand  33  19  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_67U
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
 67U  C1   C   CH3   0  -0.651   3.5741   2.3619   1.1147
 67U  C18  C   CH1   0  -0.321   3.8092   1.8062  -0.2924
 67U  C2   C   CH3   0  -0.648   5.1091   2.3480  -0.8772
 67U  C17  C   CR5   0   0.327   3.7811   0.3078  -0.2659
 67U  N10  N   N     0  -0.300   4.8914  -0.3983  -0.3192
 67U  N19  N   NR5   0  -0.265   4.5305  -1.6796  -0.2364
 67U  C3   C   CH3   0  -0.507   5.5369  -2.7135  -0.2642
 67U  C7   C   CR15  0   0.049   3.2113  -1.8307  -0.1312
 67U  C13  C   CR5   0  -0.258   2.6620  -0.5589  -0.1452
 67U  C14  C   CR5   0   0.452   1.2633  -0.2266  -0.0712
 67U  N11  N   NR15  0  -0.725   0.3052  -1.1795   0.1307
 67U  C15  C   CR56  0   0.269  -0.9011  -0.5463   0.1425
 67U  C6   C   CR16  0  -0.198  -2.2078  -0.9621   0.3013
 67U  C12  C   CR6   0  -0.194  -3.1472   0.0572   0.2428
 67U  BR4  BR  BR    0  -0.031  -4.9764  -0.3459   0.4421
 67U  C5   C   CR16  0  -0.082  -2.7666   1.3886   0.0384
 67U  N8   N   N     0  -0.416  -1.5080   1.7698  -0.1114
 67U  C16  C   CR56  0   0.285  -0.5929   0.8135  -0.0593
 67U  N9   N   N     0  -0.480   0.7538   0.9775  -0.1882
 67U  H1   H   HCH3  0   0.227   3.5422   3.4524   1.0937
 67U  H2   H   HCH3  0   0.236   2.6316   2.0107   1.5326
 67U  H3   H   HCH3  0   0.218   4.3799   2.0639   1.7883
 67U  H4   H   HCH1  0   0.243   2.9791   2.1395  -0.9192
 67U  H5   H   HCH3  0   0.228   5.0689   3.4369  -0.9200
 67U  H6   H   HCH3  0   0.219   5.9695   2.0697  -0.2676
 67U  H7   H   HCH3  0   0.228   5.2826   1.9807  -1.8891
 67U  H8   H   HCH3  0   0.264   6.1958  -2.6213   0.5967
 67U  H9   H   HCH3  0   0.261   5.0495  -3.6833  -0.2358
 67U  H10  H   HCH3  0   0.265   6.1242  -2.6383  -1.1766
 67U  H11  H   HCR5  0   0.301   2.7587  -2.8072  -0.0602
 67U  H12  H   HNR5  0   0.428   0.4565  -2.1685   0.2531
 67U  H13  H   HCR6  0   0.300  -2.4767  -1.9980   0.4589
 67U  H14  H   HCR6  0   0.275  -3.5197   2.1668  -0.0034

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
 67U  C1   C18  single    1.531  0.020  1.531
 67U  C18  C2   single    1.525  0.020  1.525
 67U  C18  C17  single    1.499  0.020  1.499
 67U  N10  C17  aromatic  1.317  0.020  1.317
 67U  N10  N19  aromatic  1.334  0.020  1.334
 67U  C17  C13  aromatic  1.421  0.020  1.421
 67U  N19  C3   single    1.443  0.020  1.443
 67U  N19  C7   aromatic  1.332  0.020  1.332
 67U  C13  C7   aromatic  1.385  0.020  1.385
 67U  C13  C14  single    1.440  0.020  1.440
 67U  C14  N11  aromatic  1.366  0.020  1.366
 67U  C14  N9   aromatic  1.313  0.020  1.313
 67U  N11  C15  aromatic  1.362  0.020  1.362
 67U  N9   C16  aromatic  1.363  0.020  1.363
 67U  C15  C16  aromatic  1.409  0.020  1.409
 67U  C15  C6   aromatic  1.380  0.020  1.380
 67U  C16  N8   aromatic  1.325  0.020  1.325
 67U  C6   C12  aromatic  1.387  0.020  1.387
 67U  N8   C5   aromatic  1.324  0.020  1.324
 67U  C12  C5   aromatic  1.400  0.020  1.400
 67U  C12  BR4  single    1.884  0.020  1.884
 67U  C1   H1   single    0.970  0.020  1.090
 67U  C1   H2   single    0.970  0.020  1.090
 67U  C1   H3   single    0.970  0.020  1.090
 67U  C18  H4   single    0.970  0.020  1.090
 67U  C2   H5   single    0.970  0.020  1.090
 67U  C2   H6   single    0.970  0.020  1.090
 67U  C2   H7   single    0.970  0.020  1.090
 67U  C3   H8   single    0.970  0.020  1.090
 67U  C3   H9   single    0.970  0.020  1.090
 67U  C3   H10  single    0.970  0.020  1.090
 67U  C7   H11  single    0.930  0.020  1.080
 67U  N11  H12  single    0.860  0.020  1.020
 67U  C6   H13  single    0.930  0.020  1.080
 67U  C5   H14  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
 67U  H3   C1   H2   108.30  3.000
 67U  H3   C1   H1   107.83  3.000
 67U  H2   C1   H1   107.72  3.000
 67U  H3   C1   C18  110.77  3.000
 67U  H2   C1   C18  111.62  3.000
 67U  H1   C1   C18  110.46  3.000
 67U  H4   C18  C17  107.51  3.000
 67U  H4   C18  C2   108.63  3.000
 67U  C17  C18  C2   112.20  3.000
 67U  H4   C18  C1   107.46  3.000
 67U  C17  C18  C1   110.10  3.000
 67U  C2   C18  C1   110.76  3.000
 67U  H7   C2   H6   107.90  3.000
 67U  H7   C2   H5   107.81  3.000
 67U  H6   C2   H5   107.80  3.000
 67U  H7   C2   C18  111.83  3.000
 67U  H6   C2   C18  111.56  3.000
 67U  H5   C2   C18  109.78  3.000
 67U  C13  C17  N10  109.91  3.000
 67U  C13  C17  C18  128.77  3.000
 67U  N10  C17  C18  121.30  3.000
 67U  N19  N10  C17  106.52  3.000
 67U  C7   N19  C3   127.66  3.000
 67U  C7   N19  N10  112.45  3.000
 67U  C3   N19  N10  119.89  3.000
 67U  H10  C3   H9   109.04  3.000
 67U  H10  C3   H8   109.32  3.000
 67U  H9   C3   H8   109.08  3.000
 67U  H10  C3   N19  110.07  3.000
 67U  H9   C3   N19  109.04  3.000
 67U  H8   C3   N19  110.27  3.000
 67U  H11  C7   C13  131.71  3.000
 67U  H11  C7   N19  121.56  3.000
 67U  C13  C7   N19  106.73  3.000
 67U  C14  C13  C7   126.63  3.000
 67U  C14  C13  C17  128.97  3.000
 67U  C7   C13  C17  104.39  3.000
 67U  N9   C14  N11  112.38  3.000
 67U  N9   C14  C13  125.75  3.000
 67U  N11  C14  C13  121.87  3.000
 67U  H12  N11  C15  126.01  3.000
 67U  H12  N11  C14  126.65  3.000
 67U  C15  N11  C14  107.34  3.000
 67U  C16  C15  C6   120.95  3.000
 67U  C6   C15  N11  134.35  3.000
 67U  C16  C15  N11  104.70  3.000
 67U  H13  C6   C12  122.78  3.000
 67U  H13  C6   C15  122.72  3.000
 67U  C12  C6   C15  114.51  3.000
 67U  C5   C12  BR4  118.89  3.000
 67U  BR4  C12  C6   119.73  3.000
 67U  C5   C12  C6   121.39  3.000
 67U  H14  C5   N8   116.72  3.000
 67U  H14  C5   C12  119.98  3.000
 67U  N8   C5   C12  123.30  3.000
 67U  C16  N8   C5   116.40  3.000
 67U  N9   C16  N8   126.31  3.000
 67U  N8   C16  C15  123.46  3.000
 67U  N9   C16  C15  110.23  3.000
 67U  C16  N9   C14  105.35  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
 67U  CONST_01  C7   N19  N10  C17     0.00   0.0  0
 67U  CONST_02  N19  C7   C13  C17     0.00   0.0  0
 67U  CONST_03  N11  C14  C13  C17   180.00   0.0  0
 67U  CONST_04  N9   C14  C13  C17     0.00   0.0  0
 67U  CONST_05  C7   C13  C17  N10     0.00   0.0  0
 67U  CONST_06  C14  C13  C17  N10   180.00   0.0  0
 67U  CONST_07  C13  C7   N19  N10     0.00   0.0  0
 67U  CONST_08  C13  C17  N10  N19     0.00   0.0  0
 67U  CONST_09  C14  C13  C7   N19   180.00   0.0  0
 67U  CONST_10  N11  C14  C13  C7      0.00   0.0  0
 67U  CONST_11  N9   C14  C13  C7    180.00   0.0  0
 67U  CONST_12  C15  N11  C14  C13   180.00   0.0  0
 67U  CONST_13  C16  N9   C14  C13   180.00   0.0  0
 67U  CONST_14  C16  C15  N11  C14     0.00   0.0  0
 67U  CONST_15  C6   C15  N11  C14   180.00   0.0  0
 67U  CONST_16  C15  C16  N9   C14     0.00   0.0  0
 67U  CONST_17  N8   C16  N9   C14   180.00   0.0  0
 67U  CONST_18  C16  N9   C14  N11     0.00   0.0  0
 67U  CONST_19  N9   C16  C15  N11     0.00   0.0  0
 67U  CONST_20  N8   C16  C15  N11   180.00   0.0  0
 67U  CONST_21  C12  C6   C15  N11   180.00   0.0  0
 67U  CONST_22  N9   C14  N11  C15     0.00   0.0  0
 67U  CONST_23  C5   N8   C16  C15     0.00   0.0  0
 67U  CONST_24  C5   C12  C6   C15     0.00   0.0  0
 67U  CONST_25  N9   C16  C15  C6    180.00   0.0  0
 67U  CONST_26  N8   C16  C15  C6      0.00   0.0  0
 67U  CONST_27  N8   C5   C12  C6      0.00   0.0  0
 67U  CONST_28  C16  C15  C6   C12     0.00   0.0  0
 67U  CONST_29  C16  N8   C5   C12     0.00   0.0  0
 67U  CONST_30  N9   C16  N8   C5    180.00   0.0  0
 67U  CONST_31  N19  N10  C17  C18   180.00   0.0  0
 67U  CONST_32  C7   C13  C17  C18   180.00   0.0  0
 67U  CONST_33  C14  C13  C17  C18     0.00   0.0  0
 67U  CONST_34  C3   N19  N10  C17   180.00   0.0  0
 67U  CONST_35  C13  C7   N19  C3    180.00   0.0  0
 67U  CONST_36  BR4  C12  C6   C15   180.00   0.0  0
 67U  CONST_37  N8   C5   C12  BR4   180.00   0.0  0
 67U  CONST_38  H11  C7   C13  C17   180.00   0.0  0
 67U  CONST_39  H12  N11  C14  C13     0.00   0.0  0
 67U  CONST_40  H13  C6   C15  N11     0.00   0.0  0
 67U  CONST_41  H14  C5   C12  C6    180.00   0.0  0
 67U  Var_01    N10  C17  C18  C1   -103.16  30.0  2
 67U  Var_02    H8   C3   N19  N10    63.04  30.0  2
 67U  Var_03    H1   C1   C18  C17  -177.09  30.0  3
 67U  Var_04    H5   C2   C18  C17   177.42  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
 67U  plan-1  C18  0.020
 67U  plan-1  C17  0.020
 67U  plan-1  N10  0.020
 67U  plan-1  N19  0.020
 67U  plan-1  C3   0.020
 67U  plan-1  C7   0.020
 67U  plan-1  C13  0.020
 67U  plan-1  C14  0.020
 67U  plan-1  H11  0.020
 67U  plan-2  C13  0.020
 67U  plan-2  C14  0.020
 67U  plan-2  N11  0.020
 67U  plan-2  C15  0.020
 67U  plan-2  C6   0.020
 67U  plan-2  C12  0.020
 67U  plan-2  BR4  0.020
 67U  plan-2  C5   0.020
 67U  plan-2  N8   0.020
 67U  plan-2  C16  0.020
 67U  plan-2  N9   0.020
 67U  plan-2  H12  0.020
 67U  plan-2  H13  0.020
 67U  plan-2  H14  0.020

