# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 14:32:56 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: 4-[[(6-bromanyl-1~{H}-indazol-4-yl)amino]methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CNc2cc(Br)cc3[nH]ncc23)cc1
#
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
 HU0  HU0  4-[[(6-bromanyl-1~{H}-indazol-4-yl)amino]methyl]phenol  ligand  31  19  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HU0
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
 HU0  C13  C   CR16  0  -0.287  12.0845  -26.6501  -36.0251
 HU0  C15  C   CR6   0   0.346  10.4296  -25.6528  -37.4577
 HU0  C17  C   CR16  0  -0.367   9.4367  -26.3514  -36.7716
 HU0  C02  C   CR6   0  -0.110   9.7486  -28.7998  -29.6345
 HU0  C03  C   CR16  0  -0.328  10.3040  -30.0372  -29.4025
 HU0  C04  C   CR56  0   0.430  11.1112  -30.5119  -30.4422
 HU0  C05  C   CR56  0  -0.169  11.3517  -29.8116  -31.6407
 HU0  C06  C   CR15  0  -0.110  12.2415  -30.6634  -32.3581
 HU0  C09  C   CR6   0   0.371  10.7466  -28.5446  -31.8399
 HU0  C12  C   CR6   0   0.056  11.1065  -27.3616  -35.3391
 HU0  C14  C   CR16  0  -0.323  11.7598  -25.8061  -37.0759
 HU0  C18  C   CR16  0  -0.268   9.7799  -27.1964  -35.7290
 HU0  C19  C   CR16  0  -0.376   9.9446  -28.0579  -30.8020
 HU0  N07  N   N     0  -0.233  12.5027  -31.7499  -31.6810
 HU0  N08  N   NR15  0  -0.551  11.8207  -31.6566  -30.5353
 HU0  N10  N   NH1   0  -0.690  10.9245  -27.8009  -32.9584
 HU0  O16  O   OH1   0  -0.628  10.1625  -24.8278  -38.4886
 HU0  H1   H   HCR6  0   0.254  13.1242  -26.7580  -35.7394
 HU0  H2   H   HCR6  0   0.270   8.3962  -26.2437  -37.0572
 HU0  H3   H   HCR6  0   0.278  10.1455  -30.6000  -28.4939
 HU0  H4   H   HCR5  0   0.267  12.6963  -30.5199  -33.3246
 HU0  H5   H   HCH2  0   0.250  11.0643  -29.2849  -34.4213
 HU0  H6   H   HCH2  0   0.248  12.5528  -28.3847  -34.1564
 HU0  H7   H   HCR6  0   0.262  12.5361  -25.2646  -37.6021
 HU0  H8   H   HCR6  0   0.258   8.9947  -27.7402  -35.2164
 HU0  H9   H   HCR6  0   0.272   9.4636  -27.0954  -30.9213
 HU0  H11  H   HNH1  0   0.395  10.4447  -26.9157  -32.9899
 HU0  H12  H   HOH1  0   0.473   9.2165  -24.8087  -38.6730
 HU0  H10  H   HNR5  0   0.415  11.8832  -32.3945  -29.8525
 HU0  C11  C   CH2   0  -0.344  11.4641  -28.2875  -34.2109
 HU0  BR1  BR  BR    0  -0.060   8.6384  -28.0488  -28.2961

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
 HU0  O16  C15  single    1.347  0.020  1.347
 HU0  C14  C15  aromatic  1.392  0.020  1.392
 HU0  C14  C13  aromatic  1.386  0.020  1.386
 HU0  C15  C17  aromatic  1.395  0.020  1.395
 HU0  C13  C12  aromatic  1.390  0.020  1.390
 HU0  C17  C18  aromatic  1.385  0.020  1.385
 HU0  C12  C18  aromatic  1.393  0.020  1.393
 HU0  C12  C11  single    1.503  0.020  1.503
 HU0  C11  N10  single    1.448  0.020  1.448
 HU0  N10  C09  single    1.355  0.020  1.355
 HU0  C06  C05  aromatic  1.426  0.020  1.426
 HU0  C06  N07  aromatic  1.307  0.020  1.307
 HU0  C09  C05  aromatic  1.418  0.020  1.418
 HU0  C09  C19  aromatic  1.399  0.020  1.399
 HU0  C05  C04  aromatic  1.409  0.020  1.409
 HU0  N07  N08  aromatic  1.337  0.020  1.337
 HU0  C19  C02  aromatic  1.397  0.020  1.397
 HU0  C04  N08  aromatic  1.350  0.020  1.350
 HU0  C04  C03  aromatic  1.399  0.020  1.399
 HU0  C02  C03  aromatic  1.376  0.020  1.376
 HU0  C02  BR1  single    1.894  0.020  1.894
 HU0  C13  H1   single    0.930  0.020  1.080
 HU0  C17  H2   single    0.930  0.020  1.080
 HU0  C03  H3   single    0.930  0.020  1.080
 HU0  C06  H4   single    0.930  0.020  1.080
 HU0  C11  H5   single    0.970  0.020  1.090
 HU0  C11  H6   single    0.970  0.020  1.090
 HU0  C14  H7   single    0.930  0.020  1.080
 HU0  C18  H8   single    0.930  0.020  1.080
 HU0  C19  H9   single    0.930  0.020  1.080
 HU0  N10  H11  single    0.860  0.020  1.020
 HU0  O16  H12  single    0.850  0.020  0.980
 HU0  N08  H10  single    0.860  0.020  1.020

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
 HU0  H1   C13  C14  119.02  3.000
 HU0  H1   C13  C12  119.60  3.000
 HU0  C14  C13  C12  121.38  3.000
 HU0  O16  C15  C14  117.82  3.000
 HU0  C14  C15  C17  119.35  3.000
 HU0  O16  C15  C17  122.83  3.000
 HU0  H2   C17  C18  119.78  3.000
 HU0  H2   C17  C15  120.26  3.000
 HU0  C18  C17  C15  119.97  3.000
 HU0  BR1  C02  C19  117.53  3.000
 HU0  BR1  C02  C03  118.29  3.000
 HU0  C19  C02  C03  124.18  3.000
 HU0  H3   C03  C04  122.19  3.000
 HU0  H3   C03  C02  123.44  3.000
 HU0  C04  C03  C02  114.37  3.000
 HU0  N08  C04  C05  105.85  3.000
 HU0  N08  C04  C03  129.95  3.000
 HU0  C05  C04  C03  124.19  3.000
 HU0  C09  C05  C06  136.85  3.000
 HU0  C09  C05  C04  119.40  3.000
 HU0  C06  C05  C04  103.75  3.000
 HU0  H4   C06  N07  119.41  3.000
 HU0  H4   C06  C05  129.43  3.000
 HU0  N07  C06  C05  111.15  3.000
 HU0  N10  C09  C19  119.78  3.000
 HU0  C19  C09  C05  116.82  3.000
 HU0  N10  C09  C05  123.39  3.000
 HU0  C18  C12  C11  120.67  3.000
 HU0  C11  C12  C13  121.22  3.000
 HU0  C18  C12  C13  118.11  3.000
 HU0  H7   C14  C15  119.77  3.000
 HU0  H7   C14  C13  120.32  3.000
 HU0  C15  C14  C13  119.91  3.000
 HU0  H8   C18  C12  119.88  3.000
 HU0  H8   C18  C17  118.85  3.000
 HU0  C12  C18  C17  121.28  3.000
 HU0  H9   C19  C09  118.83  3.000
 HU0  H9   C19  C02  120.13  3.000
 HU0  C09  C19  C02  121.04  3.000
 HU0  N08  N07  C06  106.51  3.000
 HU0  H10  N08  N07  119.88  3.000
 HU0  H10  N08  C04  127.38  3.000
 HU0  N07  N08  C04  112.74  3.000
 HU0  H11  N10  C11  116.47  3.000
 HU0  H11  N10  C09  116.46  3.000
 HU0  C11  N10  C09  125.35  3.000
 HU0  H12  O16  C15  110.68  3.000
 HU0  H6   C11  H5   106.97  3.000
 HU0  H6   C11  N10  110.94  3.000
 HU0  H5   C11  N10  109.65  3.000
 HU0  H6   C11  C12  109.20  3.000
 HU0  H5   C11  C12  109.28  3.000
 HU0  N10  C11  C12  110.71  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
 HU0  CONST_01  C17  C15  C14  C13    0.00   0.0  0
 HU0  CONST_02  C17  C18  C12  C13    0.00   0.0  0
 HU0  CONST_03  C12  C13  C14  C15    0.00   0.0  0
 HU0  CONST_04  C12  C18  C17  C15    0.00   0.0  0
 HU0  CONST_05  C05  C09  C19  C02    0.00   0.0  0
 HU0  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 HU0  CONST_07  N08  C04  C03  C02  180.00   0.0  0
 HU0  CONST_08  C06  C05  C04  C03  180.00   0.0  0
 HU0  CONST_09  C09  C05  C04  C03    0.00   0.0  0
 HU0  CONST_10  N07  N08  C04  C03  180.00   0.0  0
 HU0  CONST_11  C09  C19  C02  C03    0.00   0.0  0
 HU0  CONST_12  N07  C06  C05  C04    0.00   0.0  0
 HU0  CONST_13  C19  C09  C05  C04    0.00   0.0  0
 HU0  CONST_14  C06  N07  N08  C04    0.00   0.0  0
 HU0  CONST_15  C19  C02  C03  C04    0.00   0.0  0
 HU0  CONST_16  N08  N07  C06  C05    0.00   0.0  0
 HU0  CONST_17  N07  N08  C04  C05    0.00   0.0  0
 HU0  CONST_18  C19  C09  C05  C06  180.00   0.0  0
 HU0  CONST_19  N08  C04  C05  C06    0.00   0.0  0
 HU0  CONST_20  N07  C06  C05  C09  180.00   0.0  0
 HU0  CONST_21  N08  C04  C05  C09  180.00   0.0  0
 HU0  CONST_22  C18  C17  C15  C14    0.00   0.0  0
 HU0  CONST_23  C18  C12  C13  C14    0.00   0.0  0
 HU0  CONST_24  O16  C15  C14  C13  180.00   0.0  0
 HU0  CONST_25  C11  C12  C18  C17  180.00   0.0  0
 HU0  CONST_26  N10  C09  C19  C02  180.00   0.0  0
 HU0  CONST_27  N10  C09  C05  C04  180.00   0.0  0
 HU0  CONST_28  BR1  C02  C03  C04  180.00   0.0  0
 HU0  CONST_29  N10  C09  C05  C06    0.00   0.0  0
 HU0  CONST_30  BR1  C02  C19  C09  180.00   0.0  0
 HU0  CONST_31  C14  C13  C12  C11  180.00   0.0  0
 HU0  CONST_32  O16  C15  C17  C18  180.00   0.0  0
 HU0  CONST_33  H8   C18  C12  C13  180.00   0.0  0
 HU0  CONST_34  H1   C13  C14  C15  180.00   0.0  0
 HU0  CONST_35  H7   C14  C15  C17  180.00   0.0  0
 HU0  CONST_36  H10  N08  C04  C03    0.00   0.0  0
 HU0  CONST_37  H9   C19  C02  C03  180.00   0.0  0
 HU0  CONST_38  H4   C06  C05  C04  180.00   0.0  0
 HU0  CONST_39  H3   C03  C04  C05  180.00   0.0  0
 HU0  CONST_40  H2   C17  C18  C12  180.00   0.0  0
 HU0  CONST_42  C19  C09  N10  C11  180.00   0.0  0
 HU0  CONST_43  H11  N10  C09  C05  180.00   0.0  0
 HU0  Var_01    N10  C11  C12  C13  114.65  30.0  2
 HU0  Var_02    C12  C11  N10  C09  161.18  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
 HU0  plan-1  C13  0.020
 HU0  plan-1  C15  0.020
 HU0  plan-1  C17  0.020
 HU0  plan-1  C12  0.020
 HU0  plan-1  C14  0.020
 HU0  plan-1  C18  0.020
 HU0  plan-1  O16  0.020
 HU0  plan-1  H1   0.020
 HU0  plan-1  H2   0.020
 HU0  plan-1  H7   0.020
 HU0  plan-1  H8   0.020
 HU0  plan-1  C11  0.020
 HU0  plan-2  C02  0.020
 HU0  plan-2  C03  0.020
 HU0  plan-2  C04  0.020
 HU0  plan-2  C05  0.020
 HU0  plan-2  C06  0.020
 HU0  plan-2  C09  0.020
 HU0  plan-2  C19  0.020
 HU0  plan-2  N07  0.020
 HU0  plan-2  N08  0.020
 HU0  plan-2  N10  0.020
 HU0  plan-2  H3   0.020
 HU0  plan-2  H4   0.020
 HU0  plan-2  H9   0.020
 HU0  plan-2  H10  0.020
 HU0  plan-2  BR1  0.020
 HU0  plan-3  C09  0.020
 HU0  plan-3  N10  0.020
 HU0  plan-3  H11  0.020
 HU0  plan-3  C11  0.020

