# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 17:09:53 2022
#   Inital geometry file: a 87 line input string
#   Ligand name: (1~{R},2~{S})-2-[[(6-bromanyl-1~{H}-indazol-4-yl)amino]methyl]cyclohexan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1CCCC[C@H]1CNc2cc(Br)cc3[nH]ncc23
#
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
 HU6  HU6  (1~{R},2~{S})-2-[[(6-bromanyl-1~{H}-indazol-4-yl)amino]methyl]cyclohexan-1-ol  ligand  37  19  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HU6
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
 HU6  C10  C   CH1   0   0.072  25.1964  5.4446  -25.2199
 HU6  C12  C   CH2   0  -0.468  25.5594  6.7301  -25.9433
 HU6  C13  C   CH2   0  -0.431  25.3905  7.9404  -25.0162
 HU6  C14  C   CH2   0  -0.462  25.7054  7.5929  -23.5546
 HU6  C16  C   CR16  0  -0.379  27.2482  2.7167  -20.0704
 HU6  C15  C   CH2   0  -0.452  26.7397  6.4776  -23.4742
 HU6  C02  C   CR6   0  -0.108  27.2333  2.6250  -18.6750
 HU6  C03  C   CR16  0  -0.327  26.4806  3.4357  -17.8598
 HU6  C04  C   CR56  0   0.432  25.7287  4.3987  -18.5422
 HU6  C05  C   CR56  0  -0.159  25.7131  4.5533  -19.9427
 HU6  C06  C   CR6   0   0.360  26.4928  3.6795  -20.7470
 HU6  C08  C   CH2   0  -0.301  25.5920  4.2519  -23.0292
 HU6  C09  C   CH1   0  -0.270  26.2065  5.1707  -24.0866
 HU6  O11  O   OH1   0  -0.672  25.1597  4.3974  -26.1692
 HU6  C17  C   CR15  0  -0.119  24.8633  5.6794  -20.1444
 HU6  N18  N   N     0  -0.230  24.4104  6.1417  -19.0086
 HU6  N19  N   NR15  0  -0.551  24.9268  5.3678  -18.0521
 HU6  H1   H   HCH1  0   0.192  24.1954  5.5773  -24.7765
 HU6  H2   H   HCH2  0   0.221  26.5943  6.6598  -26.2937
 HU6  H3   H   HCH2  0   0.236  24.9362  6.8457  -26.8326
 HU6  H4   H   HCH2  0   0.227  26.0444  8.7453  -25.3581
 HU6  H5   H   HCH2  0   0.225  24.3702  8.3231  -25.0891
 HU6  H6   H   HCH2  0   0.234  26.0544  8.4788  -23.0210
 HU6  H7   H   HCH2  0   0.226  24.7908  7.2781  -23.0427
 HU6  H9   H   HCH2  0   0.235  27.0479  6.3061  -22.4397
 HU6  H10  H   HCH2  0   0.231  27.6427  6.7910  -24.0049
 HU6  H11  H   HCR6  0   0.279  26.4729  3.3565  -16.7823
 HU6  H13  H   HCH2  0   0.246  24.8068  4.7752  -22.4887
 HU6  H14  H   HCH2  0   0.244  25.0980  3.4003  -23.5118
 HU6  H15  H   HCH1  0   0.234  27.0474  4.6355  -24.5430
 HU6  H16  H   HOH1  0   0.443  24.8195  3.6036  -25.7456
 HU6  H17  H   HCR5  0   0.266  24.5788  6.1706  -21.0604
 HU6  H18  H   HNR5  0   0.416  24.7128  5.5539  -17.0854
 HU6  N07  N   NH1   0  -0.694  26.5858  3.7551  -22.1024
 HU6  H8   H   HCR6  0   0.273  27.8513  2.0280  -20.6488
 HU6  BR1  BR  BR    0  -0.059  28.3057  1.2864  -17.8720
 HU6  H12  H   HNH1  0   0.387  27.1999  3.0660  -22.5095

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
 HU6  O11  C10  single    1.414  0.020  1.414
 HU6  C12  C10  single    1.519  0.020  1.519
 HU6  C12  C13  single    1.534  0.020  1.534
 HU6  C10  C09  single    1.543  0.020  1.543
 HU6  C13  C14  single    1.535  0.020  1.535
 HU6  C09  C15  single    1.539  0.020  1.539
 HU6  C09  C08  single    1.530  0.020  1.530
 HU6  C15  C14  single    1.523  0.020  1.523
 HU6  C08  N07  single    1.447  0.020  1.447
 HU6  N07  C06  single    1.361  0.020  1.361
 HU6  C06  C16  aromatic  1.398  0.020  1.398
 HU6  C06  C05  aromatic  1.421  0.020  1.421
 HU6  C16  C02  aromatic  1.399  0.020  1.399
 HU6  C17  C05  aromatic  1.425  0.020  1.425
 HU6  C17  N18  aromatic  1.307  0.020  1.307
 HU6  C05  C04  aromatic  1.409  0.020  1.409
 HU6  N18  N19  aromatic  1.334  0.020  1.334
 HU6  C02  BR1  single    1.894  0.020  1.894
 HU6  C02  C03  aromatic  1.374  0.020  1.374
 HU6  C04  N19  aromatic  1.350  0.020  1.350
 HU6  C04  C03  aromatic  1.399  0.020  1.399
 HU6  C10  H1   single    0.970  0.020  1.090
 HU6  C12  H2   single    0.970  0.020  1.090
 HU6  C12  H3   single    0.970  0.020  1.090
 HU6  C13  H4   single    0.970  0.020  1.090
 HU6  C13  H5   single    0.970  0.020  1.090
 HU6  C14  H6   single    0.970  0.020  1.090
 HU6  C14  H7   single    0.970  0.020  1.090
 HU6  C16  H8   single    0.930  0.020  1.080
 HU6  C15  H9   single    0.970  0.020  1.090
 HU6  C15  H10  single    0.970  0.020  1.090
 HU6  C03  H11  single    0.930  0.020  1.080
 HU6  N07  H12  single    0.890  0.020  1.040
 HU6  C08  H13  single    0.970  0.020  1.090
 HU6  C08  H14  single    0.970  0.020  1.090
 HU6  C09  H15  single    0.970  0.020  1.090
 HU6  O11  H16  single    0.850  0.020  0.980
 HU6  C17  H17  single    0.930  0.020  1.080
 HU6  N19  H18  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
 HU6  H1   C10  O11  109.60  3.000
 HU6  H1   C10  C09  108.68  3.000
 HU6  O11  C10  C09  112.26  3.000
 HU6  H1   C10  C12  107.85  3.000
 HU6  C09  C10  C12  110.10  3.000
 HU6  O11  C10  C12  108.26  3.000
 HU6  H3   C12  H2   106.60  3.000
 HU6  H3   C12  C13  110.23  3.000
 HU6  H2   C12  C13  110.38  3.000
 HU6  H3   C12  C10  109.93  3.000
 HU6  H2   C12  C10  108.90  3.000
 HU6  C13  C12  C10  110.71  3.000
 HU6  H5   C13  H4   106.28  3.000
 HU6  H5   C13  C14  109.54  3.000
 HU6  H4   C13  C14  110.00  3.000
 HU6  H5   C13  C12  109.82  3.000
 HU6  H4   C13  C12  109.05  3.000
 HU6  C14  C13  C12  111.98  3.000
 HU6  H7   C14  H6   105.79  3.000
 HU6  H7   C14  C15  109.41  3.000
 HU6  H6   C14  C15  110.57  3.000
 HU6  H7   C14  C13  109.82  3.000
 HU6  H6   C14  C13  110.32  3.000
 HU6  C15  C14  C13  110.81  3.000
 HU6  H8   C16  C06  118.71  3.000
 HU6  H8   C16  C02  119.81  3.000
 HU6  C06  C16  C02  121.48  3.000
 HU6  H10  C15  H9   105.75  3.000
 HU6  H10  C15  C09  109.67  3.000
 HU6  H9   C15  C09  109.95  3.000
 HU6  H10  C15  C14  108.99  3.000
 HU6  H9   C15  C14  110.87  3.000
 HU6  C09  C15  C14  111.44  3.000
 HU6  C03  C02  BR1  118.40  3.000
 HU6  C03  C02  C16  123.99  3.000
 HU6  BR1  C02  C16  117.61  3.000
 HU6  H11  C03  C04  122.20  3.000
 HU6  H11  C03  C02  123.52  3.000
 HU6  C04  C03  C02  114.27  3.000
 HU6  N19  C04  C05  105.99  3.000
 HU6  N19  C04  C03  129.51  3.000
 HU6  C05  C04  C03  124.48  3.000
 HU6  C17  C05  C06  137.15  3.000
 HU6  C17  C05  C04  103.53  3.000
 HU6  C06  C05  C04  119.28  3.000
 HU6  N07  C06  C05  124.56  3.000
 HU6  C05  C06  C16  116.49  3.000
 HU6  N07  C06  C16  118.90  3.000
 HU6  H14  C08  H13  105.50  3.000
 HU6  H14  C08  C09  110.07  3.000
 HU6  H13  C08  C09  110.16  3.000
 HU6  H14  C08  N07  108.95  3.000
 HU6  H13  C08  N07  110.06  3.000
 HU6  C09  C08  N07  111.91  3.000
 HU6  H15  C09  C08  107.62  3.000
 HU6  H15  C09  C15  108.33  3.000
 HU6  C08  C09  C15  111.98  3.000
 HU6  H15  C09  C10  106.44  3.000
 HU6  C08  C09  C10  110.58  3.000
 HU6  C15  C09  C10  111.63  3.000
 HU6  H16  O11  C10  108.95  3.000
 HU6  H17  C17  N18  119.07  3.000
 HU6  H17  C17  C05  129.63  3.000
 HU6  N18  C17  C05  111.29  3.000
 HU6  N19  N18  C17  106.48  3.000
 HU6  H18  N19  N18  119.90  3.000
 HU6  H18  N19  C04  127.38  3.000
 HU6  N18  N19  C04  112.71  3.000
 HU6  H12  N07  C08  113.22  3.000
 HU6  H12  N07  C06  113.93  3.000
 HU6  C08  N07  C06  127.60  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
 HU6  CONST_01  C17  C05  C06  C16  180.00   0.0  0
 HU6  CONST_02  C04  C05  C06  C16    0.00   0.0  0
 HU6  CONST_03  C04  C03  C02  C16    0.00   0.0  0
 HU6  CONST_04  C05  C06  C16  C02    0.00   0.0  0
 HU6  CONST_05  C05  C04  C03  C02    0.00   0.0  0
 HU6  CONST_06  N19  C04  C03  C02  180.00   0.0  0
 HU6  CONST_07  C06  C16  C02  C03    0.00   0.0  0
 HU6  CONST_08  C06  C05  C04  C03    0.00   0.0  0
 HU6  CONST_09  C17  C05  C04  C03  180.00   0.0  0
 HU6  CONST_10  N18  N19  C04  C03  180.00   0.0  0
 HU6  CONST_11  N18  C17  C05  C04    0.00   0.0  0
 HU6  CONST_12  C17  N18  N19  C04    0.00   0.0  0
 HU6  CONST_13  N19  N18  C17  C05    0.00   0.0  0
 HU6  CONST_14  N18  N19  C04  C05    0.00   0.0  0
 HU6  CONST_15  N18  C17  C05  C06  180.00   0.0  0
 HU6  CONST_16  N19  C04  C05  C06  180.00   0.0  0
 HU6  CONST_17  N19  C04  C05  C17    0.00   0.0  0
 HU6  CONST_18  C06  C16  C02  BR1  180.00   0.0  0
 HU6  CONST_19  C04  C03  C02  BR1  180.00   0.0  0
 HU6  CONST_20  N07  C06  C16  C02  180.00   0.0  0
 HU6  CONST_21  N07  C06  C05  C04  180.00   0.0  0
 HU6  CONST_22  C17  C05  C06  N07    0.00   0.0  0
 HU6  CONST_23  H11  C03  C02  C16  180.00   0.0  0
 HU6  CONST_24  H8   C16  C02  C03  180.00   0.0  0
 HU6  CONST_25  H18  N19  C04  C03    0.00   0.0  0
 HU6  CONST_26  H17  C17  C05  C04  180.00   0.0  0
 HU6  CONST_29  H12  N07  C06  C16    0.00   0.0  0
 HU6  Var_01    C14  C13  C12  C10   32.89  30.0  1
 HU6  Var_02    C15  C14  C13  C12   29.61  30.0  1
 HU6  Var_03    C09  C15  C14  C13  -63.54  30.0  1
 HU6  Var_04    C09  C08  N07  C06  135.22  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HU6  chir_01  C10  O11  C12  C09  positiv
 HU6  chir_02  C09  C10  C15  C08  negativ

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
 HU6  plan-1  C16  0.020
 HU6  plan-1  C02  0.020
 HU6  plan-1  C03  0.020
 HU6  plan-1  C04  0.020
 HU6  plan-1  C05  0.020
 HU6  plan-1  C06  0.020
 HU6  plan-1  C17  0.020
 HU6  plan-1  N18  0.020
 HU6  plan-1  N19  0.020
 HU6  plan-1  H11  0.020
 HU6  plan-1  H17  0.020
 HU6  plan-1  H18  0.020
 HU6  plan-1  N07  0.020
 HU6  plan-1  H8   0.020
 HU6  plan-1  BR1  0.020
 HU6  plan-2  C06  0.020
 HU6  plan-2  C08  0.020
 HU6  plan-2  N07  0.020
 HU6  plan-2  H12  0.020

