# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 13:44:06 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: 6-bromanyl-~{N}-[[(1~{S},2~{S})-2-chloranylcyclohexyl]methyl]-1~{H}-indazol-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cl[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
 HUC  HUC  6-bromanyl-~{N}-[[(1~{S},2~{S})-2-chloranylcyclohexyl]methyl]-1~{H}-indazol-4-amine  ligand  36  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_HUC
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
 HUC  C10  C   CH2   0  -0.433  -10.6023  -25.3896  37.6144
 HUC  C15  C   CR15  0  -0.114  -12.3089  -30.1861  32.5041
 HUC  BR1  BR  BR    0  -0.060   -8.0524  -28.9716  28.4117
 HUC  C02  C   CR6   0  -0.107   -9.3467  -29.2904  29.7572
 HUC  C03  C   CR16  0  -0.379   -9.4302  -28.3664  30.8006
 HUC  C04  C   CR6   0   0.375  -10.3645  -28.5196  31.8311
 HUC  N05  N   NH1   0  -0.700  -10.3886  -27.6150  32.8408
 HUC  C06  C   CH2   0  -0.242  -11.3985  -27.5249  33.8674
 HUC  C07  C   CH1   0  -0.276  -11.0122  -26.4619  34.8904
 HUC  C08  C   CH1   0  -0.269  -12.1947  -26.0458  35.7547
 HUC  C09  C   CH2   0  -0.423  -11.8108  -24.9911  36.7768
 HUC  C11  C   CH2   0  -0.434   -9.4232  -25.7742  36.7275
 HUC  C12  C   CH2   0  -0.412   -9.8036  -26.8655  35.7333
 HUC  CL1  CL  CL    0  -0.182  -12.8902  -27.4972  36.6152
 HUC  C14  C   CR56  0  -0.168  -11.2262  -29.6437  31.7506
 HUC  N16  N   N     0  -0.231  -12.7626  -31.2822  31.9567
 HUC  N17  N   NR15  0  -0.553  -12.0246  -31.4951  30.8635
 HUC  C18  C   CR56  0   0.432  -11.0848  -30.5447  30.6751
 HUC  C19  C   CR16  0  -0.331  -10.1458  -30.4052  29.6470
 HUC  H1   H   HCH2  0   0.218  -10.8621  -26.2271  38.2680
 HUC  H2   H   HCH2  0   0.237  -10.3296  -24.5607  38.2706
 HUC  H4   H   HCR6  0   0.273   -8.7639  -27.5131  30.8254
 HUC  H5   H   HNH1  0   0.392   -9.8429  -26.7818  32.6851
 HUC  H6   H   HCH2  0   0.238  -12.3833  -27.2901  33.4419
 HUC  H7   H   HCH2  0   0.234  -11.4841  -28.4846  34.3789
 HUC  H8   H   HCH1  0   0.255  -10.7555  -25.5445  34.3408
 HUC  H9   H   HCH1  0   0.302  -13.0115  -25.6871  35.1277
 HUC  H10  H   HCH2  0   0.240  -11.5770  -24.0827  36.2112
 HUC  H11  H   HCH2  0   0.252  -12.6698  -24.7524  37.4058
 HUC  H12  H   HCH2  0   0.233   -8.5819  -26.1065  37.3392
 HUC  H13  H   HCH2  0   0.215   -9.0796  -24.8913  36.1782
 HUC  H14  H   HCH2  0   0.219  -10.0318  -27.7940  36.2658
 HUC  H15  H   HCH2  0   0.240   -8.9582  -27.0844  35.0778
 HUC  H17  H   HCR6  0   0.278  -10.0702  -31.1135  28.8344
 HUC  H16  H   HNR5  0   0.415  -12.2106  -32.2957  30.2815
 HUC  H3   H   HCR5  0   0.265  -12.7695  -29.8184  33.4064

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
 HUC  BR1  C02  single    1.894  0.020  1.894
 HUC  C19  C02  aromatic  1.376  0.020  1.376
 HUC  C19  C18  aromatic  1.399  0.020  1.399
 HUC  C02  C03  aromatic  1.396  0.020  1.396
 HUC  N17  C18  aromatic  1.350  0.020  1.350
 HUC  N17  N16  aromatic  1.336  0.020  1.336
 HUC  C18  C14  aromatic  1.410  0.020  1.410
 HUC  C03  C04  aromatic  1.399  0.020  1.399
 HUC  N16  C15  aromatic  1.307  0.020  1.307
 HUC  C14  C04  aromatic  1.419  0.020  1.419
 HUC  C14  C15  aromatic  1.426  0.020  1.426
 HUC  C04  N05  single    1.356  0.020  1.356
 HUC  N05  C06  single    1.443  0.020  1.443
 HUC  C06  C07  single    1.525  0.020  1.525
 HUC  C07  C12  single    1.528  0.020  1.528
 HUC  C07  C08  single    1.523  0.020  1.523
 HUC  C12  C11  single    1.525  0.020  1.525
 HUC  C08  C09  single    1.518  0.020  1.518
 HUC  C08  CL1  single    1.825  0.020  1.825
 HUC  C11  C10  single    1.525  0.020  1.525
 HUC  C09  C10  single    1.523  0.020  1.523
 HUC  C10  H1   single    0.970  0.020  1.090
 HUC  C10  H2   single    0.970  0.020  1.090
 HUC  C15  H3   single    0.930  0.020  1.080
 HUC  C03  H4   single    0.930  0.020  1.080
 HUC  N05  H5   single    0.890  0.020  1.040
 HUC  C06  H6   single    0.970  0.020  1.090
 HUC  C06  H7   single    0.970  0.020  1.090
 HUC  C07  H8   single    0.970  0.020  1.090
 HUC  C08  H9   single    0.970  0.020  1.090
 HUC  C09  H10  single    0.970  0.020  1.090
 HUC  C09  H11  single    0.970  0.020  1.090
 HUC  C11  H12  single    0.970  0.020  1.090
 HUC  C11  H13  single    0.970  0.020  1.090
 HUC  C12  H14  single    0.970  0.020  1.090
 HUC  C12  H15  single    0.970  0.020  1.090
 HUC  C19  H17  single    0.930  0.020  1.080
 HUC  N17  H16  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
 HUC  H2   C10  H1   106.35  3.000
 HUC  H2   C10  C11  110.36  3.000
 HUC  H1   C10  C11  109.76  3.000
 HUC  H2   C10  C09  109.27  3.000
 HUC  H1   C10  C09  109.91  3.000
 HUC  C11  C10  C09  111.08  3.000
 HUC  H3   C15  N16  119.25  3.000
 HUC  H3   C15  C14  129.57  3.000
 HUC  N16  C15  C14  111.18  3.000
 HUC  C19  C02  C03  124.14  3.000
 HUC  C03  C02  BR1  117.41  3.000
 HUC  C19  C02  BR1  118.45  3.000
 HUC  H4   C03  C04  118.70  3.000
 HUC  H4   C03  C02  120.12  3.000
 HUC  C04  C03  C02  121.18  3.000
 HUC  C14  C04  N05  124.06  3.000
 HUC  N05  C04  C03  119.16  3.000
 HUC  C14  C04  C03  116.78  3.000
 HUC  H5   N05  C06  115.93  3.000
 HUC  H5   N05  C04  115.26  3.000
 HUC  C06  N05  C04  125.73  3.000
 HUC  H7   C06  H6   107.42  3.000
 HUC  H7   C06  C07  108.57  3.000
 HUC  H6   C06  C07  109.75  3.000
 HUC  H7   C06  N05  109.49  3.000
 HUC  H6   C06  N05  111.43  3.000
 HUC  C07  C06  N05  110.09  3.000
 HUC  H8   C07  C12  108.14  3.000
 HUC  H8   C07  C08  103.71  3.000
 HUC  C12  C07  C08  111.92  3.000
 HUC  H8   C07  C06  107.78  3.000
 HUC  C08  C07  C06  112.00  3.000
 HUC  C12  C07  C06  112.73  3.000
 HUC  H9   C08  CL1  104.31  3.000
 HUC  H9   C08  C09  110.37  3.000
 HUC  CL1  C08  C09  109.35  3.000
 HUC  H9   C08  C07  110.20  3.000
 HUC  CL1  C08  C07  110.26  3.000
 HUC  C09  C08  C07  112.06  3.000
 HUC  H11  C09  H10  106.51  3.000
 HUC  H11  C09  C08  109.94  3.000
 HUC  H10  C09  C08  106.41  3.000
 HUC  H11  C09  C10  111.39  3.000
 HUC  H10  C09  C10  109.36  3.000
 HUC  C08  C09  C10  112.90  3.000
 HUC  H13  C11  H12  106.53  3.000
 HUC  H13  C11  C12  109.17  3.000
 HUC  H12  C11  C12  109.86  3.000
 HUC  H13  C11  C10  109.33  3.000
 HUC  H12  C11  C10  110.29  3.000
 HUC  C12  C11  C10  111.53  3.000
 HUC  H15  C12  H14  106.46  3.000
 HUC  H15  C12  C11  109.98  3.000
 HUC  H14  C12  C11  110.00  3.000
 HUC  H15  C12  C07  109.53  3.000
 HUC  H14  C12  C07  109.12  3.000
 HUC  C11  C12  C07  111.60  3.000
 HUC  C18  C14  C04  119.25  3.000
 HUC  C04  C14  C15  137.09  3.000
 HUC  C18  C14  C15  103.66  3.000
 HUC  N17  N16  C15  106.54  3.000
 HUC  H16  N17  C18  127.42  3.000
 HUC  H16  N17  N16  119.83  3.000
 HUC  C18  N17  N16  112.74  3.000
 HUC  C19  C18  N17  129.78  3.000
 HUC  N17  C18  C14  105.88  3.000
 HUC  C19  C18  C14  124.34  3.000
 HUC  H17  C19  C18  122.28  3.000
 HUC  H17  C19  C02  123.41  3.000
 HUC  C18  C19  C02  114.30  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
 HUC  CONST_01  C18  N17  N16  C15    0.00   0.0  0
 HUC  CONST_02  C19  C18  C14  C15  180.00   0.0  0
 HUC  CONST_03  N17  C18  C14  C15    0.00   0.0  0
 HUC  CONST_04  C03  C04  C14  C15  180.00   0.0  0
 HUC  CONST_05  N17  C18  C19  C02  180.00   0.0  0
 HUC  CONST_06  C14  C18  C19  C02    0.00   0.0  0
 HUC  CONST_07  C14  C04  C03  C02    0.00   0.0  0
 HUC  CONST_08  C18  C19  C02  C03    0.00   0.0  0
 HUC  CONST_09  C18  C14  C04  C03    0.00   0.0  0
 HUC  CONST_10  C19  C02  C03  C04    0.00   0.0  0
 HUC  CONST_11  C19  C18  C14  C04    0.00   0.0  0
 HUC  CONST_12  N17  C18  C14  C04  180.00   0.0  0
 HUC  CONST_13  N16  C15  C14  C04  180.00   0.0  0
 HUC  CONST_14  N16  N17  C18  C14    0.00   0.0  0
 HUC  CONST_15  N17  N16  C15  C14    0.00   0.0  0
 HUC  CONST_16  C19  C18  N17  N16  180.00   0.0  0
 HUC  CONST_17  C18  C14  C15  N16    0.00   0.0  0
 HUC  CONST_18  N05  C04  C14  C15    0.00   0.0  0
 HUC  CONST_19  C18  C19  C02  BR1  180.00   0.0  0
 HUC  CONST_20  C04  C03  C02  BR1  180.00   0.0  0
 HUC  CONST_21  N05  C04  C03  C02  180.00   0.0  0
 HUC  CONST_22  C18  C14  C04  N05  180.00   0.0  0
 HUC  CONST_23  H16  N17  N16  C15  180.00   0.0  0
 HUC  CONST_24  H17  C19  C02  C03  180.00   0.0  0
 HUC  CONST_25  H3   C15  C14  C04    0.00   0.0  0
 HUC  CONST_26  H4   C03  C04  C14  180.00   0.0  0
 HUC  CONST_27  C06  N05  C04  C03  180.00   0.0  0
 HUC  CONST_28  C14  C04  N05  C06    0.00   0.0  0
 HUC  CONST_29  H5   N05  C04  C03    0.00   0.0  0
 HUC  Var_01    C07  C12  C11  C10   55.28  30.0  1
 HUC  Var_02    C11  C10  C09  C08   53.50  30.0  1
 HUC  Var_03    C12  C11  C10  C09  -54.73  30.0  1
 HUC  Var_04    C07  C06  N05  C04  175.00  30.0  3

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
 HUC  chir_01  C07  C06  C12  C08  positiv
 HUC  chir_02  C08  CL1  C09  C07  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
 HUC  plan-1  C15  0.020
 HUC  plan-1  BR1  0.020
 HUC  plan-1  C02  0.020
 HUC  plan-1  C03  0.020
 HUC  plan-1  C04  0.020
 HUC  plan-1  N05  0.020
 HUC  plan-1  C14  0.020
 HUC  plan-1  N16  0.020
 HUC  plan-1  N17  0.020
 HUC  plan-1  C18  0.020
 HUC  plan-1  C19  0.020
 HUC  plan-1  H4   0.020
 HUC  plan-1  H17  0.020
 HUC  plan-1  H16  0.020
 HUC  plan-1  H3   0.020
 HUC  plan-2  C04  0.020
 HUC  plan-2  N05  0.020
 HUC  plan-2  C06  0.020
 HUC  plan-2  H5   0.020

