# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 11:47:28 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: trans-4-({[3-(furan-3-yl)-2,4-dihydroindeno[1,2-c]pyrazol-6-yl]methyl}amino)cyclohexanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1CC[C@@H](CC1)NCc2ccc3c(Cc4c([nH]nc34)c5cocc5)c2
#
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
 H8K  H8K  trans-4-({[3-(furan-3-yl)-2,4-dihydroindeno[1,2-c]pyrazol-6-yl]methyl}amino)cyclohexanol  ligand  49  26  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H8K
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
 H8K  O1   O  OH1   0  -0.680   8.6931   1.4707   0.2388
 H8K  C1   C  CH1   0   0.084   7.4050   0.9771   0.5500
 H8K  C6   C  CH2   0  -0.477   6.3368   2.0620   0.4775
 H8K  C5   C  CH2   0  -0.446   4.9500   1.4915   0.7536
 H8K  C4   C  CH1   0  -0.058   4.6075   0.3495  -0.1989
 H8K  C3   C  CH2   0  -0.456   5.6973  -0.7265  -0.1441
 H8K  C2   C  CH2   0  -0.457   7.0821  -0.1477  -0.4197
 H8K  N1   N  NH1   0  -0.591   3.2637  -0.1230   0.0890
 H8K  C7   C  CH2   0  -0.336   2.7366  -1.1011  -0.8425
 H8K  C8   C  CR6   0   0.104   1.2628  -1.3140  -0.6157
 H8K  C21  C  CR16  0  -0.355   0.3948  -0.2177  -0.6200
 H8K  C12  C  CR56  0   0.053  -0.9564  -0.4120  -0.4255
 H8K  C13  C  CH2   0  -0.568  -2.0597   0.6328  -0.4037
 H8K  C14  C  CR55  0  -0.139  -3.2570  -0.2221  -0.1521
 H8K  C16  C  CR5   0   0.395  -4.6204  -0.2078   0.0296
 H8K  C17  C  CR5   0  -0.048  -5.5885   0.8654   0.0366
 H8K  C20  C  CR15  0  -0.389  -6.9948   0.7955   0.3124
 H8K  C19  C  CR15  0   0.018  -7.4594   2.0588   0.2019
 H8K  O2   O  O     0  -0.389  -6.4570   2.9013  -0.1195
 H8K  C18  C  CR15  0  -0.055  -5.3307   2.1760  -0.2185
 H8K  N3   N  NR15  0  -0.530  -4.9582  -1.5098   0.2292
 H8K  N2   N  N     0  -0.280  -3.9288  -2.3592   0.1927
 H8K  C15  C  CR55  0   0.167  -2.8982  -1.5708  -0.0399
 H8K  C11  C  CR56  0   0.086  -1.4609  -1.7092  -0.2113
 H8K  C10  C  CR16  0  -0.305  -0.6110  -2.8014  -0.1968
 H8K  C9   C  CR16  0  -0.324   0.7496  -2.5900  -0.3997
 H8K  H4   H  HOH1  0   0.445   8.8995   2.1782   0.8574
 H8K  H1   H  HCH1  0   0.183   7.3927   0.5584   1.5696
 H8K  H11  H  HCH2  0   0.233   6.5611   2.8580   1.1942
 H8K  H12  H  HCH2  0   0.216   6.3573   2.5151  -0.5201
 H8K  H9   H  HCH2  0   0.213   4.9030   1.1223   1.7856
 H8K  H10  H  HCH2  0   0.235   4.1949   2.2759   0.6689
 H8K  H2   H  HCH1  0   0.212   4.5888   0.7573  -1.2188
 H8K  H8   H  HCH2  0   0.211   5.6831  -1.1913   0.8497
 H8K  H7   H  HCH2  0   0.239   5.4863  -1.5213  -0.8633
 H8K  H6   H  HCH2  0   0.216   7.1207   0.2403  -1.4441
 H8K  H5   H  HCH2  0   0.235   7.8387  -0.9334  -0.3485
 H8K  H13  H  HNH1  0   0.335   3.2335  -0.5035   1.0290
 H8K  H15  H  HCH2  0   0.235   2.8924  -0.7107  -1.8541
 H8K  H14  H  HCH2  0   0.216   3.2496  -2.0724  -0.8132
 H8K  H23  H  HCR6  0   0.241   0.7918   0.7786  -0.7777
 H8K  H19  H  HCH2  0   0.273  -1.8922   1.3766   0.3807
 H8K  H18  H  HCH2  0   0.273  -2.1095   1.1821  -1.3485
 H8K  H22  H  HCR5  0   0.265  -7.5791  -0.0759   0.5614
 H8K  H21  H  HCR5  0   0.293  -8.4401   2.4901   0.3196
 H8K  H20  H  HCR5  0   0.290  -4.4267   2.7061  -0.4738
 H8K  H3   H  HNR5  0   0.418  -5.8836  -1.8723   0.3964
 H8K  H17  H  HCR6  0   0.248  -0.9895  -3.8014  -0.0268
 H8K  H16  H  HCR6  0   0.249   1.4268  -3.4359  -0.3870

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
 H8K  O1   C1   single    1.414  0.020  1.414
 H8K  C6   C5   single    1.525  0.020  1.525
 H8K  C6   C1   single    1.524  0.020  1.524
 H8K  C5   C4   single    1.526  0.020  1.526
 H8K  C1   C2   single    1.520  0.020  1.520
 H8K  C4   N1   single    1.453  0.020  1.453
 H8K  C4   C3   single    1.532  0.020  1.532
 H8K  N2   N3   aromatic  1.335  0.020  1.335
 H8K  N2   C15  aromatic  1.318  0.020  1.318
 H8K  C10  C9   aromatic  1.392  0.020  1.392
 H8K  C10  C11  aromatic  1.384  0.020  1.384
 H8K  N1   C7   single    1.450  0.020  1.450
 H8K  C2   C3   single    1.526  0.020  1.526
 H8K  N3   C16  aromatic  1.360  0.020  1.360
 H8K  C9   C8   aromatic  1.392  0.020  1.392
 H8K  C15  C11  aromatic  1.454  0.020  1.454
 H8K  C15  C14  aromatic  1.400  0.020  1.400
 H8K  C11  C12  aromatic  1.408  0.020  1.408
 H8K  C16  C14  aromatic  1.376  0.020  1.376
 H8K  C16  C17  single    1.445  0.020  1.445
 H8K  C8   C7   single    1.506  0.020  1.506
 H8K  C8   C21  aromatic  1.398  0.020  1.398
 H8K  C14  C13  single    1.493  0.020  1.493
 H8K  C12  C21  aromatic  1.379  0.020  1.379
 H8K  C12  C13  single    1.520  0.020  1.520
 H8K  C18  C17  aromatic  1.360  0.020  1.360
 H8K  C18  O2   aromatic  1.343  0.020  1.343
 H8K  C17  C20  aromatic  1.435  0.020  1.435
 H8K  O2   C19  aromatic  1.348  0.020  1.348
 H8K  C20  C19  aromatic  1.351  0.020  1.351
 H8K  O1   H4   single    0.850  0.020  0.980
 H8K  C1   H1   single    0.970  0.020  1.090
 H8K  C6   H11  single    0.970  0.020  1.090
 H8K  C6   H12  single    0.970  0.020  1.090
 H8K  C5   H9   single    0.970  0.020  1.090
 H8K  C5   H10  single    0.970  0.020  1.090
 H8K  C4   H2   single    0.970  0.020  1.090
 H8K  C3   H8   single    0.970  0.020  1.090
 H8K  C3   H7   single    0.970  0.020  1.090
 H8K  C2   H6   single    0.970  0.020  1.090
 H8K  C2   H5   single    0.970  0.020  1.090
 H8K  N1   H13  single    0.890  0.020  1.040
 H8K  C7   H15  single    0.970  0.020  1.090
 H8K  C7   H14  single    0.970  0.020  1.090
 H8K  C21  H23  single    0.930  0.020  1.080
 H8K  C13  H19  single    0.970  0.020  1.090
 H8K  C13  H18  single    0.970  0.020  1.090
 H8K  C20  H22  single    0.930  0.020  1.080
 H8K  C19  H21  single    0.930  0.020  1.080
 H8K  C18  H20  single    0.930  0.020  1.080
 H8K  N3   H3   single    0.860  0.020  1.020
 H8K  C10  H17  single    0.930  0.020  1.080
 H8K  C9   H16  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
 H8K  H4   O1   C1   108.10  3.000
 H8K  H1   C1   C2   107.86  3.000
 H8K  H1   C1   C6   107.85  3.000
 H8K  C2   C1   C6   110.34  3.000
 H8K  H1   C1   O1   110.26  3.000
 H8K  C2   C1   O1   108.15  3.000
 H8K  C6   C1   O1   112.30  3.000
 H8K  H12  C6   H11  106.95  3.000
 H8K  H12  C6   C5   109.67  3.000
 H8K  H11  C6   C5   109.88  3.000
 H8K  H12  C6   C1   108.93  3.000
 H8K  H11  C6   C1   110.06  3.000
 H8K  C5   C6   C1   111.26  3.000
 H8K  H10  C5   H9   106.56  3.000
 H8K  H10  C5   C4   109.51  3.000
 H8K  H9   C5   C4   109.00  3.000
 H8K  H10  C5   C6   110.25  3.000
 H8K  H9   C5   C6   109.58  3.000
 H8K  C4   C5   C6   111.78  3.000
 H8K  H2   C4   N1   106.79  3.000
 H8K  H2   C4   C3   107.82  3.000
 H8K  N1   C4   C3   114.97  3.000
 H8K  H2   C4   C5   107.78  3.000
 H8K  C3   C4   C5   110.09  3.000
 H8K  N1   C4   C5   109.10  3.000
 H8K  H7   C3   H8   106.60  3.000
 H8K  H7   C3   C2   109.40  3.000
 H8K  H8   C3   C2   109.63  3.000
 H8K  H7   C3   C4   110.48  3.000
 H8K  H8   C3   C4   108.71  3.000
 H8K  C2   C3   C4   111.87  3.000
 H8K  H5   C2   H6   106.91  3.000
 H8K  H5   C2   C3   110.11  3.000
 H8K  H6   C2   C3   109.58  3.000
 H8K  H5   C2   C1   110.08  3.000
 H8K  H6   C2   C1   109.08  3.000
 H8K  C3   C2   C1   110.99  3.000
 H8K  H13  N1   C7   109.36  3.000
 H8K  H13  N1   C4   109.45  3.000
 H8K  C7   N1   C4   115.35  3.000
 H8K  H14  C7   H15  105.86  3.000
 H8K  H14  C7   C8   109.14  3.000
 H8K  H15  C7   C8   109.19  3.000
 H8K  H14  C7   N1   114.16  3.000
 H8K  H15  C7   N1   107.53  3.000
 H8K  C8   C7   N1   110.75  3.000
 H8K  C9   C8   C21  119.36  3.000
 H8K  C21  C8   C7   119.74  3.000
 H8K  C9   C8   C7   120.91  3.000
 H8K  H23  C21  C12  120.59  3.000
 H8K  H23  C21  C8   119.59  3.000
 H8K  C12  C21  C8   119.82  3.000
 H8K  C11  C12  C13  111.78  3.000
 H8K  C13  C12  C21  128.07  3.000
 H8K  C11  C12  C21  120.15  3.000
 H8K  H18  C13  H19  106.55  3.000
 H8K  H18  C13  C14  113.37  3.000
 H8K  H19  C13  C14  113.04  3.000
 H8K  H18  C13  C12  111.46  3.000
 H8K  H19  C13  C12  111.50  3.000
 H8K  C14  C13  C12  101.01  3.000
 H8K  C15  C14  C16  104.68  3.000
 H8K  C16  C14  C13  144.23  3.000
 H8K  C15  C14  C13  111.08  3.000
 H8K  N3   C16  C17  122.95  3.000
 H8K  C17  C16  C14  132.24  3.000
 H8K  N3   C16  C14  104.81  3.000
 H8K  C18  C17  C20  105.60  3.000
 H8K  C20  C17  C16  128.41  3.000
 H8K  C18  C17  C16  126.00  3.000
 H8K  H22  C20  C19  126.05  3.000
 H8K  H22  C20  C17  127.94  3.000
 H8K  C19  C20  C17  106.01  3.000
 H8K  H21  C19  O2   116.90  3.000
 H8K  H21  C19  C20  132.71  3.000
 H8K  O2   C19  C20  110.38  3.000
 H8K  C18  O2   C19  107.67  3.000
 H8K  H20  C18  O2   117.05  3.000
 H8K  H20  C18  C17  132.61  3.000
 H8K  O2   C18  C17  110.34  3.000
 H8K  H3   N3   N2   118.92  3.000
 H8K  H3   N3   C16  126.65  3.000
 H8K  N2   N3   C16  114.43  3.000
 H8K  C15  N2   N3   103.13  3.000
 H8K  C11  C15  N2   137.45  3.000
 H8K  C11  C15  C14  109.61  3.000
 H8K  N2   C15  C14  112.95  3.000
 H8K  C10  C11  C15  132.92  3.000
 H8K  C15  C11  C12  106.52  3.000
 H8K  C10  C11  C12  120.57  3.000
 H8K  H17  C10  C9   120.33  3.000
 H8K  H17  C10  C11  121.05  3.000
 H8K  C9   C10  C11  118.62  3.000
 H8K  H16  C9   C10  119.38  3.000
 H8K  H16  C9   C8   119.13  3.000
 H8K  C10  C9   C8   121.48  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
 H8K  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 H8K  CONST_02  C11  C12  C21  C8      0.00   0.0  0
 H8K  CONST_03  C10  C9   C8   C21     0.00   0.0  0
 H8K  CONST_04  C10  C11  C12  C21     0.00   0.0  0
 H8K  CONST_05  C15  C11  C12  C21   180.00   0.0  0
 H8K  CONST_06  C9   C10  C11  C12     0.00   0.0  0
 H8K  CONST_07  N2   C15  C11  C12   180.00   0.0  0
 H8K  CONST_08  C14  C15  C11  C12     0.00   0.0  0
 H8K  CONST_09  C9   C8   C21  C12     0.00   0.0  0
 H8K  CONST_10  N3   N2   C15  C14     0.00   0.0  0
 H8K  CONST_11  C10  C11  C15  C14   180.00   0.0  0
 H8K  CONST_12  N2   N3   C16  C14     0.00   0.0  0
 H8K  CONST_13  C18  C17  C16  C14     0.00   0.0  0
 H8K  CONST_14  C20  C17  C16  C14   180.00   0.0  0
 H8K  CONST_15  C15  N2   N3   C16     0.00   0.0  0
 H8K  CONST_16  N2   C15  C14  C16     0.00   0.0  0
 H8K  CONST_17  C11  C15  C14  C16   180.00   0.0  0
 H8K  CONST_18  O2   C18  C17  C16   180.00   0.0  0
 H8K  CONST_19  C19  C20  C17  C16   180.00   0.0  0
 H8K  CONST_20  N2   N3   C16  C17   180.00   0.0  0
 H8K  CONST_21  C15  C14  C16  C17   180.00   0.0  0
 H8K  CONST_22  C19  O2   C18  C17     0.00   0.0  0
 H8K  CONST_23  O2   C19  C20  C17     0.00   0.0  0
 H8K  CONST_24  N3   C16  C17  C20     0.00   0.0  0
 H8K  CONST_25  O2   C18  C17  C20     0.00   0.0  0
 H8K  CONST_26  C18  O2   C19  C20     0.00   0.0  0
 H8K  CONST_27  C18  C17  C20  C19     0.00   0.0  0
 H8K  CONST_28  N3   C16  C17  C18   180.00   0.0  0
 H8K  CONST_29  C11  C15  N2   N3    180.00   0.0  0
 H8K  CONST_30  C15  C14  C16  N3      0.00   0.0  0
 H8K  CONST_31  C10  C11  C15  N2      0.00   0.0  0
 H8K  CONST_32  C9   C10  C11  C15   180.00   0.0  0
 H8K  CONST_33  C17  C16  C14  C13     0.00   0.0  0
 H8K  CONST_34  C10  C9   C8   C7    180.00   0.0  0
 H8K  CONST_35  C12  C21  C8   C7    180.00   0.0  0
 H8K  CONST_36  H17  C10  C9   C8    180.00   0.0  0
 H8K  CONST_37  H16  C9   C8   C21   180.00   0.0  0
 H8K  CONST_38  H23  C21  C12  C13     0.00   0.0  0
 H8K  CONST_39  H3   N3   C16  C14   180.00   0.0  0
 H8K  CONST_40  H20  C18  C17  C16     0.00   0.0  0
 H8K  CONST_41  H22  C20  C17  C16     0.00   0.0  0
 H8K  CONST_42  H21  C19  C20  C17   180.00   0.0  0
 H8K  Var_01    C4   C5   C6   C1    -56.29  30.0  1
 H8K  Var_02    C4   C3   C2   C1     56.42  30.0  1
 H8K  Var_03    H19  C13  C12  C21   -59.59  30.0  1
 H8K  Var_04    C8   C7   N1   C4   -168.75  30.0  3
 H8K  Var_05    C9   C8   C7   N1   -125.91  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
 H8K  chir_01  C1  O1  C6  C2  negativ
 H8K  chir_02  C4  N1  C3  C5  positiv

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
 H8K  plan-1  C16  0.020
 H8K  plan-1  C17  0.020
 H8K  plan-1  C20  0.020
 H8K  plan-1  C19  0.020
 H8K  plan-1  O2   0.020
 H8K  plan-1  C18  0.020
 H8K  plan-1  H22  0.020
 H8K  plan-1  H21  0.020
 H8K  plan-1  H20  0.020
 H8K  plan-2  C7   0.020
 H8K  plan-2  C8   0.020
 H8K  plan-2  C21  0.020
 H8K  plan-2  C12  0.020
 H8K  plan-2  C13  0.020
 H8K  plan-2  C14  0.020
 H8K  plan-2  C16  0.020
 H8K  plan-2  C17  0.020
 H8K  plan-2  N3   0.020
 H8K  plan-2  N2   0.020
 H8K  plan-2  C15  0.020
 H8K  plan-2  C11  0.020
 H8K  plan-2  C10  0.020
 H8K  plan-2  C9   0.020
 H8K  plan-2  H23  0.020
 H8K  plan-2  H3   0.020
 H8K  plan-2  H17  0.020
 H8K  plan-2  H16  0.020

