# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 01:48:50 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 1-[5-chloro-4'-(2-hydroxypropan-2-yl)[1,1'-biphenyl]-3-yl]cyclobutane-1-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)c1ccc(cc1)c2cc(Cl)cc(c2)C3(CCC3)C(N)=N
#
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
 KQP  KQP  1-[5-chloro-4'-(2-hydroxypropan-2-yl)[1,1'-biphenyl]-3-yl]cyclobutane-1-carboximidamide  ligand  47  24  .  2021-08-12  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KQP
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
 KQP  C10   C   CR16  0  -0.306  -3.1575   0.8600   0.9944
 KQP  C13   C   CR6   0  -0.006   1.9384  -2.2184  -0.3315
 KQP  C15   C   CR16  0  -0.299   2.8718  -1.1997  -0.2191
 KQP  C17   C   CR16  0  -0.360   1.0682   0.3511   0.0575
 KQP  C20   C   C     0  -0.436   4.2496   1.4003   2.0295
 KQP  C21   C   C     0  -0.447   3.1514   2.1766   1.2877
 KQP  C22   C   C     0   0.398   3.4008   1.9427  -1.3062
 KQP  C02   C   CT    0   0.157  -5.5681   0.4602   0.2662
 KQP  C03   C   CH3   0  -0.661  -6.3206  -0.8054   0.6874
 KQP  C05   C   CR6   0   0.099  -4.0769   0.1797   0.2019
 KQP  C06   C   CR16  0  -0.287  -3.5889  -0.7883  -0.6757
 KQP  C07   C   CR16  0  -0.295  -2.2362  -1.0685  -0.7595
 KQP  C08   C   CR6   0   0.070  -1.3136  -0.3843   0.0329
 KQP  C09   C   CR16  0  -0.290  -1.8002   0.5824   0.9092
 KQP  C11   C   CR6   0   0.110   0.1311  -0.6725  -0.0551
 KQP  C12   C   CR16  0  -0.293   0.5799  -1.9789  -0.2497
 KQP  C16   C   CR6   0   0.217   2.4358   0.1036  -0.0122
 KQP  C18   C   C     0  -0.263   3.4010   1.2721   0.0551
 KQP  C19   C   C     0  -0.456   4.7874   0.9383   0.6680
 KQP  N23   N   N     0  -0.649   2.7534   3.0019  -1.6016
 KQP  N24   N   NH2   0  -0.799   4.1080   1.2684  -2.2504
 KQP  O04   O   OH1   0  -0.668  -5.7572   1.4743   1.2344
 KQP  H1    H   HCR6  0   0.257  -3.4876   1.6126   1.6957
 KQP  H2    H   HCR6  0   0.271   3.9252  -1.4307  -0.2955
 KQP  H3    H   HCR6  0   0.256   0.7188   1.3691   0.1796
 KQP  H4    H   H     0   0.242   4.9221   1.9716   2.6670
 KQP  H5    H   H     0   0.237   3.8394   0.5691   2.6041
 KQP  H6    H   H     0   0.248   2.1501   2.1871   1.7176
 KQP  H7    H   H     0   0.244   3.4567   3.2056   1.0917
 KQP  H8    H   HCH3  0   0.233  -7.1297   1.1916  -1.0500
 KQP  H9    H   HCH3  0   0.240  -5.5237   1.8413  -1.4118
 KQP  H10   H   HCH3  0   0.230  -5.9420   0.1884  -1.8685
 KQP  H11   H   HCH3  0   0.229  -6.1957  -1.6100  -0.0373
 KQP  H12   H   HCH3  0   0.238  -5.9688  -1.1649   1.6554
 KQP  H13   H   HCH3  0   0.232  -7.3916  -0.6037   0.7655
 KQP  H14   H   HCR6  0   0.253  -4.2691  -1.3351  -1.3171
 KQP  H15   H   HCR6  0   0.255  -1.8964  -1.8149  -1.4671
 KQP  H16   H   HCR6  0   0.251  -1.1159   1.1167   1.5569
 KQP  H17   H   HCR6  0   0.278  -0.1225  -2.7992  -0.3122
 KQP  H18   H   H     0   0.251   5.5482   1.6223   0.2879
 KQP  H19   H   H     0   0.251   5.1719  -0.0774   0.5821
 KQP  H20   H   H     0   0.332   2.2463   3.3468  -0.7947
 KQP  H21   H   HNH2  0   0.396   4.8453   0.6484  -1.9617
 KQP  H22   H   HNH2  0   0.384   4.2690   1.7322  -3.1298
 KQP  H23   H   HOH1  0   0.451  -6.6946   1.6924   1.2579
 KQP  CL14  CL  CL    0  -0.128   2.4946  -3.8443  -0.5706
 KQP  C01   C   CH3   0  -0.665  -6.0655   0.9484  -1.0976

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
 KQP  O04   C02  single    1.415  0.020  1.415
 KQP  C02   C03  single    1.532  0.020  1.532
 KQP  C02   C01  single    1.532  0.020  1.532
 KQP  C02   C05  single    1.519  0.020  1.519
 KQP  C10   C05  aromatic  1.391  0.020  1.391
 KQP  C10   C09  aromatic  1.388  0.020  1.388
 KQP  C05   C06  aromatic  1.395  0.020  1.395
 KQP  C09   C08  aromatic  1.392  0.020  1.392
 KQP  C08   C07  aromatic  1.395  0.020  1.395
 KQP  C08   C11  single    1.476  0.020  1.476
 KQP  C06   C07  aromatic  1.384  0.020  1.384
 KQP  C12   C11  aromatic  1.395  0.020  1.395
 KQP  C12   C13  aromatic  1.382  0.020  1.382
 KQP  C11   C17  aromatic  1.392  0.020  1.392
 KQP  CL14  C13  single    1.735  0.020  1.735
 KQP  C13   C15  aromatic  1.386  0.020  1.386
 KQP  C17   C16  aromatic  1.392  0.020  1.392
 KQP  N23   C22  double    1.276  0.020  1.276
 KQP  C15   C16  aromatic  1.390  0.020  1.390
 KQP  N24   C22  single    1.359  0.020  1.359
 KQP  C16   C18  single    1.517  0.020  1.517
 KQP  C22   C18  single    1.517  0.020  1.517
 KQP  C18   C21  single    1.549  0.020  1.549
 KQP  C18   C19  single    1.552  0.020  1.552
 KQP  C21   C20  single    1.536  0.020  1.536
 KQP  C19   C20  single    1.535  0.020  1.535
 KQP  C10   H1   single    0.930  0.020  1.080
 KQP  C15   H2   single    0.930  0.020  1.080
 KQP  C17   H3   single    0.930  0.020  1.080
 KQP  C20   H4   single    0.970  0.020  1.090
 KQP  C20   H5   single    0.970  0.020  1.090
 KQP  C21   H6   single    0.970  0.020  1.090
 KQP  C21   H7   single    0.970  0.020  1.090
 KQP  C01   H8   single    0.970  0.020  1.090
 KQP  C01   H9   single    0.970  0.020  1.090
 KQP  C01   H10  single    0.970  0.020  1.090
 KQP  C03   H11  single    0.970  0.020  1.090
 KQP  C03   H12  single    0.970  0.020  1.090
 KQP  C03   H13  single    0.970  0.020  1.090
 KQP  C06   H14  single    0.930  0.020  1.080
 KQP  C07   H15  single    0.930  0.020  1.080
 KQP  C09   H16  single    0.930  0.020  1.080
 KQP  C12   H17  single    0.930  0.020  1.080
 KQP  C19   H18  single    0.970  0.020  1.090
 KQP  C19   H19  single    0.970  0.020  1.090
 KQP  N23   H20  single    0.890  0.020  1.040
 KQP  N24   H21  single    0.890  0.020  1.040
 KQP  N24   H22  single    0.890  0.020  1.040
 KQP  O04   H23  single    0.850  0.020  0.980

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
 KQP  H1    C10  C09  118.56  3.000
 KQP  H1    C10  C05  120.56  3.000
 KQP  C09   C10  C05  120.88  3.000
 KQP  CL14  C13  C12  119.06  3.000
 KQP  CL14  C13  C15  118.95  3.000
 KQP  C12   C13  C15  121.99  3.000
 KQP  H2    C15  C16  121.11  3.000
 KQP  H2    C15  C13  119.55  3.000
 KQP  C16   C15  C13  119.34  3.000
 KQP  H3    C17  C16  119.33  3.000
 KQP  H3    C17  C11  118.88  3.000
 KQP  C16   C17  C11  121.78  3.000
 KQP  H5    C20  H4   108.88  3.000
 KQP  H5    C20  C19  111.70  3.000
 KQP  H4    C20  C19  117.45  3.000
 KQP  H5    C20  C21  111.77  3.000
 KQP  H4    C20  C21  117.34  3.000
 KQP  C19   C20  C21   88.53  3.000
 KQP  H7    C21  H6   108.59  3.000
 KQP  H7    C21  C18  111.27  3.000
 KQP  H6    C21  C18  117.88  3.000
 KQP  H7    C21  C20  111.31  3.000
 KQP  H6    C21  C20  118.12  3.000
 KQP  C18   C21  C20   88.51  3.000
 KQP  N24   C22  N23  121.00  3.000
 KQP  N24   C22  C18  113.83  3.000
 KQP  N23   C22  C18  125.07  3.000
 KQP  O04   C02  C05  107.02  3.000
 KQP  C05   C02  C03  109.97  3.000
 KQP  O04   C02  C03  109.79  3.000
 KQP  C05   C02  C01  109.88  3.000
 KQP  C03   C02  C01  110.41  3.000
 KQP  O04   C02  C01  109.72  3.000
 KQP  H13   C03  H12  108.27  3.000
 KQP  H13   C03  H11  107.22  3.000
 KQP  H12   C03  H11  108.05  3.000
 KQP  H13   C03  C02  110.41  3.000
 KQP  H12   C03  C02  110.97  3.000
 KQP  H11   C03  C02  111.77  3.000
 KQP  C06   C05  C02  119.89  3.000
 KQP  C06   C05  C10  117.81  3.000
 KQP  C02   C05  C10  122.30  3.000
 KQP  H14   C06  C07  118.41  3.000
 KQP  H14   C06  C05  120.21  3.000
 KQP  C07   C06  C05  121.37  3.000
 KQP  H15   C07  C08  120.10  3.000
 KQP  H15   C07  C06  119.06  3.000
 KQP  C08   C07  C06  120.83  3.000
 KQP  C11   C08  C09  121.01  3.000
 KQP  C11   C08  C07  121.17  3.000
 KQP  C09   C08  C07  117.82  3.000
 KQP  H16   C09  C08  119.87  3.000
 KQP  H16   C09  C10  118.84  3.000
 KQP  C08   C09  C10  121.28  3.000
 KQP  C12   C11  C08  120.41  3.000
 KQP  C12   C11  C17  118.90  3.000
 KQP  C08   C11  C17  120.69  3.000
 KQP  H17   C12  C11  120.62  3.000
 KQP  H17   C12  C13  120.23  3.000
 KQP  C11   C12  C13  119.13  3.000
 KQP  C18   C16  C17  119.08  3.000
 KQP  C18   C16  C15  121.96  3.000
 KQP  C17   C16  C15  118.85  3.000
 KQP  C19   C18  C16  114.84  3.000
 KQP  C19   C18  C22  116.70  3.000
 KQP  C16   C18  C22  107.49  3.000
 KQP  C19   C18  C21   87.44  3.000
 KQP  C22   C18  C21  117.11  3.000
 KQP  C16   C18  C21  112.49  3.000
 KQP  H19   C19  H18  108.11  3.000
 KQP  H19   C19  C18  118.99  3.000
 KQP  H18   C19  C18  110.51  3.000
 KQP  H19   C19  C20  118.31  3.000
 KQP  H18   C19  C20  111.38  3.000
 KQP  C18   C19  C20   88.43  3.000
 KQP  H20   N23  C22  110.61  3.000
 KQP  H22   N24  H21  114.66  3.000
 KQP  H22   N24  C22  117.48  3.000
 KQP  H21   N24  C22  119.21  3.000
 KQP  H23   O04  C02  108.01  3.000
 KQP  H10   C01  H9   108.12  3.000
 KQP  H10   C01  H8   107.24  3.000
 KQP  H9    C01  H8   108.31  3.000
 KQP  H10   C01  C02  111.77  3.000
 KQP  H9    C01  C02  110.86  3.000
 KQP  H8    C01  C02  110.39  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
 KQP  CONST_01  C07   C06  C05  C10     0.00   0.0  0
 KQP  CONST_02  C07   C08  C09  C10     0.00   0.0  0
 KQP  CONST_03  C11   C08  C09  C10   180.00   0.0  0
 KQP  CONST_04  C08   C11  C12  C13   180.00   0.0  0
 KQP  CONST_05  C17   C11  C12  C13     0.00   0.0  0
 KQP  CONST_06  C17   C16  C15  C13     0.00   0.0  0
 KQP  CONST_07  C11   C12  C13  C15     0.00   0.0  0
 KQP  CONST_08  C11   C17  C16  C15     0.00   0.0  0
 KQP  CONST_11  C08   C09  C10  C05     0.00   0.0  0
 KQP  CONST_12  C08   C07  C06  C05     0.00   0.0  0
 KQP  CONST_13  C09   C10  C05  C06     0.00   0.0  0
 KQP  CONST_14  C09   C08  C07  C06     0.00   0.0  0
 KQP  CONST_15  C11   C08  C07  C06   180.00   0.0  0
 KQP  CONST_17  C16   C17  C11  C08   180.00   0.0  0
 KQP  CONST_19  C16   C17  C11  C12     0.00   0.0  0
 KQP  CONST_20  C16   C15  C13  C12     0.00   0.0  0
 KQP  CONST_21  C18   C16  C15  C13   180.00   0.0  0
 KQP  CONST_22  C18   C16  C17  C11   180.00   0.0  0
 KQP  CONST_23  C09   C10  C05  C02   180.00   0.0  0
 KQP  CONST_24  C07   C06  C05  C02   180.00   0.0  0
 KQP  CONST_25  CL14  C13  C12  C11   180.00   0.0  0
 KQP  CONST_26  CL14  C13  C15  C16   180.00   0.0  0
 KQP  CONST_27  H14   C06  C05  C10   180.00   0.0  0
 KQP  CONST_28  H17   C12  C13  C15   180.00   0.0  0
 KQP  CONST_29  H3    C17  C16  C15   180.00   0.0  0
 KQP  CONST_30  H2    C15  C16  C17   180.00   0.0  0
 KQP  CONST_31  H16   C09  C10  C05   180.00   0.0  0
 KQP  CONST_32  H15   C07  C06  C05   180.00   0.0  0
 KQP  CONST_33  H1    C10  C05  C06   180.00   0.0  0
 KQP  CONST_34  H20   N23  C22  C18     0.00   0.0  0
 KQP  CONST_36  H22   N24  C22  C18   180.00   0.0  0
 KQP  Var_01    C18   C19  C20  C21   -20.04  30.0  1
 KQP  Var_02    O04   C02  C05  C10    -0.17  30.0  2
 KQP  Var_03    H11   C03  C02  C05   -62.45  30.0  3
 KQP  Var_04    H8    C01  C02  C05  -177.70  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
 KQP  chir_01  C18  C16  C21  C19  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
 KQP  plan-1  C10   0.020
 KQP  plan-1  C02   0.020
 KQP  plan-1  C05   0.020
 KQP  plan-1  C06   0.020
 KQP  plan-1  C07   0.020
 KQP  plan-1  C08   0.020
 KQP  plan-1  C09   0.020
 KQP  plan-1  C11   0.020
 KQP  plan-1  H1    0.020
 KQP  plan-1  H14   0.020
 KQP  plan-1  H15   0.020
 KQP  plan-1  H16   0.020
 KQP  plan-2  C13   0.020
 KQP  plan-2  C15   0.020
 KQP  plan-2  C17   0.020
 KQP  plan-2  C08   0.020
 KQP  plan-2  C11   0.020
 KQP  plan-2  C12   0.020
 KQP  plan-2  C16   0.020
 KQP  plan-2  C18   0.020
 KQP  plan-2  H2    0.020
 KQP  plan-2  H3    0.020
 KQP  plan-2  H17   0.020
 KQP  plan-2  CL14  0.020
 KQP  plan-3  C22   0.020
 KQP  plan-3  C18   0.020
 KQP  plan-3  N23   0.020
 KQP  plan-3  N24   0.020
 KQP  plan-3  H20   0.020
 KQP  plan-3  H21   0.020
 KQP  plan-3  H22   0.020

