# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 03:08:02 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 3-chloro-N-{4-[1-(propylcarbamoyl)cyclobutyl]phenyl}benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCNC(=O)C1(CCC1)c2ccc(NC(=O)c3cccc(Cl)c3)cc2
#
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
 QPV  QPV  3-chloro-N-{4-[1-(propylcarbamoyl)cyclobutyl]phenyl}benzamide  ligand  49  26  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_QPV
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
 QPV  C2   C   C     0   0.591  -4.5452  -0.0278  -0.5113
 QPV  C4   C   CH2   0  -0.232  -5.2829   1.9993   0.6572
 QPV  C5   C   CH2   0  -0.477  -5.1172   2.6211   2.0345
 QPV  C6   C   CH3   0  -0.663  -5.7693   3.9931   2.1154
 QPV  C7   C   C     0  -0.279  -3.7886  -1.3502  -0.3613
 QPV  C8   C   C     0  -0.445  -4.3592  -2.2666   0.7532
 QPV  C11  C   CR6   0   0.146  -2.3201  -1.0188  -0.3437
 QPV  C12  C   CR16  0  -0.318  -1.5862  -0.9766   0.8368
 QPV  C16  C   C     0   0.530   2.6702   0.1901  -1.2653
 QPV  C18  C   CR6   0  -0.043   4.0529   0.5267  -0.8017
 QPV  C19  C   CR16  0  -0.256   5.1206   0.1773  -1.6243
 QPV  C21  C   CR16  0  -0.209   6.6669   1.1532  -0.0565
 QPV  C24  C   CR16  0  -0.254   4.2918   1.2081   0.3889
 QPV  O1   O   O     0  -0.490  -4.9432   0.3773  -1.5942
 QPV  N3   N   NH1   0  -0.633  -4.6795   0.6827   0.6159
 QPV  C9   C   C     0  -0.450  -5.2029  -2.9784  -0.3169
 QPV  C10  C   C     0  -0.418  -4.2653  -2.4005  -1.3890
 QPV  C13  C   CR16  0  -0.337  -0.2404  -0.6546   0.8265
 QPV  C14  C   CR6   0   0.367   0.4165  -0.3609  -0.3694
 QPV  N15  N   NH1   0  -0.756   1.7783  -0.0503  -0.2750
 QPV  O17  O   O     0  -0.457   2.4101   0.1316  -2.4542
 QPV  C20  C   CR16  0  -0.247   6.4177   0.4811  -1.2449
 QPV  C22  C   CR6   0  -0.023   5.5954   1.5147   0.7441
 QPV  CL   CL  CL    0  -0.117   5.8859   2.3788   2.2164
 QPV  C25  C   CR16  0  -0.297  -0.3115  -0.3906  -1.5596
 QPV  C26  C   CR16  0  -0.283  -1.6597  -0.7147  -1.5296
 QPV  H1   H   HCH2  0   0.229  -6.3464   1.9354   0.4065
 QPV  H2   H   HCH2  0   0.231  -4.8172   2.6385  -0.0975
 QPV  H3   H   HCH2  0   0.231  -5.5586   1.9606   2.7867
 QPV  H4   H   HCH2  0   0.232  -4.0527   2.7008   2.2713
 QPV  H5   H   HCH3  0   0.223  -5.3251   4.6873   1.4004
 QPV  H6   H   HCH3  0   0.223  -6.8378   3.9355   1.9021
 QPV  H7   H   HCH3  0   0.235  -5.6524   4.4228   3.1099
 QPV  H8   H   H     0   0.245  -3.5842  -2.9208   1.1546
 QPV  H9   H   H     0   0.241  -4.8835  -1.8081   1.5921
 QPV  H10  H   HCR6  0   0.257  -2.0572  -1.2066   1.7849
 QPV  H11  H   HCR6  0   0.270   4.9379  -0.3422  -2.5549
 QPV  H12  H   HCR6  0   0.289   7.6791   1.3940   0.2375
 QPV  H13  H   HCR6  0   0.286   3.4801   1.5307   1.0282
 QPV  H14  H   HNH1  0   0.397  -4.3560   0.2898   1.4847
 QPV  H15  H   H     0   0.239  -5.2773  -4.0629  -0.2488
 QPV  H16  H   H     0   0.235  -6.2102  -2.5659  -0.3859
 QPV  H17  H   H     0   0.241  -4.7010  -2.0306  -2.3156
 QPV  H18  H   H     0   0.238  -3.4576  -3.0921  -1.6313
 QPV  H19  H   HCR6  0   0.271   0.3092  -0.6338   1.7606
 QPV  H20  H   HNH1  0   0.424   2.1436  -0.0819   0.6649
 QPV  H21  H   HCR6  0   0.277   7.2471   0.1963  -1.8780
 QPV  H22  H   HCR6  0   0.281   0.1544  -0.1694  -2.5050
 QPV  H23  H   HCR6  0   0.254  -2.2049  -0.7354  -2.4658

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
 QPV  C10  C9   single    1.537  0.020  1.537
 QPV  C10  C7   single    1.545  0.020  1.545
 QPV  C9   C8   single    1.537  0.020  1.537
 QPV  O1   C2   double    1.223  0.020  1.223
 QPV  C8   C7   single    1.552  0.020  1.552
 QPV  C2   C7   single    1.531  0.020  1.531
 QPV  C2   N3   single    1.339  0.020  1.339
 QPV  C7   C11  single    1.506  0.020  1.506
 QPV  N3   C4   single    1.449  0.020  1.449
 QPV  C4   C5   single    1.520  0.020  1.520
 QPV  C12  C11  aromatic  1.391  0.020  1.391
 QPV  C12  C13  aromatic  1.384  0.020  1.384
 QPV  C11  C26  aromatic  1.391  0.020  1.391
 QPV  C6   C5   single    1.521  0.020  1.521
 QPV  C13  C14  aromatic  1.396  0.020  1.396
 QPV  C26  C25  aromatic  1.387  0.020  1.387
 QPV  C14  C25  aromatic  1.396  0.020  1.396
 QPV  C14  N15  single    1.400  0.020  1.400
 QPV  O17  C16  double    1.218  0.020  1.218
 QPV  C16  N15  single    1.354  0.020  1.354
 QPV  C16  C18  single    1.497  0.020  1.497
 QPV  C18  C19  aromatic  1.392  0.020  1.392
 QPV  C18  C24  aromatic  1.392  0.020  1.392
 QPV  C19  C20  aromatic  1.385  0.020  1.385
 QPV  C24  C22  aromatic  1.385  0.020  1.385
 QPV  C20  C21  aromatic  1.388  0.020  1.388
 QPV  C22  C21  aromatic  1.386  0.020  1.386
 QPV  C22  CL   single    1.732  0.020  1.732
 QPV  C4   H1   single    0.970  0.020  1.090
 QPV  C4   H2   single    0.970  0.020  1.090
 QPV  C5   H3   single    0.970  0.020  1.090
 QPV  C5   H4   single    0.970  0.020  1.090
 QPV  C6   H5   single    0.970  0.020  1.090
 QPV  C6   H6   single    0.970  0.020  1.090
 QPV  C6   H7   single    0.970  0.020  1.090
 QPV  C8   H8   single    0.970  0.020  1.090
 QPV  C8   H9   single    0.970  0.020  1.090
 QPV  C12  H10  single    0.930  0.020  1.080
 QPV  C19  H11  single    0.930  0.020  1.080
 QPV  C21  H12  single    0.930  0.020  1.080
 QPV  C24  H13  single    0.930  0.020  1.080
 QPV  N3   H14  single    0.860  0.020  1.020
 QPV  C9   H15  single    0.970  0.020  1.090
 QPV  C9   H16  single    0.970  0.020  1.090
 QPV  C10  H17  single    0.970  0.020  1.090
 QPV  C10  H18  single    0.970  0.020  1.090
 QPV  C13  H19  single    0.930  0.020  1.080
 QPV  N15  H20  single    0.860  0.020  1.020
 QPV  C20  H21  single    0.930  0.020  1.080
 QPV  C25  H22  single    0.930  0.020  1.080
 QPV  C26  H23  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
 QPV  N3   C2   O1   122.48  3.000
 QPV  N3   C2   C7   115.18  3.000
 QPV  O1   C2   C7   122.26  3.000
 QPV  H2   C4   H1   106.85  3.000
 QPV  H2   C4   N3   109.52  3.000
 QPV  H1   C4   N3   110.18  3.000
 QPV  H2   C4   C5   109.87  3.000
 QPV  H1   C4   C5   109.72  3.000
 QPV  N3   C4   C5   110.62  3.000
 QPV  H4   C5   H3   106.73  3.000
 QPV  H4   C5   C6   109.88  3.000
 QPV  H3   C5   C6   109.57  3.000
 QPV  H4   C5   C4   109.40  3.000
 QPV  H3   C5   C4   109.39  3.000
 QPV  C6   C5   C4   111.74  3.000
 QPV  H7   C6   H6   107.71  3.000
 QPV  H7   C6   H5   107.67  3.000
 QPV  H6   C6   H5   107.70  3.000
 QPV  H7   C6   C5   110.99  3.000
 QPV  H6   C6   C5   111.21  3.000
 QPV  H5   C6   C5   111.38  3.000
 QPV  C10  C7   C11  117.29  3.000
 QPV  C11  C7   C8   118.71  3.000
 QPV  C10  C7   C8    87.87  3.000
 QPV  C11  C7   C2   107.04  3.000
 QPV  C8   C7   C2   113.50  3.000
 QPV  C10  C7   C2   111.69  3.000
 QPV  H9   C8   H8   108.10  3.000
 QPV  H9   C8   C9   117.80  3.000
 QPV  H8   C8   C9   111.62  3.000
 QPV  H9   C8   C7   118.76  3.000
 QPV  H8   C8   C7   110.93  3.000
 QPV  C9   C8   C7    88.58  3.000
 QPV  C26  C11  C12  117.81  3.000
 QPV  C26  C11  C7   120.08  3.000
 QPV  C12  C11  C7   122.09  3.000
 QPV  H10  C12  C13  118.60  3.000
 QPV  H10  C12  C11  120.46  3.000
 QPV  C13  C12  C11  120.93  3.000
 QPV  O17  C16  N15  124.36  3.000
 QPV  N15  C16  C18  114.95  3.000
 QPV  O17  C16  C18  120.68  3.000
 QPV  C24  C18  C19  119.76  3.000
 QPV  C24  C18  C16  122.23  3.000
 QPV  C19  C18  C16  117.97  3.000
 QPV  H11  C19  C20  119.95  3.000
 QPV  H11  C19  C18  119.96  3.000
 QPV  C20  C19  C18  120.08  3.000
 QPV  H12  C21  C22  120.58  3.000
 QPV  H12  C21  C20  120.58  3.000
 QPV  C22  C21  C20  118.83  3.000
 QPV  H13  C24  C22  119.22  3.000
 QPV  H13  C24  C18  121.48  3.000
 QPV  C22  C24  C18  119.27  3.000
 QPV  H14  N3   C4   117.63  3.000
 QPV  H14  N3   C2   119.14  3.000
 QPV  C4   N3   C2   123.22  3.000
 QPV  H16  C9   H15  108.51  3.000
 QPV  H16  C9   C10  112.15  3.000
 QPV  H15  C9   C10  117.37  3.000
 QPV  H16  C9   C8   112.07  3.000
 QPV  H15  C9   C8   117.06  3.000
 QPV  C10  C9   C8    88.67  3.000
 QPV  H18  C10  H17  108.84  3.000
 QPV  H18  C10  C9   111.61  3.000
 QPV  H17  C10  C9   118.51  3.000
 QPV  H18  C10  C7   110.51  3.000
 QPV  H17  C10  C7   117.30  3.000
 QPV  C9   C10  C7    88.84  3.000
 QPV  H19  C13  C14  119.71  3.000
 QPV  H19  C13  C12  119.42  3.000
 QPV  C14  C13  C12  120.87  3.000
 QPV  C25  C14  N15  124.73  3.000
 QPV  N15  C14  C13  116.54  3.000
 QPV  C25  C14  C13  118.74  3.000
 QPV  H20  N15  C14  114.08  3.000
 QPV  H20  N15  C16  116.64  3.000
 QPV  C14  N15  C16  129.10  3.000
 QPV  H21  C20  C21  119.41  3.000
 QPV  H21  C20  C19  120.00  3.000
 QPV  C21  C20  C19  120.59  3.000
 QPV  CL   C22  C24  119.09  3.000
 QPV  CL   C22  C21  119.45  3.000
 QPV  C24  C22  C21  121.46  3.000
 QPV  H22  C25  C26  119.18  3.000
 QPV  H22  C25  C14  121.24  3.000
 QPV  C26  C25  C14  119.57  3.000
 QPV  H23  C26  C25  118.35  3.000
 QPV  H23  C26  C11  119.57  3.000
 QPV  C25  C26  C11  122.08  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
 QPV  CONST_01  C14  C13  C12  C11     0.00   0.0  0
 QPV  CONST_02  C14  C25  C26  C11     0.00   0.0  0
 QPV  CONST_03  C25  C26  C11  C12     0.00   0.0  0
 QPV  CONST_04  C25  C14  C13  C12     0.00   0.0  0
 QPV  CONST_05  C21  C20  C19  C18     0.00   0.0  0
 QPV  CONST_06  C21  C22  C24  C18     0.00   0.0  0
 QPV  CONST_07  C22  C24  C18  C19     0.00   0.0  0
 QPV  CONST_08  C22  C21  C20  C19     0.00   0.0  0
 QPV  CONST_09  C20  C19  C18  C24     0.00   0.0  0
 QPV  CONST_10  C20  C21  C22  C24     0.00   0.0  0
 QPV  CONST_11  C26  C11  C12  C13     0.00   0.0  0
 QPV  CONST_12  C26  C25  C14  C13     0.00   0.0  0
 QPV  CONST_13  C13  C12  C11  C7    180.00   0.0  0
 QPV  CONST_14  C25  C26  C11  C7    180.00   0.0  0
 QPV  CONST_15  N15  C14  C13  C12   180.00   0.0  0
 QPV  CONST_16  C20  C19  C18  C16   180.00   0.0  0
 QPV  CONST_17  C22  C24  C18  C16   180.00   0.0  0
 QPV  CONST_18  CL   C22  C24  C18   180.00   0.0  0
 QPV  CONST_19  C26  C25  C14  N15   180.00   0.0  0
 QPV  CONST_20  CL   C22  C21  C20   180.00   0.0  0
 QPV  CONST_21  H10  C12  C11  C7      0.00   0.0  0
 QPV  CONST_22  H23  C26  C11  C7      0.00   0.0  0
 QPV  CONST_23  H19  C13  C12  C11   180.00   0.0  0
 QPV  CONST_24  H22  C25  C26  C11   180.00   0.0  0
 QPV  CONST_25  H21  C20  C19  C18   180.00   0.0  0
 QPV  CONST_26  H13  C24  C18  C19   180.00   0.0  0
 QPV  CONST_27  H12  C21  C20  C19   180.00   0.0  0
 QPV  CONST_28  H11  C19  C20  C21   180.00   0.0  0
 QPV  CONST_29  C14  N15  C16  C18   180.00   0.0  0
 QPV  CONST_30  C13  C14  N15  C16   180.00   0.0  0
 QPV  CONST_31  C25  C14  N15  C16     0.00   0.0  0
 QPV  CONST_32  H20  N15  C14  C13     0.00   0.0  0
 QPV  CONST_33  C7   C2   N3   C4    180.00   0.0  0
 QPV  CONST_34  O17  C16  N15  C14     0.00   0.0  0
 QPV  CONST_35  H14  N3   C2   C7      0.00   0.0  0
 QPV  CONST_36  O1   C2   N3   C4      0.00   0.0  0
 QPV  Var_01    C8   C9   C10  C7    -18.54  30.0  1
 QPV  Var_02    O17  C16  C18  C19   -29.03  30.0  2
 QPV  Var_03    C5   C4   N3   C2   -172.19  30.0  3
 QPV  Var_04    N3   C4   C5   C6   -178.74  30.0  2
 QPV  Var_05    H5   C6   C5   C4    -60.64  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
 QPV  chir_01  C7  C8  C10  C11  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
 QPV  plan-1  C7   0.020
 QPV  plan-1  C11  0.020
 QPV  plan-1  C12  0.020
 QPV  plan-1  C13  0.020
 QPV  plan-1  C14  0.020
 QPV  plan-1  N15  0.020
 QPV  plan-1  C25  0.020
 QPV  plan-1  C26  0.020
 QPV  plan-1  H10  0.020
 QPV  plan-1  H19  0.020
 QPV  plan-1  H22  0.020
 QPV  plan-1  H23  0.020
 QPV  plan-2  C16  0.020
 QPV  plan-2  C18  0.020
 QPV  plan-2  C19  0.020
 QPV  plan-2  C21  0.020
 QPV  plan-2  C24  0.020
 QPV  plan-2  C20  0.020
 QPV  plan-2  C22  0.020
 QPV  plan-2  CL   0.020
 QPV  plan-2  H11  0.020
 QPV  plan-2  H12  0.020
 QPV  plan-2  H13  0.020
 QPV  plan-2  H21  0.020
 QPV  plan-3  C16  0.020
 QPV  plan-3  C18  0.020
 QPV  plan-3  C14  0.020
 QPV  plan-3  N15  0.020
 QPV  plan-3  O17  0.020
 QPV  plan-3  H20  0.020
 QPV  plan-4  C2   0.020
 QPV  plan-4  C4   0.020
 QPV  plan-4  C7   0.020
 QPV  plan-4  O1   0.020
 QPV  plan-4  N3   0.020
 QPV  plan-4  H14  0.020

