# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 08:54:59 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 4-chloro-3-[1-(2-chloro-6-fluorobenzoyl)-1,2,3,4-tetrahydroquinolin-6-yl]-N-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccc(Cl)c(c1)c2ccc3N(CCCc3c2)C(=O)c4c(F)cccc4Cl
#
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
 4P1  4P1  4-chloro-3-[1-(2-chloro-6-fluorobenzoyl)-1,2,3,4-tetrahydroquinolin-6-yl]-N-methylbenzamide  ligand  50  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4P1
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
 4P1  C1   C   C     0   0.514  -3.1245   0.3566   0.5984
 4P1  C2   C   CR6   0  -0.262  -4.5857   0.5572   0.3110
 4P1  C3   C   CR6   0   0.578  -5.0532   1.7978  -0.0873
 4P1  C7   C   CR6   0  -0.032  -5.5305  -0.4295   0.5622
 4P1  C10  C   CH2   0  -0.490  -0.9985  -1.8672  -2.0747
 4P1  C11  C   CR6   0   0.315  -0.9221  -0.0354  -0.3065
 4P1  C12  C   CR6   0   0.069  -0.2761  -1.0221  -1.0566
 4P1  C13  C   CR16  0  -0.340   1.0957  -1.1887  -0.8955
 4P1  C14  C   CR16  0  -0.263  -0.1819   0.7875   0.5420
 4P1  C15  C   CR16  0  -0.311   1.1804   0.6030   0.6824
 4P1  C16  C   CR6   0   0.072   1.8368  -0.4023  -0.0250
 4P1  C19  C   CR16  0  -0.176   5.2684  -1.8901   0.6397
 4P1  C20  C   CR16  0  -0.314   6.0811  -0.8049   0.3612
 4P1  C21  C   CR6   0   0.006   5.5217   0.4067  -0.0336
 4P1  C22  C   C     0   0.527   6.3408   1.6128  -0.3719
 4P1  C24  C   CR16  0  -0.342   4.1412   0.4985  -0.1629
 4P1  C4   C   CR16  0  -0.401  -6.3939   2.0768  -0.2501
 4P1  C5   C   CR16  0  -0.247  -7.3082   1.0649   0.0028
 4P1  C6   C   CR16  0  -0.223  -6.8863  -0.1939   0.4059
 4P1  O2   O   O     0  -0.490   5.9142   2.4714  -1.1339
 4P1  N2   N   NH1   0  -0.639   7.5469   1.6950   0.2036
 4P1  C23  C   CH3   0  -0.514   8.4403   2.8022  -0.0457
 4P1  C18  C   CR6   0  -0.132   3.8924  -1.7689   0.5221
 4P1  CL2  CL  CL    0  -0.114   2.9184  -3.1395   0.9309
 4P1  C17  C   CR6   0   0.183   3.2982  -0.5739   0.1142
 4P1  C9   C   CH2   0  -0.446  -2.5076  -1.6673  -2.0646
 4P1  C8   C   CH2   0  -0.337  -2.8320  -0.2102  -1.7899
 4P1  N1   N   NT    0  -0.549  -2.3173   0.1507  -0.4713
 4P1  O1   O   O     0  -0.436  -2.7441   0.4101   1.7512
 4P1  F    F   F     0  -0.297  -4.1464   2.7532  -0.3285
 4P1  CL1  CL  CL    0  -0.096  -4.9892  -1.9972   1.0506
 4P1  H1   H   HCH2  0   0.259  -0.6059  -1.6070  -3.0622
 4P1  H2   H   HCH2  0   0.264  -0.7514  -2.9194  -1.9211
 4P1  H3   H   HCR6  0   0.253   1.5921  -1.9509  -1.4853
 4P1  H4   H   HCR6  0   0.269  -0.6594   1.5876   1.0870
 4P1  H5   H   HCR6  0   0.259   1.7357   1.2466   1.3529
 4P1  H6   H   HCR6  0   0.288   5.7062  -2.8287   0.9495
 4P1  H7   H   HCR6  0   0.270   7.1526  -0.9338   0.4401
 4P1  H8   H   HCR6  0   0.266   3.7005   1.4288  -0.4975
 4P1  H9   H   HCR6  0   0.294  -6.7145   3.0598  -0.5670
 4P1  H10  H   HCR6  0   0.287  -8.3649   1.2584  -0.1182
 4P1  H11  H   HCR6  0   0.291  -7.6032  -0.9797   0.5975
 4P1  H12  H   HNH1  0   0.412   7.8135   1.0284   0.9073
 4P1  H13  H   HCH3  0   0.242   8.6589   2.9031  -1.1083
 4P1  H14  H   HCH3  0   0.239   8.0281   3.7469   0.3115
 4P1  H15  H   HCH3  0   0.252   9.3722   2.6133   0.4791
 4P1  H16  H   HCH2  0   0.256  -2.9347  -1.9687  -3.0215
 4P1  H17  H   HCH2  0   0.235  -2.9778  -2.2841  -1.2957
 4P1  H18  H   HCH2  0   0.267  -2.3689   0.4400  -2.5355
 4P1  H19  H   HCH2  0   0.282  -3.9036  -0.0355  -1.8302

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
 4P1  C23  N2   single    1.444  0.020  1.444
 4P1  N2   C22  single    1.339  0.020  1.339
 4P1  C22  O2   double    1.225  0.020  1.225
 4P1  C22  C21  single    1.497  0.020  1.497
 4P1  C20  C21  aromatic  1.392  0.020  1.392
 4P1  C20  C19  aromatic  1.384  0.020  1.384
 4P1  C21  C24  aromatic  1.390  0.020  1.390
 4P1  C19  C18  aromatic  1.386  0.020  1.386
 4P1  C24  C17  aromatic  1.392  0.020  1.392
 4P1  C18  C17  aromatic  1.395  0.020  1.395
 4P1  C18  CL2  single    1.730  0.020  1.730
 4P1  C17  C16  single    1.478  0.020  1.478
 4P1  C16  C15  aromatic  1.393  0.020  1.393
 4P1  C16  C13  aromatic  1.388  0.020  1.388
 4P1  C15  C14  aromatic  1.382  0.020  1.382
 4P1  C13  C12  aromatic  1.391  0.020  1.391
 4P1  C14  C11  aromatic  1.395  0.020  1.395
 4P1  C12  C11  aromatic  1.398  0.020  1.398
 4P1  C12  C10  single    1.508  0.020  1.508
 4P1  C11  N1   single    1.417  0.020  1.417
 4P1  C10  C9   single    1.522  0.020  1.522
 4P1  N1   C1   single    1.356  0.020  1.356
 4P1  N1   C8   single    1.461  0.020  1.461
 4P1  C1   O1   double    1.215  0.020  1.215
 4P1  C1   C2   single    1.503  0.020  1.503
 4P1  C8   C9   single    1.518  0.020  1.518
 4P1  C2   C3   aromatic  1.384  0.020  1.384
 4P1  C2   C7   aromatic  1.389  0.020  1.389
 4P1  F    C3   single    1.339  0.020  1.339
 4P1  CL1  C7   single    1.729  0.020  1.729
 4P1  C3   C4   aromatic  1.379  0.020  1.379
 4P1  C7   C6   aromatic  1.385  0.020  1.385
 4P1  C4   C5   aromatic  1.387  0.020  1.387
 4P1  C6   C5   aromatic  1.388  0.020  1.388
 4P1  C10  H1   single    0.970  0.020  1.090
 4P1  C10  H2   single    0.970  0.020  1.090
 4P1  C13  H3   single    0.930  0.020  1.080
 4P1  C14  H4   single    0.930  0.020  1.080
 4P1  C15  H5   single    0.930  0.020  1.080
 4P1  C19  H6   single    0.930  0.020  1.080
 4P1  C20  H7   single    0.930  0.020  1.080
 4P1  C24  H8   single    0.930  0.020  1.080
 4P1  C4   H9   single    0.930  0.020  1.080
 4P1  C5   H10  single    0.930  0.020  1.080
 4P1  C6   H11  single    0.930  0.020  1.080
 4P1  N2   H12  single    0.860  0.020  1.020
 4P1  C23  H13  single    0.970  0.020  1.090
 4P1  C23  H14  single    0.970  0.020  1.090
 4P1  C23  H15  single    0.970  0.020  1.090
 4P1  C9   H16  single    0.970  0.020  1.090
 4P1  C9   H17  single    0.970  0.020  1.090
 4P1  C8   H18  single    0.970  0.020  1.090
 4P1  C8   H19  single    0.970  0.020  1.090

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
 4P1  O1   C1   N1   124.67  3.000
 4P1  O1   C1   C2   118.69  3.000
 4P1  N1   C1   C2   116.63  3.000
 4P1  C7   C2   C3   117.32  3.000
 4P1  C7   C2   C1   122.14  3.000
 4P1  C3   C2   C1   120.21  3.000
 4P1  F    C3   C4   119.52  3.000
 4P1  C4   C3   C2   122.93  3.000
 4P1  F    C3   C2   117.54  3.000
 4P1  CL1  C7   C6   119.52  3.000
 4P1  C6   C7   C2   121.64  3.000
 4P1  CL1  C7   C2   118.83  3.000
 4P1  H2   C10  H1   105.97  3.000
 4P1  H2   C10  C9   110.49  3.000
 4P1  H1   C10  C9   109.30  3.000
 4P1  H2   C10  C12  109.68  3.000
 4P1  H1   C10  C12  107.71  3.000
 4P1  C9   C10  C12  113.39  3.000
 4P1  N1   C11  C14  121.05  3.000
 4P1  N1   C11  C12  119.04  3.000
 4P1  C14  C11  C12  119.85  3.000
 4P1  C13  C12  C11  118.57  3.000
 4P1  C11  C12  C10  122.46  3.000
 4P1  C13  C12  C10  118.92  3.000
 4P1  H3   C13  C16  119.69  3.000
 4P1  H3   C13  C12  118.21  3.000
 4P1  C16  C13  C12  122.09  3.000
 4P1  H4   C14  C15  118.94  3.000
 4P1  H4   C14  C11  120.64  3.000
 4P1  C15  C14  C11  120.41  3.000
 4P1  H5   C15  C16  120.11  3.000
 4P1  H5   C15  C14  119.28  3.000
 4P1  C16  C15  C14  120.61  3.000
 4P1  C17  C16  C15  120.12  3.000
 4P1  C15  C16  C13  118.41  3.000
 4P1  C17  C16  C13  121.42  3.000
 4P1  H6   C19  C18  120.14  3.000
 4P1  H6   C19  C20  120.04  3.000
 4P1  C18  C19  C20  119.82  3.000
 4P1  H7   C20  C21  121.49  3.000
 4P1  H7   C20  C19  118.25  3.000
 4P1  C21  C20  C19  120.24  3.000
 4P1  C24  C21  C22  118.00  3.000
 4P1  C24  C21  C20  118.90  3.000
 4P1  C22  C21  C20  123.07  3.000
 4P1  N2   C22  O2   122.55  3.000
 4P1  O2   C22  C21  121.00  3.000
 4P1  N2   C22  C21  116.45  3.000
 4P1  H8   C24  C17  118.50  3.000
 4P1  H8   C24  C21  119.35  3.000
 4P1  C17  C24  C21  122.16  3.000
 4P1  H9   C4   C5   121.41  3.000
 4P1  H9   C4   C3   120.44  3.000
 4P1  C5   C4   C3   118.15  3.000
 4P1  H10  C5   C6   119.48  3.000
 4P1  H10  C5   C4   119.56  3.000
 4P1  C6   C5   C4   120.96  3.000
 4P1  H11  C6   C5   120.63  3.000
 4P1  H11  C6   C7   120.37  3.000
 4P1  C5   C6   C7   119.00  3.000
 4P1  H12  N2   C23  117.72  3.000
 4P1  H12  N2   C22  119.93  3.000
 4P1  C23  N2   C22  122.02  3.000
 4P1  H15  C23  H14  108.45  3.000
 4P1  H15  C23  H13  108.38  3.000
 4P1  H14  C23  H13  108.36  3.000
 4P1  H15  C23  N2   108.31  3.000
 4P1  H14  C23  N2   111.94  3.000
 4P1  H13  C23  N2   111.31  3.000
 4P1  C17  C18  CL2  120.51  3.000
 4P1  CL2  C18  C19  118.00  3.000
 4P1  C17  C18  C19  121.48  3.000
 4P1  C18  C17  C24  117.39  3.000
 4P1  C18  C17  C16  123.23  3.000
 4P1  C24  C17  C16  119.38  3.000
 4P1  H17  C9   H16  107.05  3.000
 4P1  H17  C9   C8   108.82  3.000
 4P1  H16  C9   C8   109.90  3.000
 4P1  H17  C9   C10  110.94  3.000
 4P1  H16  C9   C10  110.25  3.000
 4P1  C8   C9   C10  109.83  3.000
 4P1  H19  C8   H18  107.28  3.000
 4P1  H19  C8   N1   109.95  3.000
 4P1  H18  C8   N1   108.64  3.000
 4P1  H19  C8   C9   111.00  3.000
 4P1  H18  C8   C9   110.94  3.000
 4P1  N1   C8   C9   108.98  3.000
 4P1  C8   N1   C11  114.80  3.000
 4P1  C8   N1   C1   122.68  3.000
 4P1  C11  N1   C1   120.95  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
 4P1  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 4P1  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 4P1  CONST_03  C6   C7   C2   C3     0.00   0.0  0
 4P1  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 4P1  CONST_05  C4   C3   C2   C7     0.00   0.0  0
 4P1  CONST_06  C4   C5   C6   C7     0.00   0.0  0
 4P1  CONST_07  C16  C15  C14  C11    0.00   0.0  0
 4P1  CONST_08  C16  C13  C12  C11    0.00   0.0  0
 4P1  CONST_09  C17  C16  C13  C12  180.00   0.0  0
 4P1  CONST_10  C15  C16  C13  C12    0.00   0.0  0
 4P1  CONST_11  C15  C14  C11  C12    0.00   0.0  0
 4P1  CONST_14  C14  C15  C16  C13    0.00   0.0  0
 4P1  CONST_15  C14  C11  C12  C13    0.00   0.0  0
 4P1  CONST_16  C17  C16  C15  C14  180.00   0.0  0
 4P1  CONST_19  C21  C24  C17  C16  180.00   0.0  0
 4P1  CONST_20  C19  C18  C17  C16  180.00   0.0  0
 4P1  CONST_21  C24  C21  C20  C19    0.00   0.0  0
 4P1  CONST_22  C24  C17  C18  C19    0.00   0.0  0
 4P1  CONST_23  C17  C24  C21  C20    0.00   0.0  0
 4P1  CONST_24  C17  C18  C19  C20    0.00   0.0  0
 4P1  CONST_25  C18  C19  C20  C21    0.00   0.0  0
 4P1  CONST_26  C18  C17  C24  C21    0.00   0.0  0
 4P1  CONST_27  C4   C3   C2   C1   180.00   0.0  0
 4P1  CONST_28  C6   C7   C2   C1   180.00   0.0  0
 4P1  CONST_29  CL1  C7   C2   C3   180.00   0.0  0
 4P1  CONST_30  F    C3   C2   C7   180.00   0.0  0
 4P1  CONST_31  CL2  C18  C17  C16    0.00   0.0  0
 4P1  CONST_32  C22  C21  C20  C19  180.00   0.0  0
 4P1  CONST_33  CL2  C18  C19  C20  180.00   0.0  0
 4P1  CONST_34  C17  C24  C21  C22  180.00   0.0  0
 4P1  CONST_35  CL2  C18  C17  C24  180.00   0.0  0
 4P1  CONST_36  F    C3   C4   C5   180.00   0.0  0
 4P1  CONST_37  CL1  C7   C6   C5   180.00   0.0  0
 4P1  CONST_38  C11  N1   C1   C2   180.00   0.0  0
 4P1  CONST_40  H9   C4   C3   C2   180.00   0.0  0
 4P1  CONST_41  H11  C6   C7   C2   180.00   0.0  0
 4P1  CONST_42  H10  C5   C4   C3   180.00   0.0  0
 4P1  CONST_43  H3   C13  C12  C10    0.00   0.0  0
 4P1  CONST_44  H5   C15  C14  C11  180.00   0.0  0
 4P1  CONST_45  H4   C14  C11  C12  180.00   0.0  0
 4P1  CONST_46  H8   C24  C17  C16    0.00   0.0  0
 4P1  CONST_47  H6   C19  C20  C21  180.00   0.0  0
 4P1  CONST_48  H7   C20  C21  C24  180.00   0.0  0
 4P1  CONST_49  O1   C1   N1   C11    0.00   0.0  0
 4P1  CONST_50  O1   C1   N1   C8   180.00   0.0  0
 4P1  CONST_51  C23  N2   C22  C21  180.00   0.0  0
 4P1  CONST_52  H12  N2   C22  C21    0.00   0.0  0
 4P1  CONST_53  C23  N2   C22  O2     0.00   0.0  0
 4P1  Var_01    N1   C8   C9   C10  -61.74  30.0  1
 4P1  Var_02    C9   C10  C12  C11   -7.69  30.0  1
 4P1  Var_03    C9   C8   N1   C11   58.24  30.0  1
 4P1  Var_04    C8   N1   C11  C12  -28.19  30.0  1
 4P1  Var_05    C8   C9   C10  C12   36.67  30.0  1
 4P1  Var_06    N1   C1   C2   C3   -81.41  30.0  2
 4P1  Var_07    N2   C22  C21  C20  -26.13  30.0  2
 4P1  Var_08    H13  C23  N2   C22  -57.41  30.0  3

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
 4P1  plan-1  C1   0.020
 4P1  plan-1  C2   0.020
 4P1  plan-1  C3   0.020
 4P1  plan-1  C7   0.020
 4P1  plan-1  C4   0.020
 4P1  plan-1  C5   0.020
 4P1  plan-1  C6   0.020
 4P1  plan-1  F    0.020
 4P1  plan-1  CL1  0.020
 4P1  plan-1  H9   0.020
 4P1  plan-1  H10  0.020
 4P1  plan-1  H11  0.020
 4P1  plan-2  C16  0.020
 4P1  plan-2  C19  0.020
 4P1  plan-2  C20  0.020
 4P1  plan-2  C21  0.020
 4P1  plan-2  C22  0.020
 4P1  plan-2  C24  0.020
 4P1  plan-2  C18  0.020
 4P1  plan-2  CL2  0.020
 4P1  plan-2  C17  0.020
 4P1  plan-2  H6   0.020
 4P1  plan-2  H7   0.020
 4P1  plan-2  H8   0.020
 4P1  plan-3  C10  0.020
 4P1  plan-3  C11  0.020
 4P1  plan-3  C12  0.020
 4P1  plan-3  C13  0.020
 4P1  plan-3  C14  0.020
 4P1  plan-3  C15  0.020
 4P1  plan-3  C16  0.020
 4P1  plan-3  C17  0.020
 4P1  plan-3  N1   0.020
 4P1  plan-3  H3   0.020
 4P1  plan-3  H4   0.020
 4P1  plan-3  H5   0.020
 4P1  plan-4  C1   0.020
 4P1  plan-4  C2   0.020
 4P1  plan-4  C11  0.020
 4P1  plan-4  C8   0.020
 4P1  plan-4  N1   0.020
 4P1  plan-4  O1   0.020
 4P1  plan-5  C21  0.020
 4P1  plan-5  C22  0.020
 4P1  plan-5  O2   0.020
 4P1  plan-5  N2   0.020
 4P1  plan-5  C23  0.020
 4P1  plan-5  H12  0.020

