# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 09:56:45 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 1-[(2S,4R)-4-[(2-chlorophenyl)amino]-2-methyl-6-(1H-pyrazol-3-yl)-3,4-dihydroquinolin-1(2H)-yl]ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1C[C@@H](Nc2ccccc2Cl)c3cc(ccc3N1C(C)=O)c4cc[nH]n4
#
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
 G3J  G3J  1-[(2S,4R)-4-[(2-chlorophenyl)amino]-2-methyl-6-(1H-pyrazol-3-yl)-3,4-dihydroquinolin-1(2H)-yl]ethan-1-one  ligand  48  27  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G3J
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
 G3J  N3   N   N     0  -0.295  -2.3865   2.8781  -0.5448
 G3J  C10  C   CH1   0  -0.178   0.8265  -1.1688  -0.9183
 G3J  C13  C   CH3   0  -0.693   4.6131  -1.6105  -1.6397
 G3J  C15  C   C     0   0.490   3.9494  -0.3144   1.1945
 G3J  C20  C   CR16  0  -0.388  -0.1140   1.1300  -0.5138
 G3J  C21  C   CR16  0  -0.250   2.3119   2.1180   0.3540
 G3J  C22  C   CR16  0  -0.361   1.2104   2.9495   0.2953
 G3J  C24  C   CR5   0   0.263  -1.1896   3.3515  -0.2265
 G3J  C03  C   CR16  0  -0.299  -4.2553  -2.2080  -0.4482
 G3J  C04  C   CR16  0  -0.215  -3.6201  -2.5453   0.7370
 G3J  C05  C   CR6   0  -0.150  -2.2456  -2.4319   0.8460
 G3J  C06  C   CR16  0  -0.243  -3.4839  -1.7617  -1.5122
 G3J  C07  C   CR16  0  -0.344  -2.1089  -1.6523  -1.4019
 G3J  C08  C   CR6   0   0.458  -1.4375  -1.9834  -0.2143
 G3J  C1   C   CR15  0  -0.530  -1.2463   4.7475  -0.0210
 G3J  C11  C   CH2   0  -0.429   2.1635  -1.9183  -1.0301
 G3J  C12  C   CH1   0  -0.134   3.3181  -0.9454  -1.2058
 G3J  C16  C   CH3   0  -0.792   5.0231  -1.3667   1.2806
 G3J  C18  C   CR6   0   0.262   2.2032   0.7789  -0.0074
 G3J  C19  C   CR6   0   0.169   0.9811   0.2741  -0.4511
 G3J  C2   C   CR15  0   0.026  -2.5618   5.0763  -0.2402
 G3J  C23  C   CR6   0   0.097  -0.0251   2.4668  -0.1388
 G3J  N14  N   NT    0  -0.543   3.3339  -0.0804  -0.0082
 G3J  N4   N   NR15  0  -0.414  -3.1894   3.9299  -0.5467
 G3J  O17  O   O     0  -0.477   3.6451   0.3284   2.1861
 G3J  H2   H   HCH1  0   0.283   0.4063  -1.1251  -1.9234
 G3J  H3   H   HCH3  0   0.259   4.4807  -1.9236  -2.6753
 G3J  H4   H   HCH3  0   0.250   5.4530  -0.9173  -1.6146
 G3J  H5   H   HCH3  0   0.236   4.8719  -2.4991  -1.0698
 G3J  H6   H   HCR6  0   0.262  -1.0638   0.7546  -0.8738
 G3J  H7   H   HCR6  0   0.261   3.2668   2.5196   0.6624
 G3J  H8   H   HCR6  0   0.248   1.3247   3.9875   0.5796
 G3J  H9   H   HCR6  0   0.257  -5.3298  -2.2918  -0.5327
 G3J  H10  H   HCR6  0   0.274  -4.1924  -2.8942   1.5864
 G3J  H11  H   HCR6  0   0.259  -3.9538  -1.4896  -2.4483
 G3J  H12  H   HCR6  0   0.276  -1.5524  -1.2996  -2.2595
 G3J  H13  H   HCR5  0   0.262  -0.4473   5.4216   0.2390
 G3J  H14  H   HCH2  0   0.243   2.3411  -2.5165  -0.1311
 G3J  H15  H   HCH2  0   0.262   2.1111  -2.6193  -1.8647
 G3J  H16  H   HCH1  0   0.268   3.0712  -0.2567  -2.0183
 G3J  H17  H   HCH3  0   0.270   5.8453  -1.1698   0.5961
 G3J  H18  H   HCH3  0   0.274   5.4141  -1.3720   2.2948
 G3J  H19  H   HCH3  0   0.262   4.6355  -2.3614   1.0621
 G3J  H20  H   HCR5  0   0.294  -3.0805   6.0199  -0.2037
 G3J  H1   H   HNR5  0   0.422  -4.1669   3.8129  -0.7607
 G3J  N09  N   NH1   0  -0.693  -0.0762  -1.9324  -0.0812
 G3J  CL2  CL  CL    0  -0.135  -1.4953  -2.8658   2.3571
 G3J  H21  H   HNH1  0   0.375   0.2726  -2.0816   0.8537

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
 G3J  C16  C15  single    1.506  0.020  1.506
 G3J  O17  C15  double    1.220  0.020  1.220
 G3J  C13  C12  single    1.519  0.020  1.519
 G3J  C21  C22  aromatic  1.381  0.020  1.381
 G3J  C21  C18  aromatic  1.391  0.020  1.391
 G3J  C15  N14  single    1.371  0.020  1.371
 G3J  C22  C23  aromatic  1.396  0.020  1.396
 G3J  N14  C18  single    1.420  0.020  1.420
 G3J  N14  C12  single    1.477  0.020  1.477
 G3J  C18  C19  aromatic  1.395  0.020  1.395
 G3J  C12  C11  single    1.520  0.020  1.520
 G3J  C1   C24  aromatic  1.412  0.020  1.412
 G3J  C1   C2   aromatic  1.374  0.020  1.374
 G3J  C23  C24  single    1.465  0.020  1.465
 G3J  C23  C20  aromatic  1.391  0.020  1.391
 G3J  C24  N3   aromatic  1.326  0.020  1.326
 G3J  C2   N4   aromatic  1.342  0.020  1.342
 G3J  C19  C20  aromatic  1.391  0.020  1.391
 G3J  C19  C10  single    1.524  0.020  1.524
 G3J  C11  C10  single    1.537  0.020  1.537
 G3J  N3   N4   aromatic  1.323  0.020  1.323
 G3J  C10  N09  single    1.449  0.020  1.449
 G3J  N09  C08  single    1.369  0.020  1.369
 G3J  C07  C08  aromatic  1.404  0.020  1.404
 G3J  C07  C06  aromatic  1.384  0.020  1.384
 G3J  C08  C05  aromatic  1.407  0.020  1.407
 G3J  C06  C03  aromatic  1.388  0.020  1.388
 G3J  C05  CL2  single    1.742  0.020  1.742
 G3J  C05  C04  aromatic  1.384  0.020  1.384
 G3J  C03  C04  aromatic  1.386  0.020  1.386
 G3J  C10  H2   single    0.970  0.020  1.090
 G3J  C13  H3   single    0.970  0.020  1.090
 G3J  C13  H4   single    0.970  0.020  1.090
 G3J  C13  H5   single    0.970  0.020  1.090
 G3J  C20  H6   single    0.930  0.020  1.080
 G3J  C21  H7   single    0.930  0.020  1.080
 G3J  C22  H8   single    0.930  0.020  1.080
 G3J  C03  H9   single    0.930  0.020  1.080
 G3J  C04  H10  single    0.930  0.020  1.080
 G3J  C06  H11  single    0.930  0.020  1.080
 G3J  C07  H12  single    0.930  0.020  1.080
 G3J  C1   H13  single    0.930  0.020  1.080
 G3J  C11  H14  single    0.970  0.020  1.090
 G3J  C11  H15  single    0.970  0.020  1.090
 G3J  C12  H16  single    0.970  0.020  1.090
 G3J  C16  H17  single    0.970  0.020  1.090
 G3J  C16  H18  single    0.970  0.020  1.090
 G3J  C16  H19  single    0.970  0.020  1.090
 G3J  C2   H20  single    0.930  0.020  1.080
 G3J  N09  H21  single    0.890  0.020  1.040
 G3J  N4   H1   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
 G3J  N4   N3   C24  105.32  3.000
 G3J  H2   C10  N09  108.28  3.000
 G3J  H2   C10  C19  106.48  3.000
 G3J  N09  C10  C19  112.65  3.000
 G3J  H2   C10  C11  106.72  3.000
 G3J  N09  C10  C11  109.09  3.000
 G3J  C19  C10  C11  113.30  3.000
 G3J  H5   C13  H4   108.94  3.000
 G3J  H5   C13  H3   106.99  3.000
 G3J  H4   C13  H3   107.36  3.000
 G3J  H5   C13  C12  114.28  3.000
 G3J  H4   C13  C12  111.84  3.000
 G3J  H3   C13  C12  107.08  3.000
 G3J  O17  C15  N14  120.73  3.000
 G3J  N14  C15  C16  119.31  3.000
 G3J  O17  C15  C16  119.96  3.000
 G3J  H6   C20  C23  118.60  3.000
 G3J  H6   C20  C19  119.47  3.000
 G3J  C23  C20  C19  121.92  3.000
 G3J  H7   C21  C18  120.05  3.000
 G3J  H7   C21  C22  119.54  3.000
 G3J  C18  C21  C22  120.40  3.000
 G3J  H8   C22  C23  120.46  3.000
 G3J  H8   C22  C21  118.81  3.000
 G3J  C23  C22  C21  120.72  3.000
 G3J  C23  C24  C1   128.33  3.000
 G3J  C23  C24  N3   121.08  3.000
 G3J  C1   C24  N3   110.59  3.000
 G3J  H9   C03  C06  121.16  3.000
 G3J  H9   C03  C04  120.22  3.000
 G3J  C06  C03  C04  118.62  3.000
 G3J  H10  C04  C05  119.34  3.000
 G3J  H10  C04  C03  120.48  3.000
 G3J  C05  C04  C03  120.17  3.000
 G3J  CL2  C05  C08  119.07  3.000
 G3J  CL2  C05  C04  118.41  3.000
 G3J  C08  C05  C04  122.52  3.000
 G3J  H11  C06  C07  118.72  3.000
 G3J  H11  C06  C03  120.18  3.000
 G3J  C07  C06  C03  121.10  3.000
 G3J  H12  C07  C08  120.11  3.000
 G3J  H12  C07  C06  118.29  3.000
 G3J  C08  C07  C06  121.60  3.000
 G3J  N09  C08  C07  123.31  3.000
 G3J  C07  C08  C05  115.98  3.000
 G3J  N09  C08  C05  120.67  3.000
 G3J  H13  C1   C2   126.81  3.000
 G3J  H13  C1   C24  128.60  3.000
 G3J  C2   C1   C24  104.59  3.000
 G3J  H15  C11  H14  106.55  3.000
 G3J  H15  C11  C12  111.06  3.000
 G3J  H14  C11  C12  108.76  3.000
 G3J  H15  C11  C10  109.10  3.000
 G3J  H14  C11  C10  110.37  3.000
 G3J  C12  C11  C10  110.92  3.000
 G3J  H16  C12  N14  103.65  3.000
 G3J  H16  C12  C11  108.51  3.000
 G3J  N14  C12  C11  106.81  3.000
 G3J  H16  C12  C13  104.84  3.000
 G3J  C11  C12  C13  113.60  3.000
 G3J  N14  C12  C13  118.61  3.000
 G3J  H19  C16  H18  108.10  3.000
 G3J  H19  C16  H17  107.94  3.000
 G3J  H18  C16  H17  108.43  3.000
 G3J  H19  C16  C15  111.89  3.000
 G3J  H18  C16  C15  108.25  3.000
 G3J  H17  C16  C15  112.12  3.000
 G3J  N14  C18  C19  118.58  3.000
 G3J  C19  C18  C21  119.97  3.000
 G3J  N14  C18  C21  121.36  3.000
 G3J  C18  C19  C20  118.77  3.000
 G3J  C20  C19  C10  119.25  3.000
 G3J  C18  C19  C10  121.94  3.000
 G3J  H20  C2   N4   122.04  3.000
 G3J  H20  C2   C1   131.71  3.000
 G3J  N4   C2   C1   106.25  3.000
 G3J  C24  C23  C22  120.89  3.000
 G3J  C24  C23  C20  120.89  3.000
 G3J  C22  C23  C20  118.21  3.000
 G3J  C18  N14  C12  110.26  3.000
 G3J  C12  N14  C15  128.02  3.000
 G3J  C18  N14  C15  117.40  3.000
 G3J  H1   N4   C2   126.96  3.000
 G3J  H1   N4   N3   119.78  3.000
 G3J  C2   N4   N3   113.26  3.000
 G3J  H21  N09  C08  115.36  3.000
 G3J  H21  N09  C10  113.45  3.000
 G3J  C08  N09  C10  125.68  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
 G3J  CONST_01  C2   C1   C24  N3      0.00   0.0  0
 G3J  CONST_02  C22  C23  C24  N3    180.00   0.0  0
 G3J  CONST_03  C20  C23  C24  N3      0.00   0.0  0
 G3J  CONST_04  C1   C2   N4   N3      0.00   0.0  0
 G3J  CONST_05  C21  C22  C23  C20     0.00   0.0  0
 G3J  CONST_06  C1   C24  C23  C20   180.00   0.0  0
 G3J  CONST_07  C21  C18  C19  C20     0.00   0.0  0
 G3J  CONST_08  C24  C23  C22  C21   180.00   0.0  0
 G3J  CONST_09  C19  C18  C21  C22     0.00   0.0  0
 G3J  CONST_10  C1   C24  C23  C22     0.00   0.0  0
 G3J  CONST_11  C19  C20  C23  C22     0.00   0.0  0
 G3J  CONST_12  N4   C2   C1   C24     0.00   0.0  0
 G3J  CONST_13  C19  C20  C23  C24   180.00   0.0  0
 G3J  CONST_14  C2   N4   N3   C24     0.00   0.0  0
 G3J  CONST_15  C08  C07  C06  C03     0.00   0.0  0
 G3J  CONST_16  C08  C05  C04  C03     0.00   0.0  0
 G3J  CONST_17  C07  C08  C05  C04     0.00   0.0  0
 G3J  CONST_18  C07  C06  C03  C04     0.00   0.0  0
 G3J  CONST_19  C06  C07  C08  C05     0.00   0.0  0
 G3J  CONST_20  C06  C03  C04  C05     0.00   0.0  0
 G3J  CONST_21  N4   N3   C24  C1      0.00   0.0  0
 G3J  CONST_22  C23  C22  C21  C18     0.00   0.0  0
 G3J  CONST_23  C23  C20  C19  C18     0.00   0.0  0
 G3J  CONST_24  C23  C24  C1   C2    180.00   0.0  0
 G3J  CONST_25  N4   N3   C24  C23   180.00   0.0  0
 G3J  CONST_26  CL2  C05  C04  C03   180.00   0.0  0
 G3J  CONST_27  N09  C08  C05  C04   180.00   0.0  0
 G3J  CONST_28  N09  C08  C07  C06   180.00   0.0  0
 G3J  CONST_29  CL2  C05  C08  C07   180.00   0.0  0
 G3J  CONST_32  H13  C1   C24  N3    180.00   0.0  0
 G3J  CONST_33  H20  C2   N4   N3    180.00   0.0  0
 G3J  CONST_34  H6   C20  C19  C10     0.00   0.0  0
 G3J  CONST_35  H8   C22  C23  C20   180.00   0.0  0
 G3J  CONST_36  H1   N4   N3   C24   180.00   0.0  0
 G3J  CONST_37  H12  C07  C06  C03   180.00   0.0  0
 G3J  CONST_38  H11  C06  C03  C04   180.00   0.0  0
 G3J  CONST_39  H9   C03  C04  C05   180.00   0.0  0
 G3J  CONST_40  H10  C04  C03  C06   180.00   0.0  0
 G3J  CONST_41  H7   C21  C18  C19   180.00   0.0  0
 G3J  CONST_44  C18  N14  C15  C16   180.00   0.0  0
 G3J  CONST_45  O17  C15  N14  C18     0.00   0.0  0
 G3J  CONST_46  H21  N09  C08  C05     0.00   0.0  0
 G3J  Var_01    C12  N14  C18  C21  -137.94  30.0  1
 G3J  Var_02    H17  C16  C15  N14    58.02  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
 G3J  chir_01  C10  C19  C11  N09  negativ
 G3J  chir_02  C12  N14  C13  C11  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
 G3J  plan-1  N3   0.020
 G3J  plan-1  C24  0.020
 G3J  plan-1  C1   0.020
 G3J  plan-1  C2   0.020
 G3J  plan-1  C23  0.020
 G3J  plan-1  N4   0.020
 G3J  plan-1  H13  0.020
 G3J  plan-1  H20  0.020
 G3J  plan-1  H1   0.020
 G3J  plan-2  C03  0.020
 G3J  plan-2  C04  0.020
 G3J  plan-2  C05  0.020
 G3J  plan-2  C06  0.020
 G3J  plan-2  C07  0.020
 G3J  plan-2  C08  0.020
 G3J  plan-2  H9   0.020
 G3J  plan-2  H10  0.020
 G3J  plan-2  H11  0.020
 G3J  plan-2  H12  0.020
 G3J  plan-2  N09  0.020
 G3J  plan-2  CL2  0.020
 G3J  plan-3  C10  0.020
 G3J  plan-3  C20  0.020
 G3J  plan-3  C21  0.020
 G3J  plan-3  C22  0.020
 G3J  plan-3  C24  0.020
 G3J  plan-3  C18  0.020
 G3J  plan-3  C19  0.020
 G3J  plan-3  C23  0.020
 G3J  plan-3  N14  0.020
 G3J  plan-3  H6   0.020
 G3J  plan-3  H7   0.020
 G3J  plan-3  H8   0.020
 G3J  plan-4  C15  0.020
 G3J  plan-4  C12  0.020
 G3J  plan-4  C16  0.020
 G3J  plan-4  C18  0.020
 G3J  plan-4  N14  0.020
 G3J  plan-4  O17  0.020
 G3J  plan-5  C10  0.020
 G3J  plan-5  C08  0.020
 G3J  plan-5  N09  0.020
 G3J  plan-5  H21  0.020

