# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 02:54:06 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (2S)-2-(6-chloro-2-methyl-4-phenyl-quinolin-3-yl)pentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@H](C(O)=O)c1c(C)nc2ccc(Cl)cc2c1c3ccccc3
#
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
 976  976  '(2S)-2-(6-chloro-2-methyl-4-phenyl-quinolin-3-yl)pentanoic acid'  ligand  45  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_976
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
 976  N     N   N     0  -0.464  -0.4367  -2.7713  -0.0789
 976  CL    CL  CL    0  -0.121  -5.2903   0.4769  -0.5369
 976  C1    C   CR6   0  -0.041  -3.8365  -0.4537  -0.3904
 976  O1    O   O     0  -0.434   2.1384  -0.7521   2.6069
 976  C2    C   CR16  0  -0.222  -3.9327  -1.8573  -0.4107
 976  O2    O   OH1   0  -0.582   4.1700  -0.4910   1.7326
 976  C3    C   CR16  0  -0.301  -2.7940  -2.6060  -0.3031
 976  C4    C   CR66  0   0.202  -1.5316  -1.9868  -0.1706
 976  C5    C   CR66  0   0.061  -1.4523  -0.5788  -0.1442
 976  C6    C   CR16  0  -0.293  -2.6342   0.1846  -0.2627
 976  C7    C   CR6   0   0.214   0.7442  -2.2267   0.0444
 976  C8    C   CR6   0   0.060   0.9381  -0.8097   0.1055
 976  C9    C   CR6   0   0.172  -0.1632   0.0052   0.0017
 976  C10   C   CR6   0  -0.068  -0.0497   1.4847   0.0301
 976  C11   C   CH1   0  -0.537   2.3190  -0.2208   0.2713
 976  C12   C   C     0   0.568   2.8482  -0.5343   1.6566
 976  C13   C   CH2   0  -0.416   3.2691  -0.5106  -0.9075
 976  C14   C   CH2   0  -0.429   4.1960   0.6532  -1.2441
 976  C15   C   CH3   0  -0.664   5.0566   0.3632  -2.4646
 976  C16   C   CH3   0  -0.760   1.8963  -3.1868   0.0834
 976  C17   C   CR16  0  -0.261  -0.2860   2.1886   1.2076
 976  C18   C   CR16  0  -0.242  -0.1813   3.5728   1.2268
 976  C19   C   CR16  0  -0.257   0.1575   4.2633   0.0706
 976  C20   C   CR16  0  -0.241   0.3904   3.5656  -1.1073
 976  C21   C   CR16  0  -0.260   0.2861   2.1817  -1.1282
 976  H2    H   HCR6  0   0.285  -4.8978  -2.3341  -0.5138
 976  HO2   H   HOH1  0   0.483   4.4540  -0.6506   2.6457
 976  H3    H   HCR6  0   0.272  -2.8435  -3.6869  -0.3188
 976  H6    H   HCR6  0   0.282  -2.5879   1.2648  -0.2529
 976  H11   H   HCH1  0   0.318   2.1961   0.8685   0.2987
 976  H13   H   HCH2  0   0.240   3.8610  -1.4105  -0.7326
 976  H13A  H   HCH2  0   0.243   2.6536  -0.7221  -1.7864
 976  H14   H   HCH2  0   0.217   3.5927   1.5484  -1.4254
 976  H14A  H   HCH2  0   0.228   4.8357   0.8846  -0.3903
 976  H15   H   HCH3  0   0.219   5.6861  -0.5146  -2.3082
 976  H15A  H   HCH3  0   0.219   4.4423   0.1751  -3.3471
 976  H15B  H   HCH3  0   0.230   5.7140   1.2028  -2.6933
 976  H16   H   HCH3  0   0.263   2.4382  -3.1801  -0.8637
 976  H16A  H   HCH3  0   0.249   2.6199  -2.9755   0.8696
 976  H16B  H   HCH3  0   0.268   1.5193  -4.1949   0.2398
 976  H17   H   HCR6  0   0.258  -0.5535   1.6535   2.1103
 976  H18   H   HCR6  0   0.261  -0.3653   4.1119   2.1469
 976  H19   H   HCR6  0   0.261   0.2387   5.3422   0.0876
 976  H20   H   HCR6  0   0.262   0.6530   4.0980  -2.0121
 976  H21   H   HCR6  0   0.258   0.4692   1.6387  -2.0476

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
 976  N    C4    aromatic  1.350  0.020  1.350
 976  N    C7    aromatic  1.306  0.020  1.306
 976  CL   C1    single    1.732  0.020  1.732
 976  C1   C2    aromatic  1.407  0.020  1.407
 976  C1   C6    aromatic  1.367  0.020  1.367
 976  O1   C12   double    1.206  0.020  1.206
 976  C2   C3    aromatic  1.367  0.020  1.367
 976  O2   C12   single    1.325  0.020  1.325
 976  C3   C4    aromatic  1.412  0.020  1.412
 976  C4   C5    aromatic  1.411  0.020  1.411
 976  C5   C6    aromatic  1.412  0.020  1.412
 976  C5   C9    aromatic  1.423  0.020  1.423
 976  C7   C8    aromatic  1.431  0.020  1.431
 976  C7   C16   single    1.500  0.020  1.500
 976  C8   C9    aromatic  1.374  0.020  1.374
 976  C8   C11   single    1.510  0.020  1.510
 976  C9   C10   single    1.484  0.020  1.484
 976  C10  C17   aromatic  1.392  0.020  1.392
 976  C10  C21   aromatic  1.393  0.020  1.393
 976  C11  C12   single    1.516  0.020  1.516
 976  C11  C13   single    1.541  0.020  1.541
 976  C13  C14   single    1.525  0.020  1.525
 976  C14  C15   single    1.521  0.020  1.521
 976  C17  C18   aromatic  1.388  0.020  1.388
 976  C18  C19   aromatic  1.389  0.020  1.389
 976  C19  C20   aromatic  1.389  0.020  1.389
 976  C20  C21   aromatic  1.388  0.020  1.388
 976  C2   H2    single    0.930  0.020  1.080
 976  O2   HO2   single    0.850  0.020  0.980
 976  C3   H3    single    0.930  0.020  1.080
 976  C6   H6    single    0.930  0.020  1.080
 976  C11  H11   single    0.970  0.020  1.090
 976  C13  H13   single    0.970  0.020  1.090
 976  C13  H13A  single    0.970  0.020  1.090
 976  C14  H14   single    0.970  0.020  1.090
 976  C14  H14A  single    0.970  0.020  1.090
 976  C15  H15   single    0.970  0.020  1.090
 976  C15  H15A  single    0.970  0.020  1.090
 976  C15  H15B  single    0.970  0.020  1.090
 976  C16  H16   single    0.970  0.020  1.090
 976  C16  H16A  single    0.970  0.020  1.090
 976  C16  H16B  single    0.970  0.020  1.090
 976  C17  H17   single    0.930  0.020  1.080
 976  C18  H18   single    0.930  0.020  1.080
 976  C19  H19   single    0.930  0.020  1.080
 976  C20  H20   single    0.930  0.020  1.080
 976  C21  H21   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
 976  C7    N    C4    119.83  3.000
 976  C6    C1   C2    121.81  3.000
 976  C6    C1   CL    119.67  3.000
 976  C2    C1   CL    118.51  3.000
 976  H2    C2   C3    120.63  3.000
 976  H2    C2   C1    120.14  3.000
 976  C3    C2   C1    119.23  3.000
 976  HO2   O2   C12   109.94  3.000
 976  H3    C3   C4    118.69  3.000
 976  H3    C3   C2    120.52  3.000
 976  C4    C3   C2    120.78  3.000
 976  C5    C4   C3    119.32  3.000
 976  C5    C4   N     122.22  3.000
 976  C3    C4   N     118.46  3.000
 976  C9    C5   C6    123.03  3.000
 976  C9    C5   C4    117.56  3.000
 976  C6    C5   C4    119.41  3.000
 976  H6    C6   C5    120.23  3.000
 976  H6    C6   C1    120.33  3.000
 976  C5    C6   C1    119.44  3.000
 976  C16   C7   C8    121.90  3.000
 976  C16   C7   N     115.46  3.000
 976  C8    C7   N     122.63  3.000
 976  C11   C8   C9    120.66  3.000
 976  C11   C8   C7    120.96  3.000
 976  C9    C8   C7    118.38  3.000
 976  C10   C9   C8    121.91  3.000
 976  C10   C9   C5    118.71  3.000
 976  C8    C9   C5    119.38  3.000
 976  C21   C10  C17   119.43  3.000
 976  C21   C10  C9    120.09  3.000
 976  C17   C10  C9    120.48  3.000
 976  H11   C11  C13   105.96  3.000
 976  H11   C11  C12   102.82  3.000
 976  C13   C11  C12   116.41  3.000
 976  H11   C11  C8    106.71  3.000
 976  C13   C11  C8    113.97  3.000
 976  C12   C11  C8    109.81  3.000
 976  C11   C12  O2    113.20  3.000
 976  C11   C12  O1    123.51  3.000
 976  O2    C12  O1    123.23  3.000
 976  H13A  C13  H13   105.94  3.000
 976  H13A  C13  C14   108.19  3.000
 976  H13   C13  C14   109.56  3.000
 976  H13A  C13  C11   107.71  3.000
 976  H13   C13  C11   111.52  3.000
 976  C14   C13  C11   113.57  3.000
 976  H14A  C14  H14   106.21  3.000
 976  H14A  C14  C15   109.66  3.000
 976  H14   C14  C15   109.56  3.000
 976  H14A  C14  C13   110.19  3.000
 976  H14   C14  C13   109.00  3.000
 976  C15   C14  C13   112.05  3.000
 976  H15B  C15  H15A  107.61  3.000
 976  H15B  C15  H15   107.55  3.000
 976  H15A  C15  H15   107.57  3.000
 976  H15B  C15  C14   111.26  3.000
 976  H15A  C15  C14   111.29  3.000
 976  H15   C15  C14   111.38  3.000
 976  H16B  C16  H16A  107.83  3.000
 976  H16B  C16  H16   107.62  3.000
 976  H16A  C16  H16   107.18  3.000
 976  H16B  C16  C7    109.32  3.000
 976  H16A  C16  C7    113.88  3.000
 976  H16   C16  C7    110.79  3.000
 976  H17   C17  C18   119.99  3.000
 976  H17   C17  C10   119.82  3.000
 976  C18   C17  C10   120.20  3.000
 976  H18   C18  C19   120.11  3.000
 976  H18   C18  C17   119.71  3.000
 976  C19   C18  C17   120.18  3.000
 976  H19   C19  C20   120.11  3.000
 976  H19   C19  C18   120.07  3.000
 976  C20   C19  C18   119.83  3.000
 976  H20   C20  C21   119.74  3.000
 976  H20   C20  C19   120.18  3.000
 976  C21   C20  C19   120.07  3.000
 976  H21   C21  C20   119.99  3.000
 976  H21   C21  C10   119.72  3.000
 976  C20   C21  C10   120.29  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
 976  CONST_01  C2   C3   C4   N     180.00   0.0  0
 976  CONST_02  C6   C5   C4   N     180.00   0.0  0
 976  CONST_03  C9   C5   C4   N       0.00   0.0  0
 976  CONST_04  C9   C8   C7   N       0.00   0.0  0
 976  CONST_05  C4   C3   C2   C1      0.00   0.0  0
 976  CONST_06  C4   C5   C6   C1      0.00   0.0  0
 976  CONST_07  C9   C5   C6   C1    180.00   0.0  0
 976  CONST_08  C5   C6   C1   C2      0.00   0.0  0
 976  CONST_09  C5   C4   C3   C2      0.00   0.0  0
 976  CONST_10  C6   C1   C2   C3      0.00   0.0  0
 976  CONST_11  C7   N    C4   C3    180.00   0.0  0
 976  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 976  CONST_13  C9   C5   C4   C3    180.00   0.0  0
 976  CONST_14  C8   C7   N    C4      0.00   0.0  0
 976  CONST_15  C8   C9   C5   C4      0.00   0.0  0
 976  CONST_16  C10  C9   C5   C4    180.00   0.0  0
 976  CONST_17  C7   N    C4   C5      0.00   0.0  0
 976  CONST_18  C7   C8   C9   C5      0.00   0.0  0
 976  CONST_21  C8   C9   C5   C6    180.00   0.0  0
 976  CONST_22  C10  C9   C5   C6      0.00   0.0  0
 976  CONST_23  C10  C9   C8   C7    180.00   0.0  0
 976  CONST_26  C18  C17  C10  C9    180.00   0.0  0
 976  CONST_27  C20  C21  C10  C9    180.00   0.0  0
 976  CONST_28  C19  C18  C17  C10     0.00   0.0  0
 976  CONST_29  C19  C20  C21  C10     0.00   0.0  0
 976  CONST_30  C20  C21  C10  C17     0.00   0.0  0
 976  CONST_31  C20  C19  C18  C17     0.00   0.0  0
 976  CONST_32  C21  C10  C17  C18     0.00   0.0  0
 976  CONST_33  C21  C20  C19  C18     0.00   0.0  0
 976  CONST_34  C11  C8   C7   N     180.00   0.0  0
 976  CONST_35  C3   C2   C1   CL    180.00   0.0  0
 976  CONST_36  C5   C6   C1   CL    180.00   0.0  0
 976  CONST_37  C16  C7   N    C4    180.00   0.0  0
 976  CONST_38  C11  C8   C9   C5    180.00   0.0  0
 976  CONST_39  C16  C7   C8   C9    180.00   0.0  0
 976  CONST_40  C11  C8   C9   C10     0.00   0.0  0
 976  CONST_41  H3   C3   C4   N       0.00   0.0  0
 976  CONST_42  H6   C6   C1   C2    180.00   0.0  0
 976  CONST_43  H2   C2   C3   C4    180.00   0.0  0
 976  CONST_44  H17  C17  C10  C9      0.00   0.0  0
 976  CONST_45  H21  C21  C10  C9      0.00   0.0  0
 976  CONST_46  H18  C18  C17  C10   180.00   0.0  0
 976  CONST_47  H20  C20  C21  C10   180.00   0.0  0
 976  CONST_48  H19  C19  C18  C17   180.00   0.0  0
 976  CONST_49  HO2  O2   C12  O1      0.00   0.0  0
 976  Var_01    H16  C16  C7   N     104.90  30.0  2
 976  Var_02    C15  C14  C13  C11  -176.44  30.0  3
 976  Var_03    H15  C15  C14  C13   -59.99  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
 976  chir_01  C11  C8  C12  C13  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
 976  plan-1  C9   0.020
 976  plan-1  C10  0.020
 976  plan-1  C17  0.020
 976  plan-1  C18  0.020
 976  plan-1  C19  0.020
 976  plan-1  C20  0.020
 976  plan-1  C21  0.020
 976  plan-1  H17  0.020
 976  plan-1  H18  0.020
 976  plan-1  H19  0.020
 976  plan-1  H20  0.020
 976  plan-1  H21  0.020
 976  plan-2  N    0.020
 976  plan-2  CL   0.020
 976  plan-2  C1   0.020
 976  plan-2  C2   0.020
 976  plan-2  C3   0.020
 976  plan-2  C4   0.020
 976  plan-2  C5   0.020
 976  plan-2  C6   0.020
 976  plan-2  C7   0.020
 976  plan-2  C8   0.020
 976  plan-2  C9   0.020
 976  plan-2  C10  0.020
 976  plan-2  C11  0.020
 976  plan-2  C16  0.020
 976  plan-2  H2   0.020
 976  plan-2  H3   0.020
 976  plan-2  H6   0.020
 976  plan-3  O1   0.020
 976  plan-3  O2   0.020
 976  plan-3  C11  0.020
 976  plan-3  C12  0.020
 976  plan-3  HO2  0.020

