# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 22:58:05 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-[(3-fluoranyl-4-methyl-phenyl)amino]-4-methyl-quinolin-5-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(Nc2cc(C)c3c(O)cccc3n2)cc1F
#
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
 T5J  T5J  2-[(3-fluoranyl-4-methyl-phenyl)amino]-4-methyl-quinolin-5-ol  ligand  36  21  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_T5J
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
 T5J  C1    C  CH3   0  -0.713   6.1662  -0.6437  -0.2273
 T5J  C2    C  CR6   0  -0.124   4.7733  -0.0928  -0.1775
 T5J  C3    C  CR16  0  -0.272   4.5044   1.2725  -0.1085
 T5J  C4    C  CR16  0  -0.366   3.2150   1.7694  -0.0706
 T5J  C5    C  CR6   0   0.368   2.1138   0.9053  -0.0989
 T5J  C6    C  CR16  0  -0.493   2.3513  -0.4694  -0.1657
 T5J  C7    C  CR6   0   0.557   3.6585  -0.9129  -0.2041
 T5J  F8    F  F     0  -0.318   3.8541  -2.2438  -0.2753
 T5J  N9    N  NH1   0  -0.794   0.8564   1.4883  -0.0647
 T5J  C10   C  CR6   0   0.554  -0.3922   0.9327  -0.0530
 T5J  C11   C  CR16  0  -0.494  -1.4926   1.8339  -0.0379
 T5J  C12   C  CR6   0   0.284  -2.7709   1.3667  -0.0255
 T5J  C13   C  CR66  0  -0.138  -2.9811  -0.0554  -0.0248
 T5J  C14   C  CR66  0   0.254  -1.8091  -0.8691  -0.0423
 T5J  N15   N  N     0  -0.530  -0.5523  -0.3599  -0.0563
 T5J  C16   C  CR16  0  -0.334  -1.9146  -2.2725  -0.0458
 T5J  C17   C  CR16  0  -0.247  -3.1488  -2.8675  -0.0320
 T5J  C18   C  CR16  0  -0.371  -4.3118  -2.0961  -0.0138
 T5J  C19   C  CR6   0   0.298  -4.2435  -0.7169  -0.0097
 T5J  O20   O  OH1   0  -0.633  -5.4360  -0.0893   0.0086
 T5J  C21   C  CH3   0  -0.856  -3.8764   2.3834  -0.0177
 T5J  H11C  H  HCH3  0   0.246   6.3551  -1.3507   0.5817
 T5J  H12C  H  HCH3  0   0.247   6.3609  -1.1677  -1.1645
 T5J  H13C  H  HCH3  0   0.247   6.8966   0.1590  -0.1416
 T5J  H3    H  HCR6  0   0.261   5.3326   1.9698  -0.0843
 T5J  H4    H  HCR6  0   0.268   3.0594   2.8404  -0.0189
 T5J  H6    H  HCR6  0   0.305   1.5390  -1.1778  -0.1880
 T5J  H9    H  HNH1  0   0.416   0.8686   2.4961  -0.0466
 T5J  H11   H  HCR6  0   0.274  -1.3108   2.9018  -0.0397
 T5J  H211  H  HCH3  0   0.271  -4.5137   2.3077  -0.9019
 T5J  H212  H  HCH3  0   0.270  -4.4951   2.3163   0.8808
 T5J  H213  H  HCH3  0   0.294  -3.4639   3.3899  -0.0262
 T5J  H16   H  HCR6  0   0.252  -1.0055  -2.8586  -0.0589
 T5J  H17   H  HCR6  0   0.259  -3.2321  -3.9466  -0.0344
 T5J  H18   H  HCR6  0   0.263  -5.2838  -2.5724  -0.0019
 T5J  H20   H  HOH1  0   0.494  -5.3608   0.8679   0.0219

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
 T5J  C1   C2    single    1.499  0.020  1.499
 T5J  C2   C3    aromatic  1.393  0.020  1.393
 T5J  C2   C7    aromatic  1.384  0.020  1.384
 T5J  C3   C4    aromatic  1.382  0.020  1.382
 T5J  C4   C5    aromatic  1.400  0.020  1.400
 T5J  C5   C6    aromatic  1.397  0.020  1.397
 T5J  C5   N9    single    1.386  0.020  1.386
 T5J  C6   C7    aromatic  1.381  0.020  1.381
 T5J  C7   F8    single    1.347  0.020  1.347
 T5J  N9   C10   single    1.367  0.020  1.367
 T5J  C10  C11   aromatic  1.422  0.020  1.422
 T5J  C10  N15   aromatic  1.303  0.020  1.303
 T5J  C11  C12   aromatic  1.361  0.020  1.361
 T5J  C12  C13   aromatic  1.438  0.020  1.438
 T5J  C12  C21   single    1.502  0.020  1.502
 T5J  C13  C14   aromatic  1.427  0.020  1.427
 T5J  C13  C19   aromatic  1.425  0.020  1.425
 T5J  C14  N15   aromatic  1.356  0.020  1.356
 T5J  C14  C16   aromatic  1.407  0.020  1.407
 T5J  C16  C17   aromatic  1.370  0.020  1.370
 T5J  C17  C18   aromatic  1.396  0.020  1.396
 T5J  C18  C19   aromatic  1.381  0.020  1.381
 T5J  C19  O20   single    1.348  0.020  1.348
 T5J  C1   H11C  single    0.970  0.020  1.090
 T5J  C1   H12C  single    0.970  0.020  1.090
 T5J  C1   H13C  single    0.970  0.020  1.090
 T5J  C3   H3    single    0.930  0.020  1.080
 T5J  C4   H4    single    0.930  0.020  1.080
 T5J  C6   H6    single    0.930  0.020  1.080
 T5J  N9   H9    single    0.860  0.020  1.020
 T5J  C11  H11   single    0.930  0.020  1.080
 T5J  C21  H211  single    0.970  0.020  1.090
 T5J  C21  H212  single    0.970  0.020  1.090
 T5J  C21  H213  single    0.970  0.020  1.090
 T5J  C16  H16   single    0.930  0.020  1.080
 T5J  C17  H17   single    0.930  0.020  1.080
 T5J  C18  H18   single    0.930  0.020  1.080
 T5J  O20  H20   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
 T5J  H13C  C1   H12C  107.58  3.000
 T5J  H13C  C1   H11C  107.66  3.000
 T5J  H12C  C1   H11C  107.14  3.000
 T5J  H13C  C1   C2    110.48  3.000
 T5J  H12C  C1   C2    111.77  3.000
 T5J  H11C  C1   C2    112.00  3.000
 T5J  C7    C2   C3    115.22  3.000
 T5J  C7    C2   C1    122.01  3.000
 T5J  C3    C2   C1    122.77  3.000
 T5J  H3    C3   C4    118.77  3.000
 T5J  H3    C3   C2    118.98  3.000
 T5J  C4    C3   C2    122.25  3.000
 T5J  H4    C4   C5    119.88  3.000
 T5J  H4    C4   C3    119.38  3.000
 T5J  C5    C4   C3    120.75  3.000
 T5J  N9    C5   C6    124.70  3.000
 T5J  N9    C5   C4    116.95  3.000
 T5J  C6    C5   C4    118.34  3.000
 T5J  H6    C6   C7    120.11  3.000
 T5J  H6    C6   C5    121.31  3.000
 T5J  C7    C6   C5    118.58  3.000
 T5J  F8    C7   C6    117.14  3.000
 T5J  F8    C7   C2    118.00  3.000
 T5J  C6    C7   C2    124.86  3.000
 T5J  H9    N9   C10   114.67  3.000
 T5J  H9    N9   C5    114.20  3.000
 T5J  C10   N9   C5    131.13  3.000
 T5J  N15   C10  C11   122.26  3.000
 T5J  N15   C10  N9    121.04  3.000
 T5J  C11   C10  N9    116.70  3.000
 T5J  H11   C11  C12   119.74  3.000
 T5J  H11   C11  C10   119.65  3.000
 T5J  C12   C11  C10   120.61  3.000
 T5J  C21   C12  C13   124.20  3.000
 T5J  C21   C12  C11   117.32  3.000
 T5J  C13   C12  C11   118.48  3.000
 T5J  C19   C13  C14   117.58  3.000
 T5J  C19   C13  C12   126.06  3.000
 T5J  C14   C13  C12   116.36  3.000
 T5J  C16   C14  N15   116.35  3.000
 T5J  C16   C14  C13   120.48  3.000
 T5J  N15   C14  C13   123.18  3.000
 T5J  C14   N15  C10   119.11  3.000
 T5J  H16   C16  C17   121.46  3.000
 T5J  H16   C16  C14   118.51  3.000
 T5J  C17   C16  C14   120.03  3.000
 T5J  H17   C17  C18   119.14  3.000
 T5J  H17   C17  C16   120.15  3.000
 T5J  C18   C17  C16   120.71  3.000
 T5J  H18   C18  C19   118.94  3.000
 T5J  H18   C18  C17   120.34  3.000
 T5J  C19   C18  C17   120.72  3.000
 T5J  O20   C19  C18   114.92  3.000
 T5J  O20   C19  C13   124.59  3.000
 T5J  C18   C19  C13   120.48  3.000
 T5J  H20   O20  C19   113.27  3.000
 T5J  H213  C21  H212  106.14  3.000
 T5J  H213  C21  H211  106.20  3.000
 T5J  H212  C21  H211  109.32  3.000
 T5J  H213  C21  C12   110.32  3.000
 T5J  H212  C21  C12   112.29  3.000
 T5J  H211  C21  C12   112.22  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
 T5J  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 T5J  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 T5J  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 T5J  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 T5J  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 T5J  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 T5J  CONST_07  C13   C12  C11  C10     0.00   0.0  0
 T5J  CONST_08  C13   C14  N15  C10     0.00   0.0  0
 T5J  CONST_09  C16   C14  N15  C10   180.00   0.0  0
 T5J  CONST_10  C14   N15  C10  C11     0.00   0.0  0
 T5J  CONST_11  C14   C13  C12  C11     0.00   0.0  0
 T5J  CONST_12  C19   C13  C12  C11   180.00   0.0  0
 T5J  CONST_13  N15   C10  C11  C12     0.00   0.0  0
 T5J  CONST_14  N15   C14  C13  C12     0.00   0.0  0
 T5J  CONST_15  C16   C14  C13  C12   180.00   0.0  0
 T5J  CONST_16  C18   C19  C13  C12   180.00   0.0  0
 T5J  CONST_17  C17   C16  C14  C13     0.00   0.0  0
 T5J  CONST_18  C17   C18  C19  C13     0.00   0.0  0
 T5J  CONST_19  C18   C19  C13  C14     0.00   0.0  0
 T5J  CONST_20  C18   C17  C16  C14     0.00   0.0  0
 T5J  CONST_21  C19   C13  C14  N15   180.00   0.0  0
 T5J  CONST_22  C17   C16  C14  N15   180.00   0.0  0
 T5J  CONST_23  C19   C13  C14  C16     0.00   0.0  0
 T5J  CONST_24  C19   C18  C17  C16     0.00   0.0  0
 T5J  CONST_25  C4    C3   C2   C1    180.00   0.0  0
 T5J  CONST_26  C6    C7   C2   C1    180.00   0.0  0
 T5J  CONST_27  F8    C7   C2   C3    180.00   0.0  0
 T5J  CONST_28  N9    C5   C4   C3    180.00   0.0  0
 T5J  CONST_29  F8    C7   C6   C5    180.00   0.0  0
 T5J  CONST_30  N9    C5   C6   C7    180.00   0.0  0
 T5J  CONST_31  C12   C11  C10  N9    180.00   0.0  0
 T5J  CONST_32  C14   N15  C10  N9    180.00   0.0  0
 T5J  CONST_33  C21   C12  C11  C10   180.00   0.0  0
 T5J  CONST_34  O20   C19  C13  C12     0.00   0.0  0
 T5J  CONST_35  C21   C12  C13  C14   180.00   0.0  0
 T5J  CONST_36  O20   C19  C13  C14   180.00   0.0  0
 T5J  CONST_37  O20   C19  C18  C17   180.00   0.0  0
 T5J  CONST_38  C21   C12  C13  C19     0.00   0.0  0
 T5J  CONST_39  H4    C4   C3   C2    180.00   0.0  0
 T5J  CONST_40  H6    C6   C7   C2    180.00   0.0  0
 T5J  CONST_41  H3    C3   C4   C5    180.00   0.0  0
 T5J  CONST_42  H11   C11  C12  C13   180.00   0.0  0
 T5J  CONST_43  H16   C16  C14  C13   180.00   0.0  0
 T5J  CONST_44  H18   C18  C19  C13   180.00   0.0  0
 T5J  CONST_45  H17   C17  C16  C14   180.00   0.0  0
 T5J  Var_01    C10   N9   C5   C4   -178.56  30.0  2
 T5J  Var_02    C11   C10  N9   C5   -178.99  30.0  2
 T5J  Var_03    H11C  C1   C2   C3    123.39  30.0  2
 T5J  Var_04    H211  C21  C12  C11   118.36  30.0  2

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
 T5J  plan-1  C1   0.020
 T5J  plan-1  C2   0.020
 T5J  plan-1  C3   0.020
 T5J  plan-1  C4   0.020
 T5J  plan-1  C5   0.020
 T5J  plan-1  C6   0.020
 T5J  plan-1  C7   0.020
 T5J  plan-1  F8   0.020
 T5J  plan-1  N9   0.020
 T5J  plan-1  H3   0.020
 T5J  plan-1  H4   0.020
 T5J  plan-1  H6   0.020
 T5J  plan-2  N9   0.020
 T5J  plan-2  C10  0.020
 T5J  plan-2  C11  0.020
 T5J  plan-2  C12  0.020
 T5J  plan-2  C13  0.020
 T5J  plan-2  C14  0.020
 T5J  plan-2  N15  0.020
 T5J  plan-2  C16  0.020
 T5J  plan-2  C17  0.020
 T5J  plan-2  C18  0.020
 T5J  plan-2  C19  0.020
 T5J  plan-2  O20  0.020
 T5J  plan-2  C21  0.020
 T5J  plan-2  H11  0.020
 T5J  plan-2  H16  0.020
 T5J  plan-2  H17  0.020
 T5J  plan-2  H18  0.020

