# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 21:23:22 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 4-(8-fluoranyl-6-oxidanylidene-1,3,4,5-tetrahydrobenzo[c][1,6]naphthyridin-2-yl)butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCN1CCC2=C(C1)c3ccc(F)cc3C(=O)N2
#
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
 5TQ  5TQ  '4-(8-fluoranyl-6-oxidanylidene-1,3,4,5-tetrahydrobenzo[c][1,6]naphthyridin-2-yl)butanoic acid'  ligand  39  22  .  2022-03-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5TQ
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
 5TQ  N12   N  NR6   0  -0.437   1.5494  -0.1496  -0.1891
 5TQ  C13   C  C     0  -0.306   1.5025  -1.3825  -0.9503
 5TQ  C15   C  CH2   0  -0.255   2.7191   0.6587  -0.4836
 5TQ  C17   C  CH2   0  -0.581   5.1756   1.0119  -0.1868
 5TQ  C01   C  CR16  0  -0.451  -4.6011   0.1899   0.2902
 5TQ  C02   C  CR6   0   0.535  -4.7166   1.5527   0.2290
 5TQ  C03   C  CR16  0  -0.384  -3.6137   2.3760   0.0286
 5TQ  C04   C  CR16  0  -0.336  -2.3684   1.8061  -0.1092
 5TQ  C05   C  CR66  0   0.277  -2.1931   0.4114  -0.0521
 5TQ  C06   C  CR66  0  -0.173  -3.3352  -0.3856   0.1466
 5TQ  C07   C  CR6   0   0.521  -3.2264  -1.8446   0.2009
 5TQ  C08   C  CR66  0  -0.111  -0.9027  -0.2123  -0.1933
 5TQ  C09   C  CR66  0   0.335  -0.8330  -1.5597  -0.1702
 5TQ  N10   N  NR16  0  -0.735  -1.9608  -2.3182   0.0257
 5TQ  C11   C  C     0  -0.319   0.3358   0.6172  -0.3816
 5TQ  C14   C  C     0  -0.515   0.4470  -2.3027  -0.3653
 5TQ  C16   C  CH2   0  -0.443   3.9963   0.1103   0.1376
 5TQ  C18   C  C     0   0.551   6.4748   0.5497   0.4110
 5TQ  O19   O  O     0  -0.479  -4.1745  -2.5997   0.3772
 5TQ  F20   F  F     0  -0.313  -5.9252   2.1200   0.3631
 5TQ  O21   O  O     0  -0.445   6.6215  -0.4430   1.0797
 5TQ  O22   O  OH1   0  -0.598   7.4744   1.3755   0.1136
 5TQ  H131  H  H     0   0.210   1.2878  -1.1966  -2.0160
 5TQ  H151  H  HCH2  0   0.198   2.8549   0.7911  -1.5707
 5TQ  H152  H  HCH2  0   0.235   2.5424   1.6589  -0.0780
 5TQ  H172  H  HCH2  0   0.279   5.3134   1.0914  -1.2700
 5TQ  H171  H  HCH2  0   0.278   4.9890   2.0344   0.1576
 5TQ  H011  H  HCR6  0   0.284  -5.4720  -0.4332   0.4452
 5TQ  H031  H  HCR6  0   0.289  -3.7372   3.4502  -0.0183
 5TQ  H041  H  HCR6  0   0.272  -1.5199   2.4570  -0.2684
 5TQ  H1    H  HNR6  0   0.416  -1.8562  -3.3244   0.0376
 5TQ  H111  H  H     0   0.250   0.3378   1.4378   0.3426
 5TQ  H141  H  H     0   0.264   0.2850  -3.1537  -1.0320
 5TQ  H161  H  HCH2  0   0.234   3.8597   0.0378   1.2184
 5TQ  H162  H  HCH2  0   0.236   4.2007  -0.8987  -0.2255
 5TQ  H2    H  HOH1  0   0.479   8.2971   1.0563   0.5133
 5TQ  H3    H  H     0   0.254   2.4689  -1.8842  -0.9077
 5TQ  H4    H  H     0   0.214   0.3048   1.0921  -1.3798
 5TQ  H5    H  H     0   0.269   0.7881  -2.7099   0.5913

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
 5TQ  O21  C18   double    1.206  0.020  1.206
 5TQ  C18  O22   single    1.330  0.020  1.330
 5TQ  C18  C17   single    1.503  0.020  1.503
 5TQ  F20  C02   single    1.342  0.020  1.342
 5TQ  C01  C02   aromatic  1.369  0.020  1.369
 5TQ  C01  C06   aromatic  1.398  0.020  1.398
 5TQ  C02  C03   aromatic  1.391  0.020  1.391
 5TQ  O19  C07   double    1.225  0.020  1.225
 5TQ  C06  C07   single    1.464  0.020  1.464
 5TQ  C06  C05   aromatic  1.407  0.020  1.407
 5TQ  C03  C04   aromatic  1.376  0.020  1.376
 5TQ  C07  N10   single    1.363  0.020  1.363
 5TQ  C17  C16   single    1.519  0.020  1.519
 5TQ  C04  C05   aromatic  1.407  0.020  1.407
 5TQ  N10  C09   single    1.373  0.020  1.373
 5TQ  C05  C08   single    1.440  0.020  1.440
 5TQ  C09  C08   double    1.349  0.020  1.349
 5TQ  C09  C14   single    1.493  0.020  1.493
 5TQ  C08  C11   single    1.502  0.020  1.502
 5TQ  C14  C13   single    1.518  0.020  1.518
 5TQ  C11  N12   single    1.448  0.020  1.448
 5TQ  N12  C13   single    1.450  0.020  1.450
 5TQ  N12  C15   single    1.452  0.020  1.452
 5TQ  C16  C15   single    1.523  0.020  1.523
 5TQ  C13  H131  single    0.970  0.020  1.090
 5TQ  C15  H151  single    0.970  0.020  1.090
 5TQ  C15  H152  single    0.970  0.020  1.090
 5TQ  C17  H172  single    0.970  0.020  1.090
 5TQ  C17  H171  single    0.970  0.020  1.090
 5TQ  C01  H011  single    0.930  0.020  1.080
 5TQ  C03  H031  single    0.930  0.020  1.080
 5TQ  C04  H041  single    0.930  0.020  1.080
 5TQ  N10  H1    single    0.860  0.020  1.020
 5TQ  C11  H111  single    0.970  0.020  1.090
 5TQ  C14  H141  single    0.970  0.020  1.090
 5TQ  C16  H161  single    0.970  0.020  1.090
 5TQ  C16  H162  single    0.970  0.020  1.090
 5TQ  O22  H2    single    0.850  0.020  0.980
 5TQ  C13  H3    single    0.970  0.020  1.090
 5TQ  C11  H4    single    0.970  0.020  1.090
 5TQ  C14  H5    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
 5TQ  C11   N12  C15   110.69  3.000
 5TQ  C15   N12  C13   113.14  3.000
 5TQ  C11   N12  C13   110.69  3.000
 5TQ  H3    C13  H131  106.74  3.000
 5TQ  H3    C13  C14   108.82  3.000
 5TQ  H131  C13  C14   109.83  3.000
 5TQ  H3    C13  N12   110.02  3.000
 5TQ  H131  C13  N12   111.73  3.000
 5TQ  C14   C13  N12   109.62  3.000
 5TQ  H152  C15  H151  105.99  3.000
 5TQ  H152  C15  C16   108.28  3.000
 5TQ  H151  C15  C16   109.99  3.000
 5TQ  H152  C15  N12   107.68  3.000
 5TQ  H151  C15  N12   111.46  3.000
 5TQ  C16   C15  N12   113.11  3.000
 5TQ  H171  C17  H172  105.35  3.000
 5TQ  H171  C17  C18   108.02  3.000
 5TQ  H172  C17  C18   107.88  3.000
 5TQ  H171  C17  C16   110.78  3.000
 5TQ  H172  C17  C16   110.61  3.000
 5TQ  C18   C17  C16   113.80  3.000
 5TQ  H011  C01  C06   120.43  3.000
 5TQ  H011  C01  C02   120.78  3.000
 5TQ  C06   C01  C02   118.79  3.000
 5TQ  F20   C02  C03   118.58  3.000
 5TQ  C03   C02  C01   121.93  3.000
 5TQ  F20   C02  C01   119.49  3.000
 5TQ  H031  C03  C04   120.65  3.000
 5TQ  H031  C03  C02   120.22  3.000
 5TQ  C04   C03  C02   119.13  3.000
 5TQ  H041  C04  C05   120.34  3.000
 5TQ  H041  C04  C03   118.39  3.000
 5TQ  C05   C04  C03   121.27  3.000
 5TQ  C08   C05  C06   119.73  3.000
 5TQ  C08   C05  C04   122.48  3.000
 5TQ  C06   C05  C04   117.79  3.000
 5TQ  C07   C06  C05   120.63  3.000
 5TQ  C05   C06  C01   121.09  3.000
 5TQ  C07   C06  C01   118.28  3.000
 5TQ  O19   C07  N10   121.54  3.000
 5TQ  N10   C07  C06   114.24  3.000
 5TQ  O19   C07  C06   124.21  3.000
 5TQ  C11   C08  C09   120.72  3.000
 5TQ  C11   C08  C05   120.78  3.000
 5TQ  C09   C08  C05   118.49  3.000
 5TQ  C14   C09  N10   116.61  3.000
 5TQ  C14   C09  C08   122.62  3.000
 5TQ  N10   C09  C08   120.77  3.000
 5TQ  H1    N10  C09   117.79  3.000
 5TQ  H1    N10  C07   116.11  3.000
 5TQ  C09   N10  C07   126.10  3.000
 5TQ  H4    C11  H111  105.99  3.000
 5TQ  H4    C11  C08   109.09  3.000
 5TQ  H111  C11  C08   109.43  3.000
 5TQ  H4    C11  N12   111.77  3.000
 5TQ  H111  C11  N12   107.90  3.000
 5TQ  C08   C11  N12   112.44  3.000
 5TQ  H5    C14  H141  106.84  3.000
 5TQ  H5    C14  C09   109.77  3.000
 5TQ  H141  C14  C09   109.88  3.000
 5TQ  H5    C14  C13   110.23  3.000
 5TQ  H141  C14  C13   109.88  3.000
 5TQ  C09   C14  C13   110.18  3.000
 5TQ  H162  C16  H161  106.94  3.000
 5TQ  H162  C16  C17   109.40  3.000
 5TQ  H161  C16  C17   110.35  3.000
 5TQ  H162  C16  C15   110.75  3.000
 5TQ  H161  C16  C15   108.83  3.000
 5TQ  C17   C16  C15   110.50  3.000
 5TQ  O22   C18  O21   122.93  3.000
 5TQ  O22   C18  C17   111.70  3.000
 5TQ  O21   C18  C17   125.37  3.000
 5TQ  H2    O22  C18   109.96  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
 5TQ  CONST_01  C04   C03  C02  C01     0.00   0.0  0
 5TQ  CONST_02  C04   C05  C06  C01     0.00   0.0  0
 5TQ  CONST_03  C05   C06  C01  C02     0.00   0.0  0
 5TQ  CONST_04  C05   C04  C03  C02     0.00   0.0  0
 5TQ  CONST_05  C06   C01  C02  C03     0.00   0.0  0
 5TQ  CONST_06  C06   C05  C04  C03     0.00   0.0  0
 5TQ  CONST_07  C09   N10  C07  C06     0.00   0.0  0
 5TQ  CONST_08  F20   C02  C03  C04   180.00   0.0  0
 5TQ  CONST_09  F20   C02  C01  C06   180.00   0.0  0
 5TQ  CONST_10  O19   C07  N10  C09   180.00   0.0  0
 5TQ  CONST_11  H031  C03  C02  C01   180.00   0.0  0
 5TQ  CONST_12  H041  C04  C03  C02   180.00   0.0  0
 5TQ  CONST_13  H011  C01  C02  C03   180.00   0.0  0
 5TQ  CONST_14  H1    N10  C07  C06   180.00   0.0  0
 5TQ  CONST_15  H2    O22  C18  C17   180.00   0.0  0
 5TQ  Var_01    C05   C08  C11  N12   166.35  30.0  1
 5TQ  Var_02    C09   C14  C13  N12    49.00  30.0  1
 5TQ  Var_03    N10   C09  C14  C13   163.99  30.0  1
 5TQ  Var_04    C08   C11  N12  C13    49.17  30.0  1
 5TQ  Var_05    C14   C13  N12  C11   -68.06  30.0  1
 5TQ  Var_06    C16   C15  N12  C13   -74.97  30.0  3
 5TQ  Var_07    C17   C16  C15  N12  -179.02  30.0  1
 5TQ  Var_08    C18   C17  C16  C15   179.07  30.0  1
 5TQ  Var_09    O21   C18  C17  C16     0.76  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
 5TQ  plan-1  C01   0.020
 5TQ  plan-1  C02   0.020
 5TQ  plan-1  C03   0.020
 5TQ  plan-1  C04   0.020
 5TQ  plan-1  C05   0.020
 5TQ  plan-1  C06   0.020
 5TQ  plan-1  C07   0.020
 5TQ  plan-1  C08   0.020
 5TQ  plan-1  C09   0.020
 5TQ  plan-1  N10   0.020
 5TQ  plan-1  C11   0.020
 5TQ  plan-1  C14   0.020
 5TQ  plan-1  O19   0.020
 5TQ  plan-1  F20   0.020
 5TQ  plan-1  H011  0.020
 5TQ  plan-1  H031  0.020
 5TQ  plan-1  H041  0.020
 5TQ  plan-1  H1    0.020
 5TQ  plan-2  C17   0.020
 5TQ  plan-2  C18   0.020
 5TQ  plan-2  O21   0.020
 5TQ  plan-2  O22   0.020
 5TQ  plan-2  H2    0.020

