# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 20:55:25 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 4-(3-chloro-4-fluorophenyl)-5-(1,5-naphthyridin-2-yl)-1,3-thiazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1sc(c2ccc3ncccc3n2)c(n1)c4ccc(F)c(Cl)c4
#
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
 5GA  5GA  4-(3-chloro-4-fluorophenyl)-5-(1,5-naphthyridin-2-yl)-1,3-thiazol-2-amine  ligand  34  24  .  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_5GA
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
 5GA  N1   N   N     0  -0.441  -1.4613  -0.2097   0.4275
 5GA  N3   N   NH2   0  -0.819   1.7490   4.9223   0.3362
 5GA  C4   C   CR16  0  -0.087  -4.6990  -2.6855   0.4582
 5GA  C5   C   CR6   0   0.172  -1.6205   1.0254   0.0165
 5GA  C6   C   CR16  0  -0.316  -2.8861   1.5350  -0.3860
 5GA  C7   C   CR16  0  -0.191  -3.9764   0.7182  -0.3567
 5GA  C8   C   CR5   0  -0.337  -0.4398   1.8819  -0.0154
 5GA  C10  C   CR5   0   0.382   0.8862   1.5755  -0.1690
 5GA  C13  C   CR6   0  -0.218   3.2003  -1.3684  -0.1598
 5GA  C15  C   CR16  0  -0.407   1.4477  -1.8057  -1.7472
 5GA  CL   CL  CL    0  -0.095   4.6490  -1.8808   0.6208
 5GA  C12  C   CR16  0  -0.246   2.6321  -0.1406   0.1357
 5GA  C14  C   CR6   0   0.602   2.6025  -2.1931  -1.0968
 5GA  F    F   F     0  -0.293   3.1603  -3.3717  -1.3794
 5GA  C16  C   CR16  0  -0.251   0.8782  -0.5821  -1.4430
 5GA  C11  C   CR6   0   0.037   1.4539   0.2565  -0.4908
 5GA  N2   N   N     0  -0.448   1.7595   2.6144  -0.0323
 5GA  C9   C   CR5   0   0.293   1.1404   3.7337   0.2075
 5GA  S    S   S2    0   0.189  -0.5894   3.5943   0.2845
 5GA  C    C   CR66  0   0.191  -3.8224  -0.6232   0.0576
 5GA  C1   C   CR66  0   0.177  -2.5237  -1.0364   0.4364
 5GA  C2   C   CR16  0  -0.197  -2.3571  -2.3788   0.8438
 5GA  C3   C   CR16  0  -0.318  -3.4461  -3.2029   0.8517
 5GA  N    N   N     0  -0.426  -4.8900  -1.4499   0.0756
 5GA  H1   H   HNH2  0   0.410   2.7494   4.9193   0.4513
 5GA  H2   H   HNH2  0   0.414   1.2627   5.7012   0.7459
 5GA  H3   H   HCR6  0   0.270  -5.5678  -3.3347   0.4660
 5GA  H4   H   HCR6  0   0.274  -2.9820   2.5565  -0.7312
 5GA  H5   H   HCR6  0   0.280  -4.9532   1.0728  -0.6591
 5GA  H6   H   HCR6  0   0.291   1.0047  -2.4547  -2.4907
 5GA  H7   H   HCR6  0   0.283   3.1067   0.5038   0.8632
 5GA  H8   H   HCR6  0   0.269  -0.0153  -0.2774  -1.9690
 5GA  H9   H   HCR6  0   0.277  -1.3739  -2.7249   1.1351
 5GA  H10  H   HCR6  0   0.278  -3.3667  -4.2384   1.1526

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
 5GA  N3   C9   single    1.342  0.020  1.342
 5GA  S    C9   aromatic  1.737  0.020  1.737
 5GA  S    C8   aromatic  1.745  0.020  1.745
 5GA  C9   N2   aromatic  1.301  0.020  1.301
 5GA  C8   C5   single    1.459  0.020  1.459
 5GA  C8   C10  aromatic  1.370  0.020  1.370
 5GA  N2   C10  aromatic  1.364  0.020  1.364
 5GA  C5   N1   aromatic  1.311  0.020  1.311
 5GA  C5   C6   aromatic  1.422  0.020  1.422
 5GA  N1   C1   aromatic  1.346  0.020  1.346
 5GA  C6   C7   aromatic  1.363  0.020  1.363
 5GA  C1   C2   aromatic  1.413  0.020  1.413
 5GA  C1   C    aromatic  1.414  0.020  1.414
 5GA  C7   C    aromatic  1.412  0.020  1.412
 5GA  C2   C3   aromatic  1.366  0.020  1.366
 5GA  C    N    aromatic  1.350  0.020  1.350
 5GA  C3   C4   aromatic  1.412  0.020  1.412
 5GA  N    C4   aromatic  1.307  0.020  1.307
 5GA  C10  C11  single    1.472  0.020  1.472
 5GA  C12  C11  aromatic  1.392  0.020  1.392
 5GA  C12  C13  aromatic  1.385  0.020  1.385
 5GA  C11  C16  aromatic  1.393  0.020  1.393
 5GA  CL   C13  single    1.724  0.020  1.724
 5GA  C13  C14  aromatic  1.384  0.020  1.384
 5GA  C16  C15  aromatic  1.383  0.020  1.383
 5GA  C14  C15  aromatic  1.381  0.020  1.381
 5GA  C14  F    single    1.334  0.020  1.334
 5GA  N3   H1   single    0.890  0.020  1.040
 5GA  N3   H2   single    0.890  0.020  1.040
 5GA  C4   H3   single    0.930  0.020  1.080
 5GA  C6   H4   single    0.930  0.020  1.080
 5GA  C7   H5   single    0.930  0.020  1.080
 5GA  C15  H6   single    0.930  0.020  1.080
 5GA  C12  H7   single    0.930  0.020  1.080
 5GA  C16  H8   single    0.930  0.020  1.080
 5GA  C2   H9   single    0.930  0.020  1.080
 5GA  C3   H10  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
 5GA  C1   N1   C5   118.99  3.000
 5GA  H2   N3   H1   115.86  3.000
 5GA  H2   N3   C9   120.39  3.000
 5GA  H1   N3   C9   117.32  3.000
 5GA  H3   C4   N    116.79  3.000
 5GA  H3   C4   C3   119.31  3.000
 5GA  N    C4   C3   123.89  3.000
 5GA  C8   C5   C6   120.23  3.000
 5GA  C6   C5   N1   122.28  3.000
 5GA  C8   C5   N1   117.48  3.000
 5GA  H4   C6   C7   120.11  3.000
 5GA  H4   C6   C5   120.47  3.000
 5GA  C7   C6   C5   119.41  3.000
 5GA  H5   C7   C    119.44  3.000
 5GA  H5   C7   C6   121.32  3.000
 5GA  C    C7   C6   119.23  3.000
 5GA  S    C8   C10  108.77  3.000
 5GA  C10  C8   C5   130.89  3.000
 5GA  S    C8   C5   120.20  3.000
 5GA  N2   C10  C11  117.24  3.000
 5GA  C11  C10  C8   126.76  3.000
 5GA  N2   C10  C8   115.99  3.000
 5GA  C14  C13  C12  119.71  3.000
 5GA  C14  C13  CL   119.51  3.000
 5GA  C12  C13  CL   120.78  3.000
 5GA  H6   C15  C16  120.87  3.000
 5GA  H6   C15  C14  119.86  3.000
 5GA  C16  C15  C14  119.26  3.000
 5GA  H7   C12  C11  120.27  3.000
 5GA  H7   C12  C13  119.46  3.000
 5GA  C11  C12  C13  120.27  3.000
 5GA  F    C14  C15  119.85  3.000
 5GA  F    C14  C13  119.29  3.000
 5GA  C15  C14  C13  120.86  3.000
 5GA  H8   C16  C11  120.30  3.000
 5GA  H8   C16  C15  118.86  3.000
 5GA  C11  C16  C15  120.83  3.000
 5GA  C16  C11  C12  119.05  3.000
 5GA  C16  C11  C10  121.97  3.000
 5GA  C12  C11  C10  118.93  3.000
 5GA  C9   N2   C10  111.65  3.000
 5GA  S    C9   N2   114.39  3.000
 5GA  N2   C9   N3   124.32  3.000
 5GA  S    C9   N3   121.24  3.000
 5GA  C9   S    C8    89.18  3.000
 5GA  N    C    C1   122.92  3.000
 5GA  N    C    C7   119.94  3.000
 5GA  C1   C    C7   117.14  3.000
 5GA  C2   C1   C    117.59  3.000
 5GA  C    C1   N1   122.92  3.000
 5GA  C2   C1   N1   119.50  3.000
 5GA  H9   C2   C3   121.99  3.000
 5GA  H9   C2   C1   119.25  3.000
 5GA  C3   C2   C1   118.76  3.000
 5GA  H10  C3   C2   121.40  3.000
 5GA  H10  C3   C4   119.59  3.000
 5GA  C2   C3   C4   119.01  3.000
 5GA  C    N    C4   117.84  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
 5GA  CONST_03  C7   C6   C5   N1     0.00  0.0  0
 5GA  CONST_04  C3   C2   C1   N1   180.00  0.0  0
 5GA  CONST_05  C7   C    C1   N1     0.00  0.0  0
 5GA  CONST_06  N    C    C1   N1   180.00  0.0  0
 5GA  CONST_07  C1   C2   C3   C4     0.00  0.0  0
 5GA  CONST_08  C1   C    N    C4     0.00  0.0  0
 5GA  CONST_09  C7   C    N    C4   180.00  0.0  0
 5GA  CONST_10  C9   S    C8   C5   180.00  0.0  0
 5GA  CONST_11  N2   C10  C8   C5   180.00  0.0  0
 5GA  CONST_12  C11  C10  C8   C5     0.00  0.0  0
 5GA  CONST_13  C2   C1   N1   C5   180.00  0.0  0
 5GA  CONST_14  C    C1   N1   C5     0.00  0.0  0
 5GA  CONST_15  C    C7   C6   C5     0.00  0.0  0
 5GA  CONST_18  C1   N1   C5   C6     0.00  0.0  0
 5GA  CONST_19  C1   C    C7   C6     0.00  0.0  0
 5GA  CONST_20  N    C    C7   C6   180.00  0.0  0
 5GA  CONST_21  C8   C5   C6   C7   180.00  0.0  0
 5GA  CONST_22  C2   C1   C    C7   180.00  0.0  0
 5GA  CONST_23  N2   C9   S    C8     0.00  0.0  0
 5GA  CONST_24  C1   N1   C5   C8   180.00  0.0  0
 5GA  CONST_25  C9   N2   C10  C8     0.00  0.0  0
 5GA  CONST_28  C9   S    C8   C10    0.00  0.0  0
 5GA  CONST_29  S    C9   N2   C10    0.00  0.0  0
 5GA  CONST_30  C13  C12  C11  C10  180.00  0.0  0
 5GA  CONST_31  C15  C16  C11  C10  180.00  0.0  0
 5GA  CONST_32  C16  C11  C12  C13    0.00  0.0  0
 5GA  CONST_33  C16  C15  C14  C13    0.00  0.0  0
 5GA  CONST_34  C12  C11  C16  C15    0.00  0.0  0
 5GA  CONST_35  C12  C13  C14  C15    0.00  0.0  0
 5GA  CONST_37  C11  C12  C13  C14    0.00  0.0  0
 5GA  CONST_38  C11  C16  C15  C14    0.00  0.0  0
 5GA  CONST_40  S    C8   C10  C11  180.00  0.0  0
 5GA  CONST_41  C9   N2   C10  C11  180.00  0.0  0
 5GA  CONST_42  S    C8   C10  N2     0.00  0.0  0
 5GA  CONST_43  C3   C2   C1   C      0.00  0.0  0
 5GA  CONST_44  C3   C4   N    C      0.00  0.0  0
 5GA  CONST_45  N    C    C1   C2     0.00  0.0  0
 5GA  CONST_46  N    C4   C3   C2     0.00  0.0  0
 5GA  CONST_47  C8   S    C9   N3   180.00  0.0  0
 5GA  CONST_48  C10  N2   C9   N3   180.00  0.0  0
 5GA  CONST_49  CL   C13  C14  C15  180.00  0.0  0
 5GA  CONST_50  C11  C12  C13  CL   180.00  0.0  0
 5GA  CONST_51  F    C14  C13  C12  180.00  0.0  0
 5GA  CONST_52  C16  C15  C14  F    180.00  0.0  0
 5GA  CONST_53  H4   C6   C5   N1   180.00  0.0  0
 5GA  CONST_54  H9   C2   C1   N1     0.00  0.0  0
 5GA  CONST_55  H5   C7   C6   C5   180.00  0.0  0
 5GA  CONST_56  H7   C12  C11  C10    0.00  0.0  0
 5GA  CONST_57  H8   C16  C11  C10    0.00  0.0  0
 5GA  CONST_58  H6   C15  C14  C13  180.00  0.0  0
 5GA  CONST_59  H3   C4   N    C    180.00  0.0  0
 5GA  CONST_60  H10  C3   C2   C1   180.00  0.0  0
 5GA  CONST_61  H1   N3   C9   N2     0.00  0.0  0

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
 5GA  plan-1  N3   0.020
 5GA  plan-1  C5   0.020
 5GA  plan-1  C8   0.020
 5GA  plan-1  C10  0.020
 5GA  plan-1  C11  0.020
 5GA  plan-1  N2   0.020
 5GA  plan-1  C9   0.020
 5GA  plan-1  S    0.020
 5GA  plan-2  C10  0.020
 5GA  plan-2  C13  0.020
 5GA  plan-2  C15  0.020
 5GA  plan-2  CL   0.020
 5GA  plan-2  C12  0.020
 5GA  plan-2  C14  0.020
 5GA  plan-2  F    0.020
 5GA  plan-2  C16  0.020
 5GA  plan-2  C11  0.020
 5GA  plan-2  H6   0.020
 5GA  plan-2  H7   0.020
 5GA  plan-2  H8   0.020
 5GA  plan-3  N1   0.020
 5GA  plan-3  C4   0.020
 5GA  plan-3  C5   0.020
 5GA  plan-3  C6   0.020
 5GA  plan-3  C7   0.020
 5GA  plan-3  C8   0.020
 5GA  plan-3  C    0.020
 5GA  plan-3  C1   0.020
 5GA  plan-3  C2   0.020
 5GA  plan-3  C3   0.020
 5GA  plan-3  N    0.020
 5GA  plan-3  H3   0.020
 5GA  plan-3  H4   0.020
 5GA  plan-3  H5   0.020
 5GA  plan-3  H9   0.020
 5GA  plan-3  H10  0.020
 5GA  plan-4  N3   0.020
 5GA  plan-4  C9   0.020
 5GA  plan-4  H1   0.020
 5GA  plan-4  H2   0.020

