# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 20:50:01 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (2S)-2-{[(1-chloro-4-hydroxyisoquinolin-3-yl)carbonyl]amino}propanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)c1nc(Cl)c2ccccc2c1O)C(O)=O
#
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
 FNT  FNT  (2S)-2-{[(1-chloro-4-hydroxyisoquinolin-3-yl)carbonyl]amino}propanoate  ligand  31  20  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FNT
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
 FNT  C1    C   CR16  0  -0.305   3.9612  -0.9747   0.0202
 FNT  CL1   CL  CL    0  -0.100   1.6009  -2.9563  -0.1100
 FNT  C2    C   CR66  0   0.126   2.6602  -0.4397  -0.0020
 FNT  C3    C   CR66  0   0.100   2.4888   0.9635   0.0349
 FNT  C4    C   CR16  0  -0.279   3.6195   1.8004   0.0916
 FNT  C5    C   CR16  0  -0.237   4.8766   1.2538   0.1118
 FNT  C6    C   CR16  0  -0.235   5.0478  -0.1398   0.0762
 FNT  C7    C   CR6   0   0.057   1.4703  -1.2250  -0.0606
 FNT  N8    N   N     0  -0.414   0.2871  -0.7370  -0.0807
 FNT  C9    C   CR6   0  -0.099   0.1050   0.6026  -0.0431
 FNT  C08   C   CH3   0  -0.656  -4.1000   0.8816  -1.6143
 FNT  C10   C   CR6   0   0.340   1.1624   1.4907   0.0147
 FNT  C12   C   C     0   0.638  -1.2812   1.1117  -0.0674
 FNT  O13   O   O     0  -0.538  -1.4994   2.3325  -0.0240
 FNT  N14   N   NH1   0  -0.652  -2.2467   0.1997  -0.1333
 FNT  C15   C   CH1   0  -0.201  -3.6467   0.5395  -0.1918
 FNT  C16   C   C     0   0.552  -4.4434  -0.6224   0.3680
 FNT  O17   O   O     0  -0.431  -3.9752  -1.6924   0.6618
 FNT  O18   O   OH1   0  -0.585  -5.7244  -0.3170   0.4757
 FNT  O19   O   OH1   0  -0.608   1.0046   2.8023   0.0525
 FNT  H1    H   HCR6  0   0.266   4.1060  -2.0453  -0.0063
 FNT  H4    H   HCR6  0   0.273   3.4965   2.8739   0.1195
 FNT  H5    H   HCR6  0   0.276   5.7431   1.8994   0.1563
 FNT  H6    H   HCR6  0   0.276   6.0452  -0.5579   0.0934
 FNT  H08A  H   HCH3  0   0.255  -3.4982   1.7030  -1.9989
 FNT  H08B  H   HCH3  0   0.242  -3.9805   0.0260  -2.2784
 FNT  HN14  H   HNH1  0   0.412  -1.9739  -0.7725  -0.1848
 FNT  H15   H   HCH1  0   0.301  -3.8247   1.4044   0.4528
 FNT  HO19  H   HOH1  0   0.485   0.0247   2.9682   0.0338
 FNT  HO18  H   HOH1  0   0.490  -6.2258  -1.0777   0.8068
 FNT  H08   H   HCH3  0   0.250  -5.1419   1.1952  -1.6306

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
 FNT  C1   C2    aromatic  1.407  0.020  1.407
 FNT  C1   C6    aromatic  1.371  0.020  1.371
 FNT  CL1  C7    single    1.737  0.020  1.737
 FNT  C2   C3    aromatic  1.414  0.020  1.414
 FNT  C2   C7    aromatic  1.427  0.020  1.427
 FNT  C3   C4    aromatic  1.408  0.020  1.408
 FNT  C3   C10   aromatic  1.428  0.020  1.428
 FNT  C4   C5    aromatic  1.371  0.020  1.371
 FNT  C5   C6    aromatic  1.404  0.020  1.404
 FNT  C7   N8    aromatic  1.280  0.020  1.280
 FNT  N8   C9    aromatic  1.352  0.020  1.352
 FNT  C9   C10   aromatic  1.382  0.020  1.382
 FNT  C9   C12   single    1.477  0.020  1.477
 FNT  C08  C15   single    1.532  0.020  1.532
 FNT  C10  O19   single    1.322  0.020  1.322
 FNT  C12  O13   double    1.241  0.020  1.241
 FNT  C12  N14   single    1.330  0.020  1.330
 FNT  N14  C15   single    1.442  0.020  1.442
 FNT  C15  C16   single    1.516  0.020  1.516
 FNT  C16  O17   double    1.204  0.020  1.204
 FNT  C16  O18   single    1.321  0.020  1.321
 FNT  C1   H1    single    0.930  0.020  1.080
 FNT  C4   H4    single    0.930  0.020  1.080
 FNT  C5   H5    single    0.930  0.020  1.080
 FNT  C6   H6    single    0.930  0.020  1.080
 FNT  C08  H08   single    0.970  0.020  1.090
 FNT  C08  H08A  single    0.970  0.020  1.090
 FNT  C08  H08B  single    0.970  0.020  1.090
 FNT  N14  HN14  single    0.860  0.020  1.020
 FNT  C15  H15   single    0.970  0.020  1.090
 FNT  O19  HO19  single    0.850  0.020  0.980
 FNT  O18  HO18  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
 FNT  H1    C1   C6    119.86  3.000
 FNT  H1    C1   C2    120.02  3.000
 FNT  C6    C1   C2    120.12  3.000
 FNT  C7    C2   C3    116.49  3.000
 FNT  C7    C2   C1    124.23  3.000
 FNT  C3    C2   C1    119.27  3.000
 FNT  C10   C3   C4    121.82  3.000
 FNT  C10   C3   C2    118.60  3.000
 FNT  C4    C3   C2    119.58  3.000
 FNT  H4    C4   C5    120.00  3.000
 FNT  H4    C4   C3    120.00  3.000
 FNT  C5    C4   C3    120.00  3.000
 FNT  H5    C5   C6    119.72  3.000
 FNT  H5    C5   C4    119.82  3.000
 FNT  C6    C5   C4    120.46  3.000
 FNT  H6    C6   C5    119.70  3.000
 FNT  H6    C6   C1    119.73  3.000
 FNT  C5    C6   C1    120.56  3.000
 FNT  N8    C7   C2    124.17  3.000
 FNT  N8    C7   CL1   116.69  3.000
 FNT  C2    C7   CL1   119.14  3.000
 FNT  C9    N8   C7    120.11  3.000
 FNT  C12   C9   C10   119.82  3.000
 FNT  C12   C9   N8    117.86  3.000
 FNT  C10   C9   N8    122.32  3.000
 FNT  H08B  C08  H08A  108.45  3.000
 FNT  H08B  C08  H08   108.79  3.000
 FNT  H08A  C08  H08   107.85  3.000
 FNT  H08B  C08  C15   110.99  3.000
 FNT  H08A  C08  C15   109.46  3.000
 FNT  H08   C08  C15   111.21  3.000
 FNT  O19   C10  C9    123.20  3.000
 FNT  O19   C10  C3    118.49  3.000
 FNT  C9    C10  C3    118.30  3.000
 FNT  N14   C12  O13   123.28  3.000
 FNT  N14   C12  C9    116.48  3.000
 FNT  O13   C12  C9    120.24  3.000
 FNT  HN14  N14  C15   119.11  3.000
 FNT  HN14  N14  C12   117.78  3.000
 FNT  C15   N14  C12   123.05  3.000
 FNT  H15   C15  C16   107.64  3.000
 FNT  H15   C15  N14   108.70  3.000
 FNT  C16   C15  N14   108.34  3.000
 FNT  H15   C15  C08   108.82  3.000
 FNT  C16   C15  C08   111.02  3.000
 FNT  N14   C15  C08   112.19  3.000
 FNT  O18   C16  O17   124.22  3.000
 FNT  O18   C16  C15   111.25  3.000
 FNT  O17   C16  C15   124.52  3.000
 FNT  HO18  O18  C16   110.36  3.000
 FNT  HO19  O19  C10   106.43  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
 FNT  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 FNT  CONST_02  C10   C3   C2   C1   180.00   0.0  0
 FNT  CONST_03  N8    C7   C2   C1   180.00   0.0  0
 FNT  CONST_04  C4    C5   C6   C1     0.00   0.0  0
 FNT  CONST_05  C5    C6   C1   C2     0.00   0.0  0
 FNT  CONST_06  C5    C4   C3   C2     0.00   0.0  0
 FNT  CONST_07  C9    C10  C3   C2     0.00   0.0  0
 FNT  CONST_08  C9    N8   C7   C2     0.00   0.0  0
 FNT  CONST_09  C6    C1   C2   C3     0.00   0.0  0
 FNT  CONST_10  N8    C7   C2   C3     0.00   0.0  0
 FNT  CONST_11  C6    C5   C4   C3     0.00   0.0  0
 FNT  CONST_12  N8    C9   C10  C3     0.00   0.0  0
 FNT  CONST_13  C7    C2   C3   C4   180.00   0.0  0
 FNT  CONST_14  C9    C10  C3   C4   180.00   0.0  0
 FNT  CONST_15  C10   C3   C4   C5   180.00   0.0  0
 FNT  CONST_16  C7    C2   C1   C6   180.00   0.0  0
 FNT  CONST_17  C10   C3   C2   C7     0.00   0.0  0
 FNT  CONST_18  C10   C9   N8   C7     0.00   0.0  0
 FNT  CONST_19  CL1   C7   C2   C1     0.00   0.0  0
 FNT  CONST_20  C3    C2   C7   CL1  180.00   0.0  0
 FNT  CONST_21  C9    N8   C7   CL1  180.00   0.0  0
 FNT  CONST_22  O19   C10  C3   C2   180.00   0.0  0
 FNT  CONST_23  C12   C9   C10  C3   180.00   0.0  0
 FNT  CONST_24  O19   C10  C3   C4     0.00   0.0  0
 FNT  CONST_25  C12   C9   N8   C7   180.00   0.0  0
 FNT  CONST_26  O19   C10  C9   N8   180.00   0.0  0
 FNT  CONST_27  H5    C5   C6   C1   180.00   0.0  0
 FNT  CONST_28  H6    C6   C1   C2   180.00   0.0  0
 FNT  CONST_29  H4    C4   C3   C2   180.00   0.0  0
 FNT  CONST_30  H1    C1   C2   C3   180.00   0.0  0
 FNT  CONST_31  C15   N14  C12  C9   180.00   0.0  0
 FNT  CONST_32  HN14  N14  C12  C9     0.00   0.0  0
 FNT  CONST_33  C15   N14  C12  O13    0.00   0.0  0
 FNT  CONST_34  HO18  O18  C16  C15  180.00   0.0  0
 FNT  Var_01    O13   C12  C9   N8   179.43  30.0  2

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
 FNT  chir_01  C15  C08  N14  C16  positiv

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
 FNT  plan-1  C1    0.020
 FNT  plan-1  CL1   0.020
 FNT  plan-1  C2    0.020
 FNT  plan-1  C3    0.020
 FNT  plan-1  C4    0.020
 FNT  plan-1  C5    0.020
 FNT  plan-1  C6    0.020
 FNT  plan-1  C7    0.020
 FNT  plan-1  N8    0.020
 FNT  plan-1  C9    0.020
 FNT  plan-1  C10   0.020
 FNT  plan-1  C12   0.020
 FNT  plan-1  O19   0.020
 FNT  plan-1  H1    0.020
 FNT  plan-1  H4    0.020
 FNT  plan-1  H5    0.020
 FNT  plan-1  H6    0.020
 FNT  plan-2  C9    0.020
 FNT  plan-2  C12   0.020
 FNT  plan-2  O13   0.020
 FNT  plan-2  N14   0.020
 FNT  plan-2  C15   0.020
 FNT  plan-2  HN14  0.020
 FNT  plan-3  C15   0.020
 FNT  plan-3  C16   0.020
 FNT  plan-3  O17   0.020
 FNT  plan-3  O18   0.020
 FNT  plan-3  HO18  0.020

