# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 08:57:47 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 4-[(2-fluoro-4-iodophenyl)amino]-N-(2-hydroxyethoxy)-1H-indazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCONC(=O)c1ccc2[nH]ncc2c1Nc3ccc(I)cc3F
#
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
 V04  V04  4-[(2-fluoro-4-iodophenyl)amino]-N-(2-hydroxyethoxy)-1H-indazole-5-carboxamide  ligand  39  25  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_V04
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
 V04  C1    C  CR6   0  -0.148  -2.9364   0.6095   0.1745
 V04  F1    F  F     0  -0.304   0.4550   0.9949  -3.0373
 V04  I1    I  I     0   0.064   3.5401  -2.4940  -0.3702
 V04  N1    N  NR15  0  -0.548  -4.3207   4.3745   0.9418
 V04  O1    O  O     0  -0.449  -2.2764  -1.0035  -1.4571
 V04  C2    C  CR16  0  -0.276  -4.1438   0.7143   0.9046
 V04  N2    N  N     0  -0.223  -3.3812   5.1551   0.4008
 V04  O2    O  O2    0  -0.381  -2.0119  -2.9082   0.4384
 V04  C3    C  CR16  0  -0.307  -4.7282   1.9132   1.2282
 V04  O3    O  OH1   0  -0.670  -1.7905  -5.6432   1.1121
 V04  C4    C  CR6   0   0.316  -2.2522   1.7573  -0.2251
 V04  N4    N  NH1   0  -0.350  -2.4550  -1.6530   0.7021
 V04  C5    C  CR56  0  -0.179  -2.8345   2.9980   0.1002
 V04  C6    C  CR56  0   0.427  -4.0506   3.0602   0.7974
 V04  C7    C  CR15  0  -0.117  -2.4766   4.3572  -0.1059
 V04  C8    C  CR6   0   0.157  -0.0491   0.8060  -0.7560
 V04  C9    C  CR16  0  -0.282   0.2526   0.2166   0.4686
 V04  C10   C  CR16  0  -0.222   1.2596  -0.7291   0.5842
 V04  C11   C  CR6   0  -0.229   2.0028  -1.0730  -0.5339
 V04  C12   C  CR16  0  -0.378   1.7486  -0.4847  -1.7655
 V04  C13   C  CR6   0   0.502   0.7221   0.4302  -1.8515
 V04  C14   C  C     0   0.484  -2.5067  -0.7421  -0.2909
 V04  C15   C  CH2   0  -0.170  -3.0990  -3.8247   0.3075
 V04  C16   C  CH2   0  -0.194  -2.5312  -5.1859   0.0053
 V04  H2    H  HCR6  0   0.268  -4.6492  -0.1998   1.1902
 V04  H3    H  HCR6  0   0.271  -5.6593   1.9621   1.7750
 V04  HN3   H  HNH1  0   0.405  -0.8468   2.5582  -1.4660
 V04  HO3   H  HOH1  0   0.457  -1.4330  -6.5084   0.8946
 V04  HN4   H  HNH1  0   0.416  -2.4480  -1.3916   1.6790
 V04  H7    H  HCR5  0   0.270  -1.6069   4.7643  -0.5990
 V04  H9    H  HCR6  0   0.295  -0.3000   0.5087   1.3520
 V04  H10   H  HCR6  0   0.282   1.4610  -1.1699   1.5503
 V04  H12   H  HCR6  0   0.300   2.3142  -0.7347  -2.6534
 V04  H15   H  HCH2  0   0.226  -3.6913  -3.8474   1.2288
 V04  H15A  H  HCH2  0   0.228  -3.7564  -3.5261  -0.5141
 V04  H16   H  HCH2  0   0.210  -1.9201  -5.1324  -0.9050
 V04  H16A  H  HCH2  0   0.213  -3.3809  -5.8416  -0.2229
 V04  HN1   H  HNR5  0   0.420  -5.1147   4.7927   1.3985
 V04  N3    N  NH1   0  -0.787  -1.0594   1.7456  -0.9092

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
 V04  C2   C1    aromatic  1.415  0.020  1.415
 V04  C1   C14   single    1.493  0.020  1.493
 V04  C1   C4    aromatic  1.395  0.020  1.395
 V04  C13  F1    single    1.340  0.020  1.340
 V04  C11  I1    single    2.100  0.020  2.100
 V04  N1   C6    aromatic  1.350  0.020  1.350
 V04  N1   N2    aromatic  1.336  0.020  1.336
 V04  C14  O1    double    1.217  0.020  1.217
 V04  C3   C2    aromatic  1.372  0.020  1.372
 V04  C2   H2    single    0.930  0.020  1.080
 V04  N2   C7    aromatic  1.308  0.020  1.308
 V04  N4   O2    single    1.357  0.020  1.357
 V04  O2   C15   single    1.428  0.020  1.428
 V04  C3   C6    aromatic  1.400  0.020  1.400
 V04  C3   H3    single    0.930  0.020  1.080
 V04  C4   N3    single    1.375  0.020  1.375
 V04  N3   C8    single    1.388  0.020  1.388
 V04  N3   HN3   single    0.860  0.020  1.020
 V04  C16  O3    single    1.408  0.020  1.408
 V04  O3   HO3   single    0.850  0.020  0.980
 V04  C5   C4    aromatic  1.409  0.020  1.409
 V04  N4   C14   single    1.348  0.020  1.348
 V04  N4   HN4   single    0.860  0.020  1.020
 V04  C6   C5    aromatic  1.403  0.020  1.403
 V04  C5   C7    aromatic  1.421  0.020  1.421
 V04  C7   H7    single    0.930  0.020  1.080
 V04  C9   C8    aromatic  1.392  0.020  1.392
 V04  C8   C13   aromatic  1.391  0.020  1.391
 V04  C9   C10   aromatic  1.386  0.020  1.386
 V04  C9   H9    single    0.930  0.020  1.080
 V04  C10  C11   aromatic  1.386  0.020  1.386
 V04  C10  H10   single    0.930  0.020  1.080
 V04  C11  C12   aromatic  1.388  0.020  1.388
 V04  C13  C12   aromatic  1.378  0.020  1.378
 V04  C12  H12   single    0.930  0.020  1.080
 V04  C15  C16   single    1.506  0.020  1.506
 V04  C15  H15   single    0.970  0.020  1.090
 V04  C15  H15A  single    0.970  0.020  1.090
 V04  C16  H16   single    0.970  0.020  1.090
 V04  C16  H16A  single    0.970  0.020  1.090
 V04  N1   HN1   single    0.860  0.020  1.020

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
 V04  C14   C1   C4   120.97  3.000
 V04  C4    C1   C2   120.37  3.000
 V04  C14   C1   C2   118.27  3.000
 V04  HN1   N1   C6   127.65  3.000
 V04  HN1   N1   N2   119.71  3.000
 V04  C6    N1   N2   112.64  3.000
 V04  H2    C2   C3   118.46  3.000
 V04  H2    C2   C1   118.16  3.000
 V04  C3    C2   C1   123.35  3.000
 V04  C7    N2   N1   106.66  3.000
 V04  C15   O2   N4   111.28  3.000
 V04  H3    C3   C6   122.37  3.000
 V04  H3    C3   C2   121.71  3.000
 V04  C6    C3   C2   115.91  3.000
 V04  HO3   O3   C16  108.07  3.000
 V04  C5    C4   N3   118.75  3.000
 V04  C5    C4   C1   117.12  3.000
 V04  N3    C4   C1   124.13  3.000
 V04  HN4   N4   C14  122.48  3.000
 V04  HN4   N4   O2   115.13  3.000
 V04  C14   N4   O2   119.62  3.000
 V04  C7    C5   C6   104.36  3.000
 V04  C7    C5   C4   134.83  3.000
 V04  C6    C5   C4   120.80  3.000
 V04  C5    C6   C3   122.41  3.000
 V04  C5    C6   N1   105.65  3.000
 V04  C3    C6   N1   131.92  3.000
 V04  H7    C7   C5   129.05  3.000
 V04  H7    C7   N2   120.27  3.000
 V04  C5    C7   N2   110.68  3.000
 V04  C13   C8   C9   117.27  3.000
 V04  C13   C8   N3   119.95  3.000
 V04  C9    C8   N3   122.78  3.000
 V04  H9    C9   C10  119.14  3.000
 V04  H9    C9   C8   119.55  3.000
 V04  C10   C9   C8   121.30  3.000
 V04  H10   C10  C11  121.33  3.000
 V04  H10   C10  C9   119.22  3.000
 V04  C11   C10  C9   119.44  3.000
 V04  C12   C11  C10  120.82  3.000
 V04  C12   C11  I1   119.34  3.000
 V04  C10   C11  I1   119.84  3.000
 V04  H12   C12  C13  119.45  3.000
 V04  H12   C12  C11  122.30  3.000
 V04  C13   C12  C11  118.24  3.000
 V04  C12   C13  C8   122.89  3.000
 V04  C12   C13  F1   118.91  3.000
 V04  C8    C13  F1   118.19  3.000
 V04  N4    C14  O1   123.59  3.000
 V04  N4    C14  C1   113.15  3.000
 V04  O1    C14  C1   123.21  3.000
 V04  H15A  C15  H15  108.21  3.000
 V04  H15A  C15  C16  108.83  3.000
 V04  H15   C15  C16  110.73  3.000
 V04  H15A  C15  O2   110.56  3.000
 V04  H15   C15  O2   110.35  3.000
 V04  C16   C15  O2   108.15  3.000
 V04  H16A  C16  H16  106.72  3.000
 V04  H16A  C16  C15  106.85  3.000
 V04  H16   C16  C15  109.41  3.000
 V04  H16A  C16  O3   112.14  3.000
 V04  H16   C16  O3   112.02  3.000
 V04  C15   C16  O3   109.53  3.000
 V04  HN3   N3   C8   116.95  3.000
 V04  HN3   N3   C4   116.81  3.000
 V04  C8    N3   C4   125.60  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
 V04  CONST_01  C6   C3   C2   C1     0.00   0.0  0
 V04  CONST_02  C6   C5   C4   C1     0.00   0.0  0
 V04  CONST_03  C7   C5   C4   C1   180.00   0.0  0
 V04  CONST_04  C2   C3   C6   N1   180.00   0.0  0
 V04  CONST_05  C4   C5   C6   N1   180.00   0.0  0
 V04  CONST_06  C7   C5   C6   N1     0.00   0.0  0
 V04  CONST_07  C5   C7   N2   N1     0.00   0.0  0
 V04  CONST_08  C5   C4   C1   C2     0.00   0.0  0
 V04  CONST_09  C5   C6   C3   C2     0.00   0.0  0
 V04  CONST_10  C3   C6   N1   N2   180.00   0.0  0
 V04  CONST_11  C5   C6   N1   N2     0.00   0.0  0
 V04  CONST_12  C4   C5   C7   N2   180.00   0.0  0
 V04  CONST_13  C6   C5   C7   N2     0.00   0.0  0
 V04  CONST_14  C4   C1   C2   C3     0.00   0.0  0
 V04  CONST_15  C4   C5   C6   C3     0.00   0.0  0
 V04  CONST_16  C7   C5   C6   C3   180.00   0.0  0
 V04  CONST_17  C7   N2   N1   C6     0.00   0.0  0
 V04  CONST_18  C11  C10  C9   C8     0.00   0.0  0
 V04  CONST_19  C11  C12  C13  C8     0.00   0.0  0
 V04  CONST_20  C12  C13  C8   C9     0.00   0.0  0
 V04  CONST_21  C12  C11  C10  C9     0.00   0.0  0
 V04  CONST_22  C13  C8   C9   C10    0.00   0.0  0
 V04  CONST_23  C13  C12  C11  C10    0.00   0.0  0
 V04  CONST_24  C9   C8   C13  F1   180.00   0.0  0
 V04  CONST_25  C11  C12  C13  F1   180.00   0.0  0
 V04  CONST_26  C9   C10  C11  I1   180.00   0.0  0
 V04  CONST_27  C13  C12  C11  I1   180.00   0.0  0
 V04  CONST_28  N3   C4   C1   C2   180.00   0.0  0
 V04  CONST_29  C14  C1   C2   C3   180.00   0.0  0
 V04  CONST_30  C6   C5   C4   N3   180.00   0.0  0
 V04  CONST_31  C7   C5   C4   N3     0.00   0.0  0
 V04  CONST_32  C10  C9   C8   N3   180.00   0.0  0
 V04  CONST_33  C12  C13  C8   N3   180.00   0.0  0
 V04  CONST_34  C14  C1   C4   C5   180.00   0.0  0
 V04  CONST_35  H3   C3   C2   C1   180.00   0.0  0
 V04  CONST_36  H7   C7   N2   N1   180.00   0.0  0
 V04  CONST_37  HN1  N1   C6   C3     0.00   0.0  0
 V04  CONST_38  H2   C2   C1   C4   180.00   0.0  0
 V04  CONST_39  H10  C10  C9   C8   180.00   0.0  0
 V04  CONST_40  H12  C12  C13  C8   180.00   0.0  0
 V04  CONST_41  H9   C9   C10  C11  180.00   0.0  0
 V04  CONST_42  O2   N4   C14  C1   180.00   0.0  0
 V04  CONST_44  O2   N4   C14  O1     0.00   0.0  0
 V04  Var_01    C8   N3   C4   C1   -33.96  30.0  2
 V04  Var_02    C9   C8   N3   C4   -34.82  30.0  2
 V04  Var_03    C2   C1   C14  O1   124.03  30.0  2
 V04  Var_04    O3   C16  C15  O2    65.72  30.0  3
 V04  Var_05    C16  C15  O2   N4   179.52  30.0  3

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
 V04  plan-1  F1   0.020
 V04  plan-1  I1   0.020
 V04  plan-1  C8   0.020
 V04  plan-1  C9   0.020
 V04  plan-1  C10  0.020
 V04  plan-1  C11  0.020
 V04  plan-1  C12  0.020
 V04  plan-1  C13  0.020
 V04  plan-1  H9   0.020
 V04  plan-1  H10  0.020
 V04  plan-1  H12  0.020
 V04  plan-1  N3   0.020
 V04  plan-2  C1   0.020
 V04  plan-2  N1   0.020
 V04  plan-2  C2   0.020
 V04  plan-2  N2   0.020
 V04  plan-2  C3   0.020
 V04  plan-2  C4   0.020
 V04  plan-2  C5   0.020
 V04  plan-2  C6   0.020
 V04  plan-2  C7   0.020
 V04  plan-2  C14  0.020
 V04  plan-2  H2   0.020
 V04  plan-2  H3   0.020
 V04  plan-2  H7   0.020
 V04  plan-2  HN1  0.020
 V04  plan-2  N3   0.020
 V04  plan-3  C1   0.020
 V04  plan-3  O1   0.020
 V04  plan-3  O2   0.020
 V04  plan-3  N4   0.020
 V04  plan-3  C14  0.020
 V04  plan-3  HN4  0.020

