# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 18:33:43 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: 5-fluoro-N-(2-sulfanylethyl)-1H-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc2[nH]c(cc2c1)C(=O)NCCS
#
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
 FXN  FXN  5-fluoro-N-(2-sulfanylethyl)-1H-indole-2-carboxamide  ligand  27  16  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FXN
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
 FXN  F18   F  F     0  -0.325  -0.0251  -0.3408  -5.8905
 FXN  C10   C  CR6   0   0.518   0.1915  -0.1802  -4.5695
 FXN  C6    C  CR16  0  -0.500  -0.8791  -0.1877  -3.7150
 FXN  C11   C  CR16  0  -0.430   1.5163  -0.0125  -4.1480
 FXN  C8    C  CR16  0  -0.287   1.7981   0.1487  -2.8082
 FXN  C12   C  CR56  0   0.342   0.7267   0.1361  -1.9153
 FXN  N1    N  NR15  0  -0.738   0.7092   0.2603  -0.5577
 FXN  C16   C  CR56  0   0.078  -0.6085  -0.0177  -2.3490
 FXN  C5    C  CR15  0  -0.400  -1.4279   0.0472  -1.1890
 FXN  C13   C  CR5   0   0.228  -0.5891   0.2185  -0.1203
 FXN  C7    C  C     0   0.520  -0.9900   0.3090   1.2988
 FXN  O17   O  O     0  -0.479  -2.1251   0.6418   1.6073
 FXN  N3    N  NH1   0  -0.658  -0.0391   0.0056   2.2011
 FXN  C14   C  CH2   0  -0.240  -0.3113   0.0098   3.6233
 FXN  C9    C  CH2   0  -0.591   0.9930  -0.1386   4.3885
 FXN  S19   S  S2    0  -0.244   0.6092  -0.1584   6.1693
 FXN  H6    H  HCR6  0   0.273  -1.8891  -0.3181  -4.0818
 FXN  H11   H  HCR6  0   0.279   2.3126  -0.0129  -4.8802
 FXN  H8    H  HCR6  0   0.276   2.8174   0.2773  -2.4691
 FXN  HN1   H  HNR5  0   0.415   1.5110   0.5035   0.0018
 FXN  H5    H  HCR5  0   0.262  -2.5007  -0.0471  -1.1415
 FXN  HN3   H  HNH1  0   0.405   0.7864  -0.4850   1.8941
 FXN  H141  H  HCH2  0   0.256  -0.7944   0.9497   3.8927
 FXN  H142  H  HCH2  0   0.249  -0.9976  -0.8003   3.8888
 FXN  H91   H  HCH2  0   0.278   1.4906  -1.0702   4.1167
 FXN  H92   H  HCH2  0   0.281   1.6611   0.6931   4.1662
 FXN  H19   H  HSH1  0   0.233   1.8679  -0.2601   6.6079

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
 FXN  F18  C10   single    1.348  0.020  1.348
 FXN  C10  C6    aromatic  1.370  0.020  1.370
 FXN  C10  C11   aromatic  1.400  0.020  1.400
 FXN  C6   C16   aromatic  1.403  0.020  1.403
 FXN  C6   H6    single    0.930  0.020  1.080
 FXN  C11  C8    aromatic  1.379  0.020  1.379
 FXN  C11  H11   single    0.930  0.020  1.080
 FXN  C8   C12   aromatic  1.395  0.020  1.395
 FXN  C8   H8    single    0.930  0.020  1.080
 FXN  C12  N1    aromatic  1.363  0.020  1.363
 FXN  C12  C16   aromatic  1.412  0.020  1.412
 FXN  N1   C13   aromatic  1.371  0.020  1.371
 FXN  N1   HN1   single    0.860  0.020  1.020
 FXN  C16  C5    aromatic  1.422  0.020  1.422
 FXN  C5   C13   aromatic  1.369  0.020  1.369
 FXN  C5   H5    single    0.930  0.020  1.080
 FXN  C13  C7    single    1.477  0.020  1.477
 FXN  C7   O17   double    1.222  0.020  1.222
 FXN  C7   N3    single    1.346  0.020  1.346
 FXN  N3   C14   single    1.448  0.020  1.448
 FXN  N3   HN3   single    0.860  0.020  1.020
 FXN  C14  C9    single    1.519  0.020  1.519
 FXN  C14  H141  single    0.970  0.020  1.090
 FXN  C14  H142  single    0.970  0.020  1.090
 FXN  C9   S19   single    1.822  0.020  1.822
 FXN  C9   H91   single    0.970  0.020  1.090
 FXN  C9   H92   single    0.970  0.020  1.090
 FXN  S19  H19   single    1.200  0.020  1.300

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
 FXN  C11   C10  C6    123.52  3.000
 FXN  C11   C10  F18   117.46  3.000
 FXN  C6    C10  F18   119.02  3.000
 FXN  H6    C6   C16   121.64  3.000
 FXN  H6    C6   C10   121.23  3.000
 FXN  C16   C6   C10   117.13  3.000
 FXN  H11   C11  C8    120.49  3.000
 FXN  H11   C11  C10   119.52  3.000
 FXN  C8    C11  C10   119.99  3.000
 FXN  H8    C8   C12   121.61  3.000
 FXN  H8    C8   C11   120.73  3.000
 FXN  C12   C8   C11   117.65  3.000
 FXN  C16   C12  N1    107.68  3.000
 FXN  C16   C12  C8    122.05  3.000
 FXN  N1    C12  C8    130.28  3.000
 FXN  HN1   N1   C13   125.73  3.000
 FXN  HN1   N1   C12   124.39  3.000
 FXN  C13   N1   C12   109.09  3.000
 FXN  C5    C16  C12   106.82  3.000
 FXN  C5    C16  C6    133.54  3.000
 FXN  C12   C16  C6    119.65  3.000
 FXN  H5    C5   C13   125.89  3.000
 FXN  H5    C5   C16   127.26  3.000
 FXN  C13   C5   C16   106.83  3.000
 FXN  C7    C13  C5    126.24  3.000
 FXN  C7    C13  N1    124.17  3.000
 FXN  C5    C13  N1    109.57  3.000
 FXN  N3    C7   O17   123.25  3.000
 FXN  N3    C7   C13   116.02  3.000
 FXN  O17   C7   C13   120.73  3.000
 FXN  HN3   N3   C14   117.03  3.000
 FXN  HN3   N3   C7    118.96  3.000
 FXN  C14   N3   C7    121.68  3.000
 FXN  H142  C14  H141  107.47  3.000
 FXN  H142  C14  C9    110.11  3.000
 FXN  H141  C14  C9    109.88  3.000
 FXN  H142  C14  N3    110.73  3.000
 FXN  H141  C14  N3    109.17  3.000
 FXN  C9    C14  N3    109.45  3.000
 FXN  H92   C9   H91   108.74  3.000
 FXN  H92   C9   S19   109.69  3.000
 FXN  H91   C9   S19   109.30  3.000
 FXN  H92   C9   C14   110.42  3.000
 FXN  H91   C9   C14   110.46  3.000
 FXN  S19   C9   C14   108.21  3.000
 FXN  H19   S19  C9     97.07  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
 FXN  CONST_01  C12  C16  C6   C10     0.00   0.0  0
 FXN  CONST_02  C5   C16  C6   C10   180.00   0.0  0
 FXN  CONST_03  C12  C8   C11  C10     0.00   0.0  0
 FXN  CONST_04  C8   C11  C10  C6      0.00   0.0  0
 FXN  CONST_05  C8   C12  C16  C6      0.00   0.0  0
 FXN  CONST_06  N1   C12  C16  C6    180.00   0.0  0
 FXN  CONST_07  C13  C5   C16  C6    180.00   0.0  0
 FXN  CONST_08  C16  C6   C10  C11     0.00   0.0  0
 FXN  CONST_09  N1   C12  C8   C11   180.00   0.0  0
 FXN  CONST_10  C16  C12  C8   C11     0.00   0.0  0
 FXN  CONST_11  C13  N1   C12  C8    180.00   0.0  0
 FXN  CONST_12  C5   C16  C12  C8    180.00   0.0  0
 FXN  CONST_13  C5   C13  N1   C12     0.00   0.0  0
 FXN  CONST_14  C13  C5   C16  C12     0.00   0.0  0
 FXN  CONST_15  C5   C16  C12  N1      0.00   0.0  0
 FXN  CONST_16  C16  C5   C13  N1      0.00   0.0  0
 FXN  CONST_17  C13  N1   C12  C16     0.00   0.0  0
 FXN  CONST_18  C16  C6   C10  F18   180.00   0.0  0
 FXN  CONST_19  C8   C11  C10  F18   180.00   0.0  0
 FXN  CONST_20  C7   C13  N1   C12   180.00   0.0  0
 FXN  CONST_21  C7   C13  C5   C16   180.00   0.0  0
 FXN  CONST_22  H8   C8   C11  C10   180.00   0.0  0
 FXN  CONST_23  H11  C11  C10  C6    180.00   0.0  0
 FXN  CONST_24  H5   C5   C16  C6      0.00   0.0  0
 FXN  CONST_25  H6   C6   C10  C11   180.00   0.0  0
 FXN  CONST_26  HN1  N1   C12  C8      0.00   0.0  0
 FXN  CONST_27  C14  N3   C7   C13   180.00   0.0  0
 FXN  CONST_29  C14  N3   C7   O17     0.00   0.0  0
 FXN  Var_01    O17  C7   C13  N1    159.18  30.0  2
 FXN  Var_02    C9   C14  N3   C7   -170.53  30.0  3
 FXN  Var_03    S19  C9   C14  N3   -179.03  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
 FXN  plan-1  F18  0.020
 FXN  plan-1  C10  0.020
 FXN  plan-1  C6   0.020
 FXN  plan-1  C11  0.020
 FXN  plan-1  C8   0.020
 FXN  plan-1  C12  0.020
 FXN  plan-1  N1   0.020
 FXN  plan-1  C16  0.020
 FXN  plan-1  C5   0.020
 FXN  plan-1  C13  0.020
 FXN  plan-1  C7   0.020
 FXN  plan-1  H6   0.020
 FXN  plan-1  H11  0.020
 FXN  plan-1  H8   0.020
 FXN  plan-1  HN1  0.020
 FXN  plan-1  H5   0.020
 FXN  plan-2  C13  0.020
 FXN  plan-2  C7   0.020
 FXN  plan-2  O17  0.020
 FXN  plan-2  N3   0.020
 FXN  plan-2  C14  0.020
 FXN  plan-2  HN3  0.020

