# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 12:26:46 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: N-[(3-fluorophenyl)methyl]-6-(pyridin-4-yl)-1,3-benzothiazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc(CNc2sc3cc(ccc3n2)c4ccncc4)c1
#
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
 9D4  9D4  N-[(3-fluorophenyl)methyl]-6-(pyridin-4-yl)-1,3-benzothiazol-2-amine  ligand  38  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9D4
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
 9D4  N1   N  N     0  -0.480   0.4082  -1.0395   0.5517
 9D4  C4   C  CR5   0   0.321   0.9898   0.1176   0.5733
 9D4  C5   C  CR56  0   0.370  -0.9402  -0.9040   0.3542
 9D4  C6   C  CR16  0  -0.309  -1.8614  -1.9464   0.2737
 9D4  C7   C  CR16  0  -0.305  -3.1989  -1.6576   0.0777
 9D4  C8   C  CR6   0   0.069  -3.6619  -0.3394  -0.0389
 9D4  C10  C  CR56  0  -0.236  -1.4113   0.4151   0.2341
 9D4  C13  C  CR16  0  -0.062  -7.0505   1.2950   0.0780
 9D4  C15  C  CR16  0  -0.385  -5.9185  -0.9289  -0.9549
 9D4  C17  C  CR16  0  -0.224   6.9600  -0.1896   1.0612
 9D4  C    C  CR6   0   0.541   6.1549   0.2250  -1.1339
 9D4  C18  C  CR16  0  -0.418   7.2188   0.1729  -0.2514
 9D4  C16  C  CR16  0  -0.317   5.6656  -0.4880   1.4700
 9D4  C2   C  CR6   0   0.086   4.6126  -0.4350   0.5648
 9D4  C1   C  CR16  0  -0.439   4.8617  -0.0701  -0.7567
 9D4  C3   C  CH2   0  -0.328   3.2142  -0.7826   0.9968
 9D4  N    N  NH1   0  -0.659   2.3061   0.3106   0.7165
 9D4  S    S  S2    0   0.191  -0.0684   1.5147   0.3614
 9D4  C9   C  CR16  0  -0.334  -2.7468   0.7108   0.0427
 9D4  C11  C  CR6   0   0.182  -5.0952  -0.0620  -0.2363
 9D4  C14  C  CR16  0  -0.061  -7.2609  -0.6229  -1.1068
 9D4  N2   N  N     0  -0.409  -7.8322   0.4665  -0.6055
 9D4  C12  C  CR16  0  -0.383  -5.6987   1.0807   0.2894
 9D4  H1   H  HCR6  0   0.263  -1.5278  -2.9709   0.3740
 9D4  H2   H  HCR6  0   0.259  -3.9057  -2.4761   0.0399
 9D4  H3   H  HCR6  0   0.265  -7.5237   2.1791   0.4907
 9D4  H4   H  HCR6  0   0.267  -5.5268  -1.8265  -1.4144
 9D4  H5   H  HCR6  0   0.271   7.7739  -0.2346   1.7720
 9D4  H6   H  HCR6  0   0.281   8.2209   0.4098  -0.5830
 9D4  H7   H  HCR6  0   0.262   5.4754  -0.7617   2.5001
 9D4  H8   H  HCR6  0   0.278   4.0599  -0.0215  -1.4835
 9D4  H9   H  HCH2  0   0.275   2.8633  -1.6602   0.4525
 9D4  H10  H  HCH2  0   0.264   3.2039  -1.0402   2.0598
 9D4  H11  H  HNH1  0   0.412   2.6370   1.2436   0.9052
 9D4  H12  H  HCR6  0   0.274  -3.0714   1.7376  -0.0652
 9D4  H13  H  HCR6  0   0.265  -7.9026  -1.2926  -1.6687
 9D4  H14  H  HCR6  0   0.268  -5.1362   1.7935   0.8778
 9D4  F    F  F     0  -0.316   6.3914   0.5725  -2.4097

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
 9D4  F    C    single    1.343  0.020  1.343
 9D4  C    C18  aromatic  1.383  0.020  1.383
 9D4  C    C1   aromatic  1.379  0.020  1.379
 9D4  C18  C17  aromatic  1.386  0.020  1.386
 9D4  C1   C2   aromatic  1.393  0.020  1.393
 9D4  C17  C16  aromatic  1.390  0.020  1.390
 9D4  C2   C16  aromatic  1.390  0.020  1.390
 9D4  C2   C3   single    1.504  0.020  1.504
 9D4  S    C4   aromatic  1.765  0.020  1.765
 9D4  S    C10  aromatic  1.740  0.020  1.740
 9D4  N    C4   single    1.338  0.020  1.338
 9D4  N    C3   single    1.449  0.020  1.449
 9D4  C4   N1   aromatic  1.295  0.020  1.295
 9D4  C9   C10  aromatic  1.381  0.020  1.381
 9D4  C9   C8   aromatic  1.395  0.020  1.395
 9D4  C10  C5   aromatic  1.406  0.020  1.406
 9D4  N1   C5   aromatic  1.369  0.020  1.369
 9D4  C12  C11  aromatic  1.395  0.020  1.395
 9D4  C12  C13  aromatic  1.385  0.020  1.385
 9D4  C5   C6   aromatic  1.393  0.020  1.393
 9D4  C8   C11  single    1.473  0.020  1.473
 9D4  C8   C7   aromatic  1.402  0.020  1.402
 9D4  C11  C15  aromatic  1.395  0.020  1.395
 9D4  C13  N2   aromatic  1.328  0.020  1.328
 9D4  N2   C14  aromatic  1.328  0.020  1.328
 9D4  C15  C14  aromatic  1.385  0.020  1.385
 9D4  C6   C7   aromatic  1.382  0.020  1.382
 9D4  C6   H1   single    0.930  0.020  1.080
 9D4  C7   H2   single    0.930  0.020  1.080
 9D4  C13  H3   single    0.930  0.020  1.080
 9D4  C15  H4   single    0.930  0.020  1.080
 9D4  C17  H5   single    0.930  0.020  1.080
 9D4  C18  H6   single    0.930  0.020  1.080
 9D4  C16  H7   single    0.930  0.020  1.080
 9D4  C1   H8   single    0.930  0.020  1.080
 9D4  C3   H9   single    0.970  0.020  1.090
 9D4  C3   H10  single    0.970  0.020  1.090
 9D4  N    H11  single    0.860  0.020  1.020
 9D4  C9   H12  single    0.930  0.020  1.080
 9D4  C14  H13  single    0.930  0.020  1.080
 9D4  C12  H14  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
 9D4  C5   N1   C4   110.86  3.000
 9D4  S    C4   N    119.23  3.000
 9D4  N    C4   N1   124.92  3.000
 9D4  S    C4   N1   115.84  3.000
 9D4  C10  C5   C6   118.39  3.000
 9D4  C6   C5   N1   125.82  3.000
 9D4  C10  C5   N1   115.79  3.000
 9D4  H1   C6   C7   120.61  3.000
 9D4  H1   C6   C5   119.94  3.000
 9D4  C7   C6   C5   119.44  3.000
 9D4  H2   C7   C8   119.52  3.000
 9D4  H2   C7   C6   118.61  3.000
 9D4  C8   C7   C6   121.85  3.000
 9D4  C11  C8   C9   120.28  3.000
 9D4  C11  C8   C7   120.63  3.000
 9D4  C9   C8   C7   119.10  3.000
 9D4  C9   C10  S    128.39  3.000
 9D4  C9   C10  C5   122.46  3.000
 9D4  S    C10  C5   109.14  3.000
 9D4  H3   C13  C12  119.61  3.000
 9D4  H3   C13  N2   116.58  3.000
 9D4  C12  C13  N2   123.81  3.000
 9D4  H4   C15  C14  119.19  3.000
 9D4  H4   C15  C11  121.38  3.000
 9D4  C14  C15  C11  119.42  3.000
 9D4  H5   C17  C16  119.91  3.000
 9D4  H5   C17  C18  119.51  3.000
 9D4  C16  C17  C18  120.57  3.000
 9D4  C1   C    C18  122.60  3.000
 9D4  C1   C    F    118.70  3.000
 9D4  C18  C    F    118.70  3.000
 9D4  H6   C18  C    120.57  3.000
 9D4  H6   C18  C17  121.37  3.000
 9D4  C    C18  C17  118.06  3.000
 9D4  H7   C16  C2   119.76  3.000
 9D4  H7   C16  C17  119.85  3.000
 9D4  C2   C16  C17  120.39  3.000
 9D4  C3   C2   C1   119.93  3.000
 9D4  C3   C2   C16  120.56  3.000
 9D4  C1   C2   C16  119.50  3.000
 9D4  H8   C1   C2   121.05  3.000
 9D4  H8   C1   C    120.07  3.000
 9D4  C2   C1   C    118.88  3.000
 9D4  H10  C3   H9   107.01  3.000
 9D4  H10  C3   N    111.09  3.000
 9D4  H9   C3   N    108.00  3.000
 9D4  H10  C3   C2   110.02  3.000
 9D4  H9   C3   C2   109.98  3.000
 9D4  N    C3   C2   110.66  3.000
 9D4  H11  N    C3   117.17  3.000
 9D4  H11  N    C4   118.46  3.000
 9D4  C3   N    C4   121.91  3.000
 9D4  C10  S    C4    88.36  3.000
 9D4  H12  C9   C10  120.46  3.000
 9D4  H12  C9   C8   120.77  3.000
 9D4  C10  C9   C8   118.76  3.000
 9D4  C12  C11  C15  116.60  3.000
 9D4  C15  C11  C8   121.75  3.000
 9D4  C12  C11  C8   121.64  3.000
 9D4  H13  C14  N2   116.59  3.000
 9D4  H13  C14  C15  119.59  3.000
 9D4  N2   C14  C15  123.82  3.000
 9D4  C14  N2   C13  116.91  3.000
 9D4  H14  C12  C11  121.31  3.000
 9D4  H14  C12  C13  119.24  3.000
 9D4  C11  C12  C13  119.44  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
 9D4  CONST_01  C10  S    C4   N1     0.00   0.0  0
 9D4  CONST_02  S    C10  C5   N1     0.00   0.0  0
 9D4  CONST_03  C9   C10  C5   N1   180.00   0.0  0
 9D4  CONST_04  C7   C6   C5   N1   180.00   0.0  0
 9D4  CONST_05  C9   C10  S    C4   180.00   0.0  0
 9D4  CONST_06  C5   C10  S    C4     0.00   0.0  0
 9D4  CONST_07  C10  C5   N1   C4     0.00   0.0  0
 9D4  CONST_08  C6   C5   N1   C4   180.00   0.0  0
 9D4  CONST_09  C8   C9   C10  C5     0.00   0.0  0
 9D4  CONST_10  S    C4   N1   C5     0.00   0.0  0
 9D4  CONST_11  C8   C7   C6   C5     0.00   0.0  0
 9D4  CONST_12  S    C10  C5   C6   180.00   0.0  0
 9D4  CONST_13  C9   C10  C5   C6     0.00   0.0  0
 9D4  CONST_14  C9   C8   C7   C6     0.00   0.0  0
 9D4  CONST_15  C11  C8   C7   C6   180.00   0.0  0
 9D4  CONST_16  C10  C9   C8   C7     0.00   0.0  0
 9D4  CONST_19  C10  C5   C6   C7     0.00   0.0  0
 9D4  CONST_20  S    C10  C9   C8   180.00   0.0  0
 9D4  CONST_21  C13  C12  C11  C8   180.00   0.0  0
 9D4  CONST_22  C14  C15  C11  C8   180.00   0.0  0
 9D4  CONST_23  C11  C8   C9   C10  180.00   0.0  0
 9D4  CONST_24  C15  C11  C12  C13    0.00   0.0  0
 9D4  CONST_25  C15  C14  N2   C13    0.00   0.0  0
 9D4  CONST_27  C1   C    C18  C17    0.00   0.0  0
 9D4  CONST_28  C1   C2   C16  C17    0.00   0.0  0
 9D4  CONST_29  C16  C17  C18  C      0.00   0.0  0
 9D4  CONST_30  C16  C2   C1   C      0.00   0.0  0
 9D4  CONST_31  C2   C1   C    C18    0.00   0.0  0
 9D4  CONST_32  C2   C16  C17  C18    0.00   0.0  0
 9D4  CONST_34  N2   C13  C12  C11    0.00   0.0  0
 9D4  CONST_35  N2   C14  C15  C11    0.00   0.0  0
 9D4  CONST_36  C12  C13  N2   C14    0.00   0.0  0
 9D4  CONST_37  C12  C11  C15  C14    0.00   0.0  0
 9D4  CONST_38  N    C4   N1   C5   180.00   0.0  0
 9D4  CONST_39  N    C4   S    C10  180.00   0.0  0
 9D4  CONST_40  F    C    C18  C17  180.00   0.0  0
 9D4  CONST_41  C3   C2   C16  C17  180.00   0.0  0
 9D4  CONST_42  C2   C1   C    F    180.00   0.0  0
 9D4  CONST_43  C3   C2   C1   C    180.00   0.0  0
 9D4  CONST_44  H1   C6   C5   N1     0.00   0.0  0
 9D4  CONST_45  H12  C9   C10  C5   180.00   0.0  0
 9D4  CONST_46  H2   C7   C6   C5   180.00   0.0  0
 9D4  CONST_47  H14  C12  C11  C8     0.00   0.0  0
 9D4  CONST_48  H4   C15  C11  C8     0.00   0.0  0
 9D4  CONST_49  H13  C14  N2   C13  180.00   0.0  0
 9D4  CONST_50  H5   C17  C18  C    180.00   0.0  0
 9D4  CONST_51  H8   C1   C    C18  180.00   0.0  0
 9D4  CONST_52  H7   C16  C17  C18  180.00   0.0  0
 9D4  CONST_53  H6   C18  C17  C16  180.00   0.0  0
 9D4  CONST_54  H3   C13  C12  C11  180.00   0.0  0
 9D4  CONST_55  C3   N    C4   N1     0.00   0.0  0
 9D4  CONST_56  S    C4   N    C3   180.00   0.0  0
 9D4  CONST_57  H11  N    C4   N1   180.00   0.0  0
 9D4  Var_01    C2   C3   N    C4   156.90  30.0  3
 9D4  Var_02    N    C3   C2   C16  124.00  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
 9D4  plan-1  C17  0.020
 9D4  plan-1  C    0.020
 9D4  plan-1  C18  0.020
 9D4  plan-1  C16  0.020
 9D4  plan-1  C2   0.020
 9D4  plan-1  C1   0.020
 9D4  plan-1  C3   0.020
 9D4  plan-1  H5   0.020
 9D4  plan-1  H6   0.020
 9D4  plan-1  H7   0.020
 9D4  plan-1  H8   0.020
 9D4  plan-1  F    0.020
 9D4  plan-2  C8   0.020
 9D4  plan-2  C13  0.020
 9D4  plan-2  C15  0.020
 9D4  plan-2  C11  0.020
 9D4  plan-2  C14  0.020
 9D4  plan-2  N2   0.020
 9D4  plan-2  C12  0.020
 9D4  plan-2  H3   0.020
 9D4  plan-2  H4   0.020
 9D4  plan-2  H13  0.020
 9D4  plan-2  H14  0.020
 9D4  plan-3  N1   0.020
 9D4  plan-3  C4   0.020
 9D4  plan-3  C5   0.020
 9D4  plan-3  C6   0.020
 9D4  plan-3  C7   0.020
 9D4  plan-3  C8   0.020
 9D4  plan-3  C10  0.020
 9D4  plan-3  N    0.020
 9D4  plan-3  S    0.020
 9D4  plan-3  C9   0.020
 9D4  plan-3  C11  0.020
 9D4  plan-3  H1   0.020
 9D4  plan-3  H2   0.020
 9D4  plan-3  H12  0.020
 9D4  plan-4  C4   0.020
 9D4  plan-4  C3   0.020
 9D4  plan-4  N    0.020
 9D4  plan-4  H11  0.020

