# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 17:07:54 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (1S)-1-(1-{3-[4-(1,3-benzothiazol-2-ylamino)phenoxy]pyrazin-2-yl}piperidin-4-yl)ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)C1CCN(CC1)c2nccnc2Oc3ccc(Nc4sc5ccccc5n4)cc3
#
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
 15H  15H  (1S)-1-(1-{3-[4-(1,3-benzothiazol-2-ylamino)phenoxy]pyrazin-2-yl}piperidin-4-yl)ethanol  ligand  57  32  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_15H
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
 15H  N4   N  N     0  -0.462   5.8099   1.7887   0.5528
 15H  C13  C  CR56  0   0.354   6.7976   0.9922   0.0278
 15H  C17  C  CR16  0  -0.326   8.1628   1.2725   0.0490
 15H  C16  C  CR16  0  -0.257   9.0449   0.3755  -0.5309
 15H  C15  C  CR16  0  -0.277   8.5887  -0.7982  -1.1329
 15H  C14  C  CR16  0  -0.283   7.2337  -1.0949  -1.1646
 15H  C12  C  CR56  0  -0.230   6.3572  -0.1953  -0.5791
 15H  S1   S  S2    0   0.173   4.6234  -0.2932  -0.4620
 15H  C11  C  CR5   0   0.285   4.6466   1.2551   0.3786
 15H  N3   N  NH1   0  -0.735   3.5048   1.8075   0.8393
 15H  C8   C  CR6   0   0.298   2.2122   1.2839   0.6755
 15H  C9   C  CR16  0  -0.296   1.3955   1.1176   1.7904
 15H  C10  C  CR16  0  -0.306   0.1085   0.6252   1.6474
 15H  C7   C  CR16  0  -0.290   1.7220   0.9651  -0.5886
 15H  C6   C  CR16  0  -0.302   0.4445   0.4473  -0.7298
 15H  C5   C  CR6   0   0.367  -0.3557   0.2847   0.3882
 15H  O1   O  O2    0  -0.516  -1.6536  -0.1492   0.2435
 15H  C3   C  CR6   0   0.431  -1.8943  -1.4761   0.2257
 15H  N2   N  N     0  -0.388  -0.9207  -2.3151   0.3949
 15H  C2   C  CR16  0  -0.134  -1.2172  -3.6211   0.4519
 15H  C1   C  CR16  0  -0.126  -2.5183  -4.0431   0.3580
 15H  N1   N  N     0  -0.408  -3.5183  -3.1793   0.1553
 15H  C4   C  CR6   0   0.408  -3.2489  -1.8943   0.0627
 15H  N5   N  NT    0  -0.491  -4.2685  -0.9840  -0.0968
 15H  C22  C  CH2   0  -0.287  -5.6193  -1.4488   0.1677
 15H  C21  C  CH2   0  -0.441  -6.5350  -0.2686   0.4593
 15H  C18  C  CH2   0  -0.309  -4.2191  -0.0624  -1.2298
 15H  C19  C  CH2   0  -0.417  -5.0826   1.1581  -0.9684
 15H  C20  C  CH1   0  -0.264  -6.5279   0.7653  -0.6641
 15H  C23  C  CH1   0   0.084  -7.3875   1.9809  -0.3226
 15H  C24  C  CH3   0  -0.700  -8.8397   1.6296  -0.0274
 15H  O2   O  OH1   0  -0.677  -7.3034   2.8780  -1.4159
 15H  H1   H  HCR6  0   0.259   8.5188   2.1829   0.5135
 15H  H2   H  HCR6  0   0.258  10.1056   0.5897  -0.5167
 15H  H3   H  HCR6  0   0.259   9.2952  -1.4853  -1.5791
 15H  H4   H  HCR6  0   0.271   6.8764  -2.0043  -1.6293
 15H  H5   H  HNH1  0   0.416   3.6285   2.5639   1.4969
 15H  H6   H  HCR6  0   0.279   1.7689   1.3689   2.7747
 15H  H7   H  HCR6  0   0.279  -0.5262   0.5022   2.5153
 15H  H8   H  HCR6  0   0.290   2.3224   1.1391  -1.4719
 15H  H9   H  HCR6  0   0.279   0.0674   0.2004  -1.7137
 15H  H10  H  HCR6  0   0.270  -0.3985  -4.3133   0.5981
 15H  H11  H  HCR6  0   0.266  -2.7771  -5.0915   0.4386
 15H  H12  H  HCH2  0   0.212  -6.0157  -2.0239  -0.6812
 15H  H13  H  HCH2  0   0.251  -5.6066  -2.1193   1.0258
 15H  H14  H  HCH2  0   0.242  -7.5400  -0.6630   0.6207
 15H  H15  H  HCH2  0   0.220  -6.2213   0.2017   1.3973
 15H  H16  H  HCH2  0   0.261  -3.1960   0.2456  -1.4259
 15H  H17  H  HCH2  0   0.219  -4.5746  -0.5758  -2.1353
 15H  H18  H  HCH2  0   0.215  -4.6643   1.7135  -0.1222
 15H  H19  H  HCH2  0   0.240  -5.0308   1.8106  -1.8405
 15H  H20  H  HCH1  0   0.215  -6.9486   0.2894  -1.5619
 15H  H21  H  HCH1  0   0.185  -6.9597   2.4467   0.5799
 15H  H22  H  HCH3  0   0.223  -9.2968   1.0995  -0.8656
 15H  H23  H  HCH3  0   0.230  -8.9311   1.0043   0.8604
 15H  H24  H  HCH3  0   0.234  -9.4218   2.5345   0.1601
 15H  H25  H  HOH1  0   0.447  -7.8117   3.6645  -1.1957

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
 15H  C18  C19  single    1.518  0.020  1.518
 15H  C18  N5   single    1.461  0.020  1.461
 15H  C19  C20  single    1.528  0.020  1.528
 15H  C1   N1   aromatic  1.337  0.020  1.337
 15H  C1   C2   aromatic  1.371  0.020  1.371
 15H  N1   C4   aromatic  1.316  0.020  1.316
 15H  C20  C23  single    1.527  0.020  1.527
 15H  C20  C21  single    1.527  0.020  1.527
 15H  C23  O2   single    1.417  0.020  1.417
 15H  C23  C24  single    1.523  0.020  1.523
 15H  N5   C4   single    1.376  0.020  1.376
 15H  N5   C22  single    1.453  0.020  1.453
 15H  C4   C3   aromatic  1.427  0.020  1.427
 15H  C2   N2   aromatic  1.340  0.020  1.340
 15H  N2   C3   aromatic  1.296  0.020  1.296
 15H  C3   O1   single    1.349  0.020  1.349
 15H  C22  C21  single    1.522  0.020  1.522
 15H  O1   C5   single    1.376  0.020  1.376
 15H  C5   C6   aromatic  1.384  0.020  1.384
 15H  C5   C10  aromatic  1.385  0.020  1.385
 15H  C6   C7   aromatic  1.386  0.020  1.386
 15H  C10  C9   aromatic  1.385  0.020  1.385
 15H  C7   C8   aromatic  1.393  0.020  1.393
 15H  C9   C8   aromatic  1.392  0.020  1.392
 15H  C8   N3   single    1.404  0.020  1.404
 15H  N4   C11  aromatic  1.292  0.020  1.292
 15H  N4   C13  aromatic  1.373  0.020  1.373
 15H  N3   C11  single    1.349  0.020  1.349
 15H  C17  C13  aromatic  1.394  0.020  1.394
 15H  C17  C16  aromatic  1.385  0.020  1.385
 15H  C11  S1   aromatic  1.762  0.020  1.762
 15H  C13  C12  aromatic  1.404  0.020  1.404
 15H  C16  C15  aromatic  1.396  0.020  1.396
 15H  C12  S1   aromatic  1.740  0.020  1.740
 15H  C12  C14  aromatic  1.386  0.020  1.386
 15H  C15  C14  aromatic  1.387  0.020  1.387
 15H  C17  H1   single    0.930  0.020  1.080
 15H  C16  H2   single    0.930  0.020  1.080
 15H  C15  H3   single    0.930  0.020  1.080
 15H  C14  H4   single    0.930  0.020  1.080
 15H  N3   H5   single    0.860  0.020  1.020
 15H  C9   H6   single    0.930  0.020  1.080
 15H  C10  H7   single    0.930  0.020  1.080
 15H  C7   H8   single    0.930  0.020  1.080
 15H  C6   H9   single    0.930  0.020  1.080
 15H  C2   H10  single    0.930  0.020  1.080
 15H  C1   H11  single    0.930  0.020  1.080
 15H  C22  H12  single    0.970  0.020  1.090
 15H  C22  H13  single    0.970  0.020  1.090
 15H  C21  H14  single    0.970  0.020  1.090
 15H  C21  H15  single    0.970  0.020  1.090
 15H  C18  H16  single    0.970  0.020  1.090
 15H  C18  H17  single    0.970  0.020  1.090
 15H  C19  H18  single    0.970  0.020  1.090
 15H  C19  H19  single    0.970  0.020  1.090
 15H  C20  H20  single    0.970  0.020  1.090
 15H  C23  H21  single    0.970  0.020  1.090
 15H  C24  H22  single    0.970  0.020  1.090
 15H  C24  H23  single    0.970  0.020  1.090
 15H  C24  H24  single    0.970  0.020  1.090
 15H  O2   H25  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
 15H  C11  N4   C13  110.89  3.000
 15H  C12  C13  C17  118.93  3.000
 15H  C12  C13  N4   115.47  3.000
 15H  C17  C13  N4   125.60  3.000
 15H  H1   C17  C16  121.00  3.000
 15H  H1   C17  C13  119.85  3.000
 15H  C16  C17  C13  119.15  3.000
 15H  H2   C16  C15  119.51  3.000
 15H  H2   C16  C17  119.36  3.000
 15H  C15  C16  C17  121.13  3.000
 15H  H3   C15  C14  119.51  3.000
 15H  H3   C15  C16  119.90  3.000
 15H  C14  C15  C16  120.59  3.000
 15H  H4   C14  C12  121.22  3.000
 15H  H4   C14  C15  120.80  3.000
 15H  C12  C14  C15  117.98  3.000
 15H  S1   C12  C14  128.46  3.000
 15H  C14  C12  C13  122.22  3.000
 15H  S1   C12  C13  109.32  3.000
 15H  C11  S1   C12   88.26  3.000
 15H  N3   C11  S1   120.76  3.000
 15H  S1   C11  N4   116.05  3.000
 15H  N3   C11  N4   123.15  3.000
 15H  H5   N3   C8   117.90  3.000
 15H  H5   N3   C11  115.17  3.000
 15H  C8   N3   C11  125.91  3.000
 15H  C7   C8   C9   119.54  3.000
 15H  C9   C8   N3   119.42  3.000
 15H  C7   C8   N3   121.01  3.000
 15H  H6   C9   C10  119.79  3.000
 15H  H6   C9   C8   119.88  3.000
 15H  C10  C9   C8   120.32  3.000
 15H  H7   C10  C5   120.31  3.000
 15H  H7   C10  C9   120.16  3.000
 15H  C5   C10  C9   119.52  3.000
 15H  H8   C7   C6   119.24  3.000
 15H  H8   C7   C8   120.58  3.000
 15H  C6   C7   C8   120.16  3.000
 15H  H9   C6   C5   120.40  3.000
 15H  H9   C6   C7   119.94  3.000
 15H  C5   C6   C7   119.64  3.000
 15H  O1   C5   C6   119.82  3.000
 15H  C6   C5   C10  120.78  3.000
 15H  O1   C5   C10  119.30  3.000
 15H  C3   O1   C5   118.68  3.000
 15H  C4   C3   N2   122.56  3.000
 15H  N2   C3   O1   120.07  3.000
 15H  C4   C3   O1   117.34  3.000
 15H  C2   N2   C3   118.04  3.000
 15H  H10  C2   C1   122.03  3.000
 15H  H10  C2   N2   117.49  3.000
 15H  C1   C2   N2   120.46  3.000
 15H  H11  C1   N1   117.26  3.000
 15H  H11  C1   C2   121.32  3.000
 15H  N1   C1   C2   121.42  3.000
 15H  C4   N1   C1   119.24  3.000
 15H  N5   C4   N1   120.15  3.000
 15H  N5   C4   C3   121.51  3.000
 15H  N1   C4   C3   118.19  3.000
 15H  C18  N5   C22  111.99  3.000
 15H  C22  N5   C4   117.14  3.000
 15H  C18  N5   C4   118.82  3.000
 15H  H13  C22  H12  106.90  3.000
 15H  H13  C22  C21  109.47  3.000
 15H  H12  C22  C21  109.67  3.000
 15H  H13  C22  N5   109.24  3.000
 15H  H12  C22  N5   111.23  3.000
 15H  C21  C22  N5   110.25  3.000
 15H  H15  C21  H14  107.00  3.000
 15H  H15  C21  C20  109.76  3.000
 15H  H14  C21  C20  110.96  3.000
 15H  H15  C21  C22  108.95  3.000
 15H  H14  C21  C22  107.58  3.000
 15H  C20  C21  C22  112.42  3.000
 15H  H17  C18  H16  106.75  3.000
 15H  H17  C18  C19  109.47  3.000
 15H  H16  C18  C19  109.81  3.000
 15H  H17  C18  N5   109.44  3.000
 15H  H16  C18  N5   110.52  3.000
 15H  C19  C18  N5   110.75  3.000
 15H  H19  C19  H18  107.24  3.000
 15H  H19  C19  C20  110.98  3.000
 15H  H18  C19  C20  109.74  3.000
 15H  H19  C19  C18  108.44  3.000
 15H  H18  C19  C18  108.88  3.000
 15H  C20  C19  C18  111.45  3.000
 15H  H20  C20  C23  108.16  3.000
 15H  H20  C20  C19  108.09  3.000
 15H  C23  C20  C19  111.85  3.000
 15H  H20  C20  C21  107.81  3.000
 15H  C23  C20  C21  111.82  3.000
 15H  C19  C20  C21  108.96  3.000
 15H  H21  C23  O2   109.95  3.000
 15H  H21  C23  C24  108.00  3.000
 15H  O2   C23  C24  110.63  3.000
 15H  H21  C23  C20  107.52  3.000
 15H  C24  C23  C20  113.35  3.000
 15H  O2   C23  C20  107.33  3.000
 15H  H24  C24  H23  106.91  3.000
 15H  H24  C24  H22  108.11  3.000
 15H  H23  C24  H22  108.16  3.000
 15H  H24  C24  C23  110.51  3.000
 15H  H23  C24  C23  111.73  3.000
 15H  H22  C24  C23  111.24  3.000
 15H  H25  O2   C23  108.04  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
 15H  CONST_01  C12  S1   C11  N4      0.00   0.0  0
 15H  CONST_02  C16  C17  C13  N4    180.00   0.0  0
 15H  CONST_03  S1   C12  C13  N4      0.00   0.0  0
 15H  CONST_04  C14  C12  C13  N4    180.00   0.0  0
 15H  CONST_05  S1   C11  N4   C13     0.00   0.0  0
 15H  CONST_06  C15  C16  C17  C13     0.00   0.0  0
 15H  CONST_07  C11  S1   C12  C13     0.00   0.0  0
 15H  CONST_08  C15  C14  C12  C13     0.00   0.0  0
 15H  CONST_09  C11  N4   C13  C17   180.00   0.0  0
 15H  CONST_10  S1   C12  C13  C17   180.00   0.0  0
 15H  CONST_11  C14  C12  C13  C17     0.00   0.0  0
 15H  CONST_12  C14  C15  C16  C17     0.00   0.0  0
 15H  CONST_13  C12  C13  C17  C16     0.00   0.0  0
 15H  CONST_14  C12  C14  C15  C16     0.00   0.0  0
 15H  CONST_15  S1   C12  C14  C15   180.00   0.0  0
 15H  CONST_16  C11  S1   C12  C14   180.00   0.0  0
 15H  CONST_17  C11  N4   C13  C12     0.00   0.0  0
 15H  CONST_18  C5   C6   C7   C8      0.00   0.0  0
 15H  CONST_19  C5   C10  C9   C8      0.00   0.0  0
 15H  CONST_20  C6   C5   C10  C9      0.00   0.0  0
 15H  CONST_21  C6   C7   C8   C9      0.00   0.0  0
 15H  CONST_22  C7   C6   C5   C10     0.00   0.0  0
 15H  CONST_23  C7   C8   C9   C10     0.00   0.0  0
 15H  CONST_24  C1   N1   C4   C3      0.00   0.0  0
 15H  CONST_25  C1   C2   N2   C3      0.00   0.0  0
 15H  CONST_26  N1   C1   C2   N2      0.00   0.0  0
 15H  CONST_27  N1   C4   C3   N2      0.00   0.0  0
 15H  CONST_28  C4   N1   C1   C2      0.00   0.0  0
 15H  CONST_29  C4   C3   N2   C2      0.00   0.0  0
 15H  CONST_30  N5   C4   C3   N2    180.00   0.0  0
 15H  CONST_31  N5   C4   N1   C1    180.00   0.0  0
 15H  CONST_32  N3   C11  N4   C13   180.00   0.0  0
 15H  CONST_33  N3   C11  S1   C12   180.00   0.0  0
 15H  CONST_34  C6   C7   C8   N3    180.00   0.0  0
 15H  CONST_35  C10  C9   C8   N3    180.00   0.0  0
 15H  CONST_36  O1   C5   C10  C9    180.00   0.0  0
 15H  CONST_37  O1   C5   C6   C7    180.00   0.0  0
 15H  CONST_38  N1   C4   C3   O1    180.00   0.0  0
 15H  CONST_39  N5   C4   C3   O1      0.00   0.0  0
 15H  CONST_40  C2   N2   C3   O1    180.00   0.0  0
 15H  CONST_41  H1   C17  C13  N4      0.00   0.0  0
 15H  CONST_42  H2   C16  C17  C13   180.00   0.0  0
 15H  CONST_43  H4   C14  C12  C13   180.00   0.0  0
 15H  CONST_44  H3   C15  C16  C17   180.00   0.0  0
 15H  CONST_45  H9   C6   C7   C8    180.00   0.0  0
 15H  CONST_46  H7   C10  C9   C8    180.00   0.0  0
 15H  CONST_47  H8   C7   C8   C9    180.00   0.0  0
 15H  CONST_48  H6   C9   C8   C7    180.00   0.0  0
 15H  CONST_49  H10  C2   N2   C3    180.00   0.0  0
 15H  CONST_50  H11  C1   C2   N2    180.00   0.0  0
 15H  Var_01    C18  N5   C4   C3     59.39  30.0  2
 15H  Var_02    C19  C18  N5   C4   -158.58  30.0  1
 15H  Var_03    C21  C22  N5   C4    158.84  30.0  1
 15H  Var_04    C20  C19  C18  N5    -56.69  30.0  1
 15H  Var_05    C20  C21  C22  N5     55.85  30.0  1
 15H  Var_06    C8   N3   C11  N4    179.53  30.0  1
 15H  Var_07    C7   C8   N3   C11   -54.01  30.0  3
 15H  Var_08    C4   C3   O1   C5   -179.47  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
 15H  chir_01  C20  C19  C23  C21  positiv
 15H  chir_02  C23  O2   C20  C24  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
 15H  plan-1  N3   0.020
 15H  plan-1  C8   0.020
 15H  plan-1  C9   0.020
 15H  plan-1  C10  0.020
 15H  plan-1  C7   0.020
 15H  plan-1  C6   0.020
 15H  plan-1  C5   0.020
 15H  plan-1  O1   0.020
 15H  plan-1  H6   0.020
 15H  plan-1  H7   0.020
 15H  plan-1  H8   0.020
 15H  plan-1  H9   0.020
 15H  plan-2  O1   0.020
 15H  plan-2  C3   0.020
 15H  plan-2  N2   0.020
 15H  plan-2  C2   0.020
 15H  plan-2  C1   0.020
 15H  plan-2  N1   0.020
 15H  plan-2  C4   0.020
 15H  plan-2  N5   0.020
 15H  plan-2  H10  0.020
 15H  plan-2  H11  0.020
 15H  plan-3  N4   0.020
 15H  plan-3  C13  0.020
 15H  plan-3  C17  0.020
 15H  plan-3  C16  0.020
 15H  plan-3  C15  0.020
 15H  plan-3  C14  0.020
 15H  plan-3  C12  0.020
 15H  plan-3  S1   0.020
 15H  plan-3  C11  0.020
 15H  plan-3  N3   0.020
 15H  plan-3  H1   0.020
 15H  plan-3  H2   0.020
 15H  plan-3  H3   0.020
 15H  plan-3  H4   0.020

