# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 16:40:31 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 3-({[6-(pyridin-4-yl)-1,3-benzothiazol-2-yl][2-(pyrrolidin-1-yl)ethyl]amino}methyl)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(CN(CCN2CCCC2)c3sc4cc(ccc4n3)c5ccncc5)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
 9D1  9D1  3-({[6-(pyridin-4-yl)-1,3-benzothiazol-2-yl][2-(pyrrolidin-1-yl)ethyl]amino}methyl)phenol  ligand  57  31  .  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_9D1
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
 9D1  N1   N  NT    0  -0.431  -4.2924  -2.9561   0.2688
 9D1  N3   N  N     0  -0.410   8.0803  -0.0943  -0.1670
 9D1  C4   C  CH2   0  -0.342  -3.0791  -0.8749  -0.2141
 9D1  C5   C  CH2   0  -0.262  -3.2961  -2.0329   0.7549
 9D1  C6   C  CH2   0  -0.274  -4.6587  -3.9666   1.2465
 9D1  C7   C  CH2   0  -0.463  -5.4917  -4.9583   0.4402
 9D1  C8   C  CH2   0  -0.466  -4.9161  -4.8526  -0.9875
 9D1  C10  C  CR5   0   0.335  -0.8227  -0.0914   0.1253
 9D1  C13  C  CR16  0  -0.304   3.2873  -1.7617  -1.0045
 9D1  C15  C  CR16  0  -0.338   2.9778   0.3079   0.1937
 9D1  C17  C  CR6   0   0.182   5.2940  -0.4488  -0.3056
 9D1  C20  C  CR16  0  -0.061   7.5312  -1.3036  -0.1421
 9D1  C21  C  CR16  0  -0.385   6.1667  -1.5328  -0.2066
 9D1  C22  C  CR16  0  -0.314  -2.5894   2.6090  -1.0479
 9D1  C24  C  CR16  0  -0.349  -2.5557   5.0229  -0.9420
 9D1  C    C  CR6   0   0.375  -2.5343   4.9574   0.4501
 9D1  C23  C  CR16  0  -0.227  -2.5816   3.8488  -1.6754
 9D1  C2   C  CR6   0   0.106  -2.5689   2.5447   0.3391
 9D1  C1   C  CR16  0  -0.433  -2.5385   3.7186   1.0835
 9D1  C3   C  CH2   0  -0.393  -2.6223   1.2246   1.0747
 9D1  N    N  NT    0  -0.482  -2.1359   0.1007   0.3079
 9D1  C9   C  CH2   0  -0.284  -3.8927  -3.7142  -0.9075
 9D1  S    S  S2    0   0.191   0.3331   1.0932   0.7449
 9D1  C16  C  CR56  0  -0.232   1.6141   0.0977   0.1190
 9D1  C11  C  CR56  0   0.368   1.0578  -1.0287  -0.5124
 9D1  N2   N  N     0  -0.481  -0.3061  -1.1077  -0.4954
 9D1  C14  C  CR6   0   0.067   3.8348  -0.6348  -0.3736
 9D1  C12  C  CR16  0  -0.314   1.9226  -1.9634  -1.0812
 9D1  C19  C  CR16  0  -0.061   7.2521   0.9401  -0.2613
 9D1  C18  C  CR16  0  -0.384   5.8744   0.8195  -0.3344
 9D1  H2   H  HCH2  0   0.265  -2.7104  -1.2312  -1.1758
 9D1  H3   H  HCH2  0   0.264  -4.0258  -0.3645  -0.3966
 9D1  H4   H  HCH2  0   0.236  -3.6389  -1.6282   1.7122
 9D1  H5   H  HCH2  0   0.203  -2.3316  -2.5333   0.9460
 9D1  H6   H  HCH2  0   0.191  -3.7675  -4.4676   1.6621
 9D1  H7   H  HCH2  0   0.233  -5.2038  -3.5234   2.0826
 9D1  H8   H  HCH2  0   0.233  -5.4273  -5.9666   0.8479
 9D1  H9   H  HCH2  0   0.233  -6.5436  -4.6707   0.4531
 9D1  H10  H  HCH2  0   0.234  -4.4437  -5.7785  -1.3141
 9D1  H11  H  HCH2  0   0.236  -5.7018  -4.6262  -1.7082
 9D1  H12  H  HCR6  0   0.258   3.9451  -2.4881  -1.4644
 9D1  H13  H  HCR6  0   0.273   3.3702   1.1770   0.7057
 9D1  H14  H  HCR6  0   0.264   8.2122  -2.1432  -0.0588
 9D1  H15  H  HCR6  0   0.267   5.7979  -2.5490  -0.1588
 9D1  H16  H  HCR6  0   0.252  -2.6029   1.7067  -1.6453
 9D1  H17  H  HCR6  0   0.263  -2.5469   5.9852  -1.4383
 9D1  H18  H  HOH1  0   0.474  -2.4906   5.9495   2.0827
 9D1  H19  H  HCR6  0   0.258  -2.5947   3.9015  -2.7564
 9D1  H20  H  HCR6  0   0.266  -2.5125   3.6668   2.1677
 9D1  H21  H  HCH2  0   0.274  -2.0811   1.3020   2.0239
 9D1  H22  H  HCH2  0   0.301  -3.6559   1.0058   1.3490
 9D1  H23  H  HCH2  0   0.234  -3.8886  -3.0932  -1.8050
 9D1  H24  H  HCH2  0   0.193  -2.8739  -4.1211  -0.7913
 9D1  H25  H  HCR6  0   0.261   1.5214  -2.8370  -1.5780
 9D1  H26  H  HCR6  0   0.264   7.7059   1.9248  -0.2878
 9D1  H27  H  HCR6  0   0.268   5.2693   1.7111  -0.4341
 9D1  O    O  OH1   0  -0.633  -2.5020   6.1183   1.1340

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
 9D1  C24  C23  aromatic  1.385  0.020  1.385
 9D1  C24  C    aromatic  1.394  0.020  1.394
 9D1  C23  C22  aromatic  1.390  0.020  1.390
 9D1  O    C    single    1.348  0.020  1.348
 9D1  C    C1   aromatic  1.391  0.020  1.391
 9D1  C22  C2   aromatic  1.389  0.020  1.389
 9D1  C1   C2   aromatic  1.390  0.020  1.390
 9D1  C2   C3   single    1.512  0.020  1.512
 9D1  C19  N3   aromatic  1.328  0.020  1.328
 9D1  C19  C18  aromatic  1.385  0.020  1.385
 9D1  N3   C20  aromatic  1.328  0.020  1.328
 9D1  C18  C17  aromatic  1.395  0.020  1.395
 9D1  C20  C21  aromatic  1.385  0.020  1.385
 9D1  C17  C21  aromatic  1.395  0.020  1.395
 9D1  C17  C14  single    1.473  0.020  1.473
 9D1  C13  C14  aromatic  1.403  0.020  1.403
 9D1  C13  C12  aromatic  1.382  0.020  1.382
 9D1  C14  C15  aromatic  1.395  0.020  1.395
 9D1  C12  C11  aromatic  1.395  0.020  1.395
 9D1  C15  C16  aromatic  1.382  0.020  1.382
 9D1  C11  C16  aromatic  1.406  0.020  1.406
 9D1  C11  N2   aromatic  1.366  0.020  1.366
 9D1  C16  S    aromatic  1.739  0.020  1.739
 9D1  N2   C10  aromatic  1.298  0.020  1.298
 9D1  C3   N    single    1.445  0.020  1.445
 9D1  S    C10  aromatic  1.767  0.020  1.767
 9D1  C10  N    single    1.340  0.020  1.340
 9D1  N    C4   single    1.454  0.020  1.454
 9D1  C4   C5   single    1.525  0.020  1.525
 9D1  C5   N1   single    1.443  0.020  1.443
 9D1  N1   C6   single    1.453  0.020  1.453
 9D1  N1   C9   single    1.455  0.020  1.455
 9D1  C6   C7   single    1.526  0.020  1.526
 9D1  C7   C8   single    1.543  0.020  1.543
 9D1  C9   C8   single    1.533  0.020  1.533
 9D1  C4   H2   single    0.970  0.020  1.090
 9D1  C4   H3   single    0.970  0.020  1.090
 9D1  C5   H4   single    0.970  0.020  1.090
 9D1  C5   H5   single    0.970  0.020  1.090
 9D1  C6   H6   single    0.970  0.020  1.090
 9D1  C6   H7   single    0.970  0.020  1.090
 9D1  C7   H8   single    0.970  0.020  1.090
 9D1  C7   H9   single    0.970  0.020  1.090
 9D1  C8   H10  single    0.970  0.020  1.090
 9D1  C8   H11  single    0.970  0.020  1.090
 9D1  C13  H12  single    0.930  0.020  1.080
 9D1  C15  H13  single    0.930  0.020  1.080
 9D1  C20  H14  single    0.930  0.020  1.080
 9D1  C21  H15  single    0.930  0.020  1.080
 9D1  C22  H16  single    0.930  0.020  1.080
 9D1  C24  H17  single    0.930  0.020  1.080
 9D1  O    H18  single    0.850  0.020  0.980
 9D1  C23  H19  single    0.930  0.020  1.080
 9D1  C1   H20  single    0.930  0.020  1.080
 9D1  C3   H21  single    0.970  0.020  1.090
 9D1  C3   H22  single    0.970  0.020  1.090
 9D1  C9   H23  single    0.970  0.020  1.090
 9D1  C9   H24  single    0.970  0.020  1.090
 9D1  C12  H25  single    0.930  0.020  1.080
 9D1  C19  H26  single    0.930  0.020  1.080
 9D1  C18  H27  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
 9D1  C9   N1   C6   104.53  3.000
 9D1  C9   N1   C5   114.58  3.000
 9D1  C6   N1   C5   113.10  3.000
 9D1  C19  N3   C20  116.90  3.000
 9D1  H3   C4   H2   107.39  3.000
 9D1  H3   C4   N    108.01  3.000
 9D1  H2   C4   N    108.46  3.000
 9D1  H3   C4   C5   109.76  3.000
 9D1  H2   C4   C5   111.13  3.000
 9D1  N    C4   C5   111.93  3.000
 9D1  H5   C5   H4   106.86  3.000
 9D1  H5   C5   C4   109.27  3.000
 9D1  H4   C5   C4   108.63  3.000
 9D1  H5   C5   N1   111.83  3.000
 9D1  H4   C5   N1   108.37  3.000
 9D1  C4   C5   N1   111.71  3.000
 9D1  H7   C6   H6   107.40  3.000
 9D1  H7   C6   C7   113.33  3.000
 9D1  H6   C6   C7   110.18  3.000
 9D1  H7   C6   N1   111.02  3.000
 9D1  H6   C6   N1   111.44  3.000
 9D1  C7   C6   N1   103.54  3.000
 9D1  H9   C7   H8   107.25  3.000
 9D1  H9   C7   C8   110.66  3.000
 9D1  H8   C7   C8   112.80  3.000
 9D1  H9   C7   C6   110.42  3.000
 9D1  H8   C7   C6   111.81  3.000
 9D1  C8   C7   C6   103.93  3.000
 9D1  H11  C8   H10  106.91  3.000
 9D1  H11  C8   C9   111.19  3.000
 9D1  H10  C8   C9   110.94  3.000
 9D1  H11  C8   C7   110.92  3.000
 9D1  H10  C8   C7   112.39  3.000
 9D1  C9   C8   C7   104.58  3.000
 9D1  N2   C10  S    115.60  3.000
 9D1  S    C10  N    119.82  3.000
 9D1  N2   C10  N    124.58  3.000
 9D1  H12  C13  C12  118.60  3.000
 9D1  H12  C13  C14  119.53  3.000
 9D1  C12  C13  C14  121.86  3.000
 9D1  H13  C15  C14  120.82  3.000
 9D1  H13  C15  C16  120.37  3.000
 9D1  C14  C15  C16  118.79  3.000
 9D1  C18  C17  C14  121.75  3.000
 9D1  C14  C17  C21  121.67  3.000
 9D1  C18  C17  C21  116.59  3.000
 9D1  H14  C20  C21  119.61  3.000
 9D1  H14  C20  N3   116.54  3.000
 9D1  C21  C20  N3   123.85  3.000
 9D1  H15  C21  C20  119.28  3.000
 9D1  H15  C21  C17  121.30  3.000
 9D1  C20  C21  C17  119.40  3.000
 9D1  H16  C22  C2   120.86  3.000
 9D1  H16  C22  C23  119.65  3.000
 9D1  C2   C22  C23  119.49  3.000
 9D1  H17  C24  C23  120.73  3.000
 9D1  H17  C24  C    119.96  3.000
 9D1  C23  C24  C    119.31  3.000
 9D1  C1   C    O    122.42  3.000
 9D1  C1   C    C24  119.76  3.000
 9D1  O    C    C24  117.82  3.000
 9D1  H19  C23  C24  119.21  3.000
 9D1  H19  C23  C22  119.63  3.000
 9D1  C24  C23  C22  121.16  3.000
 9D1  C3   C2   C1   118.52  3.000
 9D1  C3   C2   C22  121.72  3.000
 9D1  C1   C2   C22  119.73  3.000
 9D1  H20  C1   C2   119.66  3.000
 9D1  H20  C1   C    119.80  3.000
 9D1  C2   C1   C    120.54  3.000
 9D1  H22  C3   H21  105.33  3.000
 9D1  H22  C3   N    107.23  3.000
 9D1  H21  C3   N    110.39  3.000
 9D1  H22  C3   C2   109.31  3.000
 9D1  H21  C3   C2   110.02  3.000
 9D1  N    C3   C2   114.14  3.000
 9D1  C3   N    C10  120.92  3.000
 9D1  C10  N    C4   119.39  3.000
 9D1  C3   N    C4   119.61  3.000
 9D1  H24  C9   H23  107.04  3.000
 9D1  H24  C9   C8   110.37  3.000
 9D1  H23  C9   C8   112.47  3.000
 9D1  H24  C9   N1   111.14  3.000
 9D1  H23  C9   N1   111.67  3.000
 9D1  C8   C9   N1   104.22  3.000
 9D1  C16  S    C10   88.39  3.000
 9D1  C11  C16  S    109.20  3.000
 9D1  S    C16  C15  128.35  3.000
 9D1  C11  C16  C15  122.45  3.000
 9D1  C12  C11  N2   125.82  3.000
 9D1  N2   C11  C16  115.82  3.000
 9D1  C12  C11  C16  118.35  3.000
 9D1  C11  N2   C10  110.98  3.000
 9D1  C17  C14  C15  120.32  3.000
 9D1  C15  C14  C13  119.08  3.000
 9D1  C17  C14  C13  120.60  3.000
 9D1  H25  C12  C11  119.90  3.000
 9D1  H25  C12  C13  120.63  3.000
 9D1  C11  C12  C13  119.47  3.000
 9D1  H26  C19  C18  119.61  3.000
 9D1  H26  C19  N3   116.60  3.000
 9D1  C18  C19  N3   123.79  3.000
 9D1  H27  C18  C19  119.30  3.000
 9D1  H27  C18  C17  121.22  3.000
 9D1  C19  C18  C17  119.47  3.000
 9D1  H18  O    C    110.42  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
 9D1  CONST_01  C17  C18  C19  N3      0.00   0.0  0
 9D1  CONST_02  C17  C21  C20  N3      0.00   0.0  0
 9D1  CONST_03  C12  C11  N2   C10   180.00   0.0  0
 9D1  CONST_04  C16  C11  N2   C10     0.00   0.0  0
 9D1  CONST_05  C15  C16  S    C10   180.00   0.0  0
 9D1  CONST_06  C11  C16  S    C10     0.00   0.0  0
 9D1  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 9D1  CONST_10  C16  C11  C12  C13     0.00   0.0  0
 9D1  CONST_11  N2   C11  C12  C13   180.00   0.0  0
 9D1  CONST_14  C12  C13  C14  C15     0.00   0.0  0
 9D1  CONST_15  C12  C11  C16  C15     0.00   0.0  0
 9D1  CONST_16  N2   C11  C16  C15   180.00   0.0  0
 9D1  CONST_17  C12  C13  C14  C17   180.00   0.0  0
 9D1  CONST_18  C16  C15  C14  C17   180.00   0.0  0
 9D1  CONST_19  C18  C19  N3   C20     0.00   0.0  0
 9D1  CONST_20  C18  C17  C21  C20     0.00   0.0  0
 9D1  CONST_21  C14  C17  C21  C20   180.00   0.0  0
 9D1  CONST_22  C19  N3   C20  C21     0.00   0.0  0
 9D1  CONST_23  C19  C18  C17  C21     0.00   0.0  0
 9D1  CONST_24  C    C24  C23  C22     0.00   0.0  0
 9D1  CONST_25  C    C1   C2   C22     0.00   0.0  0
 9D1  CONST_26  C2   C22  C23  C24     0.00   0.0  0
 9D1  CONST_27  C2   C1   C    C24     0.00   0.0  0
 9D1  CONST_28  C1   C    C24  C23     0.00   0.0  0
 9D1  CONST_29  C1   C2   C22  C23     0.00   0.0  0
 9D1  CONST_30  C14  C15  C16  S     180.00   0.0  0
 9D1  CONST_31  C12  C11  C16  S     180.00   0.0  0
 9D1  CONST_32  N2   C11  C16  S       0.00   0.0  0
 9D1  CONST_33  C11  N2   C10  S       0.00   0.0  0
 9D1  CONST_34  N2   C10  S    C16     0.00   0.0  0
 9D1  CONST_35  C14  C13  C12  C11     0.00   0.0  0
 9D1  CONST_36  C14  C15  C16  C11     0.00   0.0  0
 9D1  CONST_37  C19  C18  C17  C14   180.00   0.0  0
 9D1  CONST_38  C23  C24  C    O     180.00   0.0  0
 9D1  CONST_39  C2   C1   C    O     180.00   0.0  0
 9D1  CONST_40  C3   C2   C1   C     180.00   0.0  0
 9D1  CONST_41  C3   C2   C22  C23   180.00   0.0  0
 9D1  CONST_42  C11  N2   C10  N     180.00   0.0  0
 9D1  CONST_43  C16  S    C10  N     180.00   0.0  0
 9D1  CONST_44  H27  C18  C19  N3    180.00   0.0  0
 9D1  CONST_45  H15  C21  C20  N3    180.00   0.0  0
 9D1  CONST_46  H13  C15  C14  C13   180.00   0.0  0
 9D1  CONST_47  H12  C13  C14  C15   180.00   0.0  0
 9D1  CONST_48  H26  C19  C18  C17   180.00   0.0  0
 9D1  CONST_49  H14  C20  C21  C17   180.00   0.0  0
 9D1  CONST_50  H17  C24  C23  C22   180.00   0.0  0
 9D1  CONST_51  H20  C1   C2   C22   180.00   0.0  0
 9D1  CONST_52  H16  C22  C23  C24   180.00   0.0  0
 9D1  CONST_53  H19  C23  C24  C     180.00   0.0  0
 9D1  CONST_54  H25  C12  C11  C16   180.00   0.0  0
 9D1  CONST_55  N2   C10  N    C4      0.00   0.0  0
 9D1  CONST_56  S    C10  N    C4    180.00   0.0  0
 9D1  CONST_57  N2   C10  N    C3    180.00   0.0  0
 9D1  CONST_58  S    C10  N    C3      0.00   0.0  0
 9D1  Var_01    C8   C7   C6   N1     29.58  30.0  1
 9D1  Var_02    C7   C8   C9   N1    -20.90  30.0  1
 9D1  Var_03    C8   C9   N1   C6     40.71  30.0  1
 9D1  Var_04    C9   C8   C7   C6     -5.21  30.0  1
 9D1  Var_05    C9   N1   C6   C7    -44.22  30.0  1
 9D1  Var_06    C6   N1   C5   C4   -171.92  30.0  3
 9D1  Var_07    C2   C3   N    C10    76.26  30.0  2
 9D1  Var_08    N    C3   C2   C22    24.89  30.0  2
 9D1  Var_09    N    C4   C5   N1    176.52  30.0  1
 9D1  Var_10    C10  N    C4   C5     85.30  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
 9D1  plan-1  C22  0.020
 9D1  plan-1  C24  0.020
 9D1  plan-1  C    0.020
 9D1  plan-1  C23  0.020
 9D1  plan-1  C2   0.020
 9D1  plan-1  C1   0.020
 9D1  plan-1  C3   0.020
 9D1  plan-1  H16  0.020
 9D1  plan-1  H17  0.020
 9D1  plan-1  H19  0.020
 9D1  plan-1  H20  0.020
 9D1  plan-1  O    0.020
 9D1  plan-2  N3   0.020
 9D1  plan-2  C17  0.020
 9D1  plan-2  C20  0.020
 9D1  plan-2  C21  0.020
 9D1  plan-2  C14  0.020
 9D1  plan-2  C19  0.020
 9D1  plan-2  C18  0.020
 9D1  plan-2  H14  0.020
 9D1  plan-2  H15  0.020
 9D1  plan-2  H26  0.020
 9D1  plan-2  H27  0.020
 9D1  plan-3  C10  0.020
 9D1  plan-3  C13  0.020
 9D1  plan-3  C15  0.020
 9D1  plan-3  C17  0.020
 9D1  plan-3  N    0.020
 9D1  plan-3  S    0.020
 9D1  plan-3  C16  0.020
 9D1  plan-3  C11  0.020
 9D1  plan-3  N2   0.020
 9D1  plan-3  C14  0.020
 9D1  plan-3  C12  0.020
 9D1  plan-3  H12  0.020
 9D1  plan-3  H13  0.020
 9D1  plan-3  H25  0.020
 9D1  plan-4  C4   0.020
 9D1  plan-4  C10  0.020
 9D1  plan-4  C3   0.020
 9D1  plan-4  N    0.020

