# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 15:15:33 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 3-[{2-[(1,1-dioxido-2,3-dihydro-1,2-benzothiazol-6-yl)amino]pyrimidin-4-yl}(1H-indazol-4-yl)amino]propan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCCN(c1ccnc(Nc2ccc3CN[S](=O)(=O)c3c2)n1)c4cccc5[nH]ncc45
#
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
 4DN  4DN  3-[{2-[(1,1-dioxido-2,3-dihydro-1,2-benzothiazol-6-yl)amino]pyrimidin-4-yl}(1H-indazol-4-yl)amino]propan-1-ol  ligand  53  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4DN
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
 4DN  O3   O  OS    0  -0.660  -6.3071  -1.4757   1.0747
 4DN  S2   S  S     0   1.414  -6.0374  -0.8028  -0.1911
 4DN  O1   O  OS    0  -0.659  -5.8653  -1.6708  -1.3464
 4DN  C6   C  CR56  0  -0.218  -4.7167   0.3437  -0.0288
 4DN  C10  C  CR16  0  -0.329  -3.3820  -0.0046   0.0831
 4DN  C11  C  CR6   0   0.370  -2.4660   1.0360   0.2394
 4DN  C9   C  CR16  0  -0.331  -2.9429   2.3612   0.2658
 4DN  C8   C  CR16  0  -0.295  -4.2846   2.6620   0.1482
 4DN  C7   C  CR56  0   0.117  -5.2026   1.6297   0.0027
 4DN  C5   C  CH2   0  -0.290  -6.6919   1.7277  -0.1285
 4DN  N4   N  NR15  0  -0.763  -7.1356   0.3942  -0.5318
 4DN  N12  N  NH1   0  -0.774  -1.0986   0.8735   0.3604
 4DN  C13  C  CR6   0   0.606  -0.3323  -0.2502   0.5111
 4DN  N17  N  N     0  -0.512   0.9596   0.0097   0.6818
 4DN  C18  C  CR6   0   0.537   1.7835  -1.0171   0.8530
 4DN  C16  C  CR16  0  -0.440   1.2857  -2.3382   0.8487
 4DN  C15  C  CR16  0  -0.002  -0.0660  -2.4707   0.6581
 4DN  N14  N  N     0  -0.496  -0.9030  -1.4461   0.4857
 4DN  N19  N  NT    0  -0.591   3.0957  -0.7265   1.0461
 4DN  C20  C  CH2   0  -0.344   4.0720  -1.7554   1.3704
 4DN  C21  C  CH2   0  -0.468   4.6934  -2.4064   0.1406
 4DN  C32  C  CH2   0  -0.140   5.6985  -3.4688   0.5420
 4DN  O31  O  OH1   0  -0.672   6.2560  -4.0325  -0.6243
 4DN  C22  C  CR6   0   0.265   3.5879   0.5663   0.7422
 4DN  C30  C  CR16  0  -0.321   4.1756   1.3510   1.7076
 4DN  C29  C  CR16  0  -0.274   4.7239   2.6104   1.3892
 4DN  C28  C  CR16  0  -0.296   4.6927   3.1186   0.1115
 4DN  C27  C  CR56  0   0.411   4.0922   2.3161  -0.8658
 4DN  C23  C  CR56  0  -0.069   3.5488   1.0545  -0.5737
 4DN  N26  N  NR15  0  -0.547   3.9077   2.4957  -2.1948
 4DN  N25  N  N     0  -0.225   3.2983   1.4570  -2.7680
 4DN  C24  C  CR15  0  -0.132   3.0695   0.5806  -1.8225
 4DN  H1   H  HCR6  0   0.308  -3.0561  -1.0325   0.0521
 4DN  H2   H  HCR6  0   0.283  -2.2335   3.1718   0.3808
 4DN  H3   H  HCR6  0   0.272  -4.6084   3.6946   0.1715
 4DN  H4   H  HCH2  0   0.276  -7.1455   2.0354   0.8170
 4DN  H5   H  HCH2  0   0.279  -6.9785   2.4518  -0.8919
 4DN  H6   H  HNR5  0   0.423  -8.0877   0.1528  -0.2823
 4DN  H7   H  HNH1  0   0.410  -0.5607   1.7251   0.4172
 4DN  H8   H  HCR6  0   0.277   1.9098  -3.2112   0.9578
 4DN  H9   H  HCR6  0   0.270  -0.5107  -3.4590   0.6327
 4DN  H10  H  HCH2  0   0.275   4.8508  -1.2908   1.9762
 4DN  H11  H  HCH2  0   0.258   3.6012  -2.5020   2.0118
 4DN  H12  H  HCH2  0   0.236   3.9123  -2.8545  -0.4801
 4DN  H13  H  HCH2  0   0.239   5.1879  -1.6413  -0.4648
 4DN  H14  H  HCH2  0   0.194   6.4702  -3.0141   1.1777
 4DN  H15  H  HCH2  0   0.196   5.1952  -4.2284   1.1548
 4DN  H16  H  HOH1  0   0.454   6.8604  -4.7313  -0.3589
 4DN  H17  H  HCR6  0   0.264   4.2188   0.9996   2.7308
 4DN  H18  H  HCR6  0   0.264   5.1775   3.1928   2.1804
 4DN  H19  H  HCR6  0   0.273   5.1139   4.0860  -0.1255
 4DN  H20  H  HNR5  0   0.418   4.1827   3.2849  -2.7564
 4DN  H21  H  HCR5  0   0.262   2.5798  -0.3543  -2.0487

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
 4DN  C28  C29  aromatic  1.375  0.020  1.375
 4DN  C28  C27  aromatic  1.400  0.020  1.400
 4DN  C29  C30  aromatic  1.410  0.020  1.410
 4DN  C27  N26  aromatic  1.354  0.020  1.354
 4DN  C27  C23  aromatic  1.404  0.020  1.404
 4DN  N26  N25  aromatic  1.334  0.020  1.334
 4DN  C30  C22  aromatic  1.376  0.020  1.376
 4DN  C23  C22  aromatic  1.404  0.020  1.404
 4DN  C23  C24  aromatic  1.419  0.020  1.419
 4DN  N25  C24  aromatic  1.309  0.020  1.309
 4DN  C22  N19  single    1.416  0.020  1.416
 4DN  C16  C15  aromatic  1.372  0.020  1.372
 4DN  C16  C18  aromatic  1.412  0.020  1.412
 4DN  C15  N14  aromatic  1.334  0.020  1.334
 4DN  N19  C18  single    1.358  0.020  1.358
 4DN  N19  C20  single    1.455  0.020  1.455
 4DN  C18  N17  aromatic  1.328  0.020  1.328
 4DN  C20  C21  single    1.524  0.020  1.524
 4DN  N14  C13  aromatic  1.325  0.020  1.325
 4DN  N17  C13  aromatic  1.329  0.020  1.329
 4DN  C21  C32  single    1.517  0.020  1.517
 4DN  O31  C32  single    1.410  0.020  1.410
 4DN  C13  N12  single    1.368  0.020  1.368
 4DN  N12  C11  single    1.382  0.020  1.382
 4DN  C11  C10  aromatic  1.395  0.020  1.395
 4DN  C11  C9   aromatic  1.409  0.020  1.409
 4DN  C10  C6   aromatic  1.384  0.020  1.384
 4DN  O3   S2   double    1.459  0.020  1.459
 4DN  C9   C8   aromatic  1.380  0.020  1.380
 4DN  C6   S2   single    1.756  0.020  1.756
 4DN  C6   C7   aromatic  1.375  0.020  1.375
 4DN  S2   O1   double    1.455  0.020  1.455
 4DN  S2   N4   single    1.660  0.020  1.660
 4DN  C8   C7   aromatic  1.389  0.020  1.389
 4DN  C7   C5   single    1.498  0.020  1.498
 4DN  N4   C5   single    1.462  0.020  1.462
 4DN  C10  H1   single    0.930  0.020  1.080
 4DN  C9   H2   single    0.930  0.020  1.080
 4DN  C8   H3   single    0.930  0.020  1.080
 4DN  C5   H4   single    0.970  0.020  1.090
 4DN  C5   H5   single    0.970  0.020  1.090
 4DN  N4   H6   single    0.890  0.020  1.040
 4DN  N12  H7   single    0.860  0.020  1.020
 4DN  C16  H8   single    0.930  0.020  1.080
 4DN  C15  H9   single    0.930  0.020  1.080
 4DN  C20  H10  single    0.970  0.020  1.090
 4DN  C20  H11  single    0.970  0.020  1.090
 4DN  C21  H12  single    0.970  0.020  1.090
 4DN  C21  H13  single    0.970  0.020  1.090
 4DN  C32  H14  single    0.970  0.020  1.090
 4DN  C32  H15  single    0.970  0.020  1.090
 4DN  O31  H16  single    0.850  0.020  0.980
 4DN  C30  H17  single    0.930  0.020  1.080
 4DN  C29  H18  single    0.930  0.020  1.080
 4DN  C28  H19  single    0.930  0.020  1.080
 4DN  N26  H20  single    0.860  0.020  1.020
 4DN  C24  H21  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
 4DN  N4   S2   C6    92.62  3.000
 4DN  N4   S2   O1   110.21  3.000
 4DN  C6   S2   O1   111.95  3.000
 4DN  N4   S2   O3   112.86  3.000
 4DN  O1   S2   O3   115.82  3.000
 4DN  C6   S2   O3   111.10  3.000
 4DN  C7   C6   C10  125.05  3.000
 4DN  C7   C6   S2   110.30  3.000
 4DN  C10  C6   S2   124.64  3.000
 4DN  H1   C10  C11  121.04  3.000
 4DN  H1   C10  C6   121.93  3.000
 4DN  C11  C10  C6   117.03  3.000
 4DN  N12  C11  C9   116.35  3.000
 4DN  C9   C11  C10  118.79  3.000
 4DN  N12  C11  C10  124.86  3.000
 4DN  H2   C9   C8   118.86  3.000
 4DN  H2   C9   C11  118.96  3.000
 4DN  C8   C9   C11  122.18  3.000
 4DN  H3   C8   C7   120.89  3.000
 4DN  H3   C8   C9   119.80  3.000
 4DN  C7   C8   C9   119.31  3.000
 4DN  C5   C7   C8   128.14  3.000
 4DN  C5   C7   C6   114.23  3.000
 4DN  C8   C7   C6   117.64  3.000
 4DN  H5   C5   H4   108.04  3.000
 4DN  H5   C5   N4   109.44  3.000
 4DN  H4   C5   N4   111.68  3.000
 4DN  H5   C5   C7   111.47  3.000
 4DN  H4   C5   C7   110.80  3.000
 4DN  N4   C5   C7   105.44  3.000
 4DN  H6   N4   C5   115.75  3.000
 4DN  H6   N4   S2   113.53  3.000
 4DN  C5   N4   S2   113.60  3.000
 4DN  H7   N12  C13  112.85  3.000
 4DN  H7   N12  C11  115.66  3.000
 4DN  C13  N12  C11  131.31  3.000
 4DN  N14  C13  N17  126.70  3.000
 4DN  N17  C13  N12  113.45  3.000
 4DN  N14  C13  N12  119.85  3.000
 4DN  C18  N17  C13  117.95  3.000
 4DN  N19  C18  C16  122.78  3.000
 4DN  N19  C18  N17  116.91  3.000
 4DN  C16  C18  N17  120.30  3.000
 4DN  H8   C16  C15  120.40  3.000
 4DN  H8   C16  C18  123.58  3.000
 4DN  C15  C16  C18  116.00  3.000
 4DN  H9   C15  N14  116.09  3.000
 4DN  H9   C15  C16  119.71  3.000
 4DN  N14  C15  C16  124.20  3.000
 4DN  C15  N14  C13  114.86  3.000
 4DN  C22  N19  C20  117.40  3.000
 4DN  C20  N19  C18  121.93  3.000
 4DN  C22  N19  C18  120.05  3.000
 4DN  H11  C20  H10  105.85  3.000
 4DN  H11  C20  C21  110.98  3.000
 4DN  H10  C20  C21  109.82  3.000
 4DN  H11  C20  N19  108.99  3.000
 4DN  H10  C20  N19  107.56  3.000
 4DN  C21  C20  N19  113.32  3.000
 4DN  H13  C21  H12  107.18  3.000
 4DN  H13  C21  C32  109.68  3.000
 4DN  H12  C21  C32  109.66  3.000
 4DN  H13  C21  C20  109.40  3.000
 4DN  H12  C21  C20  109.99  3.000
 4DN  C32  C21  C20  110.85  3.000
 4DN  H15  C32  H14  106.58  3.000
 4DN  H15  C32  O31  111.49  3.000
 4DN  H14  C32  O31  111.49  3.000
 4DN  H15  C32  C21  109.18  3.000
 4DN  H14  C32  C21  109.19  3.000
 4DN  O31  C32  C21  108.85  3.000
 4DN  H16  O31  C32  108.11  3.000
 4DN  C23  C22  C30  118.11  3.000
 4DN  C23  C22  N19  120.58  3.000
 4DN  C30  C22  N19  121.23  3.000
 4DN  H17  C30  C29  119.19  3.000
 4DN  H17  C30  C22  119.68  3.000
 4DN  C29  C30  C22  121.14  3.000
 4DN  H18  C29  C28  119.33  3.000
 4DN  H18  C29  C30  118.60  3.000
 4DN  C28  C29  C30  122.07  3.000
 4DN  H19  C28  C27  121.79  3.000
 4DN  H19  C28  C29  121.68  3.000
 4DN  C27  C28  C29  116.52  3.000
 4DN  N26  C27  C23  105.71  3.000
 4DN  C23  C27  C28  122.39  3.000
 4DN  N26  C27  C28  131.90  3.000
 4DN  C24  C23  C27  104.34  3.000
 4DN  C24  C23  C22  135.89  3.000
 4DN  C27  C23  C22  119.77  3.000
 4DN  H20  N26  N25  119.70  3.000
 4DN  H20  N26  C27  127.91  3.000
 4DN  N25  N26  C27  112.39  3.000
 4DN  C24  N25  N26  106.90  3.000
 4DN  H21  C24  N25  120.52  3.000
 4DN  H21  C24  C23  128.82  3.000
 4DN  N25  C24  C23  110.66  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
 4DN  CONST_01  C9   C11  C10  C6      0.00   0.0  0
 4DN  CONST_02  C9   C8   C7   C6      0.00   0.0  0
 4DN  CONST_03  C8   C9   C11  C10     0.00   0.0  0
 4DN  CONST_04  C8   C7   C6   C10     0.00   0.0  0
 4DN  CONST_05  C7   C6   C10  C11     0.00   0.0  0
 4DN  CONST_06  C7   C8   C9   C11     0.00   0.0  0
 4DN  CONST_07  C16  C15  N14  C13     0.00   0.0  0
 4DN  CONST_08  C16  C18  N17  C13     0.00   0.0  0
 4DN  CONST_09  C15  C16  C18  N17     0.00   0.0  0
 4DN  CONST_10  C15  N14  C13  N17     0.00   0.0  0
 4DN  CONST_11  N14  C15  C16  C18     0.00   0.0  0
 4DN  CONST_12  N14  C13  N17  C18     0.00   0.0  0
 4DN  CONST_13  C28  C29  C30  C22     0.00   0.0  0
 4DN  CONST_14  C28  C27  C23  C22     0.00   0.0  0
 4DN  CONST_15  N26  C27  C23  C22   180.00   0.0  0
 4DN  CONST_16  N25  C24  C23  C22   180.00   0.0  0
 4DN  CONST_17  C27  C28  C29  C30     0.00   0.0  0
 4DN  CONST_18  C27  C23  C22  C30     0.00   0.0  0
 4DN  CONST_19  C24  C23  C22  C30   180.00   0.0  0
 4DN  CONST_20  N26  C27  C28  C29   180.00   0.0  0
 4DN  CONST_21  C23  C27  C28  C29     0.00   0.0  0
 4DN  CONST_22  C23  C22  C30  C29     0.00   0.0  0
 4DN  CONST_23  N25  N26  C27  C28   180.00   0.0  0
 4DN  CONST_24  C24  C23  C27  C28   180.00   0.0  0
 4DN  CONST_25  C24  N25  N26  C27     0.00   0.0  0
 4DN  CONST_26  N25  C24  C23  C27     0.00   0.0  0
 4DN  CONST_27  N25  N26  C27  C23     0.00   0.0  0
 4DN  CONST_28  N26  N25  C24  C23     0.00   0.0  0
 4DN  CONST_29  C24  C23  C27  N26     0.00   0.0  0
 4DN  CONST_30  N12  C11  C10  C6    180.00   0.0  0
 4DN  CONST_31  N12  C11  C9   C8    180.00   0.0  0
 4DN  CONST_32  C15  N14  C13  N12   180.00   0.0  0
 4DN  CONST_33  C18  N17  C13  N12   180.00   0.0  0
 4DN  CONST_34  N19  C18  N17  C13   180.00   0.0  0
 4DN  CONST_35  N19  C18  C16  C15   180.00   0.0  0
 4DN  CONST_36  C29  C30  C22  N19   180.00   0.0  0
 4DN  CONST_37  C27  C23  C22  N19   180.00   0.0  0
 4DN  CONST_38  C24  C23  C22  N19     0.00   0.0  0
 4DN  CONST_39  H1   C10  C6   S2      0.00   0.0  0
 4DN  CONST_40  H3   C8   C7   C6    180.00   0.0  0
 4DN  CONST_41  H2   C9   C11  C10   180.00   0.0  0
 4DN  CONST_42  H9   C15  N14  C13   180.00   0.0  0
 4DN  CONST_43  H8   C16  C18  N17   180.00   0.0  0
 4DN  CONST_44  H18  C29  C30  C22   180.00   0.0  0
 4DN  CONST_45  H21  C24  C23  C22     0.00   0.0  0
 4DN  CONST_46  H19  C28  C29  C30   180.00   0.0  0
 4DN  CONST_47  H17  C30  C29  C28   180.00   0.0  0
 4DN  CONST_48  H20  N26  C27  C28     0.00   0.0  0
 4DN  Var_01    C7   C5   N4   S2     20.13  30.0  1
 4DN  Var_02    C5   N4   S2   C6    -18.66  30.0  1
 4DN  Var_03    N4   C5   C7   C6    -11.54  30.0  1
 4DN  Var_04    N4   S2   C6   C10  -170.32  30.0  1
 4DN  Var_05    C13  N12  C11  C10    -8.36  30.0  2
 4DN  Var_06    N14  C13  N12  C11     3.79  30.0  2
 4DN  Var_07    C22  N19  C18  N17   -15.29  30.0  2
 4DN  Var_08    C30  C22  N19  C18   120.45  30.0  2
 4DN  Var_09    C21  C20  N19  C18    88.42  30.0  3
 4DN  Var_10    C32  C21  C20  N19  -179.92  30.0  3
 4DN  Var_11    O31  C32  C21  C20  -179.40  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
 4DN  plan-1  N12  0.020
 4DN  plan-1  C13  0.020
 4DN  plan-1  N17  0.020
 4DN  plan-1  C18  0.020
 4DN  plan-1  C16  0.020
 4DN  plan-1  C15  0.020
 4DN  plan-1  N14  0.020
 4DN  plan-1  N19  0.020
 4DN  plan-1  H8   0.020
 4DN  plan-1  H9   0.020
 4DN  plan-2  S2   0.020
 4DN  plan-2  C6   0.020
 4DN  plan-2  C10  0.020
 4DN  plan-2  C11  0.020
 4DN  plan-2  C9   0.020
 4DN  plan-2  C8   0.020
 4DN  plan-2  C7   0.020
 4DN  plan-2  C5   0.020
 4DN  plan-2  N12  0.020
 4DN  plan-2  H1   0.020
 4DN  plan-2  H2   0.020
 4DN  plan-2  H3   0.020
 4DN  plan-3  N19  0.020
 4DN  plan-3  C22  0.020
 4DN  plan-3  C30  0.020
 4DN  plan-3  C29  0.020
 4DN  plan-3  C28  0.020
 4DN  plan-3  C27  0.020
 4DN  plan-3  C23  0.020
 4DN  plan-3  N26  0.020
 4DN  plan-3  N25  0.020
 4DN  plan-3  C24  0.020
 4DN  plan-3  H17  0.020
 4DN  plan-3  H18  0.020
 4DN  plan-3  H19  0.020
 4DN  plan-3  H20  0.020
 4DN  plan-3  H21  0.020
 4DN  plan-4  S2   0.020
 4DN  plan-4  C5   0.020
 4DN  plan-4  N4   0.020
 4DN  plan-4  H6   0.020

