# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 09:11:31 2020
#   Inital geometry file: a 161 line input string
#   Ligand name: (2R)-2-({3-[5-hydroxy-2-(3-methylbutyl)-3-oxo-6-thiophen-2-yl-2,3-dihydropyridazin-4-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}oxy)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCN1N=C(C(=C(C1=O)C2=Nc3ccc(O[C@H](C)C(N)=O)cc3[S](=O)(=O)N2)O)c4sccc4
#
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
 DEY  DEY  (2R)-2-({3-[5-hydroxy-2-(3-methylbutyl)-3-oxo-6-thiophen-2-yl-2,3-dihydropyridazin-4-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}oxy)propanamide  ligand  61  36  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_DEY
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
 DEY  O32   O  OS    0  -0.642   2.3889  -2.8735  -0.7082
 DEY  S36   S  S     0   1.392   1.9074  -1.5710  -1.1295
 DEY  O31   O  OS    0  -0.634   1.8646  -1.2915  -2.5541
 DEY  C9    C  CR6   0  -0.246   2.7328  -0.2675  -0.3191
 DEY  C5    C  CR16  0  -0.382   4.1049  -0.3565  -0.1107
 DEY  C8    C  CR6   0   0.400   4.7663   0.7366   0.4291
 DEY  O34   O  O2    0  -0.471   6.0854   0.8014   0.6704
 DEY  C22   C  CH1   0  -0.114   6.9145  -0.3091   0.3837
 DEY  C17   C  CH3   0  -0.686   6.8435  -1.3697   1.4747
 DEY  C16   C  C     0   0.510   8.3352   0.2480   0.3105
 DEY  O30   O  O     0  -0.473   8.6950   1.1740   1.0151
 DEY  N28   N  NH2   0  -0.800   9.1321  -0.4096  -0.5386
 DEY  C3    C  CR16  0  -0.323   4.0332   1.8912   0.7430
 DEY  N26   N  NC1   0  -0.868   0.4177  -1.3429  -0.4496
 DEY  C14   C  C     0   0.536  -0.1163  -0.0757  -0.3234
 DEY  N24   N  N     0  -0.443   0.6078   0.9677  -0.1417
 DEY  C7    C  CR6   0   0.294   1.9735   0.8611  -0.0049
 DEY  C2    C  CR16  0  -0.301   2.6773   1.9509   0.5294
 DEY  C12   C  CR6   0  -0.263  -1.5880   0.0211  -0.3677
 DEY  C13   C  CR6   0   0.352  -2.2510   1.2319  -0.3102
 DEY  O33   O  OH1   0  -0.537  -1.6159   2.3710  -0.1624
 DEY  C15   C  CR6   0   0.649  -2.3850  -1.1864  -0.4519
 DEY  O29   O  O     0  -0.519  -1.9301  -2.3349  -0.4577
 DEY  N27   N  NR6   0  -0.364  -3.7494  -1.0193  -0.5144
 DEY  C21   C  CH2   0  -0.292  -4.6365  -2.1845  -0.5486
 DEY  C20   C  CH2   0  -0.422  -5.0140  -2.6418   0.8530
 DEY  C23   C  CH1   0  -0.244  -6.0487  -3.7682   0.8571
 DEY  C19   C  CH3   0  -0.660  -5.5056  -5.0438   0.2189
 DEY  C18   C  CH3   0  -0.650  -6.5072  -4.0449   2.2853
 DEY  N25   N  N     0  -0.185  -4.3645   0.1370  -0.4916
 DEY  C11   C  CR6   0   0.126  -3.6863   1.2329  -0.4103
 DEY  C10   C  CR5   0  -0.290  -4.4409   2.4866  -0.3765
 DEY  C4    C  CR15  0  -0.237  -4.2689   3.6116  -1.1394
 DEY  S35   S  S2    0   0.273  -5.7737   2.6630   0.6969
 DEY  C6    C  CR15  0  -0.454  -6.0977   4.2405   0.1265
 DEY  C1    C  CR15  0  -0.172  -5.2216   4.6199  -0.8450
 DEY  H5    H  HCR6  0   0.308   4.6230  -1.2675  -0.3783
 DEY  H22   H  HCH1  0   0.268   6.6442  -0.7425  -0.5859
 DEY  H17   H  HCH3  0   0.253   7.5041  -2.2010   1.2303
 DEY  H17A  H  HCH3  0   0.251   7.1514  -0.9561   2.4350
 DEY  H17B  H  HCH3  0   0.257   5.8369  -1.7731   1.5817
 DEY  HN28  H  HNH2  0   0.413   8.7864  -1.1344  -1.1437
 DEY  HN2A  H  HNH2  0   0.409  10.1085  -0.1732  -0.6120
 DEY  H3    H  HCR6  0   0.282   4.5515   2.7446   1.1611
 DEY  HN26  H  HNC1  0   0.467  -0.2727  -2.1112  -0.5128
 DEY  H2    H  HCR6  0   0.277   2.1258   2.8456   0.7869
 DEY  HO33  H  HOH1  0   0.494  -2.2420   3.1058  -0.0569
 DEY  H21   H  HCH2  0   0.271  -5.5206  -1.8734  -1.1034
 DEY  H21A  H  HCH2  0   0.271  -4.1463  -2.9704  -1.1168
 DEY  H20   H  HCH2  0   0.232  -4.1187  -2.9709   1.3903
 DEY  H20A  H  HCH2  0   0.237  -5.4160  -1.7836   1.3996
 DEY  H23   H  HCH1  0   0.222  -6.9181  -3.4331   0.2790
 DEY  H19   H  HCH3  0   0.230  -5.2340  -4.9063  -0.8285
 DEY  H19A  H  HCH3  0   0.217  -4.6145  -5.3867   0.7503
 DEY  H19B  H  HCH3  0   0.231  -6.2448  -5.8452   0.2569
 DEY  H18   H  HCH3  0   0.226  -6.9116  -3.1484   2.7581
 DEY  H18A  H  HCH3  0   0.228  -7.2832  -4.8113   2.3096
 DEY  H18B  H  HCH3  0   0.215  -5.6742  -4.3971   2.8988
 DEY  H4    H  HCR5  0   0.298  -3.5201   3.7050  -1.9151
 DEY  H6    H  HCR5  0   0.307  -6.9169   4.8088   0.5393
 DEY  H1    H  HCR5  0   0.279  -5.2560   5.5786  -1.3407

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
 DEY  O32  S36   double    1.451  0.020  1.451
 DEY  S36  O31   double    1.452  0.020  1.452
 DEY  S36  C9    single    1.743  0.020  1.743
 DEY  S36  N26   single    1.653  0.020  1.653
 DEY  C9   C5    aromatic  1.391  0.020  1.391
 DEY  C9   C7    aromatic  1.396  0.020  1.396
 DEY  C5   C8    aromatic  1.387  0.020  1.387
 DEY  C8   O34   single    1.343  0.020  1.343
 DEY  C8   C3    aromatic  1.403  0.020  1.403
 DEY  O34  C22   single    1.415  0.020  1.415
 DEY  C22  C17   single    1.523  0.020  1.523
 DEY  C22  C16   single    1.528  0.020  1.528
 DEY  C16  O30   double    1.218  0.020  1.218
 DEY  C16  N28   single    1.337  0.020  1.337
 DEY  C3   C2    aromatic  1.374  0.020  1.374
 DEY  N26  C14   single    1.381  0.020  1.381
 DEY  C14  N24   double    1.283  0.020  1.283
 DEY  C14  C12   single    1.475  0.020  1.475
 DEY  N24  C7    single    1.377  0.020  1.377
 DEY  C7   C2    aromatic  1.403  0.020  1.403
 DEY  C12  C13   double    1.382  0.020  1.382
 DEY  C12  C15   single    1.449  0.020  1.449
 DEY  C13  O33   single    1.313  0.020  1.313
 DEY  C13  C11   single    1.439  0.020  1.439
 DEY  C15  O29   double    1.235  0.020  1.235
 DEY  C15  N27   single    1.376  0.020  1.376
 DEY  N27  C21   single    1.465  0.020  1.465
 DEY  N27  N25   single    1.310  0.020  1.310
 DEY  C21  C20   single    1.522  0.020  1.522
 DEY  C20  C23   single    1.530  0.020  1.530
 DEY  C23  C19   single    1.526  0.020  1.526
 DEY  C23  C18   single    1.525  0.020  1.525
 DEY  N25  C11   double    1.291  0.020  1.291
 DEY  C11  C10   single    1.464  0.020  1.464
 DEY  C10  C4    aromatic  1.370  0.020  1.370
 DEY  C10  S35   aromatic  1.720  0.020  1.720
 DEY  C4   C1    aromatic  1.418  0.020  1.418
 DEY  S35  C6    aromatic  1.708  0.020  1.708
 DEY  C6   C1    aromatic  1.362  0.020  1.362
 DEY  C5   H5    single    0.930  0.020  1.080
 DEY  C22  H22   single    0.970  0.020  1.090
 DEY  C17  H17   single    0.970  0.020  1.090
 DEY  C17  H17A  single    0.970  0.020  1.090
 DEY  C17  H17B  single    0.970  0.020  1.090
 DEY  N28  HN28  single    0.860  0.020  1.020
 DEY  N28  HN2A  single    0.860  0.020  1.020
 DEY  C3   H3    single    0.930  0.020  1.080
 DEY  N26  HN26  single    0.890  0.020  1.040
 DEY  C2   H2    single    0.930  0.020  1.080
 DEY  O33  HO33  single    0.850  0.020  0.980
 DEY  C21  H21   single    0.970  0.020  1.090
 DEY  C21  H21A  single    0.970  0.020  1.090
 DEY  C20  H20   single    0.970  0.020  1.090
 DEY  C20  H20A  single    0.970  0.020  1.090
 DEY  C23  H23   single    0.970  0.020  1.090
 DEY  C19  H19   single    0.970  0.020  1.090
 DEY  C19  H19A  single    0.970  0.020  1.090
 DEY  C19  H19B  single    0.970  0.020  1.090
 DEY  C18  H18   single    0.970  0.020  1.090
 DEY  C18  H18A  single    0.970  0.020  1.090
 DEY  C18  H18B  single    0.970  0.020  1.090
 DEY  C4   H4    single    0.930  0.020  1.080
 DEY  C6   H6    single    0.930  0.020  1.080
 DEY  C1   H1    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
 DEY  N26   S36  C9     97.61  3.000
 DEY  N26   S36  O31   110.51  3.000
 DEY  C9    S36  O31   109.04  3.000
 DEY  N26   S36  O32   107.66  3.000
 DEY  C9    S36  O32   112.28  3.000
 DEY  O31   S36  O32   117.85  3.000
 DEY  C7    C9   C5    123.68  3.000
 DEY  C7    C9   S36   116.85  3.000
 DEY  C5    C9   S36   119.28  3.000
 DEY  H5    C5   C8    122.11  3.000
 DEY  H5    C5   C9    119.30  3.000
 DEY  C8    C5   C9    118.58  3.000
 DEY  C3    C8   O34   115.68  3.000
 DEY  C3    C8   C5    119.10  3.000
 DEY  O34   C8   C5    125.21  3.000
 DEY  C22   O34  C8    120.08  3.000
 DEY  H22   C22  C16   109.34  3.000
 DEY  H22   C22  C17   110.29  3.000
 DEY  C16   C22  C17   109.36  3.000
 DEY  H22   C22  O34   110.19  3.000
 DEY  C16   C22  O34   105.57  3.000
 DEY  C17   C22  O34   111.96  3.000
 DEY  H17B  C17  H17A  108.36  3.000
 DEY  H17B  C17  H17   107.44  3.000
 DEY  H17A  C17  H17   108.41  3.000
 DEY  H17B  C17  C22   111.79  3.000
 DEY  H17A  C17  C22   110.71  3.000
 DEY  H17   C17  C22   110.02  3.000
 DEY  N28   C16  O30   124.41  3.000
 DEY  N28   C16  C22   113.91  3.000
 DEY  O30   C16  C22   121.62  3.000
 DEY  HN2A  N28  HN28  117.29  3.000
 DEY  HN2A  N28  C16   120.57  3.000
 DEY  HN28  N28  C16   122.12  3.000
 DEY  H3    C3   C2    119.89  3.000
 DEY  H3    C3   C8    119.01  3.000
 DEY  C2    C3   C8    121.10  3.000
 DEY  HN26  N26  C14   115.39  3.000
 DEY  HN26  N26  S36   118.27  3.000
 DEY  C14   N26  S36   120.84  3.000
 DEY  C12   C14  N24   120.92  3.000
 DEY  C12   C14  N26   116.31  3.000
 DEY  N24   C14  N26   122.75  3.000
 DEY  C7    N24  C14   120.74  3.000
 DEY  C2    C7   N24   118.38  3.000
 DEY  C2    C7   C9    116.16  3.000
 DEY  N24   C7   C9    125.43  3.000
 DEY  H2    C2   C7    118.50  3.000
 DEY  H2    C2   C3    120.13  3.000
 DEY  C7    C2   C3    121.36  3.000
 DEY  C15   C12  C13   117.95  3.000
 DEY  C15   C12  C14   119.71  3.000
 DEY  C13   C12  C14   122.34  3.000
 DEY  C11   C13  O33   119.33  3.000
 DEY  C11   C13  C12   118.45  3.000
 DEY  O33   C13  C12   122.21  3.000
 DEY  HO33  O33  C13   110.91  3.000
 DEY  N27   C15  O29   118.54  3.000
 DEY  N27   C15  C12   116.54  3.000
 DEY  O29   C15  C12   124.92  3.000
 DEY  N25   N27  C21   114.72  3.000
 DEY  N25   N27  C15   124.89  3.000
 DEY  C21   N27  C15   120.33  3.000
 DEY  H21A  C21  H21   107.85  3.000
 DEY  H21A  C21  C20   112.10  3.000
 DEY  H21   C21  C20   110.71  3.000
 DEY  H21A  C21  N27   108.32  3.000
 DEY  H21   C21  N27   106.04  3.000
 DEY  C20   C21  N27   111.57  3.000
 DEY  H20A  C20  H20   106.93  3.000
 DEY  H20A  C20  C23   109.14  3.000
 DEY  H20   C20  C23   109.30  3.000
 DEY  H20A  C20  C21   108.40  3.000
 DEY  H20   C20  C21   109.85  3.000
 DEY  C23   C20  C21   113.05  3.000
 DEY  H23   C23  C18   108.10  3.000
 DEY  H23   C23  C19   108.49  3.000
 DEY  C18   C23  C19   110.30  3.000
 DEY  H23   C23  C20   108.05  3.000
 DEY  C18   C23  C20   109.84  3.000
 DEY  C19   C23  C20   111.94  3.000
 DEY  H19B  C19  H19A  107.76  3.000
 DEY  H19B  C19  H19   107.15  3.000
 DEY  H19A  C19  H19   107.67  3.000
 DEY  H19B  C19  C23   111.00  3.000
 DEY  H19A  C19  C23   110.43  3.000
 DEY  H19   C19  C23   112.63  3.000
 DEY  H18B  C18  H18A  107.65  3.000
 DEY  H18B  C18  H18   107.70  3.000
 DEY  H18A  C18  H18   107.69  3.000
 DEY  H18B  C18  C23   110.79  3.000
 DEY  H18A  C18  C23   111.23  3.000
 DEY  H18   C18  C23   111.60  3.000
 DEY  C11   N25  N27   120.24  3.000
 DEY  C10   C11  N25   117.23  3.000
 DEY  C10   C11  C13   120.88  3.000
 DEY  N25   C11  C13   121.85  3.000
 DEY  S35   C10  C4    111.13  3.000
 DEY  S35   C10  C11   120.11  3.000
 DEY  C4    C10  C11   128.74  3.000
 DEY  H4    C4   C1    123.53  3.000
 DEY  H4    C4   C10   123.84  3.000
 DEY  C1    C4   C10   112.58  3.000
 DEY  C6    S35  C10    91.90  3.000
 DEY  H6    C6   C1    127.91  3.000
 DEY  H6    C6   S35   120.17  3.000
 DEY  C1    C6   S35   111.93  3.000
 DEY  H1    C1   C6    123.66  3.000
 DEY  H1    C1   C4    123.87  3.000
 DEY  C6    C1   C4    112.46  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
 DEY  CONST_01  C3    C8   C5   C9      0.00   0.0  0
 DEY  CONST_02  C3    C2   C7   C9      0.00   0.0  0
 DEY  CONST_03  C2    C7   C9   C5      0.00   0.0  0
 DEY  CONST_04  C2    C3   C8   C5      0.00   0.0  0
 DEY  CONST_05  C7    C9   C5   C8      0.00   0.0  0
 DEY  CONST_06  C7    C2   C3   C8      0.00   0.0  0
 DEY  CONST_07  C6    C1   C4   C10     0.00   0.0  0
 DEY  CONST_08  C1    C6   S35  C10     0.00   0.0  0
 DEY  CONST_09  C6    S35  C10  C4      0.00   0.0  0
 DEY  CONST_10  S35   C6   C1   C4      0.00   0.0  0
 DEY  CONST_11  C1    C4   C10  S35     0.00   0.0  0
 DEY  CONST_12  C1    C4   C10  C11   180.00   0.0  0
 DEY  CONST_13  C6    S35  C10  C11   180.00   0.0  0
 DEY  CONST_16  C7    N24  C14  N26     0.00   0.0  0
 DEY  CONST_17  C12   C14  N24  C7    180.00   0.0  0
 DEY  CONST_18  N25   N27  C15  C12     0.00   0.0  0
 DEY  CONST_19  O34   C8   C5   C9    180.00   0.0  0
 DEY  CONST_20  C2    C3   C8   O34   180.00   0.0  0
 DEY  CONST_21  C21   N27  C15  C12   180.00   0.0  0
 DEY  CONST_22  N25   N27  C15  O29   180.00   0.0  0
 DEY  CONST_23  H5    C5   C9   S36     0.00   0.0  0
 DEY  CONST_24  H2    C2   C7   C9    180.00   0.0  0
 DEY  CONST_25  H3    C3   C8   C5    180.00   0.0  0
 DEY  CONST_26  H4    C4   C10  C11     0.00   0.0  0
 DEY  CONST_27  H1    C1   C4   C10   180.00   0.0  0
 DEY  CONST_28  H6    C6   S35  C10   180.00   0.0  0
 DEY  CONST_29  HN26  N26  C14  N24   180.00   0.0  0
 DEY  CONST_30  C21   N27  C15  O29     0.00   0.0  0
 DEY  CONST_31  HN28  N28  C16  C22     0.00   0.0  0
 DEY  CONST_32  HN2A  N28  C16  C22   180.00   0.0  0
 DEY  Var_01    C13   C12  C14  N26  -177.20  30.0  2
 DEY  Var_02    C4    C10  C11  C13    52.55  30.0  2
 DEY  Var_03    C5    C9   S36  O32    40.49  30.0  1
 DEY  Var_04    C14   N26  S36  O32   160.23  30.0  1
 DEY  Var_05    C3    C8   O34  C22  -179.77  30.0  1
 DEY  Var_06    C20   C21  N27  C15    88.71  30.0  3
 DEY  Var_07    C23   C20  C21  N27   174.28  30.0  3
 DEY  Var_08    C19   C23  C20  C21    64.42  30.0  3
 DEY  Var_09    H19   C19  C23  C20   -61.57  30.0  3
 DEY  Var_10    H18   C18  C23  C20    56.86  30.0  3

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
 DEY  chir_01  C22  O34  C17  C16  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
 DEY  plan-1  C11   0.020
 DEY  plan-1  C10   0.020
 DEY  plan-1  C4    0.020
 DEY  plan-1  S35   0.020
 DEY  plan-1  C6    0.020
 DEY  plan-1  C1    0.020
 DEY  plan-1  H4    0.020
 DEY  plan-1  H6    0.020
 DEY  plan-1  H1    0.020
 DEY  plan-2  C14   0.020
 DEY  plan-2  C12   0.020
 DEY  plan-2  C13   0.020
 DEY  plan-2  O33   0.020
 DEY  plan-2  C15   0.020
 DEY  plan-2  O29   0.020
 DEY  plan-2  N27   0.020
 DEY  plan-2  C21   0.020
 DEY  plan-2  N25   0.020
 DEY  plan-2  C11   0.020
 DEY  plan-2  C10   0.020
 DEY  plan-3  C22   0.020
 DEY  plan-3  C16   0.020
 DEY  plan-3  O30   0.020
 DEY  plan-3  N28   0.020
 DEY  plan-3  HN28  0.020
 DEY  plan-3  HN2A  0.020
 DEY  plan-4  S36   0.020
 DEY  plan-4  C9    0.020
 DEY  plan-4  C5    0.020
 DEY  plan-4  C8    0.020
 DEY  plan-4  O34   0.020
 DEY  plan-4  C3    0.020
 DEY  plan-4  N26   0.020
 DEY  plan-4  C14   0.020
 DEY  plan-4  N24   0.020
 DEY  plan-4  C7    0.020
 DEY  plan-4  C2    0.020
 DEY  plan-4  C12   0.020
 DEY  plan-4  H5    0.020
 DEY  plan-4  H3    0.020
 DEY  plan-4  HN26  0.020
 DEY  plan-4  H2    0.020

