# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 13:25:49 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: 2-({(3R)-3-[(3S)-1-(3-methylbutyl)-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl]-1,1-dioxido-3,4-dihydro-2H-1,2,4-benzothiadiazin-7-yl}oxy)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCN1C(=O)[C@@H]([C@@H]2Nc3ccc(OCC(N)=O)cc3[S](=O)(=O)N2)C(=O)c4ccccc14
#
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
 77Z  77Z  2-({(3R)-3-[(3S)-1-(3-methylbutyl)-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl]-1,1-dioxido-3,4-dihydro-2H-1,2,4-benzothiadiazin-7-yl}oxy)acetamide  ligand  60  34  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_77Z
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
 77Z  O55   O  O     0  -0.472   8.1337  -0.0661   0.0575
 77Z  C51   C  C     0   0.478   7.7458   1.0849   0.1374
 77Z  N54   N  NH2   0  -0.801   8.5527   2.1534   0.1449
 77Z  C50   C  CH2   0  -0.300   6.2723   1.4411   0.2649
 77Z  O49   O  O2    0  -0.466   5.5287   0.2772   0.0329
 77Z  C19   C  CR6   0   0.378   4.1871   0.3333   0.1862
 77Z  C18   C  CR16  0  -0.350   3.4698   1.4855   0.5182
 77Z  C20   C  CR16  0  -0.355   3.4930  -0.8497   0.0033
 77Z  C14   C  CR6   0  -0.260   2.1100  -0.8745   0.1407
 77Z  S15   S  S     0   1.377   1.2882  -2.4108  -0.0705
 77Z  O21   O  OS    0  -0.646   1.9524  -3.4489   0.6964
 77Z  O22   O  OS    0  -0.638   1.0692  -2.6359  -1.4880
 77Z  N16   N  NC1   0  -0.715  -0.1749  -2.1325   0.6626
 77Z  C13   C  CR6   0   0.461   1.3680   0.2690   0.4648
 77Z  C17   C  CR16  0  -0.327   2.0960   1.4488   0.6524
 77Z  N12   N  NH1   0  -0.719   0.0089   0.2638   0.6299
 77Z  C11   C  CH1   0   0.035  -0.8331  -0.8676   0.3828
 77Z  C9    C  CH1   0  -0.602  -1.4336  -0.8690  -1.0620
 77Z  C8    C  C     0   0.585  -2.0896   0.4740  -1.2852
 77Z  O24   O  O     0  -0.434  -1.4829   1.3766  -1.8223
 77Z  C10   C  C     0   0.461  -2.4007  -2.0205  -1.1587
 77Z  O23   O  O     0  -0.366  -2.1239  -3.0719  -1.6864
 77Z  C4    C  CR6   0  -0.088  -3.6810  -1.7634  -0.4876
 77Z  C5    C  CR16  0  -0.281  -4.4651  -2.8276  -0.0479
 77Z  C6    C  CR16  0  -0.259  -5.6564  -2.6031   0.6131
 77Z  C3    C  CR6   0   0.391  -4.1016  -0.4382  -0.2883
 77Z  C2    C  CR16  0  -0.323  -5.3069  -0.2214   0.3821
 77Z  C1    C  CR16  0  -0.236  -6.0646  -1.2922   0.8268
 77Z  N7    N  NT    0  -0.588  -3.3588   0.6324  -0.8006
 77Z  C33   C  CH2   0  -0.346  -3.9552   1.9650  -0.9002
 77Z  C34   C  CH2   0  -0.423  -3.6687   2.8223   0.3251
 77Z  C37   C  CH1   0  -0.240  -4.3321   4.1994   0.2675
 77Z  C44   C  CH3   0  -0.649  -4.1451   4.9223   1.5974
 77Z  C40   C  CH3   0  -0.659  -3.7948   5.0502  -0.8805
 77Z  HN54  H  HNH2  0   0.408   9.5524   2.0376   0.1161
 77Z  HN5A  H  HNH2  0   0.412   8.1985   3.0933   0.2018
 77Z  H50   H  HCH2  0   0.267   6.0969   1.8408   1.2719
 77Z  H50A  H  HCH2  0   0.261   6.0192   2.2345  -0.4486
 77Z  H18   H  HCR6  0   0.295   3.9684   2.4322   0.6762
 77Z  H20   H  HCR6  0   0.289   4.0367  -1.7550  -0.2385
 77Z  HN16  H  HNC1  0   0.432  -0.1142  -2.3173   1.6600
 77Z  H17   H  HCR6  0   0.284   1.5691   2.3585   0.9113
 77Z  HN12  H  HNH1  0   0.406  -0.3950   1.0356   1.1334
 77Z  H11   H  HCH1  0   0.327  -1.6602  -0.8158   1.0921
 77Z  H9    H  HCH1  0   0.329  -0.6403  -0.9704  -1.8005
 77Z  H5    H  HCR6  0   0.273  -4.1168  -3.8377  -0.2195
 77Z  H6    H  HCR6  0   0.267  -6.2566  -3.4315   0.9629
 77Z  H2    H  HCR6  0   0.283  -5.6708   0.7768   0.5741
 77Z  H1    H  HCR6  0   0.275  -6.9896  -1.0912   1.3508
 77Z  H33   H  HCH2  0   0.281  -3.5606   2.4316  -1.7989
 77Z  H33A  H  HCH2  0   0.264  -5.0273   1.8530  -1.0609
 77Z  H34   H  HCH2  0   0.236  -4.0111   2.3012   1.2241
 77Z  H34A  H  HCH2  0   0.227  -2.5864   2.9494   0.4340
 77Z  H37   H  HCH1  0   0.220  -5.4072   4.0500   0.1100
 77Z  H44   H  HCH3  0   0.215  -3.0855   5.0936   1.8019
 77Z  H44A  H  HCH3  0   0.227  -4.6425   5.8935   1.5910
 77Z  H44B  H  HCH3  0   0.226  -4.5546   4.3444   2.4277
 77Z  H40   H  HCH3  0   0.215  -2.7119   5.1731  -0.7969
 77Z  H40A  H  HCH3  0   0.229  -4.0057   4.6176  -1.8591
 77Z  H40B  H  HCH3  0   0.230  -4.2416   6.0455  -0.8672

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
 77Z  C51  O55   double    1.217  0.020  1.217
 77Z  C50  C51   single    1.521  0.020  1.521
 77Z  C51  N54   single    1.339  0.020  1.339
 77Z  N54  HN54  single    0.860  0.020  1.020
 77Z  N54  HN5A  single    0.860  0.020  1.020
 77Z  O49  C50   single    1.401  0.020  1.401
 77Z  C50  H50   single    0.970  0.020  1.090
 77Z  C50  H50A  single    0.970  0.020  1.090
 77Z  C19  O49   single    1.351  0.020  1.351
 77Z  C20  C19   aromatic  1.384  0.020  1.384
 77Z  C18  C19   aromatic  1.397  0.020  1.397
 77Z  C17  C18   aromatic  1.381  0.020  1.381
 77Z  C18  H18   single    0.930  0.020  1.080
 77Z  C14  C20   aromatic  1.390  0.020  1.390
 77Z  C20  H20   single    0.930  0.020  1.080
 77Z  S15  C14   single    1.755  0.020  1.755
 77Z  C13  C14   aromatic  1.401  0.020  1.401
 77Z  N16  S15   single    1.660  0.020  1.660
 77Z  S15  O21   double    1.452  0.020  1.452
 77Z  S15  O22   double    1.452  0.020  1.452
 77Z  C11  N16   single    1.453  0.020  1.453
 77Z  N16  HN16  single    0.890  0.020  1.040
 77Z  N12  C13   single    1.369  0.020  1.369
 77Z  C13  C17   aromatic  1.399  0.020  1.399
 77Z  C17  H17   single    0.930  0.020  1.080
 77Z  C11  N12   single    1.432  0.020  1.432
 77Z  N12  HN12  single    0.860  0.020  1.020
 77Z  C9   C11   single    1.565  0.020  1.565
 77Z  C11  H11   single    0.970  0.020  1.090
 77Z  C10  C9    single    1.507  0.020  1.507
 77Z  C8   C9    single    1.511  0.020  1.511
 77Z  C9   H9    single    0.970  0.020  1.090
 77Z  N7   C8    single    1.368  0.020  1.368
 77Z  C8   O24   double    1.213  0.020  1.213
 77Z  C4   C10   single    1.468  0.020  1.468
 77Z  C10  O23   double    1.208  0.020  1.208
 77Z  C5   C4    aromatic  1.393  0.020  1.393
 77Z  C3   C4    aromatic  1.405  0.020  1.405
 77Z  C6   C5    aromatic  1.381  0.020  1.381
 77Z  C5   H5    single    0.930  0.020  1.080
 77Z  C1   C6    aromatic  1.390  0.020  1.390
 77Z  C6   H6    single    0.930  0.020  1.080
 77Z  C2   C3    aromatic  1.396  0.020  1.396
 77Z  C3   N7    single    1.400  0.020  1.400
 77Z  C1   C2    aromatic  1.385  0.020  1.385
 77Z  C2   H2    single    0.930  0.020  1.080
 77Z  C1   H1    single    0.930  0.020  1.080
 77Z  C33  N7    single    1.463  0.020  1.463
 77Z  C34  C33   single    1.523  0.020  1.523
 77Z  C33  H33   single    0.970  0.020  1.090
 77Z  C33  H33A  single    0.970  0.020  1.090
 77Z  C34  C37   single    1.530  0.020  1.530
 77Z  C34  H34   single    0.970  0.020  1.090
 77Z  C34  H34A  single    0.970  0.020  1.090
 77Z  C40  C37   single    1.527  0.020  1.527
 77Z  C37  C44   single    1.525  0.020  1.525
 77Z  C37  H37   single    0.970  0.020  1.090
 77Z  C44  H44   single    0.970  0.020  1.090
 77Z  C44  H44A  single    0.970  0.020  1.090
 77Z  C44  H44B  single    0.970  0.020  1.090
 77Z  C40  H40   single    0.970  0.020  1.090
 77Z  C40  H40A  single    0.970  0.020  1.090
 77Z  C40  H40B  single    0.970  0.020  1.090

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
 77Z  C50   C51  N54   113.35  3.000
 77Z  N54   C51  O55   124.26  3.000
 77Z  C50   C51  O55   122.38  3.000
 77Z  HN5A  N54  HN54  117.30  3.000
 77Z  HN5A  N54  C51   122.26  3.000
 77Z  HN54  N54  C51   120.43  3.000
 77Z  H50A  C50  H50   107.25  3.000
 77Z  H50A  C50  O49   111.77  3.000
 77Z  H50   C50  O49   111.70  3.000
 77Z  H50A  C50  C51   109.78  3.000
 77Z  H50   C50  C51   108.48  3.000
 77Z  O49   C50  C51   107.81  3.000
 77Z  C19   O49  C50   118.28  3.000
 77Z  C20   C19  C18   118.61  3.000
 77Z  C18   C19  O49   124.81  3.000
 77Z  C20   C19  O49   116.58  3.000
 77Z  H18   C18  C17   117.88  3.000
 77Z  H18   C18  C19   121.32  3.000
 77Z  C17   C18  C19   120.80  3.000
 77Z  H20   C20  C14   120.43  3.000
 77Z  H20   C20  C19   119.49  3.000
 77Z  C14   C20  C19   120.08  3.000
 77Z  C13   C14  S15   119.62  3.000
 77Z  C13   C14  C20   122.36  3.000
 77Z  S15   C14  C20   118.01  3.000
 77Z  N16   S15  O22   108.92  3.000
 77Z  O22   S15  O21   118.29  3.000
 77Z  N16   S15  O21   106.85  3.000
 77Z  O22   S15  C14   108.90  3.000
 77Z  O21   S15  C14   110.37  3.000
 77Z  N16   S15  C14   102.29  3.000
 77Z  HN16  N16  C11   111.99  3.000
 77Z  HN16  N16  S15   110.51  3.000
 77Z  C11   N16  S15   117.40  3.000
 77Z  N12   C13  C17   120.24  3.000
 77Z  C17   C13  C14   116.34  3.000
 77Z  N12   C13  C14   123.40  3.000
 77Z  H17   C17  C13   119.17  3.000
 77Z  H17   C17  C18   119.02  3.000
 77Z  C13   C17  C18   121.81  3.000
 77Z  HN12  N12  C11   117.16  3.000
 77Z  HN12  N12  C13   117.12  3.000
 77Z  C11   N12  C13   124.47  3.000
 77Z  H11   C11  C9    108.03  3.000
 77Z  H11   C11  N12   107.23  3.000
 77Z  C9    C11  N12   112.69  3.000
 77Z  H11   C11  N16   105.05  3.000
 77Z  C9    C11  N16   110.54  3.000
 77Z  N12   C11  N16   112.85  3.000
 77Z  H9    C9   C10   110.66  3.000
 77Z  H9    C9   C8    107.39  3.000
 77Z  C10   C9   C8    113.02  3.000
 77Z  H9    C9   C11   110.30  3.000
 77Z  C8    C9   C11   107.59  3.000
 77Z  C10   C9   C11   107.83  3.000
 77Z  N7    C8   O24   122.34  3.000
 77Z  O24   C8   C9    120.64  3.000
 77Z  N7    C8   C9    116.96  3.000
 77Z  C4    C10  O23   123.48  3.000
 77Z  O23   C10  C9    123.09  3.000
 77Z  C4    C10  C9    113.35  3.000
 77Z  C3    C4   C5    120.49  3.000
 77Z  C3    C4   C10   119.42  3.000
 77Z  C5    C4   C10   120.08  3.000
 77Z  H5    C5   C6    120.36  3.000
 77Z  H5    C5   C4    118.81  3.000
 77Z  C6    C5   C4    120.83  3.000
 77Z  H6    C6   C1    120.66  3.000
 77Z  H6    C6   C5    120.62  3.000
 77Z  C1    C6   C5    118.71  3.000
 77Z  N7    C3   C2    121.00  3.000
 77Z  N7    C3   C4    120.70  3.000
 77Z  C2    C3   C4    118.24  3.000
 77Z  H2    C2   C1    118.25  3.000
 77Z  H2    C2   C3    121.33  3.000
 77Z  C1    C2   C3    120.42  3.000
 77Z  H1    C1   C2    118.66  3.000
 77Z  H1    C1   C6    120.06  3.000
 77Z  C2    C1   C6    121.28  3.000
 77Z  C33   N7   C3    120.33  3.000
 77Z  C33   N7   C8    117.35  3.000
 77Z  C3    N7   C8    122.24  3.000
 77Z  H33A  C33  H33   106.22  3.000
 77Z  H33A  C33  C34   111.20  3.000
 77Z  H33   C33  C34   110.82  3.000
 77Z  H33A  C33  N7    108.50  3.000
 77Z  H33   C33  N7    107.41  3.000
 77Z  C34   C33  N7    112.41  3.000
 77Z  H34A  C34  H34   106.43  3.000
 77Z  H34A  C34  C37   109.14  3.000
 77Z  H34   C34  C37   108.91  3.000
 77Z  H34A  C34  C33   109.35  3.000
 77Z  H34   C34  C33   109.52  3.000
 77Z  C37   C34  C33   113.27  3.000
 77Z  H37   C37  C40   108.24  3.000
 77Z  H37   C37  C44   108.06  3.000
 77Z  C40   C37  C44   110.39  3.000
 77Z  H37   C37  C34   107.93  3.000
 77Z  C44   C37  C34   109.92  3.000
 77Z  C40   C37  C34   112.17  3.000
 77Z  H44B  C44  H44A  107.74  3.000
 77Z  H44B  C44  H44   107.73  3.000
 77Z  H44A  C44  H44   107.67  3.000
 77Z  H44B  C44  C37   111.49  3.000
 77Z  H44A  C44  C37   111.15  3.000
 77Z  H44   C44  C37   110.88  3.000
 77Z  H40B  C40  H40A  107.07  3.000
 77Z  H40B  C40  H40   107.59  3.000
 77Z  H40A  C40  H40   107.75  3.000
 77Z  H40B  C40  C37   110.80  3.000
 77Z  H40A  C40  C37   112.69  3.000
 77Z  H40   C40  C37   110.73  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
 77Z  CONST_01  C13   C14  C20  C19     0.00   0.0  0
 77Z  CONST_02  C13   C17  C18  C19     0.00   0.0  0
 77Z  CONST_03  C14   C20  C19  C18     0.00   0.0  0
 77Z  CONST_04  C14   C13  C17  C18     0.00   0.0  0
 77Z  CONST_05  C17   C18  C19  C20     0.00   0.0  0
 77Z  CONST_06  C17   C13  C14  C20     0.00   0.0  0
 77Z  CONST_07  C1    C6   C5   C4      0.00   0.0  0
 77Z  CONST_08  C1    C2   C3   C4      0.00   0.0  0
 77Z  CONST_09  C2    C3   C4   C5      0.00   0.0  0
 77Z  CONST_10  C2    C1   C6   C5      0.00   0.0  0
 77Z  CONST_11  C3    C4   C5   C6      0.00   0.0  0
 77Z  CONST_12  C3    C2   C1   C6      0.00   0.0  0
 77Z  CONST_13  C3    N7   C8   C9      0.00   0.0  0
 77Z  CONST_14  C14   C20  C19  O49   180.00   0.0  0
 77Z  CONST_15  C17   C18  C19  O49   180.00   0.0  0
 77Z  CONST_16  C33   N7   C8   C9    180.00   0.0  0
 77Z  CONST_17  C3    N7   C8   O24   180.00   0.0  0
 77Z  CONST_18  H17   C17  C18  C19   180.00   0.0  0
 77Z  CONST_19  H20   C20  C19  C18   180.00   0.0  0
 77Z  CONST_20  H18   C18  C19  C20   180.00   0.0  0
 77Z  CONST_21  H5    C5   C4   C10     0.00   0.0  0
 77Z  CONST_22  H6    C6   C5   C4    180.00   0.0  0
 77Z  CONST_23  H2    C2   C3   C4    180.00   0.0  0
 77Z  CONST_24  H1    C1   C6   C5    180.00   0.0  0
 77Z  CONST_25  C33   N7   C8   O24     0.00   0.0  0
 77Z  CONST_26  HN54  N54  C51  O55     0.00   0.0  0
 77Z  CONST_27  HN5A  N54  C51  O55   180.00   0.0  0
 77Z  Var_01    N16   S15  C14  C20   161.41  30.0  1
 77Z  Var_02    C11   N16  S15  C14    43.95  30.0  1
 77Z  Var_03    C11   N12  C13  C14    -5.63  30.0  1
 77Z  Var_04    C5    C4   C10  C9   -156.06  30.0  1
 77Z  Var_05    C4    C3   N7   C8    -12.59  30.0  1
 77Z  Var_06    C20   C19  O49  C50  -177.36  30.0  2
 77Z  Var_07    C34   C33  N7   C8    -90.04  30.0  2
 77Z  Var_08    C37   C34  C33  N7   -177.59  30.0  2
 77Z  Var_09    H50   C50  O49  C19    56.38  30.0  3
 77Z  Var_10    O49   C50  C51  O55   -10.21  30.0  1
 77Z  Var_11    C40   C37  C34  C33   -63.91  30.0  3
 77Z  Var_12    H40   C40  C37  C34   -57.54  30.0  3
 77Z  Var_13    H44   C44  C37  C34    62.33  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
 77Z  chir_01  C11  N16  N12  C9  negativ
 77Z  chir_02  C9   C11  C10  C8  negativ

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
 77Z  plan-1  O49   0.020
 77Z  plan-1  C19   0.020
 77Z  plan-1  C18   0.020
 77Z  plan-1  C20   0.020
 77Z  plan-1  C14   0.020
 77Z  plan-1  S15   0.020
 77Z  plan-1  C13   0.020
 77Z  plan-1  C17   0.020
 77Z  plan-1  N12   0.020
 77Z  plan-1  H18   0.020
 77Z  plan-1  H20   0.020
 77Z  plan-1  H17   0.020
 77Z  plan-2  C10   0.020
 77Z  plan-2  C4    0.020
 77Z  plan-2  C5    0.020
 77Z  plan-2  C6    0.020
 77Z  plan-2  C3    0.020
 77Z  plan-2  C2    0.020
 77Z  plan-2  C1    0.020
 77Z  plan-2  N7    0.020
 77Z  plan-2  H5    0.020
 77Z  plan-2  H6    0.020
 77Z  plan-2  H2    0.020
 77Z  plan-2  H1    0.020
 77Z  plan-3  O55   0.020
 77Z  plan-3  C51   0.020
 77Z  plan-3  N54   0.020
 77Z  plan-3  C50   0.020
 77Z  plan-3  HN54  0.020
 77Z  plan-3  HN5A  0.020
 77Z  plan-4  C9    0.020
 77Z  plan-4  C10   0.020
 77Z  plan-4  O23   0.020
 77Z  plan-4  C4    0.020
 77Z  plan-5  S15   0.020
 77Z  plan-5  N16   0.020
 77Z  plan-5  C11   0.020
 77Z  plan-5  HN16  0.020
 77Z  plan-6  C9    0.020
 77Z  plan-6  C8    0.020
 77Z  plan-6  O24   0.020
 77Z  plan-6  C3    0.020
 77Z  plan-6  N7    0.020
 77Z  plan-6  C33   0.020

