# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 23:20:32 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: 2-({3-[1-(2-cyclopropylethyl)-6-fluoro-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl]-1,1-dioxo-1,4-dihydro-1lambda~6~,2,4-benzothiadiazin-7-yl}oxy)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)COc1ccc2NC(=N[S](=O)(=O)c2c1)C3=C(O)c4cc(F)ccc4N(CCC5CC5)C3=O
#
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
 8XV  8XV  2-({3-[1-(2-cyclopropylethyl)-6-fluoro-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl]-1,1-dioxo-1,4-dihydro-1lambda~6~,2,4-benzothiadiazin-7-yl}oxy)acetamide  ligand  56  35  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8XV
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
 8XV  C17  C  CR66  0   0.390  -4.0947   0.0779  -0.4573
 8XV  C16  C  CR66  0  -0.052  -3.6435  -1.2225  -0.1880
 8XV  C15  C  CR6   0   0.509  -2.2488  -1.4345   0.0851
 8XV  C19  C  CR6   0   0.611  -1.8706   0.9802  -0.1779
 8XV  C20  C  CR16  0  -0.453  -4.5374  -2.3032  -0.1780
 8XV  C21  C  CR6   0   0.547  -5.8608  -2.0719  -0.4272
 8XV  C22  C  CR16  0  -0.397  -6.3371  -0.7940  -0.6877
 8XV  C23  C  CR16  0  -0.299  -5.4632   0.2692  -0.7021
 8XV  C27  C  CH1   0  -0.240  -4.7444   4.5501   0.1664
 8XV  C33  C  C     0   0.480   8.6396   0.5447   0.1040
 8XV  C1   C  CR66  0  -0.269   2.8799  -0.8240   0.7522
 8XV  C2   C  CR66  0   0.462   2.2466   0.3806   0.4594
 8XV  C3   C  CR16  0  -0.316   3.0377   1.4802   0.1477
 8XV  C4   C  CR16  0  -0.356   4.4153   1.3711   0.1238
 8XV  C5   C  CR6   0   0.400   5.0381   0.1491   0.3941
 8XV  C6   C  CR16  0  -0.354   4.2567  -0.9555   0.7132
 8XV  O7   O  O2    0  -0.458   6.3672  -0.0484   0.3766
 8XV  S8   S  S     0   1.374   1.8717  -2.1485   1.3006
 8XV  N9   N  N     0  -0.803   0.4412  -1.8087   0.6031
 8XV  C10  C  CR6   0   0.710   0.0379  -0.5697   0.3963
 8XV  N11  N  NR16  0  -0.773   0.8652   0.4765   0.4190
 8XV  O13  O  OS    0  -0.652   1.7360  -2.0427   2.7462
 8XV  C14  C  CR6   0  -0.422  -1.3750  -0.3570   0.0948
 8XV  N18  N  NR6   0  -0.626  -3.2010   1.1308  -0.4749
 8XV  F24  F  F     0  -0.309  -6.7264  -3.0943  -0.4170
 8XV  C25  C  CH2   0  -0.346  -3.6767   2.4900  -0.7440
 8XV  C26  C  CH2   0  -0.460  -4.2272   3.1756   0.5006
 8XV  O28  O  O     0  -0.524  -1.1402   1.9763  -0.1505
 8XV  O29  O  OH1   0  -0.577  -1.8950  -2.6668   0.3175
 8XV  C30  C  CH2   0  -0.493  -5.8492   5.1530   0.9758
 8XV  C31  C  CH2   0  -0.489  -6.1130   4.6963  -0.4284
 8XV  C32  C  CH2   0  -0.305   7.2027   1.0437   0.0923
 8XV  N34  N  NH2   0  -0.801   9.5430   1.5315   0.0693
 8XV  O35  O  O     0  -0.470   8.9168  -0.6401   0.1209
 8XV  H40  H  HCR6  0   0.297  -4.1892  -3.3060   0.0261
 8XV  H41  H  HCR6  0   0.300  -7.3896  -0.6296  -0.8759
 8XV  H42  H  HCR6  0   0.296  -5.8705   1.2475  -0.9030
 8XV  H47  H  HCH1  0   0.255  -3.9913   5.2413  -0.2009
 8XV  H36  H  HCR6  0   0.295   2.5752   2.4289  -0.0918
 8XV  H37  H  HCR6  0   0.303   4.9888   2.2539  -0.1214
 8XV  H38  H  HCR6  0   0.296   4.7289  -1.9034   0.9385
 8XV  H39  H  HNR6  0   0.456   0.4135   1.3758   0.2133
 8XV  H44  H  HCH2  0   0.288  -2.8456   3.0604  -1.1482
 8XV  H43  H  HCH2  0   0.276  -4.4258   2.4453  -1.5333
 8XV  H46  H  HCH2  0   0.252  -3.4419   3.2405   1.2584
 8XV  H45  H  HCH2  0   0.237  -5.0330   2.5772   0.9365
 8XV  H48  H  HOH1  0   0.509  -0.9045  -2.6814   0.4894
 8XV  H50  H  HCH2  0   0.244  -6.2604   4.5615   1.7851
 8XV  H49  H  HCH2  0   0.251  -5.8214   6.2169   1.1728
 8XV  H51  H  HCH2  0   0.251  -6.2661   5.4456  -1.1943
 8XV  H52  H  HCH2  0   0.245  -6.7022   3.7960  -0.5636
 8XV  H54  H  HCH2  0   0.267   7.0763   1.8464   0.8273
 8XV  H53  H  HCH2  0   0.273   6.9894   1.4666  -0.8971
 8XV  H55  H  HNH2  0   0.409  10.5269   1.3208   0.0289
 8XV  H56  H  HNH2  0   0.413   9.2789   2.5022   0.0691
 8XV  O12  O  OS    0  -0.653   2.3537  -3.4098   0.7663

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
 8XV  F24  C21  single    1.340  0.020  1.340
 8XV  C22  C21  aromatic  1.388  0.020  1.388
 8XV  C22  C23  aromatic  1.376  0.020  1.376
 8XV  C21  C20  aromatic  1.366  0.020  1.366
 8XV  C23  C17  aromatic  1.403  0.020  1.403
 8XV  C20  C16  aromatic  1.402  0.020  1.402
 8XV  C17  C16  aromatic  1.403  0.020  1.403
 8XV  C17  N18  single    1.381  0.020  1.381
 8XV  C16  C15  single    1.437  0.020  1.437
 8XV  C25  C26  single    1.524  0.020  1.524
 8XV  C25  N18  single    1.465  0.020  1.465
 8XV  C26  C27  single    1.506  0.020  1.506
 8XV  N18  C19  single    1.371  0.020  1.371
 8XV  C15  O29  single    1.303  0.020  1.303
 8XV  C15  C14  double    1.387  0.020  1.387
 8XV  C19  C14  single    1.452  0.020  1.452
 8XV  C19  O28  double    1.235  0.020  1.235
 8XV  C27  C30  single    1.496  0.020  1.496
 8XV  C27  C31  single    1.499  0.020  1.499
 8XV  C14  C10  single    1.460  0.020  1.460
 8XV  C30  C31  single    1.500  0.020  1.500
 8XV  C10  N9   double    1.319  0.020  1.319
 8XV  C10  N11  single    1.334  0.020  1.334
 8XV  N9   S8   single    1.627  0.020  1.627
 8XV  N11  C2   single    1.385  0.020  1.385
 8XV  O12  S8   double    1.452  0.020  1.452
 8XV  S8   C1   single    1.753  0.020  1.753
 8XV  S8   O13  double    1.456  0.020  1.456
 8XV  C2   C1   aromatic  1.392  0.020  1.392
 8XV  C2   C3   aromatic  1.390  0.020  1.390
 8XV  C1   C6   aromatic  1.384  0.020  1.384
 8XV  C3   C4   aromatic  1.382  0.020  1.382
 8XV  C6   C5   aromatic  1.390  0.020  1.390
 8XV  C4   C5   aromatic  1.398  0.020  1.398
 8XV  C5   O7   single    1.344  0.020  1.344
 8XV  O7   C32  single    1.404  0.020  1.404
 8XV  C32  C33  single    1.521  0.020  1.521
 8XV  N34  C33  single    1.338  0.020  1.338
 8XV  C33  O35  double    1.217  0.020  1.217
 8XV  C20  H40  single    0.930  0.020  1.080
 8XV  C22  H41  single    0.930  0.020  1.080
 8XV  C23  H42  single    0.930  0.020  1.080
 8XV  C27  H47  single    0.970  0.020  1.090
 8XV  C3   H36  single    0.930  0.020  1.080
 8XV  C4   H37  single    0.930  0.020  1.080
 8XV  C6   H38  single    0.930  0.020  1.080
 8XV  N11  H39  single    0.860  0.020  1.020
 8XV  C25  H44  single    0.970  0.020  1.090
 8XV  C25  H43  single    0.970  0.020  1.090
 8XV  C26  H46  single    0.970  0.020  1.090
 8XV  C26  H45  single    0.970  0.020  1.090
 8XV  O29  H48  single    0.850  0.020  0.980
 8XV  C30  H50  single    0.970  0.020  1.090
 8XV  C30  H49  single    0.970  0.020  1.090
 8XV  C31  H51  single    0.970  0.020  1.090
 8XV  C31  H52  single    0.970  0.020  1.090
 8XV  C32  H54  single    0.970  0.020  1.090
 8XV  C32  H53  single    0.970  0.020  1.090
 8XV  N34  H55  single    0.860  0.020  1.020
 8XV  N34  H56  single    0.860  0.020  1.020

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
 8XV  N18  C17  C23  121.66  3.000
 8XV  N18  C17  C16  120.07  3.000
 8XV  C23  C17  C16  118.27  3.000
 8XV  C20  C16  C15  120.24  3.000
 8XV  C15  C16  C17  119.04  3.000
 8XV  C20  C16  C17  120.72  3.000
 8XV  O29  C15  C14  124.21  3.000
 8XV  C14  C15  C16  119.88  3.000
 8XV  O29  C15  C16  115.91  3.000
 8XV  O28  C19  N18  119.33  3.000
 8XV  O28  C19  C14  122.45  3.000
 8XV  N18  C19  C14  118.22  3.000
 8XV  H40  C20  C21  120.23  3.000
 8XV  H40  C20  C16  120.73  3.000
 8XV  C21  C20  C16  119.05  3.000
 8XV  F24  C21  C22  118.83  3.000
 8XV  C22  C21  C20  121.49  3.000
 8XV  F24  C21  C20  119.68  3.000
 8XV  H41  C22  C23  119.90  3.000
 8XV  H41  C22  C21  120.42  3.000
 8XV  C23  C22  C21  119.68  3.000
 8XV  H42  C23  C22  117.57  3.000
 8XV  H42  C23  C17  121.63  3.000
 8XV  C22  C23  C17  120.80  3.000
 8XV  H47  C27  C31  115.89  3.000
 8XV  H47  C27  C30  116.01  3.000
 8XV  C31  C27  C30   60.09  3.000
 8XV  H47  C27  C26  114.69  3.000
 8XV  C31  C27  C26  119.37  3.000
 8XV  C30  C27  C26  120.08  3.000
 8XV  O35  C33  N34  124.37  3.000
 8XV  O35  C33  C32  122.32  3.000
 8XV  N34  C33  C32  113.30  3.000
 8XV  S8   C1   C6   120.63  3.000
 8XV  C6   C1   C2   121.93  3.000
 8XV  S8   C1   C2   117.26  3.000
 8XV  N11  C2   C3   120.42  3.000
 8XV  C3   C2   C1   118.21  3.000
 8XV  N11  C2   C1   121.31  3.000
 8XV  H36  C3   C4   119.43  3.000
 8XV  H36  C3   C2   119.98  3.000
 8XV  C4   C3   C2   120.58  3.000
 8XV  H37  C4   C5   121.43  3.000
 8XV  H37  C4   C3   117.93  3.000
 8XV  C5   C4   C3   120.64  3.000
 8XV  O7   C5   C6   116.24  3.000
 8XV  O7   C5   C4   124.51  3.000
 8XV  C6   C5   C4   119.24  3.000
 8XV  H38  C6   C5   119.89  3.000
 8XV  H38  C6   C1   120.74  3.000
 8XV  C5   C6   C1   119.37  3.000
 8XV  C32  O7   C5   118.48  3.000
 8XV  O13  S8   O12  117.35  3.000
 8XV  O13  S8   N9   109.18  3.000
 8XV  O12  S8   N9   108.39  3.000
 8XV  O13  S8   C1   108.02  3.000
 8XV  O12  S8   C1   110.51  3.000
 8XV  N9   S8   C1   102.34  3.000
 8XV  C10  N9   S8   122.14  3.000
 8XV  C14  C10  N11  119.30  3.000
 8XV  N11  C10  N9   122.97  3.000
 8XV  C14  C10  N9   117.70  3.000
 8XV  H39  N11  C10  114.23  3.000
 8XV  H39  N11  C2   120.32  3.000
 8XV  C10  N11  C2   124.38  3.000
 8XV  C10  C14  C19  120.21  3.000
 8XV  C10  C14  C15  119.85  3.000
 8XV  C19  C14  C15  119.93  3.000
 8XV  C25  N18  C19  117.17  3.000
 8XV  C19  N18  C17  122.77  3.000
 8XV  C25  N18  C17  119.97  3.000
 8XV  H43  C25  H44  106.15  3.000
 8XV  H43  C25  C26  111.22  3.000
 8XV  H44  C25  C26  110.13  3.000
 8XV  H43  C25  N18  108.57  3.000
 8XV  H44  C25  N18  107.89  3.000
 8XV  C26  C25  N18  112.62  3.000
 8XV  H45  C26  H46  106.58  3.000
 8XV  H45  C26  C25  110.20  3.000
 8XV  H46  C26  C25  109.47  3.000
 8XV  H45  C26  C27  109.55  3.000
 8XV  H46  C26  C27  110.26  3.000
 8XV  C25  C26  C27  110.70  3.000
 8XV  H48  O29  C15  108.16  3.000
 8XV  H49  C30  H50  114.23  3.000
 8XV  H49  C30  C31  118.31  3.000
 8XV  H50  C30  C31  117.79  3.000
 8XV  H49  C30  C27  118.39  3.000
 8XV  H50  C30  C27  117.67  3.000
 8XV  C31  C30  C27   60.05  3.000
 8XV  H52  C31  H51  114.18  3.000
 8XV  H52  C31  C30  117.71  3.000
 8XV  H51  C31  C30  118.46  3.000
 8XV  H52  C31  C27  117.68  3.000
 8XV  H51  C31  C27  118.51  3.000
 8XV  C30  C31  C27   59.85  3.000
 8XV  H53  C32  H54  107.47  3.000
 8XV  H53  C32  O7   111.52  3.000
 8XV  H54  C32  O7   111.43  3.000
 8XV  H53  C32  C33  108.48  3.000
 8XV  H54  C32  C33  110.13  3.000
 8XV  O7   C32  C33  107.78  3.000
 8XV  H56  N34  H55  117.29  3.000
 8XV  H56  N34  C33  122.29  3.000
 8XV  H55  N34  C33  120.41  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
 8XV  CONST_01  C21  C22  C23  C17     0.00   0.0  0
 8XV  CONST_02  C21  C20  C16  C17     0.00   0.0  0
 8XV  CONST_03  C22  C21  C20  C16     0.00   0.0  0
 8XV  CONST_04  C22  C23  C17  C16     0.00   0.0  0
 8XV  CONST_05  C23  C22  C21  C20     0.00   0.0  0
 8XV  CONST_06  C23  C17  C16  C20     0.00   0.0  0
 8XV  CONST_07  C4   C3   C2   C1      0.00   0.0  0
 8XV  CONST_08  C4   C5   C6   C1      0.00   0.0  0
 8XV  CONST_09  C5   C6   C1   C2      0.00   0.0  0
 8XV  CONST_10  C5   C4   C3   C2      0.00   0.0  0
 8XV  CONST_11  C6   C1   C2   C3      0.00   0.0  0
 8XV  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 8XV  CONST_13  C14  C19  N18  C17     0.00   0.0  0
 8XV  CONST_14  C14  C10  N11  C2    180.00   0.0  0
 8XV  CONST_15  N9   C10  N11  C2      0.00   0.0  0
 8XV  CONST_18  F24  C21  C20  C16   180.00   0.0  0
 8XV  CONST_19  F24  C21  C22  C23   180.00   0.0  0
 8XV  CONST_20  O7   C5   C6   C1    180.00   0.0  0
 8XV  CONST_21  O7   C5   C4   C3    180.00   0.0  0
 8XV  CONST_22  O28  C19  N18  C17   180.00   0.0  0
 8XV  CONST_23  C25  N18  C19  C14   180.00   0.0  0
 8XV  CONST_24  H41  C22  C23  C17   180.00   0.0  0
 8XV  CONST_25  H40  C20  C16  C17   180.00   0.0  0
 8XV  CONST_26  H42  C23  C17  C16   180.00   0.0  0
 8XV  CONST_27  H36  C3   C2   C1    180.00   0.0  0
 8XV  CONST_28  H38  C6   C1   C2    180.00   0.0  0
 8XV  CONST_29  H37  C4   C3   C2    180.00   0.0  0
 8XV  CONST_30  H39  N11  C10  N9    180.00   0.0  0
 8XV  CONST_31  O28  C19  N18  C25     0.00   0.0  0
 8XV  CONST_32  H55  N34  C33  C32   180.00   0.0  0
 8XV  CONST_33  H56  N34  C33  C32     0.00   0.0  0
 8XV  Var_01    N9   C10  C14  C15     2.46  30.0  2
 8XV  Var_02    O12  S8   C1   C2    142.98  30.0  1
 8XV  Var_03    C31  C30  C27  C26  -108.70  30.0  1
 8XV  Var_04    H51  C31  C30  C27  -108.24  30.0  1
 8XV  Var_05    C26  C25  N18  C17    83.29  30.0  2
 8XV  Var_06    N18  C25  C26  C27  -178.15  30.0  2
 8XV  Var_07    C30  C27  C26  C25   151.68  30.0  3
 8XV  Var_08    H54  C32  O7   C5     60.36  30.0  3
 8XV  Var_09    N34  C33  C32  O7   -169.38  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
 8XV  chir_01  C27  C26  C30  C31  both

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
 8XV  plan-1  C17  0.020
 8XV  plan-1  C16  0.020
 8XV  plan-1  C15  0.020
 8XV  plan-1  C19  0.020
 8XV  plan-1  C20  0.020
 8XV  plan-1  C21  0.020
 8XV  plan-1  C22  0.020
 8XV  plan-1  C23  0.020
 8XV  plan-1  C10  0.020
 8XV  plan-1  C14  0.020
 8XV  plan-1  N18  0.020
 8XV  plan-1  F24  0.020
 8XV  plan-1  C25  0.020
 8XV  plan-1  O28  0.020
 8XV  plan-1  O29  0.020
 8XV  plan-1  H40  0.020
 8XV  plan-1  H41  0.020
 8XV  plan-1  H42  0.020
 8XV  plan-2  C33  0.020
 8XV  plan-2  C32  0.020
 8XV  plan-2  N34  0.020
 8XV  plan-2  O35  0.020
 8XV  plan-2  H55  0.020
 8XV  plan-2  H56  0.020
 8XV  plan-3  C1   0.020
 8XV  plan-3  C2   0.020
 8XV  plan-3  C3   0.020
 8XV  plan-3  C4   0.020
 8XV  plan-3  C5   0.020
 8XV  plan-3  C6   0.020
 8XV  plan-3  O7   0.020
 8XV  plan-3  S8   0.020
 8XV  plan-3  N9   0.020
 8XV  plan-3  C10  0.020
 8XV  plan-3  N11  0.020
 8XV  plan-3  C14  0.020
 8XV  plan-3  H36  0.020
 8XV  plan-3  H37  0.020
 8XV  plan-3  H38  0.020
 8XV  plan-3  H39  0.020

