# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 19:48:12 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-[bis(fluoranyl)methyl]-2,7-dimethoxy-9-(piperidin-4-ylmethylsulfanyl)acridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2nc3c(cc(OC)cc3c(SCC4CCNCC4)c2c1)C(F)F
#
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
 H99  H99  "4-[bis(fluoranyl)methyl]-2,7-dimethoxy-9-(piperidin-4-ylmethylsulfanyl)acridine"
  ligand  53  29  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H99
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
 H99  C10  C  CR66  0   0.139  83.1425  143.0456  15.6394
 H99  C13  C  CR6   0   0.438  83.6680  140.5119  14.5138
 H99  C17  C  CH1   0  -0.215  79.1985  140.4209  15.8619
 H99  C21  C  CH2   0  -0.312  79.3084  138.6790  14.0603
 H99  C22  C  CH2   0  -0.428  79.4465  138.9471  15.5569
 H99  C24  C  CH3   0  -0.440  79.0561  144.1186  21.1886
 H99  C26  C  CH3   0  -0.444  84.6875  139.1329  12.8591
 H99  C01  C  CR6   0   0.416  80.4808  144.8059  19.4291
 H99  C02  C  CR16  0  -0.332  81.0972  145.9105  18.7644
 H99  C03  C  CR16  0  -0.276  81.8892  145.7056  17.6865
 H99  C04  C  CR66  0   0.151  82.1227  144.3899  17.1847
 H99  C05  C  CR66  0   0.198  81.4972  143.2841  17.8448
 H99  C06  C  CR16  0  -0.497  80.6794  143.5294  18.9828
 H99  C08  C  CR16  0  -0.450  82.8615  140.6069  15.6136
 H99  C09  C  CR66  0   0.173  82.5708  141.8594  16.2027
 H99  C11  C  CR6   0  -0.035  83.9869  142.9130  14.4935
 H99  C12  C  CR16  0  -0.460  84.2382  141.6876  13.9534
 H99  C14  C  CR6   0  -0.167  81.7249  142.0077  17.3166
 H99  C16  C  CH2   0  -0.560  79.2774  140.7407  17.3462
 H99  C18  C  CH2   0  -0.423  77.8374  140.8341  15.2995
 H99  C19  C  CH2   0  -0.314  77.7528  140.5003  13.8111
 H99  C27  C  CH1   0   0.511  84.6254  144.0988  13.8395
 H99  F28  F  F     0  -0.344  83.6938  144.9846  13.3913
 H99  F29  F  F     0  -0.344  85.4223  144.7772  14.7093
 H99  N07  N  N     0  -0.455  82.9083  144.2577  16.1265
 H99  N20  N  NH1   0  -0.573  78.0381  139.1098  13.4976
 H99  O23  O  O2    0  -0.460  79.7290  145.1442  20.4837
 H99  O25  O  O2    0  -0.466  83.8813  139.2859  14.0126
 H99  S15  S  S2    0  -0.008  80.9562  140.5894  18.0546
 H99  H1   H  HCH1  0   0.232  79.9601  141.0150  15.3405
 H99  H2   H  HCH2  0   0.232  79.4413  137.6157  13.8509
 H99  H3   H  HCH2  0   0.212  80.1105  139.2045  13.5292
 H99  H4   H  HCH2  0   0.213  78.7185  138.3382  16.1064
 H99  H5   H  HCH2  0   0.232  80.4365  138.6367  15.9006
 H99  H6   H  HCH3  0   0.264  78.4897  144.6060  21.9779
 H99  H7   H  HCH3  0   0.232  78.3661  143.5708  20.5417
 H99  H8   H  HCH3  0   0.233  79.7554  143.4101  21.6398
 H99  H9   H  HCH3  0   0.265  84.7036  138.0686  12.6390
 H99  H10  H  HCH3  0   0.234  84.2741  139.6627  11.9976
 H99  H11  H  HCH3  0   0.234  85.7130  139.4707  13.0275
 H99  H12  H  HCR6  0   0.275  80.9208  146.9102  19.1412
 H99  H13  H  HCR6  0   0.268  82.3635  146.5357  17.1796
 H99  H14  H  HCR6  0   0.288  80.2367  142.6807  19.4850
 H99  H15  H  HCR6  0   0.275  82.4336  139.7096  16.0390
 H99  H16  H  HCR6  0   0.300  84.8809  141.6203  13.0847
 H99  H17  H  HCH2  0   0.280  78.9150  141.7501  17.5518
 H99  H18  H  HCH2  0   0.276  78.6622  140.0494  17.9279
 H99  H19  H  HCH2  0   0.228  77.6742  141.9051  15.4502
 H99  H20  H  HCH2  0   0.214  77.0398  140.3107  15.8400
 H99  H21  H  HCH2  0   0.213  78.4702  141.1252  13.2670
 H99  H22  H  HCH2  0   0.233  76.7636  140.7504  13.4217
 H99  H23  H  HCH1  0   0.207  85.2392  143.7999  12.9871
 H99  H24  H  HNH1  0   0.336  77.2990  138.5310  13.8810

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
 H99  C26  O25  single    1.416  0.020  1.416
 H99  C19  N20  single    1.454  0.020  1.454
 H99  C19  C18  single    1.528  0.020  1.528
 H99  O25  C13  single    1.342  0.020  1.342
 H99  C12  C13  aromatic  1.422  0.020  1.422
 H99  C12  C11  aromatic  1.363  0.020  1.363
 H99  N20  C21  single    1.455  0.020  1.455
 H99  F29  C27  single    1.361  0.020  1.361
 H99  C27  F28  single    1.361  0.020  1.361
 H99  C27  C11  single    1.497  0.020  1.497
 H99  C13  C08  aromatic  1.367  0.020  1.367
 H99  C11  C10  aromatic  1.430  0.020  1.430
 H99  C21  C22  single    1.527  0.020  1.527
 H99  C18  C17  single    1.530  0.020  1.530
 H99  C08  C09  aromatic  1.414  0.020  1.414
 H99  C17  C22  single    1.525  0.020  1.525
 H99  C17  C16  single    1.520  0.020  1.520
 H99  C10  C09  aromatic  1.432  0.020  1.432
 H99  C10  N07  aromatic  1.327  0.020  1.327
 H99  C09  C14  aromatic  1.406  0.020  1.406
 H99  N07  C04  aromatic  1.325  0.020  1.325
 H99  C16  S15  single    1.828  0.020  1.828
 H99  C14  S15  single    1.774  0.020  1.774
 H99  C14  C05  aromatic  1.400  0.020  1.400
 H99  C04  C05  aromatic  1.432  0.020  1.432
 H99  C04  C03  aromatic  1.427  0.020  1.427
 H99  C05  C06  aromatic  1.423  0.020  1.423
 H99  C03  C02  aromatic  1.353  0.020  1.353
 H99  C06  C01  aromatic  1.367  0.020  1.367
 H99  C02  C01  aromatic  1.429  0.020  1.429
 H99  C01  O23  single    1.339  0.020  1.339
 H99  O23  C24  single    1.415  0.020  1.415
 H99  C17  H1   single    0.970  0.020  1.090
 H99  C21  H2   single    0.970  0.020  1.090
 H99  C21  H3   single    0.970  0.020  1.090
 H99  C22  H4   single    0.970  0.020  1.090
 H99  C22  H5   single    0.970  0.020  1.090
 H99  C24  H6   single    0.970  0.020  1.090
 H99  C24  H7   single    0.970  0.020  1.090
 H99  C24  H8   single    0.970  0.020  1.090
 H99  C26  H9   single    0.970  0.020  1.090
 H99  C26  H10  single    0.970  0.020  1.090
 H99  C26  H11  single    0.970  0.020  1.090
 H99  C02  H12  single    0.930  0.020  1.080
 H99  C03  H13  single    0.930  0.020  1.080
 H99  C06  H14  single    0.930  0.020  1.080
 H99  C08  H15  single    0.930  0.020  1.080
 H99  C12  H16  single    0.930  0.020  1.080
 H99  C16  H17  single    0.970  0.020  1.090
 H99  C16  H18  single    0.970  0.020  1.090
 H99  C18  H19  single    0.970  0.020  1.090
 H99  C18  H20  single    0.970  0.020  1.090
 H99  C19  H21  single    0.970  0.020  1.090
 H99  C19  H22  single    0.970  0.020  1.090
 H99  C27  H23  single    0.970  0.020  1.090
 H99  N20  H24  single    0.890  0.020  1.040

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
 H99  N07  C10  C11  118.89  3.000
 H99  N07  C10  C09  122.79  3.000
 H99  C11  C10  C09  118.31  3.000
 H99  O25  C13  C12  123.00  3.000
 H99  C12  C13  C08  119.76  3.000
 H99  O25  C13  C08  117.24  3.000
 H99  H1   C17  C18  107.25  3.000
 H99  H1   C17  C16  108.29  3.000
 H99  C18  C17  C16  110.38  3.000
 H99  H1   C17  C22  108.37  3.000
 H99  C16  C17  C22  112.95  3.000
 H99  C18  C17  C22  109.40  3.000
 H99  H3   C21  H2   106.55  3.000
 H99  H3   C21  N20  108.04  3.000
 H99  H2   C21  N20  108.70  3.000
 H99  H3   C21  C22  108.94  3.000
 H99  H2   C21  C22  110.36  3.000
 H99  N20  C21  C22  113.97  3.000
 H99  H5   C22  H4   106.62  3.000
 H99  H5   C22  C21  109.90  3.000
 H99  H4   C22  C21  109.49  3.000
 H99  H5   C22  C17  111.02  3.000
 H99  H4   C22  C17  109.17  3.000
 H99  C21  C22  C17  110.55  3.000
 H99  H8   C24  H7   108.86  3.000
 H99  H8   C24  H6   108.92  3.000
 H99  H7   C24  H6   109.00  3.000
 H99  H8   C24  O23  111.80  3.000
 H99  H7   C24  O23  111.64  3.000
 H99  H6   C24  O23  106.54  3.000
 H99  H11  C26  H10  109.07  3.000
 H99  H11  C26  H9   108.66  3.000
 H99  H10  C26  H9   108.71  3.000
 H99  H11  C26  O25  112.05  3.000
 H99  H10  C26  O25  112.00  3.000
 H99  H9   C26  O25  106.22  3.000
 H99  O23  C01  C06  125.09  3.000
 H99  O23  C01  C02  114.42  3.000
 H99  C06  C01  C02  120.49  3.000
 H99  H12  C02  C03  120.82  3.000
 H99  H12  C02  C01  118.78  3.000
 H99  C03  C02  C01  120.40  3.000
 H99  H13  C03  C04  118.08  3.000
 H99  H13  C03  C02  120.90  3.000
 H99  C04  C03  C02  121.02  3.000
 H99  N07  C04  C05  123.39  3.000
 H99  C05  C04  C03  118.58  3.000
 H99  N07  C04  C03  118.03  3.000
 H99  C14  C05  C06  123.54  3.000
 H99  C06  C05  C04  119.13  3.000
 H99  C14  C05  C04  117.33  3.000
 H99  H14  C06  C05  118.14  3.000
 H99  H14  C06  C01  121.47  3.000
 H99  C05  C06  C01  120.38  3.000
 H99  H15  C08  C09  119.32  3.000
 H99  H15  C08  C13  119.49  3.000
 H99  C09  C08  C13  121.19  3.000
 H99  C14  C09  C08  123.15  3.000
 H99  C14  C09  C10  117.66  3.000
 H99  C08  C09  C10  119.18  3.000
 H99  C27  C11  C12  117.42  3.000
 H99  C27  C11  C10  121.91  3.000
 H99  C12  C11  C10  120.67  3.000
 H99  H16  C12  C11  118.90  3.000
 H99  H16  C12  C13  120.20  3.000
 H99  C11  C12  C13  120.90  3.000
 H99  S15  C14  C09  120.38  3.000
 H99  S15  C14  C05  120.10  3.000
 H99  C09  C14  C05  119.52  3.000
 H99  H18  C16  H17  107.31  3.000
 H99  H18  C16  S15  104.97  3.000
 H99  H17  C16  S15  107.96  3.000
 H99  H18  C16  C17  110.93  3.000
 H99  H17  C16  C17  111.16  3.000
 H99  S15  C16  C17  114.11  3.000
 H99  H20  C18  H19  106.91  3.000
 H99  H20  C18  C19  109.61  3.000
 H99  H19  C18  C19  109.87  3.000
 H99  H20  C18  C17  109.71  3.000
 H99  H19  C18  C17  110.28  3.000
 H99  C19  C18  C17  110.39  3.000
 H99  H22  C19  H21  106.57  3.000
 H99  H22  C19  N20  108.66  3.000
 H99  H21  C19  N20  108.05  3.000
 H99  H22  C19  C18  110.34  3.000
 H99  H21  C19  C18  108.84  3.000
 H99  N20  C19  C18  114.09  3.000
 H99  H23  C27  F29  107.83  3.000
 H99  H23  C27  F28  107.80  3.000
 H99  F29  C27  F28  106.67  3.000
 H99  H23  C27  C11  111.34  3.000
 H99  F28  C27  C11  111.55  3.000
 H99  F29  C27  C11  111.43  3.000
 H99  C04  N07  C10  119.28  3.000
 H99  H24  N20  C19  108.75  3.000
 H99  H24  N20  C21  108.74  3.000
 H99  C19  N20  C21  111.79  3.000
 H99  C01  O23  C24  118.46  3.000
 H99  C26  O25  C13  119.59  3.000
 H99  C16  S15  C14   99.81  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
 H99  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 H99  CONST_02  C13  C08  C09  C10     0.00   0.0  0
 H99  CONST_03  C05  C14  C09  C10     0.00   0.0  0
 H99  CONST_04  C05  C04  N07  C10     0.00   0.0  0
 H99  CONST_05  C03  C04  N07  C10   180.00   0.0  0
 H99  CONST_06  C14  C09  C08  C13   180.00   0.0  0
 H99  CONST_07  C14  C05  C06  C01   180.00   0.0  0
 H99  CONST_08  C04  C05  C06  C01     0.00   0.0  0
 H99  CONST_09  C04  C03  C02  C01     0.00   0.0  0
 H99  CONST_10  N07  C04  C03  C02   180.00   0.0  0
 H99  CONST_11  C05  C04  C03  C02     0.00   0.0  0
 H99  CONST_12  C05  C06  C01  C02     0.00   0.0  0
 H99  CONST_13  C14  C05  C04  C03   180.00   0.0  0
 H99  CONST_14  C06  C05  C04  C03     0.00   0.0  0
 H99  CONST_15  C06  C01  C02  C03     0.00   0.0  0
 H99  CONST_16  C11  C10  N07  C04   180.00   0.0  0
 H99  CONST_17  C09  C10  N07  C04     0.00   0.0  0
 H99  CONST_18  C09  C14  C05  C04     0.00   0.0  0
 H99  CONST_19  C08  C09  C14  C05   180.00   0.0  0
 H99  CONST_20  C09  C14  C05  C06   180.00   0.0  0
 H99  CONST_21  N07  C04  C05  C06   180.00   0.0  0
 H99  CONST_22  C11  C12  C13  C08     0.00   0.0  0
 H99  CONST_23  C11  C10  C09  C08     0.00   0.0  0
 H99  CONST_24  N07  C10  C09  C08   180.00   0.0  0
 H99  CONST_25  C12  C13  C08  C09     0.00   0.0  0
 H99  CONST_26  C12  C11  C10  C09     0.00   0.0  0
 H99  CONST_27  C14  C09  C10  C11   180.00   0.0  0
 H99  CONST_28  N07  C10  C11  C12   180.00   0.0  0
 H99  CONST_29  N07  C10  C09  C14     0.00   0.0  0
 H99  CONST_30  N07  C04  C05  C14     0.00   0.0  0
 H99  CONST_31  S15  C14  C09  C10   180.00   0.0  0
 H99  CONST_32  C27  C11  C12  C13   180.00   0.0  0
 H99  CONST_33  O23  C01  C02  C03   180.00   0.0  0
 H99  CONST_34  S15  C14  C05  C04   180.00   0.0  0
 H99  CONST_35  O23  C01  C06  C05   180.00   0.0  0
 H99  CONST_36  S15  C14  C05  C06     0.00   0.0  0
 H99  CONST_37  S15  C14  C09  C08     0.00   0.0  0
 H99  CONST_38  O25  C13  C08  C09   180.00   0.0  0
 H99  CONST_39  C27  C11  C10  C09   180.00   0.0  0
 H99  CONST_40  O25  C13  C12  C11   180.00   0.0  0
 H99  CONST_41  N07  C10  C11  C27     0.00   0.0  0
 H99  CONST_42  H16  C12  C11  C10   180.00   0.0  0
 H99  CONST_43  H15  C08  C09  C10   180.00   0.0  0
 H99  CONST_44  H13  C03  C02  C01   180.00   0.0  0
 H99  CONST_45  H14  C06  C01  C02   180.00   0.0  0
 H99  CONST_46  H14  C06  C05  C04   180.00   0.0  0
 H99  CONST_47  H12  C02  C03  C04   180.00   0.0  0
 H99  CONST_48  H13  C03  C04  C05   180.00   0.0  0
 H99  CONST_49  H12  C02  C01  C06   180.00   0.0  0
 H99  CONST_50  H16  C12  C13  C08   180.00   0.0  0
 H99  CONST_51  H15  C08  C13  C12   180.00   0.0  0
 H99  CONST_52  H15  C08  C09  C14     0.00   0.0  0
 H99  CONST_53  H14  C06  C05  C14     0.00   0.0  0
 H99  CONST_54  H13  C03  C04  N07     0.00   0.0  0
 H99  Var_01    N20  C19  C18  C17    54.58  30.0  1
 H99  Var_02    N20  C21  C22  C17   -54.79  30.0  1
 H99  Var_03    C18  C19  N20  C21   -52.83  30.0  1
 H99  Var_04    C19  N20  C21  C22    52.85  30.0  1
 H99  Var_05    H21  C19  C18  C17   -66.17  30.0  1
 H99  Var_06    H22  C19  C18  C17   177.23  30.0  1
 H99  Var_07    H2   C21  C22  C17  -177.42  30.0  1
 H99  Var_08    H3   C21  C22  C17    65.93  30.0  1
 H99  Var_09    H21  C19  N20  C21    68.35  30.0  1
 H99  Var_10    H22  C19  N20  C21  -176.40  30.0  1
 H99  Var_11    H24  N20  C21  C22   -67.23  30.0  1
 H99  Var_12    H24  N20  C19  C18    67.23  30.0  1
 H99  Var_13    H2   C21  N20  C19   176.38  30.0  1
 H99  Var_14    H3   C21  N20  C19   -68.37  30.0  1
 H99  Var_15    H19  C18  C19  N20   176.42  30.0  1
 H99  Var_16    H20  C18  C19  N20   -66.38  30.0  1
 H99  Var_17    H4   C22  C21  N20    65.52  30.0  1
 H99  Var_18    H5   C22  C21  N20  -177.69  30.0  1
 H99  Var_19    F29  C27  C11  C10    59.10  30.0  2
 H99  Var_20    F28  C27  C11  C10   -60.00  30.0  2
 H99  Var_21    C14  S15  C16  C17    71.52  30.0  3
 H99  Var_22    C06  C01  O23  C24    -1.41  30.0  2
 H99  Var_23    C02  C01  O23  C24   178.71  30.0  2
 H99  Var_24    C12  C13  O25  C26    -1.20  30.0  2
 H99  Var_25    C08  C13  O25  C26   178.78  30.0  2
 H99  Var_26    C16  S15  C14  C05    78.90  30.0  2
 H99  Var_27    C16  S15  C14  C09  -101.39  30.0  2
 H99  Var_28    F29  C27  C11  C12  -120.99  30.0  2
 H99  Var_29    F28  C27  C11  C12   119.92  30.0  2
 H99  Var_30    H23  C27  C11  C10   179.53  30.0  2
 H99  Var_31    H23  C27  C11  C12    -0.56  30.0  2
 H99  Var_32    H9   C26  O25  C13  -179.32  30.0  3
 H99  Var_33    H10  C26  O25  C13   -60.77  30.0  3
 H99  Var_34    H11  C26  O25  C13    62.17  30.0  3
 H99  Var_35    H6   C24  O23  C01  -178.45  30.0  3
 H99  Var_36    H7   C24  O23  C01   -59.56  30.0  3
 H99  Var_37    H8   C24  O23  C01    62.66  30.0  3
 H99  Var_38    H17  C16  S15  C14   -52.59  30.0  1
 H99  Var_39    H18  C16  S15  C14  -166.83  30.0  1

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
 H99  chir_01  C17  C18  C22  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
 H99  plan-1  C10  0.020
 H99  plan-1  C13  0.020
 H99  plan-1  C01  0.020
 H99  plan-1  C02  0.020
 H99  plan-1  C03  0.020
 H99  plan-1  C04  0.020
 H99  plan-1  C05  0.020
 H99  plan-1  C06  0.020
 H99  plan-1  C08  0.020
 H99  plan-1  C09  0.020
 H99  plan-1  C11  0.020
 H99  plan-1  C12  0.020
 H99  plan-1  C14  0.020
 H99  plan-1  C27  0.020
 H99  plan-1  N07  0.020
 H99  plan-1  O23  0.020
 H99  plan-1  O25  0.020
 H99  plan-1  S15  0.020
 H99  plan-1  H12  0.020
 H99  plan-1  H13  0.020
 H99  plan-1  H14  0.020
 H99  plan-1  H15  0.020
 H99  plan-1  H16  0.020

