# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 03:57:25 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: [2,7-dimethoxy-9-[[(3~{S})-pyrrolidin-3-yl]methylsulfanyl]acridin-4-yl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2nc3c(CO)cc(OC)cc3c(SC[C@H]4CCNC4)c2c1
#
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
 H80  H80  "[2,7-dimethoxy-9-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]acridin-4-yl]methanol"  ligand  51  27  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H80
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
 H80  C13  C  CR66  0   0.147  83.4085  144.9262  17.1940
 H80  C15  C  CR16  0  -0.336  82.3959  146.2227  18.9695
 H80  C17  C  CH3   0  -0.439  80.1207  144.1861  20.9501
 H80  C20  C  CH2   0  -0.572  80.3925  141.4260  16.6677
 H80  C21  C  CH1   0  -0.223  80.3669  141.3952  15.1511
 H80  C22  C  CH2   0  -0.309  78.9711  141.7840  14.6018
 H80  C24  C  CH2   0  -0.319  79.3276  139.6783  13.7786
 H80  C26  C  CH2   0  -0.219  85.9733  145.1176  13.9510
 H80  C01  C  CH3   0  -0.446  84.6866  139.1618  13.4865
 H80  C04  C  CR16  0  -0.500  84.0591  141.3977  15.0608
 H80  C05  C  CR6   0   0.430  84.9335  141.4559  14.0140
 H80  C06  C  CR16  0  -0.402  85.5661  142.6861  13.6673
 H80  C07  C  CR6   0   0.070  85.3347  143.8251  14.3669
 H80  C08  C  CR66  0   0.185  83.7839  142.5648  15.8257
 H80  C09  C  CR66  0   0.119  84.4308  143.7963  15.4831
 H80  C11  C  CR16  0  -0.499  81.8300  143.8732  18.7537
 H80  C12  C  CR66  0   0.197  82.6932  143.7691  17.6290
 H80  C14  C  CR16  0  -0.276  83.2285  146.1495  17.9039
 H80  C16  C  CR6   0   0.414  81.6836  145.0660  19.4067
 H80  C18  C  CR6   0  -0.171  82.8925  142.5808  16.9094
 H80  C25  C  CH2   0  -0.469  80.6234  140.0023  14.5397
 H80  N10  N  N     0  -0.454  84.2387  144.9192  16.1588
 H80  N23  N  NH1   0  -0.578  78.7195  140.9572  13.4313
 H80  O02  O  O2    0  -0.462  80.8996  145.2667  20.4746
 H80  O03  O  O2    0  -0.464  85.2712  140.4232  13.2291
 H80  O27  O  OH1   0  -0.662  84.9991  145.9004  13.2933
 H80  S19  S  S2    0  -0.009  82.0390  141.1031  17.3940
 H80  H1   H  HCR6  0   0.272  82.2612  147.1540  19.5052
 H80  H2   H  HCH3  0   0.263  79.5439  144.5663  21.7891
 H80  H3   H  HCH3  0   0.231  79.4338  143.8164  20.1843
 H80  H4   H  HCH3  0   0.232  80.7437  143.3568  21.2951
 H80  H5   H  HCH2  0   0.281  80.0282  142.3809  17.0522
 H80  H6   H  HCH2  0   0.279  79.7502  140.6441  17.0816
 H80  H7   H  HCH1  0   0.251  81.1037  142.1089  14.7745
 H80  H8   H  HCH2  0   0.241  78.8957  142.8438  14.3575
 H80  H9   H  HCH2  0   0.220  78.2039  141.5711  15.3550
 H80  H10  H  HCH2  0   0.221  78.6388  139.1287  14.4271
 H80  H11  H  HCH2  0   0.236  79.4904  139.0694  12.8891
 H80  H12  H  HCH2  0   0.210  86.8200  144.8947  13.2907
 H80  H13  H  HCH2  0   0.211  86.3750  145.6292  14.8310
 H80  H14  H  HCH3  0   0.263  85.1025  138.4728  12.7559
 H80  H15  H  HCH3  0   0.231  84.9243  138.8009  14.4906
 H80  H16  H  HCH3  0   0.236  83.6002  139.1884  13.3703
 H80  H17  H  HCR6  0   0.284  83.5610  140.4786  15.3342
 H80  H18  H  HCR6  0   0.269  86.2422  142.6935  12.8200
 H80  H19  H  HCR6  0   0.285  81.3123  142.9839  19.0847
 H80  H20  H  HCR6  0   0.265  83.7757  147.0199  17.5655
 H80  H21  H  HCH2  0   0.229  80.8594  139.2524  15.2973
 H80  H22  H  HCH2  0   0.241  81.4705  140.0370  13.8534
 H80  H23  H  HNH1  0   0.341  79.2293  141.3483  12.6469
 H80  H25  H  HOH1  0   0.453  85.3509  146.7907  13.1989

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
 H80  O03  C01  single    1.414  0.020  1.414
 H80  O03  C05  single    1.340  0.020  1.340
 H80  C06  C05  aromatic  1.426  0.020  1.426
 H80  C06  C07  aromatic  1.356  0.020  1.356
 H80  C05  C04  aromatic  1.365  0.020  1.365
 H80  C24  N23  single    1.458  0.020  1.458
 H80  C24  C25  single    1.537  0.020  1.537
 H80  C26  O27  single    1.412  0.020  1.412
 H80  C26  C07  single    1.500  0.020  1.500
 H80  N23  C22  single    1.455  0.020  1.455
 H80  C07  C09  aromatic  1.437  0.020  1.437
 H80  C04  C08  aromatic  1.422  0.020  1.422
 H80  C25  C21  single    1.543  0.020  1.543
 H80  C22  C21  single    1.550  0.020  1.550
 H80  C09  C08  aromatic  1.433  0.020  1.433
 H80  C09  N10  aromatic  1.324  0.020  1.324
 H80  C21  C20  single    1.517  0.020  1.517
 H80  C08  C18  aromatic  1.403  0.020  1.403
 H80  N10  C13  aromatic  1.327  0.020  1.327
 H80  C18  S19  single    1.774  0.020  1.774
 H80  C18  C12  aromatic  1.403  0.020  1.403
 H80  C20  S19  single    1.828  0.020  1.828
 H80  C13  C12  aromatic  1.428  0.020  1.428
 H80  C13  C14  aromatic  1.426  0.020  1.426
 H80  C12  C11  aromatic  1.422  0.020  1.422
 H80  C14  C15  aromatic  1.354  0.020  1.354
 H80  C11  C16  aromatic  1.368  0.020  1.368
 H80  C15  C16  aromatic  1.427  0.020  1.427
 H80  C16  O02  single    1.340  0.020  1.340
 H80  O02  C17  single    1.414  0.020  1.414
 H80  C15  H1   single    0.930  0.020  1.080
 H80  C17  H2   single    0.970  0.020  1.090
 H80  C17  H3   single    0.970  0.020  1.090
 H80  C17  H4   single    0.970  0.020  1.090
 H80  C20  H5   single    0.970  0.020  1.090
 H80  C20  H6   single    0.970  0.020  1.090
 H80  C21  H7   single    0.970  0.020  1.090
 H80  C22  H8   single    0.970  0.020  1.090
 H80  C22  H9   single    0.970  0.020  1.090
 H80  C24  H10  single    0.970  0.020  1.090
 H80  C24  H11  single    0.970  0.020  1.090
 H80  C26  H12  single    0.970  0.020  1.090
 H80  C26  H13  single    0.970  0.020  1.090
 H80  C01  H14  single    0.970  0.020  1.090
 H80  C01  H15  single    0.970  0.020  1.090
 H80  C01  H16  single    0.970  0.020  1.090
 H80  C04  H17  single    0.930  0.020  1.080
 H80  C06  H18  single    0.930  0.020  1.080
 H80  C11  H19  single    0.930  0.020  1.080
 H80  C14  H20  single    0.930  0.020  1.080
 H80  C25  H21  single    0.970  0.020  1.090
 H80  C25  H22  single    0.970  0.020  1.090
 H80  N23  H23  single    0.890  0.020  1.040
 H80  O27  H25  single    0.850  0.020  0.980

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
 H80  N10  C13  C14  118.16  3.000
 H80  C14  C13  C12  118.70  3.000
 H80  N10  C13  C12  123.14  3.000
 H80  H1   C15  C16  118.92  3.000
 H80  H1   C15  C14  120.81  3.000
 H80  C16  C15  C14  120.27  3.000
 H80  H4   C17  H3   108.82  3.000
 H80  H4   C17  H2   108.92  3.000
 H80  H3   C17  H2   109.00  3.000
 H80  H4   C17  O02  111.83  3.000
 H80  H3   C17  O02  111.65  3.000
 H80  H2   C17  O02  106.53  3.000
 H80  H6   C20  H5   107.22  3.000
 H80  H6   C20  S19  104.62  3.000
 H80  H5   C20  S19  108.36  3.000
 H80  H6   C20  C21  110.73  3.000
 H80  H5   C20  C21  111.35  3.000
 H80  S19  C20  C21  114.13  3.000
 H80  H7   C21  C25  109.94  3.000
 H80  H7   C21  C22  108.74  3.000
 H80  C25  C21  C22  103.64  3.000
 H80  H7   C21  C20  108.66  3.000
 H80  C22  C21  C20  111.38  3.000
 H80  C25  C21  C20  114.31  3.000
 H80  H9   C22  H8   107.12  3.000
 H80  H9   C22  N23  108.75  3.000
 H80  H8   C22  N23  111.12  3.000
 H80  H9   C22  C21  109.76  3.000
 H80  H8   C22  C21  112.68  3.000
 H80  N23  C22  C21  107.36  3.000
 H80  H11  C24  H10  107.28  3.000
 H80  H11  C24  N23  110.97  3.000
 H80  H10  C24  N23  108.61  3.000
 H80  H11  C24  C25  113.32  3.000
 H80  H10  C24  C25  110.06  3.000
 H80  N23  C24  C25  106.53  3.000
 H80  H13  C26  H12  107.20  3.000
 H80  H13  C26  O27  111.63  3.000
 H80  H12  C26  O27  111.41  3.000
 H80  H13  C26  C07  109.63  3.000
 H80  H12  C26  C07  108.69  3.000
 H80  O27  C26  C07  108.24  3.000
 H80  H16  C01  H15  108.77  3.000
 H80  H16  C01  H14  108.92  3.000
 H80  H15  C01  H14  108.96  3.000
 H80  H16  C01  O03  111.71  3.000
 H80  H15  C01  O03  111.83  3.000
 H80  H14  C01  O03  106.56  3.000
 H80  H17  C04  C08  118.21  3.000
 H80  H17  C04  C05  121.70  3.000
 H80  C08  C04  C05  120.09  3.000
 H80  O03  C05  C06  114.24  3.000
 H80  C06  C05  C04  120.48  3.000
 H80  O03  C05  C04  125.28  3.000
 H80  H18  C06  C07  120.25  3.000
 H80  H18  C06  C05  118.20  3.000
 H80  C07  C06  C05  121.55  3.000
 H80  C09  C07  C06  119.42  3.000
 H80  C09  C07  C26  120.03  3.000
 H80  C06  C07  C26  120.52  3.000
 H80  C18  C08  C09  117.50  3.000
 H80  C18  C08  C04  123.20  3.000
 H80  C09  C08  C04  119.30  3.000
 H80  N10  C09  C08  122.77  3.000
 H80  N10  C09  C07  118.08  3.000
 H80  C08  C09  C07  119.15  3.000
 H80  H19  C11  C16  121.33  3.000
 H80  H19  C11  C12  118.23  3.000
 H80  C16  C11  C12  120.44  3.000
 H80  C18  C12  C11  123.63  3.000
 H80  C11  C12  C13  119.07  3.000
 H80  C18  C12  C13  117.30  3.000
 H80  H20  C14  C15  120.88  3.000
 H80  H20  C14  C13  118.07  3.000
 H80  C15  C14  C13  121.04  3.000
 H80  O02  C16  C11  125.02  3.000
 H80  O02  C16  C15  114.51  3.000
 H80  C11  C16  C15  120.48  3.000
 H80  S19  C18  C12  119.80  3.000
 H80  C12  C18  C08  119.72  3.000
 H80  S19  C18  C08  120.47  3.000
 H80  H22  C25  H21  106.89  3.000
 H80  H22  C25  C24  110.48  3.000
 H80  H21  C25  C24  112.39  3.000
 H80  H22  C25  C21  110.48  3.000
 H80  H21  C25  C21  112.40  3.000
 H80  C24  C25  C21  104.26  3.000
 H80  C09  N10  C13  119.55  3.000
 H80  H23  N23  C24  108.23  3.000
 H80  H23  N23  C22  108.43  3.000
 H80  C24  N23  C22  103.57  3.000
 H80  C16  O02  C17  118.40  3.000
 H80  C05  O03  C01  118.46  3.000
 H80  H25  O27  C26  107.84  3.000
 H80  C18  S19  C20  100.23  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
 H80  CONST_01  C07  C09  N10  C13   180.00   0.0  0
 H80  CONST_02  C08  C09  N10  C13     0.00   0.0  0
 H80  CONST_03  C08  C18  C12  C13     0.00   0.0  0
 H80  CONST_04  C16  C11  C12  C13     0.00   0.0  0
 H80  CONST_05  C16  C15  C14  C13     0.00   0.0  0
 H80  CONST_06  N10  C13  C14  C15   180.00   0.0  0
 H80  CONST_07  C12  C13  C14  C15     0.00   0.0  0
 H80  CONST_08  C12  C11  C16  C15     0.00   0.0  0
 H80  CONST_09  C07  C06  C05  C04     0.00   0.0  0
 H80  CONST_10  C07  C09  C08  C04     0.00   0.0  0
 H80  CONST_11  N10  C09  C08  C04   180.00   0.0  0
 H80  CONST_12  C12  C18  C08  C04   180.00   0.0  0
 H80  CONST_13  C09  C07  C06  C05     0.00   0.0  0
 H80  CONST_14  C09  C08  C04  C05     0.00   0.0  0
 H80  CONST_15  C18  C08  C04  C05   180.00   0.0  0
 H80  CONST_16  C08  C04  C05  C06     0.00   0.0  0
 H80  CONST_17  C08  C09  C07  C06     0.00   0.0  0
 H80  CONST_18  N10  C09  C07  C06   180.00   0.0  0
 H80  CONST_19  C18  C08  C09  C07   180.00   0.0  0
 H80  CONST_20  C11  C12  C18  C08   180.00   0.0  0
 H80  CONST_21  C12  C18  C08  C09     0.00   0.0  0
 H80  CONST_22  C12  C13  N10  C09     0.00   0.0  0
 H80  CONST_23  C14  C13  N10  C09   180.00   0.0  0
 H80  CONST_24  N10  C13  C12  C11   180.00   0.0  0
 H80  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 H80  CONST_26  C14  C15  C16  C11     0.00   0.0  0
 H80  CONST_27  C18  C12  C13  C14   180.00   0.0  0
 H80  CONST_28  C18  C12  C11  C16   180.00   0.0  0
 H80  CONST_29  N10  C09  C08  C18     0.00   0.0  0
 H80  CONST_30  N10  C13  C12  C18     0.00   0.0  0
 H80  CONST_31  S19  C18  C12  C13   180.00   0.0  0
 H80  CONST_32  C05  C06  C07  C26   180.00   0.0  0
 H80  CONST_33  C08  C09  C07  C26   180.00   0.0  0
 H80  CONST_34  N10  C09  C07  C26     0.00   0.0  0
 H80  CONST_35  S19  C18  C08  C04     0.00   0.0  0
 H80  CONST_36  O03  C05  C06  C07   180.00   0.0  0
 H80  CONST_37  O03  C05  C04  C08   180.00   0.0  0
 H80  CONST_38  S19  C18  C08  C09   180.00   0.0  0
 H80  CONST_39  S19  C18  C12  C11     0.00   0.0  0
 H80  CONST_40  O02  C16  C11  C12   180.00   0.0  0
 H80  CONST_41  O02  C16  C15  C14   180.00   0.0  0
 H80  CONST_42  H19  C11  C12  C13   180.00   0.0  0
 H80  CONST_43  H1   C15  C14  C13   180.00   0.0  0
 H80  CONST_44  H19  C11  C16  C15   180.00   0.0  0
 H80  CONST_45  H18  C06  C05  C04   180.00   0.0  0
 H80  CONST_46  H17  C04  C05  C06   180.00   0.0  0
 H80  CONST_47  H18  C06  C07  C09   180.00   0.0  0
 H80  CONST_48  H17  C04  C08  C09   180.00   0.0  0
 H80  CONST_49  H1   C15  C16  C11   180.00   0.0  0
 H80  CONST_50  H20  C14  C13  C12   180.00   0.0  0
 H80  CONST_51  H20  C14  C15  C16   180.00   0.0  0
 H80  CONST_52  H17  C04  C08  C18     0.00   0.0  0
 H80  CONST_53  H19  C11  C12  C18     0.00   0.0  0
 H80  CONST_54  H20  C14  C13  N10     0.00   0.0  0
 H80  Var_01    N23  C24  C25  C21    25.72  30.0  1
 H80  Var_02    C24  N23  C22  C21    36.04  30.0  1
 H80  Var_03    C25  C24  N23  C22   -38.37  30.0  1
 H80  Var_04    H10  C24  C25  C21   -91.85  30.0  1
 H80  Var_05    H11  C24  C25  C21   148.03  30.0  1
 H80  Var_06    H23  N23  C22  C21   -78.78  30.0  1
 H80  Var_07    H10  C24  N23  C22    80.16  30.0  1
 H80  Var_08    H11  C24  N23  C22  -162.14  30.0  1
 H80  Var_09    H8   C22  N23  C24   159.67  30.0  1
 H80  Var_10    H9   C22  N23  C24   -82.67  30.0  1
 H80  Var_11    H23  N23  C24  C25    76.59  30.0  1
 H80  Var_12    H21  C25  C24  N23   147.73  30.0  1
 H80  Var_13    H22  C25  C24  N23   -92.98  30.0  1
 H80  Var_14    C17  O02  C16  C15   177.89  30.0  2
 H80  Var_15    C11  C16  O02  C17    -2.30  30.0  3
 H80  Var_16    C08  C18  S19  C20  -102.06  30.0  3
 H80  Var_17    C12  C18  S19  C20    79.06  30.0  3
 H80  Var_18    C18  S19  C20  C21    69.08  30.0  3
 H80  Var_19    C06  C05  O03  C01  -179.47  30.0  2
 H80  Var_20    C04  C05  O03  C01     0.04  30.0  2
 H80  Var_21    O27  C26  C07  C06   103.00  30.0  3
 H80  Var_22    O27  C26  C07  C09   -74.64  30.0  3
 H80  Var_23    H12  C26  C07  C06   -18.14  30.0  3
 H80  Var_24    H13  C26  C07  C06  -135.02  30.0  3
 H80  Var_25    H12  C26  C07  C09   164.22  30.0  3
 H80  Var_26    H13  C26  C07  C09    47.34  30.0  3
 H80  Var_27    H14  C01  O03  C05  -179.13  30.0  3
 H80  Var_28    H15  C01  O03  C05   -60.16  30.0  3
 H80  Var_29    H16  C01  O03  C05    62.02  30.0  3
 H80  Var_30    H2   C17  O02  C16  -178.25  30.0  3
 H80  Var_31    H3   C17  O02  C16   -59.35  30.0  3
 H80  Var_32    H4   C17  O02  C16    62.86  30.0  3
 H80  Var_33    H5   C20  S19  C18   -55.60  30.0  2
 H80  Var_34    H6   C20  S19  C18  -169.74  30.0  2

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
 H80  chir_01  C21  C25  C22  C20  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
 H80  plan-1  C13  0.020
 H80  plan-1  C15  0.020
 H80  plan-1  C26  0.020
 H80  plan-1  C04  0.020
 H80  plan-1  C05  0.020
 H80  plan-1  C06  0.020
 H80  plan-1  C07  0.020
 H80  plan-1  C08  0.020
 H80  plan-1  C09  0.020
 H80  plan-1  C11  0.020
 H80  plan-1  C12  0.020
 H80  plan-1  C14  0.020
 H80  plan-1  C16  0.020
 H80  plan-1  C18  0.020
 H80  plan-1  N10  0.020
 H80  plan-1  O02  0.020
 H80  plan-1  O03  0.020
 H80  plan-1  S19  0.020
 H80  plan-1  H1   0.020
 H80  plan-1  H17  0.020
 H80  plan-1  H18  0.020
 H80  plan-1  H19  0.020
 H80  plan-1  H20  0.020

