# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 12:26:53 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-{4-[(dimethylamino)methyl]phenyl}-5-methoxyisoquinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc2C(=O)NC(=Cc12)c3ccc(CN(C)C)cc3
#
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
 92R  92R  3-{4-[(dimethylamino)methyl]phenyl}-5-methoxyisoquinolin-1(2H)-one  ligand  43  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_92R
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
 92R  O1    O  O     0  -0.478   2.8169  -3.2040  -1.3173
 92R  C9    C  CR6   0   0.516   2.4212  -2.1170  -0.9164
 92R  C5    C  CR66  0  -0.144   3.3002  -1.0356  -0.4695
 92R  C4    C  CR16  0  -0.313   4.6854  -1.2365  -0.4789
 92R  C3    C  CR16  0  -0.248   5.5155  -0.2226  -0.0635
 92R  C2    C  CR16  0  -0.384   4.9922   1.0023   0.3665
 92R  N     N  NR16  0  -0.738   1.0838  -1.8323  -0.8709
 92R  C8    C  CR6   0   0.389   0.5253  -0.6500  -0.4523
 92R  C7    C  CR16  0  -0.463   1.3285   0.3578  -0.0411
 92R  C6    C  CR66  0   0.139   2.7476   0.1835  -0.0470
 92R  C1    C  CR6   0   0.351   3.6269   1.2111   0.3787
 92R  O     O  O2    0  -0.463   3.0365   2.3497   0.7756
 92R  C     C  CH3   0  -0.438   3.8506   3.4119   1.2327
 92R  C10   C  CR6   0   0.045  -0.9426  -0.5675  -0.4538
 92R  C18   C  CR16  0  -0.288  -1.7285  -1.6677  -0.1153
 92R  C17   C  CR16  0  -0.298  -3.1121  -1.5657  -0.0980
 92R  C13   C  CR6   0   0.084  -3.7477  -0.3748  -0.4265
 92R  C12   C  CR16  0  -0.265  -2.9600   0.7237  -0.7670
 92R  C11   C  CR16  0  -0.287  -1.5802   0.6311  -0.7818
 92R  C14   C  CH2   0  -0.323  -5.2499  -0.2761  -0.4478
 92R  N1    N  NT    0  -0.401  -5.7376   0.9205   0.2054
 92R  C16   C  CH3   0  -0.520  -7.1395   1.1404  -0.0772
 92R  C15   C  CH3   0  -0.519  -5.4898   0.8940   1.6311
 92R  H     H  HNR6  0   0.418   0.4713  -2.5554  -1.2248
 92R  H4    H  HCR6  0   0.259   5.0912  -2.1813  -0.8117
 92R  H3    H  HCR6  0   0.265   6.5882  -0.3626  -0.0647
 92R  H2    H  HCR6  0   0.289   5.6764   1.7765   0.6869
 92R  H7    H  HCR6  0   0.270   0.8864   1.2724   0.3215
 92R  HC1   H  HCH3  0   0.232   4.5231   3.7743   0.4509
 92R  HC2   H  HCH3  0   0.263   3.1763   4.2157   1.5169
 92R  HC3   H  HCH3  0   0.232   4.4435   3.1221   2.1040
 92R  H18   H  HCR6  0   0.262  -1.2707  -2.6062   0.1733
 92R  H11   H  HCR6  0   0.259  -0.9924   1.4928  -1.0720
 92R  H17   H  HCR6  0   0.256  -3.7015  -2.4286   0.1879
 92R  H12   H  HCR6  0   0.252  -3.4361   1.6607  -1.0264
 92R  H141  H  HCH2  0   0.254  -5.5803  -0.2478  -1.4913
 92R  H142  H  HCH2  0   0.213  -5.6821  -1.1943  -0.0137
 92R  H161  H  HCH3  0   0.192  -7.7924   0.3380   0.3006
 92R  H162  H  HCH3  0   0.234  -7.4668   2.0748   0.3800
 92R  H163  H  HCH3  0   0.234  -7.2980   1.2204  -1.1536
 92R  H151  H  HCH3  0   0.236  -4.4232   0.7928   1.8329
 92R  H152  H  HCH3  0   0.234  -5.8234   1.8287   2.0840
 92R  H153  H  HCH3  0   0.193  -6.0086   0.0676   2.1425

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
 92R  O1   C9    double    1.224  0.020  1.224
 92R  C9   C5    single    1.463  0.020  1.463
 92R  C9   N     single    1.368  0.020  1.368
 92R  C5   C4    aromatic  1.400  0.020  1.400
 92R  C5   C6    aromatic  1.404  0.020  1.404
 92R  C4   C3    aromatic  1.375  0.020  1.375
 92R  C3   C2    aromatic  1.400  0.020  1.400
 92R  C2   C1    aromatic  1.381  0.020  1.381
 92R  N    C8    single    1.373  0.020  1.373
 92R  C8   C7    double    1.353  0.020  1.353
 92R  C8   C10   single    1.470  0.020  1.470
 92R  C7   C6    single    1.430  0.020  1.430
 92R  C6   C1    aromatic  1.418  0.020  1.418
 92R  C1   O     single    1.342  0.020  1.342
 92R  O    C     single    1.414  0.020  1.414
 92R  C10  C18   aromatic  1.394  0.020  1.394
 92R  C10  C11   aromatic  1.397  0.020  1.397
 92R  C18  C17   aromatic  1.387  0.020  1.387
 92R  C17  C13   aromatic  1.389  0.020  1.389
 92R  C13  C12   aromatic  1.394  0.020  1.394
 92R  C13  C14   single    1.506  0.020  1.506
 92R  C12  C11   aromatic  1.383  0.020  1.383
 92R  C14  N1    single    1.448  0.020  1.448
 92R  N1   C16   single    1.447  0.020  1.447
 92R  N1   C15   single    1.447  0.020  1.447
 92R  N    H     single    0.860  0.020  1.020
 92R  C4   H4    single    0.930  0.020  1.080
 92R  C3   H3    single    0.930  0.020  1.080
 92R  C2   H2    single    0.930  0.020  1.080
 92R  C7   H7    single    0.930  0.020  1.080
 92R  C    HC1   single    0.970  0.020  1.090
 92R  C    HC2   single    0.970  0.020  1.090
 92R  C    HC3   single    0.970  0.020  1.090
 92R  C18  H18   single    0.930  0.020  1.080
 92R  C11  H11   single    0.930  0.020  1.080
 92R  C17  H17   single    0.930  0.020  1.080
 92R  C12  H12   single    0.930  0.020  1.080
 92R  C14  H141  single    0.970  0.020  1.090
 92R  C14  H142  single    0.970  0.020  1.090
 92R  C16  H161  single    0.970  0.020  1.090
 92R  C16  H162  single    0.970  0.020  1.090
 92R  C16  H163  single    0.970  0.020  1.090
 92R  C15  H151  single    0.970  0.020  1.090
 92R  C15  H152  single    0.970  0.020  1.090
 92R  C15  H153  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
 92R  N     C9   C5    115.04  3.000
 92R  N     C9   O1    120.76  3.000
 92R  C5    C9   O1    124.20  3.000
 92R  C6    C5   C4    121.08  3.000
 92R  C6    C5   C9    119.82  3.000
 92R  C4    C5   C9    119.10  3.000
 92R  H4    C4   C3    120.74  3.000
 92R  H4    C4   C5    119.94  3.000
 92R  C3    C4   C5    119.33  3.000
 92R  H3    C3   C2    118.97  3.000
 92R  H3    C3   C4    120.20  3.000
 92R  C2    C3   C4    120.83  3.000
 92R  H2    C2   C1    120.96  3.000
 92R  H2    C2   C3    118.74  3.000
 92R  C1    C2   C3    120.30  3.000
 92R  H     N    C8    118.42  3.000
 92R  H     N    C9    115.57  3.000
 92R  C8    N    C9    125.94  3.000
 92R  C10   C8   C7    123.46  3.000
 92R  C10   C8   N     117.01  3.000
 92R  C7    C8   N     119.52  3.000
 92R  H7    C7   C6    120.77  3.000
 92R  H7    C7   C8    119.38  3.000
 92R  C6    C7   C8    119.82  3.000
 92R  C1    C6   C7    121.73  3.000
 92R  C1    C6   C5    118.41  3.000
 92R  C7    C6   C5    119.86  3.000
 92R  O     C1   C6    115.52  3.000
 92R  O     C1   C2    124.43  3.000
 92R  C6    C1   C2    120.05  3.000
 92R  C     O    C1    118.65  3.000
 92R  HC3   C    HC2   108.91  3.000
 92R  HC3   C    HC1   108.92  3.000
 92R  HC2   C    HC1   108.87  3.000
 92R  HC3   C    O     111.77  3.000
 92R  HC2   C    O     106.43  3.000
 92R  HC1   C    O     111.84  3.000
 92R  C11   C10  C18   118.49  3.000
 92R  C11   C10  C8    120.28  3.000
 92R  C18   C10  C8    121.23  3.000
 92R  H18   C18  C17   118.80  3.000
 92R  H18   C18  C10   120.68  3.000
 92R  C17   C18  C10   120.49  3.000
 92R  H17   C17  C13   119.74  3.000
 92R  H17   C17  C18   119.17  3.000
 92R  C13   C17  C18   121.08  3.000
 92R  C14   C13  C12   120.58  3.000
 92R  C14   C13  C17   121.07  3.000
 92R  C12   C13  C17   118.34  3.000
 92R  H12   C12  C11   119.61  3.000
 92R  H12   C12  C13   119.48  3.000
 92R  C11   C12  C13   120.91  3.000
 92R  H11   C11  C12   119.42  3.000
 92R  H11   C11  C10   119.87  3.000
 92R  C12   C11  C10   120.69  3.000
 92R  H142  C14  H141  106.15  3.000
 92R  H142  C14  N1    112.23  3.000
 92R  H141  C14  N1    107.88  3.000
 92R  H142  C14  C13   109.30  3.000
 92R  H141  C14  C13   108.43  3.000
 92R  N1    C14  C13   112.58  3.000
 92R  C15   N1   C16   111.17  3.000
 92R  C15   N1   C14   111.81  3.000
 92R  C16   N1   C14   111.33  3.000
 92R  H163  C16  H162  107.89  3.000
 92R  H163  C16  H161  107.81  3.000
 92R  H162  C16  H161  107.61  3.000
 92R  H163  C16  N1    110.16  3.000
 92R  H162  C16  N1    109.82  3.000
 92R  H161  C16  N1    113.37  3.000
 92R  H153  C15  H152  107.82  3.000
 92R  H153  C15  H151  107.77  3.000
 92R  H152  C15  H151  107.57  3.000
 92R  H153  C15  N1    112.98  3.000
 92R  H152  C15  N1    109.93  3.000
 92R  H151  C15  N1    110.58  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
 92R  CONST_01  C2    C3   C4   C5     0.00   0.0  0
 92R  CONST_02  C2    C1   C6   C5     0.00   0.0  0
 92R  CONST_03  C1    C6   C5   C4     0.00   0.0  0
 92R  CONST_04  C1    C2   C3   C4     0.00   0.0  0
 92R  CONST_05  C6    C5   C4   C3     0.00   0.0  0
 92R  CONST_06  C6    C1   C2   C3     0.00   0.0  0
 92R  CONST_07  C13   C17  C18  C10    0.00   0.0  0
 92R  CONST_08  C13   C12  C11  C10    0.00   0.0  0
 92R  CONST_09  C12   C11  C10  C18    0.00   0.0  0
 92R  CONST_10  C12   C13  C17  C18    0.00   0.0  0
 92R  CONST_11  C11   C10  C18  C17    0.00   0.0  0
 92R  CONST_12  C11   C12  C13  C17    0.00   0.0  0
 92R  CONST_13  C17   C18  C10  C8   180.00   0.0  0
 92R  CONST_14  C12   C11  C10  C8   180.00   0.0  0
 92R  CONST_15  C8    N    C9   C5     0.00   0.0  0
 92R  CONST_16  O     C1   C6   C5   180.00   0.0  0
 92R  CONST_17  O     C1   C2   C3   180.00   0.0  0
 92R  CONST_18  O     C1   C6   C7     0.00   0.0  0
 92R  CONST_19  C14   C13  C17  C18  180.00   0.0  0
 92R  CONST_20  C14   C13  C12  C11  180.00   0.0  0
 92R  CONST_21  C8    N    C9   O1   180.00   0.0  0
 92R  CONST_22  H4    C4   C5   C9     0.00   0.0  0
 92R  CONST_23  H3    C3   C4   C5   180.00   0.0  0
 92R  CONST_24  H2    C2   C3   C4   180.00   0.0  0
 92R  CONST_25  H18   C18  C10  C8     0.00   0.0  0
 92R  CONST_26  H11   C11  C10  C8     0.00   0.0  0
 92R  CONST_27  H17   C17  C18  C10  180.00   0.0  0
 92R  CONST_28  H12   C12  C11  C10  180.00   0.0  0
 92R  CONST_29  H     N    C9   C5   180.00   0.0  0
 92R  Var_01    C18   C10  C8   N     36.58  30.0  2
 92R  Var_02    N1    C14  C13  C17  134.84  30.0  2
 92R  Var_03    C16   N1   C14  C13  167.52  30.0  3
 92R  Var_04    HC1   C    O    C1    62.26  30.0  3
 92R  Var_05    H161  C16  N1   C14   62.71  30.0  3
 92R  Var_06    H151  C15  N1   C14   58.56  30.0  3

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
 92R  plan-1  C8   0.020
 92R  plan-1  C10  0.020
 92R  plan-1  C18  0.020
 92R  plan-1  C17  0.020
 92R  plan-1  C13  0.020
 92R  plan-1  C12  0.020
 92R  plan-1  C11  0.020
 92R  plan-1  C14  0.020
 92R  plan-1  H18  0.020
 92R  plan-1  H11  0.020
 92R  plan-1  H17  0.020
 92R  plan-1  H12  0.020
 92R  plan-2  O1   0.020
 92R  plan-2  C9   0.020
 92R  plan-2  C5   0.020
 92R  plan-2  C4   0.020
 92R  plan-2  C3   0.020
 92R  plan-2  C2   0.020
 92R  plan-2  N    0.020
 92R  plan-2  C8   0.020
 92R  plan-2  C7   0.020
 92R  plan-2  C6   0.020
 92R  plan-2  C1   0.020
 92R  plan-2  O    0.020
 92R  plan-2  C10  0.020
 92R  plan-2  H    0.020
 92R  plan-2  H4   0.020
 92R  plan-2  H3   0.020
 92R  plan-2  H2   0.020
 92R  plan-2  H7   0.020

