# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 03:28:25 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: ~{N}-(isoquinolin-5-ylmethyl)-~{N}-methyl-2-[(3~{R})-pyrrolidin-3-yl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1cccc2cnccc12)C(=O)c3ccccc3[C@H]4CCNC4
#
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
 8O8  8O8  ~{N}-(isoquinolin-5-ylmethyl)-~{N}-methyl-2-[(3~{R})-pyrrolidin-3-yl]benzamide  ligand  49  26  .  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_8O8
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
 8O8  C1   C  CH2   0  -0.431   1.0942   2.3889  -0.7763
 8O8  C2   C  CR6   0   0.105   2.1364   1.5358  -0.0981
 8O8  C4   C  CR16  0  -0.247   3.8045   1.2695   1.6551
 8O8  C5   C  CR16  0  -0.315   3.9907  -0.0433   1.3287
 8O8  C6   C  CR66  0   0.002   3.2629  -0.6068   0.2579
 8O8  C7   C  CR16  0  -0.093   3.4303  -1.9608  -0.1164
 8O8  C8   C  CR16  0  -0.093   1.9426  -1.7695  -1.8235
 8O8  C9   C  CR16  0  -0.395   1.6846  -0.4546  -1.5543
 8O8  C11  C  C     0   0.469  -1.1780   1.5791  -1.1612
 8O8  C12  C  CR6   0  -0.131  -2.4886   1.1445  -0.5730
 8O8  C13  C  CR16  0  -0.253  -3.5978   1.9533  -0.8088
 8O8  C14  C  CR16  0  -0.268  -4.8497   1.5818  -0.3491
 8O8  C15  C  CR16  0  -0.237  -4.9968   0.3798   0.3311
 8O8  C17  C  CR6   0   0.242  -2.6218  -0.0697   0.1076
 8O8  C18  C  CH1   0  -0.422  -1.4573  -0.9937   0.3295
 8O8  C19  C  CH2   0  -0.452  -1.2279  -1.4665   1.7657
 8O8  C21  C  CH2   0  -0.257  -1.5615  -2.3413  -0.4009
 8O8  O    O  O     0  -0.484  -1.0072   1.4941  -2.3719
 8O8  N2   N  NH1   0  -0.613  -0.6204  -3.2347   0.2715
 8O8  C20  C  CH2   0  -0.289  -0.2761  -2.6468   1.5764
 8O8  C16  C  CR16  0  -0.329  -3.8956  -0.4331   0.5475
 8O8  N    N  NT    0  -0.418  -0.2464   2.0553  -0.3121
 8O8  C    C  CH3   0  -0.529  -0.4864   2.2677   1.1030
 8O8  C10  C  CR66  0   0.170   2.3401   0.1791  -0.4739
 8O8  N1   N  N     0  -0.406   2.8002  -2.5309  -1.1075
 8O8  C3   C  CR16  0  -0.301   2.8717   2.0490   0.9397
 8O8  H1   H  HCH2  0   0.281   1.2887   3.4397  -0.5495
 8O8  H2   H  HCH2  0   0.285   1.1315   2.2840  -1.8585
 8O8  H3   H  HCR6  0   0.267   4.3599   1.7190   2.4673
 8O8  H4   H  HCR6  0   0.264   4.6929  -0.6614   1.8746
 8O8  H5   H  HCR6  0   0.270   4.1257  -2.5751   0.4488
 8O8  H6   H  HCR6  0   0.271   1.4445  -2.2629  -2.6496
 8O8  H7   H  HCR6  0   0.277   0.9862   0.0835  -2.1805
 8O8  H8   H  HCR6  0   0.260  -3.4778   2.8861  -1.3462
 8O8  H9   H  HCR6  0   0.258  -5.7045   2.2212  -0.5253
 8O8  H10  H  HCR6  0   0.259  -5.9707   0.0724   0.6893
 8O8  H11  H  HCH1  0   0.259  -0.5336  -0.5185  -0.0073
 8O8  H12  H  HCH2  0   0.251  -0.8104  -0.6932   2.4108
 8O8  H13  H  HCH2  0   0.235  -2.1682  -1.7968   2.2150
 8O8  H14  H  HCH2  0   0.214  -2.5855  -2.7225  -0.3214
 8O8  H15  H  HCH2  0   0.236  -1.3304  -2.2565  -1.4642
 8O8  H16  H  HNH1  0   0.353   0.2155  -3.3275  -0.2861
 8O8  H18  H  HCH2  0   0.216   0.7605  -2.2949   1.5858
 8O8  H19  H  HCH2  0   0.222  -0.3747  -3.3741   2.3858
 8O8  H20  H  HCR6  0   0.251  -4.0315  -1.3733   1.0688
 8O8  H21  H  HCH3  0   0.260  -0.0073   3.1982   1.4080
 8O8  H22  H  HCH3  0   0.273  -1.5479   2.3577   1.3104
 8O8  H23  H  HCH3  0   0.246  -0.0787   1.4610   1.7145
 8O8  H24  H  HCR6  0   0.266   2.7274   3.0835   1.2282

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
 8O8  C7   N1   aromatic  1.305  0.020  1.305
 8O8  C7   C6   aromatic  1.415  0.020  1.415
 8O8  C5   C6   aromatic  1.412  0.020  1.412
 8O8  C5   C4   aromatic  1.366  0.020  1.366
 8O8  N1   C8   aromatic  1.352  0.020  1.352
 8O8  C6   C10  aromatic  1.416  0.020  1.416
 8O8  C4   C3   aromatic  1.411  0.020  1.411
 8O8  C8   C9   aromatic  1.367  0.020  1.367
 8O8  C10  C9   aromatic  1.414  0.020  1.414
 8O8  C10  C2   aromatic  1.422  0.020  1.422
 8O8  C3   C2   aromatic  1.371  0.020  1.371
 8O8  C2   C1   single    1.508  0.020  1.508
 8O8  C20  C19  single    1.528  0.020  1.528
 8O8  C20  N2   single    1.472  0.020  1.472
 8O8  C1   N    single    1.457  0.020  1.457
 8O8  C19  C18  single    1.529  0.020  1.529
 8O8  N2   C21  single    1.461  0.020  1.461
 8O8  N    C    single    1.451  0.020  1.451
 8O8  N    C11  single    1.347  0.020  1.347
 8O8  C18  C21  single    1.536  0.020  1.536
 8O8  C18  C17  single    1.503  0.020  1.503
 8O8  O    C11  double    1.226  0.020  1.226
 8O8  C11  C12  single    1.501  0.020  1.501
 8O8  C17  C12  aromatic  1.398  0.020  1.398
 8O8  C17  C16  aromatic  1.396  0.020  1.396
 8O8  C12  C13  aromatic  1.393  0.020  1.393
 8O8  C16  C15  aromatic  1.386  0.020  1.386
 8O8  C13  C14  aromatic  1.384  0.020  1.384
 8O8  C15  C14  aromatic  1.389  0.020  1.389
 8O8  C1   H1   single    0.970  0.020  1.090
 8O8  C1   H2   single    0.970  0.020  1.090
 8O8  C4   H3   single    0.930  0.020  1.080
 8O8  C5   H4   single    0.930  0.020  1.080
 8O8  C7   H5   single    0.930  0.020  1.080
 8O8  C8   H6   single    0.930  0.020  1.080
 8O8  C9   H7   single    0.930  0.020  1.080
 8O8  C13  H8   single    0.930  0.020  1.080
 8O8  C14  H9   single    0.930  0.020  1.080
 8O8  C15  H10  single    0.930  0.020  1.080
 8O8  C18  H11  single    0.970  0.020  1.090
 8O8  C19  H12  single    0.970  0.020  1.090
 8O8  C19  H13  single    0.970  0.020  1.090
 8O8  C21  H14  single    0.970  0.020  1.090
 8O8  C21  H15  single    0.970  0.020  1.090
 8O8  N2   H16  single    0.890  0.020  1.040
 8O8  C20  H18  single    0.970  0.020  1.090
 8O8  C20  H19  single    0.970  0.020  1.090
 8O8  C16  H20  single    0.930  0.020  1.080
 8O8  C    H21  single    0.970  0.020  1.090
 8O8  C    H22  single    0.970  0.020  1.090
 8O8  C    H23  single    0.970  0.020  1.090
 8O8  C3   H24  single    0.930  0.020  1.080

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
 8O8  H2   C1   H1   107.05  3.000
 8O8  H2   C1   N    109.05  3.000
 8O8  H1   C1   N    108.53  3.000
 8O8  H2   C1   C2   111.66  3.000
 8O8  H1   C1   C2   109.13  3.000
 8O8  N    C1   C2   111.28  3.000
 8O8  C3   C2   C10  118.69  3.000
 8O8  C3   C2   C1   119.94  3.000
 8O8  C10  C2   C1   121.31  3.000
 8O8  H3   C4   C3   119.39  3.000
 8O8  H3   C4   C5   120.59  3.000
 8O8  C3   C4   C5   120.02  3.000
 8O8  H4   C5   C6   119.25  3.000
 8O8  H4   C5   C4   121.11  3.000
 8O8  C6   C5   C4   119.64  3.000
 8O8  C10  C6   C7   118.14  3.000
 8O8  C10  C6   C5   120.42  3.000
 8O8  C7   C6   C5   121.44  3.000
 8O8  H5   C7   N1   117.19  3.000
 8O8  H5   C7   C6   118.64  3.000
 8O8  N1   C7   C6   124.17  3.000
 8O8  H6   C8   N1   116.03  3.000
 8O8  H6   C8   C9   120.10  3.000
 8O8  N1   C8   C9   123.87  3.000
 8O8  H7   C9   C10  121.26  3.000
 8O8  H7   C9   C8   119.12  3.000
 8O8  C10  C9   C8   119.62  3.000
 8O8  N    C11  O    123.41  3.000
 8O8  O    C11  C12  119.26  3.000
 8O8  N    C11  C12  117.33  3.000
 8O8  C17  C12  C13  120.71  3.000
 8O8  C13  C12  C11  117.45  3.000
 8O8  C17  C12  C11  121.69  3.000
 8O8  H8   C13  C14  119.74  3.000
 8O8  H8   C13  C12  119.72  3.000
 8O8  C14  C13  C12  120.54  3.000
 8O8  H9   C14  C15  120.50  3.000
 8O8  H9   C14  C13  120.12  3.000
 8O8  C15  C14  C13  119.38  3.000
 8O8  H10  C15  C16  119.79  3.000
 8O8  H10  C15  C14  120.21  3.000
 8O8  C16  C15  C14  120.00  3.000
 8O8  C16  C17  C18  120.03  3.000
 8O8  C16  C17  C12  117.80  3.000
 8O8  C18  C17  C12  122.14  3.000
 8O8  H11  C18  C21  107.00  3.000
 8O8  H11  C18  C19  107.30  3.000
 8O8  C21  C18  C19  100.69  3.000
 8O8  H11  C18  C17  110.02  3.000
 8O8  C21  C18  C17  114.61  3.000
 8O8  C19  C18  C17  116.42  3.000
 8O8  H13  C19  H12  107.49  3.000
 8O8  H13  C19  C20  110.69  3.000
 8O8  H12  C19  C20  112.50  3.000
 8O8  H13  C19  C18  110.51  3.000
 8O8  H12  C19  C18  113.19  3.000
 8O8  C20  C19  C18  102.47  3.000
 8O8  H15  C21  H14  107.20  3.000
 8O8  H15  C21  N2   111.06  3.000
 8O8  H14  C21  N2   110.84  3.000
 8O8  H15  C21  C18  112.37  3.000
 8O8  H14  C21  C18  109.52  3.000
 8O8  N2   C21  C18  105.89  3.000
 8O8  H16  N2   C20  109.44  3.000
 8O8  H16  N2   C21  109.60  3.000
 8O8  C20  N2   C21  108.32  3.000
 8O8  H19  C20  H18  107.04  3.000
 8O8  H19  C20  N2   111.70  3.000
 8O8  H18  C20  N2   110.95  3.000
 8O8  H19  C20  C19  111.48  3.000
 8O8  H18  C20  C19  109.91  3.000
 8O8  N2   C20  C19  105.82  3.000
 8O8  H20  C16  C17  119.47  3.000
 8O8  H20  C16  C15  118.98  3.000
 8O8  C17  C16  C15  121.55  3.000
 8O8  C    N    C11  123.51  3.000
 8O8  C11  N    C1   121.07  3.000
 8O8  C    N    C1   115.42  3.000
 8O8  H23  C    H22  108.64  3.000
 8O8  H23  C    H21  108.06  3.000
 8O8  H22  C    H21  107.80  3.000
 8O8  H23  C    N    112.12  3.000
 8O8  H22  C    N    111.11  3.000
 8O8  H21  C    N    108.97  3.000
 8O8  C9   C10  C6   116.64  3.000
 8O8  C9   C10  C2   124.27  3.000
 8O8  C6   C10  C2   119.09  3.000
 8O8  C8   N1   C7   117.53  3.000
 8O8  H24  C3   C4   118.72  3.000
 8O8  H24  C3   C2   119.17  3.000
 8O8  C4   C3   C2   122.11  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
 8O8  CONST_01  C7   C6   C10  C2   180.00   0.0  0
 8O8  CONST_02  C5   C6   C10  C2     0.00   0.0  0
 8O8  CONST_03  C8   C9   C10  C2   180.00   0.0  0
 8O8  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 8O8  CONST_05  C7   C6   C5   C4   180.00   0.0  0
 8O8  CONST_06  C10  C6   C5   C4     0.00   0.0  0
 8O8  CONST_07  C10  C2   C3   C4     0.00   0.0  0
 8O8  CONST_08  N1   C7   C6   C5   180.00   0.0  0
 8O8  CONST_09  C9   C10  C6   C5   180.00   0.0  0
 8O8  CONST_10  C8   N1   C7   C6     0.00   0.0  0
 8O8  CONST_11  C3   C4   C5   C6     0.00   0.0  0
 8O8  CONST_12  C8   C9   C10  C6     0.00   0.0  0
 8O8  CONST_13  C3   C2   C10  C6     0.00   0.0  0
 8O8  CONST_14  C9   C8   N1   C7     0.00   0.0  0
 8O8  CONST_15  C9   C10  C6   C7     0.00   0.0  0
 8O8  CONST_16  C3   C2   C10  C9   180.00   0.0  0
 8O8  CONST_17  C15  C16  C17  C12    0.00   0.0  0
 8O8  CONST_18  C15  C14  C13  C12    0.00   0.0  0
 8O8  CONST_19  C16  C17  C12  C13    0.00   0.0  0
 8O8  CONST_20  C16  C15  C14  C13    0.00   0.0  0
 8O8  CONST_21  C17  C12  C13  C14    0.00   0.0  0
 8O8  CONST_22  C17  C16  C15  C14    0.00   0.0  0
 8O8  CONST_23  N1   C7   C6   C10    0.00   0.0  0
 8O8  CONST_24  N1   C8   C9   C10    0.00   0.0  0
 8O8  CONST_25  C18  C17  C12  C13  180.00   0.0  0
 8O8  CONST_26  C18  C17  C16  C15  180.00   0.0  0
 8O8  CONST_27  C6   C10  C2   C1   180.00   0.0  0
 8O8  CONST_28  C9   C10  C2   C1     0.00   0.0  0
 8O8  CONST_29  C4   C3   C2   C1   180.00   0.0  0
 8O8  CONST_30  C18  C17  C12  C11    0.00   0.0  0
 8O8  CONST_31  C16  C17  C12  C11  180.00   0.0  0
 8O8  CONST_32  C14  C13  C12  C11  180.00   0.0  0
 8O8  CONST_33  H7   C9   C10  C2     0.00   0.0  0
 8O8  CONST_34  H3   C4   C3   C2   180.00   0.0  0
 8O8  CONST_35  H5   C7   C6   C5     0.00   0.0  0
 8O8  CONST_36  H24  C3   C4   C5   180.00   0.0  0
 8O8  CONST_37  H6   C8   N1   C7   180.00   0.0  0
 8O8  CONST_38  H4   C5   C6   C7     0.00   0.0  0
 8O8  CONST_39  H20  C16  C17  C12  180.00   0.0  0
 8O8  CONST_40  H9   C14  C13  C12  180.00   0.0  0
 8O8  CONST_41  H10  C15  C14  C13  180.00   0.0  0
 8O8  CONST_42  H8   C13  C14  C15  180.00   0.0  0
 8O8  CONST_43  C12  C11  N    C1   180.00   0.0  0
 8O8  CONST_44  C    N    C11  C12    0.00   0.0  0
 8O8  CONST_45  O    C11  N    C1     0.00   0.0  0
 8O8  CONST_46  C    N    C11  O    180.00   0.0  0
 8O8  Var_01    N2   C20  C19  C18  -31.28  30.0  1
 8O8  Var_02    C20  N2   C21  C18   16.89  30.0  1
 8O8  Var_03    C21  N2   C20  C19    9.06  30.0  1
 8O8  Var_04    N    C11  C12  C13  107.76  30.0  2
 8O8  Var_05    C10  C2   C1   N     76.11  30.0  3
 8O8  Var_06    C    N    C1   C2    61.83  30.0  3
 8O8  Var_07    H21  C    N    C1    40.43  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
 8O8  chir_01  C18  C19  C21  C17  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
 8O8  plan-1  C11  0.020
 8O8  plan-1  C12  0.020
 8O8  plan-1  C13  0.020
 8O8  plan-1  C14  0.020
 8O8  plan-1  C15  0.020
 8O8  plan-1  C17  0.020
 8O8  plan-1  C18  0.020
 8O8  plan-1  C16  0.020
 8O8  plan-1  H8   0.020
 8O8  plan-1  H9   0.020
 8O8  plan-1  H10  0.020
 8O8  plan-1  H20  0.020
 8O8  plan-2  C1   0.020
 8O8  plan-2  C2   0.020
 8O8  plan-2  C4   0.020
 8O8  plan-2  C5   0.020
 8O8  plan-2  C6   0.020
 8O8  plan-2  C7   0.020
 8O8  plan-2  C8   0.020
 8O8  plan-2  C9   0.020
 8O8  plan-2  C10  0.020
 8O8  plan-2  N1   0.020
 8O8  plan-2  C3   0.020
 8O8  plan-2  H3   0.020
 8O8  plan-2  H4   0.020
 8O8  plan-2  H5   0.020
 8O8  plan-2  H6   0.020
 8O8  plan-2  H7   0.020
 8O8  plan-2  H24  0.020
 8O8  plan-3  C1   0.020
 8O8  plan-3  C11  0.020
 8O8  plan-3  C12  0.020
 8O8  plan-3  O    0.020
 8O8  plan-3  N    0.020
 8O8  plan-3  C    0.020

