# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 20:52:01 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: 7-chloro-6-[(3S)-pyrrolidin-3-yloxy]isoquinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cc2C(=O)NC=Cc2cc1O[C@H]3CCNC3
#
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
 22T  22T  7-chloro-6-[(3S)-pyrrolidin-3-yloxy]isoquinolin-1(2H)-one  ligand  31  18  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_22T
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
 22T  CL21  CL  CL    0  -0.104  -0.5242  -2.9438   0.0770
 22T  C14   C   CR6   0  -0.174   0.2367  -1.3958  -0.0086
 22T  C13   C   CR16  0  -0.220   1.5956  -1.2883   0.1127
 22T  C10   C   CR66  0  -0.200   2.2114  -0.0334   0.0415
 22T  C11   C   CR6   0   0.536   3.6619   0.0573   0.1745
 22T  O13   O   O     0  -0.481   4.4042  -0.9019   0.3457
 22T  N20   N   NR16  0  -0.681   4.1585   1.3317   0.0926
 22T  C12   C   CR16  0   0.042   3.4068   2.4550  -0.0960
 22T  C9    C   CR66  0   0.279   1.4259   1.1144  -0.1541
 22T  C8    C   CR16  0  -0.478   0.0348   0.9856  -0.2755
 22T  C7    C   CR6   0   0.494  -0.5746  -0.2546  -0.2075
 22T  O9    O   O2    0  -0.461  -1.8811  -0.4803  -0.3176
 22T  C5    C   CH1   0  -0.010  -2.7646   0.6111  -0.5905
 22T  C6    C   CH2   0  -0.352  -3.0317   1.4924   0.6524
 22T  C15   C   CR16  0  -0.454   2.0684   2.3926  -0.2216
 22T  C4    C   CH2   0  -0.493  -4.1395   0.0288  -0.9366
 22T  C3    C   CH2   0  -0.331  -5.1051   0.7931  -0.0210
 22T  N1    N   NH1   0  -0.576  -4.3404   1.1287   1.1728
 22T  H13   H   HCR6  0   0.283   2.1964  -2.1752   0.2627
 22T  H20   H   HNR6  0   0.422   5.1600   1.4343   0.1780
 22T  H12   H   HCR6  0   0.310   3.9593   3.3819  -0.1365
 22T  H15   H   HCR6  0   0.271   1.4924   3.2937  -0.3735
 22T  H8    H   HCR6  0   0.290  -0.5486   1.8856  -0.4158
 22T  H5    H   HCH1  0   0.260  -2.3551   1.1948  -1.4196
 22T  H61C  H   HCH2  0   0.259  -2.2629   1.4027   1.4204
 22T  H62C  H   HCH2  0   0.241  -3.0538   2.5384   0.3333
 22T  H41C  H   HCH2  0   0.253  -4.3776   0.1274  -1.9952
 22T  H42C  H   HCH2  0   0.252  -4.1557  -1.0353  -0.6907
 22T  H1    H   HNH1  0   0.347  -4.2478   0.2952   1.7423
 22T  H31C  H   HCH2  0   0.230  -5.4319   1.7186  -0.5039
 22T  H32C  H   HCH2  0   0.247  -5.9977   0.2216   0.2315

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
 22T  CL21  C14   single    1.727  0.020  1.727
 22T  C14   C13   aromatic  1.369  0.020  1.369
 22T  C14   C7    aromatic  1.414  0.020  1.414
 22T  C13   C10   aromatic  1.400  0.020  1.400
 22T  C10   C11   single    1.459  0.020  1.459
 22T  C10   C9    aromatic  1.405  0.020  1.405
 22T  C11   O13   double    1.225  0.020  1.225
 22T  C11   N20   single    1.370  0.020  1.370
 22T  N20   C12   single    1.365  0.020  1.365
 22T  C12   C15   double    1.346  0.020  1.346
 22T  C9    C8    aromatic  1.402  0.020  1.402
 22T  C9    C15   single    1.432  0.020  1.432
 22T  C8    C7    aromatic  1.383  0.020  1.383
 22T  C7    O9    single    1.330  0.020  1.330
 22T  O9    C5    single    1.430  0.020  1.430
 22T  C5    C6    single    1.547  0.020  1.547
 22T  C5    C4    single    1.533  0.020  1.533
 22T  C6    N1    single    1.455  0.020  1.455
 22T  C4    C3    single    1.535  0.020  1.535
 22T  C3    N1    single    1.457  0.020  1.457
 22T  C13   H13   single    0.930  0.020  1.080
 22T  N20   H20   single    0.860  0.020  1.020
 22T  C12   H12   single    0.930  0.020  1.080
 22T  C15   H15   single    0.930  0.020  1.080
 22T  C8    H8    single    0.930  0.020  1.080
 22T  C5    H5    single    0.970  0.020  1.090
 22T  C6    H61C  single    0.970  0.020  1.090
 22T  C6    H62C  single    0.970  0.020  1.090
 22T  C4    H41C  single    0.970  0.020  1.090
 22T  C4    H42C  single    0.970  0.020  1.090
 22T  N1    H1    single    0.890  0.020  1.040
 22T  C3    H31C  single    0.970  0.020  1.090
 22T  C3    H32C  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
 22T  C7    C14  C13   121.25  3.000
 22T  C7    C14  CL21  118.52  3.000
 22T  C13   C14  CL21  120.23  3.000
 22T  H13   C13  C10   119.85  3.000
 22T  H13   C13  C14   119.96  3.000
 22T  C10   C13  C14   120.19  3.000
 22T  C9    C10  C11   121.18  3.000
 22T  C9    C10  C13   119.58  3.000
 22T  C11   C10  C13   119.24  3.000
 22T  N20   C11  O13   121.14  3.000
 22T  N20   C11  C10   114.37  3.000
 22T  O13   C11  C10   124.50  3.000
 22T  H20   N20  C12   118.29  3.000
 22T  H20   N20  C11   116.66  3.000
 22T  C12   N20  C11   125.04  3.000
 22T  H12   C12  C15   123.03  3.000
 22T  H12   C12  N20   115.46  3.000
 22T  C15   C12  N20   121.50  3.000
 22T  C15   C9   C8    121.53  3.000
 22T  C15   C9   C10   119.01  3.000
 22T  C8    C9   C10   119.46  3.000
 22T  H8    C8   C7    120.98  3.000
 22T  H8    C8   C9    118.02  3.000
 22T  C7    C8   C9    121.00  3.000
 22T  O9    C7   C8    125.49  3.000
 22T  O9    C7   C14   115.98  3.000
 22T  C8    C7   C14   118.53  3.000
 22T  C5    O9   C7    119.53  3.000
 22T  H5    C5   C4    111.56  3.000
 22T  H5    C5   C6    111.70  3.000
 22T  C4    C5   C6    104.07  3.000
 22T  H5    C5   O9    108.70  3.000
 22T  C4    C5   O9    107.89  3.000
 22T  C6    C5   O9    112.83  3.000
 22T  H62C  C6   H61C  107.36  3.000
 22T  H62C  C6   N1    108.99  3.000
 22T  H61C  C6   N1    111.21  3.000
 22T  H62C  C6   C5    108.30  3.000
 22T  H61C  C6   C5    113.41  3.000
 22T  N1    C6   C5    107.48  3.000
 22T  H15   C15  C9    120.79  3.000
 22T  H15   C15  C12   120.32  3.000
 22T  C9    C15  C12   118.89  3.000
 22T  H42C  C4   H41C  107.68  3.000
 22T  H42C  C4   C3    109.97  3.000
 22T  H41C  C4   C3    113.40  3.000
 22T  H42C  C4   C5    109.43  3.000
 22T  H41C  C4   C5    112.40  3.000
 22T  C3    C4   C5    103.91  3.000
 22T  H32C  C3   H31C  107.54  3.000
 22T  H32C  C3   N1    111.16  3.000
 22T  H31C  C3   N1    108.88  3.000
 22T  H32C  C3   C4    113.11  3.000
 22T  H31C  C3   C4    110.25  3.000
 22T  N1    C3   C4    105.86  3.000
 22T  H1    N1   C3    108.60  3.000
 22T  H1    N1   C6    108.93  3.000
 22T  C3    N1   C6    103.69  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
 22T  CONST_01  C9   C10  C13  C14     0.00   0.0  0
 22T  CONST_02  C9   C8   C7   C14     0.00   0.0  0
 22T  CONST_03  C8   C7   C14  C13     0.00   0.0  0
 22T  CONST_04  C8   C9   C10  C13     0.00   0.0  0
 22T  CONST_05  C7   C14  C13  C10     0.00   0.0  0
 22T  CONST_06  C7   C8   C9   C10     0.00   0.0  0
 22T  CONST_07  C12  N20  C11  C10     0.00   0.0  0
 22T  CONST_08  C10  C13  C14  CL21  180.00   0.0  0
 22T  CONST_09  C8   C7   C14  CL21  180.00   0.0  0
 22T  CONST_10  O9   C7   C14  C13   180.00   0.0  0
 22T  CONST_11  O9   C7   C8   C9    180.00   0.0  0
 22T  CONST_12  C12  N20  C11  O13   180.00   0.0  0
 22T  CONST_13  H8   C8   C7   C14   180.00   0.0  0
 22T  CONST_14  H13  C13  C10  C11     0.00   0.0  0
 22T  CONST_15  H20  N20  C11  C10   180.00   0.0  0
 22T  Var_01    C3   N1   C6   C5    -33.80  30.0  1
 22T  Var_02    N1   C3   C4   C5    -29.94  30.0  1
 22T  Var_03    C4   C3   N1   C6     39.64  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
 22T  chir_01  C5  O9  C6  C4  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
 22T  plan-1  CL21  0.020
 22T  plan-1  C14   0.020
 22T  plan-1  C13   0.020
 22T  plan-1  C10   0.020
 22T  plan-1  C11   0.020
 22T  plan-1  O13   0.020
 22T  plan-1  N20   0.020
 22T  plan-1  C12   0.020
 22T  plan-1  C9    0.020
 22T  plan-1  C8    0.020
 22T  plan-1  C7    0.020
 22T  plan-1  O9    0.020
 22T  plan-1  C15   0.020
 22T  plan-1  H13   0.020
 22T  plan-1  H20   0.020
 22T  plan-1  H12   0.020
 22T  plan-1  H15   0.020
 22T  plan-1  H8    0.020

