# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 17:51:01 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 7-chloro-6-[(3R)-pyrrolidin-3-ylmethoxy]isoquinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cc2C(=O)NC=Cc2cc1OC[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
 5EZ  5EZ  7-chloro-6-[(3R)-pyrrolidin-3-ylmethoxy]isoquinolin-1(2H)-one  ligand  34  19  .  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_5EZ
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
 5EZ  N1    N   NR15  0  -0.621   5.5364   0.0236  -0.9659
 5EZ  C2    C   CH2   0  -0.245   4.1197  -0.3105  -0.7988
 5EZ  C3    C   CH2   0  -0.273   5.9503   0.9214   0.1101
 5EZ  C4    C   CR15  0  -0.314   3.6566   0.4261   0.4650
 5EZ  C5    C   CH2   0  -0.456   4.6536   1.5796   0.5585
 5EZ  C6    C   CH2   0  -0.183   2.2240   0.8953   0.4165
 5EZ  O7    O   O2    0  -0.451   1.3919  -0.2549   0.2977
 5EZ  C8    C   CR16  0  -0.220  -2.0489  -1.2424  -0.0271
 5EZ  C9    C   CR6   0  -0.172  -0.6860  -1.2852   0.0894
 5EZ  C11   C   CR6   0   0.498   0.0756  -0.0988   0.1922
 5EZ  C13   C   CR16  0  -0.484  -0.5811   1.1175   0.1764
 5EZ  C14   C   CR66  0  -0.200  -2.7144  -0.0111  -0.0465
 5EZ  C15   C   CR66  0   0.280  -1.9770   1.1802   0.0553
 5EZ  C16   C   CR16  0  -0.452  -2.6723   2.4320   0.0320
 5EZ  C17   C   CR16  0   0.041  -4.0129   2.4290  -0.0869
 5EZ  N18   N   NR16  0  -0.681  -4.7176   1.2641  -0.1833
 5EZ  C19   C   CR6   0   0.536  -4.1681   0.0090  -0.1746
 5EZ  O21   O   O     0  -0.481  -4.8705  -0.9900  -0.2698
 5EZ  H1    H   HNR5  0   0.350   6.1106  -0.8050  -0.9942
 5EZ  H21C  H   HCH2  0   0.200   3.5411   0.0322  -1.6664
 5EZ  H22C  H   HCH2  0   0.228   3.9584  -1.3874  -0.7203
 5EZ  H31C  H   HCH2  0   0.203   6.4038   0.3889   0.9553
 5EZ  H32C  H   HCH2  0   0.219   6.6832   1.6535  -0.2394
 5EZ  H4    H   HCR5  0   0.250   3.7901  -0.2243   1.3359
 5EZ  H51C  H   HCH2  0   0.247   4.7234   2.0111   1.5570
 5EZ  H52C  H   HCH2  0   0.228   4.3729   2.3808  -0.1326
 5EZ  H61C  H   HCH2  0   0.247   1.9624   1.4518   1.3227
 5EZ  H62C  H   HCH2  0   0.230   2.0733   1.5600  -0.4426
 5EZ  H8    H   HCR6  0   0.283  -2.6152  -2.1606  -0.1059
 5EZ  H131  H   HCR6  0   0.293  -0.0271   2.0434   0.2556
 5EZ  H16   H   HCR6  0   0.270  -2.1335   3.3650   0.1101
 5EZ  H17   H   HCR6  0   0.310  -4.6041   3.3321  -0.1131
 5EZ  H18   H   HNR6  0   0.422  -5.7228   1.3180  -0.2686
 5EZ  CL2   CL  CL    0  -0.103   0.1414  -2.8008   0.1099

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
 5EZ  N1   C2    single    1.465  0.020  1.465
 5EZ  N1   C3    single    1.461  0.020  1.461
 5EZ  C2   C4    single    1.534  0.020  1.534
 5EZ  C3   C5    single    1.522  0.020  1.522
 5EZ  C4   C5    single    1.527  0.020  1.527
 5EZ  C4   C6    single    1.508  0.020  1.508
 5EZ  C6   O7    single    1.425  0.020  1.425
 5EZ  O7   C11   single    1.330  0.020  1.330
 5EZ  C8   C9    aromatic  1.369  0.020  1.369
 5EZ  C8   C14   aromatic  1.400  0.020  1.400
 5EZ  C9   C11   aromatic  1.414  0.020  1.414
 5EZ  C9   CL2   single    1.727  0.020  1.727
 5EZ  C11  C13   aromatic  1.382  0.020  1.382
 5EZ  C13  C15   aromatic  1.403  0.020  1.403
 5EZ  C14  C15   aromatic  1.405  0.020  1.405
 5EZ  C14  C19   single    1.459  0.020  1.459
 5EZ  C15  C16   single    1.432  0.020  1.432
 5EZ  C16  C17   double    1.346  0.020  1.346
 5EZ  C17  N18   single    1.365  0.020  1.365
 5EZ  N18  C19   single    1.370  0.020  1.370
 5EZ  C19  O21   double    1.225  0.020  1.225
 5EZ  N1   H1    single    0.890  0.020  1.040
 5EZ  C2   H21C  single    0.970  0.020  1.090
 5EZ  C2   H22C  single    0.970  0.020  1.090
 5EZ  C3   H31C  single    0.970  0.020  1.090
 5EZ  C3   H32C  single    0.970  0.020  1.090
 5EZ  C4   H4    single    0.970  0.020  1.090
 5EZ  C5   H51C  single    0.970  0.020  1.090
 5EZ  C5   H52C  single    0.970  0.020  1.090
 5EZ  C6   H61C  single    0.970  0.020  1.090
 5EZ  C6   H62C  single    0.970  0.020  1.090
 5EZ  C8   H8    single    0.930  0.020  1.080
 5EZ  C13  H131  single    0.930  0.020  1.080
 5EZ  C16  H16   single    0.930  0.020  1.080
 5EZ  C17  H17   single    0.930  0.020  1.080
 5EZ  N18  H18   single    0.860  0.020  1.020

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
 5EZ  H1    N1   C3    111.36  3.000
 5EZ  H1    N1   C2    111.49  3.000
 5EZ  C3    N1   C2    109.27  3.000
 5EZ  H22C  C2   H21C  106.67  3.000
 5EZ  H22C  C2   C4    111.70  3.000
 5EZ  H21C  C2   C4    110.00  3.000
 5EZ  H22C  C2   N1    112.08  3.000
 5EZ  H21C  C2   N1    110.39  3.000
 5EZ  C4    C2   N1    106.04  3.000
 5EZ  H32C  C3   H31C  107.11  3.000
 5EZ  H32C  C3   C5    112.07  3.000
 5EZ  H31C  C3   C5    109.59  3.000
 5EZ  H32C  C3   N1    111.46  3.000
 5EZ  H31C  C3   N1    112.72  3.000
 5EZ  C5    C3   N1    103.97  3.000
 5EZ  H4    C4   C6    109.03  3.000
 5EZ  H4    C4   C5    108.68  3.000
 5EZ  C6    C4   C5    112.77  3.000
 5EZ  H4    C4   C2    109.46  3.000
 5EZ  C6    C4   C2    114.17  3.000
 5EZ  C5    C4   C2    102.48  3.000
 5EZ  H52C  C5   H51C  107.76  3.000
 5EZ  H52C  C5   C4    110.28  3.000
 5EZ  H51C  C5   C4    113.38  3.000
 5EZ  H52C  C5   C3    110.43  3.000
 5EZ  H51C  C5   C3    112.74  3.000
 5EZ  C4    C5   C3    102.21  3.000
 5EZ  H62C  C6   H61C  107.90  3.000
 5EZ  H62C  C6   O7    110.11  3.000
 5EZ  H61C  C6   O7    109.87  3.000
 5EZ  H62C  C6   C4    110.14  3.000
 5EZ  H61C  C6   C4    111.00  3.000
 5EZ  O7    C6   C4    107.84  3.000
 5EZ  C11   O7   C6    119.34  3.000
 5EZ  H8    C8   C14   119.78  3.000
 5EZ  H8    C8   C9    120.07  3.000
 5EZ  C14   C8   C9    120.15  3.000
 5EZ  CL2   C9   C11   118.53  3.000
 5EZ  CL2   C9   C8    120.37  3.000
 5EZ  C11   C9   C8    121.09  3.000
 5EZ  C13   C11  C9    118.80  3.000
 5EZ  C13   C11  O7    125.06  3.000
 5EZ  C9    C11  O7    116.14  3.000
 5EZ  H131  C13  C15   118.53  3.000
 5EZ  H131  C13  C11   120.59  3.000
 5EZ  C15   C13  C11   120.87  3.000
 5EZ  C19   C14  C15   121.16  3.000
 5EZ  C19   C14  C8    119.14  3.000
 5EZ  C15   C14  C8    119.69  3.000
 5EZ  C16   C15  C14   119.03  3.000
 5EZ  C16   C15  C13   121.58  3.000
 5EZ  C14   C15  C13   119.39  3.000
 5EZ  H16   C16  C17   120.33  3.000
 5EZ  H16   C16  C15   120.78  3.000
 5EZ  C17   C16  C15   118.89  3.000
 5EZ  H17   C17  N18   115.43  3.000
 5EZ  H17   C17  C16   123.08  3.000
 5EZ  N18   C17  C16   121.49  3.000
 5EZ  H18   N18  C19   116.64  3.000
 5EZ  H18   N18  C17   118.30  3.000
 5EZ  C19   N18  C17   125.05  3.000
 5EZ  O21   C19  N18   121.11  3.000
 5EZ  O21   C19  C14   124.52  3.000
 5EZ  N18   C19  C14   114.37  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
 5EZ  CONST_01  C13   C11  C9   C8      0.00   0.0  0
 5EZ  CONST_02  C13   C15  C14  C8      0.00   0.0  0
 5EZ  CONST_03  C15   C14  C8   C9      0.00   0.0  0
 5EZ  CONST_04  C15   C13  C11  C9      0.00   0.0  0
 5EZ  CONST_05  C14   C8   C9   C11     0.00   0.0  0
 5EZ  CONST_06  C14   C15  C13  C11     0.00   0.0  0
 5EZ  CONST_07  C17   N18  C19  C14     0.00   0.0  0
 5EZ  CONST_08  C8    C9   C11  O7    180.00   0.0  0
 5EZ  CONST_09  C15   C13  C11  O7    180.00   0.0  0
 5EZ  CONST_10  CL2   C9   C11  C13   180.00   0.0  0
 5EZ  CONST_11  CL2   C9   C8   C14   180.00   0.0  0
 5EZ  CONST_12  O21   C19  N18  C17   180.00   0.0  0
 5EZ  CONST_13  H131  C13  C11  C9    180.00   0.0  0
 5EZ  CONST_14  H8    C8   C9   C11   180.00   0.0  0
 5EZ  CONST_15  H18   N18  C19  C14   180.00   0.0  0
 5EZ  Var_01    C4    C5   C3   N1     38.24  30.0  1
 5EZ  Var_02    C5    C3   N1   C2    -23.74  30.0  1
 5EZ  Var_03    C4    C2   N1   C3     -0.44  30.0  1
 5EZ  Var_04    C9    C11  O7   C6   -179.48  30.0  2
 5EZ  Var_05    H61C  C6   O7   C11    61.04  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
 5EZ  chir_01  C4  C2  C5  C6  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
 5EZ  plan-1  O7    0.020
 5EZ  plan-1  C8    0.020
 5EZ  plan-1  C9    0.020
 5EZ  plan-1  C11   0.020
 5EZ  plan-1  C13   0.020
 5EZ  plan-1  C14   0.020
 5EZ  plan-1  C15   0.020
 5EZ  plan-1  C16   0.020
 5EZ  plan-1  C17   0.020
 5EZ  plan-1  N18   0.020
 5EZ  plan-1  C19   0.020
 5EZ  plan-1  O21   0.020
 5EZ  plan-1  H8    0.020
 5EZ  plan-1  H131  0.020
 5EZ  plan-1  H16   0.020
 5EZ  plan-1  H17   0.020
 5EZ  plan-1  H18   0.020
 5EZ  plan-1  CL2   0.020

