# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 23:01:40 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: (4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)isoquinoline-1,3(2H,4H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1ccc2C(=O)NC(=O)C(=C/Nc3ccc(CN4CCCC4)cc3)\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
 575  575  (4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)isoquinoline-1,3(2H,4H)-dione  ligand  47  27  .  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_575
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
 575  C1    C   CR16  0  -0.268   4.2090  -1.3148   0.2815
 575  C2    C   CR16  0  -0.338   2.9422  -1.7831  -0.0150
 575  C3    C   CR6   0   0.389   1.8233  -0.9819   0.2127
 575  C4    C   CR16  0  -0.306   1.9964   0.2942   0.7379
 575  C5    C   CR16  0  -0.302   3.2745   0.7477   1.0298
 575  C6    C   CR6   0   0.085   4.3972  -0.0421   0.8149
 575  C7    C   CH2   0  -0.327   5.7755   0.4562   1.1549
 575  N1    N   NR5   0  -0.423   6.6977   0.3130   0.0548
 575  C8    C   CH2   0  -0.275   8.0592   0.6881   0.3991
 575  C9    C   CH2   0  -0.471   8.7698   0.8307  -0.9524
 575  C10   C   CH2   0  -0.460   7.6255   0.9909  -1.9751
 575  C11   C   CH2   0  -0.271   6.3725   1.1113  -1.1131
 575  N2    N   NH1   0  -0.721   0.5714  -1.5185  -0.1114
 575  C12   C   C1    0   0.064  -0.6100  -0.9499   0.0676
 575  C13   C   CR6   0  -0.274  -1.8392  -1.5009  -0.2393
 575  C14   C   CR66  0   0.307  -3.0775  -0.7739  -0.0077
 575  C15   C   CR16  0  -0.346  -3.1086   0.5504   0.4580
 575  C16   C   CR6   0  -0.082  -4.3122   1.1874   0.6695
 575  C17   C   CR16  0  -0.256  -5.5342   0.5623   0.4305
 575  C18   C   CR16  0  -0.257  -5.5126  -0.7323  -0.0370
 575  C19   C   CR66  0  -0.183  -4.3082  -1.4001  -0.2593
 575  C20   C   CR6   0   0.540  -4.3634  -2.7739  -0.7713
 575  O1    O   O     0  -0.440  -5.3974  -3.3747  -0.9962
 575  N3    N   NR16  0  -0.729  -3.1490  -3.3680  -1.0010
 575  C21   C   CR6   0   0.570  -1.8977  -2.8417  -0.7770
 575  O2    O   O     0  -0.488  -0.9129  -3.5318  -1.0331
 575  BR1   BR  BR    0  -0.022  -4.3067   2.9646   1.2976
 575  H1    H   HCR6  0   0.253   5.0666  -1.9478   0.0918
 575  H2    H   HCR6  0   0.272   2.8185  -2.7785  -0.4254
 575  H4    H   HCR6  0   0.278   1.1607   0.9561   0.9210
 575  H5    H   HCR6  0   0.258   3.3915   1.7469   1.4320
 575  H7    H   HCH2  0   0.208   5.7083   1.5031   1.4992
 575  H7A   H   HCH2  0   0.250   6.1660  -0.1177   2.0019
 575  H8    H   HCH2  0   0.193   8.0835   1.6471   0.9430
 575  H8A   H   HCH2  0   0.233   8.5155  -0.0609   1.0504
 575  H9    H   HCH2  0   0.234   9.4408   1.6887  -0.9492
 575  H9A   H   HCH2  0   0.236   9.3760  -0.0472  -1.1771
 575  H10   H   HCH2  0   0.233   7.7537   1.8564  -2.6243
 575  H10A  H   HCH2  0   0.233   7.5598   0.1118  -2.6169
 575  H11   H   HCH2  0   0.235   5.4732   0.7421  -1.6091
 575  H11A  H   HCH2  0   0.190   6.1891   2.1667  -0.8455
 575  HN2   H   HNH1  0   0.437   0.5499  -2.4491  -0.5219
 575  H12   H   H     0   0.293  -0.5801   0.0364   0.5059
 575  H15   H   HCR6  0   0.272  -2.1925   1.0903   0.6491
 575  H17   H   HCR6  0   0.285  -6.4729   1.0702   0.6002
 575  H18   H   HCR6  0   0.277  -6.4463  -1.2396  -0.2376
 575  HN3   H   HNR6  0   0.418  -3.1723  -4.3121  -1.3691

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
 575  C1   C2    aromatic  1.383  0.020  1.383
 575  C1   C6    aromatic  1.393  0.020  1.393
 575  C2   C3    aromatic  1.395  0.020  1.395
 575  C3   C4    aromatic  1.391  0.020  1.391
 575  C3   N2    single    1.400  0.020  1.400
 575  C4   C5    aromatic  1.387  0.020  1.387
 575  C5   C6    aromatic  1.389  0.020  1.389
 575  C6   C7    single    1.505  0.020  1.505
 575  C7   N1    single    1.443  0.020  1.443
 575  N1   C8    single    1.454  0.020  1.454
 575  N1   C11   single    1.452  0.020  1.452
 575  C8   C9    single    1.534  0.020  1.534
 575  C9   C10   single    1.543  0.020  1.543
 575  C10  C11   single    1.526  0.020  1.526
 575  N2   C12   single    1.323  0.020  1.323
 575  C12  C13   double    1.382  0.020  1.382
 575  C13  C14   single    1.455  0.020  1.455
 575  C13  C21   single    1.446  0.020  1.446
 575  C14  C15   aromatic  1.404  0.020  1.404
 575  C14  C19   aromatic  1.404  0.020  1.404
 575  C15  C16   aromatic  1.378  0.020  1.378
 575  C16  C17   aromatic  1.393  0.020  1.393
 575  C16  BR1   single    1.885  0.020  1.885
 575  C17  C18   aromatic  1.377  0.020  1.377
 575  C18  C19   aromatic  1.395  0.020  1.395
 575  C19  C20   single    1.467  0.020  1.467
 575  C20  O1    double    1.217  0.020  1.217
 575  C20  N3    single    1.371  0.020  1.371
 575  N3   C21   single    1.376  0.020  1.376
 575  C21  O2    double    1.229  0.020  1.229
 575  C1   H1    single    0.930  0.020  1.080
 575  C2   H2    single    0.930  0.020  1.080
 575  C4   H4    single    0.930  0.020  1.080
 575  C5   H5    single    0.930  0.020  1.080
 575  C7   H7    single    0.970  0.020  1.090
 575  C7   H7A   single    0.970  0.020  1.090
 575  C8   H8    single    0.970  0.020  1.090
 575  C8   H8A   single    0.970  0.020  1.090
 575  C9   H9    single    0.970  0.020  1.090
 575  C9   H9A   single    0.970  0.020  1.090
 575  C10  H10   single    0.970  0.020  1.090
 575  C10  H10A  single    0.970  0.020  1.090
 575  C11  H11   single    0.970  0.020  1.090
 575  C11  H11A  single    0.970  0.020  1.090
 575  N2   HN2   single    0.860  0.020  1.020
 575  C12  H12   single    0.930  0.020  1.080
 575  C15  H15   single    0.930  0.020  1.080
 575  C17  H17   single    0.930  0.020  1.080
 575  C18  H18   single    0.930  0.020  1.080
 575  N3   HN3   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
 575  H1    C1   C6   119.63  3.000
 575  H1    C1   C2   119.34  3.000
 575  C6    C1   C2   121.03  3.000
 575  H2    C2   C3   119.86  3.000
 575  H2    C2   C1   119.79  3.000
 575  C3    C2   C1   120.35  3.000
 575  N2    C3   C4   123.39  3.000
 575  N2    C3   C2   117.34  3.000
 575  C4    C3   C2   119.26  3.000
 575  H4    C4   C5   118.44  3.000
 575  H4    C4   C3   121.95  3.000
 575  C5    C4   C3   119.61  3.000
 575  H5    C5   C6   119.63  3.000
 575  H5    C5   C4   118.63  3.000
 575  C6    C5   C4   121.74  3.000
 575  C7    C6   C5   121.13  3.000
 575  C7    C6   C1   120.87  3.000
 575  C5    C6   C1   118.00  3.000
 575  H7A   C7   H7   106.11  3.000
 575  H7A   C7   N1   108.04  3.000
 575  H7    C7   N1   111.77  3.000
 575  H7A   C7   C6   109.14  3.000
 575  H7    C7   C6   109.20  3.000
 575  N1    C7   C6   112.36  3.000
 575  C11   N1   C8   104.98  3.000
 575  C11   N1   C7   114.56  3.000
 575  C8    N1   C7   113.11  3.000
 575  H8A   C8   H8   107.04  3.000
 575  H8A   C8   C9   113.31  3.000
 575  H8    C8   C9   110.10  3.000
 575  H8A   C8   N1   110.82  3.000
 575  H8    C8   N1   111.21  3.000
 575  C9    C8   N1   104.43  3.000
 575  H9A   C9   H9   107.00  3.000
 575  H9A   C9   C10  111.06  3.000
 575  H9    C9   C10  112.15  3.000
 575  H9A   C9   C8   111.37  3.000
 575  H9    C9   C8   110.86  3.000
 575  C10   C9   C8   104.49  3.000
 575  H10A  C10  H10  107.26  3.000
 575  H10A  C10  C11  110.29  3.000
 575  H10   C10  C11  111.75  3.000
 575  H10A  C10  C9   110.55  3.000
 575  H10   C10  C9   112.97  3.000
 575  C11   C10  C9   104.05  3.000
 575  H11A  C11  H11  107.26  3.000
 575  H11A  C11  C10  110.42  3.000
 575  H11   C11  C10  113.16  3.000
 575  H11A  C11  N1   111.58  3.000
 575  H11   C11  N1   111.36  3.000
 575  C10   C11  N1   103.13  3.000
 575  HN2   N2   C12  115.39  3.000
 575  HN2   N2   C3   117.57  3.000
 575  C12   N2   C3   127.04  3.000
 575  H12   C12  C13  118.63  3.000
 575  H12   C12  N2   115.00  3.000
 575  C13   C12  N2   126.36  3.000
 575  C21   C13  C14  119.23  3.000
 575  C21   C13  C12  119.24  3.000
 575  C14   C13  C12  121.52  3.000
 575  C19   C14  C15  117.44  3.000
 575  C19   C14  C13  119.67  3.000
 575  C15   C14  C13  122.89  3.000
 575  H15   C15  C16  118.85  3.000
 575  H15   C15  C14  120.75  3.000
 575  C16   C15  C14  120.41  3.000
 575  BR1   C16  C17  118.87  3.000
 575  BR1   C16  C15  118.97  3.000
 575  C17   C16  C15  122.16  3.000
 575  H17   C17  C18  120.60  3.000
 575  H17   C17  C16  121.60  3.000
 575  C18   C17  C16  117.80  3.000
 575  H18   C18  C19  119.43  3.000
 575  H18   C18  C17  119.38  3.000
 575  C19   C18  C17  121.19  3.000
 575  C20   C19  C18  118.12  3.000
 575  C20   C19  C14  120.89  3.000
 575  C18   C19  C14  120.99  3.000
 575  N3    C20  O1   120.51  3.000
 575  N3    C20  C19  115.52  3.000
 575  O1    C20  C19  123.97  3.000
 575  HN3   N3   C21  115.87  3.000
 575  HN3   N3   C20  116.36  3.000
 575  C21   N3   C20  127.77  3.000
 575  O2    C21  N3   118.68  3.000
 575  O2    C21  C13  124.44  3.000
 575  N3    C21  C13  116.88  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
 575  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 575  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 575  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 575  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 575  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 575  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 575  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 575  CONST_08  C17  C18  C19  C14     0.00   0.0  0
 575  CONST_09  C18  C19  C14  C15     0.00   0.0  0
 575  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 575  CONST_11  C19  C14  C15  C16     0.00   0.0  0
 575  CONST_12  C19  C18  C17  C16     0.00   0.0  0
 575  CONST_13  C21  N3   C20  C19     0.00   0.0  0
 575  CONST_14  N2   C3   C2   C1    180.00   0.0  0
 575  CONST_15  C7   C6   C1   C2    180.00   0.0  0
 575  CONST_16  C7   C6   C5   C4    180.00   0.0  0
 575  CONST_17  N2   C3   C4   C5    180.00   0.0  0
 575  CONST_18  BR1  C16  C15  C14   180.00   0.0  0
 575  CONST_19  BR1  C16  C17  C18   180.00   0.0  0
 575  CONST_20  C21  N3   C20  O1    180.00   0.0  0
 575  CONST_21  H5   C5   C6   C1    180.00   0.0  0
 575  CONST_22  H4   C4   C3   C2    180.00   0.0  0
 575  CONST_23  H1   C1   C2   C3    180.00   0.0  0
 575  CONST_24  H2   C2   C3   C4    180.00   0.0  0
 575  CONST_25  H15  C15  C14  C13     0.00   0.0  0
 575  CONST_26  H18  C18  C19  C14   180.00   0.0  0
 575  CONST_27  H17  C17  C16  C15   180.00   0.0  0
 575  CONST_28  HN3  N3   C20  C19   180.00   0.0  0
 575  CONST_29  C12  N2   C3   C2    180.00   0.0  0
 575  CONST_30  C13  C12  N2   C3    180.00   0.0  0
 575  CONST_31  C12  N2   C3   C4      0.00   0.0  0
 575  CONST_32  HN2  N2   C3   C2      0.00   0.0  0
 575  CONST_33  H12  C12  N2   C3      0.00   0.0  0
 575  Var_01    C10  C9   C8   N1     18.89  30.0  1
 575  Var_02    C9   C10  C11  N1    -30.78  30.0  1
 575  Var_03    C10  C11  N1   C8     44.26  30.0  1
 575  Var_04    C11  C10  C9   C8      7.18  30.0  1
 575  Var_05    C11  N1   C8   C9    -39.60  30.0  1
 575  Var_06    N1   C7   C6   C1     51.74  30.0  2
 575  Var_07    C8   N1   C7   C6   -175.30  30.0  3
 575  Var_08    C14  C13  C12  N2   -179.47  30.0  2

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
 575  plan-1  C1   0.020
 575  plan-1  C2   0.020
 575  plan-1  C3   0.020
 575  plan-1  C4   0.020
 575  plan-1  C5   0.020
 575  plan-1  C6   0.020
 575  plan-1  C7   0.020
 575  plan-1  N2   0.020
 575  plan-1  H1   0.020
 575  plan-1  H2   0.020
 575  plan-1  H4   0.020
 575  plan-1  H5   0.020
 575  plan-2  C12  0.020
 575  plan-2  C13  0.020
 575  plan-2  C14  0.020
 575  plan-2  C15  0.020
 575  plan-2  C16  0.020
 575  plan-2  C17  0.020
 575  plan-2  C18  0.020
 575  plan-2  C19  0.020
 575  plan-2  C20  0.020
 575  plan-2  O1   0.020
 575  plan-2  N3   0.020
 575  plan-2  C21  0.020
 575  plan-2  O2   0.020
 575  plan-2  BR1  0.020
 575  plan-2  H15  0.020
 575  plan-2  H17  0.020
 575  plan-2  H18  0.020
 575  plan-2  HN3  0.020
 575  plan-3  C3   0.020
 575  plan-3  N2   0.020
 575  plan-3  C12  0.020
 575  plan-3  HN2  0.020

