# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:12:40 2021
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-{[(3-chloro-5-hydroxyphenyl)methyl]amino}-1H-isoindole-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(Cl)cc(CNc2cccc3C(=O)NC(=O)c23)c1
#
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
 VXP  VXP  4-{[(3-chloro-5-hydroxyphenyl)methyl]amino}-1H-isoindole-1,3(2H)-dione  ligand  32  21  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VXP
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
 VXP  C10   C   CR16  0  -0.273  12.8182  -104.8128  -38.2726
 VXP  C11   C   CR6   0  -0.007  13.2461  -104.4616  -37.0063
 VXP  C13   C   CR16  0  -0.356  13.9865  -103.3135  -36.7677
 VXP  C14   C   CR6   0   0.381  14.3075  -102.4912  -37.8423
 VXP  C16   C   CR16  0  -0.377  13.8872  -102.8284  -39.1292
 VXP  C17   C   CR16  0  -0.354  10.9830  -105.2135  -42.9475
 VXP  C18   C   CR16  0  -0.237  10.1725  -105.5905  -44.0015
 VXP  C19   C   CR16  0  -0.341   8.8293  -105.2052  -44.0899
 VXP  C20   C   CR56  0  -0.062   8.3613  -104.4222  -43.0647
 VXP  C02   C   CR5   0   0.567   7.0079  -103.8401  -42.8626
 VXP  C04   C   CR5   0   0.576   8.3407  -103.2027  -41.0967
 VXP  C05   C   CR56  0  -0.133   9.1544  -104.0318  -41.9929
 VXP  C06   C   CR6   0   0.396  10.4951  -104.4173  -41.8834
 VXP  C09   C   CR6   0   0.075  13.1515  -103.9824  -39.3412
 VXP  N03   N   NR15  0  -0.743   7.0846  -103.1368  -41.6793
 VXP  N07   N   NH1   0  -0.691  11.2564  -104.0598  -40.8277
 VXP  O15   O   OH1   0  -0.626  15.0173  -101.3604  -37.6955
 VXP  O21   O   O     0  -0.421   8.6574  -102.6659  -40.0582
 VXP  CL12  CL  CL    0  -0.124  12.8518  -105.4869  -35.6655
 VXP  H1    H   HCR6  0   0.275  12.2440  -105.7156  -38.4337
 VXP  H2    H   HCR6  0   0.295  14.3070  -103.0648  -35.7634
 VXP  H3    H   HCR6  0   0.270  14.1411  -102.1808  -39.9599
 VXP  H4    H   HCR6  0   0.288  12.0144  -105.5383  -42.9497
 VXP  H5    H   HCR6  0   0.275  10.6020  -106.2007  -44.7853
 VXP  H6    H   HCR6  0   0.268   8.2073  -105.5084  -44.9205
 VXP  H7    H   HCH2  0   0.262  12.8568  -105.3923  -40.9110
 VXP  H8    H   HCH2  0   0.258  13.2455  -103.7700  -41.4708
 VXP  H9    H   HNR5  0   0.425   6.3127  -102.6189  -41.2831
 VXP  H10   H   HNH1  0   0.398  10.8700  -103.3796  -40.1930
 VXP  H11   H   HOH1  0   0.479  15.2412  -101.2137  -36.7693
 VXP  C08   C   CH2   0  -0.340  12.6735  -104.3314  -40.7242
 VXP  O01   O   O     0  -0.403   6.0344  -103.9454  -43.5667

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
 VXP  C19  C18   aromatic  1.400  0.020  1.400
 VXP  C19  C20   aromatic  1.372  0.020  1.372
 VXP  C18  C17   aromatic  1.382  0.020  1.382
 VXP  O01  C02   double    1.206  0.020  1.206
 VXP  C20  C02   single    1.487  0.020  1.487
 VXP  C20  C05   aromatic  1.389  0.020  1.389
 VXP  C17  C06   aromatic  1.416  0.020  1.416
 VXP  C02  N03   single    1.379  0.020  1.379
 VXP  C05  C06   aromatic  1.399  0.020  1.399
 VXP  C05  C04   single    1.467  0.020  1.467
 VXP  C06  N07   single    1.350  0.020  1.350
 VXP  N03  C04   single    1.386  0.020  1.386
 VXP  C04  O21   double    1.211  0.020  1.211
 VXP  N07  C08   single    1.447  0.020  1.447
 VXP  C08  C09   single    1.504  0.020  1.504
 VXP  C09  C16   aromatic  1.385  0.020  1.385
 VXP  C09  C10   aromatic  1.394  0.020  1.394
 VXP  C16  C14   aromatic  1.395  0.020  1.395
 VXP  C10  C11   aromatic  1.382  0.020  1.382
 VXP  C14  O15   single    1.343  0.020  1.343
 VXP  C14  C13   aromatic  1.391  0.020  1.391
 VXP  C11  C13   aromatic  1.387  0.020  1.387
 VXP  C11  CL12  single    1.733  0.020  1.733
 VXP  C10  H1    single    0.930  0.020  1.080
 VXP  C13  H2    single    0.930  0.020  1.080
 VXP  C16  H3    single    0.930  0.020  1.080
 VXP  C17  H4    single    0.930  0.020  1.080
 VXP  C18  H5    single    0.930  0.020  1.080
 VXP  C19  H6    single    0.930  0.020  1.080
 VXP  C08  H7    single    0.970  0.020  1.090
 VXP  C08  H8    single    0.970  0.020  1.090
 VXP  N03  H9    single    0.860  0.020  1.020
 VXP  N07  H10   single    0.860  0.020  1.020
 VXP  O15  H11   single    0.850  0.020  0.980

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
 VXP  H1    C10  C09  120.65  3.000
 VXP  H1    C10  C11  120.85  3.000
 VXP  C09   C10  C11  118.49  3.000
 VXP  CL12  C11  C13  118.56  3.000
 VXP  CL12  C11  C10  119.21  3.000
 VXP  C13   C11  C10  122.23  3.000
 VXP  H2    C13  C14  120.82  3.000
 VXP  H2    C13  C11  120.50  3.000
 VXP  C14   C13  C11  118.68  3.000
 VXP  O15   C14  C16  117.61  3.000
 VXP  O15   C14  C13  122.37  3.000
 VXP  C16   C14  C13  120.02  3.000
 VXP  H3    C16  C09  120.35  3.000
 VXP  H3    C16  C14  119.48  3.000
 VXP  C09   C16  C14  120.18  3.000
 VXP  H4    C17  C06  119.94  3.000
 VXP  H4    C17  C18  118.42  3.000
 VXP  C06   C17  C18  121.64  3.000
 VXP  H5    C18  C19  119.35  3.000
 VXP  H5    C18  C17  118.26  3.000
 VXP  C19   C18  C17  122.39  3.000
 VXP  H6    C19  C20  122.54  3.000
 VXP  H6    C19  C18  121.55  3.000
 VXP  C20   C19  C18  115.91  3.000
 VXP  C05   C20  C02  107.74  3.000
 VXP  C05   C20  C19  122.82  3.000
 VXP  C02   C20  C19  129.44  3.000
 VXP  O01   C02  N03  126.20  3.000
 VXP  N03   C02  C20  105.41  3.000
 VXP  O01   C02  C20  128.40  3.000
 VXP  O21   C04  N03  125.19  3.000
 VXP  O21   C04  C05  128.99  3.000
 VXP  N03   C04  C05  105.83  3.000
 VXP  C06   C05  C04  129.73  3.000
 VXP  C04   C05  C20  108.26  3.000
 VXP  C06   C05  C20  122.00  3.000
 VXP  N07   C06  C05  121.91  3.000
 VXP  N07   C06  C17  122.85  3.000
 VXP  C05   C06  C17  115.23  3.000
 VXP  C08   C09  C16  120.18  3.000
 VXP  C16   C09  C10  120.41  3.000
 VXP  C08   C09  C10  119.39  3.000
 VXP  H9    N03  C04  123.49  3.000
 VXP  H9    N03  C02  123.74  3.000
 VXP  C04   N03  C02  112.76  3.000
 VXP  H10   N07  C08  117.22  3.000
 VXP  H10   N07  C06  117.08  3.000
 VXP  C08   N07  C06  123.97  3.000
 VXP  H11   O15  C14  110.85  3.000
 VXP  H8    C08  H7   107.07  3.000
 VXP  H8    C08  N07  111.51  3.000
 VXP  H7    C08  N07  109.53  3.000
 VXP  H8    C08  C09  109.99  3.000
 VXP  H7    C08  C09  109.21  3.000
 VXP  N07   C08  C09  109.48  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
 VXP  CONST_01  C14   C16  C09  C10     0.00   0.0  0
 VXP  CONST_02  C14   C13  C11  C10     0.00   0.0  0
 VXP  CONST_03  C16   C09  C10  C11     0.00   0.0  0
 VXP  CONST_04  C16   C14  C13  C11     0.00   0.0  0
 VXP  CONST_05  C09   C16  C14  C13     0.00   0.0  0
 VXP  CONST_06  C09   C10  C11  C13     0.00   0.0  0
 VXP  CONST_07  C20   C19  C18  C17     0.00   0.0  0
 VXP  CONST_08  C20   C05  C06  C17     0.00   0.0  0
 VXP  CONST_09  C05   C20  C19  C18     0.00   0.0  0
 VXP  CONST_10  C05   C06  C17  C18     0.00   0.0  0
 VXP  CONST_11  C06   C17  C18  C19     0.00   0.0  0
 VXP  CONST_12  C06   C05  C20  C19     0.00   0.0  0
 VXP  CONST_13  C04   N03  C02  C20     0.00   0.0  0
 VXP  CONST_14  C08   C09  C10  C11   180.00   0.0  0
 VXP  CONST_15  O15   C14  C13  C11   180.00   0.0  0
 VXP  CONST_16  C08   C09  C16  C14   180.00   0.0  0
 VXP  CONST_17  CL12  C11  C13  C14   180.00   0.0  0
 VXP  CONST_18  N07   C06  C17  C18   180.00   0.0  0
 VXP  CONST_19  N07   C06  C05  C20   180.00   0.0  0
 VXP  CONST_20  N07   C06  C05  C04     0.00   0.0  0
 VXP  CONST_21  O15   C14  C16  C09   180.00   0.0  0
 VXP  CONST_22  CL12  C11  C10  C09   180.00   0.0  0
 VXP  CONST_23  O01   C02  N03  C04   180.00   0.0  0
 VXP  CONST_24  H3    C16  C09  C10   180.00   0.0  0
 VXP  CONST_25  H2    C13  C11  C10   180.00   0.0  0
 VXP  CONST_26  H1    C10  C11  C13   180.00   0.0  0
 VXP  CONST_27  H6    C19  C18  C17   180.00   0.0  0
 VXP  CONST_28  H4    C17  C18  C19   180.00   0.0  0
 VXP  CONST_29  H5    C18  C19  C20   180.00   0.0  0
 VXP  CONST_30  H9    N03  C02  C20   180.00   0.0  0
 VXP  CONST_31  C08   N07  C06  C17     0.00   0.0  0
 VXP  CONST_32  C08   N07  C06  C05   180.00   0.0  0
 VXP  CONST_33  H10   N07  C06  C17   180.00   0.0  0
 VXP  Var_01    N07   C08  C09  C10    73.65  30.0  2
 VXP  Var_02    C09   C08  N07  C06  -171.56  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
 VXP  plan-1  C10   0.020
 VXP  plan-1  C11   0.020
 VXP  plan-1  C13   0.020
 VXP  plan-1  C14   0.020
 VXP  plan-1  C16   0.020
 VXP  plan-1  C09   0.020
 VXP  plan-1  O15   0.020
 VXP  plan-1  CL12  0.020
 VXP  plan-1  H1    0.020
 VXP  plan-1  H2    0.020
 VXP  plan-1  H3    0.020
 VXP  plan-1  C08   0.020
 VXP  plan-2  C17   0.020
 VXP  plan-2  C18   0.020
 VXP  plan-2  C19   0.020
 VXP  plan-2  C20   0.020
 VXP  plan-2  C02   0.020
 VXP  plan-2  C04   0.020
 VXP  plan-2  C05   0.020
 VXP  plan-2  C06   0.020
 VXP  plan-2  N03   0.020
 VXP  plan-2  N07   0.020
 VXP  plan-2  O21   0.020
 VXP  plan-2  H4    0.020
 VXP  plan-2  H5    0.020
 VXP  plan-2  H6    0.020
 VXP  plan-2  H9    0.020
 VXP  plan-2  O01   0.020
 VXP  plan-3  C06   0.020
 VXP  plan-3  N07   0.020
 VXP  plan-3  H10   0.020
 VXP  plan-3  C08   0.020

