# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 04:22:05 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 4-{[3-(3-hydroxyphenyl)propyl]amino}-1H-isoindole-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(CCCNc2cccc3C(=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
 KSY  KSY  4-{[3-(3-hydroxyphenyl)propyl]amino}-1H-isoindole-1,3(2H)-dione  ligand  38  22  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KSY
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
 KSY  C21  C  CR56  0  -0.062   4.4352   0.2860  -0.1589
 KSY  C20  C  CR16  0  -0.345   4.7827   1.6067  -0.2896
 KSY  C19  C  CR16  0  -0.237   3.7204   2.5203  -0.2949
 KSY  C18  C  CR16  0  -0.357   2.4028   2.1237  -0.1775
 KSY  C17  C  CR16  0  -0.343  -4.7428   0.3662   1.5735
 KSY  C16  C  CR16  0  -0.228  -5.9103  -0.3823   1.6564
 KSY  C15  C  CR16  0  -0.355  -6.5169  -0.8870   0.5174
 KSY  C10  C  CH2   0  -0.512  -2.8806   1.3896   0.2187
 KSY  C13  C  CR6   0   0.373  -5.9434  -0.6371  -0.7277
 KSY  C02  C  CR5   0   0.565   5.3073  -0.9175  -0.1177
 KSY  C04  C  CR5   0   0.573   3.1180  -1.6014   0.0811
 KSY  C05  C  CR56  0  -0.139   3.1176  -0.1406  -0.0383
 KSY  C06  C  CR6   0   0.399   2.0433   0.7585  -0.0435
 KSY  C08  C  CH2   0  -0.257  -0.3710   1.2502   0.0784
 KSY  C09  C  CH2   0  -0.466  -1.6646   0.4635   0.2067
 KSY  C11  C  CR6   0   0.148  -4.1670   0.6203   0.3323
 KSY  C12  C  CR16  0  -0.442  -4.7748   0.1138  -0.8132
 KSY  N03  N  NR15  0  -0.744   4.4495  -1.9864   0.0265
 KSY  N07  N  NH1   0  -0.698   0.7646   0.3572   0.0684
 KSY  O01  O  O     0  -0.405   6.5101  -0.9740  -0.1920
 KSY  O22  O  O     0  -0.423   2.1795  -2.3576   0.2042
 KSY  H1   H  HCR6  0   0.266   5.8097   1.9303  -0.3847
 KSY  H2   H  HCR6  0   0.273   3.9300   3.5774  -0.3940
 KSY  H3   H  HCR6  0   0.287   1.6332   2.8828  -0.1887
 KSY  H4   H  HCR6  0   0.243  -4.2821   0.7543   2.4734
 KSY  H5   H  HCR6  0   0.254  -6.3586  -0.5737   2.6230
 KSY  H6   H  HCR6  0   0.260  -7.4274  -1.4691   0.5861
 KSY  H7   H  HCH2  0   0.248  -2.7921   2.0906   1.0523
 KSY  H8   H  HCH2  0   0.246  -2.8861   1.9885  -0.6962
 KSY  H9   H  HCH2  0   0.234  -0.3956   1.8420  -0.8434
 KSY  H10  H  HCH2  0   0.234  -0.2915   1.9617   0.9085
 KSY  H11  H  HCH2  0   0.244  -1.6474  -0.1282   1.1267
 KSY  H12  H  HCH2  0   0.244  -1.7499  -0.2417  -0.6252
 KSY  H13  H  HCR6  0   0.260  -4.3311   0.3108  -1.7843
 KSY  H14  H  HNR5  0   0.424   4.7535  -2.9486   0.0793
 KSY  H15  H  HNH1  0   0.398   0.5908  -0.6285   0.1803
 KSY  H16  H  HOH1  0   0.473  -6.0697  -0.9132  -2.6152
 KSY  O14  O  OH1   0  -0.635  -6.5583  -1.1431  -1.8170

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
 KSY  C16  C15  aromatic  1.386  0.020  1.386
 KSY  C16  C17  aromatic  1.389  0.020  1.389
 KSY  C15  C13  aromatic  1.393  0.020  1.393
 KSY  C17  C11  aromatic  1.392  0.020  1.392
 KSY  C13  O14  single    1.349  0.020  1.349
 KSY  C13  C12  aromatic  1.392  0.020  1.392
 KSY  C11  C12  aromatic  1.392  0.020  1.392
 KSY  C11  C10  single    1.503  0.020  1.503
 KSY  C10  C09  single    1.529  0.020  1.529
 KSY  C09  C08  single    1.519  0.020  1.519
 KSY  C08  N07  single    1.445  0.020  1.445
 KSY  N07  C06  single    1.345  0.020  1.345
 KSY  O22  C04  double    1.212  0.020  1.212
 KSY  C06  C05  aromatic  1.401  0.020  1.401
 KSY  C06  C18  aromatic  1.418  0.020  1.418
 KSY  C04  C05  single    1.466  0.020  1.466
 KSY  C04  N03  single    1.387  0.020  1.387
 KSY  C05  C21  aromatic  1.390  0.020  1.390
 KSY  C18  C19  aromatic  1.381  0.020  1.381
 KSY  N03  C02  single    1.378  0.020  1.378
 KSY  C21  C02  single    1.487  0.020  1.487
 KSY  C21  C20  aromatic  1.372  0.020  1.372
 KSY  C19  C20  aromatic  1.401  0.020  1.401
 KSY  C02  O01  double    1.206  0.020  1.206
 KSY  C20  H1   single    0.930  0.020  1.080
 KSY  C19  H2   single    0.930  0.020  1.080
 KSY  C18  H3   single    0.930  0.020  1.080
 KSY  C17  H4   single    0.930  0.020  1.080
 KSY  C16  H5   single    0.930  0.020  1.080
 KSY  C15  H6   single    0.930  0.020  1.080
 KSY  C10  H7   single    0.970  0.020  1.090
 KSY  C10  H8   single    0.970  0.020  1.090
 KSY  C08  H9   single    0.970  0.020  1.090
 KSY  C08  H10  single    0.970  0.020  1.090
 KSY  C09  H11  single    0.970  0.020  1.090
 KSY  C09  H12  single    0.970  0.020  1.090
 KSY  C12  H13  single    0.930  0.020  1.080
 KSY  N03  H14  single    0.860  0.020  1.020
 KSY  N07  H15  single    0.860  0.020  1.020
 KSY  O14  H16  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
 KSY  C05  C21  C02  107.77  3.000
 KSY  C02  C21  C20  129.29  3.000
 KSY  C05  C21  C20  122.94  3.000
 KSY  H1   C20  C19  121.66  3.000
 KSY  H1   C20  C21  122.49  3.000
 KSY  C19  C20  C21  115.85  3.000
 KSY  H2   C19  C18  118.23  3.000
 KSY  H2   C19  C20  119.37  3.000
 KSY  C18  C19  C20  122.40  3.000
 KSY  H3   C18  C06  119.77  3.000
 KSY  H3   C18  C19  118.47  3.000
 KSY  C06  C18  C19  121.76  3.000
 KSY  H4   C17  C11  119.98  3.000
 KSY  H4   C17  C16  120.06  3.000
 KSY  C11  C17  C16  119.96  3.000
 KSY  H5   C16  C15  119.23  3.000
 KSY  H5   C16  C17  119.77  3.000
 KSY  C15  C16  C17  121.00  3.000
 KSY  H6   C15  C13  119.94  3.000
 KSY  H6   C15  C16  120.78  3.000
 KSY  C13  C15  C16  119.28  3.000
 KSY  H8   C10  H7   106.70  3.000
 KSY  H8   C10  C11  109.83  3.000
 KSY  H7   C10  C11  109.88  3.000
 KSY  H8   C10  C09  109.22  3.000
 KSY  H7   C10  C09  109.28  3.000
 KSY  C11  C10  C09  111.79  3.000
 KSY  O14  C13  C12  122.38  3.000
 KSY  C12  C13  C15  119.81  3.000
 KSY  O14  C13  C15  117.81  3.000
 KSY  O01  C02  N03  126.20  3.000
 KSY  O01  C02  C21  128.39  3.000
 KSY  N03  C02  C21  105.40  3.000
 KSY  O22  C04  N03  125.05  3.000
 KSY  N03  C04  C05  105.88  3.000
 KSY  O22  C04  C05  129.07  3.000
 KSY  C06  C05  C04  129.80  3.000
 KSY  C04  C05  C21  108.22  3.000
 KSY  C06  C05  C21  121.98  3.000
 KSY  N07  C06  C05  122.50  3.000
 KSY  C05  C06  C18  115.07  3.000
 KSY  N07  C06  C18  122.42  3.000
 KSY  H10  C08  H9   106.74  3.000
 KSY  H10  C08  N07  110.45  3.000
 KSY  H9   C08  N07  110.22  3.000
 KSY  H10  C08  C09  109.50  3.000
 KSY  H9   C08  C09  109.37  3.000
 KSY  N07  C08  C09  110.47  3.000
 KSY  H12  C09  H11  106.99  3.000
 KSY  H12  C09  C08  109.63  3.000
 KSY  H11  C09  C08  109.74  3.000
 KSY  H12  C09  C10  109.54  3.000
 KSY  H11  C09  C10  109.48  3.000
 KSY  C08  C09  C10  111.36  3.000
 KSY  C12  C11  C10  119.85  3.000
 KSY  C10  C11  C17  120.99  3.000
 KSY  C12  C11  C17  119.13  3.000
 KSY  H13  C12  C11  119.44  3.000
 KSY  H13  C12  C13  119.73  3.000
 KSY  C11  C12  C13  120.83  3.000
 KSY  H14  N03  C04  123.43  3.000
 KSY  H14  N03  C02  123.84  3.000
 KSY  C04  N03  C02  112.73  3.000
 KSY  H15  N07  C08  117.94  3.000
 KSY  H15  N07  C06  117.73  3.000
 KSY  C08  N07  C06  124.30  3.000
 KSY  H16  O14  C13  110.37  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
 KSY  CONST_01  C18  C06  C05  C21     0.00   0.0  0
 KSY  CONST_02  C18  C19  C20  C21     0.00   0.0  0
 KSY  CONST_03  C06  C05  C21  C20     0.00   0.0  0
 KSY  CONST_04  C06  C18  C19  C20     0.00   0.0  0
 KSY  CONST_05  C05  C06  C18  C19     0.00   0.0  0
 KSY  CONST_06  C05  C21  C20  C19     0.00   0.0  0
 KSY  CONST_07  C13  C15  C16  C17     0.00   0.0  0
 KSY  CONST_08  C13  C12  C11  C17     0.00   0.0  0
 KSY  CONST_09  C12  C13  C15  C16     0.00   0.0  0
 KSY  CONST_10  C12  C11  C17  C16     0.00   0.0  0
 KSY  CONST_11  C11  C17  C16  C15     0.00   0.0  0
 KSY  CONST_12  C11  C12  C13  C15     0.00   0.0  0
 KSY  CONST_13  C04  N03  C02  C21     0.00   0.0  0
 KSY  CONST_14  N07  C06  C05  C21   180.00   0.0  0
 KSY  CONST_15  N07  C06  C18  C19   180.00   0.0  0
 KSY  CONST_16  O14  C13  C15  C16   180.00   0.0  0
 KSY  CONST_17  C10  C11  C17  C16   180.00   0.0  0
 KSY  CONST_18  C13  C12  C11  C10   180.00   0.0  0
 KSY  CONST_19  N07  C06  C05  C04     0.00   0.0  0
 KSY  CONST_20  O14  C13  C12  C11   180.00   0.0  0
 KSY  CONST_21  O01  C02  N03  C04   180.00   0.0  0
 KSY  CONST_22  H2   C19  C20  C21   180.00   0.0  0
 KSY  CONST_23  H3   C18  C19  C20   180.00   0.0  0
 KSY  CONST_24  H1   C20  C19  C18   180.00   0.0  0
 KSY  CONST_25  H6   C15  C16  C17   180.00   0.0  0
 KSY  CONST_26  H13  C12  C11  C17   180.00   0.0  0
 KSY  CONST_27  H4   C17  C16  C15   180.00   0.0  0
 KSY  CONST_28  H5   C16  C15  C13   180.00   0.0  0
 KSY  CONST_29  H14  N03  C02  C21   180.00   0.0  0
 KSY  CONST_30  C08  N07  C06  C18     0.00   0.0  0
 KSY  CONST_31  C08  N07  C06  C05   180.00   0.0  0
 KSY  CONST_32  H15  N07  C06  C18   180.00   0.0  0
 KSY  Var_01    C09  C10  C11  C17    92.48  30.0  2
 KSY  Var_02    C09  C08  N07  C06   179.51  30.0  1
 KSY  Var_03    C11  C10  C09  C08   179.46  30.0  1
 KSY  Var_04    N07  C08  C09  C10  -179.98  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
 KSY  plan-1  C17  0.020
 KSY  plan-1  C16  0.020
 KSY  plan-1  C15  0.020
 KSY  plan-1  C10  0.020
 KSY  plan-1  C13  0.020
 KSY  plan-1  C11  0.020
 KSY  plan-1  C12  0.020
 KSY  plan-1  H4   0.020
 KSY  plan-1  H5   0.020
 KSY  plan-1  H6   0.020
 KSY  plan-1  H13  0.020
 KSY  plan-1  O14  0.020
 KSY  plan-2  C21  0.020
 KSY  plan-2  C20  0.020
 KSY  plan-2  C19  0.020
 KSY  plan-2  C18  0.020
 KSY  plan-2  C02  0.020
 KSY  plan-2  C04  0.020
 KSY  plan-2  C05  0.020
 KSY  plan-2  C06  0.020
 KSY  plan-2  N03  0.020
 KSY  plan-2  N07  0.020
 KSY  plan-2  O01  0.020
 KSY  plan-2  O22  0.020
 KSY  plan-2  H1   0.020
 KSY  plan-2  H2   0.020
 KSY  plan-2  H3   0.020
 KSY  plan-2  H14  0.020
 KSY  plan-3  C06  0.020
 KSY  plan-3  C08  0.020
 KSY  plan-3  N07  0.020
 KSY  plan-3  H15  0.020

