# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:05:16 2021
#   Inital geometry file: a 101 line input string
#   Ligand name: 4-{[3-(3-chloro-5-hydroxyphenyl)propyl]amino}-1H-isoindole-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(Cl)cc(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
 VXV  VXV  4-{[3-(3-chloro-5-hydroxyphenyl)propyl]amino}-1H-isoindole-1,3(2H)-dione  ligand  38  23  .  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_VXV
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
 VXV  C02   C   CR5   0   0.565  -13.2702  -84.4213   -8.0940
 VXV  C04   C   CR5   0   0.574  -13.6808  -86.0151   -9.7043
 VXV  C05   C   CR56  0  -0.139  -14.9016  -85.8635   -8.9069
 VXV  C06   C   CR6   0   0.401  -16.1348  -86.5163   -9.0263
 VXV  C08   C   CH2   0  -0.282  -17.5772  -88.2194  -10.0925
 VXV  C09   C   CH2   0  -0.474  -17.6235  -88.9553  -11.4214
 VXV  C10   C   CH2   0  -0.510  -17.7009  -88.0181  -12.6293
 VXV  C11   C   CR6   0   0.144  -17.7916  -88.7885  -13.9160
 VXV  C12   C   CR16  0  -0.307  -16.6406  -89.0689  -14.6458
 VXV  C13   C   CR6   0  -0.005  -16.7491  -89.8217  -15.8045
 VXV  C15   C   CR16  0  -0.321  -17.9600  -90.3074  -16.2617
 VXV  C16   C   CR6   0   0.379  -19.1075  -90.0245  -15.5227
 VXV  C18   C   CR16  0  -0.434  -19.0199  -89.2684  -14.3578
 VXV  C19   C   CR16  0  -0.353  -17.1109  -86.1355   -8.0719
 VXV  C20   C   CR16  0  -0.238  -16.8527  -85.1766   -7.1119
 VXV  C21   C   CR16  0  -0.344  -15.6155  -84.5275   -7.0123
 VXV  C22   C   CR56  0  -0.062  -14.6671  -84.9033   -7.9297
 VXV  N03   N   NR15  0  -0.743  -12.7621  -85.1290   -9.1622
 VXV  N07   N   NH1   0  -0.694  -16.3709  -87.4292   -9.9888
 VXV  O01   O   O     0  -0.404  -12.6823  -83.5909   -7.4461
 VXV  O17   O   OH1   0  -0.629  -20.2729  -90.5087  -15.9872
 VXV  O23   O   O     0  -0.421  -13.4700  -86.7476  -10.6460
 VXV  CL14  CL  CL    0  -0.132  -15.3153  -90.1664  -16.7198
 VXV  H1    H   HCH2  0   0.239  -18.4507  -87.5662  -10.0167
 VXV  H2    H   HCH2  0   0.248  -17.6457  -88.9425   -9.2716
 VXV  H3    H   HCH2  0   0.257  -18.4987  -89.6085  -11.4110
 VXV  H4    H   HCH2  0   0.245  -16.7516  -89.6107  -11.5140
 VXV  H5    H   HCH2  0   0.249  -16.8266  -87.3645  -12.6552
 VXV  H6    H   HCH2  0   0.251  -18.5727  -87.3674  -12.5214
 VXV  H7    H   HCR6  0   0.267  -15.6772  -88.7051  -14.3134
 VXV  H8    H   HCR6  0   0.284  -18.0239  -90.8924  -17.1699
 VXV  H9    H   HCR6  0   0.268  -19.9175  -89.0494  -13.7883
 VXV  H10   H   HCR6  0   0.285  -18.0860  -86.6023   -8.0840
 VXV  H11   H   HCR6  0   0.274  -17.6397  -84.9277   -6.4118
 VXV  H12   H   HCR6  0   0.267  -15.4290  -83.7801   -6.2540
 VXV  H13   H   HNR5  0   0.424  -11.8203  -85.0194   -9.5110
 VXV  H14   H   HNH1  0   0.394  -15.5750  -87.7397  -10.5239
 VXV  H15   H   HOH1  0   0.478  -20.9972  -90.2660  -15.3994

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
 VXV  O17   C16  single    1.345  0.020  1.345
 VXV  CL14  C13  single    1.736  0.020  1.736
 VXV  C15   C16  aromatic  1.394  0.020  1.394
 VXV  C15   C13  aromatic  1.382  0.020  1.382
 VXV  C16   C18  aromatic  1.392  0.020  1.392
 VXV  C13   C12  aromatic  1.386  0.020  1.386
 VXV  C18   C11  aromatic  1.391  0.020  1.391
 VXV  C12   C11  aromatic  1.391  0.020  1.391
 VXV  C11   C10  single    1.502  0.020  1.502
 VXV  C10   C09  single    1.531  0.020  1.531
 VXV  C09   C08  single    1.520  0.020  1.520
 VXV  O23   C04  double    1.212  0.020  1.212
 VXV  C04   N03  single    1.387  0.020  1.387
 VXV  C04   C05  single    1.466  0.020  1.466
 VXV  C08   N07  single    1.446  0.020  1.446
 VXV  N03   C02  single    1.378  0.020  1.378
 VXV  N07   C06  single    1.347  0.020  1.347
 VXV  C05   C06  aromatic  1.400  0.020  1.400
 VXV  C05   C22  aromatic  1.390  0.020  1.390
 VXV  C06   C19  aromatic  1.417  0.020  1.417
 VXV  C02   O01  double    1.206  0.020  1.206
 VXV  C02   C22  single    1.487  0.020  1.487
 VXV  C22   C21  aromatic  1.372  0.020  1.372
 VXV  C19   C20  aromatic  1.381  0.020  1.381
 VXV  C21   C20  aromatic  1.401  0.020  1.401
 VXV  C08   H1   single    0.970  0.020  1.090
 VXV  C08   H2   single    0.970  0.020  1.090
 VXV  C09   H3   single    0.970  0.020  1.090
 VXV  C09   H4   single    0.970  0.020  1.090
 VXV  C10   H5   single    0.970  0.020  1.090
 VXV  C10   H6   single    0.970  0.020  1.090
 VXV  C12   H7   single    0.930  0.020  1.080
 VXV  C15   H8   single    0.930  0.020  1.080
 VXV  C18   H9   single    0.930  0.020  1.080
 VXV  C19   H10  single    0.930  0.020  1.080
 VXV  C20   H11  single    0.930  0.020  1.080
 VXV  C21   H12  single    0.930  0.020  1.080
 VXV  N03   H13  single    0.860  0.020  1.020
 VXV  N07   H14  single    0.860  0.020  1.020
 VXV  O17   H15  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
 VXV  O01   C02  N03  126.16  3.000
 VXV  O01   C02  C22  128.44  3.000
 VXV  N03   C02  C22  105.40  3.000
 VXV  O23   C04  N03  125.10  3.000
 VXV  N03   C04  C05  105.84  3.000
 VXV  O23   C04  C05  129.06  3.000
 VXV  C22   C05  C06  122.04  3.000
 VXV  C22   C05  C04  108.26  3.000
 VXV  C06   C05  C04  129.70  3.000
 VXV  N07   C06  C19  122.85  3.000
 VXV  C19   C06  C05  115.08  3.000
 VXV  N07   C06  C05  122.07  3.000
 VXV  H2    C08  H1   107.00  3.000
 VXV  H2    C08  N07  111.04  3.000
 VXV  H1    C08  N07  109.58  3.000
 VXV  H2    C08  C09  109.49  3.000
 VXV  H1    C08  C09  109.00  3.000
 VXV  N07   C08  C09  110.65  3.000
 VXV  H4    C09  H3   106.32  3.000
 VXV  H4    C09  C10  109.88  3.000
 VXV  H3    C09  C10  109.46  3.000
 VXV  H4    C09  C08  109.85  3.000
 VXV  H3    C09  C08  107.80  3.000
 VXV  C10   C09  C08  113.27  3.000
 VXV  H6    C10  H5   106.53  3.000
 VXV  H6    C10  C11  109.98  3.000
 VXV  H5    C10  C11  109.57  3.000
 VXV  H6    C10  C09  109.07  3.000
 VXV  H5    C10  C09  110.16  3.000
 VXV  C11   C10  C09  111.40  3.000
 VXV  C18   C11  C12  119.63  3.000
 VXV  C12   C11  C10  120.17  3.000
 VXV  C18   C11  C10  120.15  3.000
 VXV  H7    C12  C13  120.61  3.000
 VXV  H7    C12  C11  120.50  3.000
 VXV  C13   C12  C11  118.89  3.000
 VXV  CL14  C13  C15  118.65  3.000
 VXV  C15   C13  C12  122.40  3.000
 VXV  CL14  C13  C12  118.95  3.000
 VXV  H8    C15  C16  120.39  3.000
 VXV  H8    C15  C13  121.28  3.000
 VXV  C16   C15  C13  118.32  3.000
 VXV  O17   C16  C18  122.64  3.000
 VXV  C18   C16  C15  120.15  3.000
 VXV  O17   C16  C15  117.21  3.000
 VXV  H9    C18  C16  119.79  3.000
 VXV  H9    C18  C11  119.61  3.000
 VXV  C16   C18  C11  120.59  3.000
 VXV  H10   C19  C20  118.44  3.000
 VXV  H10   C19  C06  119.84  3.000
 VXV  C20   C19  C06  121.72  3.000
 VXV  H11   C20  C21  119.32  3.000
 VXV  H11   C20  C19  118.25  3.000
 VXV  C21   C20  C19  122.43  3.000
 VXV  H12   C21  C22  122.63  3.000
 VXV  H12   C21  C20  121.51  3.000
 VXV  C22   C21  C20  115.85  3.000
 VXV  C21   C22  C05  122.87  3.000
 VXV  C21   C22  C02  129.39  3.000
 VXV  C05   C22  C02  107.74  3.000
 VXV  H13   N03  C04  123.49  3.000
 VXV  H13   N03  C02  123.75  3.000
 VXV  C04   N03  C02  112.76  3.000
 VXV  H14   N07  C08  116.90  3.000
 VXV  H14   N07  C06  116.71  3.000
 VXV  C08   N07  C06  124.59  3.000
 VXV  H15   O17  C16  110.49  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
 VXV  CONST_01  C20   C19  C06  C05     0.00   0.0  0
 VXV  CONST_02  C20   C21  C22  C05     0.00   0.0  0
 VXV  CONST_03  C21   C22  C05  C06     0.00   0.0  0
 VXV  CONST_04  C21   C20  C19  C06     0.00   0.0  0
 VXV  CONST_05  C15   C16  C18  C11     0.00   0.0  0
 VXV  CONST_06  C15   C13  C12  C11     0.00   0.0  0
 VXV  CONST_07  C16   C15  C13  C12     0.00   0.0  0
 VXV  CONST_08  C16   C18  C11  C12     0.00   0.0  0
 VXV  CONST_09  C18   C16  C15  C13     0.00   0.0  0
 VXV  CONST_10  C18   C11  C12  C13     0.00   0.0  0
 VXV  CONST_11  C22   C05  C06  C19     0.00   0.0  0
 VXV  CONST_12  C22   C21  C20  C19     0.00   0.0  0
 VXV  CONST_13  C22   C02  N03  C04     0.00   0.0  0
 VXV  CONST_14  N07   C06  C05  C04     0.00   0.0  0
 VXV  CONST_15  C16   C18  C11  C10   180.00   0.0  0
 VXV  CONST_16  C13   C12  C11  C10   180.00   0.0  0
 VXV  CONST_17  O17   C16  C18  C11   180.00   0.0  0
 VXV  CONST_18  CL14  C13  C12  C11   180.00   0.0  0
 VXV  CONST_19  O17   C16  C15  C13   180.00   0.0  0
 VXV  CONST_20  CL14  C13  C15  C16   180.00   0.0  0
 VXV  CONST_21  N07   C06  C19  C20   180.00   0.0  0
 VXV  CONST_22  N07   C06  C05  C22   180.00   0.0  0
 VXV  CONST_23  O01   C02  N03  C04   180.00   0.0  0
 VXV  CONST_24  H12   C21  C22  C02     0.00   0.0  0
 VXV  CONST_25  H10   C19  C06  C05   180.00   0.0  0
 VXV  CONST_26  H11   C20  C19  C06   180.00   0.0  0
 VXV  CONST_27  H8    C15  C13  C12   180.00   0.0  0
 VXV  CONST_28  H9    C18  C11  C12   180.00   0.0  0
 VXV  CONST_29  H7    C12  C13  C15   180.00   0.0  0
 VXV  CONST_30  H13   N03  C02  C22   180.00   0.0  0
 VXV  CONST_31  C08   N07  C06  C05   180.00   0.0  0
 VXV  CONST_32  C19   C06  N07  C08     0.00   0.0  0
 VXV  CONST_33  H14   N07  C06  C05     0.00   0.0  0
 VXV  Var_01    C18   C11  C10  C09    82.92  30.0  2
 VXV  Var_02    C09   C08  N07  C06   169.65  30.0  1
 VXV  Var_03    C11   C10  C09  C08  -178.07  30.0  1
 VXV  Var_04    N07   C08  C09  C10   -64.12  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
 VXV  plan-1  C10   0.020
 VXV  plan-1  C11   0.020
 VXV  plan-1  C12   0.020
 VXV  plan-1  C13   0.020
 VXV  plan-1  C15   0.020
 VXV  plan-1  C16   0.020
 VXV  plan-1  C18   0.020
 VXV  plan-1  O17   0.020
 VXV  plan-1  CL14  0.020
 VXV  plan-1  H7    0.020
 VXV  plan-1  H8    0.020
 VXV  plan-1  H9    0.020
 VXV  plan-2  C02   0.020
 VXV  plan-2  C04   0.020
 VXV  plan-2  C05   0.020
 VXV  plan-2  C06   0.020
 VXV  plan-2  C19   0.020
 VXV  plan-2  C20   0.020
 VXV  plan-2  C21   0.020
 VXV  plan-2  C22   0.020
 VXV  plan-2  N03   0.020
 VXV  plan-2  N07   0.020
 VXV  plan-2  O01   0.020
 VXV  plan-2  O23   0.020
 VXV  plan-2  H10   0.020
 VXV  plan-2  H11   0.020
 VXV  plan-2  H12   0.020
 VXV  plan-2  H13   0.020
 VXV  plan-3  C06   0.020
 VXV  plan-3  C08   0.020
 VXV  plan-3  N07   0.020
 VXV  plan-3  H14   0.020

