# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 00:14:40 2022
#   Inital geometry file: a 109 line input string
#   Ligand name: (~{E})-2-(1,3-benzoxazol-2-yl)-3-[4-[2-hydroxyethyl(methyl)amino]phenyl]prop-2-enenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCO)c1ccc(cc1)\C=C(C#N)\c2oc3ccccc3n2
#
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
 J8X  J8X  "(~{E})-2-(1,3-benzoxazol-2-yl)-3-[4-[2-hydroxyethyl(methyl)amino]phenyl]prop-2-enenitrile"
  ligand  41  24  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_J8X
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
 J8X  C10  C  CH3   0  -0.556  30.6249   7.9669   1.0801
 J8X  C13  C  CR5   0   0.575  32.2368  16.1794   3.6941
 J8X  C21  C  CR16  0  -0.340  31.2395  19.4913   3.1567
 J8X  C22  C  CR16  0  -0.268  31.8241  20.5861   3.7830
 J8X  C24  C  CR16  0  -0.332  33.3854  19.1888   5.0206
 J8X  C01  C  CR16  0  -0.330  29.5766  11.5399   0.6250
 J8X  C02  C  CR6   0   0.420  30.2484  10.3640   1.0398
 J8X  C03  C  CR16  0  -0.336  31.2797  10.5276   2.0008
 J8X  C04  C  CR16  0  -0.290  31.6168  11.7607   2.4962
 J8X  C05  C  CR6   0   0.128  30.9593  12.9327   2.0771
 J8X  C06  C  CR16  0  -0.280  29.9325  12.7647   1.1254
 J8X  C08  C  CH2   0  -0.368  28.9936   8.9125  -0.5082
 J8X  C09  C  CH2   0  -0.147  27.6312   8.4669  -0.0135
 J8X  C11  C  C1    0  -0.266  31.2319  14.2626   2.5145
 J8X  C12  C  C     0  -0.142  32.1179  14.7626   3.4263
 J8X  C14  C  CSP   0   0.009  33.0013  13.9647   4.2007
 J8X  C18  C  CR56  0   0.347  31.7667  18.2641   3.4968
 J8X  C19  C  CR56  0   0.165  32.8087  18.0862   4.4016
 J8X  C23  C  CR16  0  -0.260  32.8755  20.4369   4.6939
 J8X  N07  N  NT    0  -0.485  29.9574   9.1400   0.5523
 J8X  N15  N  NS    0  -0.252  33.7216  13.3330   4.8436
 J8X  N20  N  N     0  -0.468  33.0773  16.7353   4.5000
 J8X  O16  O  OH1   0  -0.658  27.0562   9.4916   0.7589
 J8X  O17  O  O     0  -0.460  31.4093  17.0307   3.0515
 J8X  H1   H  HCH3  0   0.250  31.6955   7.9736   0.8619
 J8X  H2   H  HCH3  0   0.250  30.4941   7.8742   2.1593
 J8X  H3   H  HCH3  0   0.270  30.1983   7.0794   0.6209
 J8X  H4   H  HCR6  0   0.276  30.4268  19.6015   2.4517
 J8X  H5   H  HCR6  0   0.264  31.4559  21.5783   3.5593
 J8X  H6   H  HCR6  0   0.264  34.1983  19.0769   5.7256
 J8X  H7   H  HCR6  0   0.267  28.7568  11.4948  -0.0749
 J8X  H8   H  HCR6  0   0.279  31.8343   9.6728   2.3584
 J8X  H9   H  HCR6  0   0.264  32.4188  11.7992   3.2178
 J8X  H10  H  HCR6  0   0.265  29.3910  13.6378   0.7803
 J8X  H11  H  HCH2  0   0.271  29.3880   8.1325  -1.1625
 J8X  H12  H  HCH2  0   0.264  28.9000   9.8016  -1.1302
 J8X  H13  H  HCH2  0   0.205  27.0231   8.2225  -0.8945
 J8X  H14  H  HCH2  0   0.202  27.7406   7.5372   0.5603
 J8X  H15  H  H     0   0.285  30.6187  15.0098   2.0219
 J8X  H16  H  HCR6  0   0.261  33.2989  21.3197   5.1541
 J8X  H17  H  HOH1  0   0.456  26.2309   9.1654   1.1290

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
 J8X  C08  C09  single    1.516  0.020  1.516
 J8X  C08  N07  single    1.451  0.020  1.451
 J8X  C09  O16  single    1.406  0.020  1.406
 J8X  C01  C06  aromatic  1.370  0.020  1.370
 J8X  C01  C02  aromatic  1.416  0.020  1.416
 J8X  N07  C02  single    1.349  0.020  1.349
 J8X  N07  C10  single    1.449  0.020  1.449
 J8X  C06  C05  aromatic  1.410  0.020  1.410
 J8X  C02  C03  aromatic  1.419  0.020  1.419
 J8X  C05  C11  single    1.426  0.020  1.426
 J8X  C05  C04  aromatic  1.408  0.020  1.408
 J8X  C03  C04  aromatic  1.371  0.020  1.371
 J8X  C11  C12  double    1.366  0.020  1.366
 J8X  O17  C18  aromatic  1.359  0.020  1.359
 J8X  O17  C13  aromatic  1.350  0.020  1.350
 J8X  C21  C18  aromatic  1.378  0.020  1.378
 J8X  C21  C22  aromatic  1.390  0.020  1.390
 J8X  C12  C13  single    1.447  0.020  1.447
 J8X  C12  C14  single    1.420  0.020  1.420
 J8X  C18  C19  aromatic  1.391  0.020  1.391
 J8X  C13  N20  aromatic  1.290  0.020  1.290
 J8X  C22  C23  aromatic  1.399  0.020  1.399
 J8X  C14  N15  triple    1.154  0.020  1.154
 J8X  C19  N20  aromatic  1.381  0.020  1.381
 J8X  C19  C24  aromatic  1.390  0.020  1.390
 J8X  C23  C24  aromatic  1.387  0.020  1.387
 J8X  C10  H1   single    0.970  0.020  1.090
 J8X  C10  H2   single    0.970  0.020  1.090
 J8X  C10  H3   single    0.970  0.020  1.090
 J8X  C21  H4   single    0.930  0.020  1.080
 J8X  C22  H5   single    0.930  0.020  1.080
 J8X  C24  H6   single    0.930  0.020  1.080
 J8X  C01  H7   single    0.930  0.020  1.080
 J8X  C03  H8   single    0.930  0.020  1.080
 J8X  C04  H9   single    0.930  0.020  1.080
 J8X  C06  H10  single    0.930  0.020  1.080
 J8X  C08  H11  single    0.970  0.020  1.090
 J8X  C08  H12  single    0.970  0.020  1.090
 J8X  C09  H13  single    0.970  0.020  1.090
 J8X  C09  H14  single    0.970  0.020  1.090
 J8X  C11  H15  single    0.930  0.020  1.080
 J8X  C23  H16  single    0.930  0.020  1.080
 J8X  O16  H17  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
 J8X  H3   C10  H2   107.56  3.000
 J8X  H3   C10  H1   107.78  3.000
 J8X  H2   C10  H1   108.39  3.000
 J8X  H3   C10  N07  109.05  3.000
 J8X  H2   C10  N07  111.94  3.000
 J8X  H1   C10  N07  111.94  3.000
 J8X  O17  C13  N20  115.15  3.000
 J8X  N20  C13  C12  126.23  3.000
 J8X  O17  C13  C12  118.62  3.000
 J8X  H4   C21  C18  122.62  3.000
 J8X  H4   C21  C22  121.97  3.000
 J8X  C18  C21  C22  115.42  3.000
 J8X  H5   C22  C23  119.22  3.000
 J8X  H5   C22  C21  119.08  3.000
 J8X  C23  C22  C21  121.69  3.000
 J8X  H6   C24  C23  121.51  3.000
 J8X  H6   C24  C19  121.33  3.000
 J8X  C23  C24  C19  117.15  3.000
 J8X  H7   C01  C06  118.15  3.000
 J8X  H7   C01  C02  121.05  3.000
 J8X  C06  C01  C02  120.79  3.000
 J8X  N07  C02  C03  120.40  3.000
 J8X  C03  C02  C01  116.57  3.000
 J8X  N07  C02  C01  123.02  3.000
 J8X  H8   C03  C04  117.78  3.000
 J8X  H8   C03  C02  120.41  3.000
 J8X  C04  C03  C02  121.80  3.000
 J8X  H9   C04  C05  121.09  3.000
 J8X  H9   C04  C03  117.14  3.000
 J8X  C05  C04  C03  121.76  3.000
 J8X  C11  C05  C06  117.21  3.000
 J8X  C11  C05  C04  126.56  3.000
 J8X  C06  C05  C04  116.23  3.000
 J8X  H10  C06  C05  118.87  3.000
 J8X  H10  C06  C01  118.29  3.000
 J8X  C05  C06  C01  122.83  3.000
 J8X  H12  C08  H11  105.79  3.000
 J8X  H12  C08  N07  110.27  3.000
 J8X  H11  C08  N07  108.06  3.000
 J8X  H12  C08  C09  110.42  3.000
 J8X  H11  C08  C09  108.07  3.000
 J8X  N07  C08  C09  113.85  3.000
 J8X  H14  C09  H13  106.62  3.000
 J8X  H14  C09  O16  111.76  3.000
 J8X  H13  C09  O16  112.11  3.000
 J8X  H14  C09  C08  109.26  3.000
 J8X  H13  C09  C08  107.53  3.000
 J8X  O16  C09  C08  109.42  3.000
 J8X  H15  C11  C12  114.68  3.000
 J8X  H15  C11  C05  113.26  3.000
 J8X  C12  C11  C05  132.06  3.000
 J8X  C14  C12  C11  124.17  3.000
 J8X  C14  C12  C13  113.46  3.000
 J8X  C11  C12  C13  122.36  3.000
 J8X  N15  C14  C12  180.00  3.000
 J8X  O17  C18  C19  107.10  3.000
 J8X  C19  C18  C21  124.10  3.000
 J8X  O17  C18  C21  128.80  3.000
 J8X  N20  C19  C18  108.49  3.000
 J8X  N20  C19  C24  131.58  3.000
 J8X  C18  C19  C24  119.93  3.000
 J8X  H16  C23  C24  119.35  3.000
 J8X  H16  C23  C22  118.95  3.000
 J8X  C24  C23  C22  121.70  3.000
 J8X  C08  N07  C02  123.34  3.000
 J8X  C02  N07  C10  120.23  3.000
 J8X  C08  N07  C10  116.43  3.000
 J8X  C19  N20  C13  104.49  3.000
 J8X  H17  O16  C09  108.38  3.000
 J8X  C18  O17  C13  104.78  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
 J8X  CONST_01  C21  C18  O17  C13   180.00   0.0  0
 J8X  CONST_02  C19  C18  O17  C13     0.00   0.0  0
 J8X  CONST_03  C18  C19  N20  C13     0.00   0.0  0
 J8X  CONST_04  C24  C19  N20  C13   180.00   0.0  0
 J8X  CONST_05  N20  C19  C18  C21   180.00   0.0  0
 J8X  CONST_06  C24  C19  C18  C21     0.00   0.0  0
 J8X  CONST_07  C24  C23  C22  C21     0.00   0.0  0
 J8X  CONST_08  O17  C18  C21  C22   180.00   0.0  0
 J8X  CONST_09  C19  C18  C21  C22     0.00   0.0  0
 J8X  CONST_10  C19  C24  C23  C22     0.00   0.0  0
 J8X  CONST_11  O17  C18  C19  C24   180.00   0.0  0
 J8X  CONST_12  C04  C05  C06  C01     0.00   0.0  0
 J8X  CONST_13  C04  C03  C02  C01     0.00   0.0  0
 J8X  CONST_14  C05  C06  C01  C02     0.00   0.0  0
 J8X  CONST_15  C05  C04  C03  C02     0.00   0.0  0
 J8X  CONST_16  C06  C01  C02  C03     0.00   0.0  0
 J8X  CONST_17  C06  C05  C04  C03     0.00   0.0  0
 J8X  CONST_18  N20  C13  O17  C18     0.00   0.0  0
 J8X  CONST_19  C23  C22  C21  C18     0.00   0.0  0
 J8X  CONST_20  C23  C24  C19  C18     0.00   0.0  0
 J8X  CONST_21  O17  C13  N20  C19     0.00   0.0  0
 J8X  CONST_22  N20  C19  C24  C23   180.00   0.0  0
 J8X  CONST_23  O17  C18  C19  N20     0.00   0.0  0
 J8X  CONST_24  C11  C05  C06  C01   180.00   0.0  0
 J8X  CONST_25  C11  C05  C04  C03   180.00   0.0  0
 J8X  CONST_26  N07  C02  C03  C04   180.00   0.0  0
 J8X  CONST_27  N07  C02  C01  C06   180.00   0.0  0
 J8X  CONST_28  C18  O17  C13  C12   180.00   0.0  0
 J8X  CONST_29  C19  N20  C13  C12   180.00   0.0  0
 J8X  CONST_30  H16  C23  C22  C21   180.00   0.0  0
 J8X  CONST_31  H6   C24  C23  C22   180.00   0.0  0
 J8X  CONST_32  H5   C22  C23  C24   180.00   0.0  0
 J8X  CONST_33  H8   C03  C02  C01   180.00   0.0  0
 J8X  CONST_34  H10  C06  C01  C02   180.00   0.0  0
 J8X  CONST_35  H9   C04  C03  C02   180.00   0.0  0
 J8X  CONST_36  H7   C01  C02  C03   180.00   0.0  0
 J8X  CONST_37  H10  C06  C05  C04   180.00   0.0  0
 J8X  CONST_38  H7   C01  C06  C05   180.00   0.0  0
 J8X  CONST_39  H8   C03  C04  C05   180.00   0.0  0
 J8X  CONST_40  H9   C04  C05  C06   180.00   0.0  0
 J8X  CONST_41  H5   C22  C21  C18   180.00   0.0  0
 J8X  CONST_42  H6   C24  C19  C18   180.00   0.0  0
 J8X  CONST_43  H4   C21  C18  C19   180.00   0.0  0
 J8X  CONST_44  H16  C23  C24  C19   180.00   0.0  0
 J8X  CONST_45  H4   C21  C22  C23   180.00   0.0  0
 J8X  CONST_46  H6   C24  C19  N20     0.00   0.0  0
 J8X  CONST_47  H4   C21  C18  O17     0.00   0.0  0
 J8X  CONST_48  C01  C02  N07  C10   180.00   0.0  0
 J8X  CONST_49  C03  C02  N07  C10     0.00   0.0  0
 J8X  CONST_50  C08  N07  C02  C01     0.00   0.0  0
 J8X  CONST_51  C08  N07  C02  C03   180.00   0.0  0
 J8X  Var_01    C05  C11  C12  C13   178.83   0.0  2
 J8X  Var_02    C12  C11  C05  C04    -1.89  30.0  2
 J8X  Var_03    C12  C11  C05  C06   178.35  30.0  2
 J8X  Var_04    O17  C13  C12  C11     2.32  30.0  2
 J8X  Var_05    N20  C13  C12  C11  -177.33  30.0  2
 J8X  Var_06    O17  C13  C12  C14  -177.53  30.0  2
 J8X  Var_07    N20  C13  C12  C14     2.83  30.0  2
 J8X  Var_08    H15  C11  C05  C04   177.80  30.0  2
 J8X  Var_09    H15  C11  C05  C06    -1.96  30.0  2
 J8X  Var_10    C14  C12  C11  C05    -1.34   0.0  2
 J8X  Var_11    N15  C14  C12  C13    18.05  30.0  3
 J8X  Var_12    C09  C08  N07  C02   -99.05  30.0  1
 J8X  Var_13    H15  C11  C12  C13    -0.86   0.0  2
 J8X  Var_14    H11  C08  N07  C02   140.89  30.0  1
 J8X  Var_15    H12  C08  N07  C02    25.70  30.0  1
 J8X  Var_16    H1   C10  N07  C02   -65.46  30.0  3
 J8X  Var_17    H2   C10  N07  C02    56.47  30.0  3
 J8X  Var_18    H3   C10  N07  C02   175.37  30.0  3
 J8X  Var_19    C09  C08  N07  C10    81.37  30.0  1
 J8X  Var_20    N15  C14  C12  C11  -161.79  30.0  3
 J8X  Var_21    O16  C09  C08  N07    63.97  30.0  3
 J8X  Var_22    H15  C11  C12  C14   178.97   0.0  2
 J8X  Var_23    H11  C08  N07  C10   -38.69  30.0  1
 J8X  Var_24    H12  C08  N07  C10  -153.87  30.0  1
 J8X  Var_25    H1   C10  N07  C08   114.13  30.0  3
 J8X  Var_26    H2   C10  N07  C08  -123.94  30.0  3
 J8X  Var_27    H3   C10  N07  C08    -5.04  30.0  3
 J8X  Var_28    H13  C09  C08  N07  -174.03  30.0  3
 J8X  Var_29    H14  C09  C08  N07   -58.69  30.0  3
 J8X  Var_30    H11  C08  C09  O16  -175.98  30.0  1
 J8X  Var_31    H12  C08  C09  O16   -60.71  30.0  1

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
 J8X  plan-1  C01  0.020
 J8X  plan-1  C02  0.020
 J8X  plan-1  C03  0.020
 J8X  plan-1  C04  0.020
 J8X  plan-1  C05  0.020
 J8X  plan-1  C06  0.020
 J8X  plan-1  C11  0.020
 J8X  plan-1  N07  0.020
 J8X  plan-1  H7   0.020
 J8X  plan-1  H8   0.020
 J8X  plan-1  H9   0.020
 J8X  plan-1  H10  0.020
 J8X  plan-2  C13  0.020
 J8X  plan-2  C21  0.020
 J8X  plan-2  C22  0.020
 J8X  plan-2  C24  0.020
 J8X  plan-2  C12  0.020
 J8X  plan-2  C18  0.020
 J8X  plan-2  C19  0.020
 J8X  plan-2  C23  0.020
 J8X  plan-2  N20  0.020
 J8X  plan-2  O17  0.020
 J8X  plan-2  H4   0.020
 J8X  plan-2  H5   0.020
 J8X  plan-2  H6   0.020
 J8X  plan-2  H16  0.020
 J8X  plan-3  C10  0.020
 J8X  plan-3  C02  0.020
 J8X  plan-3  C08  0.020
 J8X  plan-3  N07  0.020
 J8X  plan-4  C13  0.020
 J8X  plan-4  C05  0.020
 J8X  plan-4  C11  0.020
 J8X  plan-4  C12  0.020
 J8X  plan-4  C14  0.020
 J8X  plan-4  H15  0.020

