# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 05:33:47 2021
#   Inital geometry file: a 141 line input string
#   Ligand name: ~{N}-[2-[[cyclohexyl(methyl)amino]methyl]phenyl]-2-oxidanylidene-1~{H}-quinoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1ccccc1NC(=O)C2=Cc3ccccc3NC2=O)C4CCCCC4
#
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
 E0F  E0F  ~{N}-[2-[[cyclohexyl(methyl)amino]methyl]phenyl]-2-oxidanylidene-1~{H}-quinoline-3-carboxamide  ligand  56  29  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E0F
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
 E0F  C12  C  C     0   0.574   -7.6799  14.9112   1.4446
 E0F  C7   C  CR16  0  -0.160   -6.0468  16.6343   0.8770
 E0F  C6   C  CR16  0  -0.312   -4.4768  18.4115   0.1439
 E0F  C9   C  CR6   0   0.565   -6.0117  15.8800   3.1912
 E0F  C8   C  CR6   0  -0.315   -6.5535  15.8185   1.8362
 E0F  C5   C  CR16  0  -0.259   -3.4669  19.2924   0.4505
 E0F  C4   C  CR16  0  -0.250   -2.9613  19.3409   1.7565
 E0F  C3   C  CR16  0  -0.306   -3.4589  18.5206   2.7454
 E0F  C1   C  CR66  0   0.061   -5.0019  17.5633   1.1314
 E0F  C2   C  CR66  0   0.395   -4.4854  17.6254   2.4330
 E0F  O14  O  O     0  -0.478   -8.1113  14.9178   0.3020
 E0F  N10  N  NR16  0  -0.749   -5.0129  16.7912   3.3800
 E0F  N13  N  NH1   0  -0.784   -8.1596  14.1086   2.4119
 E0F  C15  C  CR6   0   0.280   -9.3463  13.3574   2.2594
 E0F  C20  C  CR6   0   0.130  -10.4953  13.7549   2.9502
 E0F  C19  C  CR16  0  -0.331  -11.6424  12.9798   2.8289
 E0F  C18  C  CR16  0  -0.243  -11.6635  11.8470   2.0244
 E0F  C17  C  CR16  0  -0.281  -10.5206  11.4722   1.3341
 E0F  C16  C  CR16  0  -0.276   -9.3602  12.2253   1.4576
 E0F  C21  C  CH2   0  -0.373  -10.4849  15.0217   3.7673
 E0F  N22  N  NT    0  -0.396  -10.3725  16.1844   2.9058
 E0F  C24  C  CH3   0  -0.531  -11.6427  16.5384   2.3162
 E0F  C23  C  CH1   0  -0.065   -9.6121  17.2808   3.4878
 E0F  C29  C  CH2   0  -0.444   -9.2218  18.3255   2.4440
 E0F  C28  C  CH2   0  -0.432   -8.2571  19.3469   3.0403
 E0F  C27  C  CH2   0  -0.426   -8.8665  20.0260   4.2628
 E0F  C26  C  CH2   0  -0.430   -9.3065  18.9996   5.3015
 E0F  C25  C  CH2   0  -0.440  -10.2551  17.9647   4.6994
 E0F  H1   H  HCR6  0   0.285   -6.4553  16.5836  -0.1250
 E0F  H2   H  HCR6  0   0.271   -4.8799  18.3604  -0.8598
 E0F  H3   H  HCR6  0   0.268   -3.0626  19.9470  -0.3089
 E0F  H4   H  HCR6  0   0.275   -2.1656  20.0339   1.9954
 E0F  H5   H  HCR6  0   0.284   -3.0644  18.5650   3.7527
 E0F  H6   H  HNR6  0   0.423   -4.6380  16.8417   4.3192
 E0F  H7   H  HNH1  0   0.421   -7.7681  14.2334   3.3415
 E0F  H8   H  HCR6  0   0.252  -12.5373  13.2781   3.3634
 E0F  H9   H  HCR6  0   0.255  -12.5697  11.2619   1.9367
 E0F  H10  H  HCR6  0   0.257  -10.5260  10.5909   0.7061
 E0F  H11  H  HCR6  0   0.257   -8.4577  11.9240   0.9415
 E0F  H12  H  HCH2  0   0.242   -9.6312  15.0081   4.4492
 E0F  H13  H  HCH2  0   0.225  -11.3798  15.0451   4.4070
 E0F  H15  H  HCH3  0   0.235  -12.0706  15.6672   1.8174
 E0F  H16  H  HCH3  0   0.193  -12.3890  16.8988   3.0404
 E0F  H17  H  HCH3  0   0.235  -11.5164  17.3065   1.5544
 E0F  H18  H  HCH1  0   0.211   -8.6723  16.8294   3.8343
 E0F  H19  H  HCH2  0   0.212  -10.1094  18.8559   2.0834
 E0F  H20  H  HCH2  0   0.234   -8.7749  17.8252   1.5819
 E0F  H21  H  HCH2  0   0.205   -7.3274  18.8432   3.3295
 E0F  H22  H  HCH2  0   0.227   -7.9881  20.0914   2.2876
 E0F  H23  H  HCH2  0   0.225   -8.1556  20.7294   4.7036
 E0F  H24  H  HCH2  0   0.208   -9.7354  20.6150   3.9486
 E0F  H25  H  HCH2  0   0.208   -8.4226  18.4860   5.6962
 E0F  H26  H  HCH2  0   0.226   -9.7807  19.4974   6.1508
 E0F  H27  H  HCH2  0   0.211  -11.1855  18.4570   4.3953
 E0F  H28  H  HCH2  0   0.230  -10.5211  17.2227   5.4574
 E0F  O11  O  O     0  -0.498   -6.3896  15.1905   4.1396

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
 E0F  C5   C6   aromatic  1.375  0.020  1.375
 E0F  C5   C4   aromatic  1.401  0.020  1.401
 E0F  C6   C1   aromatic  1.404  0.020  1.404
 E0F  C4   C3   aromatic  1.378  0.020  1.378
 E0F  C1   C7   single    1.421  0.020  1.421
 E0F  C1   C2   aromatic  1.402  0.020  1.402
 E0F  C7   C8   double    1.357  0.020  1.357
 E0F  C3   C2   aromatic  1.397  0.020  1.397
 E0F  O14  C12  double    1.221  0.020  1.221
 E0F  C2   N10  single    1.368  0.020  1.368
 E0F  C17  C16  aromatic  1.389  0.020  1.389
 E0F  C17  C18  aromatic  1.387  0.020  1.387
 E0F  C24  N22  single    1.444  0.020  1.444
 E0F  C8   C12  single    1.498  0.020  1.498
 E0F  C8   C9   single    1.461  0.020  1.461
 E0F  C16  C15  aromatic  1.387  0.020  1.387
 E0F  C12  N13  single    1.345  0.020  1.345
 E0F  N10  C9   single    1.365  0.020  1.365
 E0F  C18  C19  aromatic  1.389  0.020  1.389
 E0F  C9   O11  double    1.232  0.020  1.232
 E0F  C29  C28  single    1.526  0.020  1.526
 E0F  C29  C23  single    1.527  0.020  1.527
 E0F  N13  C15  single    1.413  0.020  1.413
 E0F  C15  C20  aromatic  1.398  0.020  1.398
 E0F  N22  C23  single    1.456  0.020  1.456
 E0F  N22  C21  single    1.451  0.020  1.451
 E0F  C19  C20  aromatic  1.390  0.020  1.390
 E0F  C20  C21  single    1.507  0.020  1.507
 E0F  C28  C27  single    1.525  0.020  1.525
 E0F  C23  C25  single    1.533  0.020  1.533
 E0F  C27  C26  single    1.525  0.020  1.525
 E0F  C25  C26  single    1.528  0.020  1.528
 E0F  C7   H1   single    0.930  0.020  1.080
 E0F  C6   H2   single    0.930  0.020  1.080
 E0F  C5   H3   single    0.930  0.020  1.080
 E0F  C4   H4   single    0.930  0.020  1.080
 E0F  C3   H5   single    0.930  0.020  1.080
 E0F  N10  H6   single    0.860  0.020  1.020
 E0F  N13  H7   single    0.860  0.020  1.020
 E0F  C19  H8   single    0.930  0.020  1.080
 E0F  C18  H9   single    0.930  0.020  1.080
 E0F  C17  H10  single    0.930  0.020  1.080
 E0F  C16  H11  single    0.930  0.020  1.080
 E0F  C21  H12  single    0.970  0.020  1.090
 E0F  C21  H13  single    0.970  0.020  1.090
 E0F  C24  H15  single    0.970  0.020  1.090
 E0F  C24  H16  single    0.970  0.020  1.090
 E0F  C24  H17  single    0.970  0.020  1.090
 E0F  C23  H18  single    0.970  0.020  1.090
 E0F  C29  H19  single    0.970  0.020  1.090
 E0F  C29  H20  single    0.970  0.020  1.090
 E0F  C28  H21  single    0.970  0.020  1.090
 E0F  C28  H22  single    0.970  0.020  1.090
 E0F  C27  H23  single    0.970  0.020  1.090
 E0F  C27  H24  single    0.970  0.020  1.090
 E0F  C26  H25  single    0.970  0.020  1.090
 E0F  C26  H26  single    0.970  0.020  1.090
 E0F  C25  H27  single    0.970  0.020  1.090
 E0F  C25  H28  single    0.970  0.020  1.090

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
 E0F  N13  C12  O14  123.36  3.000
 E0F  N13  C12  C8   116.19  3.000
 E0F  O14  C12  C8   120.45  3.000
 E0F  H1   C7   C1   118.26  3.000
 E0F  H1   C7   C8   119.00  3.000
 E0F  C1   C7   C8   122.74  3.000
 E0F  H2   C6   C1   118.97  3.000
 E0F  H2   C6   C5   120.70  3.000
 E0F  C1   C6   C5   120.33  3.000
 E0F  N10  C9   O11  119.44  3.000
 E0F  O11  C9   C8   125.23  3.000
 E0F  N10  C9   C8   115.33  3.000
 E0F  C9   C8   C7   119.46  3.000
 E0F  C9   C8   C12  123.15  3.000
 E0F  C7   C8   C12  117.38  3.000
 E0F  H3   C5   C4   119.92  3.000
 E0F  H3   C5   C6   120.40  3.000
 E0F  C4   C5   C6   119.68  3.000
 E0F  H4   C4   C3   119.24  3.000
 E0F  H4   C4   C5   119.56  3.000
 E0F  C3   C4   C5   121.20  3.000
 E0F  H5   C3   C2   120.13  3.000
 E0F  H5   C3   C4   120.78  3.000
 E0F  C2   C3   C4   119.09  3.000
 E0F  C2   C1   C6   119.25  3.000
 E0F  C2   C1   C7   117.79  3.000
 E0F  C6   C1   C7   122.96  3.000
 E0F  N10  C2   C1   118.28  3.000
 E0F  N10  C2   C3   121.28  3.000
 E0F  C1   C2   C3   120.44  3.000
 E0F  H6   N10  C2   117.97  3.000
 E0F  H6   N10  C9   115.63  3.000
 E0F  C2   N10  C9   126.40  3.000
 E0F  H7   N13  C15  119.18  3.000
 E0F  H7   N13  C12  116.55  3.000
 E0F  C15  N13  C12  122.62  3.000
 E0F  C16  C15  C20  120.62  3.000
 E0F  C20  C15  N13  119.06  3.000
 E0F  C16  C15  N13  120.31  3.000
 E0F  C21  C20  C19  121.45  3.000
 E0F  C21  C20  C15  120.06  3.000
 E0F  C19  C20  C15  118.46  3.000
 E0F  H8   C19  C18  119.82  3.000
 E0F  H8   C19  C20  118.99  3.000
 E0F  C18  C19  C20  121.18  3.000
 E0F  H9   C18  C17  120.23  3.000
 E0F  H9   C18  C19  120.03  3.000
 E0F  C17  C18  C19  119.74  3.000
 E0F  H10  C17  C16  119.82  3.000
 E0F  H10  C17  C18  120.33  3.000
 E0F  C16  C17  C18  119.85  3.000
 E0F  H11  C16  C17  120.22  3.000
 E0F  H11  C16  C15  119.62  3.000
 E0F  C17  C16  C15  120.15  3.000
 E0F  H13  C21  H12  105.84  3.000
 E0F  H13  C21  N22  113.01  3.000
 E0F  H12  C21  N22  108.65  3.000
 E0F  H13  C21  C20  109.11  3.000
 E0F  H12  C21  C20  109.47  3.000
 E0F  N22  C21  C20  110.61  3.000
 E0F  C23  N22  C24  115.97  3.000
 E0F  C23  N22  C21  113.99  3.000
 E0F  C24  N22  C21  111.75  3.000
 E0F  H17  C24  H16  107.93  3.000
 E0F  H17  C24  H15  106.78  3.000
 E0F  H16  C24  H15  107.23  3.000
 E0F  H17  C24  N22  110.88  3.000
 E0F  H16  C24  N22  114.08  3.000
 E0F  H15  C24  N22  109.61  3.000
 E0F  H18  C23  C25  107.03  3.000
 E0F  H18  C23  C29  106.14  3.000
 E0F  C25  C23  C29  110.01  3.000
 E0F  H18  C23  N22  105.27  3.000
 E0F  C25  C23  N22  115.65  3.000
 E0F  C29  C23  N22  112.05  3.000
 E0F  H20  C29  H19  107.08  3.000
 E0F  H20  C29  C28  110.87  3.000
 E0F  H19  C29  C28  108.47  3.000
 E0F  H20  C29  C23  109.30  3.000
 E0F  H19  C29  C23  110.44  3.000
 E0F  C28  C29  C23  110.62  3.000
 E0F  H22  C28  H21  106.63  3.000
 E0F  H22  C28  C27  110.31  3.000
 E0F  H21  C28  C27  109.38  3.000
 E0F  H22  C28  C29  110.03  3.000
 E0F  H21  C28  C29  109.37  3.000
 E0F  C27  C28  C29  111.01  3.000
 E0F  H24  C27  H23  106.58  3.000
 E0F  H24  C27  C26  109.17  3.000
 E0F  H23  C27  C26  110.25  3.000
 E0F  H24  C27  C28  109.04  3.000
 E0F  H23  C27  C28  110.48  3.000
 E0F  C26  C27  C28  111.19  3.000
 E0F  H26  C26  H25  106.48  3.000
 E0F  H26  C26  C25  110.21  3.000
 E0F  H25  C26  C25  108.99  3.000
 E0F  H26  C26  C27  110.36  3.000
 E0F  H25  C26  C27  109.14  3.000
 E0F  C25  C26  C27  111.51  3.000
 E0F  H28  C25  H27  106.91  3.000
 E0F  H28  C25  C26  109.73  3.000
 E0F  H27  C25  C26  109.41  3.000
 E0F  H28  C25  C23  110.32  3.000
 E0F  H27  C25  C23  109.71  3.000
 E0F  C26  C25  C23  110.69  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
 E0F  CONST_01  C3   C4   C5   C6      0.00   0.0  0
 E0F  CONST_02  C3   C2   C1   C6      0.00   0.0  0
 E0F  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 E0F  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 E0F  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 E0F  CONST_06  C1   C2   C3   C4      0.00   0.0  0
 E0F  CONST_07  C18  C17  C16  C15     0.00   0.0  0
 E0F  CONST_08  C18  C19  C20  C15     0.00   0.0  0
 E0F  CONST_09  C17  C16  C15  C20     0.00   0.0  0
 E0F  CONST_10  C17  C18  C19  C20     0.00   0.0  0
 E0F  CONST_11  C16  C17  C18  C19     0.00   0.0  0
 E0F  CONST_12  C16  C15  C20  C19     0.00   0.0  0
 E0F  CONST_13  C2   N10  C9   C8      0.00   0.0  0
 E0F  CONST_14  C17  C16  C15  N13   180.00   0.0  0
 E0F  CONST_15  C19  C20  C15  N13   180.00   0.0  0
 E0F  CONST_16  C21  C20  C19  C18   180.00   0.0  0
 E0F  CONST_17  C21  C20  C15  C16   180.00   0.0  0
 E0F  CONST_18  O11  C9   N10  C2    180.00   0.0  0
 E0F  CONST_19  H2   C6   C1   C7      0.00   0.0  0
 E0F  CONST_20  H4   C4   C5   C6    180.00   0.0  0
 E0F  CONST_21  H5   C3   C4   C5    180.00   0.0  0
 E0F  CONST_22  H3   C5   C4   C3    180.00   0.0  0
 E0F  CONST_23  H10  C17  C16  C15   180.00   0.0  0
 E0F  CONST_24  H8   C19  C20  C15   180.00   0.0  0
 E0F  CONST_25  H11  C16  C15  C20   180.00   0.0  0
 E0F  CONST_26  H9   C18  C19  C20   180.00   0.0  0
 E0F  CONST_27  H6   N10  C9   C8    180.00   0.0  0
 E0F  CONST_28  C15  N13  C12  C8    180.00   0.0  0
 E0F  CONST_32  C15  N13  C12  O14     0.00   0.0  0
 E0F  Var_01    C27  C28  C29  C23   -57.34  30.0  1
 E0F  Var_02    C27  C26  C25  C23    55.84  30.0  1
 E0F  Var_03    C26  C27  C28  C29    55.24  30.0  1
 E0F  Var_04    C25  C26  C27  C28   -54.65  30.0  1
 E0F  Var_05    O14  C12  C8   C7      0.09  30.0  2
 E0F  Var_06    N22  C21  C20  C15    67.85  30.0  2
 E0F  Var_07    C23  N22  C21  C20  -146.14  30.0  3
 E0F  Var_08    H15  C24  N22  C23   173.77  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 E0F  chir_01  C23  C29  N22  C25  positiv

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
 E0F  plan-1  N13  0.020
 E0F  plan-1  C15  0.020
 E0F  plan-1  C20  0.020
 E0F  plan-1  C19  0.020
 E0F  plan-1  C18  0.020
 E0F  plan-1  C17  0.020
 E0F  plan-1  C16  0.020
 E0F  plan-1  C21  0.020
 E0F  plan-1  H8   0.020
 E0F  plan-1  H9   0.020
 E0F  plan-1  H10  0.020
 E0F  plan-1  H11  0.020
 E0F  plan-2  C12  0.020
 E0F  plan-2  C7   0.020
 E0F  plan-2  C6   0.020
 E0F  plan-2  C9   0.020
 E0F  plan-2  C8   0.020
 E0F  plan-2  C5   0.020
 E0F  plan-2  C4   0.020
 E0F  plan-2  C3   0.020
 E0F  plan-2  C1   0.020
 E0F  plan-2  C2   0.020
 E0F  plan-2  N10  0.020
 E0F  plan-2  H1   0.020
 E0F  plan-2  H2   0.020
 E0F  plan-2  H3   0.020
 E0F  plan-2  H4   0.020
 E0F  plan-2  H5   0.020
 E0F  plan-2  H6   0.020
 E0F  plan-2  O11  0.020
 E0F  plan-3  C12  0.020
 E0F  plan-3  C8   0.020
 E0F  plan-3  O14  0.020
 E0F  plan-3  N13  0.020
 E0F  plan-3  C15  0.020
 E0F  plan-3  H7   0.020

