# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 08:51:10 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: 1-(cis-1-phenyl-4-{[(2E)-3-phenylprop-2-en-1-yl]oxy}cyclohexyl)methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC[C@@]1(CC[C@@H](CC1)OC/C=C/c2ccccc2)c3ccccc3
#
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
 2KS  2KS  1-(cis-1-phenyl-4-{[(2E)-3-phenylprop-2-en-1-yl]oxy}cyclohexyl)methanamine  ligand  51  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2KS
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
 2KS  C1   C  CT    0  -0.174  -3.1848   0.3556   0.0342
 2KS  C2   C  CR6   0   0.244  -4.6079  -0.1903  -0.0246
 2KS  C3   C  CH2   0  -0.468  -2.4359  -0.1454   1.2783
 2KS  C11  C  CR16  0  -0.239  -6.4847  -1.4112   0.9161
 2KS  C12  C  CR16  0  -0.244  -6.6935  -0.4272  -1.2525
 2KS  C13  C  CH1   0   0.107  -0.2427  -0.2898   0.0743
 2KS  C14  C  CR16  0  -0.279  -7.2478  -1.1654  -0.2144
 2KS  C17  C  C1    0  -0.264   3.3699  -0.0612  -0.4802
 2KS  C18  C  C1    0  -0.286   4.4329  -0.8268  -0.2346
 2KS  C19  C  CR6   0   0.148   5.8201  -0.3766  -0.0767
 2KS  C20  C  CR16  0  -0.327   6.2100   0.9598  -0.2128
 2KS  C21  C  CR16  0  -0.316   6.8034  -1.3215   0.2255
 2KS  C22  C  CR16  0  -0.233   7.5334   1.3328  -0.0468
 2KS  C23  C  CR16  0  -0.241   8.1304  -0.9496   0.3903
 2KS  C24  C  CR16  0  -0.270   8.5014   0.3805   0.2550
 2KS  C4   C  CH2   0  -0.421  -2.4081  -0.1297  -1.2088
 2KS  C5   C  CH2   0  -0.277  -3.2567   1.8961   0.0303
 2KS  C6   C  CR16  0  -0.346  -5.1841  -0.9269   1.0080
 2KS  C7   C  CR16  0  -0.315  -5.3949   0.0492  -1.1546
 2KS  C8   C  CH2   0  -0.467  -0.9624   0.2454   1.2997
 2KS  C9   C  CH2   0  -0.484  -0.9183   0.2135  -1.1950
 2KS  N10  N  NH2   0  -0.795  -3.9226   2.4207   1.2103
 2KS  O15  O  O2    0  -0.507   1.1130   0.1028   0.1657
 2KS  H1   H  HCH2  0   0.242  -2.9227   0.2094   2.1897
 2KS  H2   H  HCH2  0   0.234  -2.5008  -1.2378   1.3164
 2KS  H3   H  HCR6  0   0.249  -6.8993  -1.9816   1.7378
 2KS  H4   H  HCR6  0   0.250  -7.2739  -0.2198  -2.1428
 2KS  H5   H  HCH1  0   0.190  -0.3114  -1.3906   0.0903
 2KS  H6   H  HCR6  0   0.250  -8.2597  -1.5423  -0.2891
 2KS  H7   H  HCH2  0   0.214   1.7147  -0.4678  -1.7385
 2KS  H8   H  HCH2  0   0.215   1.9634  -1.6783  -0.4802
 2KS  H9   H  H     0   0.256   3.4719   1.0157  -0.5815
 2KS  H10  H  H     0   0.247   4.2853  -1.8991  -0.1348
 2KS  H11  H  HCR6  0   0.252   5.4770   1.7205  -0.4497
 2KS  H12  H  HCR6  0   0.253   6.5239  -2.3630   0.3335
 2KS  H13  H  HCR6  0   0.258   7.8124   2.3730  -0.1560
 2KS  H14  H  HCR6  0   0.257   8.8740  -1.7008   0.6235
 2KS  H15  H  HCR6  0   0.257   9.5352   0.6744   0.3820
 2KS  H16  H  HCH2  0   0.231  -2.5204  -1.2165  -1.2827
 2KS  H17  H  HCH2  0   0.236  -2.8508   0.2804  -2.1197
 2KS  H18  H  HCH2  0   0.212  -2.2509   2.3086  -0.1132
 2KS  H19  H  HCH2  0   0.228  -3.8268   2.2105  -0.8469
 2KS  H20  H  HCR6  0   0.246  -4.6253  -1.1403   1.9088
 2KS  H21  H  HCR6  0   0.243  -4.9948   0.6215  -1.9828
 2KS  H22  H  HCH2  0   0.226  -0.8465   1.3330   1.3445
 2KS  H23  H  HCH2  0   0.240  -0.4993  -0.1557   2.2046
 2KS  H24  H  HCH2  0   0.225  -0.7653   1.2935  -1.2745
 2KS  H25  H  HCH2  0   0.242  -0.4582  -0.2293  -2.0823
 2KS  H26  H  HNH2  0   0.340  -3.2851   2.4204   1.9961
 2KS  H27  H  HNH2  0   0.348  -4.1492   3.3944   1.0551
 2KS  C16  C  CH2   0  -0.190   1.9934  -0.5986  -0.6836

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
 2KS  C20  C22  aromatic  1.385  0.020  1.385
 2KS  C20  C19  aromatic  1.399  0.020  1.399
 2KS  C22  C24  aromatic  1.391  0.020  1.391
 2KS  C18  C19  single    1.467  0.020  1.467
 2KS  C18  C17  double    1.333  0.020  1.333
 2KS  C19  C21  aromatic  1.397  0.020  1.397
 2KS  C24  C23  aromatic  1.387  0.020  1.387
 2KS  C16  C17  single    1.492  0.020  1.492
 2KS  C16  O15  single    1.410  0.020  1.410
 2KS  C9   C4   single    1.529  0.020  1.529
 2KS  C9   C13  single    1.523  0.020  1.523
 2KS  C4   C1   single    1.544  0.020  1.544
 2KS  C21  C23  aromatic  1.388  0.020  1.388
 2KS  C6   C11  aromatic  1.391  0.020  1.391
 2KS  C6   C2   aromatic  1.393  0.020  1.393
 2KS  O15  C13  single    1.414  0.020  1.414
 2KS  C11  C14  aromatic  1.386  0.020  1.386
 2KS  C13  C8   single    1.519  0.020  1.519
 2KS  C5   C1   single    1.542  0.020  1.542
 2KS  C5   N10  single    1.453  0.020  1.453
 2KS  C1   C2   single    1.525  0.020  1.525
 2KS  C1   C3   single    1.536  0.020  1.536
 2KS  C2   C7   aromatic  1.398  0.020  1.398
 2KS  C14  C12  aromatic  1.389  0.020  1.389
 2KS  C8   C3   single    1.525  0.020  1.525
 2KS  C7   C12  aromatic  1.387  0.020  1.387
 2KS  C3   H1   single    0.970  0.020  1.090
 2KS  C3   H2   single    0.970  0.020  1.090
 2KS  C11  H3   single    0.930  0.020  1.080
 2KS  C12  H4   single    0.930  0.020  1.080
 2KS  C13  H5   single    0.970  0.020  1.090
 2KS  C14  H6   single    0.930  0.020  1.080
 2KS  C16  H7   single    0.970  0.020  1.090
 2KS  C16  H8   single    0.970  0.020  1.090
 2KS  C17  H9   single    0.930  0.020  1.080
 2KS  C18  H10  single    0.930  0.020  1.080
 2KS  C20  H11  single    0.930  0.020  1.080
 2KS  C21  H12  single    0.930  0.020  1.080
 2KS  C22  H13  single    0.930  0.020  1.080
 2KS  C23  H14  single    0.930  0.020  1.080
 2KS  C24  H15  single    0.930  0.020  1.080
 2KS  C4   H16  single    0.970  0.020  1.090
 2KS  C4   H17  single    0.970  0.020  1.090
 2KS  C5   H18  single    0.970  0.020  1.090
 2KS  C5   H19  single    0.970  0.020  1.090
 2KS  C6   H20  single    0.930  0.020  1.080
 2KS  C7   H21  single    0.930  0.020  1.080
 2KS  C8   H22  single    0.970  0.020  1.090
 2KS  C8   H23  single    0.970  0.020  1.090
 2KS  C9   H24  single    0.970  0.020  1.090
 2KS  C9   H25  single    0.970  0.020  1.090
 2KS  N10  H26  single    0.890  0.020  1.040
 2KS  N10  H27  single    0.890  0.020  1.040

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
 2KS  C5   C1   C4   109.60  3.000
 2KS  C5   C1   C3   110.52  3.000
 2KS  C4   C1   C3   107.71  3.000
 2KS  C3   C1   C2   111.68  3.000
 2KS  C5   C1   C2   108.30  3.000
 2KS  C4   C1   C2   109.01  3.000
 2KS  C7   C2   C6   117.19  3.000
 2KS  C7   C2   C1   119.68  3.000
 2KS  C6   C2   C1   123.13  3.000
 2KS  H2   C3   H1   105.57  3.000
 2KS  H2   C3   C8   108.21  3.000
 2KS  H1   C3   C8   109.61  3.000
 2KS  H2   C3   C1   108.95  3.000
 2KS  H1   C3   C1   110.64  3.000
 2KS  C8   C3   C1   113.52  3.000
 2KS  H3   C11  C6   119.43  3.000
 2KS  H3   C11  C14  120.10  3.000
 2KS  C6   C11  C14  120.47  3.000
 2KS  H4   C12  C7   119.61  3.000
 2KS  H4   C12  C14  120.16  3.000
 2KS  C7   C12  C14  120.23  3.000
 2KS  H5   C13  O15  109.62  3.000
 2KS  H5   C13  C9   108.31  3.000
 2KS  O15  C13  C9   112.78  3.000
 2KS  H5   C13  C8   108.09  3.000
 2KS  O15  C13  C8   107.72  3.000
 2KS  C9   C13  C8   110.22  3.000
 2KS  H6   C14  C12  120.43  3.000
 2KS  H6   C14  C11  120.62  3.000
 2KS  C12  C14  C11  118.95  3.000
 2KS  H9   C17  C18  120.77  3.000
 2KS  H9   C17  C16  115.54  3.000
 2KS  C18  C17  C16  123.65  3.000
 2KS  H10  C18  C19  114.91  3.000
 2KS  H10  C18  C17  118.38  3.000
 2KS  C19  C18  C17  126.71  3.000
 2KS  C21  C19  C20  118.11  3.000
 2KS  C21  C19  C18  118.78  3.000
 2KS  C20  C19  C18  123.11  3.000
 2KS  H11  C20  C22  118.94  3.000
 2KS  H11  C20  C19  120.26  3.000
 2KS  C22  C20  C19  120.80  3.000
 2KS  H12  C21  C23  119.48  3.000
 2KS  H12  C21  C19  119.35  3.000
 2KS  C23  C21  C19  121.17  3.000
 2KS  H13  C22  C24  120.02  3.000
 2KS  H13  C22  C20  119.54  3.000
 2KS  C24  C22  C20  120.44  3.000
 2KS  H14  C23  C24  120.17  3.000
 2KS  H14  C23  C21  119.76  3.000
 2KS  C24  C23  C21  120.06  3.000
 2KS  H15  C24  C23  120.29  3.000
 2KS  H15  C24  C22  120.29  3.000
 2KS  C23  C24  C22  119.43  3.000
 2KS  H17  C4   H16  105.94  3.000
 2KS  H17  C4   C9   108.55  3.000
 2KS  H16  C4   C9   108.86  3.000
 2KS  H17  C4   C1   110.45  3.000
 2KS  H16  C4   C1   108.34  3.000
 2KS  C9   C4   C1   114.35  3.000
 2KS  H19  C5   H18  105.39  3.000
 2KS  H19  C5   N10  108.01  3.000
 2KS  H18  C5   N10  113.00  3.000
 2KS  H19  C5   C1   108.29  3.000
 2KS  H18  C5   C1   109.47  3.000
 2KS  N10  C5   C1   112.33  3.000
 2KS  H20  C6   C11  118.01  3.000
 2KS  H20  C6   C2   120.54  3.000
 2KS  C11  C6   C2   121.45  3.000
 2KS  H21  C7   C12  118.25  3.000
 2KS  H21  C7   C2   120.05  3.000
 2KS  C12  C7   C2   121.70  3.000
 2KS  H23  C8   H22  106.62  3.000
 2KS  H23  C8   C13  109.76  3.000
 2KS  H22  C8   C13  109.45  3.000
 2KS  H23  C8   C3   109.09  3.000
 2KS  H22  C8   C3   110.95  3.000
 2KS  C13  C8   C3   110.88  3.000
 2KS  H25  C9   H24  106.39  3.000
 2KS  H25  C9   C4   108.17  3.000
 2KS  H24  C9   C4   110.93  3.000
 2KS  H25  C9   C13  110.84  3.000
 2KS  H24  C9   C13  108.96  3.000
 2KS  C4   C9   C13  111.44  3.000
 2KS  H27  N10  H26  105.10  3.000
 2KS  H27  N10  C5   108.99  3.000
 2KS  H26  N10  C5   109.99  3.000
 2KS  C16  O15  C13  114.93  3.000
 2KS  H8   C16  H7   106.71  3.000
 2KS  H8   C16  O15  111.11  3.000
 2KS  H7   C16  O15  111.14  3.000
 2KS  H8   C16  C17  110.73  3.000
 2KS  H7   C16  C17  108.79  3.000
 2KS  O15  C16  C17  108.35  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
 2KS  CONST_01  C14  C11  C6   C2     0.00   0.0  0
 2KS  CONST_02  C14  C12  C7   C2     0.00   0.0  0
 2KS  CONST_03  C7   C2   C6   C11    0.00   0.0  0
 2KS  CONST_04  C7   C12  C14  C11    0.00   0.0  0
 2KS  CONST_05  C6   C11  C14  C12    0.00   0.0  0
 2KS  CONST_06  C6   C2   C7   C12    0.00   0.0  0
 2KS  CONST_07  C24  C22  C20  C19    0.00   0.0  0
 2KS  CONST_08  C24  C23  C21  C19    0.00   0.0  0
 2KS  CONST_09  C23  C24  C22  C20    0.00   0.0  0
 2KS  CONST_10  C23  C21  C19  C20    0.00   0.0  0
 2KS  CONST_11  C22  C20  C19  C21    0.00   0.0  0
 2KS  CONST_12  C22  C24  C23  C21    0.00   0.0  0
 2KS  CONST_13  C11  C6   C2   C1   180.00   0.0  0
 2KS  CONST_14  C12  C7   C2   C1   180.00   0.0  0
 2KS  CONST_15  C22  C20  C19  C18  180.00   0.0  0
 2KS  CONST_16  C23  C21  C19  C18  180.00   0.0  0
 2KS  CONST_17  H20  C6   C2   C1     0.00   0.0  0
 2KS  CONST_18  H21  C7   C2   C1     0.00   0.0  0
 2KS  CONST_19  H3   C11  C6   C2   180.00   0.0  0
 2KS  CONST_20  H4   C12  C7   C2   180.00   0.0  0
 2KS  CONST_21  H13  C22  C20  C19  180.00   0.0  0
 2KS  CONST_22  H14  C23  C21  C19  180.00   0.0  0
 2KS  CONST_23  H15  C24  C22  C20  180.00   0.0  0
 2KS  CONST_24  H12  C21  C19  C20  180.00   0.0  0
 2KS  CONST_25  H11  C20  C19  C21  180.00   0.0  0
 2KS  CONST_26  H6   C14  C11  C6   180.00   0.0  0
 2KS  Var_01    C13  C9   C4   C1    54.33  30.0  1
 2KS  Var_02    C13  C8   C3   C1   -58.34  30.0  1
 2KS  Var_03    C20  C19  C18  C17   -2.16  30.0  2
 2KS  Var_04    C19  C18  C17  C16  177.42   0.0  2
 2KS  Var_05    C17  C16  O15  C13  179.38  30.0  2
 2KS  Var_06    H26  N10  C5   C1    79.29  30.0  3
 2KS  Var_07    O15  C16  C17  C18  129.10  30.0  1

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
 2KS  chir_01  C1   C4   C2  C3  negativ
 2KS  chir_02  C13  O15  C8  C9  negativ

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
 2KS  plan-1  C18  0.020
 2KS  plan-1  C19  0.020
 2KS  plan-1  C20  0.020
 2KS  plan-1  C21  0.020
 2KS  plan-1  C22  0.020
 2KS  plan-1  C23  0.020
 2KS  plan-1  C24  0.020
 2KS  plan-1  H11  0.020
 2KS  plan-1  H12  0.020
 2KS  plan-1  H13  0.020
 2KS  plan-1  H14  0.020
 2KS  plan-1  H15  0.020
 2KS  plan-2  C1   0.020
 2KS  plan-2  C2   0.020
 2KS  plan-2  C11  0.020
 2KS  plan-2  C12  0.020
 2KS  plan-2  C14  0.020
 2KS  plan-2  C6   0.020
 2KS  plan-2  C7   0.020
 2KS  plan-2  H3   0.020
 2KS  plan-2  H4   0.020
 2KS  plan-2  H6   0.020
 2KS  plan-2  H20  0.020
 2KS  plan-2  H21  0.020
 2KS  plan-3  C17  0.020
 2KS  plan-3  C18  0.020
 2KS  plan-3  C19  0.020
 2KS  plan-3  H9   0.020
 2KS  plan-3  H10  0.020
 2KS  plan-3  C16  0.020

