# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 19:39:10 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (2R)-N-(4-cyanophenyl)-2-[cis-4-(quinolin-4-yl)cyclohexyl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]([C@@H]1CC[C@@H](CC1)c2ccnc3ccccc23)C(=O)Nc4ccc(cc4)C#N
#
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
 C51  C51  (2R)-N-(4-cyanophenyl)-2-[cis-4-(quinolin-4-yl)cyclohexyl]propanamide  ligand  54  29  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C51
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
 C51  C13  C  CR6   0   0.397  -3.5920  -0.1824   0.0442
 C51  C18  C  CR16  0  -0.342  -3.6476  -1.4147   0.7080
 C51  C17  C  CR16  0  -0.227  -4.6594  -2.3130   0.4517
 C51  C16  C  CR6   0  -0.014  -5.6468  -1.9971  -0.4831
 C51  C15  C  CR16  0  -0.229  -5.5958  -0.7742  -1.1491
 C51  C19  C  CSP   0   0.052  -6.6987  -2.9179  -0.7537
 C51  C21  C  CR16  0  -0.433   3.2440   0.0095   2.0606
 C51  C22  C  CR16  0  -0.073   4.0073  -0.9705   2.7228
 C51  C24  C  CR66  0   0.195   4.8803  -1.7407   0.7691
 C51  C27  C  CR16  0  -0.262   5.8593  -2.6424  -1.2487
 C51  C1   C  CH1   0  -0.220   0.0252   2.7627  -0.6133
 C51  C2   C  CH2   0  -0.455   0.3511   1.4773  -1.3832
 C51  C3   C  CH2   0  -0.422   1.1748   0.4884  -0.5642
 C51  C4   C  CH1   0  -0.344   2.4733   1.1341  -0.0569
 C51  C5   C  CH2   0  -0.433   2.1535   2.4033   0.7349
 C51  C6   C  CH2   0  -0.448   1.3366   3.3745  -0.1111
 C51  C7   C  CR6   0   0.286   3.2993   0.1230   0.6953
 C51  C8   C  CH1   0  -0.389  -0.9977   2.5309   0.5195
 C51  C9   C  CH3   0  -0.659  -1.3898   3.8223   1.2381
 C51  C10  C  C     0   0.571  -2.2520   1.9129  -0.0704
 C51  N11  N  NH1   0  -0.748  -2.5323   0.6533   0.3733
 C51  O12  O  O     0  -0.455  -2.9412   2.5078  -0.8775
 C51  C14  C  CR16  0  -0.306  -4.5814   0.1297  -0.8941
 C51  N20  N  NS    0  -0.258  -7.5500  -3.6644  -0.9718
 C51  N23  N  N     0  -0.439   4.7985  -1.8142   2.1201
 C51  C25  C  CR66  0   0.040   4.1483  -0.7937   0.0041
 C51  C26  C  CR16  0  -0.289   5.7350  -2.6563   0.1130
 C51  C28  C  CR16  0  -0.248   5.1317  -1.7096  -2.0136
 C51  C29  C  CR16  0  -0.339   4.2989  -0.8106  -1.4036
 C51  H48  H  HCR6  0   0.287  -2.8857  -1.6691   1.4342
 C51  H47  H  HCR6  0   0.284  -4.6840  -3.2582   0.9765
 C51  H46  H  HCR6  0   0.283  -6.3566  -0.5229  -1.8756
 C51  H50  H  HCR6  0   0.262   3.9481  -1.0418   3.8042
 C51  H52  H  HCR6  0   0.262   6.5148  -3.3471  -1.7437
 C51  H30  H  HCH1  0   0.241  -0.4341   3.4712  -1.3100
 C51  H32  H  HCH2  0   0.242  -0.5547   0.9885  -1.7505
 C51  H31  H  HCH2  0   0.238   0.9189   1.7509  -2.2780
 C51  H34  H  HCH2  0   0.222   0.6040   0.1218   0.2954
 C51  H33  H  HCH2  0   0.249   1.3985  -0.3910  -1.1718
 C51  H35  H  HCH1  0   0.241   3.0466   1.4547  -0.9341
 C51  H36  H  HCH2  0   0.224   1.5976   2.1590   1.6443
 C51  H37  H  HCH2  0   0.247   3.0798   2.8823   1.0614
 C51  H38  H  HCH2  0   0.234   1.9261   3.6721  -0.9847
 C51  H39  H  HCH2  0   0.243   1.1537   4.2920   0.4500
 C51  H40  H  HCH1  0   0.256  -0.5708   1.8504   1.2623
 C51  H43  H  HCH3  0   0.244  -2.1513   3.6338   1.9957
 C51  H42  H  HCH3  0   0.244  -0.5336   4.2631   1.7453
 C51  H41  H  HCH3  0   0.232  -1.7850   4.5587   0.5377
 C51  H44  H  HNH1  0   0.421  -1.8989   0.2779   1.0632
 C51  H45  H  HCR6  0   0.296  -4.5684   1.0665  -1.4244
 C51  H51  H  HCR6  0   0.259   6.2820  -3.3669   0.7197
 C51  H53  H  HCR6  0   0.263   5.2332  -1.7043  -3.0909
 C51  H54  H  HCR6  0   0.256   3.7515  -0.1075  -2.0166
 C51  H49  H  HCR6  0   0.258   2.6206   0.6604   2.6574

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
 C51  C28  C27  aromatic  1.409  0.020  1.409
 C51  C28  C29  aromatic  1.369  0.020  1.369
 C51  C27  C26  aromatic  1.367  0.020  1.367
 C51  C29  C25  aromatic  1.416  0.020  1.416
 C51  C26  C24  aromatic  1.414  0.020  1.414
 C51  C25  C24  aromatic  1.421  0.020  1.421
 C51  C25  C7   aromatic  1.428  0.020  1.428
 C51  C24  N23  aromatic  1.355  0.020  1.355
 C51  C4   C7   single    1.507  0.020  1.507
 C51  C4   C3   single    1.536  0.020  1.536
 C51  C4   C5   single    1.530  0.020  1.530
 C51  C7   C21  aromatic  1.371  0.020  1.371
 C51  C2   C3   single    1.525  0.020  1.525
 C51  C2   C1   single    1.533  0.020  1.533
 C51  N23  C22  aromatic  1.304  0.020  1.304
 C51  C6   C5   single    1.525  0.020  1.525
 C51  C6   C1   single    1.532  0.020  1.532
 C51  C1   C8   single    1.544  0.020  1.544
 C51  C21  C22  aromatic  1.408  0.020  1.408
 C51  N11  C13  single    1.389  0.020  1.389
 C51  N11  C10  single    1.365  0.020  1.365
 C51  C14  C13  aromatic  1.399  0.020  1.399
 C51  C14  C15  aromatic  1.382  0.020  1.382
 C51  C8   C10  single    1.518  0.020  1.518
 C51  C8   C9   single    1.529  0.020  1.529
 C51  C13  C18  aromatic  1.401  0.020  1.401
 C51  C15  C16  aromatic  1.393  0.020  1.393
 C51  C18  C17  aromatic  1.377  0.020  1.377
 C51  C16  C17  aromatic  1.396  0.020  1.396
 C51  C16  C19  single    1.424  0.020  1.424
 C51  C10  O12  double    1.217  0.020  1.217
 C51  C19  N20  triple    1.153  0.020  1.153
 C51  C18  H48  single    0.930  0.020  1.080
 C51  C17  H47  single    0.930  0.020  1.080
 C51  C15  H46  single    0.930  0.020  1.080
 C51  C21  H49  single    0.930  0.020  1.080
 C51  C22  H50  single    0.930  0.020  1.080
 C51  C27  H52  single    0.930  0.020  1.080
 C51  C1   H30  single    0.970  0.020  1.090
 C51  C2   H32  single    0.970  0.020  1.090
 C51  C2   H31  single    0.970  0.020  1.090
 C51  C3   H34  single    0.970  0.020  1.090
 C51  C3   H33  single    0.970  0.020  1.090
 C51  C4   H35  single    0.970  0.020  1.090
 C51  C5   H36  single    0.970  0.020  1.090
 C51  C5   H37  single    0.970  0.020  1.090
 C51  C6   H38  single    0.970  0.020  1.090
 C51  C6   H39  single    0.970  0.020  1.090
 C51  C8   H40  single    0.970  0.020  1.090
 C51  C9   H43  single    0.970  0.020  1.090
 C51  C9   H42  single    0.970  0.020  1.090
 C51  C9   H41  single    0.970  0.020  1.090
 C51  N11  H44  single    0.860  0.020  1.020
 C51  C14  H45  single    0.930  0.020  1.080
 C51  C26  H51  single    0.930  0.020  1.080
 C51  C28  H53  single    0.930  0.020  1.080
 C51  C29  H54  single    0.930  0.020  1.080

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
 C51  C14  C13  N11  124.35  3.000
 C51  C14  C13  C18  119.08  3.000
 C51  N11  C13  C18  116.57  3.000
 C51  H48  C18  C17  119.24  3.000
 C51  H48  C18  C13  119.77  3.000
 C51  C17  C18  C13  120.99  3.000
 C51  H47  C17  C16  120.44  3.000
 C51  H47  C17  C18  119.77  3.000
 C51  C16  C17  C18  119.79  3.000
 C51  C19  C16  C15  120.25  3.000
 C51  C19  C16  C17  120.23  3.000
 C51  C15  C16  C17  119.52  3.000
 C51  H46  C15  C14  119.22  3.000
 C51  H46  C15  C16  119.95  3.000
 C51  C14  C15  C16  120.83  3.000
 C51  N20  C19  C16  180.00  3.000
 C51  H49  C21  C7   121.54  3.000
 C51  H49  C21  C22  118.18  3.000
 C51  C7   C21  C22  120.28  3.000
 C51  H50  C22  N23  116.81  3.000
 C51  H50  C22  C21  119.01  3.000
 C51  N23  C22  C21  124.19  3.000
 C51  C26  C24  C25  119.56  3.000
 C51  C25  C24  N23  122.81  3.000
 C51  C26  C24  N23  117.64  3.000
 C51  H52  C27  C28  119.71  3.000
 C51  H52  C27  C26  120.26  3.000
 C51  C28  C27  C26  120.03  3.000
 C51  H30  C1   C8   106.63  3.000
 C51  H30  C1   C6   108.03  3.000
 C51  C8   C1   C6   112.75  3.000
 C51  H30  C1   C2   108.19  3.000
 C51  C8   C1   C2   112.54  3.000
 C51  C6   C1   C2   108.51  3.000
 C51  H31  C2   H32  105.48  3.000
 C51  H31  C2   C3   108.72  3.000
 C51  H32  C2   C3   109.76  3.000
 C51  H31  C2   C1   108.13  3.000
 C51  H32  C2   C1   111.57  3.000
 C51  C3   C2   C1   112.87  3.000
 C51  H33  C3   H34  105.90  3.000
 C51  H33  C3   C4   110.42  3.000
 C51  H34  C3   C4   108.78  3.000
 C51  H33  C3   C2   109.51  3.000
 C51  H34  C3   C2   110.92  3.000
 C51  C4   C3   C2   111.17  3.000
 C51  H35  C4   C7   108.00  3.000
 C51  H35  C4   C5   106.31  3.000
 C51  C7   C4   C5   114.39  3.000
 C51  H35  C4   C3   107.51  3.000
 C51  C5   C4   C3   110.06  3.000
 C51  C7   C4   C3   110.26  3.000
 C51  H37  C5   H36  106.28  3.000
 C51  H37  C5   C6   109.92  3.000
 C51  H36  C5   C6   109.34  3.000
 C51  H37  C5   C4   109.95  3.000
 C51  H36  C5   C4   110.57  3.000
 C51  C6   C5   C4   110.68  3.000
 C51  H39  C6   H38  105.78  3.000
 C51  H39  C6   C5   109.88  3.000
 C51  H38  C6   C5   109.10  3.000
 C51  H39  C6   C1   111.16  3.000
 C51  H38  C6   C1   107.93  3.000
 C51  C5   C6   C1   112.71  3.000
 C51  C25  C7   C4   121.00  3.000
 C51  C4   C7   C21  122.04  3.000
 C51  C25  C7   C21  116.92  3.000
 C51  H40  C8   C10  109.46  3.000
 C51  H40  C8   C9   107.84  3.000
 C51  C10  C8   C9   108.34  3.000
 C51  H40  C8   C1   109.45  3.000
 C51  C9   C8   C1   112.83  3.000
 C51  C10  C8   C1   108.88  3.000
 C51  H41  C9   H42  108.11  3.000
 C51  H41  C9   H43  108.05  3.000
 C51  H42  C9   H43  107.19  3.000
 C51  H41  C9   C8   111.19  3.000
 C51  H42  C9   C8   111.07  3.000
 C51  H43  C9   C8   111.07  3.000
 C51  O12  C10  N11  123.42  3.000
 C51  O12  C10  C8   121.80  3.000
 C51  N11  C10  C8   114.78  3.000
 C51  H44  N11  C10  115.90  3.000
 C51  H44  N11  C13  114.65  3.000
 C51  C10  N11  C13  129.42  3.000
 C51  H45  C14  C15  119.14  3.000
 C51  H45  C14  C13  121.07  3.000
 C51  C15  C14  C13  119.79  3.000
 C51  C24  N23  C22  117.53  3.000
 C51  C29  C25  C7   123.51  3.000
 C51  C7   C25  C24  118.27  3.000
 C51  C29  C25  C24  118.21  3.000
 C51  H51  C26  C27  121.25  3.000
 C51  H51  C26  C24  118.06  3.000
 C51  C27  C26  C24  120.69  3.000
 C51  H53  C28  C29  119.84  3.000
 C51  H53  C28  C27  119.69  3.000
 C51  C29  C28  C27  120.47  3.000
 C51  H54  C29  C28  118.83  3.000
 C51  H54  C29  C25  120.13  3.000
 C51  C28  C29  C25  121.04  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
 C51  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 C51  CONST_02  C16  C17  C18  C13    0.00   0.0  0
 C51  CONST_03  C15  C14  C13  C18    0.00   0.0  0
 C51  CONST_04  C15  C16  C17  C18    0.00   0.0  0
 C51  CONST_05  C14  C13  C18  C17    0.00   0.0  0
 C51  CONST_06  C14  C15  C16  C17    0.00   0.0  0
 C51  CONST_07  C29  C25  C7   C21  180.00   0.0  0
 C51  CONST_08  C24  C25  C7   C21    0.00   0.0  0
 C51  CONST_09  C24  N23  C22  C21    0.00   0.0  0
 C51  CONST_10  C26  C24  N23  C22  180.00   0.0  0
 C51  CONST_11  C25  C24  N23  C22    0.00   0.0  0
 C51  CONST_12  C25  C7   C21  C22    0.00   0.0  0
 C51  CONST_13  C28  C27  C26  C24    0.00   0.0  0
 C51  CONST_14  C28  C29  C25  C24    0.00   0.0  0
 C51  CONST_15  C25  C29  C28  C27    0.00   0.0  0
 C51  CONST_16  C25  C24  C26  C27    0.00   0.0  0
 C51  CONST_17  N23  C24  C26  C27  180.00   0.0  0
 C51  CONST_18  C28  C29  C25  C7   180.00   0.0  0
 C51  CONST_19  C26  C24  C25  C7   180.00   0.0  0
 C51  CONST_20  N23  C24  C25  C7     0.00   0.0  0
 C51  CONST_21  N23  C22  C21  C7     0.00   0.0  0
 C51  CONST_22  C29  C25  C24  N23  180.00   0.0  0
 C51  CONST_23  C29  C28  C27  C26    0.00   0.0  0
 C51  CONST_24  C29  C25  C24  C26    0.00   0.0  0
 C51  CONST_25  C4   C7   C21  C22  180.00   0.0  0
 C51  CONST_26  C4   C7   C25  C24  180.00   0.0  0
 C51  CONST_27  C29  C25  C7   C4     0.00   0.0  0
 C51  CONST_28  C19  C16  C17  C18  180.00   0.0  0
 C51  CONST_29  N11  C13  C18  C17  180.00   0.0  0
 C51  CONST_30  N11  C13  C14  C15  180.00   0.0  0
 C51  CONST_31  C14  C15  C16  C19  180.00   0.0  0
 C51  CONST_32  H46  C15  C14  C13  180.00   0.0  0
 C51  CONST_33  H47  C17  C18  C13  180.00   0.0  0
 C51  CONST_34  H45  C14  C13  C18  180.00   0.0  0
 C51  CONST_35  H48  C18  C17  C16  180.00   0.0  0
 C51  CONST_36  H52  C27  C26  C24  180.00   0.0  0
 C51  CONST_37  H54  C29  C25  C24  180.00   0.0  0
 C51  CONST_38  H50  C22  N23  C24  180.00   0.0  0
 C51  CONST_39  H49  C21  C7   C4     0.00   0.0  0
 C51  CONST_40  H51  C26  C24  N23    0.00   0.0  0
 C51  CONST_41  H53  C28  C29  C25  180.00   0.0  0
 C51  CONST_42  C10  N11  C13  C18  180.00   0.0  0
 C51  CONST_43  C14  C13  N11  C10    0.00   0.0  0
 C51  CONST_44  H44  N11  C13  C18    0.00   0.0  0
 C51  CONST_45  C8   C10  N11  C13  180.00   0.0  0
 C51  CONST_46  O12  C10  N11  C13    0.00   0.0  0
 C51  Var_01    C4   C3   C2   C1   -56.13  30.0  1
 C51  Var_02    C4   C5   C6   C1    57.91  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
 C51  chir_01  C1  C2  C6   C8  positiv
 C51  chir_02  C4  C7  C3   C5  negativ
 C51  chir_03  C8  C1  C10  C9  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
 C51  plan-1  C13  0.020
 C51  plan-1  C18  0.020
 C51  plan-1  C17  0.020
 C51  plan-1  C16  0.020
 C51  plan-1  C15  0.020
 C51  plan-1  C19  0.020
 C51  plan-1  N11  0.020
 C51  plan-1  C14  0.020
 C51  plan-1  N20  0.020
 C51  plan-1  H48  0.020
 C51  plan-1  H47  0.020
 C51  plan-1  H46  0.020
 C51  plan-1  H45  0.020
 C51  plan-2  C21  0.020
 C51  plan-2  C22  0.020
 C51  plan-2  C24  0.020
 C51  plan-2  C27  0.020
 C51  plan-2  C4   0.020
 C51  plan-2  C7   0.020
 C51  plan-2  N23  0.020
 C51  plan-2  C25  0.020
 C51  plan-2  C26  0.020
 C51  plan-2  C28  0.020
 C51  plan-2  C29  0.020
 C51  plan-2  H50  0.020
 C51  plan-2  H52  0.020
 C51  plan-2  H51  0.020
 C51  plan-2  H53  0.020
 C51  plan-2  H54  0.020
 C51  plan-2  H49  0.020
 C51  plan-3  C13  0.020
 C51  plan-3  C8   0.020
 C51  plan-3  C10  0.020
 C51  plan-3  N11  0.020
 C51  plan-3  O12  0.020
 C51  plan-3  H44  0.020

