# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 19:49:31 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 1-(4-{3,5-dichloro-4-[(2,6-dimethylpyridin-3-yl)methoxy]phenyl}pyridin-2-yl)piperazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(COc2c(Cl)cc(cc2Cl)c3ccnc(c3)N4CCNCC4)c(C)n1
#
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
 75Q  75Q  1-(4-{3,5-dichloro-4-[(2,6-dimethylpyridin-3-yl)methoxy]phenyl}pyridin-2-yl)piperazine  ligand  54  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_75Q
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
 75Q  CAN  C   CH2   0  -0.303   7.3459   0.0284   0.1558
 75Q  CAL  C   CH2   0  -0.325   8.3116   1.1931  -0.0020
 75Q  NAS  N   NH1   0  -0.578   8.0295   2.3076   0.8844
 75Q  CAM  C   CH2   0  -0.316   6.6488   2.7218   0.7321
 75Q  CAO  C   CH2   0  -0.306   5.6292   1.5967   0.8854
 75Q  NBD  N   NT    0  -0.508   5.9661   0.4770   0.0262
 75Q  CBB  C   CR6   0   0.566   5.0069  -0.4062  -0.3916
 75Q  CAK  C   CR16  0  -0.488   3.6365  -0.2170  -0.1202
 75Q  NAQ  N   N     0  -0.474   5.4226  -1.4661  -1.0891
 75Q  CAE  C   CR16  0  -0.051   4.5266  -2.3238  -1.5532
 75Q  CAF  C   CR16  0  -0.424   3.1639  -2.2078  -1.3634
 75Q  CAY  C   CR6   0   0.201   2.7103  -1.1184  -0.6167
 75Q  CAZ  C   CR6   0   0.065   1.2713  -0.9349  -0.3428
 75Q  CAJ  C   CR16  0  -0.267   0.4570  -2.0385  -0.1008
 75Q  CAW  C   CR6   0  -0.136  -0.8892  -1.8610   0.1620
 75Q  CL1  CL  CL    0  -0.083  -1.8899  -3.2278   0.4847
 75Q  CAI  C   CR16  0  -0.272   0.7114   0.3402  -0.3171
 75Q  CAV  C   CR6   0  -0.129  -0.6371   0.4979  -0.0553
 75Q  CL2  CL  CL    0  -0.079  -1.3323   2.0756  -0.0307
 75Q  CBC  C   CR6   0   0.496  -1.4634  -0.5936   0.2008
 75Q  OAT  O   O2    0  -0.475  -2.7641  -0.4218   0.4982
 75Q  CAP  C   CH2   0  -0.202  -3.6538  -0.4139  -0.6160
 75Q  CBA  C   CR6   0  -0.057  -4.9547   0.2069  -0.2036
 75Q  CAH  C   CR16  0  -0.167  -5.0684   1.0235   0.9104
 75Q  CAG  C   CR16  0  -0.339  -6.2964   1.5853   1.2236
 75Q  CAU  C   CR6   0   0.231  -7.3860   1.3222   0.4058
 75Q  CAA  C   CH3   0  -0.716  -8.7383   1.9063   0.6809
 75Q  NAR  N   N     0  -0.445  -7.2727   0.5467  -0.6721
 75Q  CAX  C   CR6   0   0.206  -6.1026   0.0014  -0.9802
 75Q  CAB  C   CH3   0  -0.757  -6.0541  -0.8492  -2.2143
 75Q  H1   H   HCH2  0   0.262   7.5499  -0.7307  -0.5938
 75Q  H2   H   HCH2  0   0.216   7.4946  -0.4334   1.1430
 75Q  H3   H   HCH2  0   0.242   9.3282   0.8372   0.1744
 75Q  H4   H   HCH2  0   0.224   8.2709   1.5572  -1.0335
 75Q  H5   H   HNH1  0   0.342   8.1934   2.0221   1.8438
 75Q  H7   H   HCH2  0   0.245   6.4198   3.5038   1.4579
 75Q  H8   H   HCH2  0   0.225   6.5347   3.1623  -0.2634
 75Q  H9   H   HCH2  0   0.223   5.5762   1.2781   1.9363
 75Q  H10  H   HCH2  0   0.252   4.6536   1.9993   0.6180
 75Q  H11  H   HCR6  0   0.271   3.2956   0.5984   0.5001
 75Q  H12  H   HCR6  0   0.258   4.9215  -3.1607  -2.1197
 75Q  H13  H   HCR6  0   0.261   2.4868  -2.9326  -1.7932
 75Q  H14  H   HCR6  0   0.289   0.8712  -3.0377  -0.1019
 75Q  H15  H   HCR6  0   0.289   1.3189   1.2114  -0.5231
 75Q  H16  H   HCH2  0   0.254  -3.2171   0.1499  -1.4488
 75Q  H17  H   HCH2  0   0.249  -3.8058  -1.4388  -0.9682
 75Q  H18  H   HCR6  0   0.262  -4.2123   1.2278   1.5391
 75Q  H19  H   HCR6  0   0.261  -6.4030   2.2221   2.0917
 75Q  H20  H   HCH3  0   0.251  -8.9963   2.6527  -0.0728
 75Q  H21  H   HCH3  0   0.248  -9.5087   1.1360   0.6477
 75Q  H22  H   HCH3  0   0.242  -8.7764   2.3899   1.6555
 75Q  H23  H   HCH3  0   0.253  -5.7598  -1.8759  -1.9839
 75Q  H24  H   HCH3  0   0.260  -7.0305  -0.8755  -2.6929
 75Q  H25  H   HCH3  0   0.252  -5.3306  -0.4671  -2.9377

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
 75Q  CAB  CAX  single    1.500  0.020  1.500
 75Q  CAP  OAT  single    1.426  0.020  1.426
 75Q  CAP  CBA  single    1.499  0.020  1.499
 75Q  OAT  CBC  single    1.345  0.020  1.345
 75Q  CAX  CBA  aromatic  1.401  0.020  1.401
 75Q  CAX  NAR  aromatic  1.327  0.020  1.327
 75Q  CL2  CAV  single    1.724  0.020  1.724
 75Q  CBA  CAH  aromatic  1.386  0.020  1.386
 75Q  NAR  CAU  aromatic  1.333  0.020  1.333
 75Q  CBC  CAV  aromatic  1.393  0.020  1.393
 75Q  CBC  CAW  aromatic  1.392  0.020  1.392
 75Q  CAV  CAI  aromatic  1.383  0.020  1.383
 75Q  CAH  CAG  aromatic  1.386  0.020  1.386
 75Q  CL1  CAW  single    1.724  0.020  1.724
 75Q  CAW  CAJ  aromatic  1.383  0.020  1.383
 75Q  CAU  CAG  aromatic  1.387  0.020  1.387
 75Q  CAU  CAA  single    1.498  0.020  1.498
 75Q  CAI  CAZ  aromatic  1.393  0.020  1.393
 75Q  CAJ  CAZ  aromatic  1.393  0.020  1.393
 75Q  CAZ  CAY  single    1.476  0.020  1.476
 75Q  CAY  CAF  aromatic  1.396  0.020  1.396
 75Q  CAY  CAK  aromatic  1.384  0.020  1.384
 75Q  CAF  CAE  aromatic  1.381  0.020  1.381
 75Q  CAK  CBB  aromatic  1.410  0.020  1.410
 75Q  CAE  NAQ  aromatic  1.324  0.020  1.324
 75Q  CBB  NAQ  aromatic  1.335  0.020  1.335
 75Q  CBB  NBD  single    1.369  0.020  1.369
 75Q  CAN  NBD  single    1.457  0.020  1.457
 75Q  CAN  CAL  single    1.521  0.020  1.521
 75Q  NBD  CAO  single    1.451  0.020  1.451
 75Q  CAL  NAS  single    1.452  0.020  1.452
 75Q  CAO  CAM  single    1.526  0.020  1.526
 75Q  NAS  CAM  single    1.449  0.020  1.449
 75Q  CAN  H1   single    0.970  0.020  1.090
 75Q  CAN  H2   single    0.970  0.020  1.090
 75Q  CAL  H3   single    0.970  0.020  1.090
 75Q  CAL  H4   single    0.970  0.020  1.090
 75Q  NAS  H5   single    0.890  0.020  1.040
 75Q  CAM  H7   single    0.970  0.020  1.090
 75Q  CAM  H8   single    0.970  0.020  1.090
 75Q  CAO  H9   single    0.970  0.020  1.090
 75Q  CAO  H10  single    0.970  0.020  1.090
 75Q  CAK  H11  single    0.930  0.020  1.080
 75Q  CAE  H12  single    0.930  0.020  1.080
 75Q  CAF  H13  single    0.930  0.020  1.080
 75Q  CAJ  H14  single    0.930  0.020  1.080
 75Q  CAI  H15  single    0.930  0.020  1.080
 75Q  CAP  H16  single    0.970  0.020  1.090
 75Q  CAP  H17  single    0.970  0.020  1.090
 75Q  CAH  H18  single    0.930  0.020  1.080
 75Q  CAG  H19  single    0.930  0.020  1.080
 75Q  CAA  H20  single    0.970  0.020  1.090
 75Q  CAA  H21  single    0.970  0.020  1.090
 75Q  CAA  H22  single    0.970  0.020  1.090
 75Q  CAB  H23  single    0.970  0.020  1.090
 75Q  CAB  H24  single    0.970  0.020  1.090
 75Q  CAB  H25  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
 75Q  H2   CAN  H1   107.50  3.000
 75Q  H2   CAN  NBD  109.71  3.000
 75Q  H1   CAN  NBD  109.37  3.000
 75Q  H2   CAN  CAL  109.19  3.000
 75Q  H1   CAN  CAL  110.14  3.000
 75Q  NBD  CAN  CAL  110.88  3.000
 75Q  H4   CAL  H3   107.19  3.000
 75Q  H4   CAL  NAS  108.22  3.000
 75Q  H3   CAL  NAS  109.43  3.000
 75Q  H4   CAL  CAN  109.20  3.000
 75Q  H3   CAL  CAN  108.96  3.000
 75Q  NAS  CAL  CAN  113.65  3.000
 75Q  H5   NAS  CAM  109.50  3.000
 75Q  H5   NAS  CAL  109.27  3.000
 75Q  CAM  NAS  CAL  109.90  3.000
 75Q  H8   CAM  H7   107.13  3.000
 75Q  H8   CAM  CAO  108.57  3.000
 75Q  H7   CAM  CAO  108.74  3.000
 75Q  H8   CAM  NAS  108.05  3.000
 75Q  H7   CAM  NAS  109.56  3.000
 75Q  CAO  CAM  NAS  114.53  3.000
 75Q  H10  CAO  H9   107.39  3.000
 75Q  H10  CAO  NBD  110.36  3.000
 75Q  H9   CAO  NBD  110.70  3.000
 75Q  H10  CAO  CAM  107.54  3.000
 75Q  H9   CAO  CAM  109.99  3.000
 75Q  NBD  CAO  CAM  110.75  3.000
 75Q  CBB  NBD  CAO  121.05  3.000
 75Q  CAO  NBD  CAN  113.88  3.000
 75Q  CBB  NBD  CAN  119.48  3.000
 75Q  NAQ  CBB  CAK  120.65  3.000
 75Q  NAQ  CBB  NBD  116.96  3.000
 75Q  CAK  CBB  NBD  122.39  3.000
 75Q  H11  CAK  CAY  119.11  3.000
 75Q  H11  CAK  CBB  121.26  3.000
 75Q  CAY  CAK  CBB  119.60  3.000
 75Q  CAE  NAQ  CBB  119.11  3.000
 75Q  H12  CAE  CAF  119.72  3.000
 75Q  H12  CAE  NAQ  115.86  3.000
 75Q  CAF  CAE  NAQ  124.41  3.000
 75Q  H13  CAF  CAY  122.15  3.000
 75Q  H13  CAF  CAE  120.48  3.000
 75Q  CAY  CAF  CAE  117.36  3.000
 75Q  CAZ  CAY  CAF  120.85  3.000
 75Q  CAF  CAY  CAK  118.84  3.000
 75Q  CAZ  CAY  CAK  120.31  3.000
 75Q  CAI  CAZ  CAJ  119.16  3.000
 75Q  CAJ  CAZ  CAY  120.25  3.000
 75Q  CAI  CAZ  CAY  120.60  3.000
 75Q  H14  CAJ  CAW  119.43  3.000
 75Q  H14  CAJ  CAZ  120.53  3.000
 75Q  CAW  CAJ  CAZ  120.03  3.000
 75Q  CBC  CAW  CL1  118.50  3.000
 75Q  CL1  CAW  CAJ  119.91  3.000
 75Q  CBC  CAW  CAJ  121.58  3.000
 75Q  H15  CAI  CAV  119.46  3.000
 75Q  H15  CAI  CAZ  120.53  3.000
 75Q  CAV  CAI  CAZ  119.99  3.000
 75Q  CBC  CAV  CL2  118.38  3.000
 75Q  CBC  CAV  CAI  121.61  3.000
 75Q  CL2  CAV  CAI  120.01  3.000
 75Q  OAT  CBC  CAV  120.94  3.000
 75Q  CAV  CBC  CAW  117.63  3.000
 75Q  OAT  CBC  CAW  121.42  3.000
 75Q  CAP  OAT  CBC  115.55  3.000
 75Q  H17  CAP  H16  107.01  3.000
 75Q  H17  CAP  CBA  110.85  3.000
 75Q  H16  CAP  CBA  109.98  3.000
 75Q  H17  CAP  OAT  109.45  3.000
 75Q  H16  CAP  OAT  110.35  3.000
 75Q  CBA  CAP  OAT  109.19  3.000
 75Q  CAX  CBA  CAH  117.69  3.000
 75Q  CAH  CBA  CAP  122.43  3.000
 75Q  CAX  CBA  CAP  119.85  3.000
 75Q  H18  CAH  CAG  119.56  3.000
 75Q  H18  CAH  CBA  120.90  3.000
 75Q  CAG  CAH  CBA  119.54  3.000
 75Q  H19  CAG  CAU  120.48  3.000
 75Q  H19  CAG  CAH  120.47  3.000
 75Q  CAU  CAG  CAH  119.06  3.000
 75Q  NAR  CAU  CAA  116.87  3.000
 75Q  CAA  CAU  CAG  121.77  3.000
 75Q  NAR  CAU  CAG  121.35  3.000
 75Q  H22  CAA  H21  108.45  3.000
 75Q  H22  CAA  H20  107.82  3.000
 75Q  H21  CAA  H20  107.16  3.000
 75Q  H22  CAA  CAU  111.66  3.000
 75Q  H21  CAA  CAU  110.91  3.000
 75Q  H20  CAA  CAU  110.68  3.000
 75Q  CAX  NAR  CAU  120.11  3.000
 75Q  CAB  CAX  NAR  116.91  3.000
 75Q  NAR  CAX  CBA  122.24  3.000
 75Q  CAB  CAX  CBA  120.85  3.000
 75Q  H25  CAB  H24  108.16  3.000
 75Q  H25  CAB  H23  106.86  3.000
 75Q  H24  CAB  H23  108.17  3.000
 75Q  H25  CAB  CAX  111.60  3.000
 75Q  H24  CAB  CAX  110.29  3.000
 75Q  H23  CAB  CAX  111.60  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
 75Q  CONST_01  CAZ  CAY  CAK  CBB   180.00   0.0  0
 75Q  CONST_02  CAF  CAY  CAK  CBB     0.00   0.0  0
 75Q  CONST_03  CAF  CAE  NAQ  CBB     0.00   0.0  0
 75Q  CONST_06  CAE  CAF  CAY  CAK     0.00   0.0  0
 75Q  CONST_07  CAE  NAQ  CBB  CAK     0.00   0.0  0
 75Q  CONST_08  CAY  CAF  CAE  NAQ     0.00   0.0  0
 75Q  CONST_09  CAY  CAK  CBB  NAQ     0.00   0.0  0
 75Q  CONST_10  CAZ  CAY  CAF  CAE   180.00   0.0  0
 75Q  CONST_13  CAV  CAI  CAZ  CAY   180.00   0.0  0
 75Q  CONST_14  CAW  CAJ  CAZ  CAY   180.00   0.0  0
 75Q  CONST_15  CBC  CAV  CAI  CAZ     0.00   0.0  0
 75Q  CONST_16  CBC  CAW  CAJ  CAZ     0.00   0.0  0
 75Q  CONST_17  CAV  CBC  CAW  CAJ     0.00   0.0  0
 75Q  CONST_18  CAV  CAI  CAZ  CAJ     0.00   0.0  0
 75Q  CONST_19  CAI  CAV  CBC  CAW     0.00   0.0  0
 75Q  CONST_20  CAI  CAZ  CAJ  CAW     0.00   0.0  0
 75Q  CONST_21  CAU  NAR  CAX  CBA     0.00   0.0  0
 75Q  CONST_22  CAU  CAG  CAH  CBA     0.00   0.0  0
 75Q  CONST_23  NAR  CAX  CBA  CAH     0.00   0.0  0
 75Q  CONST_24  NAR  CAU  CAG  CAH     0.00   0.0  0
 75Q  CONST_25  CAX  CBA  CAH  CAG     0.00   0.0  0
 75Q  CONST_26  CAX  NAR  CAU  CAG     0.00   0.0  0
 75Q  CONST_27  CAY  CAK  CBB  NBD   180.00   0.0  0
 75Q  CONST_28  CAE  NAQ  CBB  NBD   180.00   0.0  0
 75Q  CONST_29  CL2  CAV  CAI  CAZ   180.00   0.0  0
 75Q  CONST_30  CL1  CAW  CAJ  CAZ   180.00   0.0  0
 75Q  CONST_31  OAT  CBC  CAW  CAJ   180.00   0.0  0
 75Q  CONST_32  CL2  CAV  CBC  CAW   180.00   0.0  0
 75Q  CONST_33  CAV  CBC  CAW  CL1   180.00   0.0  0
 75Q  CONST_34  OAT  CBC  CAV  CAI   180.00   0.0  0
 75Q  CONST_35  NAR  CAX  CBA  CAP   180.00   0.0  0
 75Q  CONST_36  CAG  CAH  CBA  CAP   180.00   0.0  0
 75Q  CONST_37  CAB  CAX  CBA  CAH   180.00   0.0  0
 75Q  CONST_38  CAA  CAU  CAG  CAH   180.00   0.0  0
 75Q  CONST_39  CAB  CAX  NAR  CAU   180.00   0.0  0
 75Q  CONST_40  CAX  NAR  CAU  CAA   180.00   0.0  0
 75Q  CONST_41  H11  CAK  CBB  NBD     0.00   0.0  0
 75Q  CONST_42  H12  CAE  NAQ  CBB   180.00   0.0  0
 75Q  CONST_43  H13  CAF  CAY  CAK   180.00   0.0  0
 75Q  CONST_44  H15  CAI  CAZ  CAY     0.00   0.0  0
 75Q  CONST_45  H14  CAJ  CAZ  CAY     0.00   0.0  0
 75Q  CONST_46  H19  CAG  CAH  CBA   180.00   0.0  0
 75Q  CONST_47  H18  CAH  CAG  CAU   180.00   0.0  0
 75Q  Var_01    CAK  CBB  NBD  CAN   157.96  30.0  3
 75Q  Var_02    CAM  CAO  NBD  CAN    50.81  30.0  1
 75Q  Var_03    CAM  NAS  CAL  CAN   -53.56  30.0  1
 75Q  Var_04    CBB  NBD  CAN  CAL   154.09  30.0  1
 75Q  Var_05    CAO  CAM  NAS  CAL    52.89  30.0  1
 75Q  Var_06    NBD  CAN  CAL  NAS    53.50  30.0  1
 75Q  Var_07    NBD  CAO  CAM  NAS   -51.76  30.0  1
 75Q  Var_08    CBA  CAP  OAT  CBC  -162.10  30.0  2
 75Q  Var_09    CAX  CBA  CAP  OAT  -162.20  30.0  2
 75Q  Var_10    H23  CAB  CAX  CBA    60.87  30.0  2
 75Q  Var_11    H20  CAA  CAU  CAG   110.38  30.0  2

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
 75Q  plan-1  NBD  0.020
 75Q  plan-1  CBB  0.020
 75Q  plan-1  CAK  0.020
 75Q  plan-1  NAQ  0.020
 75Q  plan-1  CAE  0.020
 75Q  plan-1  CAF  0.020
 75Q  plan-1  CAY  0.020
 75Q  plan-1  CAZ  0.020
 75Q  plan-1  H11  0.020
 75Q  plan-1  H12  0.020
 75Q  plan-1  H13  0.020
 75Q  plan-2  CAY  0.020
 75Q  plan-2  CAZ  0.020
 75Q  plan-2  CAJ  0.020
 75Q  plan-2  CAW  0.020
 75Q  plan-2  CL1  0.020
 75Q  plan-2  CAI  0.020
 75Q  plan-2  CAV  0.020
 75Q  plan-2  CL2  0.020
 75Q  plan-2  CBC  0.020
 75Q  plan-2  OAT  0.020
 75Q  plan-2  H14  0.020
 75Q  plan-2  H15  0.020
 75Q  plan-3  CAP  0.020
 75Q  plan-3  CBA  0.020
 75Q  plan-3  CAH  0.020
 75Q  plan-3  CAG  0.020
 75Q  plan-3  CAU  0.020
 75Q  plan-3  CAA  0.020
 75Q  plan-3  NAR  0.020
 75Q  plan-3  CAX  0.020
 75Q  plan-3  CAB  0.020
 75Q  plan-3  H18  0.020
 75Q  plan-3  H19  0.020

