# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 22:31:43 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 1-(4-{3,5-dichloro-4-[(2,4-dimethylpyridin-3-yl)methoxy]phenyl}pyridin-2-yl)piperazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccnc(C)c1COc2c(Cl)cc(cc2Cl)c3ccnc(c3)N4CCNCC4
#
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
 75R  75R  1-(4-{3,5-dichloro-4-[(2,4-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_75R
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
 75R  CAN  C   CH2   0  -0.299   7.2679   0.2134  -0.2228
 75R  CAL  C   CH2   0  -0.323   8.1854  -0.7087   0.5717
 75R  NAS  N   NH1   0  -0.578   8.0924  -2.1087   0.1982
 75R  CAM  C   CH2   0  -0.319   6.7095  -2.5454   0.2479
 75R  CAO  C   CH2   0  -0.306   5.7613  -1.6635  -0.5553
 75R  NBD  N   NT    0  -0.510   5.8984  -0.2702  -0.1652
 75R  CBA  C   CR6   0   0.558   4.8594   0.6135  -0.2798
 75R  CAK  C   CR16  0  -0.476   3.5149   0.1963  -0.1869
 75R  NAR  N   N     0  -0.477   5.1659   1.9019  -0.4359
 75R  CAF  C   CR16  0  -0.053   4.1840   2.7906  -0.5172
 75R  CAH  C   CR16  0  -0.424   2.8431   2.4770  -0.4551
 75R  CAY  C   CR6   0   0.201   2.5014   1.1324  -0.2733
 75R  CAZ  C   CR6   0   0.068   1.0882   0.7240  -0.1494
 75R  CAJ  C   CR16  0  -0.270   0.1693   1.5582   0.4819
 75R  CAW  C   CR6   0  -0.132  -1.1513   1.1673   0.6051
 75R  CL1  CL  CL    0  -0.077  -2.2677   2.2033   1.4136
 75R  CAI  C   CR16  0  -0.271   0.6537  -0.5031  -0.6424
 75R  CAV  C   CR6   0  -0.132  -0.6710  -0.8776  -0.5084
 75R  CL2  CL  CL    0  -0.076  -1.1742  -2.4172  -1.1008
 75R  CBC  C   CR6   0   0.486  -1.6067  -0.0574   0.1200
 75R  OAT  O   O2    0  -0.465  -2.8887  -0.4299   0.2865
 75R  CAP  C   CH2   0  -0.273  -3.7588  -0.1626  -0.8326
 75R  CBB  C   CR6   0  -0.059  -5.1743  -0.3774  -0.3872
 75R  CAU  C   CR6   0   0.190  -6.0440   0.7000  -0.1919
 75R  CAA  C   CH3   0  -0.753  -5.6470   2.1226  -0.4537
 75R  CAG  C   CR16  0  -0.379  -7.3296   0.4189   0.2602
 75R  CAE  C   CR16  0  -0.066  -7.6906  -0.8930   0.4943
 75R  NAQ  N   N     0  -0.434  -6.8765  -1.9205   0.2918
 75R  CAX  C   CR6   0   0.228  -5.6428  -1.6770  -0.1427
 75R  CAB  C   CH3   0  -0.741  -4.7744  -2.8805  -0.3585
 75R  H1   H   HCH2  0   0.257   7.3154   1.2171   0.1888
 75R  H2   H   HCH2  0   0.215   7.6112   0.2782  -1.2655
 75R  H3   H   HCH2  0   0.241   9.2165  -0.3716   0.4539
 75R  H4   H   HCH2  0   0.224   7.9339  -0.6237   1.6337
 75R  H5   H   HNH1  0   0.342   8.4417  -2.2253  -0.7469
 75R  H7   H   HCH2  0   0.243   6.6352  -3.5707  -0.1187
 75R  H8   H   HCH2  0   0.226   6.3880  -2.5516   1.2938
 75R  H9   H   HCH2  0   0.226   5.9805  -1.7725  -1.6271
 75R  H10  H   HCH2  0   0.256   4.7438  -2.0147  -0.4021
 75R  H11  H   HCR6  0   0.271   3.2681  -0.8377   0.0054
 75R  H12  H   HCR6  0   0.258   4.4905   3.8226  -0.6517
 75R  H13  H   HCR6  0   0.261   2.0958   3.2499  -0.5652
 75R  H14  H   HCR6  0   0.289   0.4813   2.5065   0.8977
 75R  H15  H   HCR6  0   0.287   1.3402  -1.1629  -1.1557
 75R  H16  H   HCH2  0   0.266  -3.6021   0.8601  -1.1784
 75R  H17  H   HCH2  0   0.252  -3.5006  -0.8285  -1.6608
 75R  H18  H   HCH3  0   0.259  -5.2956   2.2654  -1.4760
 75R  H19  H   HCH3  0   0.262  -6.4885   2.7937  -0.2957
 75R  H20  H   HCH3  0   0.250  -4.8410   2.4379   0.2087
 75R  H21  H   HCR6  0   0.263  -8.0436   1.2153   0.4248
 75R  H22  H   HCR6  0   0.261  -8.6868  -1.1292   0.8522
 75R  H23  H   HCH3  0   0.244  -4.2977  -2.8674  -1.3392
 75R  H24  H   HCH3  0   0.256  -3.9739  -2.9356   0.3788
 75R  H25  H   HCH3  0   0.253  -5.3729  -3.7851  -0.2822

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
 75R  NAS  CAL  single    1.452  0.020  1.452
 75R  NAS  CAM  single    1.451  0.020  1.451
 75R  CAL  CAN  single    1.524  0.020  1.524
 75R  CAN  NBD  single    1.453  0.020  1.453
 75R  CAM  CAO  single    1.524  0.020  1.524
 75R  CAO  NBD  single    1.453  0.020  1.453
 75R  NBD  CBA  single    1.369  0.020  1.369
 75R  NAR  CBA  aromatic  1.334  0.020  1.334
 75R  NAR  CAF  aromatic  1.327  0.020  1.327
 75R  CBA  CAK  aromatic  1.411  0.020  1.411
 75R  CAF  CAH  aromatic  1.378  0.020  1.378
 75R  CAK  CAY  aromatic  1.382  0.020  1.382
 75R  CAH  CAY  aromatic  1.399  0.020  1.399
 75R  CAY  CAZ  single    1.476  0.020  1.476
 75R  CAZ  CAJ  aromatic  1.392  0.020  1.392
 75R  CAZ  CAI  aromatic  1.392  0.020  1.392
 75R  CAJ  CAW  aromatic  1.383  0.020  1.383
 75R  CAI  CAV  aromatic  1.383  0.020  1.383
 75R  CAW  CL1  single    1.724  0.020  1.724
 75R  CAW  CBC  aromatic  1.394  0.020  1.394
 75R  CAB  CAX  single    1.500  0.020  1.500
 75R  NAQ  CAX  aromatic  1.330  0.020  1.330
 75R  NAQ  CAE  aromatic  1.326  0.020  1.326
 75R  CAX  CBB  aromatic  1.403  0.020  1.403
 75R  CAE  CAG  aromatic  1.381  0.020  1.381
 75R  CAV  CBC  aromatic  1.394  0.020  1.394
 75R  CAV  CL2  single    1.725  0.020  1.725
 75R  CBC  OAT  single    1.345  0.020  1.345
 75R  CAG  CAU  aromatic  1.391  0.020  1.391
 75R  CBB  CAU  aromatic  1.398  0.020  1.398
 75R  CBB  CAP  single    1.499  0.020  1.499
 75R  OAT  CAP  single    1.443  0.020  1.443
 75R  CAU  CAA  single    1.500  0.020  1.500
 75R  CAN  H1   single    0.970  0.020  1.090
 75R  CAN  H2   single    0.970  0.020  1.090
 75R  CAL  H3   single    0.970  0.020  1.090
 75R  CAL  H4   single    0.970  0.020  1.090
 75R  NAS  H5   single    0.890  0.020  1.040
 75R  CAM  H7   single    0.970  0.020  1.090
 75R  CAM  H8   single    0.970  0.020  1.090
 75R  CAO  H9   single    0.970  0.020  1.090
 75R  CAO  H10  single    0.970  0.020  1.090
 75R  CAK  H11  single    0.930  0.020  1.080
 75R  CAF  H12  single    0.930  0.020  1.080
 75R  CAH  H13  single    0.930  0.020  1.080
 75R  CAJ  H14  single    0.930  0.020  1.080
 75R  CAI  H15  single    0.930  0.020  1.080
 75R  CAP  H16  single    0.970  0.020  1.090
 75R  CAP  H17  single    0.970  0.020  1.090
 75R  CAA  H18  single    0.970  0.020  1.090
 75R  CAA  H19  single    0.970  0.020  1.090
 75R  CAA  H20  single    0.970  0.020  1.090
 75R  CAG  H21  single    0.930  0.020  1.080
 75R  CAE  H22  single    0.930  0.020  1.080
 75R  CAB  H23  single    0.970  0.020  1.090
 75R  CAB  H24  single    0.970  0.020  1.090
 75R  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
 75R  H2   CAN  H1   106.94  3.000
 75R  H2   CAN  NBD  110.57  3.000
 75R  H1   CAN  NBD  109.50  3.000
 75R  H2   CAN  CAL  110.00  3.000
 75R  H1   CAN  CAL  109.59  3.000
 75R  NBD  CAN  CAL  110.19  3.000
 75R  H4   CAL  H3   107.33  3.000
 75R  H4   CAL  NAS  108.05  3.000
 75R  H3   CAL  NAS  109.31  3.000
 75R  H4   CAL  CAN  108.68  3.000
 75R  H3   CAL  CAN  109.00  3.000
 75R  NAS  CAL  CAN  114.25  3.000
 75R  H5   NAS  CAM  109.00  3.000
 75R  H5   NAS  CAL  109.18  3.000
 75R  CAM  NAS  CAL  110.03  3.000
 75R  H8   CAM  H7   107.20  3.000
 75R  H8   CAM  CAO  108.92  3.000
 75R  H7   CAM  CAO  108.93  3.000
 75R  H8   CAM  NAS  108.32  3.000
 75R  H7   CAM  NAS  109.64  3.000
 75R  CAO  CAM  NAS  113.63  3.000
 75R  H10  CAO  H9   106.97  3.000
 75R  H10  CAO  NBD  111.10  3.000
 75R  H9   CAO  NBD  109.75  3.000
 75R  H10  CAO  CAM  108.73  3.000
 75R  H9   CAO  CAM  109.42  3.000
 75R  NBD  CAO  CAM  110.77  3.000
 75R  CBA  NBD  CAO  121.66  3.000
 75R  CBA  NBD  CAN  119.80  3.000
 75R  CAO  NBD  CAN  113.40  3.000
 75R  NAR  CBA  CAK  120.83  3.000
 75R  CAK  CBA  NBD  121.80  3.000
 75R  NAR  CBA  NBD  117.33  3.000
 75R  H11  CAK  CAY  119.46  3.000
 75R  H11  CAK  CBA  120.83  3.000
 75R  CAY  CAK  CBA  119.63  3.000
 75R  CAF  NAR  CBA  118.96  3.000
 75R  H12  CAF  CAH  119.79  3.000
 75R  H12  CAF  NAR  115.82  3.000
 75R  CAH  CAF  NAR  124.39  3.000
 75R  H13  CAH  CAY  122.11  3.000
 75R  H13  CAH  CAF  120.36  3.000
 75R  CAY  CAH  CAF  117.51  3.000
 75R  CAZ  CAY  CAH  120.70  3.000
 75R  CAZ  CAY  CAK  120.62  3.000
 75R  CAH  CAY  CAK  118.68  3.000
 75R  CAI  CAZ  CAJ  118.87  3.000
 75R  CAI  CAZ  CAY  120.86  3.000
 75R  CAJ  CAZ  CAY  120.27  3.000
 75R  H14  CAJ  CAW  119.28  3.000
 75R  H14  CAJ  CAZ  120.62  3.000
 75R  CAW  CAJ  CAZ  120.08  3.000
 75R  CBC  CAW  CL1  118.66  3.000
 75R  CBC  CAW  CAJ  121.97  3.000
 75R  CL1  CAW  CAJ  119.36  3.000
 75R  H15  CAI  CAV  119.25  3.000
 75R  H15  CAI  CAZ  120.51  3.000
 75R  CAV  CAI  CAZ  120.22  3.000
 75R  CBC  CAV  CL2  118.97  3.000
 75R  CL2  CAV  CAI  119.20  3.000
 75R  CBC  CAV  CAI  121.82  3.000
 75R  OAT  CBC  CAV  122.17  3.000
 75R  OAT  CBC  CAW  120.77  3.000
 75R  CAV  CBC  CAW  117.04  3.000
 75R  CAP  OAT  CBC  115.30  3.000
 75R  H17  CAP  H16  107.28  3.000
 75R  H17  CAP  CBB  111.14  3.000
 75R  H16  CAP  CBB  111.35  3.000
 75R  H17  CAP  OAT  109.40  3.000
 75R  H16  CAP  OAT  109.45  3.000
 75R  CBB  CAP  OAT  108.20  3.000
 75R  CAX  CBB  CAU  118.80  3.000
 75R  CAU  CBB  CAP  121.22  3.000
 75R  CAX  CBB  CAP  119.98  3.000
 75R  CAG  CAU  CAA  119.53  3.000
 75R  CAA  CAU  CBB  122.80  3.000
 75R  CAG  CAU  CBB  117.67  3.000
 75R  H20  CAA  H19  107.77  3.000
 75R  H20  CAA  H18  107.08  3.000
 75R  H19  CAA  H18  107.73  3.000
 75R  H20  CAA  CAU  111.35  3.000
 75R  H19  CAA  CAU  110.79  3.000
 75R  H18  CAA  CAU  111.91  3.000
 75R  H21  CAG  CAE  120.07  3.000
 75R  H21  CAG  CAU  120.69  3.000
 75R  CAE  CAG  CAU  119.24  3.000
 75R  H22  CAE  NAQ  116.45  3.000
 75R  H22  CAE  CAG  120.20  3.000
 75R  NAQ  CAE  CAG  123.35  3.000
 75R  CAX  NAQ  CAE  118.50  3.000
 75R  CAB  CAX  NAQ  115.92  3.000
 75R  NAQ  CAX  CBB  122.42  3.000
 75R  CAB  CAX  CBB  121.67  3.000
 75R  H25  CAB  H24  108.35  3.000
 75R  H25  CAB  H23  108.28  3.000
 75R  H24  CAB  H23  106.74  3.000
 75R  H25  CAB  CAX  109.81  3.000
 75R  H24  CAB  CAX  111.63  3.000
 75R  H23  CAB  CAX  111.89  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
 75R  CONST_01  CAH  CAF  NAR  CBA     0.00   0.0  0
 75R  CONST_02  CAH  CAY  CAK  CBA     0.00   0.0  0
 75R  CONST_03  CAZ  CAY  CAK  CBA   180.00   0.0  0
 75R  CONST_04  CAF  NAR  CBA  CAK     0.00   0.0  0
 75R  CONST_05  CAF  CAH  CAY  CAK     0.00   0.0  0
 75R  CONST_08  CAY  CAK  CBA  NAR     0.00   0.0  0
 75R  CONST_09  CAY  CAH  CAF  NAR     0.00   0.0  0
 75R  CONST_10  CAZ  CAY  CAH  CAF   180.00   0.0  0
 75R  CONST_13  CAW  CAJ  CAZ  CAY   180.00   0.0  0
 75R  CONST_14  CAV  CAI  CAZ  CAY   180.00   0.0  0
 75R  CONST_15  CBC  CAW  CAJ  CAZ     0.00   0.0  0
 75R  CONST_16  CBC  CAV  CAI  CAZ     0.00   0.0  0
 75R  CONST_17  CAV  CAI  CAZ  CAJ     0.00   0.0  0
 75R  CONST_18  CAV  CBC  CAW  CAJ     0.00   0.0  0
 75R  CONST_19  CAI  CAZ  CAJ  CAW     0.00   0.0  0
 75R  CONST_20  CAI  CAV  CBC  CAW     0.00   0.0  0
 75R  CONST_21  CAE  NAQ  CAX  CBB     0.00   0.0  0
 75R  CONST_22  CAE  CAG  CAU  CBB     0.00   0.0  0
 75R  CONST_23  NAQ  CAE  CAG  CAU     0.00   0.0  0
 75R  CONST_24  NAQ  CAX  CBB  CAU     0.00   0.0  0
 75R  CONST_25  CAX  NAQ  CAE  CAG     0.00   0.0  0
 75R  CONST_26  CAX  CBB  CAU  CAG     0.00   0.0  0
 75R  CONST_27  CAF  NAR  CBA  NBD   180.00   0.0  0
 75R  CONST_28  CAY  CAK  CBA  NBD   180.00   0.0  0
 75R  CONST_29  CL1  CAW  CAJ  CAZ   180.00   0.0  0
 75R  CONST_30  CL2  CAV  CAI  CAZ   180.00   0.0  0
 75R  CONST_31  OAT  CBC  CAW  CAJ   180.00   0.0  0
 75R  CONST_32  CL2  CAV  CBC  CAW   180.00   0.0  0
 75R  CONST_33  CAV  CBC  CAW  CL1   180.00   0.0  0
 75R  CONST_34  OAT  CBC  CAV  CAI   180.00   0.0  0
 75R  CONST_35  NAQ  CAX  CBB  CAP   180.00   0.0  0
 75R  CONST_36  CAG  CAU  CBB  CAP   180.00   0.0  0
 75R  CONST_37  CAB  CAX  CBB  CAU   180.00   0.0  0
 75R  CONST_38  CAE  CAG  CAU  CAA   180.00   0.0  0
 75R  CONST_39  CAX  CBB  CAU  CAA   180.00   0.0  0
 75R  CONST_40  CAB  CAX  NAQ  CAE   180.00   0.0  0
 75R  CONST_41  H11  CAK  CBA  NBD     0.00   0.0  0
 75R  CONST_42  H12  CAF  NAR  CBA   180.00   0.0  0
 75R  CONST_43  H13  CAH  CAY  CAK   180.00   0.0  0
 75R  CONST_44  H14  CAJ  CAZ  CAY     0.00   0.0  0
 75R  CONST_45  H15  CAI  CAZ  CAY     0.00   0.0  0
 75R  CONST_46  H21  CAG  CAU  CBB   180.00   0.0  0
 75R  CONST_47  H22  CAE  CAG  CAU   180.00   0.0  0
 75R  Var_01    CAM  NAS  CAL  CAN   -53.10  30.0  1
 75R  Var_02    CAM  CAO  NBD  CAN    53.23  30.0  1
 75R  Var_03    NAR  CBA  NBD  CAN    -0.30  30.0  2
 75R  Var_04    CAO  CAM  NAS  CAL    52.85  30.0  1
 75R  Var_05    CAO  NBD  CAN  CAL   -52.83  30.0  1
 75R  Var_06    NBD  CAN  CAL  NAS    53.19  30.0  1
 75R  Var_07    NBD  CAO  CAM  NAS   -53.35  30.0  1
 75R  Var_08    CBB  CAP  OAT  CBC  -168.81  30.0  3
 75R  Var_09    CAX  CBB  CAP  OAT   -71.46  30.0  2
 75R  Var_10    H23  CAB  CAX  CBB   -49.82  30.0  2
 75R  Var_11    H18  CAA  CAU  CBB    56.31  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
 75R  plan-1  NBD  0.020
 75R  plan-1  CBA  0.020
 75R  plan-1  CAK  0.020
 75R  plan-1  NAR  0.020
 75R  plan-1  CAF  0.020
 75R  plan-1  CAH  0.020
 75R  plan-1  CAY  0.020
 75R  plan-1  CAZ  0.020
 75R  plan-1  H11  0.020
 75R  plan-1  H12  0.020
 75R  plan-1  H13  0.020
 75R  plan-2  CAY  0.020
 75R  plan-2  CAZ  0.020
 75R  plan-2  CAJ  0.020
 75R  plan-2  CAW  0.020
 75R  plan-2  CL1  0.020
 75R  plan-2  CAI  0.020
 75R  plan-2  CAV  0.020
 75R  plan-2  CL2  0.020
 75R  plan-2  CBC  0.020
 75R  plan-2  OAT  0.020
 75R  plan-2  H14  0.020
 75R  plan-2  H15  0.020
 75R  plan-3  CAP  0.020
 75R  plan-3  CBB  0.020
 75R  plan-3  CAU  0.020
 75R  plan-3  CAA  0.020
 75R  plan-3  CAG  0.020
 75R  plan-3  CAE  0.020
 75R  plan-3  NAQ  0.020
 75R  plan-3  CAX  0.020
 75R  plan-3  CAB  0.020
 75R  plan-3  H21  0.020
 75R  plan-3  H22  0.020

