# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 01:40:45 2021
#   Inital geometry file: a 129 line input string
#   Ligand name: 6-[ethyl-[3-(2-methylpropoxy)-4-propan-2-yl-phenyl]amino]pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(c1ccc(C(C)C)c(OCC(C)C)c1)c2ccc(cn2)C(O)=O
#
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
 E80  E80  '6-[ethyl-[3-(2-methylpropoxy)-4-propan-2-yl-phenyl]amino]pyridine-3-carboxylic acid'  ligand  54  26  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_E80
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
 E80  CAA  C  CR6   0   0.064  23.9627  20.3499   3.3651
 E80  CAB  C  CR6   0   0.358  23.4117  19.2972   2.6113
 E80  CAC  C  CR16  0  -0.390  22.1578  18.7841   2.9322
 E80  CAD  C  CR6   0   0.252  21.4263  19.3176   3.9898
 E80  CAE  C  CR16  0  -0.285  21.9501  20.3508   4.7441
 E80  CAF  C  CR16  0  -0.316  23.2091  20.8431   4.4220
 E80  CAG  C  CH1   0  -0.307  25.3206  20.9588   3.0868
 E80  CAH  C  CH3   0  -0.660  26.4719  19.9836   3.3366
 E80  CAI  C  CH3   0  -0.651  25.4260  21.6127   1.7076
 E80  CAJ  C  CH2   0  -0.156  23.6251  17.8137   0.7528
 E80  CAK  C  CH1   0  -0.277  24.5974  17.5514  -0.3848
 E80  CAL  C  CH3   0  -0.662  25.9599  17.0866   0.1156
 E80  CAM  C  CH3   0  -0.662  23.9818  16.5173  -1.3225
 E80  CAN  C  CH2   0  -0.318  20.0619  17.8572   5.4207
 E80  CAO  C  CH3   0  -0.662  20.4424  16.4338   5.0486
 E80  CAP  C  CR6   0   0.523  19.0974  18.9825   3.4613
 E80  CAQ  C  CR16  0  -0.368  19.1623  19.9163   2.3995
 E80  CAR  C  CR16  0  -0.143  18.0566  20.0875   1.6118
 E80  CAS  C  CR6   0  -0.206  16.8896  19.3509   1.8590
 E80  CAT  C  CR16  0  -0.046  16.9275  18.4654   2.9295
 E80  CAX  C  C     0   0.516  15.7098  19.5466   1.0088
 E80  NAV  N  NT    0  -0.558  20.1475  18.7827   4.2963
 E80  NAW  N  N     0  -0.471  17.9846  18.2816   3.7003
 E80  OAU  O  O2    0  -0.466  24.1515  18.8267   1.5919
 E80  OAY  O  OH1   0  -0.602  14.6807  18.7779   1.3520
 E80  OAZ  O  O     0  -0.453  15.6650  20.3277   0.0846
 E80  H1   H  HCR6  0   0.284  21.7240  17.9696   2.3674
 E80  H2   H  HCR6  0   0.257  21.3842  20.7723   5.5647
 E80  H3   H  HCR6  0   0.252  23.6188  21.6561   5.0096
 E80  H4   H  HCH1  0   0.239  25.4311  21.7632   3.8207
 E80  H5   H  HCH3  0   0.227  26.4006  19.5309   4.3266
 E80  H6   H  HCH3  0   0.237  26.4987  19.1814   2.6004
 E80  H7   H  HCH3  0   0.226  27.4253  20.5125   3.2843
 E80  H8   H  HCH3  0   0.225  24.6162  22.3257   1.5455
 E80  H9   H  HCH3  0   0.225  26.3672  22.1605   1.6316
 E80  H10  H  HCH3  0   0.230  25.4021  20.8818   0.9014
 E80  H11  H  HCH2  0   0.227  22.6559  18.1261   0.3457
 E80  H12  H  HCH2  0   0.214  23.4620  16.8907   1.3251
 E80  H13  H  HCH1  0   0.231  24.7250  18.4864  -0.9412
 E80  H14  H  HCH3  0   0.242  26.4390  17.8275   0.7550
 E80  H15  H  HCH3  0   0.214  25.8701  16.1575   0.6843
 E80  H16  H  HCH3  0   0.230  26.6316  16.8950  -0.7224
 E80  H17  H  HCH3  0   0.231  23.0177  16.8471  -1.7141
 E80  H18  H  HCH3  0   0.237  24.6355  16.3292  -2.1743
 E80  H19  H  HCH3  0   0.220  23.8262  15.5657  -0.8089
 E80  H20  H  HCH2  0   0.252  20.7248  18.2322   6.2015
 E80  H21  H  HCH2  0   0.252  19.0503  17.8877   5.8190
 E80  H22  H  HCH3  0   0.235  20.3534  15.7830   5.9188
 E80  H23  H  HCH3  0   0.231  19.7897  16.0454   4.2672
 E80  H24  H  HCH3  0   0.227  21.4724  16.3765   4.6949
 E80  H25  H  HCR6  0   0.278  20.0566  20.4931   2.2150
 E80  H26  H  HCR6  0   0.272  18.0871  20.8022   0.8000
 E80  H27  H  HCR6  0   0.269  16.0613  17.8648   3.1834
 E80  H28  H  HOH1  0   0.485  13.9311  18.9559   0.7653

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
 E80  CAM  CAK  single    1.526  0.020  1.526
 E80  CAK  CAL  single    1.524  0.020  1.524
 E80  CAK  CAJ  single    1.519  0.020  1.519
 E80  OAZ  CAX  double    1.211  0.020  1.211
 E80  CAJ  OAU  single    1.417  0.020  1.417
 E80  CAX  OAY  single    1.330  0.020  1.330
 E80  CAX  CAS  single    1.467  0.020  1.467
 E80  CAR  CAS  aromatic  1.402  0.020  1.402
 E80  CAR  CAQ  aromatic  1.368  0.020  1.368
 E80  OAU  CAB  single    1.345  0.020  1.345
 E80  CAS  CAT  aromatic  1.390  0.020  1.390
 E80  CAI  CAG  single    1.530  0.020  1.530
 E80  CAQ  CAP  aromatic  1.415  0.020  1.415
 E80  CAB  CAC  aromatic  1.392  0.020  1.392
 E80  CAB  CAA  aromatic  1.407  0.020  1.407
 E80  CAT  NAW  aromatic  1.321  0.020  1.321
 E80  CAC  CAD  aromatic  1.392  0.020  1.392
 E80  CAG  CAH  single    1.529  0.020  1.529
 E80  CAG  CAA  single    1.514  0.020  1.514
 E80  CAA  CAF  aromatic  1.388  0.020  1.388
 E80  CAP  NAW  aromatic  1.337  0.020  1.337
 E80  CAP  NAV  single    1.356  0.020  1.356
 E80  CAD  NAV  single    1.420  0.020  1.420
 E80  CAD  CAE  aromatic  1.382  0.020  1.382
 E80  NAV  CAN  single    1.459  0.020  1.459
 E80  CAF  CAE  aromatic  1.390  0.020  1.390
 E80  CAN  CAO  single    1.520  0.020  1.520
 E80  CAC  H1   single    0.930  0.020  1.080
 E80  CAE  H2   single    0.930  0.020  1.080
 E80  CAF  H3   single    0.930  0.020  1.080
 E80  CAG  H4   single    0.970  0.020  1.090
 E80  CAH  H5   single    0.970  0.020  1.090
 E80  CAH  H6   single    0.970  0.020  1.090
 E80  CAH  H7   single    0.970  0.020  1.090
 E80  CAI  H8   single    0.970  0.020  1.090
 E80  CAI  H9   single    0.970  0.020  1.090
 E80  CAI  H10  single    0.970  0.020  1.090
 E80  CAJ  H11  single    0.970  0.020  1.090
 E80  CAJ  H12  single    0.970  0.020  1.090
 E80  CAK  H13  single    0.970  0.020  1.090
 E80  CAL  H14  single    0.970  0.020  1.090
 E80  CAL  H15  single    0.970  0.020  1.090
 E80  CAL  H16  single    0.970  0.020  1.090
 E80  CAM  H17  single    0.970  0.020  1.090
 E80  CAM  H18  single    0.970  0.020  1.090
 E80  CAM  H19  single    0.970  0.020  1.090
 E80  CAN  H20  single    0.970  0.020  1.090
 E80  CAN  H21  single    0.970  0.020  1.090
 E80  CAO  H22  single    0.970  0.020  1.090
 E80  CAO  H23  single    0.970  0.020  1.090
 E80  CAO  H24  single    0.970  0.020  1.090
 E80  CAQ  H25  single    0.930  0.020  1.080
 E80  CAR  H26  single    0.930  0.020  1.080
 E80  CAT  H27  single    0.930  0.020  1.080
 E80  OAY  H28  single    0.850  0.020  0.980

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
 E80  CAG  CAA  CAF  118.94  3.000
 E80  CAF  CAA  CAB  117.45  3.000
 E80  CAG  CAA  CAB  123.61  3.000
 E80  OAU  CAB  CAC  122.78  3.000
 E80  CAC  CAB  CAA  120.32  3.000
 E80  OAU  CAB  CAA  116.90  3.000
 E80  H1   CAC  CAD  118.32  3.000
 E80  H1   CAC  CAB  121.21  3.000
 E80  CAD  CAC  CAB  120.47  3.000
 E80  NAV  CAD  CAE  120.34  3.000
 E80  CAE  CAD  CAC  120.12  3.000
 E80  NAV  CAD  CAC  119.53  3.000
 E80  H2   CAE  CAF  120.77  3.000
 E80  H2   CAE  CAD  120.45  3.000
 E80  CAF  CAE  CAD  118.79  3.000
 E80  H3   CAF  CAE  118.86  3.000
 E80  H3   CAF  CAA  118.30  3.000
 E80  CAE  CAF  CAA  122.84  3.000
 E80  H4   CAG  CAI  106.46  3.000
 E80  H4   CAG  CAH  106.44  3.000
 E80  CAI  CAG  CAH  111.59  3.000
 E80  H4   CAG  CAA  105.24  3.000
 E80  CAH  CAG  CAA  112.87  3.000
 E80  CAI  CAG  CAA  113.54  3.000
 E80  H7   CAH  H6   107.64  3.000
 E80  H7   CAH  H5   107.55  3.000
 E80  H6   CAH  H5   108.03  3.000
 E80  H7   CAH  CAG  109.92  3.000
 E80  H6   CAH  CAG  112.19  3.000
 E80  H5   CAH  CAG  111.33  3.000
 E80  H10  CAI  H9   107.72  3.000
 E80  H10  CAI  H8   108.21  3.000
 E80  H9   CAI  H8   107.56  3.000
 E80  H10  CAI  CAG  112.28  3.000
 E80  H9   CAI  CAG  109.67  3.000
 E80  H8   CAI  CAG  111.23  3.000
 E80  H12  CAJ  H11  107.55  3.000
 E80  H12  CAJ  OAU  110.33  3.000
 E80  H11  CAJ  OAU  110.16  3.000
 E80  H12  CAJ  CAK  109.88  3.000
 E80  H11  CAJ  CAK  109.68  3.000
 E80  OAU  CAJ  CAK  109.21  3.000
 E80  H13  CAK  CAM  108.26  3.000
 E80  H13  CAK  CAL  108.85  3.000
 E80  CAM  CAK  CAL  110.84  3.000
 E80  H13  CAK  CAJ  107.90  3.000
 E80  CAL  CAK  CAJ  112.27  3.000
 E80  CAM  CAK  CAJ  108.60  3.000
 E80  H16  CAL  H15  107.51  3.000
 E80  H16  CAL  H14  107.42  3.000
 E80  H15  CAL  H14  107.98  3.000
 E80  H16  CAL  CAK  110.60  3.000
 E80  H15  CAL  CAK  110.90  3.000
 E80  H14  CAL  CAK  112.23  3.000
 E80  H19  CAM  H18  107.61  3.000
 E80  H19  CAM  H17  107.82  3.000
 E80  H18  CAM  H17  107.54  3.000
 E80  H19  CAM  CAK  111.03  3.000
 E80  H18  CAM  CAK  110.81  3.000
 E80  H17  CAM  CAK  111.85  3.000
 E80  H21  CAN  H20  107.07  3.000
 E80  H21  CAN  NAV  108.61  3.000
 E80  H20  CAN  NAV  107.33  3.000
 E80  H21  CAN  CAO  110.41  3.000
 E80  H20  CAN  CAO  110.19  3.000
 E80  NAV  CAN  CAO  113.00  3.000
 E80  H24  CAO  H23  108.33  3.000
 E80  H24  CAO  H22  107.73  3.000
 E80  H23  CAO  H22  108.10  3.000
 E80  H24  CAO  CAN  111.42  3.000
 E80  H23  CAO  CAN  111.06  3.000
 E80  H22  CAO  CAN  110.07  3.000
 E80  NAW  CAP  NAV  117.21  3.000
 E80  NAV  CAP  CAQ  121.57  3.000
 E80  NAW  CAP  CAQ  121.21  3.000
 E80  H25  CAQ  CAR  120.26  3.000
 E80  H25  CAQ  CAP  121.22  3.000
 E80  CAR  CAQ  CAP  118.51  3.000
 E80  H26  CAR  CAS  120.18  3.000
 E80  H26  CAR  CAQ  119.46  3.000
 E80  CAS  CAR  CAQ  120.36  3.000
 E80  CAX  CAS  CAT  123.59  3.000
 E80  CAT  CAS  CAR  116.60  3.000
 E80  CAX  CAS  CAR  119.81  3.000
 E80  H27  CAT  NAW  115.19  3.000
 E80  H27  CAT  CAS  120.77  3.000
 E80  NAW  CAT  CAS  124.05  3.000
 E80  OAZ  CAX  OAY  122.78  3.000
 E80  OAY  CAX  CAS  113.31  3.000
 E80  OAZ  CAX  CAS  123.91  3.000
 E80  CAP  NAV  CAN  121.50  3.000
 E80  CAN  NAV  CAD  117.28  3.000
 E80  CAP  NAV  CAD  120.59  3.000
 E80  CAT  NAW  CAP  119.27  3.000
 E80  CAJ  OAU  CAB  119.65  3.000
 E80  H28  OAY  CAX  109.66  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
 E80  CONST_01  CAD  CAC  CAB  CAA     0.00   0.0  0
 E80  CONST_02  CAD  CAE  CAF  CAA     0.00   0.0  0
 E80  CONST_03  CAE  CAD  CAC  CAB     0.00   0.0  0
 E80  CONST_04  CAE  CAF  CAA  CAB     0.00   0.0  0
 E80  CONST_05  CAF  CAA  CAB  CAC     0.00   0.0  0
 E80  CONST_06  CAF  CAE  CAD  CAC     0.00   0.0  0
 E80  CONST_07  CAS  CAR  CAQ  CAP     0.00   0.0  0
 E80  CONST_08  CAS  CAT  NAW  CAP     0.00   0.0  0
 E80  CONST_09  CAT  CAS  CAR  CAQ     0.00   0.0  0
 E80  CONST_10  CAT  NAW  CAP  CAQ     0.00   0.0  0
 E80  CONST_11  NAW  CAT  CAS  CAR     0.00   0.0  0
 E80  CONST_12  NAW  CAP  CAQ  CAR     0.00   0.0  0
 E80  CONST_13  NAV  CAD  CAC  CAB   180.00   0.0  0
 E80  CONST_14  CAG  CAA  CAB  CAC   180.00   0.0  0
 E80  CONST_15  OAU  CAB  CAC  CAD   180.00   0.0  0
 E80  CONST_16  CAG  CAA  CAF  CAE   180.00   0.0  0
 E80  CONST_17  OAU  CAB  CAA  CAF   180.00   0.0  0
 E80  CONST_18  NAV  CAD  CAE  CAF   180.00   0.0  0
 E80  CONST_19  CAX  CAS  CAR  CAQ   180.00   0.0  0
 E80  CONST_20  NAV  CAP  CAQ  CAR   180.00   0.0  0
 E80  CONST_21  NAV  CAP  NAW  CAT   180.00   0.0  0
 E80  CONST_22  NAW  CAT  CAS  CAX   180.00   0.0  0
 E80  CONST_23  H1   CAC  CAB  CAA   180.00   0.0  0
 E80  CONST_24  H2   CAE  CAF  CAA   180.00   0.0  0
 E80  CONST_25  H3   CAF  CAA  CAB   180.00   0.0  0
 E80  CONST_26  H26  CAR  CAQ  CAP   180.00   0.0  0
 E80  CONST_27  H27  CAT  NAW  CAP   180.00   0.0  0
 E80  CONST_28  H25  CAQ  CAR  CAS   180.00   0.0  0
 E80  CONST_29  H28  OAY  CAX  CAS   180.00   0.0  0
 E80  Var_01    CAP  NAV  CAD  CAC   -70.07  30.0  2
 E80  Var_02    CAQ  CAP  NAV  CAD   -11.69  30.0  2
 E80  Var_03    CAI  CAG  CAA  CAB    62.10  30.0  2
 E80  Var_04    OAZ  CAX  CAS  CAR    -0.47  30.0  3
 E80  Var_05    CAK  CAJ  OAU  CAB   174.92  30.0  1
 E80  Var_06    CAO  CAN  NAV  CAD   -82.65  30.0  3
 E80  Var_07    H8   CAI  CAG  CAA    52.50  30.0  3
 E80  Var_08    H5   CAH  CAG  CAA   -51.55  30.0  3
 E80  Var_09    OAU  CAJ  CAK  CAL    60.28  30.0  3
 E80  Var_10    H17  CAM  CAK  CAJ    57.90  30.0  3
 E80  Var_11    H14  CAL  CAK  CAJ   -60.73  30.0  3
 E80  Var_12    H22  CAO  CAN  NAV  -179.50  30.0  3

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
 E80  plan-1  CAA  0.020
 E80  plan-1  CAB  0.020
 E80  plan-1  CAC  0.020
 E80  plan-1  CAD  0.020
 E80  plan-1  CAE  0.020
 E80  plan-1  CAF  0.020
 E80  plan-1  CAG  0.020
 E80  plan-1  NAV  0.020
 E80  plan-1  OAU  0.020
 E80  plan-1  H1   0.020
 E80  plan-1  H2   0.020
 E80  plan-1  H3   0.020
 E80  plan-2  CAP  0.020
 E80  plan-2  CAQ  0.020
 E80  plan-2  CAR  0.020
 E80  plan-2  CAS  0.020
 E80  plan-2  CAT  0.020
 E80  plan-2  CAX  0.020
 E80  plan-2  NAV  0.020
 E80  plan-2  NAW  0.020
 E80  plan-2  H25  0.020
 E80  plan-2  H26  0.020
 E80  plan-2  H27  0.020
 E80  plan-3  CAS  0.020
 E80  plan-3  CAX  0.020
 E80  plan-3  OAY  0.020
 E80  plan-3  OAZ  0.020
 E80  plan-3  H28  0.020

