# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 02:18:16 2021
#   Inital geometry file: a 129 line input string
#   Ligand name: 6-[ethyl-[4-(2-methylpropoxy)-3-propan-2-yl-phenyl]amino]pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(c1ccc(OCC(C)C)c(c1)C(C)C)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
 E8O  E8O  '6-[ethyl-[4-(2-methylpropoxy)-3-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 PERFECT
;

data_comp_E8O
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
 E8O  CAA  C  CR6   0   0.359   0.7247  -18.9113  107.8549
 E8O  CAB  C  CR6   0   0.065   1.7200  -17.9922  107.4716
 E8O  CAC  C  CR16  0  -0.323   2.7759  -17.7749  108.3465
 E8O  CAD  C  CR6   0   0.239   2.8785  -18.4327  109.5683
 E8O  CAE  C  CR16  0  -0.268   1.8912  -19.3320  109.9290
 E8O  CAF  C  CR16  0  -0.370   0.8196  -19.5672  109.0810
 E8O  CAG  C  CH2   0  -0.200  -1.4728  -19.7970  107.3015
 E8O  CAH  C  CH1   0  -0.257  -1.5320  -21.1802  106.6659
 E8O  CAI  C  CH3   0  -0.659  -1.4021  -21.1082  105.1478
 E8O  CAJ  C  CH3   0  -0.664  -0.5274  -22.1635  107.2575
 E8O  CAK  C  CH1   0  -0.308   1.6929  -17.2362  106.1589
 E8O  CAL  C  CH3   0  -0.657   1.8557  -18.1530  104.9454
 E8O  CAM  C  CH3   0  -0.651   0.4826  -16.3117  106.0170
 E8O  CAN  C  CH2   0  -0.316   3.7468  -17.2322  111.5336
 E8O  CAO  C  CH3   0  -0.661   4.0286  -15.7910  111.1436
 E8O  CAP  C  CR6   0   0.525   5.1969  -18.6853  110.1894
 E8O  CAQ  C  CR16  0  -0.371   5.4161  -19.6223  109.1505
 E8O  CAR  C  CR16  0  -0.143   6.6806  -20.1120  108.9673
 E8O  CAS  C  CR6   0  -0.207   7.7303  -19.6916  109.7965
 E8O  CAT  C  CR16  0  -0.046   7.4088  -18.7727  110.7889
 E8O  CAX  C  C     0   0.515   9.0822  -20.2213  109.5912
 E8O  NAV  N  NT    0  -0.557   3.9677  -18.1758  110.4424
 E8O  NAW  N  N     0  -0.471   6.1976  -18.2827  110.9805
 E8O  OAU  O  O2    0  -0.474  -0.2784  -19.0962  106.9799
 E8O  OAY  O  OH1   0  -0.603   9.9708  -19.7431  110.4577
 E8O  OAZ  O  O     0  -0.454   9.3751  -21.0155  108.7252
 E8O  H1   H  HCR6  0   0.254   3.5490  -17.0669  108.0681
 E8O  H2   H  HCR6  0   0.262   1.9543  -19.8609  110.8719
 E8O  H3   H  HCR6  0   0.269   0.0742  -20.2868  109.3868
 E8O  H4   H  HCH2  0   0.238  -1.6254  -19.8599  108.3819
 E8O  H5   H  HCH2  0   0.246  -2.2865  -19.1869  106.9021
 E8O  H6   H  HCH1  0   0.229  -2.5382  -21.5448  106.9027
 E8O  H7   H  HCH3  0   0.229  -1.5870  -22.0853  104.6995
 E8O  H8   H  HCH3  0   0.224  -2.1180  -20.4062  104.7162
 E8O  H9   H  HCH3  0   0.227  -0.4019  -20.7933  104.8478
 E8O  H10  H  HCH3  0   0.226  -0.6476  -22.2669  108.3374
 E8O  H11  H  HCH3  0   0.234  -0.6628  -23.1537  106.8197
 E8O  H12  H  HCH3  0   0.223   0.5021  -21.8595  107.0596
 E8O  H13  H  HCH1  0   0.239   2.5745  -16.5880  106.1772
 E8O  H14  H  HCH3  0   0.225   2.7621  -18.7549  105.0275
 E8O  H15  H  HCH3  0   0.237   1.0114  -18.8306  104.8253
 E8O  H16  H  HCH3  0   0.225   1.9355  -17.5577  104.0338
 E8O  H17  H  HCH3  0   0.224   0.3998  -15.6385  106.8717
 E8O  H18  H  HCH3  0   0.224   0.5887  -15.6960  105.1220
 E8O  H19  H  HCH3  0   0.231  -0.4506  -16.8650  105.9296
 E8O  H20  H  HCH2  0   0.250   2.7070  -17.3402  111.8430
 E8O  H21  H  HCH2  0   0.249   4.3638  -17.5244  112.3813
 E8O  H22  H  HCH3  0   0.233   3.8150  -15.1283  111.9828
 E8O  H23  H  HCH3  0   0.231   5.0727  -15.6573  110.8625
 E8O  H24  H  HCH3  0   0.227   3.4045  -15.4780  110.3057
 E8O  H25  H  HCR6  0   0.277   4.6076  -19.9538  108.5163
 E8O  H26  H  HCR6  0   0.271   6.8626  -20.8313  108.1795
 E8O  H27  H  HCR6  0   0.268   8.1687  -18.4043  111.4689
 E8O  H28  H  HOH1  0   0.485  10.8425  -20.1220  110.2741

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
 E8O  CAL  CAK  single    1.530  0.020  1.530
 E8O  CAI  CAH  single    1.525  0.020  1.525
 E8O  CAM  CAK  single    1.530  0.020  1.530
 E8O  CAK  CAB  single    1.515  0.020  1.515
 E8O  OAU  CAG  single    1.422  0.020  1.422
 E8O  OAU  CAA  single    1.344  0.020  1.344
 E8O  CAH  CAG  single    1.523  0.020  1.523
 E8O  CAH  CAJ  single    1.525  0.020  1.525
 E8O  CAB  CAA  aromatic  1.408  0.020  1.408
 E8O  CAB  CAC  aromatic  1.388  0.020  1.388
 E8O  CAA  CAF  aromatic  1.394  0.020  1.394
 E8O  CAC  CAD  aromatic  1.391  0.020  1.391
 E8O  OAZ  CAX  double    1.211  0.020  1.211
 E8O  CAF  CAE  aromatic  1.387  0.020  1.387
 E8O  CAR  CAQ  aromatic  1.368  0.020  1.368
 E8O  CAR  CAS  aromatic  1.402  0.020  1.402
 E8O  CAX  CAS  single    1.466  0.020  1.466
 E8O  CAX  OAY  single    1.330  0.020  1.330
 E8O  CAQ  CAP  aromatic  1.416  0.020  1.416
 E8O  CAD  CAE  aromatic  1.383  0.020  1.383
 E8O  CAD  NAV  single    1.420  0.020  1.420
 E8O  CAS  CAT  aromatic  1.390  0.020  1.390
 E8O  CAP  NAV  single    1.354  0.020  1.354
 E8O  CAP  NAW  aromatic  1.338  0.020  1.338
 E8O  CAT  NAW  aromatic  1.321  0.020  1.321
 E8O  NAV  CAN  single    1.459  0.020  1.459
 E8O  CAO  CAN  single    1.519  0.020  1.519
 E8O  CAC  H1   single    0.930  0.020  1.080
 E8O  CAE  H2   single    0.930  0.020  1.080
 E8O  CAF  H3   single    0.930  0.020  1.080
 E8O  CAG  H4   single    0.970  0.020  1.090
 E8O  CAG  H5   single    0.970  0.020  1.090
 E8O  CAH  H6   single    0.970  0.020  1.090
 E8O  CAI  H7   single    0.970  0.020  1.090
 E8O  CAI  H8   single    0.970  0.020  1.090
 E8O  CAI  H9   single    0.970  0.020  1.090
 E8O  CAJ  H10  single    0.970  0.020  1.090
 E8O  CAJ  H11  single    0.970  0.020  1.090
 E8O  CAJ  H12  single    0.970  0.020  1.090
 E8O  CAK  H13  single    0.970  0.020  1.090
 E8O  CAL  H14  single    0.970  0.020  1.090
 E8O  CAL  H15  single    0.970  0.020  1.090
 E8O  CAL  H16  single    0.970  0.020  1.090
 E8O  CAM  H17  single    0.970  0.020  1.090
 E8O  CAM  H18  single    0.970  0.020  1.090
 E8O  CAM  H19  single    0.970  0.020  1.090
 E8O  CAN  H20  single    0.970  0.020  1.090
 E8O  CAN  H21  single    0.970  0.020  1.090
 E8O  CAO  H22  single    0.970  0.020  1.090
 E8O  CAO  H23  single    0.970  0.020  1.090
 E8O  CAO  H24  single    0.970  0.020  1.090
 E8O  CAQ  H25  single    0.930  0.020  1.080
 E8O  CAR  H26  single    0.930  0.020  1.080
 E8O  CAT  H27  single    0.930  0.020  1.080
 E8O  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
 E8O  OAU  CAA  CAF  123.98  3.000
 E8O  CAF  CAA  CAB  119.90  3.000
 E8O  OAU  CAA  CAB  116.12  3.000
 E8O  CAK  CAB  CAC  118.78  3.000
 E8O  CAC  CAB  CAA  117.92  3.000
 E8O  CAK  CAB  CAA  123.30  3.000
 E8O  H1   CAC  CAD  118.77  3.000
 E8O  H1   CAC  CAB  118.85  3.000
 E8O  CAD  CAC  CAB  122.38  3.000
 E8O  NAV  CAD  CAE  120.30  3.000
 E8O  NAV  CAD  CAC  120.77  3.000
 E8O  CAE  CAD  CAC  118.92  3.000
 E8O  H2   CAE  CAF  119.65  3.000
 E8O  H2   CAE  CAD  120.19  3.000
 E8O  CAF  CAE  CAD  120.16  3.000
 E8O  H3   CAF  CAE  118.24  3.000
 E8O  H3   CAF  CAA  121.03  3.000
 E8O  CAE  CAF  CAA  120.72  3.000
 E8O  H5   CAG  H4   106.83  3.000
 E8O  H5   CAG  OAU  105.53  3.000
 E8O  H4   CAG  OAU  111.68  3.000
 E8O  H5   CAG  CAH  108.99  3.000
 E8O  H4   CAG  CAH  110.77  3.000
 E8O  OAU  CAG  CAH  112.70  3.000
 E8O  H6   CAH  CAJ  107.84  3.000
 E8O  H6   CAH  CAI  107.99  3.000
 E8O  CAJ  CAH  CAI  111.12  3.000
 E8O  H6   CAH  CAG  104.34  3.000
 E8O  CAJ  CAH  CAG  113.45  3.000
 E8O  CAI  CAH  CAG  111.66  3.000
 E8O  H9   CAI  H8   107.89  3.000
 E8O  H9   CAI  H7   107.52  3.000
 E8O  H8   CAI  H7   107.60  3.000
 E8O  H9   CAI  CAH  111.44  3.000
 E8O  H8   CAI  CAH  111.59  3.000
 E8O  H7   CAI  CAH  110.63  3.000
 E8O  H12  CAJ  H11  107.28  3.000
 E8O  H12  CAJ  H10  108.03  3.000
 E8O  H11  CAJ  H10  107.30  3.000
 E8O  H12  CAJ  CAH  111.80  3.000
 E8O  H11  CAJ  CAH  110.35  3.000
 E8O  H10  CAJ  CAH  111.86  3.000
 E8O  H13  CAK  CAM  106.32  3.000
 E8O  H13  CAK  CAL  106.42  3.000
 E8O  CAM  CAK  CAL  111.89  3.000
 E8O  H13  CAK  CAB  105.46  3.000
 E8O  CAM  CAK  CAB  113.33  3.000
 E8O  CAL  CAK  CAB  112.73  3.000
 E8O  H16  CAL  H15  107.69  3.000
 E8O  H16  CAL  H14  107.63  3.000
 E8O  H15  CAL  H14  108.00  3.000
 E8O  H16  CAL  CAK  110.08  3.000
 E8O  H15  CAL  CAK  112.20  3.000
 E8O  H14  CAL  CAK  111.06  3.000
 E8O  H19  CAM  H18  107.71  3.000
 E8O  H19  CAM  H17  108.15  3.000
 E8O  H18  CAM  H17  107.55  3.000
 E8O  H19  CAM  CAK  112.25  3.000
 E8O  H18  CAM  CAK  109.88  3.000
 E8O  H17  CAM  CAK  111.12  3.000
 E8O  H21  CAN  H20  107.04  3.000
 E8O  H21  CAN  NAV  108.84  3.000
 E8O  H20  CAN  NAV  107.01  3.000
 E8O  H21  CAN  CAO  110.45  3.000
 E8O  H20  CAN  CAO  110.10  3.000
 E8O  NAV  CAN  CAO  113.16  3.000
 E8O  H24  CAO  H23  108.36  3.000
 E8O  H24  CAO  H22  107.75  3.000
 E8O  H23  CAO  H22  108.16  3.000
 E8O  H24  CAO  CAN  111.30  3.000
 E8O  H23  CAO  CAN  111.12  3.000
 E8O  H22  CAO  CAN  110.04  3.000
 E8O  NAW  CAP  NAV  117.08  3.000
 E8O  NAW  CAP  CAQ  121.14  3.000
 E8O  NAV  CAP  CAQ  121.77  3.000
 E8O  H25  CAQ  CAR  120.22  3.000
 E8O  H25  CAQ  CAP  121.21  3.000
 E8O  CAR  CAQ  CAP  118.57  3.000
 E8O  H26  CAR  CAS  120.26  3.000
 E8O  H26  CAR  CAQ  119.40  3.000
 E8O  CAS  CAR  CAQ  120.35  3.000
 E8O  CAX  CAS  CAT  123.49  3.000
 E8O  CAT  CAS  CAR  116.57  3.000
 E8O  CAX  CAS  CAR  119.94  3.000
 E8O  H27  CAT  NAW  115.20  3.000
 E8O  H27  CAT  CAS  120.68  3.000
 E8O  NAW  CAT  CAS  124.12  3.000
 E8O  OAZ  CAX  OAY  122.69  3.000
 E8O  OAY  CAX  CAS  113.26  3.000
 E8O  OAZ  CAX  CAS  124.05  3.000
 E8O  CAP  NAV  CAN  121.35  3.000
 E8O  CAN  NAV  CAD  117.46  3.000
 E8O  CAP  NAV  CAD  120.87  3.000
 E8O  CAT  NAW  CAP  119.26  3.000
 E8O  CAG  OAU  CAA  123.20  3.000
 E8O  H28  OAY  CAX  109.71  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
 E8O  CONST_01  CAD  CAC  CAB  CAA     0.00   0.0  0
 E8O  CONST_02  CAD  CAE  CAF  CAA     0.00   0.0  0
 E8O  CONST_03  CAE  CAF  CAA  CAB     0.00   0.0  0
 E8O  CONST_04  CAE  CAD  CAC  CAB     0.00   0.0  0
 E8O  CONST_05  CAF  CAA  CAB  CAC     0.00   0.0  0
 E8O  CONST_06  CAF  CAE  CAD  CAC     0.00   0.0  0
 E8O  CONST_07  CAS  CAR  CAQ  CAP     0.00   0.0  0
 E8O  CONST_08  CAS  CAT  NAW  CAP     0.00   0.0  0
 E8O  CONST_09  CAT  CAS  CAR  CAQ     0.00   0.0  0
 E8O  CONST_10  CAT  NAW  CAP  CAQ     0.00   0.0  0
 E8O  CONST_11  NAW  CAP  CAQ  CAR     0.00   0.0  0
 E8O  CONST_12  NAW  CAT  CAS  CAR     0.00   0.0  0
 E8O  CONST_13  NAV  CAD  CAC  CAB   180.00   0.0  0
 E8O  CONST_14  OAU  CAA  CAB  CAC   180.00   0.0  0
 E8O  CONST_15  CAK  CAB  CAC  CAD   180.00   0.0  0
 E8O  CONST_16  OAU  CAA  CAF  CAE   180.00   0.0  0
 E8O  CONST_17  CAK  CAB  CAA  CAF   180.00   0.0  0
 E8O  CONST_18  NAV  CAD  CAE  CAF   180.00   0.0  0
 E8O  CONST_19  CAX  CAS  CAR  CAQ   180.00   0.0  0
 E8O  CONST_20  NAV  CAP  CAQ  CAR   180.00   0.0  0
 E8O  CONST_21  NAV  CAP  NAW  CAT   180.00   0.0  0
 E8O  CONST_22  NAW  CAT  CAS  CAX   180.00   0.0  0
 E8O  CONST_23  H1   CAC  CAB  CAA   180.00   0.0  0
 E8O  CONST_24  H2   CAE  CAF  CAA   180.00   0.0  0
 E8O  CONST_25  H3   CAF  CAA  CAB   180.00   0.0  0
 E8O  CONST_26  H26  CAR  CAQ  CAP   180.00   0.0  0
 E8O  CONST_27  H27  CAT  NAW  CAP   180.00   0.0  0
 E8O  CONST_28  H25  CAQ  CAR  CAS   180.00   0.0  0
 E8O  CONST_29  H28  OAY  CAX  CAS   180.00   0.0  0
 E8O  Var_01    CAP  NAV  CAD  CAC   -75.73  30.0  2
 E8O  Var_02    CAQ  CAP  NAV  CAD    -8.01  30.0  2
 E8O  Var_03    CAL  CAK  CAB  CAA   -66.11  30.0  2
 E8O  Var_04    OAZ  CAX  CAS  CAR     0.50  30.0  3
 E8O  Var_05    CAH  CAG  OAU  CAA  -106.12  30.0  3
 E8O  Var_06    CAO  CAN  NAV  CAD   -88.21  30.0  3
 E8O  Var_07    H14  CAL  CAK  CAB   -54.96  30.0  3
 E8O  Var_08    H17  CAM  CAK  CAB    53.28  30.0  3
 E8O  Var_09    OAU  CAG  CAH  CAI   -57.36  30.0  3
 E8O  Var_10    H7   CAI  CAH  CAG  -172.00  30.0  3
 E8O  Var_11    H10  CAJ  CAH  CAG    56.44  30.0  3
 E8O  Var_12    H22  CAO  CAN  NAV   178.06  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
 E8O  plan-1  CAA  0.020
 E8O  plan-1  CAB  0.020
 E8O  plan-1  CAC  0.020
 E8O  plan-1  CAD  0.020
 E8O  plan-1  CAE  0.020
 E8O  plan-1  CAF  0.020
 E8O  plan-1  CAK  0.020
 E8O  plan-1  NAV  0.020
 E8O  plan-1  OAU  0.020
 E8O  plan-1  H1   0.020
 E8O  plan-1  H2   0.020
 E8O  plan-1  H3   0.020
 E8O  plan-2  CAP  0.020
 E8O  plan-2  CAQ  0.020
 E8O  plan-2  CAR  0.020
 E8O  plan-2  CAS  0.020
 E8O  plan-2  CAT  0.020
 E8O  plan-2  CAX  0.020
 E8O  plan-2  NAV  0.020
 E8O  plan-2  NAW  0.020
 E8O  plan-2  H25  0.020
 E8O  plan-2  H26  0.020
 E8O  plan-2  H27  0.020
 E8O  plan-3  CAS  0.020
 E8O  plan-3  CAX  0.020
 E8O  plan-3  OAY  0.020
 E8O  plan-3  OAZ  0.020
 E8O  plan-3  H28  0.020

