# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 07:09:23 2022
#   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  53  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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   0.058  24.0838  20.2728   3.4772
 E80  CAB  C  CR6    0   0.360  23.4339  19.3218   2.6691
 E80  CAC  C  CR16   0  -0.406  22.1528  18.8812   2.9879
 E80  CAD  C  CR6    0   0.286  21.4705  19.4042   4.0847
 E80  CAE  C  CR16   0  -0.305  22.0912  20.3491   4.8844
 E80  CAF  C  CR16   0  -0.312  23.3836  20.7545   4.5754
 E80  CAG  C  CH1    0  -0.308  25.4864  20.7822   3.2176
 E80  CAH  C  CH3    0  -0.657  26.5520  19.6953   3.3709
 E80  CAI  C  CH3    0  -0.648  25.6328  21.5262   1.8887
 E80  CAJ  C  CH2    0  -0.155  23.4736  17.9775   0.6959
 E80  CAK  C  CH1    0  -0.277  24.4033  17.6967  -0.4724
 E80  CAL  C  CH3    0  -0.661  25.7036  17.0342  -0.0310
 E80  CAM  C  CH3    0  -0.659  23.6656  16.8226  -1.4823
 E80  CAN  C  CH2    0  -0.315  20.0324  18.1311   5.5999
 E80  CAO  C  CH3    0  -0.660  20.4057  16.6726   5.3833
 E80  CAP  C  CR6    0   0.489  19.1618  18.9867   3.4660
 E80  CAQ  C  CR16   0  -0.370  19.2409  19.8136   2.3278
 E80  CAR  C  CR16   0  -0.175  18.1915  19.8100   1.4387
 E80  CAS  C  CR6    0  -0.215  17.0621  19.0178   1.6635
 E80  CAT  C  CR16   0  -0.094  17.0785  18.2720   2.8301
 E80  CAX  C  C      0   0.387  15.8986  18.9744   0.6904
 E80  NAV  N  NT     0  -0.573  20.1688  18.9481   4.4004
 E80  NAW  N  N      0  -0.472  18.0828  18.2437   3.7015
 E80  OAU  O  O2     0  -0.471  24.1122  18.8615   1.6008
 E80  OAY  O  OC    -1  -0.594  14.9273  18.2607   1.0102
 E80  OAZ  O  O      0  -0.592  16.0230  19.6539  -0.3476
 E80  H1   H  HCR6   0   0.284  21.6601  18.1306   2.3844
 E80  H2   H  HCR6   0   0.253  21.5742  20.7685   5.7379
 E80  H3   H  HCR6   0   0.247  23.8631  21.4919   5.2086
 E80  H4   H  HCH1   0   0.237  25.6774  21.5164   4.0065
 E80  H5   H  HCH3   0   0.225  26.4685  19.1926   4.3353
 E80  H6   H  HCH3   0   0.236  26.4797  18.9413   2.5889
 E80  H7   H  HCH3   0   0.224  27.5484  20.1374   3.3139
 E80  H8   H  HCH3   0   0.224  24.8712  22.2997   1.7817
 E80  H9   H  HCH3   0   0.224  26.6078  22.0145   1.8432
 E80  H10  H  HCH3   0   0.226  25.5594  20.8581   1.0322
 E80  H11  H  HCH2   0   0.227  22.5408  18.4235   0.3300
 E80  H12  H  HCH2   0   0.213  23.2151  17.0351   1.1972
 E80  H13  H  HCH1   0   0.230  24.6391  18.6520  -0.9540
 E80  H14  H  HCH3   0   0.241  26.2822  17.6655   0.6429
 E80  H15  H  HCH3   0   0.215  25.5037  16.0900   0.4815
 E80  H16  H  HCH3   0   0.229  26.3332  16.8132  -0.8941
 E80  H17  H  HCH3   0   0.230  22.7408  17.2917  -1.8218
 E80  H18  H  HCH3   0   0.235  24.2859  16.6382  -2.3597
 E80  H19  H  HCH3   0   0.219  23.4100  15.8530  -1.0490
 E80  H20  H  HCH2   0   0.247  20.6723  18.5679   6.3673
 E80  H21  H  HCH2   0   0.242  19.0090  18.2103   5.9607
 E80  H22  H  HCH3   0   0.228  20.3020  16.1156   6.3153
 E80  H23  H  HCH3   0   0.228  19.7598  16.2080   4.6391
 E80  H24  H  HCH3   0   0.223  21.4398  16.5714   5.0506
 E80  H25  H  HCR6   0   0.264  20.1008  20.4441   2.1519
 E80  H26  H  HCR6   0   0.247  18.2390  20.4370   0.5574
 E80  H27  H  HCR6   0   0.240  16.2291  17.6453   3.0790

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    1.525  0.020  1.525
 E80  CAK  CAJ  single    1.519  0.020  1.519
 E80  OAZ  CAX  deloc     1.247  0.020  1.247
 E80  CAJ  OAU  single    1.417  0.020  1.417
 E80  CAX  OAY  deloc     1.247  0.020  1.247
 E80  CAX  CAS  single    1.517  0.020  1.517
 E80  CAR  CAS  aromatic  1.398  0.020  1.398
 E80  CAR  CAQ  aromatic  1.375  0.020  1.375
 E80  OAU  CAB  single    1.347  0.020  1.347
 E80  CAS  CAT  aromatic  1.385  0.020  1.385
 E80  CAI  CAG  single    1.530  0.020  1.530
 E80  CAQ  CAP  aromatic  1.409  0.020  1.409
 E80  CAB  CAC  aromatic  1.392  0.020  1.392
 E80  CAB  CAA  aromatic  1.407  0.020  1.407
 E80  CAT  NAW  aromatic  1.330  0.020  1.330
 E80  CAC  CAD  aromatic  1.394  0.020  1.394
 E80  CAG  CAH  single    1.530  0.020  1.530
 E80  CAG  CAA  single    1.515  0.020  1.515
 E80  CAA  CAF  aromatic  1.389  0.020  1.389
 E80  CAP  NAW  aromatic  1.331  0.020  1.331
 E80  CAP  NAV  single    1.374  0.020  1.374
 E80  CAD  NAV  single    1.415  0.020  1.415
 E80  CAD  CAE  aromatic  1.385  0.020  1.385
 E80  NAV  CAN  single    1.458  0.020  1.458
 E80  CAF  CAE  aromatic  1.389  0.020  1.389
 E80  CAN  CAO  single    1.521  0.020  1.521
 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

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  119.06  3.000
 E80  CAF  CAA  CAB  117.11  3.000
 E80  CAG  CAA  CAB  123.82  3.000
 E80  OAU  CAB  CAC  122.49  3.000
 E80  CAC  CAB  CAA  120.50  3.000
 E80  OAU  CAB  CAA  117.00  3.000
 E80  H1   CAC  CAD  118.46  3.000
 E80  H1   CAC  CAB  120.73  3.000
 E80  CAD  CAC  CAB  120.81  3.000
 E80  NAV  CAD  CAE  120.23  3.000
 E80  CAE  CAD  CAC  119.42  3.000
 E80  NAV  CAD  CAC  120.33  3.000
 E80  H2   CAE  CAF  120.44  3.000
 E80  H2   CAE  CAD  120.38  3.000
 E80  CAF  CAE  CAD  119.18  3.000
 E80  H3   CAF  CAE  118.69  3.000
 E80  H3   CAF  CAA  118.36  3.000
 E80  CAE  CAF  CAA  122.94  3.000
 E80  H4   CAG  CAI  106.45  3.000
 E80  H4   CAG  CAH  106.43  3.000
 E80  CAI  CAG  CAH  111.46  3.000
 E80  H4   CAG  CAA  105.29  3.000
 E80  CAH  CAG  CAA  112.89  3.000
 E80  CAI  CAG  CAA  113.63  3.000
 E80  H7   CAH  H6   107.68  3.000
 E80  H7   CAH  H5   107.62  3.000
 E80  H6   CAH  H5   108.10  3.000
 E80  H7   CAH  CAG  110.05  3.000
 E80  H6   CAH  CAG  111.96  3.000
 E80  H5   CAH  CAG  111.26  3.000
 E80  H10  CAI  H9   107.57  3.000
 E80  H10  CAI  H8   108.12  3.000
 E80  H9   CAI  H8   107.60  3.000
 E80  H10  CAI  CAG  112.24  3.000
 E80  H9   CAI  CAG  109.83  3.000
 E80  H8   CAI  CAG  111.30  3.000
 E80  H12  CAJ  H11  107.52  3.000
 E80  H12  CAJ  OAU  110.48  3.000
 E80  H11  CAJ  OAU  110.03  3.000
 E80  H12  CAJ  CAK  109.66  3.000
 E80  H11  CAJ  CAK  109.82  3.000
 E80  OAU  CAJ  CAK  109.31  3.000
 E80  H13  CAK  CAM  108.22  3.000
 E80  H13  CAK  CAL  108.82  3.000
 E80  CAM  CAK  CAL  110.79  3.000
 E80  H13  CAK  CAJ  107.98  3.000
 E80  CAL  CAK  CAJ  112.31  3.000
 E80  CAM  CAK  CAJ  108.60  3.000
 E80  H16  CAL  H15  107.56  3.000
 E80  H16  CAL  H14  107.47  3.000
 E80  H15  CAL  H14  107.92  3.000
 E80  H16  CAL  CAK  110.55  3.000
 E80  H15  CAL  CAK  110.81  3.000
 E80  H14  CAL  CAK  112.34  3.000
 E80  H19  CAM  H18  107.60  3.000
 E80  H19  CAM  H17  107.86  3.000
 E80  H18  CAM  H17  107.73  3.000
 E80  H19  CAM  CAK  111.04  3.000
 E80  H18  CAM  CAK  110.77  3.000
 E80  H17  CAM  CAK  111.68  3.000
 E80  H21  CAN  H20  106.82  3.000
 E80  H21  CAN  NAV  108.67  3.000
 E80  H20  CAN  NAV  107.44  3.000
 E80  H21  CAN  CAO  110.36  3.000
 E80  H20  CAN  CAO  109.89  3.000
 E80  NAV  CAN  CAO  113.41  3.000
 E80  H24  CAO  H23  108.31  3.000
 E80  H24  CAO  H22  107.66  3.000
 E80  H23  CAO  H22  108.03  3.000
 E80  H24  CAO  CAN  111.41  3.000
 E80  H23  CAO  CAN  111.14  3.000
 E80  H22  CAO  CAN  110.16  3.000
 E80  NAW  CAP  NAV  117.26  3.000
 E80  NAV  CAP  CAQ  121.64  3.000
 E80  NAW  CAP  CAQ  121.06  3.000
 E80  H25  CAQ  CAR  120.22  3.000
 E80  H25  CAQ  CAP  121.23  3.000
 E80  CAR  CAQ  CAP  118.54  3.000
 E80  H26  CAR  CAS  119.65  3.000
 E80  H26  CAR  CAQ  119.42  3.000
 E80  CAS  CAR  CAQ  120.93  3.000
 E80  CAX  CAS  CAT  122.28  3.000
 E80  CAT  CAS  CAR  115.54  3.000
 E80  CAX  CAS  CAR  122.18  3.000
 E80  H27  CAT  NAW  115.40  3.000
 E80  H27  CAT  CAS  119.68  3.000
 E80  NAW  CAT  CAS  124.92  3.000
 E80  OAZ  CAX  OAY  127.09  3.000
 E80  OAY  CAX  CAS  116.69  3.000
 E80  OAZ  CAX  CAS  116.22  3.000
 E80  CAP  NAV  CAN  120.44  3.000
 E80  CAN  NAV  CAD  116.77  3.000
 E80  CAP  NAV  CAD  120.89  3.000
 E80  CAT  NAW  CAP  118.97  3.000
 E80  CAJ  OAU  CAB  119.53  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  Var_01    CAP  NAV  CAD  CAC  -54.98  30.0  2
 E80  Var_02    CAQ  CAP  NAV  CAD  -19.12  30.0  2
 E80  Var_03    CAI  CAG  CAA  CAB   62.69  30.0  2
 E80  Var_04    OAZ  CAX  CAS  CAR    2.24  30.0  3
 E80  Var_05    CAK  CAJ  OAU  CAB  175.44  30.0  2
 E80  Var_06    CAO  CAN  NAV  CAD  -81.06  30.0  3
 E80  Var_07    H8   CAI  CAG  CAA   51.02  30.0  3
 E80  Var_08    H5   CAH  CAG  CAA  -52.85  30.0  3
 E80  Var_09    OAU  CAJ  CAK  CAL   60.98  30.0  3
 E80  Var_10    H17  CAM  CAK  CAJ   57.23  30.0  3
 E80  Var_11    H14  CAL  CAK  CAJ  -61.98  30.0  3
 E80  Var_12    H22  CAO  CAN  NAV  178.98  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

