# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 10:34:54 2022
#   Inital geometry file: a 125 line input string
#   Ligand name: 6-[ethyl-[3-(2-methoxyethoxy)-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(OCCOC)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
 E8L  E8L  '6-[ethyl-[3-(2-methoxyethoxy)-4-propan-2-yl-phenyl]amino]pyridine-3-carboxylic acid'  ligand  51  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_E8L
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
 E8L  CAA  C  CR6    0   0.057  -0.0074  -20.1305  -2.9585
 E8L  CAB  C  CR6    0   0.363   1.0291  -19.3426  -3.4898
 E8L  CAC  C  CR16   0  -0.409   2.1320  -19.0027  -2.7142
 E8L  CAD  C  CR6    0   0.295   2.2563  -19.4721  -1.4071
 E8L  CAE  C  CR16   0  -0.312   1.2539  -20.2662  -0.8737
 E8L  CAF  C  CR16   0  -0.310   0.1407  -20.5675  -1.6490
 E8L  CAG  C  CH1    0  -0.307  -1.2567  -20.5023  -3.7289
 E8L  CAH  C  CH3    0  -0.647  -2.1309  -19.2896  -4.0567
 E8L  CAI  C  CH3    0  -0.651  -0.9832  -21.3519  -4.9714
 E8L  CAK  C  CH2    0  -0.220   1.9617  -18.2920  -5.4208
 E8L  CAL  C  CH2    0  -0.158   1.5886  -18.1073  -6.8686
 E8L  CAO  C  CH2    0  -0.316   3.0880  -18.2422   0.5327
 E8L  CAP  C  CR6    0   0.483   4.6511  -19.2126  -1.0964
 E8L  CAQ  C  CH3    0  -0.661   2.8111  -16.7954   0.1552
 E8L  CAR  C  CR16   0  -0.366   4.9778  -20.1347  -2.1099
 E8L  CAS  C  CR16   0  -0.175   6.2875  -20.2220  -2.5217
 E8L  CAT  C  CR6    0  -0.212   7.2761  -19.4211  -1.9438
 E8L  CAU  C  CR16   0  -0.094   6.8449  -18.5653  -0.9445
 E8L  CAW  C  C      0   0.387   8.7282  -19.4883  -2.3766
 E8L  CAZ  C  CH3    0  -0.393   1.1127  -19.2648  -8.8407
 E8L  NAN  N  NT     0  -0.574   3.3664  -19.0960  -0.6169
 E8L  NAV  N  N      0  -0.470   5.5857  -18.4543  -0.5302
 E8L  OAJ  O  O2     0  -0.467   0.8815  -18.9230  -4.7614
 E8L  OAM  O  O2     0  -0.477   1.4604  -19.3610  -7.4838
 E8L  OAX  O  OC    -1  -0.594   9.5123  -18.6912  -1.8244
 E8L  OAY  O  O      0  -0.592   9.0088  -20.3356  -3.2474
 E8L  H1   H  HCR6   0   0.285   2.9105  -18.3628  -3.1084
 E8L  H2   H  HCR6   0   0.254   1.3350  -20.6492   0.1354
 E8L  H3   H  HCR6   0   0.247  -0.6410  -21.1836  -1.2199
 E8L  H4   H  HCH1   0   0.236  -1.8410  -21.1298  -3.0482
 E8L  H5   H  HCH3   0   0.224  -2.3569  -18.7124  -3.1591
 E8L  H6   H  HCH3   0   0.225  -1.6570  -18.6237  -4.7765
 E8L  H7   H  HCH3   0   0.224  -3.0792  -19.6176  -4.4862
 E8L  H8   H  HCH3   0   0.223  -0.3817  -22.2275  -4.7236
 E8L  H9   H  HCH3   0   0.222  -1.9260  -21.7082  -5.3901
 E8L  H10  H  HCH3   0   0.226  -0.4649  -20.7947  -5.7494
 E8L  H11  H  HCH2   0   0.231   2.8732  -18.8959  -5.3411
 E8L  H12  H  HCH2   0   0.232   2.1729  -17.3098  -4.9839
 E8L  H13  H  HCH2   0   0.213   2.3780  -17.5079  -7.3442
 E8L  H14  H  HCH2   0   0.210   0.6586  -17.5258  -6.9469
 E8L  H15  H  HCH2   0   0.247   2.2278  -18.6598   1.0570
 E8L  H16  H  HCH2   0   0.245   3.9322  -18.3008   1.2158
 E8L  H17  H  HCH3   0   0.229   2.5944  -16.2079   1.0481
 E8L  H18  H  HCH3   0   0.228   3.6704  -16.3496  -0.3444
 E8L  H19  H  HCH3   0   0.224   1.9503  -16.7179  -0.5102
 E8L  H20  H  HCR6   0   0.264   4.2236  -20.7718  -2.5501
 E8L  H21  H  HCR6   0   0.247   6.5553  -20.9292  -3.2962
 E8L  H22  H  HCR6   0   0.242   7.5594  -17.9209  -0.4437
 E8L  H23  H  HCH3   0   0.234   1.0440  -20.2750  -9.2425
 E8L  H24  H  HCH3   0   0.204   0.1451  -18.7690  -8.9844
 E8L  H25  H  HCH3   0   0.204   1.8622  -18.7123  -9.4200

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
 E8L  CAZ  OAM  single    1.404  0.020  1.404
 E8L  OAM  CAL  single    1.402  0.020  1.402
 E8L  CAL  CAK  single    1.506  0.020  1.506
 E8L  CAK  OAJ  single    1.414  0.020  1.414
 E8L  CAI  CAG  single    1.530  0.020  1.530
 E8L  OAJ  CAB  single    1.347  0.020  1.347
 E8L  CAH  CAG  single    1.530  0.020  1.530
 E8L  CAG  CAA  single    1.514  0.020  1.514
 E8L  CAB  CAA  aromatic  1.406  0.020  1.406
 E8L  CAB  CAC  aromatic  1.391  0.020  1.391
 E8L  CAA  CAF  aromatic  1.388  0.020  1.388
 E8L  CAC  CAD  aromatic  1.394  0.020  1.394
 E8L  OAY  CAW  deloc     1.247  0.020  1.247
 E8L  CAS  CAR  aromatic  1.376  0.020  1.376
 E8L  CAS  CAT  aromatic  1.397  0.020  1.397
 E8L  CAR  CAP  aromatic  1.409  0.020  1.409
 E8L  CAW  CAT  single    1.517  0.020  1.517
 E8L  CAW  OAX  deloc     1.247  0.020  1.247
 E8L  CAF  CAE  aromatic  1.390  0.020  1.390
 E8L  CAT  CAU  aromatic  1.385  0.020  1.385
 E8L  CAD  CAE  aromatic  1.386  0.020  1.386
 E8L  CAD  NAN  single    1.414  0.020  1.414
 E8L  CAP  NAN  single    1.376  0.020  1.376
 E8L  CAP  NAV  aromatic  1.330  0.020  1.330
 E8L  NAN  CAO  single    1.459  0.020  1.459
 E8L  CAU  NAV  aromatic  1.330  0.020  1.330
 E8L  CAQ  CAO  single    1.521  0.020  1.521
 E8L  CAC  H1   single    0.930  0.020  1.080
 E8L  CAE  H2   single    0.930  0.020  1.080
 E8L  CAF  H3   single    0.930  0.020  1.080
 E8L  CAG  H4   single    0.970  0.020  1.090
 E8L  CAH  H5   single    0.970  0.020  1.090
 E8L  CAH  H6   single    0.970  0.020  1.090
 E8L  CAH  H7   single    0.970  0.020  1.090
 E8L  CAI  H8   single    0.970  0.020  1.090
 E8L  CAI  H9   single    0.970  0.020  1.090
 E8L  CAI  H10  single    0.970  0.020  1.090
 E8L  CAK  H11  single    0.970  0.020  1.090
 E8L  CAK  H12  single    0.970  0.020  1.090
 E8L  CAL  H13  single    0.970  0.020  1.090
 E8L  CAL  H14  single    0.970  0.020  1.090
 E8L  CAO  H15  single    0.970  0.020  1.090
 E8L  CAO  H16  single    0.970  0.020  1.090
 E8L  CAQ  H17  single    0.970  0.020  1.090
 E8L  CAQ  H18  single    0.970  0.020  1.090
 E8L  CAQ  H19  single    0.970  0.020  1.090
 E8L  CAR  H20  single    0.930  0.020  1.080
 E8L  CAS  H21  single    0.930  0.020  1.080
 E8L  CAU  H22  single    0.930  0.020  1.080
 E8L  CAZ  H23  single    0.970  0.020  1.090
 E8L  CAZ  H24  single    0.970  0.020  1.090
 E8L  CAZ  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
 E8L  CAG  CAA  CAF  119.38  3.000
 E8L  CAF  CAA  CAB  117.01  3.000
 E8L  CAG  CAA  CAB  123.61  3.000
 E8L  OAJ  CAB  CAC  122.50  3.000
 E8L  CAC  CAB  CAA  120.72  3.000
 E8L  OAJ  CAB  CAA  116.77  3.000
 E8L  H1   CAC  CAD  118.45  3.000
 E8L  H1   CAC  CAB  120.80  3.000
 E8L  CAD  CAC  CAB  120.75  3.000
 E8L  NAN  CAD  CAE  120.36  3.000
 E8L  NAN  CAD  CAC  120.30  3.000
 E8L  CAE  CAD  CAC  119.29  3.000
 E8L  H2   CAE  CAF  120.23  3.000
 E8L  H2   CAE  CAD  120.49  3.000
 E8L  CAF  CAE  CAD  119.28  3.000
 E8L  H3   CAF  CAE  118.69  3.000
 E8L  H3   CAF  CAA  118.39  3.000
 E8L  CAE  CAF  CAA  122.91  3.000
 E8L  H4   CAG  CAI  106.38  3.000
 E8L  H4   CAG  CAH  106.41  3.000
 E8L  CAI  CAG  CAH  111.61  3.000
 E8L  H4   CAG  CAA  105.35  3.000
 E8L  CAH  CAG  CAA  112.69  3.000
 E8L  CAI  CAG  CAA  113.71  3.000
 E8L  H7   CAH  H6   107.56  3.000
 E8L  H7   CAH  H5   107.63  3.000
 E8L  H6   CAH  H5   108.09  3.000
 E8L  H7   CAH  CAG  110.02  3.000
 E8L  H6   CAH  CAG  112.18  3.000
 E8L  H5   CAH  CAG  111.18  3.000
 E8L  H10  CAI  H9   107.71  3.000
 E8L  H10  CAI  H8   108.11  3.000
 E8L  H9   CAI  H8   107.54  3.000
 E8L  H10  CAI  CAG  112.42  3.000
 E8L  H9   CAI  CAG  109.78  3.000
 E8L  H8   CAI  CAG  111.10  3.000
 E8L  H12  CAK  H11  107.73  3.000
 E8L  H12  CAK  OAJ  111.19  3.000
 E8L  H11  CAK  OAJ  110.82  3.000
 E8L  H12  CAK  CAL  108.72  3.000
 E8L  H11  CAK  CAL  110.08  3.000
 E8L  OAJ  CAK  CAL  108.28  3.000
 E8L  H14  CAL  H13  106.75  3.000
 E8L  H14  CAL  OAM  111.35  3.000
 E8L  H13  CAL  OAM  111.30  3.000
 E8L  H14  CAL  CAK  110.05  3.000
 E8L  H13  CAL  CAK  107.75  3.000
 E8L  OAM  CAL  CAK  109.55  3.000
 E8L  H16  CAO  H15  106.84  3.000
 E8L  H16  CAO  NAN  108.38  3.000
 E8L  H15  CAO  NAN  107.77  3.000
 E8L  H16  CAO  CAQ  110.40  3.000
 E8L  H15  CAO  CAQ  109.88  3.000
 E8L  NAN  CAO  CAQ  113.33  3.000
 E8L  NAV  CAP  NAN  117.34  3.000
 E8L  NAV  CAP  CAR  121.10  3.000
 E8L  NAN  CAP  CAR  121.52  3.000
 E8L  H19  CAQ  H18  108.28  3.000
 E8L  H19  CAQ  H17  107.72  3.000
 E8L  H18  CAQ  H17  108.17  3.000
 E8L  H19  CAQ  CAO  111.27  3.000
 E8L  H18  CAQ  CAO  111.07  3.000
 E8L  H17  CAQ  CAO  110.21  3.000
 E8L  H20  CAR  CAS  120.33  3.000
 E8L  H20  CAR  CAP  121.13  3.000
 E8L  CAS  CAR  CAP  118.54  3.000
 E8L  H21  CAS  CAT  119.69  3.000
 E8L  H21  CAS  CAR  119.42  3.000
 E8L  CAT  CAS  CAR  120.89  3.000
 E8L  CAW  CAT  CAU  122.11  3.000
 E8L  CAU  CAT  CAS  115.62  3.000
 E8L  CAW  CAT  CAS  122.27  3.000
 E8L  H22  CAU  NAV  115.48  3.000
 E8L  H22  CAU  CAT  119.69  3.000
 E8L  NAV  CAU  CAT  124.83  3.000
 E8L  OAY  CAW  OAX  127.02  3.000
 E8L  OAX  CAW  CAT  116.57  3.000
 E8L  OAY  CAW  CAT  116.41  3.000
 E8L  H25  CAZ  H24  107.82  3.000
 E8L  H25  CAZ  H23  108.39  3.000
 E8L  H24  CAZ  H23  108.38  3.000
 E8L  H25  CAZ  OAM  112.07  3.000
 E8L  H24  CAZ  OAM  112.09  3.000
 E8L  H23  CAZ  OAM  107.97  3.000
 E8L  CAP  NAN  CAO  120.15  3.000
 E8L  CAO  NAN  CAD  116.51  3.000
 E8L  CAP  NAN  CAD  121.05  3.000
 E8L  CAU  NAV  CAP  119.01  3.000
 E8L  CAK  OAJ  CAB  119.70  3.000
 E8L  CAZ  OAM  CAL  112.67  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
 E8L  CONST_01  CAD  CAC  CAB  CAA    0.00   0.0  0
 E8L  CONST_02  CAD  CAE  CAF  CAA    0.00   0.0  0
 E8L  CONST_03  CAE  CAF  CAA  CAB    0.00   0.0  0
 E8L  CONST_04  CAE  CAD  CAC  CAB    0.00   0.0  0
 E8L  CONST_05  CAF  CAA  CAB  CAC    0.00   0.0  0
 E8L  CONST_06  CAF  CAE  CAD  CAC    0.00   0.0  0
 E8L  CONST_07  CAT  CAS  CAR  CAP    0.00   0.0  0
 E8L  CONST_08  CAT  CAU  NAV  CAP    0.00   0.0  0
 E8L  CONST_09  CAU  CAT  CAS  CAR    0.00   0.0  0
 E8L  CONST_10  CAU  NAV  CAP  CAR    0.00   0.0  0
 E8L  CONST_11  NAV  CAP  CAR  CAS    0.00   0.0  0
 E8L  CONST_12  NAV  CAU  CAT  CAS    0.00   0.0  0
 E8L  CONST_13  NAN  CAD  CAC  CAB  180.00   0.0  0
 E8L  CONST_14  CAG  CAA  CAB  CAC  180.00   0.0  0
 E8L  CONST_15  OAJ  CAB  CAC  CAD  180.00   0.0  0
 E8L  CONST_16  CAG  CAA  CAF  CAE  180.00   0.0  0
 E8L  CONST_17  OAJ  CAB  CAA  CAF  180.00   0.0  0
 E8L  CONST_18  NAN  CAD  CAE  CAF  180.00   0.0  0
 E8L  CONST_19  CAW  CAT  CAS  CAR  180.00   0.0  0
 E8L  CONST_20  NAN  CAP  CAR  CAS  180.00   0.0  0
 E8L  CONST_21  NAN  CAP  NAV  CAU  180.00   0.0  0
 E8L  CONST_22  NAV  CAU  CAT  CAW  180.00   0.0  0
 E8L  CONST_23  H1   CAC  CAB  CAA  180.00   0.0  0
 E8L  CONST_24  H2   CAE  CAF  CAA  180.00   0.0  0
 E8L  CONST_25  H3   CAF  CAA  CAB  180.00   0.0  0
 E8L  CONST_26  H21  CAS  CAR  CAP  180.00   0.0  0
 E8L  CONST_27  H22  CAU  NAV  CAP  180.00   0.0  0
 E8L  CONST_28  H20  CAR  CAS  CAT  180.00   0.0  0
 E8L  Var_01    CAP  NAN  CAD  CAC  -50.04  30.0  2
 E8L  Var_02    CAR  CAP  NAN  CAD  -24.65  30.0  2
 E8L  Var_03    CAI  CAG  CAA  CAB   62.68  30.0  2
 E8L  Var_04    OAY  CAW  CAT  CAS   -2.56  30.0  2
 E8L  Var_05    CAL  CAK  OAJ  CAB  172.16  30.0  2
 E8L  Var_06    CAQ  CAO  NAN  CAD  -75.52  30.0  3
 E8L  Var_07    H8   CAI  CAG  CAA   52.66  30.0  3
 E8L  Var_08    H5   CAH  CAG  CAA  -53.06  30.0  3
 E8L  Var_09    OAM  CAL  CAK  OAJ  -65.63  30.0  1
 E8L  Var_10    H23  CAZ  OAM  CAL  179.42  30.0  3
 E8L  Var_11    H13  CAL  OAM  CAZ  -60.94  30.0  3
 E8L  Var_12    H17  CAQ  CAO  NAN  179.09  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
 E8L  plan-1  CAA  0.020
 E8L  plan-1  CAB  0.020
 E8L  plan-1  CAC  0.020
 E8L  plan-1  CAD  0.020
 E8L  plan-1  CAE  0.020
 E8L  plan-1  CAF  0.020
 E8L  plan-1  CAG  0.020
 E8L  plan-1  NAN  0.020
 E8L  plan-1  OAJ  0.020
 E8L  plan-1  H1   0.020
 E8L  plan-1  H2   0.020
 E8L  plan-1  H3   0.020
 E8L  plan-2  CAP  0.020
 E8L  plan-2  CAR  0.020
 E8L  plan-2  CAS  0.020
 E8L  plan-2  CAT  0.020
 E8L  plan-2  CAU  0.020
 E8L  plan-2  CAW  0.020
 E8L  plan-2  NAN  0.020
 E8L  plan-2  NAV  0.020
 E8L  plan-2  H20  0.020
 E8L  plan-2  H21  0.020
 E8L  plan-2  H22  0.020
 E8L  plan-3  CAT  0.020
 E8L  plan-3  CAW  0.020
 E8L  plan-3  OAX  0.020
 E8L  plan-3  OAY  0.020

