# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 05:18:17 2021
#   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  52  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_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   0.063   0.0979  -20.2317  -3.0067
 E8L  CAB  C  CR6   0   0.363   1.0144  -19.3004  -3.5275
 E8L  CAC  C  CR16  0  -0.390   2.0922  -18.8622  -2.7646
 E8L  CAD  C  CR6   0   0.256   2.2906  -19.3600  -1.4797
 E8L  CAE  C  CR16  0  -0.288   1.4045  -20.2803  -0.9496
 E8L  CAF  C  CR16  0  -0.318   0.3212  -20.6927  -1.7167
 E8L  CAG  C  CH1   0  -0.304  -1.0920  -20.7480  -3.7881
 E8L  CAH  C  CH3   0  -0.651  -2.1100  -19.6557  -4.1228
 E8L  CAI  C  CH3   0  -0.661  -0.6877  -21.5429  -5.0322
 E8L  CAK  C  CH2   0  -0.223   1.7482  -18.0795  -5.4448
 E8L  CAL  C  CH2   0  -0.155   1.2807  -17.8802  -6.8626
 E8L  CAO  C  CH2   0  -0.319   3.0805  -17.9240   0.3477
 E8L  CAP  C  CR6   0   0.521   4.6618  -19.1650  -1.0607
 E8L  CAQ  C  CH3   0  -0.661   3.0513  -16.4896  -0.1549
 E8L  CAR  C  CR16  0  -0.368   4.9687  -20.1223  -2.0567
 E8L  CAS  C  CR16  0  -0.143   6.2838  -20.3605  -2.3512
 E8L  CAT  C  CR6   0  -0.206   7.2978  -19.6700  -1.6728
 E8L  CAU  C  CR16  0  -0.046   6.8904  -18.7604  -0.7038
 E8L  CAW  C  C     0   0.516   8.7046  -19.9314  -1.9980
 E8L  CAZ  C  CH3   0  -0.393   0.7476  -19.0208  -8.8296
 E8L  NAN  N  NT    0  -0.559   3.3819  -18.8919  -0.7030
 E8L  NAV  N  N     0  -0.470   5.6273  -18.5109  -0.4077
 E8L  OAJ  O  O2    0  -0.461   0.7779  -18.8585  -4.7741
 E8L  OAM  O  O2    0  -0.477   1.2626  -19.1148  -7.5268
 E8L  OAX  O  OH1   0  -0.602   9.5534  -19.2026  -1.2798
 E8L  OAY  O  O     0  -0.453   9.0683  -20.7285  -2.8339
 E8L  H1   H  HCR6  0   0.286   2.7879  -18.1299  -3.1536
 E8L  H2   H  HCR6  0   0.258   1.5578  -20.6773   0.0455
 E8L  H3   H  HCR6  0   0.252  -0.3706  -21.4138  -1.2976
 E8L  H4   H  HCH1  0   0.237  -1.5994  -21.4495  -3.1184
 E8L  H5   H  HCH3  0   0.224  -2.4329  -19.1299  -3.2231
 E8L  H6   H  HCH3  0   0.230  -1.7096  -18.9221  -4.8201
 E8L  H7   H  HCH3  0   0.224  -2.9956  -20.0998  -4.5806
 E8L  H8   H  HCH3  0   0.223  -0.0069  -22.3556  -4.7738
 E8L  H9   H  HCH3  0   0.223  -1.5718  -21.9877  -5.4926
 E8L  H10  H  HCH3  0   0.238  -0.2011  -20.9181  -5.7798
 E8L  H11  H  HCH2  0   0.231   2.7245  -18.5779  -5.4299
 E8L  H12  H  HCH2  0   0.234   1.8673  -17.0989  -4.9708
 E8L  H13  H  HCH2  0   0.213   1.9656  -17.1718  -7.3505
 E8L  H14  H  HCH2  0   0.209   0.2858  -17.4121  -6.8636
 E8L  H15  H  HCH2  0   0.254   2.1096  -18.1940   0.7634
 E8L  H16  H  HCH2  0   0.251   3.8130  -18.0326   1.1451
 E8L  H17  H  HCH3  0   0.234   2.7876  -15.8149   0.6604
 E8L  H18  H  HCH3  0   0.232   4.0249  -16.1905  -0.5415
 E8L  H19  H  HCH3  0   0.227   2.3117  -16.3606  -0.9463
 E8L  H20  H  HCR6  0   0.280   4.1899  -20.6641  -2.5727
 E8L  H21  H  HCR6  0   0.271   6.5338  -21.0916  -3.1089
 E8L  H22  H  HCR6  0   0.269   7.6184  -18.1946  -0.1335
 E8L  H23  H  HCH3  0   0.234   0.7747  -20.0146  -9.2748
 E8L  H24  H  HCH3  0   0.204  -0.2903  -18.6669  -8.8356
 E8L  H25  H  HCH3  0   0.203   1.3368  -18.3433  -9.4595
 E8L  H26  H  HOH1  0   0.485  10.4637  -19.4195  -1.5287

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    1.531  0.020  1.531
 E8L  OAJ  CAB  single    1.344  0.020  1.344
 E8L  CAH  CAG  single    1.530  0.020  1.530
 E8L  CAG  CAA  single    1.514  0.020  1.514
 E8L  CAB  CAA  aromatic  1.407  0.020  1.407
 E8L  CAB  CAC  aromatic  1.391  0.020  1.391
 E8L  CAA  CAF  aromatic  1.388  0.020  1.388
 E8L  CAC  CAD  aromatic  1.392  0.020  1.392
 E8L  OAY  CAW  double    1.211  0.020  1.211
 E8L  CAS  CAR  aromatic  1.369  0.020  1.369
 E8L  CAS  CAT  aromatic  1.402  0.020  1.402
 E8L  CAR  CAP  aromatic  1.415  0.020  1.415
 E8L  CAW  CAT  single    1.467  0.020  1.467
 E8L  CAW  OAX  single    1.329  0.020  1.329
 E8L  CAF  CAE  aromatic  1.390  0.020  1.390
 E8L  CAT  CAU  aromatic  1.390  0.020  1.390
 E8L  CAD  CAE  aromatic  1.383  0.020  1.383
 E8L  CAD  NAN  single    1.419  0.020  1.419
 E8L  CAP  NAN  single    1.357  0.020  1.357
 E8L  CAP  NAV  aromatic  1.337  0.020  1.337
 E8L  NAN  CAO  single    1.460  0.020  1.460
 E8L  CAU  NAV  aromatic  1.321  0.020  1.321
 E8L  CAQ  CAO  single    1.520  0.020  1.520
 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
 E8L  OAX  H26  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
 E8L  CAG  CAA  CAF  119.52  3.000
 E8L  CAF  CAA  CAB  117.34  3.000
 E8L  CAG  CAA  CAB  123.14  3.000
 E8L  OAJ  CAB  CAC  122.79  3.000
 E8L  CAC  CAB  CAA  120.68  3.000
 E8L  OAJ  CAB  CAA  116.53  3.000
 E8L  H1   CAC  CAD  118.81  3.000
 E8L  H1   CAC  CAB  120.93  3.000
 E8L  CAD  CAC  CAB  120.26  3.000
 E8L  NAN  CAD  CAE  120.16  3.000
 E8L  NAN  CAD  CAC  119.79  3.000
 E8L  CAE  CAD  CAC  120.02  3.000
 E8L  H2   CAE  CAF  120.60  3.000
 E8L  H2   CAE  CAD  120.38  3.000
 E8L  CAF  CAE  CAD  119.02  3.000
 E8L  H3   CAF  CAE  118.79  3.000
 E8L  H3   CAF  CAA  118.54  3.000
 E8L  CAE  CAF  CAA  122.67  3.000
 E8L  H4   CAG  CAI  106.67  3.000
 E8L  H4   CAG  CAH  106.44  3.000
 E8L  CAI  CAG  CAH  111.63  3.000
 E8L  H4   CAG  CAA  105.49  3.000
 E8L  CAH  CAG  CAA  113.09  3.000
 E8L  CAI  CAG  CAA  112.88  3.000
 E8L  H7   CAH  H6   107.70  3.000
 E8L  H7   CAH  H5   107.57  3.000
 E8L  H6   CAH  H5   108.20  3.000
 E8L  H7   CAH  CAG  109.95  3.000
 E8L  H6   CAH  CAG  112.12  3.000
 E8L  H5   CAH  CAG  111.14  3.000
 E8L  H10  CAI  H9   107.82  3.000
 E8L  H10  CAI  H8   108.13  3.000
 E8L  H9   CAI  H8   107.56  3.000
 E8L  H10  CAI  CAG  112.21  3.000
 E8L  H9   CAI  CAG  109.90  3.000
 E8L  H8   CAI  CAG  111.05  3.000
 E8L  H12  CAK  H11  107.71  3.000
 E8L  H12  CAK  OAJ  111.26  3.000
 E8L  H11  CAK  OAJ  110.75  3.000
 E8L  H12  CAK  CAL  108.81  3.000
 E8L  H11  CAK  CAL  110.45  3.000
 E8L  OAJ  CAK  CAL  107.85  3.000
 E8L  H14  CAL  H13  106.80  3.000
 E8L  H14  CAL  OAM  111.27  3.000
 E8L  H13  CAL  OAM  111.42  3.000
 E8L  H14  CAL  CAK  109.76  3.000
 E8L  H13  CAL  CAK  108.04  3.000
 E8L  OAM  CAL  CAK  109.48  3.000
 E8L  H16  CAO  H15  107.18  3.000
 E8L  H16  CAO  NAN  108.79  3.000
 E8L  H15  CAO  NAN  107.10  3.000
 E8L  H16  CAO  CAQ  110.45  3.000
 E8L  H15  CAO  CAQ  110.04  3.000
 E8L  NAN  CAO  CAQ  113.05  3.000
 E8L  NAV  CAP  NAN  117.01  3.000
 E8L  NAV  CAP  CAR  121.21  3.000
 E8L  NAN  CAP  CAR  121.76  3.000
 E8L  H19  CAQ  H18  108.42  3.000
 E8L  H19  CAQ  H17  107.77  3.000
 E8L  H18  CAQ  H17  108.15  3.000
 E8L  H19  CAQ  CAO  111.37  3.000
 E8L  H18  CAQ  CAO  111.06  3.000
 E8L  H17  CAQ  CAO  109.95  3.000
 E8L  H20  CAR  CAS  120.19  3.000
 E8L  H20  CAR  CAP  121.28  3.000
 E8L  CAS  CAR  CAP  118.53  3.000
 E8L  H21  CAS  CAT  120.30  3.000
 E8L  H21  CAS  CAR  119.36  3.000
 E8L  CAT  CAS  CAR  120.34  3.000
 E8L  CAW  CAT  CAU  123.51  3.000
 E8L  CAU  CAT  CAS  116.60  3.000
 E8L  CAW  CAT  CAS  119.90  3.000
 E8L  H22  CAU  NAV  115.18  3.000
 E8L  H22  CAU  CAT  120.76  3.000
 E8L  NAV  CAU  CAT  124.05  3.000
 E8L  OAY  CAW  OAX  122.82  3.000
 E8L  OAX  CAW  CAT  113.25  3.000
 E8L  OAY  CAW  CAT  123.93  3.000
 E8L  H25  CAZ  H24  107.82  3.000
 E8L  H25  CAZ  H23  108.39  3.000
 E8L  H24  CAZ  H23  108.41  3.000
 E8L  H25  CAZ  OAM  112.15  3.000
 E8L  H24  CAZ  OAM  111.96  3.000
 E8L  H23  CAZ  OAM  108.00  3.000
 E8L  CAP  NAN  CAO  121.20  3.000
 E8L  CAO  NAN  CAD  116.99  3.000
 E8L  CAP  NAN  CAD  120.99  3.000
 E8L  CAU  NAV  CAP  119.26  3.000
 E8L  CAK  OAJ  CAB  120.04  3.000
 E8L  CAZ  OAM  CAL  112.67  3.000
 E8L  H26  OAX  CAW  109.79  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  CONST_29  H26  OAX  CAW  CAT  180.00   0.0  0
 E8L  Var_01    CAP  NAN  CAD  CAC  -66.83  30.0  2
 E8L  Var_02    CAR  CAP  NAN  CAD  -12.16  30.0  2
 E8L  Var_03    CAI  CAG  CAA  CAB   63.70  30.0  2
 E8L  Var_04    OAY  CAW  CAT  CAS   -0.23  30.0  3
 E8L  Var_05    CAL  CAK  OAJ  CAB  173.15  30.0  2
 E8L  Var_06    CAQ  CAO  NAN  CAD  -85.65  30.0  3
 E8L  Var_07    H8   CAI  CAG  CAA   54.60  30.0  3
 E8L  Var_08    H5   CAH  CAG  CAA  -54.46  30.0  3
 E8L  Var_09    OAM  CAL  CAK  OAJ  -65.54  30.0  1
 E8L  Var_10    H23  CAZ  OAM  CAL  179.61  30.0  3
 E8L  Var_11    H13  CAL  OAM  CAZ  -64.70  30.0  3
 E8L  Var_12    H17  CAQ  CAO  NAN  177.99  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
 E8L  plan-3  H26  0.020

