# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 10:24:22 2022
#   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  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_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   0.346   0.7494  -18.9705  107.8962
 E8O  CAB  C  CR6    0   0.070   1.8615  -18.1995  107.5088
 E8O  CAC  C  CR16   0  -0.332   2.8960  -18.0460  108.4211
 E8O  CAD  C  CR6    0   0.269   2.8834  -18.6390  109.6814
 E8O  CAE  C  CR16   0  -0.288   1.7885  -19.4091  110.0342
 E8O  CAF  C  CR16   0  -0.367   0.7279  -19.5696  109.1538
 E8O  CAG  C  CH2    0  -0.195  -1.5389  -19.5607  107.3203
 E8O  CAH  C  CH1    0  -0.257  -1.8236  -20.9167  106.6891
 E8O  CAI  C  CH3    0  -0.661  -1.7567  -20.8547  105.1660
 E8O  CAJ  C  CH3    0  -0.662  -0.9277  -22.0230  107.2362
 E8O  CAK  C  CH1    0  -0.308   1.9828  -17.5276  106.1561
 E8O  CAL  C  CH3    0  -0.656   2.0624  -18.5282  105.0019
 E8O  CAM  C  CH3    0  -0.647   0.9188  -16.4573  105.9046
 E8O  CAN  C  CH2    0  -0.315   3.6594  -17.5257  111.7137
 E8O  CAO  C  CH3    0  -0.661   3.7298  -16.0560  111.3281
 E8O  CAP  C  CR6    0   0.492   5.2283  -18.7681  110.2889
 E8O  CAQ  C  CR16   0  -0.374   5.5246  -19.6584  109.2364
 E8O  CAR  C  CR16   0  -0.176   6.8417  -19.9688  108.9892
 E8O  CAS  C  CR6    0  -0.216   7.8664  -19.4315  109.7743
 E8O  CAT  C  CR16   0  -0.093   7.4576  -18.5877  110.7935
 E8O  CAX  C  C      0   0.385   9.3279  -19.7487  109.5236
 E8O  NAV  N  NT     0  -0.571   3.9377  -18.4267  110.6026
 E8O  NAW  N  N      0  -0.475   6.1958  -18.2533  111.0454
 E8O  OAU  O  O2     0  -0.480  -0.2409  -19.0840  106.9903
 E8O  OAY  O  OC    -1  -0.595  10.1512  -19.2775  110.3335
 E8O  OAZ  O  O      0  -0.593   9.5763  -20.4532  108.5248
 E8O  H1   H  HCR6   0   0.253   3.7479  -17.4366  108.1397
 E8O  H2   H  HCR6   0   0.258   1.7541  -19.8924  111.0028
 E8O  H3   H  HCR6   0   0.269  -0.1015  -20.1891  109.4645
 E8O  H4   H  HCH2   0   0.238  -1.6940  -19.5968  108.4007
 E8O  H5   H  HCH2   0   0.242  -2.2414  -18.8228  106.9231
 E8O  H6   H  HCH1   0   0.227  -2.8575  -21.1456  106.9718
 E8O  H7   H  HCH3   0   0.229  -2.0651  -21.8047  104.7278
 E8O  H8   H  HCH3   0   0.224  -2.4119  -20.0777  104.7679
 E8O  H9   H  HCH3   0   0.228  -0.7433  -20.6486  104.8175
 E8O  H10  H  HCH3   0   0.228  -1.0069  -22.1097  108.3210
 E8O  H11  H  HCH3   0   0.233  -1.2084  -22.9868  106.8092
 E8O  H12  H  HCH3   0   0.222   0.1212  -21.8516  106.9875
 E8O  H13  H  HCH1   0   0.238   2.9443  -17.0052  106.1769
 E8O  H14  H  HCH3   0   0.225   2.8526  -19.2610  105.1708
 E8O  H15  H  HCH3   0   0.235   1.1266  -19.0659  104.8594
 E8O  H16  H  HCH3   0   0.224   2.2899  -18.0063  104.0707
 E8O  H17  H  HCH3   0   0.224   0.8811  -15.7378  106.7236
 E8O  H18  H  HCH3   0   0.223   1.1579  -15.9070  104.9929
 E8O  H19  H  HCH3   0   0.227  -0.0759  -16.8819  105.7816
 E8O  H20  H  HCH2   0   0.244   2.6629  -17.7646  112.0881
 E8O  H21  H  HCH2   0   0.243   4.3598  -17.7393  112.5184
 E8O  H22  H  HCH3   0   0.228   3.4997  -15.4276  112.1893
 E8O  H23  H  HCH3   0   0.226   4.7254  -15.7923  110.9723
 E8O  H24  H  HCH3   0   0.224   3.0123  -15.8178  110.5419
 E8O  H25  H  HCR6   0   0.262   4.7383  -20.0943  108.6367
 E8O  H26  H  HCR6   0   0.246   7.0854  -20.6471  108.1811
 E8O  H27  H  HCR6   0   0.239   8.1971  -18.1409  111.4495

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    1.526  0.020  1.526
 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    1.347  0.020  1.347
 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  1.393  0.020  1.393
 E8O  CAC  CAD  aromatic  1.393  0.020  1.393
 E8O  OAZ  CAX  deloc     1.247  0.020  1.247
 E8O  CAF  CAE  aromatic  1.388  0.020  1.388
 E8O  CAR  CAQ  aromatic  1.376  0.020  1.376
 E8O  CAR  CAS  aromatic  1.398  0.020  1.398
 E8O  CAX  CAS  single    1.516  0.020  1.516
 E8O  CAX  OAY  deloc     1.247  0.020  1.247
 E8O  CAQ  CAP  aromatic  1.410  0.020  1.410
 E8O  CAD  CAE  aromatic  1.384  0.020  1.384
 E8O  CAD  NAV  single    1.416  0.020  1.416
 E8O  CAS  CAT  aromatic  1.385  0.020  1.385
 E8O  CAP  NAV  single    1.371  0.020  1.371
 E8O  CAP  NAW  aromatic  1.332  0.020  1.332
 E8O  CAT  NAW  aromatic  1.329  0.020  1.329
 E8O  NAV  CAN  single    1.457  0.020  1.457
 E8O  CAO  CAN  single    1.521  0.020  1.521
 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

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  124.03  3.000
 E8O  CAF  CAA  CAB  119.75  3.000
 E8O  OAU  CAA  CAB  116.22  3.000
 E8O  CAK  CAB  CAC  118.56  3.000
 E8O  CAC  CAB  CAA  117.94  3.000
 E8O  CAK  CAB  CAA  123.50  3.000
 E8O  H1   CAC  CAD  118.76  3.000
 E8O  H1   CAC  CAB  118.49  3.000
 E8O  CAD  CAC  CAB  122.75  3.000
 E8O  NAV  CAD  CAE  120.43  3.000
 E8O  NAV  CAD  CAC  121.20  3.000
 E8O  CAE  CAD  CAC  118.33  3.000
 E8O  H2   CAE  CAF  119.44  3.000
 E8O  H2   CAE  CAD  120.09  3.000
 E8O  CAF  CAE  CAD  120.47  3.000
 E8O  H3   CAF  CAE  118.06  3.000
 E8O  H3   CAF  CAA  121.19  3.000
 E8O  CAE  CAF  CAA  120.74  3.000
 E8O  H5   CAG  H4   106.88  3.000
 E8O  H5   CAG  OAU  106.02  3.000
 E8O  H4   CAG  OAU  111.74  3.000
 E8O  H5   CAG  CAH  109.29  3.000
 E8O  H4   CAG  CAH  110.74  3.000
 E8O  OAU  CAG  CAH  111.91  3.000
 E8O  H6   CAH  CAJ  108.07  3.000
 E8O  H6   CAH  CAI  107.90  3.000
 E8O  CAJ  CAH  CAI  111.21  3.000
 E8O  H6   CAH  CAG  104.80  3.000
 E8O  CAJ  CAH  CAG  112.80  3.000
 E8O  CAI  CAH  CAG  111.68  3.000
 E8O  H9   CAI  H8   107.85  3.000
 E8O  H9   CAI  H7   107.39  3.000
 E8O  H8   CAI  H7   107.68  3.000
 E8O  H9   CAI  CAH  111.54  3.000
 E8O  H8   CAI  CAH  111.51  3.000
 E8O  H7   CAI  CAH  110.69  3.000
 E8O  H12  CAJ  H11  107.27  3.000
 E8O  H12  CAJ  H10  107.98  3.000
 E8O  H11  CAJ  H10  107.47  3.000
 E8O  H12  CAJ  CAH  111.65  3.000
 E8O  H11  CAJ  CAH  110.45  3.000
 E8O  H10  CAJ  CAH  111.82  3.000
 E8O  H13  CAK  CAM  106.27  3.000
 E8O  H13  CAK  CAL  106.31  3.000
 E8O  CAM  CAK  CAL  111.70  3.000
 E8O  H13  CAK  CAB  105.37  3.000
 E8O  CAM  CAK  CAB  113.65  3.000
 E8O  CAL  CAK  CAB  112.82  3.000
 E8O  H16  CAL  H15  107.68  3.000
 E8O  H16  CAL  H14  107.60  3.000
 E8O  H15  CAL  H14  108.12  3.000
 E8O  H16  CAL  CAK  109.99  3.000
 E8O  H15  CAL  CAK  112.15  3.000
 E8O  H14  CAL  CAK  111.12  3.000
 E8O  H19  CAM  H18  107.61  3.000
 E8O  H19  CAM  H17  108.10  3.000
 E8O  H18  CAM  H17  107.59  3.000
 E8O  H19  CAM  CAK  112.41  3.000
 E8O  H18  CAM  CAK  109.73  3.000
 E8O  H17  CAM  CAK  111.22  3.000
 E8O  H21  CAN  H20  106.92  3.000
 E8O  H21  CAN  NAV  108.64  3.000
 E8O  H20  CAN  NAV  107.50  3.000
 E8O  H21  CAN  CAO  110.33  3.000
 E8O  H20  CAN  CAO  109.93  3.000
 E8O  NAV  CAN  CAO  113.28  3.000
 E8O  H24  CAO  H23  108.23  3.000
 E8O  H24  CAO  H22  107.73  3.000
 E8O  H23  CAO  H22  108.13  3.000
 E8O  H24  CAO  CAN  111.30  3.000
 E8O  H23  CAO  CAN  111.03  3.000
 E8O  H22  CAO  CAN  110.29  3.000
 E8O  NAW  CAP  NAV  117.23  3.000
 E8O  NAW  CAP  CAQ  121.03  3.000
 E8O  NAV  CAP  CAQ  121.72  3.000
 E8O  H25  CAQ  CAR  120.39  3.000
 E8O  H25  CAQ  CAP  121.06  3.000
 E8O  CAR  CAQ  CAP  118.54  3.000
 E8O  H26  CAR  CAS  119.66  3.000
 E8O  H26  CAR  CAQ  119.40  3.000
 E8O  CAS  CAR  CAQ  120.93  3.000
 E8O  CAX  CAS  CAT  122.25  3.000
 E8O  CAT  CAS  CAR  115.54  3.000
 E8O  CAX  CAS  CAR  122.21  3.000
 E8O  H27  CAT  NAW  115.40  3.000
 E8O  H27  CAT  CAS  119.66  3.000
 E8O  NAW  CAT  CAS  124.94  3.000
 E8O  OAZ  CAX  OAY  127.01  3.000
 E8O  OAY  CAX  CAS  116.73  3.000
 E8O  OAZ  CAX  CAS  116.27  3.000
 E8O  CAP  NAV  CAN  120.54  3.000
 E8O  CAN  NAV  CAD  116.52  3.000
 E8O  CAP  NAV  CAD  120.97  3.000
 E8O  CAT  NAW  CAP  119.00  3.000
 E8O  CAG  OAU  CAA  122.92  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  Var_01    CAP  NAV  CAD  CAC   -59.15  30.0  2
 E8O  Var_02    CAQ  CAP  NAV  CAD   -17.85  30.0  2
 E8O  Var_03    CAL  CAK  CAB  CAA   -65.11  30.0  2
 E8O  Var_04    OAZ  CAX  CAS  CAR     4.24  30.0  2
 E8O  Var_05    CAH  CAG  OAU  CAA  -111.74  30.0  3
 E8O  Var_06    CAO  CAN  NAV  CAD   -78.63  30.0  3
 E8O  Var_07    H14  CAL  CAK  CAB   -52.97  30.0  3
 E8O  Var_08    H17  CAM  CAK  CAB    51.99  30.0  3
 E8O  Var_09    OAU  CAG  CAH  CAI   -60.61  30.0  3
 E8O  Var_10    H7   CAI  CAH  CAG  -174.03  30.0  3
 E8O  Var_11    H10  CAJ  CAH  CAG    56.54  30.0  3
 E8O  Var_12    H22  CAO  CAN  NAV   179.16  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

