# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 09:33:49 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 1-[5-[4-(ethoxyiminomethyl)phenoxy]-3-methyl-pentyl]-3-pyridin-4-yl-imidazol-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO\N=C/c1ccc(OCC[C@@H](C)CCN2C=CN(C2=O)c3ccncc3)cc1
#
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
 9LW  9LW  1-[5-[4-(ethoxyiminomethyl)phenoxy]-3-methyl-pentyl]-3-pyridin-4-yl-imidazol-2-one  ligand  58  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9LW
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
 9LW  CAA  C  CH3   0  -0.701    9.2815  -2.7722  -2.1063
 9LW  CAM  C  CH2   0  -0.134    9.8010  -1.4295  -1.6500
 9LW  OAV  O  O2    0  -0.403    8.7182  -0.7190  -1.0604
 9LW  NAT  N  N     0  -0.102    9.1374   0.4931  -0.6123
 9LW  CAD  C  C1    0  -0.133    8.2268   1.2211  -0.0988
 9LW  CAY  C  CR6   0   0.038    6.7934   1.0339   0.1137
 9LW  CAJ  C  CR16  0  -0.286    6.1098   2.1243   0.6729
 9LW  CAL  C  CR16  0  -0.337    4.7566   2.0851   0.9253
 9LW  CAI  C  CR16  0  -0.279    6.0452  -0.1102  -0.1800
 9LW  CAK  C  CR16  0  -0.363    4.6824  -0.1643   0.0738
 9LW  CAZ  C  CR6   0   0.392    4.0239   0.9325   0.6281
 9LW  OAW  O  O2    0  -0.469    2.7137   0.9715   0.9064
 9LW  CAN  C  CH2   0  -0.178    1.9195  -0.1864   0.6807
 9LW  CAO  C  CH2   0  -0.448    0.5003   0.1433   1.0959
 9LW  CBB  C  CH1   0  -0.247   -0.4662  -1.0322   0.9207
 9LW  CAB  C  CH3   0  -0.675   -0.1909  -2.1450   1.9309
 9LW  CAP  C  CH2   0  -0.418   -1.9016  -0.5138   1.0293
 9LW  CAQ  C  CH2   0  -0.309   -2.9625  -1.5919   0.8432
 9LW  NBC  N  NR5   0  -0.513   -4.3030  -1.0472   0.8816
 9LW  CAX  C  CR5   0   0.722   -4.9626  -0.5800  -0.2154
 9LW  OAC  O  O     0  -0.515   -4.5846  -0.6151  -1.3757
 9LW  CAR  C  CR15  0  -0.092   -5.0535  -0.8313   2.0225
 9LW  CAS  C  CR15  0  -0.116   -6.2047  -0.2540   1.6599
 9LW  NBD  N  NR5   0  -0.639   -6.1645  -0.0824   0.2746
 9LW  CBA  C  CR6   0   0.462   -7.2101   0.4203  -0.4999
 9LW  CAG  C  CR16  0  -0.390   -8.5232   0.3167  -0.0462
 9LW  CAE  C  CR16  0  -0.067   -9.5392   0.8443  -0.8240
 9LW  NAU  N  N     0  -0.411   -9.3453   1.4430  -1.9930
 9LW  CAF  C  CR16  0  -0.067   -8.0900   1.5349  -2.4160
 9LW  CAH  C  CR16  0  -0.368   -6.9925   1.0523  -1.7224
 9LW  H1   H  HCH3  0   0.239   10.0949  -3.3380  -2.5593
 9LW  H2   H  HCH3  0   0.234    8.8930  -3.3572  -1.2721
 9LW  H3   H  HCH2  0   0.214   10.6065  -1.5540  -0.9202
 9LW  H5   H  H     0   0.261    8.6174   2.1751   0.2423
 9LW  H7   H  HCR6  0   0.261    6.6584   3.0262   0.9178
 9LW  H8   H  HCR6  0   0.266    4.2551   2.9424   1.3559
 9LW  H9   H  HCR6  0   0.272    6.5099  -0.9830  -0.6087
 9LW  H10  H  HCR6  0   0.283    4.1503  -1.0730  -0.1731
 9LW  H11  H  HCH2  0   0.226    1.9472  -0.4663  -0.3784
 9LW  H12  H  HCH3  0   0.237    0.8494  -2.4699   1.9090
 9LW  H13  H  HCH3  0   0.221   -0.4116  -1.8063   2.9464
 9LW  H14  H  HCH3  0   0.237   -0.7977  -3.0297   1.7367
 9LW  H15  H  HCH2  0   0.228   -2.0412  -0.0385   2.0064
 9LW  H16  H  HCH2  0   0.240   -2.0578   0.2624   0.2750
 9LW  H17  H  HCH2  0   0.260   -2.8299  -2.1015  -0.1120
 9LW  H18  H  HCH2  0   0.265   -2.8995  -2.3505   1.6224
 9LW  H19  H  HCR5  0   0.307   -4.6957  -1.1026   3.0008
 9LW  H20  H  HCR5  0   0.310   -7.0272   0.0867   2.2627
 9LW  H21  H  HCR6  0   0.288   -8.7705  -0.1744   0.8843
 9LW  H22  H  HCR6  0   0.270  -10.5643   0.7675  -0.4794
 9LW  H26  H  HCR6  0   0.269   -7.9335   2.0326  -3.3666
 9LW  H28  H  HCR6  0   0.287   -6.0040   1.1868  -2.1305
 9LW  H30  H  HCH3  0   0.234    8.4932  -2.6650  -2.8515
 9LW  H31  H  HCH2  0   0.214   10.2013  -0.8633  -2.4965
 9LW  H4   H  HCH2  0   0.226    2.3196  -1.0276   1.2561
 9LW  H6   H  HCH2  0   0.231    0.4894   0.4684   2.1412
 9LW  H32  H  HCH2  0   0.240    0.1516   0.9897   0.4964
 9LW  H33  H  HCH1  0   0.226   -0.3298  -1.4375  -0.0900

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
 9LW  CAA  CAM  single    1.510  0.020  1.510
 9LW  CAM  OAV  single    1.423  0.020  1.423
 9LW  CAJ  CAL  aromatic  1.377  0.020  1.377
 9LW  CAJ  CAY  aromatic  1.403  0.020  1.403
 9LW  NAT  CAD  double    1.274  0.020  1.274
 9LW  NAT  OAV  single    1.359  0.020  1.359
 9LW  CAD  CAY  single    1.461  0.020  1.461
 9LW  CAL  CAZ  aromatic  1.398  0.020  1.398
 9LW  CAY  CAI  aromatic  1.398  0.020  1.398
 9LW  CAB  CBB  single    1.528  0.020  1.528
 9LW  CAZ  OAW  single    1.340  0.020  1.340
 9LW  CAZ  CAK  aromatic  1.394  0.020  1.394
 9LW  CAN  OAW  single    1.422  0.020  1.422
 9LW  CAN  CAO  single    1.515  0.020  1.515
 9LW  CAI  CAK  aromatic  1.387  0.020  1.387
 9LW  CAO  CBB  single    1.532  0.020  1.532
 9LW  CBB  CAP  single    1.530  0.020  1.530
 9LW  CAP  CAQ  single    1.524  0.020  1.524
 9LW  CAR  NBC  single    1.383  0.020  1.383
 9LW  CAR  CAS  double    1.338  0.020  1.338
 9LW  CAQ  NBC  single    1.447  0.020  1.447
 9LW  NBC  CAX  single    1.363  0.020  1.363
 9LW  CAS  NBD  single    1.396  0.020  1.396
 9LW  CAX  NBD  single    1.390  0.020  1.390
 9LW  CAX  OAC  double    1.221  0.020  1.221
 9LW  NBD  CBA  single    1.395  0.020  1.395
 9LW  CBA  CAG  aromatic  1.393  0.020  1.393
 9LW  CBA  CAH  aromatic  1.393  0.020  1.393
 9LW  CAG  CAE  aromatic  1.384  0.020  1.384
 9LW  CAH  CAF  aromatic  1.385  0.020  1.385
 9LW  CAE  NAU  aromatic  1.328  0.020  1.328
 9LW  CAF  NAU  aromatic  1.328  0.020  1.328
 9LW  CAA  H1   single    0.970  0.020  1.090
 9LW  CAA  H2   single    0.970  0.020  1.090
 9LW  CAM  H3   single    0.970  0.020  1.090
 9LW  CAD  H5   single    0.930  0.020  1.080
 9LW  CAJ  H7   single    0.930  0.020  1.080
 9LW  CAL  H8   single    0.930  0.020  1.080
 9LW  CAI  H9   single    0.930  0.020  1.080
 9LW  CAK  H10  single    0.930  0.020  1.080
 9LW  CAN  H11  single    0.970  0.020  1.090
 9LW  CAB  H12  single    0.970  0.020  1.090
 9LW  CAB  H13  single    0.970  0.020  1.090
 9LW  CAB  H14  single    0.970  0.020  1.090
 9LW  CAP  H15  single    0.970  0.020  1.090
 9LW  CAP  H16  single    0.970  0.020  1.090
 9LW  CAQ  H17  single    0.970  0.020  1.090
 9LW  CAQ  H18  single    0.970  0.020  1.090
 9LW  CAR  H19  single    0.930  0.020  1.080
 9LW  CAS  H20  single    0.930  0.020  1.080
 9LW  CAG  H21  single    0.930  0.020  1.080
 9LW  CAE  H22  single    0.930  0.020  1.080
 9LW  CAF  H26  single    0.930  0.020  1.080
 9LW  CAH  H28  single    0.930  0.020  1.080
 9LW  CAA  H30  single    0.970  0.020  1.090
 9LW  CAM  H31  single    0.970  0.020  1.090
 9LW  CAN  H4   single    0.970  0.020  1.090
 9LW  CAO  H6   single    0.970  0.020  1.090
 9LW  CAO  H32  single    0.970  0.020  1.090
 9LW  CBB  H33  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
 9LW  H30  CAA  H2   108.55  3.000
 9LW  H30  CAA  H1   107.86  3.000
 9LW  H2   CAA  H1   107.79  3.000
 9LW  H30  CAA  CAM  111.58  3.000
 9LW  H2   CAA  CAM  111.61  3.000
 9LW  H1   CAA  CAM  109.30  3.000
 9LW  H31  CAM  H3   107.79  3.000
 9LW  H31  CAM  OAV  109.91  3.000
 9LW  H3   CAM  OAV  109.92  3.000
 9LW  H31  CAM  CAA  110.62  3.000
 9LW  H3   CAM  CAA  110.71  3.000
 9LW  OAV  CAM  CAA  107.90  3.000
 9LW  NAT  OAV  CAM  110.32  3.000
 9LW  CAD  NAT  OAV  114.98  3.000
 9LW  H5   CAD  CAY  114.82  3.000
 9LW  H5   CAD  NAT  111.81  3.000
 9LW  CAY  CAD  NAT  133.37  3.000
 9LW  CAI  CAY  CAJ  117.31  3.000
 9LW  CAI  CAY  CAD  126.82  3.000
 9LW  CAJ  CAY  CAD  115.87  3.000
 9LW  H7   CAJ  CAL  118.66  3.000
 9LW  H7   CAJ  CAY  119.35  3.000
 9LW  CAL  CAJ  CAY  121.98  3.000
 9LW  H8   CAL  CAZ  119.66  3.000
 9LW  H8   CAL  CAJ  120.37  3.000
 9LW  CAZ  CAL  CAJ  119.97  3.000
 9LW  H9   CAI  CAK  117.70  3.000
 9LW  H9   CAI  CAY  121.03  3.000
 9LW  CAK  CAI  CAY  121.27  3.000
 9LW  H10  CAK  CAZ  121.29  3.000
 9LW  H10  CAK  CAI  118.31  3.000
 9LW  CAZ  CAK  CAI  120.40  3.000
 9LW  OAW  CAZ  CAK  124.56  3.000
 9LW  CAK  CAZ  CAL  119.06  3.000
 9LW  OAW  CAZ  CAL  116.38  3.000
 9LW  CAN  OAW  CAZ  119.30  3.000
 9LW  H4   CAN  H11  107.61  3.000
 9LW  H4   CAN  CAO  111.44  3.000
 9LW  H11  CAN  CAO  110.13  3.000
 9LW  H4   CAN  OAW  109.76  3.000
 9LW  H11  CAN  OAW  110.32  3.000
 9LW  CAO  CAN  OAW  107.60  3.000
 9LW  H32  CAO  H6   106.88  3.000
 9LW  H32  CAO  CBB  109.26  3.000
 9LW  H6   CAO  CBB  109.32  3.000
 9LW  H32  CAO  CAN  108.47  3.000
 9LW  H6   CAO  CAN  109.61  3.000
 9LW  CBB  CAO  CAN  113.12  3.000
 9LW  H33  CBB  CAP  107.88  3.000
 9LW  H33  CBB  CAB  108.52  3.000
 9LW  CAP  CBB  CAB  111.65  3.000
 9LW  H33  CBB  CAO  108.08  3.000
 9LW  CAP  CBB  CAO  108.89  3.000
 9LW  CAB  CBB  CAO  111.69  3.000
 9LW  H14  CAB  H13  107.73  3.000
 9LW  H14  CAB  H12  106.60  3.000
 9LW  H13  CAB  H12  107.68  3.000
 9LW  H14  CAB  CBB  111.90  3.000
 9LW  H13  CAB  CBB  110.63  3.000
 9LW  H12  CAB  CBB  112.07  3.000
 9LW  H16  CAP  H15  106.80  3.000
 9LW  H16  CAP  CAQ  108.57  3.000
 9LW  H15  CAP  CAQ  109.09  3.000
 9LW  H16  CAP  CBB  109.00  3.000
 9LW  H15  CAP  CBB  109.26  3.000
 9LW  CAQ  CAP  CBB  113.87  3.000
 9LW  H18  CAQ  H17  107.10  3.000
 9LW  H18  CAQ  NBC  107.25  3.000
 9LW  H17  CAQ  NBC  108.16  3.000
 9LW  H18  CAQ  CAP  111.41  3.000
 9LW  H17  CAQ  CAP  110.66  3.000
 9LW  NBC  CAQ  CAP  112.04  3.000
 9LW  CAR  NBC  CAX  110.37  3.000
 9LW  CAX  NBC  CAQ  123.78  3.000
 9LW  CAR  NBC  CAQ  125.69  3.000
 9LW  NBD  CAX  OAC  127.80  3.000
 9LW  OAC  CAX  NBC  127.26  3.000
 9LW  NBD  CAX  NBC  104.92  3.000
 9LW  H19  CAR  CAS  129.87  3.000
 9LW  H19  CAR  NBC  122.02  3.000
 9LW  CAS  CAR  NBC  108.11  3.000
 9LW  H20  CAS  NBD  122.64  3.000
 9LW  H20  CAS  CAR  130.01  3.000
 9LW  NBD  CAS  CAR  107.28  3.000
 9LW  CBA  NBD  CAS  124.99  3.000
 9LW  CBA  NBD  CAX  125.55  3.000
 9LW  CAS  NBD  CAX  109.31  3.000
 9LW  CAH  CBA  CAG  117.81  3.000
 9LW  CAH  CBA  NBD  122.25  3.000
 9LW  CAG  CBA  NBD  119.93  3.000
 9LW  H21  CAG  CAE  119.28  3.000
 9LW  H21  CAG  CBA  121.99  3.000
 9LW  CAE  CAG  CBA  118.73  3.000
 9LW  H22  CAE  NAU  116.74  3.000
 9LW  H22  CAE  CAG  119.24  3.000
 9LW  NAU  CAE  CAG  124.02  3.000
 9LW  CAF  NAU  CAE  116.73  3.000
 9LW  H26  CAF  CAH  118.99  3.000
 9LW  H26  CAF  NAU  116.58  3.000
 9LW  CAH  CAF  NAU  124.43  3.000
 9LW  H28  CAH  CAF  119.58  3.000
 9LW  H28  CAH  CBA  122.14  3.000
 9LW  CAF  CAH  CBA  118.28  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
 9LW  CONST_01  CAZ  CAL  CAJ  CAY     0.00   0.0  0
 9LW  CONST_02  CAZ  CAK  CAI  CAY     0.00   0.0  0
 9LW  CONST_03  CAK  CAZ  CAL  CAJ     0.00   0.0  0
 9LW  CONST_04  CAK  CAI  CAY  CAJ     0.00   0.0  0
 9LW  CONST_05  CAI  CAY  CAJ  CAL     0.00   0.0  0
 9LW  CONST_06  CAI  CAK  CAZ  CAL     0.00   0.0  0
 9LW  CONST_07  NAU  CAE  CAG  CBA     0.00   0.0  0
 9LW  CONST_08  NAU  CAF  CAH  CBA     0.00   0.0  0
 9LW  CONST_09  CAF  CAH  CBA  CAG     0.00   0.0  0
 9LW  CONST_10  CAF  NAU  CAE  CAG     0.00   0.0  0
 9LW  CONST_11  CAH  CBA  CAG  CAE     0.00   0.0  0
 9LW  CONST_12  CAH  CAF  NAU  CAE     0.00   0.0  0
 9LW  CONST_13  CAE  CAG  CBA  NBD   180.00   0.0  0
 9LW  CONST_14  CAF  CAH  CBA  NBD   180.00   0.0  0
 9LW  CONST_15  NBD  CAS  CAR  NBC     0.00   0.0  0
 9LW  CONST_16  CAS  NBD  CAX  NBC     0.00   0.0  0
 9LW  CONST_17  CBA  NBD  CAX  NBC   180.00   0.0  0
 9LW  CONST_18  CAS  CAR  NBC  CAX     0.00   0.0  0
 9LW  CONST_19  CAR  CAS  NBD  CAX     0.00   0.0  0
 9LW  CONST_20  NBD  CAX  NBC  CAR     0.00   0.0  0
 9LW  CONST_21  CBA  NBD  CAS  CAR   180.00   0.0  0
 9LW  CONST_22  CAL  CAJ  CAY  CAD   180.00   0.0  0
 9LW  CONST_23  CAK  CAI  CAY  CAD   180.00   0.0  0
 9LW  CONST_24  OAW  CAZ  CAL  CAJ   180.00   0.0  0
 9LW  CONST_25  OAW  CAZ  CAK  CAI   180.00   0.0  0
 9LW  CONST_26  CAS  CAR  NBC  CAQ   180.00   0.0  0
 9LW  CONST_27  NBD  CAX  NBC  CAQ   180.00   0.0  0
 9LW  CONST_28  CAR  NBC  CAX  OAC   180.00   0.0  0
 9LW  CONST_29  CAS  NBD  CAX  OAC   180.00   0.0  0
 9LW  CONST_30  CBA  NBD  CAX  OAC     0.00   0.0  0
 9LW  CONST_31  H8   CAL  CAJ  CAY   180.00   0.0  0
 9LW  CONST_32  H10  CAK  CAI  CAY   180.00   0.0  0
 9LW  CONST_33  H9   CAI  CAY  CAJ   180.00   0.0  0
 9LW  CONST_34  H7   CAJ  CAY  CAI   180.00   0.0  0
 9LW  CONST_35  H21  CAG  CBA  NBD     0.00   0.0  0
 9LW  CONST_36  H28  CAH  CBA  NBD     0.00   0.0  0
 9LW  CONST_37  H22  CAE  CAG  CBA   180.00   0.0  0
 9LW  CONST_38  H26  CAF  CAH  CBA   180.00   0.0  0
 9LW  CONST_39  OAC  CAX  NBC  CAQ     0.00   0.0  0
 9LW  CONST_40  CAY  CAD  NAT  OAV     0.00   0.0  0
 9LW  CONST_41  H5   CAD  NAT  OAV   180.00   0.0  0
 9LW  Var_01    CAG  CBA  NBD  CAX   150.40  30.0  2
 9LW  Var_02    CAJ  CAY  CAD  NAT  -177.18  30.0  2
 9LW  Var_03    CAR  NBC  CAQ  CAP   -86.02  30.0  3
 9LW  Var_04    CAO  CAN  OAW  CAZ   179.35  30.0  1
 9LW  Var_05    NBC  CAQ  CAP  CBB  -176.89  30.0  3
 9LW  Var_06    CBB  CAO  CAN  OAW  -179.25  30.0  3
 9LW  Var_07    H1   CAA  CAM  OAV  -179.80  30.0  3
 9LW  Var_08    H3   CAM  OAV  NAT    58.25  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 9LW  chir_01  CBB  CAB  CAO  CAP  positiv

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
 9LW  plan-1  CAQ  0.020
 9LW  plan-1  NBC  0.020
 9LW  plan-1  CAX  0.020
 9LW  plan-1  OAC  0.020
 9LW  plan-1  CAR  0.020
 9LW  plan-1  CAS  0.020
 9LW  plan-1  NBD  0.020
 9LW  plan-1  CBA  0.020
 9LW  plan-1  H19  0.020
 9LW  plan-1  H20  0.020
 9LW  plan-2  CAD  0.020
 9LW  plan-2  CAY  0.020
 9LW  plan-2  CAJ  0.020
 9LW  plan-2  CAL  0.020
 9LW  plan-2  CAI  0.020
 9LW  plan-2  CAK  0.020
 9LW  plan-2  CAZ  0.020
 9LW  plan-2  OAW  0.020
 9LW  plan-2  H7   0.020
 9LW  plan-2  H8   0.020
 9LW  plan-2  H9   0.020
 9LW  plan-2  H10  0.020
 9LW  plan-3  NBD  0.020
 9LW  plan-3  CBA  0.020
 9LW  plan-3  CAG  0.020
 9LW  plan-3  CAE  0.020
 9LW  plan-3  NAU  0.020
 9LW  plan-3  CAF  0.020
 9LW  plan-3  CAH  0.020
 9LW  plan-3  H21  0.020
 9LW  plan-3  H22  0.020
 9LW  plan-3  H26  0.020
 9LW  plan-3  H28  0.020
 9LW  plan-4  OAV  0.020
 9LW  plan-4  NAT  0.020
 9LW  plan-4  CAD  0.020
 9LW  plan-4  CAY  0.020
 9LW  plan-4  H5   0.020

