# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 02:04:14 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 3-methoxybenzyl 3-methyl-4-(piperidin-4-yloxy)-1-benzofuran-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(COC(=O)c2oc3cccc(OC4CCNCC4)c3c2C)c1
#
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
 4XB  4XB  '3-methoxybenzyl 3-methyl-4-(piperidin-4-yloxy)-1-benzofuran-2-carboxylate'  ligand  54  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4XB
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
 4XB  C     C  CH3   0  -0.753  -1.8211   2.3815   0.3134
 4XB  N     N  NH1   0  -0.572  -8.1780   0.3196   0.5363
 4XB  O     O  O     0  -0.458   0.5221  -0.4674  -0.0935
 4XB  C1    C  CR5   0   0.060  -1.0999   1.0925   0.1304
 4XB  O1    O  O2    0  -0.474  -3.9858   0.2671  -0.0210
 4XB  C2    C  CR5   0   0.165   0.2413   0.8568   0.0942
 4XB  O2    O  O     0  -0.446   1.2739   2.9488   0.4519
 4XB  C3    C  CR56  0   0.379  -0.6533  -1.1074  -0.1779
 4XB  C4    C  CR16  0  -0.370  -0.8259  -2.4711  -0.3684
 4XB  C5    C  CR16  0  -0.253  -2.1379  -2.8977  -0.4288
 4XB  C6    C  CR16  0  -0.403  -3.2276  -2.0225  -0.3099
 4XB  C7    C  CR6   0   0.328  -3.0297  -0.6613  -0.1235
 4XB  C8    C  CH1   0   0.033  -5.3642  -0.0823  -0.1474
 4XB  C9    C  CH2   0  -0.457  -6.1087   1.1688  -0.5814
 4XB  C10   C  CH2   0  -0.329  -7.6053   0.8658  -0.6821
 4XB  C11   C  CH2   0  -0.325  -7.4445  -0.8478   0.9957
 4XB  C12   C  CH2   0  -0.480  -5.9398  -0.6113   1.1588
 4XB  C13   C  CR56  0  -0.060  -1.7020  -0.1991  -0.0496
 4XB  C14   C  C     0   0.533   1.3775   1.7685   0.2126
 4XB  C15   C  CH3   0  -0.437   8.1694  -2.1433   1.1593
 4XB  C19   C  CH2   0  -0.251   3.7289   1.9316   0.1242
 4XB  C20   C  CR6   0   0.093   4.8732   1.0351  -0.2375
 4XB  C21   C  CR16  0  -0.317   5.3062   0.9525  -1.5597
 4XB  C22   C  CR16  0  -0.229   6.3546   0.1085  -1.8827
 4XB  C23   C  CR16  0  -0.388   6.9824  -0.6604  -0.9091
 4XB  C24   C  CR6   0   0.399   6.5479  -0.5812   0.4121
 4XB  C25   C  CR16  0  -0.381   5.4915   0.2710   0.7393
 4XB  OAQ   O  O2    0  -0.472   7.0840  -1.2789   1.4308
 4XB  OAR   O  O2    0  -0.457   2.5299   1.1442   0.0235
 4XB  H     H  HCH3  0   0.253  -2.5268   2.5433  -0.5005
 4XB  HA    H  HCH3  0   0.253  -2.4022   2.3627   1.2361
 4XB  HB    H  HCH3  0   0.257  -1.1406   3.2248   0.3554
 4XB  HN    H  HNH1  0   0.341  -8.1497   1.0296   1.2594
 4XB  H4    H  HCR6  0   0.269   0.0075  -3.1528  -0.4625
 4XB  H5    H  HCR6  0   0.269  -2.3434  -3.9503  -0.5724
 4XB  H6    H  HCR6  0   0.279  -4.2235  -2.4381  -0.3697
 4XB  H8    H  HCH1  0   0.228  -5.4793  -0.8381  -0.9351
 4XB  H9    H  HCH2  0   0.229  -5.9453   1.9664   0.1510
 4XB  H9A   H  HCH2  0   0.242  -5.7313   1.5209  -1.5447
 4XB  H10   H  HCH2  0   0.222  -7.7726   0.1447  -1.4898
 4XB  H10A  H  HCH2  0   0.245  -8.1491   1.7711  -0.9564
 4XB  H11   H  HCH2  0   0.245  -7.8706  -1.1846   1.9418
 4XB  H11A  H  HCH2  0   0.223  -7.6053  -1.6572   0.2753
 4XB  H12   H  HCH2  0   0.243  -5.4503  -1.5386   1.4658
 4XB  H12A  H  HCH2  0   0.232  -5.7684   0.1260   1.9501
 4XB  H15   H  HCH3  0   0.229   7.9001  -2.9279   0.4472
 4XB  H15A  H  HCH3  0   0.229   9.0368  -1.6007   0.7742
 4XB  H15B  H  HCH3  0   0.260   8.4386  -2.6070   2.1048
 4XB  H19   H  HCH2  0   0.257   3.8303   2.3142   1.1415
 4XB  H19A  H  HCH2  0   0.257   3.6732   2.7816  -0.5581
 4XB  H21   H  HCR6  0   0.253   4.8302   1.5515  -2.3256
 4XB  H22   H  HCR6  0   0.262   6.7006   0.0441  -2.9061
 4XB  H23   H  HCR6  0   0.282   7.8040  -1.3031  -1.1951
 4XB  H25   H  HCR6  0   0.262   5.1633   0.3328   1.7708

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
 4XB  C    C1    single    1.488  0.020  1.488
 4XB  N    C10   single    1.453  0.020  1.453
 4XB  N    C11   single    1.453  0.020  1.453
 4XB  O    C2    aromatic  1.367  0.020  1.367
 4XB  O    C3    aromatic  1.341  0.020  1.341
 4XB  C1   C2    aromatic  1.362  0.020  1.362
 4XB  C1   C13   aromatic  1.436  0.020  1.436
 4XB  O1   C7    single    1.337  0.020  1.337
 4XB  O1   C8    single    1.428  0.020  1.428
 4XB  C2   C14   single    1.462  0.020  1.462
 4XB  O2   C14   double    1.209  0.020  1.209
 4XB  C3   C4    aromatic  1.388  0.020  1.388
 4XB  C3   C13   aromatic  1.393  0.020  1.393
 4XB  C4   C5    aromatic  1.381  0.020  1.381
 4XB  C5   C6    aromatic  1.403  0.020  1.403
 4XB  C6   C7    aromatic  1.388  0.020  1.388
 4XB  C7   C13   aromatic  1.408  0.020  1.408
 4XB  C8   C9    single    1.519  0.020  1.519
 4XB  C8   C12   single    1.522  0.020  1.522
 4XB  C9   C10   single    1.530  0.020  1.530
 4XB  C11  C12   single    1.532  0.020  1.532
 4XB  C14  OAR   single    1.324  0.020  1.324
 4XB  C15  OAQ   single    1.414  0.020  1.414
 4XB  C19  C20   single    1.498  0.020  1.498
 4XB  C19  OAR   single    1.438  0.020  1.438
 4XB  C20  C21   aromatic  1.394  0.020  1.394
 4XB  C20  C25   aromatic  1.386  0.020  1.386
 4XB  C21  C22   aromatic  1.384  0.020  1.384
 4XB  C22  C23   aromatic  1.390  0.020  1.390
 4XB  C23  C24   aromatic  1.393  0.020  1.393
 4XB  C24  C25   aromatic  1.396  0.020  1.396
 4XB  C24  OAQ   single    1.346  0.020  1.346
 4XB  C    H     single    0.970  0.020  1.090
 4XB  C    HA    single    0.970  0.020  1.090
 4XB  C    HB    single    0.970  0.020  1.090
 4XB  N    HN    single    0.890  0.020  1.040
 4XB  C4   H4    single    0.930  0.020  1.080
 4XB  C5   H5    single    0.930  0.020  1.080
 4XB  C6   H6    single    0.930  0.020  1.080
 4XB  C8   H8    single    0.970  0.020  1.090
 4XB  C9   H9    single    0.970  0.020  1.090
 4XB  C9   H9A   single    0.970  0.020  1.090
 4XB  C10  H10   single    0.970  0.020  1.090
 4XB  C10  H10A  single    0.970  0.020  1.090
 4XB  C11  H11   single    0.970  0.020  1.090
 4XB  C11  H11A  single    0.970  0.020  1.090
 4XB  C12  H12   single    0.970  0.020  1.090
 4XB  C12  H12A  single    0.970  0.020  1.090
 4XB  C15  H15   single    0.970  0.020  1.090
 4XB  C15  H15A  single    0.970  0.020  1.090
 4XB  C15  H15B  single    0.970  0.020  1.090
 4XB  C19  H19   single    0.970  0.020  1.090
 4XB  C19  H19A  single    0.970  0.020  1.090
 4XB  C21  H21   single    0.930  0.020  1.080
 4XB  C22  H22   single    0.930  0.020  1.080
 4XB  C23  H23   single    0.930  0.020  1.080
 4XB  C25  H25   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
 4XB  HB    C    HA    108.36  3.000
 4XB  HB    C    H     108.66  3.000
 4XB  HA    C    H     106.83  3.000
 4XB  HB    C    C1    111.97  3.000
 4XB  HA    C    C1    110.32  3.000
 4XB  H     C    C1    110.53  3.000
 4XB  HN    N    C11   108.85  3.000
 4XB  HN    N    C10   108.90  3.000
 4XB  C11   N    C10   111.60  3.000
 4XB  C3    O    C2    106.91  3.000
 4XB  C13   C1   C2    104.70  3.000
 4XB  C13   C1   C     126.23  3.000
 4XB  C2    C1   C     129.07  3.000
 4XB  C8    O1   C7    120.92  3.000
 4XB  C14   C2   C1    130.94  3.000
 4XB  C14   C2   O     117.12  3.000
 4XB  C1    C2   O     111.94  3.000
 4XB  C13   C3   C4    124.04  3.000
 4XB  C13   C3   O     110.05  3.000
 4XB  C4    C3   O     125.92  3.000
 4XB  H4    C4   C5    122.27  3.000
 4XB  H4    C4   C3    122.41  3.000
 4XB  C5    C4   C3    115.32  3.000
 4XB  H5    C5   C6    118.08  3.000
 4XB  H5    C5   C4    119.12  3.000
 4XB  C6    C5   C4    122.80  3.000
 4XB  H6    C6   C7    121.06  3.000
 4XB  H6    C6   C5    118.11  3.000
 4XB  C7    C6   C5    120.83  3.000
 4XB  C13   C7   C6    117.61  3.000
 4XB  C13   C7   O1    116.27  3.000
 4XB  C6    C7   O1    126.12  3.000
 4XB  H8    C8   C12   109.69  3.000
 4XB  H8    C8   C9    108.10  3.000
 4XB  C12   C8   C9    110.25  3.000
 4XB  H8    C8   O1    109.47  3.000
 4XB  C12   C8   O1    111.97  3.000
 4XB  C9    C8   O1    107.27  3.000
 4XB  H9A   C9   H9    107.65  3.000
 4XB  H9A   C9   C10   110.09  3.000
 4XB  H9    C9   C10   109.52  3.000
 4XB  H9A   C9   C8    110.37  3.000
 4XB  H9    C9   C8    109.61  3.000
 4XB  C10   C9   C8    109.57  3.000
 4XB  H10A  C10  H10   106.54  3.000
 4XB  H10A  C10  C9    109.85  3.000
 4XB  H10   C10  C9    109.16  3.000
 4XB  H10A  C10  N     109.05  3.000
 4XB  H10   C10  N     108.10  3.000
 4XB  C9    C10  N     113.87  3.000
 4XB  H11A  C11  H11   106.56  3.000
 4XB  H11A  C11  C12   109.16  3.000
 4XB  H11   C11  C12   109.82  3.000
 4XB  H11A  C11  N     108.15  3.000
 4XB  H11   C11  N     108.96  3.000
 4XB  C12   C11  N     113.92  3.000
 4XB  H12A  C12  H12   107.35  3.000
 4XB  H12A  C12  C11   109.55  3.000
 4XB  H12   C12  C11   109.81  3.000
 4XB  H12A  C12  C8    109.08  3.000
 4XB  H12   C12  C8    111.51  3.000
 4XB  C11   C12  C8    109.50  3.000
 4XB  C7    C13  C3    119.41  3.000
 4XB  C7    C13  C1    134.19  3.000
 4XB  C3    C13  C1    106.40  3.000
 4XB  OAR   C14  O2    124.28  3.000
 4XB  OAR   C14  C2    111.77  3.000
 4XB  O2    C14  C2    123.95  3.000
 4XB  H15B  C15  H15A  108.76  3.000
 4XB  H15B  C15  H15   108.74  3.000
 4XB  H15A  C15  H15   108.80  3.000
 4XB  H15B  C15  OAQ   106.49  3.000
 4XB  H15A  C15  OAQ   111.92  3.000
 4XB  H15   C15  OAQ   112.01  3.000
 4XB  H19A  C19  H19   108.32  3.000
 4XB  H19A  C19  OAR   109.89  3.000
 4XB  H19   C19  OAR   109.55  3.000
 4XB  H19A  C19  C20   110.74  3.000
 4XB  H19   C19  C20   111.33  3.000
 4XB  OAR   C19  C20   107.00  3.000
 4XB  C25   C20  C21   119.83  3.000
 4XB  C25   C20  C19   120.04  3.000
 4XB  C21   C20  C19   120.12  3.000
 4XB  H21   C21  C22   120.35  3.000
 4XB  H21   C21  C20   120.12  3.000
 4XB  C22   C21  C20   119.53  3.000
 4XB  H22   C22  C23   119.01  3.000
 4XB  H22   C22  C21   119.94  3.000
 4XB  C23   C22  C21   121.05  3.000
 4XB  H23   C23  C24   121.43  3.000
 4XB  H23   C23  C22   119.11  3.000
 4XB  C24   C23  C22   119.46  3.000
 4XB  OAQ   C24  C25   116.13  3.000
 4XB  OAQ   C24  C23   124.34  3.000
 4XB  C25   C24  C23   119.53  3.000
 4XB  H25   C25  C24   119.12  3.000
 4XB  H25   C25  C20   120.28  3.000
 4XB  C24   C25  C20   120.60  3.000
 4XB  C24   OAQ  C15   118.51  3.000
 4XB  C19   OAR  C14   117.22  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
 4XB  CONST_01  C13  C1   C2   O       0.00   0.0  0
 4XB  CONST_02  C5   C4   C3   O     180.00   0.0  0
 4XB  CONST_03  C1   C13  C3   O       0.00   0.0  0
 4XB  CONST_04  C7   C13  C3   O     180.00   0.0  0
 4XB  CONST_05  C3   O    C2   C1      0.00   0.0  0
 4XB  CONST_06  C4   C3   C13  C1    180.00   0.0  0
 4XB  CONST_07  C6   C7   C13  C1    180.00   0.0  0
 4XB  CONST_08  C4   C3   O    C2    180.00   0.0  0
 4XB  CONST_09  C13  C3   O    C2      0.00   0.0  0
 4XB  CONST_10  C3   C13  C1   C2      0.00   0.0  0
 4XB  CONST_11  C7   C13  C1   C2    180.00   0.0  0
 4XB  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 4XB  CONST_13  C6   C7   C13  C3      0.00   0.0  0
 4XB  CONST_14  C7   C13  C3   C4      0.00   0.0  0
 4XB  CONST_15  C7   C6   C5   C4      0.00   0.0  0
 4XB  CONST_16  C13  C3   C4   C5      0.00   0.0  0
 4XB  CONST_17  C13  C7   C6   C5      0.00   0.0  0
 4XB  CONST_18  C23  C22  C21  C20     0.00   0.0  0
 4XB  CONST_19  C23  C24  C25  C20     0.00   0.0  0
 4XB  CONST_20  C24  C25  C20  C21     0.00   0.0  0
 4XB  CONST_21  C24  C23  C22  C21     0.00   0.0  0
 4XB  CONST_22  C25  C20  C21  C22     0.00   0.0  0
 4XB  CONST_23  C25  C24  C23  C22     0.00   0.0  0
 4XB  CONST_24  O    C2   C1   C     180.00   0.0  0
 4XB  CONST_25  C3   C13  C1   C     180.00   0.0  0
 4XB  CONST_26  C7   C13  C1   C       0.00   0.0  0
 4XB  CONST_27  O1   C7   C13  C1      0.00   0.0  0
 4XB  CONST_28  C5   C6   C7   O1    180.00   0.0  0
 4XB  CONST_29  C3   C13  C7   O1    180.00   0.0  0
 4XB  CONST_30  C14  C2   O    C3    180.00   0.0  0
 4XB  CONST_31  C14  C2   C1   C13   180.00   0.0  0
 4XB  CONST_32  C22  C21  C20  C19   180.00   0.0  0
 4XB  CONST_33  C24  C25  C20  C19   180.00   0.0  0
 4XB  CONST_34  OAQ  C24  C25  C20   180.00   0.0  0
 4XB  CONST_35  OAQ  C24  C23  C22   180.00   0.0  0
 4XB  CONST_36  H4   C4   C3   O       0.00   0.0  0
 4XB  CONST_37  H5   C5   C4   C3    180.00   0.0  0
 4XB  CONST_38  H6   C6   C5   C4    180.00   0.0  0
 4XB  CONST_39  H22  C22  C21  C20   180.00   0.0  0
 4XB  CONST_40  H25  C25  C20  C21   180.00   0.0  0
 4XB  CONST_41  H23  C23  C22  C21   180.00   0.0  0
 4XB  CONST_42  H21  C21  C22  C23   180.00   0.0  0
 4XB  Var_01    C8   C9   C10  N      55.21  30.0  1
 4XB  Var_02    C8   C12  C11  N     -54.95  30.0  1
 4XB  Var_03    C11  N    C10  C9    -53.61  30.0  1
 4XB  Var_04    C12  C11  N    C10    53.53  30.0  1
 4XB  Var_05    C13  C7   O1   C8    176.95  30.0  2
 4XB  Var_06    O2   C14  C2   O    -175.86  30.0  2
 4XB  Var_07    C23  C24  OAQ  C15     0.67  30.0  2
 4XB  Var_08    OAR  C19  C20  C21    90.93  30.0  3
 4XB  Var_09    H    C    C1   C2    125.54  30.0  2
 4XB  Var_10    C20  C19  OAR  C14  -175.44  30.0  1
 4XB  Var_11    H15  C15  OAQ  C24   -60.77  30.0  3

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
 4XB  chir_01  C8  O1  C9  C12  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
 4XB  plan-1  C19  0.020
 4XB  plan-1  C20  0.020
 4XB  plan-1  C21  0.020
 4XB  plan-1  C22  0.020
 4XB  plan-1  C23  0.020
 4XB  plan-1  C24  0.020
 4XB  plan-1  C25  0.020
 4XB  plan-1  OAQ  0.020
 4XB  plan-1  H21  0.020
 4XB  plan-1  H22  0.020
 4XB  plan-1  H23  0.020
 4XB  plan-1  H25  0.020
 4XB  plan-2  C2   0.020
 4XB  plan-2  O2   0.020
 4XB  plan-2  C14  0.020
 4XB  plan-2  OAR  0.020
 4XB  plan-3  C    0.020
 4XB  plan-3  O    0.020
 4XB  plan-3  C1   0.020
 4XB  plan-3  O1   0.020
 4XB  plan-3  C2   0.020
 4XB  plan-3  C3   0.020
 4XB  plan-3  C4   0.020
 4XB  plan-3  C5   0.020
 4XB  plan-3  C6   0.020
 4XB  plan-3  C7   0.020
 4XB  plan-3  C13  0.020
 4XB  plan-3  C14  0.020
 4XB  plan-3  H4   0.020
 4XB  plan-3  H5   0.020
 4XB  plan-3  H6   0.020

