# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 09:18:52 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 1-[3-methyl-4-(piperidin-4-yloxy)-1-benzofuran-2-yl]-3-phenylpropan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(oc2cccc(OC3CCNCC3)c12)C(=O)CCc4ccccc4
#
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
 C23  C23  1-[3-methyl-4-(piperidin-4-yloxy)-1-benzofuran-2-yl]-3-phenylpropan-1-one  ligand  52  27  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_C23
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
 C23  O2    O  O     0  -0.407   2.0196  -2.4642  -0.0264
 C23  C14   C  C     0   0.323   2.0408  -1.2490  -0.0621
 C23  C15   C  CH2   0  -0.562   3.3348  -0.4712  -0.0257
 C23  C16   C  CH2   0  -0.508   4.5721  -1.3612   0.0486
 C23  C17   C  CR6   0   0.125   5.8255  -0.5307   0.0873
 C23  C22   C  CR16  0  -0.310   6.3362  -0.0666   1.2977
 C23  C21   C  CR16  0  -0.239   7.4761   0.7257   1.3340
 C23  C20   C  CR16  0  -0.274   8.1251   1.0689   0.1548
 C23  C19   C  CR16  0  -0.239   7.6250   0.6132  -1.0582
 C23  C18   C  CR16  0  -0.311   6.4844  -0.1784  -1.0886
 C23  C2    C  CR5   0   0.204   0.7975  -0.4799  -0.1386
 C23  O     O  O     0  -0.470   0.9270   0.8824  -0.2076
 C23  C3    C  CR56  0   0.389  -0.3082   1.3979  -0.2676
 C23  C13   C  CR56  0  -0.074  -1.2528   0.3735  -0.2358
 C23  C1    C  CR5   0   0.062  -0.5158  -0.8553  -0.1513
 C23  C     C  CH3   0  -0.754  -1.0953  -2.2251  -0.0917
 C23  C7    C  CR6   0   0.333  -2.6226   0.6958  -0.2900
 C23  C6    C  CR16  0  -0.401  -2.9652   2.0385  -0.3683
 C23  C5    C  CR16  0  -0.254  -1.9760   3.0328  -0.3985
 C23  C4    C  CR16  0  -0.370  -0.6259   2.7462  -0.3495
 C23  O1    O  O2    0  -0.473  -3.4740  -0.3347  -0.2756
 C23  C8    C  CH1   0   0.021  -4.8845  -0.1173  -0.2557
 C23  C12   C  CH2   0  -0.442  -5.5407  -1.4098  -0.7102
 C23  C11   C  CH2   0  -0.305  -7.0555  -1.2714  -0.6351
 C23  N     N  NH1   0  -0.595  -7.4537  -0.9294   0.7179
 C23  C10   C  CH2   0  -0.299  -6.8984   0.3449   1.1346
 C23  C9    C  CH2   0  -0.464  -5.3766   0.2725   1.1319
 C23  H151  H  HCH2  0   0.281   3.3863   0.1746  -0.9085
 C23  H152  H  HCH2  0   0.281   3.3091   0.2126   0.8296
 C23  H161  H  HCH2  0   0.252   4.5201  -1.9941   0.9366
 C23  H162  H  HCH2  0   0.252   4.5991  -2.0293  -0.8142
 C23  H22   H  HCR6  0   0.246   5.8393  -0.3313   2.2242
 C23  H18   H  HCR6  0   0.246   6.1030  -0.5313  -2.0400
 C23  H21   H  HCR6  0   0.253   7.8611   1.0701   2.2855
 C23  H20   H  HCR6  0   0.253   9.0156   1.6836   0.1817
 C23  H19   H  HCR6  0   0.253   8.1259   0.8692  -1.9832
 C23  H4    H  HCR6  0   0.270   0.1299   3.5183  -0.3717
 C23  HC1   H  HCH3  0   0.251  -1.8010  -2.3068   0.7345
 C23  HC2   H  HCH3  0   0.252  -1.6518  -2.4429  -1.0041
 C23  HC3   H  HCH3  0   0.258  -0.3290  -2.9823   0.0293
 C23  H6    H  HCR6  0   0.278  -3.9999   2.3489  -0.4086
 C23  H5    H  HCR6  0   0.268  -2.2930   4.0654  -0.4616
 C23  H8    H  HCH1  0   0.225  -5.1437   0.6705  -0.9750
 C23  H121  H  HCH2  0   0.243  -5.2411  -1.6455  -1.7335
 C23  H122  H  HCH2  0   0.230  -5.2150  -2.2335  -0.0682
 C23  H91C  H  HCH2  0   0.233  -5.0464  -0.4806   1.8531
 C23  H92C  H  HCH2  0   0.245  -4.9627   1.2331   1.4444
 C23  H111  H  HCH2  0   0.193  -7.3809  -0.5210  -1.3746
 C23  H112  H  HCH2  0   0.241  -7.5242  -2.2157  -0.9171
 C23  H     H  HNH1  0   0.354  -8.4629  -0.8928   0.7748
 C23  H101  H  HCH2  0   0.194  -7.2190   1.1800   0.4896
 C23  H102  H  HCH2  0   0.240  -7.2497   0.5744   2.1419

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
 C23  O2   C14   double    1.216  0.020  1.216
 C23  C14  C15   single    1.510  0.020  1.510
 C23  C14  C2    single    1.464  0.020  1.464
 C23  C15  C16   single    1.526  0.020  1.526
 C23  C16  C17   single    1.504  0.020  1.504
 C23  C17  C22   aromatic  1.393  0.020  1.393
 C23  C17  C18   aromatic  1.393  0.020  1.393
 C23  C22  C21   aromatic  1.389  0.020  1.389
 C23  C21  C20   aromatic  1.389  0.020  1.389
 C23  C20  C19   aromatic  1.389  0.020  1.389
 C23  C19  C18   aromatic  1.389  0.020  1.389
 C23  C2   O     aromatic  1.370  0.020  1.370
 C23  C2   C1    aromatic  1.366  0.020  1.366
 C23  O    C3    aromatic  1.340  0.020  1.340
 C23  C3   C13   aromatic  1.394  0.020  1.394
 C23  C3   C4    aromatic  1.388  0.020  1.388
 C23  C13  C1    aromatic  1.435  0.020  1.435
 C23  C13  C7    aromatic  1.408  0.020  1.408
 C23  C1   C     single    1.488  0.020  1.488
 C23  C7   C6    aromatic  1.388  0.020  1.388
 C23  C7   O1    single    1.337  0.020  1.337
 C23  C6   C5    aromatic  1.403  0.020  1.403
 C23  C5   C4    aromatic  1.381  0.020  1.381
 C23  O1   C8    single    1.427  0.020  1.427
 C23  C8   C12   single    1.519  0.020  1.519
 C23  C8   C9    single    1.523  0.020  1.523
 C23  C12  C11   single    1.523  0.020  1.523
 C23  C11  N     single    1.451  0.020  1.451
 C23  N    C10   single    1.451  0.020  1.451
 C23  C10  C9    single    1.524  0.020  1.524
 C23  C15  H151  single    0.970  0.020  1.090
 C23  C15  H152  single    0.970  0.020  1.090
 C23  C16  H161  single    0.970  0.020  1.090
 C23  C16  H162  single    0.970  0.020  1.090
 C23  C22  H22   single    0.930  0.020  1.080
 C23  C18  H18   single    0.930  0.020  1.080
 C23  C21  H21   single    0.930  0.020  1.080
 C23  C20  H20   single    0.930  0.020  1.080
 C23  C19  H19   single    0.930  0.020  1.080
 C23  C4   H4    single    0.930  0.020  1.080
 C23  C    HC1   single    0.970  0.020  1.090
 C23  C    HC2   single    0.970  0.020  1.090
 C23  C    HC3   single    0.970  0.020  1.090
 C23  C6   H6    single    0.930  0.020  1.080
 C23  C5   H5    single    0.930  0.020  1.080
 C23  C8   H8    single    0.970  0.020  1.090
 C23  C12  H121  single    0.970  0.020  1.090
 C23  C12  H122  single    0.970  0.020  1.090
 C23  C9   H91C  single    0.970  0.020  1.090
 C23  C9   H92C  single    0.970  0.020  1.090
 C23  C11  H111  single    0.970  0.020  1.090
 C23  C11  H112  single    0.970  0.020  1.090
 C23  N    H     single    0.860  0.020  1.020
 C23  C10  H101  single    0.970  0.020  1.090
 C23  C10  H102  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
 C23  C2    C14  C15   117.28  3.000
 C23  C2    C14  O2    120.78  3.000
 C23  C15   C14  O2    121.94  3.000
 C23  H152  C15  H151  105.22  3.000
 C23  H152  C15  C16   110.19  3.000
 C23  H151  C15  C16   110.19  3.000
 C23  H152  C15  C14   108.68  3.000
 C23  H151  C15  C14   108.94  3.000
 C23  C16   C15  C14   113.30  3.000
 C23  H162  C16  H161  106.81  3.000
 C23  H162  C16  C17   109.74  3.000
 C23  H161  C16  C17   109.81  3.000
 C23  H162  C16  C15   109.79  3.000
 C23  H161  C16  C15   109.82  3.000
 C23  C17   C16  C15   110.79  3.000
 C23  C18   C17  C22   118.41  3.000
 C23  C18   C17  C16   120.79  3.000
 C23  C22   C17  C16   120.78  3.000
 C23  H22   C22  C21   119.55  3.000
 C23  H22   C22  C17   119.55  3.000
 C23  C21   C22  C17   120.90  3.000
 C23  H21   C21  C20   120.09  3.000
 C23  H21   C21  C22   119.76  3.000
 C23  C20   C21  C22   120.15  3.000
 C23  H20   C20  C19   120.28  3.000
 C23  H20   C20  C21   120.24  3.000
 C23  C19   C20  C21   119.48  3.000
 C23  H19   C19  C18   119.75  3.000
 C23  H19   C19  C20   120.13  3.000
 C23  C18   C19  C20   120.12  3.000
 C23  H18   C18  C19   119.58  3.000
 C23  H18   C18  C17   119.48  3.000
 C23  C19   C18  C17   120.94  3.000
 C23  C1    C2   O     111.33  3.000
 C23  C1    C2   C14   132.27  3.000
 C23  O     C2   C14   116.40  3.000
 C23  C3    O    C2    107.32  3.000
 C23  C4    C3   C13   124.08  3.000
 C23  C4    C3   O     125.98  3.000
 C23  C13   C3   O     109.94  3.000
 C23  C7    C13  C1    134.24  3.000
 C23  C7    C13  C3    119.35  3.000
 C23  C1    C13  C3    106.41  3.000
 C23  C     C1   C13   126.17  3.000
 C23  C     C1   C2    128.82  3.000
 C23  C13   C1   C2    105.01  3.000
 C23  HC3   C    HC2   108.34  3.000
 C23  HC3   C    HC1   108.71  3.000
 C23  HC2   C    HC1   106.79  3.000
 C23  HC3   C    C1    111.84  3.000
 C23  HC2   C    C1    110.42  3.000
 C23  HC1   C    C1    110.58  3.000
 C23  O1    C7   C6    126.09  3.000
 C23  O1    C7   C13   116.28  3.000
 C23  C6    C7   C13   117.63  3.000
 C23  H6    C6   C5    118.08  3.000
 C23  H6    C6   C7    121.08  3.000
 C23  C5    C6   C7    120.85  3.000
 C23  H5    C5   C4    119.12  3.000
 C23  H5    C5   C6    118.10  3.000
 C23  C4    C5   C6    122.79  3.000
 C23  H4    C4   C5    122.32  3.000
 C23  H4    C4   C3    122.36  3.000
 C23  C5    C4   C3    115.31  3.000
 C23  C8    O1   C7    120.81  3.000
 C23  H8    C8   C9    109.70  3.000
 C23  H8    C8   C12   108.21  3.000
 C23  C9    C8   C12   110.54  3.000
 C23  H8    C8   O1    109.48  3.000
 C23  C9    C8   O1    111.78  3.000
 C23  C12   C8   O1    107.04  3.000
 C23  H122  C12  H121  107.80  3.000
 C23  H122  C12  C11   109.61  3.000
 C23  H121  C12  C11   109.80  3.000
 C23  H122  C12  C8    109.66  3.000
 C23  H121  C12  C8    110.22  3.000
 C23  C11   C12  C8    109.73  3.000
 C23  H112  C11  H111  106.79  3.000
 C23  H112  C11  N     109.08  3.000
 C23  H111  C11  N     112.57  3.000
 C23  H112  C11  C12   109.62  3.000
 C23  H111  C11  C12   108.80  3.000
 C23  N     C11  C12   109.90  3.000
 C23  H     N    C10   109.50  3.000
 C23  H     N    C11   109.56  3.000
 C23  C10   N    C11   111.70  3.000
 C23  H102  C10  H101  106.68  3.000
 C23  H102  C10  C9    109.46  3.000
 C23  H101  C10  C9    108.98  3.000
 C23  H102  C10  N     109.06  3.000
 C23  H101  C10  N     112.69  3.000
 C23  C9    C10  N     109.88  3.000
 C23  H92C  C9   H91C  107.62  3.000
 C23  H92C  C9   C10   109.66  3.000
 C23  H91C  C9   C10   109.45  3.000
 C23  H92C  C9   C8    111.32  3.000
 C23  H91C  C9   C8    109.09  3.000
 C23  C10   C9   C8    109.66  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
 C23  CONST_01  C20  C21  C22  C17     0.00   0.0  0
 C23  CONST_02  C20  C19  C18  C17     0.00   0.0  0
 C23  CONST_03  C19  C18  C17  C22     0.00   0.0  0
 C23  CONST_04  C19  C20  C21  C22     0.00   0.0  0
 C23  CONST_05  C18  C17  C22  C21     0.00   0.0  0
 C23  CONST_06  C18  C19  C20  C21     0.00   0.0  0
 C23  CONST_07  C13  C3   O    C2      0.00   0.0  0
 C23  CONST_08  C4   C3   O    C2    180.00   0.0  0
 C23  CONST_09  C3   C13  C1   C2      0.00   0.0  0
 C23  CONST_10  C7   C13  C1   C2    180.00   0.0  0
 C23  CONST_11  C13  C1   C2   O       0.00   0.0  0
 C23  CONST_12  C1   C13  C3   O       0.00   0.0  0
 C23  CONST_13  C7   C13  C3   O     180.00   0.0  0
 C23  CONST_14  C5   C4   C3   O     180.00   0.0  0
 C23  CONST_15  C1   C2   O    C3      0.00   0.0  0
 C23  CONST_16  C6   C7   C13  C3      0.00   0.0  0
 C23  CONST_17  C6   C5   C4   C3      0.00   0.0  0
 C23  CONST_18  C5   C4   C3   C13     0.00   0.0  0
 C23  CONST_19  C5   C6   C7   C13     0.00   0.0  0
 C23  CONST_20  C4   C3   C13  C1    180.00   0.0  0
 C23  CONST_21  C6   C7   C13  C1    180.00   0.0  0
 C23  CONST_22  C4   C3   C13  C7      0.00   0.0  0
 C23  CONST_23  C4   C5   C6   C7      0.00   0.0  0
 C23  CONST_24  C3   O    C2   C14   180.00   0.0  0
 C23  CONST_25  C13  C1   C2   C14   180.00   0.0  0
 C23  CONST_26  C21  C22  C17  C16   180.00   0.0  0
 C23  CONST_27  C19  C18  C17  C16   180.00   0.0  0
 C23  CONST_28  C    C1   C2   O     180.00   0.0  0
 C23  CONST_29  C    C1   C13  C3    180.00   0.0  0
 C23  CONST_30  O1   C7   C13  C3    180.00   0.0  0
 C23  CONST_31  O1   C7   C13  C1      0.00   0.0  0
 C23  CONST_32  C7   C13  C1   C       0.00   0.0  0
 C23  CONST_33  O1   C7   C6   C5    180.00   0.0  0
 C23  CONST_34  H21  C21  C22  C17   180.00   0.0  0
 C23  CONST_35  H19  C19  C18  C17   180.00   0.0  0
 C23  CONST_36  H18  C18  C17  C22   180.00   0.0  0
 C23  CONST_37  H20  C20  C21  C22   180.00   0.0  0
 C23  CONST_38  H22  C22  C21  C20   180.00   0.0  0
 C23  CONST_39  H4   C4   C3   O       0.00   0.0  0
 C23  CONST_40  H5   C5   C4   C3    180.00   0.0  0
 C23  CONST_41  H6   C6   C7   C13   180.00   0.0  0
 C23  Var_01    N    C11  C12  C8    -57.48  30.0  1
 C23  Var_02    N    C10  C9   C8     57.40  30.0  1
 C23  Var_03    C10  N    C11  C12    61.83  30.0  1
 C23  Var_04    C9   C10  N    C11   -61.82  30.0  1
 C23  Var_05    O    C2   C14  O2   -178.44  30.0  2
 C23  Var_06    C22  C17  C16  C15    87.40  30.0  2
 C23  Var_07    HC1  C    C1   C2    124.76  30.0  2
 C23  Var_08    C17  C16  C15  C14  -179.78  30.0  3
 C23  Var_09    C2   C14  C15  C16  -179.79  30.0  1

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
 C23  chir_01  C8  O1  C12  C9  negativ

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
 C23  plan-1  C16  0.020
 C23  plan-1  C17  0.020
 C23  plan-1  C22  0.020
 C23  plan-1  C21  0.020
 C23  plan-1  C20  0.020
 C23  plan-1  C19  0.020
 C23  plan-1  C18  0.020
 C23  plan-1  H22  0.020
 C23  plan-1  H18  0.020
 C23  plan-1  H21  0.020
 C23  plan-1  H20  0.020
 C23  plan-1  H19  0.020
 C23  plan-2  C14  0.020
 C23  plan-2  C2   0.020
 C23  plan-2  O    0.020
 C23  plan-2  C3   0.020
 C23  plan-2  C13  0.020
 C23  plan-2  C1   0.020
 C23  plan-2  C    0.020
 C23  plan-2  C7   0.020
 C23  plan-2  C6   0.020
 C23  plan-2  C5   0.020
 C23  plan-2  C4   0.020
 C23  plan-2  O1   0.020
 C23  plan-2  H4   0.020
 C23  plan-2  H6   0.020
 C23  plan-2  H5   0.020
 C23  plan-3  O2   0.020
 C23  plan-3  C14  0.020
 C23  plan-3  C15  0.020
 C23  plan-3  C2   0.020

