# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 09:38:51 2022
#   Inital geometry file: a 109 line input string
#   Ligand name: 4-(furan-2-carbonyl)-N-(4-methoxyphenyl)piperazine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(NC(=O)N2CCN(CC2)C(=O)c3occc3)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
 Y0Y  Y0Y  4-(furan-2-carbonyl)-N-(4-methoxyphenyl)piperazine-1-carboxamide  ligand  43  24  .  2022-03-29  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Y0Y
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
 Y0Y  N1   N  NT    0  -0.512  -18.0561  15.9531  26.5312
 Y0Y  C4   C  CR6   0   0.330  -15.5982  18.6385  26.5973
 Y0Y  C5   C  C     0   0.711  -17.3716  17.0218  27.0410
 Y0Y  C6   C  CH2   0  -0.286  -19.0502  15.3013  27.3651
 Y0Y  C7   C  CH2   0  -0.317  -19.0469  13.8094  27.0846
 Y0Y  C8   C  C     0   0.498  -20.1548  12.6904  25.1308
 Y0Y  C10  C  CR15  0  -0.314  -22.0517  11.1210  25.8161
 Y0Y  C13  C  CH2   0  -0.303  -18.2597  14.1859  24.8430
 Y0Y  C15  C  CR16  0  -0.306  -14.2199  18.5471  26.4695
 Y0Y  N    N  NH1   0  -0.783  -16.4074  17.5525  26.2178
 Y0Y  C    C  CH3   0  -0.434  -11.8239  21.8577  27.4497
 Y0Y  C1   C  CR6   0   0.370  -13.9407  20.8105  27.2387
 Y0Y  C11  C  CR15  0  -0.335  -23.1225  11.2391  26.7440
 Y0Y  C12  C  CR15  0   0.015  -22.9719  12.4504  27.3334
 Y0Y  C14  C  CH2   0  -0.307  -18.2357  15.6828  25.1137
 Y0Y  C16  C  CR16  0  -0.376  -13.3904  19.6211  26.7742
 Y0Y  C2   C  CR16  0  -0.341  -15.3281  20.9052  27.3728
 Y0Y  C3   C  CR16  0  -0.269  -16.1456  19.8404  27.0483
 Y0Y  C9   C  CR5   0   0.210  -21.3243  12.2638  25.9255
 Y0Y  N2   N  NT    0  -0.473  -19.2709  13.5576  25.6716
 Y0Y  O1   O  O     0  -0.509  -17.5868  17.4671  28.1579
 Y0Y  O2   O  O     0  -0.472  -20.0480  12.2531  23.9924
 Y0Y  O3   O  O     0  -0.404  -21.8885  13.0780  26.8461
 Y0Y  H7   H  HCH2  0   0.269  -18.8176  15.4681  28.4131
 Y0Y  H6   H  HCH2  0   0.236  -20.0493  15.7088  27.1703
 Y0Y  H9   H  HCH2  0   0.254  -18.0685  13.3964  27.3528
 Y0Y  H8   H  HCH2  0   0.280  -19.7825  13.3120  27.7063
 Y0Y  H10  H  HCR5  0   0.271  -21.8445  10.2932  25.1578
 Y0Y  H13  H  HCH2  0   0.248  -17.2778  13.7526  25.0597
 Y0Y  H14  H  HCH2  0   0.275  -18.4790  14.0133  23.7927
 Y0Y  H17  H  HCR6  0   0.264  -13.7732  17.6230  26.1219
 Y0Y  H5   H  HNH1  0   0.407  -16.0069  16.9539  25.5130
 Y0Y  H2   H  HCH3  0   0.257  -11.4512  22.8296  27.7646
 Y0Y  H    H  HCH3  0   0.225  -11.3852  21.0900  28.0931
 Y0Y  H1   H  HCH3  0   0.225  -11.5030  21.6767  26.4200
 Y0Y  H11  H  HCR5  0   0.271  -23.9026  10.5224  26.9410
 Y0Y  H12  H  HCR5  0   0.286  -23.5403  12.9787  28.0818
 Y0Y  H16  H  HCH2  0   0.265  -17.4435  16.1232  24.5143
 Y0Y  H15  H  HCH2  0   0.248  -19.1786  16.1257  24.7719
 Y0Y  H18  H  HCR6  0   0.277  -12.3230  19.5003  26.6490
 Y0Y  H3   H  HCR6  0   0.261  -15.7655  21.8318  27.7234
 Y0Y  H4   H  HCR6  0   0.260  -17.2172  19.9551  27.1345
 Y0Y  O    O  O2    0  -0.469  -13.2299  21.9084  27.5670

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
 Y0Y  C    O    single    1.412  0.020  1.412
 Y0Y  O    C1   single    1.349  0.020  1.349
 Y0Y  C1   C2   aromatic  1.397  0.020  1.397
 Y0Y  C2   C3   aromatic  1.381  0.020  1.381
 Y0Y  C3   C4   aromatic  1.396  0.020  1.396
 Y0Y  C4   N    single    1.407  0.020  1.407
 Y0Y  N    C5   single    1.374  0.020  1.374
 Y0Y  O1   C5   double    1.222  0.020  1.222
 Y0Y  C5   N1   single    1.368  0.020  1.368
 Y0Y  N1   C6   single    1.452  0.020  1.452
 Y0Y  C6   C7   single    1.518  0.020  1.518
 Y0Y  C7   N2   single    1.453  0.020  1.453
 Y0Y  N2   C8   single    1.351  0.020  1.351
 Y0Y  C8   O2   double    1.224  0.020  1.224
 Y0Y  C9   C8   single    1.477  0.020  1.477
 Y0Y  C9   C10  aromatic  1.359  0.020  1.359
 Y0Y  C10  C11  aromatic  1.422  0.020  1.422
 Y0Y  C11  C12  aromatic  1.355  0.020  1.355
 Y0Y  C12  O3   aromatic  1.344  0.020  1.344
 Y0Y  O3   C9   aromatic  1.352  0.020  1.352
 Y0Y  C13  N2   single    1.450  0.020  1.450
 Y0Y  C14  C13  single    1.521  0.020  1.521
 Y0Y  N1   C14  single    1.454  0.020  1.454
 Y0Y  C15  C4   aromatic  1.387  0.020  1.387
 Y0Y  C16  C15  aromatic  1.391  0.020  1.391
 Y0Y  C1   C16  aromatic  1.390  0.020  1.390
 Y0Y  C6   H7   single    0.970  0.020  1.090
 Y0Y  C6   H6   single    0.970  0.020  1.090
 Y0Y  C7   H9   single    0.970  0.020  1.090
 Y0Y  C7   H8   single    0.970  0.020  1.090
 Y0Y  C10  H10  single    0.930  0.020  1.080
 Y0Y  C13  H13  single    0.970  0.020  1.090
 Y0Y  C13  H14  single    0.970  0.020  1.090
 Y0Y  C15  H17  single    0.930  0.020  1.080
 Y0Y  N    H5   single    0.890  0.020  1.040
 Y0Y  C    H2   single    0.970  0.020  1.090
 Y0Y  C    H    single    0.970  0.020  1.090
 Y0Y  C    H1   single    0.970  0.020  1.090
 Y0Y  C11  H11  single    0.930  0.020  1.080
 Y0Y  C12  H12  single    0.930  0.020  1.080
 Y0Y  C14  H16  single    0.970  0.020  1.090
 Y0Y  C14  H15  single    0.970  0.020  1.090
 Y0Y  C16  H18  single    0.930  0.020  1.080
 Y0Y  C2   H3   single    0.930  0.020  1.080
 Y0Y  C3   H4   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
 Y0Y  C14  N1   C6   113.07  3.000
 Y0Y  C14  N1   C5   124.78  3.000
 Y0Y  C6   N1   C5   118.64  3.000
 Y0Y  C3   C4   N    121.77  3.000
 Y0Y  N    C4   C15  119.73  3.000
 Y0Y  C3   C4   C15  118.44  3.000
 Y0Y  O1   C5   N    122.03  3.000
 Y0Y  O1   C5   N1   122.52  3.000
 Y0Y  N    C5   N1   115.44  3.000
 Y0Y  H6   C6   H7   108.02  3.000
 Y0Y  H6   C6   C7   109.54  3.000
 Y0Y  H7   C6   C7   109.18  3.000
 Y0Y  H6   C6   N1   110.79  3.000
 Y0Y  H7   C6   N1   109.79  3.000
 Y0Y  C7   C6   N1   109.48  3.000
 Y0Y  H8   C7   H9   107.02  3.000
 Y0Y  H8   C7   N2   111.94  3.000
 Y0Y  H9   C7   N2   108.09  3.000
 Y0Y  H8   C7   C6   110.09  3.000
 Y0Y  H9   C7   C6   109.10  3.000
 Y0Y  N2   C7   C6   110.47  3.000
 Y0Y  O2   C8   N2   122.98  3.000
 Y0Y  O2   C8   C9   117.79  3.000
 Y0Y  N2   C8   C9   119.21  3.000
 Y0Y  H10  C10  C9   126.30  3.000
 Y0Y  H10  C10  C11  127.39  3.000
 Y0Y  C9   C10  C11  106.30  3.000
 Y0Y  H14  C13  H13  108.02  3.000
 Y0Y  H14  C13  N2   110.04  3.000
 Y0Y  H13  C13  N2   109.92  3.000
 Y0Y  H14  C13  C14  109.36  3.000
 Y0Y  H13  C13  C14  109.88  3.000
 Y0Y  N2   C13  C14  109.60  3.000
 Y0Y  H17  C15  C16  118.88  3.000
 Y0Y  H17  C15  C4   119.69  3.000
 Y0Y  C16  C15  C4   121.43  3.000
 Y0Y  H5   N    C5   117.92  3.000
 Y0Y  H5   N    C4   114.76  3.000
 Y0Y  C5   N    C4   122.70  3.000
 Y0Y  H1   C    H    108.66  3.000
 Y0Y  H1   C    H2   108.67  3.000
 Y0Y  H    C    H2   108.64  3.000
 Y0Y  H1   C    O    112.11  3.000
 Y0Y  H    C    O    112.08  3.000
 Y0Y  H2   C    O    106.57  3.000
 Y0Y  C2   C1   C16  118.88  3.000
 Y0Y  C16  C1   O    124.69  3.000
 Y0Y  C2   C1   O    116.42  3.000
 Y0Y  H11  C11  C12  126.53  3.000
 Y0Y  H11  C11  C10  127.54  3.000
 Y0Y  C12  C11  C10  105.92  3.000
 Y0Y  H12  C12  O3   116.62  3.000
 Y0Y  H12  C12  C11  132.94  3.000
 Y0Y  O3   C12  C11  110.44  3.000
 Y0Y  H15  C14  H16  106.93  3.000
 Y0Y  H15  C14  C13  109.17  3.000
 Y0Y  H16  C14  C13  108.19  3.000
 Y0Y  H15  C14  N1   109.58  3.000
 Y0Y  H16  C14  N1   111.86  3.000
 Y0Y  C13  C14  N1   111.00  3.000
 Y0Y  H18  C16  C1   121.65  3.000
 Y0Y  H18  C16  C15  118.49  3.000
 Y0Y  C1   C16  C15  119.85  3.000
 Y0Y  H3   C2   C3   119.78  3.000
 Y0Y  H3   C2   C1   119.35  3.000
 Y0Y  C3   C2   C1   120.87  3.000
 Y0Y  H4   C3   C2   119.09  3.000
 Y0Y  H4   C3   C4   120.39  3.000
 Y0Y  C2   C3   C4   120.51  3.000
 Y0Y  O3   C9   C10  109.74  3.000
 Y0Y  O3   C9   C8   121.52  3.000
 Y0Y  C10  C9   C8   128.57  3.000
 Y0Y  C13  N2   C8   120.36  3.000
 Y0Y  C13  N2   C7   111.91  3.000
 Y0Y  C8   N2   C7   126.97  3.000
 Y0Y  C9   O3   C12  107.58  3.000
 Y0Y  C1   O    C    118.39  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
 Y0Y  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 Y0Y  CONST_02  C1   C16  C15  C4      0.00   0.0  0
 Y0Y  CONST_03  C12  O3   C9   C10     0.00   0.0  0
 Y0Y  CONST_04  O3   C12  C11  C10     0.00   0.0  0
 Y0Y  CONST_05  C2   C3   C4   C15     0.00   0.0  0
 Y0Y  CONST_06  C2   C1   C16  C15     0.00   0.0  0
 Y0Y  CONST_07  O3   C9   C10  C11     0.00   0.0  0
 Y0Y  CONST_08  C9   O3   C12  C11     0.00   0.0  0
 Y0Y  CONST_09  C9   C10  C11  C12     0.00   0.0  0
 Y0Y  CONST_10  C3   C4   C15  C16     0.00   0.0  0
 Y0Y  CONST_11  C3   C2   C1   C16     0.00   0.0  0
 Y0Y  CONST_12  C11  C10  C9   C8    180.00   0.0  0
 Y0Y  CONST_13  C12  O3   C9   C8    180.00   0.0  0
 Y0Y  CONST_14  O    C1   C16  C15   180.00   0.0  0
 Y0Y  CONST_15  C2   C3   C4   N     180.00   0.0  0
 Y0Y  CONST_16  C16  C15  C4   N     180.00   0.0  0
 Y0Y  CONST_17  C3   C2   C1   O     180.00   0.0  0
 Y0Y  CONST_19  C9   C8   N2   C13   180.00   0.0  0
 Y0Y  CONST_20  H3   C2   C3   C4    180.00   0.0  0
 Y0Y  CONST_21  H18  C16  C15  C4    180.00   0.0  0
 Y0Y  CONST_22  H12  C12  C11  C10   180.00   0.0  0
 Y0Y  CONST_23  H4   C3   C4   C15   180.00   0.0  0
 Y0Y  CONST_24  H17  C15  C16  C1    180.00   0.0  0
 Y0Y  CONST_25  H10  C10  C11  C12   180.00   0.0  0
 Y0Y  CONST_26  H11  C11  C10  C9    180.00   0.0  0
 Y0Y  CONST_27  O1   C5   N1   C6      0.00   0.0  0
 Y0Y  CONST_29  O2   C8   N2   C13     0.00   0.0  0
 Y0Y  CONST_31  C4   N    C5   N1    180.00   0.0  0
 Y0Y  CONST_34  N    C5   N1   C6    180.00   0.0  0
 Y0Y  CONST_37  O1   C5   N    C4      0.00   0.0  0
 Y0Y  Var_01    N2   C7   C6   N1    -56.16  30.0  1
 Y0Y  Var_02    N2   C13  C14  N1     54.52  30.0  1
 Y0Y  Var_03    C13  C14  N1   C6    -55.17  30.0  1
 Y0Y  Var_04    C13  N2   C7   C6     58.89  30.0  1
 Y0Y  Var_05    C14  N1   C6   C7     55.35  30.0  1
 Y0Y  Var_06    C14  C13  N2   C7    -57.37  30.0  1
 Y0Y  Var_07    N2   C8   C9   C10  -154.85  30.0  2
 Y0Y  Var_08    C2   C1   O    C     179.88  30.0  2
 Y0Y  Var_09    H2   C    O    C1   -179.68  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
 Y0Y  plan-1  C8   0.020
 Y0Y  plan-1  C10  0.020
 Y0Y  plan-1  C11  0.020
 Y0Y  plan-1  C12  0.020
 Y0Y  plan-1  C9   0.020
 Y0Y  plan-1  O3   0.020
 Y0Y  plan-1  H10  0.020
 Y0Y  plan-1  H11  0.020
 Y0Y  plan-1  H12  0.020
 Y0Y  plan-2  C4   0.020
 Y0Y  plan-2  C15  0.020
 Y0Y  plan-2  N    0.020
 Y0Y  plan-2  C1   0.020
 Y0Y  plan-2  C16  0.020
 Y0Y  plan-2  C2   0.020
 Y0Y  plan-2  C3   0.020
 Y0Y  plan-2  H17  0.020
 Y0Y  plan-2  H18  0.020
 Y0Y  plan-2  H3   0.020
 Y0Y  plan-2  H4   0.020
 Y0Y  plan-2  O    0.020
 Y0Y  plan-3  C7   0.020
 Y0Y  plan-3  C8   0.020
 Y0Y  plan-3  C13  0.020
 Y0Y  plan-3  C9   0.020
 Y0Y  plan-3  N2   0.020
 Y0Y  plan-3  O2   0.020
 Y0Y  plan-4  N1   0.020
 Y0Y  plan-4  C4   0.020
 Y0Y  plan-4  C5   0.020
 Y0Y  plan-4  C6   0.020
 Y0Y  plan-4  N    0.020
 Y0Y  plan-4  C14  0.020
 Y0Y  plan-4  O1   0.020
 Y0Y  plan-4  H5   0.020

