# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 11:10:52 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: 4-(furan-2-carbonyl)-N-(propan-2-yl)piperazine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)NC(=O)N1CCN(CC1)C(=O)c2occc2
#
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
 Y1A  Y1A  4-(furan-2-carbonyl)-N-(propan-2-yl)piperazine-1-carboxamide  ligand  38  19  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_Y1A
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
 Y1A  N1   N  NT    0  -0.513  -17.7775  15.6297  26.5306
 Y1A  C4   C  CH2   0  -0.278  -18.8081  15.1026  27.4091
 Y1A  C5   C  CH2   0  -0.324  -19.0235  13.6238  27.1559
 Y1A  C7   C  CR5   0   0.211  -21.5319  12.4381  26.0314
 Y1A  C8   C  CR15  0  -0.314  -22.4319  11.4238  25.9388
 Y1A  C10  C  CR15  0   0.014  -23.1215  12.9009  27.4419
 Y1A  N    N  NH1   0  -0.679  -16.3683  17.4183  26.0442
 Y1A  C    C  CH3   0  -0.663  -14.5500  18.8352  25.3017
 Y1A  O    O  O     0  -0.540  -16.9063  16.9178  28.1835
 Y1A  C1   C  CH1   0  -0.083  -15.5725  18.5831  26.4001
 Y1A  C11  C  CH2   0  -0.306  -18.2074  13.8356  24.9141
 Y1A  C12  C  CH2   0  -0.312  -17.9612  15.3233  25.1248
 Y1A  C2   C  CH3   0  -0.648  -16.4395  19.8142  26.6420
 Y1A  C3   C  C     0   0.745  -17.0195  16.6848  26.9842
 Y1A  C9   C  CR15  0  -0.335  -23.4648  11.7209  26.8696
 Y1A  N2   N  NT    0  -0.471  -19.3030  13.3902  25.7503
 Y1A  O1   O  O     0  -0.472  -20.2877  12.2067  24.0912
 Y1A  O2   O  O     0  -0.404  -21.9553  13.3430  26.9424
 Y1A  H9   H  HCH2  0   0.266  -18.5082  15.2455  28.4434
 Y1A  H8   H  HCH2  0   0.230  -19.7547  15.6363  27.2553
 Y1A  H11  H  HCH2  0   0.253  -18.1129  13.0737  27.4166
 Y1A  H10  H  HCH2  0   0.279  -19.8151  13.2509  27.7964
 Y1A  H12  H  HCR5  0   0.271  -22.3629  10.5653  25.2912
 Y1A  H14  H  HCR5  0   0.286  -23.5954  13.5221  28.1848
 Y1A  H7   H  HNH1  0   0.396  -16.6938  17.4008  25.0912
 Y1A  H2   H  HCH3  0   0.235  -13.9071  17.9678  25.1504
 Y1A  H1   H  HCH3  0   0.222  -15.0398  19.0657  24.3525
 Y1A  H    H  HCH3  0   0.234  -13.9173  19.6844  25.5593
 Y1A  H3   H  HCH1  0   0.238  -15.0394  18.3414  27.3203
 Y1A  H15  H  HCH2  0   0.248  -17.3020  13.2740  25.1666
 Y1A  H16  H  HCH2  0   0.276  -18.4350  13.6545  23.8673
 Y1A  H18  H  HCH2  0   0.259  -17.0623  15.5719  24.5625
 Y1A  H17  H  HCH2  0   0.240  -18.7956  15.8936  24.6979
 Y1A  H4   H  HCH3  0   0.232  -17.1692  19.6364  27.4313
 Y1A  H5   H  HCH3  0   0.224  -15.8256  20.6656  26.9389
 Y1A  H6   H  HCH3  0   0.217  -16.9788  20.0918  25.7339
 Y1A  H13  H  HCR5  0   0.271  -24.3462  11.1381  27.0803
 Y1A  C6   C  C     0   0.496  -20.3159  12.6670  25.2253

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
 Y1A  C    C1   single    1.522  0.020  1.522
 Y1A  C2   C1   single    1.525  0.020  1.525
 Y1A  C1   N    single    1.455  0.020  1.455
 Y1A  N    C3   single    1.359  0.020  1.359
 Y1A  O    C3   double    1.227  0.020  1.227
 Y1A  C3   N1   single    1.376  0.020  1.376
 Y1A  N1   C4   single    1.453  0.020  1.453
 Y1A  C4   C5   single    1.516  0.020  1.516
 Y1A  C5   N2   single    1.452  0.020  1.452
 Y1A  N2   C6   single    1.351  0.020  1.351
 Y1A  C6   O1   double    1.224  0.020  1.224
 Y1A  C7   C6   single    1.477  0.020  1.477
 Y1A  C7   C8   aromatic  1.359  0.020  1.359
 Y1A  C8   C9   aromatic  1.422  0.020  1.422
 Y1A  C9   C10  aromatic  1.356  0.020  1.356
 Y1A  C10  O2   aromatic  1.343  0.020  1.343
 Y1A  O2   C7   aromatic  1.352  0.020  1.352
 Y1A  C11  N2   single    1.448  0.020  1.448
 Y1A  C12  C11  single    1.523  0.020  1.523
 Y1A  N1   C12  single    1.450  0.020  1.450
 Y1A  C4   H9   single    0.970  0.020  1.090
 Y1A  C4   H8   single    0.970  0.020  1.090
 Y1A  C5   H11  single    0.970  0.020  1.090
 Y1A  C5   H10  single    0.970  0.020  1.090
 Y1A  C8   H12  single    0.930  0.020  1.080
 Y1A  C10  H14  single    0.930  0.020  1.080
 Y1A  N    H7   single    0.890  0.020  1.040
 Y1A  C    H2   single    0.970  0.020  1.090
 Y1A  C    H1   single    0.970  0.020  1.090
 Y1A  C    H    single    0.970  0.020  1.090
 Y1A  C1   H3   single    0.970  0.020  1.090
 Y1A  C11  H15  single    0.970  0.020  1.090
 Y1A  C11  H16  single    0.970  0.020  1.090
 Y1A  C12  H18  single    0.970  0.020  1.090
 Y1A  C12  H17  single    0.970  0.020  1.090
 Y1A  C2   H4   single    0.970  0.020  1.090
 Y1A  C2   H5   single    0.970  0.020  1.090
 Y1A  C2   H6   single    0.970  0.020  1.090
 Y1A  C9   H13  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
 Y1A  C3   N1   C12  123.45  3.000
 Y1A  C12  N1   C4   114.81  3.000
 Y1A  C3   N1   C4   118.00  3.000
 Y1A  H8   C4   H9   107.91  3.000
 Y1A  H8   C4   C5   109.17  3.000
 Y1A  H9   C4   C5   109.06  3.000
 Y1A  H8   C4   N1   110.52  3.000
 Y1A  H9   C4   N1   109.40  3.000
 Y1A  C5   C4   N1   110.71  3.000
 Y1A  H10  C5   H11  107.07  3.000
 Y1A  H10  C5   N2   112.08  3.000
 Y1A  H11  C5   N2   108.04  3.000
 Y1A  H10  C5   C4   109.91  3.000
 Y1A  H11  C5   C4   109.39  3.000
 Y1A  N2   C5   C4   110.25  3.000
 Y1A  O2   C7   C8   109.76  3.000
 Y1A  O2   C7   C6   121.46  3.000
 Y1A  C8   C7   C6   128.59  3.000
 Y1A  H12  C8   C9   127.33  3.000
 Y1A  H12  C8   C7   126.38  3.000
 Y1A  C9   C8   C7   106.29  3.000
 Y1A  H14  C10  O2   116.63  3.000
 Y1A  H14  C10  C9   132.93  3.000
 Y1A  O2   C10  C9   110.44  3.000
 Y1A  H7   N    C3   119.37  3.000
 Y1A  H7   N    C1   114.97  3.000
 Y1A  C3   N    C1   121.68  3.000
 Y1A  H    C    H1   107.53  3.000
 Y1A  H    C    H2   108.08  3.000
 Y1A  H1   C    H2   108.16  3.000
 Y1A  H    C    C1   110.40  3.000
 Y1A  H1   C    C1   111.15  3.000
 Y1A  H2   C    C1   111.38  3.000
 Y1A  H3   C1   C2   108.84  3.000
 Y1A  H3   C1   C    108.50  3.000
 Y1A  C2   C1   C    111.27  3.000
 Y1A  H3   C1   N    107.24  3.000
 Y1A  C2   C1   N    111.97  3.000
 Y1A  C    C1   N    108.88  3.000
 Y1A  H16  C11  H15  108.05  3.000
 Y1A  H16  C11  N2   110.27  3.000
 Y1A  H15  C11  N2   109.55  3.000
 Y1A  H16  C11  C12  109.27  3.000
 Y1A  H15  C11  C12  109.61  3.000
 Y1A  N2   C11  C12  110.05  3.000
 Y1A  H17  C12  H18  107.95  3.000
 Y1A  H17  C12  C11  109.34  3.000
 Y1A  H18  C12  C11  106.57  3.000
 Y1A  H17  C12  N1   111.32  3.000
 Y1A  H18  C12  N1   110.34  3.000
 Y1A  C11  C12  N1   111.16  3.000
 Y1A  H6   C2   H5   107.81  3.000
 Y1A  H6   C2   H4   108.25  3.000
 Y1A  H5   C2   H4   107.88  3.000
 Y1A  H6   C2   C1   110.74  3.000
 Y1A  H5   C2   C1   110.69  3.000
 Y1A  H4   C2   C1   111.34  3.000
 Y1A  O    C3   N    121.97  3.000
 Y1A  O    C3   N1   121.24  3.000
 Y1A  N    C3   N1   116.74  3.000
 Y1A  H13  C9   C10  126.54  3.000
 Y1A  H13  C9   C8   127.54  3.000
 Y1A  C10  C9   C8   105.92  3.000
 Y1A  C11  N2   C6   120.49  3.000
 Y1A  C11  N2   C5   111.33  3.000
 Y1A  C6   N2   C5   127.35  3.000
 Y1A  C10  O2   C7   107.58  3.000
 Y1A  O1   C6   N2   122.96  3.000
 Y1A  O1   C6   C7   117.80  3.000
 Y1A  N2   C6   C7   119.23  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
 Y1A  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 Y1A  CONST_02  C9   C10  O2   C7      0.00   0.0  0
 Y1A  CONST_03  C10  O2   C7   C8      0.00   0.0  0
 Y1A  CONST_04  O2   C10  C9   C8      0.00   0.0  0
 Y1A  CONST_05  O2   C7   C8   C9      0.00   0.0  0
 Y1A  CONST_06  C9   C8   C7   C6    180.00   0.0  0
 Y1A  CONST_07  C10  O2   C7   C6    180.00   0.0  0
 Y1A  CONST_09  C11  N2   C6   C7    180.00   0.0  0
 Y1A  CONST_10  H13  C9   C8   C7    180.00   0.0  0
 Y1A  CONST_11  H14  C10  O2   C7    180.00   0.0  0
 Y1A  CONST_12  H12  C8   C9   C10   180.00   0.0  0
 Y1A  CONST_15  C12  N1   C3   O     180.00   0.0  0
 Y1A  CONST_16  O1   C6   N2   C11     0.00   0.0  0
 Y1A  CONST_18  C12  N1   C3   N       0.00   0.0  0
 Y1A  CONST_19  C1   N    C3   N1    180.00   0.0  0
 Y1A  CONST_21  C1   N    C3   O       0.00   0.0  0
 Y1A  Var_01    N2   C5   C4   N1    -54.25  30.0  1
 Y1A  Var_02    N2   C11  C12  N1     53.38  30.0  1
 Y1A  Var_03    C11  C12  N1   C4    -50.64  30.0  1
 Y1A  Var_04    C11  N2   C5   C4     60.00  30.0  1
 Y1A  Var_05    C12  N1   C4   C5     51.00  30.0  1
 Y1A  Var_06    C12  C11  N2   C5    -59.28  30.0  1
 Y1A  Var_07    N2   C6   C7   C8   -154.96  30.0  2
 Y1A  Var_08    C3   N    C1   C     156.97  30.0  3
 Y1A  Var_09    H2   C    C1   N     -58.04  30.0  3
 Y1A  Var_10    H4   C2   C1   N      58.15  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
 Y1A  plan-1  C7   0.020
 Y1A  plan-1  C8   0.020
 Y1A  plan-1  C10  0.020
 Y1A  plan-1  C9   0.020
 Y1A  plan-1  O2   0.020
 Y1A  plan-1  H12  0.020
 Y1A  plan-1  H14  0.020
 Y1A  plan-1  H13  0.020
 Y1A  plan-1  C6   0.020
 Y1A  plan-2  N1   0.020
 Y1A  plan-2  C4   0.020
 Y1A  plan-2  N    0.020
 Y1A  plan-2  O    0.020
 Y1A  plan-2  C1   0.020
 Y1A  plan-2  C12  0.020
 Y1A  plan-2  C3   0.020
 Y1A  plan-2  H7   0.020
 Y1A  plan-3  C5   0.020
 Y1A  plan-3  C7   0.020
 Y1A  plan-3  C11  0.020
 Y1A  plan-3  N2   0.020
 Y1A  plan-3  O1   0.020
 Y1A  plan-3  C6   0.020

