# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 06:28:06 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 2,3,5-trimethyl-6-[3-oxo-3-(piperidin-1-yl)propyl]-7H-furo[3,2-g][1]benzopyran-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc2cc3OC(=O)C(=C(C)c3cc2c1C)CCC(=O)N4CCCCC4
#
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
 6ZY  6ZY  2,3,5-trimethyl-6-[3-oxo-3-(piperidin-1-yl)propyl]-7H-furo[3,2-g][1]benzopyran-7-one  ligand  52  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6ZY
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
 6ZY  C11  C  CR6   0   0.535  -0.1028  -2.3471  -0.0831
 6ZY  C2   C  CR66  0   0.353  -2.2404  -1.3179   0.1300
 6ZY  C3   C  CR66  0  -0.011  -1.7993  -0.1478  -0.5080
 6ZY  C5   C  CR56  0   0.095  -3.9978   0.7700  -0.2170
 6ZY  C9   C  CR5   0  -0.037  -5.1698   1.6094  -0.2142
 6ZY  C8   C  CR5   0   0.312  -6.1359   0.8826   0.3907
 6ZY  C6   C  CR56  0   0.368  -4.3816  -0.4214   0.4085
 6ZY  C1   C  CR16  0  -0.430  -3.5326  -1.4887   0.6025
 6ZY  O21  O  O     0  -0.506   4.5680  -1.1377  -1.5385
 6ZY  C20  C  C     0   0.576   4.2018  -0.6558  -0.4732
 6ZY  N22  N  NT    0  -0.452   5.0743  -0.1471   0.4242
 6ZY  C27  C  CH2   0  -0.319   6.4814   0.0042   0.0859
 6ZY  C26  C  CH2   0  -0.433   6.8069   1.4701  -0.1791
 6ZY  C25  C  CH2   0  -0.444   6.4083   2.3373   1.0123
 6ZY  C24  C  CH2   0  -0.428   4.9560   2.0885   1.4089
 6ZY  C23  C  CH2   0  -0.328   4.6988   0.5997   1.6136
 6ZY  C19  C  CH2   0  -0.596   2.7290  -0.6272  -0.1032
 6ZY  C12  C  CR6   0  -0.215   0.3908  -1.1675  -0.7797
 6ZY  O17  O  O     0  -0.432   0.5498  -3.3311   0.1741
 6ZY  O10  O  O     0  -0.466  -1.3932  -2.3561   0.3177
 6ZY  C13  C  CR6   0   0.215  -0.4225  -0.0965  -0.9641
 6ZY  C16  C  CH3   0  -0.772   0.0438   1.1655  -1.6157
 6ZY  C4   C  CR16  0  -0.453  -2.7003   0.9089  -0.6761
 6ZY  C15  C  CH3   0  -0.751  -5.2555   2.9870  -0.7706
 6ZY  C14  C  CH3   0  -0.754  -7.5524   1.1676   0.7063
 6ZY  O7   O  O     0  -0.464  -5.6711  -0.3530   0.7756
 6ZY  H1   H  HCR6  0   0.291  -3.8409  -2.4048   1.0889
 6ZY  H2   H  HCH2  0   0.237   7.0756  -0.3616   0.9298
 6ZY  H3   H  HCH2  0   0.260   6.7203  -0.6166  -0.7731
 6ZY  H4   H  HCH2  0   0.237   7.8738   1.5730  -0.3891
 6ZY  H5   H  HCH2  0   0.224   6.2709   1.7971  -1.0755
 6ZY  H6   H  HCH2  0   0.217   7.0600   2.1037   1.8609
 6ZY  H7   H  HCH2  0   0.238   6.5639   3.3936   0.7830
 6ZY  H8   H  HCH2  0   0.238   4.7056   2.6288   2.3243
 6ZY  H9   H  HCH2  0   0.222   4.2869   2.4583   0.6251
 6ZY  H10  H  HCH2  0   0.272   3.6616   0.4154   1.8792
 6ZY  H11  H  HCH2  0   0.244   5.3016   0.2304   2.4493
 6ZY  H12  H  HCH2  0   0.281   2.5775  -1.1716   0.8334
 6ZY  H13  H  HCH2  0   0.270   2.4232   0.4033   0.1011
 6ZY  H14  H  HCH2  0   0.256   1.9798  -0.6713  -2.1267
 6ZY  H15  H  HCH2  0   0.264   2.1237  -2.2445  -1.3950
 6ZY  H16  H  HCH3  0   0.268  -0.0411   2.0036  -0.9218
 6ZY  H17  H  HCH3  0   0.271   1.0763   1.1153  -1.9457
 6ZY  H18  H  HCH3  0   0.268  -0.5686   1.4075  -2.4857
 6ZY  H19  H  HCR6  0   0.269  -2.3883   1.8256  -1.1578
 6ZY  H20  H  HCH3  0   0.247  -4.5595   3.6595  -0.2660
 6ZY  H21  H  HCH3  0   0.246  -5.0031   2.9999  -1.8323
 6ZY  H22  H  HCH3  0   0.248  -6.2552   3.4044  -0.6631
 6ZY  H23  H  HCH3  0   0.261  -8.2160   0.4175   0.2727
 6ZY  H24  H  HCH3  0   0.262  -7.7269   1.1804   1.7839
 6ZY  H25  H  HCH3  0   0.258  -7.8381   2.1383   0.3076
 6ZY  C18  C  CH2   0  -0.515   1.8353  -1.2142  -1.1932

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
 6ZY  C15  C9   single    1.488  0.020  1.488
 6ZY  C14  C8   single    1.479  0.020  1.479
 6ZY  C9   C8   aromatic  1.352  0.020  1.352
 6ZY  C9   C5   aromatic  1.442  0.020  1.442
 6ZY  C8   O7   aromatic  1.375  0.020  1.375
 6ZY  C5   C4   aromatic  1.383  0.020  1.383
 6ZY  C5   C6   aromatic  1.399  0.020  1.399
 6ZY  C4   C3   aromatic  1.399  0.020  1.399
 6ZY  O7   C6   aromatic  1.342  0.020  1.342
 6ZY  C6   C1   aromatic  1.378  0.020  1.378
 6ZY  C16  C13  single    1.495  0.020  1.495
 6ZY  C3   C13  single    1.451  0.020  1.451
 6ZY  C3   C2   aromatic  1.404  0.020  1.404
 6ZY  C13  C12  double    1.357  0.020  1.357
 6ZY  C1   C2   aromatic  1.387  0.020  1.387
 6ZY  O21  C20  double    1.225  0.020  1.225
 6ZY  C2   O10  single    1.353  0.020  1.353
 6ZY  C19  C20  single    1.519  0.020  1.519
 6ZY  C19  C18  single    1.527  0.020  1.527
 6ZY  C12  C18  single    1.503  0.020  1.503
 6ZY  C12  C11  single    1.456  0.020  1.456
 6ZY  C20  N22  single    1.351  0.020  1.351
 6ZY  O10  C11  single    1.351  0.020  1.351
 6ZY  C11  O17  double    1.208  0.020  1.208
 6ZY  N22  C27  single    1.455  0.020  1.455
 6ZY  N22  C23  single    1.454  0.020  1.454
 6ZY  C26  C27  single    1.525  0.020  1.525
 6ZY  C26  C25  single    1.527  0.020  1.527
 6ZY  C24  C25  single    1.526  0.020  1.526
 6ZY  C24  C23  single    1.525  0.020  1.525
 6ZY  C1   H1   single    0.930  0.020  1.080
 6ZY  C27  H2   single    0.970  0.020  1.090
 6ZY  C27  H3   single    0.970  0.020  1.090
 6ZY  C26  H4   single    0.970  0.020  1.090
 6ZY  C26  H5   single    0.970  0.020  1.090
 6ZY  C25  H6   single    0.970  0.020  1.090
 6ZY  C25  H7   single    0.970  0.020  1.090
 6ZY  C24  H8   single    0.970  0.020  1.090
 6ZY  C24  H9   single    0.970  0.020  1.090
 6ZY  C23  H10  single    0.970  0.020  1.090
 6ZY  C23  H11  single    0.970  0.020  1.090
 6ZY  C19  H12  single    0.970  0.020  1.090
 6ZY  C19  H13  single    0.970  0.020  1.090
 6ZY  C18  H14  single    0.970  0.020  1.090
 6ZY  C18  H15  single    0.970  0.020  1.090
 6ZY  C16  H16  single    0.970  0.020  1.090
 6ZY  C16  H17  single    0.970  0.020  1.090
 6ZY  C16  H18  single    0.970  0.020  1.090
 6ZY  C4   H19  single    0.930  0.020  1.080
 6ZY  C15  H20  single    0.970  0.020  1.090
 6ZY  C15  H21  single    0.970  0.020  1.090
 6ZY  C15  H22  single    0.970  0.020  1.090
 6ZY  C14  H23  single    0.970  0.020  1.090
 6ZY  C14  H24  single    0.970  0.020  1.090
 6ZY  C14  H25  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
 6ZY  O10  C11  O17  116.56  3.000
 6ZY  O17  C11  C12  125.34  3.000
 6ZY  O10  C11  C12  118.10  3.000
 6ZY  O10  C2   C1   116.22  3.000
 6ZY  O10  C2   C3   120.39  3.000
 6ZY  C1   C2   C3   123.39  3.000
 6ZY  C4   C3   C13  123.13  3.000
 6ZY  C13  C3   C2   118.06  3.000
 6ZY  C4   C3   C2   118.81  3.000
 6ZY  C4   C5   C6   119.42  3.000
 6ZY  C6   C5   C9   105.77  3.000
 6ZY  C4   C5   C9   134.81  3.000
 6ZY  C15  C9   C8   128.60  3.000
 6ZY  C8   C9   C5   105.59  3.000
 6ZY  C15  C9   C5   125.81  3.000
 6ZY  O7   C8   C14  115.92  3.000
 6ZY  O7   C8   C9   111.52  3.000
 6ZY  C14  C8   C9   132.56  3.000
 6ZY  O7   C6   C1   126.37  3.000
 6ZY  C1   C6   C5   123.61  3.000
 6ZY  O7   C6   C5   110.02  3.000
 6ZY  H1   C1   C6   122.94  3.000
 6ZY  H1   C1   C2   121.53  3.000
 6ZY  C6   C1   C2   115.53  3.000
 6ZY  C19  C20  N22  117.22  3.000
 6ZY  N22  C20  O21  122.18  3.000
 6ZY  C19  C20  O21  120.60  3.000
 6ZY  C23  N22  C27  112.74  3.000
 6ZY  C23  N22  C20  124.75  3.000
 6ZY  C27  N22  C20  120.62  3.000
 6ZY  H3   C27  H2   107.41  3.000
 6ZY  H3   C27  C26  111.40  3.000
 6ZY  H2   C27  C26  109.84  3.000
 6ZY  H3   C27  N22  109.70  3.000
 6ZY  H2   C27  N22  108.11  3.000
 6ZY  C26  C27  N22  110.29  3.000
 6ZY  H5   C26  H4   107.03  3.000
 6ZY  H5   C26  C25  109.98  3.000
 6ZY  H4   C26  C25  110.58  3.000
 6ZY  H5   C26  C27  108.97  3.000
 6ZY  H4   C26  C27  109.42  3.000
 6ZY  C25  C26  C27  110.78  3.000
 6ZY  H7   C25  H6   106.51  3.000
 6ZY  H7   C25  C24  110.36  3.000
 6ZY  H6   C25  C24  109.28  3.000
 6ZY  H7   C25  C26  110.39  3.000
 6ZY  H6   C25  C26  109.16  3.000
 6ZY  C24  C25  C26  111.02  3.000
 6ZY  H9   C24  H8   107.03  3.000
 6ZY  H9   C24  C23  108.84  3.000
 6ZY  H8   C24  C23  109.39  3.000
 6ZY  H9   C24  C25  109.90  3.000
 6ZY  H8   C24  C25  110.81  3.000
 6ZY  C23  C24  C25  110.77  3.000
 6ZY  H11  C23  H10  106.37  3.000
 6ZY  H11  C23  C24  109.82  3.000
 6ZY  H10  C23  C24  111.07  3.000
 6ZY  H11  C23  N22  108.00  3.000
 6ZY  H10  C23  N22  111.07  3.000
 6ZY  C24  C23  N22  110.38  3.000
 6ZY  H13  C19  H12  105.67  3.000
 6ZY  H13  C19  C18  109.38  3.000
 6ZY  H12  C19  C18  109.81  3.000
 6ZY  H13  C19  C20  109.52  3.000
 6ZY  H12  C19  C20  109.49  3.000
 6ZY  C18  C19  C20  112.73  3.000
 6ZY  C13  C12  C18  124.26  3.000
 6ZY  C18  C12  C11  115.60  3.000
 6ZY  C13  C12  C11  120.07  3.000
 6ZY  C2   O10  C11  123.48  3.000
 6ZY  C16  C13  C12  122.57  3.000
 6ZY  C12  C13  C3   119.86  3.000
 6ZY  C16  C13  C3   117.57  3.000
 6ZY  H18  C16  H17  107.57  3.000
 6ZY  H18  C16  H16  107.03  3.000
 6ZY  H17  C16  H16  107.64  3.000
 6ZY  H18  C16  C13  111.08  3.000
 6ZY  H17  C16  C13  112.98  3.000
 6ZY  H16  C16  C13  110.29  3.000
 6ZY  H19  C4   C5   120.23  3.000
 6ZY  H19  C4   C3   120.53  3.000
 6ZY  C5   C4   C3   119.24  3.000
 6ZY  H22  C15  H21  107.69  3.000
 6ZY  H22  C15  H20  107.68  3.000
 6ZY  H21  C15  H20  107.15  3.000
 6ZY  H22  C15  C9   111.77  3.000
 6ZY  H21  C15  C9   111.18  3.000
 6ZY  H20  C15  C9   111.15  3.000
 6ZY  H25  C14  H24  108.02  3.000
 6ZY  H25  C14  H23  107.94  3.000
 6ZY  H24  C14  H23  107.64  3.000
 6ZY  H25  C14  C8   110.21  3.000
 6ZY  H24  C14  C8   111.47  3.000
 6ZY  H23  C14  C8   111.42  3.000
 6ZY  C6   O7   C8   107.09  3.000
 6ZY  H15  C18  H14  106.11  3.000
 6ZY  H15  C18  C12  109.57  3.000
 6ZY  H14  C18  C12  110.34  3.000
 6ZY  H15  C18  C19  109.94  3.000
 6ZY  H14  C18  C19  110.03  3.000
 6ZY  C12  C18  C19  110.74  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
 6ZY  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 6ZY  CONST_02  C5   C6   C1   C2     0.00   0.0  0
 6ZY  CONST_03  O7   C6   C1   C2   180.00   0.0  0
 6ZY  CONST_04  C9   C5   C4   C3   180.00   0.0  0
 6ZY  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 6ZY  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 6ZY  CONST_07  O7   C8   C9   C5     0.00   0.0  0
 6ZY  CONST_08  C8   O7   C6   C5     0.00   0.0  0
 6ZY  CONST_09  C6   O7   C8   C9     0.00   0.0  0
 6ZY  CONST_10  O7   C6   C5   C9     0.00   0.0  0
 6ZY  CONST_11  C1   C6   C5   C9   180.00   0.0  0
 6ZY  CONST_12  C4   C5   C9   C8   180.00   0.0  0
 6ZY  CONST_13  C6   C5   C9   C8     0.00   0.0  0
 6ZY  CONST_14  C1   C6   O7   C8   180.00   0.0  0
 6ZY  CONST_15  C4   C5   C6   C1     0.00   0.0  0
 6ZY  CONST_16  C4   C3   C2   C1     0.00   0.0  0
 6ZY  CONST_17  O7   C6   C5   C4   180.00   0.0  0
 6ZY  CONST_18  C14  C8   C9   C5   180.00   0.0  0
 6ZY  CONST_19  C15  C9   C5   C6   180.00   0.0  0
 6ZY  CONST_20  C14  C8   O7   C6   180.00   0.0  0
 6ZY  CONST_21  C15  C9   C5   C4     0.00   0.0  0
 6ZY  CONST_22  O7   C8   C9   C15  180.00   0.0  0
 6ZY  CONST_23  H19  C4   C3   C2   180.00   0.0  0
 6ZY  CONST_24  H1   C1   C2   C3   180.00   0.0  0
 6ZY  CONST_25  C27  N22  C20  O21    0.00   0.0  0
 6ZY  CONST_26  C23  N22  C20  O21  180.00   0.0  0
 6ZY  CONST_27  C19  C20  N22  C27  180.00   0.0  0
 6ZY  CONST_28  C19  C20  N22  C23    0.00   0.0  0
 6ZY  Var_01    C3   C13  C12  C11   -2.21  30.0  1
 6ZY  Var_02    C3   C2   O10  C11   -0.13  30.0  1
 6ZY  Var_03    C12  C13  C3   C2     0.68  30.0  1
 6ZY  Var_04    C12  C11  O10  C2    -1.40  30.0  1
 6ZY  Var_05    C25  C26  C27  N22   55.41  30.0  1
 6ZY  Var_06    C25  C24  C23  N22  -55.36  30.0  1
 6ZY  Var_07    C24  C23  N22  C27   60.14  30.0  1
 6ZY  Var_08    C24  C25  C26  C27  -52.41  30.0  1
 6ZY  Var_09    C23  N22  C27  C26  -60.15  30.0  1
 6ZY  Var_10    C23  C24  C25  C26   52.35  30.0  1
 6ZY  Var_11    C13  C12  C11  O10    2.58  30.0  1
 6ZY  Var_12    C19  C18  C12  C11  -91.04  30.0  3
 6ZY  Var_13    H16  C16  C13  C3    60.69  30.0  3
 6ZY  Var_14    H20  C15  C9   C5   -60.72  30.0  2
 6ZY  Var_15    H23  C14  C8   C9   123.59  30.0  2
 6ZY  Var_16    C12  C18  C19  C20  179.83  30.0  3
 6ZY  Var_17    C18  C19  C20  N22  179.47  30.0  1

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
 6ZY  plan-1  O21  0.020
 6ZY  plan-1  C20  0.020
 6ZY  plan-1  N22  0.020
 6ZY  plan-1  C27  0.020
 6ZY  plan-1  C23  0.020
 6ZY  plan-1  C19  0.020
 6ZY  plan-2  C2   0.020
 6ZY  plan-2  C3   0.020
 6ZY  plan-2  C5   0.020
 6ZY  plan-2  C9   0.020
 6ZY  plan-2  C8   0.020
 6ZY  plan-2  C6   0.020
 6ZY  plan-2  C1   0.020
 6ZY  plan-2  O10  0.020
 6ZY  plan-2  C13  0.020
 6ZY  plan-2  C4   0.020
 6ZY  plan-2  C15  0.020
 6ZY  plan-2  C14  0.020
 6ZY  plan-2  O7   0.020
 6ZY  plan-2  H1   0.020
 6ZY  plan-2  H19  0.020
 6ZY  plan-3  C11  0.020
 6ZY  plan-3  C12  0.020
 6ZY  plan-3  O17  0.020
 6ZY  plan-3  O10  0.020

