# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 16:11:33 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 8-phenyl-2-(piperazin-1-yl)-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1C=C(Oc2c1cccc2c3ccccc3)N4CCNCC4
#
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
 8DQ  8DQ  8-phenyl-2-(piperazin-1-yl)-4H-chromen-4-one  ligand  41  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8DQ
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
 8DQ  O    O  O     0  -0.486  -0.5782  -4.3084   0.1839
 8DQ  C    C  CR6   0   0.451  -0.4701  -3.0839   0.0936
 8DQ  C8   C  CR66  0  -0.123   0.8597  -2.4387   0.0926
 8DQ  C7   C  CR16  0  -0.319   2.0382  -3.1750   0.2114
 8DQ  C6   C  CR16  0  -0.236   3.2596  -2.5327   0.2163
 8DQ  C5   C  CR16  0  -0.306   3.3172  -1.1470   0.0888
 8DQ  C3   C  CR66  0   0.335   0.9448  -1.0593  -0.0271
 8DQ  C4   C  CR6   0  -0.010   2.1668  -0.3803  -0.0437
 8DQ  C9   C  CR6   0   0.084   2.2462   1.0906  -0.1757
 8DQ  C14  C  CR16  0  -0.296   2.9619   1.8314   0.7636
 8DQ  C13  C  CR16  0  -0.242   3.0725   3.2099   0.6427
 8DQ  C12  C  CR16  0  -0.262   2.4684   3.8665  -0.4207
 8DQ  C11  C  CR16  0  -0.241   1.7567   3.1358  -1.3640
 8DQ  C10  C  CR16  0  -0.291   1.6466   1.7585  -1.2439
 8DQ  O1   O  O     0  -0.477  -0.1716  -0.2953  -0.1110
 8DQ  C2   C  CR6   0   0.698  -1.3973  -0.8282  -0.1065
 8DQ  C1   C  CR16  0  -0.626  -1.5725  -2.1927  -0.0216
 8DQ  N    N  NT    0  -0.517  -2.3546   0.1020  -0.1878
 8DQ  C18  C  CH2   0  -0.307  -3.7700  -0.2326  -0.2377
 8DQ  C17  C  CH2   0  -0.292  -4.5438   0.6159   0.7573
 8DQ  N1   N  NH1   0  -0.600  -4.3078   2.0206   0.4903
 8DQ  C16  C  CH2   0  -0.295  -2.8999   2.3348   0.6299
 8DQ  C15  C  CH2   0  -0.321  -2.0935   1.5273  -0.3723
 8DQ  H1   H  HCR6  0   0.266   1.9792  -4.2512   0.3019
 8DQ  H2   H  HCR6  0   0.265   4.1742  -3.1017   0.3127
 8DQ  H3   H  HCR6  0   0.266   4.2793  -0.6502   0.0787
 8DQ  H4   H  HCR6  0   0.257   3.4254   1.3264   1.6021
 8DQ  H5   H  HCR6  0   0.259   3.6269   3.7703   1.3841
 8DQ  H6   H  HCR6  0   0.259   2.5534   4.9412  -0.5162
 8DQ  H7   H  HCR6  0   0.259   1.2886   3.6379  -2.2006
 8DQ  H8   H  HCR6  0   0.258   1.1046   1.2018  -1.9980
 8DQ  H9   H  HCR6  0   0.271  -2.5647  -2.6155  -0.0332
 8DQ  H10  H  HCH2  0   0.251  -4.1400  -0.0517  -1.2518
 8DQ  H11  H  HCH2  0   0.275  -3.9277  -1.2816  -0.0089
 8DQ  H12  H  HCH2  0   0.248  -5.6067   0.3963   0.6463
 8DQ  H13  H  HCH2  0   0.205  -4.2483   0.3169   1.7749
 8DQ  H14  H  HNH1  0   0.361  -4.8497   2.5849   1.1308
 8DQ  H16  H  HCH2  0   0.247  -2.7402   3.3951   0.4277
 8DQ  H17  H  HCH2  0   0.205  -2.5115   2.1280   1.6394
 8DQ  H18  H  HCH2  0   0.282  -1.0378   1.7479  -0.2539
 8DQ  H19  H  HCH2  0   0.247  -2.3828   1.8070  -1.3907

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
 8DQ  N1   C16  single    1.449  0.020  1.449
 8DQ  N1   C17  single    1.449  0.020  1.449
 8DQ  C16  C15  single    1.519  0.020  1.519
 8DQ  C17  C18  single    1.519  0.020  1.519
 8DQ  C15  N    single    1.461  0.020  1.461
 8DQ  C18  N    single    1.455  0.020  1.455
 8DQ  N    C2   single    1.337  0.020  1.337
 8DQ  C11  C10  aromatic  1.387  0.020  1.387
 8DQ  C11  C12  aromatic  1.389  0.020  1.389
 8DQ  C2   C1   double    1.378  0.020  1.378
 8DQ  C2   O1   single    1.337  0.020  1.337
 8DQ  C10  C9   aromatic  1.395  0.020  1.395
 8DQ  C1   C    single    1.422  0.020  1.422
 8DQ  O1   C3   single    1.355  0.020  1.355
 8DQ  C12  C13  aromatic  1.388  0.020  1.388
 8DQ  C    O    double    1.233  0.020  1.233
 8DQ  C    C8   single    1.478  0.020  1.478
 8DQ  C3   C8   aromatic  1.387  0.020  1.387
 8DQ  C3   C4   aromatic  1.398  0.020  1.398
 8DQ  C9   C4   single    1.479  0.020  1.479
 8DQ  C9   C14  aromatic  1.394  0.020  1.394
 8DQ  C8   C7   aromatic  1.395  0.020  1.395
 8DQ  C4   C5   aromatic  1.389  0.020  1.389
 8DQ  C13  C14  aromatic  1.388  0.020  1.388
 8DQ  C7   C6   aromatic  1.380  0.020  1.380
 8DQ  C5   C6   aromatic  1.393  0.020  1.393
 8DQ  C7   H1   single    0.930  0.020  1.080
 8DQ  C6   H2   single    0.930  0.020  1.080
 8DQ  C5   H3   single    0.930  0.020  1.080
 8DQ  C14  H4   single    0.930  0.020  1.080
 8DQ  C13  H5   single    0.930  0.020  1.080
 8DQ  C12  H6   single    0.930  0.020  1.080
 8DQ  C11  H7   single    0.930  0.020  1.080
 8DQ  C10  H8   single    0.930  0.020  1.080
 8DQ  C1   H9   single    0.930  0.020  1.080
 8DQ  C18  H10  single    0.970  0.020  1.090
 8DQ  C18  H11  single    0.970  0.020  1.090
 8DQ  C17  H12  single    0.970  0.020  1.090
 8DQ  C17  H13  single    0.970  0.020  1.090
 8DQ  N1   H14  single    0.890  0.020  1.040
 8DQ  C16  H16  single    0.970  0.020  1.090
 8DQ  C16  H17  single    0.970  0.020  1.090
 8DQ  C15  H18  single    0.970  0.020  1.090
 8DQ  C15  H19  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
 8DQ  C1   C    C8   115.07  3.000
 8DQ  C8   C    O    120.84  3.000
 8DQ  C1   C    O    124.09  3.000
 8DQ  C3   C8   C7   118.71  3.000
 8DQ  C7   C8   C    121.99  3.000
 8DQ  C3   C8   C    119.30  3.000
 8DQ  H1   C7   C6   120.73  3.000
 8DQ  H1   C7   C8   119.10  3.000
 8DQ  C6   C7   C8   120.17  3.000
 8DQ  H2   C6   C5   119.78  3.000
 8DQ  H2   C6   C7   120.26  3.000
 8DQ  C5   C6   C7   119.96  3.000
 8DQ  H3   C5   C4   118.80  3.000
 8DQ  H3   C5   C6   119.61  3.000
 8DQ  C4   C5   C6   121.58  3.000
 8DQ  O1   C3   C4   116.45  3.000
 8DQ  C4   C3   C8   122.52  3.000
 8DQ  O1   C3   C8   121.02  3.000
 8DQ  C9   C4   C3   122.07  3.000
 8DQ  C9   C4   C5   120.87  3.000
 8DQ  C3   C4   C5   117.05  3.000
 8DQ  C10  C9   C14  118.82  3.000
 8DQ  C14  C9   C4   119.73  3.000
 8DQ  C10  C9   C4   121.42  3.000
 8DQ  H4   C14  C13  119.77  3.000
 8DQ  H4   C14  C9   119.58  3.000
 8DQ  C13  C14  C9   120.66  3.000
 8DQ  H5   C13  C12  120.19  3.000
 8DQ  H5   C13  C14  119.69  3.000
 8DQ  C12  C13  C14  120.12  3.000
 8DQ  H6   C12  C11  120.17  3.000
 8DQ  H6   C12  C13  120.21  3.000
 8DQ  C11  C12  C13  119.62  3.000
 8DQ  H7   C11  C10  119.56  3.000
 8DQ  H7   C11  C12  120.16  3.000
 8DQ  C10  C11  C12  120.28  3.000
 8DQ  H8   C10  C11  119.34  3.000
 8DQ  H8   C10  C9   120.15  3.000
 8DQ  C11  C10  C9   120.50  3.000
 8DQ  C2   O1   C3   122.03  3.000
 8DQ  N    C2   C1   126.97  3.000
 8DQ  C1   C2   O1   120.76  3.000
 8DQ  N    C2   O1   112.27  3.000
 8DQ  H9   C1   C2   120.28  3.000
 8DQ  H9   C1   C    117.92  3.000
 8DQ  C2   C1   C    121.79  3.000
 8DQ  C15  N    C18  113.20  3.000
 8DQ  C18  N    C2   122.57  3.000
 8DQ  C15  N    C2   123.95  3.000
 8DQ  H11  C18  H10  107.82  3.000
 8DQ  H11  C18  C17  109.13  3.000
 8DQ  H10  C18  C17  110.02  3.000
 8DQ  H11  C18  N    110.88  3.000
 8DQ  H10  C18  N    108.82  3.000
 8DQ  C17  C18  N    110.15  3.000
 8DQ  H13  C17  H12  107.51  3.000
 8DQ  H13  C17  N1   112.94  3.000
 8DQ  H12  C17  N1   109.57  3.000
 8DQ  H13  C17  C18  108.47  3.000
 8DQ  H12  C17  C18  108.49  3.000
 8DQ  N1   C17  C18  109.73  3.000
 8DQ  H14  N1   C16  109.79  3.000
 8DQ  H14  N1   C17  109.69  3.000
 8DQ  C16  N1   C17  110.53  3.000
 8DQ  H17  C16  H16  107.50  3.000
 8DQ  H17  C16  C15  108.53  3.000
 8DQ  H16  C16  C15  108.46  3.000
 8DQ  H17  C16  N1   112.97  3.000
 8DQ  H16  C16  N1   109.57  3.000
 8DQ  C15  C16  N1   109.69  3.000
 8DQ  H19  C15  H18  107.85  3.000
 8DQ  H19  C15  C16  109.73  3.000
 8DQ  H18  C15  C16  109.66  3.000
 8DQ  H19  C15  N    108.63  3.000
 8DQ  H18  C15  N    111.01  3.000
 8DQ  C16  C15  N    109.91  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
 8DQ  CONST_01  C9   C4   C3   C8    180.00   0.0  0
 8DQ  CONST_02  C5   C4   C3   C8      0.00   0.0  0
 8DQ  CONST_03  C5   C6   C7   C8      0.00   0.0  0
 8DQ  CONST_04  C4   C3   C8   C7      0.00   0.0  0
 8DQ  CONST_05  C4   C5   C6   C7      0.00   0.0  0
 8DQ  CONST_06  C3   C8   C7   C6      0.00   0.0  0
 8DQ  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 8DQ  CONST_08  C9   C4   C5   C6    180.00   0.0  0
 8DQ  CONST_13  C11  C10  C9   C4    180.00   0.0  0
 8DQ  CONST_14  C13  C14  C9   C4    180.00   0.0  0
 8DQ  CONST_15  C12  C11  C10  C9      0.00   0.0  0
 8DQ  CONST_16  C12  C13  C14  C9      0.00   0.0  0
 8DQ  CONST_17  C11  C10  C9   C14     0.00   0.0  0
 8DQ  CONST_18  C11  C12  C13  C14     0.00   0.0  0
 8DQ  CONST_19  C10  C11  C12  C13     0.00   0.0  0
 8DQ  CONST_20  C10  C9   C14  C13     0.00   0.0  0
 8DQ  CONST_21  O1   C3   C4   C9      0.00   0.0  0
 8DQ  CONST_22  H1   C7   C8   C       0.00   0.0  0
 8DQ  CONST_23  H2   C6   C7   C8    180.00   0.0  0
 8DQ  CONST_24  H3   C5   C6   C7    180.00   0.0  0
 8DQ  CONST_25  H8   C10  C9   C4      0.00   0.0  0
 8DQ  CONST_26  H4   C14  C9   C4      0.00   0.0  0
 8DQ  CONST_27  H7   C11  C10  C9    180.00   0.0  0
 8DQ  CONST_28  H5   C13  C14  C9    180.00   0.0  0
 8DQ  CONST_29  H6   C12  C13  C14   180.00   0.0  0
 8DQ  Var_01    N    C2   C1   C    -178.43  30.0  1
 8DQ  Var_02    C2   C1   C    C8     -0.94  30.0  1
 8DQ  Var_03    C1   C    C8   C7    179.36  30.0  1
 8DQ  Var_04    C15  N    C2   O1      4.77  30.0  3
 8DQ  Var_05    C16  C15  N    C2   -131.78  30.0  1
 8DQ  Var_06    C17  C18  N    C2    131.84  30.0  1
 8DQ  Var_07    N1   C16  C15  N     -56.56  30.0  1
 8DQ  Var_08    N1   C17  C18  N      56.22  30.0  1
 8DQ  Var_09    C16  N1   C17  C18   -60.88  30.0  1
 8DQ  Var_10    C15  C16  N1   C17    61.15  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
 8DQ  plan-1  C4   0.020
 8DQ  plan-1  C9   0.020
 8DQ  plan-1  C14  0.020
 8DQ  plan-1  C13  0.020
 8DQ  plan-1  C12  0.020
 8DQ  plan-1  C11  0.020
 8DQ  plan-1  C10  0.020
 8DQ  plan-1  H4   0.020
 8DQ  plan-1  H5   0.020
 8DQ  plan-1  H6   0.020
 8DQ  plan-1  H7   0.020
 8DQ  plan-1  H8   0.020
 8DQ  plan-2  C    0.020
 8DQ  plan-2  C8   0.020
 8DQ  plan-2  C7   0.020
 8DQ  plan-2  C6   0.020
 8DQ  plan-2  C5   0.020
 8DQ  plan-2  C3   0.020
 8DQ  plan-2  C4   0.020
 8DQ  plan-2  C9   0.020
 8DQ  plan-2  O1   0.020
 8DQ  plan-2  H1   0.020
 8DQ  plan-2  H2   0.020
 8DQ  plan-2  H3   0.020
 8DQ  plan-3  O    0.020
 8DQ  plan-3  C    0.020
 8DQ  plan-3  C8   0.020
 8DQ  plan-3  C1   0.020
 8DQ  plan-4  C2   0.020
 8DQ  plan-4  N    0.020
 8DQ  plan-4  C18  0.020
 8DQ  plan-4  C15  0.020

