# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 21:14:31 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 4-fluoro-6-[(7-fluoro-4-oxo-3,4-dihydroquinazolin-6-yl)methyl]-8-(2-oxo-1,2-dihydropyridin-3-yl)-6H-furo[2,3-e]indole-7-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1n(Cc2cc3C(=O)NC=Nc3cc2F)c4cc(F)c5ccoc5c4c1C6=CC=CNC6=O
#
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
 8Y6  8Y6  '4-fluoro-6-[(7-fluoro-4-oxo-3,4-dihydroquinazolin-6-yl)methyl]-8-(2-oxo-1,2-dihydropyridin-3-yl)-6H-furo[2,3-e]indole-7-carboxylic acid'  ligand  49  36  .  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_8Y6
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
 8Y6  C1    C  CR6    0  -0.084  -2.2966   0.6819   0.7711
 8Y6  C2    C  CR16   0  -0.310  -3.3304  -0.2061   0.9816
 8Y6  C3    C  CR66   0  -0.106  -4.3667  -0.3504   0.0561
 8Y6  C4    C  CR66   0   0.263  -4.3691   0.4032  -1.1290
 8Y6  C5    C  CR16   0  -0.475  -3.3249   1.3058  -1.3556
 8Y6  C6    C  CR6    0   0.568  -2.3358   1.4239  -0.4141
 8Y6  C7    C  C      0  -0.239   2.6098  -1.7661  -0.1771
 8Y6  C8    C  CR5    0  -0.043   2.1524   0.6991   0.3738
 8Y6  C9    C  CR5    0   0.367   1.0898   1.4126   0.9607
 8Y6  N1    N  NR5    0  -0.592   0.1156   0.5057   1.2729
 8Y6  C10   C  CR5    0   0.116   0.5259  -0.7570   0.8868
 8Y6  C11   C  CR5    0   0.075   1.7733  -0.6699   0.3229
 8Y6  C12   C  C      0   0.489   2.2300   3.4839   0.7568
 8Y6  C13   C  C1     0  -0.501   1.1106   2.8080   1.1564
 8Y6  C14   C  C      0   0.393  -0.2247  -2.0345   1.1714
 8Y6  C15   C  CH2    0  -0.388  -1.1948   0.8597   1.7825
 8Y6  O1    O  O      0  -0.570   0.0644  -2.9953   0.4389
 8Y6  C16   C  C      0   0.515   2.3529  -2.2688  -1.5109
 8Y6  N2    N  NH1    0  -0.658   3.1876  -3.2998  -1.8943
 8Y6  C17   C  C1     0   0.037   4.1979  -3.8158  -1.1556
 8Y6  C18   C  C1     0  -0.388   4.4617  -3.3221   0.0773
 8Y6  C19   C  C1     0  -0.169   3.6399  -2.2719   0.5564
 8Y6  O2    O  O      0  -0.495   1.5014  -1.8451  -2.2856
 8Y6  O3    O  OC    -1  -0.585  -1.0197  -2.0278   2.1316
 8Y6  F1    F  F      0  -0.297  -1.3556   2.3058  -0.6371
 8Y6  C20   C  CR6    0   0.564  -5.4545  -1.2877   0.3047
 8Y6  O4    O  O      0  -0.450  -5.5733  -1.9963   1.2871
 8Y6  N3    N  NR16   0  -0.662  -6.3860  -1.3055  -0.7122
 8Y6  N4    N  N      0  -0.458  -5.3607   0.2932  -2.0761
 8Y6  C21   C  CR16   0   0.149  -6.3030  -0.5394  -1.8268
 8Y6  F2    F  F      0  -0.313   2.3052   4.8152   0.9235
 8Y6  C22   C  CR5    0  -0.224   3.3217   2.8328   0.1660
 8Y6  C23   C  CR5    0   0.294   3.2586   1.4570  -0.0116
 8Y6  O5    O  O      0  -0.426   4.3881   1.0147  -0.5931
 8Y6  C25   C  CR15   0  -0.342   4.5968   3.2355  -0.3571
 8Y6  C24   C  CR15   0  -0.013   5.1820   2.1032  -0.7945
 8Y6  H2    H  HCR6   0   0.273  -3.3323  -0.8073   1.8800
 8Y6  H151  H  HCH2   0   0.285  -1.1533   1.8963   2.1148
 8Y6  H152  H  HCH2   0   0.292  -1.4188   0.2576   2.6574
 8Y6  H5    H  HCR6   0   0.287  -3.3101   1.9044  -2.2570
 8Y6  H19   H  H      0   0.258   3.8281  -1.8683   1.5441
 8Y6  H13   H  H      0   0.282   0.2858   3.3437   1.6063
 8Y6  HA    H  HNH1   0   0.417   3.0309  -3.6782  -2.8183
 8Y6  H17   H  H      0   0.304   4.7567  -4.6186  -1.6135
 8Y6  H18   H  H      0   0.270   5.2666  -3.7266   0.6716
 8Y6  HB    H  HNR6   0   0.434  -7.1780  -1.9278  -0.6149
 8Y6  H21   H  HCR6   0   0.302  -7.1118  -0.6693  -2.5348
 8Y6  H25   H  HCR5   0   0.269   5.0131   4.2283  -0.4032
 8Y6  H24   H  HCR5   0   0.283   6.1348   1.9144  -1.2617

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
 8Y6  C1   C2    aromatic  1.379  0.020  1.379
 8Y6  C1   C6    aromatic  1.399  0.020  1.399
 8Y6  C1   C15   single    1.506  0.020  1.506
 8Y6  C2   C3    aromatic  1.397  0.020  1.397
 8Y6  C3   C4    aromatic  1.404  0.020  1.404
 8Y6  C3   C20   single    1.457  0.020  1.457
 8Y6  C4   C5    aromatic  1.399  0.020  1.399
 8Y6  C4   N4    single    1.376  0.020  1.376
 8Y6  C5   C6    aromatic  1.371  0.020  1.371
 8Y6  C6   F1    single    1.337  0.020  1.337
 8Y6  C7   C11   single    1.467  0.020  1.467
 8Y6  C7   C16   single    1.448  0.020  1.448
 8Y6  C7   C19   double    1.362  0.020  1.362
 8Y6  C8   C9    aromatic  1.408  0.020  1.408
 8Y6  C8   C11   aromatic  1.421  0.020  1.421
 8Y6  C8   C23   aromatic  1.395  0.020  1.395
 8Y6  C9   N1    aromatic  1.367  0.020  1.367
 8Y6  C9   C13   aromatic  1.409  0.020  1.409
 8Y6  N1   C10   aromatic  1.383  0.020  1.383
 8Y6  N1   C15   single    1.450  0.020  1.450
 8Y6  C10  C11   aromatic  1.372  0.020  1.372
 8Y6  C10  C14   single    1.509  0.020  1.509
 8Y6  C12  C13   aromatic  1.367  0.020  1.367
 8Y6  C12  F2    single    1.344  0.020  1.344
 8Y6  C12  C22   aromatic  1.402  0.020  1.402
 8Y6  C14  O1    deloc     1.242  0.020  1.242
 8Y6  C14  O3    deloc     1.247  0.020  1.247
 8Y6  C16  N2    single    1.381  0.020  1.381
 8Y6  C16  O2    double    1.227  0.020  1.227
 8Y6  N2   C17   single    1.354  0.020  1.354
 8Y6  C17  C18   double    1.354  0.020  1.354
 8Y6  C18  C19   single    1.417  0.020  1.417
 8Y6  C20  O4    double    1.217  0.020  1.217
 8Y6  C20  N3    single    1.379  0.020  1.379
 8Y6  N3   C21   single    1.355  0.020  1.355
 8Y6  N4   C21   double    1.282  0.020  1.282
 8Y6  C22  C23   aromatic  1.389  0.020  1.389
 8Y6  C22  C25   aromatic  1.436  0.020  1.436
 8Y6  C23  O5    aromatic  1.345  0.020  1.345
 8Y6  O5   C24   aromatic  1.362  0.020  1.362
 8Y6  C24  C25   aromatic  1.348  0.020  1.348
 8Y6  C2   H2    single    0.930  0.020  1.080
 8Y6  C15  H151  single    0.970  0.020  1.090
 8Y6  C15  H152  single    0.970  0.020  1.090
 8Y6  C5   H5    single    0.930  0.020  1.080
 8Y6  C19  H19   single    0.930  0.020  1.080
 8Y6  C13  H13   single    0.930  0.020  1.080
 8Y6  N2   HA    single    0.860  0.020  1.020
 8Y6  C17  H17   single    0.930  0.020  1.080
 8Y6  C18  H18   single    0.930  0.020  1.080
 8Y6  N3   HB    single    0.860  0.020  1.020
 8Y6  C21  H21   single    0.930  0.020  1.080
 8Y6  C24  H24   single    0.930  0.020  1.080
 8Y6  C25  H25   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
 8Y6  C15   C1   C6    121.79  3.000
 8Y6  C15   C1   C2    121.46  3.000
 8Y6  C6    C1   C2    116.74  3.000
 8Y6  H2    C2   C3    119.46  3.000
 8Y6  H2    C2   C1    119.10  3.000
 8Y6  C3    C2   C1    121.43  3.000
 8Y6  C20   C3   C4    119.20  3.000
 8Y6  C20   C3   C2    120.48  3.000
 8Y6  C4    C3   C2    120.33  3.000
 8Y6  N4    C4   C5    118.57  3.000
 8Y6  N4    C4   C3    122.63  3.000
 8Y6  C5    C4   C3    118.80  3.000
 8Y6  H5    C5   C6    120.97  3.000
 8Y6  H5    C5   C4    120.14  3.000
 8Y6  C6    C5   C4    118.89  3.000
 8Y6  F1    C6   C5    118.11  3.000
 8Y6  F1    C6   C1    118.08  3.000
 8Y6  C5    C6   C1    123.81  3.000
 8Y6  C19   C7   C16   120.08  3.000
 8Y6  C19   C7   C11   121.69  3.000
 8Y6  C16   C7   C11   118.17  3.000
 8Y6  C23   C8   C11   136.44  3.000
 8Y6  C23   C8   C9    115.99  3.000
 8Y6  C11   C8   C9    107.56  3.000
 8Y6  C13   C9   N1    129.47  3.000
 8Y6  C13   C9   C8    123.26  3.000
 8Y6  N1    C9   C8    107.27  3.000
 8Y6  C15   N1   C10   126.11  3.000
 8Y6  C15   N1   C9    124.22  3.000
 8Y6  C10   N1   C9    109.30  3.000
 8Y6  C14   C10  C11   125.71  3.000
 8Y6  C14   C10  N1    124.96  3.000
 8Y6  C11   C10  N1    109.07  3.000
 8Y6  C10   C11  C8    106.80  3.000
 8Y6  C10   C11  C7    127.68  3.000
 8Y6  C8    C11  C7    125.44  3.000
 8Y6  C22   C12  F2    117.96  3.000
 8Y6  C22   C12  C13   122.09  3.000
 8Y6  F2    C12  C13   119.95  3.000
 8Y6  H13   C13  C12   120.08  3.000
 8Y6  H13   C13  C9    122.48  3.000
 8Y6  C12   C13  C9    117.45  3.000
 8Y6  O3    C14  O1    127.35  3.000
 8Y6  O3    C14  C10   117.26  3.000
 8Y6  O1    C14  C10   115.33  3.000
 8Y6  H152  C15  H151  106.85  3.000
 8Y6  H152  C15  N1    109.54  3.000
 8Y6  H151  C15  N1    107.77  3.000
 8Y6  H152  C15  C1    108.95  3.000
 8Y6  H151  C15  C1    110.18  3.000
 8Y6  N1    C15  C1    113.35  3.000
 8Y6  O2    C16  N2    120.15  3.000
 8Y6  O2    C16  C7    125.79  3.000
 8Y6  N2    C16  C7    114.05  3.000
 8Y6  HA    N2   C17   118.15  3.000
 8Y6  HA    N2   C16   116.08  3.000
 8Y6  C17   N2   C16   125.75  3.000
 8Y6  H17   C17  C18   123.80  3.000
 8Y6  H17   C17  N2    115.99  3.000
 8Y6  C18   C17  N2    120.21  3.000
 8Y6  H18   C18  C19   121.61  3.000
 8Y6  H18   C18  C17   120.67  3.000
 8Y6  C19   C18  C17   117.72  3.000
 8Y6  H19   C19  C18   118.92  3.000
 8Y6  H19   C19  C7    118.95  3.000
 8Y6  C18   C19  C7    122.13  3.000
 8Y6  N3    C20  O4    121.45  3.000
 8Y6  N3    C20  C3    112.75  3.000
 8Y6  O4    C20  C3    125.80  3.000
 8Y6  HB    N3   C21   118.34  3.000
 8Y6  HB    N3   C20   117.75  3.000
 8Y6  C21   N3   C20   123.91  3.000
 8Y6  C21   N4   C4    116.61  3.000
 8Y6  H21   C21  N4    119.99  3.000
 8Y6  H21   C21  N3    115.10  3.000
 8Y6  N4    C21  N3    124.90  3.000
 8Y6  C25   C22  C23   105.76  3.000
 8Y6  C25   C22  C12   135.63  3.000
 8Y6  C23   C22  C12   118.60  3.000
 8Y6  O5    C23  C22   110.05  3.000
 8Y6  O5    C23  C8    127.34  3.000
 8Y6  C22   C23  C8    122.60  3.000
 8Y6  C24   O5   C23   106.89  3.000
 8Y6  H25   C25  C24   126.34  3.000
 8Y6  H25   C25  C22   128.11  3.000
 8Y6  C24   C25  C22   105.56  3.000
 8Y6  H24   C24  C25   132.20  3.000
 8Y6  H24   C24  O5    116.06  3.000
 8Y6  C25   C24  O5    111.74  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
 8Y6  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 8Y6  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 8Y6  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 8Y6  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 8Y6  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 8Y6  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 8Y6  CONST_07  C10  N1   C9   C8      0.00   0.0  0
 8Y6  CONST_08  C12  C13  C9   C8      0.00   0.0  0
 8Y6  CONST_09  N1   C10  C11  C8      0.00   0.0  0
 8Y6  CONST_10  C12  C22  C23  C8      0.00   0.0  0
 8Y6  CONST_11  C25  C22  C23  C8    180.00   0.0  0
 8Y6  CONST_12  C24  O5   C23  C8    180.00   0.0  0
 8Y6  CONST_13  C10  C11  C8   C9      0.00   0.0  0
 8Y6  CONST_14  C22  C23  C8   C9      0.00   0.0  0
 8Y6  CONST_15  O5   C23  C8   C9    180.00   0.0  0
 8Y6  CONST_16  C11  C10  N1   C9      0.00   0.0  0
 8Y6  CONST_17  C22  C12  C13  C9      0.00   0.0  0
 8Y6  CONST_18  C11  C8   C9   N1      0.00   0.0  0
 8Y6  CONST_19  C23  C8   C9   N1    180.00   0.0  0
 8Y6  CONST_20  C12  C13  C9   N1    180.00   0.0  0
 8Y6  CONST_21  C13  C9   N1   C10   180.00   0.0  0
 8Y6  CONST_22  C23  C8   C11  C10   180.00   0.0  0
 8Y6  CONST_23  C13  C9   C8   C11   180.00   0.0  0
 8Y6  CONST_24  C22  C23  C8   C11   180.00   0.0  0
 8Y6  CONST_25  O5   C23  C8   C11     0.00   0.0  0
 8Y6  CONST_26  O5   C23  C22  C12   180.00   0.0  0
 8Y6  CONST_27  C24  C25  C22  C12   180.00   0.0  0
 8Y6  CONST_28  C23  C8   C9   C13     0.00   0.0  0
 8Y6  CONST_29  C23  C22  C12  C13     0.00   0.0  0
 8Y6  CONST_30  C25  C22  C12  C13   180.00   0.0  0
 8Y6  CONST_31  C24  O5   C23  C22     0.00   0.0  0
 8Y6  CONST_32  O5   C24  C25  C22     0.00   0.0  0
 8Y6  CONST_33  C24  C25  C22  C23     0.00   0.0  0
 8Y6  CONST_34  C25  C24  O5   C23     0.00   0.0  0
 8Y6  CONST_35  C25  C22  C23  O5      0.00   0.0  0
 8Y6  CONST_36  C9   C8   C11  C7    180.00   0.0  0
 8Y6  CONST_37  C23  C8   C11  C7      0.00   0.0  0
 8Y6  CONST_38  N1   C10  C11  C7    180.00   0.0  0
 8Y6  CONST_39  C21  N3   C20  C3      0.00   0.0  0
 8Y6  CONST_40  N3   C21  N4   C4      0.00   0.0  0
 8Y6  CONST_41  C17  N2   C16  C7      0.00   0.0  0
 8Y6  CONST_42  N4   C21  N3   C20     0.00   0.0  0
 8Y6  CONST_43  F1   C6   C1   C2    180.00   0.0  0
 8Y6  CONST_44  C15  C1   C2   C3    180.00   0.0  0
 8Y6  CONST_45  F1   C6   C5   C4    180.00   0.0  0
 8Y6  CONST_46  C15  C1   C6   C5    180.00   0.0  0
 8Y6  CONST_47  C14  C10  C11  C7      0.00   0.0  0
 8Y6  CONST_48  C15  N1   C9   C8    180.00   0.0  0
 8Y6  CONST_49  C14  C10  C11  C8    180.00   0.0  0
 8Y6  CONST_50  C14  C10  N1   C9    180.00   0.0  0
 8Y6  CONST_51  F2   C12  C13  C9    180.00   0.0  0
 8Y6  CONST_52  C15  N1   C10  C11   180.00   0.0  0
 8Y6  CONST_53  C15  N1   C9   C13     0.00   0.0  0
 8Y6  CONST_54  C23  C22  C12  F2    180.00   0.0  0
 8Y6  CONST_55  C25  C22  C12  F2      0.00   0.0  0
 8Y6  CONST_56  O2   C16  N2   C17   180.00   0.0  0
 8Y6  CONST_57  C21  N3   C20  O4    180.00   0.0  0
 8Y6  CONST_58  H5   C5   C6   C1    180.00   0.0  0
 8Y6  CONST_59  H2   C2   C3   C4    180.00   0.0  0
 8Y6  CONST_60  H13  C13  C9   C8    180.00   0.0  0
 8Y6  CONST_61  H25  C25  C22  C12     0.00   0.0  0
 8Y6  CONST_62  H24  C24  C25  C22   180.00   0.0  0
 8Y6  CONST_63  HB   N3   C20  C3    180.00   0.0  0
 8Y6  CONST_64  H21  C21  N4   C4    180.00   0.0  0
 8Y6  CONST_65  HA   N2   C16  C7    180.00   0.0  0
 8Y6  Var_01    C16  C7   C11  C8   -101.30  30.0  2
 8Y6  Var_02    C9   N1   C15  C1    107.11  30.0  2
 8Y6  Var_03    N1   C15  C1   C2    117.95  30.0  2
 8Y6  Var_04    O1   C14  C10  N1    159.72  30.0  2

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
 8Y6  plan-1  C7   0.020
 8Y6  plan-1  C11  0.020
 8Y6  plan-1  C16  0.020
 8Y6  plan-1  N2   0.020
 8Y6  plan-1  C17  0.020
 8Y6  plan-1  C18  0.020
 8Y6  plan-1  C19  0.020
 8Y6  plan-1  O2   0.020
 8Y6  plan-1  H19  0.020
 8Y6  plan-1  HA   0.020
 8Y6  plan-1  H17  0.020
 8Y6  plan-1  H18  0.020
 8Y6  plan-2  C1   0.020
 8Y6  plan-2  C2   0.020
 8Y6  plan-2  C3   0.020
 8Y6  plan-2  C4   0.020
 8Y6  plan-2  C5   0.020
 8Y6  plan-2  C6   0.020
 8Y6  plan-2  C15  0.020
 8Y6  plan-2  F1   0.020
 8Y6  plan-2  C20  0.020
 8Y6  plan-2  O4   0.020
 8Y6  plan-2  N3   0.020
 8Y6  plan-2  N4   0.020
 8Y6  plan-2  C21  0.020
 8Y6  plan-2  H2   0.020
 8Y6  plan-2  H5   0.020
 8Y6  plan-2  HB   0.020
 8Y6  plan-2  H21  0.020
 8Y6  plan-3  C7   0.020
 8Y6  plan-3  C8   0.020
 8Y6  plan-3  C9   0.020
 8Y6  plan-3  N1   0.020
 8Y6  plan-3  C10  0.020
 8Y6  plan-3  C11  0.020
 8Y6  plan-3  C12  0.020
 8Y6  plan-3  C13  0.020
 8Y6  plan-3  C14  0.020
 8Y6  plan-3  C15  0.020
 8Y6  plan-3  F2   0.020
 8Y6  plan-3  C22  0.020
 8Y6  plan-3  C23  0.020
 8Y6  plan-3  O5   0.020
 8Y6  plan-3  C25  0.020
 8Y6  plan-3  C24  0.020
 8Y6  plan-3  H13  0.020
 8Y6  plan-3  H25  0.020
 8Y6  plan-3  H24  0.020
 8Y6  plan-4  C10  0.020
 8Y6  plan-4  C14  0.020
 8Y6  plan-4  O1   0.020
 8Y6  plan-4  O3   0.020

