# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 12:59:00 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: N-{3-[(furan-2-carbonyl)amino]phenyl}-2,3-dihydro-1,4-benzodioxine-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1cccc(NC(=O)c2ccc3OCCOc3c2)c1)c4occc4
#
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
 O4G  O4G  N-{3-[(furan-2-carbonyl)amino]phenyl}-2,3-dihydro-1,4-benzodioxine-6-carboxamide  ligand  43  27  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O4G
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
 O4G  C1   C  C     0   0.488   4.2892   0.8902   0.0206
 O4G  C2   C  C     0   0.539  -1.9035  -1.4109  -0.1659
 O4G  C3   C  CR5   0   0.228   5.6727   1.3765   0.0777
 O4G  C11  C  CR6   0   0.426   0.5848  -1.5312  -0.1317
 O4G  C12  C  CR6   0   0.408   2.9849  -1.2233  -0.0779
 O4G  C14  C  CR15  0  -0.315   6.1455   2.6499   0.1292
 O4G  C17  C  CR16  0  -0.462   1.7012  -0.6904  -0.0706
 O4G  C19  C  CR15  0   0.024   7.8383   1.2150   0.1472
 O4G  C20  C  CR16  0  -0.307  -2.8539   0.8813  -0.7193
 O4G  C21  C  CR15  0  -0.332   7.5617   2.5426   0.1750
 O4G  C22  C  CR16  0  -0.350  -3.9350   1.7428  -0.7728
 O4G  C23  C  CR16  0  -0.231   2.0409  -3.4268  -0.2091
 O4G  C24  C  CR16  0  -0.339   0.7507  -2.9129  -0.2016
 O4G  C25  C  CR16  0  -0.368   3.1515  -2.6094  -0.1490
 O4G  C26  C  CH2   0  -0.230  -7.4737   0.6396   0.9190
 O4G  C27  C  CH2   0  -0.227  -7.4971   1.6244  -0.2233
 O4G  C10  C  CR6   0   0.328  -5.1851   1.3376  -0.3231
 O4G  C6   C  CR6   0  -0.053  -3.0096  -0.4127  -0.2233
 O4G  C7   C  CR6   0   0.342  -5.3460   0.0420   0.1868
 O4G  C8   C  CR16  0  -0.388  -4.2644  -0.8207   0.2207
 O4G  N4   N  NH1   0  -0.762   4.1523  -0.4586  -0.0163
 O4G  O13  O  O2    0  -0.478  -6.5376  -0.3951   0.6529
 O4G  O15  O  O     0  -0.461   3.3665   1.6886   0.0105
 O4G  O16  O  O     0  -0.463  -2.1339  -2.6085  -0.1453
 O4G  O18  O  O2    0  -0.472  -6.2112   2.2068  -0.3971
 O4G  O9   O  O     0  -0.413   6.7025   0.5010   0.0879
 O4G  H31  H  HCR5  0   0.277   5.5557   3.5518   0.1345
 O4G  H32  H  HCR6  0   0.296   1.5543   0.3774  -0.0194
 O4G  H33  H  HCR5  0   0.292   8.7606   0.6572   0.1636
 O4G  H35  H  HCR5  0   0.277   8.2793   3.3445   0.2230
 O4G  H36  H  HCR6  0   0.277  -3.8193   2.7403  -1.1772
 O4G  H37  H  HCR6  0   0.264   2.1769  -4.4989  -0.2624
 O4G  H38  H  HCR6  0   0.281  -0.0912  -3.5813  -0.2463
 O4G  H39  H  HCR6  0   0.271   4.1457  -3.0390  -0.1568
 O4G  H41  H  HCH2  0   0.248  -7.2189   1.1444   1.8565
 O4G  H40  H  HCH2  0   0.265  -8.4490   0.1695   1.0344
 O4G  H42  H  HCH2  0   0.249  -7.8096   1.1314  -1.1491
 O4G  H43  H  HCH2  0   0.265  -8.1910   2.4365  -0.0132
 O4G  H30  H  HCR6  0   0.272  -4.4087  -1.8203   0.6110
 O4G  H28  H  HNH1  0   0.422   5.0022  -1.0036  -0.0075
 O4G  N5   N  NH1   0  -0.773  -0.6531  -0.8824  -0.1238
 O4G  H34  H  HCR6  0   0.263  -1.9073   1.2309  -1.1101
 O4G  H29  H  HNH1  0   0.425  -0.5909   0.1202  -0.0408

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
 O4G  C19  C21  aromatic  1.356  0.020  1.356
 O4G  C19  O9   aromatic  1.343  0.020  1.343
 O4G  C21  C14  aromatic  1.421  0.020  1.421
 O4G  O9   C3   aromatic  1.352  0.020  1.352
 O4G  C3   C14  aromatic  1.359  0.020  1.359
 O4G  C3   C1   single    1.468  0.020  1.468
 O4G  O15  C1   double    1.220  0.020  1.220
 O4G  C1   N4   single    1.356  0.020  1.356
 O4G  N4   C12  single    1.397  0.020  1.397
 O4G  O16  C2   double    1.220  0.020  1.220
 O4G  C12  C17  aromatic  1.390  0.020  1.390
 O4G  C12  C25  aromatic  1.398  0.020  1.398
 O4G  C17  C11  aromatic  1.399  0.020  1.399
 O4G  C25  C23  aromatic  1.380  0.020  1.380
 O4G  C20  C22  aromatic  1.383  0.020  1.383
 O4G  C20  C6   aromatic  1.394  0.020  1.394
 O4G  C2   C6   single    1.491  0.020  1.491
 O4G  C2   N5   single    1.358  0.020  1.358
 O4G  C23  C24  aromatic  1.389  0.020  1.389
 O4G  C11  C24  aromatic  1.393  0.020  1.393
 O4G  C11  N5   single    1.398  0.020  1.398
 O4G  C22  C10  aromatic  1.389  0.020  1.389
 O4G  C6   C8   aromatic  1.392  0.020  1.392
 O4G  C10  O18  single    1.347  0.020  1.347
 O4G  C10  C7   aromatic  1.402  0.020  1.402
 O4G  C8   C7   aromatic  1.384  0.020  1.384
 O4G  O18  C27  single    1.422  0.020  1.422
 O4G  C7   O13  single    1.352  0.020  1.352
 O4G  C27  C26  single    1.508  0.020  1.508
 O4G  O13  C26  single    1.420  0.020  1.420
 O4G  C14  H31  single    0.930  0.020  1.080
 O4G  C17  H32  single    0.930  0.020  1.080
 O4G  C19  H33  single    0.930  0.020  1.080
 O4G  C20  H34  single    0.930  0.020  1.080
 O4G  C21  H35  single    0.930  0.020  1.080
 O4G  C22  H36  single    0.930  0.020  1.080
 O4G  C23  H37  single    0.930  0.020  1.080
 O4G  C24  H38  single    0.930  0.020  1.080
 O4G  C25  H39  single    0.930  0.020  1.080
 O4G  C26  H41  single    0.970  0.020  1.090
 O4G  C26  H40  single    0.970  0.020  1.090
 O4G  C27  H42  single    0.970  0.020  1.090
 O4G  C27  H43  single    0.970  0.020  1.090
 O4G  C8   H30  single    0.930  0.020  1.080
 O4G  N4   H28  single    0.860  0.020  1.020
 O4G  N5   H29  single    0.860  0.020  1.020

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
 O4G  O15  C1   N4   125.04  3.000
 O4G  N4   C1   C3   115.20  3.000
 O4G  O15  C1   C3   119.76  3.000
 O4G  O16  C2   N5   123.75  3.000
 O4G  N5   C2   C6   115.06  3.000
 O4G  O16  C2   C6   121.19  3.000
 O4G  O9   C3   C14  109.97  3.000
 O4G  C14  C3   C1   129.77  3.000
 O4G  O9   C3   C1   120.25  3.000
 O4G  N5   C11  C24  124.48  3.000
 O4G  N5   C11  C17  115.31  3.000
 O4G  C24  C11  C17  120.21  3.000
 O4G  N4   C12  C25  116.45  3.000
 O4G  C25  C12  C17  119.37  3.000
 O4G  N4   C12  C17  124.18  3.000
 O4G  H31  C14  C21  127.47  3.000
 O4G  H31  C14  C3   126.44  3.000
 O4G  C21  C14  C3   106.09  3.000
 O4G  H32  C17  C12  120.35  3.000
 O4G  H32  C17  C11  119.22  3.000
 O4G  C12  C17  C11  120.42  3.000
 O4G  H33  C19  O9   116.69  3.000
 O4G  H33  C19  C21  132.89  3.000
 O4G  O9   C19  C21  110.42  3.000
 O4G  H34  C20  C6   121.73  3.000
 O4G  H34  C20  C22  117.93  3.000
 O4G  C6   C20  C22  120.29  3.000
 O4G  H35  C21  C19  126.42  3.000
 O4G  H35  C21  C14  127.54  3.000
 O4G  C19  C21  C14  106.05  3.000
 O4G  H36  C22  C10  119.07  3.000
 O4G  H36  C22  C20  120.32  3.000
 O4G  C10  C22  C20  120.61  3.000
 O4G  H37  C23  C25  119.19  3.000
 O4G  H37  C23  C24  118.93  3.000
 O4G  C25  C23  C24  121.88  3.000
 O4G  H38  C24  C23  119.79  3.000
 O4G  H38  C24  C11  121.67  3.000
 O4G  C23  C24  C11  118.55  3.000
 O4G  H39  C25  C23  120.22  3.000
 O4G  H39  C25  C12  120.21  3.000
 O4G  C23  C25  C12  119.57  3.000
 O4G  H40  C26  H41  108.47  3.000
 O4G  H40  C26  O13  107.20  3.000
 O4G  H41  C26  O13  110.05  3.000
 O4G  H40  C26  C27  110.38  3.000
 O4G  H41  C26  C27  110.55  3.000
 O4G  O13  C26  C27  110.12  3.000
 O4G  H43  C27  H42  108.50  3.000
 O4G  H43  C27  O18  107.12  3.000
 O4G  H42  C27  O18  109.82  3.000
 O4G  H43  C27  C26  110.54  3.000
 O4G  H42  C27  C26  110.55  3.000
 O4G  O18  C27  C26  110.24  3.000
 O4G  O18  C10  C7   121.95  3.000
 O4G  C7   C10  C22  119.39  3.000
 O4G  O18  C10  C22  118.66  3.000
 O4G  C8   C6   C20  119.08  3.000
 O4G  C8   C6   C2   117.40  3.000
 O4G  C20  C6   C2   123.51  3.000
 O4G  O13  C7   C8   118.61  3.000
 O4G  O13  C7   C10  121.69  3.000
 O4G  C8   C7   C10  119.70  3.000
 O4G  H30  C8   C7   118.69  3.000
 O4G  H30  C8   C6   120.38  3.000
 O4G  C7   C8   C6   120.93  3.000
 O4G  H28  N4   C12  114.11  3.000
 O4G  H28  N4   C1   116.84  3.000
 O4G  C12  N4   C1   129.05  3.000
 O4G  C7   O13  C26  114.20  3.000
 O4G  C10  O18  C27  114.70  3.000
 O4G  C19  O9   C3   107.47  3.000
 O4G  H29  N5   C11  114.05  3.000
 O4G  H29  N5   C2   116.51  3.000
 O4G  C11  N5   C2   129.39  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
 O4G  CONST_01  C21  C19  O9   C3      0.00   0.0  0
 O4G  CONST_02  C19  C21  C14  C3      0.00   0.0  0
 O4G  CONST_03  C25  C12  C17  C11     0.00   0.0  0
 O4G  CONST_04  C25  C23  C24  C11     0.00   0.0  0
 O4G  CONST_05  C24  C11  C17  C12     0.00   0.0  0
 O4G  CONST_06  C24  C23  C25  C12     0.00   0.0  0
 O4G  CONST_07  O9   C19  C21  C14     0.00   0.0  0
 O4G  CONST_08  C19  O9   C3   C14     0.00   0.0  0
 O4G  CONST_09  C23  C25  C12  C17     0.00   0.0  0
 O4G  CONST_10  C23  C24  C11  C17     0.00   0.0  0
 O4G  CONST_11  C7   C10  C22  C20     0.00   0.0  0
 O4G  CONST_12  C7   C8   C6   C20     0.00   0.0  0
 O4G  CONST_13  O9   C3   C14  C21     0.00   0.0  0
 O4G  CONST_14  C8   C6   C20  C22     0.00   0.0  0
 O4G  CONST_15  C8   C7   C10  C22     0.00   0.0  0
 O4G  CONST_16  C6   C20  C22  C10     0.00   0.0  0
 O4G  CONST_17  C6   C8   C7   C10     0.00   0.0  0
 O4G  CONST_18  C19  O9   C3   C1    180.00   0.0  0
 O4G  CONST_19  C21  C14  C3   C1    180.00   0.0  0
 O4G  CONST_20  C22  C20  C6   C2    180.00   0.0  0
 O4G  CONST_21  C7   C8   C6   C2    180.00   0.0  0
 O4G  CONST_22  N4   C12  C17  C11   180.00   0.0  0
 O4G  CONST_23  N5   C11  C17  C12   180.00   0.0  0
 O4G  CONST_24  N4   C12  C25  C23   180.00   0.0  0
 O4G  CONST_25  N5   C11  C24  C23   180.00   0.0  0
 O4G  CONST_26  H33  C19  O9   C3    180.00   0.0  0
 O4G  CONST_27  H35  C21  C14  C3    180.00   0.0  0
 O4G  CONST_28  H37  C23  C24  C11   180.00   0.0  0
 O4G  CONST_29  H39  C25  C12  C17   180.00   0.0  0
 O4G  CONST_30  H38  C24  C11  C17   180.00   0.0  0
 O4G  CONST_31  H31  C14  C21  C19   180.00   0.0  0
 O4G  CONST_32  H30  C8   C6   C20   180.00   0.0  0
 O4G  CONST_33  H32  C17  C11  C24   180.00   0.0  0
 O4G  CONST_34  H34  C20  C22  C10   180.00   0.0  0
 O4G  CONST_35  H36  C22  C20  C6    180.00   0.0  0
 O4G  CONST_36  C12  N4   C1   C3    180.00   0.0  0
 O4G  CONST_37  C6   C2   N5   C11   180.00   0.0  0
 O4G  CONST_38  C17  C12  N4   C1      0.00   0.0  0
 O4G  CONST_39  C25  C12  N4   C1    180.00   0.0  0
 O4G  CONST_40  C17  C11  N5   C2    180.00   0.0  0
 O4G  CONST_41  C24  C11  N5   C2      0.00   0.0  0
 O4G  CONST_42  H28  N4   C12  C17   180.00   0.0  0
 O4G  CONST_43  H29  N5   C11  C17     0.00   0.0  0
 O4G  CONST_44  O16  C2   N5   C11     0.00   0.0  0
 O4G  CONST_45  O15  C1   N4   C12     0.00   0.0  0
 O4G  Var_01    C10  C7   O13  C26   -16.30  30.0  1
 O4G  Var_02    C7   C10  O18  C27   -14.06  30.0  1
 O4G  Var_03    O18  C27  C26  O13   -60.08  30.0  1
 O4G  Var_04    H42  C27  O18  C10   -78.64  30.0  1
 O4G  Var_05    H41  C26  O13  C7    -76.53  30.0  1
 O4G  Var_06    O15  C1   C3   C14     0.23  30.0  2
 O4G  Var_07    O16  C2   C6   C20  -156.13  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
 O4G  plan-1  C1   0.020
 O4G  plan-1  C3   0.020
 O4G  plan-1  C14  0.020
 O4G  plan-1  C19  0.020
 O4G  plan-1  C21  0.020
 O4G  plan-1  O9   0.020
 O4G  plan-1  H31  0.020
 O4G  plan-1  H33  0.020
 O4G  plan-1  H35  0.020
 O4G  plan-2  C11  0.020
 O4G  plan-2  C12  0.020
 O4G  plan-2  C17  0.020
 O4G  plan-2  C23  0.020
 O4G  plan-2  C24  0.020
 O4G  plan-2  C25  0.020
 O4G  plan-2  N4   0.020
 O4G  plan-2  H32  0.020
 O4G  plan-2  H37  0.020
 O4G  plan-2  H38  0.020
 O4G  plan-2  H39  0.020
 O4G  plan-2  N5   0.020
 O4G  plan-3  C2   0.020
 O4G  plan-3  C20  0.020
 O4G  plan-3  C22  0.020
 O4G  plan-3  C10  0.020
 O4G  plan-3  C6   0.020
 O4G  plan-3  C7   0.020
 O4G  plan-3  C8   0.020
 O4G  plan-3  O13  0.020
 O4G  plan-3  O18  0.020
 O4G  plan-3  H36  0.020
 O4G  plan-3  H30  0.020
 O4G  plan-3  H34  0.020
 O4G  plan-4  C1   0.020
 O4G  plan-4  C3   0.020
 O4G  plan-4  C12  0.020
 O4G  plan-4  N4   0.020
 O4G  plan-4  O15  0.020
 O4G  plan-4  H28  0.020
 O4G  plan-5  C2   0.020
 O4G  plan-5  C11  0.020
 O4G  plan-5  C6   0.020
 O4G  plan-5  O16  0.020
 O4G  plan-5  N5   0.020
 O4G  plan-5  H29  0.020

