# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 12:53:29 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: ~{N}-[5-(2,3-dihydro-1,4-benzodioxin-6-ylcarbonylamino)-2-methyl-phenyl]-2-methyl-quinoline-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2cc(ccc2n1)C(=O)Nc3cc(NC(=O)c4ccc5OCCOc5c4)ccc3C
#
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
 FJH  FJH  ~{N}-[5-(2,3-dihydro-1,4-benzodioxin-6-ylcarbonylamino)-2-methyl-phenyl]-2-methyl-quinoline-6-carboxamide  ligand  57  34  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FJH
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
 FJH  C1   C  CR6   0   0.230   -8.5801   2.0342  -0.0947
 FJH  N2   N  N     0  -0.458   -7.9552   1.1764  -0.8596
 FJH  C3   C  CR16  0  -0.173   -6.6844   2.3052   1.3588
 FJH  C4   C  CR66  0   0.100   -5.9864   1.3798   0.5472
 FJH  C5   C  CR16  0  -0.343   -4.6587   0.9908   0.8003
 FJH  C6   C  CR6   0  -0.051   -4.0270   0.0779  -0.0101
 FJH  C8   C  CR6   0   0.339   -0.9493  -2.0853   0.0409
 FJH  C9   C  CR16  0  -0.412    0.2091  -1.3265  -0.0445
 FJH  C11  C  C     0   0.538    3.8788  -1.3183   0.2048
 FJH  C12  C  CR6   0  -0.057    4.8047  -0.2011  -0.1369
 FJH  C13  C  CR16  0  -0.304    4.5047   0.7759  -1.0854
 FJH  C14  C  CR16  0  -0.351    5.4217   1.7696  -1.3778
 FJH  C15  C  CR6   0   0.328    6.6534   1.8053  -0.7367
 FJH  C16  C  CH2   0  -0.225    8.6128   2.9328  -0.1537
 FJH  C17  C  CH2   0  -0.232    9.1680   1.5746   0.1972
 FJH  C19  C  CR16  0  -0.388    6.0517  -0.1833   0.4819
 FJH  C10  C  CR6   0   0.391    1.4640  -1.9138   0.1180
 FJH  C18  C  CR6   0   0.342    6.9716   0.8105   0.1980
 FJH  C20  C  CR16  0  -0.317    1.5462  -3.2838   0.3579
 FJH  C22  C  CR6   0   0.043   -0.8844  -3.4649   0.2770
 FJH  C23  C  CH3   0  -0.755   -2.1231  -4.3063   0.3672
 FJH  C24  C  CR16  0  -0.299   -4.7164  -0.4503  -1.1270
 FJH  C25  C  CR16  0  -0.287   -6.0049  -0.0796  -1.3965
 FJH  C26  C  CR66  0   0.207   -6.6771   0.8398  -0.5626
 FJH  O1   O  O     0  -0.464    4.2960  -2.3737   0.6524
 FJH  O3   O  O2    0  -0.479    8.1683   0.7868   0.8279
 FJH  O2   O  O2    0  -0.472    7.5097   2.7986  -1.0420
 FJH  N1   N  NH1   0  -0.771    2.5637  -1.0595  -0.0114
 FJH  C21  C  CR16  0  -0.293    0.3763  -4.0262   0.4231
 FJH  N    N  NH1   0  -0.772   -2.2135  -1.5024  -0.1457
 FJH  C7   C  C     0   0.539   -2.6195  -0.2936   0.3232
 FJH  O    O  O     0  -0.458   -1.9086   0.4394   0.9875
 FJH  C2   C  CR16  0  -0.325   -7.9672   2.6298   1.0414
 FJH  C    C  CH3   0  -0.735   -9.9894   2.3991  -0.4394
 FJH  H1   H  HCR6  0   0.274   -6.1930   2.7431   2.2188
 FJH  H2   H  HCR6  0   0.268   -4.1404   1.4133   1.6523
 FJH  H3   H  HCR6  0   0.280    0.1456  -0.2682  -0.2570
 FJH  H4   H  HCR6  0   0.261    3.5696   0.7694  -1.6302
 FJH  H5   H  HCR6  0   0.277    5.1909   2.5286  -2.1144
 FJH  H6   H  HCH2  0   0.249    8.2988   3.4643   0.7501
 FJH  H7   H  HCH2  0   0.265    9.3642   3.5331  -0.6641
 FJH  H8   H  HCH2  0   0.248    9.5342   1.0660  -0.7007
 FJH  H9   H  HCH2  0   0.266    9.9933   1.6715   0.9002
 FJH  H10  H  HCR6  0   0.271    6.3161  -0.9487   1.2006
 FJH  H11  H  HCR6  0   0.278    2.4932  -3.7788   0.4911
 FJH  H12  H  HCH3  0   0.250   -2.6478  -4.3704  -0.5900
 FJH  H13  H  HCH3  0   0.263   -1.8753  -5.3245   0.6615
 FJH  H14  H  HCH3  0   0.251   -2.8307  -3.9127   1.0992
 FJH  H15  H  HCR6  0   0.265   -4.2256  -1.1340  -1.8081
 FJH  H16  H  HCR6  0   0.268   -6.5258  -0.4781  -2.2572
 FJH  H17  H  HNH1  0   0.422    2.3253  -0.1090  -0.2474
 FJH  H18  H  HCR6  0   0.255    0.4539  -5.0915   0.6038
 FJH  H19  H  HNH1  0   0.418   -2.9177  -2.1040  -0.5426
 FJH  H20  H  HCR6  0   0.270   -8.5288   3.3340   1.6409
 FJH  H21  H  HCH3  0   0.255  -10.6570   2.2095   0.4025
 FJH  H22  H  HCH3  0   0.257  -10.0653   3.4633  -0.6702
 FJH  H23  H  HCH3  0   0.253  -10.3403   1.8317  -1.2982

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
 FJH  C    C1   single    1.496  0.020  1.496
 FJH  C2   C1   aromatic  1.422  0.020  1.422
 FJH  C2   C3   aromatic  1.361  0.020  1.361
 FJH  C1   N2   aromatic  1.308  0.020  1.308
 FJH  C3   C4   aromatic  1.415  0.020  1.415
 FJH  N2   C26  aromatic  1.355  0.020  1.355
 FJH  C4   C26  aromatic  1.414  0.020  1.414
 FJH  C4   C5   aromatic  1.406  0.020  1.406
 FJH  C26  C25  aromatic  1.412  0.020  1.412
 FJH  C5   C6   aromatic  1.375  0.020  1.375
 FJH  C25  C24  aromatic  1.368  0.020  1.368
 FJH  C23  C22  single    1.500  0.020  1.500
 FJH  C6   C24  aromatic  1.415  0.020  1.415
 FJH  C6   C7   single    1.493  0.020  1.493
 FJH  N    C8   single    1.405  0.020  1.405
 FJH  N    C7   single    1.359  0.020  1.359
 FJH  C22  C8   aromatic  1.401  0.020  1.401
 FJH  C22  C21  aromatic  1.388  0.020  1.388
 FJH  C8   C9   aromatic  1.387  0.020  1.387
 FJH  C7   O    double    1.218  0.020  1.218
 FJH  C21  C20  aromatic  1.387  0.020  1.387
 FJH  C9   C10  aromatic  1.395  0.020  1.395
 FJH  C20  C10  aromatic  1.393  0.020  1.393
 FJH  C10  N1   single    1.399  0.020  1.399
 FJH  N1   C11  single    1.358  0.020  1.358
 FJH  C11  O1   double    1.220  0.020  1.220
 FJH  C11  C12  single    1.491  0.020  1.491
 FJH  C13  C12  aromatic  1.394  0.020  1.394
 FJH  C13  C14  aromatic  1.383  0.020  1.383
 FJH  C12  C19  aromatic  1.392  0.020  1.392
 FJH  C14  C15  aromatic  1.389  0.020  1.389
 FJH  C19  C18  aromatic  1.384  0.020  1.384
 FJH  C15  C18  aromatic  1.402  0.020  1.402
 FJH  C15  O2   single    1.346  0.020  1.346
 FJH  C18  O3   single    1.352  0.020  1.352
 FJH  O2   C16  single    1.423  0.020  1.423
 FJH  C16  C17  single    1.509  0.020  1.509
 FJH  O3   C17  single    1.421  0.020  1.421
 FJH  C3   H1   single    0.930  0.020  1.080
 FJH  C5   H2   single    0.930  0.020  1.080
 FJH  C9   H3   single    0.930  0.020  1.080
 FJH  C13  H4   single    0.930  0.020  1.080
 FJH  C14  H5   single    0.930  0.020  1.080
 FJH  C16  H6   single    0.970  0.020  1.090
 FJH  C16  H7   single    0.970  0.020  1.090
 FJH  C17  H8   single    0.970  0.020  1.090
 FJH  C17  H9   single    0.970  0.020  1.090
 FJH  C19  H10  single    0.930  0.020  1.080
 FJH  C20  H11  single    0.930  0.020  1.080
 FJH  C23  H12  single    0.970  0.020  1.090
 FJH  C23  H13  single    0.970  0.020  1.090
 FJH  C23  H14  single    0.970  0.020  1.090
 FJH  C24  H15  single    0.930  0.020  1.080
 FJH  C25  H16  single    0.930  0.020  1.080
 FJH  N1   H17  single    0.860  0.020  1.020
 FJH  C21  H18  single    0.930  0.020  1.080
 FJH  N    H19  single    0.860  0.020  1.020
 FJH  C2   H20  single    0.930  0.020  1.080
 FJH  C    H21  single    0.970  0.020  1.090
 FJH  C    H22  single    0.970  0.020  1.090
 FJH  C    H23  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
 FJH  C    C1   C2   119.21  3.000
 FJH  C2   C1   N2   122.41  3.000
 FJH  C    C1   N2   118.37  3.000
 FJH  C26  N2   C1   119.04  3.000
 FJH  H1   C3   C2   121.10  3.000
 FJH  H1   C3   C4   119.74  3.000
 FJH  C2   C3   C4   119.16  3.000
 FJH  C26  C4   C5   119.78  3.000
 FJH  C5   C4   C3   122.91  3.000
 FJH  C26  C4   C3   117.31  3.000
 FJH  H2   C5   C6   120.19  3.000
 FJH  H2   C5   C4   119.04  3.000
 FJH  C6   C5   C4   120.76  3.000
 FJH  C7   C6   C24  122.86  3.000
 FJH  C7   C6   C5   117.83  3.000
 FJH  C24  C6   C5   119.31  3.000
 FJH  N    C8   C22  118.21  3.000
 FJH  C22  C8   C9   120.67  3.000
 FJH  N    C8   C9   121.08  3.000
 FJH  H3   C9   C10  119.19  3.000
 FJH  H3   C9   C8   119.90  3.000
 FJH  C10  C9   C8   120.90  3.000
 FJH  N1   C11  O1   123.68  3.000
 FJH  O1   C11  C12  121.34  3.000
 FJH  N1   C11  C12  114.98  3.000
 FJH  C19  C12  C13  119.09  3.000
 FJH  C19  C12  C11  117.64  3.000
 FJH  C13  C12  C11  123.19  3.000
 FJH  H4   C13  C14  118.07  3.000
 FJH  H4   C13  C12  121.61  3.000
 FJH  C14  C13  C12  120.30  3.000
 FJH  H5   C14  C15  119.02  3.000
 FJH  H5   C14  C13  120.41  3.000
 FJH  C15  C14  C13  120.58  3.000
 FJH  O2   C15  C18  122.03  3.000
 FJH  O2   C15  C14  118.57  3.000
 FJH  C18  C15  C14  119.40  3.000
 FJH  H7   C16  H6   108.50  3.000
 FJH  H7   C16  O2   107.12  3.000
 FJH  H6   C16  O2   109.81  3.000
 FJH  H7   C16  C17  110.58  3.000
 FJH  H6   C16  C17  110.53  3.000
 FJH  O2   C16  C17  110.22  3.000
 FJH  H9   C17  H8   108.50  3.000
 FJH  H9   C17  O3   107.23  3.000
 FJH  H8   C17  O3   109.99  3.000
 FJH  H9   C17  C16  110.43  3.000
 FJH  H8   C17  C16  110.52  3.000
 FJH  O3   C17  C16  110.10  3.000
 FJH  H10  C19  C18  118.79  3.000
 FJH  H10  C19  C12  120.31  3.000
 FJH  C18  C19  C12  120.90  3.000
 FJH  N1   C10  C20  124.76  3.000
 FJH  N1   C10  C9   116.07  3.000
 FJH  C20  C10  C9   119.15  3.000
 FJH  O3   C18  C19  118.69  3.000
 FJH  O3   C18  C15  121.59  3.000
 FJH  C19  C18  C15  119.71  3.000
 FJH  H11  C20  C21  119.33  3.000
 FJH  H11  C20  C10  121.68  3.000
 FJH  C21  C20  C10  118.99  3.000
 FJH  C21  C22  C23  121.13  3.000
 FJH  C21  C22  C8   117.27  3.000
 FJH  C23  C22  C8   121.61  3.000
 FJH  H14  C23  H13  107.67  3.000
 FJH  H14  C23  H12  107.28  3.000
 FJH  H13  C23  H12  106.92  3.000
 FJH  H14  C23  C22  111.92  3.000
 FJH  H13  C23  C22  110.67  3.000
 FJH  H12  C23  C22  112.12  3.000
 FJH  H15  C24  C25  118.32  3.000
 FJH  H15  C24  C6   120.76  3.000
 FJH  C25  C24  C6   120.89  3.000
 FJH  H16  C25  C26  118.71  3.000
 FJH  H16  C25  C24  120.70  3.000
 FJH  C26  C25  C24  120.59  3.000
 FJH  C25  C26  C4   118.66  3.000
 FJH  C25  C26  N2   118.79  3.000
 FJH  C4   C26  N2   122.54  3.000
 FJH  C18  O3   C17  113.96  3.000
 FJH  C16  O2   C15  114.90  3.000
 FJH  H17  N1   C10  114.31  3.000
 FJH  H17  N1   C11  116.49  3.000
 FJH  C10  N1   C11  129.09  3.000
 FJH  H18  C21  C22  118.72  3.000
 FJH  H18  C21  C20  118.28  3.000
 FJH  C22  C21  C20  123.01  3.000
 FJH  H19  N    C7   117.28  3.000
 FJH  H19  N    C8   115.69  3.000
 FJH  C7   N    C8   126.32  3.000
 FJH  O    C7   N    123.31  3.000
 FJH  O    C7   C6   121.47  3.000
 FJH  N    C7   C6   115.21  3.000
 FJH  H20  C2   C3   121.02  3.000
 FJH  H20  C2   C1   119.45  3.000
 FJH  C3   C2   C1   119.53  3.000
 FJH  H23  C    H22  108.62  3.000
 FJH  H23  C    H21  108.74  3.000
 FJH  H22  C    H21  106.86  3.000
 FJH  H23  C    C1   111.02  3.000
 FJH  H22  C    C1   110.61  3.000
 FJH  H21  C    C1   110.87  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
 FJH  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 FJH  CONST_02  C4   C26  N2   C1     0.00   0.0  0
 FJH  CONST_03  C25  C26  N2   C1   180.00   0.0  0
 FJH  CONST_04  C3   C2   C1   N2     0.00   0.0  0
 FJH  CONST_05  C3   C4   C26  N2     0.00   0.0  0
 FJH  CONST_06  C5   C4   C26  N2   180.00   0.0  0
 FJH  CONST_07  C24  C25  C26  N2   180.00   0.0  0
 FJH  CONST_08  C25  C26  C4   C3   180.00   0.0  0
 FJH  CONST_09  C6   C5   C4   C3   180.00   0.0  0
 FJH  CONST_10  C24  C25  C26  C4     0.00   0.0  0
 FJH  CONST_11  C24  C6   C5   C4     0.00   0.0  0
 FJH  CONST_12  C2   C3   C4   C5   180.00   0.0  0
 FJH  CONST_13  C25  C26  C4   C5     0.00   0.0  0
 FJH  CONST_14  C25  C24  C6   C5     0.00   0.0  0
 FJH  CONST_15  C26  C4   C5   C6     0.00   0.0  0
 FJH  CONST_16  C26  C25  C24  C6     0.00   0.0  0
 FJH  CONST_17  C20  C21  C22  C8     0.00   0.0  0
 FJH  CONST_18  C20  C10  C9   C8     0.00   0.0  0
 FJH  CONST_19  C21  C22  C8   C9     0.00   0.0  0
 FJH  CONST_20  C21  C20  C10  C9     0.00   0.0  0
 FJH  CONST_21  C15  C14  C13  C12    0.00   0.0  0
 FJH  CONST_22  C15  C18  C19  C12    0.00   0.0  0
 FJH  CONST_23  C18  C19  C12  C13    0.00   0.0  0
 FJH  CONST_24  C18  C15  C14  C13    0.00   0.0  0
 FJH  CONST_25  C19  C12  C13  C14    0.00   0.0  0
 FJH  CONST_26  C19  C18  C15  C14    0.00   0.0  0
 FJH  CONST_27  C22  C8   C9   C10    0.00   0.0  0
 FJH  CONST_28  C22  C21  C20  C10    0.00   0.0  0
 FJH  CONST_29  C2   C1   N2   C26    0.00   0.0  0
 FJH  CONST_30  C2   C3   C4   C26    0.00   0.0  0
 FJH  CONST_31  C    C1   C2   C3   180.00   0.0  0
 FJH  CONST_32  C7   C6   C5   C4   180.00   0.0  0
 FJH  CONST_33  N1   C10  C9   C8   180.00   0.0  0
 FJH  CONST_34  C23  C22  C8   C9   180.00   0.0  0
 FJH  CONST_35  C14  C13  C12  C11  180.00   0.0  0
 FJH  CONST_36  C18  C19  C12  C11  180.00   0.0  0
 FJH  CONST_37  N    C8   C9   C10  180.00   0.0  0
 FJH  CONST_38  C23  C22  C21  C20  180.00   0.0  0
 FJH  CONST_39  C7   C6   C24  C25  180.00   0.0  0
 FJH  CONST_40  C    C1   N2   C26  180.00   0.0  0
 FJH  CONST_41  C21  C20  C10  N1   180.00   0.0  0
 FJH  CONST_42  N    C8   C22  C21  180.00   0.0  0
 FJH  CONST_43  H1   C3   C2   C1   180.00   0.0  0
 FJH  CONST_44  H20  C2   C1   N2   180.00   0.0  0
 FJH  CONST_45  H16  C25  C26  N2     0.00   0.0  0
 FJH  CONST_46  H2   C5   C4   C3     0.00   0.0  0
 FJH  CONST_47  H15  C24  C6   C5   180.00   0.0  0
 FJH  CONST_48  H18  C21  C22  C8   180.00   0.0  0
 FJH  CONST_49  H11  C20  C10  C9   180.00   0.0  0
 FJH  CONST_50  H5   C14  C13  C12  180.00   0.0  0
 FJH  CONST_51  H10  C19  C12  C13  180.00   0.0  0
 FJH  CONST_52  H4   C13  C14  C15  180.00   0.0  0
 FJH  CONST_53  H3   C9   C10  C20  180.00   0.0  0
 FJH  CONST_54  C8   N    C7   C6   180.00   0.0  0
 FJH  CONST_55  C10  N1   C11  C12  180.00   0.0  0
 FJH  CONST_57  C11  N1   C10  C9   180.00   0.0  0
 FJH  CONST_58  C20  C10  N1   C11    0.00   0.0  0
 FJH  CONST_61  H17  N1   C10  C9     0.00   0.0  0
 FJH  CONST_62  O    C7   N    C8     0.00   0.0  0
 FJH  CONST_63  O1   C11  N1   C10    0.00   0.0  0
 FJH  Var_01    C17  C16  O2   C15   42.41  30.0  1
 FJH  Var_02    C18  C15  O2   C16  -13.12  30.0  1
 FJH  Var_03    C19  C18  O3   C17  161.99  30.0  1
 FJH  Var_04    O2   C16  C17  O3   -60.08  30.0  1
 FJH  Var_05    H8   C17  O3   C18  -75.39  30.0  1
 FJH  Var_06    N    C7   C6   C5   156.35  30.0  2
 FJH  Var_07    N1   C11  C12  C13  -26.05  30.0  2
 FJH  Var_08    H21  C    C1   N2   124.05  30.0  2
 FJH  Var_09    H12  C23  C22  C8    66.91  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
 FJH  plan-1  C8   0.020
 FJH  plan-1  C9   0.020
 FJH  plan-1  C10  0.020
 FJH  plan-1  C20  0.020
 FJH  plan-1  C22  0.020
 FJH  plan-1  C23  0.020
 FJH  plan-1  N1   0.020
 FJH  plan-1  C21  0.020
 FJH  plan-1  N    0.020
 FJH  plan-1  H3   0.020
 FJH  plan-1  H11  0.020
 FJH  plan-1  H18  0.020
 FJH  plan-2  C1   0.020
 FJH  plan-2  N2   0.020
 FJH  plan-2  C3   0.020
 FJH  plan-2  C4   0.020
 FJH  plan-2  C5   0.020
 FJH  plan-2  C6   0.020
 FJH  plan-2  C24  0.020
 FJH  plan-2  C25  0.020
 FJH  plan-2  C26  0.020
 FJH  plan-2  C7   0.020
 FJH  plan-2  C2   0.020
 FJH  plan-2  C    0.020
 FJH  plan-2  H1   0.020
 FJH  plan-2  H2   0.020
 FJH  plan-2  H15  0.020
 FJH  plan-2  H16  0.020
 FJH  plan-2  H20  0.020
 FJH  plan-3  C11  0.020
 FJH  plan-3  C12  0.020
 FJH  plan-3  C13  0.020
 FJH  plan-3  C14  0.020
 FJH  plan-3  C15  0.020
 FJH  plan-3  C19  0.020
 FJH  plan-3  C18  0.020
 FJH  plan-3  O3   0.020
 FJH  plan-3  O2   0.020
 FJH  plan-3  H4   0.020
 FJH  plan-3  H5   0.020
 FJH  plan-3  H10  0.020
 FJH  plan-4  C11  0.020
 FJH  plan-4  C12  0.020
 FJH  plan-4  C10  0.020
 FJH  plan-4  O1   0.020
 FJH  plan-4  N1   0.020
 FJH  plan-4  H17  0.020
 FJH  plan-5  C6   0.020
 FJH  plan-5  C8   0.020
 FJH  plan-5  N    0.020
 FJH  plan-5  C7   0.020
 FJH  plan-5  O    0.020
 FJH  plan-5  H19  0.020

