# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 10:06:50 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 3-[(5-hydroxynaphthalen-2-yl)amino]-N-(pyrimidin-4-yl)furo[2,3-c]pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc2cc(Nc3c(oc4cnccc34)C(=O)Nc5ccncn5)ccc12
#
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
 FNI  FNI  3-[(5-hydroxynaphthalen-2-yl)amino]-N-(pyrimidin-4-yl)furo[2,3-c]pyridine-2-carboxamide  ligand  45  30  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FNI
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
 FNI  C1    C  CR16  0  -0.064   0.5641   4.2435   0.4909
 FNI  N2    N  N     0  -0.393  -0.6628   4.6965   0.7781
 FNI  C3    C  CR16  0  -0.097  -1.6883   3.8697   0.7263
 FNI  C4    C  CR56  0   0.273  -1.4847   2.5406   0.3863
 FNI  C5    C  CR56  0   0.110  -0.2142   2.0434   0.1102
 FNI  C6    C  CR16  0  -0.348   0.8561   2.9377   0.1510
 FNI  O7    O  O     0  -0.469  -2.4229   1.5944   0.2513
 FNI  C8    C  CR5   0   0.133  -1.7652   0.4476  -0.1063
 FNI  C9    C  CR5   0   0.258  -0.4112   0.6471  -0.2068
 FNI  C10   C  C     0   0.550  -2.5234  -0.7624  -0.3511
 FNI  N11   N  NH1   0  -0.779   0.5162  -0.2621  -0.5988
 FNI  C12   C  CR6   0   0.346   1.8654  -0.2618  -0.2330
 FNI  C13   C  CR16  0  -0.288   2.2781   0.2276   1.0279
 FNI  C14   C  CR16  0  -0.252   3.5981   0.2055   1.3783
 FNI  C15   C  CR66  0  -0.014   4.5742  -0.3323   0.5095
 FNI  C16   C  CR66  0   0.159   4.1603  -0.8577  -0.7415
 FNI  C17   C  CR16  0  -0.398   2.7949  -0.7954  -1.0905
 FNI  C18   C  CR6   0   0.334   5.9538  -0.3786   0.8493
 FNI  C19   C  CR16  0  -0.379   6.8654  -0.9227  -0.0201
 FNI  C20   C  CR16  0  -0.224   6.4392  -1.4388  -1.2582
 FNI  C21   C  CR16  0  -0.330   5.1219  -1.4118  -1.6196
 FNI  O22   O  O     0  -0.458  -1.9730  -1.7776  -0.7499
 FNI  O23   O  OH1   0  -0.604   6.2912   0.1336   2.0474
 FNI  N24   N  NH1   0  -0.733  -3.8655  -0.6637  -0.1020
 FNI  C25   C  CR6   0   0.531  -4.8443  -1.6203  -0.2578
 FNI  N26   N  N     0  -0.456  -6.0643  -1.1802   0.0411
 FNI  C27   C  CR16  0   0.074  -7.0651  -2.0344  -0.0819
 FNI  N28   N  N     0  -0.368  -6.9898  -3.2934  -0.4726
 FNI  C29   C  CR16  0  -0.013  -5.7665  -3.7221  -0.7665
 FNI  C30   C  CR16  0  -0.363  -4.6368  -2.9339  -0.6815
 FNI  H1    H  HCR6  0   0.253   1.3621   4.9736   0.5372
 FNI  H3    H  HCR6  0   0.262  -2.6756   4.2554   0.9523
 FNI  H6    H  HCR6  0   0.270   1.8715   2.6494  -0.0747
 FNI  HN11  H  HNH1  0   0.398   0.1495  -1.1129  -0.9973
 FNI  H13   H  HCR6  0   0.267   1.5447   0.6037   1.7292
 FNI  H14   H  HCR6  0   0.247   3.8864   0.5877   2.3472
 FNI  H17   H  HCR6  0   0.234   2.4832  -1.1727  -2.0572
 FNI  H19   H  HCR6  0   0.236   7.9176  -0.9579   0.2374
 FNI  H20   H  HCR6  0   0.241   7.1768  -1.8614  -1.9271
 FNI  H21   H  HCR6  0   0.226   4.8039  -1.8095  -2.5744
 FNI  HO23  H  HOH1  0   0.452   7.2383   0.0544   2.1927
 FNI  HN24  H  HNH1  0   0.403  -4.2218   0.2229   0.2270
 FNI  H27   H  HCR6  0   0.241  -8.0509  -1.6561   0.1656
 FNI  H29   H  HCR6  0   0.251  -5.6783  -4.7539  -1.0879
 FNI  H30   H  HCR6  0   0.286  -3.6645  -3.3223  -0.9288

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
 FNI  C6   C1    aromatic  1.381  0.020  1.381
 FNI  C1   N2    aromatic  1.339  0.020  1.339
 FNI  C1   H1    single    0.930  0.020  1.080
 FNI  N2   C3    aromatic  1.318  0.020  1.318
 FNI  C4   C3    aromatic  1.387  0.020  1.387
 FNI  C3   H3    single    0.930  0.020  1.080
 FNI  C5   C4    aromatic  1.392  0.020  1.392
 FNI  C4   O7    aromatic  1.339  0.020  1.339
 FNI  C9   C5    aromatic  1.445  0.020  1.445
 FNI  C6   C5    aromatic  1.395  0.020  1.395
 FNI  C6   H6    single    0.930  0.020  1.080
 FNI  C8   O7    aromatic  1.369  0.020  1.369
 FNI  C9   C8    aromatic  1.372  0.020  1.372
 FNI  C10  C8    single    1.449  0.020  1.449
 FNI  N11  C9    single    1.357  0.020  1.357
 FNI  O22  C10   double    1.222  0.020  1.222
 FNI  C10  N24   single    1.369  0.020  1.369
 FNI  C12  N11   single    1.398  0.020  1.398
 FNI  N11  HN11  single    0.860  0.020  1.020
 FNI  C13  C12   aromatic  1.414  0.020  1.414
 FNI  C12  C17   aromatic  1.373  0.020  1.373
 FNI  C14  C13   aromatic  1.366  0.020  1.366
 FNI  C13  H13   single    0.930  0.020  1.080
 FNI  C14  C15   aromatic  1.413  0.020  1.413
 FNI  C14  H14   single    0.930  0.020  1.080
 FNI  C18  C15   aromatic  1.422  0.020  1.422
 FNI  C15  C16   aromatic  1.419  0.020  1.419
 FNI  C16  C17   aromatic  1.411  0.020  1.411
 FNI  C16  C21   aromatic  1.415  0.020  1.415
 FNI  C17  H17   single    0.930  0.020  1.080
 FNI  O23  C18   single    1.346  0.020  1.346
 FNI  C18  C19   aromatic  1.372  0.020  1.372
 FNI  C19  C20   aromatic  1.408  0.020  1.408
 FNI  C19  H19   single    0.930  0.020  1.080
 FNI  C20  C21   aromatic  1.366  0.020  1.366
 FNI  C20  H20   single    0.930  0.020  1.080
 FNI  C21  H21   single    0.930  0.020  1.080
 FNI  O23  HO23  single    0.850  0.020  0.980
 FNI  C25  N24   single    1.377  0.020  1.377
 FNI  N24  HN24  single    0.860  0.020  1.020
 FNI  N26  C25   aromatic  1.331  0.020  1.331
 FNI  C25  C30   aromatic  1.396  0.020  1.396
 FNI  C27  N26   aromatic  1.322  0.020  1.322
 FNI  C27  N28   aromatic  1.320  0.020  1.320
 FNI  C27  H27   single    0.930  0.020  1.080
 FNI  N28  C29   aromatic  1.329  0.020  1.329
 FNI  C29  C30   aromatic  1.380  0.020  1.380
 FNI  C29  H29   single    0.930  0.020  1.080
 FNI  C30  H30   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
 FNI  H1    C1   C6   119.51  3.000
 FNI  H1    C1   N2   115.98  3.000
 FNI  C6    C1   N2   124.51  3.000
 FNI  C3    N2   C1   119.48  3.000
 FNI  H3    C3   C4   121.73  3.000
 FNI  H3    C3   N2   118.50  3.000
 FNI  C4    C3   N2   119.77  3.000
 FNI  O7    C4   C5   111.53  3.000
 FNI  O7    C4   C3   126.79  3.000
 FNI  C5    C4   C3   121.67  3.000
 FNI  C9    C5   C6   136.90  3.000
 FNI  C6    C5   C4   117.73  3.000
 FNI  C9    C5   C4   105.32  3.000
 FNI  H6    C6   C5   122.97  3.000
 FNI  H6    C6   C1   120.21  3.000
 FNI  C5    C6   C1   116.82  3.000
 FNI  C8    O7   C4   106.35  3.000
 FNI  C10   C8   C9   128.71  3.000
 FNI  C10   C8   O7   119.49  3.000
 FNI  C9    C8   O7   111.79  3.000
 FNI  N11   C9   C8   126.74  3.000
 FNI  N11   C9   C5   128.14  3.000
 FNI  C8    C9   C5   105.01  3.000
 FNI  N24   C10  O22  124.13  3.000
 FNI  N24   C10  C8   114.97  3.000
 FNI  O22   C10  C8   120.89  3.000
 FNI  HN11  N11  C12  117.03  3.000
 FNI  HN11  N11  C9   115.53  3.000
 FNI  C12   N11  C9   125.74  3.000
 FNI  C17   C12  C13  119.60  3.000
 FNI  C17   C12  N11  119.34  3.000
 FNI  C13   C12  N11  121.00  3.000
 FNI  H13   C13  C14  119.63  3.000
 FNI  H13   C13  C12  120.02  3.000
 FNI  C14   C13  C12  120.35  3.000
 FNI  H14   C14  C15  120.10  3.000
 FNI  H14   C14  C13  118.82  3.000
 FNI  C15   C14  C13  121.06  3.000
 FNI  C18   C15  C16  118.81  3.000
 FNI  C16   C15  C14  118.79  3.000
 FNI  C18   C15  C14  122.40  3.000
 FNI  C21   C16  C17  121.43  3.000
 FNI  C21   C16  C15  119.60  3.000
 FNI  C17   C16  C15  118.96  3.000
 FNI  H17   C17  C16  118.93  3.000
 FNI  H17   C17  C12  119.86  3.000
 FNI  C16   C17  C12  121.20  3.000
 FNI  O23   C18  C19  123.25  3.000
 FNI  C19   C18  C15  120.41  3.000
 FNI  O23   C18  C15  116.34  3.000
 FNI  H19   C19  C20  119.41  3.000
 FNI  H19   C19  C18  120.49  3.000
 FNI  C20   C19  C18  120.10  3.000
 FNI  H20   C20  C21  120.11  3.000
 FNI  H20   C20  C19  118.73  3.000
 FNI  C21   C20  C19  121.16  3.000
 FNI  H21   C21  C20  120.63  3.000
 FNI  H21   C21  C16  119.45  3.000
 FNI  C20   C21  C16  119.92  3.000
 FNI  HO23  O23  C18  110.49  3.000
 FNI  HN24  N24  C25  113.30  3.000
 FNI  HN24  N24  C10  117.92  3.000
 FNI  C25   N24  C10  128.77  3.000
 FNI  C30   C25  N26  121.04  3.000
 FNI  C30   C25  N24  125.61  3.000
 FNI  N26   C25  N24  113.35  3.000
 FNI  C27   N26  C25  117.36  3.000
 FNI  H27   C27  N28  116.87  3.000
 FNI  H27   C27  N26  116.22  3.000
 FNI  N28   C27  N26  126.91  3.000
 FNI  C29   N28  C27  115.18  3.000
 FNI  H29   C29  C30  119.68  3.000
 FNI  H29   C29  N28  116.57  3.000
 FNI  C30   C29  N28  123.75  3.000
 FNI  H30   C30  C29  121.29  3.000
 FNI  H30   C30  C25  122.95  3.000
 FNI  C29   C30  C25  115.76  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
 FNI  CONST_01  C4    C5   C6   C1     0.00   0.0  0
 FNI  CONST_02  C9    C5   C6   C1   180.00   0.0  0
 FNI  CONST_03  C4    C3   N2   C1     0.00   0.0  0
 FNI  CONST_04  C5    C6   C1   N2     0.00   0.0  0
 FNI  CONST_05  C5    C4   C3   N2     0.00   0.0  0
 FNI  CONST_06  O7    C4   C3   N2   180.00   0.0  0
 FNI  CONST_07  C6    C1   N2   C3     0.00   0.0  0
 FNI  CONST_08  C9    C5   C4   C3   180.00   0.0  0
 FNI  CONST_09  C6    C5   C4   C3     0.00   0.0  0
 FNI  CONST_10  C8    O7   C4   C3   180.00   0.0  0
 FNI  CONST_11  C8    C9   C5   C4     0.00   0.0  0
 FNI  CONST_12  C9    C8   O7   C4     0.00   0.0  0
 FNI  CONST_13  C8    O7   C4   C5     0.00   0.0  0
 FNI  CONST_14  O7    C8   C9   C5     0.00   0.0  0
 FNI  CONST_15  O7    C4   C5   C6   180.00   0.0  0
 FNI  CONST_16  C8    C9   C5   C6   180.00   0.0  0
 FNI  CONST_17  C9    C5   C4   O7     0.00   0.0  0
 FNI  CONST_18  C15   C14  C13  C12    0.00   0.0  0
 FNI  CONST_19  C15   C16  C17  C12    0.00   0.0  0
 FNI  CONST_20  C21   C16  C17  C12  180.00   0.0  0
 FNI  CONST_21  C16   C17  C12  C13    0.00   0.0  0
 FNI  CONST_22  C18   C15  C14  C13  180.00   0.0  0
 FNI  CONST_23  C16   C15  C14  C13    0.00   0.0  0
 FNI  CONST_24  C17   C12  C13  C14    0.00   0.0  0
 FNI  CONST_25  C19   C18  C15  C14  180.00   0.0  0
 FNI  CONST_26  C17   C16  C15  C14    0.00   0.0  0
 FNI  CONST_27  C21   C16  C15  C14  180.00   0.0  0
 FNI  CONST_28  C20   C19  C18  C15    0.00   0.0  0
 FNI  CONST_29  C20   C21  C16  C15    0.00   0.0  0
 FNI  CONST_30  C19   C18  C15  C16    0.00   0.0  0
 FNI  CONST_31  C19   C20  C21  C16    0.00   0.0  0
 FNI  CONST_32  C18   C15  C16  C17  180.00   0.0  0
 FNI  CONST_33  C20   C21  C16  C17  180.00   0.0  0
 FNI  CONST_34  C21   C16  C15  C18    0.00   0.0  0
 FNI  CONST_35  C21   C20  C19  C18    0.00   0.0  0
 FNI  CONST_36  N28   C27  N26  C25    0.00   0.0  0
 FNI  CONST_37  N28   C29  C30  C25    0.00   0.0  0
 FNI  CONST_38  C29   C30  C25  N26    0.00   0.0  0
 FNI  CONST_39  C29   N28  C27  N26    0.00   0.0  0
 FNI  CONST_40  C30   C25  N26  C27    0.00   0.0  0
 FNI  CONST_41  C30   C29  N28  C27    0.00   0.0  0
 FNI  CONST_42  N11   C9   C5   C4   180.00   0.0  0
 FNI  CONST_43  C10   C8   O7   C4   180.00   0.0  0
 FNI  CONST_44  C10   C8   C9   C5   180.00   0.0  0
 FNI  CONST_45  N11   C9   C5   C6     0.00   0.0  0
 FNI  CONST_46  N11   C9   C8   O7   180.00   0.0  0
 FNI  CONST_47  C14   C13  C12  N11  180.00   0.0  0
 FNI  CONST_48  C16   C17  C12  N11  180.00   0.0  0
 FNI  CONST_49  O23   C18  C15  C14    0.00   0.0  0
 FNI  CONST_50  O23   C18  C15  C16  180.00   0.0  0
 FNI  CONST_51  O23   C18  C19  C20  180.00   0.0  0
 FNI  CONST_52  C27   N26  C25  N24  180.00   0.0  0
 FNI  CONST_53  C29   C30  C25  N24  180.00   0.0  0
 FNI  CONST_54  H3    C3   N2   C1   180.00   0.0  0
 FNI  CONST_55  H6    C6   C1   N2   180.00   0.0  0
 FNI  CONST_56  H1    C1   N2   C3   180.00   0.0  0
 FNI  CONST_57  H14   C14  C13  C12  180.00   0.0  0
 FNI  CONST_58  H17   C17  C12  C13  180.00   0.0  0
 FNI  CONST_59  H13   C13  C14  C15  180.00   0.0  0
 FNI  CONST_60  H19   C19  C18  C15  180.00   0.0  0
 FNI  CONST_61  H21   C21  C16  C15  180.00   0.0  0
 FNI  CONST_62  H20   C20  C21  C16  180.00   0.0  0
 FNI  CONST_63  H27   C27  N26  C25  180.00   0.0  0
 FNI  CONST_64  H29   C29  C30  C25  180.00   0.0  0
 FNI  CONST_65  H30   C30  C25  N26  180.00   0.0  0
 FNI  CONST_66  C25   N24  C10  C8   180.00   0.0  0
 FNI  CONST_67  N26   C25  N24  C10  180.00   0.0  0
 FNI  CONST_68  C30   C25  N24  C10    0.00   0.0  0
 FNI  CONST_69  HN24  N24  C25  N26    0.00   0.0  0
 FNI  CONST_70  C25   N24  C10  O22    0.00   0.0  0
 FNI  Var_01    C12   N11  C9   C5    30.52  30.0  2
 FNI  Var_02    C13   C12  N11  C9    31.86  30.0  2
 FNI  Var_03    O22   C10  C8   O7   175.51  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
 FNI  plan-1  N24   0.020
 FNI  plan-1  C25   0.020
 FNI  plan-1  N26   0.020
 FNI  plan-1  C27   0.020
 FNI  plan-1  N28   0.020
 FNI  plan-1  C29   0.020
 FNI  plan-1  C30   0.020
 FNI  plan-1  H27   0.020
 FNI  plan-1  H29   0.020
 FNI  plan-1  H30   0.020
 FNI  plan-2  C1    0.020
 FNI  plan-2  N2    0.020
 FNI  plan-2  C3    0.020
 FNI  plan-2  C4    0.020
 FNI  plan-2  C5    0.020
 FNI  plan-2  C6    0.020
 FNI  plan-2  O7    0.020
 FNI  plan-2  C8    0.020
 FNI  plan-2  C9    0.020
 FNI  plan-2  C10   0.020
 FNI  plan-2  N11   0.020
 FNI  plan-2  H1    0.020
 FNI  plan-2  H3    0.020
 FNI  plan-2  H6    0.020
 FNI  plan-3  N11   0.020
 FNI  plan-3  C12   0.020
 FNI  plan-3  C13   0.020
 FNI  plan-3  C14   0.020
 FNI  plan-3  C15   0.020
 FNI  plan-3  C16   0.020
 FNI  plan-3  C17   0.020
 FNI  plan-3  C18   0.020
 FNI  plan-3  C19   0.020
 FNI  plan-3  C20   0.020
 FNI  plan-3  C21   0.020
 FNI  plan-3  O23   0.020
 FNI  plan-3  H13   0.020
 FNI  plan-3  H14   0.020
 FNI  plan-3  H17   0.020
 FNI  plan-3  H19   0.020
 FNI  plan-3  H20   0.020
 FNI  plan-3  H21   0.020
 FNI  plan-4  C8    0.020
 FNI  plan-4  C10   0.020
 FNI  plan-4  O22   0.020
 FNI  plan-4  N24   0.020
 FNI  plan-4  C25   0.020
 FNI  plan-4  HN24  0.020

