# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 23:46:07 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 3-methyl-8-[[(1~{R},5~{S})-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]amino]-1~{H}-1,7-naphthyridin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@@H]2CC[C@H]1C[C@@H](C2)Nc3nccc4C=C(C)C(=O)Nc34
#
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
 FZB  FZB  3-methyl-8-[[(1~{R},5~{S})-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]amino]-1~{H}-1,7-naphthyridin-2-one  ligand  44  22  .  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_FZB
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
 FZB  N1   N  NH1   0  -0.698  -0.3327   0.3317  -0.2898
 FZB  N3   N  NR16  0  -0.747   2.4024   1.0604  -0.1727
 FZB  C4   C  CR15  0  -0.130  -4.0152   0.9892  -0.8113
 FZB  C5   C  CH2   0  -0.417  -2.5064   1.1699  -0.9666
 FZB  C6   C  CH1   0  -0.079  -1.7473   0.0090  -0.3250
 FZB  C7   C  CH2   0  -0.411  -2.3296  -0.3283   1.0512
 FZB  C8   C  CR6   0   0.500   0.6292  -0.6263  -0.1368
 FZB  C10  C  CR16  0  -0.428   2.5526  -2.5744   0.1692
 FZB  C13  C  CR6   0  -0.117   4.7044   0.4806   0.1458
 FZB  C15  C  CR6   0   0.508   3.6924   1.5125  -0.0926
 FZB  O    O  O     0  -0.484   3.9423   2.7045  -0.2266
 FZB  C14  C  CH3   0  -0.726   6.1376   0.9000   0.2637
 FZB  C12  C  CR16  0  -0.182   4.3279  -0.8139   0.2297
 FZB  C16  C  CR66  0   0.221   2.0004  -0.2466  -0.0613
 FZB  C11  C  CR66  0   0.132   2.9616  -1.2292   0.1215
 FZB  C9   C  CR16  0  -0.081   1.2187  -2.8437   0.0232
 FZB  N2   N  N     0  -0.461   0.2803  -1.8957  -0.1125
 FZB  C1   C  CR15  0  -0.130  -3.8559  -0.3646   1.0003
 FZB  C3   C  CH2   0  -0.475  -4.4877  -0.3842  -1.3437
 FZB  C2   C  CH2   0  -0.473  -4.3706  -1.3086  -0.1135
 FZB  N    N  NR5   0  -0.396  -4.3237   0.9671   0.6177
 FZB  C    C  CH3   0  -0.528  -5.7323   1.1744   0.8923
 FZB  H1   H  HNH1  0   0.380  -0.1393   1.2284   0.1302
 FZB  H3   H  HCR5  0   0.238  -4.5304   1.8220  -1.2956
 FZB  H4   H  HCH2  0   0.237  -2.2391   1.2473  -2.0237
 FZB  H5   H  HCH2  0   0.224  -2.2194   2.1127  -0.4891
 FZB  H6   H  HCH1  0   0.248  -1.8480  -0.8690  -0.9669
 FZB  H7   H  HCH2  0   0.237  -1.9355  -1.2877   1.3923
 FZB  H8   H  HCH2  0   0.219  -2.0225   0.4318   1.7757
 FZB  H9   H  HCR6  0   0.262   3.2761  -3.3667   0.3034
 FZB  H10  H  HCH3  0   0.255   6.2511   1.9761   0.1668
 FZB  H11  H  HCH3  0   0.255   6.5510   0.6045   1.2285
 FZB  H12  H  HCH3  0   0.255   6.7463   0.4285  -0.5085
 FZB  H13  H  HCR6  0   0.270   5.0794  -1.5807   0.3824
 FZB  H14  H  HCR6  0   0.256   0.8593  -3.8662   0.0282
 FZB  H15  H  HCR5  0   0.235  -4.2461  -0.6322   1.9848
 FZB  H16  H  HCH2  0   0.242  -5.5194  -0.3267  -1.6939
 FZB  H17  H  HCH2  0   0.239  -3.8884  -0.7232  -2.1907
 FZB  H18  H  HCH2  0   0.238  -3.6984  -2.1522  -0.2790
 FZB  H19  H  HCH2  0   0.242  -5.3407  -1.7297   0.1546
 FZB  H21  H  HCH3  0   0.231  -5.9079   1.1122   1.9671
 FZB  H22  H  HCH3  0   0.232  -6.0236   2.1747   0.5691
 FZB  H23  H  HCH3  0   0.199  -6.4099   0.4594   0.4048
 FZB  H2   H  HNR6  0   0.408   1.7201   1.7704  -0.3995

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
 FZB  C14  C13  single    1.498  0.020  1.498
 FZB  C12  C13  double    1.351  0.020  1.351
 FZB  C12  C11  single    1.432  0.020  1.432
 FZB  C10  C11  aromatic  1.407  0.020  1.407
 FZB  C10  C9   aromatic  1.369  0.020  1.369
 FZB  C13  C15  single    1.465  0.020  1.465
 FZB  C11  C16  aromatic  1.387  0.020  1.387
 FZB  C9   N2   aromatic  1.341  0.020  1.341
 FZB  C15  O    double    1.225  0.020  1.225
 FZB  C15  N3   single    1.369  0.020  1.369
 FZB  C16  N3   single    1.372  0.020  1.372
 FZB  C16  C8   aromatic  1.425  0.020  1.425
 FZB  N2   C8   aromatic  1.317  0.020  1.317
 FZB  C8   N1   single    1.366  0.020  1.366
 FZB  N1   C6   single    1.451  0.020  1.451
 FZB  C7   C6   single    1.532  0.020  1.532
 FZB  C7   C1   single    1.528  0.020  1.528
 FZB  C6   C5   single    1.528  0.020  1.528
 FZB  C1   C2   single    1.548  0.020  1.548
 FZB  C1   N    single    1.462  0.020  1.462
 FZB  C2   C3   single    1.543  0.020  1.543
 FZB  N    C4   single    1.462  0.020  1.462
 FZB  N    C    single    1.450  0.020  1.450
 FZB  C5   C4   single    1.527  0.020  1.527
 FZB  C3   C4   single    1.547  0.020  1.547
 FZB  N1   H1   single    0.890  0.020  1.040
 FZB  N3   H2   single    0.860  0.020  1.020
 FZB  C4   H3   single    0.970  0.020  1.090
 FZB  C5   H4   single    0.970  0.020  1.090
 FZB  C5   H5   single    0.970  0.020  1.090
 FZB  C6   H6   single    0.970  0.020  1.090
 FZB  C7   H7   single    0.970  0.020  1.090
 FZB  C7   H8   single    0.970  0.020  1.090
 FZB  C10  H9   single    0.930  0.020  1.080
 FZB  C14  H10  single    0.970  0.020  1.090
 FZB  C14  H11  single    0.970  0.020  1.090
 FZB  C14  H12  single    0.970  0.020  1.090
 FZB  C12  H13  single    0.930  0.020  1.080
 FZB  C9   H14  single    0.930  0.020  1.080
 FZB  C1   H15  single    0.970  0.020  1.090
 FZB  C3   H16  single    0.970  0.020  1.090
 FZB  C3   H17  single    0.970  0.020  1.090
 FZB  C2   H18  single    0.970  0.020  1.090
 FZB  C2   H19  single    0.970  0.020  1.090
 FZB  C    H21  single    0.970  0.020  1.090
 FZB  C    H22  single    0.970  0.020  1.090
 FZB  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
 FZB  H1   N1   C8   116.21  3.000
 FZB  H1   N1   C6   113.24  3.000
 FZB  C8   N1   C6   122.21  3.000
 FZB  H2   N3   C16  119.33  3.000
 FZB  H2   N3   C15  114.66  3.000
 FZB  C16  N3   C15  125.86  3.000
 FZB  H3   C4   N    110.20  3.000
 FZB  H3   C4   C3   112.35  3.000
 FZB  N    C4   C3   104.98  3.000
 FZB  H3   C4   C5   109.30  3.000
 FZB  C3   C4   C5   111.82  3.000
 FZB  N    C4   C5   108.03  3.000
 FZB  H5   C5   H4   107.25  3.000
 FZB  H5   C5   C6   109.92  3.000
 FZB  H4   C5   C6   109.77  3.000
 FZB  H5   C5   C4   108.45  3.000
 FZB  H4   C5   C4   110.38  3.000
 FZB  C6   C5   C4   110.98  3.000
 FZB  H6   C6   C7   108.41  3.000
 FZB  H6   C6   C5   108.55  3.000
 FZB  C7   C6   C5   110.83  3.000
 FZB  H6   C6   N1   106.43  3.000
 FZB  C5   C6   N1   108.99  3.000
 FZB  C7   C6   N1   113.43  3.000
 FZB  H8   C7   H7   107.59  3.000
 FZB  H8   C7   C1   108.60  3.000
 FZB  H7   C7   C1   110.50  3.000
 FZB  H8   C7   C6   109.59  3.000
 FZB  H7   C7   C6   109.70  3.000
 FZB  C1   C7   C6   110.80  3.000
 FZB  N2   C8   C16  120.72  3.000
 FZB  N2   C8   N1   119.45  3.000
 FZB  C16  C8   N1   119.78  3.000
 FZB  H9   C10  C9   121.42  3.000
 FZB  H9   C10  C11  120.68  3.000
 FZB  C9   C10  C11  117.90  3.000
 FZB  C12  C13  C14  122.01  3.000
 FZB  C12  C13  C15  119.52  3.000
 FZB  C14  C13  C15  118.46  3.000
 FZB  O    C15  C13  124.21  3.000
 FZB  O    C15  N3   120.46  3.000
 FZB  C13  C15  N3   115.33  3.000
 FZB  H12  C14  H11  107.32  3.000
 FZB  H12  C14  H10  107.87  3.000
 FZB  H11  C14  H10  107.92  3.000
 FZB  H12  C14  C13  110.93  3.000
 FZB  H11  C14  C13  110.89  3.000
 FZB  H10  C14  C13  111.73  3.000
 FZB  H13  C12  C11  117.82  3.000
 FZB  H13  C12  C13  119.56  3.000
 FZB  C11  C12  C13  122.63  3.000
 FZB  C11  C16  C8   119.03  3.000
 FZB  C8   C16  N3   122.11  3.000
 FZB  C11  C16  N3   118.86  3.000
 FZB  C16  C11  C12  117.76  3.000
 FZB  C16  C11  C10  118.72  3.000
 FZB  C12  C11  C10  123.52  3.000
 FZB  H14  C9   N2   115.81  3.000
 FZB  H14  C9   C10  120.55  3.000
 FZB  N2   C9   C10  123.63  3.000
 FZB  C9   N2   C8   119.87  3.000
 FZB  H15  C1   N    110.16  3.000
 FZB  H15  C1   C2   112.36  3.000
 FZB  N    C1   C2   105.11  3.000
 FZB  H15  C1   C7   109.43  3.000
 FZB  N    C1   C7   107.86  3.000
 FZB  C2   C1   C7   111.75  3.000
 FZB  H17  C3   H16  106.65  3.000
 FZB  H17  C3   C2   113.01  3.000
 FZB  H16  C3   C2   111.05  3.000
 FZB  H17  C3   C4   112.03  3.000
 FZB  H16  C3   C4   110.64  3.000
 FZB  C2   C3   C4   103.55  3.000
 FZB  H19  C2   H18  106.66  3.000
 FZB  H19  C2   C3   111.07  3.000
 FZB  H18  C2   C3   112.89  3.000
 FZB  H19  C2   C1   110.74  3.000
 FZB  H18  C2   C1   112.07  3.000
 FZB  C3   C2   C1   103.50  3.000
 FZB  C    N    C1   113.04  3.000
 FZB  C    N    C4   112.82  3.000
 FZB  C1   N    C4   101.65  3.000
 FZB  H23  C    H22  107.49  3.000
 FZB  H23  C    H21  107.50  3.000
 FZB  H22  C    H21  107.53  3.000
 FZB  H23  C    N    114.95  3.000
 FZB  H22  C    N    109.54  3.000
 FZB  H21  C    N    109.56  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
 FZB  CONST_01  C10  C11  C16  C8     0.00   0.0  0
 FZB  CONST_02  C10  C9   N2   C8     0.00   0.0  0
 FZB  CONST_03  C9   C10  C11  C16    0.00   0.0  0
 FZB  CONST_04  C9   N2   C8   C16    0.00   0.0  0
 FZB  CONST_05  N2   C9   C10  C11    0.00   0.0  0
 FZB  CONST_06  N2   C8   C16  C11    0.00   0.0  0
 FZB  CONST_07  C16  N3   C15  C13    0.00   0.0  0
 FZB  CONST_08  C11  C16  C8   N1   180.00   0.0  0
 FZB  CONST_09  N3   C16  C8   N1     0.00   0.0  0
 FZB  CONST_10  C9   N2   C8   N1   180.00   0.0  0
 FZB  CONST_11  C16  C8   N1   C6   180.00   0.0  0
 FZB  CONST_12  N2   C8   N1   C6     0.00   0.0  0
 FZB  CONST_13  C16  N3   C15  O    180.00   0.0  0
 FZB  CONST_14  H14  C9   N2   C8   180.00   0.0  0
 FZB  CONST_15  H9   C10  C11  C12    0.00   0.0  0
 FZB  CONST_16  H2   N3   C15  C13  180.00   0.0  0
 FZB  Var_01    C1   C2   C3   C4     0.53  30.0  3
 FZB  Var_02    H21  C    N    C4   177.98  30.0  3
 FZB  Var_03    H10  C14  C13  C15    0.87  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FZB  chir_01  C4  N   C5  C3  negativ
 FZB  chir_02  C6  N1  C5  C7  positiv
 FZB  chir_03  C1  N   C2  C7  negativ

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
 FZB  plan-1  N1   0.020
 FZB  plan-1  N3   0.020
 FZB  plan-1  C8   0.020
 FZB  plan-1  C10  0.020
 FZB  plan-1  C13  0.020
 FZB  plan-1  C15  0.020
 FZB  plan-1  O    0.020
 FZB  plan-1  C14  0.020
 FZB  plan-1  C12  0.020
 FZB  plan-1  C16  0.020
 FZB  plan-1  C11  0.020
 FZB  plan-1  C9   0.020
 FZB  plan-1  N2   0.020
 FZB  plan-1  H9   0.020
 FZB  plan-1  H13  0.020
 FZB  plan-1  H14  0.020
 FZB  plan-1  H2   0.020
 FZB  plan-2  N1   0.020
 FZB  plan-2  C6   0.020
 FZB  plan-2  C8   0.020
 FZB  plan-2  H1   0.020

