# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 03:52:11 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: 6-azanyl-11-methyl-2-oxidanylidene-~{N}-[(1~{S})-1-pyridin-3-ylethyl]-1,7,9-triazatricyclo[8.4.0.0^{3,8}]tetradeca-3,5,7,9,11,13-hexaene-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)c1cc2C(=O)N3C=CC=C(C)C3=Nc2nc1N)c4cccnc4
#
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
 FO0  FO0  6-azanyl-11-methyl-2-oxidanylidene-~{N}-[(1~{S})-1-pyridin-3-ylethyl]-1,7,9-triazatricyclo[8.4.0.0^{3,8}]tetradeca-3,5,7,9,11,13-hexaene-5-carboxamide  ligand  46  28  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FO0
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
 FO0  C10  C  CR6   0   0.472  149.8169  91.1297  181.3329
 FO0  C13  C  C     0   0.576  149.1750  92.8470  179.5528
 FO0  C15  C  CR6   0   0.049  149.0001  95.3044  177.6701
 FO0  C17  C  CR16  0  -0.314  150.5405  96.6452  176.4201
 FO0  C20  C  CH3   0  -0.680  146.6318  94.5431  177.4730
 FO0  C01  C  CR16  0  -0.384  146.5093  92.1875  187.6208
 FO0  C02  C  CR16  0  -0.150  147.2379  90.9932  187.8427
 FO0  C03  C  CR6   0  -0.059  148.0129  90.4521  186.8655
 FO0  C04  C  CR66  0   0.553  148.0937  91.1041  185.5882
 FO0  C05  C  CR16  0   0.046  146.5890  92.7946  186.4216
 FO0  C06  C  CR66  0   0.377  148.9172  91.1756  183.4522
 FO0  C07  C  CR66  0  -0.252  148.2031  92.3574  183.1748
 FO0  C08  C  CR6   0   0.585  147.3881  92.9725  184.1737
 FO0  C09  C  CH3   0  -0.708  148.7915  89.1929  187.0651
 FO0  C11  C  CR6   0  -0.189  149.0751  92.3000  180.9322
 FO0  C12  C  CR16  0  -0.201  148.3015  92.9005  181.8890
 FO0  C14  C  CH1   0  -0.140  148.0641  94.1241  177.7863
 FO0  C16  C  CR16  0  -0.199  149.7402  95.5178  176.5159
 FO0  C18  C  CR16  0  -0.075  150.5746  97.5227  177.4926
 FO0  C19  C  CR16  0  -0.091  149.1112  96.2501  178.6841
 FO0  N01  N  N     0  -0.639  147.3650  92.2690  185.4154
 FO0  N02  N  N     0  -0.480  148.8431  90.5760  184.6558
 FO0  N03  N  N     0  -0.481  149.7053  90.6007  182.5445
 FO0  N04  N  NH1   0  -0.657  148.1024  93.5239  179.1060
 FO0  N05  N  N     0  -0.399  149.8763  97.3318  178.6062
 FO0  N06  N  NH2   0  -0.821  150.6292  90.5031  180.4787
 FO0  O01  O  O     0  -0.443  146.7433  93.9936  184.0455
 FO0  O02  O  O     0  -0.488  150.1747  92.6895  178.8586
 FO0  H2   H  HCH3  0   0.249  145.9590  93.6860  177.5205
 FO0  H3   H  HCH3  0   0.239  146.2797  95.3011  178.1745
 FO0  H4   H  HCH3  0   0.254  146.5769  94.9616  176.4696
 FO0  H5   H  HCR6  0   0.285  145.8927  92.6167  188.3963
 FO0  H6   H  HCR6  0   0.279  147.1746  90.5044  188.8066
 FO0  H7   H  HCR6  0   0.319  146.0652  93.7051  186.1802
 FO0  H8   H  HCH3  0   0.248  148.6379  88.8075  188.0711
 FO0  H9   H  HCH3  0   0.250  148.4907  88.4240  186.3528
 FO0  H10  H  HCH3  0   0.250  149.8590  89.3595  186.9192
 FO0  H11  H  HCR6  0   0.277  147.7633  93.8153  181.6724
 FO0  H12  H  HCH1  0   0.267  148.3714  93.3747  177.0504
 FO0  H13  H  HCR6  0   0.266  149.6934  94.8074  175.6985
 FO0  H14  H  HCR6  0   0.261  151.1917  98.4136  177.4526
 FO0  H15  H  HCR6  0   0.255  148.5570  96.1224  179.6091
 FO0  H17  H  HNH1  0   0.414  147.2457  93.5056  179.6353
 FO0  H18  H  HNH2  0   0.396  151.1800  89.7326  180.8182
 FO0  H19  H  HNH2  0   0.415  150.8892  90.9450  179.6122
 FO0  H1   H  HCR6  0   0.269  151.1317  96.8399  175.5357

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
 FO0  C17  C16  aromatic  1.386  0.020  1.386
 FO0  C17  C18  aromatic  1.386  0.020  1.386
 FO0  C16  C15  aromatic  1.388  0.020  1.388
 FO0  C20  C14  single    1.525  0.020  1.525
 FO0  C15  C14  single    1.511  0.020  1.511
 FO0  C15  C19  aromatic  1.391  0.020  1.391
 FO0  C18  N05  aromatic  1.328  0.020  1.328
 FO0  C14  N04  single    1.450  0.020  1.450
 FO0  C19  N05  aromatic  1.327  0.020  1.327
 FO0  N04  C13  single    1.345  0.020  1.345
 FO0  O02  C13  double    1.227  0.020  1.227
 FO0  C13  C11  single    1.487  0.020  1.487
 FO0  N06  C10  single    1.335  0.020  1.335
 FO0  C11  C10  aromatic  1.442  0.020  1.442
 FO0  C11  C12  aromatic  1.369  0.020  1.369
 FO0  C10  N03  aromatic  1.327  0.020  1.327
 FO0  C12  C07  aromatic  1.399  0.020  1.399
 FO0  N03  C06  aromatic  1.333  0.020  1.333
 FO0  C07  C06  aromatic  1.408  0.020  1.408
 FO0  C07  C08  single    1.428  0.020  1.428
 FO0  C06  N02  single    1.347  0.020  1.347
 FO0  O01  C08  double    1.214  0.020  1.214
 FO0  C08  N01  single    1.427  0.020  1.427
 FO0  N02  C04  double    1.308  0.020  1.308
 FO0  N01  C04  single    1.385  0.020  1.385
 FO0  N01  C05  single    1.375  0.020  1.375
 FO0  C04  C03  single    1.436  0.020  1.436
 FO0  C05  C01  double    1.347  0.020  1.347
 FO0  C03  C09  single    1.494  0.020  1.494
 FO0  C03  C02  double    1.360  0.020  1.360
 FO0  C01  C02  single    1.416  0.020  1.416
 FO0  C17  H1   single    0.930  0.020  1.080
 FO0  C20  H2   single    0.970  0.020  1.090
 FO0  C20  H3   single    0.970  0.020  1.090
 FO0  C20  H4   single    0.970  0.020  1.090
 FO0  C01  H5   single    0.930  0.020  1.080
 FO0  C02  H6   single    0.930  0.020  1.080
 FO0  C05  H7   single    0.930  0.020  1.080
 FO0  C09  H8   single    0.970  0.020  1.090
 FO0  C09  H9   single    0.970  0.020  1.090
 FO0  C09  H10  single    0.970  0.020  1.090
 FO0  C12  H11  single    0.930  0.020  1.080
 FO0  C14  H12  single    0.970  0.020  1.090
 FO0  C16  H13  single    0.930  0.020  1.080
 FO0  C18  H14  single    0.930  0.020  1.080
 FO0  C19  H15  single    0.930  0.020  1.080
 FO0  N04  H17  single    0.860  0.020  1.020
 FO0  N06  H18  single    0.860  0.020  1.020
 FO0  N06  H19  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
 FO0  N06  C10  N03  116.64  3.000
 FO0  N03  C10  C11  122.27  3.000
 FO0  N06  C10  C11  121.07  3.000
 FO0  O02  C13  N04  121.76  3.000
 FO0  O02  C13  C11  122.15  3.000
 FO0  N04  C13  C11  116.09  3.000
 FO0  C19  C15  C16  117.33  3.000
 FO0  C19  C15  C14  121.64  3.000
 FO0  C16  C15  C14  120.97  3.000
 FO0  H1   C17  C18  120.36  3.000
 FO0  H1   C17  C16  121.24  3.000
 FO0  C18  C17  C16  118.40  3.000
 FO0  H4   C20  H3   108.01  3.000
 FO0  H4   C20  H2   108.13  3.000
 FO0  H3   C20  H2   108.59  3.000
 FO0  H4   C20  C14  110.02  3.000
 FO0  H3   C20  C14  111.22  3.000
 FO0  H2   C20  C14  110.77  3.000
 FO0  H5   C01  C05  119.61  3.000
 FO0  H5   C01  C02  121.10  3.000
 FO0  C05  C01  C02  119.29  3.000
 FO0  H6   C02  C03  119.58  3.000
 FO0  H6   C02  C01  119.34  3.000
 FO0  C03  C02  C01  121.08  3.000
 FO0  C09  C03  C04  118.17  3.000
 FO0  C09  C03  C02  122.45  3.000
 FO0  C04  C03  C02  119.38  3.000
 FO0  N02  C04  N01  123.52  3.000
 FO0  N01  C04  C03  117.60  3.000
 FO0  N02  C04  C03  118.88  3.000
 FO0  H7   C05  N01  115.68  3.000
 FO0  H7   C05  C01  123.48  3.000
 FO0  N01  C05  C01  120.84  3.000
 FO0  N03  C06  N02  116.70  3.000
 FO0  N02  C06  C07  121.45  3.000
 FO0  N03  C06  C07  121.85  3.000
 FO0  C12  C07  C08  121.04  3.000
 FO0  C08  C07  C06  120.86  3.000
 FO0  C12  C07  C06  118.10  3.000
 FO0  O01  C08  N01  119.85  3.000
 FO0  N01  C08  C07  113.91  3.000
 FO0  O01  C08  C07  126.24  3.000
 FO0  H10  C09  H9   106.89  3.000
 FO0  H10  C09  H8   108.43  3.000
 FO0  H9   C09  H8   108.37  3.000
 FO0  H10  C09  C03  111.32  3.000
 FO0  H9   C09  C03  111.30  3.000
 FO0  H8   C09  C03  110.39  3.000
 FO0  C12  C11  C13  121.65  3.000
 FO0  C12  C11  C10  116.89  3.000
 FO0  C13  C11  C10  121.43  3.000
 FO0  H11  C12  C11  120.76  3.000
 FO0  H11  C12  C07  118.46  3.000
 FO0  C11  C12  C07  120.77  3.000
 FO0  H12  C14  N04  108.73  3.000
 FO0  H12  C14  C20  108.28  3.000
 FO0  N04  C14  C20  109.00  3.000
 FO0  H12  C14  C15  108.01  3.000
 FO0  N04  C14  C15  112.14  3.000
 FO0  C20  C14  C15  110.58  3.000
 FO0  H13  C16  C17  120.40  3.000
 FO0  H13  C16  C15  120.22  3.000
 FO0  C17  C16  C15  119.38  3.000
 FO0  H14  C18  N05  116.63  3.000
 FO0  H14  C18  C17  120.36  3.000
 FO0  N05  C18  C17  123.01  3.000
 FO0  H15  C19  N05  116.11  3.000
 FO0  H15  C19  C15  120.02  3.000
 FO0  N05  C19  C15  123.88  3.000
 FO0  C08  N01  C05  117.21  3.000
 FO0  C05  N01  C04  121.82  3.000
 FO0  C08  N01  C04  120.97  3.000
 FO0  C06  N02  C04  119.27  3.000
 FO0  C06  N03  C10  119.99  3.000
 FO0  H17  N04  C14  117.60  3.000
 FO0  H17  N04  C13  119.65  3.000
 FO0  C14  N04  C13  122.12  3.000
 FO0  C19  N05  C18  118.00  3.000
 FO0  H19  N06  H18  119.02  3.000
 FO0  H19  N06  C10  120.12  3.000
 FO0  H18  N06  C10  118.47  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
 FO0  CONST_01  C07  C12  C11  C10    0.00   0.0  0
 FO0  CONST_02  C07  C06  N03  C10    0.00   0.0  0
 FO0  CONST_03  C18  C17  C16  C15    0.00   0.0  0
 FO0  CONST_04  C18  N05  C19  C15    0.00   0.0  0
 FO0  CONST_05  C19  C15  C16  C17    0.00   0.0  0
 FO0  CONST_06  C19  N05  C18  C17    0.00   0.0  0
 FO0  CONST_07  C11  C10  N03  C06    0.00   0.0  0
 FO0  CONST_08  C11  C12  C07  C06    0.00   0.0  0
 FO0  CONST_09  N03  C10  C11  C12    0.00   0.0  0
 FO0  CONST_10  N03  C06  C07  C12    0.00   0.0  0
 FO0  CONST_11  N05  C18  C17  C16    0.00   0.0  0
 FO0  CONST_12  N05  C19  C15  C16    0.00   0.0  0
 FO0  CONST_13  C06  N02  C04  C03  180.00   0.0  0
 FO0  CONST_14  C08  N01  C04  C03  180.00   0.0  0
 FO0  CONST_15  C05  N01  C04  C03    0.00   0.0  0
 FO0  CONST_16  C07  C08  N01  C04    0.00   0.0  0
 FO0  CONST_17  C07  C08  N01  C05  180.00   0.0  0
 FO0  CONST_18  N02  C04  N01  C05  180.00   0.0  0
 FO0  CONST_19  N01  C04  N02  C06    0.00   0.0  0
 FO0  CONST_20  N02  C04  N01  C08    0.00   0.0  0
 FO0  CONST_21  N03  C10  C11  C13  180.00   0.0  0
 FO0  CONST_22  C07  C12  C11  C13  180.00   0.0  0
 FO0  CONST_23  C14  C15  C16  C17  180.00   0.0  0
 FO0  CONST_24  N06  C10  N03  C06  180.00   0.0  0
 FO0  CONST_25  N06  C10  C11  C12  180.00   0.0  0
 FO0  CONST_26  N05  C19  C15  C14  180.00   0.0  0
 FO0  CONST_27  O01  C08  N01  C04  180.00   0.0  0
 FO0  CONST_28  O01  C08  N01  C05    0.00   0.0  0
 FO0  CONST_29  H11  C12  C11  C10  180.00   0.0  0
 FO0  CONST_30  H1   C17  C16  C15  180.00   0.0  0
 FO0  CONST_31  H14  C18  C17  C16  180.00   0.0  0
 FO0  CONST_32  H15  C19  C15  C16  180.00   0.0  0
 FO0  CONST_33  H13  C16  C17  C18  180.00   0.0  0
 FO0  CONST_34  H18  N06  C10  C11  180.00   0.0  0
 FO0  CONST_35  H19  N06  C10  C11    0.00   0.0  0
 FO0  CONST_36  C14  N04  C13  C11  180.00   0.0  0
 FO0  CONST_37  H17  N04  C13  C11    0.00   0.0  0
 FO0  CONST_38  O02  C13  N04  C14    0.00   0.0  0
 FO0  Var_01    N04  C13  C11  C10  152.81  30.0  2
 FO0  Var_02    H8   C09  C03  C02    0.02  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
 FO0  chir_01  C14  C20  C15  N04  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
 FO0  plan-1  C15  0.020
 FO0  plan-1  C17  0.020
 FO0  plan-1  C14  0.020
 FO0  plan-1  C16  0.020
 FO0  plan-1  C18  0.020
 FO0  plan-1  C19  0.020
 FO0  plan-1  N05  0.020
 FO0  plan-1  H13  0.020
 FO0  plan-1  H14  0.020
 FO0  plan-1  H15  0.020
 FO0  plan-1  H1   0.020
 FO0  plan-2  C10  0.020
 FO0  plan-2  C13  0.020
 FO0  plan-2  C01  0.020
 FO0  plan-2  C02  0.020
 FO0  plan-2  C03  0.020
 FO0  plan-2  C04  0.020
 FO0  plan-2  C05  0.020
 FO0  plan-2  C06  0.020
 FO0  plan-2  C07  0.020
 FO0  plan-2  C08  0.020
 FO0  plan-2  C09  0.020
 FO0  plan-2  C11  0.020
 FO0  plan-2  C12  0.020
 FO0  plan-2  N01  0.020
 FO0  plan-2  N02  0.020
 FO0  plan-2  N03  0.020
 FO0  plan-2  N06  0.020
 FO0  plan-2  O01  0.020
 FO0  plan-2  H5   0.020
 FO0  plan-2  H6   0.020
 FO0  plan-2  H7   0.020
 FO0  plan-2  H11  0.020
 FO0  plan-3  C13  0.020
 FO0  plan-3  C11  0.020
 FO0  plan-3  C14  0.020
 FO0  plan-3  N04  0.020
 FO0  plan-3  O02  0.020
 FO0  plan-3  H17  0.020
 FO0  plan-4  C10  0.020
 FO0  plan-4  N06  0.020
 FO0  plan-4  H18  0.020
 FO0  plan-4  H19  0.020

