# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 01:28:29 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: (1~{R},9~{S})-13-[(8-azanyl-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)carbonyl]-11,13-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-trien-10-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nnc2n1cc(cc2N)C(=O)N3[C@H]4CNC(=O)[C@@H]3Cc5ccccc45
#
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
 95O  95O  "(1R,9S)-13-[(8-azanyl-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)carbonyl]-11,13-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-trien-10-one"
  ligand  45  27  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_95O
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
 95O  C1   C  CR5   0   0.394  13.4907  25.4834  33.1081
 95O  C2   C  CR56  0   0.413  14.0390  23.6960  34.2020
 95O  C3   C  CR16  0  -0.004  13.0391  23.2701  32.0467
 95O  C8   C  CH1   0  -0.292  10.4068  21.6295  31.2985
 95O  C9   C  CH2   0  -0.464   9.7672  22.5968  30.3085
 95O  C10  C  CR6   0   0.053   9.5736  21.9440  28.9675
 95O  C11  C  CR16  0  -0.294   8.7178  22.5107  28.0245
 95O  C12  C  CR16  0  -0.252   8.5419  21.9288  26.7801
 95O  C13  C  CR16  0  -0.256   9.2278  20.7627  26.4600
 95O  C14  C  CR16  0  -0.284  10.0795  20.1933  27.3911
 95O  C15  C  CR6   0   0.124  10.2582  20.7740  28.6444
 95O  C16  C  CH1   0  -0.260  11.1807  20.0947  29.6307
 95O  C18  C  C     0   0.557   9.3847  20.5807  31.7377
 95O  N5   N  NH1   0  -0.622   9.5056  19.3481  31.2276
 95O  C17  C  CH2   0  -0.231  10.5241  18.8953  30.3034
 95O  N4   N  NT    0  -0.450  11.5690  21.0220  30.6777
 95O  O    O  O     0  -0.459  13.6436  20.1424  30.8418
 95O  C4   C  CR6   0  -0.203  13.1668  21.9402  32.2760
 95O  N2   N  N     0  -0.548  13.4844  24.1208  33.0261
 95O  C    C  CH3   0  -0.756  12.9698  26.3762  32.0506
 95O  C5   C  CR16  0  -0.270  13.7521  21.4440  33.4744
 95O  C6   C  CR6   0   0.256  14.1882  22.2978  34.4559
 95O  N3   N  NH2   0  -0.845  14.7899  21.9187  35.6123
 95O  N1   N  N     0  -0.348  14.3582  24.7291  34.9438
 95O  N    N  N     0  -0.320  14.0120  25.8325  34.2541
 95O  H1   H  HCR6  0   0.318  12.6342  23.7137  31.1494
 95O  H2   H  HCH1  0   0.321  10.6996  22.1639  32.2001
 95O  H3   H  HCH2  0   0.278  10.4150  23.4723  30.2071
 95O  H4   H  HCH2  0   0.270   8.8171  22.9627  30.7008
 95O  H5   H  HCR6  0   0.251   8.1811  23.4178  28.2767
 95O  H6   H  HCR6  0   0.255   7.8712  22.3818  26.0613
 95O  H7   H  HCR6  0   0.255   9.1011  20.3023  25.4889
 95O  H8   H  HCR6  0   0.253  10.6178  19.2856  27.1424
 95O  H9   H  HCH1  0   0.306  12.0721  19.7507  29.1085
 95O  H10  H  HNH1  0   0.403   8.8323  18.6651  31.5442
 95O  H11  H  HCH2  0   0.267  10.0652  18.2471  29.5562
 95O  H12  H  HCH2  0   0.260  11.2847  18.3092  30.8260
 95O  H13  H  HCH3  0   0.277  13.1004  27.4121  32.3535
 95O  H14  H  HCH3  0   0.266  13.4940  26.2263  31.1054
 95O  H15  H  HCH3  0   0.266  11.9072  26.2030  31.8710
 95O  H16  H  HCR6  0   0.273  13.8428  20.3747  33.6153
 95O  H17  H  HNH2  0   0.394  14.8013  22.5801  36.3711
 95O  H18  H  HNH2  0   0.396  14.6846  20.9596  35.8993
 95O  C7   C  C     0   0.532  12.8106  20.9526  31.2124
 95O  O1   O  O     0  -0.482   8.4930  20.9036  32.5076

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
 95O  C13  C12  aromatic  1.390  0.020  1.390
 95O  C13  C14  aromatic  1.384  0.020  1.384
 95O  C12  C11  aromatic  1.385  0.020  1.385
 95O  C14  C15  aromatic  1.393  0.020  1.393
 95O  C11  C10  aromatic  1.394  0.020  1.394
 95O  C15  C10  aromatic  1.394  0.020  1.394
 95O  C15  C16  single    1.512  0.020  1.512
 95O  C10  C9   single    1.504  0.020  1.504
 95O  C16  C17  single    1.524  0.020  1.524
 95O  C16  N4   single    1.452  0.020  1.452
 95O  C17  N5   single    1.448  0.020  1.448
 95O  C9   C8   single    1.525  0.020  1.525
 95O  N4   C7   single    1.354  0.020  1.354
 95O  N4   C8   single    1.451  0.020  1.451
 95O  O    C7   double    1.220  0.020  1.220
 95O  N5   C18  single    1.339  0.020  1.339
 95O  C7   C4   single    1.494  0.020  1.494
 95O  C8   C18  single    1.529  0.020  1.529
 95O  C18  O1   double    1.222  0.020  1.222
 95O  C    C1   single    1.479  0.020  1.479
 95O  C3   C4   aromatic  1.356  0.020  1.356
 95O  C3   N2   aromatic  1.372  0.020  1.372
 95O  C4   C5   aromatic  1.423  0.020  1.423
 95O  C1   N2   aromatic  1.365  0.020  1.365
 95O  C1   N    aromatic  1.306  0.020  1.306
 95O  N2   C2   aromatic  1.368  0.020  1.368
 95O  C5   C6   aromatic  1.372  0.020  1.372
 95O  N    N1   aromatic  1.347  0.020  1.347
 95O  C2   C6   aromatic  1.429  0.020  1.429
 95O  C2   N1   aromatic  1.311  0.020  1.311
 95O  C6   N3   single    1.358  0.020  1.358
 95O  C3   H1   single    0.930  0.020  1.080
 95O  C8   H2   single    0.970  0.020  1.090
 95O  C9   H3   single    0.970  0.020  1.090
 95O  C9   H4   single    0.970  0.020  1.090
 95O  C11  H5   single    0.930  0.020  1.080
 95O  C12  H6   single    0.930  0.020  1.080
 95O  C13  H7   single    0.930  0.020  1.080
 95O  C14  H8   single    0.930  0.020  1.080
 95O  C16  H9   single    0.970  0.020  1.090
 95O  N5   H10  single    0.860  0.020  1.020
 95O  C17  H11  single    0.970  0.020  1.090
 95O  C17  H12  single    0.970  0.020  1.090
 95O  C    H13  single    0.970  0.020  1.090
 95O  C    H14  single    0.970  0.020  1.090
 95O  C    H15  single    0.970  0.020  1.090
 95O  C5   H16  single    0.930  0.020  1.080
 95O  N3   H17  single    0.890  0.020  1.040
 95O  N3   H18  single    0.890  0.020  1.040

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
 95O  N    C1   C    127.34  3.000
 95O  N    C1   N2   108.74  3.000
 95O  C    C1   N2   123.92  3.000
 95O  N1   C2   C6   130.16  3.000
 95O  N1   C2   N2   109.90  3.000
 95O  C6   C2   N2   119.93  3.000
 95O  H1   C3   N2   117.40  3.000
 95O  H1   C3   C4   125.38  3.000
 95O  N2   C3   C4   117.21  3.000
 95O  H2   C8   N4   110.15  3.000
 95O  H2   C8   C18  106.19  3.000
 95O  N4   C8   C18  111.79  3.000
 95O  H2   C8   C9   109.83  3.000
 95O  C18  C8   C9   109.96  3.000
 95O  N4   C8   C9   108.89  3.000
 95O  H4   C9   H3   106.30  3.000
 95O  H4   C9   C10  110.74  3.000
 95O  H3   C9   C10  109.94  3.000
 95O  H4   C9   C8   110.15  3.000
 95O  H3   C9   C8   108.63  3.000
 95O  C10  C9   C8   110.95  3.000
 95O  C15  C10  C11  119.08  3.000
 95O  C15  C10  C9   120.53  3.000
 95O  C11  C10  C9   120.39  3.000
 95O  H5   C11  C12  119.86  3.000
 95O  H5   C11  C10  119.14  3.000
 95O  C12  C11  C10  121.01  3.000
 95O  H6   C12  C13  120.26  3.000
 95O  H6   C12  C11  119.97  3.000
 95O  C13  C12  C11  119.77  3.000
 95O  H7   C13  C14  120.04  3.000
 95O  H7   C13  C12  120.38  3.000
 95O  C14  C13  C12  119.59  3.000
 95O  H8   C14  C15  119.46  3.000
 95O  H8   C14  C13  119.70  3.000
 95O  C15  C14  C13  120.84  3.000
 95O  C16  C15  C14  118.55  3.000
 95O  C16  C15  C10  121.72  3.000
 95O  C14  C15  C10  119.72  3.000
 95O  H9   C16  N4   109.19  3.000
 95O  H9   C16  C17  108.40  3.000
 95O  N4   C16  C17  107.44  3.000
 95O  H9   C16  C15  109.19  3.000
 95O  N4   C16  C15  110.29  3.000
 95O  C17  C16  C15  112.26  3.000
 95O  N5   C18  O1   123.31  3.000
 95O  O1   C18  C8   119.19  3.000
 95O  N5   C18  C8   117.48  3.000
 95O  H10  N5   C17  117.22  3.000
 95O  H10  N5   C18  116.28  3.000
 95O  C17  N5   C18  126.47  3.000
 95O  H12  C17  H11  107.56  3.000
 95O  H12  C17  N5   110.61  3.000
 95O  H11  C17  N5   109.10  3.000
 95O  H12  C17  C16  109.47  3.000
 95O  H11  C17  C16  110.28  3.000
 95O  N5   C17  C16  109.79  3.000
 95O  C16  N4   C8   111.21  3.000
 95O  C8   N4   C7   125.96  3.000
 95O  C16  N4   C7   119.84  3.000
 95O  C5   C4   C7   117.84  3.000
 95O  C5   C4   C3   121.55  3.000
 95O  C7   C4   C3   120.36  3.000
 95O  C3   N2   C2   123.57  3.000
 95O  C2   N2   C1   104.86  3.000
 95O  C3   N2   C1   131.57  3.000
 95O  H15  C    H14  107.66  3.000
 95O  H15  C    H13  108.30  3.000
 95O  H14  C    H13  108.34  3.000
 95O  H15  C    C1   111.39  3.000
 95O  H14  C    C1   111.55  3.000
 95O  H13  C    C1   109.49  3.000
 95O  H16  C5   C6   119.67  3.000
 95O  H16  C5   C4   119.24  3.000
 95O  C6   C5   C4   121.08  3.000
 95O  N3   C6   C5   125.20  3.000
 95O  N3   C6   C2   118.09  3.000
 95O  C5   C6   C2   116.65  3.000
 95O  H18  N3   H17  114.35  3.000
 95O  H18  N3   C6   117.55  3.000
 95O  H17  N3   C6   117.63  3.000
 95O  N    N1   C2   107.05  3.000
 95O  N1   N    C1   109.45  3.000
 95O  C4   C7   O    119.50  3.000
 95O  C4   C7   N4   117.77  3.000
 95O  O    C7   N4   122.72  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
 95O  CONST_01  C4   C3   N2   C1    180.00   0.0  0
 95O  CONST_02  C6   C2   N2   C1    180.00   0.0  0
 95O  CONST_03  N1   C2   N2   C1      0.00   0.0  0
 95O  CONST_04  C2   N1   N    C1      0.00   0.0  0
 95O  CONST_05  C4   C3   N2   C2      0.00   0.0  0
 95O  CONST_06  N    C1   N2   C2      0.00   0.0  0
 95O  CONST_07  C4   C5   C6   C2      0.00   0.0  0
 95O  CONST_08  C6   C5   C4   C3      0.00   0.0  0
 95O  CONST_09  N    C1   N2   C3    180.00   0.0  0
 95O  CONST_10  C6   C2   N2   C3      0.00   0.0  0
 95O  CONST_11  N1   C2   N2   C3    180.00   0.0  0
 95O  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 95O  CONST_13  C13  C14  C15  C10     0.00   0.0  0
 95O  CONST_14  C14  C13  C12  C11     0.00   0.0  0
 95O  CONST_15  C14  C15  C10  C11     0.00   0.0  0
 95O  CONST_16  C15  C14  C13  C12     0.00   0.0  0
 95O  CONST_17  C15  C10  C11  C12     0.00   0.0  0
 95O  CONST_18  C5   C4   C3   N2      0.00   0.0  0
 95O  CONST_19  N1   N    C1   N2      0.00   0.0  0
 95O  CONST_20  C5   C6   C2   N2      0.00   0.0  0
 95O  CONST_21  N    N1   C2   N2      0.00   0.0  0
 95O  CONST_22  N1   C2   C6   C5    180.00   0.0  0
 95O  CONST_23  N    N1   C2   C6    180.00   0.0  0
 95O  CONST_24  C    C1   N2   C2    180.00   0.0  0
 95O  CONST_25  C    C1   N2   C3      0.00   0.0  0
 95O  CONST_26  N2   C3   C4   C7    180.00   0.0  0
 95O  CONST_27  C6   C5   C4   C7    180.00   0.0  0
 95O  CONST_28  N3   C6   C5   C4    180.00   0.0  0
 95O  CONST_29  N3   C6   C2   N2    180.00   0.0  0
 95O  CONST_30  N1   N    C1   C     180.00   0.0  0
 95O  CONST_31  N1   C2   C6   N3      0.00   0.0  0
 95O  CONST_33  C4   C7   N4   C16   180.00   0.0  0
 95O  CONST_34  H1   C3   N2   C1      0.00   0.0  0
 95O  CONST_35  H1   C3   N2   C2    180.00   0.0  0
 95O  CONST_36  H16  C5   C6   C2    180.00   0.0  0
 95O  CONST_37  H16  C5   C4   C3    180.00   0.0  0
 95O  CONST_38  H5   C11  C10  C9      0.00   0.0  0
 95O  CONST_39  H6   C12  C11  C10   180.00   0.0  0
 95O  CONST_40  H8   C14  C15  C10   180.00   0.0  0
 95O  CONST_41  H7   C13  C12  C11   180.00   0.0  0
 95O  CONST_42  H8   C14  C13  C12   180.00   0.0  0
 95O  CONST_43  H5   C11  C12  C13   180.00   0.0  0
 95O  CONST_44  H6   C12  C13  C14   180.00   0.0  0
 95O  CONST_45  H7   C13  C14  C15   180.00   0.0  0
 95O  CONST_46  H5   C11  C10  C15   180.00   0.0  0
 95O  CONST_47  H8   C14  C15  C16     0.00   0.0  0
 95O  CONST_48  H1   C3   C4   C5    180.00   0.0  0
 95O  CONST_50  O    C7   N4   C16     0.00   0.0  0
 95O  Var_01    C11  C10  C9   C8    163.87  30.0  1
 95O  Var_02    C15  C10  C9   C8    -16.89  30.0  1
 95O  Var_03    C17  N5   C18  C8      0.73  30.0  2
 95O  Var_04    C18  N5   C17  C16   -18.26  30.0  3
 95O  Var_05    N4   C7   C4   C3    -54.89  30.0  2
 95O  Var_06    C17  N5   C18  O1    179.39  30.0  2
 95O  Var_07    C5   C4   C7   N4    130.71  30.0  2
 95O  Var_08    H10  N5   C18  C8    178.81  30.0  2
 95O  Var_09    H3   C9   C10  C11   -75.94  30.0  1
 95O  Var_10    H4   C9   C10  C11    41.23  30.0  1
 95O  Var_11    H3   C9   C10  C15   103.30  30.0  1
 95O  Var_12    H4   C9   C10  C15  -139.53  30.0  1
 95O  Var_13    H10  N5   C17  C16   163.68  30.0  3
 95O  Var_14    H11  C17  N5   C18  -139.22  30.0  3
 95O  Var_15    H12  C17  N5   C18   102.66  30.0  3
 95O  Var_16    O    C7   C4   C3    123.61  30.0  2
 95O  Var_17    C5   C4   C7   O     -50.79  30.0  2
 95O  Var_18    H1   C3   C4   C7      3.80  30.0  1
 95O  Var_19    H16  C5   C4   C7     -5.18  30.0  1
 95O  Var_20    H10  N5   C18  O1     -2.53  30.0  2
 95O  Var_21    H13  C    C1   N2   -179.38  30.0  2
 95O  Var_22    H14  C    C1   N2    -59.48  30.0  2
 95O  Var_23    H15  C    C1   N2     60.85  30.0  2
 95O  Var_24    H16  C5   C6   N3      2.58  30.0  1
 95O  Var_25    H13  C    C1   N       1.20  30.0  2
 95O  Var_26    H14  C    C1   N     121.11  30.0  2
 95O  Var_27    H15  C    C1   N    -118.56  30.0  2

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
 95O  chir_01  C8   C9  N4   C18  positiv
 95O  chir_02  C16  N4  C15  C17  positiv

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
 95O  plan-1  C1   0.020
 95O  plan-1  C2   0.020
 95O  plan-1  C3   0.020
 95O  plan-1  N2   0.020
 95O  plan-1  C    0.020
 95O  plan-1  C6   0.020
 95O  plan-1  N1   0.020
 95O  plan-1  N    0.020
 95O  plan-2  C9   0.020
 95O  plan-2  C10  0.020
 95O  plan-2  C11  0.020
 95O  plan-2  C12  0.020
 95O  plan-2  C13  0.020
 95O  plan-2  C14  0.020
 95O  plan-2  C15  0.020
 95O  plan-2  C16  0.020
 95O  plan-2  H5   0.020
 95O  plan-2  H6   0.020
 95O  plan-2  H7   0.020
 95O  plan-2  H8   0.020
 95O  plan-3  C8   0.020
 95O  plan-3  C16  0.020
 95O  plan-3  N4   0.020
 95O  plan-3  O    0.020
 95O  plan-3  C4   0.020
 95O  plan-3  C7   0.020
 95O  plan-4  C6   0.020
 95O  plan-4  N3   0.020
 95O  plan-4  H17  0.020
 95O  plan-4  H18  0.020
 95O  plan-5  C8   0.020
 95O  plan-5  C18  0.020
 95O  plan-5  N5   0.020
 95O  plan-5  O1   0.020

