# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 17:25:23 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 5-(4-azanyl-1-propan-2-yl-pyrazolo[3,4-d]pyrimidin-3-yl)-1,3-benzoxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)n1nc(c2ccc3oc(N)nc3c2)c4c(N)ncnc14
#
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
 FE5  FE5  5-(4-azanyl-1-propan-2-yl-pyrazolo[3,4-d]pyrimidin-3-yl)-1,3-benzoxazol-2-amine  ligand  38  23  .  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_FE5
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
 FE5  C4   C  CR5   0   0.260  -0.7880  -0.2470  -0.0692
 FE5  C5   C  CR56  0  -0.263  -1.4988   0.9845  -0.1241
 FE5  C7   C  CR5   0   0.659   5.0135  -0.0705   0.4823
 FE5  C8   C  CR56  0   0.196   2.9092   0.0259   0.3884
 FE5  N2   N  N     0  -0.274  -1.6324  -1.2359   0.1134
 FE5  C10  C  CR6   0   0.023   0.6527  -0.5058  -0.1787
 FE5  C12  C  CR6   0   0.433  -1.2699   2.3592  -0.3703
 FE5  N3   N  NR5   0  -0.362  -2.8633  -0.7143   0.1908
 FE5  C13  C  CR56  0   0.339   3.3157  -1.0568  -0.3877
 FE5  C15  C  CR16  0  -0.418   1.5579   0.3103   0.5063
 FE5  C1   C  CR56  0   0.579  -2.8373   0.6232   0.0591
 FE5  N6   N  N     0  -0.510   4.0217   0.6319   0.9354
 FE5  O9   O  O     0  -0.456   4.6765  -1.1062  -0.3207
 FE5  N11  N  N     0  -0.467  -3.8835   1.4555   0.0855
 FE5  N14  N  N     0  -0.479  -2.3081   3.1984  -0.3292
 FE5  C16  C  CR16  0   0.054  -3.5253   2.7084  -0.0993
 FE5  C17  C  CH1   0  -0.119  -4.0259  -1.5705   0.3772
 FE5  C18  C  CR16  0  -0.309   1.1009  -1.5892  -0.9439
 FE5  C19  C  CR16  0  -0.327   2.4550  -1.8883  -1.0622
 FE5  N21  N  NH2   0  -0.817  -0.0684   2.8701  -0.6436
 FE5  C22  C  CH3   0  -0.649  -4.2151  -2.4812  -0.8274
 FE5  C23  C  CH3   0  -0.649  -3.9177  -2.3502   1.6794
 FE5  H1   H  HCR6  0   0.274   1.2168   1.1240   1.1340
 FE5  H2   H  HCR6  0   0.254  -4.3228   3.4436  -0.0727
 FE5  H3   H  HCH1  0   0.263  -4.8713  -0.8838   0.4408
 FE5  H4   H  HCR6  0   0.258   0.3789  -2.2021  -1.4663
 FE5  H5   H  HCR6  0   0.278   2.7991  -2.7245  -1.6555
 FE5  H6   H  HNH2  0   0.417   6.5881   0.7809   1.3961
 FE5  H7   H  HNH2  0   0.417   6.9751  -0.5994   0.4615
 FE5  H8   H  HNH2  0   0.417   0.7264   2.2827  -0.8269
 FE5  H9   H  HNH2  0   0.405   0.0063   3.8439  -0.8859
 FE5  H10  H  HCH3  0   0.240  -4.2767  -1.9078  -1.7523
 FE5  H11  H  HCH3  0   0.232  -3.3939  -3.1934  -0.9167
 FE5  H12  H  HCH3  0   0.238  -5.1398  -3.0475  -0.7194
 FE5  H13  H  HCH3  0   0.240  -3.7977  -1.6832   2.5332
 FE5  H14  H  HCH3  0   0.238  -4.8252  -2.9343   1.8321
 FE5  H15  H  HCH3  0   0.233  -3.0732  -3.0388   1.6552
 FE5  N20  N  NH2   0  -0.845   6.3172   0.1307   0.6779

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
 FE5  N20  C7   single    1.334  0.020  1.334
 FE5  C7   N6   aromatic  1.297  0.020  1.297
 FE5  C7   O9   aromatic  1.353  0.020  1.353
 FE5  N6   C8   aromatic  1.380  0.020  1.380
 FE5  O9   C13  aromatic  1.363  0.020  1.363
 FE5  C8   C13  aromatic  1.393  0.020  1.393
 FE5  C8   C15  aromatic  1.386  0.020  1.386
 FE5  C13  C19  aromatic  1.374  0.020  1.374
 FE5  C15  C10  aromatic  1.398  0.020  1.398
 FE5  C19  C18  aromatic  1.392  0.020  1.392
 FE5  C10  C18  aromatic  1.400  0.020  1.400
 FE5  C10  C4   single    1.468  0.020  1.468
 FE5  C23  C17  single    1.522  0.020  1.522
 FE5  C4   N2   aromatic  1.313  0.020  1.313
 FE5  C4   C5   aromatic  1.423  0.020  1.423
 FE5  N2   N3   aromatic  1.339  0.020  1.339
 FE5  N21  C12  single    1.334  0.020  1.334
 FE5  C5   C12  aromatic  1.415  0.020  1.415
 FE5  C5   C1   aromatic  1.398  0.020  1.398
 FE5  N3   C17  single    1.456  0.020  1.456
 FE5  N3   C1   aromatic  1.344  0.020  1.344
 FE5  C12  N14  aromatic  1.336  0.020  1.336
 FE5  C17  C22  single    1.522  0.020  1.522
 FE5  C1   N11  aromatic  1.337  0.020  1.337
 FE5  N14  C16  aromatic  1.332  0.020  1.332
 FE5  N11  C16  aromatic  1.316  0.020  1.316
 FE5  C15  H1   single    0.930  0.020  1.080
 FE5  C16  H2   single    0.930  0.020  1.080
 FE5  C17  H3   single    0.970  0.020  1.090
 FE5  C18  H4   single    0.930  0.020  1.080
 FE5  C19  H5   single    0.930  0.020  1.080
 FE5  N20  H6   single    0.890  0.020  1.040
 FE5  N20  H7   single    0.890  0.020  1.040
 FE5  N21  H8   single    0.860  0.020  1.020
 FE5  N21  H9   single    0.860  0.020  1.020
 FE5  C22  H10  single    0.970  0.020  1.090
 FE5  C22  H11  single    0.970  0.020  1.090
 FE5  C22  H12  single    0.970  0.020  1.090
 FE5  C23  H13  single    0.970  0.020  1.090
 FE5  C23  H14  single    0.970  0.020  1.090
 FE5  C23  H15  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
 FE5  C10  C4   N2   120.58  3.000
 FE5  N2   C4   C5   109.62  3.000
 FE5  C10  C4   C5   129.80  3.000
 FE5  C1   C5   C12  115.37  3.000
 FE5  C1   C5   C4   104.45  3.000
 FE5  C12  C5   C4   140.04  3.000
 FE5  N20  C7   O9   116.49  3.000
 FE5  O9   C7   N6   115.55  3.000
 FE5  N20  C7   N6   127.92  3.000
 FE5  N6   C8   C15  131.47  3.000
 FE5  C15  C8   C13  119.44  3.000
 FE5  N6   C8   C13  109.08  3.000
 FE5  N3   N2   C4   107.81  3.000
 FE5  C18  C10  C15  120.81  3.000
 FE5  C18  C10  C4   119.44  3.000
 FE5  C15  C10  C4   119.73  3.000
 FE5  N21  C12  N14  117.76  3.000
 FE5  N14  C12  C5   118.64  3.000
 FE5  N21  C12  C5   123.60  3.000
 FE5  C17  N3   C1   127.81  3.000
 FE5  C1   N3   N2   111.36  3.000
 FE5  C17  N3   N2   120.83  3.000
 FE5  C19  C13  O9   128.87  3.000
 FE5  C19  C13  C8   124.15  3.000
 FE5  O9   C13  C8   106.99  3.000
 FE5  H1   C15  C10  121.24  3.000
 FE5  H1   C15  C8   120.71  3.000
 FE5  C10  C15  C8   118.02  3.000
 FE5  N11  C1   N3   127.03  3.000
 FE5  N11  C1   C5   126.21  3.000
 FE5  N3   C1   C5   106.76  3.000
 FE5  C8   N6   C7   103.90  3.000
 FE5  C13  O9   C7   104.47  3.000
 FE5  C16  N11  C1   112.14  3.000
 FE5  C16  N14  C12  118.98  3.000
 FE5  H2   C16  N14  115.25  3.000
 FE5  H2   C16  N11  116.21  3.000
 FE5  N14  C16  N11  128.54  3.000
 FE5  H3   C17  C23  109.13  3.000
 FE5  H3   C17  C22  109.05  3.000
 FE5  C23  C17  C22  112.31  3.000
 FE5  H3   C17  N3   104.85  3.000
 FE5  C22  C17  N3   110.48  3.000
 FE5  C23  C17  N3   110.74  3.000
 FE5  H4   C18  C19  119.12  3.000
 FE5  H4   C18  C10  119.26  3.000
 FE5  C19  C18  C10  121.61  3.000
 FE5  H5   C19  C18  121.49  3.000
 FE5  H5   C19  C13  122.55  3.000
 FE5  C18  C19  C13  115.96  3.000
 FE5  H9   N21  H8   117.58  3.000
 FE5  H9   N21  C12  119.14  3.000
 FE5  H8   N21  C12  121.72  3.000
 FE5  H12  C22  H11  107.92  3.000
 FE5  H12  C22  H10  108.03  3.000
 FE5  H11  C22  H10  108.46  3.000
 FE5  H12  C22  C17  109.76  3.000
 FE5  H11  C22  C17  111.22  3.000
 FE5  H10  C22  C17  111.34  3.000
 FE5  H15  C23  H14  108.04  3.000
 FE5  H15  C23  H13  108.59  3.000
 FE5  H14  C23  H13  108.05  3.000
 FE5  H15  C23  C17  111.09  3.000
 FE5  H14  C23  C17  109.59  3.000
 FE5  H13  C23  C17  111.38  3.000
 FE5  H7   N20  H6   116.51  3.000
 FE5  H7   N20  C7   119.88  3.000
 FE5  H6   N20  C7   117.75  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
 FE5  CONST_01  C8   C15  C10  C4   180.00   0.0  0
 FE5  CONST_02  C19  C18  C10  C4   180.00   0.0  0
 FE5  CONST_03  C1   N3   N2   C4     0.00   0.0  0
 FE5  CONST_04  N14  C12  C5   C4   180.00   0.0  0
 FE5  CONST_05  N3   C1   C5   C4     0.00   0.0  0
 FE5  CONST_06  N11  C1   C5   C4   180.00   0.0  0
 FE5  CONST_09  N3   N2   C4   C5     0.00   0.0  0
 FE5  CONST_10  C16  N14  C12  C5     0.00   0.0  0
 FE5  CONST_11  N2   N3   C1   C5     0.00   0.0  0
 FE5  CONST_12  C16  N11  C1   C5     0.00   0.0  0
 FE5  CONST_13  C13  C8   N6   C7     0.00   0.0  0
 FE5  CONST_14  C15  C8   N6   C7   180.00   0.0  0
 FE5  CONST_15  C8   C13  O9   C7     0.00   0.0  0
 FE5  CONST_16  C19  C13  O9   C7   180.00   0.0  0
 FE5  CONST_17  O9   C7   N6   C8     0.00   0.0  0
 FE5  CONST_18  C18  C19  C13  C8     0.00   0.0  0
 FE5  CONST_19  C18  C10  C15  C8     0.00   0.0  0
 FE5  CONST_22  C12  C5   C4   N2   180.00   0.0  0
 FE5  CONST_23  C1   C5   C4   N2     0.00   0.0  0
 FE5  CONST_24  N11  C1   N3   N2   180.00   0.0  0
 FE5  CONST_25  N6   C8   C15  C10  180.00   0.0  0
 FE5  CONST_26  C13  C8   C15  C10    0.00   0.0  0
 FE5  CONST_27  C13  C19  C18  C10    0.00   0.0  0
 FE5  CONST_28  N3   N2   C4   C10  180.00   0.0  0
 FE5  CONST_29  C12  C5   C4   C10    0.00   0.0  0
 FE5  CONST_30  C1   C5   C4   C10  180.00   0.0  0
 FE5  CONST_31  N3   C1   C5   C12  180.00   0.0  0
 FE5  CONST_32  N11  C1   C5   C12    0.00   0.0  0
 FE5  CONST_33  N11  C16  N14  C12    0.00   0.0  0
 FE5  CONST_34  C16  N11  C1   N3   180.00   0.0  0
 FE5  CONST_35  N6   C7   O9   C13    0.00   0.0  0
 FE5  CONST_36  O9   C13  C8   C15  180.00   0.0  0
 FE5  CONST_37  C19  C13  C8   C15    0.00   0.0  0
 FE5  CONST_38  C19  C18  C10  C15    0.00   0.0  0
 FE5  CONST_39  N14  C12  C5   C1     0.00   0.0  0
 FE5  CONST_40  N14  C16  N11  C1     0.00   0.0  0
 FE5  CONST_41  O9   C13  C8   N6     0.00   0.0  0
 FE5  CONST_42  C19  C13  C8   N6   180.00   0.0  0
 FE5  CONST_43  C18  C19  C13  O9   180.00   0.0  0
 FE5  CONST_44  C17  N3   N2   C4   180.00   0.0  0
 FE5  CONST_45  N21  C12  C5   C4     0.00   0.0  0
 FE5  CONST_46  C17  N3   C1   C5   180.00   0.0  0
 FE5  CONST_47  N20  C7   N6   C8   180.00   0.0  0
 FE5  CONST_48  N20  C7   O9   C13  180.00   0.0  0
 FE5  CONST_49  N21  C12  C5   C1   180.00   0.0  0
 FE5  CONST_50  C17  N3   C1   N11    0.00   0.0  0
 FE5  CONST_51  N21  C12  N14  C16  180.00   0.0  0
 FE5  CONST_52  H1   C15  C10  C4     0.00   0.0  0
 FE5  CONST_53  H4   C18  C10  C4     0.00   0.0  0
 FE5  CONST_54  H5   C19  C13  C8   180.00   0.0  0
 FE5  CONST_55  H2   C16  N14  C12  180.00   0.0  0
 FE5  CONST_56  H8   N21  C12  C5     0.00   0.0  0
 FE5  CONST_57  H9   N21  C12  C5   180.00   0.0  0
 FE5  CONST_58  H6   N20  C7   N6     0.00   0.0  0
 FE5  CONST_59  H7   N20  C7   N6   180.00   0.0  0
 FE5  Var_01    C23  C17  N3   N2    60.38  30.0  2
 FE5  Var_02    H13  C23  C17  N3    56.82  30.0  3
 FE5  Var_03    H10  C22  C17  N3   -55.03  30.0  3

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
 FE5  plan-1  C4   0.020
 FE5  plan-1  C5   0.020
 FE5  plan-1  N2   0.020
 FE5  plan-1  C10  0.020
 FE5  plan-1  C12  0.020
 FE5  plan-1  N3   0.020
 FE5  plan-1  C1   0.020
 FE5  plan-1  N11  0.020
 FE5  plan-1  N14  0.020
 FE5  plan-1  C16  0.020
 FE5  plan-1  C17  0.020
 FE5  plan-1  N21  0.020
 FE5  plan-1  H2   0.020
 FE5  plan-2  C4   0.020
 FE5  plan-2  C7   0.020
 FE5  plan-2  C8   0.020
 FE5  plan-2  C10  0.020
 FE5  plan-2  C13  0.020
 FE5  plan-2  C15  0.020
 FE5  plan-2  N6   0.020
 FE5  plan-2  O9   0.020
 FE5  plan-2  C18  0.020
 FE5  plan-2  C19  0.020
 FE5  plan-2  H1   0.020
 FE5  plan-2  H4   0.020
 FE5  plan-2  H5   0.020
 FE5  plan-2  N20  0.020
 FE5  plan-3  C12  0.020
 FE5  plan-3  N21  0.020
 FE5  plan-3  H8   0.020
 FE5  plan-3  H9   0.020
 FE5  plan-4  C7   0.020
 FE5  plan-4  H6   0.020
 FE5  plan-4  H7   0.020
 FE5  plan-4  N20  0.020

