# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 10:56:37 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 1-(propan-2-yl)-N-{[2-(thiophen-2-yl)-1,3-oxazol-4-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)n1ncc2cc(cnc12)C(=O)NCc3coc(n3)c4sccc4
#
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
 5C2  5C2  1-(propan-2-yl)-N-{[2-(thiophen-2-yl)-1,3-oxazol-4-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-5-carboxamide  ligand  43  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5C2
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
 5C2  N3   N  NH1   0  -0.662   0.3410   1.9387  -0.0233
 5C2  C4   C  CH2   0  -0.339   1.5248   2.7728  -0.0079
 5C2  C5   C  CR5   0   0.112   2.7044   1.9755  -0.4383
 5C2  C6   C  CR15  0  -0.060   3.6367   2.2503  -1.3727
 5C2  C8   C  CR5   0   0.533   4.0748   0.3616  -0.4630
 5C2  C10  C  CR15  0  -0.210   5.9410  -1.3015  -0.8615
 5C2  C15  C  CR6   0  -0.155  -2.0225   1.4794   0.0037
 5C2  C17  C  CR56  0  -0.129  -4.2785   0.9513   0.4960
 5C2  C22  C  CH3   0  -0.650  -5.7830  -3.2793   0.7899
 5C2  C24  C  CR56  0   0.591  -4.0095  -0.3193  -0.0470
 5C2  C26  C  CR16  0  -0.072  -1.8900   0.1752  -0.5237
 5C2  C23  C  CH3   0  -0.649  -6.4236  -2.4305  -1.5061
 5C2  N20  N  NR5   0  -0.365  -5.1499  -1.0326   0.0477
 5C2  N19  N  N     0  -0.234  -6.1254  -0.3075   0.6098
 5C2  C18  C  CR15  0  -0.097  -5.6397   0.8743   0.8873
 5C2  C16  C  CR16  0  -0.217  -3.2476   1.8823   0.5081
 5C2  N25  N  N     0  -0.426  -2.8518  -0.7219  -0.5614
 5C2  C2   C  C     0   0.552  -0.8986   2.4585  -0.0014
 5C2  O1   O  O     0  -0.490  -1.1086   3.6636   0.0082
 5C2  N14  N  N     0  -0.456   3.0007   0.7580   0.1355
 5C2  O7   O  O     0  -0.405   4.5206   1.2200  -1.3848
 5C2  C9   C  CR5   0  -0.296   4.8006  -0.8607  -0.2458
 5C2  S13  S  S2    0   0.264   4.2348  -1.9913   0.9230
 5C2  C12  C  CR15  0  -0.458   5.5287  -3.0566   0.5852
 5C2  C11  C  CR15  0  -0.168   6.3569  -2.5666  -0.3802
 5C2  H1   H  HNH1  0   0.406   0.4743   0.9635   0.1944
 5C2  H2   H  HCH2  0   0.269   1.3883   3.6179  -0.6812
 5C2  H3   H  HCH2  0   0.264   1.6980   3.1812   0.9932
 5C2  H4   H  HCR5  0   0.305   3.8044   3.0654  -2.0564
 5C2  H5   H  HCR5  0   0.276   6.4637  -0.7458  -1.6267
 5C2  H6   H  HCH1  0   0.265  -4.4310  -2.7411  -0.7808
 5C2  H7   H  HCH3  0   0.238  -5.8920  -4.3112   0.4570
 5C2  H8   H  HCH3  0   0.241  -5.0239  -3.2561   1.5716
 5C2  H9   H  HCH3  0   0.233  -6.7333  -2.9626   1.2205
 5C2  H10  H  HCR6  0   0.263  -0.9490  -0.1370  -0.9633
 5C2  H11  H  HCH3  0   0.233  -7.3942  -2.0798  -1.1550
 5C2  H12  H  HCH3  0   0.240  -6.1143  -1.8094  -2.3470
 5C2  H13  H  HCH3  0   0.238  -6.5452  -3.4505  -1.8697
 5C2  H14  H  HCR5  0   0.276  -6.2551   1.6302   1.3504
 5C2  H15  H  HCR6  0   0.275  -3.3871   2.8805   0.9026
 5C2  H16  H  HCR5  0   0.305   5.6097  -3.9927   1.1159
 5C2  H17  H  HCR5  0   0.277   7.2319  -3.0891  -0.7377
 5C2  C21  C  CH1   0  -0.119  -5.3906  -2.4012  -0.3888

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
 5C2  C11  C10  aromatic  1.416  0.020  1.416
 5C2  C11  C12  aromatic  1.363  0.020  1.363
 5C2  C10  C9   aromatic  1.369  0.020  1.369
 5C2  C12  S13  aromatic  1.710  0.020  1.710
 5C2  O7   C6   aromatic  1.358  0.020  1.358
 5C2  O7   C8   aromatic  1.336  0.020  1.336
 5C2  C9   C8   single    1.438  0.020  1.438
 5C2  C9   S13  aromatic  1.722  0.020  1.722
 5C2  C6   C5   aromatic  1.348  0.020  1.348
 5C2  C8   N14  aromatic  1.292  0.020  1.292
 5C2  O1   C2   double    1.223  0.020  1.223
 5C2  C5   N14  aromatic  1.378  0.020  1.378
 5C2  C5   C4   single    1.487  0.020  1.487
 5C2  C2   C15  single    1.491  0.020  1.491
 5C2  C2   N3   single    1.344  0.020  1.344
 5C2  C26  C15  aromatic  1.413  0.020  1.413
 5C2  C26  N25  aromatic  1.316  0.020  1.316
 5C2  C4   N3   single    1.448  0.020  1.448
 5C2  C22  C21  single    1.521  0.020  1.521
 5C2  C15  C16  aromatic  1.385  0.020  1.385
 5C2  N25  C24  aromatic  1.329  0.020  1.329
 5C2  C16  C17  aromatic  1.389  0.020  1.389
 5C2  C24  C17  aromatic  1.408  0.020  1.408
 5C2  C24  N20  aromatic  1.348  0.020  1.348
 5C2  C17  C18  aromatic  1.418  0.020  1.418
 5C2  N20  C21  single    1.457  0.020  1.457
 5C2  N20  N19  aromatic  1.339  0.020  1.339
 5C2  C21  C23  single    1.522  0.020  1.522
 5C2  C18  N19  aromatic  1.308  0.020  1.308
 5C2  N3   H1   single    0.860  0.020  1.020
 5C2  C4   H2   single    0.970  0.020  1.090
 5C2  C4   H3   single    0.970  0.020  1.090
 5C2  C6   H4   single    0.930  0.020  1.080
 5C2  C10  H5   single    0.930  0.020  1.080
 5C2  C21  H6   single    0.970  0.020  1.090
 5C2  C22  H7   single    0.970  0.020  1.090
 5C2  C22  H8   single    0.970  0.020  1.090
 5C2  C22  H9   single    0.970  0.020  1.090
 5C2  C26  H10  single    0.930  0.020  1.080
 5C2  C23  H11  single    0.970  0.020  1.090
 5C2  C23  H12  single    0.970  0.020  1.090
 5C2  C23  H13  single    0.970  0.020  1.090
 5C2  C18  H14  single    0.930  0.020  1.080
 5C2  C16  H15  single    0.930  0.020  1.080
 5C2  C12  H16  single    0.930  0.020  1.080
 5C2  C11  H17  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
 5C2  H1   N3   C2   119.50  3.000
 5C2  H1   N3   C4   116.54  3.000
 5C2  C2   N3   C4   122.06  3.000
 5C2  H3   C4   H2   107.19  3.000
 5C2  H3   C4   C5   109.82  3.000
 5C2  H2   C4   C5   109.66  3.000
 5C2  H3   C4   N3   110.72  3.000
 5C2  H2   C4   N3   109.75  3.000
 5C2  C5   C4   N3   109.66  3.000
 5C2  N14  C5   C6   108.66  3.000
 5C2  N14  C5   C4   121.57  3.000
 5C2  C6   C5   C4   129.77  3.000
 5C2  H4   C6   O7   117.87  3.000
 5C2  H4   C6   C5   134.57  3.000
 5C2  O7   C6   C5   107.56  3.000
 5C2  C9   C8   O7   118.81  3.000
 5C2  C9   C8   N14  127.62  3.000
 5C2  O7   C8   N14  113.57  3.000
 5C2  H5   C10  C11  123.93  3.000
 5C2  H5   C10  C9   123.78  3.000
 5C2  C11  C10  C9   112.30  3.000
 5C2  C2   C15  C16  118.50  3.000
 5C2  C16  C15  C26  119.17  3.000
 5C2  C2   C15  C26  122.30  3.000
 5C2  C16  C17  C18  138.26  3.000
 5C2  C18  C17  C24  103.93  3.000
 5C2  C16  C17  C24  117.80  3.000
 5C2  H9   C22  H8   108.52  3.000
 5C2  H9   C22  H7   107.96  3.000
 5C2  H8   C22  H7   107.99  3.000
 5C2  H9   C22  C21  111.29  3.000
 5C2  H8   C22  C21  111.34  3.000
 5C2  H7   C22  C21  109.62  3.000
 5C2  N25  C24  N20  127.12  3.000
 5C2  N20  C24  C17  106.78  3.000
 5C2  N25  C24  C17  126.09  3.000
 5C2  H10  C26  N25  115.23  3.000
 5C2  H10  C26  C15  119.89  3.000
 5C2  N25  C26  C15  124.85  3.000
 5C2  H13  C23  H12  107.91  3.000
 5C2  H13  C23  H11  108.01  3.000
 5C2  H12  C23  H11  108.53  3.000
 5C2  H13  C23  C21  109.80  3.000
 5C2  H12  C23  C21  111.27  3.000
 5C2  H11  C23  C21  111.20  3.000
 5C2  N19  N20  C24  111.04  3.000
 5C2  N19  N20  C21  120.94  3.000
 5C2  C24  N20  C21  128.01  3.000
 5C2  C18  N19  N20  107.93  3.000
 5C2  H14  C18  N19  120.82  3.000
 5C2  H14  C18  C17  128.88  3.000
 5C2  N19  C18  C17  110.30  3.000
 5C2  H15  C16  C17  121.71  3.000
 5C2  H15  C16  C15  121.01  3.000
 5C2  C17  C16  C15  117.28  3.000
 5C2  C26  N25  C24  114.77  3.000
 5C2  O1   C2   C15  121.18  3.000
 5C2  C15  C2   N3   116.18  3.000
 5C2  O1   C2   N3   122.64  3.000
 5C2  C8   N14  C5   104.89  3.000
 5C2  C8   O7   C6   105.32  3.000
 5C2  S13  C9   C10  111.57  3.000
 5C2  S13  C9   C8   119.66  3.000
 5C2  C10  C9   C8   128.77  3.000
 5C2  C12  S13  C9    91.51  3.000
 5C2  H16  C12  C11  127.92  3.000
 5C2  H16  C12  S13  120.01  3.000
 5C2  C11  C12  S13  112.07  3.000
 5C2  H17  C11  C12  123.56  3.000
 5C2  H17  C11  C10  123.89  3.000
 5C2  C12  C11  C10  112.55  3.000
 5C2  H6   C21  N20  104.78  3.000
 5C2  H6   C21  C23  109.10  3.000
 5C2  N20  C21  C23  110.51  3.000
 5C2  H6   C21  C22  108.99  3.000
 5C2  C23  C21  C22  112.50  3.000
 5C2  N20  C21  C22  110.65  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
 5C2  CONST_01  C8   O7   C6   C5      0.00   0.0  0
 5C2  CONST_02  O7   C8   N14  C5      0.00   0.0  0
 5C2  CONST_03  C9   C8   N14  C5    180.00   0.0  0
 5C2  CONST_04  C9   C8   O7   C6    180.00   0.0  0
 5C2  CONST_05  N14  C8   O7   C6      0.00   0.0  0
 5C2  CONST_06  C8   N14  C5   C6      0.00   0.0  0
 5C2  CONST_07  C11  C10  C9   C8    180.00   0.0  0
 5C2  CONST_08  C12  S13  C9   C8    180.00   0.0  0
 5C2  CONST_09  S13  C12  C11  C10     0.00   0.0  0
 5C2  CONST_10  O7   C8   C9   C10     0.00   0.0  0
 5C2  CONST_11  N14  C8   C9   C10   180.00   0.0  0
 5C2  CONST_12  C12  S13  C9   C10     0.00   0.0  0
 5C2  CONST_13  C24  N25  C26  C15     0.00   0.0  0
 5C2  CONST_14  C24  C17  C16  C15     0.00   0.0  0
 5C2  CONST_15  C18  C17  C16  C15   180.00   0.0  0
 5C2  CONST_16  C26  C15  C16  C17     0.00   0.0  0
 5C2  CONST_17  C26  N25  C24  C17     0.00   0.0  0
 5C2  CONST_18  N19  N20  C24  C17     0.00   0.0  0
 5C2  CONST_19  N20  N19  C18  C17     0.00   0.0  0
 5C2  CONST_20  N19  C18  C17  C24     0.00   0.0  0
 5C2  CONST_21  C18  N19  N20  C24     0.00   0.0  0
 5C2  CONST_22  N20  C24  N25  C26   180.00   0.0  0
 5C2  CONST_23  C16  C17  C24  N20   180.00   0.0  0
 5C2  CONST_24  C18  C17  C24  N20     0.00   0.0  0
 5C2  CONST_25  N25  C24  N20  N19   180.00   0.0  0
 5C2  CONST_26  C16  C17  C18  N19   180.00   0.0  0
 5C2  CONST_27  N25  C24  C17  C18   180.00   0.0  0
 5C2  CONST_28  N25  C26  C15  C16     0.00   0.0  0
 5C2  CONST_29  N25  C24  C17  C16     0.00   0.0  0
 5C2  CONST_30  S13  C9   C8   N14     0.00   0.0  0
 5C2  CONST_31  O7   C6   C5   N14     0.00   0.0  0
 5C2  CONST_32  S13  C9   C8   O7    180.00   0.0  0
 5C2  CONST_33  C12  C11  C10  C9      0.00   0.0  0
 5C2  CONST_34  C11  C12  S13  C9      0.00   0.0  0
 5C2  CONST_35  C11  C10  C9   S13     0.00   0.0  0
 5C2  CONST_36  O7   C6   C5   C4    180.00   0.0  0
 5C2  CONST_37  C8   N14  C5   C4    180.00   0.0  0
 5C2  CONST_38  C2   C15  C16  C17   180.00   0.0  0
 5C2  CONST_39  C21  N20  C24  C17   180.00   0.0  0
 5C2  CONST_40  N25  C24  N20  C21     0.00   0.0  0
 5C2  CONST_41  C18  N19  N20  C21   180.00   0.0  0
 5C2  CONST_42  C2   C15  C26  N25   180.00   0.0  0
 5C2  CONST_43  H4   C6   O7   C8    180.00   0.0  0
 5C2  CONST_44  H5   C10  C9   C8      0.00   0.0  0
 5C2  CONST_45  H16  C12  C11  C10   180.00   0.0  0
 5C2  CONST_46  H10  C26  N25  C24   180.00   0.0  0
 5C2  CONST_47  H15  C16  C17  C24   180.00   0.0  0
 5C2  CONST_48  H14  C18  C17  C24   180.00   0.0  0
 5C2  CONST_49  H17  C11  C10  C9    180.00   0.0  0
 5C2  CONST_50  C15  C2   N3   C4    180.00   0.0  0
 5C2  CONST_52  O1   C2   N3   C4      0.00   0.0  0
 5C2  Var_01    C26  C15  C2   N3    -25.40  30.0  2
 5C2  Var_02    C6   C5   C4   N3    129.46  30.0  2
 5C2  Var_03    C24  N20  C21  C22   119.29  30.0  2
 5C2  Var_04    C2   N3   C4   C5   -163.36  30.0  3
 5C2  Var_05    H7   C22  C21  N20  -176.13  30.0  3
 5C2  Var_06    H11  C23  C21  N20   -64.32  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
 5C2  plan-1  C4   0.020
 5C2  plan-1  C5   0.020
 5C2  plan-1  C6   0.020
 5C2  plan-1  C8   0.020
 5C2  plan-1  N14  0.020
 5C2  plan-1  O7   0.020
 5C2  plan-1  C9   0.020
 5C2  plan-1  H4   0.020
 5C2  plan-2  C8   0.020
 5C2  plan-2  C10  0.020
 5C2  plan-2  C9   0.020
 5C2  plan-2  S13  0.020
 5C2  plan-2  C12  0.020
 5C2  plan-2  C11  0.020
 5C2  plan-2  H5   0.020
 5C2  plan-2  H16  0.020
 5C2  plan-2  H17  0.020
 5C2  plan-3  C15  0.020
 5C2  plan-3  C17  0.020
 5C2  plan-3  C24  0.020
 5C2  plan-3  C26  0.020
 5C2  plan-3  N20  0.020
 5C2  plan-3  N19  0.020
 5C2  plan-3  C18  0.020
 5C2  plan-3  C16  0.020
 5C2  plan-3  N25  0.020
 5C2  plan-3  C2   0.020
 5C2  plan-3  H10  0.020
 5C2  plan-3  H14  0.020
 5C2  plan-3  H15  0.020
 5C2  plan-3  C21  0.020
 5C2  plan-4  N3   0.020
 5C2  plan-4  C4   0.020
 5C2  plan-4  C15  0.020
 5C2  plan-4  C2   0.020
 5C2  plan-4  O1   0.020
 5C2  plan-4  H1   0.020

