# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 24 00:51:57 2021
#   Inital geometry file: a 111 line input string
#   Ligand name: [(2R)-1-{4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-2H-pyrazolo[3,4-d]pyrimidin-6-yl}piperidin-2-yl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1CCCCN1c2nc(Nc3cc([nH]n3)C4CC4)c5c[nH]nc5n2
#
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
 UXP  UXP  '[(2R)-1-{4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-2H-pyrazolo[3,4-d]pyrimidin-6-yl}piperidin-2-yl]methanol'  ligand  48  26  .  2022-07-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_UXP
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
 UXP  C17  C  CH2   0  -0.502  -38.1449  22.3211  -66.5105
 UXP  C14  C  CR15  0  -0.447  -36.3465  24.9138  -66.0294
 UXP  C13  C  CR5   0   0.319  -35.2251  25.5623  -65.4814
 UXP  C22  C  CR15  0  -0.004  -34.5855  29.7425  -63.8803
 UXP  C18  C  CH2   0  -0.470  -37.5474  22.5316  -67.8591
 UXP  N10  N  N     0  -0.360  -36.9853  27.7922  -65.9554
 UXP  C02  C  CH2   0  -0.176  -39.7033  30.6803  -67.9823
 UXP  C03  C  CH1   0  -0.064  -39.9915  29.6335  -66.9086
 UXP  C04  C  CH2   0  -0.447  -41.3379  28.9217  -67.1071
 UXP  C05  C  CH2   0  -0.415  -41.3222  27.5843  -66.3768
 UXP  C06  C  CH2   0  -0.465  -40.3400  26.6389  -67.0693
 UXP  C07  C  CH2   0  -0.327  -39.1453  27.4335  -67.6133
 UXP  C09  C  CR6   0   0.569  -37.8215  28.8598  -66.0897
 UXP  C11  C  CR6   0   0.440  -35.8861  27.9226  -65.2595
 UXP  C15  C  CR5   0   0.533  -35.9457  23.5967  -66.1537
 UXP  C16  C  CH1   0  -0.552  -36.6502  22.4119  -66.6558
 UXP  C21  C  CR56  0  -0.177  -35.5800  29.1749  -64.6606
 UXP  C25  C  CR56  0   0.394  -36.5375  30.2022  -64.8398
 UXP  N08  N  NT    0  -0.494  -38.9206  28.6458  -66.8524
 UXP  N19  N  NR15  0  -0.404  -34.6853  23.5474  -65.6998
 UXP  N20  N  N     0  -0.280  -34.2204  24.7289  -65.2846
 UXP  N23  N  NR15  0  -0.337  -34.9847  30.9917  -63.6662
 UXP  N24  N  N     0  -0.376  -36.1601  31.3163  -64.2252
 UXP  N26  N  N     0  -0.491  -37.6691  30.0570  -65.5542
 UXP  O01  O  OH1   0  -0.689  -40.6734  31.7074  -67.9853
 UXP  H1   H  HCH2  0   0.254  -38.6487  23.1548  -66.0370
 UXP  H2   H  HCH2  0   0.263  -38.5635  21.3522  -66.2733
 UXP  H3   H  HCR5  0   0.281  -37.3004  25.3377  -66.2813
 UXP  H4   H  HCR5  0   0.303  -33.6566  29.3675  -63.4831
 UXP  H5   H  HCH2  0   0.250  -37.6398  23.5092  -68.3156
 UXP  H6   H  HCH2  0   0.268  -37.5484  21.7083  -68.5606
 UXP  H7   H  HCH2  0   0.183  -39.6261  30.1955  -68.9636
 UXP  H8   H  HCH2  0   0.239  -38.7378  31.1419  -67.7711
 UXP  H9   H  HCH1  0   0.165  -40.0167  30.1419  -65.9421
 UXP  H10  H  HCH2  0   0.230  -41.5413  28.7559  -68.1720
 UXP  H11  H  HCH2  0   0.204  -42.1368  29.5642  -66.7351
 UXP  H12  H  HCH2  0   0.218  -42.3176  27.1404  -66.3327
 UXP  H13  H  HCH2  0   0.260  -41.0130  27.7521  -65.3410
 UXP  H14  H  HCH2  0   0.258  -40.8329  26.1492  -67.9124
 UXP  H15  H  HCH2  0   0.244  -40.0231  25.8456  -66.3882
 UXP  H16  H  HCH2  0   0.233  -38.2346  26.8439  -67.6261
 UXP  H17  H  HCH2  0   0.277  -39.3414  27.7180  -68.6510
 UXP  H18  H  HCH1  0   0.272  -36.0989  21.4834  -66.5584
 UXP  H19  H  HNH1  0   0.387  -34.1921  27.0567  -64.5849
 UXP  H20  H  HNR5  0   0.407  -34.0919  22.7359  -65.6428
 UXP  H21  H  HNR5  0   0.388  -34.4848  31.6851  -63.1324
 UXP  H22  H  HOH1  0   0.448  -41.4120  31.4386  -68.5345
 UXP  N12  N  NH1   0  -0.808  -35.0435  26.8818  -65.0958

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
 UXP  C07  C06  single    1.534  0.020  1.534
 UXP  C07  N08  single    1.449  0.020  1.449
 UXP  C18  C16  single    1.506  0.020  1.506
 UXP  C18  C17  single    1.490  0.020  1.490
 UXP  C06  C05  single    1.529  0.020  1.529
 UXP  C02  O01  single    1.413  0.020  1.413
 UXP  C02  C03  single    1.527  0.020  1.527
 UXP  C05  C04  single    1.524  0.020  1.524
 UXP  N08  C03  single    1.458  0.020  1.458
 UXP  N08  C09  single    1.355  0.020  1.355
 UXP  C04  C03  single    1.536  0.020  1.536
 UXP  C09  N10  aromatic  1.363  0.020  1.363
 UXP  C09  N26  aromatic  1.320  0.020  1.320
 UXP  C16  C17  single    1.504  0.020  1.504
 UXP  C16  C15  single    1.467  0.020  1.467
 UXP  N10  C11  aromatic  1.308  0.020  1.308
 UXP  N26  C25  aromatic  1.346  0.020  1.346
 UXP  C15  C14  aromatic  1.382  0.020  1.382
 UXP  C15  N19  aromatic  1.341  0.020  1.341
 UXP  C14  C13  aromatic  1.406  0.020  1.406
 UXP  N19  N20  aromatic  1.336  0.020  1.336
 UXP  C11  N12  single    1.349  0.020  1.349
 UXP  C11  C21  aromatic  1.421  0.020  1.421
 UXP  C13  N20  aromatic  1.320  0.020  1.320
 UXP  C13  N12  single    1.387  0.020  1.387
 UXP  C25  C21  aromatic  1.416  0.020  1.416
 UXP  C25  N24  aromatic  1.327  0.020  1.327
 UXP  C21  C22  aromatic  1.386  0.020  1.386
 UXP  N24  N23  aromatic  1.341  0.020  1.341
 UXP  C22  N23  aromatic  1.329  0.020  1.329
 UXP  C17  H1   single    0.970  0.020  1.090
 UXP  C17  H2   single    0.970  0.020  1.090
 UXP  C14  H3   single    0.930  0.020  1.080
 UXP  C22  H4   single    0.930  0.020  1.080
 UXP  C18  H5   single    0.970  0.020  1.090
 UXP  C18  H6   single    0.970  0.020  1.090
 UXP  C02  H7   single    0.970  0.020  1.090
 UXP  C02  H8   single    0.970  0.020  1.090
 UXP  C03  H9   single    0.970  0.020  1.090
 UXP  C04  H10  single    0.970  0.020  1.090
 UXP  C04  H11  single    0.970  0.020  1.090
 UXP  C05  H12  single    0.970  0.020  1.090
 UXP  C05  H13  single    0.970  0.020  1.090
 UXP  C06  H14  single    0.970  0.020  1.090
 UXP  C06  H15  single    0.970  0.020  1.090
 UXP  C07  H16  single    0.970  0.020  1.090
 UXP  C07  H17  single    0.970  0.020  1.090
 UXP  C16  H18  single    0.970  0.020  1.090
 UXP  N12  H19  single    0.860  0.020  1.020
 UXP  N19  H20  single    0.860  0.020  1.020
 UXP  N23  H21  single    0.860  0.020  1.020
 UXP  O01  H22  single    0.850  0.020  0.980

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
 UXP  H2   C17  H1   114.43  3.000
 UXP  H2   C17  C16  117.37  3.000
 UXP  H1   C17  C16  117.25  3.000
 UXP  H2   C17  C18  118.69  3.000
 UXP  H1   C17  C18  118.26  3.000
 UXP  C16  C17  C18   60.38  3.000
 UXP  H3   C14  C15  127.77  3.000
 UXP  H3   C14  C13  128.14  3.000
 UXP  C15  C14  C13  104.08  3.000
 UXP  N20  C13  N12  117.36  3.000
 UXP  N12  C13  C14  130.66  3.000
 UXP  N20  C13  C14  111.95  3.000
 UXP  H4   C22  N23  121.78  3.000
 UXP  H4   C22  C21  133.13  3.000
 UXP  N23  C22  C21  105.09  3.000
 UXP  H6   C18  H5   114.44  3.000
 UXP  H6   C18  C16  117.28  3.000
 UXP  H5   C18  C16  117.35  3.000
 UXP  H6   C18  C17  118.63  3.000
 UXP  H5   C18  C17  118.35  3.000
 UXP  C16  C18  C17   60.29  3.000
 UXP  C11  N10  C09  119.36  3.000
 UXP  H8   C02  H7   107.32  3.000
 UXP  H8   C02  O01  107.49  3.000
 UXP  H7   C02  O01  111.57  3.000
 UXP  H8   C02  C03  108.72  3.000
 UXP  H7   C02  C03  109.83  3.000
 UXP  O01  C02  C03  111.74  3.000
 UXP  H9   C03  N08  107.35  3.000
 UXP  H9   C03  C04  108.05  3.000
 UXP  N08  C03  C04  109.57  3.000
 UXP  H9   C03  C02  107.90  3.000
 UXP  C04  C03  C02  113.10  3.000
 UXP  N08  C03  C02  110.66  3.000
 UXP  H11  C04  H10  106.52  3.000
 UXP  H11  C04  C05  111.17  3.000
 UXP  H10  C04  C05  109.54  3.000
 UXP  H11  C04  C03  108.97  3.000
 UXP  H10  C04  C03  110.99  3.000
 UXP  C05  C04  C03  109.62  3.000
 UXP  H13  C05  H12  106.38  3.000
 UXP  H13  C05  C06  110.00  3.000
 UXP  H12  C05  C06  110.67  3.000
 UXP  H13  C05  C04  108.79  3.000
 UXP  H12  C05  C04  111.54  3.000
 UXP  C06  C05  C04  109.40  3.000
 UXP  H15  C06  H14  106.64  3.000
 UXP  H15  C06  C07  111.79  3.000
 UXP  H14  C06  C07  108.05  3.000
 UXP  H15  C06  C05  110.67  3.000
 UXP  H14  C06  C05  109.68  3.000
 UXP  C07  C06  C05  109.91  3.000
 UXP  H17  C07  H16  106.29  3.000
 UXP  H17  C07  N08  107.96  3.000
 UXP  H16  C07  N08  109.31  3.000
 UXP  H17  C07  C06  109.36  3.000
 UXP  H16  C07  C06  112.11  3.000
 UXP  N08  C07  C06  111.59  3.000
 UXP  N26  C09  N08  117.72  3.000
 UXP  N26  C09  N10  126.84  3.000
 UXP  N08  C09  N10  115.44  3.000
 UXP  N12  C11  C21  119.61  3.000
 UXP  C21  C11  N10  119.54  3.000
 UXP  N12  C11  N10  120.85  3.000
 UXP  N19  C15  C16  122.53  3.000
 UXP  N19  C15  C14  106.09  3.000
 UXP  C16  C15  C14  131.38  3.000
 UXP  H18  C16  C15  114.62  3.000
 UXP  H18  C16  C18  116.29  3.000
 UXP  C15  C16  C18  119.70  3.000
 UXP  H18  C16  C17  116.41  3.000
 UXP  C15  C16  C17  119.53  3.000
 UXP  C18  C16  C17   59.34  3.000
 UXP  C25  C21  C11  116.13  3.000
 UXP  C25  C21  C22  105.03  3.000
 UXP  C11  C21  C22  138.82  3.000
 UXP  N26  C25  N24  125.12  3.000
 UXP  N24  C25  C21  111.00  3.000
 UXP  N26  C25  C21  123.88  3.000
 UXP  C09  N08  C07  123.61  3.000
 UXP  C09  N08  C03  120.70  3.000
 UXP  C07  N08  C03  115.64  3.000
 UXP  H20  N19  N20  119.35  3.000
 UXP  H20  N19  C15  127.07  3.000
 UXP  N20  N19  C15  113.58  3.000
 UXP  N19  N20  C13  104.31  3.000
 UXP  H21  N23  N24  119.27  3.000
 UXP  H21  N23  C22  125.67  3.000
 UXP  N24  N23  C22  115.06  3.000
 UXP  N23  N24  C25  103.82  3.000
 UXP  C25  N26  C09  114.21  3.000
 UXP  H22  O01  C02  109.05  3.000
 UXP  H19  N12  C11  117.07  3.000
 UXP  H19  N12  C13  114.62  3.000
 UXP  C11  N12  C13  128.21  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
 UXP  CONST_01  N20  N19  C15  C14     0.00   0.0  0
 UXP  CONST_02  N19  N20  C13  C14     0.00   0.0  0
 UXP  CONST_03  N19  C15  C14  C13     0.00   0.0  0
 UXP  CONST_04  C15  N19  N20  C13     0.00   0.0  0
 UXP  CONST_05  N10  C11  C21  C22   180.00   0.0  0
 UXP  CONST_06  N26  C25  C21  C22   180.00   0.0  0
 UXP  CONST_07  N24  C25  C21  C22     0.00   0.0  0
 UXP  CONST_08  C25  N24  N23  C22     0.00   0.0  0
 UXP  CONST_09  C25  N26  C09  N10     0.00   0.0  0
 UXP  CONST_10  C25  C21  C11  N10     0.00   0.0  0
 UXP  CONST_11  C21  C11  N10  C09     0.00   0.0  0
 UXP  CONST_12  C21  C25  N26  C09     0.00   0.0  0
 UXP  CONST_13  N24  C25  N26  C09   180.00   0.0  0
 UXP  CONST_14  N26  C09  N10  C11     0.00   0.0  0
 UXP  CONST_15  N26  C25  C21  C11     0.00   0.0  0
 UXP  CONST_16  N24  C25  C21  C11   180.00   0.0  0
 UXP  CONST_17  N23  C22  C21  C11   180.00   0.0  0
 UXP  CONST_18  N20  C13  C14  C15     0.00   0.0  0
 UXP  CONST_19  N23  N24  C25  C21     0.00   0.0  0
 UXP  CONST_20  N24  N23  C22  C21     0.00   0.0  0
 UXP  CONST_21  N23  C22  C21  C25     0.00   0.0  0
 UXP  CONST_22  N26  C25  N24  N23   180.00   0.0  0
 UXP  CONST_23  C16  C15  C14  C13   180.00   0.0  0
 UXP  CONST_24  N08  C09  N10  C11   180.00   0.0  0
 UXP  CONST_25  N20  N19  C15  C16   180.00   0.0  0
 UXP  CONST_26  N08  C09  N26  C25   180.00   0.0  0
 UXP  CONST_27  N12  C11  C21  C22     0.00   0.0  0
 UXP  CONST_28  N12  C11  N10  C09   180.00   0.0  0
 UXP  CONST_29  N12  C13  C14  C15   180.00   0.0  0
 UXP  CONST_30  N12  C11  C21  C25   180.00   0.0  0
 UXP  CONST_31  N19  N20  C13  N12   180.00   0.0  0
 UXP  CONST_32  H20  N19  C15  C14   180.00   0.0  0
 UXP  CONST_33  H4   C22  C21  C11     0.00   0.0  0
 UXP  CONST_34  H3   C14  C15  C16     0.00   0.0  0
 UXP  CONST_35  H21  N23  C22  C21   180.00   0.0  0
 UXP  Var_01    C15  C16  C18  C17  -108.75  30.0  1
 UXP  Var_02    C14  C15  C16  C17   -30.08  30.0  2
 UXP  Var_03    C07  N08  C09  N10    -7.00  30.0  1
 UXP  Var_04    C06  C07  N08  C03   -64.06  30.0  1
 UXP  Var_05    C06  C05  C04  C03   -68.23  30.0  1
 UXP  Var_06    C07  C06  C05  C04    34.66  30.0  1
 UXP  Var_07    N08  C07  C06  C05    26.74  30.0  1
 UXP  Var_08    C11  N12  C13  C14    -6.26  30.0  2
 UXP  Var_09    N10  C11  N12  C13    -6.55  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
 UXP  chir_01  C03  C02  N08  C04  positiv
 UXP  chir_02  C16  C18  C17  C15  both

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
 UXP  plan-1  C14  0.020
 UXP  plan-1  C13  0.020
 UXP  plan-1  C15  0.020
 UXP  plan-1  C16  0.020
 UXP  plan-1  N19  0.020
 UXP  plan-1  N20  0.020
 UXP  plan-1  H3   0.020
 UXP  plan-1  H20  0.020
 UXP  plan-1  N12  0.020
 UXP  plan-2  C22  0.020
 UXP  plan-2  N10  0.020
 UXP  plan-2  C09  0.020
 UXP  plan-2  C11  0.020
 UXP  plan-2  C21  0.020
 UXP  plan-2  C25  0.020
 UXP  plan-2  N08  0.020
 UXP  plan-2  N23  0.020
 UXP  plan-2  N24  0.020
 UXP  plan-2  N26  0.020
 UXP  plan-2  H4   0.020
 UXP  plan-2  H21  0.020
 UXP  plan-2  N12  0.020

