# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 03:43:23 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 3-(7-ethoxynaphthalen-2-yl)-1-(2-methylpropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc2ccc(cc2c1)c3nn(CC(C)C)c4ncnc(N)c34
#
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
 UWA  UWA  3-(7-ethoxynaphthalen-2-yl)-1-(2-methylpropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine  ligand  50  27  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UWA
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
 UWA  CAL  C  CH3   0  -0.654   4.8834   2.4480  -0.6896
 UWA  CAK  C  CH1   0  -0.258   5.5423   1.2644   0.0087
 UWA  CAM  C  CH3   0  -0.658   6.9035   1.6575   0.5727
 UWA  CAJ  C  CH2   0  -0.282   4.6806   0.7051   1.1419
 UWA  NAG  N  NR5   0  -0.371   3.4223   0.1518   0.6948
 UWA  NAH  N  N     0  -0.271   2.3111   0.8970   0.6156
 UWA  C4   C  CR56  0   0.580   3.2030  -1.1008   0.2560
 UWA  N3   N  N     0  -0.466   4.0949  -2.0938   0.1931
 UWA  C2   C  CR16  0   0.052   3.5728  -3.1956  -0.3039
 UWA  N1   N  N     0  -0.478   2.3351  -3.3974  -0.7535
 UWA  C6   C  CR6   0   0.432   1.4550  -2.3945  -0.7017
 UWA  NAN  N  NH2   0  -0.816   0.2341  -2.6105  -1.1944
 UWA  C5   C  CR56  0  -0.260   1.8621  -1.1656  -0.1298
 UWA  CAI  C  CR5   0   0.262   1.3545   0.1367   0.1335
 UWA  CAO  C  CR6   0   0.043   0.0043   0.6729  -0.0657
 UWA  CAT  C  CR16  0  -0.423  -1.1010  -0.0471   0.3153
 UWA  CAS  C  CR66  0   0.171  -2.4091   0.4562   0.1144
 UWA  CAX  C  CR16  0  -0.445  -3.5492  -0.2784   0.4919
 UWA  CAW  C  CR6   0   0.408  -4.8136   0.2223   0.2758
 UWA  OAY  O  O2    0  -0.473  -5.8470  -0.5446   0.6646
 UWA  CAZ  C  CH2   0  -0.191  -7.1783  -0.1265   0.3865
 UWA  CBA  C  CH3   0  -0.681  -8.1158  -1.1956   0.8946
 UWA  CAV  C  CR16  0  -0.379  -4.9707   1.4918  -0.3306
 UWA  CAU  C  CR16  0  -0.291  -3.8698   2.2194  -0.6957
 UWA  CAR  C  CR66  0   0.088  -2.5637   1.7327  -0.4853
 UWA  CAQ  C  CR16  0  -0.296  -1.4103   2.4664  -0.8500
 UWA  CAP  C  CR16  0  -0.294  -0.1606   1.9572  -0.6449
 UWA  H1   H  HCH3  0   0.234   3.9178   2.1928  -1.1260
 UWA  H2   H  HCH3  0   0.216   4.7263   3.2737   0.0086
 UWA  H3   H  HCH3  0   0.231   5.5186   2.8149  -1.4972
 UWA  H4   H  HCH1  0   0.234   5.6904   0.4627  -0.7228
 UWA  H5   H  HCH3  0   0.231   7.4133   0.8071   1.0281
 UWA  H6   H  HCH3  0   0.235   7.5492   2.0506  -0.2133
 UWA  H7   H  HCH3  0   0.220   6.7998   2.4333   1.3344
 UWA  H8   H  HCH2  0   0.263   5.2171  -0.0908   1.6604
 UWA  H9   H  HCH2  0   0.262   4.4588   1.4816   1.8758
 UWA  H10  H  HCR6  0   0.254   4.2350  -4.0527  -0.3690
 UWA  H11  H  HNH2  0   0.405   0.0479  -3.4751  -1.6746
 UWA  H12  H  HNH2  0   0.415  -0.4203  -1.8583  -1.3229
 UWA  H13  H  HCR6  0   0.270  -0.9854  -1.0084   0.8039
 UWA  H14  H  HCR6  0   0.258  -3.4292  -1.2518   0.9534
 UWA  H15  H  HCH2  0   0.226  -7.3906   0.8283   0.8786
 UWA  H16  H  HCH2  0   0.227  -7.3127   0.0180  -0.6905
 UWA  H17  H  HCH3  0   0.238  -9.1435  -0.9078   0.6758
 UWA  H18  H  HCH3  0   0.235  -7.9260  -2.1540   0.4111
 UWA  H19  H  HCH3  0   0.235  -8.0258  -1.3250   1.9732
 UWA  H20  H  HCR6  0   0.285  -5.9526   1.9051  -0.5139
 UWA  H21  H  HCR6  0   0.263  -4.0045   3.1896  -1.1581
 UWA  H22  H  HCR6  0   0.258  -1.5306   3.4419  -1.3059
 UWA  H23  H  HCR6  0   0.253   0.7144   2.5215  -0.9396

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
 UWA  CAM  CAK  single    1.525  0.020  1.525
 UWA  CAK  CAJ  single    1.530  0.020  1.530
 UWA  CAK  CAL  single    1.524  0.020  1.524
 UWA  CAJ  NAG  single    1.445  0.020  1.445
 UWA  N3   C2   aromatic  1.317  0.020  1.317
 UWA  N3   C4   aromatic  1.336  0.020  1.336
 UWA  C2   N1   aromatic  1.332  0.020  1.332
 UWA  NAG  C4   aromatic  1.345  0.020  1.345
 UWA  NAG  NAH  aromatic  1.340  0.020  1.340
 UWA  C4   C5   aromatic  1.397  0.020  1.397
 UWA  N1   C6   aromatic  1.335  0.020  1.335
 UWA  NAH  CAI  aromatic  1.314  0.020  1.314
 UWA  C5   C6   aromatic  1.415  0.020  1.415
 UWA  C5   CAI  aromatic  1.422  0.020  1.422
 UWA  C6   NAN  single    1.334  0.020  1.334
 UWA  CAI  CAO  single    1.466  0.020  1.466
 UWA  CAT  CAO  aromatic  1.373  0.020  1.373
 UWA  CAT  CAS  aromatic  1.416  0.020  1.416
 UWA  CAZ  CBA  single    1.510  0.020  1.510
 UWA  CAZ  OAY  single    1.423  0.020  1.423
 UWA  CAX  CAS  aromatic  1.408  0.020  1.408
 UWA  CAX  CAW  aromatic  1.377  0.020  1.377
 UWA  CAO  CAP  aromatic  1.419  0.020  1.419
 UWA  CAS  CAR  aromatic  1.419  0.020  1.419
 UWA  OAY  CAW  single    1.344  0.020  1.344
 UWA  CAW  CAV  aromatic  1.416  0.020  1.416
 UWA  CAP  CAQ  aromatic  1.365  0.020  1.365
 UWA  CAR  CAQ  aromatic  1.415  0.020  1.415
 UWA  CAR  CAU  aromatic  1.410  0.020  1.410
 UWA  CAV  CAU  aromatic  1.369  0.020  1.369
 UWA  CAL  H1   single    0.970  0.020  1.090
 UWA  CAL  H2   single    0.970  0.020  1.090
 UWA  CAL  H3   single    0.970  0.020  1.090
 UWA  CAK  H4   single    0.970  0.020  1.090
 UWA  CAM  H5   single    0.970  0.020  1.090
 UWA  CAM  H6   single    0.970  0.020  1.090
 UWA  CAM  H7   single    0.970  0.020  1.090
 UWA  CAJ  H8   single    0.970  0.020  1.090
 UWA  CAJ  H9   single    0.970  0.020  1.090
 UWA  C2   H10  single    0.930  0.020  1.080
 UWA  NAN  H11  single    0.860  0.020  1.020
 UWA  NAN  H12  single    0.860  0.020  1.020
 UWA  CAT  H13  single    0.930  0.020  1.080
 UWA  CAX  H14  single    0.930  0.020  1.080
 UWA  CAZ  H15  single    0.970  0.020  1.090
 UWA  CAZ  H16  single    0.970  0.020  1.090
 UWA  CBA  H17  single    0.970  0.020  1.090
 UWA  CBA  H18  single    0.970  0.020  1.090
 UWA  CBA  H19  single    0.970  0.020  1.090
 UWA  CAV  H20  single    0.930  0.020  1.080
 UWA  CAU  H21  single    0.930  0.020  1.080
 UWA  CAQ  H22  single    0.930  0.020  1.080
 UWA  CAP  H23  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
 UWA  H3   CAL  H2   107.61  3.000
 UWA  H3   CAL  H1   107.35  3.000
 UWA  H2   CAL  H1   107.79  3.000
 UWA  H3   CAL  CAK  110.40  3.000
 UWA  H2   CAL  CAK  110.87  3.000
 UWA  H1   CAL  CAK  112.62  3.000
 UWA  H4   CAK  CAJ  107.65  3.000
 UWA  H4   CAK  CAM  108.36  3.000
 UWA  CAJ  CAK  CAM  108.85  3.000
 UWA  H4   CAK  CAL  108.71  3.000
 UWA  CAJ  CAK  CAL  112.33  3.000
 UWA  CAM  CAK  CAL  110.81  3.000
 UWA  H7   CAM  H6   107.63  3.000
 UWA  H7   CAM  H5   107.88  3.000
 UWA  H6   CAM  H5   107.77  3.000
 UWA  H7   CAM  CAK  110.87  3.000
 UWA  H6   CAM  CAK  110.78  3.000
 UWA  H5   CAM  CAK  111.75  3.000
 UWA  H9   CAJ  H8   107.43  3.000
 UWA  H9   CAJ  NAG  107.66  3.000
 UWA  H8   CAJ  NAG  107.21  3.000
 UWA  H9   CAJ  CAK  110.64  3.000
 UWA  H8   CAJ  CAK  109.99  3.000
 UWA  NAG  CAJ  CAK  113.65  3.000
 UWA  C4   NAG  NAH  111.30  3.000
 UWA  NAH  NAG  CAJ  121.82  3.000
 UWA  C4   NAG  CAJ  126.81  3.000
 UWA  CAI  NAH  NAG  107.68  3.000
 UWA  C5   C4   N3   126.39  3.000
 UWA  C5   C4   NAG  106.85  3.000
 UWA  N3   C4   NAG  126.76  3.000
 UWA  C2   N3   C4   112.02  3.000
 UWA  H10  C2   N1   115.28  3.000
 UWA  H10  C2   N3   116.21  3.000
 UWA  N1   C2   N3   128.50  3.000
 UWA  C6   N1   C2   119.04  3.000
 UWA  C5   C6   NAN  123.58  3.000
 UWA  NAN  C6   N1   117.85  3.000
 UWA  C5   C6   N1   118.57  3.000
 UWA  H12  NAN  H11  117.48  3.000
 UWA  H12  NAN  C6   121.45  3.000
 UWA  H11  NAN  C6   118.99  3.000
 UWA  CAI  C5   C6   140.10  3.000
 UWA  CAI  C5   C4   104.42  3.000
 UWA  C6   C5   C4   115.35  3.000
 UWA  CAO  CAI  C5   129.67  3.000
 UWA  CAO  CAI  NAH  120.58  3.000
 UWA  C5   CAI  NAH  109.75  3.000
 UWA  CAP  CAO  CAT  119.63  3.000
 UWA  CAP  CAO  CAI  119.58  3.000
 UWA  CAT  CAO  CAI  120.78  3.000
 UWA  H13  CAT  CAS  118.52  3.000
 UWA  H13  CAT  CAO  120.26  3.000
 UWA  CAS  CAT  CAO  121.19  3.000
 UWA  CAR  CAS  CAX  119.64  3.000
 UWA  CAR  CAS  CAT  118.72  3.000
 UWA  CAX  CAS  CAT  121.64  3.000
 UWA  H14  CAX  CAW  119.67  3.000
 UWA  H14  CAX  CAS  119.54  3.000
 UWA  CAW  CAX  CAS  120.78  3.000
 UWA  CAV  CAW  OAY  123.38  3.000
 UWA  CAV  CAW  CAX  119.68  3.000
 UWA  OAY  CAW  CAX  116.94  3.000
 UWA  CAZ  OAY  CAW  119.68  3.000
 UWA  H16  CAZ  H15  107.65  3.000
 UWA  H16  CAZ  CBA  110.38  3.000
 UWA  H15  CAZ  CBA  110.23  3.000
 UWA  H16  CAZ  OAY  110.24  3.000
 UWA  H15  CAZ  OAY  110.47  3.000
 UWA  CBA  CAZ  OAY  107.89  3.000
 UWA  H19  CBA  H18  108.67  3.000
 UWA  H19  CBA  H17  107.93  3.000
 UWA  H18  CBA  H17  107.90  3.000
 UWA  H19  CBA  CAZ  111.45  3.000
 UWA  H18  CBA  CAZ  111.41  3.000
 UWA  H17  CBA  CAZ  109.33  3.000
 UWA  H20  CAV  CAU  118.81  3.000
 UWA  H20  CAV  CAW  121.08  3.000
 UWA  CAU  CAV  CAW  120.10  3.000
 UWA  H21  CAU  CAR  119.23  3.000
 UWA  H21  CAU  CAV  119.33  3.000
 UWA  CAR  CAU  CAV  121.44  3.000
 UWA  CAQ  CAR  CAU  122.54  3.000
 UWA  CAU  CAR  CAS  118.34  3.000
 UWA  CAQ  CAR  CAS  119.12  3.000
 UWA  H22  CAQ  CAP  120.05  3.000
 UWA  H22  CAQ  CAR  119.00  3.000
 UWA  CAP  CAQ  CAR  120.95  3.000
 UWA  H23  CAP  CAQ  120.33  3.000
 UWA  H23  CAP  CAO  119.29  3.000
 UWA  CAQ  CAP  CAO  120.37  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
 UWA  CONST_01  C2   N3   C4   NAG   180.00   0.0  0
 UWA  CONST_02  C6   C5   C4   NAG   180.00   0.0  0
 UWA  CONST_03  CAI  C5   C4   NAG     0.00   0.0  0
 UWA  CONST_04  C5   CAI  NAH  NAG     0.00   0.0  0
 UWA  CONST_05  CAO  CAI  NAH  NAG   180.00   0.0  0
 UWA  CONST_06  N3   C4   NAG  NAH   180.00   0.0  0
 UWA  CONST_07  C5   C4   NAG  NAH     0.00   0.0  0
 UWA  CONST_08  C4   C5   CAI  NAH     0.00   0.0  0
 UWA  CONST_09  C6   C5   CAI  NAH   180.00   0.0  0
 UWA  CONST_12  N1   C2   N3   C4      0.00   0.0  0
 UWA  CONST_13  CAI  NAH  NAG  C4      0.00   0.0  0
 UWA  CONST_14  N1   C6   C5   C4      0.00   0.0  0
 UWA  CONST_15  CAO  CAI  C5   C4    180.00   0.0  0
 UWA  CONST_16  C6   N1   C2   N3      0.00   0.0  0
 UWA  CONST_17  C6   C5   C4   N3      0.00   0.0  0
 UWA  CONST_18  CAI  C5   C4   N3    180.00   0.0  0
 UWA  CONST_19  C5   C4   N3   C2      0.00   0.0  0
 UWA  CONST_20  C5   C6   N1   C2      0.00   0.0  0
 UWA  CONST_21  CAI  C5   C6   N1    180.00   0.0  0
 UWA  CONST_22  CAO  CAI  C5   C6      0.00   0.0  0
 UWA  CONST_25  CAS  CAT  CAO  CAI   180.00   0.0  0
 UWA  CONST_26  CAQ  CAP  CAO  CAI   180.00   0.0  0
 UWA  CONST_27  CAX  CAS  CAT  CAO   180.00   0.0  0
 UWA  CONST_28  CAR  CAS  CAT  CAO     0.00   0.0  0
 UWA  CONST_29  CAR  CAQ  CAP  CAO     0.00   0.0  0
 UWA  CONST_30  CAQ  CAP  CAO  CAT     0.00   0.0  0
 UWA  CONST_31  CAW  CAX  CAS  CAT   180.00   0.0  0
 UWA  CONST_32  CAQ  CAR  CAS  CAT     0.00   0.0  0
 UWA  CONST_33  CAU  CAR  CAS  CAT   180.00   0.0  0
 UWA  CONST_34  CAP  CAO  CAT  CAS     0.00   0.0  0
 UWA  CONST_35  CAV  CAW  CAX  CAS     0.00   0.0  0
 UWA  CONST_36  CAP  CAQ  CAR  CAS     0.00   0.0  0
 UWA  CONST_37  CAV  CAU  CAR  CAS     0.00   0.0  0
 UWA  CONST_38  CAQ  CAR  CAS  CAX   180.00   0.0  0
 UWA  CONST_39  CAU  CAR  CAS  CAX     0.00   0.0  0
 UWA  CONST_40  CAU  CAV  CAW  CAX     0.00   0.0  0
 UWA  CONST_41  CAR  CAS  CAX  CAW     0.00   0.0  0
 UWA  CONST_42  CAR  CAU  CAV  CAW     0.00   0.0  0
 UWA  CONST_43  CAQ  CAR  CAU  CAV   180.00   0.0  0
 UWA  CONST_44  CAP  CAQ  CAR  CAU   180.00   0.0  0
 UWA  CONST_45  N3   C4   NAG  CAJ     0.00   0.0  0
 UWA  CONST_46  C5   C4   NAG  CAJ   180.00   0.0  0
 UWA  CONST_47  CAI  NAH  NAG  CAJ   180.00   0.0  0
 UWA  CONST_48  NAN  C6   C5   C4    180.00   0.0  0
 UWA  CONST_49  NAN  C6   N1   C2    180.00   0.0  0
 UWA  CONST_50  CAI  C5   C6   NAN     0.00   0.0  0
 UWA  CONST_51  OAY  CAW  CAX  CAS   180.00   0.0  0
 UWA  CONST_52  CAU  CAV  CAW  OAY   180.00   0.0  0
 UWA  CONST_53  H10  C2   N3   C4    180.00   0.0  0
 UWA  CONST_54  H13  CAT  CAO  CAI     0.00   0.0  0
 UWA  CONST_55  H23  CAP  CAO  CAI     0.00   0.0  0
 UWA  CONST_56  H22  CAQ  CAP  CAO   180.00   0.0  0
 UWA  CONST_57  H14  CAX  CAS  CAT     0.00   0.0  0
 UWA  CONST_58  H21  CAU  CAR  CAS   180.00   0.0  0
 UWA  CONST_59  H20  CAV  CAW  CAX   180.00   0.0  0
 UWA  CONST_60  H11  NAN  C6   N1      0.00   0.0  0
 UWA  CONST_61  H12  NAN  C6   N1    180.00   0.0  0
 UWA  Var_01    C4   NAG  CAJ  CAK    86.11  30.0  2
 UWA  Var_02    CAV  CAW  OAY  CAZ     4.34  30.0  2
 UWA  Var_03    NAG  CAJ  CAK  CAL    63.86  30.0  3
 UWA  Var_04    CBA  CAZ  OAY  CAW   178.21  30.0  1
 UWA  Var_05    H5   CAM  CAK  CAL  -176.85  30.0  3
 UWA  Var_06    H1   CAL  CAK  CAM   178.58  30.0  3
 UWA  Var_07    H17  CBA  CAZ  OAY  -178.90  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
 UWA  plan-1  CAJ  0.020
 UWA  plan-1  NAG  0.020
 UWA  plan-1  NAH  0.020
 UWA  plan-1  C4   0.020
 UWA  plan-1  N3   0.020
 UWA  plan-1  C2   0.020
 UWA  plan-1  N1   0.020
 UWA  plan-1  C6   0.020
 UWA  plan-1  NAN  0.020
 UWA  plan-1  C5   0.020
 UWA  plan-1  CAI  0.020
 UWA  plan-1  CAO  0.020
 UWA  plan-1  H10  0.020
 UWA  plan-2  CAI  0.020
 UWA  plan-2  CAO  0.020
 UWA  plan-2  CAT  0.020
 UWA  plan-2  CAS  0.020
 UWA  plan-2  CAX  0.020
 UWA  plan-2  CAW  0.020
 UWA  plan-2  OAY  0.020
 UWA  plan-2  CAV  0.020
 UWA  plan-2  CAU  0.020
 UWA  plan-2  CAR  0.020
 UWA  plan-2  CAQ  0.020
 UWA  plan-2  CAP  0.020
 UWA  plan-2  H13  0.020
 UWA  plan-2  H14  0.020
 UWA  plan-2  H20  0.020
 UWA  plan-2  H21  0.020
 UWA  plan-2  H22  0.020
 UWA  plan-2  H23  0.020
 UWA  plan-3  C6   0.020
 UWA  plan-3  NAN  0.020
 UWA  plan-3  H11  0.020
 UWA  plan-3  H12  0.020

