# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 16:18:30 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 1-[(3S)-3-{4-amino-3-[(3,5-dimethoxyphenyl)ethynyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}pyrrolidin-1-yl]prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(OC)cc(c1)C#Cc2nn([C@H]3CCN(C3)C(=O)C=C)c4ncnc(N)c24
#
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
 TZ0  TZ0  1-[(3S)-3-{4-amino-3-[(3,5-dimethoxyphenyl)ethynyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}pyrrolidin-1-yl]prop-2-en-1-one  ligand  53  31  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TZ0
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
 TZ0  C0N  C  CH3   0  -0.414  -4.2112  -4.8071  -0.1039
 TZ0  O01  O  O2    0  -0.466  -5.2941  -3.9003  -0.0914
 TZ0  C0E  C  CR6   0   0.424  -5.0378  -2.5843  -0.0257
 TZ0  C0O  C  CR16  0  -0.448  -3.7553  -2.0422   0.0188
 TZ0  C0C  C  CR16  0  -0.421  -6.1507  -1.7498  -0.0054
 TZ0  C0D  C  CR6   0   0.427  -5.9960  -0.3693   0.0622
 TZ0  O02  O  O2    0  -0.465  -7.1312   0.3482   0.0806
 TZ0  C0U  C  CH3   0  -0.405  -7.0453   1.7559   0.1419
 TZ0  C0R  C  CR16  0  -0.462  -4.7212   0.1902   0.1073
 TZ0  C0J  C  CR6   0  -0.033  -3.6122  -0.6561   0.0828
 TZ0  C0S  C  CSP   0   0.131  -2.3042  -0.0983   0.1147
 TZ0  C0H  C  CSP   0   0.096  -1.1856   0.3549   0.1339
 TZ0  C0G  C  CR5   0   0.143   0.1033   0.9343   0.1225
 TZ0  N09  N  N     0  -0.242   1.1955   0.2312   0.3382
 TZ0  C0A  C  CR56  0  -0.284   0.4367   2.2921  -0.1258
 TZ0  C0F  C  CR6   0   0.456  -0.1968   3.5149  -0.4249
 TZ0  N05  N  NH2   0  -0.820  -1.5241   3.6288  -0.5419
 TZ0  N06  N  N     0  -0.446   0.5537   4.5995  -0.5911
 TZ0  C0L  C  CR16  0   0.078   1.8766   4.4870  -0.4706
 TZ0  N08  N  N     0  -0.436   2.5895   3.4122  -0.2025
 TZ0  C0B  C  CR56  0   0.570   1.8242   2.3347  -0.0398
 TZ0  N04  N  NR5   0  -0.394   2.2265   1.0733   0.2373
 TZ0  C0K  C  CH1   0  -0.133   3.5795   0.6142   0.4164
 TZ0  C0I  C  CH2   0  -0.227   3.9740  -0.5076  -0.5434
 TZ0  C0Q  C  CH2   0  -0.467   3.8625   0.0157   1.7913
 TZ0  C0T  C  CH2   0  -0.273   5.1513  -0.7633   1.5593
 TZ0  N07  N  NT    0  -0.506   5.0708  -1.1494   0.1555
 TZ0  C0P  C  C     0   0.553   5.8665  -2.0333  -0.4943
 TZ0  O03  O  O     0  -0.436   5.6616  -2.3384  -1.6547
 TZ0  C0M  C  C1    0  -0.310   7.0039  -2.5981   0.2837
 TZ0  C0V  C  C2    0  -0.439   7.7809  -3.5392  -0.2383
 TZ0  H1   H  HCH3  0   0.222  -3.6098  -4.7408   0.8062
 TZ0  H2   H  HCH3  0   0.253  -4.6435  -5.8021  -0.1605
 TZ0  H3   H  HCH3  0   0.220  -3.5605  -4.6604  -0.9696
 TZ0  H4   H  HCR6  0   0.266  -2.8701  -2.6610   0.0030
 TZ0  H5   H  HCR6  0   0.258  -7.1446  -2.1777  -0.0425
 TZ0  H6   H  HCH3  0   0.214  -6.5268   2.1735  -0.7249
 TZ0  H7   H  HCH3  0   0.252  -8.0656   2.1286   0.1456
 TZ0  H8   H  HCH3  0   0.216  -6.5458   2.0979   1.0518
 TZ0  H9   H  HCR6  0   0.246  -4.5718   1.2584   0.1646
 TZ0  H10  H  HNH2  0   0.390  -2.1250   2.8272  -0.4829
 TZ0  H11  H  HNH2  0   0.382  -1.9174   4.5138  -0.8065
 TZ0  H12  H  HCR6  0   0.233   2.4333   5.4063  -0.6160
 TZ0  H13  H  HCH1  0   0.283   4.2118   1.4881   0.2492
 TZ0  H14  H  HCH2  0   0.254   3.1397  -1.1976  -0.7017
 TZ0  H15  H  HCH2  0   0.260   4.2886  -0.1336  -1.5175
 TZ0  H16  H  HCH2  0   0.252   3.9626   0.7689   2.5717
 TZ0  H17  H  HCH2  0   0.261   3.0495  -0.6570   2.0687
 TZ0  H18  H  HCH2  0   0.229   6.0282  -0.1359   1.7484
 TZ0  H19  H  HCH2  0   0.242   5.2151  -1.6304   2.2182
 TZ0  H20  H  H     0   0.234   7.2049  -2.2302   1.2819
 TZ0  H21  H  H     0   0.230   8.6130  -3.9508   0.3156
 TZ0  H22  H  H     0   0.257   7.6071  -3.9235  -1.2342

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
 TZ0  C0N  O01  single    1.412  0.020  1.412
 TZ0  O01  C0E  single    1.342  0.020  1.342
 TZ0  C0E  C0C  aromatic  1.391  0.020  1.391
 TZ0  C0E  C0O  aromatic  1.393  0.020  1.393
 TZ0  C0C  C0D  aromatic  1.391  0.020  1.391
 TZ0  C0O  C0J  aromatic  1.395  0.020  1.395
 TZ0  C0U  O02  single    1.412  0.020  1.412
 TZ0  C0D  O02  single    1.343  0.020  1.343
 TZ0  C0D  C0R  aromatic  1.393  0.020  1.393
 TZ0  O03  C0P  double    1.217  0.020  1.217
 TZ0  C0J  C0R  aromatic  1.395  0.020  1.395
 TZ0  C0J  C0S  single    1.422  0.020  1.422
 TZ0  C0T  N07  single    1.458  0.020  1.458
 TZ0  C0T  C0Q  single    1.524  0.020  1.524
 TZ0  C0S  C0H  triple    1.207  0.020  1.207
 TZ0  C0P  N07  single    1.355  0.020  1.355
 TZ0  C0P  C0M  single    1.489  0.020  1.489
 TZ0  C0V  C0M  double    1.327  0.020  1.327
 TZ0  C0H  C0G  single    1.413  0.020  1.413
 TZ0  N07  C0I  single    1.450  0.020  1.450
 TZ0  C0Q  C0K  single    1.526  0.020  1.526
 TZ0  N09  C0G  aromatic  1.317  0.020  1.317
 TZ0  N09  N04  aromatic  1.335  0.020  1.335
 TZ0  C0G  C0A  aromatic  1.420  0.020  1.420
 TZ0  N04  C0K  single    1.440  0.020  1.440
 TZ0  N04  C0B  aromatic  1.353  0.020  1.353
 TZ0  C0K  C0I  single    1.528  0.020  1.528
 TZ0  C0A  C0B  aromatic  1.391  0.020  1.391
 TZ0  C0A  C0F  aromatic  1.409  0.020  1.409
 TZ0  N05  C0F  single    1.337  0.020  1.337
 TZ0  C0B  N08  aromatic  1.332  0.020  1.332
 TZ0  C0F  N06  aromatic  1.329  0.020  1.329
 TZ0  N08  C0L  aromatic  1.317  0.020  1.317
 TZ0  N06  C0L  aromatic  1.333  0.020  1.333
 TZ0  C0N  H1   single    0.970  0.020  1.090
 TZ0  C0N  H2   single    0.970  0.020  1.090
 TZ0  C0N  H3   single    0.970  0.020  1.090
 TZ0  C0O  H4   single    0.930  0.020  1.080
 TZ0  C0C  H5   single    0.930  0.020  1.080
 TZ0  C0U  H6   single    0.970  0.020  1.090
 TZ0  C0U  H7   single    0.970  0.020  1.090
 TZ0  C0U  H8   single    0.970  0.020  1.090
 TZ0  C0R  H9   single    0.930  0.020  1.080
 TZ0  N05  H10  single    0.860  0.020  1.020
 TZ0  N05  H11  single    0.860  0.020  1.020
 TZ0  C0L  H12  single    0.930  0.020  1.080
 TZ0  C0K  H13  single    0.970  0.020  1.090
 TZ0  C0I  H14  single    0.970  0.020  1.090
 TZ0  C0I  H15  single    0.970  0.020  1.090
 TZ0  C0Q  H16  single    0.970  0.020  1.090
 TZ0  C0Q  H17  single    0.970  0.020  1.090
 TZ0  C0T  H18  single    0.970  0.020  1.090
 TZ0  C0T  H19  single    0.970  0.020  1.090
 TZ0  C0M  H20  single    0.930  0.020  1.080
 TZ0  C0V  H21  single    0.930  0.020  1.080
 TZ0  C0V  H22  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
 TZ0  H3   C0N  H2   108.58  3.000
 TZ0  H3   C0N  H1   108.90  3.000
 TZ0  H2   C0N  H1   108.54  3.000
 TZ0  H3   C0N  O01  112.17  3.000
 TZ0  H2   C0N  O01  106.46  3.000
 TZ0  H1   C0N  O01  112.06  3.000
 TZ0  C0E  O01  C0N  118.91  3.000
 TZ0  C0C  C0E  C0O  120.17  3.000
 TZ0  C0O  C0E  O01  123.98  3.000
 TZ0  C0C  C0E  O01  115.85  3.000
 TZ0  H4   C0O  C0J  119.07  3.000
 TZ0  H4   C0O  C0E  122.08  3.000
 TZ0  C0J  C0O  C0E  118.85  3.000
 TZ0  H5   C0C  C0D  119.74  3.000
 TZ0  H5   C0C  C0E  119.79  3.000
 TZ0  C0D  C0C  C0E  120.47  3.000
 TZ0  C0R  C0D  O02  123.96  3.000
 TZ0  C0R  C0D  C0C  120.13  3.000
 TZ0  O02  C0D  C0C  115.91  3.000
 TZ0  C0U  O02  C0D  118.81  3.000
 TZ0  H8   C0U  H7   108.61  3.000
 TZ0  H8   C0U  H6   108.90  3.000
 TZ0  H7   C0U  H6   108.49  3.000
 TZ0  H8   C0U  O02  112.09  3.000
 TZ0  H7   C0U  O02  106.57  3.000
 TZ0  H6   C0U  O02  112.05  3.000
 TZ0  H9   C0R  C0J  119.40  3.000
 TZ0  H9   C0R  C0D  121.70  3.000
 TZ0  C0J  C0R  C0D  118.90  3.000
 TZ0  C0S  C0J  C0R  119.52  3.000
 TZ0  C0S  C0J  C0O  119.02  3.000
 TZ0  C0R  C0J  C0O  121.47  3.000
 TZ0  C0H  C0S  C0J  180.00  3.000
 TZ0  C0G  C0H  C0S  180.00  3.000
 TZ0  C0A  C0G  N09  110.15  3.000
 TZ0  C0A  C0G  C0H  127.41  3.000
 TZ0  N09  C0G  C0H  122.44  3.000
 TZ0  N04  N09  C0G  106.94  3.000
 TZ0  C0B  C0A  C0F  115.78  3.000
 TZ0  C0F  C0A  C0G  139.58  3.000
 TZ0  C0B  C0A  C0G  104.63  3.000
 TZ0  N06  C0F  N05  118.68  3.000
 TZ0  N06  C0F  C0A  118.73  3.000
 TZ0  N05  C0F  C0A  122.59  3.000
 TZ0  H11  N05  H10  119.01  3.000
 TZ0  H11  N05  C0F  119.14  3.000
 TZ0  H10  N05  C0F  121.41  3.000
 TZ0  C0L  N06  C0F  118.69  3.000
 TZ0  H12  C0L  N08  116.18  3.000
 TZ0  H12  C0L  N06  115.20  3.000
 TZ0  N08  C0L  N06  128.62  3.000
 TZ0  C0B  N08  C0L  111.97  3.000
 TZ0  N04  C0B  N08  127.50  3.000
 TZ0  N08  C0B  C0A  126.20  3.000
 TZ0  N04  C0B  C0A  106.31  3.000
 TZ0  C0K  N04  C0B  127.03  3.000
 TZ0  C0B  N04  N09  111.97  3.000
 TZ0  C0K  N04  N09  121.01  3.000
 TZ0  H13  C0K  C0Q  110.16  3.000
 TZ0  H13  C0K  C0I  110.00  3.000
 TZ0  C0Q  C0K  C0I  103.30  3.000
 TZ0  H13  C0K  N04  105.66  3.000
 TZ0  C0I  C0K  N04  113.48  3.000
 TZ0  C0Q  C0K  N04  114.29  3.000
 TZ0  H15  C0I  H14  107.89  3.000
 TZ0  H15  C0I  N07  111.36  3.000
 TZ0  H14  C0I  N07  111.55  3.000
 TZ0  H15  C0I  C0K  112.58  3.000
 TZ0  H14  C0I  C0K  110.91  3.000
 TZ0  N07  C0I  C0K  102.56  3.000
 TZ0  H17  C0Q  H16  108.22  3.000
 TZ0  H17  C0Q  C0T  110.72  3.000
 TZ0  H16  C0Q  C0T  112.64  3.000
 TZ0  H17  C0Q  C0K  109.43  3.000
 TZ0  H16  C0Q  C0K  113.04  3.000
 TZ0  C0T  C0Q  C0K  102.72  3.000
 TZ0  H19  C0T  H18  107.72  3.000
 TZ0  H19  C0T  N07  111.98  3.000
 TZ0  H18  C0T  N07  111.24  3.000
 TZ0  H19  C0T  C0Q  111.34  3.000
 TZ0  H18  C0T  C0Q  110.99  3.000
 TZ0  N07  C0T  C0Q  103.60  3.000
 TZ0  C0P  N07  C0T  127.00  3.000
 TZ0  C0P  N07  C0I  120.11  3.000
 TZ0  C0T  N07  C0I  112.86  3.000
 TZ0  C0M  C0P  O03  122.11  3.000
 TZ0  C0M  C0P  N07  116.44  3.000
 TZ0  O03  C0P  N07  121.45  3.000
 TZ0  H20  C0M  C0V  119.66  3.000
 TZ0  H20  C0M  C0P  119.64  3.000
 TZ0  C0V  C0M  C0P  120.70  3.000
 TZ0  H22  C0V  H21  117.40  3.000
 TZ0  H22  C0V  C0M  121.33  3.000
 TZ0  H21  C0V  C0M  121.27  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
 TZ0  CONST_01  C0R  C0D  C0C  C0E     0.00   0.0  0
 TZ0  CONST_02  C0R  C0J  C0O  C0E     0.00   0.0  0
 TZ0  CONST_03  C0D  C0C  C0E  C0O     0.00   0.0  0
 TZ0  CONST_04  C0D  C0R  C0J  C0O     0.00   0.0  0
 TZ0  CONST_05  C0J  C0O  C0E  C0C     0.00   0.0  0
 TZ0  CONST_06  C0J  C0R  C0D  C0C     0.00   0.0  0
 TZ0  CONST_07  C0B  N04  N09  C0G     0.00   0.0  0
 TZ0  CONST_08  N04  C0B  C0A  C0G     0.00   0.0  0
 TZ0  CONST_09  N08  C0B  C0A  C0G   180.00   0.0  0
 TZ0  CONST_10  N06  C0F  C0A  C0G   180.00   0.0  0
 TZ0  CONST_11  C0B  C0A  C0G  N09     0.00   0.0  0
 TZ0  CONST_12  C0F  C0A  C0G  N09   180.00   0.0  0
 TZ0  CONST_13  C0A  C0B  N04  N09     0.00   0.0  0
 TZ0  CONST_14  N08  C0B  N04  N09   180.00   0.0  0
 TZ0  CONST_15  N04  N09  C0G  C0A     0.00   0.0  0
 TZ0  CONST_16  C0L  N08  C0B  C0A     0.00   0.0  0
 TZ0  CONST_17  C0L  N06  C0F  C0A     0.00   0.0  0
 TZ0  CONST_18  N04  C0B  C0A  C0F   180.00   0.0  0
 TZ0  CONST_19  N08  C0B  C0A  C0F     0.00   0.0  0
 TZ0  CONST_20  N08  C0L  N06  C0F     0.00   0.0  0
 TZ0  CONST_21  C0B  C0A  C0F  N06     0.00   0.0  0
 TZ0  CONST_22  C0B  N08  C0L  N06     0.00   0.0  0
 TZ0  CONST_23  N04  C0B  N08  C0L   180.00   0.0  0
 TZ0  CONST_24  C0K  N04  N09  C0G   180.00   0.0  0
 TZ0  CONST_25  C0K  N04  C0B  C0A   180.00   0.0  0
 TZ0  CONST_26  C0K  N04  C0B  N08     0.00   0.0  0
 TZ0  CONST_27  C0D  C0C  C0E  O01   180.00   0.0  0
 TZ0  CONST_28  C0J  C0O  C0E  O01   180.00   0.0  0
 TZ0  CONST_29  O02  C0D  C0C  C0E   180.00   0.0  0
 TZ0  CONST_30  C0S  C0J  C0O  C0E   180.00   0.0  0
 TZ0  CONST_31  C0S  C0J  C0R  C0D   180.00   0.0  0
 TZ0  CONST_32  C0J  C0R  C0D  O02   180.00   0.0  0
 TZ0  CONST_33  N04  N09  C0G  C0H   180.00   0.0  0
 TZ0  CONST_34  C0B  C0A  C0G  C0H   180.00   0.0  0
 TZ0  CONST_35  C0F  C0A  C0G  C0H     0.00   0.0  0
 TZ0  CONST_36  N05  C0F  C0A  C0G     0.00   0.0  0
 TZ0  CONST_37  C0B  C0A  C0F  N05   180.00   0.0  0
 TZ0  CONST_38  C0L  N06  C0F  N05   180.00   0.0  0
 TZ0  CONST_39  H5   C0C  C0E  C0O   180.00   0.0  0
 TZ0  CONST_40  H9   C0R  C0J  C0O   180.00   0.0  0
 TZ0  CONST_41  H4   C0O  C0E  C0C   180.00   0.0  0
 TZ0  CONST_42  H12  C0L  N06  C0F   180.00   0.0  0
 TZ0  CONST_43  O03  C0P  N07  C0I     0.00   0.0  0
 TZ0  CONST_44  C0M  C0P  N07  C0I   180.00   0.0  0
 TZ0  CONST_45  O03  C0P  N07  C0T   180.00   0.0  0
 TZ0  CONST_46  C0M  C0P  N07  C0T     0.00   0.0  0
 TZ0  CONST_47  H10  N05  C0F  C0A     0.00   0.0  0
 TZ0  CONST_48  H11  N05  C0F  C0A   180.00   0.0  0
 TZ0  Var_01    N07  C0T  C0Q  C0K   -29.45  30.0  1
 TZ0  Var_02    C0T  N07  C0I  C0K    14.88  30.0  1
 TZ0  Var_03    C0Q  C0T  N07  C0I     9.24  30.0  1
 TZ0  Var_04    C0C  C0E  O01  C0N  -179.46  30.0  2
 TZ0  Var_05    C0R  C0D  O02  C0U     0.35  30.0  3
 TZ0  Var_06    C0V  C0M  C0P  N07   175.32  30.0  2
 TZ0  Var_07    H1   C0N  O01  C0E    61.52  30.0  3
 TZ0  Var_08    H6   C0U  O02  C0D    61.42  30.0  3
 TZ0  Var_09    H21  C0V  C0M  C0P   179.58   0.0  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
 TZ0  chir_01  C0K  C0Q  N04  C0I  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
 TZ0  plan-1  O01  0.020
 TZ0  plan-1  C0E  0.020
 TZ0  plan-1  C0O  0.020
 TZ0  plan-1  C0C  0.020
 TZ0  plan-1  C0D  0.020
 TZ0  plan-1  O02  0.020
 TZ0  plan-1  C0R  0.020
 TZ0  plan-1  C0J  0.020
 TZ0  plan-1  C0S  0.020
 TZ0  plan-1  C0H  0.020
 TZ0  plan-1  H4   0.020
 TZ0  plan-1  H5   0.020
 TZ0  plan-1  H9   0.020
 TZ0  plan-2  C0S  0.020
 TZ0  plan-2  C0H  0.020
 TZ0  plan-2  C0G  0.020
 TZ0  plan-2  N09  0.020
 TZ0  plan-2  C0A  0.020
 TZ0  plan-2  C0F  0.020
 TZ0  plan-2  N05  0.020
 TZ0  plan-2  N06  0.020
 TZ0  plan-2  C0L  0.020
 TZ0  plan-2  N08  0.020
 TZ0  plan-2  C0B  0.020
 TZ0  plan-2  N04  0.020
 TZ0  plan-2  C0K  0.020
 TZ0  plan-2  H12  0.020
 TZ0  plan-3  C0F  0.020
 TZ0  plan-3  N05  0.020
 TZ0  plan-3  H10  0.020
 TZ0  plan-3  H11  0.020
 TZ0  plan-4  C0I  0.020
 TZ0  plan-4  C0T  0.020
 TZ0  plan-4  N07  0.020
 TZ0  plan-4  C0P  0.020
 TZ0  plan-4  O03  0.020
 TZ0  plan-4  C0M  0.020
 TZ0  plan-5  C0P  0.020
 TZ0  plan-5  C0M  0.020
 TZ0  plan-5  C0V  0.020
 TZ0  plan-5  H20  0.020
 TZ0  plan-5  H21  0.020
 TZ0  plan-5  H22  0.020

