# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jun 10 06:40:40 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 1-(1-methylethyl)-3-(pyridin-3-ylethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)n1nc(C#Cc2cccnc2)c3c(N)ncnc13
#
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
 ZZM  ZZM  1-(1-methylethyl)-3-(pyridin-3-ylethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine  ligand  35  21  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZZM
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
 ZZM  CAA   C  CH3   0  -0.649   3.6336   2.7512  -1.2645
 ZZM  CAB   C  CH1   0  -0.123   3.6801   1.9026  -0.0023
 ZZM  CAC   C  CH3   0  -0.649   3.6410   2.7476   1.2625
 ZZM  NAE   N  NR5   0  -0.362   2.5945   0.9291  -0.0001
 ZZM  NAD   N  N     0  -0.260   1.3234   1.3279   0.0095
 ZZM  C6    C  CR56  0   0.568   2.6961  -0.4164  -0.0051
 ZZM  N1    N  N     0  -0.465   3.8141  -1.1476  -0.0128
 ZZM  C2    C  CR16  0   0.057   3.5597  -2.4404  -0.0126
 ZZM  N3    N  N     0  -0.476   2.3784  -3.0584  -0.0064
 ZZM  C4    C  CR6   0   0.449   1.2655  -2.3210   0.0002
 ZZM  NAN   N  NH2   0  -0.815   0.0874  -2.9386   0.0057
 ZZM  C5    C  CR56  0  -0.277   1.3954  -0.9144   0.0011
 ZZM  CAI   C  CR5   0   0.132   0.5747   0.2419   0.0101
 ZZM  CAM   C  CSP   0   0.101  -0.8371   0.3051   0.0201
 ZZM  CAO   C  CSP   0   0.132  -2.0441   0.3188   0.0167
 ZZM  CAP   C  CR6   0  -0.196  -3.4627   0.3450   0.0115
 ZZM  CAQ   C  CR16  0  -0.200  -4.2149  -0.8307  -0.0052
 ZZM  CAR   C  CR16  0  -0.313  -5.5941  -0.7361  -0.0086
 ZZM  CAU   C  CR16  0  -0.062  -6.1754   0.5239   0.0032
 ZZM  NAT   N  N     0  -0.393  -5.4705   1.6506   0.0192
 ZZM  CAS   C  CR16  0  -0.084  -4.1515   1.5627   0.0235
 ZZM  HAA1  H  HCH3  0   0.241   4.4968   3.4160  -1.2871
 ZZM  HAA2  H  HCH3  0   0.242   3.6601   2.1330  -2.1618
 ZZM  HAA3  H  HCH3  0   0.234   2.7326   3.3642  -1.2913
 ZZM  HAB   H  HCH1  0   0.268   4.5909   1.3024  -0.0056
 ZZM  HAC1  H  HCH3  0   0.241   4.5057   3.4103   1.2839
 ZZM  HAC2  H  HCH3  0   0.234   2.7414   3.3628   1.2947
 ZZM  HAC3  H  HCH3  0   0.242   3.6689   2.1264   2.1574
 ZZM  H2    H  HCR6  0   0.257   4.4234  -3.0968  -0.0178
 ZZM  HAN1  H  HNH2  0   0.410   0.0471  -3.9439   0.0056
 ZZM  HAN2  H  HNH2  0   0.411  -0.7805  -2.4319   0.0113
 ZZM  HAQ   H  HCR6  0   0.278  -3.7244  -1.7952  -0.0149
 ZZM  HAS   H  HCR6  0   0.272  -3.5958   2.4940   0.0365
 ZZM  HAR   H  HCR6  0   0.282  -6.2137  -1.6216  -0.0214
 ZZM  HAU   H  HCR6  0   0.275  -7.2543   0.6273   0.0007

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
 ZZM  CAA  CAB   single    1.522  0.020  1.522
 ZZM  CAB  CAC   single    1.522  0.020  1.522
 ZZM  CAB  NAE   single    1.458  0.020  1.458
 ZZM  NAE  NAD   aromatic  1.332  0.020  1.332
 ZZM  NAE  C6    aromatic  1.349  0.020  1.349
 ZZM  NAD  CAI   aromatic  1.319  0.020  1.319
 ZZM  C6   N1    aromatic  1.336  0.020  1.336
 ZZM  C6   C5    aromatic  1.393  0.020  1.393
 ZZM  N1   C2    aromatic  1.318  0.020  1.318
 ZZM  C2   N3    aromatic  1.333  0.020  1.333
 ZZM  N3   C4    aromatic  1.335  0.020  1.335
 ZZM  C4   NAN   single    1.330  0.020  1.330
 ZZM  C4   C5    aromatic  1.413  0.020  1.413
 ZZM  C5   CAI   aromatic  1.418  0.020  1.418
 ZZM  CAI  CAM   single    1.413  0.020  1.413
 ZZM  CAM  CAO   triple    1.207  0.020  1.207
 ZZM  CAO  CAP   single    1.419  0.020  1.419
 ZZM  CAP  CAQ   aromatic  1.396  0.020  1.396
 ZZM  CAP  CAS   aromatic  1.399  0.020  1.399
 ZZM  CAQ  CAR   aromatic  1.382  0.020  1.382
 ZZM  CAR  CAU   aromatic  1.388  0.020  1.388
 ZZM  CAU  NAT   aromatic  1.329  0.020  1.329
 ZZM  NAT  CAS   aromatic  1.322  0.020  1.322
 ZZM  CAA  HAA1  single    0.970  0.020  1.090
 ZZM  CAA  HAA2  single    0.970  0.020  1.090
 ZZM  CAA  HAA3  single    0.970  0.020  1.090
 ZZM  CAB  HAB   single    0.970  0.020  1.090
 ZZM  CAC  HAC1  single    0.970  0.020  1.090
 ZZM  CAC  HAC2  single    0.970  0.020  1.090
 ZZM  CAC  HAC3  single    0.970  0.020  1.090
 ZZM  C2   H2    single    0.930  0.020  1.080
 ZZM  NAN  HAN1  single    0.860  0.020  1.020
 ZZM  NAN  HAN2  single    0.860  0.020  1.020
 ZZM  CAQ  HAQ   single    0.930  0.020  1.080
 ZZM  CAS  HAS   single    0.930  0.020  1.080
 ZZM  CAR  HAR   single    0.930  0.020  1.080
 ZZM  CAU  HAU   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
 ZZM  HAA3  CAA  HAA2  108.59  3.000
 ZZM  HAA3  CAA  HAA1  108.12  3.000
 ZZM  HAA2  CAA  HAA1  108.05  3.000
 ZZM  HAA3  CAA  CAB   111.05  3.000
 ZZM  HAA2  CAA  CAB   111.46  3.000
 ZZM  HAA1  CAA  CAB   109.46  3.000
 ZZM  HAB   CAB  NAE   104.73  3.000
 ZZM  HAB   CAB  CAC   109.24  3.000
 ZZM  NAE   CAB  CAC   110.51  3.000
 ZZM  HAB   CAB  CAA   109.26  3.000
 ZZM  NAE   CAB  CAA   110.54  3.000
 ZZM  CAC   CAB  CAA   112.28  3.000
 ZZM  HAC3  CAC  HAC2  108.58  3.000
 ZZM  HAC3  CAC  HAC1  108.07  3.000
 ZZM  HAC2  CAC  HAC1  108.12  3.000
 ZZM  HAC3  CAC  CAB   111.43  3.000
 ZZM  HAC2  CAC  CAB   111.05  3.000
 ZZM  HAC1  CAC  CAB   109.49  3.000
 ZZM  C6    NAE  NAD   111.74  3.000
 ZZM  C6    NAE  CAB   127.57  3.000
 ZZM  NAD   NAE  CAB   120.69  3.000
 ZZM  CAI   NAD  NAE   107.16  3.000
 ZZM  C5    C6   N1    125.86  3.000
 ZZM  C5    C6   NAE   106.63  3.000
 ZZM  N1    C6   NAE   127.51  3.000
 ZZM  C2    N1   C6    112.05  3.000
 ZZM  H2    C2   N3    115.15  3.000
 ZZM  H2    C2   N1    116.10  3.000
 ZZM  N3    C2   N1    128.75  3.000
 ZZM  C4    N3   C2    118.86  3.000
 ZZM  C5    C4   NAN   122.94  3.000
 ZZM  C5    C4   N3    118.25  3.000
 ZZM  NAN   C4   N3    118.81  3.000
 ZZM  HAN2  NAN  HAN1  117.98  3.000
 ZZM  HAN2  NAN  C4    122.06  3.000
 ZZM  HAN1  NAN  C4    119.96  3.000
 ZZM  CAI   C5   C4    139.36  3.000
 ZZM  CAI   C5   C6    104.42  3.000
 ZZM  C4    C5   C6    116.23  3.000
 ZZM  CAM   CAI  C5    127.93  3.000
 ZZM  CAM   CAI  NAD   122.02  3.000
 ZZM  C5    CAI  NAD   110.05  3.000
 ZZM  CAO   CAM  CAI   180.00  3.000
 ZZM  CAP   CAO  CAM   180.00  3.000
 ZZM  CAS   CAP  CAQ   117.90  3.000
 ZZM  CAS   CAP  CAO   120.55  3.000
 ZZM  CAQ   CAP  CAO   121.55  3.000
 ZZM  HAQ   CAQ  CAR   120.88  3.000
 ZZM  HAQ   CAQ  CAP   120.44  3.000
 ZZM  CAR   CAQ  CAP   118.68  3.000
 ZZM  HAR   CAR  CAU   120.26  3.000
 ZZM  HAR   CAR  CAQ   121.05  3.000
 ZZM  CAU   CAR  CAQ   118.69  3.000
 ZZM  HAU   CAU  NAT   116.56  3.000
 ZZM  HAU   CAU  CAR   120.24  3.000
 ZZM  NAT   CAU  CAR   123.21  3.000
 ZZM  CAS   NAT  CAU   118.22  3.000
 ZZM  HAS   CAS  NAT   117.01  3.000
 ZZM  HAS   CAS  CAP   119.69  3.000
 ZZM  NAT   CAS  CAP   123.30  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
 ZZM  CONST_01  C5    CAI  NAD  NAE     0.00   0.0  0
 ZZM  CONST_02  C2    N1   C6   NAE   180.00   0.0  0
 ZZM  CONST_03  C4    C5   C6   NAE   180.00   0.0  0
 ZZM  CONST_04  CAI   C5   C6   NAE     0.00   0.0  0
 ZZM  CONST_05  N1    C6   NAE  NAD   180.00   0.0  0
 ZZM  CONST_06  C5    C6   NAE  NAD     0.00   0.0  0
 ZZM  CONST_07  C6    C5   CAI  NAD     0.00   0.0  0
 ZZM  CONST_08  C4    C5   CAI  NAD   180.00   0.0  0
 ZZM  CONST_09  CAI   NAD  NAE  C6      0.00   0.0  0
 ZZM  CONST_10  N3    C2   N1   C6      0.00   0.0  0
 ZZM  CONST_11  N3    C4   C5   C6      0.00   0.0  0
 ZZM  CONST_12  C4    C5   C6   N1      0.00   0.0  0
 ZZM  CONST_13  CAI   C5   C6   N1    180.00   0.0  0
 ZZM  CONST_14  C4    N3   C2   N1      0.00   0.0  0
 ZZM  CONST_15  C5    C6   N1   C2      0.00   0.0  0
 ZZM  CONST_16  C5    C4   N3   C2      0.00   0.0  0
 ZZM  CONST_17  CAI   C5   C4   N3    180.00   0.0  0
 ZZM  CONST_18  CAU   CAR  CAQ  CAP     0.00   0.0  0
 ZZM  CONST_19  CAU   NAT  CAS  CAP     0.00   0.0  0
 ZZM  CONST_20  NAT   CAS  CAP  CAQ     0.00   0.0  0
 ZZM  CONST_21  NAT   CAU  CAR  CAQ     0.00   0.0  0
 ZZM  CONST_22  CAS   CAP  CAQ  CAR     0.00   0.0  0
 ZZM  CONST_23  CAS   NAT  CAU  CAR     0.00   0.0  0
 ZZM  CONST_24  CAI   NAD  NAE  CAB   180.00   0.0  0
 ZZM  CONST_25  N1    C6   NAE  CAB     0.00   0.0  0
 ZZM  CONST_26  C5    C6   NAE  CAB   180.00   0.0  0
 ZZM  CONST_27  CAM   CAI  NAD  NAE   180.00   0.0  0
 ZZM  CONST_28  NAN   C4   C5   C6    180.00   0.0  0
 ZZM  CONST_29  CAM   CAI  C5   C6    180.00   0.0  0
 ZZM  CONST_30  NAN   C4   N3   C2    180.00   0.0  0
 ZZM  CONST_31  CAM   CAI  C5   C4      0.00   0.0  0
 ZZM  CONST_32  CAI   C5   C4   NAN     0.00   0.0  0
 ZZM  CONST_33  CAR   CAQ  CAP  CAO   180.00   0.0  0
 ZZM  CONST_34  NAT   CAS  CAP  CAO   180.00   0.0  0
 ZZM  CONST_35  H2    C2   N1   C6    180.00   0.0  0
 ZZM  CONST_36  HAR   CAR  CAQ  CAP   180.00   0.0  0
 ZZM  CONST_37  HAS   CAS  CAP  CAQ   180.00   0.0  0
 ZZM  CONST_38  HAU   CAU  CAR  CAQ   180.00   0.0  0
 ZZM  CONST_39  HAQ   CAQ  CAR  CAU   180.00   0.0  0
 ZZM  CONST_40  HAN1  NAN  C4   N3      0.00   0.0  0
 ZZM  CONST_41  HAN2  NAN  C4   N3    180.00   0.0  0
 ZZM  Var_01    NAD   NAE  CAB  CAA   -62.71  30.0  2
 ZZM  Var_02    HAA1  CAA  CAB  NAE  -175.44  30.0  3
 ZZM  Var_03    HAC1  CAC  CAB  NAE   175.25  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
 ZZM  plan-1  CAM   0.020
 ZZM  plan-1  CAO   0.020
 ZZM  plan-1  CAP   0.020
 ZZM  plan-1  CAQ   0.020
 ZZM  plan-1  CAR   0.020
 ZZM  plan-1  CAU   0.020
 ZZM  plan-1  NAT   0.020
 ZZM  plan-1  CAS   0.020
 ZZM  plan-1  HAQ   0.020
 ZZM  plan-1  HAS   0.020
 ZZM  plan-1  HAR   0.020
 ZZM  plan-1  HAU   0.020
 ZZM  plan-2  CAB   0.020
 ZZM  plan-2  NAE   0.020
 ZZM  plan-2  NAD   0.020
 ZZM  plan-2  C6    0.020
 ZZM  plan-2  N1    0.020
 ZZM  plan-2  C2    0.020
 ZZM  plan-2  N3    0.020
 ZZM  plan-2  C4    0.020
 ZZM  plan-2  NAN   0.020
 ZZM  plan-2  C5    0.020
 ZZM  plan-2  CAI   0.020
 ZZM  plan-2  CAM   0.020
 ZZM  plan-2  CAO   0.020
 ZZM  plan-2  H2    0.020
 ZZM  plan-3  C4    0.020
 ZZM  plan-3  NAN   0.020
 ZZM  plan-3  HAN1  0.020
 ZZM  plan-3  HAN2  0.020

