# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 08:09:26 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: (2~{S})-~{N}-[5-(5-azanylpyridin-3-yl)-4-ethanoyl-1,3-thiazol-2-yl]piperazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1nc(NC(=O)[C@@H]2CNCCN2)sc1c3cncc(N)c3
#
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
 BQQ  BQQ  (2~{S})-~{N}-[5-(5-azanylpyridin-3-yl)-4-ethanoyl-1,3-thiazol-2-yl]piperazine-2-carboxamide  ligand  42  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BQQ
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
 BQQ  N    N  NH1   0  -0.603  -5.2683   0.1517   1.1857
 BQQ  CA   C  CH1   0  -0.215  -4.2458  -0.4630   0.3739
 BQQ  C    C  C     0   0.526  -2.9371   0.2980   0.5146
 BQQ  O    O  O     0  -0.406  -2.8485   1.4220   0.9429
 BQQ  CB   C  CH2   0  -0.267  -4.6934  -0.4314  -1.0927
 BQQ  CAE  C  CR16  0  -0.144   5.9201  -0.8339  -0.5348
 BQQ  CAF  C  CR16  0  -0.103   4.0316   0.1583  -1.3486
 BQQ  CAG  C  CR16  0  -0.260   3.9322  -0.9450   0.7719
 BQQ  CAH  C  CH2   0  -0.291  -6.9815  -0.5113  -0.3989
 BQQ  CAI  C  CH2   0  -0.295  -6.5418  -0.5380   1.0523
 BQQ  CAQ  C  C     0   0.328   1.8374   2.6419  -0.0900
 BQQ  CAS  C  CR6   0   0.258   5.2850  -1.2668   0.6365
 BQQ  CAT  C  CR6   0  -0.012   3.2997  -0.2141  -0.2229
 BQQ  CAU  C  CR5   0   0.297  -0.5557  -0.0033   0.0075
 BQQ  CAV  C  CR5   0   0.254   1.2042   1.3004  -0.0990
 BQQ  CAW  C  CR5   0  -0.268   1.8737   0.1070  -0.1195
 BQQ  NAK  N  N     0  -0.385   5.3099  -0.1500  -1.4895
 BQQ  NAL  N  N     0  -0.398  -0.1603   1.2183  -0.0381
 BQQ  NAM  N  NH1   0  -0.603  -5.9521  -1.1367  -1.2105
 BQQ  NAO  N  NH1   0  -0.727  -1.8570  -0.4374   0.0787
 BQQ  OAC  O  O     0  -0.386   3.0428   2.7647  -0.0665
 BQQ  SAP  S  S2    0   0.262   0.7276  -1.1775  -0.0283
 BQQ  H1   H  HNH1  0   0.357  -4.9857   0.1590   2.1572
 BQQ  H3   H  HCH1  0   0.245  -4.0691  -1.5200   0.6413
 BQQ  H4   H  HCH2  0   0.206  -4.7560   0.6215  -1.4111
 BQQ  H5   H  HCH2  0   0.243  -3.9499  -0.9235  -1.7218
 BQQ  H6   H  HCH3  0   0.268   0.2339   3.7836   0.7612
 BQQ  H7   H  HCH3  0   0.259   1.4688   4.7486  -0.0794
 BQQ  H8   H  HCH3  0   0.267   0.2720   3.7976  -0.9858
 BQQ  H9   H  HCR6  0   0.264   6.9700  -1.0641  -0.6910
 BQQ  H10  H  HCR6  0   0.254   3.5589   0.7073  -2.1543
 BQQ  H11  H  HCR6  0   0.275   3.3870  -1.2535   1.6569
 BQQ  H12  H  HCH2  0   0.235  -7.9135  -1.0679  -0.5098
 BQQ  H13  H  HCH2  0   0.195  -7.1782   0.5313  -0.6932
 BQQ  H14  H  HCH2  0   0.197  -6.4923  -1.5853   1.3878
 BQQ  H15  H  HCH2  0   0.238  -7.2814  -0.0295   1.6727
 BQQ  H16  H  HNH2  0   0.386   6.8227  -2.3905   1.3400
 BQQ  H17  H  HNH2  0   0.387   5.4264  -2.4790   2.2594
 BQQ  H18  H  HNH1  0   0.359  -6.2371  -1.1542  -2.1805
 BQQ  H20  H  HNH1  0   0.431  -2.0269  -1.4049  -0.1542
 BQQ  NAB  N  NH2   0  -0.861   5.9743  -1.9259   1.6206
 BQQ  CAA  C  CH3   0  -0.768   0.9048   3.8189  -0.0974

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
 BQQ  NAB  CAS  single    1.370  0.020  1.370
 BQQ  CAE  CAS  aromatic  1.401  0.020  1.401
 BQQ  CAE  NAK  aromatic  1.323  0.020  1.323
 BQQ  CAS  CAG  aromatic  1.397  0.020  1.397
 BQQ  NAK  CAF  aromatic  1.323  0.020  1.323
 BQQ  CAG  CAT  aromatic  1.387  0.020  1.387
 BQQ  CAF  CAT  aromatic  1.393  0.020  1.393
 BQQ  CAT  CAW  single    1.465  0.020  1.465
 BQQ  CAA  CAQ  single    1.502  0.020  1.502
 BQQ  CAW  CAV  aromatic  1.368  0.020  1.368
 BQQ  CAW  SAP  aromatic  1.724  0.020  1.724
 BQQ  CAQ  CAV  single    1.483  0.020  1.483
 BQQ  CAQ  OAC  double    1.212  0.020  1.212
 BQQ  CAV  NAL  aromatic  1.368  0.020  1.368
 BQQ  SAP  CAU  aromatic  1.740  0.020  1.740
 BQQ  NAL  CAU  aromatic  1.285  0.020  1.285
 BQQ  CAU  NAO  single    1.374  0.020  1.374
 BQQ  O    C    double    1.206  0.020  1.206
 BQQ  NAO  C    single    1.377  0.020  1.377
 BQQ  C    CA   single    1.520  0.020  1.520
 BQQ  CA   CB   single    1.534  0.020  1.534
 BQQ  CA   N    single    1.443  0.020  1.443
 BQQ  CB   NAM  single    1.448  0.020  1.448
 BQQ  CAH  NAM  single    1.452  0.020  1.452
 BQQ  CAH  CAI  single    1.517  0.020  1.517
 BQQ  N    CAI  single    1.454  0.020  1.454
 BQQ  N    H1   single    0.890  0.020  1.040
 BQQ  CA   H3   single    0.970  0.020  1.090
 BQQ  CB   H4   single    0.970  0.020  1.090
 BQQ  CB   H5   single    0.970  0.020  1.090
 BQQ  CAA  H6   single    0.970  0.020  1.090
 BQQ  CAA  H7   single    0.970  0.020  1.090
 BQQ  CAA  H8   single    0.970  0.020  1.090
 BQQ  CAE  H9   single    0.930  0.020  1.080
 BQQ  CAF  H10  single    0.930  0.020  1.080
 BQQ  CAG  H11  single    0.930  0.020  1.080
 BQQ  CAH  H12  single    0.970  0.020  1.090
 BQQ  CAH  H13  single    0.970  0.020  1.090
 BQQ  CAI  H14  single    0.970  0.020  1.090
 BQQ  CAI  H15  single    0.970  0.020  1.090
 BQQ  NAB  H16  single    0.890  0.020  1.040
 BQQ  NAB  H17  single    0.890  0.020  1.040
 BQQ  NAM  H18  single    0.890  0.020  1.040
 BQQ  NAO  H20  single    0.860  0.020  1.020

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
 BQQ  H1   N    CAI  109.64  3.000
 BQQ  H1   N    CA   110.20  3.000
 BQQ  CAI  N    CA   111.52  3.000
 BQQ  H3   CA   CB   107.33  3.000
 BQQ  H3   CA   C    108.60  3.000
 BQQ  CB   CA   C    109.23  3.000
 BQQ  H3   CA   N    112.63  3.000
 BQQ  CB   CA   N    108.81  3.000
 BQQ  C    CA   N    110.15  3.000
 BQQ  NAO  C    O    123.52  3.000
 BQQ  NAO  C    CA   112.24  3.000
 BQQ  O    C    CA   124.24  3.000
 BQQ  H5   CB   H4   107.65  3.000
 BQQ  H5   CB   NAM  109.02  3.000
 BQQ  H4   CB   NAM  113.12  3.000
 BQQ  H5   CB   CA   110.07  3.000
 BQQ  H4   CB   CA   108.21  3.000
 BQQ  NAM  CB   CA   108.75  3.000
 BQQ  H9   CAE  NAK  116.84  3.000
 BQQ  H9   CAE  CAS  119.53  3.000
 BQQ  NAK  CAE  CAS  123.62  3.000
 BQQ  H10  CAF  NAK  117.42  3.000
 BQQ  H10  CAF  CAT  120.47  3.000
 BQQ  NAK  CAF  CAT  122.10  3.000
 BQQ  H11  CAG  CAT  120.40  3.000
 BQQ  H11  CAG  CAS  120.03  3.000
 BQQ  CAT  CAG  CAS  119.56  3.000
 BQQ  H13  CAH  H12  107.65  3.000
 BQQ  H13  CAH  NAM  112.64  3.000
 BQQ  H12  CAH  NAM  109.20  3.000
 BQQ  H13  CAH  CAI  108.92  3.000
 BQQ  H12  CAH  CAI  109.63  3.000
 BQQ  NAM  CAH  CAI  108.77  3.000
 BQQ  H15  CAI  H14  107.50  3.000
 BQQ  H15  CAI  CAH  109.84  3.000
 BQQ  H14  CAI  CAH  108.75  3.000
 BQQ  H15  CAI  N    108.68  3.000
 BQQ  H14  CAI  N    112.57  3.000
 BQQ  CAH  CAI  N    109.47  3.000
 BQQ  OAC  CAQ  CAV  121.08  3.000
 BQQ  OAC  CAQ  CAA  122.57  3.000
 BQQ  CAV  CAQ  CAA  116.34  3.000
 BQQ  NAB  CAS  CAG  121.89  3.000
 BQQ  CAG  CAS  CAE  116.67  3.000
 BQQ  NAB  CAS  CAE  121.40  3.000
 BQQ  CAW  CAT  CAG  120.57  3.000
 BQQ  CAW  CAT  CAF  120.63  3.000
 BQQ  CAG  CAT  CAF  118.74  3.000
 BQQ  SAP  CAU  NAO  119.11  3.000
 BQQ  NAO  CAU  NAL  126.43  3.000
 BQQ  SAP  CAU  NAL  114.46  3.000
 BQQ  NAL  CAV  CAW  115.86  3.000
 BQQ  NAL  CAV  CAQ  118.66  3.000
 BQQ  CAW  CAV  CAQ  125.44  3.000
 BQQ  SAP  CAW  CAV  108.89  3.000
 BQQ  SAP  CAW  CAT  119.17  3.000
 BQQ  CAV  CAW  CAT  131.93  3.000
 BQQ  CAF  NAK  CAE  119.29  3.000
 BQQ  CAV  NAL  CAU  111.44  3.000
 BQQ  H18  NAM  CAH  110.11  3.000
 BQQ  H18  NAM  CB   109.36  3.000
 BQQ  CAH  NAM  CB   111.16  3.000
 BQQ  H20  NAO  CAU  116.76  3.000
 BQQ  H20  NAO  C    116.92  3.000
 BQQ  CAU  NAO  C    126.20  3.000
 BQQ  CAW  SAP  CAU   89.34  3.000
 BQQ  H17  NAB  H16  112.44  3.000
 BQQ  H17  NAB  CAS  116.49  3.000
 BQQ  H16  NAB  CAS  116.46  3.000
 BQQ  H8   CAA  H7   109.33  3.000
 BQQ  H8   CAA  H6   106.48  3.000
 BQQ  H7   CAA  H6   109.49  3.000
 BQQ  H8   CAA  CAQ  110.42  3.000
 BQQ  H7   CAA  CAQ  110.36  3.000
 BQQ  H6   CAA  CAQ  110.67  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
 BQQ  CONST_01  CAT  CAG  CAS  CAE    0.00   0.0  0
 BQQ  CONST_02  CAT  CAF  NAK  CAE    0.00   0.0  0
 BQQ  CONST_03  CAS  CAE  NAK  CAF    0.00   0.0  0
 BQQ  CONST_04  CAS  CAG  CAT  CAF    0.00   0.0  0
 BQQ  CONST_07  NAK  CAE  CAS  CAG    0.00   0.0  0
 BQQ  CONST_08  NAK  CAF  CAT  CAG    0.00   0.0  0
 BQQ  CONST_11  CAW  CAT  CAG  CAS  180.00   0.0  0
 BQQ  CONST_12  NAL  CAV  CAW  CAT  180.00   0.0  0
 BQQ  CONST_13  CAU  SAP  CAW  CAT  180.00   0.0  0
 BQQ  CONST_14  CAV  CAW  SAP  CAU    0.00   0.0  0
 BQQ  CONST_15  CAW  CAV  NAL  CAU    0.00   0.0  0
 BQQ  CONST_16  SAP  CAU  NAL  CAV    0.00   0.0  0
 BQQ  CONST_17  NAK  CAF  CAT  CAW  180.00   0.0  0
 BQQ  CONST_18  NAL  CAU  SAP  CAW    0.00   0.0  0
 BQQ  CONST_19  SAP  CAW  CAV  NAL    0.00   0.0  0
 BQQ  CONST_20  CAT  CAW  CAV  CAQ    0.00   0.0  0
 BQQ  CONST_21  SAP  CAW  CAV  CAQ  180.00   0.0  0
 BQQ  CONST_22  CAU  NAL  CAV  CAQ  180.00   0.0  0
 BQQ  CONST_23  NAB  CAS  CAG  CAT  180.00   0.0  0
 BQQ  CONST_24  NAO  CAU  NAL  CAV  180.00   0.0  0
 BQQ  CONST_25  NAO  CAU  SAP  CAW  180.00   0.0  0
 BQQ  CONST_26  NAK  CAE  CAS  NAB  180.00   0.0  0
 BQQ  CONST_27  H11  CAG  CAS  CAE  180.00   0.0  0
 BQQ  CONST_28  H10  CAF  NAK  CAE  180.00   0.0  0
 BQQ  CONST_29  H9   CAE  NAK  CAF  180.00   0.0  0
 BQQ  CONST_30  CAU  NAO  C    CA   180.00   0.0  0
 BQQ  CONST_36  CAU  NAO  C    O      0.00   0.0  0
 BQQ  Var_01    NAM  CAH  CAI  N     58.06  30.0  1
 BQQ  Var_02    CAH  NAM  CB   CA    60.51  30.0  1
 BQQ  Var_03    CAH  CAI  N    CA   -59.31  30.0  1
 BQQ  Var_04    CAI  CAH  NAM  CB   -60.30  30.0  1
 BQQ  Var_05    CAW  CAV  CAQ  CAA  178.71  30.0  2
 BQQ  Var_06    H6   CAA  CAQ  CAV   58.05  30.0  3

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
 BQQ  chir_01  CA  C  CB  N  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
 BQQ  plan-1  CAQ  0.020
 BQQ  plan-1  CAT  0.020
 BQQ  plan-1  CAU  0.020
 BQQ  plan-1  CAV  0.020
 BQQ  plan-1  CAW  0.020
 BQQ  plan-1  NAL  0.020
 BQQ  plan-1  NAO  0.020
 BQQ  plan-1  SAP  0.020
 BQQ  plan-2  CAE  0.020
 BQQ  plan-2  CAF  0.020
 BQQ  plan-2  CAG  0.020
 BQQ  plan-2  CAS  0.020
 BQQ  plan-2  CAT  0.020
 BQQ  plan-2  CAW  0.020
 BQQ  plan-2  NAK  0.020
 BQQ  plan-2  H9   0.020
 BQQ  plan-2  H10  0.020
 BQQ  plan-2  H11  0.020
 BQQ  plan-2  NAB  0.020
 BQQ  plan-3  CAS  0.020
 BQQ  plan-3  H16  0.020
 BQQ  plan-3  H17  0.020
 BQQ  plan-3  NAB  0.020
 BQQ  plan-4  CA   0.020
 BQQ  plan-4  C    0.020
 BQQ  plan-4  O    0.020
 BQQ  plan-4  CAU  0.020
 BQQ  plan-4  NAO  0.020
 BQQ  plan-4  H20  0.020
 BQQ  plan-5  CAQ  0.020
 BQQ  plan-5  CAV  0.020
 BQQ  plan-5  OAC  0.020
 BQQ  plan-5  CAA  0.020

