# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 18:07:01 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 1-(3-phenylazanyl-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl)ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N1CCc2[nH]nc(Nc3ccccc3)c2C1
#
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
 6XB  6XB  1-(3-phenylazanyl-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl)ethanone  ligand  35  19  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6XB
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
 6XB  CAM  C  CH2   0  -0.498  -2.8657  -1.9293  -0.0046
 6XB  CAN  C  CH2   0  -0.344  -3.5110  -0.8635   0.8841
 6XB  NAO  N  NT    0  -0.451  -3.0825   0.4710   0.4991
 6XB  CAQ  C  C     0   0.520  -3.8310   1.3312  -0.2318
 6XB  OAR  O  O     0  -0.502  -3.4042   2.4209  -0.5906
 6XB  CAS  C  CH3   0  -0.806  -5.2366   0.8988  -0.5794
 6XB  CAP  C  CH2   0  -0.345  -1.6790   0.7511   0.7676
 6XB  CAL  C  CR5   0  -0.246  -0.8662  -0.4002   0.2685
 6XB  CAK  C  CR5   0   0.428  -1.4177  -1.6052  -0.0877
 6XB  NAJ  N  NR15  0  -0.509  -0.4116  -2.3856  -0.5003
 6XB  NAI  N  N     0  -0.337   0.7821  -1.7724  -0.4353
 6XB  CAH  C  CR5   0   0.479   0.5186  -0.5661   0.0336
 6XB  NAG  N  NH1   0  -0.796   1.4646   0.4062   0.2629
 6XB  CAF  C  CR6   0   0.367   2.8306   0.3835   0.0658
 6XB  CAE  C  CR16  0  -0.337   3.5359  -0.7134  -0.4429
 6XB  CAD  C  CR16  0  -0.244   4.9143  -0.6377  -0.6018
 6XB  CAC  C  CR16  0  -0.290   5.6219   0.5066  -0.2671
 6XB  CAB  C  CR16  0  -0.243   4.9214   1.5975   0.2372
 6XB  CAA  C  CR16  0  -0.372   3.5500   1.5407   0.4019
 6XB  H1   H  HCH2  0   0.271  -3.0352  -2.9205   0.4202
 6XB  H2   H  HCH2  0   0.264  -3.3222  -1.9250  -0.9982
 6XB  H3   H  HCH2  0   0.286  -4.5933  -0.9435   0.8565
 6XB  H4   H  HCH2  0   0.269  -3.2113  -1.0269   1.9222
 6XB  H5   H  HCH3  0   0.270  -5.8536   0.7807   0.3124
 6XB  H6   H  HCH3  0   0.270  -5.6923   1.6579  -1.2097
 6XB  H7   H  HCH3  0   0.262  -5.2527  -0.0493  -1.1181
 6XB  H8   H  HCH2  0   0.268  -1.4043   1.6831   0.2763
 6XB  H9   H  HCH2  0   0.258  -1.5386   0.9040   1.8440
 6XB  H10  H  HNR5  0   0.411  -0.4626  -3.3335  -0.8345
 6XB  H11  H  HNH1  0   0.407   1.1005   1.2687   0.6333
 6XB  H12  H  HCR6  0   0.279   3.0149  -1.6176  -0.7145
 6XB  H13  H  HCR6  0   0.251   5.4369  -1.4998  -0.9971
 6XB  H14  H  HCR6  0   0.247   6.6951   0.5512  -0.3953
 6XB  H15  H  HCR6  0   0.253   5.4465   2.5047   0.5084
 6XB  H16  H  HCR6  0   0.259   3.0229   2.4015   0.7972

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
 6XB  CAD  CAC  aromatic  1.386  0.020  1.386
 6XB  CAD  CAE  aromatic  1.390  0.020  1.390
 6XB  CAC  CAB  aromatic  1.391  0.020  1.391
 6XB  CAE  CAF  aromatic  1.400  0.020  1.400
 6XB  CAS  CAQ  single    1.511  0.020  1.511
 6XB  CAB  CAA  aromatic  1.382  0.020  1.382
 6XB  CAF  CAA  aromatic  1.403  0.020  1.403
 6XB  CAF  NAG  single    1.380  0.020  1.380
 6XB  NAG  CAH  single    1.376  0.020  1.376
 6XB  CAP  NAO  single    1.456  0.020  1.456
 6XB  CAP  CAL  single    1.495  0.020  1.495
 6XB  CAQ  NAO  single    1.354  0.020  1.354
 6XB  CAQ  OAR  double    1.224  0.020  1.224
 6XB  CAH  CAL  aromatic  1.414  0.020  1.414
 6XB  CAH  NAI  aromatic  1.321  0.020  1.321
 6XB  NAO  CAN  single    1.454  0.020  1.454
 6XB  CAL  CAK  aromatic  1.372  0.020  1.372
 6XB  NAI  NAJ  aromatic  1.343  0.020  1.343
 6XB  CAN  CAM  single    1.530  0.020  1.530
 6XB  CAK  NAJ  aromatic  1.339  0.020  1.339
 6XB  CAK  CAM  single    1.486  0.020  1.486
 6XB  CAM  H1   single    0.970  0.020  1.090
 6XB  CAM  H2   single    0.970  0.020  1.090
 6XB  CAN  H3   single    0.970  0.020  1.090
 6XB  CAN  H4   single    0.970  0.020  1.090
 6XB  CAS  H5   single    0.970  0.020  1.090
 6XB  CAS  H6   single    0.970  0.020  1.090
 6XB  CAS  H7   single    0.970  0.020  1.090
 6XB  CAP  H8   single    0.970  0.020  1.090
 6XB  CAP  H9   single    0.970  0.020  1.090
 6XB  NAJ  H10  single    0.860  0.020  1.020
 6XB  NAG  H11  single    0.860  0.020  1.020
 6XB  CAE  H12  single    0.930  0.020  1.080
 6XB  CAD  H13  single    0.930  0.020  1.080
 6XB  CAC  H14  single    0.930  0.020  1.080
 6XB  CAB  H15  single    0.930  0.020  1.080
 6XB  CAA  H16  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
 6XB  H2   CAM  H1   107.00  3.000
 6XB  H2   CAM  CAK  110.80  3.000
 6XB  H1   CAM  CAK  111.78  3.000
 6XB  H2   CAM  CAN  110.42  3.000
 6XB  H1   CAM  CAN  109.93  3.000
 6XB  CAK  CAM  CAN  106.94  3.000
 6XB  H4   CAN  H3   106.65  3.000
 6XB  H4   CAN  NAO  107.94  3.000
 6XB  H3   CAN  NAO  110.78  3.000
 6XB  H4   CAN  CAM  109.38  3.000
 6XB  H3   CAN  CAM  110.75  3.000
 6XB  NAO  CAN  CAM  111.18  3.000
 6XB  CAP  NAO  CAQ  120.67  3.000
 6XB  CAQ  NAO  CAN  124.27  3.000
 6XB  CAP  NAO  CAN  114.32  3.000
 6XB  CAS  CAQ  OAR  120.77  3.000
 6XB  OAR  CAQ  NAO  122.06  3.000
 6XB  CAS  CAQ  NAO  117.16  3.000
 6XB  H7   CAS  H6   108.33  3.000
 6XB  H7   CAS  H5   107.55  3.000
 6XB  H6   CAS  H5   108.21  3.000
 6XB  H7   CAS  CAQ  112.09  3.000
 6XB  H6   CAS  CAQ  108.88  3.000
 6XB  H5   CAS  CAQ  111.66  3.000
 6XB  H9   CAP  H8   106.94  3.000
 6XB  H9   CAP  CAL  111.44  3.000
 6XB  H8   CAP  CAL  111.80  3.000
 6XB  H9   CAP  NAO  109.35  3.000
 6XB  H8   CAP  NAO  108.94  3.000
 6XB  CAL  CAP  NAO  108.32  3.000
 6XB  CAH  CAL  CAK  104.32  3.000
 6XB  CAK  CAL  CAP  122.98  3.000
 6XB  CAH  CAL  CAP  132.70  3.000
 6XB  NAJ  CAK  CAL  106.85  3.000
 6XB  NAJ  CAK  CAM  128.50  3.000
 6XB  CAL  CAK  CAM  124.65  3.000
 6XB  H10  NAJ  NAI  119.41  3.000
 6XB  H10  NAJ  CAK  127.84  3.000
 6XB  NAI  NAJ  CAK  112.76  3.000
 6XB  CAH  NAI  NAJ  104.88  3.000
 6XB  NAG  CAH  NAI  124.57  3.000
 6XB  NAI  CAH  CAL  111.19  3.000
 6XB  NAG  CAH  CAL  124.24  3.000
 6XB  H11  NAG  CAF  115.12  3.000
 6XB  H11  NAG  CAH  114.71  3.000
 6XB  CAF  NAG  CAH  130.17  3.000
 6XB  CAA  CAF  CAE  118.35  3.000
 6XB  CAA  CAF  NAG  117.36  3.000
 6XB  CAE  CAF  NAG  124.29  3.000
 6XB  H12  CAE  CAD  119.75  3.000
 6XB  H12  CAE  CAF  120.34  3.000
 6XB  CAD  CAE  CAF  119.91  3.000
 6XB  H13  CAD  CAC  119.92  3.000
 6XB  H13  CAD  CAE  118.50  3.000
 6XB  CAC  CAD  CAE  121.58  3.000
 6XB  H14  CAC  CAB  120.68  3.000
 6XB  H14  CAC  CAD  120.78  3.000
 6XB  CAB  CAC  CAD  118.54  3.000
 6XB  H15  CAB  CAA  119.06  3.000
 6XB  H15  CAB  CAC  120.24  3.000
 6XB  CAA  CAB  CAC  120.70  3.000
 6XB  H16  CAA  CAB  119.55  3.000
 6XB  H16  CAA  CAF  119.53  3.000
 6XB  CAB  CAA  CAF  120.92  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
 6XB  CONST_01  NAJ  NAI  CAH  CAL     0.00   0.0  0
 6XB  CONST_02  NAI  NAJ  CAK  CAL     0.00   0.0  0
 6XB  CONST_03  NAI  CAH  CAL  CAK     0.00   0.0  0
 6XB  CONST_04  CAH  NAI  NAJ  CAK     0.00   0.0  0
 6XB  CONST_05  CAH  CAL  CAK  NAJ     0.00   0.0  0
 6XB  CONST_06  CAC  CAD  CAE  CAF     0.00   0.0  0
 6XB  CONST_07  CAC  CAB  CAA  CAF     0.00   0.0  0
 6XB  CONST_08  CAB  CAC  CAD  CAE     0.00   0.0  0
 6XB  CONST_09  CAB  CAA  CAF  CAE     0.00   0.0  0
 6XB  CONST_10  CAA  CAB  CAC  CAD     0.00   0.0  0
 6XB  CONST_11  CAA  CAF  CAE  CAD     0.00   0.0  0
 6XB  CONST_12  NAG  CAH  CAL  CAP     0.00   0.0  0
 6XB  CONST_13  NAG  CAH  CAL  CAK   180.00   0.0  0
 6XB  CONST_14  NAG  CAH  NAI  NAJ   180.00   0.0  0
 6XB  CONST_15  CAD  CAE  CAF  NAG   180.00   0.0  0
 6XB  CONST_16  CAB  CAA  CAF  NAG   180.00   0.0  0
 6XB  CONST_17  H10  NAJ  CAK  CAM     0.00   0.0  0
 6XB  CONST_18  H13  CAD  CAE  CAF   180.00   0.0  0
 6XB  CONST_19  H15  CAB  CAA  CAF   180.00   0.0  0
 6XB  CONST_20  H14  CAC  CAD  CAE   180.00   0.0  0
 6XB  CONST_21  H16  CAA  CAF  CAE   180.00   0.0  0
 6XB  CONST_22  H12  CAE  CAD  CAC   180.00   0.0  0
 6XB  CONST_23  CAS  CAQ  NAO  CAN     0.00   0.0  0
 6XB  CONST_24  OAR  CAQ  NAO  CAN   180.00   0.0  0
 6XB  CONST_25  CAP  NAO  CAQ  OAR     0.00   0.0  0
 6XB  CONST_26  CAP  NAO  CAQ  CAS   180.00   0.0  0
 6XB  Var_01    CAP  NAO  CAN  CAM   -68.30  30.0  1
 6XB  Var_02    CAL  CAP  NAO  CAN    47.20  30.0  1
 6XB  Var_03    CAL  CAK  CAM  CAN   -15.44  30.0  1
 6XB  Var_04    CAH  CAL  CAP  NAO   166.12  30.0  1
 6XB  Var_05    CAK  CAM  CAN  NAO    47.07  30.0  1
 6XB  Var_06    CAF  NAG  CAH  CAL  -179.19  30.0  1
 6XB  Var_07    CAE  CAF  NAG  CAH     0.23  30.0  3
 6XB  Var_08    H5   CAS  CAQ  NAO    63.75  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
 6XB  plan-1  NAG  0.020
 6XB  plan-1  CAF  0.020
 6XB  plan-1  CAE  0.020
 6XB  plan-1  CAD  0.020
 6XB  plan-1  CAC  0.020
 6XB  plan-1  CAB  0.020
 6XB  plan-1  CAA  0.020
 6XB  plan-1  H12  0.020
 6XB  plan-1  H13  0.020
 6XB  plan-1  H14  0.020
 6XB  plan-1  H15  0.020
 6XB  plan-1  H16  0.020
 6XB  plan-2  CAM  0.020
 6XB  plan-2  CAP  0.020
 6XB  plan-2  CAL  0.020
 6XB  plan-2  CAK  0.020
 6XB  plan-2  NAJ  0.020
 6XB  plan-2  NAI  0.020
 6XB  plan-2  CAH  0.020
 6XB  plan-2  NAG  0.020
 6XB  plan-2  H10  0.020
 6XB  plan-3  CAN  0.020
 6XB  plan-3  NAO  0.020
 6XB  plan-3  CAQ  0.020
 6XB  plan-3  OAR  0.020
 6XB  plan-3  CAS  0.020
 6XB  plan-3  CAP  0.020

