# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 10:49:24 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: ethyl [(2S)-5-amino-2-methyl-3-phenyl-1,2-dihydropyrido[3,4-b]pyrazin-7-yl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)Nc1cc2N[C@@H](C)C(=Nc2c(N)n1)c3ccccc3
#
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
 K2N  K2N  'ethyl [(2S)-5-amino-2-methyl-3-phenyl-1,2-dihydropyrido[3,4-b]pyrazin-7-yl]carbamate'  ligand  43  24  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K2N
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
 K2N  CAA   C  CH3   0  -0.690   8.0944  -0.4587  -0.0754
 K2N  CAB   C  CH3   0  -0.651  -2.3874  -2.1718   1.6150
 K2N  OAD   O  O     0  -0.472   4.5408   1.6841   0.2204
 K2N  CAE   C  CR16  0  -0.263  -6.8169   0.8397  -0.3299
 K2N  CAF   C  CR16  0  -0.236  -6.4671  -0.5015  -0.3112
 K2N  CAG   C  CR16  0  -0.236  -5.8196   1.8062  -0.2411
 K2N  CAH   C  CR16  0  -0.332  -5.1345  -0.8777  -0.2038
 K2N  CAI   C  CR16  0  -0.288  -4.4923   1.4327  -0.1355
 K2N  CAJ   C  CR16  0  -0.549   1.3414  -1.2045  -0.2365
 K2N  CAK   C  CH2   0  -0.172   6.9634   0.5386  -0.0044
 K2N  NAL   N  N     0  -0.421  -1.8260   0.6423   0.0712
 K2N  NAM   N  N     0  -0.485   1.7819   1.1029   0.2835
 K2N  NAN   N  NH1   0  -0.757   3.5514  -0.3740  -0.0949
 K2N  NAO   N  NR16  0  -0.674  -0.9740  -1.9049  -0.4136
 K2N  OAP   O  O2    0  -0.485   5.7344  -0.1924  -0.0998
 K2N  CAQ   C  C     0   0.738   4.5977   0.4956   0.0296
 K2N  CAR   C  CR6   0   0.217  -2.7011  -0.2882   0.0074
 K2N  CAS   C  CR6   0   0.058  -4.1233   0.0816  -0.1141
 K2N  CAT   C  CR6   0   0.363   0.4694   1.3301   0.3447
 K2N  CAU   C  CR6   0   0.531   2.1873  -0.1219  -0.0101
 K2N  CAV   C  CR66  0   0.480  -0.0297  -0.9706  -0.1557
 K2N  CAW   C  CR66  0   0.021  -0.4874   0.3231   0.1341
 K2N  CAX   C  CR16  0  -0.184  -2.3021  -1.7460   0.1475
 K2N  HAA   H  HCH3  0   0.236   8.0554  -1.1668   0.7521
 K2N  HAAA  H  HCH3  0   0.236   8.0828  -1.0145  -1.0130
 K2N  H3    H  HCH3  0   0.239   9.0434   0.0734  -0.0160
 K2N  HAB   H  HCH3  0   0.234  -1.7310  -1.5635   2.2388
 K2N  HABA  H  HCH3  0   0.240  -3.4055  -2.0663   1.9919
 K2N  HABB  H  HCH3  0   0.245  -2.0951  -3.2167   1.7260
 K2N  HNAC  H  HNH2  0   0.385   0.7376   3.3273   0.5083
 K2N  HNAA  H  HNH2  0   0.391  -0.8902   2.8220   0.4794
 K2N  HAF   H  HCR6  0   0.261  -7.2313  -1.2643  -0.3798
 K2N  HAG   H  HCR6  0   0.258  -6.0794   2.8569  -0.2551
 K2N  HAH   H  HCR6  0   0.253  -4.9030  -1.9341  -0.1938
 K2N  HAJ   H  HCR6  0   0.271   1.7287  -2.1869  -0.4748
 K2N  HNAN  H  HNH1  0   0.419   3.8008  -1.3323  -0.2880
 K2N  HNAO  H  HNR6  0   0.393  -0.6663  -2.8532  -0.5619
 K2N  HAX   H  HCR6  0   0.268  -2.9631  -2.3799  -0.4432
 K2N  HAI   H  HCR6  0   0.258  -3.7241   2.1909  -0.0687
 K2N  HAK   H  HCH2  0   0.233   6.9953   1.0934   0.9351
 K2N  H19   H  HCH2  0   0.233   7.0289   1.2592  -0.8223
 K2N  NAC   N  NH2   0  -0.826   0.0722   2.5880   0.6607
 K2N  HAE   H  HCR6  0   0.260  -7.8556   1.1316  -0.4131

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
 K2N  CAB  CAX   single    1.530  0.020  1.530
 K2N  NAC  CAT   single    1.356  0.020  1.356
 K2N  CAE  CAF   aromatic  1.386  0.020  1.386
 K2N  CAF  CAH   aromatic  1.389  0.020  1.389
 K2N  CAG  CAE   aromatic  1.392  0.020  1.392
 K2N  CAG  CAI   aromatic  1.383  0.020  1.383
 K2N  CAI  CAS   aromatic  1.401  0.020  1.401
 K2N  CAJ  CAU   aromatic  1.392  0.020  1.392
 K2N  CAK  CAA   single    1.510  0.020  1.510
 K2N  NAL  CAW   single    1.378  0.020  1.378
 K2N  NAM  CAU   aromatic  1.323  0.020  1.323
 K2N  NAN  CAQ   single    1.366  0.020  1.366
 K2N  NAO  CAV   single    1.353  0.020  1.353
 K2N  OAP  CAK   single    1.433  0.020  1.433
 K2N  OAP  CAQ   single    1.335  0.020  1.335
 K2N  CAQ  OAD   double    1.205  0.020  1.205
 K2N  CAR  NAL   double    1.279  0.020  1.279
 K2N  CAS  CAH   aromatic  1.397  0.020  1.397
 K2N  CAS  CAR   single    1.475  0.020  1.475
 K2N  CAT  NAM   aromatic  1.333  0.020  1.333
 K2N  CAU  NAN   single    1.390  0.020  1.390
 K2N  CAV  CAJ   aromatic  1.393  0.020  1.393
 K2N  CAW  CAT   aromatic  1.405  0.020  1.405
 K2N  CAW  CAV   aromatic  1.403  0.020  1.403
 K2N  CAX  NAO   single    1.450  0.020  1.450
 K2N  CAX  CAR   single    1.518  0.020  1.518
 K2N  CAA  HAA   single    0.970  0.020  1.090
 K2N  CAA  HAAA  single    0.970  0.020  1.090
 K2N  CAA  H3    single    0.970  0.020  1.090
 K2N  CAB  HAB   single    0.970  0.020  1.090
 K2N  CAB  HABA  single    0.970  0.020  1.090
 K2N  CAB  HABB  single    0.970  0.020  1.090
 K2N  NAC  HNAC  single    0.890  0.020  1.040
 K2N  NAC  HNAA  single    0.890  0.020  1.040
 K2N  CAE  HAE   single    0.930  0.020  1.080
 K2N  CAF  HAF   single    0.930  0.020  1.080
 K2N  CAG  HAG   single    0.930  0.020  1.080
 K2N  CAH  HAH   single    0.930  0.020  1.080
 K2N  CAJ  HAJ   single    0.930  0.020  1.080
 K2N  NAN  HNAN  single    0.860  0.020  1.020
 K2N  NAO  HNAO  single    0.890  0.020  1.040
 K2N  CAX  HAX   single    0.970  0.020  1.090
 K2N  CAI  HAI   single    0.930  0.020  1.080
 K2N  CAK  HAK   single    0.970  0.020  1.090
 K2N  CAK  H19   single    0.970  0.020  1.090

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
 K2N  H3    CAA  HAAA  107.77  3.000
 K2N  H3    CAA  HAA   107.89  3.000
 K2N  HAAA  CAA  HAA   108.75  3.000
 K2N  H3    CAA  CAK   109.10  3.000
 K2N  HAAA  CAA  CAK   111.68  3.000
 K2N  HAA   CAA  CAK   111.51  3.000
 K2N  HABB  CAB  HABA  107.92  3.000
 K2N  HABB  CAB  HAB   108.35  3.000
 K2N  HABA  CAB  HAB   108.07  3.000
 K2N  HABB  CAB  CAX   110.44  3.000
 K2N  HABA  CAB  CAX   110.89  3.000
 K2N  HAB   CAB  CAX   111.07  3.000
 K2N  HAE   CAE  CAG   120.36  3.000
 K2N  HAE   CAE  CAF   120.28  3.000
 K2N  CAG   CAE  CAF   119.36  3.000
 K2N  HAF   CAF  CAH   119.45  3.000
 K2N  HAF   CAF  CAE   120.20  3.000
 K2N  CAH   CAF  CAE   120.35  3.000
 K2N  HAG   CAG  CAI   119.57  3.000
 K2N  HAG   CAG  CAE   120.08  3.000
 K2N  CAI   CAG  CAE   120.34  3.000
 K2N  HAH   CAH  CAS   121.03  3.000
 K2N  HAH   CAH  CAF   118.07  3.000
 K2N  CAS   CAH  CAF   120.90  3.000
 K2N  HAI   CAI  CAS   119.22  3.000
 K2N  HAI   CAI  CAG   119.81  3.000
 K2N  CAS   CAI  CAG   120.96  3.000
 K2N  HAJ   CAJ  CAV   121.14  3.000
 K2N  HAJ   CAJ  CAU   121.60  3.000
 K2N  CAV   CAJ  CAU   117.25  3.000
 K2N  H19   CAK  HAK   107.91  3.000
 K2N  H19   CAK  OAP   109.76  3.000
 K2N  HAK   CAK  OAP   109.97  3.000
 K2N  H19   CAK  CAA   110.84  3.000
 K2N  HAK   CAK  CAA   110.76  3.000
 K2N  OAP   CAK  CAA   107.60  3.000
 K2N  CAW   NAL  CAR   119.91  3.000
 K2N  CAU   NAM  CAT   118.00  3.000
 K2N  HNAN  NAN  CAU   115.26  3.000
 K2N  HNAN  NAN  CAQ   115.64  3.000
 K2N  CAU   NAN  CAQ   129.10  3.000
 K2N  HNAO  NAO  CAX   116.07  3.000
 K2N  HNAO  NAO  CAV   117.69  3.000
 K2N  CAX   NAO  CAV   119.31  3.000
 K2N  CAQ   OAP  CAK   117.44  3.000
 K2N  OAP   CAQ  NAN   108.38  3.000
 K2N  OAP   CAQ  OAD   124.32  3.000
 K2N  NAN   CAQ  OAD   127.30  3.000
 K2N  CAX   CAR  CAS   120.14  3.000
 K2N  CAX   CAR  NAL   120.95  3.000
 K2N  CAS   CAR  NAL   118.79  3.000
 K2N  CAR   CAS  CAI   119.82  3.000
 K2N  CAR   CAS  CAH   122.09  3.000
 K2N  CAI   CAS  CAH   118.09  3.000
 K2N  CAW   CAT  NAM   122.77  3.000
 K2N  CAW   CAT  NAC   120.02  3.000
 K2N  NAM   CAT  NAC   117.19  3.000
 K2N  NAN   CAU  NAM   118.83  3.000
 K2N  NAN   CAU  CAJ   116.44  3.000
 K2N  NAM   CAU  CAJ   124.73  3.000
 K2N  CAW   CAV  NAO   116.65  3.000
 K2N  CAW   CAV  CAJ   119.20  3.000
 K2N  NAO   CAV  CAJ   124.04  3.000
 K2N  CAV   CAW  CAT   118.03  3.000
 K2N  CAV   CAW  NAL   121.42  3.000
 K2N  CAT   CAW  NAL   120.17  3.000
 K2N  HAX   CAX  CAR   110.44  3.000
 K2N  HAX   CAX  NAO   106.38  3.000
 K2N  CAR   CAX  NAO   108.07  3.000
 K2N  HAX   CAX  CAB   108.91  3.000
 K2N  CAR   CAX  CAB   109.94  3.000
 K2N  NAO   CAX  CAB   113.05  3.000
 K2N  HNAA  NAC  HNAC  115.72  3.000
 K2N  HNAA  NAC  CAT   116.96  3.000
 K2N  HNAC  NAC  CAT   116.90  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
 K2N  CONST_01  CAS   CAH  CAF  CAE     0.00   0.0  0
 K2N  CONST_02  CAS   CAI  CAG  CAE     0.00   0.0  0
 K2N  CONST_03  CAI   CAG  CAE  CAF     0.00   0.0  0
 K2N  CONST_04  CAI   CAS  CAH  CAF     0.00   0.0  0
 K2N  CONST_05  CAH   CAF  CAE  CAG     0.00   0.0  0
 K2N  CONST_06  CAH   CAS  CAI  CAG     0.00   0.0  0
 K2N  CONST_07  CAT   NAM  CAU  CAJ     0.00   0.0  0
 K2N  CONST_08  CAT   CAW  CAV  CAJ     0.00   0.0  0
 K2N  CONST_09  CAV   CAJ  CAU  NAM     0.00   0.0  0
 K2N  CONST_10  CAV   CAW  CAT  NAM     0.00   0.0  0
 K2N  CONST_11  CAW   CAV  CAJ  CAU     0.00   0.0  0
 K2N  CONST_12  CAW   CAT  NAM  CAU     0.00   0.0  0
 K2N  CONST_13  CAR   CAS  CAH  CAF   180.00   0.0  0
 K2N  CONST_14  CAR   CAS  CAI  CAG   180.00   0.0  0
 K2N  CONST_15  CAU   NAM  CAT  NAC   180.00   0.0  0
 K2N  CONST_16  NAL   CAW  CAT  NAC     0.00   0.0  0
 K2N  CONST_17  CAV   CAW  CAT  NAC   180.00   0.0  0
 K2N  CONST_18  CAV   CAJ  CAU  NAN   180.00   0.0  0
 K2N  CONST_19  CAT   NAM  CAU  NAN   180.00   0.0  0
 K2N  CONST_20  HAH   CAH  CAF  CAE   180.00   0.0  0
 K2N  CONST_21  HAI   CAI  CAG  CAE   180.00   0.0  0
 K2N  CONST_22  HAG   CAG  CAE  CAF   180.00   0.0  0
 K2N  CONST_23  HAF   CAF  CAE  CAG   180.00   0.0  0
 K2N  CONST_24  HAE   CAE  CAF  CAH   180.00   0.0  0
 K2N  CONST_25  HAJ   CAJ  CAU  NAM   180.00   0.0  0
 K2N  CONST_26  CAQ   NAN  CAU  CAJ   180.00   0.0  0
 K2N  CONST_27  CAQ   NAN  CAU  NAM     0.00   0.0  0
 K2N  CONST_28  HNAN  NAN  CAU  CAJ     0.00   0.0  0
 K2N  CONST_31  CAU   NAN  CAQ  OAD     0.00   0.0  0
 K2N  CONST_32  CAU   NAN  CAQ  OAP   180.00   0.0  0
 K2N  Var_01    NAL   CAR  CAS  CAH   179.28  30.0  2
 K2N  Var_02    CAX   NAO  CAV  CAJ   157.56  30.0  1
 K2N  Var_03    CAT   CAW  NAL  CAR  -173.34  30.0  1
 K2N  Var_04    NAN   CAQ  OAP  CAK   179.83  30.0  3
 K2N  Var_05    HAA   CAA  CAK  OAP   -61.55  30.0  3
 K2N  Var_06    HAK   CAK  OAP  CAQ    55.04  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
 K2N  chir_01  CAX  CAB  NAO  CAR  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
 K2N  plan-1  CAE   0.020
 K2N  plan-1  CAF   0.020
 K2N  plan-1  CAG   0.020
 K2N  plan-1  CAH   0.020
 K2N  plan-1  CAI   0.020
 K2N  plan-1  CAR   0.020
 K2N  plan-1  CAS   0.020
 K2N  plan-1  HAF   0.020
 K2N  plan-1  HAG   0.020
 K2N  plan-1  HAH   0.020
 K2N  plan-1  HAI   0.020
 K2N  plan-1  HAE   0.020
 K2N  plan-2  NAN   0.020
 K2N  plan-2  CAQ   0.020
 K2N  plan-2  CAU   0.020
 K2N  plan-2  HNAN  0.020
 K2N  plan-3  CAJ   0.020
 K2N  plan-3  NAL   0.020
 K2N  plan-3  NAM   0.020
 K2N  plan-3  NAN   0.020
 K2N  plan-3  NAO   0.020
 K2N  plan-3  CAT   0.020
 K2N  plan-3  CAU   0.020
 K2N  plan-3  CAV   0.020
 K2N  plan-3  CAW   0.020
 K2N  plan-3  HAJ   0.020
 K2N  plan-3  NAC   0.020
 K2N  plan-4  CAT   0.020
 K2N  plan-4  HNAC  0.020
 K2N  plan-4  HNAA  0.020
 K2N  plan-4  NAC   0.020
 K2N  plan-5  OAD   0.020
 K2N  plan-5  NAN   0.020
 K2N  plan-5  OAP   0.020
 K2N  plan-5  CAQ   0.020

