# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 17:53:04 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 2-amino-5-oxo-7-(propan-2-yl)-5H-chromeno[2,3-b]pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc2Oc3nc(N)c(cc3C(=O)c2c1)C(O)=O
#
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
 ANW  ANW  '2-amino-5-oxo-7-(propan-2-yl)-5H-chromeno[2,3-b]pyridine-3-carboxylic acid'  ligand  36  22  .  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_ANW
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
 ANW  NAA   N  N     0  -0.479   2.0482  -1.7724  -0.0159
 ANW  NAB   N  NH2   0  -0.813   4.2926  -2.0308   0.0302
 ANW  CAC   C  CH3   0  -0.643  -6.0045   0.4351  -1.4357
 ANW  CAD   C  CH1   0  -0.334  -5.2398   0.7997  -0.1637
 ANW  CAE   C  CH3   0  -0.643  -6.0472   0.4469   1.0851
 ANW  CAF   C  CR6   0   0.195  -3.8754   0.1532  -0.1369
 ANW  CAG   C  CR16  0  -0.393  -2.7251   0.9170  -0.1196
 ANW  CAH   C  CR66  0  -0.079  -1.4541   0.3341  -0.0938
 ANW  CAI   C  CR66  0   0.337  -1.3563  -1.0530  -0.0856
 ANW  CAJ   C  CR16  0  -0.309  -2.4964  -1.8477  -0.1029
 ANW  CAK   C  CR16  0  -0.305  -3.7357  -1.2420  -0.1282
 ANW  CAL   C  CR66  0   0.509   0.9843  -1.0154  -0.0408
 ANW  CAM   C  CR6   0   0.505   3.2576  -1.2014   0.0052
 ANW  CAN   C  CR6   0  -0.237   3.4060   0.2270   0.0009
 ANW  CAO   C  CR16  0  -0.174   2.2532   0.9812  -0.0249
 ANW  CAP   C  CR66  0  -0.256   0.9951   0.3845  -0.0471
 ANW  CAQ   C  CR6   0   0.427  -0.2370   1.1552  -0.0748
 ANW  CAR   C  C     0   0.573   4.7315   0.8633   0.0257
 ANW  OAS   O  O     0  -0.450  -0.1627  -1.7022  -0.0611
 ANW  OAT   O  O     0  -0.423  -0.2615   2.3761  -0.0819
 ANW  OAU   O  O     0  -0.459   5.7834   0.2588   0.0511
 ANW  OAV   O  OH1   0  -0.592   4.6730   2.1863   0.0186
 ANW  HNAB  H  HNH2  0   0.408   4.1268  -3.0230   0.0308
 ANW  HNAA  H  HNH2  0   0.424   5.2370  -1.6833   0.0445
 ANW  HAC   H  HCH3  0   0.233  -6.9626   0.9560  -1.4666
 ANW  HACA  H  HCH3  0   0.233  -5.4446   0.7118  -2.3297
 ANW  HACB  H  HCH3  0   0.221  -6.2100  -0.6359  -1.4858
 ANW  HAD   H  HCH1  0   0.246  -5.0851   1.8826  -0.1662
 ANW  HAE   H  HCH3  0   0.221  -6.2469  -0.6249   1.1429
 ANW  HAEA  H  HCH3  0   0.233  -5.5217   0.7400   1.9946
 ANW  HAEB  H  HCH3  0   0.232  -7.0095   0.9609   1.0745
 ANW  HAG   H  HCR6  0   0.262  -2.7969   1.9979  -0.1250
 ANW  HAJ   H  HCR6  0   0.283  -2.4058  -2.9261  -0.0969
 ANW  HAK   H  HCR6  0   0.267  -4.6150  -1.8746  -0.1414
 ANW  HAO   H  HCR6  0   0.288   2.3053   2.0615  -0.0285
 ANW  HOAV  H  HOH1  0   0.492   5.5686   2.5552   0.0329

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
 ANW  NAA  CAL   aromatic  1.306  0.020  1.306
 ANW  NAA  CAM   aromatic  1.338  0.020  1.338
 ANW  NAB  CAM   single    1.327  0.020  1.327
 ANW  CAC  CAD   single    1.528  0.020  1.528
 ANW  CAD  CAE   single    1.528  0.020  1.528
 ANW  CAD  CAF   single    1.510  0.020  1.510
 ANW  CAF  CAG   aromatic  1.381  0.020  1.381
 ANW  CAF  CAK   aromatic  1.402  0.020  1.402
 ANW  CAG  CAH   aromatic  1.399  0.020  1.399
 ANW  CAH  CAI   aromatic  1.391  0.020  1.391
 ANW  CAH  CAQ   single    1.468  0.020  1.468
 ANW  CAI  CAJ   aromatic  1.390  0.020  1.390
 ANW  CAI  OAS   single    1.359  0.020  1.359
 ANW  CAJ  CAK   aromatic  1.380  0.020  1.380
 ANW  CAL  CAP   aromatic  1.400  0.020  1.400
 ANW  CAL  OAS   single    1.337  0.020  1.337
 ANW  CAM  CAN   aromatic  1.436  0.020  1.436
 ANW  CAN  CAO   aromatic  1.378  0.020  1.378
 ANW  CAN  CAR   single    1.471  0.020  1.471
 ANW  CAO  CAP   aromatic  1.393  0.020  1.393
 ANW  CAP  CAQ   single    1.454  0.020  1.454
 ANW  CAQ  OAT   double    1.221  0.020  1.221
 ANW  CAR  OAU   double    1.213  0.020  1.213
 ANW  CAR  OAV   single    1.324  0.020  1.324
 ANW  NAB  HNAB  single    0.860  0.020  1.020
 ANW  NAB  HNAA  single    0.860  0.020  1.020
 ANW  CAC  HAC   single    0.970  0.020  1.090
 ANW  CAC  HACA  single    0.970  0.020  1.090
 ANW  CAC  HACB  single    0.970  0.020  1.090
 ANW  CAD  HAD   single    0.970  0.020  1.090
 ANW  CAE  HAE   single    0.970  0.020  1.090
 ANW  CAE  HAEA  single    0.970  0.020  1.090
 ANW  CAE  HAEB  single    0.970  0.020  1.090
 ANW  CAG  HAG   single    0.930  0.020  1.080
 ANW  CAJ  HAJ   single    0.930  0.020  1.080
 ANW  CAK  HAK   single    0.930  0.020  1.080
 ANW  CAO  HAO   single    0.930  0.020  1.080
 ANW  OAV  HOAV  single    0.850  0.020  0.980

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
 ANW  CAM   NAA  CAL   119.30  3.000
 ANW  HNAA  NAB  HNAB  119.69  3.000
 ANW  HNAA  NAB  CAM   121.10  3.000
 ANW  HNAB  NAB  CAM   119.22  3.000
 ANW  HACB  CAC  HACA  107.94  3.000
 ANW  HACB  CAC  HAC   107.57  3.000
 ANW  HACA  CAC  HAC   107.85  3.000
 ANW  HACB  CAC  CAD   111.49  3.000
 ANW  HACA  CAC  CAD   111.40  3.000
 ANW  HAC   CAC  CAD   110.43  3.000
 ANW  HAD   CAD  CAF   107.22  3.000
 ANW  HAD   CAD  CAE   107.77  3.000
 ANW  CAF   CAD  CAE   111.35  3.000
 ANW  HAD   CAD  CAC   107.76  3.000
 ANW  CAF   CAD  CAC   111.39  3.000
 ANW  CAE   CAD  CAC   111.14  3.000
 ANW  HAEB  CAE  HAEA  107.85  3.000
 ANW  HAEB  CAE  HAE   107.56  3.000
 ANW  HAEA  CAE  HAE   107.93  3.000
 ANW  HAEB  CAE  CAD   110.44  3.000
 ANW  HAEA  CAE  CAD   111.40  3.000
 ANW  HAE   CAE  CAD   111.50  3.000
 ANW  CAK   CAF  CAG   117.86  3.000
 ANW  CAK   CAF  CAD   121.07  3.000
 ANW  CAG   CAF  CAD   121.07  3.000
 ANW  HAG   CAG  CAH   118.44  3.000
 ANW  HAG   CAG  CAF   119.77  3.000
 ANW  CAH   CAG  CAF   121.79  3.000
 ANW  CAQ   CAH  CAI   119.97  3.000
 ANW  CAQ   CAH  CAG   121.36  3.000
 ANW  CAI   CAH  CAG   118.67  3.000
 ANW  OAS   CAI  CAJ   116.58  3.000
 ANW  OAS   CAI  CAH   122.57  3.000
 ANW  CAJ   CAI  CAH   120.84  3.000
 ANW  HAJ   CAJ  CAK   120.85  3.000
 ANW  HAJ   CAJ  CAI   120.07  3.000
 ANW  CAK   CAJ  CAI   119.08  3.000
 ANW  HAK   CAK  CAJ   118.22  3.000
 ANW  HAK   CAK  CAF   120.01  3.000
 ANW  CAJ   CAK  CAF   121.77  3.000
 ANW  OAS   CAL  CAP   121.34  3.000
 ANW  OAS   CAL  NAA   113.66  3.000
 ANW  CAP   CAL  NAA   124.99  3.000
 ANW  CAN   CAM  NAB   122.77  3.000
 ANW  CAN   CAM  NAA   121.20  3.000
 ANW  NAB   CAM  NAA   116.03  3.000
 ANW  CAR   CAN  CAO   121.18  3.000
 ANW  CAR   CAN  CAM   121.56  3.000
 ANW  CAO   CAN  CAM   117.26  3.000
 ANW  HAO   CAO  CAP   118.13  3.000
 ANW  HAO   CAO  CAN   120.43  3.000
 ANW  CAP   CAO  CAN   121.44  3.000
 ANW  CAQ   CAP  CAO   122.61  3.000
 ANW  CAQ   CAP  CAL   121.59  3.000
 ANW  CAO   CAP  CAL   115.81  3.000
 ANW  OAT   CAQ  CAP   123.18  3.000
 ANW  OAT   CAQ  CAH   122.85  3.000
 ANW  CAP   CAQ  CAH   113.97  3.000
 ANW  OAV   CAR  OAU   122.42  3.000
 ANW  OAV   CAR  CAN   113.10  3.000
 ANW  OAU   CAR  CAN   124.48  3.000
 ANW  CAL   OAS  CAI   120.55  3.000
 ANW  HOAV  OAV  CAR   109.85  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
 ANW  CONST_01  CAO   CAP  CAL  NAA     0.00   0.0  0
 ANW  CONST_02  CAO   CAN  CAM  NAA     0.00   0.0  0
 ANW  CONST_03  CAI   CAH  CAG  CAF     0.00   0.0  0
 ANW  CONST_04  CAI   CAJ  CAK  CAF     0.00   0.0  0
 ANW  CONST_05  CAJ   CAK  CAF  CAG     0.00   0.0  0
 ANW  CONST_06  CAJ   CAI  CAH  CAG     0.00   0.0  0
 ANW  CONST_07  CAK   CAF  CAG  CAH     0.00   0.0  0
 ANW  CONST_08  CAK   CAJ  CAI  CAH     0.00   0.0  0
 ANW  CONST_09  CAN   CAM  NAA  CAL     0.00   0.0  0
 ANW  CONST_10  CAN   CAO  CAP  CAL     0.00   0.0  0
 ANW  CONST_11  CAP   CAL  NAA  CAM     0.00   0.0  0
 ANW  CONST_12  CAP   CAO  CAN  CAM     0.00   0.0  0
 ANW  CONST_13  CAR   CAN  CAM  NAA   180.00   0.0  0
 ANW  CONST_14  CAL   NAA  CAM  NAB   180.00   0.0  0
 ANW  CONST_15  CAO   CAN  CAM  NAB   180.00   0.0  0
 ANW  CONST_16  CAH   CAG  CAF  CAD   180.00   0.0  0
 ANW  CONST_17  CAJ   CAK  CAF  CAD   180.00   0.0  0
 ANW  CONST_18  CAR   CAN  CAO  CAP   180.00   0.0  0
 ANW  CONST_19  HAJ   CAJ  CAK  CAF   180.00   0.0  0
 ANW  CONST_20  HAK   CAK  CAF  CAG   180.00   0.0  0
 ANW  CONST_21  HAG   CAG  CAH  CAI   180.00   0.0  0
 ANW  CONST_22  HAO   CAO  CAP  CAL   180.00   0.0  0
 ANW  CONST_23  HNAB  NAB  CAM  NAA     0.00   0.0  0
 ANW  CONST_24  HNAA  NAB  CAM  NAA   180.00   0.0  0
 ANW  CONST_25  HOAV  OAV  CAR  CAN   180.00   0.0  0
 ANW  Var_01    CAP   CAQ  CAH  CAG   179.92  30.0  1
 ANW  Var_02    CAL   CAP  CAQ  CAH     0.04  30.0  1
 ANW  Var_03    CAP   CAL  OAS  CAI    -0.14  30.0  1
 ANW  Var_04    CAG   CAF  CAD  CAC   117.71  30.0  2
 ANW  Var_05    OAU   CAR  CAN  CAM    -0.00  30.0  2
 ANW  Var_06    HAC   CAC  CAD  CAF  -176.69  30.0  3
 ANW  Var_07    HAE   CAE  CAD  CAF   -63.30  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
 ANW  plan-1  CAD   0.020
 ANW  plan-1  CAF   0.020
 ANW  plan-1  CAG   0.020
 ANW  plan-1  CAH   0.020
 ANW  plan-1  CAI   0.020
 ANW  plan-1  CAJ   0.020
 ANW  plan-1  CAK   0.020
 ANW  plan-1  CAQ   0.020
 ANW  plan-1  OAS   0.020
 ANW  plan-1  HAG   0.020
 ANW  plan-1  HAJ   0.020
 ANW  plan-1  HAK   0.020
 ANW  plan-2  NAB   0.020
 ANW  plan-2  CAM   0.020
 ANW  plan-2  HNAB  0.020
 ANW  plan-2  HNAA  0.020
 ANW  plan-3  NAA   0.020
 ANW  plan-3  NAB   0.020
 ANW  plan-3  CAL   0.020
 ANW  plan-3  CAM   0.020
 ANW  plan-3  CAN   0.020
 ANW  plan-3  CAO   0.020
 ANW  plan-3  CAP   0.020
 ANW  plan-3  CAQ   0.020
 ANW  plan-3  CAR   0.020
 ANW  plan-3  OAS   0.020
 ANW  plan-3  HAO   0.020
 ANW  plan-4  CAH   0.020
 ANW  plan-4  CAP   0.020
 ANW  plan-4  CAQ   0.020
 ANW  plan-4  OAT   0.020
 ANW  plan-5  CAN   0.020
 ANW  plan-5  CAR   0.020
 ANW  plan-5  OAU   0.020
 ANW  plan-5  OAV   0.020
 ANW  plan-5  HOAV  0.020

