# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 23:49:55 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 4-(7-butyl-5H-pyrrolo[2,3-b]pyrazin-6-yl)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCc1c([nH]c2nccnc12)c3ccc(O)cc3
#
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
 ALH  ALH  4-(7-butyl-5H-pyrrolo[2,3-b]pyrazin-6-yl)phenol  ligand  37  20  .  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_ALH
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
 ALH  OAO   O  OH1   0  -0.625  -1.3886   0.1008  -5.5205
 ALH  CAN   C  CR6   0   0.353  -1.2837   0.0652  -4.1811
 ALH  CAU   C  CR16  0  -0.370  -2.3270  -0.3439  -3.3530
 ALH  CAT   C  CR16  0  -0.287  -2.1558  -0.3634  -1.9797
 ALH  CAM   C  CR6   0   0.020  -0.9474   0.0200  -1.3943
 ALH  CAE   C  CR16  0  -0.297   0.0841   0.4384  -2.2387
 ALH  CAF   C  CR16  0  -0.323  -0.0740   0.4598  -3.6117
 ALH  CAL   C  CR5   0   0.332  -0.7734  -0.0150   0.0547
 ALH  NAS   N  NR15  0  -0.735  -1.8234   0.3245   0.8836
 ALH  CAR   C  CR56  0   0.456  -1.4312   0.2020   2.1736
 ALH  NAQ   N  N     0  -0.388  -2.1283   0.4478   3.2620
 ALH  CAJ   C  CR56  0   0.121  -0.0879  -0.2522   2.1659
 ALH  NAI   N  N     0  -0.385   0.5591  -0.4832   3.3029
 ALH  CAH   C  CR16  0  -0.162  -0.1385  -0.2426   4.4054
 ALH  CAP   C  CR16  0  -0.129  -1.4582   0.2199   4.3880
 ALH  CAK   C  CR5   0  -0.038   0.3178  -0.3918   0.8074
 ALH  CAG   C  CH2   0  -0.544   1.6520  -0.8772   0.3501
 ALH  CAD   C  CH2   0  -0.418   2.7435   0.1917   0.4336
 ALH  CAC   C  CH2   0  -0.425   4.0910  -0.2986  -0.0786
 ALH  CAB   C  CH3   0  -0.662   5.1722   0.7704  -0.0074
 ALH  HAO   H  HOH1  0   0.477  -2.2624  -0.1940  -5.8006
 ALH  HAU   H  HCR6  0   0.277  -3.2729  -0.6582  -3.7789
 ALH  HAT   H  HCR6  0   0.262  -2.9778  -0.7063  -1.3633
 ALH  HAE   H  HCR6  0   0.268   1.0221   0.7799  -1.8214
 ALH  HAF   H  HCR6  0   0.269   0.7372   0.7937  -4.2463
 ALH  HAS   H  HNR5  0   0.414  -2.7024   0.7118   0.5785
 ALH  HAH   H  HCR6  0   0.261   0.3532  -0.4177   5.3549
 ALH  HAP   H  HCR6  0   0.265  -1.9777   0.4050   5.3200
 ALH  HAG1  H  HCH2  0   0.236   1.5822  -1.2523  -0.6748
 ALH  HAG2  H  HCH2  0   0.241   1.9508  -1.7328   0.9638
 ALH  HAD1  H  HCH2  0   0.225   2.8408   0.5236   1.4718
 ALH  HAD2  H  HCH2  0   0.220   2.4346   1.0742  -0.1364
 ALH  HAC1  H  HCH2  0   0.213   3.9815  -0.6380  -1.1135
 ALH  HAC2  H  HCH2  0   0.215   4.4007  -1.1768   0.4965
 ALH  HAB1  H  HCH3  0   0.227   6.1213   0.4077  -0.4031
 ALH  HAB2  H  HCH3  0   0.217   4.8894   1.6529  -0.5846
 ALH  HAB3  H  HCH3  0   0.217   5.3449   1.0923   1.0210

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
 ALH  OAO  CAN   single    1.344  0.020  1.344
 ALH  OAO  HAO   single    0.850  0.020  0.980
 ALH  CAN  CAU   aromatic  1.393  0.020  1.393
 ALH  CAN  CAF   aromatic  1.394  0.020  1.394
 ALH  CAU  CAT   aromatic  1.384  0.020  1.384
 ALH  CAU  HAU   single    0.930  0.020  1.080
 ALH  CAT  CAM   aromatic  1.396  0.020  1.396
 ALH  CAT  HAT   single    0.930  0.020  1.080
 ALH  CAM  CAE   aromatic  1.397  0.020  1.397
 ALH  CAM  CAL   single    1.460  0.020  1.460
 ALH  CAE  CAF   aromatic  1.382  0.020  1.382
 ALH  CAE  HAE   single    0.930  0.020  1.080
 ALH  CAF  HAF   single    0.930  0.020  1.080
 ALH  CAL  NAS   aromatic  1.380  0.020  1.380
 ALH  CAL  CAK   aromatic  1.378  0.020  1.378
 ALH  NAS  CAR   aromatic  1.354  0.020  1.354
 ALH  NAS  HAS   single    0.860  0.020  1.020
 ALH  CAR  NAQ   aromatic  1.316  0.020  1.316
 ALH  CAR  CAJ   aromatic  1.418  0.020  1.418
 ALH  NAQ  CAP   aromatic  1.330  0.020  1.330
 ALH  CAJ  NAI   aromatic  1.328  0.020  1.328
 ALH  CAJ  CAK   aromatic  1.425  0.020  1.425
 ALH  NAI  CAH   aromatic  1.327  0.020  1.327
 ALH  CAH  CAP   aromatic  1.398  0.020  1.398
 ALH  CAH  HAH   single    0.930  0.020  1.080
 ALH  CAP  HAP   single    0.930  0.020  1.080
 ALH  CAK  CAG   single    1.492  0.020  1.492
 ALH  CAG  CAD   single    1.530  0.020  1.530
 ALH  CAG  HAG1  single    0.970  0.020  1.090
 ALH  CAG  HAG2  single    0.970  0.020  1.090
 ALH  CAD  CAC   single    1.523  0.020  1.523
 ALH  CAD  HAD1  single    0.970  0.020  1.090
 ALH  CAD  HAD2  single    0.970  0.020  1.090
 ALH  CAC  CAB   single    1.522  0.020  1.522
 ALH  CAC  HAC1  single    0.970  0.020  1.090
 ALH  CAC  HAC2  single    0.970  0.020  1.090
 ALH  CAB  HAB1  single    0.970  0.020  1.090
 ALH  CAB  HAB2  single    0.970  0.020  1.090
 ALH  CAB  HAB3  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
 ALH  HAO   OAO  CAN   110.62  3.000
 ALH  CAF   CAN  CAU   119.35  3.000
 ALH  CAF   CAN  OAO   117.86  3.000
 ALH  CAU   CAN  OAO   122.79  3.000
 ALH  HAU   CAU  CAT   119.59  3.000
 ALH  HAU   CAU  CAN   120.33  3.000
 ALH  CAT   CAU  CAN   120.08  3.000
 ALH  HAT   CAT  CAM   120.34  3.000
 ALH  HAT   CAT  CAU   118.37  3.000
 ALH  CAM   CAT  CAU   121.27  3.000
 ALH  CAL   CAM  CAE   121.27  3.000
 ALH  CAL   CAM  CAT   120.84  3.000
 ALH  CAE   CAM  CAT   117.89  3.000
 ALH  HAE   CAE  CAF   118.52  3.000
 ALH  HAE   CAE  CAM   120.09  3.000
 ALH  CAF   CAE  CAM   121.37  3.000
 ALH  HAF   CAF  CAE   120.08  3.000
 ALH  HAF   CAF  CAN   119.87  3.000
 ALH  CAE   CAF  CAN   120.04  3.000
 ALH  CAK   CAL  NAS   109.97  3.000
 ALH  CAK   CAL  CAM   130.02  3.000
 ALH  NAS   CAL  CAM   119.97  3.000
 ALH  HAS   NAS  CAR   125.16  3.000
 ALH  HAS   NAS  CAL   125.19  3.000
 ALH  CAR   NAS  CAL   109.24  3.000
 ALH  CAJ   CAR  NAQ   124.49  3.000
 ALH  CAJ   CAR  NAS   107.35  3.000
 ALH  NAQ   CAR  NAS   128.16  3.000
 ALH  CAP   NAQ  CAR   113.67  3.000
 ALH  CAK   CAJ  NAI   131.33  3.000
 ALH  CAK   CAJ  CAR   107.84  3.000
 ALH  NAI   CAJ  CAR   120.83  3.000
 ALH  CAH   NAI  CAJ   115.06  3.000
 ALH  HAH   CAH  CAP   119.51  3.000
 ALH  HAH   CAH  NAI   117.41  3.000
 ALH  CAP   CAH  NAI   123.08  3.000
 ALH  HAP   CAP  CAH   119.90  3.000
 ALH  HAP   CAP  NAQ   117.23  3.000
 ALH  CAH   CAP  NAQ   122.87  3.000
 ALH  CAG   CAK  CAJ   125.38  3.000
 ALH  CAG   CAK  CAL   129.03  3.000
 ALH  CAJ   CAK  CAL   105.58  3.000
 ALH  HAG2  CAG  HAG1  105.95  3.000
 ALH  HAG2  CAG  CAD   108.71  3.000
 ALH  HAG1  CAG  CAD   109.65  3.000
 ALH  HAG2  CAG  CAK   109.06  3.000
 ALH  HAG1  CAG  CAK   109.99  3.000
 ALH  CAD   CAG  CAK   113.20  3.000
 ALH  HAD2  CAD  HAD1  105.93  3.000
 ALH  HAD2  CAD  CAC   109.52  3.000
 ALH  HAD1  CAD  CAC   109.76  3.000
 ALH  HAD2  CAD  CAG   109.48  3.000
 ALH  HAD1  CAD  CAG   109.09  3.000
 ALH  CAC   CAD  CAG   112.83  3.000
 ALH  HAC2  CAC  HAC1  106.04  3.000
 ALH  HAC2  CAC  CAB   109.76  3.000
 ALH  HAC1  CAC  CAB   109.46  3.000
 ALH  HAC2  CAC  CAD   109.39  3.000
 ALH  HAC1  CAC  CAD   109.23  3.000
 ALH  CAB   CAC  CAD   112.75  3.000
 ALH  HAB3  CAB  HAB2  107.51  3.000
 ALH  HAB3  CAB  HAB1  107.60  3.000
 ALH  HAB2  CAB  HAB1  107.61  3.000
 ALH  HAB3  CAB  CAC   111.32  3.000
 ALH  HAB2  CAB  CAC   111.04  3.000
 ALH  HAB1  CAB  CAC   111.57  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
 ALH  CONST_01  CAM   CAT  CAU  CAN     0.00   0.0  0
 ALH  CONST_02  CAM   CAE  CAF  CAN     0.00   0.0  0
 ALH  CONST_03  CAE   CAF  CAN  CAU     0.00   0.0  0
 ALH  CONST_04  CAE   CAM  CAT  CAU     0.00   0.0  0
 ALH  CONST_05  CAL   CAM  CAT  CAU   180.00   0.0  0
 ALH  CONST_06  CAF   CAN  CAU  CAT     0.00   0.0  0
 ALH  CONST_07  CAF   CAE  CAM  CAT     0.00   0.0  0
 ALH  CONST_10  CAR   NAS  CAL  CAM   180.00   0.0  0
 ALH  CONST_11  CAJ   CAK  CAL  CAM   180.00   0.0  0
 ALH  CONST_14  CAL   CAM  CAE  CAF   180.00   0.0  0
 ALH  CONST_15  NAQ   CAR  NAS  CAL   180.00   0.0  0
 ALH  CONST_16  CAJ   CAR  NAS  CAL     0.00   0.0  0
 ALH  CONST_17  CAR   CAJ  CAK  CAL     0.00   0.0  0
 ALH  CONST_18  NAI   CAJ  CAK  CAL   180.00   0.0  0
 ALH  CONST_19  CAJ   CAK  CAL  NAS     0.00   0.0  0
 ALH  CONST_20  CAP   NAQ  CAR  NAS   180.00   0.0  0
 ALH  CONST_21  NAI   CAJ  CAR  NAS   180.00   0.0  0
 ALH  CONST_22  CAK   CAJ  CAR  NAS     0.00   0.0  0
 ALH  CONST_23  CAK   CAL  NAS  CAR     0.00   0.0  0
 ALH  CONST_24  CAH   CAP  NAQ  CAR     0.00   0.0  0
 ALH  CONST_25  CAH   NAI  CAJ  CAR     0.00   0.0  0
 ALH  CONST_26  NAI   CAJ  CAR  NAQ     0.00   0.0  0
 ALH  CONST_27  CAK   CAJ  CAR  NAQ   180.00   0.0  0
 ALH  CONST_28  NAI   CAH  CAP  NAQ     0.00   0.0  0
 ALH  CONST_29  CAP   NAQ  CAR  CAJ     0.00   0.0  0
 ALH  CONST_30  CAP   CAH  NAI  CAJ     0.00   0.0  0
 ALH  CONST_31  CAK   CAJ  NAI  CAH   180.00   0.0  0
 ALH  CONST_32  CAT   CAU  CAN  OAO   180.00   0.0  0
 ALH  CONST_33  CAE   CAF  CAN  OAO   180.00   0.0  0
 ALH  CONST_34  CAG   CAK  CAL  CAM     0.00   0.0  0
 ALH  CONST_35  CAG   CAK  CAL  NAS   180.00   0.0  0
 ALH  CONST_36  CAG   CAK  CAJ  CAR   180.00   0.0  0
 ALH  CONST_37  CAG   CAK  CAJ  NAI     0.00   0.0  0
 ALH  CONST_38  HAT   CAT  CAU  CAN   180.00   0.0  0
 ALH  CONST_39  HAE   CAE  CAF  CAN   180.00   0.0  0
 ALH  CONST_40  HAF   CAF  CAN  CAU   180.00   0.0  0
 ALH  CONST_41  HAU   CAU  CAT  CAM   180.00   0.0  0
 ALH  CONST_42  HAS   NAS  CAL  CAM     0.00   0.0  0
 ALH  CONST_43  HAP   CAP  NAQ  CAR   180.00   0.0  0
 ALH  CONST_44  HAH   CAH  CAP  NAQ   180.00   0.0  0
 ALH  Var_01    CAD   CAG  CAK  CAL   102.58  30.0  2
 ALH  Var_02    CAC   CAD  CAG  CAK  -178.09  30.0  3
 ALH  Var_03    CAB   CAC  CAD  CAG   179.44  30.0  3
 ALH  Var_04    HAB1  CAB  CAC  CAD  -178.48  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
 ALH  plan-1  OAO  0.020
 ALH  plan-1  CAN  0.020
 ALH  plan-1  CAU  0.020
 ALH  plan-1  CAT  0.020
 ALH  plan-1  CAM  0.020
 ALH  plan-1  CAE  0.020
 ALH  plan-1  CAF  0.020
 ALH  plan-1  CAL  0.020
 ALH  plan-1  HAU  0.020
 ALH  plan-1  HAT  0.020
 ALH  plan-1  HAE  0.020
 ALH  plan-1  HAF  0.020
 ALH  plan-2  CAM  0.020
 ALH  plan-2  CAL  0.020
 ALH  plan-2  NAS  0.020
 ALH  plan-2  CAR  0.020
 ALH  plan-2  NAQ  0.020
 ALH  plan-2  CAJ  0.020
 ALH  plan-2  NAI  0.020
 ALH  plan-2  CAH  0.020
 ALH  plan-2  CAP  0.020
 ALH  plan-2  CAK  0.020
 ALH  plan-2  CAG  0.020
 ALH  plan-2  HAS  0.020
 ALH  plan-2  HAH  0.020
 ALH  plan-2  HAP  0.020

