# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 13:33:12 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 3-hexanoyl-4-hydroxy-5-(4-hydroxyphenyl)pyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC(=O)C1=C(O)C(=CNC1=O)c2ccc(O)cc2
#
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
 3XM  3XM  3-hexanoyl-4-hydroxy-5-(4-hydroxyphenyl)pyridin-2(1H)-one  ligand  41  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3XM
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
 3XM  CAA   C  CR6   0   0.347  -5.7144  -0.7654   0.0109
 3XM  CAB   C  CR16  0  -0.325  -5.3149   0.1490  -0.9595
 3XM  CAC   C  CR16  0  -0.287  -4.0177   0.6351  -0.9574
 3XM  CAD   C  CR6   0   0.067  -3.0919   0.2391   0.0072
 3XM  CAE   C  CR16  0  -0.274  -3.5084  -0.6754   0.9734
 3XM  CAF   C  CR16  0  -0.371  -4.8002  -1.1749   0.9797
 3XM  CAG   C  CR6   0  -0.179  -1.7321   0.8122   0.0145
 3XM  CAH   C  CR16  0   0.045  -1.5406   2.1582   0.0127
 3XM  NAI   N  NR16  0  -0.672  -0.3188   2.7122  -0.0101
 3XM  CAJ   C  CR6   0   0.527   0.8774   2.0138  -0.0236
 3XM  CAK   C  CR6   0  -0.423   0.7308   0.5754  -0.0267
 3XM  CAL   C  CR6   0   0.491  -0.5597   0.0047  -0.0145
 3XM  OAM   O  OH1   0  -0.587  -0.7331  -1.2893  -0.0402
 3XM  OAN   O  OH1   0  -0.630  -6.9823  -1.2177  -0.0299
 3XM  OAO   O  O     0  -0.476   1.9236   2.6499  -0.0335
 3XM  CAP   C  C     0   0.463   1.8786  -0.3254  -0.0518
 3XM  CAQ   C  CH2   0  -0.545   3.2928   0.1791  -0.0528
 3XM  OAR   O  O     0  -0.503   1.6879  -1.5503  -0.0704
 3XM  CAS   C  CH2   0  -0.413   4.3534  -0.9115  -0.0581
 3XM  CAT   C  CH2   0  -0.411   5.7550  -0.3118  -0.0490
 3XM  CAU   C  CH2   0  -0.420   6.8573  -1.3629  -0.0512
 3XM  CAV   C  CH3   0  -0.661   8.2519  -0.7524  -0.0387
 3XM  HAB   H  HCR6  0   0.265  -6.0160   0.4718  -1.7188
 3XM  HAC   H  HCR6  0   0.255  -3.7220   1.3320  -1.7327
 3XM  HAE   H  HCR6  0   0.255  -2.8260  -0.9966   1.7495
 3XM  HAF   H  HCR6  0   0.272  -5.0969  -1.8788   1.7493
 3XM  HAH   H  HCR6  0   0.321  -2.3679   2.8535   0.0366
 3XM  HNAI  H  HNR6  0   0.427  -0.2461   3.7203  -0.0025
 3XM  HOAM  H  HOH1  0   0.488   0.1933  -1.6959  -0.0600
 3XM  HOAN  H  HOH1  0   0.475  -7.1357  -1.8526   0.6787
 3XM  H1AQ  H  HCH2  0   0.268   3.4204   0.8384  -0.9159
 3XM  H2AQ  H  HCH2  0   0.267   3.4244   0.8344   0.8124
 3XM  H1AS  H  HCH2  0   0.221   4.2333  -1.5630   0.8120
 3XM  H2AS  H  HCH2  0   0.221   4.2390  -1.5501  -0.9385
 3XM  H1AT  H  HCH2  0   0.210   5.8774   0.3434  -0.9186
 3XM  H2AT  H  HCH2  0   0.210   5.8705   0.3321   0.8300
 3XM  H1AU  H  HCH2  0   0.211   6.7354  -2.0175   0.8173
 3XM  H2AU  H  HCH2  0   0.211   6.7450  -2.0041  -0.9309
 3XM  H1AV  H  HCH3  0   0.216   8.4121  -0.1183  -0.9131
 3XM  H2AV  H  HCH3  0   0.216   8.4017  -0.1318   0.8471
 3XM  H3AV  H  HCH3  0   0.226   9.0269  -1.5195  -0.0399

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
 3XM  NAI  CAH   single    1.342  0.020  1.342
 3XM  NAI  CAJ   single    1.385  0.020  1.385
 3XM  OAO  CAJ   double    1.224  0.020  1.224
 3XM  CAH  CAG   double    1.360  0.020  1.360
 3XM  CAJ  CAK   single    1.446  0.020  1.446
 3XM  CAC  CAB   aromatic  1.385  0.020  1.385
 3XM  CAC  CAD   aromatic  1.394  0.020  1.394
 3XM  CAB  CAA   aromatic  1.392  0.020  1.392
 3XM  CAG  CAD   single    1.476  0.020  1.476
 3XM  CAG  CAL   single    1.424  0.020  1.424
 3XM  CAK  CAL   double    1.411  0.020  1.411
 3XM  CAK  CAP   single    1.459  0.020  1.459
 3XM  CAV  CAU   single    1.523  0.020  1.523
 3XM  CAQ  CAP   single    1.501  0.020  1.501
 3XM  CAQ  CAS   single    1.521  0.020  1.521
 3XM  CAD  CAE   aromatic  1.394  0.020  1.394
 3XM  CAL  OAM   single    1.306  0.020  1.306
 3XM  CAP  OAR   double    1.240  0.020  1.240
 3XM  CAA  OAN   single    1.347  0.020  1.347
 3XM  CAA  CAF   aromatic  1.394  0.020  1.394
 3XM  CAT  CAS   single    1.525  0.020  1.525
 3XM  CAT  CAU   single    1.523  0.020  1.523
 3XM  CAE  CAF   aromatic  1.385  0.020  1.385
 3XM  CAB  HAB   single    0.930  0.020  1.080
 3XM  CAC  HAC   single    0.930  0.020  1.080
 3XM  CAE  HAE   single    0.930  0.020  1.080
 3XM  CAF  HAF   single    0.930  0.020  1.080
 3XM  CAH  HAH   single    0.930  0.020  1.080
 3XM  NAI  HNAI  single    0.860  0.020  1.020
 3XM  OAM  HOAM  single    0.850  0.020  0.980
 3XM  OAN  HOAN  single    0.850  0.020  0.980
 3XM  CAQ  H1AQ  single    0.970  0.020  1.090
 3XM  CAQ  H2AQ  single    0.970  0.020  1.090
 3XM  CAS  H1AS  single    0.970  0.020  1.090
 3XM  CAS  H2AS  single    0.970  0.020  1.090
 3XM  CAT  H1AT  single    0.970  0.020  1.090
 3XM  CAT  H2AT  single    0.970  0.020  1.090
 3XM  CAU  H1AU  single    0.970  0.020  1.090
 3XM  CAU  H2AU  single    0.970  0.020  1.090
 3XM  CAV  H1AV  single    0.970  0.020  1.090
 3XM  CAV  H2AV  single    0.970  0.020  1.090
 3XM  CAV  H3AV  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
 3XM  OAN   CAA  CAF   122.68  3.000
 3XM  CAF   CAA  CAB   119.30  3.000
 3XM  OAN   CAA  CAB   118.02  3.000
 3XM  HAB   CAB  CAC   120.19  3.000
 3XM  HAB   CAB  CAA   119.92  3.000
 3XM  CAC   CAB  CAA   119.89  3.000
 3XM  HAC   CAC  CAD   119.76  3.000
 3XM  HAC   CAC  CAB   118.70  3.000
 3XM  CAD   CAC  CAB   121.54  3.000
 3XM  CAG   CAD  CAE   121.78  3.000
 3XM  CAE   CAD  CAC   117.86  3.000
 3XM  CAG   CAD  CAC   120.33  3.000
 3XM  HAE   CAE  CAF   118.55  3.000
 3XM  HAE   CAE  CAD   120.21  3.000
 3XM  CAF   CAE  CAD   121.23  3.000
 3XM  HAF   CAF  CAE   119.51  3.000
 3XM  HAF   CAF  CAA   120.31  3.000
 3XM  CAE   CAF  CAA   120.18  3.000
 3XM  CAL   CAG  CAH   116.46  3.000
 3XM  CAL   CAG  CAD   122.57  3.000
 3XM  CAH   CAG  CAD   120.95  3.000
 3XM  HAH   CAH  NAI   115.57  3.000
 3XM  HAH   CAH  CAG   121.94  3.000
 3XM  NAI   CAH  CAG   122.48  3.000
 3XM  HNAI  NAI  CAJ   116.16  3.000
 3XM  HNAI  NAI  CAH   118.50  3.000
 3XM  CAJ   NAI  CAH   125.34  3.000
 3XM  OAO   CAJ  CAK   127.11  3.000
 3XM  CAK   CAJ  NAI   114.46  3.000
 3XM  OAO   CAJ  NAI   118.43  3.000
 3XM  CAP   CAK  CAL   118.02  3.000
 3XM  CAP   CAK  CAJ   122.31  3.000
 3XM  CAL   CAK  CAJ   119.67  3.000
 3XM  OAM   CAL  CAK   121.47  3.000
 3XM  OAM   CAL  CAG   116.94  3.000
 3XM  CAK   CAL  CAG   121.59  3.000
 3XM  HOAM  OAM  CAL   106.09  3.000
 3XM  HOAN  OAN  CAA   110.42  3.000
 3XM  OAR   CAP  CAQ   118.48  3.000
 3XM  OAR   CAP  CAK   119.28  3.000
 3XM  CAQ   CAP  CAK   122.23  3.000
 3XM  H2AQ  CAQ  H1AQ  104.43  3.000
 3XM  H2AQ  CAQ  CAS   110.40  3.000
 3XM  H1AQ  CAQ  CAS   110.37  3.000
 3XM  H2AQ  CAQ  CAP   108.32  3.000
 3XM  H1AQ  CAQ  CAP   108.24  3.000
 3XM  CAS   CAQ  CAP   114.56  3.000
 3XM  H2AS  CAS  H1AS  106.33  3.000
 3XM  H2AS  CAS  CAT   109.31  3.000
 3XM  H1AS  CAS  CAT   109.30  3.000
 3XM  H2AS  CAS  CAQ   110.40  3.000
 3XM  H1AS  CAS  CAQ   110.35  3.000
 3XM  CAT   CAS  CAQ   111.04  3.000
 3XM  H2AT  CAT  H1AT  105.87  3.000
 3XM  H2AT  CAT  CAU   109.30  3.000
 3XM  H1AT  CAT  CAU   109.31  3.000
 3XM  H2AT  CAT  CAS   109.44  3.000
 3XM  H1AT  CAT  CAS   109.46  3.000
 3XM  CAU   CAT  CAS   113.20  3.000
 3XM  H2AU  CAU  H1AU  106.02  3.000
 3XM  H2AU  CAU  CAV   109.61  3.000
 3XM  H1AU  CAU  CAV   109.59  3.000
 3XM  H2AU  CAU  CAT   109.35  3.000
 3XM  H1AU  CAU  CAT   109.33  3.000
 3XM  CAV   CAU  CAT   112.72  3.000
 3XM  H3AV  CAV  H2AV  107.65  3.000
 3XM  H3AV  CAV  H1AV  107.66  3.000
 3XM  H2AV  CAV  H1AV  107.43  3.000
 3XM  H3AV  CAV  CAU   111.65  3.000
 3XM  H2AV  CAV  CAU   111.12  3.000
 3XM  H1AV  CAV  CAU   111.14  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
 3XM  CONST_01  CAD   CAC  CAB  CAA     0.00   0.0  0
 3XM  CONST_02  CAD   CAE  CAF  CAA     0.00   0.0  0
 3XM  CONST_03  CAE   CAD  CAC  CAB     0.00   0.0  0
 3XM  CONST_04  CAE   CAF  CAA  CAB     0.00   0.0  0
 3XM  CONST_05  CAF   CAA  CAB  CAC     0.00   0.0  0
 3XM  CONST_06  CAF   CAE  CAD  CAC     0.00   0.0  0
 3XM  CONST_07  CAG   CAD  CAC  CAB   180.00   0.0  0
 3XM  CONST_08  CAG   CAD  CAE  CAF   180.00   0.0  0
 3XM  CONST_09  CAK   CAJ  NAI  CAH     0.00   0.0  0
 3XM  CONST_10  OAN   CAA  CAB  CAC   180.00   0.0  0
 3XM  CONST_11  OAN   CAA  CAF  CAE   180.00   0.0  0
 3XM  CONST_12  OAO   CAJ  NAI  CAH   180.00   0.0  0
 3XM  CONST_13  HAC   CAC  CAB  CAA   180.00   0.0  0
 3XM  CONST_14  HAE   CAE  CAF  CAA   180.00   0.0  0
 3XM  CONST_15  HAF   CAF  CAA  CAB   180.00   0.0  0
 3XM  CONST_16  HAB   CAB  CAC  CAD   180.00   0.0  0
 3XM  CONST_17  HNAI  NAI  CAJ  CAK   180.00   0.0  0
 3XM  Var_01    CAH   CAG  CAD  CAC    52.73  30.0  2
 3XM  Var_02    CAQ   CAP  CAK  CAJ     1.05  30.0  2
 3XM  Var_03    CAS   CAQ  CAP  CAK   179.06  30.0  1
 3XM  Var_04    CAT   CAS  CAQ  CAP  -179.61  30.0  3
 3XM  Var_05    CAU   CAT  CAS  CAQ   179.89  30.0  1
 3XM  Var_06    CAV   CAU  CAT  CAS  -179.86  30.0  3
 3XM  Var_07    H1AV  CAV  CAU  CAT   -59.81  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
 3XM  plan-1  CAA   0.020
 3XM  plan-1  CAB   0.020
 3XM  plan-1  CAC   0.020
 3XM  plan-1  CAD   0.020
 3XM  plan-1  CAE   0.020
 3XM  plan-1  CAF   0.020
 3XM  plan-1  CAG   0.020
 3XM  plan-1  OAN   0.020
 3XM  plan-1  HAB   0.020
 3XM  plan-1  HAC   0.020
 3XM  plan-1  HAE   0.020
 3XM  plan-1  HAF   0.020
 3XM  plan-2  CAD   0.020
 3XM  plan-2  CAG   0.020
 3XM  plan-2  CAH   0.020
 3XM  plan-2  NAI   0.020
 3XM  plan-2  CAJ   0.020
 3XM  plan-2  CAK   0.020
 3XM  plan-2  CAL   0.020
 3XM  plan-2  OAM   0.020
 3XM  plan-2  OAO   0.020
 3XM  plan-2  CAP   0.020
 3XM  plan-2  HAH   0.020
 3XM  plan-2  HNAI  0.020
 3XM  plan-3  CAK   0.020
 3XM  plan-3  CAP   0.020
 3XM  plan-3  CAQ   0.020
 3XM  plan-3  OAR   0.020

