# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 02:25:45 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(phenylcarbamoyl)oxy]imino}tetrahydro-2H-pyran-3-yl]butanamide (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O\C1=N/OC(=O)Nc2ccccc2
#
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
 BA4  BA4  'N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(phenylcarbamoyl)oxy]imino}tetrahydro-2H-pyran-3-yl]butanamide (non-preferred name)'  ligand  50  27  .  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_BA4
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
 BA4  OAR   O  O     0  -0.463  -2.4736  -0.7715   0.0812
 BA4  CAP   C  C     0   0.747  -2.1515   0.3715  -0.1062
 BA4  NAO   N  NH1   0  -0.774  -2.9653   1.4488  -0.2200
 BA4  CAS   C  CR6   0   0.369  -4.3556   1.4895  -0.0743
 BA4  CAT   C  CR16  0  -0.339  -4.9298   2.7512   0.0980
 BA4  CAU   C  CR16  0  -0.245  -6.3005   2.8899   0.2328
 BA4  CAV   C  CR16  0  -0.272  -7.1257   1.7732   0.2025
 BA4  CAW   C  CR16  0  -0.246  -6.5549   0.5214   0.0280
 BA4  CAX   C  CR16  0  -0.312  -5.1820   0.3665  -0.1149
 BA4  OAQ   O  O2    0  -0.406  -0.8777   0.8077  -0.2395
 BA4  NAY   N  N     0  -0.169   0.0513  -0.2079  -0.1387
 BA4  CAA   C  C     0   0.498   1.2335   0.2536  -0.1730
 BA4  OAL   O  O2    0  -0.456   1.5001   1.5403  -0.3607
 BA4  CAE   C  CH1   0  -0.023   2.6348   2.1339   0.2907
 BA4  CAF   C  CH2   0  -0.158   2.8446   3.4861  -0.3498
 BA4  OAM   O  OH1   0  -0.665   1.7105   4.2820  -0.1170
 BA4  CAD   C  CH1   0  -0.025   3.8679   1.2386   0.1798
 BA4  OAK   O  OH1   0  -0.665   4.9111   1.7451   0.9754
 BA4  CAC   C  CH1   0   0.048   3.5359  -0.1569   0.6930
 BA4  OAJ   O  OH1   0  -0.658   4.6168  -1.0330   0.5605
 BA4  CAB   C  CH1   0  -0.197   2.3821  -0.7300  -0.1247
 BA4  NAI   N  NH1   0  -0.637   1.9771  -2.0135   0.3584
 BA4  CAG   C  C     0   0.570   1.7818  -3.0854  -0.4375
 BA4  OAN   O  O     0  -0.492   1.9599  -3.0537  -1.6453
 BA4  CAH   C  CH2   0  -0.579   1.3665  -4.3418   0.2946
 BA4  C1    C  CH2   0  -0.422   0.5119  -5.2808  -0.5451
 BA4  C2    C  CH3   0  -0.664   0.1555  -6.5484   0.2182
 BA4  HNAO  H  HNH1  0   0.418  -2.5126   2.3449  -0.3282
 BA4  HAT   H  HCR6  0   0.271  -4.2950   3.6291   0.1293
 BA4  HAU   H  HCR6  0   0.260  -6.7216   3.8778   0.3672
 BA4  HAV   H  HCR6  0   0.256  -8.1969   1.8783   0.3096
 BA4  HAW   H  HCR6  0   0.259  -7.1845  -0.3584  -0.0043
 BA4  HAX   H  HCR6  0   0.276  -4.7752  -0.6209  -0.2610
 BA4  HAE   H  HCH1  0   0.257   2.3893   2.2655   1.3520
 BA4  HAF   H  HCH2  0   0.211   3.7465   3.9291   0.0882
 BA4  HAD   H  HCH1  0   0.245   4.1699   1.1616  -0.8741
 BA4  HOAK  H  HOH1  0   0.467   5.4895   2.2904   0.4351
 BA4  HAC   H  HCH1  0   0.231   3.2178  -0.0696   1.7455
 BA4  HOAJ  H  HOH1  0   0.456   5.3499  -0.6820   1.0777
 BA4  HAB   H  HCH1  0   0.307   2.7330  -0.8535  -1.1553
 BA4  HNAI  H  HNH1  0   0.403   1.7383  -2.0902   1.3347
 BA4  HAH   H  HCH2  0   0.271   2.2844  -4.8555   0.6027
 BA4  HAHA  H  HCH2  0   0.251   0.8442  -4.0841   1.2198
 BA4  H1    H  HCH2  0   0.226  -0.4031  -4.7682  -0.8528
 BA4  H1A   H  HCH2  0   0.227   1.0439  -5.5404  -1.4617
 BA4  H2    H  HCH3  0   0.220   1.0525  -7.0924   0.5207
 BA4  H2A   H  HCH3  0   0.220  -0.4113  -6.3219   1.1230
 BA4  H2B   H  HCH3  0   0.232  -0.4491  -7.2195  -0.3921
 BA4  H22   H  HCH2  0   0.209   3.0406   3.3473  -1.4219
 BA4  H23   H  HOH1  0   0.460   1.8754   5.1509  -0.4939

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
 BA4  OAR  CAP   double    1.202  0.020  1.202
 BA4  CAP  OAQ   single    1.353  0.020  1.353
 BA4  NAO  CAP   single    1.355  0.020  1.355
 BA4  NAO  HNAO  single    0.860  0.020  1.020
 BA4  CAS  NAO   single    1.399  0.020  1.399
 BA4  CAT  CAS   aromatic  1.397  0.020  1.397
 BA4  CAT  HAT   single    0.930  0.020  1.080
 BA4  CAU  CAT   aromatic  1.384  0.020  1.384
 BA4  CAU  HAU   single    0.930  0.020  1.080
 BA4  CAV  CAU   aromatic  1.389  0.020  1.389
 BA4  CAV  CAW   aromatic  1.387  0.020  1.387
 BA4  CAV  HAV   single    0.930  0.020  1.080
 BA4  CAW  CAX   aromatic  1.389  0.020  1.389
 BA4  CAW  HAW   single    0.930  0.020  1.080
 BA4  CAX  CAS   aromatic  1.395  0.020  1.395
 BA4  CAX  HAX   single    0.930  0.020  1.080
 BA4  OAQ  NAY   single    1.380  0.020  1.380
 BA4  NAY  CAA   double    1.270  0.020  1.270
 BA4  CAA  OAL   single    1.327  0.020  1.327
 BA4  CAA  CAB   single    1.513  0.020  1.513
 BA4  OAL  CAE   single    1.437  0.020  1.437
 BA4  CAE  CAF   single    1.511  0.020  1.511
 BA4  CAE  CAD   single    1.528  0.020  1.528
 BA4  CAE  HAE   single    0.970  0.020  1.090
 BA4  CAF  OAM   single    1.405  0.020  1.405
 BA4  CAF  HAF   single    0.970  0.020  1.090
 BA4  CAD  OAK   single    1.406  0.020  1.406
 BA4  CAD  HAD   single    0.970  0.020  1.090
 BA4  OAK  HOAK  single    0.850  0.020  0.980
 BA4  CAC  CAD   single    1.523  0.020  1.523
 BA4  CAC  OAJ   single    1.398  0.020  1.398
 BA4  CAC  HAC   single    0.970  0.020  1.090
 BA4  OAJ  HOAJ  single    0.850  0.020  0.980
 BA4  CAB  CAC   single    1.526  0.020  1.526
 BA4  CAB  HAB   single    0.970  0.020  1.090
 BA4  NAI  CAB   single    1.430  0.020  1.430
 BA4  NAI  CAG   single    1.349  0.020  1.349
 BA4  NAI  HNAI  single    0.860  0.020  1.020
 BA4  CAG  OAN   double    1.221  0.020  1.221
 BA4  CAH  CAG   single    1.512  0.020  1.512
 BA4  CAH  HAH   single    0.970  0.020  1.090
 BA4  CAH  HAHA  single    0.970  0.020  1.090
 BA4  C1   CAH   single    1.522  0.020  1.522
 BA4  C1   H1    single    0.970  0.020  1.090
 BA4  C1   H1A   single    0.970  0.020  1.090
 BA4  C2   C1    single    1.522  0.020  1.522
 BA4  C2   H2    single    0.970  0.020  1.090
 BA4  C2   H2A   single    0.970  0.020  1.090
 BA4  C2   H2B   single    0.970  0.020  1.090
 BA4  CAF  H22   single    0.970  0.020  1.090
 BA4  OAM  H23   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
 BA4  OAQ   CAP  NAO  107.51  3.000
 BA4  NAO   CAP  OAR  127.46  3.000
 BA4  OAQ   CAP  OAR  125.03  3.000
 BA4  HNAO  NAO  CAS  115.53  3.000
 BA4  CAS   NAO  CAP  127.70  3.000
 BA4  HNAO  NAO  CAP  116.44  3.000
 BA4  CAX   CAS  CAT  119.16  3.000
 BA4  CAX   CAS  NAO  124.22  3.000
 BA4  CAT   CAS  NAO  116.60  3.000
 BA4  HAT   CAT  CAU  119.74  3.000
 BA4  CAU   CAT  CAS  120.63  3.000
 BA4  HAT   CAT  CAS  119.63  3.000
 BA4  HAU   CAU  CAV  120.36  3.000
 BA4  CAV   CAU  CAT  120.38  3.000
 BA4  HAU   CAU  CAT  119.26  3.000
 BA4  HAV   CAV  CAW  120.52  3.000
 BA4  HAV   CAV  CAU  120.54  3.000
 BA4  CAW   CAV  CAU  118.95  3.000
 BA4  HAW   CAW  CAX  118.77  3.000
 BA4  HAW   CAW  CAV  119.87  3.000
 BA4  CAX   CAW  CAV  121.36  3.000
 BA4  HAX   CAX  CAW  119.28  3.000
 BA4  HAX   CAX  CAS  121.19  3.000
 BA4  CAW   CAX  CAS  119.52  3.000
 BA4  NAY   OAQ  CAP  112.91  3.000
 BA4  CAA   NAY  OAQ  110.94  3.000
 BA4  CAB   CAA  OAL  118.83  3.000
 BA4  CAB   CAA  NAY  118.02  3.000
 BA4  OAL   CAA  NAY  122.91  3.000
 BA4  CAE   OAL  CAA  119.68  3.000
 BA4  HAE   CAE  CAD  108.73  3.000
 BA4  HAE   CAE  CAF  109.50  3.000
 BA4  CAD   CAE  CAF  112.43  3.000
 BA4  HAE   CAE  OAL  108.14  3.000
 BA4  CAD   CAE  OAL  111.24  3.000
 BA4  CAF   CAE  OAL  106.70  3.000
 BA4  H22   CAF  HAF  107.11  3.000
 BA4  H22   CAF  OAM  112.17  3.000
 BA4  HAF   CAF  OAM  111.65  3.000
 BA4  H22   CAF  CAE  108.99  3.000
 BA4  HAF   CAF  CAE  107.85  3.000
 BA4  OAM   CAF  CAE  108.94  3.000
 BA4  H23   OAM  CAF  107.97  3.000
 BA4  HAD   CAD  CAC  108.59  3.000
 BA4  CAC   CAD  OAK  107.52  3.000
 BA4  HAD   CAD  OAK  111.34  3.000
 BA4  CAC   CAD  CAE  109.66  3.000
 BA4  HAD   CAD  CAE  109.42  3.000
 BA4  OAK   CAD  CAE  110.27  3.000
 BA4  HOAK  OAK  CAD  109.43  3.000
 BA4  HAC   CAC  CAB  108.85  3.000
 BA4  CAB   CAC  OAJ  107.37  3.000
 BA4  HAC   CAC  OAJ  111.28  3.000
 BA4  CAB   CAC  CAD  109.17  3.000
 BA4  HAC   CAC  CAD  108.17  3.000
 BA4  OAJ   CAC  CAD  111.94  3.000
 BA4  HOAJ  OAJ  CAC  108.02  3.000
 BA4  HAB   CAB  NAI  107.89  3.000
 BA4  NAI   CAB  CAC  111.73  3.000
 BA4  HAB   CAB  CAC  107.71  3.000
 BA4  NAI   CAB  CAA  112.29  3.000
 BA4  HAB   CAB  CAA  106.64  3.000
 BA4  CAC   CAB  CAA  110.30  3.000
 BA4  HNAI  NAI  CAG  118.47  3.000
 BA4  HNAI  NAI  CAB  117.55  3.000
 BA4  CAG   NAI  CAB  123.70  3.000
 BA4  CAH   CAG  OAN  122.71  3.000
 BA4  CAH   CAG  NAI  114.47  3.000
 BA4  OAN   CAG  NAI  122.79  3.000
 BA4  HAHA  CAH  HAH  105.82  3.000
 BA4  HAHA  CAH  C1   110.12  3.000
 BA4  HAH   CAH  C1   109.64  3.000
 BA4  C1    CAH  CAG  113.55  3.000
 BA4  HAHA  CAH  CAG  110.18  3.000
 BA4  HAH   CAH  CAG  107.19  3.000
 BA4  H1A   C1   H1   106.46  3.000
 BA4  H1A   C1   C2   109.71  3.000
 BA4  H1    C1   C2   109.62  3.000
 BA4  C2    C1   CAH  111.63  3.000
 BA4  H1A   C1   CAH  109.65  3.000
 BA4  H1    C1   CAH  109.63  3.000
 BA4  H2B   C2   H2A  107.69  3.000
 BA4  H2B   C2   H2   107.70  3.000
 BA4  H2A   C2   H2   107.48  3.000
 BA4  H2B   C2   C1   111.21  3.000
 BA4  H2A   C2   C1   111.38  3.000
 BA4  H2    C2   C1   111.20  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
 BA4  CONST_01  CAV   CAU  CAT  CAS    0.00   0.0  0
 BA4  CONST_02  CAV   CAW  CAX  CAS    0.00   0.0  0
 BA4  CONST_03  CAW   CAX  CAS  CAT    0.00   0.0  0
 BA4  CONST_04  CAW   CAV  CAU  CAT    0.00   0.0  0
 BA4  CONST_05  CAX   CAS  CAT  CAU    0.00   0.0  0
 BA4  CONST_06  CAX   CAW  CAV  CAU    0.00   0.0  0
 BA4  CONST_07  CAU   CAT  CAS  NAO  180.00   0.0  0
 BA4  CONST_08  CAW   CAX  CAS  NAO  180.00   0.0  0
 BA4  CONST_09  HAU   CAU  CAT  CAS  180.00   0.0  0
 BA4  CONST_10  HAW   CAW  CAX  CAS  180.00   0.0  0
 BA4  CONST_11  HAX   CAX  CAS  CAT  180.00   0.0  0
 BA4  CONST_12  HAV   CAV  CAU  CAT  180.00   0.0  0
 BA4  CONST_13  HAT   CAT  CAU  CAV  180.00   0.0  0
 BA4  CONST_16  HNAO  NAO  CAS  CAT    0.00   0.0  0
 BA4  CONST_17  OAN   CAG  NAI  CAB    0.00   0.0  0
 BA4  CONST_18  CAH   CAG  NAI  CAB  180.00   0.0  0
 BA4  CONST_19  CAS   NAO  CAP  OAR    0.00   0.0  0
 BA4  CONST_20  OAQ   CAP  NAO  CAS  180.00   0.0  0
 BA4  CONST_21  HNAI  NAI  CAG  OAN  180.00   0.0  0
 BA4  Var_01    CAB   CAA  OAL  CAE  -39.87  30.0  1
 BA4  Var_02    OAL   CAA  NAY  OAQ   -3.60  30.0  2
 BA4  Var_03    C1    CAH  CAG  NAI  151.20  30.0  1
 BA4  Var_04    C2    C1   CAH  CAG  178.23  30.0  1
 BA4  Var_05    H2    C2   C1   CAH  -59.49  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
 BA4  chir_01  CAE  OAL  CAF  CAD  positiv
 BA4  chir_02  CAD  OAK  CAE  CAC  positiv
 BA4  chir_03  CAC  OAJ  CAD  CAB  negativ
 BA4  chir_04  CAB  NAI  CAC  CAA  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
 BA4  plan-1  NAO   0.020
 BA4  plan-1  CAS   0.020
 BA4  plan-1  CAT   0.020
 BA4  plan-1  CAU   0.020
 BA4  plan-1  CAV   0.020
 BA4  plan-1  CAW   0.020
 BA4  plan-1  CAX   0.020
 BA4  plan-1  HAT   0.020
 BA4  plan-1  HAU   0.020
 BA4  plan-1  HAV   0.020
 BA4  plan-1  HAW   0.020
 BA4  plan-1  HAX   0.020
 BA4  plan-2  CAB   0.020
 BA4  plan-2  NAI   0.020
 BA4  plan-2  CAG   0.020
 BA4  plan-2  OAN   0.020
 BA4  plan-2  CAH   0.020
 BA4  plan-2  HNAI  0.020
 BA4  plan-3  CAP   0.020
 BA4  plan-3  NAO   0.020
 BA4  plan-3  CAS   0.020
 BA4  plan-3  HNAO  0.020
 BA4  plan-4  OAR   0.020
 BA4  plan-4  CAP   0.020
 BA4  plan-4  NAO   0.020
 BA4  plan-4  OAQ   0.020

