# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 05:56:15 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: N-({2-[(6-amino-9H-purin-9-yl)methoxy]ethyl}sulfamoyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ncnc2n(COCCN[S](=O)(=O)NC(=O)CCCC[C@@H]3SC[C@@H]4NC(=O)N[C@H]34)cnc12
#
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
 44R  44R  N-({2-[(6-amino-9H-purin-9-yl)methoxy]ethyl}sulfamoyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide  ligand  61  34  .  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_44R
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
 44R  C2   C  CR16  0   0.042   1.4295  -3.2065  -1.5655
 44R  C4   C  CR56  0   0.487   2.0911  -1.6141  -0.2055
 44R  C5   C  CR56  0   0.025   1.2538  -2.0528   0.8122
 44R  C6   C  CR6   0   0.443   0.5002  -3.2011   0.5357
 44R  N1   N  N     0  -0.457   0.6046  -3.7510  -0.6738
 44R  N3   N  N     0  -0.444   2.2110  -2.1510  -1.4135
 44R  C8   C  CR15  0   0.140   2.3022  -0.4009   1.6015
 44R  CBI  C  CR15  0  -0.068  -3.4076  -2.9629  -1.0568
 44R  NAU  N  NR15  0  -0.678  -3.2710  -3.4224   0.3008
 44R  CBA  C  CR5   0   0.636  -4.3260  -4.1601   0.7331
 44R  OAC  O  O     0  -0.532  -4.4361  -4.6973   1.8257
 44R  NAT  N  NR15  0  -0.662  -5.2285  -4.2037  -0.2811
 44R  CBF  C  CR15  0  -0.045  -4.8529  -3.4137  -1.4243
 44R  CAO  C  CH2   0  -0.570  -5.7233  -2.1671  -1.6231
 44R  SAY  S  S2    0  -0.025  -4.9633  -0.8484  -0.6408
 44R  CBH  C  CH1   0  -0.357  -3.3248  -1.4367  -1.1817
 44R  CAK  C  CH2   0  -0.425  -2.1788  -0.8092  -0.4133
 44R  CAI  C  CH2   0  -0.416  -2.1032   0.7061  -0.5406
 44R  CAH  C  CH2   0  -0.417  -0.8372   1.2621   0.0959
 44R  CAJ  C  CH2   0  -0.584  -0.7846   2.7804   0.0082
 44R  CAZ  C  C     0   0.605   0.4870   3.3506   0.5764
 44R  OAB  O  O     0  -0.436   1.1207   2.8471   1.4772
 44R  NAV  N  NC1   0  -0.823   0.8928   4.5243  -0.0141
 44R  SBK  S  S     0   1.526   2.3441   5.2811   0.3727
 44R  OAD  O  OS    0  -0.651   2.4507   6.3345  -0.6122
 44R  OAE  O  OS    0  -0.635   2.3583   5.5774   1.7847
 44R  NAW  N  NC1   0  -0.730   3.5155   4.1898   0.0855
 44R  CAN  C  CH2   0  -0.303   3.6985   3.7007  -1.2844
 44R  CBE  C  CH2   0  -0.201   4.2571   2.2981  -1.2564
 44R  OAX  O  O2    0  -0.469   3.2816   1.4405  -0.7026
 44R  N9   N  NR5   0  -0.535   2.7707  -0.5543   0.3241
 44R  N7   N  N     0  -0.451   1.4003  -1.2739   1.9328
 44R  N6   N  NH2   0  -0.844  -0.3499  -3.7572   1.4321
 44R  H1   H  HCR6  0   0.258   1.4672  -3.6977  -2.5315
 44R  H2   H  HCR5  0   0.295   2.6806   0.3809   2.2427
 44R  H4   H  HNR5  0   0.410  -2.3763  -3.4619   0.7715
 44R  H5   H  HNR5  0   0.398  -6.1647  -4.5445  -0.1404
 44R  H6   H  HCR5  0   0.277  -4.8699  -4.0151  -2.3359
 44R  H7   H  HCH2  0   0.274  -5.7327  -1.8800  -2.6758
 44R  H8   H  HCH2  0   0.289  -6.7535  -2.3289  -1.3077
 44R  H9   H  HCH1  0   0.275  -3.2197  -1.1923  -2.2442
 44R  H10  H  HCH2  0   0.232  -2.2442  -1.0827   0.6427
 44R  H11  H  HCH2  0   0.235  -1.2485  -1.2445  -0.7929
 44R  H12  H  HCH2  0   0.223  -2.1382   0.9903  -1.5973
 44R  H13  H  HCH2  0   0.225  -2.9798   1.1637  -0.0706
 44R  H14  H  HCH2  0   0.232  -0.7794   0.9494   1.1406
 44R  H15  H  HCH2  0   0.232   0.0389   0.8337  -0.4004
 44R  H16  H  HCH2  0   0.265  -0.9107   3.1075  -1.0268
 44R  H17  H  HCH2  0   0.290  -1.6186   3.2201   0.5661
 44R  H18  H  HNC1  0   0.444   0.3738   4.9173  -0.7895
 44R  H19  H  HNC1  0   0.420   3.5367   3.4706   0.8015
 44R  H20  H  HCH2  0   0.255   2.7604   3.6993  -1.8475
 44R  H21  H  HCH2  0   0.276   4.4001   4.3469  -1.8105
 44R  H22  H  HCH2  0   0.250   4.5175   1.9995  -2.2778
 44R  H23  H  HCH2  0   0.233   5.1811   2.2777  -0.6635
 44R  H26  H  HNH2  0   0.408  -0.2528  -3.4791   2.3963
 44R  H27  H  HNH2  0   0.404  -0.5539  -4.7369   1.3028
 44R  CBG  C  CH2   0  -0.021   3.8073   0.2098  -0.3052
 44R  H3   H  HCR5  0   0.276  -2.6570  -3.4209  -1.7087
 44R  H24  H  HCH2  0   0.248   4.1817  -0.3736  -1.1518
 44R  H25  H  HCH2  0   0.249   4.6266   0.3445   0.4087

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
 44R  OAE  SBK  double    1.443  0.020  1.443
 44R  OAD  SBK  double    1.446  0.020  1.446
 44R  SBK  NAW  single    1.627  0.020  1.627
 44R  SBK  NAV  single    1.682  0.020  1.682
 44R  NAW  CAN  single    1.466  0.020  1.466
 44R  NAV  CAZ  single    1.375  0.020  1.375
 44R  CAN  CBE  single    1.510  0.020  1.510
 44R  CAZ  OAB  double    1.211  0.020  1.211
 44R  CAZ  CAJ  single    1.505  0.020  1.505
 44R  CBE  OAX  single    1.412  0.020  1.412
 44R  OAX  CBG  single    1.396  0.020  1.396
 44R  CAJ  CAH  single    1.522  0.020  1.522
 44R  CBG  N9   single    1.433  0.020  1.433
 44R  CAH  CAI  single    1.522  0.020  1.522
 44R  N9   C4   aromatic  1.366  0.020  1.366
 44R  N9   C8   aromatic  1.369  0.020  1.369
 44R  N3   C4   aromatic  1.327  0.020  1.327
 44R  N3   C2   aromatic  1.322  0.020  1.322
 44R  CAI  CAK  single    1.522  0.020  1.522
 44R  C4   C5   aromatic  1.389  0.020  1.389
 44R  C8   N7   aromatic  1.298  0.020  1.298
 44R  C2   N1   aromatic  1.331  0.020  1.331
 44R  C5   N7   aromatic  1.372  0.020  1.372
 44R  C5   C6   aromatic  1.401  0.020  1.401
 44R  CAK  CBH  single    1.516  0.020  1.516
 44R  N1   C6   aromatic  1.333  0.020  1.333
 44R  NAU  CBI  single    1.440  0.020  1.440
 44R  NAU  CBA  single    1.358  0.020  1.358
 44R  C6   N6   single    1.355  0.020  1.355
 44R  CBI  CBH  single    1.534  0.020  1.534
 44R  CBI  CBF  single    1.558  0.020  1.558
 44R  CBH  SAY  single    1.823  0.020  1.823
 44R  OAC  CBA  double    1.222  0.020  1.222
 44R  CBA  NAT  single    1.358  0.020  1.358
 44R  CBF  NAT  single    1.440  0.020  1.440
 44R  CBF  CAO  single    1.533  0.020  1.533
 44R  SAY  CAO  single    1.811  0.020  1.811
 44R  C2   H1   single    0.930  0.020  1.080
 44R  C8   H2   single    0.930  0.020  1.080
 44R  CBI  H3   single    0.970  0.020  1.090
 44R  NAU  H4   single    0.860  0.020  1.020
 44R  NAT  H5   single    0.860  0.020  1.020
 44R  CBF  H6   single    0.970  0.020  1.090
 44R  CAO  H7   single    0.970  0.020  1.090
 44R  CAO  H8   single    0.970  0.020  1.090
 44R  CBH  H9   single    0.970  0.020  1.090
 44R  CAK  H10  single    0.970  0.020  1.090
 44R  CAK  H11  single    0.970  0.020  1.090
 44R  CAI  H12  single    0.970  0.020  1.090
 44R  CAI  H13  single    0.970  0.020  1.090
 44R  CAH  H14  single    0.970  0.020  1.090
 44R  CAH  H15  single    0.970  0.020  1.090
 44R  CAJ  H16  single    0.970  0.020  1.090
 44R  CAJ  H17  single    0.970  0.020  1.090
 44R  NAV  H18  single    0.860  0.020  1.020
 44R  NAW  H19  single    0.890  0.020  1.040
 44R  CAN  H20  single    0.970  0.020  1.090
 44R  CAN  H21  single    0.970  0.020  1.090
 44R  CBE  H22  single    0.970  0.020  1.090
 44R  CBE  H23  single    0.970  0.020  1.090
 44R  CBG  H24  single    0.970  0.020  1.090
 44R  CBG  H25  single    0.970  0.020  1.090
 44R  N6   H26  single    0.890  0.020  1.040
 44R  N6   H27  single    0.890  0.020  1.040

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
 44R  H1   C2   N3   116.33  3.000
 44R  H1   C2   N1   115.65  3.000
 44R  N3   C2   N1   128.01  3.000
 44R  N9   C4   N3   128.44  3.000
 44R  N3   C4   C5   126.41  3.000
 44R  N9   C4   C5   105.13  3.000
 44R  N7   C5   C6   133.13  3.000
 44R  C6   C5   C4   116.01  3.000
 44R  N7   C5   C4   110.77  3.000
 44R  N6   C6   N1   118.70  3.000
 44R  N6   C6   C5   122.91  3.000
 44R  N1   C6   C5   118.37  3.000
 44R  C6   N1   C2   119.19  3.000
 44R  C4   N3   C2   111.97  3.000
 44R  H2   C8   N7   125.38  3.000
 44R  H2   C8   N9   121.02  3.000
 44R  N7   C8   N9   113.61  3.000
 44R  H3   CBI  CBH  109.32  3.000
 44R  H3   CBI  CBF  112.00  3.000
 44R  CBH  CBI  CBF  108.59  3.000
 44R  H3   CBI  NAU  111.29  3.000
 44R  CBF  CBI  NAU  102.60  3.000
 44R  CBH  CBI  NAU  112.91  3.000
 44R  H4   NAU  CBA  121.19  3.000
 44R  H4   NAU  CBI  122.34  3.000
 44R  CBA  NAU  CBI  113.56  3.000
 44R  NAT  CBA  OAC  126.40  3.000
 44R  NAT  CBA  NAU  107.22  3.000
 44R  OAC  CBA  NAU  126.38  3.000
 44R  H5   NAT  CBF  122.67  3.000
 44R  H5   NAT  CBA  121.64  3.000
 44R  CBF  NAT  CBA  113.70  3.000
 44R  H6   CBF  CAO  109.31  3.000
 44R  H6   CBF  NAT  110.89  3.000
 44R  CAO  CBF  NAT  113.64  3.000
 44R  H6   CBF  CBI  111.76  3.000
 44R  CAO  CBF  CBI  108.78  3.000
 44R  NAT  CBF  CBI  102.33  3.000
 44R  H8   CAO  H7   108.07  3.000
 44R  H8   CAO  SAY  110.36  3.000
 44R  H7   CAO  SAY  109.59  3.000
 44R  H8   CAO  CBF  112.24  3.000
 44R  H7   CAO  CBF  110.11  3.000
 44R  SAY  CAO  CBF  106.46  3.000
 44R  CBH  SAY  CAO   88.93  3.000
 44R  H9   CBH  CAK  109.08  3.000
 44R  H9   CBH  SAY  107.58  3.000
 44R  CAK  CBH  SAY  113.30  3.000
 44R  H9   CBH  CBI  107.83  3.000
 44R  SAY  CBH  CBI  104.39  3.000
 44R  CAK  CBH  CBI  114.30  3.000
 44R  H11  CAK  H10  106.64  3.000
 44R  H11  CAK  CAI  108.94  3.000
 44R  H10  CAK  CAI  109.44  3.000
 44R  H11  CAK  CBH  107.58  3.000
 44R  H10  CAK  CBH  109.94  3.000
 44R  CAI  CAK  CBH  114.03  3.000
 44R  H13  CAI  H12  106.28  3.000
 44R  H13  CAI  CAH  109.49  3.000
 44R  H12  CAI  CAH  109.59  3.000
 44R  H13  CAI  CAK  109.90  3.000
 44R  H12  CAI  CAK  109.72  3.000
 44R  CAH  CAI  CAK  111.71  3.000
 44R  H15  CAH  H14  106.23  3.000
 44R  H15  CAH  CAJ  109.68  3.000
 44R  H14  CAH  CAJ  109.82  3.000
 44R  H15  CAH  CAI  109.46  3.000
 44R  H14  CAH  CAI  109.84  3.000
 44R  CAJ  CAH  CAI  111.66  3.000
 44R  H17  CAJ  H16  105.93  3.000
 44R  H17  CAJ  CAZ  107.39  3.000
 44R  H16  CAJ  CAZ  109.97  3.000
 44R  H17  CAJ  CAH  110.17  3.000
 44R  H16  CAJ  CAH  110.44  3.000
 44R  CAZ  CAJ  CAH  112.67  3.000
 44R  NAV  CAZ  OAB  121.32  3.000
 44R  OAB  CAZ  CAJ  124.43  3.000
 44R  NAV  CAZ  CAJ  114.24  3.000
 44R  H18  NAV  SBK  116.34  3.000
 44R  H18  NAV  CAZ  120.59  3.000
 44R  SBK  NAV  CAZ  122.68  3.000
 44R  NAW  SBK  OAE  107.67  3.000
 44R  NAW  SBK  OAD  108.39  3.000
 44R  OAE  SBK  OAD  121.08  3.000
 44R  NAW  SBK  NAV  106.20  3.000
 44R  OAD  SBK  NAV  103.58  3.000
 44R  OAE  SBK  NAV  109.02  3.000
 44R  H19  NAW  CAN  114.84  3.000
 44R  H19  NAW  SBK  111.46  3.000
 44R  CAN  NAW  SBK  118.60  3.000
 44R  H21  CAN  H20  107.73  3.000
 44R  H21  CAN  CBE  108.77  3.000
 44R  H20  CAN  CBE  109.00  3.000
 44R  H21  CAN  NAW  109.50  3.000
 44R  H20  CAN  NAW  111.98  3.000
 44R  CBE  CAN  NAW  109.80  3.000
 44R  H23  CBE  H22  107.36  3.000
 44R  H23  CBE  OAX  111.00  3.000
 44R  H22  CBE  OAX  111.36  3.000
 44R  H23  CBE  CAN  109.79  3.000
 44R  H22  CBE  CAN  108.89  3.000
 44R  OAX  CBE  CAN  108.41  3.000
 44R  CBG  OAX  CBE  112.77  3.000
 44R  CBG  N9   C8   126.68  3.000
 44R  C8   N9   C4   106.16  3.000
 44R  CBG  N9   C4   127.11  3.000
 44R  C8   N7   C5   104.33  3.000
 44R  H27  N6   H26  114.20  3.000
 44R  H27  N6   C6   116.14  3.000
 44R  H26  N6   C6   117.33  3.000
 44R  H25  CBG  H24  108.30  3.000
 44R  H25  CBG  N9   108.69  3.000
 44R  H24  CBG  N9   107.64  3.000
 44R  H25  CBG  OAX  111.03  3.000
 44R  H24  CBG  OAX  112.24  3.000
 44R  N9   CBG  OAX  108.82  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
 44R  CONST_01  N9   C4   N3   C2    180.00   0.0  0
 44R  CONST_02  C5   C4   N3   C2      0.00   0.0  0
 44R  CONST_03  C5   C6   N1   C2      0.00   0.0  0
 44R  CONST_04  N7   C8   N9   C4      0.00   0.0  0
 44R  CONST_05  N1   C2   N3   C4      0.00   0.0  0
 44R  CONST_06  C8   N7   C5   C4      0.00   0.0  0
 44R  CONST_07  N1   C6   C5   C4      0.00   0.0  0
 44R  CONST_08  C8   N9   C4   C5      0.00   0.0  0
 44R  CONST_09  N9   C8   N7   C5      0.00   0.0  0
 44R  CONST_10  N9   C4   C5   C6    180.00   0.0  0
 44R  CONST_11  N3   C4   C5   C6      0.00   0.0  0
 44R  CONST_12  C8   N7   C5   C6    180.00   0.0  0
 44R  CONST_13  N3   C2   N1   C6      0.00   0.0  0
 44R  CONST_14  N7   C5   C6   N1    180.00   0.0  0
 44R  CONST_15  C8   N9   C4   N3    180.00   0.0  0
 44R  CONST_16  N7   C5   C4   N3    180.00   0.0  0
 44R  CONST_17  N7   C5   C4   N9      0.00   0.0  0
 44R  CONST_18  NAT  CBA  NAU  CBI     0.00   0.0  0
 44R  CONST_19  CBF  NAT  CBA  NAU     0.00   0.0  0
 44R  CONST_20  N6   C6   N1   C2    180.00   0.0  0
 44R  CONST_21  N6   C6   C5   C4    180.00   0.0  0
 44R  CONST_22  CBG  N9   C4   C5    180.00   0.0  0
 44R  CONST_23  CBG  N9   C4   N3      0.00   0.0  0
 44R  CONST_24  N7   C8   N9   CBG   180.00   0.0  0
 44R  CONST_25  N6   C6   C5   N7      0.00   0.0  0
 44R  CONST_26  OAC  CBA  NAU  CBI   180.00   0.0  0
 44R  CONST_27  CBF  NAT  CBA  OAC   180.00   0.0  0
 44R  CONST_28  H2   C8   N9   C4    180.00   0.0  0
 44R  CONST_29  H1   C2   N3   C4    180.00   0.0  0
 44R  CONST_30  H5   NAT  CBA  NAU   180.00   0.0  0
 44R  CONST_34  SBK  NAV  CAZ  CAJ   180.00   0.0  0
 44R  CONST_35  SBK  NAV  CAZ  OAB     0.00   0.0  0
 44R  CONST_36  H18  NAV  CAZ  CAJ     0.00   0.0  0
 44R  Var_01    H7   CAO  SAY  CBH   -78.53  30.0  1
 44R  Var_02    OAX  CBG  N9   C4    104.71  30.0  1
 44R  Var_03    CAH  CAI  CAK  CBH  -172.55  30.0  1
 44R  Var_04    N9   CBG  OAX  CBE   176.11  30.0  3
 44R  Var_05    CAJ  CAH  CAI  CAK  -178.14  30.0  1
 44R  Var_06    CAZ  CAJ  CAH  CAI  -177.45  30.0  2
 44R  Var_07    NAV  CAZ  CAJ  CAH   149.95  30.0  1
 44R  Var_08    OAE  SBK  NAV  CAZ   -58.31  30.0  2
 44R  Var_09    CAN  NAW  SBK  NAV    62.39  30.0  3
 44R  Var_10    CBE  CAN  NAW  SBK  -151.25  30.0  3
 44R  Var_11    OAX  CBE  CAN  NAW    66.42  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
 44R  chir_01  CBI  NAU  CBH  CBF  positiv
 44R  chir_02  CBF  NAT  CBI  CAO  positiv
 44R  chir_03  CBH  SAY  CAK  CBI  negativ

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
 44R  plan-1  C2   0.020
 44R  plan-1  C4   0.020
 44R  plan-1  C5   0.020
 44R  plan-1  C6   0.020
 44R  plan-1  N1   0.020
 44R  plan-1  N3   0.020
 44R  plan-1  C8   0.020
 44R  plan-1  N9   0.020
 44R  plan-1  N7   0.020
 44R  plan-1  N6   0.020
 44R  plan-1  H1   0.020
 44R  plan-1  H2   0.020
 44R  plan-1  CBG  0.020
 44R  plan-2  C6   0.020
 44R  plan-2  N6   0.020
 44R  plan-2  H26  0.020
 44R  plan-2  H27  0.020
 44R  plan-3  CAJ  0.020
 44R  plan-3  CAZ  0.020
 44R  plan-3  OAB  0.020
 44R  plan-3  NAV  0.020
 44R  plan-3  SBK  0.020
 44R  plan-3  H18  0.020
 44R  plan-4  CBI  0.020
 44R  plan-4  NAU  0.020
 44R  plan-4  CBA  0.020
 44R  plan-4  OAC  0.020
 44R  plan-4  NAT  0.020
 44R  plan-4  CBF  0.020
 44R  plan-4  H4   0.020
 44R  plan-4  H5   0.020

