# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 19:31:42 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: ~{N}-[3-acetamido-5-[(5-ethanoyl-2-ethoxy-phenyl)carbamoyl]phenyl]furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(cc1NC(=O)c2cc(NC(C)=O)cc(NC(=O)c3occc3)c2)C(C)=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
 92E  92E  ~{N}-[3-acetamido-5-[(5-ethanoyl-2-ethoxy-phenyl)carbamoyl]phenyl]furan-2-carboxamide  ligand  56  33  .  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_92E
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
 92E  CAA  C  CH3   0  -0.678  -0.6079  -4.3497  -0.3592
 92E  CAB  C  CH3   0  -0.784   2.9303   6.4724   0.2664
 92E  CAC  C  CH3   0  -0.801  -8.1745  -0.2142   0.0553
 92E  CAH  C  CR15  0  -0.332   6.0787  -4.0446   0.3738
 92E  CAI  C  CR15  0   0.025   4.7653  -4.3281   0.5610
 92E  CAJ  C  CR15  0  -0.313   6.1572  -2.6355   0.2101
 92E  CAK  C  CR16  0  -0.282  -5.6713  -1.7472  -0.0824
 92E  CAL  C  CR16  0  -0.371  -4.5133  -2.5063  -0.1495
 92E  CAM  C  CR16  0  -0.441   2.7388   1.7574   0.2606
 92E  CAN  C  CR16  0  -0.373   0.4948   2.6619   0.2951
 92E  CAO  C  CR16  0  -0.425   0.8526   0.2695   0.3292
 92E  CAP  C  CR16  0  -0.309  -4.3725   0.2710  -0.1880
 92E  CAQ  C  CH2   0  -0.193  -2.0567  -3.9344  -0.2820
 92E  CAW  C  C     0   0.515   1.9274   5.3476   0.2646
 92E  CAY  C  C     0   0.503  -1.4806   1.1702   0.3814
 92E  CBA  C  CR6   0   0.440   1.8725   2.8556   0.2551
 92E  CBB  C  CR6   0   0.447   2.2350   0.4645   0.3084
 92E  CBC  C  CR6   0  -0.048  -5.6195  -0.3578  -0.1003
 92E  CBD  C  CR6   0   0.008   0.0019   1.3617   0.3156
 92E  CBE  C  CR6   0   0.275  -3.2100  -0.4692  -0.2378
 92E  CBF  C  CR6   0   0.368  -3.2760  -1.8787  -0.2193
 92E  CBG  C  CR5   0   0.226   4.8828  -2.1735   0.3098
 92E  NAS  N  NH1   0  -0.768   3.0224  -0.6851   0.3571
 92E  OAD  O  O     0  -0.466   0.7285   5.5480   0.3333
 92E  OAF  O  O     0  -0.454  -2.1966   1.9206   1.0182
 92E  OAG  O  O     0  -0.456   5.1347   0.1280   0.0397
 92E  OAU  O  O2    0  -0.463  -2.1001  -2.5085  -0.2780
 92E  OAV  O  O     0  -0.414   4.0332  -3.2033   0.5233
 92E  H1   H  HCH3  0   0.234  -0.0421  -3.9795   0.4961
 92E  H2   H  HCH3  0   0.242  -0.5444  -5.4373  -0.3563
 92E  H3   H  HCH3  0   0.239  -0.1380  -3.9886  -1.2740
 92E  H4   H  HCH3  0   0.271   2.5408   7.3119  -0.3056
 92E  H5   H  HCH3  0   0.278   3.0792   6.8132   1.2925
 92E  H6   H  HCH3  0   0.258   3.9002   6.1907  -0.1388
 92E  H7   H  HCH3  0   0.266  -8.3290  -0.8875  -0.7890
 92E  H8   H  HCH3  0   0.268  -8.2281  -0.8202   0.9613
 92E  H9   H  HCH3  0   0.269  -8.9803   0.5153   0.0737
 92E  H10  H  HCR5  0   0.278   6.8895  -4.7535   0.3563
 92E  H11  H  HCR5  0   0.292   4.2305  -5.2489   0.7288
 92E  H12  H  HCR5  0   0.278   7.0413  -2.0434   0.0399
 92E  H13  H  HCR6  0   0.270  -6.6161  -2.2698  -0.0171
 92E  H14  H  HCR6  0   0.292  -4.5909  -3.5842  -0.1343
 92E  H15  H  HCR6  0   0.303   3.8039   1.9267   0.2380
 92E  H16  H  HCR6  0   0.288  -0.1889   3.4933   0.2968
 92E  H17  H  HCR6  0   0.265   0.4596  -0.7391   0.3961
 92E  H18  H  HCR6  0   0.274  -4.3229   1.3487  -0.2251
 92E  H19  H  HCH2  0   0.235  -2.6172  -4.3205  -1.1387
 92E  H20  H  HCH2  0   0.235  -2.5237  -4.3212   0.6286
 92E  H21  H  HNH1  0   0.420   3.4934   4.0797   0.1649
 92E  H22  H  HNH1  0   0.415   2.5033  -1.5410   0.4876
 92E  H23  H  HNH1  0   0.415  -1.2533  -0.4168  -0.8553
 92E  NAT  N  NH1   0  -0.732  -1.9320   0.1022  -0.3199
 92E  CAX  C  C     0   0.364  -6.8426   0.4796  -0.0430
 92E  NAR  N  NH1   0  -0.746   2.4860   4.1072   0.2102
 92E  OAE  O  O     0  -0.404  -6.7667   1.6924  -0.0732
 92E  CAZ  C  C     0   0.493   4.3691  -0.8029   0.2222

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
 92E  CAI  OAV  aromatic  1.343  0.020  1.343
 92E  CAI  CAH  aromatic  1.357  0.020  1.357
 92E  OAV  CBG  aromatic  1.352  0.020  1.352
 92E  CAH  CAJ  aromatic  1.421  0.020  1.421
 92E  CBG  CAJ  aromatic  1.359  0.020  1.359
 92E  CBG  CAZ  single    1.466  0.020  1.466
 92E  OAG  CAZ  double    1.219  0.020  1.219
 92E  CAZ  NAS  single    1.359  0.020  1.359
 92E  NAS  CBB  single    1.394  0.020  1.394
 92E  OAF  CAY  double    1.217  0.020  1.217
 92E  CAO  CBB  aromatic  1.396  0.020  1.396
 92E  CAO  CBD  aromatic  1.384  0.020  1.384
 92E  CBB  CAM  aromatic  1.388  0.020  1.388
 92E  CAY  CBD  single    1.496  0.020  1.496
 92E  CAY  NAT  single    1.355  0.020  1.355
 92E  CBD  CAN  aromatic  1.391  0.020  1.391
 92E  CAM  CBA  aromatic  1.399  0.020  1.399
 92E  CAA  CAQ  single    1.509  0.020  1.509
 92E  CAQ  OAU  single    1.427  0.020  1.427
 92E  CAL  CAK  aromatic  1.386  0.020  1.386
 92E  CAL  CBF  aromatic  1.389  0.020  1.389
 92E  CAK  CBC  aromatic  1.390  0.020  1.390
 92E  OAU  CBF  single    1.335  0.020  1.335
 92E  CBF  CBE  aromatic  1.411  0.020  1.411
 92E  OAE  CAX  double    1.216  0.020  1.216
 92E  CBC  CAX  single    1.483  0.020  1.483
 92E  CBC  CAP  aromatic  1.399  0.020  1.399
 92E  CAX  CAC  single    1.505  0.020  1.505
 92E  CBE  CAP  aromatic  1.379  0.020  1.379
 92E  CBE  NAT  single    1.402  0.020  1.402
 92E  CAN  CBA  aromatic  1.392  0.020  1.392
 92E  CBA  NAR  single    1.395  0.020  1.395
 92E  NAR  CAW  single    1.361  0.020  1.361
 92E  CAW  OAD  double    1.218  0.020  1.218
 92E  CAW  CAB  single    1.507  0.020  1.507
 92E  CAA  H1   single    0.970  0.020  1.090
 92E  CAA  H2   single    0.970  0.020  1.090
 92E  CAA  H3   single    0.970  0.020  1.090
 92E  CAB  H4   single    0.970  0.020  1.090
 92E  CAB  H5   single    0.970  0.020  1.090
 92E  CAB  H6   single    0.970  0.020  1.090
 92E  CAC  H7   single    0.970  0.020  1.090
 92E  CAC  H8   single    0.970  0.020  1.090
 92E  CAC  H9   single    0.970  0.020  1.090
 92E  CAH  H10  single    0.930  0.020  1.080
 92E  CAI  H11  single    0.930  0.020  1.080
 92E  CAJ  H12  single    0.930  0.020  1.080
 92E  CAK  H13  single    0.930  0.020  1.080
 92E  CAL  H14  single    0.930  0.020  1.080
 92E  CAM  H15  single    0.930  0.020  1.080
 92E  CAN  H16  single    0.930  0.020  1.080
 92E  CAO  H17  single    0.930  0.020  1.080
 92E  CAP  H18  single    0.930  0.020  1.080
 92E  CAQ  H19  single    0.970  0.020  1.090
 92E  CAQ  H20  single    0.970  0.020  1.090
 92E  NAR  H21  single    0.860  0.020  1.020
 92E  NAS  H22  single    0.860  0.020  1.020
 92E  NAT  H23  single    0.860  0.020  1.020

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
 92E  H3   CAA  H2   107.93  3.000
 92E  H3   CAA  H1   108.79  3.000
 92E  H2   CAA  H1   107.85  3.000
 92E  H3   CAA  CAQ  111.45  3.000
 92E  H2   CAA  CAQ  109.30  3.000
 92E  H1   CAA  CAQ  111.39  3.000
 92E  H6   CAB  H5   108.02  3.000
 92E  H6   CAB  H4   108.85  3.000
 92E  H5   CAB  H4   107.59  3.000
 92E  H6   CAB  CAW  113.54  3.000
 92E  H5   CAB  CAW  108.96  3.000
 92E  H4   CAB  CAW  109.70  3.000
 92E  H9   CAC  H8   108.79  3.000
 92E  H9   CAC  H7   108.80  3.000
 92E  H8   CAC  H7   107.03  3.000
 92E  H9   CAC  CAX  110.35  3.000
 92E  H8   CAC  CAX  110.71  3.000
 92E  H7   CAC  CAX  111.06  3.000
 92E  H10  CAH  CAJ  127.54  3.000
 92E  H10  CAH  CAI  126.40  3.000
 92E  CAJ  CAH  CAI  106.06  3.000
 92E  H11  CAI  OAV  116.71  3.000
 92E  H11  CAI  CAH  132.87  3.000
 92E  OAV  CAI  CAH  110.42  3.000
 92E  H12  CAJ  CBG  126.44  3.000
 92E  H12  CAJ  CAH  127.48  3.000
 92E  CBG  CAJ  CAH  106.07  3.000
 92E  H13  CAK  CBC  121.07  3.000
 92E  H13  CAK  CAL  117.90  3.000
 92E  CBC  CAK  CAL  121.03  3.000
 92E  H14  CAL  CBF  121.02  3.000
 92E  H14  CAL  CAK  119.04  3.000
 92E  CBF  CAL  CAK  119.93  3.000
 92E  H15  CAM  CBB  120.34  3.000
 92E  H15  CAM  CBA  119.23  3.000
 92E  CBB  CAM  CBA  120.43  3.000
 92E  H16  CAN  CBD  119.80  3.000
 92E  H16  CAN  CBA  121.41  3.000
 92E  CBD  CAN  CBA  118.78  3.000
 92E  H17  CAO  CBD  120.77  3.000
 92E  H17  CAO  CBB  119.31  3.000
 92E  CBD  CAO  CBB  119.87  3.000
 92E  H18  CAP  CBE  119.73  3.000
 92E  H18  CAP  CBC  119.46  3.000
 92E  CBE  CAP  CBC  120.82  3.000
 92E  H20  CAQ  H19  107.95  3.000
 92E  H20  CAQ  OAU  109.76  3.000
 92E  H19  CAQ  OAU  109.83  3.000
 92E  H20  CAQ  CAA  110.80  3.000
 92E  H19  CAQ  CAA  110.78  3.000
 92E  OAU  CAQ  CAA  107.73  3.000
 92E  OAD  CAW  NAR  123.80  3.000
 92E  OAD  CAW  CAB  122.17  3.000
 92E  NAR  CAW  CAB  114.02  3.000
 92E  OAF  CAY  NAT  124.11  3.000
 92E  NAT  CAY  CBD  114.09  3.000
 92E  OAF  CAY  CBD  121.80  3.000
 92E  NAR  CBA  CAN  124.15  3.000
 92E  NAR  CBA  CAM  115.61  3.000
 92E  CAN  CBA  CAM  120.24  3.000
 92E  NAS  CBB  CAO  116.32  3.000
 92E  CAO  CBB  CAM  119.33  3.000
 92E  NAS  CBB  CAM  124.34  3.000
 92E  CAX  CBC  CAP  118.91  3.000
 92E  CAP  CBC  CAK  118.88  3.000
 92E  CAX  CBC  CAK  122.20  3.000
 92E  CAY  CBD  CAO  120.49  3.000
 92E  CAY  CBD  CAN  118.13  3.000
 92E  CAO  CBD  CAN  121.33  3.000
 92E  NAT  CBE  CBF  116.77  3.000
 92E  NAT  CBE  CAP  123.48  3.000
 92E  CBF  CBE  CAP  119.74  3.000
 92E  OAU  CBF  CBE  115.43  3.000
 92E  CBE  CBF  CAL  119.58  3.000
 92E  OAU  CBF  CAL  124.99  3.000
 92E  OAV  CBG  CAZ  120.08  3.000
 92E  CAZ  CBG  CAJ  129.93  3.000
 92E  OAV  CBG  CAJ  109.99  3.000
 92E  H22  NAS  CBB  114.40  3.000
 92E  H22  NAS  CAZ  116.69  3.000
 92E  CBB  NAS  CAZ  128.89  3.000
 92E  CBF  OAU  CAQ  119.90  3.000
 92E  CBG  OAV  CAI  107.46  3.000
 92E  H23  NAT  CBE  115.77  3.000
 92E  H23  NAT  CAY  117.15  3.000
 92E  CBE  NAT  CAY  126.47  3.000
 92E  OAE  CAX  CBC  120.72  3.000
 92E  CBC  CAX  CAC  118.16  3.000
 92E  OAE  CAX  CAC  121.12  3.000
 92E  H21  NAR  CBA  114.59  3.000
 92E  H21  NAR  CAW  115.88  3.000
 92E  CBA  NAR  CAW  129.48  3.000
 92E  OAG  CAZ  NAS  124.83  3.000
 92E  NAS  CAZ  CBG  114.99  3.000
 92E  OAG  CAZ  CBG  120.18  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
 92E  CONST_01  CBG  OAV  CAI  CAH     0.00   0.0  0
 92E  CONST_02  OAV  CBG  CAJ  CAH     0.00   0.0  0
 92E  CONST_03  CAJ  CBG  OAV  CAI     0.00   0.0  0
 92E  CONST_04  CBG  CAJ  CAH  CAI     0.00   0.0  0
 92E  CONST_05  OAV  CAI  CAH  CAJ     0.00   0.0  0
 92E  CONST_06  CBE  CBF  CAL  CAK     0.00   0.0  0
 92E  CONST_07  CBE  CAP  CBC  CAK     0.00   0.0  0
 92E  CONST_08  CAP  CBC  CAK  CAL     0.00   0.0  0
 92E  CONST_09  CAP  CBE  CBF  CAL     0.00   0.0  0
 92E  CONST_10  CBD  CAO  CBB  CAM     0.00   0.0  0
 92E  CONST_11  CBD  CAN  CBA  CAM     0.00   0.0  0
 92E  CONST_12  CBB  CAO  CBD  CAN     0.00   0.0  0
 92E  CONST_13  CBB  CAM  CBA  CAN     0.00   0.0  0
 92E  CONST_14  CBA  CAM  CBB  CAO     0.00   0.0  0
 92E  CONST_15  CBA  CAN  CBD  CAO     0.00   0.0  0
 92E  CONST_16  CBF  CAL  CAK  CBC     0.00   0.0  0
 92E  CONST_17  CBF  CBE  CAP  CBC     0.00   0.0  0
 92E  CONST_18  CAZ  CBG  CAJ  CAH   180.00   0.0  0
 92E  CONST_19  CAZ  CBG  OAV  CAI   180.00   0.0  0
 92E  CONST_20  OAU  CBF  CAL  CAK   180.00   0.0  0
 92E  CONST_21  CAX  CBC  CAK  CAL   180.00   0.0  0
 92E  CONST_22  NAT  CBE  CBF  CAL   180.00   0.0  0
 92E  CONST_23  OAU  CBF  CBE  CAP   180.00   0.0  0
 92E  CONST_24  CBE  CAP  CBC  CAX   180.00   0.0  0
 92E  CONST_25  CBB  CAO  CBD  CAY   180.00   0.0  0
 92E  CONST_26  CBA  CAN  CBD  CAY   180.00   0.0  0
 92E  CONST_27  NAS  CBB  CAM  CBA   180.00   0.0  0
 92E  CONST_28  NAR  CBA  CAM  CBB   180.00   0.0  0
 92E  CONST_29  NAT  CBE  CAP  CBC   180.00   0.0  0
 92E  CONST_30  NAS  CBB  CAO  CBD   180.00   0.0  0
 92E  CONST_31  NAR  CBA  CAN  CBD   180.00   0.0  0
 92E  CONST_32  H12  CAJ  CAH  CAI   180.00   0.0  0
 92E  CONST_33  H11  CAI  CAH  CAJ   180.00   0.0  0
 92E  CONST_34  H18  CAP  CBC  CAK   180.00   0.0  0
 92E  CONST_35  H17  CAO  CBB  CAM   180.00   0.0  0
 92E  CONST_36  H16  CAN  CBA  CAM   180.00   0.0  0
 92E  CONST_37  H15  CAM  CBA  CAN   180.00   0.0  0
 92E  CONST_38  H13  CAK  CBC  CAP   180.00   0.0  0
 92E  CONST_39  H14  CAL  CAK  CBC   180.00   0.0  0
 92E  CONST_40  H10  CAH  CAJ  CBG   180.00   0.0  0
 92E  CONST_41  CBG  CAZ  NAS  CBB   180.00   0.0  0
 92E  CONST_42  CBE  NAT  CAY  CBD   180.00   0.0  0
 92E  CONST_43  CAZ  NAS  CBB  CAM     0.00   0.0  0
 92E  CONST_44  CAW  NAR  CBA  CAM   180.00   0.0  0
 92E  CONST_45  CAW  NAR  CBA  CAN     0.00   0.0  0
 92E  CONST_46  CAZ  NAS  CBB  CAO   180.00   0.0  0
 92E  CONST_49  H22  NAS  CBB  CAM   180.00   0.0  0
 92E  CONST_50  H21  NAR  CBA  CAM     0.00   0.0  0
 92E  CONST_52  CBA  NAR  CAW  CAB   180.00   0.0  0
 92E  CONST_53  OAD  CAW  NAR  CBA     0.00   0.0  0
 92E  CONST_54  OAG  CAZ  NAS  CBB     0.00   0.0  0
 92E  CONST_55  OAF  CAY  NAT  CBE     0.00   0.0  0
 92E  Var_01    CAK  CBC  CAX  CAC     0.80  30.0  2
 92E  Var_02    OAG  CAZ  CBG  CAJ    -0.42  30.0  2
 92E  Var_03    OAF  CAY  CBD  CAN   -35.68  30.0  2
 92E  Var_04    CBE  CBF  OAU  CAQ  -179.23  30.0  2
 92E  Var_05    H7   CAC  CAX  CBC   -58.40  30.0  3
 92E  Var_06    H19  CAQ  OAU  CBF    59.05  30.0  1
 92E  Var_07    H4   CAB  CAW  NAR   143.55  30.0  3
 92E  Var_08    H1   CAA  CAQ  OAU    60.50  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
 92E  plan-1  CAH  0.020
 92E  plan-1  CAI  0.020
 92E  plan-1  CAJ  0.020
 92E  plan-1  CBG  0.020
 92E  plan-1  OAV  0.020
 92E  plan-1  H10  0.020
 92E  plan-1  H11  0.020
 92E  plan-1  H12  0.020
 92E  plan-1  CAZ  0.020
 92E  plan-2  CAC  0.020
 92E  plan-2  CBC  0.020
 92E  plan-2  CAX  0.020
 92E  plan-2  OAE  0.020
 92E  plan-3  CAK  0.020
 92E  plan-3  CAL  0.020
 92E  plan-3  CAP  0.020
 92E  plan-3  CBC  0.020
 92E  plan-3  CBE  0.020
 92E  plan-3  CBF  0.020
 92E  plan-3  OAU  0.020
 92E  plan-3  H13  0.020
 92E  plan-3  H14  0.020
 92E  plan-3  H18  0.020
 92E  plan-3  NAT  0.020
 92E  plan-3  CAX  0.020
 92E  plan-4  CAM  0.020
 92E  plan-4  CAN  0.020
 92E  plan-4  CAO  0.020
 92E  plan-4  CAY  0.020
 92E  plan-4  CBA  0.020
 92E  plan-4  CBB  0.020
 92E  plan-4  CBD  0.020
 92E  plan-4  NAS  0.020
 92E  plan-4  H15  0.020
 92E  plan-4  H16  0.020
 92E  plan-4  H17  0.020
 92E  plan-4  NAR  0.020
 92E  plan-5  CAB  0.020
 92E  plan-5  CAW  0.020
 92E  plan-5  CBA  0.020
 92E  plan-5  OAD  0.020
 92E  plan-5  H21  0.020
 92E  plan-5  NAR  0.020
 92E  plan-6  CAY  0.020
 92E  plan-6  CBD  0.020
 92E  plan-6  CBE  0.020
 92E  plan-6  OAF  0.020
 92E  plan-6  H23  0.020
 92E  plan-6  NAT  0.020
 92E  plan-7  CBB  0.020
 92E  plan-7  CBG  0.020
 92E  plan-7  NAS  0.020
 92E  plan-7  OAG  0.020
 92E  plan-7  H22  0.020
 92E  plan-7  CAZ  0.020

