# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 17:11:29 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 2-(4,5-dichloro-1H-benzimidazol-2-yl)-5-methyl-4-[(1R)-3-oxo-1,3-dihydro-2-benzofuran-1-yl]-1,2-dihydro-3H-pyrazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C([C@@H]2OC(=O)c3ccccc23)C(=O)N(N1)c4[nH]c5ccc(Cl)c(Cl)c5n4
#
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
 AEV  AEV  2-(4,5-dichloro-1H-benzimidazol-2-yl)-5-methyl-4-[(1R)-3-oxo-1,3-dihydro-2-benzofuran-1-yl]-1,2-dihydro-3H-pyrazol-3-one  ligand  40  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_AEV
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
 AEV  CAH  C   CR16  0  -0.286   4.8880   2.6322  -0.4348
 AEV  CAF  C   CR16  0  -0.258   5.1574   2.5722  -1.7935
 AEV  CAG  C   CR16  0  -0.234   4.9964   1.3776  -2.4985
 AEV  CAJ  C   CR16  0  -0.317   4.5648   0.2161  -1.8686
 AEV  CAW  C   CR56  0   0.143   4.3019   0.2862  -0.5138
 AEV  CAU  C   CR56  0  -0.112   4.4597   1.4667   0.1804
 AEV  CAP  C   CR5   0   0.552   4.0901   1.2223   1.5788
 AEV  OAB  O   O     0  -0.421   4.0726   1.9768   2.5131
 AEV  OAO  O   O     0  -0.455   3.7520  -0.0723   1.7022
 AEV  CBA  C   CR15  0  -0.122   3.8227  -0.7669   0.4436
 AEV  CAX  C   CR5   0  -0.221   2.4954  -1.3274   0.0982
 AEV  CAS  C   CR5   0   0.584   1.3248  -0.4999  -0.0884
 AEV  OAC  O   O     0  -0.445   1.1754   0.6979   0.0268
 AEV  CAQ  C   CR5   0   0.395   2.1337  -2.6231  -0.0733
 AEV  CAA  C   CH3   0  -0.733   2.9454  -3.8614  -0.0713
 AEV  NAM  N   NR15  0  -0.505   0.7865  -2.7060  -0.3000
 AEV  NBB  N   NR5   0  -0.476   0.3114  -1.4143  -0.4106
 AEV  CAV  C   CR5   0   0.724  -1.0423  -1.1952  -0.3017
 AEV  NAL  N   NR15  0  -0.727  -1.8770  -2.1621   0.1536
 AEV  CAY  C   CR56  0   0.360  -3.1403  -1.6302   0.1208
 AEV  CAK  C   CR16  0  -0.296  -4.3850  -2.1387   0.4550
 AEV  CAI  C   CR16  0  -0.257  -5.4692  -1.2970   0.2868
 AEV  CAR  C   CR6   0  -0.037  -5.3103   0.0050  -0.2001
 AEV  CLD  CL  CL    0  -0.104  -6.7112   0.9960  -0.3892
 AEV  CAT  C   CR6   0  -0.134  -4.0608   0.5052  -0.5310
 AEV  CLE  CL  CL    0  -0.085  -3.8361   2.0971  -1.1278
 AEV  CAZ  C   CR56  0   0.265  -2.9577  -0.3284  -0.3685
 AEV  NAN  N   N     0  -0.462  -1.6381  -0.0886  -0.6374
 AEV  H1   H   HCR6  0   0.272   5.0072   3.5532   0.1208
 AEV  H2   H   HCR6  0   0.271   5.4943   3.4573  -2.3158
 AEV  H3   H   HCR6  0   0.273   5.2101   1.3573  -3.5591
 AEV  H4   H   HCR6  0   0.267   4.4386  -0.7023  -2.4272
 AEV  H5   H   HCR5  0   0.304   4.5624  -1.5667   0.5428
 AEV  H6   H   HCH3  0   0.281   2.4909  -4.6192   0.5657
 AEV  H7   H   HCH3  0   0.283   3.0167  -4.2732  -1.0794
 AEV  H8   H   HCH3  0   0.270   3.9543  -3.6694   0.2845
 AEV  H9   H   HNR5  0   0.434   0.4692  -3.3295  -1.0360
 AEV  H10  H   HNR5  0   0.436  -1.6150  -3.0685   0.5122
 AEV  H11  H   HCR6  0   0.286  -4.5168  -3.1434   0.8318
 AEV  H12  H   HCR6  0   0.287  -6.4617  -1.6466   0.5335

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
 AEV  OAB  CAP  double    1.201  0.020  1.201
 AEV  CLD  CAR  single    1.726  0.020  1.726
 AEV  CAI  CAR  aromatic  1.399  0.020  1.399
 AEV  CAI  CAK  aromatic  1.383  0.020  1.383
 AEV  CAR  CAT  aromatic  1.386  0.020  1.386
 AEV  CAP  OAO  single    1.344  0.020  1.344
 AEV  CAP  CAU  single    1.467  0.020  1.467
 AEV  CAK  CAY  aromatic  1.385  0.020  1.385
 AEV  CAT  CLE  single    1.715  0.020  1.715
 AEV  CAT  CAZ  aromatic  1.392  0.020  1.392
 AEV  CAH  CAU  aromatic  1.386  0.020  1.386
 AEV  CAH  CAF  aromatic  1.386  0.020  1.386
 AEV  CAY  CAZ  aromatic  1.403  0.020  1.403
 AEV  CAY  NAL  aromatic  1.371  0.020  1.371
 AEV  CAZ  NAN  aromatic  1.368  0.020  1.368
 AEV  OAO  CBA  single    1.439  0.020  1.439
 AEV  CAU  CAW  aromatic  1.378  0.020  1.378
 AEV  OAC  CAS  double    1.213  0.020  1.213
 AEV  NAL  CAV  aromatic  1.356  0.020  1.356
 AEV  NAN  CAV  aromatic  1.301  0.020  1.301
 AEV  CAV  NBB  single    1.376  0.020  1.376
 AEV  CAF  CAG  aromatic  1.396  0.020  1.396
 AEV  CAS  NBB  single    1.403  0.020  1.403
 AEV  CAS  CAX  single    1.446  0.020  1.446
 AEV  NBB  NAM  single    1.381  0.020  1.381
 AEV  CBA  CAW  single    1.502  0.020  1.502
 AEV  CBA  CAX  single    1.482  0.020  1.482
 AEV  CAW  CAJ  aromatic  1.382  0.020  1.382
 AEV  CAX  CAQ  double    1.356  0.020  1.356
 AEV  NAM  CAQ  single    1.369  0.020  1.369
 AEV  CAQ  CAA  single    1.481  0.020  1.481
 AEV  CAG  CAJ  aromatic  1.390  0.020  1.390
 AEV  CAH  H1   single    0.930  0.020  1.080
 AEV  CAF  H2   single    0.930  0.020  1.080
 AEV  CAG  H3   single    0.930  0.020  1.080
 AEV  CAJ  H4   single    0.930  0.020  1.080
 AEV  CBA  H5   single    0.970  0.020  1.090
 AEV  CAA  H6   single    0.970  0.020  1.090
 AEV  CAA  H7   single    0.970  0.020  1.090
 AEV  CAA  H8   single    0.970  0.020  1.090
 AEV  NAM  H9   single    0.890  0.020  1.040
 AEV  NAL  H10  single    0.860  0.020  1.020
 AEV  CAK  H11  single    0.930  0.020  1.080
 AEV  CAI  H12  single    0.930  0.020  1.080

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
 AEV  H1   CAH  CAU  121.46  3.000
 AEV  H1   CAH  CAF  121.24  3.000
 AEV  CAU  CAH  CAF  117.31  3.000
 AEV  H2   CAF  CAG  119.49  3.000
 AEV  H2   CAF  CAH  119.89  3.000
 AEV  CAG  CAF  CAH  120.62  3.000
 AEV  H3   CAG  CAJ  119.32  3.000
 AEV  H3   CAG  CAF  119.22  3.000
 AEV  CAJ  CAG  CAF  121.45  3.000
 AEV  H4   CAJ  CAW  121.80  3.000
 AEV  H4   CAJ  CAG  120.75  3.000
 AEV  CAW  CAJ  CAG  117.45  3.000
 AEV  CBA  CAW  CAU  108.42  3.000
 AEV  CBA  CAW  CAJ  130.55  3.000
 AEV  CAU  CAW  CAJ  121.02  3.000
 AEV  CAP  CAU  CAW  107.97  3.000
 AEV  CAW  CAU  CAH  122.15  3.000
 AEV  CAP  CAU  CAH  129.88  3.000
 AEV  OAO  CAP  OAB  122.02  3.000
 AEV  OAO  CAP  CAU  108.15  3.000
 AEV  OAB  CAP  CAU  129.83  3.000
 AEV  CBA  OAO  CAP  111.86  3.000
 AEV  H5   CBA  CAX  110.51  3.000
 AEV  H5   CBA  OAO  107.87  3.000
 AEV  CAX  CBA  OAO  110.03  3.000
 AEV  H5   CBA  CAW  110.78  3.000
 AEV  CAX  CBA  CAW  113.73  3.000
 AEV  OAO  CBA  CAW  103.58  3.000
 AEV  CAQ  CAX  CAS  108.34  3.000
 AEV  CAQ  CAX  CBA  129.04  3.000
 AEV  CAS  CAX  CBA  122.61  3.000
 AEV  NBB  CAS  OAC  125.23  3.000
 AEV  NBB  CAS  CAX  103.98  3.000
 AEV  OAC  CAS  CAX  130.76  3.000
 AEV  NAM  CAQ  CAA  119.29  3.000
 AEV  CAA  CAQ  CAX  130.75  3.000
 AEV  NAM  CAQ  CAX  109.95  3.000
 AEV  H8   CAA  H7   107.97  3.000
 AEV  H8   CAA  H6   108.59  3.000
 AEV  H7   CAA  H6   107.76  3.000
 AEV  H8   CAA  CAQ  111.19  3.000
 AEV  H7   CAA  CAQ  110.50  3.000
 AEV  H6   CAA  CAQ  110.72  3.000
 AEV  H9   NAM  NBB  114.13  3.000
 AEV  H9   NAM  CAQ  117.70  3.000
 AEV  NBB  NAM  CAQ  107.18  3.000
 AEV  CAV  NBB  NAM  118.77  3.000
 AEV  NAM  NBB  CAS  110.05  3.000
 AEV  CAV  NBB  CAS  126.09  3.000
 AEV  NAN  CAV  NAL  114.28  3.000
 AEV  NAN  CAV  NBB  124.45  3.000
 AEV  NAL  CAV  NBB  121.25  3.000
 AEV  H10  NAL  CAY  126.58  3.000
 AEV  H10  NAL  CAV  126.86  3.000
 AEV  CAY  NAL  CAV  106.41  3.000
 AEV  CAZ  CAY  CAK  122.80  3.000
 AEV  CAZ  CAY  NAL  104.38  3.000
 AEV  CAK  CAY  NAL  132.82  3.000
 AEV  H11  CAK  CAI  120.83  3.000
 AEV  H11  CAK  CAY  122.32  3.000
 AEV  CAI  CAK  CAY  116.85  3.000
 AEV  H12  CAI  CAR  119.00  3.000
 AEV  H12  CAI  CAK  119.69  3.000
 AEV  CAR  CAI  CAK  121.31  3.000
 AEV  CAT  CAR  CLD  119.88  3.000
 AEV  CAT  CAR  CAI  121.42  3.000
 AEV  CLD  CAR  CAI  118.69  3.000
 AEV  CAZ  CAT  CLE  119.52  3.000
 AEV  CAZ  CAT  CAR  118.06  3.000
 AEV  CLE  CAT  CAR  122.43  3.000
 AEV  NAN  CAZ  CAT  129.52  3.000
 AEV  NAN  CAZ  CAY  110.91  3.000
 AEV  CAT  CAZ  CAY  119.56  3.000
 AEV  CAZ  NAN  CAV  104.00  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
 AEV  CONST_01  CAJ  CAW  CAU  CAH     0.00   0.0  0
 AEV  CONST_02  CAJ  CAG  CAF  CAH     0.00   0.0  0
 AEV  CONST_03  CAW  CAU  CAH  CAF     0.00   0.0  0
 AEV  CONST_04  CAW  CAJ  CAG  CAF     0.00   0.0  0
 AEV  CONST_05  CAU  CAH  CAF  CAG     0.00   0.0  0
 AEV  CONST_06  CAU  CAW  CAJ  CAG     0.00   0.0  0
 AEV  CONST_07  CAK  CAY  NAL  CAV   180.00   0.0  0
 AEV  CONST_08  CAZ  CAY  NAL  CAV     0.00   0.0  0
 AEV  CONST_09  CAT  CAZ  NAN  CAV   180.00   0.0  0
 AEV  CONST_10  CAY  CAZ  NAN  CAV     0.00   0.0  0
 AEV  CONST_11  CAI  CAK  CAY  NAL   180.00   0.0  0
 AEV  CONST_12  CAT  CAZ  CAY  NAL   180.00   0.0  0
 AEV  CONST_13  NAN  CAZ  CAY  NAL     0.00   0.0  0
 AEV  CONST_14  CAZ  NAN  CAV  NAL     0.00   0.0  0
 AEV  CONST_15  CAR  CAI  CAK  CAY     0.00   0.0  0
 AEV  CONST_16  CAR  CAT  CAZ  CAY     0.00   0.0  0
 AEV  CONST_17  NAN  CAV  NAL  CAY     0.00   0.0  0
 AEV  CONST_18  CAT  CAR  CAI  CAK     0.00   0.0  0
 AEV  CONST_19  CAT  CAZ  CAY  CAK     0.00   0.0  0
 AEV  CONST_20  NAN  CAZ  CAY  CAK   180.00   0.0  0
 AEV  CONST_21  CAZ  CAT  CAR  CAI     0.00   0.0  0
 AEV  CONST_22  CAZ  CAY  CAK  CAI     0.00   0.0  0
 AEV  CONST_23  NAN  CAZ  CAT  CAR   180.00   0.0  0
 AEV  CONST_24  CAY  NAL  CAV  NBB   180.00   0.0  0
 AEV  CONST_25  CAZ  NAN  CAV  NBB   180.00   0.0  0
 AEV  CONST_27  NAM  NBB  CAS  CAX     0.00   0.0  0
 AEV  CONST_28  CLE  CAT  CAZ  CAY   180.00   0.0  0
 AEV  CONST_29  CLD  CAR  CAI  CAK   180.00   0.0  0
 AEV  CONST_30  CLE  CAT  CAR  CAI   180.00   0.0  0
 AEV  CONST_31  CAZ  CAT  CAR  CLD   180.00   0.0  0
 AEV  CONST_32  NAN  CAZ  CAT  CLE     0.00   0.0  0
 AEV  CONST_34  NAM  NBB  CAS  OAC   180.00   0.0  0
 AEV  CONST_35  H3   CAG  CAF  CAH   180.00   0.0  0
 AEV  CONST_36  H4   CAJ  CAG  CAF   180.00   0.0  0
 AEV  CONST_37  H1   CAH  CAF  CAG   180.00   0.0  0
 AEV  CONST_38  H2   CAF  CAG  CAJ   180.00   0.0  0
 AEV  CONST_39  H10  NAL  CAV  NBB     0.00   0.0  0
 AEV  CONST_40  H11  CAK  CAY  NAL     0.00   0.0  0
 AEV  CONST_41  H12  CAI  CAK  CAY   180.00   0.0  0
 AEV  Var_01    OAO  CAP  CAU  CAH  -179.39  30.0  1
 AEV  Var_02    NAL  CAV  NBB  CAS  -139.71  30.0  1
 AEV  Var_03    H6   CAA  CAQ  CAX   131.66  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
 AEV  chir_01  CBA  OAO  CAW  CAX  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
 AEV  plan-1  CBA  0.020
 AEV  plan-1  CAX  0.020
 AEV  plan-1  CAS  0.020
 AEV  plan-1  OAC  0.020
 AEV  plan-1  CAQ  0.020
 AEV  plan-1  CAA  0.020
 AEV  plan-1  NAM  0.020
 AEV  plan-1  NBB  0.020
 AEV  plan-1  CAV  0.020
 AEV  plan-1  H9   0.020
 AEV  plan-2  CAH  0.020
 AEV  plan-2  CAF  0.020
 AEV  plan-2  CAG  0.020
 AEV  plan-2  CAJ  0.020
 AEV  plan-2  CAW  0.020
 AEV  plan-2  CAU  0.020
 AEV  plan-2  CAP  0.020
 AEV  plan-2  CBA  0.020
 AEV  plan-2  H1   0.020
 AEV  plan-2  H2   0.020
 AEV  plan-2  H3   0.020
 AEV  plan-2  H4   0.020
 AEV  plan-3  NBB  0.020
 AEV  plan-3  CAV  0.020
 AEV  plan-3  NAL  0.020
 AEV  plan-3  CAY  0.020
 AEV  plan-3  CAK  0.020
 AEV  plan-3  CAI  0.020
 AEV  plan-3  CAR  0.020
 AEV  plan-3  CLD  0.020
 AEV  plan-3  CAT  0.020
 AEV  plan-3  CLE  0.020
 AEV  plan-3  CAZ  0.020
 AEV  plan-3  NAN  0.020
 AEV  plan-3  H10  0.020
 AEV  plan-3  H11  0.020
 AEV  plan-3  H12  0.020
 AEV  plan-4  CAU  0.020
 AEV  plan-4  CAP  0.020
 AEV  plan-4  OAB  0.020
 AEV  plan-4  OAO  0.020

