# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 17:16:15 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 4-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl]-N-(quinolin-8-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[C@@H]5[C@@H]6CC[C@@H](C6)[C@@H]5C4=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
 33C  33C  4-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl]-N-(quinolin-8-yl)benzamide  ligand  52  31  .  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_33C
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
 33C  CAF  C  CR16  0  -0.335   6.6493  -2.4967   1.0818
 33C  CAH  C  CR16  0  -0.057   5.2432  -2.4378   1.0287
 33C  CAI  C  CR16  0  -0.333   5.2023   2.0056  -0.5178
 33C  CAJ  C  CR16  0  -0.270  -0.2657   1.9126  -0.3246
 33C  CAD  C  CH2   0  -0.468  -6.1055   1.4094  -0.0397
 33C  CAE  C  CH2   0  -0.466  -5.8817   0.8412   1.3860
 33C  CAL  C  CR16  0  -0.254  -1.5755   1.4683  -0.2813
 33C  CAN  C  CR16  0  -0.179   7.3662  -1.3916   0.7176
 33C  CAS  C  C     0   0.540   2.1766   1.5547  -0.4985
 33C  CAO  C  CR16  0  -0.330   7.3496   0.9564  -0.0958
 33C  CAP  C  CH2   0  -0.448  -7.3690  -0.5843   0.2067
 33C  CAW  C  CR6   0   0.336  -1.8433   0.1101  -0.3732
 33C  CAV  C  CR6   0  -0.032   0.7864   1.0063  -0.4365
 33C  CBB  C  CH1   0  -0.237  -6.2285  -0.6467   1.2332
 33C  CBA  C  CH1   0  -0.235  -6.5531   0.1808  -0.8446
 33C  CAZ  C  CR66  0   0.147   5.2758  -0.2775   0.2799
 33C  CAY  C  CR66  0   0.084   6.6871  -0.2268   0.2983
 33C  CAU  C  C     0   0.558  -3.7259  -1.0458   0.7233
 33C  CAX  C  CR6   0   0.344   4.5283   0.8675  -0.1405
 33C  NAQ  N  N     0  -0.458   4.5835  -1.3769   0.6452
 33C  CAG  C  CR16  0  -0.246   6.6118   2.0363  -0.4913
 33C  NAR  N  NH1   0  -0.756   3.1507   0.6919  -0.1252
 33C  OAA  O  O     0  -0.455   2.3835   2.7018  -0.8541
 33C  CAK  C  CR16  0  -0.300   0.5020  -0.3549  -0.5281
 33C  CAM  C  CR16  0  -0.249  -0.8082  -0.8029  -0.5014
 33C  NBC  N  NT    0  -0.656  -3.1819  -0.3487  -0.3485
 33C  CAT  C  C     0   0.558  -4.0625  -0.1745  -1.4092
 33C  OAB  O  O     0  -0.409  -3.7735   0.3853  -2.4352
 33C  CBD  C  CH1   0  -0.391  -5.3744  -0.7969  -1.0250
 33C  CBE  C  CH1   0  -0.394  -5.1556  -1.3642   0.3881
 33C  H1   H  HCR6  0   0.277   7.1369  -3.4044   1.4080
 33C  H2   H  HCR6  0   0.272   4.6561  -3.3029   1.3159
 33C  H3   H  HCR6  0   0.286   4.6692   2.8852  -0.8376
 33C  H4   H  HCR6  0   0.272  -0.0638   2.9731  -0.2617
 33C  H5   H  HCH2  0   0.257  -6.8992   2.1572  -0.0408
 33C  H6   H  HCH2  0   0.240  -5.2224   1.9035  -0.4507
 33C  H7   H  HCH2  0   0.241  -4.8733   1.0172   1.7658
 33C  H8   H  HCH2  0   0.257  -6.5621   1.3039   2.1019
 33C  H9   H  HCR6  0   0.276  -2.3856   2.1776  -0.1747
 33C  H10  H  HCR6  0   0.277   8.4487  -1.3957   0.7460
 33C  H11  H  HCR6  0   0.263   8.4313   0.9937  -0.0817
 33C  H12  H  HCH2  0   0.251  -7.7025  -1.5678  -0.1322
 33C  H13  H  HCH2  0   0.254  -8.2358  -0.0260   0.5657
 33C  H14  H  HCH1  0   0.252  -6.4477  -1.1529   2.1719
 33C  H15  H  HCH1  0   0.252  -7.0599   0.4192  -1.7782
 33C  H16  H  HCR6  0   0.266   7.1088   2.9476  -0.7963
 33C  H17  H  HNH1  0   0.421   2.8876  -0.2160   0.2377
 33C  H18  H  HCR6  0   0.265   1.2853  -1.0904  -0.6573
 33C  H19  H  HCR6  0   0.280  -1.0195  -1.8594  -0.5969
 33C  H20  H  HCH1  0   0.320  -5.6213  -1.5691  -1.7568
 33C  H21  H  HCH1  0   0.320  -5.2935  -2.4466   0.4354
 33C  OAC  O  O     0  -0.410  -3.1145  -1.3150   1.7254

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
 33C  CAE  CAD  single    1.551  0.020  1.551
 33C  CAE  CBB  single    1.535  0.020  1.535
 33C  CAD  CBA  single    1.535  0.020  1.535
 33C  CAF  CAH  aromatic  1.408  0.020  1.408
 33C  CAF  CAN  aromatic  1.367  0.020  1.367
 33C  CAH  NAQ  aromatic  1.307  0.020  1.307
 33C  CAN  CAY  aromatic  1.412  0.020  1.412
 33C  CAP  CBB  single    1.536  0.020  1.536
 33C  CAP  CBA  single    1.535  0.020  1.535
 33C  NAQ  CAZ  aromatic  1.350  0.020  1.350
 33C  CBB  CBE  single    1.543  0.020  1.543
 33C  CBA  CBD  single    1.542  0.020  1.542
 33C  CAY  CAZ  aromatic  1.412  0.020  1.412
 33C  CAY  CAO  aromatic  1.412  0.020  1.412
 33C  CAZ  CAX  aromatic  1.431  0.020  1.431
 33C  CAJ  CAL  aromatic  1.384  0.020  1.384
 33C  CAJ  CAV  aromatic  1.393  0.020  1.393
 33C  CAL  CAW  aromatic  1.387  0.020  1.387
 33C  CAO  CAG  aromatic  1.366  0.020  1.366
 33C  CAX  NAR  single    1.389  0.020  1.389
 33C  CAX  CAI  aromatic  1.375  0.020  1.375
 33C  NAR  CAS  single    1.354  0.020  1.354
 33C  CAG  CAI  aromatic  1.410  0.020  1.410
 33C  CBE  CBD  single    1.538  0.020  1.538
 33C  CBE  CAU  single    1.503  0.020  1.503
 33C  CBD  CAT  single    1.502  0.020  1.502
 33C  CAT  OAB  double    1.204  0.020  1.204
 33C  CAT  NBC  single    1.390  0.020  1.390
 33C  CAU  OAC  double    1.204  0.020  1.204
 33C  CAU  NBC  single    1.389  0.020  1.389
 33C  NBC  CAW  single    1.415  0.020  1.415
 33C  CAW  CAM  aromatic  1.386  0.020  1.386
 33C  CAV  CAS  single    1.496  0.020  1.496
 33C  CAV  CAK  aromatic  1.394  0.020  1.394
 33C  CAS  OAA  double    1.219  0.020  1.219
 33C  CAK  CAM  aromatic  1.385  0.020  1.385
 33C  CAF  H1   single    0.930  0.020  1.080
 33C  CAH  H2   single    0.930  0.020  1.080
 33C  CAI  H3   single    0.930  0.020  1.080
 33C  CAJ  H4   single    0.930  0.020  1.080
 33C  CAD  H5   single    0.970  0.020  1.090
 33C  CAD  H6   single    0.970  0.020  1.090
 33C  CAE  H7   single    0.970  0.020  1.090
 33C  CAE  H8   single    0.970  0.020  1.090
 33C  CAL  H9   single    0.930  0.020  1.080
 33C  CAN  H10  single    0.930  0.020  1.080
 33C  CAO  H11  single    0.930  0.020  1.080
 33C  CAP  H12  single    0.970  0.020  1.090
 33C  CAP  H13  single    0.970  0.020  1.090
 33C  CBB  H14  single    0.970  0.020  1.090
 33C  CBA  H15  single    0.970  0.020  1.090
 33C  CAG  H16  single    0.930  0.020  1.080
 33C  NAR  H17  single    0.860  0.020  1.020
 33C  CAK  H18  single    0.930  0.020  1.080
 33C  CAM  H19  single    0.930  0.020  1.080
 33C  CBD  H20  single    0.970  0.020  1.090
 33C  CBE  H21  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
 33C  H1   CAF  CAN  121.53  3.000
 33C  H1   CAF  CAH  119.80  3.000
 33C  CAN  CAF  CAH  118.68  3.000
 33C  H2   CAH  NAQ  116.88  3.000
 33C  H2   CAH  CAF  119.83  3.000
 33C  NAQ  CAH  CAF  123.30  3.000
 33C  H3   CAI  CAG  118.85  3.000
 33C  H3   CAI  CAX  120.97  3.000
 33C  CAG  CAI  CAX  120.18  3.000
 33C  H4   CAJ  CAV  120.11  3.000
 33C  H4   CAJ  CAL  119.33  3.000
 33C  CAV  CAJ  CAL  120.56  3.000
 33C  H6   CAD  H5   106.14  3.000
 33C  H6   CAD  CBA  113.60  3.000
 33C  H5   CAD  CBA  109.64  3.000
 33C  H6   CAD  CAE  113.26  3.000
 33C  H5   CAD  CAE  110.92  3.000
 33C  CBA  CAD  CAE  103.34  3.000
 33C  H8   CAE  H7   106.23  3.000
 33C  H8   CAE  CBB  109.60  3.000
 33C  H7   CAE  CBB  113.54  3.000
 33C  H8   CAE  CAD  110.97  3.000
 33C  H7   CAE  CAD  113.21  3.000
 33C  CBB  CAE  CAD  103.35  3.000
 33C  H9   CAL  CAW  120.25  3.000
 33C  H9   CAL  CAJ  120.08  3.000
 33C  CAW  CAL  CAJ  119.67  3.000
 33C  H10  CAN  CAY  119.45  3.000
 33C  H10  CAN  CAF  120.95  3.000
 33C  CAY  CAN  CAF  119.60  3.000
 33C  OAA  CAS  NAR  123.93  3.000
 33C  OAA  CAS  CAV  121.00  3.000
 33C  NAR  CAS  CAV  115.07  3.000
 33C  H11  CAO  CAG  121.08  3.000
 33C  H11  CAO  CAY  119.61  3.000
 33C  CAG  CAO  CAY  119.32  3.000
 33C  H13  CAP  H12  108.66  3.000
 33C  H13  CAP  CBA  113.10  3.000
 33C  H12  CAP  CBA  113.49  3.000
 33C  H13  CAP  CBB  112.99  3.000
 33C  H12  CAP  CBB  113.42  3.000
 33C  CBA  CAP  CBB   94.78  3.000
 33C  NBC  CAW  CAM  119.63  3.000
 33C  CAM  CAW  CAL  120.45  3.000
 33C  NBC  CAW  CAL  119.92  3.000
 33C  CAK  CAV  CAS  123.03  3.000
 33C  CAK  CAV  CAJ  119.11  3.000
 33C  CAS  CAV  CAJ  117.82  3.000
 33C  H14  CBB  CBE  113.34  3.000
 33C  H14  CBB  CAP  116.46  3.000
 33C  CBE  CBB  CAP   99.74  3.000
 33C  H14  CBB  CAE  114.22  3.000
 33C  CBE  CBB  CAE  110.37  3.000
 33C  CAP  CBB  CAE  101.24  3.000
 33C  H15  CBA  CBD  113.23  3.000
 33C  H15  CBA  CAP  116.68  3.000
 33C  CBD  CBA  CAP   99.81  3.000
 33C  H15  CBA  CAD  114.20  3.000
 33C  CBD  CBA  CAD  110.23  3.000
 33C  CAP  CBA  CAD  101.23  3.000
 33C  NAQ  CAZ  CAX  117.62  3.000
 33C  CAX  CAZ  CAY  119.81  3.000
 33C  NAQ  CAZ  CAY  122.57  3.000
 33C  CAZ  CAY  CAO  119.69  3.000
 33C  CAO  CAY  CAN  123.26  3.000
 33C  CAZ  CAY  CAN  117.05  3.000
 33C  OAC  CAU  CBE  128.41  3.000
 33C  OAC  CAU  NBC  123.73  3.000
 33C  CBE  CAU  NBC  107.86  3.000
 33C  NAR  CAX  CAZ  114.45  3.000
 33C  NAR  CAX  CAI  126.42  3.000
 33C  CAZ  CAX  CAI  119.13  3.000
 33C  CAZ  NAQ  CAH  118.80  3.000
 33C  H16  CAG  CAO  119.95  3.000
 33C  H16  CAG  CAI  118.18  3.000
 33C  CAO  CAG  CAI  121.87  3.000
 33C  H17  NAR  CAX  112.03  3.000
 33C  H17  NAR  CAS  118.90  3.000
 33C  CAX  NAR  CAS  129.06  3.000
 33C  H18  CAK  CAM  117.85  3.000
 33C  H18  CAK  CAV  121.60  3.000
 33C  CAM  CAK  CAV  120.52  3.000
 33C  H19  CAM  CAK  119.94  3.000
 33C  H19  CAM  CAW  120.37  3.000
 33C  CAK  CAM  CAW  119.68  3.000
 33C  CAT  NBC  CAU  113.80  3.000
 33C  CAU  NBC  CAW  123.12  3.000
 33C  CAT  NBC  CAW  123.05  3.000
 33C  CBD  CAT  OAB  128.34  3.000
 33C  OAB  CAT  NBC  123.82  3.000
 33C  CBD  CAT  NBC  107.84  3.000
 33C  H20  CBD  CBE  112.76  3.000
 33C  H20  CBD  CAT  108.61  3.000
 33C  CBE  CBD  CAT  105.28  3.000
 33C  H20  CBD  CBA  110.72  3.000
 33C  CAT  CBD  CBA  115.78  3.000
 33C  CBE  CBD  CBA  103.60  3.000
 33C  H21  CBE  CBD  112.79  3.000
 33C  H21  CBE  CAU  108.69  3.000
 33C  CBD  CBE  CAU  105.20  3.000
 33C  H21  CBE  CBB  110.45  3.000
 33C  CAU  CBE  CBB  116.16  3.000
 33C  CBD  CBE  CBB  103.46  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
 33C  CONST_01  CAZ  NAQ  CAH  CAF    0.00   0.0  0
 33C  CONST_02  CAZ  CAY  CAN  CAF    0.00   0.0  0
 33C  CONST_03  CAO  CAY  CAN  CAF  180.00   0.0  0
 33C  CONST_04  CAY  CAN  CAF  CAH    0.00   0.0  0
 33C  CONST_05  CAY  CAZ  NAQ  CAH    0.00   0.0  0
 33C  CONST_06  CAX  CAZ  NAQ  CAH  180.00   0.0  0
 33C  CONST_07  NAQ  CAZ  CAX  CAI  180.00   0.0  0
 33C  CONST_08  CAY  CAZ  CAX  CAI    0.00   0.0  0
 33C  CONST_09  CAY  CAO  CAG  CAI    0.00   0.0  0
 33C  CONST_10  CAM  CAW  CAL  CAJ    0.00   0.0  0
 33C  CONST_11  CAM  CAK  CAV  CAJ    0.00   0.0  0
 33C  CONST_12  CAK  CAV  CAJ  CAL    0.00   0.0  0
 33C  CONST_13  CAK  CAM  CAW  CAL    0.00   0.0  0
 33C  CONST_14  NAQ  CAH  CAF  CAN    0.00   0.0  0
 33C  CONST_15  NAQ  CAZ  CAY  CAN    0.00   0.0  0
 33C  CONST_16  CAX  CAZ  CAY  CAN  180.00   0.0  0
 33C  CONST_17  CAG  CAO  CAY  CAN  180.00   0.0  0
 33C  CONST_18  NAQ  CAZ  CAY  CAO  180.00   0.0  0
 33C  CONST_19  CAX  CAZ  CAY  CAO    0.00   0.0  0
 33C  CONST_20  CAX  CAI  CAG  CAO    0.00   0.0  0
 33C  CONST_21  CAV  CAJ  CAL  CAW    0.00   0.0  0
 33C  CONST_22  CAV  CAK  CAM  CAW    0.00   0.0  0
 33C  CONST_23  CAG  CAO  CAY  CAZ    0.00   0.0  0
 33C  CONST_24  CAG  CAI  CAX  CAZ    0.00   0.0  0
 33C  CONST_25  NBC  CAW  CAL  CAJ  180.00   0.0  0
 33C  CONST_26  NBC  CAW  CAM  CAK  180.00   0.0  0
 33C  CONST_27  CBE  CAU  NBC  CAW  180.00   0.0  0
 33C  CONST_28  CBE  CAU  NBC  CAT    0.00   0.0  0
 33C  CONST_29  CAS  CAV  CAJ  CAL  180.00   0.0  0
 33C  CONST_30  CAM  CAK  CAV  CAS  180.00   0.0  0
 33C  CONST_31  NAR  CAX  CAZ  CAY  180.00   0.0  0
 33C  CONST_32  NAR  CAX  CAZ  NAQ    0.00   0.0  0
 33C  CONST_33  NAR  CAX  CAI  CAG  180.00   0.0  0
 33C  CONST_34  OAC  CAU  NBC  CAW    0.00   0.0  0
 33C  CONST_35  OAC  CAU  NBC  CAT  180.00   0.0  0
 33C  CONST_36  H10  CAN  CAF  CAH  180.00   0.0  0
 33C  CONST_37  H11  CAO  CAG  CAI  180.00   0.0  0
 33C  CONST_38  H18  CAK  CAV  CAJ  180.00   0.0  0
 33C  CONST_39  H19  CAM  CAW  CAL  180.00   0.0  0
 33C  CONST_40  H2   CAH  CAF  CAN  180.00   0.0  0
 33C  CONST_41  H3   CAI  CAG  CAO  180.00   0.0  0
 33C  CONST_42  H4   CAJ  CAL  CAW  180.00   0.0  0
 33C  CONST_43  H9   CAL  CAJ  CAV  180.00   0.0  0
 33C  CONST_44  H1   CAF  CAN  CAY  180.00   0.0  0
 33C  CONST_45  H16  CAG  CAO  CAY  180.00   0.0  0
 33C  CONST_46  CAX  NAR  CAS  CAV  180.00   0.0  0
 33C  CONST_47  CAS  NAR  CAX  CAI    0.00   0.0  0
 33C  CONST_48  CAZ  CAX  NAR  CAS  180.00   0.0  0
 33C  CONST_49  H17  NAR  CAX  CAI  180.00   0.0  0
 33C  CONST_50  OAA  CAS  NAR  CAX    0.00   0.0  0
 33C  Var_01    CAT  NBC  CAW  CAL   72.22  30.0  3
 33C  Var_02    CBD  CAT  NBC  CAW  179.52  30.0  1
 33C  Var_03    CBA  CAD  CAE  CBB   -0.06  30.0  1
 33C  Var_04    NAR  CAS  CAV  CAJ  157.14  30.0  2

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
 33C  chir_01  CBB  CAE  CAP  CBE  negativ
 33C  chir_02  CBA  CAD  CAP  CBD  positiv
 33C  chir_03  CBD  CBA  CBE  CAT  positiv
 33C  chir_04  CBE  CAU  CBD  CBB  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
 33C  plan-1  CAJ  0.020
 33C  plan-1  CAL  0.020
 33C  plan-1  CAS  0.020
 33C  plan-1  CAW  0.020
 33C  plan-1  CAV  0.020
 33C  plan-1  CAK  0.020
 33C  plan-1  CAM  0.020
 33C  plan-1  NBC  0.020
 33C  plan-1  H4   0.020
 33C  plan-1  H9   0.020
 33C  plan-1  H18  0.020
 33C  plan-1  H19  0.020
 33C  plan-2  CAF  0.020
 33C  plan-2  CAH  0.020
 33C  plan-2  CAI  0.020
 33C  plan-2  CAN  0.020
 33C  plan-2  CAO  0.020
 33C  plan-2  CAZ  0.020
 33C  plan-2  CAY  0.020
 33C  plan-2  CAX  0.020
 33C  plan-2  NAQ  0.020
 33C  plan-2  CAG  0.020
 33C  plan-2  NAR  0.020
 33C  plan-2  H1   0.020
 33C  plan-2  H2   0.020
 33C  plan-2  H3   0.020
 33C  plan-2  H10  0.020
 33C  plan-2  H11  0.020
 33C  plan-2  H16  0.020
 33C  plan-3  CAS  0.020
 33C  plan-3  CAV  0.020
 33C  plan-3  CAX  0.020
 33C  plan-3  NAR  0.020
 33C  plan-3  OAA  0.020
 33C  plan-3  H17  0.020
 33C  plan-4  NBC  0.020
 33C  plan-4  CAT  0.020
 33C  plan-4  OAB  0.020
 33C  plan-4  CBD  0.020
 33C  plan-5  CAW  0.020
 33C  plan-5  CAU  0.020
 33C  plan-5  NBC  0.020
 33C  plan-5  CAT  0.020
 33C  plan-5  CBE  0.020
 33C  plan-5  OAC  0.020

