# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 15:08:47 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: ethyl 4-(5,6,7,8-tetrahydroacridin-3-ylcarbonyl)piperazine-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)N1CCN(CC1)C(=O)c2ccc3cc4CCCCc4nc3c2
#
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
 8NR  8NR  'ethyl 4-(5,6,7,8-tetrahydroacridin-3-ylcarbonyl)piperazine-1-carboxylate'  ligand  52  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_8NR
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
 8NR  CAA  C  CR16  0  -0.311  -2.2349   1.7150   1.7271
 8NR  CAB  C  CR16  0  -0.274  -1.0093   2.1116   1.2722
 8NR  CAC  C  CR6   0  -0.087  -0.5060   1.6122   0.0481
 8NR  CAD  C  CR16  0  -0.308  -1.2601   0.7547  -0.7105
 8NR  CAE  C  CR66  0   0.205  -2.5424   0.3523  -0.2738
 8NR  CAF  C  CR66  0   0.099  -3.0289   0.8297   0.9642
 8NR  CAH  C  CR6   0   0.198  -4.4479  -0.8771  -0.6575
 8NR  CAI  C  CR6   0   0.043  -5.0230  -0.4744   0.5834
 8NR  CAJ  C  CR16  0  -0.241  -4.3017   0.3828   1.3699
 8NR  CAK  C  CH2   0  -0.508  -5.2126  -1.7637  -1.6037
 8NR  CAL  C  CH2   0  -0.449  -6.3509  -2.5251  -0.9394
 8NR  CAM  C  CH2   0  -0.448  -7.1955  -1.5791  -0.0989
 8NR  CAN  C  CH2   0  -0.502  -6.3615  -0.9981   1.0349
 8NR  CAP  C  C     0   0.524   0.8013   2.1478  -0.4450
 8NR  CAS  C  CH2   0  -0.323   3.0204   1.7349  -1.3449
 8NR  CAT  C  CH2   0  -0.306   4.1272   1.5805  -0.3117
 8NR  CAV  C  CH2   0  -0.299   2.9244  -0.2936   0.6654
 8NR  CAW  C  CH2   0  -0.320   1.8175  -0.1207  -0.3685
 8NR  CAX  C  C     0   0.768   5.3293  -0.5040   0.0559
 8NR  CBA  C  CH2   0  -0.167   6.3322  -2.6102   0.4512
 8NR  CBB  C  CH3   0  -0.690   5.9103  -3.9600   0.9799
 8NR  NAG  N  N     0  -0.463  -3.2639  -0.4807  -1.0540
 8NR  NAR  N  NT    0  -0.453   1.7536   1.2624  -0.8114
 8NR  NAU  N  NT    0  -0.497   4.1843   0.2072   0.1498
 8NR  OAQ  O  O     0  -0.481   0.9464   3.3597  -0.5301
 8NR  OAY  O  O     0  -0.530   6.3743  -0.0699  -0.3915
 8NR  OAZ  O  O2    0  -0.481   5.1914  -1.7474   0.5148
 8NR  H1   H  HCR6  0   0.263  -2.6102   2.0810   2.6748
 8NR  H2   H  HCR6  0   0.265  -0.4100   2.7977   1.8561
 8NR  H3   H  HCR6  0   0.268  -0.8993   0.3746  -1.6590
 8NR  H4   H  HCR6  0   0.261  -4.7062   0.7223   2.3178
 8NR  H5   H  HCH2  0   0.254  -5.6230  -1.1277  -2.3962
 8NR  H6   H  HCH2  0   0.256  -4.5131  -2.4418  -2.0961
 8NR  H7   H  HCH2  0   0.243  -6.9578  -3.0117  -1.7047
 8NR  H8   H  HCH2  0   0.226  -5.9495  -3.3216  -0.3052
 8NR  H9   H  HCH2  0   0.226  -7.5815  -0.7734  -0.7309
 8NR  H10  H  HCH2  0   0.242  -8.0627  -2.0959   0.3156
 8NR  H11  H  HCH2  0   0.251  -6.1883  -1.7790   1.7829
 8NR  H12  H  HCH2  0   0.255  -6.9072  -0.2054   1.5511
 8NR  H13  H  HCH2  0   0.274   2.9317   2.7740  -1.6489
 8NR  H14  H  HCH2  0   0.259   3.2631   1.1432  -2.2320
 8NR  H15  H  HCH2  0   0.275   5.0810   1.8668  -0.7458
 8NR  H16  H  HCH2  0   0.249   3.9345   2.2455   0.5368
 8NR  H17  H  HCH2  0   0.246   2.6584   0.2609   1.5719
 8NR  H18  H  HCH2  0   0.282   3.0006  -1.3424   0.9332
 8NR  H19  H  HCH2  0   0.258   2.0106  -0.7635  -1.2310
 8NR  H20  H  HCH2  0   0.283   0.8736  -0.4312   0.0698
 8NR  H21  H  HCH2  0   0.230   7.1472  -2.1973   1.0494
 8NR  H22  H  HCH2  0   0.230   6.6812  -2.6934  -0.5800
 8NR  H23  H  HCH3  0   0.238   6.7594  -4.6412   0.9403
 8NR  H24  H  HCH3  0   0.235   5.5774  -3.9002   2.0161
 8NR  H25  H  HCH3  0   0.235   5.1080  -4.3908   0.3809

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
 8NR  CAN  CAM  single    1.523  0.020  1.523
 8NR  CAN  CAI  single    1.507  0.020  1.507
 8NR  CAJ  CAI  aromatic  1.369  0.020  1.369
 8NR  CAJ  CAF  aromatic  1.409  0.020  1.409
 8NR  CAA  CAF  aromatic  1.413  0.020  1.413
 8NR  CAA  CAB  aromatic  1.366  0.020  1.366
 8NR  CAM  CAL  single    1.521  0.020  1.521
 8NR  CAI  CAH  aromatic  1.426  0.020  1.426
 8NR  CAF  CAE  aromatic  1.413  0.020  1.413
 8NR  CAB  CAC  aromatic  1.415  0.020  1.415
 8NR  CAL  CAK  single    1.522  0.020  1.522
 8NR  CAH  CAK  single    1.505  0.020  1.505
 8NR  CAH  NAG  aromatic  1.310  0.020  1.310
 8NR  CAE  NAG  aromatic  1.350  0.020  1.350
 8NR  CAE  CAD  aromatic  1.413  0.020  1.413
 8NR  CAT  CAS  single    1.522  0.020  1.522
 8NR  CAT  NAU  single    1.450  0.020  1.450
 8NR  CAC  CAD  aromatic  1.371  0.020  1.371
 8NR  CAC  CAP  single    1.496  0.020  1.496
 8NR  OAY  CAX  double    1.217  0.020  1.217
 8NR  CAS  NAR  single    1.453  0.020  1.453
 8NR  CBB  CBA  single    1.510  0.020  1.510
 8NR  NAU  CAX  single    1.351  0.020  1.351
 8NR  NAU  CAV  single    1.451  0.020  1.451
 8NR  CAX  OAZ  single    1.333  0.020  1.333
 8NR  NAR  CAP  single    1.351  0.020  1.351
 8NR  NAR  CAW  single    1.454  0.020  1.454
 8NR  CAP  OAQ  double    1.224  0.020  1.224
 8NR  CAV  CAW  single    1.524  0.020  1.524
 8NR  CBA  OAZ  single    1.432  0.020  1.432
 8NR  CAA  H1   single    0.930  0.020  1.080
 8NR  CAB  H2   single    0.930  0.020  1.080
 8NR  CAD  H3   single    0.930  0.020  1.080
 8NR  CAJ  H4   single    0.930  0.020  1.080
 8NR  CAK  H5   single    0.970  0.020  1.090
 8NR  CAK  H6   single    0.970  0.020  1.090
 8NR  CAL  H7   single    0.970  0.020  1.090
 8NR  CAL  H8   single    0.970  0.020  1.090
 8NR  CAM  H9   single    0.970  0.020  1.090
 8NR  CAM  H10  single    0.970  0.020  1.090
 8NR  CAN  H11  single    0.970  0.020  1.090
 8NR  CAN  H12  single    0.970  0.020  1.090
 8NR  CAS  H13  single    0.970  0.020  1.090
 8NR  CAS  H14  single    0.970  0.020  1.090
 8NR  CAT  H15  single    0.970  0.020  1.090
 8NR  CAT  H16  single    0.970  0.020  1.090
 8NR  CAV  H17  single    0.970  0.020  1.090
 8NR  CAV  H18  single    0.970  0.020  1.090
 8NR  CAW  H19  single    0.970  0.020  1.090
 8NR  CAW  H20  single    0.970  0.020  1.090
 8NR  CBA  H21  single    0.970  0.020  1.090
 8NR  CBA  H22  single    0.970  0.020  1.090
 8NR  CBB  H23  single    0.970  0.020  1.090
 8NR  CBB  H24  single    0.970  0.020  1.090
 8NR  CBB  H25  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
 8NR  H1   CAA  CAF  119.30  3.000
 8NR  H1   CAA  CAB  120.28  3.000
 8NR  CAF  CAA  CAB  120.42  3.000
 8NR  H2   CAB  CAC  119.59  3.000
 8NR  H2   CAB  CAA  120.08  3.000
 8NR  CAC  CAB  CAA  120.32  3.000
 8NR  CAP  CAC  CAD  121.47  3.000
 8NR  CAP  CAC  CAB  118.01  3.000
 8NR  CAD  CAC  CAB  120.26  3.000
 8NR  H3   CAD  CAE  118.21  3.000
 8NR  H3   CAD  CAC  121.37  3.000
 8NR  CAE  CAD  CAC  120.41  3.000
 8NR  NAG  CAE  CAF  122.04  3.000
 8NR  NAG  CAE  CAD  118.82  3.000
 8NR  CAF  CAE  CAD  119.14  3.000
 8NR  CAJ  CAF  CAE  117.14  3.000
 8NR  CAE  CAF  CAA  119.42  3.000
 8NR  CAJ  CAF  CAA  123.44  3.000
 8NR  NAG  CAH  CAK  116.56  3.000
 8NR  NAG  CAH  CAI  122.85  3.000
 8NR  CAK  CAH  CAI  120.56  3.000
 8NR  CAN  CAI  CAJ  120.91  3.000
 8NR  CAJ  CAI  CAH  117.67  3.000
 8NR  CAN  CAI  CAH  121.40  3.000
 8NR  H4   CAJ  CAI  120.10  3.000
 8NR  H4   CAJ  CAF  119.28  3.000
 8NR  CAI  CAJ  CAF  120.62  3.000
 8NR  H6   CAK  H5   105.92  3.000
 8NR  H6   CAK  CAL  111.43  3.000
 8NR  H5   CAK  CAL  109.01  3.000
 8NR  H6   CAK  CAH  108.90  3.000
 8NR  H5   CAK  CAH  107.64  3.000
 8NR  CAL  CAK  CAH  113.59  3.000
 8NR  H8   CAL  H7   106.61  3.000
 8NR  H8   CAL  CAM  109.63  3.000
 8NR  H7   CAL  CAM  110.86  3.000
 8NR  H8   CAL  CAK  110.04  3.000
 8NR  H7   CAL  CAK  109.45  3.000
 8NR  CAM  CAL  CAK  110.20  3.000
 8NR  H10  CAM  H9   106.72  3.000
 8NR  H10  CAM  CAN  109.46  3.000
 8NR  H9   CAM  CAN  110.02  3.000
 8NR  H10  CAM  CAL  110.89  3.000
 8NR  H9   CAM  CAL  109.54  3.000
 8NR  CAN  CAM  CAL  110.15  3.000
 8NR  H12  CAN  H11  105.88  3.000
 8NR  H12  CAN  CAM  110.80  3.000
 8NR  H11  CAN  CAM  108.86  3.000
 8NR  H12  CAN  CAI  109.47  3.000
 8NR  H11  CAN  CAI  108.19  3.000
 8NR  CAM  CAN  CAI  113.34  3.000
 8NR  OAQ  CAP  NAR  123.14  3.000
 8NR  OAQ  CAP  CAC  118.75  3.000
 8NR  NAR  CAP  CAC  118.08  3.000
 8NR  H14  CAS  H13  107.98  3.000
 8NR  H14  CAS  NAR  108.38  3.000
 8NR  H13  CAS  NAR  110.03  3.000
 8NR  H14  CAS  CAT  109.53  3.000
 8NR  H13  CAS  CAT  110.27  3.000
 8NR  NAR  CAS  CAT  110.59  3.000
 8NR  H16  CAT  H15  107.70  3.000
 8NR  H16  CAT  NAU  109.60  3.000
 8NR  H15  CAT  NAU  110.01  3.000
 8NR  H16  CAT  CAS  109.66  3.000
 8NR  H15  CAT  CAS  109.91  3.000
 8NR  NAU  CAT  CAS  109.93  3.000
 8NR  H18  CAV  H17  107.58  3.000
 8NR  H18  CAV  NAU  111.12  3.000
 8NR  H17  CAV  NAU  109.28  3.000
 8NR  H18  CAV  CAW  109.15  3.000
 8NR  H17  CAV  CAW  109.12  3.000
 8NR  NAU  CAV  CAW  110.52  3.000
 8NR  H20  CAW  H19  107.69  3.000
 8NR  H20  CAW  NAR  110.90  3.000
 8NR  H19  CAW  NAR  109.08  3.000
 8NR  H20  CAW  CAV  108.96  3.000
 8NR  H19  CAW  CAV  109.89  3.000
 8NR  NAR  CAW  CAV  110.27  3.000
 8NR  OAZ  CAX  OAY  123.26  3.000
 8NR  OAZ  CAX  NAU  112.30  3.000
 8NR  OAY  CAX  NAU  124.44  3.000
 8NR  H22  CBA  H21  107.92  3.000
 8NR  H22  CBA  OAZ  110.03  3.000
 8NR  H21  CBA  OAZ  110.02  3.000
 8NR  H22  CBA  CBB  110.61  3.000
 8NR  H21  CBA  CBB  110.78  3.000
 8NR  OAZ  CBA  CBB  107.49  3.000
 8NR  H25  CBB  H24  108.62  3.000
 8NR  H25  CBB  H23  107.86  3.000
 8NR  H24  CBB  H23  107.87  3.000
 8NR  H25  CBB  CBA  111.50  3.000
 8NR  H24  CBB  CBA  111.67  3.000
 8NR  H23  CBB  CBA  109.18  3.000
 8NR  CAH  NAG  CAE  119.66  3.000
 8NR  CAW  NAR  CAS  112.51  3.000
 8NR  CAW  NAR  CAP  124.88  3.000
 8NR  CAS  NAR  CAP  120.06  3.000
 8NR  CAX  NAU  CAV  125.38  3.000
 8NR  CAV  NAU  CAT  113.95  3.000
 8NR  CAX  NAU  CAT  120.65  3.000
 8NR  CBA  OAZ  CAX  117.68  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
 8NR  CONST_01  CAI  CAJ  CAF  CAA   180.00   0.0  0
 8NR  CONST_02  NAG  CAE  CAF  CAA   180.00   0.0  0
 8NR  CONST_03  CAD  CAE  CAF  CAA     0.00   0.0  0
 8NR  CONST_04  CAD  CAC  CAB  CAA     0.00   0.0  0
 8NR  CONST_05  CAJ  CAF  CAA  CAB   180.00   0.0  0
 8NR  CONST_06  CAE  CAF  CAA  CAB     0.00   0.0  0
 8NR  CONST_07  CAE  CAD  CAC  CAB     0.00   0.0  0
 8NR  CONST_08  CAF  CAA  CAB  CAC     0.00   0.0  0
 8NR  CONST_09  CAF  CAE  CAD  CAC     0.00   0.0  0
 8NR  CONST_10  NAG  CAE  CAD  CAC   180.00   0.0  0
 8NR  CONST_11  CAJ  CAF  CAE  CAD   180.00   0.0  0
 8NR  CONST_12  CAH  NAG  CAE  CAD   180.00   0.0  0
 8NR  CONST_13  CAI  CAJ  CAF  CAE     0.00   0.0  0
 8NR  CONST_14  CAI  CAH  NAG  CAE     0.00   0.0  0
 8NR  CONST_15  CAH  CAI  CAJ  CAF     0.00   0.0  0
 8NR  CONST_16  CAH  NAG  CAE  CAF     0.00   0.0  0
 8NR  CONST_17  NAG  CAH  CAI  CAJ     0.00   0.0  0
 8NR  CONST_18  NAG  CAE  CAF  CAJ     0.00   0.0  0
 8NR  CONST_19  CAP  CAC  CAB  CAA   180.00   0.0  0
 8NR  CONST_20  CAP  CAC  CAD  CAE   180.00   0.0  0
 8NR  CONST_21  CAS  NAR  CAP  CAC   180.00   0.0  0
 8NR  CONST_23  H4   CAJ  CAF  CAA     0.00   0.0  0
 8NR  CONST_24  H3   CAD  CAC  CAB   180.00   0.0  0
 8NR  CONST_25  H1   CAA  CAB  CAC   180.00   0.0  0
 8NR  CONST_26  H2   CAB  CAC  CAD   180.00   0.0  0
 8NR  CONST_27  OAQ  CAP  NAR  CAS     0.00   0.0  0
 8NR  Var_01    CAM  CAN  CAI  CAH   -18.95  30.0  1
 8NR  Var_02    CAM  CAL  CAK  CAH    48.53  30.0  1
 8NR  Var_03    CAL  CAM  CAN  CAI    47.79  30.0  1
 8NR  Var_04    CAL  CAK  CAH  CAI   -19.53  30.0  1
 8NR  Var_05    CAN  CAM  CAL  CAK   -63.40  30.0  1
 8NR  Var_06    CAV  NAU  CAT  CAS   -54.92  30.0  1
 8NR  Var_07    CAV  CAW  NAR  CAS    56.39  30.0  1
 8NR  Var_08    CAW  NAR  CAS  CAT   -57.08  30.0  1
 8NR  Var_09    CAW  CAV  NAU  CAT    54.73  30.0  1
 8NR  Var_10    NAU  CAT  CAS  NAR    54.56  30.0  1
 8NR  Var_11    NAU  CAV  CAW  NAR   -53.70  30.0  1
 8NR  Var_12    NAR  CAP  CAC  CAB   129.53  30.0  2
 8NR  Var_13    OAY  CAX  NAU  CAT     0.82  30.0  2
 8NR  Var_14    NAU  CAX  OAZ  CBA   179.09  30.0  1
 8NR  Var_15    CBB  CBA  OAZ  CAX  -178.06  30.0  1
 8NR  Var_16    H23  CBB  CBA  OAZ   179.79  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
 8NR  plan-1  CAC  0.020
 8NR  plan-1  CAP  0.020
 8NR  plan-1  CAS  0.020
 8NR  plan-1  CAW  0.020
 8NR  plan-1  NAR  0.020
 8NR  plan-1  OAQ  0.020
 8NR  plan-2  CAA  0.020
 8NR  plan-2  CAB  0.020
 8NR  plan-2  CAC  0.020
 8NR  plan-2  CAD  0.020
 8NR  plan-2  CAE  0.020
 8NR  plan-2  CAF  0.020
 8NR  plan-2  CAH  0.020
 8NR  plan-2  CAI  0.020
 8NR  plan-2  CAJ  0.020
 8NR  plan-2  CAK  0.020
 8NR  plan-2  CAN  0.020
 8NR  plan-2  CAP  0.020
 8NR  plan-2  NAG  0.020
 8NR  plan-2  H1   0.020
 8NR  plan-2  H2   0.020
 8NR  plan-2  H3   0.020
 8NR  plan-2  H4   0.020
 8NR  plan-3  CAX  0.020
 8NR  plan-3  NAU  0.020
 8NR  plan-3  OAY  0.020
 8NR  plan-3  OAZ  0.020

