# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 00:33:29 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 2-[3-(tetrahydro-2H-pyran-4-yloxy)propyl]-1,2,3,4-tetrahydroisoquinolin-5-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc2CN(CCCOC3CCOCC3)CCc12
#
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
 4XK  4XK  2-[3-(tetrahydro-2H-pyran-4-yloxy)propyl]-1,2,3,4-tetrahydroisoquinolin-5-amine  ligand  47  21  .  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_4XK
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
 4XK  CAM  C  CH2   0  -0.286   2.4715   1.7395  -0.8244
 4XK  CAI  C  CH2   0  -0.512   3.8331   1.6870  -0.1548
 4XK  CAS  C  CR6   0   0.021   4.3110   0.2762   0.0465
 4XK  CAQ  C  CR6   0   0.257   5.6503   0.0227   0.4016
 4XK  NAA  N  NH2   0  -0.858   6.5245   1.0692   0.6321
 4XK  CAC  C  CR16  0  -0.344   6.0735  -1.2968   0.5758
 4XK  CAB  C  CR16  0  -0.256   5.1818  -2.3463   0.4174
 4XK  CAD  C  CR16  0  -0.333   3.8600  -2.0994   0.0879
 4XK  CAR  C  CR6   0   0.043   3.4257  -0.7872  -0.0951
 4XK  CAN  C  CH2   0  -0.323   1.9826  -0.5450  -0.4564
 4XK  NAU  N  NT    0  -0.428   1.5563   0.8123  -0.1873
 4XK  CAL  C  CH2   0  -0.262   0.1892   1.0468  -0.6158
 4XK  CAE  C  CH2   0  -0.495  -0.8458   0.2625   0.1804
 4XK  CAF  C  CH2   0  -0.130  -2.2496   0.6636  -0.2313
 4XK  OAP  O  O2    0  -0.499  -3.1794  -0.0985   0.5031
 4XK  CAT  C  CH1   0   0.076  -4.5282   0.2428   0.2726
 4XK  CAJ  C  CH2   0  -0.484  -5.3734  -0.3967   1.3630
 4XK  CAG  C  CH2   0  -0.190  -6.8489  -0.1200   1.1102
 4XK  OAO  O  O2    0  -0.482  -7.2606  -0.5666  -0.1624
 4XK  CAH  C  CH2   0  -0.184  -6.5355   0.0560  -1.1992
 4XK  CAK  C  CH2   0  -0.496  -5.0401  -0.2113  -1.0924
 4XK  H1   H  HCH2  0   0.241   2.0703   2.7510  -0.7424
 4XK  H2   H  HCH2  0   0.197   2.5774   1.5251  -1.9022
 4XK  H3   H  HCH2  0   0.235   4.5368   2.2530  -0.7744
 4XK  H4   H  HCH2  0   0.246   3.7906   2.2082   0.8077
 4XK  H5   H  HNH2  0   0.378   6.3480   1.9164   0.1160
 4XK  H6   H  HNH2  0   0.377   7.5006   0.8214   0.5898
 4XK  H7   H  HCR6  0   0.249   7.1061  -1.4961   0.8389
 4XK  H8   H  HCR6  0   0.246   5.5252  -3.3632   0.5599
 4XK  H9   H  HCR6  0   0.235   3.1608  -2.9198  -0.0231
 4XK  H10  H  HCH2  0   0.209   1.8328  -0.8045  -1.5216
 4XK  H11  H  HCH2  0   0.251   1.3674  -1.2436   0.1134
 4XK  H13  H  HCH2  0   0.232  -0.0128   2.1146  -0.4900
 4XK  H14  H  HCH2  0   0.191   0.0633   0.8304  -1.6917
 4XK  H15  H  HCH2  0   0.235  -0.7296  -0.8122   0.0201
 4XK  H16  H  HCH2  0   0.230  -0.7010   0.4516   1.2475
 4XK  H17  H  HCH2  0   0.196  -2.4048   1.7368  -0.0481
 4XK  H18  H  HCH2  0   0.198  -2.3701   0.5081  -1.3116
 4XK  H19  H  HCH1  0   0.195  -4.6465   1.3375   0.3387
 4XK  H20  H  HCH2  0   0.230  -5.1974  -1.4769   1.3817
 4XK  H21  H  HCH2  0   0.243  -5.0977  -0.0011   2.3436
 4XK  H22  H  HCH2  0   0.240  -7.4666  -0.6358   1.8469
 4XK  H23  H  HCH2  0   0.199  -7.0429   0.9577   1.2177
 4XK  H24  H  HCH2  0   0.239  -6.9269  -0.3309  -2.1412
 4XK  H25  H  HCH2  0   0.199  -6.7142   1.1417  -1.1920
 4XK  H26  H  HCH2  0   0.243  -4.5353   0.3127  -1.9077
 4XK  H27  H  HCH2  0   0.229  -4.8414  -1.2803  -1.2189

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
 4XK  CAC  CAB  aromatic  1.386  0.020  1.386
 4XK  CAC  CAQ  aromatic  1.397  0.020  1.397
 4XK  NAA  CAQ  single    1.383  0.020  1.383
 4XK  CAB  CAD  aromatic  1.385  0.020  1.385
 4XK  CAQ  CAS  aromatic  1.409  0.020  1.409
 4XK  CAD  CAR  aromatic  1.394  0.020  1.394
 4XK  CAS  CAR  aromatic  1.391  0.020  1.391
 4XK  CAS  CAI  single    1.503  0.020  1.503
 4XK  CAR  CAN  single    1.507  0.020  1.507
 4XK  CAI  CAM  single    1.518  0.020  1.518
 4XK  CAN  NAU  single    1.448  0.020  1.448
 4XK  CAM  NAU  single    1.450  0.020  1.450
 4XK  NAU  CAL  single    1.452  0.020  1.452
 4XK  CAL  CAE  single    1.523  0.020  1.523
 4XK  CAE  CAF  single    1.517  0.020  1.517
 4XK  OAP  CAF  single    1.409  0.020  1.409
 4XK  OAP  CAT  single    1.410  0.020  1.410
 4XK  CAK  CAT  single    1.527  0.020  1.527
 4XK  CAK  CAH  single    1.523  0.020  1.523
 4XK  CAT  CAJ  single    1.521  0.020  1.521
 4XK  CAH  OAO  single    1.410  0.020  1.410
 4XK  CAJ  CAG  single    1.522  0.020  1.522
 4XK  OAO  CAG  single    1.410  0.020  1.410
 4XK  CAM  H1   single    0.970  0.020  1.090
 4XK  CAM  H2   single    0.970  0.020  1.090
 4XK  CAI  H3   single    0.970  0.020  1.090
 4XK  CAI  H4   single    0.970  0.020  1.090
 4XK  NAA  H5   single    0.890  0.020  1.040
 4XK  NAA  H6   single    0.890  0.020  1.040
 4XK  CAC  H7   single    0.930  0.020  1.080
 4XK  CAB  H8   single    0.930  0.020  1.080
 4XK  CAD  H9   single    0.930  0.020  1.080
 4XK  CAN  H10  single    0.970  0.020  1.090
 4XK  CAN  H11  single    0.970  0.020  1.090
 4XK  CAL  H13  single    0.970  0.020  1.090
 4XK  CAL  H14  single    0.970  0.020  1.090
 4XK  CAE  H15  single    0.970  0.020  1.090
 4XK  CAE  H16  single    0.970  0.020  1.090
 4XK  CAF  H17  single    0.970  0.020  1.090
 4XK  CAF  H18  single    0.970  0.020  1.090
 4XK  CAT  H19  single    0.970  0.020  1.090
 4XK  CAJ  H20  single    0.970  0.020  1.090
 4XK  CAJ  H21  single    0.970  0.020  1.090
 4XK  CAG  H22  single    0.970  0.020  1.090
 4XK  CAG  H23  single    0.970  0.020  1.090
 4XK  CAH  H24  single    0.970  0.020  1.090
 4XK  CAH  H25  single    0.970  0.020  1.090
 4XK  CAK  H26  single    0.970  0.020  1.090
 4XK  CAK  H27  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
 4XK  H2   CAM  H1   106.78  3.000
 4XK  H2   CAM  NAU  111.43  3.000
 4XK  H1   CAM  NAU  109.12  3.000
 4XK  H2   CAM  CAI  109.75  3.000
 4XK  H1   CAM  CAI  109.18  3.000
 4XK  NAU  CAM  CAI  110.49  3.000
 4XK  H4   CAI  H3   106.03  3.000
 4XK  H4   CAI  CAS  109.95  3.000
 4XK  H3   CAI  CAS  110.89  3.000
 4XK  H4   CAI  CAM  109.66  3.000
 4XK  H3   CAI  CAM  107.99  3.000
 4XK  CAS  CAI  CAM  112.13  3.000
 4XK  CAR  CAS  CAQ  119.55  3.000
 4XK  CAR  CAS  CAI  120.11  3.000
 4XK  CAQ  CAS  CAI  120.33  3.000
 4XK  CAC  CAQ  NAA  120.17  3.000
 4XK  NAA  CAQ  CAS  120.46  3.000
 4XK  CAC  CAQ  CAS  119.31  3.000
 4XK  H6   NAA  H5   110.79  3.000
 4XK  H6   NAA  CAQ  114.78  3.000
 4XK  H5   NAA  CAQ  116.11  3.000
 4XK  H7   CAC  CAB  120.08  3.000
 4XK  H7   CAC  CAQ  119.51  3.000
 4XK  CAB  CAC  CAQ  120.41  3.000
 4XK  H8   CAB  CAD  120.10  3.000
 4XK  H8   CAB  CAC  119.47  3.000
 4XK  CAD  CAB  CAC  120.42  3.000
 4XK  H9   CAD  CAR  119.88  3.000
 4XK  H9   CAD  CAB  120.36  3.000
 4XK  CAR  CAD  CAB  119.76  3.000
 4XK  CAN  CAR  CAD  118.74  3.000
 4XK  CAN  CAR  CAS  120.73  3.000
 4XK  CAD  CAR  CAS  120.53  3.000
 4XK  H11  CAN  H10  106.03  3.000
 4XK  H11  CAN  NAU  109.70  3.000
 4XK  H10  CAN  NAU  111.03  3.000
 4XK  H11  CAN  CAR  108.16  3.000
 4XK  H10  CAN  CAR  108.83  3.000
 4XK  NAU  CAN  CAR  112.83  3.000
 4XK  CAL  NAU  CAN  111.95  3.000
 4XK  CAL  NAU  CAM  111.18  3.000
 4XK  CAN  NAU  CAM  109.38  3.000
 4XK  H14  CAL  H13  106.39  3.000
 4XK  H14  CAL  CAE  109.32  3.000
 4XK  H13  CAL  CAE  108.48  3.000
 4XK  H14  CAL  NAU  111.29  3.000
 4XK  H13  CAL  NAU  107.31  3.000
 4XK  CAE  CAL  NAU  113.73  3.000
 4XK  H16  CAE  H15  107.41  3.000
 4XK  H16  CAE  CAF  109.98  3.000
 4XK  H15  CAE  CAF  108.58  3.000
 4XK  H16  CAE  CAL  109.34  3.000
 4XK  H15  CAE  CAL  110.94  3.000
 4XK  CAF  CAE  CAL  110.54  3.000
 4XK  H18  CAF  H17  106.66  3.000
 4XK  H18  CAF  OAP  111.33  3.000
 4XK  H17  CAF  OAP  110.37  3.000
 4XK  H18  CAF  CAE  109.34  3.000
 4XK  H17  CAF  CAE  110.08  3.000
 4XK  OAP  CAF  CAE  109.04  3.000
 4XK  CAT  OAP  CAF  114.53  3.000
 4XK  H19  CAT  CAK  108.23  3.000
 4XK  H19  CAT  CAJ  108.34  3.000
 4XK  CAK  CAT  CAJ  109.24  3.000
 4XK  H19  CAT  OAP  109.45  3.000
 4XK  CAJ  CAT  OAP  108.22  3.000
 4XK  CAK  CAT  OAP  113.25  3.000
 4XK  H21  CAJ  H20  107.54  3.000
 4XK  H21  CAJ  CAG  109.13  3.000
 4XK  H20  CAJ  CAG  109.76  3.000
 4XK  H21  CAJ  CAT  110.55  3.000
 4XK  H20  CAJ  CAT  109.75  3.000
 4XK  CAG  CAJ  CAT  110.07  3.000
 4XK  H23  CAG  H22  107.29  3.000
 4XK  H23  CAG  OAO  110.29  3.000
 4XK  H22  CAG  OAO  107.11  3.000
 4XK  H23  CAG  CAJ  109.44  3.000
 4XK  H22  CAG  CAJ  110.53  3.000
 4XK  OAO  CAG  CAJ  112.04  3.000
 4XK  CAH  OAO  CAG  111.93  3.000
 4XK  H25  CAH  H24  107.30  3.000
 4XK  H25  CAH  CAK  109.41  3.000
 4XK  H24  CAH  CAK  110.53  3.000
 4XK  H25  CAH  OAO  110.32  3.000
 4XK  H24  CAH  OAO  107.08  3.000
 4XK  CAK  CAH  OAO  112.08  3.000
 4XK  H27  CAK  H26  107.35  3.000
 4XK  H27  CAK  CAH  109.97  3.000
 4XK  H26  CAK  CAH  108.49  3.000
 4XK  H27  CAK  CAT  109.44  3.000
 4XK  H26  CAK  CAT  111.68  3.000
 4XK  CAH  CAK  CAT  109.86  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
 4XK  CONST_01  CAB  CAC  CAQ  CAS     0.00   0.0  0
 4XK  CONST_02  CAB  CAD  CAR  CAS     0.00   0.0  0
 4XK  CONST_03  CAD  CAB  CAC  CAQ     0.00   0.0  0
 4XK  CONST_04  CAD  CAR  CAS  CAQ     0.00   0.0  0
 4XK  CONST_05  CAR  CAD  CAB  CAC     0.00   0.0  0
 4XK  CONST_06  CAR  CAS  CAQ  CAC     0.00   0.0  0
 4XK  CONST_07  NAA  CAQ  CAS  CAI     0.00   0.0  0
 4XK  CONST_08  CAB  CAC  CAQ  NAA   180.00   0.0  0
 4XK  CONST_09  CAR  CAS  CAQ  NAA   180.00   0.0  0
 4XK  CONST_10  H7   CAC  CAQ  CAS   180.00   0.0  0
 4XK  CONST_11  H9   CAD  CAR  CAS   180.00   0.0  0
 4XK  CONST_12  H8   CAB  CAC  CAQ   180.00   0.0  0
 4XK  Var_01    CAQ  CAS  CAI  CAM   167.27  30.0  1
 4XK  Var_02    CAR  CAN  NAU  CAM    52.86  30.0  1
 4XK  Var_03    CAN  NAU  CAM  CAI   -68.03  30.0  1
 4XK  Var_04    NAU  CAN  CAR  CAS   -19.58  30.0  1
 4XK  Var_05    NAU  CAM  CAI  CAS    47.15  30.0  1
 4XK  Var_06    OAO  CAH  CAK  CAT   -56.48  30.0  1
 4XK  Var_07    OAO  CAG  CAJ  CAT    56.51  30.0  1
 4XK  Var_08    CAK  CAH  OAO  CAG    59.61  30.0  1
 4XK  Var_09    CAE  CAL  NAU  CAM  -170.62  30.0  3
 4XK  Var_10    CAF  CAE  CAL  NAU   174.36  30.0  3
 4XK  Var_11    H17  CAF  OAP  CAT    55.07  30.0  3
 4XK  Var_12    OAP  CAF  CAE  CAL   178.81  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
 4XK  chir_01  CAT  OAP  CAK  CAJ  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
 4XK  plan-1  CAI  0.020
 4XK  plan-1  CAS  0.020
 4XK  plan-1  CAQ  0.020
 4XK  plan-1  NAA  0.020
 4XK  plan-1  CAC  0.020
 4XK  plan-1  CAB  0.020
 4XK  plan-1  CAD  0.020
 4XK  plan-1  CAR  0.020
 4XK  plan-1  CAN  0.020
 4XK  plan-1  H7   0.020
 4XK  plan-1  H8   0.020
 4XK  plan-1  H9   0.020
 4XK  plan-2  CAQ  0.020
 4XK  plan-2  NAA  0.020
 4XK  plan-2  H5   0.020
 4XK  plan-2  H6   0.020

