# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:40:42 2022
#   Inital geometry file: a 132 line input string
#   Ligand name: 6-carbamimidoyl-N-[(4R)-4-ethyl-1,2,3,4-tetrahydroisoquinolin-6-yl]naphthalene-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1CNCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12
#
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
 497  497  6-carbamimidoyl-N-[(4R)-4-ethyl-1,2,3,4-tetrahydroisoquinolin-6-yl]naphthalene-2-carboxamide  ligand  52  28  .  2022-03-10  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_497
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
 497  C47   C  CH3   0  -0.675   3.3349   1.3778   6.0924
 497  C45   C  CH2   0  -0.432   2.1116   1.1929   5.2028
 497  C39   C  CH1   0  -0.295   1.2427  -0.0065   5.6007
 497  C38   C  CH2   0  -0.293   0.7782   0.1316   7.0501
 497  N37   N  NH1   0  -0.601  -0.2880  -0.8057   7.3336
 497  C36   C  CH2   0  -0.349  -1.4935  -0.4147   6.6357
 497  C26   C  CR6   0   0.018  -1.2331  -0.3680   5.1557
 497  C27   C  CR6   0   0.147   0.0622  -0.1920   4.6654
 497  C28   C  CR16  0  -0.417   0.2606  -0.2058   3.2872
 497  C22   C  CR6   0   0.392  -0.7927  -0.3595   2.3916
 497  N21   N  NH1   0  -0.766  -0.4775  -0.4009   1.0247
 497  C20   C  C     0   0.535  -1.2716  -0.0407  -0.0138
 497  O23   O  O     0  -0.461  -2.4021   0.3953   0.1195
 497  C11   C  CR6   0  -0.051  -0.6561  -0.2004  -1.3665
 497  C12   C  CR16  0  -0.298   0.3790  -1.1314  -1.6295
 497  C13   C  CR16  0  -0.297   0.8998  -1.2569  -2.8854
 497  C4    C  CR66  0   0.141   0.4233  -0.4582  -3.9508
 497  C5    C  CR16  0  -0.346   0.9487  -0.5643  -5.2549
 497  C6    C  CR6   0   0.049   0.4616   0.2078  -6.2795
 497  C1    C  CR16  0  -0.290  -0.5754   1.1364  -6.0160
 497  C2    C  CR16  0  -0.296  -1.0974   1.2641  -4.7597
 497  C3    C  CR66  0   0.136  -0.6177   0.4691  -3.6940
 497  C10   C  CR16  0  -0.335  -1.1470   0.5705  -2.3906
 497  C17   C  C     0   0.339   1.0417   0.0619  -7.6446
 497  N18   N  NH2   0  -0.823   0.2185   0.4360  -8.6672
 497  N19   N  N     0  -0.648   2.2467  -0.3465  -7.7557
 497  C24   C  CR16  0  -0.311  -2.0872  -0.5131   2.8856
 497  C25   C  CR16  0  -0.290  -2.2827  -0.5183   4.2554
 497  H471  H  HCH3  0   0.234   3.9619   2.1879   5.7191
 497  H472  H  HCH3  0   0.227   3.0670   1.6223   7.1208
 497  H473  H  HCH3  0   0.220   3.9444   0.4722   6.1133
 497  H451  H  HCH2  0   0.221   1.4977   2.0990   5.2215
 497  H452  H  HCH2  0   0.234   2.4518   1.0796   4.1719
 497  H39   H  HCH1  0   0.243   1.8629  -0.9094   5.5305
 497  H381  H  HCH2  0   0.243   1.6113  -0.0734   7.7231
 497  H382  H  HCH2  0   0.191   0.4712   1.1773   7.2307
 497  H37   H  HNH1  0   0.358  -0.4693  -0.8212   8.3282
 497  H361  H  HCH2  0   0.245  -2.2860  -1.1368   6.8446
 497  H362  H  HCH2  0   0.213  -1.8709   0.5680   6.9662
 497  H28   H  HCR6  0   0.260   1.2643  -0.0949   2.8920
 497  H21   H  HNH1  0   0.420   0.4936  -0.5808   0.8209
 497  H12   H  HCR6  0   0.264   0.7509  -1.7793  -0.8463
 497  H13   H  HCR6  0   0.265   1.6824  -1.9805  -3.0755
 497  H5    H  HCR6  0   0.258   1.7440  -1.2738  -5.4467
 497  H1    H  HCR6  0   0.264  -0.9492   1.7718  -6.8081
 497  H2    H  HCR6  0   0.263  -1.8841   1.9837  -4.5706
 497  H10   H  HCR6  0   0.263  -1.9470   1.2772  -2.2067
 497  H181  H  HNH2  0   0.393   0.5216   0.2288  -9.6055
 497  H182  H  HNH2  0   0.397  -0.7766   0.3563  -8.5382
 497  H19   H  H     0   0.325   2.5137  -0.4418  -8.7317
 497  H24   H  HCR6  0   0.268  -2.9288  -0.6530   2.2262
 497  H25   H  HCR6  0   0.248  -3.2879  -0.6637   4.6351

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
 497  C47  C45   single    1.524  0.020  1.524
 497  C47  H471  single    0.970  0.020  1.090
 497  C47  H472  single    0.970  0.020  1.090
 497  C47  H473  single    0.970  0.020  1.090
 497  C45  C39   single    1.534  0.020  1.534
 497  C45  H451  single    0.970  0.020  1.090
 497  C45  H452  single    0.970  0.020  1.090
 497  C39  C38   single    1.528  0.020  1.528
 497  C39  C27   single    1.518  0.020  1.518
 497  C39  H39   single    0.970  0.020  1.090
 497  C38  N37   single    1.448  0.020  1.448
 497  C38  H381  single    0.970  0.020  1.090
 497  C38  H382  single    0.970  0.020  1.090
 497  N37  C36   single    1.447  0.020  1.447
 497  N37  H37   single    0.890  0.020  1.040
 497  C36  C26   single    1.503  0.020  1.503
 497  C36  H361  single    0.970  0.020  1.090
 497  C36  H362  single    0.970  0.020  1.090
 497  C26  C27   aromatic  1.396  0.020  1.396
 497  C26  C25   aromatic  1.391  0.020  1.391
 497  C27  C28   aromatic  1.392  0.020  1.392
 497  C28  C22   aromatic  1.391  0.020  1.391
 497  C28  H28   single    0.930  0.020  1.080
 497  C22  N21   single    1.403  0.020  1.403
 497  C22  C24   aromatic  1.394  0.020  1.394
 497  N21  C20   single    1.356  0.020  1.356
 497  N21  H21   single    0.860  0.020  1.020
 497  C20  O23   double    1.219  0.020  1.219
 497  C20  C11   single    1.495  0.020  1.495
 497  C11  C12   aromatic  1.417  0.020  1.417
 497  C11  C10   aromatic  1.373  0.020  1.373
 497  C12  C13   aromatic  1.365  0.020  1.365
 497  C12  H12   single    0.930  0.020  1.080
 497  C13  C4    aromatic  1.414  0.020  1.414
 497  C13  H13   single    0.930  0.020  1.080
 497  C4   C5    aromatic  1.410  0.020  1.410
 497  C4   C3    aromatic  1.418  0.020  1.418
 497  C5   C6    aromatic  1.372  0.020  1.372
 497  C5   H5    single    0.930  0.020  1.080
 497  C6   C1    aromatic  1.417  0.020  1.417
 497  C6   C17   single    1.490  0.020  1.490
 497  C1   C2    aromatic  1.366  0.020  1.366
 497  C1   H1    single    0.930  0.020  1.080
 497  C2   C3    aromatic  1.413  0.020  1.413
 497  C2   H2    single    0.930  0.020  1.080
 497  C3   C10   aromatic  1.410  0.020  1.410
 497  C10  H10   single    0.930  0.020  1.080
 497  C17  N18   single    1.365  0.020  1.365
 497  C17  N19   double    1.277  0.020  1.277
 497  N18  H181  single    0.890  0.020  1.040
 497  N18  H182  single    0.890  0.020  1.040
 497  N19  H19   single    0.890  0.020  1.040
 497  C24  C25   aromatic  1.384  0.020  1.384
 497  C24  H24   single    0.930  0.020  1.080
 497  C25  H25   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
 497  H473  C47  H472  107.76  3.000
 497  H473  C47  H471  107.57  3.000
 497  H472  C47  H471  107.31  3.000
 497  H473  C47  C45   111.02  3.000
 497  H472  C47  C45   112.37  3.000
 497  H471  C47  C45   110.61  3.000
 497  H452  C45  H451  106.07  3.000
 497  H452  C45  C39   109.91  3.000
 497  H451  C45  C39   108.98  3.000
 497  H452  C45  C47   108.28  3.000
 497  H451  C45  C47   109.87  3.000
 497  C39   C45  C47   113.47  3.000
 497  H39   C39  C27   107.43  3.000
 497  H39   C39  C38   107.86  3.000
 497  C27   C39  C38   111.05  3.000
 497  H39   C39  C45   107.85  3.000
 497  C27   C39  C45   112.11  3.000
 497  C38   C39  C45   110.34  3.000
 497  H382  C38  H381  106.82  3.000
 497  H382  C38  N37   112.10  3.000
 497  H381  C38  N37   108.67  3.000
 497  H382  C38  C39   108.97  3.000
 497  H381  C38  C39   109.64  3.000
 497  N37   C38  C39   110.55  3.000
 497  H37   N37  C36   109.22  3.000
 497  H37   N37  C38   109.55  3.000
 497  C36   N37  C38   110.14  3.000
 497  H362  C36  H361  106.46  3.000
 497  H362  C36  C26   109.05  3.000
 497  H361  C36  C26   109.54  3.000
 497  H362  C36  N37   112.41  3.000
 497  H361  C36  N37   109.49  3.000
 497  C26   C36  N37   109.81  3.000
 497  C25   C26  C27   119.10  3.000
 497  C25   C26  C36   120.21  3.000
 497  C27   C26  C36   120.69  3.000
 497  C28   C27  C26   118.59  3.000
 497  C28   C27  C39   120.03  3.000
 497  C26   C27  C39   121.38  3.000
 497  H28   C28  C22   118.52  3.000
 497  H28   C28  C27   119.45  3.000
 497  C22   C28  C27   122.03  3.000
 497  C24   C22  N21   123.40  3.000
 497  C24   C22  C28   119.16  3.000
 497  N21   C22  C28   117.40  3.000
 497  H21   N21  C20   117.16  3.000
 497  H21   N21  C22   114.74  3.000
 497  C20   N21  C22   127.34  3.000
 497  C11   C20  O23   121.26  3.000
 497  C11   C20  N21   115.06  3.000
 497  O23   C20  N21   123.67  3.000
 497  C10   C11  C12   119.46  3.000
 497  C10   C11  C20   117.90  3.000
 497  C12   C11  C20   122.61  3.000
 497  H12   C12  C13   118.65  3.000
 497  H12   C12  C11   120.67  3.000
 497  C13   C12  C11   120.65  3.000
 497  H13   C13  C4    119.26  3.000
 497  H13   C13  C12   119.91  3.000
 497  C4    C13  C12   120.83  3.000
 497  C3    C4   C5    119.37  3.000
 497  C3    C4   C13   118.72  3.000
 497  C5    C4   C13   121.92  3.000
 497  H5    C5   C6    119.80  3.000
 497  H5    C5   C4    119.13  3.000
 497  C6    C5   C4    121.06  3.000
 497  C17   C6   C1    121.30  3.000
 497  C17   C6   C5    119.38  3.000
 497  C1    C6   C5    119.32  3.000
 497  H1    C1   C2    119.10  3.000
 497  H1    C1   C6    120.10  3.000
 497  C2    C1   C6    120.79  3.000
 497  H2    C2   C3    119.26  3.000
 497  H2    C2   C1    120.01  3.000
 497  C3    C2   C1    120.73  3.000
 497  C10   C3   C2    121.94  3.000
 497  C10   C3   C4    119.34  3.000
 497  C2    C3   C4    118.73  3.000
 497  H10   C10  C3    118.74  3.000
 497  H10   C10  C11   120.26  3.000
 497  C3    C10  C11   120.99  3.000
 497  N19   C17  N18   126.26  3.000
 497  N19   C17  C6    118.57  3.000
 497  N18   C17  C6    115.13  3.000
 497  H182  N18  H181  113.60  3.000
 497  H182  N18  C17   118.58  3.000
 497  H181  N18  C17   117.38  3.000
 497  H19   N19  C17   111.19  3.000
 497  H24   C24  C25   119.64  3.000
 497  H24   C24  C22   121.50  3.000
 497  C25   C24  C22   118.85  3.000
 497  H25   C25  C24   118.57  3.000
 497  H25   C25  C26   119.16  3.000
 497  C24   C25  C26   122.26  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
 497  CONST_01  C22   C28  C27  C26    0.00   0.0  0
 497  CONST_02  C22   C24  C25  C26    0.00   0.0  0
 497  CONST_03  C24   C25  C26  C27    0.00   0.0  0
 497  CONST_04  C24   C22  C28  C27    0.00   0.0  0
 497  CONST_05  C25   C26  C27  C28    0.00   0.0  0
 497  CONST_06  C25   C24  C22  C28    0.00   0.0  0
 497  CONST_07  C4    C13  C12  C11    0.00   0.0  0
 497  CONST_08  C4    C3   C10  C11    0.00   0.0  0
 497  CONST_09  C2    C3   C10  C11  180.00   0.0  0
 497  CONST_10  C3    C10  C11  C12    0.00   0.0  0
 497  CONST_11  C5    C4   C13  C12  180.00   0.0  0
 497  CONST_12  C3    C4   C13  C12    0.00   0.0  0
 497  CONST_13  C10   C11  C12  C13    0.00   0.0  0
 497  CONST_14  C6    C5   C4   C13  180.00   0.0  0
 497  CONST_15  C2    C3   C4   C13  180.00   0.0  0
 497  CONST_16  C10   C3   C4   C13    0.00   0.0  0
 497  CONST_17  C1    C6   C5   C4     0.00   0.0  0
 497  CONST_18  C1    C2   C3   C4     0.00   0.0  0
 497  CONST_19  C2    C3   C4   C5     0.00   0.0  0
 497  CONST_20  C10   C3   C4   C5   180.00   0.0  0
 497  CONST_21  C2    C1   C6   C5     0.00   0.0  0
 497  CONST_22  C3    C4   C5   C6     0.00   0.0  0
 497  CONST_23  C3    C2   C1   C6     0.00   0.0  0
 497  CONST_24  C10   C3   C2   C1   180.00   0.0  0
 497  CONST_25  N21   C22  C28  C27  180.00   0.0  0
 497  CONST_26  C25   C24  C22  N21  180.00   0.0  0
 497  CONST_27  C13   C12  C11  C20  180.00   0.0  0
 497  CONST_28  C3    C10  C11  C20  180.00   0.0  0
 497  CONST_29  C17   C6   C5   C4   180.00   0.0  0
 497  CONST_30  C17   C6   C1   C2   180.00   0.0  0
 497  CONST_31  H28   C28  C27  C39    0.00   0.0  0
 497  CONST_32  H25   C25  C26  C36    0.00   0.0  0
 497  CONST_33  H24   C24  C25  C26  180.00   0.0  0
 497  CONST_34  H13   C13  C12  C11  180.00   0.0  0
 497  CONST_35  H10   C10  C11  C12  180.00   0.0  0
 497  CONST_36  H5    C5   C4   C13    0.00   0.0  0
 497  CONST_37  H12   C12  C13  C4   180.00   0.0  0
 497  CONST_38  H2    C2   C3   C4   180.00   0.0  0
 497  CONST_39  H1    C1   C6   C5   180.00   0.0  0
 497  CONST_40  C11   C20  N21  C22  180.00   0.0  0
 497  CONST_44  O23   C20  N21  C22    0.00   0.0  0
 497  CONST_45  H181  N18  C17  C6   180.00   0.0  0
 497  CONST_47  H19   N19  C17  C6   180.00   0.0  0
 497  Var_01    C36   N37  C38  C39  -70.00  30.0  1
 497  Var_02    C26   C36  N37  C38   58.84  30.0  1
 497  Var_03    C27   C26  C36  N37  -23.40  30.0  1
 497  Var_04    C12   C11  C20  N21   25.52  30.0  2
 497  Var_05    N18   C17  C6   C5   155.75  30.0  2
 497  Var_06    H471  C47  C45  C39  175.22  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
 497  chir_01  C39  C45  C38  C27  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
 497  plan-1  C20   0.020
 497  plan-1  C11   0.020
 497  plan-1  C12   0.020
 497  plan-1  C13   0.020
 497  plan-1  C4    0.020
 497  plan-1  C5    0.020
 497  plan-1  C6    0.020
 497  plan-1  C1    0.020
 497  plan-1  C2    0.020
 497  plan-1  C3    0.020
 497  plan-1  C10   0.020
 497  plan-1  C17   0.020
 497  plan-1  H12   0.020
 497  plan-1  H13   0.020
 497  plan-1  H5    0.020
 497  plan-1  H1    0.020
 497  plan-1  H2    0.020
 497  plan-1  H10   0.020
 497  plan-2  C39   0.020
 497  plan-2  C36   0.020
 497  plan-2  C26   0.020
 497  plan-2  C27   0.020
 497  plan-2  C28   0.020
 497  plan-2  C22   0.020
 497  plan-2  N21   0.020
 497  plan-2  C24   0.020
 497  plan-2  C25   0.020
 497  plan-2  H28   0.020
 497  plan-2  H24   0.020
 497  plan-2  H25   0.020
 497  plan-3  C22   0.020
 497  plan-3  N21   0.020
 497  plan-3  C20   0.020
 497  plan-3  O23   0.020
 497  plan-3  C11   0.020
 497  plan-3  H21   0.020
 497  plan-4  C6    0.020
 497  plan-4  C17   0.020
 497  plan-4  N18   0.020
 497  plan-4  N19   0.020
 497  plan-4  H181  0.020
 497  plan-4  H182  0.020
 497  plan-4  H19   0.020

