# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:24:33 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: 6-carbamimidoyl-N-[(1S)-1-(1-methylethyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]naphthalene-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@@H]1NCCc2ccc(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
 303  303  6-carbamimidoyl-N-[(1S)-1-(1-methylethyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]naphthalene-2-carboxamide  ligand  55  29  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_303
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
 303  N18   N  N     0  -0.649   2.3684   0.2543  -7.8806
 303  C17   C  C     0   0.341   1.1234  -0.0242  -7.8183
 303  N19   N  NH2   0  -0.823   0.2949  -0.2581  -8.8770
 303  C4    C  CR6   0   0.050   0.4895  -0.1648  -6.4767
 303  C5    C  CR16  0  -0.347   1.0323   0.4943  -5.4023
 303  C6    C  CR66  0   0.142   0.4538   0.3956  -4.1201
 303  C10   C  CR16  0  -0.298   0.9877   1.0801  -3.0034
 303  C11   C  CR16  0  -0.299   0.4105   0.9668  -1.7709
 303  C12   C  CR6   0  -0.046  -0.7431   0.1651  -1.5857
 303  C13   C  CR16  0  -0.334  -1.2885  -0.4924  -2.6599
 303  C1    C  CR66  0   0.136  -0.7028  -0.4038  -3.9396
 303  C2    C  CR16  0  -0.297  -1.2379  -1.0871  -5.0550
 303  C3    C  CR16  0  -0.290  -0.6604  -0.9707  -6.2877
 303  C20   C  C     0   0.535  -1.4299   0.0287  -0.2648
 303  O21   O  O     0  -0.463  -2.6228  -0.2179  -0.2002
 303  N22   N  NH1   0  -0.765  -0.6274   0.1818   0.8151
 303  C23   C  CR6   0   0.396  -0.9624   0.1589   2.1757
 303  C28   C  CR16  0  -0.426   0.0949   0.2467   3.0776
 303  C27   C  CR66  0   0.109  -0.1057   0.2512   4.4535
 303  C26   C  CR66  0   0.042  -1.4107   0.2025   4.9472
 303  C25   C  CR16  0  -0.296  -2.4616   0.1126   4.0397
 303  C24   C  CR16  0  -0.323  -2.2649   0.0801   2.6698
 303  C32   C  C     0  -0.483  -1.6741   0.3020   6.4229
 303  C33   C  C     0  -0.306  -0.5013   0.9748   7.1081
 303  N34   N  NR16  0  -0.614   0.7016   0.2447   6.7661
 303  C35   C  CR16  0  -0.086   1.0947   0.3641   5.3739
 303  C40   C  CH1   0  -0.241   2.1780  -0.6859   5.0525
 303  C42   C  CH3   0  -0.675   3.4190  -0.4777   5.9170
 303  C46   C  CH3   0  -0.646   1.6577  -2.1120   5.1810
 303  H18   H  H     0   0.325   2.6712   0.3661  -8.8444
 303  H191  H  HNH2  0   0.393   0.6433  -0.0409  -9.7972
 303  H192  H  HNH2  0   0.397  -0.6900  -0.0813  -8.7675
 303  H5    H  HCR6  0   0.258   1.9127   1.1098  -5.5385
 303  H10   H  HCR6  0   0.265   1.8600   1.7076  -3.1361
 303  H11   H  HCR6  0   0.264   0.8312   1.5298  -0.9472
 303  H13   H  HCR6  0   0.263  -2.1769  -1.0989  -2.5336
 303  H2    H  HCR6  0   0.263  -2.1125  -1.7117  -4.9224
 303  H3    H  HCR6  0   0.264  -1.0808  -1.5215  -7.1189
 303  H22   H  HNH1  0   0.422   0.3611   0.2704   0.6366
 303  H28   H  HCR6  0   0.260   1.1047   0.3206   2.6880
 303  H25   H  HCR6  0   0.247  -3.4781   0.0792   4.4157
 303  H24   H  HCR6  0   0.276  -3.1137   0.0131   2.0103
 303  H321  H  H     0   0.240  -1.8211  -0.6933   6.8536
 303  H322  H  H     0   0.238  -2.5952   0.8614   6.6009
 303  H331  H  H     0   0.237  -0.6282   0.9491   8.1914
 303  H332  H  H     0   0.194  -0.4638   2.0360   6.8132
 303  H34   H  HNR6  0   0.358   1.4652   0.5597   7.3485
 303  H35   H  HCR6  0   0.223   1.5403   1.3553   5.1713
 303  H40   H  HCH1  0   0.225   2.4873  -0.5220   4.0158
 303  H421  H  HCH3  0   0.235   4.2322  -1.1211   5.5778
 303  H422  H  HCH3  0   0.226   3.7749   0.5539   5.8689
 303  H423  H  HCH3  0   0.218   3.2334  -0.7238   6.9647
 303  H461  H  HCH3  0   0.218   1.3172  -2.3084   6.1976
 303  H462  H  HCH3  0   0.225   0.8237  -2.3026   4.5044
 303  H463  H  HCH3  0   0.221   2.4437  -2.8311   4.9437

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
 303  N18  C17   double    1.277  0.020  1.277
 303  N18  H18   single    0.890  0.020  1.040
 303  C17  N19   single    1.365  0.020  1.365
 303  C17  C4    single    1.490  0.020  1.490
 303  N19  H191  single    0.890  0.020  1.040
 303  N19  H192  single    0.890  0.020  1.040
 303  C4   C5    aromatic  1.372  0.020  1.372
 303  C4   C3    aromatic  1.417  0.020  1.417
 303  C5   C6    aromatic  1.410  0.020  1.410
 303  C5   H5    single    0.930  0.020  1.080
 303  C6   C10   aromatic  1.414  0.020  1.414
 303  C6   C1    aromatic  1.418  0.020  1.418
 303  C10  C11   aromatic  1.366  0.020  1.366
 303  C10  H10   single    0.930  0.020  1.080
 303  C11  C12   aromatic  1.417  0.020  1.417
 303  C11  H11   single    0.930  0.020  1.080
 303  C12  C13   aromatic  1.372  0.020  1.372
 303  C12  C20   single    1.495  0.020  1.495
 303  C13  C1    aromatic  1.410  0.020  1.410
 303  C13  H13   single    0.930  0.020  1.080
 303  C1   C2    aromatic  1.413  0.020  1.413
 303  C2   C3    aromatic  1.366  0.020  1.366
 303  C2   H2    single    0.930  0.020  1.080
 303  C3   H3    single    0.930  0.020  1.080
 303  C20  O21   double    1.220  0.020  1.220
 303  C20  N22   single    1.354  0.020  1.354
 303  N22  C23   single    1.401  0.020  1.401
 303  N22  H22   single    0.860  0.020  1.020
 303  C23  C28   aromatic  1.393  0.020  1.393
 303  C23  C24   aromatic  1.395  0.020  1.395
 303  C28  C27   aromatic  1.390  0.020  1.390
 303  C28  H28   single    0.930  0.020  1.080
 303  C27  C26   aromatic  1.396  0.020  1.396
 303  C27  C35   single    1.517  0.020  1.517
 303  C26  C25   aromatic  1.391  0.020  1.391
 303  C26  C32   single    1.502  0.020  1.502
 303  C25  C24   aromatic  1.384  0.020  1.384
 303  C25  H25   single    0.930  0.020  1.080
 303  C24  H24   single    0.930  0.020  1.080
 303  C32  C33   single    1.516  0.020  1.516
 303  C32  H321  single    0.970  0.020  1.090
 303  C32  H322  single    0.970  0.020  1.090
 303  C33  N34   single    1.448  0.020  1.448
 303  C33  H331  single    0.970  0.020  1.090
 303  C33  H332  single    0.970  0.020  1.090
 303  N34  C35   single    1.452  0.020  1.452
 303  N34  H34   single    0.890  0.020  1.040
 303  C35  C40   single    1.542  0.020  1.542
 303  C35  H35   single    0.970  0.020  1.090
 303  C40  C42   single    1.527  0.020  1.527
 303  C40  C46   single    1.524  0.020  1.524
 303  C40  H40   single    0.970  0.020  1.090
 303  C42  H421  single    0.970  0.020  1.090
 303  C42  H422  single    0.970  0.020  1.090
 303  C42  H423  single    0.970  0.020  1.090
 303  C46  H461  single    0.970  0.020  1.090
 303  C46  H462  single    0.970  0.020  1.090
 303  C46  H463  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
 303  H18   N18  C17   111.14  3.000
 303  C4    C17  N19   115.08  3.000
 303  C4    C17  N18   118.62  3.000
 303  N19   C17  N18   126.25  3.000
 303  H192  N19  H191  113.57  3.000
 303  H192  N19  C17   118.65  3.000
 303  H191  N19  C17   117.49  3.000
 303  C3    C4   C5    119.33  3.000
 303  C3    C4   C17   121.26  3.000
 303  C5    C4   C17   119.41  3.000
 303  H5    C5   C6    119.19  3.000
 303  H5    C5   C4    119.74  3.000
 303  C6    C5   C4    121.06  3.000
 303  C1    C6   C10   118.71  3.000
 303  C1    C6   C5    119.34  3.000
 303  C10   C6   C5    121.95  3.000
 303  H10   C10  C11   119.95  3.000
 303  H10   C10  C6    119.19  3.000
 303  C11   C10  C6    120.85  3.000
 303  H11   C11  C12   120.74  3.000
 303  H11   C11  C10   118.63  3.000
 303  C12   C11  C10   120.59  3.000
 303  C20   C12  C13   117.73  3.000
 303  C20   C12  C11   122.76  3.000
 303  C13   C12  C11   119.49  3.000
 303  H13   C13  C1    118.80  3.000
 303  H13   C13  C12   120.19  3.000
 303  C1    C13  C12   121.00  3.000
 303  C2    C1   C13   121.91  3.000
 303  C2    C1   C6    118.76  3.000
 303  C13   C1   C6    119.33  3.000
 303  H2    C2   C3    120.07  3.000
 303  H2    C2   C1    119.21  3.000
 303  C3    C2   C1    120.72  3.000
 303  H3    C3   C2    119.04  3.000
 303  H3    C3   C4    120.15  3.000
 303  C2    C3   C4    120.79  3.000
 303  N22   C20  O21   124.07  3.000
 303  N22   C20  C12   114.97  3.000
 303  O21   C20  C12   120.96  3.000
 303  H22   N22  C23   114.06  3.000
 303  H22   N22  C20   116.72  3.000
 303  C23   N22  C20   129.11  3.000
 303  C24   C23  C28   118.88  3.000
 303  C24   C23  N22   124.60  3.000
 303  C28   C23  N22   116.50  3.000
 303  H28   C28  C27   119.31  3.000
 303  H28   C28  C23   118.58  3.000
 303  C27   C28  C23   122.11  3.000
 303  C35   C27  C26   121.85  3.000
 303  C35   C27  C28   119.11  3.000
 303  C26   C27  C28   118.99  3.000
 303  C32   C26  C25   120.83  3.000
 303  C32   C26  C27   120.60  3.000
 303  C25   C26  C27   118.52  3.000
 303  H25   C25  C24   118.39  3.000
 303  H25   C25  C26   118.94  3.000
 303  C24   C25  C26   122.66  3.000
 303  H24   C24  C25   119.70  3.000
 303  H24   C24  C23   121.49  3.000
 303  C25   C24  C23   118.79  3.000
 303  H322  C32  H321  106.76  3.000
 303  H322  C32  C33   110.58  3.000
 303  H321  C32  C33   109.25  3.000
 303  H322  C32  C26   109.99  3.000
 303  H321  C32  C26   110.48  3.000
 303  C33   C32  C26   109.74  3.000
 303  H332  C33  H331  107.00  3.000
 303  H332  C33  N34   113.21  3.000
 303  H331  C33  N34   108.61  3.000
 303  H332  C33  C32   109.44  3.000
 303  H331  C33  C32   110.39  3.000
 303  N34   C33  C32   108.19  3.000
 303  H34   N34  C35   108.81  3.000
 303  H34   N34  C33   109.53  3.000
 303  C35   N34  C33   114.20  3.000
 303  H35   C35  C40   106.80  3.000
 303  H35   C35  N34   111.02  3.000
 303  C40   C35  N34   109.51  3.000
 303  H35   C35  C27   105.94  3.000
 303  C40   C35  C27   112.25  3.000
 303  N34   C35  C27   111.19  3.000
 303  H40   C40  C46   108.46  3.000
 303  H40   C40  C42   106.63  3.000
 303  C46   C40  C42   110.95  3.000
 303  H40   C40  C35   107.10  3.000
 303  C46   C40  C35   112.32  3.000
 303  C42   C40  C35   111.11  3.000
 303  H423  C42  H422  108.08  3.000
 303  H423  C42  H421  106.98  3.000
 303  H422  C42  H421  107.48  3.000
 303  H423  C42  C40   111.98  3.000
 303  H422  C42  C40   111.64  3.000
 303  H421  C42  C40   110.46  3.000
 303  H463  C46  H462  107.50  3.000
 303  H463  C46  H461  108.00  3.000
 303  H462  C46  H461  107.96  3.000
 303  H463  C46  C40   110.64  3.000
 303  H462  C46  C40   111.86  3.000
 303  H461  C46  C40   110.73  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
 303  CONST_01  C10   C6   C5   C4    180.00   0.0  0
 303  CONST_02  C1    C6   C5   C4      0.00   0.0  0
 303  CONST_03  C1    C2   C3   C4      0.00   0.0  0
 303  CONST_04  C2    C3   C4   C5      0.00   0.0  0
 303  CONST_05  C11   C10  C6   C5    180.00   0.0  0
 303  CONST_06  C13   C1   C6   C5    180.00   0.0  0
 303  CONST_07  C2    C1   C6   C5      0.00   0.0  0
 303  CONST_08  C3    C4   C5   C6      0.00   0.0  0
 303  CONST_09  C12   C11  C10  C6      0.00   0.0  0
 303  CONST_10  C12   C13  C1   C6      0.00   0.0  0
 303  CONST_11  C3    C2   C1   C6      0.00   0.0  0
 303  CONST_12  C13   C1   C6   C10     0.00   0.0  0
 303  CONST_13  C2    C1   C6   C10   180.00   0.0  0
 303  CONST_14  C13   C12  C11  C10     0.00   0.0  0
 303  CONST_15  C1    C6   C10  C11     0.00   0.0  0
 303  CONST_16  C1    C13  C12  C11     0.00   0.0  0
 303  CONST_17  C2    C1   C13  C12   180.00   0.0  0
 303  CONST_18  C3    C2   C1   C13   180.00   0.0  0
 303  CONST_19  C26   C27  C28  C23     0.00   0.0  0
 303  CONST_20  C26   C25  C24  C23     0.00   0.0  0
 303  CONST_21  C25   C24  C23  C28     0.00   0.0  0
 303  CONST_22  C25   C26  C27  C28     0.00   0.0  0
 303  CONST_23  C24   C23  C28  C27     0.00   0.0  0
 303  CONST_24  C24   C25  C26  C27     0.00   0.0  0
 303  CONST_25  C6    C5   C4   C17   180.00   0.0  0
 303  CONST_26  C2    C3   C4   C17   180.00   0.0  0
 303  CONST_27  C20   C12  C11  C10   180.00   0.0  0
 303  CONST_28  C20   C12  C13  C1    180.00   0.0  0
 303  CONST_29  C27   C28  C23  N22   180.00   0.0  0
 303  CONST_30  C25   C24  C23  N22   180.00   0.0  0
 303  CONST_31  H2    C2   C3   C4    180.00   0.0  0
 303  CONST_32  H3    C3   C4   C5    180.00   0.0  0
 303  CONST_33  H10   C10  C6   C5      0.00   0.0  0
 303  CONST_34  H11   C11  C10  C6    180.00   0.0  0
 303  CONST_35  H13   C13  C1   C6    180.00   0.0  0
 303  CONST_36  H5    C5   C6   C10     0.00   0.0  0
 303  CONST_37  H25   C25  C24  C23   180.00   0.0  0
 303  CONST_38  H24   C24  C23  C28   180.00   0.0  0
 303  CONST_39  H28   C28  C27  C26   180.00   0.0  0
 303  CONST_40  C23   N22  C20  C12   180.00   0.0  0
 303  CONST_41  C28   C23  N22  C20   180.00   0.0  0
 303  CONST_42  C24   C23  N22  C20     0.00   0.0  0
 303  CONST_43  H22   N22  C23  C28     0.00   0.0  0
 303  CONST_44  C23   N22  C20  O21     0.00   0.0  0
 303  CONST_45  H18   N18  C17  C4    180.00   0.0  0
 303  CONST_46  H191  N19  C17  C4    180.00   0.0  0
 303  Var_01    C33   C32  C26  C27    22.09  30.0  1
 303  Var_02    N34   C33  C32  C26   -54.72  30.0  1
 303  Var_03    C35   N34  C33  C32    68.65  30.0  1
 303  Var_04    C5    C4   C17  N18    25.98  30.0  2
 303  Var_05    O21   C20  C12  C11   152.40  30.0  2
 303  Var_06    H421  C42  C40  C35  -171.21  30.0  3
 303  Var_07    H461  C46  C40  C35   -60.54  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
 303  chir_01  C35  C27  N34  C40  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
 303  plan-1  C17   0.020
 303  plan-1  C4    0.020
 303  plan-1  C5    0.020
 303  plan-1  C6    0.020
 303  plan-1  C10   0.020
 303  plan-1  C11   0.020
 303  plan-1  C12   0.020
 303  plan-1  C13   0.020
 303  plan-1  C1    0.020
 303  plan-1  C2    0.020
 303  plan-1  C3    0.020
 303  plan-1  C20   0.020
 303  plan-1  H5    0.020
 303  plan-1  H10   0.020
 303  plan-1  H11   0.020
 303  plan-1  H13   0.020
 303  plan-1  H2    0.020
 303  plan-1  H3    0.020
 303  plan-2  N22   0.020
 303  plan-2  C23   0.020
 303  plan-2  C28   0.020
 303  plan-2  C27   0.020
 303  plan-2  C26   0.020
 303  plan-2  C25   0.020
 303  plan-2  C24   0.020
 303  plan-2  C32   0.020
 303  plan-2  C35   0.020
 303  plan-2  H28   0.020
 303  plan-2  H25   0.020
 303  plan-2  H24   0.020
 303  plan-3  C12   0.020
 303  plan-3  C20   0.020
 303  plan-3  O21   0.020
 303  plan-3  N22   0.020
 303  plan-3  C23   0.020
 303  plan-3  H22   0.020
 303  plan-4  N18   0.020
 303  plan-4  C17   0.020
 303  plan-4  N19   0.020
 303  plan-4  C4    0.020
 303  plan-4  H18   0.020
 303  plan-4  H191  0.020
 303  plan-4  H192  0.020

