# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 14:30:29 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 9-amino-N-[3-(dimethylamino)propyl]acridine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCCNC(=O)c1cccc2c(N)c3ccccc3nc12
#
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
 7AD  7AD  9-amino-N-[3-(dimethylamino)propyl]acridine-4-carboxamide  ligand  46  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7AD
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
 7AD  C1    C  CR16  0  -0.307  -1.8342   -1.9630  -0.6767
 7AD  C2    C  CR16  0  -0.245  -0.9978   -1.9622   0.4005
 7AD  C3    C  CR16  0  -0.290   0.2627   -2.5766   0.3048
 7AD  C4    C  CR6   0  -0.123   0.6944   -3.1858  -0.8451
 7AD  C5    C  CR16  0  -0.305  -0.1266   -4.5583  -5.3197
 7AD  C6    C  CR16  0  -0.255  -0.9037   -4.6475  -6.4362
 7AD  C7    C  CR16  0  -0.258  -2.1851   -4.0517  -6.4667
 7AD  C8    C  CR16  0  -0.310  -2.6522   -3.3825  -5.3726
 7AD  C9    C  CR6   0   0.430  -2.3124   -2.5883  -3.0284
 7AD  N10   N  N     0  -0.605   0.2282   -3.8220  -3.1052
 7AD  C11   C  CR66  0   0.018  -1.4544   -2.5793  -1.8913
 7AD  C12   C  CR66  0   0.229  -0.1762   -3.2105  -1.9935
 7AD  C13   C  CR66  0   0.008  -1.8709   -3.2718  -4.1945
 7AD  C14   C  CR66  0   0.221  -0.5838   -3.8694  -4.1638
 7AD  N1    N  NH2   0  -0.853  -3.5032   -1.9871  -3.0009
 7AD  C10   C  C     0   0.541   2.0773   -3.7861  -0.7925
 7AD  O1    O  O     0  -0.509   2.6819   -3.8475   0.2758
 7AD  N2    N  NH1   0  -0.660   2.6000   -4.1971  -1.9511
 7AD  C15   C  CH2   0  -0.313   3.8829   -4.8512  -2.0591
 7AD  C16   C  CH2   0  -0.452   3.8137   -6.3629  -1.8599
 7AD  C17   C  CH2   0  -0.258   2.9121   -7.0367  -2.8861
 7AD  N3    N  NT    0  -0.406   3.0239   -8.4842  -2.9016
 7AD  C18   C  CH3   0  -0.519   2.3089   -9.0398  -4.0300
 7AD  C19   C  CH3   0  -0.525   2.5743   -9.0891  -1.6662
 7AD  H1    H  HCR6  0   0.253  -2.7993   -1.4848  -0.5725
 7AD  H2    H  HCR6  0   0.265  -1.2979   -1.4906   1.3258
 7AD  H3    H  HCR6  0   0.265   0.9150   -2.5673   1.1672
 7AD  H5    H  HCR6  0   0.256   0.8547   -5.0146  -5.2832
 7AD  H6    H  HCR6  0   0.265  -0.5415   -5.1799  -7.3061
 7AD  H7    H  HCR6  0   0.264  -2.7961   -4.1283  -7.3556
 7AD  H8    H  HCR6  0   0.250  -3.6398   -2.9436  -5.4290
 7AD  HN11  H  HNH2  0   0.421  -3.8028   -1.4263  -2.2245
 7AD  HN12  H  HNH2  0   0.421  -4.0749   -1.9134  -3.8226
 7AD  HN2   H  HNH1  0   0.420   1.9615   -4.1903  -2.7470
 7AD  H151  H  HCH2  0   0.248   4.5740   -4.4140  -1.3390
 7AD  H152  H  HCH2  0   0.242   4.2772   -4.6307  -3.0535
 7AD  H161  H  HCH2  0   0.232   3.4773   -6.5700  -0.8414
 7AD  H162  H  HCH2  0   0.229   4.8261   -6.7659  -1.9529
 7AD  H171  H  HCH2  0   0.221   3.1910   -6.6736  -3.8816
 7AD  H172  H  HCH2  0   0.186   1.8665   -6.7181  -2.7254
 7AD  H181  H  HCH3  0   0.231   2.6914   -8.6209  -4.9621
 7AD  H182  H  HCH3  0   0.188   1.2243   -8.8476  -3.9978
 7AD  H183  H  HCH3  0   0.231   2.4506  -10.1213  -4.0663
 7AD  H191  H  HCH3  0   0.188   1.5232   -8.8576  -1.4287
 7AD  H192  H  HCH3  0   0.236   3.1856   -8.7632  -0.8245
 7AD  H193  H  HCH3  0   0.232   2.6671  -10.1739  -1.7336

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
 7AD  C1   C2    aromatic  1.364  0.020  1.364
 7AD  C1   C11   aromatic  1.414  0.020  1.414
 7AD  C1   H1    single    0.930  0.020  1.080
 7AD  C2   C3    aromatic  1.406  0.020  1.406
 7AD  C2   H2    single    0.930  0.020  1.080
 7AD  C3   C4    aromatic  1.371  0.020  1.371
 7AD  C3   H3    single    0.930  0.020  1.080
 7AD  C4   C12   aromatic  1.441  0.020  1.441
 7AD  C4   C10   single    1.509  0.020  1.509
 7AD  C5   C6    aromatic  1.363  0.020  1.363
 7AD  C5   C14   aromatic  1.421  0.020  1.421
 7AD  C5   H5    single    0.930  0.020  1.080
 7AD  C6   C7    aromatic  1.414  0.020  1.414
 7AD  C6   H6    single    0.930  0.020  1.080
 7AD  C7   C8    aromatic  1.365  0.020  1.365
 7AD  C7   H7    single    0.930  0.020  1.080
 7AD  C8   C13   aromatic  1.418  0.020  1.418
 7AD  C8   H8    single    0.930  0.020  1.080
 7AD  C9   C11   aromatic  1.424  0.020  1.424
 7AD  C9   C13   aromatic  1.422  0.020  1.422
 7AD  C9   N1    single    1.334  0.020  1.334
 7AD  N10  C12   aromatic  1.332  0.020  1.332
 7AD  N10  C14   aromatic  1.335  0.020  1.335
 7AD  C11  C12   aromatic  1.429  0.020  1.429
 7AD  C13  C14   aromatic  1.419  0.020  1.419
 7AD  N1   HN11  single    0.860  0.020  1.020
 7AD  N1   HN12  single    0.860  0.020  1.020
 7AD  C10  O1    double    1.229  0.020  1.229
 7AD  C10  N2    single    1.336  0.020  1.336
 7AD  N2   C15   single    1.444  0.020  1.444
 7AD  N2   HN2   single    0.860  0.020  1.020
 7AD  C15  C16   single    1.526  0.020  1.526
 7AD  C15  H151  single    0.970  0.020  1.090
 7AD  C15  H152  single    0.970  0.020  1.090
 7AD  C16  C17   single    1.523  0.020  1.523
 7AD  C16  H161  single    0.970  0.020  1.090
 7AD  C16  H162  single    0.970  0.020  1.090
 7AD  C17  N3    single    1.452  0.020  1.452
 7AD  C17  H171  single    0.970  0.020  1.090
 7AD  C17  H172  single    0.970  0.020  1.090
 7AD  N3   C18   single    1.447  0.020  1.447
 7AD  N3   C19   single    1.447  0.020  1.447
 7AD  C18  H181  single    0.970  0.020  1.090
 7AD  C18  H182  single    0.970  0.020  1.090
 7AD  C18  H183  single    0.970  0.020  1.090
 7AD  C19  H191  single    0.970  0.020  1.090
 7AD  C19  H192  single    0.970  0.020  1.090
 7AD  C19  H193  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
 7AD  H1    C1   C11   120.99  3.000
 7AD  H1    C1   C2    118.08  3.000
 7AD  C11   C1   C2    120.93  3.000
 7AD  H2    C2   C3    119.86  3.000
 7AD  H2    C2   C1    120.40  3.000
 7AD  C3    C2   C1    119.74  3.000
 7AD  H3    C3   C4    118.87  3.000
 7AD  H3    C3   C2    118.88  3.000
 7AD  C4    C3   C2    122.25  3.000
 7AD  C10   C4   C12   125.08  3.000
 7AD  C10   C4   C3    115.86  3.000
 7AD  C12   C4   C3    119.06  3.000
 7AD  H5    C5   C14   117.93  3.000
 7AD  H5    C5   C6    121.11  3.000
 7AD  C14   C5   C6    120.96  3.000
 7AD  H6    C6   C7    119.56  3.000
 7AD  H6    C6   C5    119.98  3.000
 7AD  C7    C6   C5    120.46  3.000
 7AD  H7    C7   C8    120.02  3.000
 7AD  H7    C7   C6    120.01  3.000
 7AD  C8    C7   C6    119.97  3.000
 7AD  H8    C8   C13   120.96  3.000
 7AD  H8    C8   C7    117.99  3.000
 7AD  C13   C8   C7    121.05  3.000
 7AD  N1    C9   C13   120.70  3.000
 7AD  N1    C9   C11   121.21  3.000
 7AD  C13   C9   C11   118.08  3.000
 7AD  C14   N10  C12   119.58  3.000
 7AD  C12   C11  C9    118.61  3.000
 7AD  C12   C11  C1    119.61  3.000
 7AD  C9    C11  C1    121.78  3.000
 7AD  C11   C12  N10   122.28  3.000
 7AD  C11   C12  C4    118.40  3.000
 7AD  N10   C12  C4    119.32  3.000
 7AD  C14   C13  C9    117.79  3.000
 7AD  C14   C13  C8    118.99  3.000
 7AD  C9    C13  C8    123.22  3.000
 7AD  C13   C14  N10   123.62  3.000
 7AD  C13   C14  C5    118.57  3.000
 7AD  N10   C14  C5    117.81  3.000
 7AD  HN12  N1   HN11  114.97  3.000
 7AD  HN12  N1   C9    121.64  3.000
 7AD  HN11  N1   C9    122.29  3.000
 7AD  N2    C10  O1    123.10  3.000
 7AD  N2    C10  C4    116.80  3.000
 7AD  O1    C10  C4    120.08  3.000
 7AD  HN2   N2   C15   120.03  3.000
 7AD  HN2   N2   C10   115.44  3.000
 7AD  C15   N2   C10   123.50  3.000
 7AD  H152  C15  H151  106.96  3.000
 7AD  H152  C15  C16   109.58  3.000
 7AD  H151  C15  C16   109.87  3.000
 7AD  H152  C15  N2    107.30  3.000
 7AD  H151  C15  N2    109.40  3.000
 7AD  C16   C15  N2    113.49  3.000
 7AD  H162  C16  H161  107.13  3.000
 7AD  H162  C16  C17   109.12  3.000
 7AD  H161  C16  C17   111.22  3.000
 7AD  H162  C16  C15   108.18  3.000
 7AD  H161  C16  C15   108.87  3.000
 7AD  C17   C16  C15   112.15  3.000
 7AD  H172  C17  H171  106.11  3.000
 7AD  H172  C17  N3    111.22  3.000
 7AD  H171  C17  N3    107.53  3.000
 7AD  H172  C17  C16   109.55  3.000
 7AD  H171  C17  C16   108.35  3.000
 7AD  N3    C17  C16   113.74  3.000
 7AD  C19   N3   C18   110.59  3.000
 7AD  C19   N3   C17   112.56  3.000
 7AD  C18   N3   C17   110.68  3.000
 7AD  H183  C18  H182  107.56  3.000
 7AD  H183  C18  H181  107.85  3.000
 7AD  H182  C18  H181  107.63  3.000
 7AD  H183  C18  N3    110.02  3.000
 7AD  H182  C18  N3    113.37  3.000
 7AD  H181  C18  N3    110.22  3.000
 7AD  H193  C19  H192  107.30  3.000
 7AD  H193  C19  H191  107.66  3.000
 7AD  H192  C19  H191  107.80  3.000
 7AD  H193  C19  N3    109.66  3.000
 7AD  H192  C19  N3    111.10  3.000
 7AD  H191  C19  N3    113.10  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
 7AD  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 7AD  CONST_02  C13   C9   C11  C1    180.00   0.0  0
 7AD  CONST_03  C4    C12  C11  C1      0.00   0.0  0
 7AD  CONST_04  N10   C12  C11  C1    180.00   0.0  0
 7AD  CONST_05  C9    C11  C1   C2    180.00   0.0  0
 7AD  CONST_06  C12   C11  C1   C2      0.00   0.0  0
 7AD  CONST_07  C12   C4   C3   C2      0.00   0.0  0
 7AD  CONST_08  C11   C1   C2   C3      0.00   0.0  0
 7AD  CONST_09  N10   C12  C4   C3    180.00   0.0  0
 7AD  CONST_10  C11   C12  C4   C3      0.00   0.0  0
 7AD  CONST_11  C14   N10  C12  C4    180.00   0.0  0
 7AD  CONST_12  C9    C11  C12  C4    180.00   0.0  0
 7AD  CONST_13  C8    C7   C6   C5      0.00   0.0  0
 7AD  CONST_14  C12   N10  C14  C5    180.00   0.0  0
 7AD  CONST_15  C8    C13  C14  C5      0.00   0.0  0
 7AD  CONST_16  C9    C13  C14  C5    180.00   0.0  0
 7AD  CONST_17  N10   C14  C5   C6    180.00   0.0  0
 7AD  CONST_18  C13   C14  C5   C6      0.00   0.0  0
 7AD  CONST_19  C13   C8   C7   C6      0.00   0.0  0
 7AD  CONST_20  C14   C5   C6   C7      0.00   0.0  0
 7AD  CONST_21  C9    C13  C8   C7    180.00   0.0  0
 7AD  CONST_22  C14   C13  C8   C7      0.00   0.0  0
 7AD  CONST_23  C11   C9   C13  C8    180.00   0.0  0
 7AD  CONST_24  N10   C14  C13  C8    180.00   0.0  0
 7AD  CONST_25  N10   C12  C11  C9      0.00   0.0  0
 7AD  CONST_26  N10   C14  C13  C9      0.00   0.0  0
 7AD  CONST_27  C14   C13  C9   C11     0.00   0.0  0
 7AD  CONST_28  C14   N10  C12  C11     0.00   0.0  0
 7AD  CONST_29  C13   C14  N10  C12     0.00   0.0  0
 7AD  CONST_30  C13   C9   C11  C12     0.00   0.0  0
 7AD  CONST_31  N1    C9   C11  C1      0.00   0.0  0
 7AD  CONST_32  C10   C4   C3   C2    180.00   0.0  0
 7AD  CONST_33  N1    C9   C13  C8      0.00   0.0  0
 7AD  CONST_34  C10   C4   C12  N10     0.00   0.0  0
 7AD  CONST_35  C10   C4   C12  C11   180.00   0.0  0
 7AD  CONST_36  N1    C9   C11  C12   180.00   0.0  0
 7AD  CONST_37  N1    C9   C13  C14   180.00   0.0  0
 7AD  CONST_38  H3    C3   C2   C1    180.00   0.0  0
 7AD  CONST_39  H1    C1   C2   C3    180.00   0.0  0
 7AD  CONST_40  H2    C2   C3   C4    180.00   0.0  0
 7AD  CONST_41  H7    C7   C6   C5    180.00   0.0  0
 7AD  CONST_42  H8    C8   C7   C6    180.00   0.0  0
 7AD  CONST_43  H5    C5   C6   C7    180.00   0.0  0
 7AD  CONST_44  H6    C6   C7   C8    180.00   0.0  0
 7AD  CONST_45  HN11  N1   C9   C11     0.00   0.0  0
 7AD  CONST_46  HN12  N1   C9   C11   180.00   0.0  0
 7AD  CONST_47  C15   N2   C10  C4    180.00   0.0  0
 7AD  CONST_48  HN2   N2   C10  C4      0.00   0.0  0
 7AD  CONST_49  C15   N2   C10  O1      0.00   0.0  0
 7AD  Var_01    O1    C10  C4   C3      8.29  30.0  2
 7AD  Var_02    C16   C15  N2   C10    86.54  30.0  3
 7AD  Var_03    C17   C16  C15  N2     59.95  30.0  3
 7AD  Var_04    N3    C17  C16  C15   168.48  30.0  3
 7AD  Var_05    C18   N3   C17  C16  -170.94  30.0  3
 7AD  Var_06    H181  C18  N3   C17    57.73  30.0  3
 7AD  Var_07    H191  C19  N3   C17    59.14  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
 7AD  plan-1  C1    0.020
 7AD  plan-1  C2    0.020
 7AD  plan-1  C3    0.020
 7AD  plan-1  C4    0.020
 7AD  plan-1  C5    0.020
 7AD  plan-1  C6    0.020
 7AD  plan-1  C7    0.020
 7AD  plan-1  C8    0.020
 7AD  plan-1  C9    0.020
 7AD  plan-1  N10   0.020
 7AD  plan-1  C11   0.020
 7AD  plan-1  C12   0.020
 7AD  plan-1  C13   0.020
 7AD  plan-1  C14   0.020
 7AD  plan-1  N1    0.020
 7AD  plan-1  C10   0.020
 7AD  plan-1  H1    0.020
 7AD  plan-1  H2    0.020
 7AD  plan-1  H3    0.020
 7AD  plan-1  H5    0.020
 7AD  plan-1  H6    0.020
 7AD  plan-1  H7    0.020
 7AD  plan-1  H8    0.020
 7AD  plan-2  C4    0.020
 7AD  plan-2  C10   0.020
 7AD  plan-2  O1    0.020
 7AD  plan-2  N2    0.020
 7AD  plan-2  C15   0.020
 7AD  plan-2  HN2   0.020
 7AD  plan-3  C9    0.020
 7AD  plan-3  N1    0.020
 7AD  plan-3  HN11  0.020
 7AD  plan-3  HN12  0.020

