# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 16:48:19 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: (4S,4aR)-4-(dimethylamino)-1,10,11,12-tetrahydroxy-3-oxo-3,4,4a,5-tetrahydrotetracene-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)[C@H]1[C@@H]2Cc3cc4cccc(O)c4c(O)c3C(=C2C(=C(C(N)=O)C1=O)O)O
#
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
 TNC  TNC  (4S,4aR)-4-(dimethylamino)-1,10,11,12-tetrahydroxy-3-oxo-3,4,4a,5-tetrahydrotetracene-2-carboxamide  ligand  49  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TNC
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
 TNC  C2    C  CR66  0   0.136  32.8498  26.4967  -5.7025
 TNC  C1    C  CR16  0  -0.357  33.7433  25.5270  -6.1934
 TNC  C6    C  CR16  0  -0.234  34.8568  25.9136  -6.8942
 TNC  C5    C  CR16  0  -0.368  35.1223  27.2652  -7.1349
 TNC  C4    C  CR6   0   0.370  34.2686  28.2455  -6.6726
 TNC  C3    C  CR66  0  -0.177  33.1002  27.8768  -5.9362
 TNC  O1    O  OH1   0  -0.632  34.5960  29.5152  -6.9489
 TNC  C8    C  CR66  0   0.108  30.8275  27.0304  -4.4771
 TNC  C7    C  CR16  0  -0.457  31.7014  26.1105  -4.9662
 TNC  C10   C  CR6   0   0.419  32.1668  28.8242  -5.4239
 TNC  C9    C  CR66  0  -0.123  31.0452  28.4166  -4.7133
 TNC  O2    O  OH1   0  -0.670  32.4263  30.1123  -5.6867
 TNC  C12   C  CR16  0  -0.332  28.4202  27.4766  -3.8945
 TNC  C11   C  C     0  -0.520  29.6612  26.6329  -3.6243
 TNC  C14   C  CR6   0   0.414  30.0344  29.3493  -4.2461
 TNC  C13   C  CR6   0  -0.165  28.7866  28.9373  -3.8587
 TNC  O3    O  OH1   0  -0.675  30.3756  30.6353  -4.2675
 TNC  C15   C  CH1   0  -0.202  27.3168  27.1765  -2.8619
 TNC  C16   C  C     0   0.406  26.1304  28.1330  -3.0369
 TNC  C17   C  C     0  -0.408  26.4479  29.5187  -3.2850
 TNC  C18   C  C     0   0.479  27.7842  29.9232  -3.5689
 TNC  O4    O  OH1   0  -0.656  28.0868  31.1671  -3.6191
 TNC  C19   C  C     0   0.641  25.4389  30.5321  -3.2046
 TNC  O5    O  O     0  -0.454  24.9851  27.7250  -2.8836
 TNC  N2    N  NH2   0  -0.796  24.1704  30.2583  -3.0110
 TNC  O6    O  O     0  -0.587  25.7476  31.7904  -3.3239
 TNC  N1    N  NT    0  -0.398  26.8557  25.8188  -2.7861
 TNC  C20   C  CH3   0  -0.519  27.5100  24.9393  -1.8498
 TNC  C21   C  CH3   0  -0.533  26.5087  25.1838  -4.0321
 TNC  HC1   H  HCR6  0   0.254  33.5394  24.4803  -6.0082
 TNC  HC6   H  HCR6  0   0.262  35.5464  25.1689  -7.2702
 TNC  HC5   H  HCR6  0   0.265  36.0051  27.5574  -7.6890
 TNC  HO1   H  HOH1  0   0.486  33.9267  30.1192  -6.5903
 TNC  HC7   H  HCR6  0   0.248  31.5335  25.0554  -4.7856
 TNC  HO2   H  HOH1  0   0.505  31.7575  30.6896  -5.2659
 TNC  HC12  H  HCR6  0   0.268  28.0401  27.2304  -4.8962
 TNC  H111  H  H     0   0.259  29.9447  26.7528  -2.5711
 TNC  H112  H  H     0   0.264  29.4580  25.5737  -3.7787
 TNC  HO3   H  HOH1  0   0.505  29.5422  31.1576  -4.0249
 TNC  HC15  H  HCH1  0   0.280  27.7313  27.4370  -1.8778
 TNC  HO4   H  HOH1  0   0.504  26.7543  31.8327  -3.4478
 TNC  HN21  H  HNH2  0   0.421  23.4896  30.9967  -2.9277
 TNC  HN22  H  HNH2  0   0.434  23.8969  29.2891  -2.9116
 TNC  H201  H  HCH3  0   0.234  27.7147  25.4662  -0.9176
 TNC  H202  H  HCH3  0   0.231  26.8491  24.1010  -1.6141
 TNC  H203  H  HCH3  0   0.196  28.4573  24.5074  -2.2017
 TNC  H211  H  HCH3  0   0.198  27.3738  24.8310  -4.6134
 TNC  H212  H  HCH3  0   0.235  25.8808  24.3123  -3.8349
 TNC  H213  H  HCH3  0   0.238  25.9347  25.8583  -4.6668

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
 TNC  C2   C1    aromatic  1.407  0.020  1.407
 TNC  C2   C3    aromatic  1.422  0.020  1.422
 TNC  C2   C7    aromatic  1.418  0.020  1.418
 TNC  C1   C6    aromatic  1.371  0.020  1.371
 TNC  C1   HC1   single    0.930  0.020  1.080
 TNC  C6   C5    aromatic  1.398  0.020  1.398
 TNC  C6   HC6   single    0.930  0.020  1.080
 TNC  C5   C4    aromatic  1.380  0.020  1.380
 TNC  C5   HC5   single    0.930  0.020  1.080
 TNC  C4   C3    aromatic  1.429  0.020  1.429
 TNC  C4   O1    single    1.340  0.020  1.340
 TNC  C3   C10   aromatic  1.425  0.020  1.425
 TNC  O1   HO1   single    0.850  0.020  0.980
 TNC  C8   C7    aromatic  1.360  0.020  1.360
 TNC  C8   C9    aromatic  1.423  0.020  1.423
 TNC  C8   C11   single    1.498  0.020  1.498
 TNC  C7   HC7   single    0.930  0.020  1.080
 TNC  C10  C9    aromatic  1.389  0.020  1.389
 TNC  C10  O2    single    1.340  0.020  1.340
 TNC  C9   C14   single    1.453  0.020  1.453
 TNC  O2   HO2   single    0.850  0.020  0.980
 TNC  C12  C11   single    1.525  0.020  1.525
 TNC  C12  C13   single    1.506  0.020  1.506
 TNC  C12  C15   single    1.541  0.020  1.541
 TNC  C12  HC12  single    0.970  0.020  1.090
 TNC  C11  H111  single    0.970  0.020  1.090
 TNC  C11  H112  single    0.970  0.020  1.090
 TNC  C14  C13   double    1.370  0.020  1.370
 TNC  C14  O3    single    1.331  0.020  1.331
 TNC  C13  C18   single    1.436  0.020  1.436
 TNC  O3   HO3   single    0.850  0.020  0.980
 TNC  C15  C16   single    1.534  0.020  1.534
 TNC  C15  N1    single    1.436  0.020  1.436
 TNC  C15  HC15  single    0.970  0.020  1.090
 TNC  C16  C17   single    1.443  0.020  1.443
 TNC  C16  O5    double    1.225  0.020  1.225
 TNC  C17  C18   double    1.425  0.020  1.425
 TNC  C17  C19   single    1.432  0.020  1.432
 TNC  C18  O4    single    1.281  0.020  1.281
 TNC  O4   HO4   single    0.850  0.020  0.980
 TNC  C19  N2    single    1.312  0.020  1.312
 TNC  C19  O6    double    1.301  0.020  1.301
 TNC  N2   HN21  single    0.860  0.020  1.020
 TNC  N2   HN22  single    0.860  0.020  1.020
 TNC  N1   C20   single    1.442  0.020  1.442
 TNC  N1   C21   single    1.441  0.020  1.441
 TNC  C20  H201  single    0.970  0.020  1.090
 TNC  C20  H202  single    0.970  0.020  1.090
 TNC  C20  H203  single    0.970  0.020  1.090
 TNC  C21  H211  single    0.970  0.020  1.090
 TNC  C21  H212  single    0.970  0.020  1.090
 TNC  C21  H213  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
 TNC  C7    C2   C3    119.49  3.000
 TNC  C7    C2   C1    120.52  3.000
 TNC  C3    C2   C1    119.98  3.000
 TNC  HC1   C1   C6    120.87  3.000
 TNC  HC1   C1   C2    119.15  3.000
 TNC  C6    C1   C2    119.97  3.000
 TNC  HC6   C6   C5    118.97  3.000
 TNC  HC6   C6   C1    120.05  3.000
 TNC  C5    C6   C1    120.98  3.000
 TNC  HC5   C5   C4    118.97  3.000
 TNC  HC5   C5   C6    120.26  3.000
 TNC  C4    C5   C6    120.77  3.000
 TNC  O1    C4   C3    123.39  3.000
 TNC  O1    C4   C5    116.94  3.000
 TNC  C3    C4   C5    119.68  3.000
 TNC  C10   C3   C4    123.30  3.000
 TNC  C10   C3   C2    118.09  3.000
 TNC  C4    C3   C2    118.62  3.000
 TNC  HO1   O1   C4    110.19  3.000
 TNC  C11   C8   C9    118.16  3.000
 TNC  C11   C8   C7    121.70  3.000
 TNC  C9    C8   C7    120.06  3.000
 TNC  HC7   C7   C8    119.95  3.000
 TNC  HC7   C7   C2    118.51  3.000
 TNC  C8    C7   C2    121.54  3.000
 TNC  O2    C10  C9    122.60  3.000
 TNC  O2    C10  C3    116.21  3.000
 TNC  C9    C10  C3    121.17  3.000
 TNC  C14   C9   C10   122.55  3.000
 TNC  C14   C9   C8    117.76  3.000
 TNC  C10   C9   C8    119.63  3.000
 TNC  HO2   O2   C10   110.52  3.000
 TNC  HC12  C12  C15   108.63  3.000
 TNC  HC12  C12  C13   108.84  3.000
 TNC  C15   C12  C13   110.32  3.000
 TNC  HC12  C12  C11   108.60  3.000
 TNC  C15   C12  C11   110.88  3.000
 TNC  C13   C12  C11   109.53  3.000
 TNC  H112  C11  H111  106.88  3.000
 TNC  H112  C11  C12   111.16  3.000
 TNC  H111  C11  C12   108.66  3.000
 TNC  H112  C11  C8    108.81  3.000
 TNC  H111  C11  C8    108.43  3.000
 TNC  C12   C11  C8    112.70  3.000
 TNC  O3    C14  C13   121.92  3.000
 TNC  O3    C14  C9    115.91  3.000
 TNC  C13   C14  C9    122.11  3.000
 TNC  C18   C13  C14   119.11  3.000
 TNC  C18   C13  C12   120.05  3.000
 TNC  C14   C13  C12   120.43  3.000
 TNC  HO3   O3   C14   106.47  3.000
 TNC  HC15  C15  N1    107.33  3.000
 TNC  HC15  C15  C16   104.24  3.000
 TNC  N1    C15  C16   110.32  3.000
 TNC  HC15  C15  C12   106.49  3.000
 TNC  N1    C15  C12   116.72  3.000
 TNC  C16   C15  C12   110.85  3.000
 TNC  O5    C16  C17   123.15  3.000
 TNC  O5    C16  C15   120.07  3.000
 TNC  C17   C16  C15   116.63  3.000
 TNC  C19   C17  C18   118.10  3.000
 TNC  C19   C17  C16   120.98  3.000
 TNC  C18   C17  C16   120.88  3.000
 TNC  O4    C18  C17   120.33  3.000
 TNC  O4    C18  C13   119.60  3.000
 TNC  C17   C18  C13   120.01  3.000
 TNC  HO4   O4   C18   102.51  3.000
 TNC  O6    C19  N2    116.40  3.000
 TNC  O6    C19  C17   120.80  3.000
 TNC  N2    C19  C17   122.80  3.000
 TNC  HN22  N2   HN21  120.73  3.000
 TNC  HN22  N2   C19   118.40  3.000
 TNC  HN21  N2   C19   120.83  3.000
 TNC  C21   N1   C20   113.71  3.000
 TNC  C21   N1   C15   116.64  3.000
 TNC  C20   N1   C15   117.74  3.000
 TNC  H203  C20  H202  106.79  3.000
 TNC  H203  C20  H201  107.57  3.000
 TNC  H202  C20  H201  107.44  3.000
 TNC  H203  C20  N1    115.03  3.000
 TNC  H202  C20  N1    109.48  3.000
 TNC  H201  C20  N1    110.23  3.000
 TNC  H213  C21  H212  107.23  3.000
 TNC  H213  C21  H211  107.75  3.000
 TNC  H212  C21  H211  106.95  3.000
 TNC  H213  C21  N1    110.96  3.000
 TNC  H212  C21  N1    109.51  3.000
 TNC  H211  C21  N1    114.13  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
 TNC  CONST_01  C5    C6   C1   C2      0.00   0.0  0
 TNC  CONST_02  C5    C4   C3   C2      0.00   0.0  0
 TNC  CONST_03  C9    C10  C3   C2      0.00   0.0  0
 TNC  CONST_04  C9    C8   C7   C2      0.00   0.0  0
 TNC  CONST_05  C4    C3   C2   C1      0.00   0.0  0
 TNC  CONST_06  C10   C3   C2   C1    180.00   0.0  0
 TNC  CONST_07  C8    C7   C2   C1    180.00   0.0  0
 TNC  CONST_08  C4    C5   C6   C1      0.00   0.0  0
 TNC  CONST_09  C3    C2   C1   C6      0.00   0.0  0
 TNC  CONST_10  C7    C2   C1   C6    180.00   0.0  0
 TNC  CONST_11  C3    C4   C5   C6      0.00   0.0  0
 TNC  CONST_12  C10   C3   C4   C5    180.00   0.0  0
 TNC  CONST_13  C7    C2   C3   C4    180.00   0.0  0
 TNC  CONST_14  C9    C10  C3   C4    180.00   0.0  0
 TNC  CONST_15  C8    C7   C2   C3      0.00   0.0  0
 TNC  CONST_16  C8    C9   C10  C3      0.00   0.0  0
 TNC  CONST_17  C10   C3   C2   C7      0.00   0.0  0
 TNC  CONST_18  C10   C9   C8   C7      0.00   0.0  0
 TNC  CONST_19  O1    C4   C3   C2    180.00   0.0  0
 TNC  CONST_20  O2    C10  C3   C2    180.00   0.0  0
 TNC  CONST_21  O1    C4   C5   C6    180.00   0.0  0
 TNC  CONST_22  O2    C10  C3   C4      0.00   0.0  0
 TNC  CONST_23  C10   C3   C4   O1      0.00   0.0  0
 TNC  CONST_24  O2    C10  C9   C8    180.00   0.0  0
 TNC  CONST_25  C14   C9   C10  O2      0.00   0.0  0
 TNC  CONST_26  HC6   C6   C1   C2    180.00   0.0  0
 TNC  CONST_27  HC7   C7   C2   C1      0.00   0.0  0
 TNC  CONST_28  HC5   C5   C6   C1    180.00   0.0  0
 TNC  CONST_29  HC1   C1   C6   C5    180.00   0.0  0
 TNC  CONST_30  HN21  N2   C19  C17   180.00   0.0  0
 TNC  CONST_31  HN22  N2   C19  C17     0.00   0.0  0
 TNC  Var_01    C12   C13  C14  C9      0.53   0.0  0
 TNC  Var_02    C13   C14  C9   C8    -14.13  30.0  1
 TNC  Var_03    C12   C11  C8   C7   -143.49  30.0  1
 TNC  Var_04    C17   C18  C13  C12     1.41  30.0  1
 TNC  Var_05    C16   C17  C18  C13    11.67  30.0  1
 TNC  Var_06    C18   C17  C16  C15     9.95  30.0  1
 TNC  Var_07    O3    C14  C13  C12   177.79   0.0  0
 TNC  Var_08    N2    C19  C17  C16    -5.55  30.0  2
 TNC  Var_09    H201  C20  N1   C15    40.34  30.0  3
 TNC  Var_10    H211  C21  N1   C15    78.65  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
 TNC  chir_01  C12  C11  C13  C15  positiv
 TNC  chir_02  C15  N1   C12  C16  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
 TNC  plan-1  C17   0.020
 TNC  plan-1  C19   0.020
 TNC  plan-1  N2    0.020
 TNC  plan-1  O6    0.020
 TNC  plan-1  HN21  0.020
 TNC  plan-1  HN22  0.020
 TNC  plan-2  C2    0.020
 TNC  plan-2  C1    0.020
 TNC  plan-2  C6    0.020
 TNC  plan-2  C5    0.020
 TNC  plan-2  C4    0.020
 TNC  plan-2  C3    0.020
 TNC  plan-2  O1    0.020
 TNC  plan-2  C8    0.020
 TNC  plan-2  C7    0.020
 TNC  plan-2  C10   0.020
 TNC  plan-2  C9    0.020
 TNC  plan-2  O2    0.020
 TNC  plan-2  C11   0.020
 TNC  plan-2  C14   0.020
 TNC  plan-2  HC1   0.020
 TNC  plan-2  HC6   0.020
 TNC  plan-2  HC5   0.020
 TNC  plan-2  HC7   0.020
 TNC  plan-3  C15   0.020
 TNC  plan-3  C16   0.020
 TNC  plan-3  C17   0.020
 TNC  plan-3  O5    0.020
 TNC  plan-4  C9    0.020
 TNC  plan-4  C12   0.020
 TNC  plan-4  C14   0.020
 TNC  plan-4  C13   0.020
 TNC  plan-4  O3    0.020
 TNC  plan-4  C18   0.020

