# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 01:16:28 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 1-amino-5,8-dihydroxy-4-({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(NCCNCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12
#
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
 3O8  3O8  1-amino-5,8-dihydroxy-4-({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione  ligand  45  26  .  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_3O8
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
 3O8  OAC  O  OH1   0  -0.671   8.1862  -0.0361  -0.8909
 3O8  CAK  C  CH2   0  -0.174   7.8718   0.6994   0.2698
 3O8  CAM  C  CH2   0  -0.286   6.4492   1.2078   0.1858
 3O8  NAS  N  NH1   0  -0.596   5.4854   0.1261   0.1540
 3O8  CAO  C  CH2   0  -0.293   4.1153   0.5854   0.1070
 3O8  CAQ  C  CH2   0  -0.286   3.1859  -0.6099  -0.0295
 3O8  NAU  N  NH1   0  -0.695   1.8097  -0.1712  -0.0466
 3O8  CAY  C  CR6   0   0.396   0.7455  -0.9886  -0.0673
 3O8  CAI  C  CR16  0  -0.332   0.9723  -2.3998  -0.0617
 3O8  CBE  C  CR66  0  -0.150  -0.5954  -0.5445  -0.0928
 3O8  CAJ  C  CR16  0  -0.306  -0.0457  -3.2871  -0.0671
 3O8  CBA  C  CR6   0   0.433  -0.8826   0.8672  -0.1157
 3O8  OAA  O  O     0  -0.553   0.0296   1.7277  -0.1132
 3O8  CBF  C  CR66  0  -0.139  -1.6792  -1.4971  -0.0972
 3O8  CBC  C  CR66  0  -0.190  -2.2700   1.3245  -0.1444
 3O8  CAZ  C  CR6   0   0.357  -1.4115  -2.8780  -0.0814
 3O8  CBB  C  CR6   0   0.431  -3.0473  -1.0416  -0.1173
 3O8  OAB  O  O     0  -0.543  -4.0078  -1.8439  -0.1142
 3O8  CAW  C  CR6   0   0.340  -2.5476   2.6974  -0.1721
 3O8  NAV  N  NH2   0  -0.854  -2.3359  -3.8490  -0.0863
 3O8  OAE  O  OH1   0  -0.634  -1.5992   3.6345  -0.1751
 3O8  CAG  C  CR16  0  -0.326  -3.8840   3.1192  -0.1982
 3O8  CAH  C  CR16  0  -0.327  -4.9132   2.2114  -0.1963
 3O8  CAX  C  CR6   0   0.342  -4.6581   0.8334  -0.1683
 3O8  OAF  O  OH1   0  -0.634  -5.7024   0.0050  -0.1676
 3O8  CBD  C  CR66  0  -0.196  -3.3298   0.3908  -0.1431
 3O8  H1   H  HOH1  0   0.453   9.0872  -0.3584  -0.8027
 3O8  H2   H  HCH2  0   0.193   7.9822   0.0878   1.1768
 3O8  H3   H  HCH2  0   0.202   8.5341   1.5656   0.3941
 3O8  H4   H  HCH2  0   0.198   6.2965   1.8952   1.0325
 3O8  H5   H  HCH2  0   0.225   6.3308   1.8097  -0.7210
 3O8  H6   H  HNH1  0   0.341   5.6091  -0.4450   0.9829
 3O8  H8   H  HCH2  0   0.205   3.8220   1.1768   0.9890
 3O8  H9   H  HCH2  0   0.234   3.9965   1.2392  -0.7625
 3O8  H10  H  HCH2  0   0.241   3.4379  -1.1550  -0.9447
 3O8  H11  H  HCR6  0   0.300   1.9843  -2.7786  -0.0535
 3O8  H12  H  HCR6  0   0.288   0.1744  -4.3478  -0.0619
 3O8  H15  H  HNH2  0   0.420  -3.3150  -3.6223  -0.0739
 3O8  H16  H  HNH2  0   0.405  -2.0509  -4.8118  -0.0501
 3O8  H17  H  HOH1  0   0.481  -0.7353   3.1516  -0.1549
 3O8  H18  H  HCR6  0   0.280  -4.0970   4.1805  -0.2200
 3O8  H19  H  HCR6  0   0.280  -5.9398   2.5551  -0.2168
 3O8  H20  H  HOH1  0   0.480  -5.3260  -0.9108  -0.1473
 3O8  H7   H  HCH2  0   0.237   3.3555  -1.2922   0.8102
 3O8  H21  H  HNH1  0   0.421   1.6093   0.8192  -0.0729

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
 3O8  CAG  CAH  aromatic  1.372  0.020  1.372
 3O8  CAG  CAW  aromatic  1.402  0.020  1.402
 3O8  CAH  CAX  aromatic  1.402  0.020  1.402
 3O8  CAW  OAE  single    1.333  0.020  1.333
 3O8  CAW  CBC  aromatic  1.401  0.020  1.401
 3O8  CAX  OAF  single    1.333  0.020  1.333
 3O8  CAX  CBD  aromatic  1.400  0.020  1.400
 3O8  CBC  CBD  aromatic  1.412  0.020  1.412
 3O8  CBC  CBA  single    1.461  0.020  1.461
 3O8  CBD  CBB  single    1.460  0.020  1.460
 3O8  OAB  CBB  double    1.251  0.020  1.251
 3O8  OAA  CBA  double    1.254  0.020  1.254
 3O8  CBB  CBF  single    1.442  0.020  1.442
 3O8  CBA  CBE  single    1.441  0.020  1.441
 3O8  CBF  CBE  aromatic  1.443  0.020  1.443
 3O8  CBF  CAZ  aromatic  1.407  0.020  1.407
 3O8  CBE  CAY  aromatic  1.413  0.020  1.413
 3O8  NAV  CAZ  single    1.341  0.020  1.341
 3O8  CAZ  CAJ  aromatic  1.426  0.020  1.426
 3O8  CAY  NAU  single    1.342  0.020  1.342
 3O8  CAY  CAI  aromatic  1.429  0.020  1.429
 3O8  NAU  CAQ  single    1.445  0.020  1.445
 3O8  CAJ  CAI  aromatic  1.350  0.020  1.350
 3O8  CAQ  CAO  single    1.520  0.020  1.520
 3O8  CAO  NAS  single    1.446  0.020  1.446
 3O8  NAS  CAM  single    1.449  0.020  1.449
 3O8  OAC  CAK  single    1.410  0.020  1.410
 3O8  CAM  CAK  single    1.513  0.020  1.513
 3O8  OAC  H1   single    0.850  0.020  0.980
 3O8  CAK  H2   single    0.970  0.020  1.090
 3O8  CAK  H3   single    0.970  0.020  1.090
 3O8  CAM  H4   single    0.970  0.020  1.090
 3O8  CAM  H5   single    0.970  0.020  1.090
 3O8  NAS  H6   single    0.890  0.020  1.040
 3O8  CAO  H8   single    0.970  0.020  1.090
 3O8  CAO  H9   single    0.970  0.020  1.090
 3O8  CAQ  H10  single    0.970  0.020  1.090
 3O8  CAI  H11  single    0.930  0.020  1.080
 3O8  CAJ  H12  single    0.930  0.020  1.080
 3O8  NAV  H15  single    0.860  0.020  1.020
 3O8  NAV  H16  single    0.860  0.020  1.020
 3O8  OAE  H17  single    0.850  0.020  0.980
 3O8  CAG  H18  single    0.930  0.020  1.080
 3O8  CAH  H19  single    0.930  0.020  1.080
 3O8  OAF  H20  single    0.850  0.020  0.980
 3O8  CAQ  H7   single    0.970  0.020  1.090
 3O8  NAU  H21  single    0.860  0.020  1.020

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
 3O8  H1   OAC  CAK  107.97  3.000
 3O8  H3   CAK  H2   106.56  3.000
 3O8  H3   CAK  CAM  107.97  3.000
 3O8  H2   CAK  CAM  109.09  3.000
 3O8  H3   CAK  OAC  111.75  3.000
 3O8  H2   CAK  OAC  111.51  3.000
 3O8  CAM  CAK  OAC  109.83  3.000
 3O8  H5   CAM  H4   106.18  3.000
 3O8  H5   CAM  NAS  108.68  3.000
 3O8  H4   CAM  NAS  112.99  3.000
 3O8  H5   CAM  CAK  109.42  3.000
 3O8  H4   CAM  CAK  107.30  3.000
 3O8  NAS  CAM  CAK  112.07  3.000
 3O8  H6   NAS  CAO  108.73  3.000
 3O8  H6   NAS  CAM  108.74  3.000
 3O8  CAO  NAS  CAM  113.19  3.000
 3O8  H9   CAO  H8   106.65  3.000
 3O8  H9   CAO  CAQ  109.39  3.000
 3O8  H8   CAO  CAQ  109.34  3.000
 3O8  H9   CAO  NAS  108.57  3.000
 3O8  H8   CAO  NAS  113.38  3.000
 3O8  CAQ  CAO  NAS  109.41  3.000
 3O8  H7   CAQ  H10  107.17  3.000
 3O8  H7   CAQ  NAU  110.23  3.000
 3O8  H10  CAQ  NAU  111.14  3.000
 3O8  H7   CAQ  CAO  109.05  3.000
 3O8  H10  CAQ  CAO  109.02  3.000
 3O8  NAU  CAQ  CAO  110.16  3.000
 3O8  H21  NAU  CAY  116.05  3.000
 3O8  H21  NAU  CAQ  119.13  3.000
 3O8  CAY  NAU  CAQ  124.80  3.000
 3O8  CBE  CAY  CAI  117.45  3.000
 3O8  CAI  CAY  NAU  118.39  3.000
 3O8  CBE  CAY  NAU  124.16  3.000
 3O8  H11  CAI  CAJ  118.41  3.000
 3O8  H11  CAI  CAY  119.65  3.000
 3O8  CAJ  CAI  CAY  121.94  3.000
 3O8  CBF  CBE  CBA  119.80  3.000
 3O8  CBF  CBE  CAY  120.36  3.000
 3O8  CBA  CBE  CAY  119.83  3.000
 3O8  H12  CAJ  CAZ  118.39  3.000
 3O8  H12  CAJ  CAI  119.35  3.000
 3O8  CAZ  CAJ  CAI  122.25  3.000
 3O8  CBC  CBA  OAA  118.42  3.000
 3O8  OAA  CBA  CBE  121.82  3.000
 3O8  CBC  CBA  CBE  119.76  3.000
 3O8  CBB  CBF  CAZ  119.39  3.000
 3O8  CAZ  CBF  CBE  120.34  3.000
 3O8  CBB  CBF  CBE  120.27  3.000
 3O8  CBD  CBC  CAW  119.95  3.000
 3O8  CBD  CBC  CBA  120.36  3.000
 3O8  CAW  CBC  CBA  119.69  3.000
 3O8  NAV  CAZ  CBF  125.43  3.000
 3O8  NAV  CAZ  CAJ  116.92  3.000
 3O8  CBF  CAZ  CAJ  117.65  3.000
 3O8  CBD  CBB  OAB  118.71  3.000
 3O8  OAB  CBB  CBF  121.71  3.000
 3O8  CBD  CBB  CBF  119.58  3.000
 3O8  CAG  CAW  OAE  117.82  3.000
 3O8  OAE  CAW  CBC  123.23  3.000
 3O8  CAG  CAW  CBC  118.95  3.000
 3O8  H16  NAV  H15  119.47  3.000
 3O8  H16  NAV  CAZ  119.89  3.000
 3O8  H15  NAV  CAZ  120.55  3.000
 3O8  H17  OAE  CAW  106.13  3.000
 3O8  H18  CAG  CAH  120.07  3.000
 3O8  H18  CAG  CAW  118.87  3.000
 3O8  CAH  CAG  CAW  121.06  3.000
 3O8  H19  CAH  CAX  119.01  3.000
 3O8  H19  CAH  CAG  120.07  3.000
 3O8  CAX  CAH  CAG  120.92  3.000
 3O8  CBD  CAX  OAF  123.14  3.000
 3O8  CBD  CAX  CAH  118.93  3.000
 3O8  OAF  CAX  CAH  117.94  3.000
 3O8  H20  OAF  CAX  106.08  3.000
 3O8  CAX  CBD  CBB  119.60  3.000
 3O8  CBB  CBD  CBC  120.22  3.000
 3O8  CAX  CBD  CBC  120.18  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
 3O8  CONST_01  CAZ  CBF  CBE  CAY     0.00   0.0  0
 3O8  CONST_02  CAZ  CAJ  CAI  CAY     0.00   0.0  0
 3O8  CONST_03  CBF  CBE  CAY  CAI     0.00   0.0  0
 3O8  CONST_04  CBF  CAZ  CAJ  CAI     0.00   0.0  0
 3O8  CONST_05  CAJ  CAZ  CBF  CBE     0.00   0.0  0
 3O8  CONST_06  CAJ  CAI  CAY  CBE     0.00   0.0  0
 3O8  CONST_07  CAH  CAG  CAW  CBC     0.00   0.0  0
 3O8  CONST_08  CAH  CAX  CBD  CBC     0.00   0.0  0
 3O8  CONST_09  CAX  CAH  CAG  CAW     0.00   0.0  0
 3O8  CONST_10  CAX  CBD  CBC  CAW     0.00   0.0  0
 3O8  CONST_11  CBD  CAX  CAH  CAG     0.00   0.0  0
 3O8  CONST_12  CBD  CBC  CAW  CAG     0.00   0.0  0
 3O8  CONST_13  CBA  CBE  CAY  NAU     0.00   0.0  0
 3O8  CONST_14  CBF  CBE  CAY  NAU   180.00   0.0  0
 3O8  CONST_15  CAJ  CAI  CAY  NAU   180.00   0.0  0
 3O8  CONST_16  NAV  CAZ  CAJ  CAI   180.00   0.0  0
 3O8  CONST_17  NAV  CAZ  CBF  CBE   180.00   0.0  0
 3O8  CONST_18  OAE  CAW  CBC  CBA     0.00   0.0  0
 3O8  CONST_19  OAF  CAX  CBD  CBC   180.00   0.0  0
 3O8  CONST_20  OAF  CAX  CBD  CBB     0.00   0.0  0
 3O8  CONST_21  NAV  CAZ  CBF  CBB     0.00   0.0  0
 3O8  CONST_22  CAH  CAG  CAW  OAE   180.00   0.0  0
 3O8  CONST_23  CBD  CBC  CAW  OAE   180.00   0.0  0
 3O8  CONST_24  OAF  CAX  CAH  CAG   180.00   0.0  0
 3O8  CONST_25  H12  CAJ  CAI  CAY   180.00   0.0  0
 3O8  CONST_26  H11  CAI  CAY  CBE   180.00   0.0  0
 3O8  CONST_27  H18  CAG  CAW  CBC   180.00   0.0  0
 3O8  CONST_28  H19  CAH  CAG  CAW   180.00   0.0  0
 3O8  CONST_29  CBE  CAY  NAU  CAQ   180.00   0.0  0
 3O8  CONST_30  CAI  CAY  NAU  CAQ     0.00   0.0  0
 3O8  CONST_31  H21  NAU  CAY  CAI   180.00   0.0  0
 3O8  CONST_32  H15  NAV  CAZ  CAJ   180.00   0.0  0
 3O8  CONST_33  H16  NAV  CAZ  CAJ     0.00   0.0  0
 3O8  Var_01    CAY  NAU  CAQ  CAO  -175.36  30.0  1
 3O8  Var_02    NAS  CAM  CAK  OAC    63.67  30.0  1
 3O8  Var_03    CAO  NAS  CAM  CAK   178.57  30.0  1
 3O8  Var_04    CAQ  CAO  NAS  CAM   175.76  30.0  1
 3O8  Var_05    NAU  CAQ  CAO  NAS   178.66  30.0  1

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
 3O8  plan-1  NAU  0.020
 3O8  plan-1  CAY  0.020
 3O8  plan-1  CAI  0.020
 3O8  plan-1  CBE  0.020
 3O8  plan-1  CAJ  0.020
 3O8  plan-1  CBA  0.020
 3O8  plan-1  OAA  0.020
 3O8  plan-1  CBF  0.020
 3O8  plan-1  CBC  0.020
 3O8  plan-1  CAZ  0.020
 3O8  plan-1  CBB  0.020
 3O8  plan-1  OAB  0.020
 3O8  plan-1  CAW  0.020
 3O8  plan-1  NAV  0.020
 3O8  plan-1  OAE  0.020
 3O8  plan-1  CAG  0.020
 3O8  plan-1  CAH  0.020
 3O8  plan-1  CAX  0.020
 3O8  plan-1  OAF  0.020
 3O8  plan-1  CBD  0.020
 3O8  plan-1  H11  0.020
 3O8  plan-1  H12  0.020
 3O8  plan-1  H18  0.020
 3O8  plan-1  H19  0.020
 3O8  plan-2  CAQ  0.020
 3O8  plan-2  NAU  0.020
 3O8  plan-2  CAY  0.020
 3O8  plan-2  H21  0.020
 3O8  plan-3  CAZ  0.020
 3O8  plan-3  NAV  0.020
 3O8  plan-3  H15  0.020
 3O8  plan-3  H16  0.020

