# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 19:44:19 2021
#   Inital geometry file: a 133 line input string
#   Ligand name: 1-amino-9,10-dioxo-4-[(4-sulfamoylphenyl)amino]-9,10-dihydroanthracene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1c2C(=O)c3ccccc3C(=O)c2c(Nc4ccc(cc4)[S](N)(=O)=O)cc1[S](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
 M4M  M4M  '1-amino-9,10-dioxo-4-[(4-sulfamoylphenyl)amino]-9,10-dihydroanthracene-2-sulfonic acid'  ligand  47  32  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M4M
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
 M4M  C1    C  CR66  0  -0.011  25.0857   5.0605  66.4182
 M4M  N1    N  NH2   0  -0.868  26.2716   0.1114  67.3185
 M4M  O1    O  O     0  -0.426  26.5472   2.4600  68.4113
 M4M  S1    S  S     0   1.471  25.0427  -1.7267  65.3237
 M4M  C2    C  CR16  0  -0.270  24.9953   6.4504  66.3784
 M4M  N2    N  NH1   0  -0.799  23.3896   2.6212  63.2469
 M4M  O2    O  OS    0  -0.633  26.4262  -2.1490  65.3832
 M4M  S2    S  S     0   1.360  23.1295   1.0801  57.5287
 M4M  C3    C  CR16  0  -0.234  25.6768   7.2130  67.3099
 M4M  N3    N  NC2   0  -0.878  22.1816  -0.2598  57.4065
 M4M  O3    O  OS    0  -0.621  24.1061  -2.1915  66.3219
 M4M  C4    C  CR16  0  -0.231  26.4397   6.5931  68.2944
 M4M  O4    O  OS    0  -0.696  24.5434  -2.1425  63.8747
 M4M  C5    C  CR16  0  -0.272  26.5224   5.2125  68.3451
 M4M  C6    C  CR66  0  -0.012  25.8503   4.4389  67.4016
 M4M  O6    O  OS    0  -0.661  22.4224   2.1391  56.8268
 M4M  C7    C  CR6   0   0.373  25.9479   2.9645  67.4696
 M4M  O7    O  O     0  -0.408  23.5443   4.8000  64.6887
 M4M  C8    C  CR66  0  -0.144  25.3527   2.1628  66.3925
 M4M  O8    O  OS    0  -0.660  24.4566   0.6754  57.0940
 M4M  C9    C  CR6   0   0.387  25.5825   0.7659  66.3673
 M4M  C10   C  CR6   0  -0.287  24.9950   0.0498  65.2849
 M4M  C11   C  CR16  0  -0.303  24.2961   0.6724  64.2936
 M4M  C12   C  CR6   0   0.382  24.1113   2.0652  64.2809
 M4M  C13   C  CR6   0   0.368  23.3656   2.2148  61.9306
 M4M  C14   C  CR16  0  -0.335  22.3129   2.6746  61.1265
 M4M  C15   C  CR16  0  -0.219  22.2480   2.3442  59.7901
 M4M  C16   C  CR6   0  -0.236  23.2298   1.5312  59.2314
 M4M  C17   C  CR16  0  -0.220  24.2841   1.0746  60.0109
 M4M  C18   C  CR16  0  -0.316  24.3588   1.4190  61.3475
 M4M  C19   C  CR66  0  -0.141  24.6081   2.8017  65.3618
 M4M  C20   C  CR6   0   0.364  24.3477   4.2553  65.4303
 M4M  HN1   H  HNH2  0   0.402  26.6996  -0.7772  67.1220
 M4M  HN1A  H  HNH2  0   0.427  26.6898   0.6646  68.0503
 M4M  H2    H  HCR6  0   0.274  24.3999   6.9333  65.6161
 M4M  HN2   H  HNH1  0   0.425  22.9458   3.5039  63.4568
 M4M  H3    H  HCR6  0   0.277  25.6129   8.2921  67.2725
 M4M  HN3   H  HNC2  0   0.415  22.5624  -1.0719  57.8789
 M4M  HN3A  H  HNC2  0   0.415  21.2163  -0.1033  57.6734
 M4M  H4    H  HCR6  0   0.277  26.9686   7.1901  69.0250
 M4M  H5    H  HCR6  0   0.273  27.1098   4.7352  69.1168
 M4M  H11   H  HCR6  0   0.327  23.8283   0.0912  63.5125
 M4M  H14   H  HCR6  0   0.282  21.5423   3.2991  61.5607
 M4M  H15   H  HCR6  0   0.285  21.4288   2.7218  59.1931
 M4M  H17   H  HCR6  0   0.286  25.0707   0.4687  59.5824
 M4M  H18   H  HCR6  0   0.296  25.2167   1.0883  61.9164
 M4M  HO4   H  H     0   0.518  23.5957  -2.3600  63.8505

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
 M4M  C1   C2    aromatic  1.393  0.020  1.393
 M4M  C1   C6    aromatic  1.392  0.020  1.392
 M4M  C1   C20   single    1.473  0.020  1.473
 M4M  N1   C9    single    1.345  0.020  1.345
 M4M  O1   C7    double    1.225  0.020  1.225
 M4M  S1   O2    double    1.448  0.020  1.448
 M4M  S1   O3    double    1.446  0.020  1.446
 M4M  S1   O4    single    1.588  0.020  1.588
 M4M  S1   C10   single    1.778  0.020  1.778
 M4M  C2   C3    aromatic  1.383  0.020  1.383
 M4M  N2   C12   single    1.378  0.020  1.378
 M4M  N2   C13   single    1.378  0.020  1.378
 M4M  S2   N3    single    1.646  0.020  1.646
 M4M  S2   O6    double    1.454  0.020  1.454
 M4M  S2   O8    double    1.454  0.020  1.454
 M4M  S2   C16   single    1.764  0.020  1.764
 M4M  C3   C4    aromatic  1.391  0.020  1.391
 M4M  C4   C5    aromatic  1.384  0.020  1.384
 M4M  C5   C6    aromatic  1.393  0.020  1.393
 M4M  C6   C7    single    1.479  0.020  1.479
 M4M  C7   C8    single    1.469  0.020  1.469
 M4M  O7   C20   double    1.222  0.020  1.222
 M4M  C8   C9    aromatic  1.416  0.020  1.416
 M4M  C8   C19   aromatic  1.423  0.020  1.423
 M4M  C9   C10   aromatic  1.425  0.020  1.425
 M4M  C10  C11   aromatic  1.363  0.020  1.363
 M4M  C11  C12   aromatic  1.405  0.020  1.405
 M4M  C12  C19   aromatic  1.399  0.020  1.399
 M4M  C13  C14   aromatic  1.402  0.020  1.402
 M4M  C13  C18   aromatic  1.400  0.020  1.400
 M4M  C14  C15   aromatic  1.378  0.020  1.378
 M4M  C15  C16   aromatic  1.392  0.020  1.392
 M4M  C16  C17   aromatic  1.388  0.020  1.388
 M4M  C17  C18   aromatic  1.382  0.020  1.382
 M4M  C19  C20   single    1.478  0.020  1.478
 M4M  N1   HN1   single    0.890  0.020  1.040
 M4M  N1   HN1A  single    0.890  0.020  1.040
 M4M  C2   H2    single    0.930  0.020  1.080
 M4M  N2   HN2   single    0.860  0.020  1.020
 M4M  C3   H3    single    0.930  0.020  1.080
 M4M  N3   HN3   single    0.890  0.020  1.040
 M4M  N3   HN3A  single    0.890  0.020  1.040
 M4M  C4   H4    single    0.930  0.020  1.080
 M4M  C5   H5    single    0.930  0.020  1.080
 M4M  C11  H11   single    0.930  0.020  1.080
 M4M  C14  H14   single    0.930  0.020  1.080
 M4M  C15  H15   single    0.930  0.020  1.080
 M4M  C17  H17   single    0.930  0.020  1.080
 M4M  C18  H18   single    0.930  0.020  1.080
 M4M  O4   HO4   single    0.850  0.020  0.980

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
 M4M  C20   C1   C6   120.32  3.000
 M4M  C20   C1   C2   119.59  3.000
 M4M  C6    C1   C2   120.08  3.000
 M4M  HN1A  N1   HN1  116.75  3.000
 M4M  HN1A  N1   C9   117.32  3.000
 M4M  HN1   N1   C9   120.66  3.000
 M4M  C10   S1   O4   103.49  3.000
 M4M  C10   S1   O3   108.60  3.000
 M4M  O4    S1   O3   110.01  3.000
 M4M  C10   S1   O2   108.54  3.000
 M4M  O4    S1   O2   105.17  3.000
 M4M  O3    S1   O2   119.80  3.000
 M4M  H2    C2   C3   119.99  3.000
 M4M  H2    C2   C1   120.09  3.000
 M4M  C3    C2   C1   119.92  3.000
 M4M  HN2   N2   C13  116.65  3.000
 M4M  HN2   N2   C12  115.27  3.000
 M4M  C13   N2   C12  127.37  3.000
 M4M  C16   S2   O8   107.93  3.000
 M4M  C16   S2   O6   107.90  3.000
 M4M  O8    S2   O6   120.15  3.000
 M4M  C16   S2   N3   108.21  3.000
 M4M  O8    S2   N3   106.08  3.000
 M4M  O6    S2   N3   106.08  3.000
 M4M  H3    C3   C4   120.09  3.000
 M4M  H3    C3   C2   119.84  3.000
 M4M  C4    C3   C2   120.07  3.000
 M4M  HN3A  N3   HN3  111.02  3.000
 M4M  HN3A  N3   S2   113.78  3.000
 M4M  HN3   N3   S2   113.65  3.000
 M4M  H4    C4   C5   119.78  3.000
 M4M  H4    C4   C3   120.01  3.000
 M4M  C5    C4   C3   120.21  3.000
 M4M  HO4   O4   S1   112.80  3.000
 M4M  H5    C5   C6   120.04  3.000
 M4M  H5    C5   C4   119.94  3.000
 M4M  C6    C5   C4   120.02  3.000
 M4M  C7    C6   C5   119.38  3.000
 M4M  C7    C6   C1   120.92  3.000
 M4M  C5    C6   C1   119.70  3.000
 M4M  C8    C7   C6   118.92  3.000
 M4M  C8    C7   O1   122.49  3.000
 M4M  C6    C7   O1   118.57  3.000
 M4M  C19   C8   C9   120.99  3.000
 M4M  C19   C8   C7   119.88  3.000
 M4M  C9    C8   C7   119.07  3.000
 M4M  C10   C9   C8   116.27  3.000
 M4M  C10   C9   N1   120.28  3.000
 M4M  C8    C9   N1   123.42  3.000
 M4M  C11   C10  C9   122.30  3.000
 M4M  C11   C10  S1   119.08  3.000
 M4M  C9    C10  S1   118.34  3.000
 M4M  H11   C11  C12  118.03  3.000
 M4M  H11   C11  C10  120.14  3.000
 M4M  C12   C11  C10  121.78  3.000
 M4M  C19   C12  C11  117.91  3.000
 M4M  C19   C12  N2   123.59  3.000
 M4M  C11   C12  N2   118.40  3.000
 M4M  C18   C13  C14  118.70  3.000
 M4M  C18   C13  N2   123.59  3.000
 M4M  C14   C13  N2   117.66  3.000
 M4M  H14   C14  C15  119.58  3.000
 M4M  H14   C14  C13  119.57  3.000
 M4M  C15   C14  C13  120.85  3.000
 M4M  H15   C15  C16  121.11  3.000
 M4M  H15   C15  C14  119.15  3.000
 M4M  C16   C15  C14  119.74  3.000
 M4M  C17   C16  C15  120.16  3.000
 M4M  C17   C16  S2   120.06  3.000
 M4M  C15   C16  S2   119.78  3.000
 M4M  H17   C17  C18  118.91  3.000
 M4M  H17   C17  C16  120.94  3.000
 M4M  C18   C17  C16  120.13  3.000
 M4M  H18   C18  C17  118.39  3.000
 M4M  H18   C18  C13  121.18  3.000
 M4M  C17   C18  C13  120.40  3.000
 M4M  C20   C19  C12  119.40  3.000
 M4M  C20   C19  C8   120.00  3.000
 M4M  C12   C19  C8   120.60  3.000
 M4M  C19   C20  O7   121.74  3.000
 M4M  C19   C20  C1   118.72  3.000
 M4M  O7    C20  C1   119.54  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
 M4M  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 M4M  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 M4M  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 M4M  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 M4M  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 M4M  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 M4M  CONST_07  C11   C10  C9   C8     0.00   0.0  0
 M4M  CONST_08  C11   C12  C19  C8     0.00   0.0  0
 M4M  CONST_09  C12   C19  C8   C9     0.00   0.0  0
 M4M  CONST_10  C12   C11  C10  C9     0.00   0.0  0
 M4M  CONST_11  C19   C8   C9   C10    0.00   0.0  0
 M4M  CONST_12  C19   C12  C11  C10    0.00   0.0  0
 M4M  CONST_13  C16   C15  C14  C13    0.00   0.0  0
 M4M  CONST_14  C16   C17  C18  C13    0.00   0.0  0
 M4M  CONST_15  C17   C18  C13  C14    0.00   0.0  0
 M4M  CONST_16  C17   C16  C15  C14    0.00   0.0  0
 M4M  CONST_17  C18   C13  C14  C15    0.00   0.0  0
 M4M  CONST_18  C18   C17  C16  C15    0.00   0.0  0
 M4M  CONST_19  C7    C8   C9   N1     0.00   0.0  0
 M4M  CONST_20  C19   C8   C9   N1   180.00   0.0  0
 M4M  CONST_21  C11   C10  C9   N1   180.00   0.0  0
 M4M  CONST_22  C8    C9   C10  S1   180.00   0.0  0
 M4M  CONST_23  C12   C11  C10  S1   180.00   0.0  0
 M4M  CONST_24  C10   C11  C12  N2   180.00   0.0  0
 M4M  CONST_25  C8    C19  C12  N2   180.00   0.0  0
 M4M  CONST_26  C20   C19  C12  N2     0.00   0.0  0
 M4M  CONST_27  C15   C14  C13  N2   180.00   0.0  0
 M4M  CONST_28  C17   C18  C13  N2   180.00   0.0  0
 M4M  CONST_29  C14   C15  C16  S2   180.00   0.0  0
 M4M  CONST_30  C18   C17  C16  S2   180.00   0.0  0
 M4M  CONST_31  H3    C3   C2   C1   180.00   0.0  0
 M4M  CONST_32  H5    C5   C6   C1   180.00   0.0  0
 M4M  CONST_33  H4    C4   C3   C2   180.00   0.0  0
 M4M  CONST_34  H2    C2   C3   C4   180.00   0.0  0
 M4M  CONST_35  H11   C11  C10  C9   180.00   0.0  0
 M4M  CONST_36  H15   C15  C14  C13  180.00   0.0  0
 M4M  CONST_37  H17   C17  C18  C13  180.00   0.0  0
 M4M  CONST_38  H18   C18  C13  C14  180.00   0.0  0
 M4M  CONST_39  H14   C14  C15  C16  180.00   0.0  0
 M4M  CONST_41  HN1A  N1   C9   C8     0.00   0.0  0
 M4M  Var_01    C13   N2   C12  C11  -35.37  30.0  2
 M4M  Var_02    C14   C13  N2   C12  163.23  30.0  2
 M4M  Var_03    C9    C10  S1   O2   -59.00  30.0  2
 M4M  Var_04    C15   C16  S2   N3   -86.09  30.0  2
 M4M  Var_05    HN3   N3   S2   C16  -63.25  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
 M4M  plan-1  N2    0.020
 M4M  plan-1  S2    0.020
 M4M  plan-1  C13   0.020
 M4M  plan-1  C14   0.020
 M4M  plan-1  C15   0.020
 M4M  plan-1  C16   0.020
 M4M  plan-1  C17   0.020
 M4M  plan-1  C18   0.020
 M4M  plan-1  H14   0.020
 M4M  plan-1  H15   0.020
 M4M  plan-1  H17   0.020
 M4M  plan-1  H18   0.020
 M4M  plan-2  C1    0.020
 M4M  plan-2  N1    0.020
 M4M  plan-2  O1    0.020
 M4M  plan-2  S1    0.020
 M4M  plan-2  C2    0.020
 M4M  plan-2  N2    0.020
 M4M  plan-2  C3    0.020
 M4M  plan-2  C4    0.020
 M4M  plan-2  C5    0.020
 M4M  plan-2  C6    0.020
 M4M  plan-2  C7    0.020
 M4M  plan-2  O7    0.020
 M4M  plan-2  C8    0.020
 M4M  plan-2  C9    0.020
 M4M  plan-2  C10   0.020
 M4M  plan-2  C11   0.020
 M4M  plan-2  C12   0.020
 M4M  plan-2  C19   0.020
 M4M  plan-2  C20   0.020
 M4M  plan-2  H2    0.020
 M4M  plan-2  H3    0.020
 M4M  plan-2  H4    0.020
 M4M  plan-2  H5    0.020
 M4M  plan-2  H11   0.020
 M4M  plan-3  N1    0.020
 M4M  plan-3  C9    0.020
 M4M  plan-3  HN1   0.020
 M4M  plan-3  HN1A  0.020

