# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun 15 09:01:10 2020
#   Inital geometry file: a 168 line input string
#   Ligand name: (2R)-N-[(3-aminophenyl)sulfonyl]-2-[(4-carbamimidoyl-3-hydroxyphenyl)amino]-2-(3,5-diethoxy-2-fluorophenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc(OCC)c(F)c(c1)[C@@H](Nc2ccc(C(N)=N)c(O)c2)C(=O)N[S](=O)(=O)c3cccc(N)c3
#
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
 905  905  (2R)-N-[(3-aminophenyl)sulfonyl]-2-[(4-carbamimidoyl-3-hydroxyphenyl)amino]-2-(3,5-diethoxy-2-fluorophenyl)ethanamide  ligand  66  38  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_905
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
 905  O1    O  OH1   0  -0.647  -2.2972   1.6683   5.7117
 905  C1    C  CR6   0   0.375  -1.7384   0.7380   4.9474
 905  C2    C  CR16  0  -0.469  -2.1203   0.6670   3.6119
 905  C3    C  CR6   0   0.417  -1.5619  -0.2701   2.7421
 905  N1    N  NH1   0  -0.698  -2.0038  -0.3182   1.4466
 905  C4    C  CH1   0  -0.302  -1.2989  -1.0202   0.4207
 905  C5    C  C     0   0.607  -2.0831  -0.9062  -0.8808
 905  O2    O  O     0  -0.402  -2.8793  -0.0249  -1.0901
 905  N2    N  NC1   0  -0.801  -1.7217  -1.8312  -1.8260
 905  S1    S  S     0   1.386  -1.8552  -1.5394  -3.4865
 905  O3    O  OS    0  -0.637  -1.2229  -2.6969  -4.0875
 905  O4    O  OS    0  -0.616  -3.2293  -1.2155  -3.7955
 905  C6    C  CR6   0  -0.201  -0.8291  -0.1188  -3.6994
 905  C7    C  CR16  0  -0.265   0.5442  -0.3133  -3.7563
 905  C8    C  CR16  0  -0.228   1.3408   0.8162  -3.8686
 905  C9    C  CR16  0  -0.297   0.7845   2.0810  -3.9209
 905  C10   C  CR6   0   0.345  -0.6018   2.2673  -3.8552
 905  N3    N  NH2   0  -0.863  -1.1438   3.5264  -3.8492
 905  C11   C  CR16  0  -0.294  -1.4172   1.1341  -3.7502
 905  C12   C  CR6   0  -0.055   0.0765  -0.4417   0.0963
 905  C13   C  CR6   0   0.406   1.1816  -1.2517  -0.0522
 905  F1    F  F     0  -0.318   1.0670  -2.5852   0.1214
 905  C14   C  CR6   0   0.309   2.4333  -0.7374  -0.3835
 905  O5    O  O2    0  -0.469   3.4324  -1.6237  -0.4801
 905  C15   C  CH2   0  -0.195   4.7185  -1.1658  -0.8845
 905  C16   C  CH3   0  -0.681   5.6466  -2.3550  -0.9294
 905  C17   C  CR16  0  -0.534   2.5589   0.6323  -0.5874
 905  C18   C  CR6   0   0.455   1.4419   1.4600  -0.4631
 905  O6    O  O2    0  -0.474   1.4762   2.7872  -0.6654
 905  C19   C  CH2   0  -0.198   2.6629   3.3891  -1.1611
 905  C20   C  CH3   0  -0.680   2.3582   4.8385  -1.4539
 905  C21   C  CR16  0  -0.399   0.2095   0.9247  -0.1128
 905  C22   C  CR16  0  -0.353  -0.5820  -1.1491   3.2321
 905  C23   C  CR16  0  -0.282  -0.2142  -1.0814   4.5589
 905  C24   C  CR6   0  -0.149  -0.7729  -0.1687   5.4546
 905  C25   C  C     0   0.501  -0.3899  -0.1109   6.8747
 905  N4    N  N     0  -0.783  -0.8611   0.8611   7.5840
 905  N5    N  NH2   0  -0.831   0.4608  -1.0519   7.3494
 905  HO1   H  HOH1  0   0.469  -1.8529   1.5799   6.6275
 905  H2    H  HCR6  0   0.260  -2.8648   1.3650   3.2459
 905  HN1   H  HNH1  0   0.395  -2.5688   0.4581   1.1368
 905  H4    H  HCH1  0   0.323  -1.2124  -2.0765   0.6886
 905  HN2   H  HNC1  0   0.440  -1.0671  -2.5659  -1.5801
 905  H7    H  HCR6  0   0.277   0.9853  -1.2987  -3.7146
 905  H8    H  HCR6  0   0.265   2.4160   0.7079  -3.9184
 905  H9    H  HCR6  0   0.265   1.4312   2.9461  -4.0095
 905  HN31  H  HNH2  0   0.386  -0.5872   4.2551  -4.2649
 905  HN32  H  HNH2  0   0.386  -2.1179   3.6006  -4.0927
 905  H11   H  HCR6  0   0.284  -2.4924   1.2456  -3.7069
 905  H151  H  HCH2  0   0.230   5.0922  -0.4178  -0.1778
 905  H152  H  HCH2  0   0.229   4.6524  -0.6904  -1.8690
 905  H161  H  HCH3  0   0.240   6.6363  -2.0252  -1.2432
 905  H162  H  HCH3  0   0.237   5.7441  -2.8215   0.0508
 905  H163  H  HCH3  0   0.237   5.3018  -3.1056  -1.6404
 905  H17   H  HCR6  0   0.312   3.5226   1.0463  -0.8449
 905  H191  H  HCH2  0   0.232   3.4695   3.3048  -0.4246
 905  H192  H  HCH2  0   0.221   2.9940   2.8788  -2.0717
 905  H201  H  HCH3  0   0.239   3.2516   5.3279  -1.8399
 905  H202  H  HCH3  0   0.229   1.5713   4.9339  -2.2032
 905  H203  H  HCH3  0   0.238   2.0464   5.3712  -0.5554
 905  H21   H  HCR6  0   0.261  -0.6480   1.5808  -0.0286
 905  H22   H  HCR6  0   0.260  -0.1038  -1.8789   2.5951
 905  H23   H  HCR6  0   0.251   0.5549  -1.7672   4.8910
 905  HN4   H  H     0   0.349  -0.5945   0.8344   8.5607
 905  HN51  H  HNH2  0   0.397   0.6066  -1.0930   8.3450
 905  HN52  H  HNH2  0   0.405   0.5360  -1.9414   6.8872

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
 905  O1   C1    single    1.327  0.020  1.327
 905  O1   HO1   single    0.850  0.020  0.980
 905  C1   C2    aromatic  1.391  0.020  1.391
 905  C1   C24   aromatic  1.418  0.020  1.418
 905  C2   C3    aromatic  1.395  0.020  1.395
 905  C2   H2    single    0.930  0.020  1.080
 905  C3   N1    single    1.370  0.020  1.370
 905  C3   C22   aromatic  1.405  0.020  1.405
 905  N1   C4    single    1.429  0.020  1.429
 905  N1   HN1   single    0.890  0.020  1.040
 905  C4   C5    single    1.524  0.020  1.524
 905  C4   C12   single    1.527  0.020  1.527
 905  C4   H4    single    0.970  0.020  1.090
 905  C5   O2    double    1.206  0.020  1.206
 905  C5   N2    single    1.371  0.020  1.371
 905  N2   S1    single    1.691  0.020  1.691
 905  N2   HN2   single    0.890  0.020  1.040
 905  S1   O3    double    1.449  0.020  1.449
 905  S1   O4    double    1.445  0.020  1.445
 905  S1   C6    single    1.765  0.020  1.765
 905  C6   C7    aromatic  1.388  0.020  1.388
 905  C6   C11   aromatic  1.385  0.020  1.385
 905  C7   C8    aromatic  1.387  0.020  1.387
 905  C7   H7    single    0.930  0.020  1.080
 905  C8   C9    aromatic  1.383  0.020  1.383
 905  C8   H8    single    0.930  0.020  1.080
 905  C9   C10   aromatic  1.400  0.020  1.400
 905  C9   H9    single    0.930  0.020  1.080
 905  C10  N3    single    1.371  0.020  1.371
 905  C10  C11   aromatic  1.400  0.020  1.400
 905  N3   HN31  single    0.890  0.020  1.040
 905  N3   HN32  single    0.890  0.020  1.040
 905  C11  H11   single    0.930  0.020  1.080
 905  C12  C13   aromatic  1.378  0.020  1.378
 905  C12  C21   aromatic  1.389  0.020  1.389
 905  C13  F1    single    1.350  0.020  1.350
 905  C13  C14   aromatic  1.393  0.020  1.393
 905  C14  O5    single    1.339  0.020  1.339
 905  C14  C17   aromatic  1.391  0.020  1.391
 905  O5   C15   single    1.424  0.020  1.424
 905  C15  C16   single    1.509  0.020  1.509
 905  C15  H151  single    0.970  0.020  1.090
 905  C15  H152  single    0.970  0.020  1.090
 905  C16  H161  single    0.970  0.020  1.090
 905  C16  H162  single    0.970  0.020  1.090
 905  C16  H163  single    0.970  0.020  1.090
 905  C17  C18   aromatic  1.396  0.020  1.396
 905  C17  H17   single    0.930  0.020  1.080
 905  C18  O6    single    1.343  0.020  1.343
 905  C18  C21   aromatic  1.389  0.020  1.389
 905  O6   C19   single    1.420  0.020  1.420
 905  C19  C20   single    1.510  0.020  1.510
 905  C19  H191  single    0.970  0.020  1.090
 905  C19  H192  single    0.970  0.020  1.090
 905  C20  H201  single    0.970  0.020  1.090
 905  C20  H202  single    0.970  0.020  1.090
 905  C20  H203  single    0.970  0.020  1.090
 905  C21  H21   single    0.930  0.020  1.080
 905  C22  C23   aromatic  1.379  0.020  1.379
 905  C22  H22   single    0.930  0.020  1.080
 905  C23  C24   aromatic  1.396  0.020  1.396
 905  C23  H23   single    0.930  0.020  1.080
 905  C24  C25   single    1.472  0.020  1.472
 905  C25  N4    double    1.292  0.020  1.292
 905  C25  N5    single    1.354  0.020  1.354
 905  N4   HN4   single    0.890  0.020  1.040
 905  N5   HN51  single    0.890  0.020  1.040
 905  N5   HN52  single    0.890  0.020  1.040

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
 905  HO1   O1   C1    105.81  3.000
 905  C24   C1   C2    119.85  3.000
 905  C24   C1   O1    121.91  3.000
 905  C2    C1   O1    118.23  3.000
 905  H2    C2   C3    119.78  3.000
 905  H2    C2   C1    118.68  3.000
 905  C3    C2   C1    121.54  3.000
 905  C22   C3   N1    122.22  3.000
 905  C22   C3   C2    118.82  3.000
 905  N1    C3   C2    118.96  3.000
 905  HN1   N1   C4    115.70  3.000
 905  HN1   N1   C3    116.37  3.000
 905  C4    N1   C3    122.49  3.000
 905  H4    C4   C12   110.29  3.000
 905  H4    C4   C5    108.80  3.000
 905  C12   C4   C5    104.70  3.000
 905  H4    C4   N1    109.74  3.000
 905  C12   C4   N1    114.25  3.000
 905  C5    C4   N1    108.82  3.000
 905  N2    C5   O2    123.19  3.000
 905  N2    C5   C4    113.75  3.000
 905  O2    C5   C4    122.86  3.000
 905  HN2   N2   S1    114.45  3.000
 905  HN2   N2   C5    119.45  3.000
 905  S1    N2   C5    122.67  3.000
 905  C6    S1   O4    110.27  3.000
 905  C6    S1   O3    109.82  3.000
 905  O4    S1   O3    120.34  3.000
 905  C6    S1   N2    102.20  3.000
 905  O4    S1   N2    108.88  3.000
 905  O3    S1   N2    103.59  3.000
 905  C11   C6   C7    123.05  3.000
 905  C11   C6   S1    119.05  3.000
 905  C7    C6   S1    117.85  3.000
 905  H7    C7   C8    120.76  3.000
 905  H7    C7   C6    122.01  3.000
 905  C8    C7   C6    117.23  3.000
 905  H8    C8   C9    119.32  3.000
 905  H8    C8   C7    119.55  3.000
 905  C9    C8   C7    121.13  3.000
 905  H9    C9   C10   119.24  3.000
 905  H9    C9   C8    119.55  3.000
 905  C10   C9   C8    121.21  3.000
 905  C11   C10  N3    120.86  3.000
 905  C11   C10  C9    118.19  3.000
 905  N3    C10  C9    120.92  3.000
 905  HN32  N3   HN31  112.44  3.000
 905  HN32  N3   C10   116.69  3.000
 905  HN31  N3   C10   116.39  3.000
 905  H11   C11  C10   119.89  3.000
 905  H11   C11  C6    120.92  3.000
 905  C10   C11  C6    119.19  3.000
 905  C21   C12  C13   119.03  3.000
 905  C21   C12  C4    119.41  3.000
 905  C13   C12  C4    121.50  3.000
 905  C14   C13  F1    118.13  3.000
 905  C14   C13  C12   121.95  3.000
 905  F1    C13  C12   119.92  3.000
 905  C17   C14  O5    125.03  3.000
 905  C17   C14  C13   118.66  3.000
 905  O5    C14  C13   116.31  3.000
 905  C15   O5   C14   118.79  3.000
 905  H152  C15  H151  107.72  3.000
 905  H152  C15  C16   110.63  3.000
 905  H151  C15  C16   110.35  3.000
 905  H152  C15  O5    109.90  3.000
 905  H151  C15  O5    110.16  3.000
 905  C16   C15  O5    108.09  3.000
 905  H163  C16  H162  108.67  3.000
 905  H163  C16  H161  107.94  3.000
 905  H162  C16  H161  107.90  3.000
 905  H163  C16  C15   111.57  3.000
 905  H162  C16  C15   111.44  3.000
 905  H161  C16  C15   109.19  3.000
 905  H17   C17  C18   120.53  3.000
 905  H17   C17  C14   119.55  3.000
 905  C18   C17  C14   119.92  3.000
 905  C21   C18  O6    116.21  3.000
 905  C21   C18  C17   120.27  3.000
 905  O6    C18  C17   123.52  3.000
 905  C19   O6   C18   119.52  3.000
 905  H192  C19  H191  107.49  3.000
 905  H192  C19  C20   110.31  3.000
 905  H191  C19  C20   110.67  3.000
 905  H192  C19  O6    110.21  3.000
 905  H191  C19  O6    110.36  3.000
 905  C20   C19  O6    107.81  3.000
 905  H203  C20  H202  108.49  3.000
 905  H203  C20  H201  107.88  3.000
 905  H202  C20  H201  108.00  3.000
 905  H203  C20  C19   111.53  3.000
 905  H202  C20  C19   111.27  3.000
 905  H201  C20  C19   109.54  3.000
 905  H21   C21  C18   119.26  3.000
 905  H21   C21  C12   120.57  3.000
 905  C18   C21  C12   120.15  3.000
 905  H22   C22  C23   118.86  3.000
 905  H22   C22  C3    121.73  3.000
 905  C23   C22  C3    119.42  3.000
 905  H23   C23  C24   120.12  3.000
 905  H23   C23  C22   116.98  3.000
 905  C24   C23  C22   122.90  3.000
 905  C25   C24  C23   122.74  3.000
 905  C25   C24  C1    119.81  3.000
 905  C23   C24  C1    117.45  3.000
 905  N5    C25  N4    124.00  3.000
 905  N5    C25  C24   118.31  3.000
 905  N4    C25  C24   117.66  3.000
 905  HN4   N4   C25   114.42  3.000
 905  HN52  N5   HN51  114.05  3.000
 905  HN52  N5   C25   120.04  3.000
 905  HN51  N5   C25   117.76  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
 905  CONST_01  C22   C3   C2   C1      0.00   0.0  0
 905  CONST_02  C22   C23  C24  C1      0.00   0.0  0
 905  CONST_03  C23   C24  C1   C2      0.00   0.0  0
 905  CONST_04  C23   C22  C3   C2      0.00   0.0  0
 905  CONST_05  C24   C1   C2   C3      0.00   0.0  0
 905  CONST_06  C24   C23  C22  C3      0.00   0.0  0
 905  CONST_07  C9    C8   C7   C6      0.00   0.0  0
 905  CONST_08  C9    C10  C11  C6      0.00   0.0  0
 905  CONST_09  C10   C11  C6   C7      0.00   0.0  0
 905  CONST_10  C10   C9   C8   C7      0.00   0.0  0
 905  CONST_11  C11   C6   C7   C8      0.00   0.0  0
 905  CONST_12  C11   C10  C9   C8      0.00   0.0  0
 905  CONST_13  C17   C14  C13  C12     0.00   0.0  0
 905  CONST_14  C17   C18  C21  C12     0.00   0.0  0
 905  CONST_15  C18   C21  C12  C13     0.00   0.0  0
 905  CONST_16  C18   C17  C14  C13     0.00   0.0  0
 905  CONST_17  C21   C12  C13  C14     0.00   0.0  0
 905  CONST_18  C21   C18  C17  C14     0.00   0.0  0
 905  CONST_19  C3    C2   C1   O1    180.00   0.0  0
 905  CONST_20  C23   C24  C1   O1    180.00   0.0  0
 905  CONST_21  N1    C3   C2   C1    180.00   0.0  0
 905  CONST_22  C25   C24  C1   C2    180.00   0.0  0
 905  CONST_23  C23   C22  C3   N1    180.00   0.0  0
 905  CONST_24  C14   C13  C12  C4    180.00   0.0  0
 905  CONST_25  C18   C21  C12  C4    180.00   0.0  0
 905  CONST_26  C8    C7   C6   S1    180.00   0.0  0
 905  CONST_27  C10   C11  C6   S1    180.00   0.0  0
 905  CONST_28  N3    C10  C11  C6    180.00   0.0  0
 905  CONST_29  N3    C10  C9   C8    180.00   0.0  0
 905  CONST_30  O5    C14  C13  C12   180.00   0.0  0
 905  CONST_31  O6    C18  C21  C12   180.00   0.0  0
 905  CONST_32  C21   C12  C13  F1    180.00   0.0  0
 905  CONST_33  C17   C14  C13  F1    180.00   0.0  0
 905  CONST_34  O6    C18  C17  C14   180.00   0.0  0
 905  CONST_35  C18   C17  C14  O5    180.00   0.0  0
 905  CONST_36  C25   C24  C23  C22   180.00   0.0  0
 905  CONST_37  H23   C23  C24  C1    180.00   0.0  0
 905  CONST_38  H22   C22  C3   C2    180.00   0.0  0
 905  CONST_39  H8    C8   C7   C6    180.00   0.0  0
 905  CONST_40  H11   C11  C6   C7    180.00   0.0  0
 905  CONST_41  H9    C9   C8   C7    180.00   0.0  0
 905  CONST_42  H7    C7   C8   C9    180.00   0.0  0
 905  CONST_43  H21   C21  C12  C13   180.00   0.0  0
 905  CONST_44  H17   C17  C14  C13   180.00   0.0  0
 905  CONST_45  H2    C2   C3   C22   180.00   0.0  0
 905  CONST_46  C4    N1   C3   C2    180.00   0.0  0
 905  CONST_48  HN1   N1   C3   C2      0.00   0.0  0
 905  CONST_51  HN4   N4   C25  C24   180.00   0.0  0
 905  CONST_52  HN51  N5   C25  C24   180.00   0.0  0
 905  CONST_56  HN2   N2   C5   C4      0.00   0.0  0
 905  Var_01    N4    C25  C24  C1     -6.57  30.0  2
 905  Var_02    C7    C6   S1   N2     79.28  30.0  2
 905  Var_03    C17   C14  O5   C15    -3.26  30.0  2
 905  Var_04    C21   C18  O6   C19  -173.45  30.0  2
 905  Var_05    C6    S1   N2   C5     59.25  30.0  3
 905  Var_06    C16   C15  O5   C14  -179.26  30.0  3
 905  Var_07    C20   C19  O6   C18   172.89  30.0  3
 905  Var_08    H161  C16  C15  O5    179.67  30.0  3
 905  Var_09    H201  C20  C19  O6   -179.83  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
 905  chir_01  C4  N1  C5  C12  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
 905  plan-1  O1    0.020
 905  plan-1  C1    0.020
 905  plan-1  C2    0.020
 905  plan-1  C3    0.020
 905  plan-1  N1    0.020
 905  plan-1  C22   0.020
 905  plan-1  C23   0.020
 905  plan-1  C24   0.020
 905  plan-1  C25   0.020
 905  plan-1  H2    0.020
 905  plan-1  H22   0.020
 905  plan-1  H23   0.020
 905  plan-2  S1    0.020
 905  plan-2  C6    0.020
 905  plan-2  C7    0.020
 905  plan-2  C8    0.020
 905  plan-2  C9    0.020
 905  plan-2  C10   0.020
 905  plan-2  N3    0.020
 905  plan-2  C11   0.020
 905  plan-2  H7    0.020
 905  plan-2  H8    0.020
 905  plan-2  H9    0.020
 905  plan-2  H11   0.020
 905  plan-3  C4    0.020
 905  plan-3  C12   0.020
 905  plan-3  C13   0.020
 905  plan-3  F1    0.020
 905  plan-3  C14   0.020
 905  plan-3  O5    0.020
 905  plan-3  C17   0.020
 905  plan-3  C18   0.020
 905  plan-3  O6    0.020
 905  plan-3  C21   0.020
 905  plan-3  H17   0.020
 905  plan-3  H21   0.020
 905  plan-4  C4    0.020
 905  plan-4  C5    0.020
 905  plan-4  O2    0.020
 905  plan-4  N2    0.020
 905  plan-4  S1    0.020
 905  plan-4  HN2   0.020
 905  plan-5  C3    0.020
 905  plan-5  N1    0.020
 905  plan-5  C4    0.020
 905  plan-5  HN1   0.020
 905  plan-6  C10   0.020
 905  plan-6  N3    0.020
 905  plan-6  HN31  0.020
 905  plan-6  HN32  0.020
 905  plan-7  C24   0.020
 905  plan-7  C25   0.020
 905  plan-7  N4    0.020
 905  plan-7  N5    0.020
 905  plan-7  HN4   0.020
 905  plan-7  HN51  0.020
 905  plan-7  HN52  0.020

