# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 14:06:19 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: N-[2-(carbamimidamidooxy)ethyl]-2-{6-chloro-3-[(2,2-difluoro-2-phenylethyl)amino]-2-fluorophenyl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)NOCCNC(=O)Cc1c(F)c(NCC(F)(F)c2ccccc2)ccc1Cl
#
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
 I50  I50  N-[2-(carbamimidamidooxy)ethyl]-2-{6-chloro-3-[(2,2-difluoro-2-phenylethyl)amino]-2-fluorophenyl}acetamide  ligand  51  30  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_I50
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
 I50  C1    C   C     0   0.515  -5.9632   2.5126   0.2079
 I50  O5    O   O2    0  -0.401  -5.6555   0.7795  -1.3086
 I50  C7    C   CH2   0  -0.343  -5.5945  -1.5871  -1.3528
 I50  C9    C   C     0   0.558  -3.3211  -1.2890  -0.4645
 I50  C11   C   CH2   0  -0.693  -2.4945  -1.3338   0.8124
 I50  C12   C   CR6   0   0.046  -1.0488  -1.5831   0.5187
 I50  C13   C   CR6   0   0.446  -0.1112  -0.5767   0.6011
 I50  C14   C   CR6   0   0.248   1.2549  -0.7395   0.3396
 I50  C15   C   CR16  0  -0.367   1.6632  -2.0168  -0.0418
 I50  C16   C   CR16  0  -0.211   0.7522  -3.0597  -0.1394
 I50  C21   C   CH2   0  -0.369   3.4759   0.2524   0.0846
 I50  C24   C   CT    0   0.774   4.2980   1.3785   0.6837
 I50  C27   C   CR16  0  -0.237   7.9962   0.5891   0.5240
 I50  C30   C   CR16  0  -0.287   6.0988   1.9699  -0.9578
 I50  N2    N   N     0  -0.686  -5.2634   1.9734   1.1248
 I50  N3    N   NH2   0  -0.820  -6.4372   3.7940   0.3198
 I50  N4    N   NH1   0  -0.387  -6.3633   1.9203  -0.9933
 I50  C6    C   CH2   0  -0.144  -6.4850  -0.3689  -1.2192
 I50  N8    N   NH1   0  -0.629  -4.5999  -1.6676  -0.3098
 I50  O10   O   O     0  -0.477  -2.8440  -0.9106  -1.5209
 I50  C17   C   CR6   0  -0.119  -0.5822  -2.8416   0.1337
 I50  CL18  CL  CL    0  -0.126  -1.7115  -4.1490  -0.0271
 I50  F19   F   F     0  -0.312  -0.5140   0.6582   0.9589
 I50  N20   N   NH1   0  -0.714   2.1035   0.3316   0.5059
 I50  C25   C   CR6   0  -0.100   5.7309   1.3464   0.2302
 I50  C26   C   CR16  0  -0.289   6.6831   0.6519   0.9689
 I50  C28   C   CR16  0  -0.253   8.3644   1.2166  -0.6578
 I50  C29   C   CR16  0  -0.238   7.4128   1.9049  -1.3983
 I50  F31   F   F     0  -0.346   3.7304   2.5784   0.3485
 I50  F32   F   F     0  -0.336   4.2334   1.3161   2.0434
 I50  H71   H   HCH2  0   0.270  -6.2267  -2.4747  -1.3117
 I50  H72   H   HCH2  0   0.261  -5.0938  -1.5933  -2.3203
 I50  H111  H   HCH2  0   0.305  -2.6249  -0.3754   1.3184
 I50  H112  H   HCH2  0   0.292  -2.8798  -2.0876   1.5012
 I50  H15   H   HCR6  0   0.286   2.6984  -2.2191  -0.2761
 I50  H16   H   HCR6  0   0.281   1.0964  -4.0387  -0.4424
 I50  H211  H   HCH2  0   0.264   3.5982   0.2714  -1.0063
 I50  H212  H   HCH2  0   0.274   3.9193  -0.6825   0.4308
 I50  H30   H   HCR6  0   0.265   5.3703   2.5108  -1.5474
 I50  HN2   H   H     0   0.323  -4.9250   1.0652   0.8320
 I50  HN31  H   HNH2  0   0.387  -6.4077   4.1590   1.2583
 I50  HN32  H   HNH2  0   0.387  -7.3074   4.0005  -0.1461
 I50  HN4   H   HNH1  0   0.397  -6.3451   2.5476  -1.7891
 I50  H61   H   HCH2  0   0.222  -7.0130  -0.3877  -0.2600
 I50  H62   H   HCH2  0   0.232  -7.2345  -0.3745  -2.0175
 I50  HN8   H   HNH1  0   0.406  -4.9034  -1.9813   0.5982
 I50  HN20  H   HNH1  0   0.390   1.6745   1.2310   0.3493
 I50  H26   H   HCR6  0   0.265   6.4133   0.1543   1.8909
 I50  H28   H   HCR6  0   0.264   9.3893   1.1683  -1.0013
 I50  H29   H   HCR6  0   0.264   7.6924   2.3949  -2.3217
 I50  H27   H   HCR6  0   0.264   8.7317   0.0484   1.1046

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
 I50  CL18  C17   single    1.735  0.020  1.735
 I50  O10   C9    double    1.219  0.020  1.219
 I50  C9    C11   single    1.522  0.020  1.522
 I50  C9    N8    single    1.343  0.020  1.343
 I50  C7    N8    single    1.443  0.020  1.443
 I50  C7    C6    single    1.515  0.020  1.515
 I50  C11   C12   single    1.496  0.020  1.496
 I50  C17   C12   aromatic  1.396  0.020  1.396
 I50  C17   C16   aromatic  1.379  0.020  1.379
 I50  C12   C13   aromatic  1.378  0.020  1.378
 I50  C6    O5    single    1.419  0.020  1.419
 I50  C16   C15   aromatic  1.388  0.020  1.388
 I50  C13   F19   single    1.347  0.020  1.347
 I50  C13   C14   aromatic  1.400  0.020  1.400
 I50  C15   C14   aromatic  1.394  0.020  1.394
 I50  O5    N4    single    1.379  0.020  1.379
 I50  C14   N20   single    1.377  0.020  1.377
 I50  N4    C1    single    1.398  0.020  1.398
 I50  C1    N3    single    1.371  0.020  1.371
 I50  C1    N2    double    1.273  0.020  1.273
 I50  N20   C21   single    1.438  0.020  1.438
 I50  C21   C24   single    1.518  0.020  1.518
 I50  C27   C26   aromatic  1.388  0.020  1.388
 I50  C27   C28   aromatic  1.388  0.020  1.388
 I50  C26   C25   aromatic  1.391  0.020  1.391
 I50  C28   C29   aromatic  1.388  0.020  1.388
 I50  C25   C24   single    1.503  0.020  1.503
 I50  C25   C30   aromatic  1.391  0.020  1.391
 I50  C29   C30   aromatic  1.387  0.020  1.387
 I50  C24   F32   single    1.363  0.020  1.363
 I50  C24   F31   single    1.369  0.020  1.369
 I50  C7    H71   single    0.970  0.020  1.090
 I50  C7    H72   single    0.970  0.020  1.090
 I50  C11   H111  single    0.970  0.020  1.090
 I50  C11   H112  single    0.970  0.020  1.090
 I50  C15   H15   single    0.930  0.020  1.080
 I50  C16   H16   single    0.930  0.020  1.080
 I50  C21   H211  single    0.970  0.020  1.090
 I50  C21   H212  single    0.970  0.020  1.090
 I50  C27   H27   single    0.930  0.020  1.080
 I50  C30   H30   single    0.930  0.020  1.080
 I50  N2    HN2   single    0.890  0.020  1.040
 I50  N3    HN31  single    0.890  0.020  1.040
 I50  N3    HN32  single    0.890  0.020  1.040
 I50  N4    HN4   single    0.890  0.020  1.040
 I50  C6    H61   single    0.970  0.020  1.090
 I50  C6    H62   single    0.970  0.020  1.090
 I50  N8    HN8   single    0.860  0.020  1.020
 I50  N20   HN20  single    0.890  0.020  1.040
 I50  C26   H26   single    0.930  0.020  1.080
 I50  C28   H28   single    0.930  0.020  1.080
 I50  C29   H29   single    0.930  0.020  1.080

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
 I50  N4    C1   N3    111.55  3.000
 I50  N3    C1   N2    121.81  3.000
 I50  N4    C1   N2    126.63  3.000
 I50  C6    O5   N4    110.79  3.000
 I50  H72   C7   H71   107.18  3.000
 I50  H72   C7   N8    108.95  3.000
 I50  H71   C7   N8    109.08  3.000
 I50  H72   C7   C6    110.68  3.000
 I50  H71   C7   C6    108.08  3.000
 I50  N8    C7   C6    112.71  3.000
 I50  O10   C9   N8    124.06  3.000
 I50  N8    C9   C11   114.35  3.000
 I50  O10   C9   C11   121.57  3.000
 I50  H112  C11  H111  105.77  3.000
 I50  H112  C11  C12   110.48  3.000
 I50  H111  C11  C12   110.65  3.000
 I50  H112  C11  C9    110.99  3.000
 I50  H111  C11  C9    107.35  3.000
 I50  C12   C11  C9    111.41  3.000
 I50  C17   C12  C13   116.57  3.000
 I50  C13   C12  C11   121.61  3.000
 I50  C17   C12  C11   121.82  3.000
 I50  F19   C13  C14   116.61  3.000
 I50  C14   C13  C12   124.59  3.000
 I50  F19   C13  C12   118.80  3.000
 I50  N20   C14  C15   124.43  3.000
 I50  N20   C14  C13   119.23  3.000
 I50  C15   C14  C13   116.32  3.000
 I50  H15   C15  C16   118.22  3.000
 I50  H15   C15  C14   120.76  3.000
 I50  C16   C15  C14   121.02  3.000
 I50  H16   C16  C17   120.44  3.000
 I50  H16   C16  C15   119.42  3.000
 I50  C17   C16  C15   120.14  3.000
 I50  H212  C21  H211  106.55  3.000
 I50  H212  C21  N20   110.01  3.000
 I50  H211  C21  N20   113.37  3.000
 I50  H212  C21  C24   106.88  3.000
 I50  H211  C21  C24   108.60  3.000
 I50  N20   C21  C24   111.13  3.000
 I50  F32   C24  F31   105.35  3.000
 I50  F31   C24  C25   109.88  3.000
 I50  F32   C24  C25   110.19  3.000
 I50  F31   C24  C21   109.22  3.000
 I50  F32   C24  C21   109.53  3.000
 I50  C25   C24  C21   112.42  3.000
 I50  H27   C27  C28   120.17  3.000
 I50  H27   C27  C26   119.59  3.000
 I50  C28   C27  C26   120.23  3.000
 I50  H30   C30  C29   119.21  3.000
 I50  H30   C30  C25   120.75  3.000
 I50  C29   C30  C25   120.04  3.000
 I50  HN2   N2   C1    110.81  3.000
 I50  HN32  N3   HN31  112.42  3.000
 I50  HN32  N3   C1    116.88  3.000
 I50  HN31  N3   C1    113.86  3.000
 I50  HN4   N4   O5    108.86  3.000
 I50  HN4   N4   C1    114.04  3.000
 I50  O5    N4   C1    113.59  3.000
 I50  H62   C6   H61   107.97  3.000
 I50  H62   C6   C7    109.50  3.000
 I50  H61   C6   C7    110.30  3.000
 I50  H62   C6   O5    110.99  3.000
 I50  H61   C6   O5    110.54  3.000
 I50  C7    C6   O5    107.55  3.000
 I50  HN8   N8   C9    118.59  3.000
 I50  HN8   N8   C7    117.46  3.000
 I50  C9    N8   C7    123.87  3.000
 I50  CL18  C17  C16   119.48  3.000
 I50  C16   C17  C12   121.36  3.000
 I50  CL18  C17  C12   119.15  3.000
 I50  HN20  N20  C21   114.18  3.000
 I50  HN20  N20  C14   114.38  3.000
 I50  C21   N20  C14   120.67  3.000
 I50  C26   C25  C30   119.75  3.000
 I50  C30   C25  C24   120.01  3.000
 I50  C26   C25  C24   120.20  3.000
 I50  H26   C26  C25   120.76  3.000
 I50  H26   C26  C27   119.23  3.000
 I50  C25   C26  C27   120.00  3.000
 I50  H28   C28  C29   120.13  3.000
 I50  H28   C28  C27   120.10  3.000
 I50  C29   C28  C27   119.77  3.000
 I50  H29   C29  C28   120.17  3.000
 I50  H29   C29  C30   119.63  3.000
 I50  C28   C29  C30   120.20  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
 I50  CONST_01  C15   C16  C17  C12     0.00   0.0  0
 I50  CONST_02  C15   C14  C13  C12     0.00   0.0  0
 I50  CONST_03  C16   C17  C12  C13     0.00   0.0  0
 I50  CONST_04  C16   C15  C14  C13     0.00   0.0  0
 I50  CONST_05  C17   C12  C13  C14     0.00   0.0  0
 I50  CONST_06  C17   C16  C15  C14     0.00   0.0  0
 I50  CONST_07  C30   C25  C26  C27     0.00   0.0  0
 I50  CONST_08  C30   C29  C28  C27     0.00   0.0  0
 I50  CONST_09  C28   C27  C26  C25     0.00   0.0  0
 I50  CONST_10  C28   C29  C30  C25     0.00   0.0  0
 I50  CONST_11  C29   C28  C27  C26     0.00   0.0  0
 I50  CONST_12  C29   C30  C25  C26     0.00   0.0  0
 I50  CONST_13  C16   C17  C12  C11   180.00   0.0  0
 I50  CONST_14  C14   C13  C12  C11   180.00   0.0  0
 I50  CONST_15  N20   C14  C13  C12   180.00   0.0  0
 I50  CONST_16  CL18  C17  C12  C13   180.00   0.0  0
 I50  CONST_17  CL18  C17  C16  C15   180.00   0.0  0
 I50  CONST_18  F19   C13  C14  C15   180.00   0.0  0
 I50  CONST_19  N20   C14  C15  C16   180.00   0.0  0
 I50  CONST_20  C27   C26  C25  C24   180.00   0.0  0
 I50  CONST_21  C29   C30  C25  C24   180.00   0.0  0
 I50  CONST_22  F19   C13  C12  C17   180.00   0.0  0
 I50  CONST_23  H16   C16  C17  C12   180.00   0.0  0
 I50  CONST_24  H15   C15  C14  C13   180.00   0.0  0
 I50  CONST_25  H29   C29  C28  C27   180.00   0.0  0
 I50  CONST_26  H26   C26  C25  C30   180.00   0.0  0
 I50  CONST_27  H28   C28  C29  C30   180.00   0.0  0
 I50  CONST_28  H27   C27  C26  C25   180.00   0.0  0
 I50  CONST_29  H30   C30  C25  C26   180.00   0.0  0
 I50  CONST_30  C21   N20  C14  C13   180.00   0.0  0
 I50  CONST_31  C21   N20  C14  C15     0.00   0.0  0
 I50  CONST_33  O10   C9   N8   C7      0.00   0.0  0
 I50  CONST_34  C11   C9   N8   C7    180.00   0.0  0
 I50  CONST_37  HN8   N8   C9   C11     0.00   0.0  0
 I50  CONST_41  HN2   N2   C1   N3    180.00   0.0  0
 I50  Var_01    C17   C12  C11  C9    -74.17  30.0  2
 I50  Var_02    C26   C25  C24  C21   -91.30  30.0  2
 I50  Var_03    O10   C9   C11  C12   -29.91  30.0  1
 I50  Var_04    C24   C21  N20  C14  -165.05  30.0  3
 I50  Var_05    C25   C24  C21  N20  -178.36  30.0  3
 I50  Var_06    N8    C7   C6   O5     60.85  30.0  1
 I50  Var_07    C6    C7   N8   C9    -99.63  30.0  1
 I50  Var_08    H61   C6   O5   N4    -50.40  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
 I50  plan-1  C24   0.020
 I50  plan-1  C27   0.020
 I50  plan-1  C30   0.020
 I50  plan-1  C25   0.020
 I50  plan-1  C26   0.020
 I50  plan-1  C28   0.020
 I50  plan-1  C29   0.020
 I50  plan-1  H30   0.020
 I50  plan-1  H26   0.020
 I50  plan-1  H28   0.020
 I50  plan-1  H29   0.020
 I50  plan-1  H27   0.020
 I50  plan-2  C11   0.020
 I50  plan-2  C12   0.020
 I50  plan-2  C13   0.020
 I50  plan-2  C14   0.020
 I50  plan-2  C15   0.020
 I50  plan-2  C16   0.020
 I50  plan-2  C17   0.020
 I50  plan-2  CL18  0.020
 I50  plan-2  F19   0.020
 I50  plan-2  N20   0.020
 I50  plan-2  H15   0.020
 I50  plan-2  H16   0.020
 I50  plan-3  C7    0.020
 I50  plan-3  C9    0.020
 I50  plan-3  C11   0.020
 I50  plan-3  N8    0.020
 I50  plan-3  O10   0.020
 I50  plan-3  HN8   0.020
 I50  plan-4  C14   0.020
 I50  plan-4  C21   0.020
 I50  plan-4  N20   0.020
 I50  plan-4  HN20  0.020
 I50  plan-5  C1    0.020
 I50  plan-5  O5    0.020
 I50  plan-5  N2    0.020
 I50  plan-5  N3    0.020
 I50  plan-5  N4    0.020
 I50  plan-5  HN2   0.020
 I50  plan-5  HN31  0.020
 I50  plan-5  HN32  0.020
 I50  plan-5  HN4   0.020

