# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 23:09:01 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (2R)-[(4-carbamimidoylphenyl)amino]{5-ethoxy-2-fluoro-3-[(3R)-tetrahydrofuran-3-yloxy]phenyl}ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc(O[C@@H]2CCOC2)c(F)c(c1)[C@@H](Nc3ccc(cc3)C(N)=N)C(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
 346  346  '(2R)-[(4-carbamimidoylphenyl)amino]{5-ethoxy-2-fluoro-3-[(3R)-tetrahydrofuran-3-yloxy]phenyl}ethanoic acid'  ligand  53  30  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_346
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
 346  F30   F  F      0  -0.312   1.2497  -2.0566  -0.1494
 346  C12   C  C      0   0.376   1.5462  -0.7498  -0.2808
 346  C13   C  C      0   0.297   2.8840  -0.3800  -0.1528
 346  O25   O  O2     0  -0.481   3.7471  -1.3847   0.0653
 346  C26   C  CH1    0  -0.025   5.1259  -1.1002   0.2745
 346  C27   C  CH2    0  -0.530   5.8714  -2.4336   0.3088
 346  C29   C  CH2    0  -0.166   6.0748  -2.7150   1.8090
 346  O28   O  O2     0  -0.489   5.3734  -1.6989   2.5032
 346  C31   C  CH2    0  -0.204   5.3830  -0.5601   1.6764
 346  C8    C  C1     0  -0.539   3.2251   0.9646  -0.2661
 346  C9    C  C      0   0.434   2.2276   1.9107  -0.5093
 346  O23   O  O2     0  -0.477   2.4694   3.2299  -0.6291
 346  C24   C  CH2    0  -0.191   3.8021   3.7084  -0.5165
 346  C30   C  CH3    0  -0.680   3.7751   5.2101  -0.6718
 346  C10   C  C1     0  -0.413   0.9036   1.5137  -0.6445
 346  C11   C  C      0  -0.063   0.5496   0.1720  -0.5252
 346  C14   C  CH1    0  -0.268  -0.8950  -0.2369  -0.6696
 346  C15   C  C      0   0.409  -1.3501   0.1388  -2.1145
 346  O2    O  O      0  -0.582  -1.9970   1.1882  -2.2471
 346  O1    O  OC    -1  -0.597  -0.9766  -0.6560  -2.9959
 346  N3    N  NH1    0  -0.681  -1.6661   0.3744   0.3853
 346  C1    C  CR6    0   0.394  -3.0028   0.1449   0.5206
 346  C2    C  CR16   0  -0.349  -3.7670   0.9532   1.3827
 346  C3    C  CR16   0  -0.264  -5.1062   0.7076   1.5890
 346  C4    C  CR6    0   0.009  -5.7637  -0.3446   0.9449
 346  C7    C  C      0   0.323  -7.2039  -0.5815   1.1958
 346  N1    N  NH2    0  -0.826  -7.8478  -1.3495   0.2610
 346  N2    N  N      0  -0.663  -7.7391  -0.1120   2.2600
 346  C5    C  CR16   0  -0.285  -5.0065  -1.1456   0.0917
 346  C6    C  CR16   0  -0.337  -3.6585  -0.9144  -0.1239
 346  H26   H  HCH1   0   0.262   5.5029  -0.4416  -0.5129
 346  H272  H  HCH2   0   0.265   6.8249  -2.3448  -0.2097
 346  H271  H  HCH2   0   0.268   5.3000  -3.2118  -0.1952
 346  H292  H  HCH2   0   0.212   7.1414  -2.6867   2.0599
 346  H291  H  HCH2   0   0.234   5.6803  -3.6826   2.1200
 346  H312  H  HCH2   0   0.252   4.6314   0.1449   2.0364
 346  H311  H  HCH2   0   0.221   6.3573  -0.0514   1.6876
 346  H8    H  H      0   0.305   4.2548   1.2740  -0.1625
 346  H241  H  HCH2   0   0.225   4.4333   3.2564  -1.2893
 346  H242  H  HCH2   0   0.223   4.2222   3.4345   0.4576
 346  H303  H  HCH3   0   0.235   3.1674   5.6789   0.1019
 346  H302  H  HCH3   0   0.236   3.3857   5.5029  -1.6468
 346  H301  H  HCH3   0   0.238   4.7889   5.5994  -0.5839
 346  H10   H  H      0   0.262   0.1449   2.2560  -0.8618
 346  H14   H  HCH1   0   0.256  -0.9689  -1.3216  -0.5683
 346  H33   H  HNH1   0   0.384  -1.3505   1.2774   0.7019
 346  H2    H  HCR6   0   0.253  -3.2915   1.7839   1.8922
 346  H3    H  HCR6   0   0.246  -5.6656   1.3490   2.2574
 346  H12   H  HNH2   0   0.386  -8.8522  -1.3973   0.3270
 346  H11   H  HNH2   0   0.390  -7.5189  -1.3100  -0.6899
 346  H21   H  H      0   0.317  -8.7352  -0.3121   2.2868
 346  H5    H  HCR6   0   0.248  -5.4580  -1.9896  -0.4153
 346  H6    H  HCR6   0   0.263  -3.1237  -1.5720  -0.7954

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
 346  F30  C12   single    1.346  0.020  1.346
 346  C12  C13   aromatic  1.394  0.020  1.394
 346  C12  C11   aromatic  1.379  0.020  1.379
 346  C13  O25   single    1.342  0.020  1.342
 346  C13  C8    aromatic  1.392  0.020  1.392
 346  O25  C26   single    1.423  0.020  1.423
 346  C26  C27   single    1.528  0.020  1.528
 346  C26  C31   single    1.524  0.020  1.524
 346  C26  H26   single    0.970  0.020  1.090
 346  C27  C29   single    1.540  0.020  1.540
 346  C27  H272  single    0.970  0.020  1.090
 346  C27  H271  single    0.970  0.020  1.090
 346  C29  O28   single    1.416  0.020  1.416
 346  C29  H292  single    0.970  0.020  1.090
 346  C29  H291  single    0.970  0.020  1.090
 346  O28  C31   single    1.407  0.020  1.407
 346  C31  H312  single    0.970  0.020  1.090
 346  C31  H311  single    0.970  0.020  1.090
 346  C8   C9    aromatic  1.396  0.020  1.396
 346  C8   H8    single    0.930  0.020  1.080
 346  C9   O23   single    1.346  0.020  1.346
 346  C9   C10   aromatic  1.389  0.020  1.389
 346  O23  C24   single    1.421  0.020  1.421
 346  C24  C30   single    1.510  0.020  1.510
 346  C24  H241  single    0.970  0.020  1.090
 346  C24  H242  single    0.970  0.020  1.090
 346  C30  H303  single    0.970  0.020  1.090
 346  C30  H302  single    0.970  0.020  1.090
 346  C30  H301  single    0.970  0.020  1.090
 346  C10  C11   aromatic  1.393  0.020  1.393
 346  C10  H10   single    0.930  0.020  1.080
 346  C11  C14   single    1.508  0.020  1.508
 346  C14  C15   single    1.561  0.020  1.561
 346  C14  N3    single    1.443  0.020  1.443
 346  C14  H14   single    0.970  0.020  1.090
 346  C15  O2    deloc     1.240  0.020  1.240
 346  C15  O1    deloc     1.244  0.020  1.244
 346  N3   C1    single    1.363  0.020  1.363
 346  N3   H33   single    0.890  0.020  1.040
 346  C1   C2    aromatic  1.407  0.020  1.407
 346  C1   C6    aromatic  1.403  0.020  1.403
 346  C2   C3    aromatic  1.377  0.020  1.377
 346  C2   H2    single    0.930  0.020  1.080
 346  C3   C4    aromatic  1.398  0.020  1.398
 346  C3   H3    single    0.930  0.020  1.080
 346  C4   C7    single    1.481  0.020  1.481
 346  C4   C5    aromatic  1.394  0.020  1.394
 346  C7   N1    single    1.370  0.020  1.370
 346  C7   N2    double    1.280  0.020  1.280
 346  N1   H12   single    0.890  0.020  1.040
 346  N1   H11   single    0.890  0.020  1.040
 346  N2   H21   single    0.890  0.020  1.040
 346  C5   C6    aromatic  1.385  0.020  1.385
 346  C5   H5    single    0.930  0.020  1.080
 346  C6   H6    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
 346  C11   C12  C13   122.16  3.000
 346  C11   C12  F30   120.45  3.000
 346  C13   C12  F30   117.38  3.000
 346  C8    C13  O25   125.36  3.000
 346  C8    C13  C12   118.95  3.000
 346  O25   C13  C12   115.68  3.000
 346  C26   O25  C13   119.81  3.000
 346  H26   C26  C31   112.99  3.000
 346  H26   C26  C27   111.93  3.000
 346  C31   C26  C27   101.90  3.000
 346  H26   C26  O25   110.40  3.000
 346  C31   C26  O25   111.68  3.000
 346  C27   C26  O25   107.55  3.000
 346  H271  C27  H272  107.30  3.000
 346  H271  C27  C29   112.93  3.000
 346  H272  C27  C29   111.29  3.000
 346  H271  C27  C26   110.93  3.000
 346  H272  C27  C26   110.20  3.000
 346  C29   C27  C26   104.23  3.000
 346  H291  C29  H292  108.04  3.000
 346  H291  C29  O28   108.52  3.000
 346  H292  C29  O28   110.56  3.000
 346  H291  C29  C27   113.10  3.000
 346  H292  C29  C27   110.29  3.000
 346  O28   C29  C27   106.32  3.000
 346  C31   O28  C29   106.81  3.000
 346  H311  C31  H312  107.94  3.000
 346  H311  C31  O28   112.00  3.000
 346  H312  C31  O28   108.92  3.000
 346  H311  C31  C26   108.84  3.000
 346  H312  C31  C26   114.58  3.000
 346  O28   C31  C26   104.62  3.000
 346  H8    C8   C9    120.24  3.000
 346  H8    C8   C13   120.17  3.000
 346  C9    C8   C13   119.59  3.000
 346  C10   C9   O23   116.27  3.000
 346  C10   C9   C8    120.29  3.000
 346  O23   C9   C8    123.45  3.000
 346  C24   O23  C9    119.43  3.000
 346  H242  C24  H241  107.65  3.000
 346  H242  C24  C30   110.30  3.000
 346  H241  C24  C30   110.37  3.000
 346  H242  C24  O23   110.24  3.000
 346  H241  C24  O23   110.23  3.000
 346  C30   C24  O23   108.06  3.000
 346  H301  C30  H302  107.97  3.000
 346  H301  C30  H303  107.93  3.000
 346  H302  C30  H303  108.68  3.000
 346  H301  C30  C24   109.29  3.000
 346  H302  C30  C24   111.44  3.000
 346  H303  C30  C24   111.39  3.000
 346  H10   C10  C11   119.95  3.000
 346  H10   C10  C9    119.42  3.000
 346  C11   C10  C9    120.62  3.000
 346  C14   C11  C10   119.76  3.000
 346  C14   C11  C12   121.85  3.000
 346  C10   C11  C12   118.39  3.000
 346  H14   C14  N3    108.48  3.000
 346  H14   C14  C15   107.77  3.000
 346  N3    C14  C15   114.78  3.000
 346  H14   C14  C11   108.98  3.000
 346  N3    C14  C11   109.09  3.000
 346  C15   C14  C11   107.62  3.000
 346  O1    C15  O2    128.42  3.000
 346  O1    C15  C14   114.49  3.000
 346  O2    C15  C14   117.06  3.000
 346  H33   N3   C1    115.27  3.000
 346  H33   N3   C14   116.24  3.000
 346  C1    N3   C14   121.70  3.000
 346  C6    C1   C2    117.47  3.000
 346  C6    C1   N3    122.68  3.000
 346  C2    C1   N3    119.78  3.000
 346  H2    C2   C3    119.52  3.000
 346  H2    C2   C1    119.32  3.000
 346  C3    C2   C1    121.16  3.000
 346  H3    C3   C4    119.18  3.000
 346  H3    C3   C2    119.31  3.000
 346  C4    C3   C2    121.51  3.000
 346  C5    C4   C7    122.68  3.000
 346  C5    C4   C3    117.33  3.000
 346  C7    C4   C3    119.98  3.000
 346  N2    C7   N1    125.17  3.000
 346  N2    C7   C4    119.25  3.000
 346  N1    C7   C4    115.53  3.000
 346  H11   N1   H12   112.91  3.000
 346  H11   N1   C7    117.95  3.000
 346  H12   N1   C7    116.75  3.000
 346  H21   N2   C7    111.06  3.000
 346  H5    C5   C6    117.58  3.000
 346  H5    C5   C4    120.53  3.000
 346  C6    C5   C4    121.89  3.000
 346  H6    C6   C5    118.47  3.000
 346  H6    C6   C1    120.89  3.000
 346  C5    C6   C1    120.64  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
 346  CONST_01  C9    C8   C13  C12     0.00   0.0  0
 346  CONST_02  C9    C10  C11  C12     0.00   0.0  0
 346  CONST_03  C10   C11  C12  C13     0.00   0.0  0
 346  CONST_04  C10   C9   C8   C13     0.00   0.0  0
 346  CONST_05  C11   C12  C13  C8      0.00   0.0  0
 346  CONST_06  C11   C10  C9   C8      0.00   0.0  0
 346  CONST_07  C4    C3   C2   C1      0.00   0.0  0
 346  CONST_08  C4    C5   C6   C1      0.00   0.0  0
 346  CONST_09  C5    C6   C1   C2      0.00   0.0  0
 346  CONST_10  C5    C4   C3   C2      0.00   0.0  0
 346  CONST_11  C6    C1   C2   C3      0.00   0.0  0
 346  CONST_12  C6    C5   C4   C3      0.00   0.0  0
 346  CONST_13  C8    C13  C12  F30   180.00   0.0  0
 346  CONST_14  C10   C11  C12  F30   180.00   0.0  0
 346  CONST_15  C14   C11  C12  C13   180.00   0.0  0
 346  CONST_16  O23   C9   C8   C13   180.00   0.0  0
 346  CONST_17  C11   C12  C13  O25   180.00   0.0  0
 346  CONST_18  C9    C8   C13  O25   180.00   0.0  0
 346  CONST_19  C14   C11  C10  C9    180.00   0.0  0
 346  CONST_20  C11   C10  C9   O23   180.00   0.0  0
 346  CONST_21  C3    C2   C1   N3    180.00   0.0  0
 346  CONST_22  C5    C6   C1   N3    180.00   0.0  0
 346  CONST_23  C7    C4   C3   C2    180.00   0.0  0
 346  CONST_24  C6    C5   C4   C7    180.00   0.0  0
 346  CONST_25  H8    C8   C13  C12   180.00   0.0  0
 346  CONST_26  H10   C10  C11  C12   180.00   0.0  0
 346  CONST_27  H3    C3   C2   C1    180.00   0.0  0
 346  CONST_28  H5    C5   C6   C1    180.00   0.0  0
 346  CONST_29  H6    C6   C1   C2    180.00   0.0  0
 346  CONST_30  H2    C2   C3   C4    180.00   0.0  0
 346  CONST_31  C2    C1   N3   C14   180.00   0.0  0
 346  CONST_34  H12   N1   C7   C4    180.00   0.0  0
 346  CONST_36  H21   N2   C7   C4    180.00   0.0  0
 346  Var_01    O28   C29  C27  C26     5.73  30.0  1
 346  Var_02    C8    C13  O25  C26     3.54  30.0  2
 346  Var_03    H312  C31  O28  C29   164.38  30.0  1
 346  Var_04    C10   C9   O23  C24  -179.35  30.0  2
 346  Var_05    N1    C7   C4   C3    161.60  30.0  2
 346  Var_06    C30   C24  O23  C9   -179.25  30.0  3
 346  Var_07    H303  C30  C24  O23    60.56  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
 346  chir_01  C26  O25  C27  C31  positiv
 346  chir_02  C14  N3   C15  C11  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
 346  plan-1  F30  0.020
 346  plan-1  C12  0.020
 346  plan-1  C13  0.020
 346  plan-1  O25  0.020
 346  plan-1  C8   0.020
 346  plan-1  C9   0.020
 346  plan-1  O23  0.020
 346  plan-1  C10  0.020
 346  plan-1  C11  0.020
 346  plan-1  C14  0.020
 346  plan-1  H8   0.020
 346  plan-1  H10  0.020
 346  plan-2  N3   0.020
 346  plan-2  C1   0.020
 346  plan-2  C2   0.020
 346  plan-2  C3   0.020
 346  plan-2  C4   0.020
 346  plan-2  C7   0.020
 346  plan-2  C5   0.020
 346  plan-2  C6   0.020
 346  plan-2  H2   0.020
 346  plan-2  H3   0.020
 346  plan-2  H5   0.020
 346  plan-2  H6   0.020
 346  plan-3  C14  0.020
 346  plan-3  N3   0.020
 346  plan-3  C1   0.020
 346  plan-3  H33  0.020
 346  plan-4  C4   0.020
 346  plan-4  C7   0.020
 346  plan-4  N1   0.020
 346  plan-4  N2   0.020
 346  plan-4  H12  0.020
 346  plan-4  H11  0.020
 346  plan-4  H21  0.020
 346  plan-5  C14  0.020
 346  plan-5  C15  0.020
 346  plan-5  O2   0.020
 346  plan-5  O1   0.020

