# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:04:57 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: N-{3-[(1S)-1-hydroxy-2-(3-{[(Z)-imino(thiophen-2-yl)methyl]amino}phenoxy)ethyl]phenyl}thiophene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](COc1cccc([N]C(=N)c2sccc2)c1)c3cccc(NC(=N)c4sccc4)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
 RFQ  RFQ  N-{3-[(1S)-1-hydroxy-2-(3-{[(Z)-imino(thiophen-2-yl)methyl]amino}phenoxy)ethyl]phenyl}thiophene-2-carboximidamide  ligand  53  32  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RFQ
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
 RFQ  S01   S  S2    0   0.237  -7.8952  -1.6629   1.2793
 RFQ  C02   C  CR15  0  -0.459  -8.7220  -3.1414   1.0540
 RFQ  C03   C  CR15  0  -0.176  -8.0768  -3.9518   0.1674
 RFQ  C04   C  CR15  0  -0.199  -6.8926  -3.3645  -0.3422
 RFQ  C05   C  CR5   0  -0.242  -6.6619  -2.1161   0.1619
 RFQ  C06   C  C     0   0.369  -5.5199  -1.2406  -0.1414
 RFQ  N07   N  NH1   0  -0.764  -5.7788   0.1008   0.0731
 RFQ  N08   N  N     0  -0.619  -4.4374  -1.7732  -0.5474
 RFQ  C11   C  CR6   0   0.380  -4.8407   1.1322  -0.0264
 RFQ  C12   C  CR16  0  -0.341  -5.2018   2.3209  -0.6565
 RFQ  C13   C  CR16  0  -0.229  -4.3012   3.3721  -0.7218
 RFQ  C14   C  CR16  0  -0.339  -3.0300   3.2475  -0.1821
 RFQ  C15   C  CR6   0   0.131  -2.6603   2.0650   0.4527
 RFQ  C16   C  CR16  0  -0.392  -3.5703   1.0199   0.5398
 RFQ  C17   C  CH1   0  -0.095  -1.2737   1.9037   1.0375
 RFQ  O18   O  OH1   0  -0.648  -0.9187   2.9413   1.9164
 RFQ  S21   S  S2    0   0.258   7.0496  -1.6051   1.2892
 RFQ  C22   C  CR15  0  -0.462   8.4747  -2.5436   1.2320
 RFQ  C23   C  CR15  0  -0.172   9.3649  -2.0648   0.3153
 RFQ  C24   C  CR15  0  -0.225   8.8831  -0.9148  -0.3548
 RFQ  C25   C  CR5   0  -0.255   7.6368  -0.5404   0.0681
 RFQ  C26   C  C     0   0.327   6.8014   0.5722  -0.4013
 RFQ  N28   N  N     0  -0.580   7.1847   1.5250  -1.1614
 RFQ  C31   C  CR6   0   0.261   4.4347   0.8524  -0.5296
 RFQ  C32   C  CR16  0  -0.279   4.3498   0.9692  -1.9462
 RFQ  C33   C  CR16  0  -0.229   3.1334   1.2435  -2.5239
 RFQ  C34   C  CR16  0  -0.360   1.9783   1.4220  -1.7576
 RFQ  C35   C  CR6   0   0.412   2.0436   1.3064  -0.3632
 RFQ  C36   C  CR16  0  -0.384   3.2550   1.0125   0.2375
 RFQ  C38   C  CH2   0  -0.195  -0.2795   1.7430  -0.1040
 RFQ  H02   H  HCR5  0   0.303  -9.6372  -3.3384   1.5907
 RFQ  H03   H  HCR5  0   0.273  -8.4348  -4.9312  -0.1142
 RFQ  H04   H  HCR5  0   0.269  -6.2387  -3.8358  -1.0612
 RFQ  HN07  H  HNH1  0   0.408  -6.7367   0.3881  -0.0643
 RFQ  HN08  H  H     0   0.342  -3.7380  -1.0812  -0.7986
 RFQ  H12   H  HCR6  0   0.270  -6.1874   2.4209  -1.0952
 RFQ  H13   H  HCR6  0   0.264  -4.5929   4.2916  -1.2117
 RFQ  H14   H  HCR6  0   0.253  -2.3368   4.0759  -0.2673
 RFQ  H16   H  HCR6  0   0.282  -3.2913   0.1216   1.0778
 RFQ  H17   H  HCH1  0   0.263  -1.2556   0.9889   1.6373
 RFQ  HO18  H  HOH1  0   0.451  -0.8134   3.7619   1.4232
 RFQ  H23   H  HCR5  0   0.274  10.3284  -2.5146   0.1250
 RFQ  H24   H  HCR5  0   0.272   9.4391  -0.3984  -1.1254
 RFQ  HN28  H  H     0   0.347   8.1719   1.4428  -1.3870
 RFQ  H32   H  HCR6  0   0.280   5.2236   0.8231  -2.5622
 RFQ  H33   H  HCR6  0   0.275   3.0576   1.3195  -3.6003
 RFQ  H34   H  HCR6  0   0.297   1.0474   1.6377  -2.2632
 RFQ  H36   H  HCR6  0   0.277   3.3202   0.9095   1.3132
 RFQ  H38   H  HCH2  0   0.246  -0.6091   0.9306  -0.7609
 RFQ  H38A  H  HCH2  0   0.233  -0.2461   2.6627  -0.7037
 RFQ  O37   O  O2    0  -0.472   0.9873   1.4588   0.4558
 RFQ  N27   N  N     0  -0.443   5.5413   0.5491   0.1566
 RFQ  H22   H  HCR5  0   0.302   8.5890  -3.4010   1.8776

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
 RFQ  S01  C02   aromatic  1.709  0.020  1.709
 RFQ  S01  C05   aromatic  1.725  0.020  1.725
 RFQ  C02  C03   aromatic  1.363  0.020  1.363
 RFQ  C03  C04   aromatic  1.417  0.020  1.417
 RFQ  C04  C05   aromatic  1.366  0.020  1.366
 RFQ  C05  C06   single    1.471  0.020  1.471
 RFQ  C06  N07   single    1.383  0.020  1.383
 RFQ  C06  N08   double    1.273  0.020  1.273
 RFQ  N07  C11   single    1.398  0.020  1.398
 RFQ  C11  C12   aromatic  1.393  0.020  1.393
 RFQ  C11  C16   aromatic  1.395  0.020  1.395
 RFQ  C12  C13   aromatic  1.386  0.020  1.386
 RFQ  C13  C14   aromatic  1.387  0.020  1.387
 RFQ  C14  C15   aromatic  1.392  0.020  1.392
 RFQ  C15  C16   aromatic  1.388  0.020  1.388
 RFQ  C15  C17   single    1.514  0.020  1.514
 RFQ  C17  O18   single    1.405  0.020  1.405
 RFQ  C17  C38   single    1.522  0.020  1.522
 RFQ  S21  C22   aromatic  1.707  0.020  1.707
 RFQ  S21  C25   aromatic  1.723  0.020  1.723
 RFQ  C22  C23   aromatic  1.365  0.020  1.365
 RFQ  C23  C24   aromatic  1.416  0.020  1.416
 RFQ  C24  C25   aromatic  1.368  0.020  1.368
 RFQ  C25  C26   single    1.468  0.020  1.468
 RFQ  C26  N27   single    1.378  0.020  1.378
 RFQ  C26  N28   double    1.278  0.020  1.278
 RFQ  N27  C31   single    1.337  0.020  1.337
 RFQ  C31  C32   aromatic  1.424  0.020  1.424
 RFQ  C31  C36   aromatic  1.416  0.020  1.416
 RFQ  C32  C33   aromatic  1.374  0.020  1.374
 RFQ  C33  C34   aromatic  1.398  0.020  1.398
 RFQ  C34  C35   aromatic  1.401  0.020  1.401
 RFQ  C35  C36   aromatic  1.384  0.020  1.384
 RFQ  C35  O37   single    1.345  0.020  1.345
 RFQ  O37  C38   single    1.414  0.020  1.414
 RFQ  C02  H02   single    0.930  0.020  1.080
 RFQ  C03  H03   single    0.930  0.020  1.080
 RFQ  C04  H04   single    0.930  0.020  1.080
 RFQ  N07  HN07  single    0.890  0.020  1.040
 RFQ  N08  HN08  single    0.890  0.020  1.040
 RFQ  C12  H12   single    0.930  0.020  1.080
 RFQ  C13  H13   single    0.930  0.020  1.080
 RFQ  C14  H14   single    0.930  0.020  1.080
 RFQ  C16  H16   single    0.930  0.020  1.080
 RFQ  C17  H17   single    0.970  0.020  1.090
 RFQ  O18  HO18  single    0.850  0.020  0.980
 RFQ  C22  H22   single    0.930  0.020  1.080
 RFQ  C23  H23   single    0.930  0.020  1.080
 RFQ  C24  H24   single    0.930  0.020  1.080
 RFQ  N28  HN28  single    0.890  0.020  1.040
 RFQ  C32  H32   single    0.930  0.020  1.080
 RFQ  C33  H33   single    0.930  0.020  1.080
 RFQ  C34  H34   single    0.930  0.020  1.080
 RFQ  C36  H36   single    0.930  0.020  1.080
 RFQ  C38  H38   single    0.970  0.020  1.090
 RFQ  C38  H38A  single    0.970  0.020  1.090

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
 RFQ  C05   S01  C02   91.90  3.000
 RFQ  H02   C02  C03  128.04  3.000
 RFQ  H02   C02  S01  120.18  3.000
 RFQ  C03   C02  S01  111.78  3.000
 RFQ  H03   C03  C04  124.01  3.000
 RFQ  H03   C03  C02  123.47  3.000
 RFQ  C04   C03  C02  112.52  3.000
 RFQ  H04   C04  C05  122.84  3.000
 RFQ  H04   C04  C03  124.37  3.000
 RFQ  C05   C04  C03  112.79  3.000
 RFQ  C06   C05  C04  126.81  3.000
 RFQ  C06   C05  S01  122.17  3.000
 RFQ  C04   C05  S01  111.01  3.000
 RFQ  N08   C06  N07  127.92  3.000
 RFQ  N08   C06  C05  118.49  3.000
 RFQ  N07   C06  C05  113.59  3.000
 RFQ  HN07  N07  C11  114.66  3.000
 RFQ  HN07  N07  C06  115.63  3.000
 RFQ  C11   N07  C06  125.39  3.000
 RFQ  HN08  N08  C06  112.30  3.000
 RFQ  C16   C11  C12  119.22  3.000
 RFQ  C16   C11  N07  121.52  3.000
 RFQ  C12   C11  N07  119.20  3.000
 RFQ  H12   C12  C13  120.14  3.000
 RFQ  H12   C12  C11  119.85  3.000
 RFQ  C13   C12  C11  120.01  3.000
 RFQ  H13   C13  C14  119.98  3.000
 RFQ  H13   C13  C12  119.39  3.000
 RFQ  C14   C13  C12  120.62  3.000
 RFQ  H14   C14  C15  121.02  3.000
 RFQ  H14   C14  C13  119.16  3.000
 RFQ  C15   C14  C13  119.82  3.000
 RFQ  C17   C15  C16  119.73  3.000
 RFQ  C17   C15  C14  120.66  3.000
 RFQ  C16   C15  C14  119.60  3.000
 RFQ  H16   C16  C15  119.11  3.000
 RFQ  H16   C16  C11  120.17  3.000
 RFQ  C15   C16  C11  120.71  3.000
 RFQ  H17   C17  C38  108.19  3.000
 RFQ  H17   C17  O18  105.69  3.000
 RFQ  C38   C17  O18  112.45  3.000
 RFQ  H17   C17  C15  108.43  3.000
 RFQ  C38   C17  C15  108.65  3.000
 RFQ  O18   C17  C15  113.23  3.000
 RFQ  HO18  O18  C17  109.66  3.000
 RFQ  C25   S21  C22   91.80  3.000
 RFQ  H22   C22  C23  127.70  3.000
 RFQ  H22   C22  S21  120.33  3.000
 RFQ  C23   C22  S21  111.97  3.000
 RFQ  H23   C23  C24  123.96  3.000
 RFQ  H23   C23  C22  123.65  3.000
 RFQ  C24   C23  C22  112.40  3.000
 RFQ  H24   C24  C25  123.91  3.000
 RFQ  H24   C24  C23  123.38  3.000
 RFQ  C25   C24  C23  112.71  3.000
 RFQ  C26   C25  C24  128.81  3.000
 RFQ  C26   C25  S21  120.05  3.000
 RFQ  C24   C25  S21  111.12  3.000
 RFQ  N28   C26  N27  121.85  3.000
 RFQ  N28   C26  C25  125.77  3.000
 RFQ  N27   C26  C25  112.21  3.000
 RFQ  HN28  N28  C26  111.30  3.000
 RFQ  C36   C31  C32  118.68  3.000
 RFQ  C36   C31  N27  115.92  3.000
 RFQ  C32   C31  N27  125.35  3.000
 RFQ  H32   C32  C33  120.25  3.000
 RFQ  H32   C32  C31  120.56  3.000
 RFQ  C33   C32  C31  119.17  3.000
 RFQ  H33   C33  C34  118.60  3.000
 RFQ  H33   C33  C32  119.63  3.000
 RFQ  C34   C33  C32  121.77  3.000
 RFQ  H34   C34  C35  121.48  3.000
 RFQ  H34   C34  C33  118.73  3.000
 RFQ  C35   C34  C33  119.79  3.000
 RFQ  O37   C35  C36  116.56  3.000
 RFQ  O37   C35  C34  124.06  3.000
 RFQ  C36   C35  C34  119.37  3.000
 RFQ  H36   C36  C35  120.28  3.000
 RFQ  H36   C36  C31  118.51  3.000
 RFQ  C35   C36  C31  121.21  3.000
 RFQ  H38A  C38  H38  107.62  3.000
 RFQ  H38A  C38  O37  110.92  3.000
 RFQ  H38   C38  O37  110.97  3.000
 RFQ  H38A  C38  C17  109.93  3.000
 RFQ  H38   C38  C17  109.35  3.000
 RFQ  O37   C38  C17  108.03  3.000
 RFQ  C38   O37  C35  119.03  3.000
 RFQ  C31   N27  C26  123.03  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
 RFQ  CONST_01  C04   C03  C02  S01    0.00   0.0  0
 RFQ  CONST_02  C03   C04  C05  S01    0.00   0.0  0
 RFQ  CONST_03  C04   C05  S01  C02    0.00   0.0  0
 RFQ  CONST_04  C05   C04  C03  C02    0.00   0.0  0
 RFQ  CONST_05  C05   S01  C02  C03    0.00   0.0  0
 RFQ  CONST_06  C14   C13  C12  C11    0.00   0.0  0
 RFQ  CONST_07  C14   C15  C16  C11    0.00   0.0  0
 RFQ  CONST_08  C15   C16  C11  C12    0.00   0.0  0
 RFQ  CONST_09  C15   C14  C13  C12    0.00   0.0  0
 RFQ  CONST_10  C16   C11  C12  C13    0.00   0.0  0
 RFQ  CONST_11  C16   C15  C14  C13    0.00   0.0  0
 RFQ  CONST_12  C24   C23  C22  S21    0.00   0.0  0
 RFQ  CONST_13  C23   C24  C25  S21    0.00   0.0  0
 RFQ  CONST_14  C24   C25  S21  C22    0.00   0.0  0
 RFQ  CONST_15  C25   C24  C23  C22    0.00   0.0  0
 RFQ  CONST_16  C25   S21  C22  C23    0.00   0.0  0
 RFQ  CONST_17  C34   C33  C32  C31    0.00   0.0  0
 RFQ  CONST_18  C34   C35  C36  C31    0.00   0.0  0
 RFQ  CONST_19  C35   C36  C31  C32    0.00   0.0  0
 RFQ  CONST_20  C35   C34  C33  C32    0.00   0.0  0
 RFQ  CONST_21  C36   C31  C32  C33    0.00   0.0  0
 RFQ  CONST_22  C36   C35  C34  C33    0.00   0.0  0
 RFQ  CONST_23  C06   C05  S01  C02  180.00   0.0  0
 RFQ  CONST_24  C06   C05  C04  C03  180.00   0.0  0
 RFQ  CONST_25  C13   C12  C11  N07  180.00   0.0  0
 RFQ  CONST_26  C15   C16  C11  N07  180.00   0.0  0
 RFQ  CONST_27  C17   C15  C16  C11  180.00   0.0  0
 RFQ  CONST_28  C17   C15  C14  C13  180.00   0.0  0
 RFQ  CONST_29  C26   C25  S21  C22  180.00   0.0  0
 RFQ  CONST_30  C26   C25  C24  C23  180.00   0.0  0
 RFQ  CONST_31  C33   C32  C31  N27  180.00   0.0  0
 RFQ  CONST_32  C35   C36  C31  N27  180.00   0.0  0
 RFQ  CONST_33  O37   C35  C36  C31  180.00   0.0  0
 RFQ  CONST_34  O37   C35  C34  C33  180.00   0.0  0
 RFQ  CONST_35  H03   C03  C02  S01  180.00   0.0  0
 RFQ  CONST_36  H04   C04  C05  S01  180.00   0.0  0
 RFQ  CONST_37  H02   C02  C03  C04  180.00   0.0  0
 RFQ  CONST_38  H13   C13  C12  C11  180.00   0.0  0
 RFQ  CONST_39  H16   C16  C11  C12  180.00   0.0  0
 RFQ  CONST_40  H14   C14  C13  C12  180.00   0.0  0
 RFQ  CONST_41  H12   C12  C13  C14  180.00   0.0  0
 RFQ  CONST_42  H23   C23  C22  S21  180.00   0.0  0
 RFQ  CONST_43  H24   C24  C25  S21  180.00   0.0  0
 RFQ  CONST_44  H22   C22  C23  C24  180.00   0.0  0
 RFQ  CONST_45  H33   C33  C32  C31  180.00   0.0  0
 RFQ  CONST_46  H36   C36  C31  C32  180.00   0.0  0
 RFQ  CONST_47  H34   C34  C33  C32  180.00   0.0  0
 RFQ  CONST_48  H32   C32  C33  C34  180.00   0.0  0
 RFQ  CONST_49  C11   N07  C06  C05  180.00   0.0  0
 RFQ  CONST_54  C11   N07  C06  N08    0.00   0.0  0
 RFQ  CONST_56  HN08  N08  C06  C05  180.00   0.0  0
 RFQ  CONST_57  HN28  N28  C26  C25    0.00   0.0  0
 RFQ  Var_01    N07   C06  C05  S01  -25.14  30.0  2
 RFQ  Var_02    N27   C26  C25  S21   -5.16  30.0  2
 RFQ  Var_03    C32   C31  N27  C26   13.47  30.0  2
 RFQ  Var_04    H38   C38  O37  C35   61.75  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
 RFQ  chir_01  C17  C15  O18  C38  positiv

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
 RFQ  plan-1  S01   0.020
 RFQ  plan-1  C02   0.020
 RFQ  plan-1  C03   0.020
 RFQ  plan-1  C04   0.020
 RFQ  plan-1  C05   0.020
 RFQ  plan-1  C06   0.020
 RFQ  plan-1  H02   0.020
 RFQ  plan-1  H03   0.020
 RFQ  plan-1  H04   0.020
 RFQ  plan-2  S21   0.020
 RFQ  plan-2  C22   0.020
 RFQ  plan-2  C23   0.020
 RFQ  plan-2  C24   0.020
 RFQ  plan-2  C25   0.020
 RFQ  plan-2  C26   0.020
 RFQ  plan-2  H23   0.020
 RFQ  plan-2  H24   0.020
 RFQ  plan-2  H22   0.020
 RFQ  plan-3  N07   0.020
 RFQ  plan-3  C11   0.020
 RFQ  plan-3  C12   0.020
 RFQ  plan-3  C13   0.020
 RFQ  plan-3  C14   0.020
 RFQ  plan-3  C15   0.020
 RFQ  plan-3  C16   0.020
 RFQ  plan-3  C17   0.020
 RFQ  plan-3  H12   0.020
 RFQ  plan-3  H13   0.020
 RFQ  plan-3  H14   0.020
 RFQ  plan-3  H16   0.020
 RFQ  plan-4  C31   0.020
 RFQ  plan-4  C32   0.020
 RFQ  plan-4  C33   0.020
 RFQ  plan-4  C34   0.020
 RFQ  plan-4  C35   0.020
 RFQ  plan-4  C36   0.020
 RFQ  plan-4  H32   0.020
 RFQ  plan-4  H33   0.020
 RFQ  plan-4  H34   0.020
 RFQ  plan-4  H36   0.020
 RFQ  plan-4  O37   0.020
 RFQ  plan-4  N27   0.020
 RFQ  plan-5  C05   0.020
 RFQ  plan-5  C06   0.020
 RFQ  plan-5  N07   0.020
 RFQ  plan-5  N08   0.020
 RFQ  plan-5  C11   0.020
 RFQ  plan-5  HN07  0.020
 RFQ  plan-5  HN08  0.020
 RFQ  plan-6  C25   0.020
 RFQ  plan-6  C26   0.020
 RFQ  plan-6  N28   0.020
 RFQ  plan-6  C31   0.020
 RFQ  plan-6  HN28  0.020
 RFQ  plan-6  N27   0.020

