# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:53:09 2022
#   Inital geometry file: a 111 line input string
#   Ligand name: N-cyano-N'-[(1R)-1-phenylethyl]-N''-quinolin-5-ylguanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(NC#N)=Nc1cccc2ncccc12)c3ccccc3
#
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
 7S1  7S1  N-cyano-N'-[(1R)-1-phenylethyl]-N''-quinolin-5-ylguanidine  ligand  41  24  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7S1
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
 7S1  C10  C  C     0   0.624   0.2285   0.4955   0.0011
 7S1  C15  C  CR6   0   0.153  -1.9331   0.6445  -0.9011
 7S1  C17  C  CR16  0  -0.253  -4.0262   1.8063  -1.2692
 7S1  C20  C  CR66  0   0.053  -2.6682  -0.4812  -0.4173
 7S1  C21  C  CR16  0  -0.197  -2.0593  -1.6918  -0.0215
 7S1  C22  C  CR16  0  -0.325  -2.8342  -2.7132   0.4509
 7S1  C01  C  CH3   0  -0.649   2.7386   2.1392   0.8231
 7S1  C02  C  CH1   0  -0.192   2.6255   0.6207   0.7157
 7S1  C03  C  CR6   0   0.140   3.9046  -0.0102   0.2139
 7S1  C04  C  CR16  0  -0.304   4.4439   0.3577  -1.0173
 7S1  C05  C  CR16  0  -0.238   5.6147  -0.2271  -1.4778
 7S1  C06  C  CR16  0  -0.264   6.2674  -1.1825  -0.7086
 7S1  C07  C  CR16  0  -0.238   5.7399  -1.5507   0.5208
 7S1  C08  C  CR16  0  -0.319   4.5630  -0.9690   0.9757
 7S1  N09  N  NH1   0  -0.651   1.5359   0.1983  -0.1671
 7S1  N11  N  NH1   0  -0.688  -0.1567   0.6085   1.3442
 7S1  C12  C  CSP   0   0.309  -1.2246   1.2691   1.7649
 7S1  N13  N  NS    0  -0.289  -2.1290   1.8446   2.1934
 7S1  N14  N  N     0  -0.466  -0.5494   0.6178  -1.0020
 7S1  C16  C  CR16  0  -0.306  -2.6253   1.7480  -1.3464
 7S1  C18  C  CR16  0  -0.315  -4.7494   0.7616  -0.7613
 7S1  C19  C  CR66  0   0.202  -4.0840  -0.4064  -0.3323
 7S1  C23  C  CR16  0  -0.085  -4.2283  -2.5242   0.5230
 7S1  N24  N  N     0  -0.436  -4.8333  -1.4310   0.1446
 7S1  H1   H  HCR6  0   0.260  -4.5327   2.6990  -1.6126
 7S1  H2   H  HCR6  0   0.275  -0.9883  -1.8233  -0.1038
 7S1  H3   H  HCR6  0   0.271  -2.4005  -3.6531   0.7618
 7S1  H4   H  HCH3  0   0.238   2.9475   2.5906  -0.1469
 7S1  H5   H  HCH3  0   0.241   1.8187   2.5784   1.2102
 7S1  H6   H  HCH3  0   0.247   3.5455   2.4063   1.5053
 7S1  H7   H  HCH1  0   0.269   2.4434   0.2140   1.7137
 7S1  H8   H  HCR6  0   0.261   3.9565   1.1095  -1.6277
 7S1  H9   H  HCR6  0   0.259   6.0197   0.0665  -2.4375
 7S1  H10  H  HCR6  0   0.259   7.1823  -1.6359  -1.0667
 7S1  H11  H  HCR6  0   0.259   6.2415  -2.2933   1.1272
 7S1  H12  H  HCR6  0   0.256   4.1541  -1.2632   1.9349
 7S1  H13  H  HNH1  0   0.407   1.7782   0.0647  -1.1380
 7S1  H14  H  HNH1  0   0.461   0.4118   0.1804   2.0634
 7S1  H15  H  HCR6  0   0.255  -2.0727   2.5922  -1.7381
 7S1  H16  H  HCR6  0   0.254  -5.8285   0.8016  -0.6895
 7S1  H17  H  HCR6  0   0.263  -4.8564  -3.3239   0.9026

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
 7S1  C17  C18  aromatic  1.368  0.020  1.368
 7S1  C17  C16  aromatic  1.404  0.020  1.404
 7S1  C18  C19  aromatic  1.411  0.020  1.411
 7S1  C16  C15  aromatic  1.377  0.020  1.377
 7S1  C19  N24  aromatic  1.356  0.020  1.356
 7S1  C19  C20  aromatic  1.420  0.020  1.420
 7S1  C15  C20  aromatic  1.429  0.020  1.429
 7S1  C15  N14  single    1.388  0.020  1.388
 7S1  N24  C23  aromatic  1.305  0.020  1.305
 7S1  C20  C21  aromatic  1.412  0.020  1.412
 7S1  N14  C10  double    1.275  0.020  1.275
 7S1  C23  C22  aromatic  1.409  0.020  1.409
 7S1  C10  N11  single    1.402  0.020  1.402
 7S1  C10  N09  single    1.351  0.020  1.351
 7S1  C21  C22  aromatic  1.366  0.020  1.366
 7S1  N11  C12  single    1.324  0.020  1.324
 7S1  N09  C02  single    1.465  0.020  1.465
 7S1  C12  N13  triple    1.155  0.020  1.155
 7S1  C01  C02  single    1.526  0.020  1.526
 7S1  C02  C03  single    1.512  0.020  1.512
 7S1  C04  C03  aromatic  1.394  0.020  1.394
 7S1  C04  C05  aromatic  1.387  0.020  1.387
 7S1  C03  C08  aromatic  1.390  0.020  1.390
 7S1  C05  C06  aromatic  1.389  0.020  1.389
 7S1  C08  C07  aromatic  1.389  0.020  1.389
 7S1  C06  C07  aromatic  1.388  0.020  1.388
 7S1  C17  H1   single    0.930  0.020  1.080
 7S1  C21  H2   single    0.930  0.020  1.080
 7S1  C22  H3   single    0.930  0.020  1.080
 7S1  C01  H4   single    0.970  0.020  1.090
 7S1  C01  H5   single    0.970  0.020  1.090
 7S1  C01  H6   single    0.970  0.020  1.090
 7S1  C02  H7   single    0.970  0.020  1.090
 7S1  C04  H8   single    0.930  0.020  1.080
 7S1  C05  H9   single    0.930  0.020  1.080
 7S1  C06  H10  single    0.930  0.020  1.080
 7S1  C07  H11  single    0.930  0.020  1.080
 7S1  C08  H12  single    0.930  0.020  1.080
 7S1  N09  H13  single    0.890  0.020  1.040
 7S1  N11  H14  single    0.860  0.020  1.020
 7S1  C16  H15  single    0.930  0.020  1.080
 7S1  C18  H16  single    0.930  0.020  1.080
 7S1  C23  H17  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
 7S1  N14  C10  N11  125.33  3.000
 7S1  N11  C10  N09  113.76  3.000
 7S1  N14  C10  N09  120.89  3.000
 7S1  C16  C15  N14  119.56  3.000
 7S1  N14  C15  C20  121.50  3.000
 7S1  C16  C15  C20  118.84  3.000
 7S1  H1   C17  C18  120.01  3.000
 7S1  H1   C17  C16  118.93  3.000
 7S1  C18  C17  C16  121.07  3.000
 7S1  C19  C20  C21  117.28  3.000
 7S1  C21  C20  C15  123.27  3.000
 7S1  C19  C20  C15  119.44  3.000
 7S1  H2   C21  C22  119.78  3.000
 7S1  H2   C21  C20  120.65  3.000
 7S1  C22  C21  C20  119.56  3.000
 7S1  H3   C22  C23  119.94  3.000
 7S1  H3   C22  C21  121.46  3.000
 7S1  C23  C22  C21  118.60  3.000
 7S1  H6   C01  H5   107.67  3.000
 7S1  H6   C01  H4   108.28  3.000
 7S1  H5   C01  H4   108.10  3.000
 7S1  H6   C01  C02  110.05  3.000
 7S1  H5   C01  C02  111.29  3.000
 7S1  H4   C01  C02  111.32  3.000
 7S1  H7   C02  N09  108.61  3.000
 7S1  H7   C02  C03  106.78  3.000
 7S1  N09  C02  C03  108.00  3.000
 7S1  H7   C02  C01  108.56  3.000
 7S1  C03  C02  C01  112.07  3.000
 7S1  N09  C02  C01  112.61  3.000
 7S1  C08  C03  C04  118.88  3.000
 7S1  C08  C03  C02  120.43  3.000
 7S1  C04  C03  C02  120.69  3.000
 7S1  H8   C04  C05  119.01  3.000
 7S1  H8   C04  C03  120.43  3.000
 7S1  C05  C04  C03  120.56  3.000
 7S1  H9   C05  C06  120.11  3.000
 7S1  H9   C05  C04  119.72  3.000
 7S1  C06  C05  C04  120.17  3.000
 7S1  H10  C06  C07  120.23  3.000
 7S1  H10  C06  C05  120.14  3.000
 7S1  C07  C06  C05  119.63  3.000
 7S1  H11  C07  C08  119.77  3.000
 7S1  H11  C07  C06  120.16  3.000
 7S1  C08  C07  C06  120.07  3.000
 7S1  H12  C08  C07  119.72  3.000
 7S1  H12  C08  C03  119.58  3.000
 7S1  C07  C08  C03  120.69  3.000
 7S1  H13  N09  C02  116.06  3.000
 7S1  H13  N09  C10  112.40  3.000
 7S1  C02  N09  C10  125.54  3.000
 7S1  H14  N11  C12  116.00  3.000
 7S1  H14  N11  C10  119.51  3.000
 7S1  C12  N11  C10  124.49  3.000
 7S1  N13  C12  N11  180.00  3.000
 7S1  C15  N14  C10  123.56  3.000
 7S1  H15  C16  C17  119.79  3.000
 7S1  H15  C16  C15  119.05  3.000
 7S1  C17  C16  C15  121.14  3.000
 7S1  H16  C18  C19  118.73  3.000
 7S1  H16  C18  C17  121.56  3.000
 7S1  C19  C18  C17  119.70  3.000
 7S1  N24  C19  C18  118.15  3.000
 7S1  N24  C19  C20  122.14  3.000
 7S1  C18  C19  C20  119.71  3.000
 7S1  H17  C23  N24  116.75  3.000
 7S1  H17  C23  C22  119.46  3.000
 7S1  N24  C23  C22  123.79  3.000
 7S1  C23  N24  C19  118.59  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
 7S1  CONST_01  C18  C17  C16  C15    0.00   0.0  0
 7S1  CONST_02  C18  C19  C20  C15    0.00   0.0  0
 7S1  CONST_03  N24  C19  C20  C15  180.00   0.0  0
 7S1  CONST_04  C22  C21  C20  C15  180.00   0.0  0
 7S1  CONST_05  N24  C19  C18  C17  180.00   0.0  0
 7S1  CONST_06  C20  C19  C18  C17    0.00   0.0  0
 7S1  CONST_07  C20  C15  C16  C17    0.00   0.0  0
 7S1  CONST_08  C23  N24  C19  C20    0.00   0.0  0
 7S1  CONST_09  C23  C22  C21  C20    0.00   0.0  0
 7S1  CONST_10  C18  C19  C20  C21  180.00   0.0  0
 7S1  CONST_11  N24  C19  C20  C21    0.00   0.0  0
 7S1  CONST_12  C16  C15  C20  C21  180.00   0.0  0
 7S1  CONST_13  N24  C23  C22  C21    0.00   0.0  0
 7S1  CONST_14  C19  N24  C23  C22    0.00   0.0  0
 7S1  CONST_15  C19  C20  C21  C22    0.00   0.0  0
 7S1  CONST_16  C06  C05  C04  C03    0.00   0.0  0
 7S1  CONST_17  C06  C07  C08  C03    0.00   0.0  0
 7S1  CONST_18  C07  C08  C03  C04    0.00   0.0  0
 7S1  CONST_19  C07  C06  C05  C04    0.00   0.0  0
 7S1  CONST_20  C08  C03  C04  C05    0.00   0.0  0
 7S1  CONST_21  C08  C07  C06  C05    0.00   0.0  0
 7S1  CONST_22  C19  C18  C17  C16    0.00   0.0  0
 7S1  CONST_23  C19  C20  C15  C16    0.00   0.0  0
 7S1  CONST_24  C23  N24  C19  C18  180.00   0.0  0
 7S1  CONST_25  N14  C15  C16  C17  180.00   0.0  0
 7S1  CONST_26  N14  C15  C20  C21    0.00   0.0  0
 7S1  CONST_27  C05  C04  C03  C02  180.00   0.0  0
 7S1  CONST_28  C07  C08  C03  C02  180.00   0.0  0
 7S1  CONST_29  C19  C20  C15  N14  180.00   0.0  0
 7S1  CONST_30  H1   C17  C16  C15  180.00   0.0  0
 7S1  CONST_31  H2   C21  C20  C15    0.00   0.0  0
 7S1  CONST_32  H16  C18  C19  C20  180.00   0.0  0
 7S1  CONST_33  H15  C16  C15  C20  180.00   0.0  0
 7S1  CONST_34  H3   C22  C21  C20  180.00   0.0  0
 7S1  CONST_35  H17  C23  C22  C21  180.00   0.0  0
 7S1  CONST_36  H9   C05  C04  C03  180.00   0.0  0
 7S1  CONST_37  H11  C07  C08  C03  180.00   0.0  0
 7S1  CONST_38  H12  C08  C03  C04  180.00   0.0  0
 7S1  CONST_39  H10  C06  C05  C04  180.00   0.0  0
 7S1  CONST_40  H8   C04  C05  C06  180.00   0.0  0
 7S1  CONST_41  N11  C10  N14  C15    0.00   0.0  0
 7S1  CONST_42  N09  C10  N14  C15  180.00   0.0  0
 7S1  CONST_48  H13  N09  C10  N11  180.00   0.0  0
 7S1  Var_01    C16  C15  N14  C10  120.27  30.0  2

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
 7S1  chir_01  C02  N09  C01  C03  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
 7S1  plan-1  C02  0.020
 7S1  plan-1  C03  0.020
 7S1  plan-1  C04  0.020
 7S1  plan-1  C05  0.020
 7S1  plan-1  C06  0.020
 7S1  plan-1  C07  0.020
 7S1  plan-1  C08  0.020
 7S1  plan-1  H8   0.020
 7S1  plan-1  H9   0.020
 7S1  plan-1  H10  0.020
 7S1  plan-1  H11  0.020
 7S1  plan-1  H12  0.020
 7S1  plan-2  C15  0.020
 7S1  plan-2  C17  0.020
 7S1  plan-2  C20  0.020
 7S1  plan-2  C21  0.020
 7S1  plan-2  C22  0.020
 7S1  plan-2  N14  0.020
 7S1  plan-2  C16  0.020
 7S1  plan-2  C18  0.020
 7S1  plan-2  C19  0.020
 7S1  plan-2  C23  0.020
 7S1  plan-2  N24  0.020
 7S1  plan-2  H1   0.020
 7S1  plan-2  H2   0.020
 7S1  plan-2  H3   0.020
 7S1  plan-2  H15  0.020
 7S1  plan-2  H16  0.020
 7S1  plan-2  H17  0.020
 7S1  plan-3  C10  0.020
 7S1  plan-3  C15  0.020
 7S1  plan-3  C02  0.020
 7S1  plan-3  N09  0.020
 7S1  plan-3  N11  0.020
 7S1  plan-3  C12  0.020
 7S1  plan-3  N14  0.020
 7S1  plan-3  H13  0.020
 7S1  plan-3  H14  0.020

