# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 03:38:05 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 4-(4-cyclopropyl-1H-imidazol-1-yl)-N-[3-(4-cyclopropyl-4H-1,2,4-triazol-3-yl)phenyl]pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1cccc(c1)c2nncn2C3CC3)c4cc(ccn4)n5cnc(c5)C6CC6
#
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
 S0L  S0L  4-(4-cyclopropyl-1H-imidazol-1-yl)-N-[3-(4-cyclopropyl-4H-1,2,4-triazol-3-yl)phenyl]pyridine-2-carboxamide  ligand  52  31  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_S0L
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
 S0L  N01  N  NH1   0  -0.767  -0.8015   1.4238   0.0784
 S0L  C02  C  CR6   0   0.410  -2.1853   1.3564   0.2374
 S0L  C03  C  CR16  0  -0.357  -2.9042   0.1663   0.3049
 S0L  C04  C  CR6   0   0.060  -4.2924   0.1962   0.4505
 S0L  C05  C  CR16  0  -0.310  -4.9632   1.4122   0.5370
 S0L  C06  C  CR16  0  -0.230  -4.2404   2.5943   0.4638
 S0L  C07  C  CR16  0  -0.348  -2.8674   2.5738   0.3118
 S0L  C08  C  CR15  0   0.070  -6.3824  -2.7055   0.3062
 S0L  N09  N  N     0  -0.327  -5.3547  -3.1726   0.9509
 S0L  N10  N  N     0  -0.330  -4.4728  -2.1591   1.0938
 S0L  C11  C  CR5   0   0.402  -4.9851  -1.0914   0.5387
 S0L  N12  N  NR5   0  -0.466  -6.2112  -1.3925   0.0269
 S0L  C13  C  C     0   0.549   0.1121   0.4330   0.1101
 S0L  O14  O  O     0  -0.452  -0.1239  -0.7504   0.2761
 S0L  C15  C  CH1   0  -0.111  -7.0821  -0.5527  -0.7438
 S0L  C16  C  CR6   0   0.128   1.5206   0.9254  -0.0828
 S0L  C17  C  CR16  0  -0.369   2.5608   0.0139  -0.0439
 S0L  N18  N  N     0  -0.452   1.6905   2.2287  -0.2687
 S0L  C19  C  CR6   0   0.515   3.8542   0.4914  -0.2266
 S0L  C20  C  CH2   0  -0.517  -8.5159  -0.9342  -0.9028
 S0L  C21  C  CH2   0  -0.488  -8.1463   0.2472  -0.0619
 S0L  C22  C  CR16  0  -0.374   4.0393   1.8527  -0.4302
 S0L  C23  C  CR16  0  -0.052   2.9246   2.6755  -0.4355
 S0L  N24  N  NR5   0  -0.555   4.9446  -0.3804  -0.2008
 S0L  C25  C  CR15  0   0.094   4.9264  -1.7148  -0.4755
 S0L  N26  N  N     0  -0.455   6.1104  -2.2403  -0.3859
 S0L  C27  C  CR5   0   0.156   6.9578  -1.2171  -0.0283
 S0L  C28  C  CR15  0  -0.136   6.2535  -0.0576   0.0886
 S0L  C29  C  CH1   0  -0.344   8.3985  -1.4497   0.1652
 S0L  C30  C  CH2   0  -0.472   9.3707  -1.1349  -0.9425
 S0L  C31  C  CH2   0  -0.491   9.3490  -0.3013   0.2984
 S0L  H1   H  HNH1  0   0.424  -0.4079   2.3485  -0.0531
 S0L  H2   H  HCR6  0   0.281  -2.4039  -0.7853   0.2338
 S0L  H3   H  HCR6  0   0.283  -6.0326   1.4532   0.6800
 S0L  H4   H  HCR6  0   0.268  -4.7549   3.5431   0.5340
 S0L  H5   H  HCR6  0   0.278  -2.3163   3.5047   0.2520
 S0L  H7   H  HCH1  0   0.304  -6.5850  -0.1096  -1.5978
 S0L  H8   H  HCR6  0   0.299   2.3586  -1.0311   0.1411
 S0L  H9   H  HCH2  0   0.280  -8.9559  -0.7650  -1.8761
 S0L  H10  H  HCH2  0   0.274  -8.8870  -1.8141  -0.3949
 S0L  H11  H  HCH2  0   0.274  -8.2367   0.1399   1.0118
 S0L  H12  H  HCH2  0   0.274  -8.3401   1.2429  -0.4383
 S0L  H13  H  HCR6  0   0.303   5.0181   2.2788  -0.5977
 S0L  H14  H  HCR6  0   0.286   3.0434   3.7408  -0.5888
 S0L  H15  H  HCR5  0   0.298   4.0237  -2.2363  -0.7549
 S0L  H16  H  HCR5  0   0.306   6.5534   0.9339   0.3807
 S0L  H17  H  HCH1  0   0.268   8.6305  -2.3353   0.7475
 S0L  H18  H  HCH2  0   0.254  10.1978  -1.8164  -1.0943
 S0L  H19  H  HCH2  0   0.250   8.9693  -0.7022  -1.8501
 S0L  H20  H  HCH2  0   0.252   8.9579   0.7059   0.2260
 S0L  H21  H  HCH2  0   0.258  10.1621  -0.4054   1.0044
 S0L  H6   H  HCR5  0   0.304  -7.2561  -3.2672   0.0185

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
 S0L  C31  C30  single    1.495  0.020  1.495
 S0L  C31  C29  single    1.497  0.020  1.497
 S0L  C30  C29  single    1.507  0.020  1.507
 S0L  C29  C27  single    1.472  0.020  1.472
 S0L  N26  C27  aromatic  1.376  0.020  1.376
 S0L  N26  C25  aromatic  1.298  0.020  1.298
 S0L  C27  C28  aromatic  1.362  0.020  1.362
 S0L  C25  N24  aromatic  1.363  0.020  1.363
 S0L  C28  N24  aromatic  1.379  0.020  1.379
 S0L  N24  C19  single    1.396  0.020  1.396
 S0L  C19  C17  aromatic  1.391  0.020  1.391
 S0L  C19  C22  aromatic  1.389  0.020  1.389
 S0L  C17  C16  aromatic  1.384  0.020  1.384
 S0L  C22  C23  aromatic  1.386  0.020  1.386
 S0L  O14  C13  double    1.218  0.020  1.218
 S0L  C16  C13  single    1.505  0.020  1.505
 S0L  C16  N18  aromatic  1.327  0.020  1.327
 S0L  C13  N01  single    1.348  0.020  1.348
 S0L  C23  N18  aromatic  1.323  0.020  1.323
 S0L  N01  C02  single    1.395  0.020  1.395
 S0L  C07  C02  aromatic  1.397  0.020  1.397
 S0L  C07  C06  aromatic  1.382  0.020  1.382
 S0L  C02  C03  aromatic  1.392  0.020  1.392
 S0L  C06  C05  aromatic  1.387  0.020  1.387
 S0L  C03  C04  aromatic  1.396  0.020  1.396
 S0L  C05  C04  aromatic  1.392  0.020  1.392
 S0L  C04  C11  single    1.465  0.020  1.465
 S0L  C20  C15  single    1.492  0.020  1.492
 S0L  C20  C21  single    1.496  0.020  1.496
 S0L  C11  N12  aromatic  1.362  0.020  1.362
 S0L  C11  N10  aromatic  1.308  0.020  1.308
 S0L  C15  N12  single    1.434  0.020  1.434
 S0L  C15  C21  single    1.496  0.020  1.496
 S0L  N12  C08  aromatic  1.353  0.020  1.353
 S0L  N10  N09  aromatic  1.351  0.020  1.351
 S0L  C08  N09  aromatic  1.300  0.020  1.300
 S0L  N01  H1   single    0.860  0.020  1.020
 S0L  C03  H2   single    0.930  0.020  1.080
 S0L  C05  H3   single    0.930  0.020  1.080
 S0L  C06  H4   single    0.930  0.020  1.080
 S0L  C07  H5   single    0.930  0.020  1.080
 S0L  C08  H6   single    0.930  0.020  1.080
 S0L  C15  H7   single    0.970  0.020  1.090
 S0L  C17  H8   single    0.930  0.020  1.080
 S0L  C20  H9   single    0.970  0.020  1.090
 S0L  C20  H10  single    0.970  0.020  1.090
 S0L  C21  H11  single    0.970  0.020  1.090
 S0L  C21  H12  single    0.970  0.020  1.090
 S0L  C22  H13  single    0.930  0.020  1.080
 S0L  C23  H14  single    0.930  0.020  1.080
 S0L  C25  H15  single    0.930  0.020  1.080
 S0L  C28  H16  single    0.930  0.020  1.080
 S0L  C29  H17  single    0.970  0.020  1.090
 S0L  C30  H18  single    0.970  0.020  1.090
 S0L  C30  H19  single    0.970  0.020  1.090
 S0L  C31  H20  single    0.970  0.020  1.090
 S0L  C31  H21  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
 S0L  H1   N01  C13  114.23  3.000
 S0L  H1   N01  C02  116.37  3.000
 S0L  C13  N01  C02  129.37  3.000
 S0L  C07  C02  C03  119.35  3.000
 S0L  C03  C02  N01  124.00  3.000
 S0L  C07  C02  N01  116.64  3.000
 S0L  H2   C03  C04  119.18  3.000
 S0L  H2   C03  C02  120.80  3.000
 S0L  C04  C03  C02  120.02  3.000
 S0L  C11  C04  C05  122.45  3.000
 S0L  C11  C04  C03  117.24  3.000
 S0L  C05  C04  C03  120.30  3.000
 S0L  H3   C05  C06  119.38  3.000
 S0L  H3   C05  C04  121.26  3.000
 S0L  C06  C05  C04  119.35  3.000
 S0L  H4   C06  C07  119.53  3.000
 S0L  H4   C06  C05  119.74  3.000
 S0L  C07  C06  C05  120.73  3.000
 S0L  H5   C07  C06  119.92  3.000
 S0L  H5   C07  C02  119.82  3.000
 S0L  C06  C07  C02  120.25  3.000
 S0L  H6   C08  N12  123.58  3.000
 S0L  H6   C08  N09  125.87  3.000
 S0L  N12  C08  N09  110.55  3.000
 S0L  N10  N09  C08  107.39  3.000
 S0L  C11  N10  N09  108.17  3.000
 S0L  N12  C11  N10  109.36  3.000
 S0L  N10  C11  C04  123.92  3.000
 S0L  N12  C11  C04  126.67  3.000
 S0L  C15  N12  C11  128.23  3.000
 S0L  C15  N12  C08  127.02  3.000
 S0L  C11  N12  C08  104.52  3.000
 S0L  C16  C13  O14  121.12  3.000
 S0L  C16  C13  N01  113.01  3.000
 S0L  O14  C13  N01  125.87  3.000
 S0L  H7   C15  C21  117.86  3.000
 S0L  H7   C15  C20  117.50  3.000
 S0L  C21  C15  C20   60.11  3.000
 S0L  H7   C15  N12  112.61  3.000
 S0L  C21  C15  N12  120.01  3.000
 S0L  C20  C15  N12  119.40  3.000
 S0L  N18  C16  C17  123.68  3.000
 S0L  N18  C16  C13  117.33  3.000
 S0L  C17  C16  C13  118.99  3.000
 S0L  H8   C17  C19  121.92  3.000
 S0L  H8   C17  C16  120.09  3.000
 S0L  C19  C17  C16  117.99  3.000
 S0L  C23  N18  C16  117.95  3.000
 S0L  N24  C19  C22  120.70  3.000
 S0L  C22  C19  C17  118.67  3.000
 S0L  N24  C19  C17  120.63  3.000
 S0L  H10  C20  H9   114.22  3.000
 S0L  H10  C20  C21  117.59  3.000
 S0L  H9   C20  C21  118.86  3.000
 S0L  H10  C20  C15  119.19  3.000
 S0L  H9   C20  C15  116.54  3.000
 S0L  C21  C20  C15   60.07  3.000
 S0L  H12  C21  H11  114.91  3.000
 S0L  H12  C21  C20  119.13  3.000
 S0L  H11  C21  C20  117.28  3.000
 S0L  H12  C21  C15  117.45  3.000
 S0L  H11  C21  C15  117.29  3.000
 S0L  C20  C21  C15   59.82  3.000
 S0L  H13  C22  C23  119.60  3.000
 S0L  H13  C22  C19  122.01  3.000
 S0L  C23  C22  C19  118.38  3.000
 S0L  H14  C23  C22  119.77  3.000
 S0L  H14  C23  N18  116.90  3.000
 S0L  C22  C23  N18  123.33  3.000
 S0L  C28  N24  C25  106.51  3.000
 S0L  C28  N24  C19  126.80  3.000
 S0L  C25  N24  C19  126.68  3.000
 S0L  H15  C25  N26  125.80  3.000
 S0L  H15  C25  N24  122.45  3.000
 S0L  N26  C25  N24  111.73  3.000
 S0L  C27  N26  C25  106.17  3.000
 S0L  C29  C27  C28  129.01  3.000
 S0L  C28  C27  N26  109.70  3.000
 S0L  C29  C27  N26  121.29  3.000
 S0L  H16  C28  C27  131.58  3.000
 S0L  H16  C28  N24  122.49  3.000
 S0L  C27  C28  N24  105.88  3.000
 S0L  H17  C29  C31  116.27  3.000
 S0L  H17  C29  C30  115.28  3.000
 S0L  C31  C29  C30   59.70  3.000
 S0L  H17  C29  C27  114.13  3.000
 S0L  C30  C29  C27  120.12  3.000
 S0L  C31  C29  C27  120.80  3.000
 S0L  H19  C30  H18  114.67  3.000
 S0L  H19  C30  C31  117.88  3.000
 S0L  H18  C30  C31  118.59  3.000
 S0L  H19  C30  C29  117.42  3.000
 S0L  H18  C30  C29  117.68  3.000
 S0L  C31  C30  C29   59.81  3.000
 S0L  H21  C31  H20  113.87  3.000
 S0L  H21  C31  C30  118.49  3.000
 S0L  H20  C31  C30  117.93  3.000
 S0L  H21  C31  C29  117.49  3.000
 S0L  H20  C31  C29  118.57  3.000
 S0L  C30  C31  C29   60.49  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
 S0L  CONST_01  C05  C06  C07  C02     0.00   0.0  0
 S0L  CONST_02  C05  C04  C03  C02     0.00   0.0  0
 S0L  CONST_03  C11  C04  C03  C02   180.00   0.0  0
 S0L  CONST_04  C06  C07  C02  C03     0.00   0.0  0
 S0L  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 S0L  CONST_08  C07  C02  C03  C04     0.00   0.0  0
 S0L  CONST_09  C07  C06  C05  C04     0.00   0.0  0
 S0L  CONST_10  C08  N12  C11  C04   180.00   0.0  0
 S0L  CONST_11  N09  N10  C11  C04   180.00   0.0  0
 S0L  CONST_14  C11  C04  C05  C06   180.00   0.0  0
 S0L  CONST_15  N10  C11  N12  C08     0.00   0.0  0
 S0L  CONST_16  C11  N10  N09  C08     0.00   0.0  0
 S0L  CONST_17  N12  C11  N10  N09     0.00   0.0  0
 S0L  CONST_18  C11  N12  C08  N09     0.00   0.0  0
 S0L  CONST_19  N12  C08  N09  N10     0.00   0.0  0
 S0L  CONST_20  N24  C19  C17  C16   180.00   0.0  0
 S0L  CONST_21  C22  C19  C17  C16     0.00   0.0  0
 S0L  CONST_22  C22  C23  N18  C16     0.00   0.0  0
 S0L  CONST_25  C23  C22  C19  C17     0.00   0.0  0
 S0L  CONST_26  C23  N18  C16  C17     0.00   0.0  0
 S0L  CONST_27  C19  C17  C16  N18     0.00   0.0  0
 S0L  CONST_28  C19  C22  C23  N18     0.00   0.0  0
 S0L  CONST_29  N26  C25  N24  C19   180.00   0.0  0
 S0L  CONST_30  C27  C28  N24  C19   180.00   0.0  0
 S0L  CONST_33  N24  C19  C22  C23   180.00   0.0  0
 S0L  CONST_34  C27  N26  C25  N24     0.00   0.0  0
 S0L  CONST_35  N26  C27  C28  N24     0.00   0.0  0
 S0L  CONST_36  C28  C27  N26  C25     0.00   0.0  0
 S0L  CONST_37  C27  C28  N24  C25     0.00   0.0  0
 S0L  CONST_38  C28  N24  C25  N26     0.00   0.0  0
 S0L  CONST_39  C15  N12  C11  C04     0.00   0.0  0
 S0L  CONST_40  C15  N12  C08  N09   180.00   0.0  0
 S0L  CONST_41  C15  N12  C11  N10   180.00   0.0  0
 S0L  CONST_42  C29  C27  C28  N24   180.00   0.0  0
 S0L  CONST_43  C29  C27  N26  C25   180.00   0.0  0
 S0L  CONST_44  C06  C07  C02  N01   180.00   0.0  0
 S0L  CONST_45  C04  C03  C02  N01   180.00   0.0  0
 S0L  CONST_46  C19  C17  C16  C13   180.00   0.0  0
 S0L  CONST_47  C23  N18  C16  C13   180.00   0.0  0
 S0L  CONST_48  H4   C06  C07  C02   180.00   0.0  0
 S0L  CONST_49  H5   C07  C02  C03   180.00   0.0  0
 S0L  CONST_50  H3   C05  C04  C03   180.00   0.0  0
 S0L  CONST_51  H2   C03  C04  C05   180.00   0.0  0
 S0L  CONST_52  H6   C08  N09  N10   180.00   0.0  0
 S0L  CONST_53  H14  C23  N18  C16   180.00   0.0  0
 S0L  CONST_54  H13  C22  C19  C17   180.00   0.0  0
 S0L  CONST_55  H8   C17  C16  N18   180.00   0.0  0
 S0L  CONST_56  H15  C25  N24  C19     0.00   0.0  0
 S0L  CONST_57  H16  C28  N24  C19     0.00   0.0  0
 S0L  CONST_58  C16  C13  N01  C02   180.00   0.0  0
 S0L  CONST_59  C13  N01  C02  C03     0.00   0.0  0
 S0L  CONST_60  C13  N01  C02  C07   180.00   0.0  0
 S0L  CONST_61  H1   N01  C02  C03   180.00   0.0  0
 S0L  CONST_62  O14  C13  N01  C02     0.00   0.0  0
 S0L  Var_01    C20  C15  N12  C08    22.37  30.0  2
 S0L  Var_02    C21  C20  C15  N12   109.77  30.0  1
 S0L  Var_03    C31  C29  C27  N26   168.39  30.0  1
 S0L  Var_04    C30  C31  C29  C27  -109.16  30.0  1
 S0L  Var_05    C17  C16  C13  N01   178.65  30.0  1

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
 S0L  chir_01  C15  C20  N12  C21  both
 S0L  chir_02  C29  C31  C30  C27  both

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
 S0L  plan-1  C04  0.020
 S0L  plan-1  C08  0.020
 S0L  plan-1  N09  0.020
 S0L  plan-1  N10  0.020
 S0L  plan-1  C11  0.020
 S0L  plan-1  N12  0.020
 S0L  plan-1  C15  0.020
 S0L  plan-1  H6   0.020
 S0L  plan-2  C19  0.020
 S0L  plan-2  N24  0.020
 S0L  plan-2  C25  0.020
 S0L  plan-2  N26  0.020
 S0L  plan-2  C27  0.020
 S0L  plan-2  C28  0.020
 S0L  plan-2  C29  0.020
 S0L  plan-2  H15  0.020
 S0L  plan-2  H16  0.020
 S0L  plan-3  N01  0.020
 S0L  plan-3  C02  0.020
 S0L  plan-3  C03  0.020
 S0L  plan-3  C04  0.020
 S0L  plan-3  C05  0.020
 S0L  plan-3  C06  0.020
 S0L  plan-3  C07  0.020
 S0L  plan-3  C11  0.020
 S0L  plan-3  H2   0.020
 S0L  plan-3  H3   0.020
 S0L  plan-3  H4   0.020
 S0L  plan-3  H5   0.020
 S0L  plan-4  C13  0.020
 S0L  plan-4  C16  0.020
 S0L  plan-4  C17  0.020
 S0L  plan-4  N18  0.020
 S0L  plan-4  C19  0.020
 S0L  plan-4  C22  0.020
 S0L  plan-4  C23  0.020
 S0L  plan-4  N24  0.020
 S0L  plan-4  H8   0.020
 S0L  plan-4  H13  0.020
 S0L  plan-4  H14  0.020
 S0L  plan-5  N01  0.020
 S0L  plan-5  C02  0.020
 S0L  plan-5  C13  0.020
 S0L  plan-5  O14  0.020
 S0L  plan-5  C16  0.020
 S0L  plan-5  H1   0.020

