# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 05:07:50 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 3-[1-(4-chlorophenyl)cyclopropyl]-8-cyclopropyl[1,2,4]triazolo[4,3-a]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)C2(CC2)c3nnc4n3cccc4C5CC5
#
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
 1EQ  1EQ  3-[1-(4-chlorophenyl)cyclopropyl]-8-cyclopropyl[1,2,4]triazolo[4,3-a]pyridine  ligand  38  22  .  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_1EQ
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
 1EQ  C1    C   CR16  0  -0.364   1.9047   0.6497   2.4276
 1EQ  C2    C   CR16  0   0.017   1.0482  -0.1453   1.7509
 1EQ  N3    N   N     0  -0.555   1.3381  -0.4247   0.4423
 1EQ  C4    C   CR56  0   0.406   2.4550   0.0453  -0.2081
 1EQ  C5    C   CR6   0   0.092   3.3713   0.8868   0.4879
 1EQ  C6    C   CR16  0  -0.234   3.0654   1.1681   1.7900
 1EQ  C7    C   CR5   0   0.434   0.6771  -1.1811  -0.4822
 1EQ  N8    N   N     0  -0.297   1.3523  -1.1627  -1.5987
 1EQ  N9    N   N     0  -0.358   2.4552  -0.4118  -1.4435
 1EQ  C10   C   CT    0  -0.191  -0.6083  -1.8493  -0.2125
 1EQ  C11   C   CR6   0   0.142  -1.7627  -0.9049  -0.0601
 1EQ  C12   C   CH2   0  -0.450  -0.8387  -3.1661  -0.9001
 1EQ  C13   C   CH2   0  -0.478  -0.5645  -3.1399   0.5656
 1EQ  C14   C   CR16  0  -0.290  -2.0687  -0.0390  -1.1095
 1EQ  C15   C   CR16  0  -0.193  -3.1168   0.8604  -1.0152
 1EQ  C16   C   CR6   0  -0.055  -3.8715   0.8958   0.1491
 1EQ  C17   C   CR16  0  -0.191  -3.5885   0.0509   1.2077
 1EQ  C18   C   CR16  0  -0.335  -2.5316  -0.8436   1.0956
 1EQ  CL19  CL  CL    0  -0.129  -5.1867   2.0174   0.2782
 1EQ  C20   C   CH1   0  -0.364   4.5890   1.4354  -0.1386
 1EQ  C21   C   CH2   0  -0.472   4.6544   1.8600  -1.5831
 1EQ  C22   C   CH2   0  -0.472   5.4228   0.6660  -1.1320
 1EQ  H1    H   HCR6  0   0.286   1.7013   0.8883   3.4610
 1EQ  H2    H   HCR6  0   0.311   0.1536  -0.5820   2.1661
 1EQ  H3    H   HCR6  0   0.273   3.7267   1.8060   2.3621
 1EQ  H4    H   HCH2  0   0.268  -1.8501  -3.3718  -1.2246
 1EQ  H5    H   HCH2  0   0.266  -0.0675  -3.5282  -1.5665
 1EQ  H6    H   HCH2  0   0.271   0.4039  -3.4788   0.9103
 1EQ  H7    H   HCH2  0   0.270  -1.3774  -3.3530   1.2478
 1EQ  H8    H   HCR6  0   0.263  -1.4807  -0.0665  -2.0189
 1EQ  H9    H   HCR6  0   0.281  -3.3438   1.5231  -1.8393
 1EQ  H10   H   HCR6  0   0.281  -4.1764   0.0866   2.1145
 1EQ  H11   H   HCR6  0   0.265  -2.3139  -1.4958   1.9315
 1EQ  H12   H   HCH1  0   0.266   5.1556   2.0574   0.5450
 1EQ  H13   H   HCH2  0   0.258   3.7835   1.6927  -2.2014
 1EQ  H14   H   HCH2  0   0.260   5.1907   2.7758  -1.7953
 1EQ  H15   H   HCH2  0   0.260   6.4968   0.7480  -1.0266
 1EQ  H16   H   HCH2  0   0.258   5.0714  -0.3071  -1.4447

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
 1EQ  C22   C21  single    1.490  0.020  1.490
 1EQ  C22   C20  single    1.508  0.020  1.508
 1EQ  C21   C20  single    1.507  0.020  1.507
 1EQ  C6    C1   aromatic  1.422  0.020  1.422
 1EQ  C6    C5   aromatic  1.367  0.020  1.367
 1EQ  C20   C5   single    1.475  0.020  1.475
 1EQ  C1    C2   aromatic  1.350  0.020  1.350
 1EQ  C5    C4   aromatic  1.426  0.020  1.426
 1EQ  CL19  C16  single    1.733  0.020  1.733
 1EQ  C2    N3   aromatic  1.369  0.020  1.369
 1EQ  C4    N3   aromatic  1.375  0.020  1.375
 1EQ  C4    N9   aromatic  1.317  0.020  1.317
 1EQ  C17   C16  aromatic  1.384  0.020  1.384
 1EQ  C17   C18  aromatic  1.389  0.020  1.389
 1EQ  C16   C15  aromatic  1.388  0.020  1.388
 1EQ  N3    C7   aromatic  1.365  0.020  1.365
 1EQ  N9    N8   aromatic  1.343  0.020  1.343
 1EQ  C18   C11  aromatic  1.389  0.020  1.389
 1EQ  C15   C14  aromatic  1.384  0.020  1.384
 1EQ  C7    N8   aromatic  1.305  0.020  1.305
 1EQ  C7    C10  single    1.474  0.020  1.474
 1EQ  C11   C14  aromatic  1.394  0.020  1.394
 1EQ  C11   C10  single    1.499  0.020  1.499
 1EQ  C10   C13  single    1.508  0.020  1.508
 1EQ  C10   C12  single    1.503  0.020  1.503
 1EQ  C13   C12  single    1.491  0.020  1.491
 1EQ  C1    H1   single    0.930  0.020  1.080
 1EQ  C2    H2   single    0.930  0.020  1.080
 1EQ  C6    H3   single    0.930  0.020  1.080
 1EQ  C12   H4   single    0.970  0.020  1.090
 1EQ  C12   H5   single    0.970  0.020  1.090
 1EQ  C13   H6   single    0.970  0.020  1.090
 1EQ  C13   H7   single    0.970  0.020  1.090
 1EQ  C14   H8   single    0.930  0.020  1.080
 1EQ  C15   H9   single    0.930  0.020  1.080
 1EQ  C17   H10  single    0.930  0.020  1.080
 1EQ  C18   H11  single    0.930  0.020  1.080
 1EQ  C20   H12  single    0.970  0.020  1.090
 1EQ  C21   H13  single    0.970  0.020  1.090
 1EQ  C21   H14  single    0.970  0.020  1.090
 1EQ  C22   H15  single    0.970  0.020  1.090
 1EQ  C22   H16  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
 1EQ  H1    C1   C6   120.14  3.000
 1EQ  H1    C1   C2   119.36  3.000
 1EQ  C6    C1   C2   120.51  3.000
 1EQ  H2    C2   N3   117.44  3.000
 1EQ  H2    C2   C1   124.86  3.000
 1EQ  N3    C2   C1   117.70  3.000
 1EQ  C7    N3   C4   105.21  3.000
 1EQ  C7    N3   C2   131.13  3.000
 1EQ  C4    N3   C2   123.65  3.000
 1EQ  N9    C4   C5   131.50  3.000
 1EQ  N9    C4   N3   108.97  3.000
 1EQ  C5    C4   N3   119.53  3.000
 1EQ  C20   C5   C6   120.85  3.000
 1EQ  C20   C5   C4   122.87  3.000
 1EQ  C6    C5   C4   116.28  3.000
 1EQ  H3    C6   C5   119.21  3.000
 1EQ  H3    C6   C1   118.46  3.000
 1EQ  C5    C6   C1   122.33  3.000
 1EQ  C10   C7   N8   127.90  3.000
 1EQ  C10   C7   N3   123.34  3.000
 1EQ  N8    C7   N3   108.72  3.000
 1EQ  N9    N8   C7   109.51  3.000
 1EQ  N8    N9   C4   107.59  3.000
 1EQ  C13   C10  C12   59.38  3.000
 1EQ  C12   C10  C11  118.70  3.000
 1EQ  C13   C10  C11  120.61  3.000
 1EQ  C12   C10  C7   116.56  3.000
 1EQ  C13   C10  C7   117.21  3.000
 1EQ  C11   C10  C7   113.87  3.000
 1EQ  C18   C11  C14  118.50  3.000
 1EQ  C14   C11  C10  118.92  3.000
 1EQ  C18   C11  C10  122.57  3.000
 1EQ  H5    C12  H4   114.71  3.000
 1EQ  H5    C12  C13  118.71  3.000
 1EQ  H4    C12  C13  118.03  3.000
 1EQ  H5    C12  C10  117.76  3.000
 1EQ  H4    C12  C10  116.55  3.000
 1EQ  C13   C12  C10   60.46  3.000
 1EQ  H7    C13  H6   114.18  3.000
 1EQ  H7    C13  C12  118.55  3.000
 1EQ  H6    C13  C12  118.16  3.000
 1EQ  H7    C13  C10  118.16  3.000
 1EQ  H6    C13  C10  117.28  3.000
 1EQ  C12   C13  C10   60.16  3.000
 1EQ  H8    C14  C15  118.99  3.000
 1EQ  H8    C14  C11  119.79  3.000
 1EQ  C15   C14  C11  121.22  3.000
 1EQ  H9    C15  C16  120.63  3.000
 1EQ  H9    C15  C14  120.34  3.000
 1EQ  C16   C15  C14  119.04  3.000
 1EQ  CL19  C16  C17  119.56  3.000
 1EQ  C17   C16  C15  121.00  3.000
 1EQ  CL19  C16  C15  119.44  3.000
 1EQ  H10   C17  C18  120.17  3.000
 1EQ  H10   C17  C16  120.68  3.000
 1EQ  C18   C17  C16  119.15  3.000
 1EQ  H11   C18  C17  118.60  3.000
 1EQ  H11   C18  C11  120.30  3.000
 1EQ  C17   C18  C11  121.10  3.000
 1EQ  H12   C20  C22  114.78  3.000
 1EQ  H12   C20  C21  114.84  3.000
 1EQ  C22   C20  C21   59.23  3.000
 1EQ  H12   C20  C5   112.15  3.000
 1EQ  C21   C20  C5   123.21  3.000
 1EQ  C22   C20  C5   123.12  3.000
 1EQ  H14   C21  H13  114.71  3.000
 1EQ  H14   C21  C22  118.81  3.000
 1EQ  H13   C21  C22  117.68  3.000
 1EQ  H14   C21  C20  116.60  3.000
 1EQ  H13   C21  C20  118.01  3.000
 1EQ  C22   C21  C20   60.42  3.000
 1EQ  H16   C22  H15  114.77  3.000
 1EQ  H16   C22  C21  117.79  3.000
 1EQ  H15   C22  C21  118.72  3.000
 1EQ  H16   C22  C20  118.05  3.000
 1EQ  H15   C22  C20  116.48  3.000
 1EQ  C21   C22  C20   60.35  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
 1EQ  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 1EQ  CONST_02  C4    N3   C2   C1      0.00   0.0  0
 1EQ  CONST_03  C7    N3   C2   C1    180.00   0.0  0
 1EQ  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 1EQ  CONST_05  C5    C4   N3   C2      0.00   0.0  0
 1EQ  CONST_06  N9    C4   N3   C2    180.00   0.0  0
 1EQ  CONST_07  N8    C7   N3   C2    180.00   0.0  0
 1EQ  CONST_08  C6    C1   C2   N3      0.00   0.0  0
 1EQ  CONST_09  C6    C5   C4   N3      0.00   0.0  0
 1EQ  CONST_10  N8    N9   C4   N3      0.00   0.0  0
 1EQ  CONST_11  N9    N8   C7   N3      0.00   0.0  0
 1EQ  CONST_12  N8    C7   N3   C4      0.00   0.0  0
 1EQ  CONST_13  C7    N8   N9   C4      0.00   0.0  0
 1EQ  CONST_14  C7    N3   C4   C5    180.00   0.0  0
 1EQ  CONST_15  N8    N9   C4   C5    180.00   0.0  0
 1EQ  CONST_16  N9    C4   C5   C6    180.00   0.0  0
 1EQ  CONST_17  N9    C4   N3   C7      0.00   0.0  0
 1EQ  CONST_18  C16   C17  C18  C11     0.00   0.0  0
 1EQ  CONST_19  C16   C15  C14  C11     0.00   0.0  0
 1EQ  CONST_20  C17   C16  C15  C14     0.00   0.0  0
 1EQ  CONST_21  C17   C18  C11  C14     0.00   0.0  0
 1EQ  CONST_22  C18   C17  C16  C15     0.00   0.0  0
 1EQ  CONST_23  C18   C11  C14  C15     0.00   0.0  0
 1EQ  CONST_24  C20   C5   C6   C1    180.00   0.0  0
 1EQ  CONST_25  C10   C7   N3   C2      0.00   0.0  0
 1EQ  CONST_26  C20   C5   C4   N3    180.00   0.0  0
 1EQ  CONST_27  C10   C7   N3   C4    180.00   0.0  0
 1EQ  CONST_28  C20   C5   C4   N9      0.00   0.0  0
 1EQ  CONST_29  C10   C7   N8   N9    180.00   0.0  0
 1EQ  CONST_30  C17   C18  C11  C10   180.00   0.0  0
 1EQ  CONST_31  C15   C14  C11  C10   180.00   0.0  0
 1EQ  CONST_32  CL19  C16  C15  C14   180.00   0.0  0
 1EQ  CONST_33  CL19  C16  C17  C18   180.00   0.0  0
 1EQ  CONST_34  H3    C6   C1   C2    180.00   0.0  0
 1EQ  CONST_35  H1    C1   C2   N3    180.00   0.0  0
 1EQ  CONST_36  H2    C2   N3   C4    180.00   0.0  0
 1EQ  CONST_37  H11   C18  C11  C10     0.00   0.0  0
 1EQ  CONST_38  H8    C14  C11  C10     0.00   0.0  0
 1EQ  CONST_39  H10   C17  C18  C11   180.00   0.0  0
 1EQ  CONST_40  H9    C15  C14  C11   180.00   0.0  0
 1EQ  Var_01    C11   C10  C7   N3     69.51  30.0  2
 1EQ  Var_02    C22   C20  C5   C4    -36.70  30.0  3
 1EQ  Var_03    C21   C22  C20  C5    111.88  30.0  1
 1EQ  Var_04    C18   C11  C10  C7   -121.01  30.0  2
 1EQ  Var_05    C12   C13  C10  C7   -106.26  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
 1EQ  chir_01  C20  C22  C21  C5  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
 1EQ  plan-1  C10   0.020
 1EQ  plan-1  C11   0.020
 1EQ  plan-1  C14   0.020
 1EQ  plan-1  C15   0.020
 1EQ  plan-1  C16   0.020
 1EQ  plan-1  C17   0.020
 1EQ  plan-1  C18   0.020
 1EQ  plan-1  CL19  0.020
 1EQ  plan-1  H8    0.020
 1EQ  plan-1  H9    0.020
 1EQ  plan-1  H10   0.020
 1EQ  plan-1  H11   0.020
 1EQ  plan-2  C1    0.020
 1EQ  plan-2  C2    0.020
 1EQ  plan-2  N3    0.020
 1EQ  plan-2  C4    0.020
 1EQ  plan-2  C5    0.020
 1EQ  plan-2  C6    0.020
 1EQ  plan-2  C7    0.020
 1EQ  plan-2  N8    0.020
 1EQ  plan-2  N9    0.020
 1EQ  plan-2  C10   0.020
 1EQ  plan-2  C20   0.020
 1EQ  plan-2  H1    0.020
 1EQ  plan-2  H2    0.020
 1EQ  plan-2  H3    0.020

