# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 10:25:55 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 6-{[(1R,2S)-2-aminocyclohexyl]amino}-4-[(6-ethylpyridin-2-yl)amino]pyridazine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3N)nnc2C(N)=O)n1
#
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
 0VH  0VH  6-{[(1R,2S)-2-aminocyclohexyl]amino}-4-[(6-ethylpyridin-2-yl)amino]pyridazine-3-carboxamide  ligand  51  26  .  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_0VH
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
 0VH  C1   C  CR16  0  -0.380   3.1036  -0.1612  -1.2314
 0VH  C2   C  CR16  0  -0.148   4.4088  -0.0248  -1.6571
 0VH  C3   C  CR16  0  -0.371   5.3126   0.7087  -0.8978
 0VH  C4   C  CR6   0   0.259   4.8596   1.3023   0.2720
 0VH  N5   N  N     0  -0.469   3.6048   1.1569   0.6956
 0VH  C6   C  CR6   0   0.463   2.7539   0.4365  -0.0181
 0VH  N7   N  NH1   0  -0.761   1.4713   0.3905   0.5058
 0VH  C8   C  CH2   0  -0.489   5.7500   2.1776   1.1059
 0VH  C9   C  CR6   0   0.393   0.4245  -0.4026   0.1128
 0VH  C10  C  CR16  0  -0.420  -0.8415   0.1418   0.0518
 0VH  C11  C  CR6   0   0.485  -1.8998  -0.6577  -0.3974
 0VH  N12  N  N     0  -0.338  -1.6905  -1.9220  -0.8154
 0VH  N13  N  N     0  -0.263  -0.5058  -2.4343  -0.7058
 0VH  C14  C  CR6   0   0.010   0.5358  -1.7723  -0.2343
 0VH  C15  C  C     0   0.494   1.7448  -2.6079   0.0387
 0VH  O16  O  O     0  -0.472   2.5473  -2.2984   0.9074
 0VH  N17  N  NH2   0  -0.797   1.8567  -3.7076  -0.7204
 0VH  N18  N  NH1   0  -0.647  -3.1684  -0.2270  -0.4847
 0VH  C19  C  CH1   0  -0.099  -3.6055   1.1260  -0.2066
 0VH  C20  C  CH1   0  -0.097  -4.9825   1.3523  -0.8462
 0VH  C21  C  CH2   0  -0.436  -6.0770   0.5584  -0.1376
 0VH  C22  C  CH2   0  -0.438  -6.1119   0.8518   1.3572
 0VH  C23  C  CH2   0  -0.430  -4.7507   0.6050   1.9961
 0VH  C24  C  CH2   0  -0.446  -3.6660   1.4144   1.2968
 0VH  N25  N  NH2   0  -0.799  -4.9388   0.9800  -2.2509
 0VH  C26  C  CH3   0  -0.662   5.4006   3.6558   0.9428
 0VH  H1   H  HCR6  0   0.280   2.3844  -0.6988  -1.8335
 0VH  H2   H  HCR6  0   0.269   4.7185  -0.4776  -2.5899
 0VH  H3   H  HCR6  0   0.257   6.3394   0.8304  -1.2150
 0VH  H4   H  HNH1  0   0.403   1.2253   1.2033   1.0524
 0VH  H5   H  HCH2  0   0.242   5.6512   1.8935   2.1561
 0VH  H6   H  HCH2  0   0.239   6.7920   2.0112   0.8272
 0VH  H7   H  HCR6  0   0.297  -0.9889   1.1849   0.2966
 0VH  H8   H  HNH2  0   0.406   1.0958  -3.9866  -1.3169
 0VH  H9   H  HNH2  0   0.401   2.5439  -4.4040  -0.4830
 0VH  H10  H  HNH1  0   0.384  -3.7713  -0.7907  -1.0665
 0VH  H11  H  HCH1  0   0.252  -2.9059   1.8344  -0.6725
 0VH  H12  H  HCH1  0   0.222  -5.2009   2.4212  -0.6969
 0VH  H13  H  HCH2  0   0.236  -7.0413   0.8038  -0.5921
 0VH  H14  H  HCH2  0   0.216  -5.9254  -0.5132  -0.3033
 0VH  H15  H  HCH2  0   0.213  -6.4043   1.8951   1.5175
 0VH  H16  H  HCH2  0   0.233  -6.8777   0.2393   1.8381
 0VH  H17  H  HCH2  0   0.233  -4.7761   0.8639   3.0568
 0VH  H18  H  HCH2  0   0.218  -4.5073  -0.4606   1.9428
 0VH  H19  H  HCH2  0   0.243  -2.6940   1.2249   1.7575
 0VH  H20  H  HCH2  0   0.228  -3.8610   2.4836   1.4265
 0VH  H21  H  HNH2  0   0.350  -5.8445   1.1491  -2.6711
 0VH  H22  H  HNH2  0   0.347  -4.2880   1.5788  -2.7458
 0VH  H24  H  HCH3  0   0.226   5.5355   3.9805  -0.0898
 0VH  H25  H  HCH3  0   0.227   4.3641   3.8449   1.2215
 0VH  H26  H  HCH3  0   0.234   6.0364   4.2759   1.5746

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
 0VH  C23  C24  single    1.523  0.020  1.523
 0VH  C23  C22  single    1.524  0.020  1.524
 0VH  C24  C19  single    1.532  0.020  1.532
 0VH  C26  C8   single    1.528  0.020  1.528
 0VH  C22  C21  single    1.524  0.020  1.524
 0VH  C19  N18  single    1.449  0.020  1.449
 0VH  C19  C20  single    1.535  0.020  1.535
 0VH  N18  C11  single    1.343  0.020  1.343
 0VH  C8   C4   single    1.501  0.020  1.501
 0VH  C21  C20  single    1.527  0.020  1.527
 0VH  C20  N25  single    1.454  0.020  1.454
 0VH  C11  C10  aromatic  1.400  0.020  1.400
 0VH  C11  N12  aromatic  1.348  0.020  1.348
 0VH  C4   N5   aromatic  1.332  0.020  1.332
 0VH  C4   C3   aromatic  1.388  0.020  1.388
 0VH  C10  C9   aromatic  1.379  0.020  1.379
 0VH  N5   C6   aromatic  1.324  0.020  1.324
 0VH  N12  N13  aromatic  1.295  0.020  1.295
 0VH  C3   C2   aromatic  1.390  0.020  1.390
 0VH  C9   N7   single    1.371  0.020  1.371
 0VH  C9   C14  aromatic  1.417  0.020  1.417
 0VH  C6   N7   single    1.386  0.020  1.386
 0VH  C6   C1   aromatic  1.397  0.020  1.397
 0VH  N13  C14  aromatic  1.321  0.020  1.321
 0VH  C14  C15  single    1.495  0.020  1.495
 0VH  C2   C1   aromatic  1.380  0.020  1.380
 0VH  C15  N17  single    1.341  0.020  1.341
 0VH  C15  O16  double    1.222  0.020  1.222
 0VH  C1   H1   single    0.930  0.020  1.080
 0VH  C2   H2   single    0.930  0.020  1.080
 0VH  C3   H3   single    0.930  0.020  1.080
 0VH  N7   H4   single    0.860  0.020  1.020
 0VH  C8   H5   single    0.970  0.020  1.090
 0VH  C8   H6   single    0.970  0.020  1.090
 0VH  C10  H7   single    0.930  0.020  1.080
 0VH  N17  H8   single    0.860  0.020  1.020
 0VH  N17  H9   single    0.860  0.020  1.020
 0VH  N18  H10  single    0.890  0.020  1.040
 0VH  C19  H11  single    0.970  0.020  1.090
 0VH  C20  H12  single    0.970  0.020  1.090
 0VH  C21  H13  single    0.970  0.020  1.090
 0VH  C21  H14  single    0.970  0.020  1.090
 0VH  C22  H15  single    0.970  0.020  1.090
 0VH  C22  H16  single    0.970  0.020  1.090
 0VH  C23  H17  single    0.970  0.020  1.090
 0VH  C23  H18  single    0.970  0.020  1.090
 0VH  C24  H19  single    0.970  0.020  1.090
 0VH  C24  H20  single    0.970  0.020  1.090
 0VH  N25  H21  single    0.890  0.020  1.040
 0VH  N25  H22  single    0.890  0.020  1.040
 0VH  C26  H24  single    0.970  0.020  1.090
 0VH  C26  H25  single    0.970  0.020  1.090
 0VH  C26  H26  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
 0VH  H1   C1   C6   122.00  3.000
 0VH  H1   C1   C2   120.45  3.000
 0VH  C6   C1   C2   117.55  3.000
 0VH  H2   C2   C3   120.37  3.000
 0VH  H2   C2   C1   119.69  3.000
 0VH  C3   C2   C1   119.93  3.000
 0VH  H3   C3   C4   120.59  3.000
 0VH  H3   C3   C2   121.11  3.000
 0VH  C4   C3   C2   118.29  3.000
 0VH  C8   C4   N5   116.46  3.000
 0VH  N5   C4   C3   121.92  3.000
 0VH  C8   C4   C3   121.59  3.000
 0VH  C6   N5   C4   119.56  3.000
 0VH  N7   C6   N5   114.15  3.000
 0VH  N7   C6   C1   123.06  3.000
 0VH  N5   C6   C1   122.69  3.000
 0VH  H4   N7   C9   115.77  3.000
 0VH  H4   N7   C6   113.78  3.000
 0VH  C9   N7   C6   128.13  3.000
 0VH  H6   C8   H5   106.99  3.000
 0VH  H6   C8   C26  109.80  3.000
 0VH  H5   C8   C26  109.49  3.000
 0VH  H6   C8   C4   109.60  3.000
 0VH  H5   C8   C4   109.18  3.000
 0VH  C26  C8   C4   111.66  3.000
 0VH  C14  C9   C10  116.28  3.000
 0VH  C14  C9   N7   124.70  3.000
 0VH  C10  C9   N7   119.02  3.000
 0VH  H7   C10  C11  121.35  3.000
 0VH  H7   C10  C9   119.72  3.000
 0VH  C11  C10  C9   118.84  3.000
 0VH  N18  C11  N12  115.31  3.000
 0VH  N12  C11  C10  121.17  3.000
 0VH  N18  C11  C10  123.49  3.000
 0VH  N13  N12  C11  119.13  3.000
 0VH  C14  N13  N12  123.58  3.000
 0VH  C15  C14  N13  115.01  3.000
 0VH  C15  C14  C9   123.99  3.000
 0VH  N13  C14  C9   120.64  3.000
 0VH  N17  C15  O16  123.72  3.000
 0VH  O16  C15  C14  121.28  3.000
 0VH  N17  C15  C14  114.99  3.000
 0VH  H9   N17  H8   117.65  3.000
 0VH  H9   N17  C15  119.39  3.000
 0VH  H8   N17  C15  119.99  3.000
 0VH  H10  N18  C19  116.87  3.000
 0VH  H10  N18  C11  114.99  3.000
 0VH  C19  N18  C11  124.90  3.000
 0VH  H11  C19  C24  108.64  3.000
 0VH  H11  C19  C20  107.42  3.000
 0VH  C24  C19  C20  110.22  3.000
 0VH  H11  C19  N18  109.18  3.000
 0VH  C20  C19  N18  109.17  3.000
 0VH  C24  C19  N18  112.09  3.000
 0VH  H12  C20  N25  112.67  3.000
 0VH  H12  C20  C21  107.43  3.000
 0VH  N25  C20  C21  109.69  3.000
 0VH  H12  C20  C19  105.34  3.000
 0VH  N25  C20  C19  109.75  3.000
 0VH  C21  C20  C19  111.91  3.000
 0VH  H14  C21  H13  106.18  3.000
 0VH  H14  C21  C22  109.88  3.000
 0VH  H13  C21  C22  110.13  3.000
 0VH  H14  C21  C20  109.84  3.000
 0VH  H13  C21  C20  108.82  3.000
 0VH  C22  C21  C20  111.82  3.000
 0VH  H16  C22  H15  106.41  3.000
 0VH  H16  C22  C23  110.54  3.000
 0VH  H15  C22  C23  109.35  3.000
 0VH  H16  C22  C21  109.88  3.000
 0VH  H15  C22  C21  109.46  3.000
 0VH  C23  C22  C21  111.08  3.000
 0VH  H18  C23  H17  106.45  3.000
 0VH  H18  C23  C24  109.67  3.000
 0VH  H17  C23  C24  109.66  3.000
 0VH  H18  C23  C22  109.63  3.000
 0VH  H17  C23  C22  110.37  3.000
 0VH  C24  C23  C22  110.95  3.000
 0VH  H20  C24  H19  106.15  3.000
 0VH  H20  C24  C23  109.74  3.000
 0VH  H19  C24  C23  110.36  3.000
 0VH  H20  C24  C19  107.89  3.000
 0VH  H19  C24  C19  110.25  3.000
 0VH  C23  C24  C19  112.24  3.000
 0VH  H22  N25  H21  105.85  3.000
 0VH  H22  N25  C20  109.87  3.000
 0VH  H21  N25  C20  109.35  3.000
 0VH  H26  C26  H25  107.93  3.000
 0VH  H26  C26  H24  107.89  3.000
 0VH  H25  C26  H24  107.94  3.000
 0VH  H26  C26  C8   110.80  3.000
 0VH  H25  C26  C8   110.99  3.000
 0VH  H24  C26  C8   111.15  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
 0VH  CONST_01  C4   N5   C6   C1      0.00   0.0  0
 0VH  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 0VH  CONST_03  N5   C4   C3   C2      0.00   0.0  0
 0VH  CONST_04  N5   C6   C1   C2      0.00   0.0  0
 0VH  CONST_05  C6   N5   C4   C3      0.00   0.0  0
 0VH  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 0VH  CONST_07  N12  C11  C10  C9      0.00   0.0  0
 0VH  CONST_08  N12  N13  C14  C9      0.00   0.0  0
 0VH  CONST_09  N13  N12  C11  C10     0.00   0.0  0
 0VH  CONST_10  N13  C14  C9   C10     0.00   0.0  0
 0VH  CONST_11  C14  C9   C10  C11     0.00   0.0  0
 0VH  CONST_12  C14  N13  N12  C11     0.00   0.0  0
 0VH  CONST_13  C8   C4   C3   C2    180.00   0.0  0
 0VH  CONST_14  N7   C6   C1   C2    180.00   0.0  0
 0VH  CONST_15  N7   C6   N5   C4    180.00   0.0  0
 0VH  CONST_16  C8   C4   N5   C6    180.00   0.0  0
 0VH  CONST_17  C11  C10  C9   N7    180.00   0.0  0
 0VH  CONST_18  N13  C14  C9   N7    180.00   0.0  0
 0VH  CONST_19  N18  C11  C10  C9    180.00   0.0  0
 0VH  CONST_20  C15  C14  C9   C10   180.00   0.0  0
 0VH  CONST_21  C15  C14  N13  N12   180.00   0.0  0
 0VH  CONST_22  N18  C11  N12  N13   180.00   0.0  0
 0VH  CONST_23  C19  N18  C11  C10     0.00   0.0  0
 0VH  CONST_24  C19  N18  C11  N12   180.00   0.0  0
 0VH  CONST_25  H3   C3   C2   C1    180.00   0.0  0
 0VH  CONST_26  H1   C1   C2   C3    180.00   0.0  0
 0VH  CONST_27  H2   C2   C3   C4    180.00   0.0  0
 0VH  CONST_28  H7   C10  C11  N12   180.00   0.0  0
 0VH  CONST_30  H8   N17  C15  C14     0.00   0.0  0
 0VH  CONST_31  H9   N17  C15  C14   180.00   0.0  0
 0VH  Var_01    C22  C23  C24  C19   -56.18  30.0  1
 0VH  Var_02    C23  C22  C21  C20   -55.12  30.0  1
 0VH  Var_03    C24  C23  C22  C21    55.55  30.0  1
 0VH  Var_04    C9   N7   C6   C1     13.05  30.0  2
 0VH  Var_05    C10  C9   N7   C6   -139.09  30.0  2
 0VH  Var_06    C26  C8   C4   C3    105.02  30.0  2
 0VH  Var_07    N17  C15  C14  C9   -158.98  30.0  2
 0VH  Var_08    H24  C26  C8   C4    -61.62  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
 0VH  chir_01  C19  C24  N18  C20  negativ
 0VH  chir_02  C20  N25  C21  C19  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
 0VH  plan-1  C1   0.020
 0VH  plan-1  C2   0.020
 0VH  plan-1  C3   0.020
 0VH  plan-1  C4   0.020
 0VH  plan-1  N5   0.020
 0VH  plan-1  C6   0.020
 0VH  plan-1  N7   0.020
 0VH  plan-1  C8   0.020
 0VH  plan-1  H1   0.020
 0VH  plan-1  H2   0.020
 0VH  plan-1  H3   0.020
 0VH  plan-2  N7   0.020
 0VH  plan-2  C9   0.020
 0VH  plan-2  C10  0.020
 0VH  plan-2  C11  0.020
 0VH  plan-2  N12  0.020
 0VH  plan-2  N13  0.020
 0VH  plan-2  C14  0.020
 0VH  plan-2  C15  0.020
 0VH  plan-2  N18  0.020
 0VH  plan-2  H7   0.020
 0VH  plan-3  C14  0.020
 0VH  plan-3  C15  0.020
 0VH  plan-3  O16  0.020
 0VH  plan-3  N17  0.020
 0VH  plan-3  H8   0.020
 0VH  plan-3  H9   0.020
 0VH  plan-4  C11  0.020
 0VH  plan-4  N18  0.020
 0VH  plan-4  C19  0.020
 0VH  plan-4  H10  0.020

