# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 21:52:45 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 4-{[(2R,3R)-1,3-dihydroxybutan-2-yl]amino}-6-phenylpyrrolo[1,2-b]pyridazine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@@H](CO)Nc1c2cc(cn2ncc1C(N)=O)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
 Z3A  Z3A  4-{[(2R,3R)-1,3-dihydroxybutan-2-yl]amino}-6-phenylpyrrolo[1,2-b]pyridazine-3-carboxamide  ligand  45  25  .  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_Z3A
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
 Z3A  O2   O  O     0  -0.520  -4.2323   0.6954   0.4059
 Z3A  C8   C  C     0   0.542  -3.5754   1.7437   0.3937
 Z3A  N3   N  NH2   0  -0.825  -4.2062   2.9340   0.3860
 Z3A  C2   C  CR6   0  -0.239  -2.1050   1.7483   0.3960
 Z3A  C1   C  CR16  0  -0.101  -1.3899   2.9417   0.6521
 Z3A  N1   N  N     0  -0.274  -0.1058   3.0917   0.6586
 Z3A  C3   C  CR6   0   0.351  -1.3633   0.5597   0.1843
 Z3A  N2   N  NH1   0  -0.686  -1.9718  -0.6146   0.0695
 Z3A  C4   C  CH1   0  -0.144  -1.4247  -1.9355  -0.1378
 Z3A  C6   C  CH1   0   0.043  -2.2495  -2.9491   0.6779
 Z3A  C7   C  CH3   0  -0.723  -1.9462  -2.8319   2.1627
 Z3A  O1   O  OH1   0  -0.661  -3.6315  -2.8109   0.4163
 Z3A  C5   C  CH2   0  -0.153  -1.3065  -2.2776  -1.6177
 Z3A  O    O  OH1   0  -0.659  -2.5660  -2.2103  -2.2334
 Z3A  C    C  CR56  0   0.435   0.0609   0.7186   0.0975
 Z3A  C11  C  CR15  0  -0.515   1.1449  -0.0950  -0.2106
 Z3A  C10  C  CR5   0   0.070   2.3135   0.6832  -0.1302
 Z3A  C9   C  CR15  0  -0.080   1.9234   1.9648   0.2227
 Z3A  N    N  N     0  -0.388   0.5833   1.9788   0.3463
 Z3A  C12  C  CR6   0   0.091   3.6858   0.2350  -0.3750
 Z3A  C17  C  CR16  0  -0.338   3.9407  -0.9560  -1.0589
 Z3A  C16  C  CR16  0  -0.235   5.2404  -1.3823  -1.2874
 Z3A  C15  C  CR16  0  -0.274   6.3156  -0.6242  -0.8430
 Z3A  C14  C  CR16  0  -0.235   6.0761   0.5644  -0.1649
 Z3A  C13  C  CR16  0  -0.335   4.7767   0.9863   0.0704
 Z3A  H1   H  HNH2  0   0.403  -5.2112   2.9373   0.3263
 Z3A  H2   H  HNH2  0   0.409  -3.7484   3.7967   0.1533
 Z3A  H3   H  HCR6  0   0.264  -1.9220   3.8479   0.9126
 Z3A  H4   H  HNH1  0   0.420  -2.9883  -0.5453   0.1192
 Z3A  H5   H  HCH1  0   0.265  -0.4175  -1.9876   0.2738
 Z3A  H6   H  HCH1  0   0.227  -1.9371  -3.9442   0.3400
 Z3A  H7   H  HCH3  0   0.250  -2.5193  -3.5645   2.7331
 Z3A  H8   H  HCH3  0   0.245  -0.8902  -3.0151   2.3588
 Z3A  H9   H  HCH3  0   0.234  -2.1889  -1.8369   2.5434
 Z3A  H10  H  HOH1  0   0.454  -4.0711  -2.5101   1.2169
 Z3A  H11  H  HCH2  0   0.208  -0.5949  -1.5796  -2.0798
 Z3A  H12  H  HCH2  0   0.205  -0.8590  -3.2786  -1.6946
 Z3A  H13  H  HOH1  0   0.456  -2.4365  -2.3171  -3.1798
 Z3A  H14  H  HCR5  0   0.256   1.1192  -1.1380  -0.4698
 Z3A  H15  H  HCR5  0   0.292   2.4922   2.8674   0.3739
 Z3A  H16  H  HCR6  0   0.247   3.1181  -1.5557  -1.4287
 Z3A  H17  H  HCR6  0   0.257   5.4128  -2.3084  -1.8204
 Z3A  H18  H  HCR6  0   0.256   7.3296  -0.9566  -1.0220
 Z3A  H19  H  HCR6  0   0.257   6.9050   1.1642   0.1885
 Z3A  H20  H  HCR6  0   0.248   4.6121   1.9057   0.6187

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
 Z3A  C7   C6   single    1.520  0.020  1.520
 Z3A  C6   O1   single    1.413  0.020  1.413
 Z3A  C6   C4   single    1.541  0.020  1.541
 Z3A  C4   N2   single    1.445  0.020  1.445
 Z3A  C4   C5   single    1.524  0.020  1.524
 Z3A  N2   C3   single    1.328  0.020  1.328
 Z3A  O2   C8   double    1.237  0.020  1.237
 Z3A  O    C5   single    1.404  0.020  1.404
 Z3A  C8   C2   single    1.470  0.020  1.470
 Z3A  C8   N3   single    1.347  0.020  1.347
 Z3A  C3   C2   aromatic  1.417  0.020  1.417
 Z3A  C3   C    aromatic  1.436  0.020  1.436
 Z3A  C2   C1   aromatic  1.415  0.020  1.415
 Z3A  C    C11  aromatic  1.390  0.020  1.390
 Z3A  C    N    aromatic  1.387  0.020  1.387
 Z3A  C11  C10  aromatic  1.406  0.020  1.406
 Z3A  C1   N1   aromatic  1.293  0.020  1.293
 Z3A  N    N1   aromatic  1.346  0.020  1.346
 Z3A  N    C9   aromatic  1.346  0.020  1.346
 Z3A  C17  C16  aromatic  1.387  0.020  1.387
 Z3A  C17  C12  aromatic  1.397  0.020  1.397
 Z3A  C10  C9   aromatic  1.385  0.020  1.385
 Z3A  C10  C12  single    1.464  0.020  1.464
 Z3A  C16  C15  aromatic  1.389  0.020  1.389
 Z3A  C12  C13  aromatic  1.397  0.020  1.397
 Z3A  C15  C14  aromatic  1.389  0.020  1.389
 Z3A  C13  C14  aromatic  1.386  0.020  1.386
 Z3A  N3   H1   single    0.860  0.020  1.020
 Z3A  N3   H2   single    0.860  0.020  1.020
 Z3A  C1   H3   single    0.930  0.020  1.080
 Z3A  N2   H4   single    0.860  0.020  1.020
 Z3A  C4   H5   single    0.970  0.020  1.090
 Z3A  C6   H6   single    0.970  0.020  1.090
 Z3A  C7   H7   single    0.970  0.020  1.090
 Z3A  C7   H8   single    0.970  0.020  1.090
 Z3A  C7   H9   single    0.970  0.020  1.090
 Z3A  O1   H10  single    0.850  0.020  0.980
 Z3A  C5   H11  single    0.970  0.020  1.090
 Z3A  C5   H12  single    0.970  0.020  1.090
 Z3A  O    H13  single    0.850  0.020  0.980
 Z3A  C11  H14  single    0.930  0.020  1.080
 Z3A  C9   H15  single    0.930  0.020  1.080
 Z3A  C17  H16  single    0.930  0.020  1.080
 Z3A  C16  H17  single    0.930  0.020  1.080
 Z3A  C15  H18  single    0.930  0.020  1.080
 Z3A  C14  H19  single    0.930  0.020  1.080
 Z3A  C13  H20  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
 Z3A  C2   C8   N3   117.74  3.000
 Z3A  N3   C8   O2   120.01  3.000
 Z3A  C2   C8   O2   122.24  3.000
 Z3A  H2   N3   H1   116.02  3.000
 Z3A  H2   N3   C8   123.16  3.000
 Z3A  H1   N3   C8   118.08  3.000
 Z3A  C3   C2   C1   118.04  3.000
 Z3A  C1   C2   C8   120.55  3.000
 Z3A  C3   C2   C8   121.37  3.000
 Z3A  H3   C1   N1   112.95  3.000
 Z3A  H3   C1   C2   120.08  3.000
 Z3A  N1   C1   C2   126.93  3.000
 Z3A  N    N1   C1   114.30  3.000
 Z3A  C    C3   N2   123.18  3.000
 Z3A  C    C3   C2   115.82  3.000
 Z3A  N2   C3   C2   121.00  3.000
 Z3A  H4   N2   C4   116.52  3.000
 Z3A  H4   N2   C3   113.10  3.000
 Z3A  C4   N2   C3   130.36  3.000
 Z3A  H5   C4   C5   106.53  3.000
 Z3A  H5   C4   C6   105.28  3.000
 Z3A  C5   C4   C6   114.09  3.000
 Z3A  H5   C4   N2   109.86  3.000
 Z3A  C5   C4   N2   111.97  3.000
 Z3A  C6   C4   N2   108.83  3.000
 Z3A  H6   C6   O1   108.08  3.000
 Z3A  H6   C6   C7   108.31  3.000
 Z3A  O1   C6   C7   111.62  3.000
 Z3A  H6   C6   C4   106.34  3.000
 Z3A  O1   C6   C4   111.18  3.000
 Z3A  C7   C6   C4   111.08  3.000
 Z3A  H9   C7   H8   107.80  3.000
 Z3A  H9   C7   H7   108.22  3.000
 Z3A  H8   C7   H7   107.59  3.000
 Z3A  H9   C7   C6   111.48  3.000
 Z3A  H8   C7   C6   110.87  3.000
 Z3A  H7   C7   C6   110.73  3.000
 Z3A  H10  O1   C6   108.87  3.000
 Z3A  H12  C5   H11  106.59  3.000
 Z3A  H12  C5   O    112.24  3.000
 Z3A  H11  C5   O    111.48  3.000
 Z3A  H12  C5   C4   107.70  3.000
 Z3A  H11  C5   C4   108.42  3.000
 Z3A  O    C5   C4   110.22  3.000
 Z3A  H13  O    C5   107.80  3.000
 Z3A  N    C    C11  106.14  3.000
 Z3A  N    C    C3   117.61  3.000
 Z3A  C11  C    C3   136.24  3.000
 Z3A  H14  C11  C10  124.79  3.000
 Z3A  H14  C11  C    127.07  3.000
 Z3A  C10  C11  C    108.15  3.000
 Z3A  C12  C10  C9   126.13  3.000
 Z3A  C12  C10  C11  126.86  3.000
 Z3A  C9   C10  C11  107.01  3.000
 Z3A  H15  C9   N    120.27  3.000
 Z3A  H15  C9   C10  131.45  3.000
 Z3A  N    C9   C10  108.26  3.000
 Z3A  C9   N    C    110.44  3.000
 Z3A  C9   N    N1   122.67  3.000
 Z3A  C    N    N1   126.89  3.000
 Z3A  C13  C12  C17  118.16  3.000
 Z3A  C13  C12  C10  120.92  3.000
 Z3A  C17  C12  C10  120.92  3.000
 Z3A  H16  C17  C16  119.04  3.000
 Z3A  H16  C17  C12  120.04  3.000
 Z3A  C16  C17  C12  120.92  3.000
 Z3A  H17  C16  C15  120.09  3.000
 Z3A  H17  C16  C17  119.57  3.000
 Z3A  C15  C16  C17  120.34  3.000
 Z3A  H18  C15  C14  120.34  3.000
 Z3A  H18  C15  C16  120.33  3.000
 Z3A  C14  C15  C16  119.33  3.000
 Z3A  H19  C14  C13  119.58  3.000
 Z3A  H19  C14  C15  120.10  3.000
 Z3A  C13  C14  C15  120.32  3.000
 Z3A  H20  C13  C14  119.13  3.000
 Z3A  H20  C13  C12  119.94  3.000
 Z3A  C14  C13  C12  120.93  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
 Z3A  CONST_01  C11  C    C3   C2   180.00   0.0  0
 Z3A  CONST_02  N    C    C3   C2     0.00   0.0  0
 Z3A  CONST_03  N    N1   C1   C2     0.00   0.0  0
 Z3A  CONST_04  C    C3   C2   C1     0.00   0.0  0
 Z3A  CONST_05  C    N    N1   C1     0.00   0.0  0
 Z3A  CONST_06  C9   N    N1   C1   180.00   0.0  0
 Z3A  CONST_07  C3   C2   C1   N1     0.00   0.0  0
 Z3A  CONST_08  C3   C    N    N1     0.00   0.0  0
 Z3A  CONST_09  C11  C    N    N1   180.00   0.0  0
 Z3A  CONST_10  C10  C9   N    N1   180.00   0.0  0
 Z3A  CONST_11  C10  C11  C    C3   180.00   0.0  0
 Z3A  CONST_12  C9   N    C    C3   180.00   0.0  0
 Z3A  CONST_13  C9   C10  C11  C      0.00   0.0  0
 Z3A  CONST_14  C12  C10  C11  C    180.00   0.0  0
 Z3A  CONST_15  C10  C9   N    C      0.00   0.0  0
 Z3A  CONST_16  C9   N    C    C11    0.00   0.0  0
 Z3A  CONST_17  N    C9   C10  C11    0.00   0.0  0
 Z3A  CONST_20  N    C    C11  C10    0.00   0.0  0
 Z3A  CONST_21  C16  C17  C12  C10  180.00   0.0  0
 Z3A  CONST_22  C14  C13  C12  C10  180.00   0.0  0
 Z3A  CONST_25  C12  C10  C9   N    180.00   0.0  0
 Z3A  CONST_26  C15  C16  C17  C12    0.00   0.0  0
 Z3A  CONST_27  C15  C14  C13  C12    0.00   0.0  0
 Z3A  CONST_28  C14  C15  C16  C17    0.00   0.0  0
 Z3A  CONST_29  C14  C13  C12  C17    0.00   0.0  0
 Z3A  CONST_30  C13  C12  C17  C16    0.00   0.0  0
 Z3A  CONST_31  C13  C14  C15  C16    0.00   0.0  0
 Z3A  CONST_32  C    C3   C2   C8   180.00   0.0  0
 Z3A  CONST_33  N1   C1   C2   C8   180.00   0.0  0
 Z3A  CONST_34  N2   C3   C2   C1   180.00   0.0  0
 Z3A  CONST_35  C11  C    C3   N2     0.00   0.0  0
 Z3A  CONST_36  N    C    C3   N2   180.00   0.0  0
 Z3A  CONST_37  H15  C9   N    N1     0.00   0.0  0
 Z3A  CONST_38  H3   C1   C2   C3   180.00   0.0  0
 Z3A  CONST_39  H14  C11  C    C3     0.00   0.0  0
 Z3A  CONST_40  H16  C17  C12  C10    0.00   0.0  0
 Z3A  CONST_41  H20  C13  C12  C10    0.00   0.0  0
 Z3A  CONST_42  H17  C16  C17  C12  180.00   0.0  0
 Z3A  CONST_43  H19  C14  C13  C12  180.00   0.0  0
 Z3A  CONST_44  H18  C15  C16  C17  180.00   0.0  0
 Z3A  CONST_45  C4   N2   C3   C2   180.00   0.0  0
 Z3A  CONST_46  C    C3   N2   C4     0.00   0.0  0
 Z3A  CONST_47  H4   N2   C3   C2     0.00   0.0  0
 Z3A  CONST_48  H1   N3   C8   C2   180.00   0.0  0
 Z3A  Var_01    C3   C2   C8   O2    10.86  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
 Z3A  chir_01  C4  C6  N2  C5  positiv
 Z3A  chir_02  C6  O1  C4  C7  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
 Z3A  plan-1  C10  0.020
 Z3A  plan-1  C12  0.020
 Z3A  plan-1  C17  0.020
 Z3A  plan-1  C16  0.020
 Z3A  plan-1  C15  0.020
 Z3A  plan-1  C14  0.020
 Z3A  plan-1  C13  0.020
 Z3A  plan-1  H16  0.020
 Z3A  plan-1  H17  0.020
 Z3A  plan-1  H18  0.020
 Z3A  plan-1  H19  0.020
 Z3A  plan-1  H20  0.020
 Z3A  plan-2  C8   0.020
 Z3A  plan-2  C2   0.020
 Z3A  plan-2  C1   0.020
 Z3A  plan-2  N1   0.020
 Z3A  plan-2  C3   0.020
 Z3A  plan-2  N2   0.020
 Z3A  plan-2  C    0.020
 Z3A  plan-2  C11  0.020
 Z3A  plan-2  C10  0.020
 Z3A  plan-2  C9   0.020
 Z3A  plan-2  N    0.020
 Z3A  plan-2  C12  0.020
 Z3A  plan-2  H3   0.020
 Z3A  plan-2  H14  0.020
 Z3A  plan-2  H15  0.020
 Z3A  plan-3  O2   0.020
 Z3A  plan-3  C8   0.020
 Z3A  plan-3  N3   0.020
 Z3A  plan-3  C2   0.020
 Z3A  plan-3  H1   0.020
 Z3A  plan-3  H2   0.020
 Z3A  plan-4  C3   0.020
 Z3A  plan-4  N2   0.020
 Z3A  plan-4  C4   0.020
 Z3A  plan-4  H4   0.020

