# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 20:30:32 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: (1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@]1(CCN2CC[C@@H](C=O)N2C1=O)Cc3ccccc3
#
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
 MOL  MOL  (1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carbaldehyde  ligand  39  20  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_MOL
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
 MOL  C1    C  CR6   0   0.152  -0.4990  -0.5164   2.5349
 MOL  C2    C  CR16  0  -0.313  -0.9413   0.3924   3.4955
 MOL  C3    C  CR16  0  -0.244  -0.1866   0.6556   4.6321
 MOL  C4    C  CR16  0  -0.273   1.0211   0.0018   4.8334
 MOL  C5    C  CR16  0  -0.251   1.4642  -0.9193   3.8920
 MOL  C6    C  CR16  0  -0.287   0.7101  -1.1729   2.7554
 MOL  N1    N  NH2   0  -0.777  -1.5055   1.5346   0.6537
 MOL  N2    N  NR5   0  -0.367   0.1277  -0.1257  -1.8561
 MOL  N3    N  NR5   0  -0.282  -0.9735  -0.3365  -2.7276
 MOL  C7    C  CH2   0  -0.512  -1.3355  -0.8192   1.3225
 MOL  C8    C  C     0   0.592   0.0809   0.1063  -0.5384
 MOL  C9    C  CT    0  -0.034  -1.2852   0.1870   0.1511
 MOL  C10   C  CH2   0  -0.449  -2.4161  -0.1779  -0.8166
 MOL  C11   C  CH2   0  -0.316  -2.1491   0.3326  -2.2157
 MOL  C12   C  CH2   0  -0.272  -0.4887   0.1773  -3.9996
 MOL  C13   C  CH2   0  -0.524   0.9475  -0.3165  -4.0372
 MOL  C14   C  CR15  0  -0.168   1.3893  -0.2138  -2.5619
 MOL  C15   C  C1    0   0.188   2.2065   1.0359  -2.3278
 MOL  O2    O  O     0  -0.373   3.4089   1.0468  -2.3022
 MOL  H2    H  HCR6  0   0.247  -1.8898   0.8962   3.3561
 MOL  H3    H  HCR6  0   0.249  -0.5494   1.3653   5.3648
 MOL  H4    H  HCR6  0   0.251   1.6087   0.2007   5.7207
 MOL  H5    H  HCR6  0   0.249   2.4002  -1.4418   4.0441
 MOL  H6    H  HCR6  0   0.237   1.0651  -1.8936   2.0294
 MOL  HN11  H  HNH2  0   0.358  -0.7192   1.8328   1.2184
 MOL  HN12  H  HNH2  0   0.349  -1.5689   2.1939  -0.1138
 MOL  H71   H  HCH2  0   0.260  -2.3848  -0.8724   1.6266
 MOL  H72   H  HCH2  0   0.254  -1.0769  -1.8079   0.9347
 MOL  H101  H  HCH2  0   0.251  -2.5334  -1.2635  -0.8629
 MOL  H102  H  HCH2  0   0.262  -3.3497   0.2314  -0.4283
 MOL  H111  H  HCH2  0   0.270  -2.9797   0.0930  -2.8795
 MOL  H112  H  HCH2  0   0.214  -2.0269   1.4283  -2.2281
 MOL  H121  H  HCH2  0   0.270  -1.0965  -0.2177  -4.8122
 MOL  H122  H  HCH2  0   0.226  -0.5280   1.2757  -4.0361
 MOL  H131  H  HCH2  0   0.281   0.9949  -1.3560  -4.3586
 MOL  H132  H  HCH2  0   0.279   1.5720   0.2689  -4.7103
 MOL  H14   H  HCR5  0   0.300   1.9681  -1.0862  -2.2515
 MOL  H15   H  H     0   0.196   1.6129   1.9671  -2.2616
 MOL  O1    O  O     0  -0.496   1.1289   0.2901   0.0789

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
 MOL  C1   C2    aromatic  1.394  0.020  1.394
 MOL  C1   C6    aromatic  1.393  0.020  1.393
 MOL  C1   C7    single    1.504  0.020  1.504
 MOL  C2   C3    aromatic  1.389  0.020  1.389
 MOL  C2   H2    single    0.930  0.020  1.080
 MOL  C3   C4    aromatic  1.388  0.020  1.388
 MOL  C3   H3    single    0.930  0.020  1.080
 MOL  C4   C5    aromatic  1.390  0.020  1.390
 MOL  C4   H4    single    0.930  0.020  1.080
 MOL  C5   C6    aromatic  1.387  0.020  1.387
 MOL  C5   H5    single    0.930  0.020  1.080
 MOL  C6   H6    single    0.930  0.020  1.080
 MOL  N1   C9    single    1.455  0.020  1.455
 MOL  N1   HN11  single    0.890  0.020  1.040
 MOL  N1   HN12  single    0.890  0.020  1.040
 MOL  N2   N3    single    1.420  0.020  1.420
 MOL  N2   C8    single    1.339  0.020  1.339
 MOL  N2   C14   single    1.448  0.020  1.448
 MOL  N3   C11   single    1.446  0.020  1.446
 MOL  N3   C12   single    1.455  0.020  1.455
 MOL  O1   C8    double    1.230  0.020  1.230
 MOL  C7   C9    single    1.545  0.020  1.545
 MOL  C7   H71   single    0.970  0.020  1.090
 MOL  C7   H72   single    0.970  0.020  1.090
 MOL  C8   C9    single    1.532  0.020  1.532
 MOL  C9   C10   single    1.533  0.020  1.533
 MOL  C10  C11   single    1.513  0.020  1.513
 MOL  C10  H101  single    0.970  0.020  1.090
 MOL  C10  H102  single    0.970  0.020  1.090
 MOL  C11  H111  single    0.970  0.020  1.090
 MOL  C11  H112  single    0.970  0.020  1.090
 MOL  C12  C13   single    1.519  0.020  1.519
 MOL  C12  H121  single    0.970  0.020  1.090
 MOL  C12  H122  single    0.970  0.020  1.090
 MOL  C13  C14   single    1.543  0.020  1.543
 MOL  C13  H131  single    0.970  0.020  1.090
 MOL  C13  H132  single    0.970  0.020  1.090
 MOL  C14  C15   single    1.511  0.020  1.511
 MOL  C14  H14   single    0.970  0.020  1.090
 MOL  C15  O2    double    1.203  0.020  1.203
 MOL  C15  H15   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
 MOL  C7    C1   C6    121.03  3.000
 MOL  C7    C1   C2    120.68  3.000
 MOL  C6    C1   C2    118.24  3.000
 MOL  H2    C2   C3    119.53  3.000
 MOL  H2    C2   C1    119.49  3.000
 MOL  C3    C2   C1    120.98  3.000
 MOL  H3    C3   C4    120.14  3.000
 MOL  H3    C3   C2    119.72  3.000
 MOL  C4    C3   C2    120.13  3.000
 MOL  H4    C4   C5    120.26  3.000
 MOL  H4    C4   C3    120.30  3.000
 MOL  C5    C4   C3    119.43  3.000
 MOL  H5    C5   C6    119.79  3.000
 MOL  H5    C5   C4    120.02  3.000
 MOL  C6    C5   C4    120.19  3.000
 MOL  H6    C6   C5    119.51  3.000
 MOL  H6    C6   C1    119.47  3.000
 MOL  C5    C6   C1    121.01  3.000
 MOL  HN12  N1   HN11  106.21  3.000
 MOL  HN12  N1   C9    110.50  3.000
 MOL  HN11  N1   C9    110.35  3.000
 MOL  C14   N2   C8    121.38  3.000
 MOL  C14   N2   N3    111.55  3.000
 MOL  C8    N2   N3    127.06  3.000
 MOL  C12   N3   C11   114.64  3.000
 MOL  C12   N3   N2    103.05  3.000
 MOL  C11   N3   N2    110.14  3.000
 MOL  H72   C7   H71   106.35  3.000
 MOL  H72   C7   C9    108.21  3.000
 MOL  H71   C7   C9    105.89  3.000
 MOL  H72   C7   C1    109.67  3.000
 MOL  H71   C7   C1    108.62  3.000
 MOL  C9    C7   C1    117.52  3.000
 MOL  C9    C8   O1    121.72  3.000
 MOL  C9    C8   N2    118.89  3.000
 MOL  O1    C8   N2    119.34  3.000
 MOL  C10   C9   C8    111.18  3.000
 MOL  C10   C9   C7    107.43  3.000
 MOL  C8    C9   C7    109.62  3.000
 MOL  C10   C9   N1    109.08  3.000
 MOL  C8    C9   N1    109.83  3.000
 MOL  C7    C9   N1    109.65  3.000
 MOL  H102  C10  H101  107.22  3.000
 MOL  H102  C10  C11   110.71  3.000
 MOL  H101  C10  C11   108.36  3.000
 MOL  H102  C10  C9    108.51  3.000
 MOL  H101  C10  C9    110.03  3.000
 MOL  C11   C10  C9    111.92  3.000
 MOL  H112  C11  H111  107.22  3.000
 MOL  H112  C11  C10   111.42  3.000
 MOL  H111  C11  C10   110.76  3.000
 MOL  H112  C11  N3    111.45  3.000
 MOL  H111  C11  N3    107.59  3.000
 MOL  C10   C11  N3    108.34  3.000
 MOL  H122  C12  H121  108.52  3.000
 MOL  H122  C12  C13   110.95  3.000
 MOL  H121  C12  C13   113.04  3.000
 MOL  H122  C12  N3    111.71  3.000
 MOL  H121  C12  N3    109.78  3.000
 MOL  C13   C12  N3    102.82  3.000
 MOL  H132  C13  H131  107.80  3.000
 MOL  H132  C13  C14   113.01  3.000
 MOL  H131  C13  C14   109.46  3.000
 MOL  H132  C13  C12   112.51  3.000
 MOL  H131  C13  C12   111.02  3.000
 MOL  C14   C13  C12   103.02  3.000
 MOL  H14   C14  C15   109.27  3.000
 MOL  H14   C14  C13   111.73  3.000
 MOL  C15   C14  C13   110.97  3.000
 MOL  H14   C14  N2    111.82  3.000
 MOL  C15   C14  N2    110.19  3.000
 MOL  C13   C14  N2    102.74  3.000
 MOL  H15   C15  O2    121.83  3.000
 MOL  H15   C15  C14   114.53  3.000
 MOL  O2    C15  C14   123.46  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
 MOL  CONST_01  C4   C3   C2   C1    0.00   0.0  0
 MOL  CONST_02  C4   C5   C6   C1    0.00   0.0  0
 MOL  CONST_03  C5   C6   C1   C2    0.00   0.0  0
 MOL  CONST_04  C5   C4   C3   C2    0.00   0.0  0
 MOL  CONST_05  C6   C1   C2   C3    0.00   0.0  0
 MOL  CONST_06  C6   C5   C4   C3    0.00   0.0  0
 MOL  CONST_07  C9   C8   N2   N3    0.00   0.0  0
 MOL  CONST_08  C14  N2   C8   C9  180.00   0.0  0
 MOL  CONST_09  C7   C1   C2   C3  180.00   0.0  0
 MOL  CONST_10  C7   C1   C6   C5  180.00   0.0  0
 MOL  CONST_11  O1   C8   N2   N3  180.00   0.0  0
 MOL  CONST_12  C14  N2   C8   O1    0.00   0.0  0
 MOL  CONST_13  H3   C3   C2   C1  180.00   0.0  0
 MOL  CONST_14  H5   C5   C6   C1  180.00   0.0  0
 MOL  CONST_15  H6   C6   C1   C2  180.00   0.0  0
 MOL  CONST_16  H4   C4   C3   C2  180.00   0.0  0
 MOL  CONST_17  H2   C2   C3   C4  180.00   0.0  0
 MOL  Var_01    C10  C11  N3   N2  -56.73  30.0  1
 MOL  Var_02    C13  C12  N3   N2   40.74  30.0  1
 MOL  Var_03    C9   C10  C11  N3   64.17  30.0  1
 MOL  Var_04    C14  C13  C12  N3  -36.19  30.0  1
 MOL  Var_05    C11  N3   N2   C8   27.50  30.0  1
 MOL  Var_06    C9   C7   C1   C2   80.37  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
 MOL  chir_01  C9   C7  C8   C10  negativ
 MOL  chir_02  C14  N2  C13  C15  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
 MOL  plan-1  C1   0.020
 MOL  plan-1  C2   0.020
 MOL  plan-1  C3   0.020
 MOL  plan-1  C4   0.020
 MOL  plan-1  C5   0.020
 MOL  plan-1  C6   0.020
 MOL  plan-1  C7   0.020
 MOL  plan-1  H2   0.020
 MOL  plan-1  H3   0.020
 MOL  plan-1  H4   0.020
 MOL  plan-1  H5   0.020
 MOL  plan-1  H6   0.020
 MOL  plan-2  N2   0.020
 MOL  plan-2  N3   0.020
 MOL  plan-2  C8   0.020
 MOL  plan-2  C9   0.020
 MOL  plan-2  C14  0.020
 MOL  plan-2  O1   0.020
 MOL  plan-3  C14  0.020
 MOL  plan-3  C15  0.020
 MOL  plan-3  O2   0.020
 MOL  plan-3  H15  0.020

