# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 14:12:57 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
 BIC  BIC  (1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carbaldehyde  ligand  39  20  .  2022-07-24  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_BIC
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
 BIC  C1    C  CH1   0  -0.169   1.3839  -0.2009  -2.5850
 BIC  C2    C  CH2   0  -0.523   0.9409  -0.3180  -4.0586
 BIC  C3    C  CH2   0  -0.273  -0.4985   0.1663  -4.0219
 BIC  C4    C  CH2   0  -0.317  -2.1575   0.3181  -2.2361
 BIC  C5    C  CH2   0  -0.450  -2.4207  -0.1906  -0.8355
 BIC  C6    C  CT    0  -0.033  -1.2909   0.1822   0.1306
 BIC  C7    C  C     0   0.594   0.0748   0.1143  -0.5611
 BIC  N1    N  NT    0  -0.282  -0.9783  -0.3452  -2.7471
 BIC  N2    N  NT    0  -0.366   0.1224  -0.1234  -1.8777
 BIC  O1    O  O     0  -0.500   1.1215   0.3110   0.0544
 BIC  C8    C  C1    0   0.187   2.1860   1.0602  -2.3606
 BIC  O2    O  O     0  -0.373   3.3882   1.0854  -2.3341
 BIC  N3    N  NH2   0  -0.780  -1.5224   1.5270   0.6360
 BIC  C9    C  CH2   0  -0.514  -1.3298  -0.8261   1.3009
 BIC  C10   C  CR6   0   0.152  -0.4965  -0.5152   2.5134
 BIC  C11   C  CR16  0  -0.312  -0.9492   0.3881   3.4745
 BIC  C12   C  CR16  0  -0.244  -0.1980   0.6595   4.6113
 BIC  C13   C  CR16  0  -0.273   1.0169   0.0192   4.8130
 BIC  C14   C  CR16  0  -0.250   1.4708  -0.8961   3.8711
 BIC  C15   C  CR16  0  -0.290   0.7204  -1.1571   2.7337
 BIC  H1    H  HCH1  0   0.301   1.9735  -1.0641  -2.2694
 BIC  H21   H  HCH2  0   0.280   0.9946  -1.3598  -4.3715
 BIC  H22   H  HCH2  0   0.280   1.5610   0.2658  -4.7371
 BIC  H31   H  HCH2  0   0.270  -1.1047  -0.2358  -4.8321
 BIC  H32   H  HCH2  0   0.228  -0.5445   1.2643  -4.0625
 BIC  H41   H  HCH2  0   0.271  -2.9872   0.0721  -2.8985
 BIC  H42   H  HCH2  0   0.216  -2.0417   1.4146  -2.2514
 BIC  H51   H  HCH2  0   0.253  -2.5325  -1.2768  -0.8794
 BIC  H52   H  HCH2  0   0.262  -3.3561   0.2149  -0.4476
 BIC  H8    H  H     0   0.197   1.5817   1.9851  -2.3009
 BIC  HN31  H  HNH2  0   0.358  -0.7327   1.8364   1.1899
 BIC  HN32  H  HNH2  0   0.351  -1.6065   2.1854  -0.1303
 BIC  H91   H  HCH2  0   0.261  -2.3786  -0.8908   1.6049
 BIC  H92   H  HCH2  0   0.255  -1.0610  -1.8117   0.9122
 BIC  H11   H  HCR6  0   0.245  -1.9028   0.8817   3.3343
 BIC  H12   H  HCR6  0   0.250  -0.5693   1.3646   5.3442
 BIC  H13   H  HCR6  0   0.251   1.6017   0.2243   5.7007
 BIC  H14   H  HCR6  0   0.250   2.4125  -1.4083   4.0235
 BIC  H15   H  HCR6  0   0.238   1.0845  -1.8731   2.0074

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
 BIC  C1   C2    single    1.543  0.020  1.543
 BIC  C1   N2    single    1.448  0.020  1.448
 BIC  C1   C8    single    1.511  0.020  1.511
 BIC  C1   H1    single    0.970  0.020  1.090
 BIC  C2   C3    single    1.519  0.020  1.519
 BIC  C2   H21   single    0.970  0.020  1.090
 BIC  C2   H22   single    0.970  0.020  1.090
 BIC  C3   N1    single    1.455  0.020  1.455
 BIC  C3   H31   single    0.970  0.020  1.090
 BIC  C3   H32   single    0.970  0.020  1.090
 BIC  C4   C5    single    1.513  0.020  1.513
 BIC  C4   N1    single    1.446  0.020  1.446
 BIC  C4   H41   single    0.970  0.020  1.090
 BIC  C4   H42   single    0.970  0.020  1.090
 BIC  C5   C6    single    1.533  0.020  1.533
 BIC  C5   H51   single    0.970  0.020  1.090
 BIC  C5   H52   single    0.970  0.020  1.090
 BIC  C6   C7    single    1.532  0.020  1.532
 BIC  C6   N3    single    1.455  0.020  1.455
 BIC  C6   C9    single    1.545  0.020  1.545
 BIC  C7   N2    single    1.339  0.020  1.339
 BIC  C7   O1    double    1.230  0.020  1.230
 BIC  N1   N2    single    1.420  0.020  1.420
 BIC  C8   O2    double    1.203  0.020  1.203
 BIC  C8   H8    single    0.930  0.020  1.080
 BIC  N3   HN31  single    0.890  0.020  1.040
 BIC  N3   HN32  single    0.890  0.020  1.040
 BIC  C9   C10   single    1.504  0.020  1.504
 BIC  C9   H91   single    0.970  0.020  1.090
 BIC  C9   H92   single    0.970  0.020  1.090
 BIC  C10  C11   aromatic  1.394  0.020  1.394
 BIC  C10  C15   aromatic  1.393  0.020  1.393
 BIC  C11  C12   aromatic  1.389  0.020  1.389
 BIC  C11  H11   single    0.930  0.020  1.080
 BIC  C12  C13   aromatic  1.388  0.020  1.388
 BIC  C12  H12   single    0.930  0.020  1.080
 BIC  C13  C14   aromatic  1.390  0.020  1.390
 BIC  C13  H13   single    0.930  0.020  1.080
 BIC  C14  C15   aromatic  1.387  0.020  1.387
 BIC  C14  H14   single    0.930  0.020  1.080
 BIC  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
 BIC  H1    C1   C8    109.27  3.000
 BIC  H1    C1   N2    111.81  3.000
 BIC  C8    C1   N2    110.19  3.000
 BIC  H1    C1   C2    111.78  3.000
 BIC  C8    C1   C2    110.94  3.000
 BIC  N2    C1   C2    102.73  3.000
 BIC  H22   C2   H21   107.81  3.000
 BIC  H22   C2   C3    112.56  3.000
 BIC  H21   C2   C3    111.01  3.000
 BIC  H22   C2   C1    113.01  3.000
 BIC  H21   C2   C1    109.44  3.000
 BIC  C3    C2   C1    102.99  3.000
 BIC  H32   C3   H31   108.54  3.000
 BIC  H32   C3   N1    111.69  3.000
 BIC  H31   C3   N1    109.78  3.000
 BIC  H32   C3   C2    110.92  3.000
 BIC  H31   C3   C2    113.07  3.000
 BIC  N1    C3   C2    102.80  3.000
 BIC  H42   C4   H41   107.22  3.000
 BIC  H42   C4   N1    111.44  3.000
 BIC  H41   C4   N1    107.60  3.000
 BIC  H42   C4   C5    111.43  3.000
 BIC  H41   C4   C5    110.75  3.000
 BIC  N1    C4   C5    108.34  3.000
 BIC  H52   C5   H51   107.22  3.000
 BIC  H52   C5   C6    108.52  3.000
 BIC  H51   C5   C6    110.03  3.000
 BIC  H52   C5   C4    110.69  3.000
 BIC  H51   C5   C4    108.35  3.000
 BIC  C6    C5   C4    111.93  3.000
 BIC  C9    C6   N3    109.63  3.000
 BIC  C9    C6   C7    109.60  3.000
 BIC  N3    C6   C7    109.85  3.000
 BIC  C9    C6   C5    107.47  3.000
 BIC  N3    C6   C5    109.06  3.000
 BIC  C7    C6   C5    111.20  3.000
 BIC  O1    C7   N2    119.35  3.000
 BIC  O1    C7   C6    121.70  3.000
 BIC  N2    C7   C6    118.91  3.000
 BIC  N2    N1   C4    110.12  3.000
 BIC  N2    N1   C3    103.06  3.000
 BIC  C4    N1   C3    114.66  3.000
 BIC  N1    N2   C7    127.04  3.000
 BIC  N1    N2   C1    111.57  3.000
 BIC  C7    N2   C1    121.38  3.000
 BIC  H8    C8   O2    121.82  3.000
 BIC  H8    C8   C1    114.56  3.000
 BIC  O2    C8   C1    123.45  3.000
 BIC  HN32  N3   HN31  106.24  3.000
 BIC  HN32  N3   C6    110.54  3.000
 BIC  HN31  N3   C6    110.38  3.000
 BIC  H92   C9   H91   106.33  3.000
 BIC  H92   C9   C10   109.69  3.000
 BIC  H91   C9   C10   108.63  3.000
 BIC  H92   C9   C6    108.23  3.000
 BIC  H91   C9   C6    105.85  3.000
 BIC  C10   C9   C6    117.50  3.000
 BIC  C15   C10  C11   118.23  3.000
 BIC  C15   C10  C9    121.08  3.000
 BIC  C11   C10  C9    120.65  3.000
 BIC  H11   C11  C12   119.53  3.000
 BIC  H11   C11  C10   119.47  3.000
 BIC  C12   C11  C10   121.00  3.000
 BIC  H12   C12  C13   120.15  3.000
 BIC  H12   C12  C11   119.72  3.000
 BIC  C13   C12  C11   120.13  3.000
 BIC  H13   C13  C14   120.27  3.000
 BIC  H13   C13  C12   120.31  3.000
 BIC  C14   C13  C12   119.42  3.000
 BIC  H14   C14  C15   119.79  3.000
 BIC  H14   C14  C13   120.02  3.000
 BIC  C15   C14  C13   120.20  3.000
 BIC  H15   C15  C14   119.50  3.000
 BIC  H15   C15  C10   119.49  3.000
 BIC  C14   C15  C10   121.02  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
 BIC  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 BIC  CONST_02  C13  C14  C15  C10     0.00   0.0  0
 BIC  CONST_03  C14  C15  C10  C11     0.00   0.0  0
 BIC  CONST_04  C14  C13  C12  C11     0.00   0.0  0
 BIC  CONST_05  C15  C10  C11  C12     0.00   0.0  0
 BIC  CONST_06  C15  C14  C13  C12     0.00   0.0  0
 BIC  CONST_07  C6   C7   N2   C1    180.00   0.0  0
 BIC  CONST_08  N1   N2   C7   C6      0.00   0.0  0
 BIC  CONST_09  C12  C11  C10  C9    180.00   0.0  0
 BIC  CONST_10  C14  C15  C10  C9    180.00   0.0  0
 BIC  CONST_11  O1   C7   N2   C1      0.00   0.0  0
 BIC  CONST_12  O1   C7   N2   N1    180.00   0.0  0
 BIC  CONST_13  H12  C12  C11  C10   180.00   0.0  0
 BIC  CONST_14  H14  C14  C15  C10   180.00   0.0  0
 BIC  CONST_15  H15  C15  C10  C11   180.00   0.0  0
 BIC  CONST_16  H13  C13  C12  C11   180.00   0.0  0
 BIC  CONST_17  H11  C11  C12  C13   180.00   0.0  0
 BIC  Var_01    N1   C3   C2   C1    -36.37  30.0  1
 BIC  Var_02    C3   N1   N2   C1    -30.65  30.0  1
 BIC  Var_03    C5   C4   N1   C3   -172.49  30.0  1
 BIC  Var_04    N1   C4   C5   C6     64.13  30.0  1
 BIC  Var_05    C11  C10  C9   C6     80.35  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
 BIC  chir_01  C1  C2  N2  C8  positiv
 BIC  chir_02  C6  C5  C7  C9  positiv

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
 BIC  plan-1  C9   0.020
 BIC  plan-1  C10  0.020
 BIC  plan-1  C11  0.020
 BIC  plan-1  C12  0.020
 BIC  plan-1  C13  0.020
 BIC  plan-1  C14  0.020
 BIC  plan-1  C15  0.020
 BIC  plan-1  H11  0.020
 BIC  plan-1  H12  0.020
 BIC  plan-1  H13  0.020
 BIC  plan-1  H14  0.020
 BIC  plan-1  H15  0.020
 BIC  plan-2  C1   0.020
 BIC  plan-2  C6   0.020
 BIC  plan-2  C7   0.020
 BIC  plan-2  N1   0.020
 BIC  plan-2  N2   0.020
 BIC  plan-2  O1   0.020
 BIC  plan-3  C1   0.020
 BIC  plan-3  C8   0.020
 BIC  plan-3  O2   0.020
 BIC  plan-3  H8   0.020

