# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 01:36:20 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 5-[1-[1-(2-chloranylethanoyl)piperidin-4-yl]pyrazol-4-yl]-7-oxidanylidene-6-propan-2-yl-4~{H}-pyrazolo[1,5-a]pyrimidine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=C(Nc2n(ncc2C#N)C1=O)c3cnn(c3)C4CCN(CC4)C(=O)CCl
#
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
 B7Q  B7Q  5-[1-[1-(2-chloranylethanoyl)piperidin-4-yl]pyrazol-4-yl]-7-oxidanylidene-6-propan-2-yl-4~{H}-pyrazolo[1,5-a]pyrimidine-3-carbonitrile  ligand  52  30  .  2021-08-06  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B7Q
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
 B7Q  N    N   N     0  -0.455   4.6226   0.7420   0.7067
 B7Q  C    C   CR6   0   0.588   4.5793  -0.6513   0.9097
 B7Q  O    O   O     0  -0.422   5.5264  -1.1995   1.4275
 B7Q  C1   C   CR56  0   0.790   3.6515   1.4595   0.1057
 B7Q  C10  C   CR5   0  -0.268   1.1600  -1.0343  -0.7513
 B7Q  C11  C   CR15  0   0.063  -0.0850  -0.4361  -0.6805
 B7Q  C12  C   CH1   0  -0.084  -2.3566  -1.0376  -1.5592
 B7Q  C13  C   CH2   0  -0.426  -3.1108  -1.5800  -0.3470
 B7Q  C14  C   CH2   0  -0.347  -4.6101  -1.3878  -0.5433
 B7Q  C16  C   CH2   0  -0.609  -6.0002   0.2174   1.3660
 B7Q  C17  C   CH2   0  -0.327  -4.2535   0.5217  -1.9906
 B7Q  C18  C   CH2   0  -0.452  -2.7398   0.4104  -1.8461
 B7Q  C19  C   CR15  0  -0.058   0.9476  -2.1680  -1.5612
 B7Q  C2   C   CR5   0  -0.308   4.0769   2.7797   0.1031
 B7Q  C3   C   CSP   0  -0.007   3.3944   3.8937  -0.4104
 B7Q  C4   C   CR15  0   0.032   5.3401   2.7224   0.7427
 B7Q  C5   C   CR6   0  -0.142   3.3473  -1.2718   0.4631
 B7Q  C6   C   CH1   0  -0.339   3.1441  -2.7419   0.7582
 B7Q  C7   C   CH3   0  -0.652   4.0652  -3.6363  -0.0721
 B7Q  C8   C   CH3   0  -0.649   3.2364  -3.0620   2.2525
 B7Q  C9   C   CR6   0   0.350   2.4013  -0.5237  -0.1840
 B7Q  N1   N   NR16  0  -0.747   2.5624   0.8272  -0.3515
 B7Q  N2   N   NS    0  -0.249   2.8285   4.8064  -0.8335
 B7Q  N3   N   N     0  -0.265   5.6610   1.5093   1.0986
 B7Q  N4   N   NR5   0  -0.289  -0.9194  -1.1967  -1.3997
 B7Q  N5   N   NT    0  -0.443  -4.9134   0.0099  -0.8012
 B7Q  N6   N   N     0  -0.266  -0.3084  -2.2507  -1.9391
 B7Q  O1   O   O     0  -0.472  -5.5807   2.0553  -0.1094
 B7Q  CL   CL  CL    0  -0.127  -6.7767   1.4272   2.4071
 B7Q  H1   H   HCR5  0   0.316  -0.4100   0.4504  -0.1592
 B7Q  H2   H   HCH1  0   0.279  -2.6130  -1.6429  -2.4319
 B7Q  H3   H   HCH2  0   0.266  -2.8937  -2.6410  -0.2115
 B7Q  H4   H   HCH2  0   0.246  -2.7899  -1.0576   0.5594
 B7Q  H5   H   HCH2  0   0.267  -4.9537  -1.9756  -1.3997
 B7Q  H6   H   HCH2  0   0.288  -5.1548  -1.7603   0.3197
 B7Q  H7   H   HCH2  0   0.321  -6.7365  -0.5568   1.1548
 B7Q  H8   H   HCH2  0   0.316  -5.1885  -0.2335   1.9360
 B7Q  H9   H   HCH2  0   0.280  -4.5473   1.5529  -2.1602
 B7Q  H10  H   HCH2  0   0.258  -4.5932  -0.0619  -2.8512
 B7Q  H11  H   HCH2  0   0.245  -2.4166   1.0671  -1.0340
 B7Q  H12  H   HCH2  0   0.270  -2.2551   0.7530  -2.7620
 B7Q  H13  H   HCR5  0   0.278   1.6727  -2.8949  -1.8942
 B7Q  H14  H   HCR5  0   0.300   6.0004   3.5525   0.9410
 B7Q  H16  H   HCH1  0   0.253   2.1203  -2.9814   0.4683
 B7Q  H17  H   HCH3  0   0.232   3.8338  -4.6865   0.1129
 B7Q  H18  H   HCH3  0   0.229   3.9406  -3.4539  -1.1408
 B7Q  H19  H   HCH3  0   0.234   5.1142  -3.4792   0.1756
 B7Q  H20  H   HCH3  0   0.229   2.5734  -2.4197   2.8334
 B7Q  H21  H   HCH3  0   0.231   2.9253  -4.0940   2.4206
 B7Q  H22  H   HCH3  0   0.233   4.2465  -2.9527   2.6405
 B7Q  H15  H   HNR6  0   0.448   1.8886   1.3434  -0.8987
 B7Q  C15  C   C     0   0.562  -5.4766   0.8586   0.0845

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
 B7Q  C17  C18  single    1.525  0.020  1.525
 B7Q  C17  N5   single    1.453  0.020  1.453
 B7Q  C18  C12  single    1.525  0.020  1.525
 B7Q  C16  C15  single    1.526  0.020  1.526
 B7Q  C16  CL   single    1.775  0.020  1.775
 B7Q  N5   C15  single    1.350  0.020  1.350
 B7Q  N5   C14  single    1.453  0.020  1.453
 B7Q  C12  N4   single    1.455  0.020  1.455
 B7Q  C12  C13  single    1.527  0.020  1.527
 B7Q  N6   N4   aromatic  1.332  0.020  1.332
 B7Q  N6   C19  aromatic  1.314  0.020  1.314
 B7Q  C15  O1   double    1.217  0.020  1.217
 B7Q  C14  C13  single    1.524  0.020  1.524
 B7Q  N4   C11  aromatic  1.339  0.020  1.339
 B7Q  C19  C10  aromatic  1.409  0.020  1.409
 B7Q  N2   C3   triple    1.154  0.020  1.154
 B7Q  C11  C10  aromatic  1.383  0.020  1.383
 B7Q  C10  C9   single    1.457  0.020  1.457
 B7Q  C3   C2   single    1.404  0.020  1.404
 B7Q  N1   C9   single    1.371  0.020  1.371
 B7Q  N1   C1   single    1.340  0.020  1.340
 B7Q  C8   C6   single    1.531  0.020  1.531
 B7Q  C9   C5   double    1.369  0.020  1.369
 B7Q  C1   C2   aromatic  1.387  0.020  1.387
 B7Q  C1   N    aromatic  1.349  0.020  1.349
 B7Q  C2   C4   aromatic  1.417  0.020  1.417
 B7Q  C5   C6   single    1.513  0.020  1.513
 B7Q  C5   C    single    1.450  0.020  1.450
 B7Q  C6   C7   single    1.529  0.020  1.529
 B7Q  N    C    single    1.409  0.020  1.409
 B7Q  N    N3   aromatic  1.349  0.020  1.349
 B7Q  C    O    double    1.211  0.020  1.211
 B7Q  C4   N3   aromatic  1.304  0.020  1.304
 B7Q  C11  H1   single    0.930  0.020  1.080
 B7Q  C12  H2   single    0.970  0.020  1.090
 B7Q  C13  H3   single    0.970  0.020  1.090
 B7Q  C13  H4   single    0.970  0.020  1.090
 B7Q  C14  H5   single    0.970  0.020  1.090
 B7Q  C14  H6   single    0.970  0.020  1.090
 B7Q  C16  H7   single    0.970  0.020  1.090
 B7Q  C16  H8   single    0.970  0.020  1.090
 B7Q  C17  H9   single    0.970  0.020  1.090
 B7Q  C17  H10  single    0.970  0.020  1.090
 B7Q  C18  H11  single    0.970  0.020  1.090
 B7Q  C18  H12  single    0.970  0.020  1.090
 B7Q  C19  H13  single    0.930  0.020  1.080
 B7Q  C4   H14  single    0.930  0.020  1.080
 B7Q  C6   H16  single    0.970  0.020  1.090
 B7Q  C7   H17  single    0.970  0.020  1.090
 B7Q  C7   H18  single    0.970  0.020  1.090
 B7Q  C7   H19  single    0.970  0.020  1.090
 B7Q  C8   H20  single    0.970  0.020  1.090
 B7Q  C8   H21  single    0.970  0.020  1.090
 B7Q  C8   H22  single    0.970  0.020  1.090
 B7Q  N1   H15  single    0.860  0.020  1.020

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
 B7Q  N3   N    C1   112.40  3.000
 B7Q  N3   N    C    122.97  3.000
 B7Q  C1   N    C    124.63  3.000
 B7Q  C5   C    O    127.06  3.000
 B7Q  O    C    N    119.04  3.000
 B7Q  C5   C    N    113.89  3.000
 B7Q  N1   C1   C2   134.25  3.000
 B7Q  C2   C1   N    106.64  3.000
 B7Q  N1   C1   N    119.10  3.000
 B7Q  C9   C10  C19  129.34  3.000
 B7Q  C9   C10  C11  126.54  3.000
 B7Q  C19  C10  C11  103.98  3.000
 B7Q  H1   C11  N4   122.61  3.000
 B7Q  H1   C11  C10  130.65  3.000
 B7Q  N4   C11  C10  106.73  3.000
 B7Q  H2   C12  N4   105.01  3.000
 B7Q  H2   C12  C18  108.47  3.000
 B7Q  N4   C12  C18  111.88  3.000
 B7Q  H2   C12  C13  108.74  3.000
 B7Q  N4   C12  C13  111.22  3.000
 B7Q  C18  C12  C13  111.25  3.000
 B7Q  H4   C13  H3   107.64  3.000
 B7Q  H4   C13  C14  109.57  3.000
 B7Q  H3   C13  C14  109.53  3.000
 B7Q  H4   C13  C12  110.07  3.000
 B7Q  H3   C13  C12  110.22  3.000
 B7Q  C14  C13  C12  109.80  3.000
 B7Q  H6   C14  H5   106.26  3.000
 B7Q  H6   C14  N5   111.47  3.000
 B7Q  H5   C14  N5   108.20  3.000
 B7Q  H6   C14  C13  110.34  3.000
 B7Q  H5   C14  C13  110.00  3.000
 B7Q  N5   C14  C13  110.45  3.000
 B7Q  H8   C16  H7   108.12  3.000
 B7Q  H8   C16  CL   107.53  3.000
 B7Q  H7   C16  CL   107.61  3.000
 B7Q  H8   C16  C15  110.95  3.000
 B7Q  H7   C16  C15  111.59  3.000
 B7Q  CL   C16  C15  110.88  3.000
 B7Q  H10  C17  H9   107.44  3.000
 B7Q  H10  C17  N5   108.36  3.000
 B7Q  H9   C17  N5   109.84  3.000
 B7Q  H10  C17  C18  110.12  3.000
 B7Q  H9   C17  C18  110.66  3.000
 B7Q  N5   C17  C18  110.34  3.000
 B7Q  H12  C18  H11  107.67  3.000
 B7Q  H12  C18  C17  109.78  3.000
 B7Q  H11  C18  C17  108.67  3.000
 B7Q  H12  C18  C12  110.14  3.000
 B7Q  H11  C18  C12  110.87  3.000
 B7Q  C17  C18  C12  109.67  3.000
 B7Q  H13  C19  N6   120.72  3.000
 B7Q  H13  C19  C10  128.15  3.000
 B7Q  N6   C19  C10  111.10  3.000
 B7Q  C4   C2   C3   129.10  3.000
 B7Q  C4   C2   C1   103.54  3.000
 B7Q  C3   C2   C1   127.37  3.000
 B7Q  N2   C3   C2   180.00  3.000
 B7Q  H14  C4   N3   120.99  3.000
 B7Q  H14  C4   C2   126.67  3.000
 B7Q  N3   C4   C2   112.34  3.000
 B7Q  C9   C5   C6   122.04  3.000
 B7Q  C6   C5   C    118.02  3.000
 B7Q  C9   C5   C    119.93  3.000
 B7Q  H16  C6   C8   105.67  3.000
 B7Q  H16  C6   C7   107.02  3.000
 B7Q  C8   C6   C7   111.80  3.000
 B7Q  H16  C6   C5   106.71  3.000
 B7Q  C7   C6   C5   112.43  3.000
 B7Q  C8   C6   C5   112.67  3.000
 B7Q  H19  C7   H18  107.97  3.000
 B7Q  H19  C7   H17  107.73  3.000
 B7Q  H18  C7   H17  107.62  3.000
 B7Q  H19  C7   C6   111.85  3.000
 B7Q  H18  C7   C6   111.42  3.000
 B7Q  H17  C7   C6   110.07  3.000
 B7Q  H22  C8   H21  107.75  3.000
 B7Q  H22  C8   H20  108.39  3.000
 B7Q  H21  C8   H20  107.55  3.000
 B7Q  H22  C8   C6   112.53  3.000
 B7Q  H21  C8   C6   109.33  3.000
 B7Q  H20  C8   C6   111.11  3.000
 B7Q  N1   C9   C5   121.01  3.000
 B7Q  C5   C9   C10  125.54  3.000
 B7Q  N1   C9   C10  113.45  3.000
 B7Q  H15  N1   C9   119.44  3.000
 B7Q  H15  N1   C1   119.08  3.000
 B7Q  C9   N1   C1   121.26  3.000
 B7Q  C4   N3   N    105.09  3.000
 B7Q  N6   N4   C12  119.68  3.000
 B7Q  N6   N4   C11  112.41  3.000
 B7Q  C12  N4   C11  127.77  3.000
 B7Q  C17  N5   C15  120.34  3.000
 B7Q  C15  N5   C14  125.13  3.000
 B7Q  C17  N5   C14  112.90  3.000
 B7Q  N4   N6   C19  105.78  3.000
 B7Q  O1   C15  N5   123.34  3.000
 B7Q  O1   C15  C16  121.18  3.000
 B7Q  N5   C15  C16  115.47  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
 B7Q  CONST_01  C4   C2   C1   N       0.00   0.0  0
 B7Q  CONST_02  C2   C4   N3   N       0.00   0.0  0
 B7Q  CONST_03  N3   C4   C2   C1      0.00   0.0  0
 B7Q  CONST_04  C4   N3   N    C1      0.00   0.0  0
 B7Q  CONST_05  N4   N6   C19  C10     0.00   0.0  0
 B7Q  CONST_06  N6   N4   C11  C10     0.00   0.0  0
 B7Q  CONST_07  C19  N6   N4   C11     0.00   0.0  0
 B7Q  CONST_08  N6   C19  C10  C11     0.00   0.0  0
 B7Q  CONST_09  N4   C11  C10  C19     0.00   0.0  0
 B7Q  CONST_10  N3   N    C1   C2      0.00   0.0  0
 B7Q  CONST_11  C12  N4   C11  C10   180.00   0.0  0
 B7Q  CONST_12  C19  N6   N4   C12   180.00   0.0  0
 B7Q  CONST_13  N6   C19  C10  C9    180.00   0.0  0
 B7Q  CONST_14  N4   C11  C10  C9    180.00   0.0  0
 B7Q  CONST_15  C3   C2   C1   N     180.00   0.0  0
 B7Q  CONST_16  N1   C1   C2   C3      0.00   0.0  0
 B7Q  CONST_17  N3   C4   C2   C3    180.00   0.0  0
 B7Q  CONST_18  H14  C4   N3   N     180.00   0.0  0
 B7Q  CONST_19  H13  C19  C10  C11   180.00   0.0  0
 B7Q  CONST_20  H1   C11  N4   C12     0.00   0.0  0
 B7Q  CONST_21  C16  C15  N5   C14     0.00   0.0  0
 B7Q  CONST_22  O1   C15  N5   C14   180.00   0.0  0
 B7Q  CONST_23  C17  N5   C15  C16   180.00   0.0  0
 B7Q  CONST_24  O1   C15  N5   C17     0.00   0.0  0
 B7Q  Var_01    N1   C9   C10  C11   -41.62  30.0  2
 B7Q  Var_02    N5   C17  C18  C12    56.20  30.0  1
 B7Q  Var_03    N5   C14  C13  C12   -55.63  30.0  1
 B7Q  Var_04    C17  N5   C14  C13    59.91  30.0  1
 B7Q  Var_05    C18  C17  N5   C14   -60.19  30.0  1
 B7Q  Var_06    C8   C6   C5   C      57.02  30.0  3
 B7Q  Var_07    CL   C16  C15  N5   -177.50  30.0  1
 B7Q  Var_08    H20  C8   C6   C5     52.39  30.0  3
 B7Q  Var_09    H17  C7   C6   C5   -175.61  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
 B7Q  chir_01  C12  C18  N4  C13  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
 B7Q  plan-1  C10  0.020
 B7Q  plan-1  C11  0.020
 B7Q  plan-1  C12  0.020
 B7Q  plan-1  C19  0.020
 B7Q  plan-1  C9   0.020
 B7Q  plan-1  N4   0.020
 B7Q  plan-1  N6   0.020
 B7Q  plan-1  H1   0.020
 B7Q  plan-1  H13  0.020
 B7Q  plan-2  N    0.020
 B7Q  plan-2  C    0.020
 B7Q  plan-2  O    0.020
 B7Q  plan-2  C1   0.020
 B7Q  plan-2  C10  0.020
 B7Q  plan-2  C2   0.020
 B7Q  plan-2  C3   0.020
 B7Q  plan-2  C4   0.020
 B7Q  plan-2  C5   0.020
 B7Q  plan-2  C6   0.020
 B7Q  plan-2  C9   0.020
 B7Q  plan-2  N1   0.020
 B7Q  plan-2  N2   0.020
 B7Q  plan-2  N3   0.020
 B7Q  plan-2  H14  0.020
 B7Q  plan-2  H15  0.020
 B7Q  plan-3  C14  0.020
 B7Q  plan-3  C16  0.020
 B7Q  plan-3  C17  0.020
 B7Q  plan-3  N5   0.020
 B7Q  plan-3  O1   0.020
 B7Q  plan-3  C15  0.020

