# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Aug  4 14:51:49 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: (8S)-5-(2-aminopyrimidin-4-yl)-N-[2-(dimethylamino)ethyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCNC(=O)c1cc2CN(CCn2n1)c3ccnc(N)n3
#
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
 ZSG  ZSG  "(8S)-5-(2-aminopyrimidin-4-yl)-N-[2-(dimethylamino)ethyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamide"
  ligand  46  24  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZSG
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
 ZSG  N1   N  NH1   0  -0.645  32.3102   9.3933  68.7023
 ZSG  C7   C  CR56  0   0.444  29.4722   8.6985  65.2307
 ZSG  C8   C  C     0  -0.382  28.4939   8.4646  64.1219
 ZSG  N2   N  NR6   0  -0.497  28.9842   7.4205  63.2481
 ZSG  C9   C  C     0  -0.367  29.3389   6.2266  63.9923
 ZSG  C1   C  CH3   0  -0.525  34.7281  12.2595  70.9433
 ZSG  C5   C  CR5   0   0.166  30.7362   9.3107  66.9141
 ZSG  C6   C  CR15  0  -0.559  29.6784   9.7442  66.0992
 ZSG  N3   N  N     0  -0.319  30.3692   7.7444  65.5621
 ZSG  C4   C  C     0   0.514  31.3612  10.0606  68.0275
 ZSG  C3   C  CH2   0  -0.299  33.0794   9.9648  69.7814
 ZSG  C2   C  CH2   0  -0.268  34.4033  10.5447  69.2859
 ZSG  N4   N  N     0  -0.303  31.1453   8.0993  66.5681
 ZSG  N    N  NT    0  -0.408  35.2337  11.0300  70.3696
 ZSG  C    C  CH3   0  -0.516  36.6088  11.1923  69.9488
 ZSG  O    O  O     0  -0.485  31.0024  11.2011  68.2898
 ZSG  C10  C  C     0  -0.279  30.5599   6.4876  64.8615
 ZSG  C11  C  CR6   0   0.573  29.5375   7.6703  62.0277
 ZSG  C12  C  CR16  0  -0.445  29.3709   8.8894  61.3409
 ZSG  C13  C  CR16  0  -0.030  29.9632   8.9673  60.1020
 ZSG  C14  C  CR6   0   0.540  30.7440   6.8694  60.2603
 ZSG  N5   N  N     0  -0.480  30.6522   7.9847  59.5319
 ZSG  N6   N  NH2   0  -0.820  31.3967   5.8250  59.7063
 ZSG  N7   N  N     0  -0.525  30.2296   6.6796  61.4749
 ZSG  H10  H  HNH1  0   0.403  32.5512   8.4673  68.3843
 ZSG  H13  H  H     0   0.293  28.3086   9.3922  63.5888
 ZSG  H14  H  H     0   0.277  28.4833   5.9519  64.6138
 ZSG  H15  H  H     0   0.291  29.5397   5.4014  63.3167
 ZSG  H5   H  HCH3  0   0.235  33.7245  12.1237  71.3458
 ZSG  H3   H  HCH3  0   0.234  35.3657  12.5718  71.7716
 ZSG  H4   H  HCH3  0   0.192  34.6892  13.0882  70.2186
 ZSG  H11  H  HCR5  0   0.269  29.1440  10.6786  66.1379
 ZSG  H8   H  HCH2  0   0.248  33.2806   9.1837  70.5157
 ZSG  H9   H  HCH2  0   0.244  32.4707  10.7218  70.2734
 ZSG  H6   H  HCH2  0   0.196  34.2037  11.3258  68.5323
 ZSG  H7   H  HCH2  0   0.232  34.9454   9.7475  68.7702
 ZSG  H1   H  HCH3  0   0.232  37.0048  10.2454  69.5794
 ZSG  H    H  HCH3  0   0.191  36.7375  11.9439  69.1541
 ZSG  H2   H  HCH3  0   0.231  37.2227  11.5017  70.7961
 ZSG  H16  H  H     0   0.279  30.6926   5.6917  65.5933
 ZSG  H17  H  H     0   0.269  31.4626   6.5497  64.2511
 ZSG  H18  H  HCR6  0   0.268  28.8196   9.7308  61.7281
 ZSG  H19  H  HCR6  0   0.262  29.8758   9.8847  59.5287
 ZSG  H20  H  HNH2  0   0.391  31.9675   5.9949  58.8965
 ZSG  H21  H  HNH2  0   0.390  31.6614   5.0546  60.2951
 ZSG  H12  H  H     0   0.288  27.5319   8.1519  64.5393

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
 ZSG  C    N    single    1.447  0.020  1.447
 ZSG  C1   N    single    1.448  0.020  1.448
 ZSG  N    C2   single    1.449  0.020  1.449
 ZSG  C2   C3   single    1.528  0.020  1.528
 ZSG  C3   N1   single    1.443  0.020  1.443
 ZSG  N1   C4   single    1.342  0.020  1.342
 ZSG  C4   O    double    1.224  0.020  1.224
 ZSG  C5   C4   single    1.481  0.020  1.481
 ZSG  C5   C6   aromatic  1.404  0.020  1.404
 ZSG  C6   C7   aromatic  1.375  0.020  1.375
 ZSG  C7   C8   single    1.497  0.020  1.497
 ZSG  C8   N2   single    1.447  0.020  1.447
 ZSG  N2   C9   single    1.451  0.020  1.451
 ZSG  C9   C10  single    1.521  0.020  1.521
 ZSG  C10  N3   single    1.451  0.020  1.451
 ZSG  C7   N3   aromatic  1.351  0.020  1.351
 ZSG  N3   N4   aromatic  1.319  0.020  1.319
 ZSG  N4   C5   aromatic  1.325  0.020  1.325
 ZSG  C11  N2   single    1.363  0.020  1.363
 ZSG  C11  C12  aromatic  1.409  0.020  1.409
 ZSG  C12  C13  aromatic  1.375  0.020  1.375
 ZSG  C13  N5   aromatic  1.329  0.020  1.329
 ZSG  N5   C14  aromatic  1.335  0.020  1.335
 ZSG  N6   C14  single    1.350  0.020  1.350
 ZSG  C14  N7   aromatic  1.333  0.020  1.333
 ZSG  N7   C11  aromatic  1.329  0.020  1.329
 ZSG  N1   H10  single    0.860  0.020  1.020
 ZSG  C8   H12  single    0.970  0.020  1.090
 ZSG  C8   H13  single    0.970  0.020  1.090
 ZSG  C9   H14  single    0.970  0.020  1.090
 ZSG  C9   H15  single    0.970  0.020  1.090
 ZSG  C1   H5   single    0.970  0.020  1.090
 ZSG  C1   H3   single    0.970  0.020  1.090
 ZSG  C1   H4   single    0.970  0.020  1.090
 ZSG  C6   H11  single    0.930  0.020  1.080
 ZSG  C3   H8   single    0.970  0.020  1.090
 ZSG  C3   H9   single    0.970  0.020  1.090
 ZSG  C2   H6   single    0.970  0.020  1.090
 ZSG  C2   H7   single    0.970  0.020  1.090
 ZSG  C    H1   single    0.970  0.020  1.090
 ZSG  C    H    single    0.970  0.020  1.090
 ZSG  C    H2   single    0.970  0.020  1.090
 ZSG  C10  H16  single    0.970  0.020  1.090
 ZSG  C10  H17  single    0.970  0.020  1.090
 ZSG  C12  H18  single    0.930  0.020  1.080
 ZSG  C13  H19  single    0.930  0.020  1.080
 ZSG  N6   H20  single    0.890  0.020  1.040
 ZSG  N6   H21  single    0.890  0.020  1.040

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
 ZSG  H10  N1   C3   118.17  3.000
 ZSG  H10  N1   C4   117.84  3.000
 ZSG  C3   N1   C4   123.78  3.000
 ZSG  N3   C7   C6   106.42  3.000
 ZSG  N3   C7   C8   120.35  3.000
 ZSG  C6   C7   C8   133.22  3.000
 ZSG  H13  C8   H12  106.34  3.000
 ZSG  H13  C8   N2   112.20  3.000
 ZSG  H12  C8   N2   108.79  3.000
 ZSG  H13  C8   C7   109.98  3.000
 ZSG  H12  C8   C7   109.66  3.000
 ZSG  N2   C8   C7   109.79  3.000
 ZSG  C11  N2   C9   120.72  3.000
 ZSG  C11  N2   C8   123.09  3.000
 ZSG  C9   N2   C8   111.52  3.000
 ZSG  H15  C9   H14  107.93  3.000
 ZSG  H15  C9   C10  109.73  3.000
 ZSG  H14  C9   C10  110.29  3.000
 ZSG  H15  C9   N2   110.59  3.000
 ZSG  H14  C9   N2   107.89  3.000
 ZSG  C10  C9   N2   110.37  3.000
 ZSG  H4   C1   H3   107.75  3.000
 ZSG  H4   C1   H5   107.71  3.000
 ZSG  H3   C1   H5   107.07  3.000
 ZSG  H4   C1   N    112.98  3.000
 ZSG  H3   C1   N    109.87  3.000
 ZSG  H5   C1   N    111.23  3.000
 ZSG  N4   C5   C4   121.95  3.000
 ZSG  N4   C5   C6   111.31  3.000
 ZSG  C4   C5   C6   126.74  3.000
 ZSG  H11  C6   C5   128.38  3.000
 ZSG  H11  C6   C7   127.45  3.000
 ZSG  C5   C6   C7   104.17  3.000
 ZSG  C10  N3   N4   121.58  3.000
 ZSG  N4   N3   C7   112.82  3.000
 ZSG  C10  N3   C7   125.48  3.000
 ZSG  O    C4   C5   120.61  3.000
 ZSG  C5   C4   N1   115.13  3.000
 ZSG  O    C4   N1   124.25  3.000
 ZSG  H9   C3   H8   107.26  3.000
 ZSG  H9   C3   C2   111.54  3.000
 ZSG  H8   C3   C2   109.28  3.000
 ZSG  H9   C3   N1   108.38  3.000
 ZSG  H8   C3   N1   108.55  3.000
 ZSG  C2   C3   N1   111.69  3.000
 ZSG  H7   C2   H6   106.48  3.000
 ZSG  H7   C2   N    108.23  3.000
 ZSG  H6   C2   N    112.17  3.000
 ZSG  H7   C2   C3   107.81  3.000
 ZSG  H6   C2   C3   109.47  3.000
 ZSG  N    C2   C3   112.41  3.000
 ZSG  N3   N4   C5   105.28  3.000
 ZSG  C    N    C2   111.39  3.000
 ZSG  C2   N    C1   112.38  3.000
 ZSG  C    N    C1   110.59  3.000
 ZSG  H2   C    H    107.52  3.000
 ZSG  H2   C    H1   107.75  3.000
 ZSG  H    C    H1   107.80  3.000
 ZSG  H2   C    N    109.92  3.000
 ZSG  H    C    N    113.41  3.000
 ZSG  H1   C    N    110.24  3.000
 ZSG  H17  C10  H16  108.45  3.000
 ZSG  H17  C10  N3   109.23  3.000
 ZSG  H16  C10  N3   108.93  3.000
 ZSG  H17  C10  C9   110.74  3.000
 ZSG  H16  C10  C9   110.87  3.000
 ZSG  N3   C10  C9   108.59  3.000
 ZSG  N7   C11  C12  120.25  3.000
 ZSG  N7   C11  N2   116.57  3.000
 ZSG  C12  C11  N2   123.15  3.000
 ZSG  H18  C12  C13  119.97  3.000
 ZSG  H18  C12  C11  124.11  3.000
 ZSG  C13  C12  C11  115.91  3.000
 ZSG  H19  C13  N5   116.12  3.000
 ZSG  H19  C13  C12  119.27  3.000
 ZSG  N5   C13  C12  124.61  3.000
 ZSG  N7   C14  N6   116.76  3.000
 ZSG  N7   C14  N5   126.13  3.000
 ZSG  N6   C14  N5   117.10  3.000
 ZSG  C14  N5   C13  114.79  3.000
 ZSG  H21  N6   H20  116.87  3.000
 ZSG  H21  N6   C14  118.68  3.000
 ZSG  H20  N6   C14  118.31  3.000
 ZSG  C14  N7   C11  118.30  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
 ZSG  CONST_01  N4   C5   C6   C7      0.00   0.0  0
 ZSG  CONST_03  C5   N4   N3   C7      0.00   0.0  0
 ZSG  CONST_04  N3   C7   C6   C5      0.00   0.0  0
 ZSG  CONST_05  N3   N4   C5   C6      0.00   0.0  0
 ZSG  CONST_06  N4   N3   C7   C6      0.00   0.0  0
 ZSG  CONST_07  N5   C13  C12  C11     0.00   0.0  0
 ZSG  CONST_08  N5   C14  N7   C11     0.00   0.0  0
 ZSG  CONST_09  C14  N7   C11  C12     0.00   0.0  0
 ZSG  CONST_10  C14  N5   C13  C12     0.00   0.0  0
 ZSG  CONST_11  N7   C11  C12  C13     0.00   0.0  0
 ZSG  CONST_12  N7   C14  N5   C13     0.00   0.0  0
 ZSG  CONST_13  C13  C12  C11  N2    180.00   0.0  0
 ZSG  CONST_14  C14  N7   C11  N2    180.00   0.0  0
 ZSG  CONST_15  C4   C5   C6   C7    180.00   0.0  0
 ZSG  CONST_16  C4   C5   N4   N3    180.00   0.0  0
 ZSG  CONST_17  N6   C14  N7   C11   180.00   0.0  0
 ZSG  CONST_18  N6   C14  N5   C13   180.00   0.0  0
 ZSG  CONST_19  H11  C6   C7   C8      0.00   0.0  0
 ZSG  CONST_20  H18  C12  C11  N2      0.00   0.0  0
 ZSG  CONST_21  H11  C6   C7   N3    180.00   0.0  0
 ZSG  CONST_22  H11  C6   C5   N4    180.00   0.0  0
 ZSG  CONST_23  H19  C13  C12  C11   180.00   0.0  0
 ZSG  CONST_24  H19  C13  N5   C14   180.00   0.0  0
 ZSG  CONST_25  H18  C12  C13  N5    180.00   0.0  0
 ZSG  CONST_26  H18  C12  C11  N7    180.00   0.0  0
 ZSG  CONST_27  H20  N6   C14  N5      0.00   0.0  0
 ZSG  CONST_28  H21  N6   C14  N5    180.00   0.0  0
 ZSG  CONST_29  H20  N6   C14  N7    180.00   0.0  0
 ZSG  CONST_30  H21  N6   C14  N7      0.00   0.0  0
 ZSG  CONST_31  C3   N1   C4   C5    180.00   0.0  0
 ZSG  CONST_32  H10  N1   C4   C5      0.00   0.0  0
 ZSG  CONST_33  O    C4   N1   C3      0.00   0.0  0
 ZSG  CONST_34  H10  N1   C4   O     180.00   0.0  0
 ZSG  Var_01    C9   N2   C8   C7     52.30  30.0  1
 ZSG  Var_02    C9   C10  N3   C7    -17.27  30.0  1
 ZSG  Var_03    C10  C9   N2   C8    -68.16  30.0  1
 ZSG  Var_04    C12  C11  N2   C8    -17.59  30.0  2
 ZSG  Var_05    N7   C11  N2   C8    164.29  30.0  2
 ZSG  Var_06    C6   C7   C8   N2    160.78  30.0  1
 ZSG  Var_07    N3   C7   C8   N2    -21.10  30.0  1
 ZSG  Var_08    N3   C10  C9   N2     46.82  30.0  1
 ZSG  Var_09    C12  C11  N2   C9   -171.30  30.0  2
 ZSG  Var_10    N7   C11  N2   C9     10.58  30.0  2
 ZSG  Var_11    N4   N3   C10  C9    167.08  30.0  1
 ZSG  Var_12    C11  N2   C9   C10    88.33  30.0  1
 ZSG  Var_13    H16  C10  N3   C7   -138.11  30.0  1
 ZSG  Var_14    H17  C10  N3   C7    103.60  30.0  1
 ZSG  Var_15    H14  C9   N2   C8     52.41  30.0  1
 ZSG  Var_16    H15  C9   N2   C8    170.24  30.0  1
 ZSG  Var_17    H16  C10  C9   N2    166.46  30.0  1
 ZSG  Var_18    H17  C10  C9   N2    -73.11  30.0  1
 ZSG  Var_19    H12  C8   N2   C9    -67.71  30.0  1
 ZSG  Var_20    H13  C8   N2   C9    174.92  30.0  1
 ZSG  Var_21    H12  C8   C7   C6    -79.74  30.0  1
 ZSG  Var_22    H13  C8   C7   C6     36.86  30.0  1
 ZSG  Var_23    H14  C9   C10  N3    -72.30  30.0  1
 ZSG  Var_24    H15  C9   C10  N3    168.93  30.0  1
 ZSG  Var_25    H12  C8   C7   N3     98.38  30.0  1
 ZSG  Var_26    H13  C8   C7   N3   -145.02  30.0  1
 ZSG  Var_27    H16  C10  N3   N4     46.24  30.0  1
 ZSG  Var_28    H17  C10  N3   N4    -72.05  30.0  1
 ZSG  Var_29    H12  C8   N2   C11   136.46  30.0  1
 ZSG  Var_30    H13  C8   N2   C11    19.08  30.0  1
 ZSG  Var_31    H14  C9   N2   C11  -151.11  30.0  1
 ZSG  Var_32    H15  C9   N2   C11   -33.28  30.0  1
 ZSG  Var_33    C6   C5   C4   N1    176.43  30.0  2
 ZSG  Var_34    N4   C5   C4   N1     -3.75  30.0  2
 ZSG  Var_35    O    C4   C5   C6     -2.97  30.0  2
 ZSG  Var_36    O    C4   C5   N4    176.85  30.0  2
 ZSG  Var_37    N    C2   C3   N1   -175.55  30.0  1
 ZSG  Var_38    C3   C2   N    C1    -72.72  30.0  3
 ZSG  Var_39    C2   C3   N1   C4    -94.12  30.0  1
 ZSG  Var_40    C    N    C2   C3    162.54  30.0  3
 ZSG  Var_41    H6   C2   C3   N1     59.10  30.0  1
 ZSG  Var_42    H7   C2   C3   N1    -56.35  30.0  1
 ZSG  Var_43    H1   C    N    C1    176.22  30.0  3
 ZSG  Var_44    H    C    N    C1    -62.81  30.0  3
 ZSG  Var_45    H2   C    N    C1     57.58  30.0  3
 ZSG  Var_46    H6   C2   N    C1     51.15  30.0  3
 ZSG  Var_47    H7   C2   N    C1    168.32  30.0  3
 ZSG  Var_48    H8   C3   N1   C4    145.33  30.0  1
 ZSG  Var_49    H9   C3   N1   C4     29.14  30.0  1
 ZSG  Var_50    H1   C    N    C2    -58.06  30.0  3
 ZSG  Var_51    H    C    N    C2     62.92  30.0  3
 ZSG  Var_52    H2   C    N    C2   -176.70  30.0  3
 ZSG  Var_53    H5   C1   N    C2     59.99  30.0  3
 ZSG  Var_54    H3   C1   N    C2    178.36  30.0  3
 ZSG  Var_55    H4   C1   N    C2    -61.29  30.0  3
 ZSG  Var_56    H10  N1   C3   C2     80.49  30.0  3
 ZSG  Var_57    H8   C3   C2   N     -55.42  30.0  3
 ZSG  Var_58    H9   C3   C2   N      63.00  30.0  3
 ZSG  Var_59    H5   C1   N    C    -174.84  30.0  3
 ZSG  Var_60    H3   C1   N    C     -56.47  30.0  3
 ZSG  Var_61    H4   C1   N    C      63.88  30.0  3
 ZSG  Var_62    H6   C2   N    C     -73.59  30.0  3
 ZSG  Var_63    H7   C2   N    C      43.58  30.0  3

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
 ZSG  plan-1  N2   0.020
 ZSG  plan-1  C11  0.020
 ZSG  plan-1  C12  0.020
 ZSG  plan-1  C13  0.020
 ZSG  plan-1  C14  0.020
 ZSG  plan-1  N5   0.020
 ZSG  plan-1  N6   0.020
 ZSG  plan-1  N7   0.020
 ZSG  plan-1  H18  0.020
 ZSG  plan-1  H19  0.020
 ZSG  plan-2  C7   0.020
 ZSG  plan-2  C8   0.020
 ZSG  plan-2  C5   0.020
 ZSG  plan-2  C6   0.020
 ZSG  plan-2  N3   0.020
 ZSG  plan-2  C4   0.020
 ZSG  plan-2  N4   0.020
 ZSG  plan-2  C10  0.020
 ZSG  plan-2  H11  0.020
 ZSG  plan-3  N1   0.020
 ZSG  plan-3  C5   0.020
 ZSG  plan-3  C4   0.020
 ZSG  plan-3  C3   0.020
 ZSG  plan-3  O    0.020
 ZSG  plan-3  H10  0.020
 ZSG  plan-4  C14  0.020
 ZSG  plan-4  N6   0.020
 ZSG  plan-4  H20  0.020
 ZSG  plan-4  H21  0.020

