# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 17:31:03 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 8-(cyclohexa-2,5-dien-1-ylideneamino)-1-(piperidin-4-ylmethyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1nn(CC2CCNCC2)c3c1CCc4cnc(N=C5C=CCC=C5)nc34
#
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
 CKG  CKG  8-(cyclohexa-2,5-dien-1-ylideneamino)-1-(piperidin-4-ylmethyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide  ligand  55  30  .  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_CKG
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
 CKG  O9    O  O     0  -0.480   5.7032  -0.8595  -0.9541
 CKG  C8    C  C     0   0.466   5.0895   0.0483  -0.4069
 CKG  N24   N  NH2   0  -0.811   5.6228   1.2443  -0.1253
 CKG  C5    C  CR5   0   0.091   3.6753  -0.1246  -0.0109
 CKG  C4    C  CR56  0  -0.143   2.8822  -1.2745  -0.1223
 CKG  C2    C  C     0  -0.515   3.0959  -2.6529  -0.6539
 CKG  N6    N  N     0  -0.277   2.9860   0.8726   0.5366
 CKG  N7    N  NR5   0  -0.365   1.7759   0.4151   0.7649
 CKG  C17   C  CH2   0  -0.281   0.7701   1.2884   1.3450
 CKG  C25   C  CH1   0  -0.271  -0.0931   2.0085   0.3149
 CKG  C30   C  CH2   0  -0.420  -1.1504   2.8313   1.0508
 CKG  C29   C  CH2   0  -0.303  -2.0006   3.6296   0.0749
 CKG  N28   N  NH1   0  -0.594  -1.1539   4.4760  -0.7469
 CKG  C27   C  CH2   0  -0.292  -0.2249   3.6886  -1.5377
 CKG  C26   C  CH2   0  -0.412   0.7083   2.9042  -0.6258
 CKG  C3    C  CR56  0   0.419   1.6598  -0.8804   0.3843
 CKG  C11   C  CR66  0   0.271   0.5131  -1.7651   0.4371
 CKG  N18   N  N     0  -0.446  -0.7085  -1.2924   0.6381
 CKG  C12   C  CR6   0   0.440  -1.7062  -2.1731   0.6476
 CKG  N13   N  N     0  -0.420  -1.5739  -3.4840   0.4694
 CKG  C14   C  CR16  0  -0.070  -0.3444  -3.9367   0.2559
 CKG  C10   C  CR66  0  -0.004   0.7753  -3.1246   0.2348
 CKG  C1    C  C     0  -0.525   2.1812  -3.6330   0.0856
 CKG  N15   N  N     0  -0.470  -2.9722  -1.7190   0.9494
 CKG  C16   C  C     0   0.227  -3.5678  -0.8200   0.2515
 CKG  C23   C  C1    0  -0.254  -4.8504  -0.3241   0.7400
 CKG  C22   C  C1    0  -0.213  -5.5482   0.6019   0.0778
 CKG  C21   C  CH2   0  -0.531  -5.0918   1.1845  -1.2080
 CKG  C20   C  C1    0  -0.210  -3.7999   0.6382  -1.6891
 CKG  C19   C  C1    0  -0.258  -3.0929  -0.2768  -1.0195
 CKG  H241  H  HNH2  0   0.405   6.5789   1.4437  -0.3678
 CKG  H242  H  HNH2  0   0.410   5.0861   1.9670   0.3236
 CKG  H21C  H  H     0   0.255   2.8772  -2.6678  -1.7265
 CKG  H22C  H  H     0   0.264   4.1333  -2.9617  -0.5453
 CKG  H11C  H  H     0   0.265   2.1760  -4.5991  -0.4209
 CKG  H12C  H  H     0   0.262   2.5915  -3.8101   1.0859
 CKG  H171  H  HCH2  0   0.272   0.1394   0.6875   1.9977
 CKG  H172  H  HCH2  0   0.264   1.3076   2.0087   1.9626
 CKG  H25   H  HCH1  0   0.246  -0.6138   1.2515  -0.2824
 CKG  H301  H  HCH2  0   0.231  -1.7939   2.1736   1.6410
 CKG  H302  H  HCH2  0   0.215  -0.6607   3.5187   1.7494
 CKG  H261  H  HCH2  0   0.211   1.3200   3.6032  -0.0451
 CKG  H262  H  HCH2  0   0.232   1.3926   2.3134  -1.2382
 CKG  H291  H  HCH2  0   0.198  -2.5962   2.9232  -0.5268
 CKG  H292  H  HCH2  0   0.231  -2.7078   4.2565   0.6220
 CKG  H28   H  HNH1  0   0.351  -1.7330   5.0313  -1.3631
 CKG  H271  H  HCH2  0   0.183  -0.7404   2.9785  -2.2069
 CKG  H272  H  HCH2  0   0.231   0.3546   4.3594  -2.1751
 CKG  H14   H  HCR6  0   0.271  -0.2433  -5.0072   0.1040
 CKG  H23   H  H     0   0.262  -5.2090  -0.7343   1.6757
 CKG  H19   H  H     0   0.271  -2.1578  -0.6354  -1.4271
 CKG  H22   H  H     0   0.273  -6.4907   0.9564   0.4767
 CKG  H211  H  HCH2  0   0.290  -5.8618   1.0396  -1.9759
 CKG  H212  H  HCH2  0   0.283  -5.0203   2.2758  -1.1166
 CKG  H20   H  H     0   0.277  -3.4293   1.0118  -2.6360

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
 CKG  O9   C8    double    1.225  0.020  1.225
 CKG  C8   N24   single    1.339  0.020  1.339
 CKG  C8   C5    single    1.479  0.020  1.479
 CKG  C5   C4    aromatic  1.401  0.020  1.401
 CKG  C5   N6    aromatic  1.330  0.020  1.330
 CKG  C4   C2    single    1.493  0.020  1.493
 CKG  C4   C3    aromatic  1.381  0.020  1.381
 CKG  C2   C1    single    1.531  0.020  1.531
 CKG  N6   N7    aromatic  1.314  0.020  1.314
 CKG  N7   C17   single    1.453  0.020  1.453
 CKG  N7   C3    aromatic  1.355  0.020  1.355
 CKG  C17  C25   single    1.525  0.020  1.525
 CKG  C25  C30   single    1.529  0.020  1.529
 CKG  C25  C26   single    1.526  0.020  1.526
 CKG  C30  C29   single    1.521  0.020  1.521
 CKG  C29  N28   single    1.452  0.020  1.452
 CKG  N28  C27   single    1.452  0.020  1.452
 CKG  C27  C26   single    1.522  0.020  1.522
 CKG  C3   C11   aromatic  1.449  0.020  1.449
 CKG  C11  N18   aromatic  1.325  0.020  1.325
 CKG  C11  C10   aromatic  1.399  0.020  1.399
 CKG  N18  C12   aromatic  1.331  0.020  1.331
 CKG  C12  N13   aromatic  1.330  0.020  1.330
 CKG  C12  N15   single    1.378  0.020  1.378
 CKG  N13  C14   aromatic  1.327  0.020  1.327
 CKG  C14  C10   aromatic  1.383  0.020  1.383
 CKG  C10  C1    single    1.502  0.020  1.502
 CKG  N15  C16   double    1.284  0.020  1.284
 CKG  C16  C23   single    1.459  0.020  1.459
 CKG  C16  C19   single    1.462  0.020  1.462
 CKG  C23  C22   double    1.335  0.020  1.335
 CKG  C22  C21   single    1.484  0.020  1.484
 CKG  C21  C20   single    1.483  0.020  1.483
 CKG  C20  C19   double    1.336  0.020  1.336
 CKG  N24  H241  single    0.860  0.020  1.020
 CKG  N24  H242  single    0.860  0.020  1.020
 CKG  C2   H21C  single    0.970  0.020  1.090
 CKG  C2   H22C  single    0.970  0.020  1.090
 CKG  C1   H11C  single    0.970  0.020  1.090
 CKG  C1   H12C  single    0.970  0.020  1.090
 CKG  C17  H171  single    0.970  0.020  1.090
 CKG  C17  H172  single    0.970  0.020  1.090
 CKG  C25  H25   single    0.970  0.020  1.090
 CKG  C30  H301  single    0.970  0.020  1.090
 CKG  C30  H302  single    0.970  0.020  1.090
 CKG  C26  H261  single    0.970  0.020  1.090
 CKG  C26  H262  single    0.970  0.020  1.090
 CKG  C29  H291  single    0.970  0.020  1.090
 CKG  C29  H292  single    0.970  0.020  1.090
 CKG  N28  H28   single    0.890  0.020  1.040
 CKG  C27  H271  single    0.970  0.020  1.090
 CKG  C27  H272  single    0.970  0.020  1.090
 CKG  C14  H14   single    0.930  0.020  1.080
 CKG  C23  H23   single    0.930  0.020  1.080
 CKG  C19  H19   single    0.930  0.020  1.080
 CKG  C22  H22   single    0.930  0.020  1.080
 CKG  C21  H211  single    0.970  0.020  1.090
 CKG  C21  H212  single    0.970  0.020  1.090
 CKG  C20  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
 CKG  C5    C8   N24   115.39  3.000
 CKG  C5    C8   O9    120.81  3.000
 CKG  N24   C8   O9    123.80  3.000
 CKG  H242  N24  H241  118.18  3.000
 CKG  H242  N24  C8    121.53  3.000
 CKG  H241  N24  C8    120.29  3.000
 CKG  N6    C5   C4    110.77  3.000
 CKG  N6    C5   C8    121.21  3.000
 CKG  C4    C5   C8    128.02  3.000
 CKG  C3    C4   C2    121.40  3.000
 CKG  C3    C4   C5    103.75  3.000
 CKG  C2    C4   C5    134.83  3.000
 CKG  H22C  C2   H21C  106.52  3.000
 CKG  H22C  C2   C1    109.86  3.000
 CKG  H21C  C2   C1    110.19  3.000
 CKG  H22C  C2   C4    111.29  3.000
 CKG  H21C  C2   C4    109.45  3.000
 CKG  C1    C2   C4    109.49  3.000
 CKG  N7    N6   C5    106.73  3.000
 CKG  C3    N7   C17   128.86  3.000
 CKG  C3    N7   N6    111.29  3.000
 CKG  C17   N7   N6    119.86  3.000
 CKG  H172  C17  H171  108.09  3.000
 CKG  H172  C17  C25   110.47  3.000
 CKG  H171  C17  C25   109.74  3.000
 CKG  H172  C17  N7    106.37  3.000
 CKG  H171  C17  N7    107.99  3.000
 CKG  C25   C17  N7    113.96  3.000
 CKG  H25   C25  C26   108.60  3.000
 CKG  H25   C25  C30   107.79  3.000
 CKG  C26   C25  C30   110.13  3.000
 CKG  H25   C25  C17   108.11  3.000
 CKG  C26   C25  C17   113.35  3.000
 CKG  C30   C25  C17   108.69  3.000
 CKG  H302  C30  H301  107.24  3.000
 CKG  H302  C30  C29   109.25  3.000
 CKG  H301  C30  C29   109.47  3.000
 CKG  H302  C30  C25   109.61  3.000
 CKG  H301  C30  C25   110.08  3.000
 CKG  C29   C30  C25   111.12  3.000
 CKG  H292  C29  H291  106.94  3.000
 CKG  H292  C29  N28   109.06  3.000
 CKG  H291  C29  N28   112.31  3.000
 CKG  H292  C29  C30   109.99  3.000
 CKG  H291  C29  C30   108.41  3.000
 CKG  N28   C29  C30   110.07  3.000
 CKG  H28   N28  C27   109.40  3.000
 CKG  H28   N28  C29   109.33  3.000
 CKG  C27   N28  C29   111.42  3.000
 CKG  H272  C27  H271  106.81  3.000
 CKG  H272  C27  C26   109.94  3.000
 CKG  H271  C27  C26   108.54  3.000
 CKG  H272  C27  N28   108.93  3.000
 CKG  H271  C27  N28   112.35  3.000
 CKG  C26   C27  N28   110.21  3.000
 CKG  H262  C26  H261  107.01  3.000
 CKG  H262  C26  C27   109.09  3.000
 CKG  H261  C26  C27   109.34  3.000
 CKG  H262  C26  C25   110.92  3.000
 CKG  H261  C26  C25   109.94  3.000
 CKG  C27   C26  C25   110.47  3.000
 CKG  C11   C3   N7    129.87  3.000
 CKG  C11   C3   C4    122.66  3.000
 CKG  N7    C3   C4    107.46  3.000
 CKG  C10   C11  N18   122.77  3.000
 CKG  C10   C11  C3    116.07  3.000
 CKG  N18   C11  C3    121.15  3.000
 CKG  C12   N18  C11   117.14  3.000
 CKG  N15   C12  N13   116.46  3.000
 CKG  N15   C12  N18   118.17  3.000
 CKG  N13   C12  N18   125.24  3.000
 CKG  C14   N13  C12   116.74  3.000
 CKG  H14   C14  C10   120.08  3.000
 CKG  H14   C14  N13   116.42  3.000
 CKG  C10   C14  N13   123.50  3.000
 CKG  C1    C10  C14   124.07  3.000
 CKG  C1    C10  C11   121.23  3.000
 CKG  C14   C10  C11   114.62  3.000
 CKG  H12C  C1   H11C  106.41  3.000
 CKG  H12C  C1   C10   108.33  3.000
 CKG  H11C  C1   C10   109.96  3.000
 CKG  H12C  C1   C2    108.71  3.000
 CKG  H11C  C1   C2    110.22  3.000
 CKG  C10   C1   C2    112.98  3.000
 CKG  C16   N15  C12   122.51  3.000
 CKG  C19   C16  C23   116.77  3.000
 CKG  C19   C16  N15   125.59  3.000
 CKG  C23   C16  N15   117.61  3.000
 CKG  H23   C23  C22   121.22  3.000
 CKG  H23   C23  C16   116.84  3.000
 CKG  C22   C23  C16   121.94  3.000
 CKG  H22   C22  C21   117.28  3.000
 CKG  H22   C22  C23   119.94  3.000
 CKG  C21   C22  C23   122.78  3.000
 CKG  H212  C21  H211  103.62  3.000
 CKG  H212  C21  C20   109.67  3.000
 CKG  H211  C21  C20   109.62  3.000
 CKG  H212  C21  C22   109.78  3.000
 CKG  H211  C21  C22   109.80  3.000
 CKG  C20   C21  C22   113.86  3.000
 CKG  H20   C20  C19   119.55  3.000
 CKG  H20   C20  C21   117.04  3.000
 CKG  C19   C20  C21   123.41  3.000
 CKG  H19   C19  C20   119.72  3.000
 CKG  H19   C19  C16   119.05  3.000
 CKG  C20   C19  C16   121.23  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
 CKG  CONST_01  N7    C3   C4   C5      0.00   0.0  0
 CKG  CONST_02  C11   C3   C4   C5    180.00   0.0  0
 CKG  CONST_03  C3    N7   N6   C5      0.00   0.0  0
 CKG  CONST_04  N7    N6   C5   C4      0.00   0.0  0
 CKG  CONST_05  N6    N7   C3   C4      0.00   0.0  0
 CKG  CONST_07  C10   C11  C3   C4      0.00   0.0  0
 CKG  CONST_08  C3    C4   C5   N6      0.00   0.0  0
 CKG  CONST_09  C11   C3   N7   N6    180.00   0.0  0
 CKG  CONST_10  N18   C11  C3   N7      0.00   0.0  0
 CKG  CONST_11  C10   C11  C3   N7    180.00   0.0  0
 CKG  CONST_12  C12   N18  C11  C3    180.00   0.0  0
 CKG  CONST_13  C14   C10  C11  C3    180.00   0.0  0
 CKG  CONST_14  N13   C12  N18  C11     0.00   0.0  0
 CKG  CONST_15  N13   C14  C10  C11     0.00   0.0  0
 CKG  CONST_16  C14   C10  C11  N18     0.00   0.0  0
 CKG  CONST_17  C14   N13  C12  N18     0.00   0.0  0
 CKG  CONST_18  C10   C11  N18  C12     0.00   0.0  0
 CKG  CONST_19  C10   C14  N13  C12     0.00   0.0  0
 CKG  CONST_20  C2    C4   C5   C8      0.00   0.0  0
 CKG  CONST_21  C3    C4   C5   C8    180.00   0.0  0
 CKG  CONST_22  N7    N6   C5   C8    180.00   0.0  0
 CKG  CONST_23  C17   N7   N6   C5    180.00   0.0  0
 CKG  CONST_24  C17   N7   C3   C4    180.00   0.0  0
 CKG  CONST_25  C11   C3   N7   C17     0.00   0.0  0
 CKG  CONST_26  N15   C12  N18  C11   180.00   0.0  0
 CKG  CONST_27  N15   C12  N13  C14   180.00   0.0  0
 CKG  CONST_28  H14   C14  C10  C11   180.00   0.0  0
 CKG  CONST_29  H241  N24  C8   C5    180.00   0.0  0
 CKG  CONST_30  H242  N24  C8   C5      0.00   0.0  0
 CKG  Var_01    C1    C2   C4   C5    151.92  30.0  1
 CKG  Var_02    C10   C1   C2   C4     45.16  30.0  1
 CKG  Var_03    C11   C10  C1   C2    -35.28  30.0  1
 CKG  Var_04    N28   C29  C30  C25   -56.33  30.0  1
 CKG  Var_05    N28   C27  C26  C25    57.36  30.0  1
 CKG  Var_06    C27   N28  C29  C30    61.42  30.0  1
 CKG  Var_07    C26   C27  N28  C29   -62.16  30.0  1
 CKG  Var_08    C21   C22  C23  C16     0.90  30.0  1
 CKG  Var_09    C21   C20  C19  C16     0.71  30.0  1
 CKG  Var_10    C20   C19  C16  C23     0.58  30.0  1
 CKG  Var_11    C20   C21  C22  C23     0.36  30.0  1
 CKG  Var_12    C19   C16  C23  C22    -1.40  30.0  1
 CKG  Var_13    C19   C20  C21  C22    -1.19  30.0  1
 CKG  Var_14    C25   C17  N7   N6     92.71  30.0  2
 CKG  Var_15    C23   C16  N15  C12  -174.15  30.0  2
 CKG  Var_16    C4    C5   C8   O9      3.19  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
 CKG  chir_01  C25  C17  C30  C26  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
 CKG  plan-1  O9    0.020
 CKG  plan-1  C8    0.020
 CKG  plan-1  N24   0.020
 CKG  plan-1  C5    0.020
 CKG  plan-1  H241  0.020
 CKG  plan-1  H242  0.020
 CKG  plan-2  C8    0.020
 CKG  plan-2  C5    0.020
 CKG  plan-2  C4    0.020
 CKG  plan-2  C2    0.020
 CKG  plan-2  N6    0.020
 CKG  plan-2  N7    0.020
 CKG  plan-2  C17   0.020
 CKG  plan-2  C3    0.020
 CKG  plan-2  C11   0.020
 CKG  plan-3  C3    0.020
 CKG  plan-3  C11   0.020
 CKG  plan-3  N18   0.020
 CKG  plan-3  C12   0.020
 CKG  plan-3  N13   0.020
 CKG  plan-3  C14   0.020
 CKG  plan-3  C10   0.020
 CKG  plan-3  C1    0.020
 CKG  plan-3  N15   0.020
 CKG  plan-3  H14   0.020

