# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 03:44:30 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 6-methoxy-3,8-dimethyl-4-(morpholin-4-ylmethyl)-1H-pyrazolo[3,4-b]quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C)c2nc3[nH]nc(C)c3c(CN4CCOCC4)c2c1
#
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
 C1L  C1L  6-methoxy-3,8-dimethyl-4-(morpholin-4-ylmethyl)-1H-pyrazolo[3,4-b]quinoline  ligand  46  24  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C1L
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
 C1L  C5    C  CR16  0  -0.492   1.5811   1.1846  -0.7769
 C1L  C14   C  CR16  0  -0.446   3.7467   0.5399   0.0661
 C1L  C2    C  CR66  0   0.082   1.0533  -0.0830  -0.4253
 C1L  C3    C  CR56  0  -0.162  -0.6993  -1.6854  -0.2349
 C1L  C9    C  CR6   0   0.089   3.2888  -0.6979   0.4244
 C1L  C1    C  CR6   0   0.145  -0.3057  -0.4256  -0.6431
 C1L  C4    C  CR66  0   0.137   1.9246  -1.0444   0.1880
 C1L  C10   C  CR6   0   0.423   2.8930   1.4938  -0.5414
 C1L  C7    C  CR5   0   0.187  -1.9094  -2.4647  -0.2327
 C1L  C6    C  CR56  0   0.527   0.2689  -2.5417   0.3514
 C1L  C20   C  CH2   0  -0.309  -3.3362   1.7318  -0.9000
 C1L  C24   C  CH2   0  -0.302  -1.6521   1.7833   0.7824
 C1L  C21   C  CH2   0  -0.190  -4.3522   2.1585   0.1414
 C1L  C23   C  CH2   0  -0.183  -2.7110   2.2092   1.7813
 C1L  C17   C  CH3   0  -0.715   4.1996  -1.6979   1.0669
 C1L  C13   C  CH3   0  -0.764  -3.2668  -2.0944  -0.7134
 C1L  C16   C  CH3   0  -0.439   4.6494   3.1014  -0.6662
 C1L  C18   C  CH2   0  -0.391  -1.3052   0.5202  -1.2526
 C1L  N8    N  N     0  -0.466   1.5285  -2.2703   0.5688
 C1L  N11   N  NR15  0  -0.556  -0.3806  -3.6917   0.6413
 C1L  N12   N  N     0  -0.239  -1.6766  -3.6357   0.2935
 C1L  N19   N  NT    0  -0.410  -2.2617   0.9888  -0.2684
 C1L  O22   O  O2    0  -0.485  -3.7553   2.9268   1.1621
 C1L  O15   O  O2    0  -0.477   3.3105   2.7218  -0.9143
 C1L  H5    H  HCR6  0   0.255   0.9533   1.9321  -1.2421
 C1L  H14   H  HCR6  0   0.278   4.7847   0.7789   0.2577
 C1L  H20   H  HCH2  0   0.243  -3.8312   1.0946  -1.6373
 C1L  H20A  H  HCH2  0   0.208  -2.9595   2.6208  -1.4357
 C1L  H24   H  HCH2  0   0.199  -1.1398   2.6747   0.3788
 C1L  H24A  H  HCH2  0   0.247  -0.9029   1.1888   1.3093
 C1L  H21   H  HCH2  0   0.238  -5.1271   2.7714  -0.3212
 C1L  H21A  H  HCH2  0   0.201  -4.8338   1.2647   0.5645
 C1L  H23   H  HCH2  0   0.201  -3.1066   1.3163   2.2866
 C1L  H23A  H  HCH2  0   0.237  -2.2701   2.8588   2.5386
 C1L  H17   H  HCH3  0   0.245   3.8260  -2.0049   2.0444
 C1L  H17A  H  HCH3  0   0.245   4.2826  -2.6033   0.4644
 C1L  H17B  H  HCH3  0   0.242   5.1986  -1.2859   1.1992
 C1L  H13   H  HCH3  0   0.245  -3.2710  -1.8962  -1.7866
 C1L  H13A  H  HCH3  0   0.254  -3.9722  -2.9002  -0.5176
 C1L  H13B  H  HCH3  0   0.261  -3.6118  -1.1887  -0.2148
 C1L  H16   H  HCH3  0   0.229   4.8868   3.1019   0.4008
 C1L  H16A  H  HCH3  0   0.228   5.3642   2.4586  -1.1863
 C1L  H16B  H  HCH3  0   0.261   4.7553   4.1152  -1.0448
 C1L  H18   H  HCH2  0   0.244  -0.8043   1.3524  -1.7644
 C1L  H18A  H  HCH2  0   0.267  -1.8582  -0.0131  -2.0299
 C1L  HN11  H  HNR5  0   0.410  -0.0078  -4.5186   1.0771

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
 C1L  C5   C2    aromatic  1.417  0.020  1.417
 C1L  C5   C10   aromatic  1.368  0.020  1.368
 C1L  C14  C9    aromatic  1.368  0.020  1.368
 C1L  C14  C10   aromatic  1.417  0.020  1.417
 C1L  C2   C1    aromatic  1.418  0.020  1.418
 C1L  C2   C4    aromatic  1.435  0.020  1.435
 C1L  C3   C1    aromatic  1.382  0.020  1.382
 C1L  C3   C7    aromatic  1.439  0.020  1.439
 C1L  C3   C6    aromatic  1.419  0.020  1.419
 C1L  C9   C4    aromatic  1.427  0.020  1.427
 C1L  C9   C17   single    1.497  0.020  1.497
 C1L  C1   C18   single    1.505  0.020  1.505
 C1L  C4   N8    aromatic  1.343  0.020  1.343
 C1L  C10  O15   single    1.350  0.020  1.350
 C1L  C7   C13   single    1.487  0.020  1.487
 C1L  C7   N12   aromatic  1.305  0.020  1.305
 C1L  C6   N8    aromatic  1.307  0.020  1.307
 C1L  C6   N11   aromatic  1.352  0.020  1.352
 C1L  C20  C21   single    1.516  0.020  1.516
 C1L  C20  N19   single    1.451  0.020  1.451
 C1L  C24  C23   single    1.517  0.020  1.517
 C1L  C24  N19   single    1.452  0.020  1.452
 C1L  C21  O22   single    1.410  0.020  1.410
 C1L  C23  O22   single    1.410  0.020  1.410
 C1L  C16  O15   single    1.414  0.020  1.414
 C1L  C18  N19   single    1.450  0.020  1.450
 C1L  N11  N12   aromatic  1.343  0.020  1.343
 C1L  C5   H5    single    0.930  0.020  1.080
 C1L  C14  H14   single    0.930  0.020  1.080
 C1L  C20  H20   single    0.970  0.020  1.090
 C1L  C20  H20A  single    0.970  0.020  1.090
 C1L  C24  H24   single    0.970  0.020  1.090
 C1L  C24  H24A  single    0.970  0.020  1.090
 C1L  C21  H21   single    0.970  0.020  1.090
 C1L  C21  H21A  single    0.970  0.020  1.090
 C1L  C23  H23   single    0.970  0.020  1.090
 C1L  C23  H23A  single    0.970  0.020  1.090
 C1L  C17  H17   single    0.970  0.020  1.090
 C1L  C17  H17A  single    0.970  0.020  1.090
 C1L  C17  H17B  single    0.970  0.020  1.090
 C1L  C13  H13   single    0.970  0.020  1.090
 C1L  C13  H13A  single    0.970  0.020  1.090
 C1L  C13  H13B  single    0.970  0.020  1.090
 C1L  C16  H16   single    0.970  0.020  1.090
 C1L  C16  H16A  single    0.970  0.020  1.090
 C1L  C16  H16B  single    0.970  0.020  1.090
 C1L  C18  H18   single    0.970  0.020  1.090
 C1L  C18  H18A  single    0.970  0.020  1.090
 C1L  N11  HN11  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
 C1L  H5    C5   C10   118.33  3.000
 C1L  H5    C5   C2    120.58  3.000
 C1L  C10   C5   C2    121.09  3.000
 C1L  H14   C14  C10   120.33  3.000
 C1L  H14   C14  C9    118.34  3.000
 C1L  C10   C14  C9    121.33  3.000
 C1L  C4    C2   C1    119.04  3.000
 C1L  C4    C2   C5    118.63  3.000
 C1L  C1    C2   C5    122.33  3.000
 C1L  C6    C3   C7    104.25  3.000
 C1L  C6    C3   C1    118.55  3.000
 C1L  C7    C3   C1    137.20  3.000
 C1L  C17   C9   C4    119.36  3.000
 C1L  C17   C9   C14   120.88  3.000
 C1L  C4    C9   C14   119.76  3.000
 C1L  C18   C1   C3    120.23  3.000
 C1L  C18   C1   C2    123.14  3.000
 C1L  C3    C1   C2    116.61  3.000
 C1L  N8    C4   C9    117.15  3.000
 C1L  N8    C4   C2    123.61  3.000
 C1L  C9    C4   C2    119.24  3.000
 C1L  O15   C10  C14   123.00  3.000
 C1L  O15   C10  C5    117.05  3.000
 C1L  C14   C10  C5    119.95  3.000
 C1L  N12   C7   C13   121.12  3.000
 C1L  N12   C7   C3    109.67  3.000
 C1L  C13   C7   C3    129.21  3.000
 C1L  N11   C6   N8    127.16  3.000
 C1L  N11   C6   C3    105.91  3.000
 C1L  N8    C6   C3    126.94  3.000
 C1L  H20A  C20  H20   107.25  3.000
 C1L  H20A  C20  N19   111.77  3.000
 C1L  H20   C20  N19   109.30  3.000
 C1L  H20A  C20  C21   109.59  3.000
 C1L  H20   C20  C21   108.90  3.000
 C1L  N19   C20  C21   109.96  3.000
 C1L  H24A  C24  H24   107.30  3.000
 C1L  H24A  C24  N19   109.84  3.000
 C1L  H24   C24  N19   111.83  3.000
 C1L  H24A  C24  C23   108.31  3.000
 C1L  H24   C24  C23   109.75  3.000
 C1L  N19   C24  C23   109.71  3.000
 C1L  H21A  C21  H21   107.97  3.000
 C1L  H21A  C21  O22   110.47  3.000
 C1L  H21   C21  O22   107.54  3.000
 C1L  H21A  C21  C20   109.21  3.000
 C1L  H21   C21  C20   110.05  3.000
 C1L  O22   C21  C20   111.52  3.000
 C1L  H23A  C23  H23   108.06  3.000
 C1L  H23A  C23  O22   107.52  3.000
 C1L  H23   C23  O22   110.40  3.000
 C1L  H23A  C23  C24   110.01  3.000
 C1L  H23   C23  C24   109.01  3.000
 C1L  O22   C23  C24   111.76  3.000
 C1L  H17B  C17  H17A  108.15  3.000
 C1L  H17B  C17  H17   108.17  3.000
 C1L  H17A  C17  H17   106.70  3.000
 C1L  H17B  C17  C9    110.95  3.000
 C1L  H17A  C17  C9    111.33  3.000
 C1L  H17   C17  C9    111.36  3.000
 C1L  H13B  C13  H13A  109.13  3.000
 C1L  H13B  C13  H13   107.32  3.000
 C1L  H13A  C13  H13   107.99  3.000
 C1L  H13B  C13  C7    110.37  3.000
 C1L  H13A  C13  C7    110.43  3.000
 C1L  H13   C13  C7    111.51  3.000
 C1L  H16B  C16  H16A  108.60  3.000
 C1L  H16B  C16  H16   108.56  3.000
 C1L  H16A  C16  H16   108.83  3.000
 C1L  H16B  C16  O15   106.35  3.000
 C1L  H16A  C16  O15   112.21  3.000
 C1L  H16   C16  O15   112.16  3.000
 C1L  H18A  C18  H18   105.62  3.000
 C1L  H18A  C18  N19   107.85  3.000
 C1L  H18   C18  N19   111.86  3.000
 C1L  H18A  C18  C1    108.51  3.000
 C1L  H18   C18  C1    111.23  3.000
 C1L  N19   C18  C1    111.48  3.000
 C1L  C6    N8   C4    115.25  3.000
 C1L  HN11  N11  N12   120.26  3.000
 C1L  HN11  N11  C6    127.86  3.000
 C1L  N12   N11  C6    111.87  3.000
 C1L  N11   N12  C7    108.30  3.000
 C1L  C18   N19  C24   113.03  3.000
 C1L  C18   N19  C20   111.01  3.000
 C1L  C24   N19  C20   110.23  3.000
 C1L  C23   O22  C21   110.73  3.000
 C1L  C16   O15  C10   119.27  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
 C1L  CONST_01  C3    C1   C2   C5    180.00   0.0  0
 C1L  CONST_02  C9    C4   C2   C5      0.00   0.0  0
 C1L  CONST_03  N8    C4   C2   C5    180.00   0.0  0
 C1L  CONST_04  C9    C14  C10  C5      0.00   0.0  0
 C1L  CONST_05  C2    C4   C9   C14     0.00   0.0  0
 C1L  CONST_06  N8    C4   C9   C14   180.00   0.0  0
 C1L  CONST_07  C2    C5   C10  C14     0.00   0.0  0
 C1L  CONST_08  C7    C3   C1   C2    180.00   0.0  0
 C1L  CONST_09  C6    C3   C1   C2      0.00   0.0  0
 C1L  CONST_10  C6    N8   C4   C2      0.00   0.0  0
 C1L  CONST_11  C4    C2   C1   C3      0.00   0.0  0
 C1L  CONST_12  N11   N12  C7   C3      0.00   0.0  0
 C1L  CONST_13  C4    N8   C6   C3      0.00   0.0  0
 C1L  CONST_14  N12   N11  C6   C3      0.00   0.0  0
 C1L  CONST_15  C1    C2   C4   C9    180.00   0.0  0
 C1L  CONST_16  C6    N8   C4   C9    180.00   0.0  0
 C1L  CONST_17  C10   C5   C2   C1    180.00   0.0  0
 C1L  CONST_18  N8    C4   C2   C1      0.00   0.0  0
 C1L  CONST_19  N12   C7   C3   C1    180.00   0.0  0
 C1L  CONST_20  N8    C6   C3   C1      0.00   0.0  0
 C1L  CONST_21  N11   C6   C3   C1    180.00   0.0  0
 C1L  CONST_22  C10   C5   C2   C4      0.00   0.0  0
 C1L  CONST_23  C10   C14  C9   C4      0.00   0.0  0
 C1L  CONST_24  N11   C6   N8   C4    180.00   0.0  0
 C1L  CONST_25  N8    C6   C3   C7    180.00   0.0  0
 C1L  CONST_26  N11   C6   C3   C7      0.00   0.0  0
 C1L  CONST_27  C6    N11  N12  C7      0.00   0.0  0
 C1L  CONST_28  N12   C7   C3   C6      0.00   0.0  0
 C1L  CONST_29  N12   N11  C6   N8    180.00   0.0  0
 C1L  CONST_30  C18   C1   C2   C5      0.00   0.0  0
 C1L  CONST_31  O15   C10  C5   C2    180.00   0.0  0
 C1L  CONST_32  C17   C9   C4   C2    180.00   0.0  0
 C1L  CONST_33  O15   C10  C14  C9    180.00   0.0  0
 C1L  CONST_34  C13   C7   C3   C1      0.00   0.0  0
 C1L  CONST_35  C18   C1   C2   C4    180.00   0.0  0
 C1L  CONST_36  C17   C9   C14  C10   180.00   0.0  0
 C1L  CONST_37  C18   C1   C3   C7      0.00   0.0  0
 C1L  CONST_38  C18   C1   C3   C6    180.00   0.0  0
 C1L  CONST_39  C13   C7   C3   C6    180.00   0.0  0
 C1L  CONST_40  N8    C4   C9   C17     0.00   0.0  0
 C1L  CONST_41  N11   N12  C7   C13   180.00   0.0  0
 C1L  CONST_42  H14   C14  C10  C5    180.00   0.0  0
 C1L  CONST_43  H5    C5   C10  C14   180.00   0.0  0
 C1L  CONST_44  HN11  N11  C6   C3    180.00   0.0  0
 C1L  Var_01    C23   C24  N19  C20    56.25  30.0  1
 C1L  Var_02    C21   C20  N19  C24   -56.41  30.0  1
 C1L  Var_03    O22   C21  C20  N19    57.12  30.0  1
 C1L  Var_04    O22   C23  C24  N19   -57.07  30.0  1
 C1L  Var_05    N19   C18  C1   C2   -108.68  30.0  2
 C1L  Var_06    C20   N19  C18  C1   -171.25  30.0  3
 C1L  Var_07    H23   C23  O22  C21   -63.91  30.0  1
 C1L  Var_08    H21   C21  O22  C23  -178.23  30.0  1
 C1L  Var_09    H17   C17  C9   C14   121.48  30.0  2
 C1L  Var_10    H13   C13  C7   C3     62.89  30.0  2
 C1L  Var_11    H16   C16  O15  C10   -61.42  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
 C1L  plan-1  C5    0.020
 C1L  plan-1  C14   0.020
 C1L  plan-1  C2    0.020
 C1L  plan-1  C3    0.020
 C1L  plan-1  C9    0.020
 C1L  plan-1  C1    0.020
 C1L  plan-1  C4    0.020
 C1L  plan-1  C10   0.020
 C1L  plan-1  C7    0.020
 C1L  plan-1  C6    0.020
 C1L  plan-1  C17   0.020
 C1L  plan-1  C13   0.020
 C1L  plan-1  C18   0.020
 C1L  plan-1  N8    0.020
 C1L  plan-1  N11   0.020
 C1L  plan-1  N12   0.020
 C1L  plan-1  O15   0.020
 C1L  plan-1  H5    0.020
 C1L  plan-1  H14   0.020
 C1L  plan-1  HN11  0.020

