# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 10:46:40 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: 4-[6-(4-amino-4-methylpiperidin-1-yl)-1H-pyrazolo[3,4-b]pyrazin-3-yl]-3-chloro-N-methylpyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1nccc(c1Cl)c2n[nH]c3nc(cnc23)N4CCC(C)(N)CC4
#
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
 37I  37I  "4-[6-(4-amino-4-methylpiperidin-1-yl)-1H-pyrazolo[3,4-b]pyrazin-3-yl]-3-chloro-N-methylpyridin-2-amine"  ligand  47  26  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_37I
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
 37I  C12   C   CR5   0   0.192   -98.9598  105.5285  30.7537
 37I  C13   C   CR6   0   0.262   -99.2616  106.8997  31.1696
 37I  C14   C   CR6   0  -0.265  -100.5414  107.4002  31.3193
 37I  C16   C   CR6   0   0.593  -100.7359  108.7446  31.7274
 37I  C20   C   CR16  0  -0.047   -98.4689  109.0483  31.8451
 37I  C21   C   CR16  0  -0.438   -98.1904  107.7597  31.4516
 37I  C22   C   CR56  0  -0.030   -97.9592  104.6689  31.2860
 37I  N23   N   N     0  -0.356   -97.0656  104.7661  32.2804
 37I  C24   C   CR16  0  -0.198   -96.3072  103.7245  32.4710
 37I  C02   C   CT    0   0.070   -95.7500   98.9305  33.2978
 37I  C03   C   CH3   0  -0.653   -94.4558   98.1441  33.0888
 37I  C04   C   CH2   0  -0.420   -96.4390   99.2043  31.9541
 37I  C05   C   CH2   0  -0.341   -95.7029  100.2467  31.1202
 37I  C07   C   CR6   0   0.498   -96.3973  102.5179  31.6746
 37I  C09   C   CR56  0   0.529   -98.0484  103.4978  30.5327
 37I  C18   C   CH3   0  -0.507  -102.1932  110.6340  32.2666
 37I  C25   C   CH2   0  -0.346   -94.7657  101.2844  33.0769
 37I  C26   C   CH2   0  -0.421   -95.4579  100.2759  33.9894
 37I  N01   N   NH2   0  -0.789   -96.6412   98.0858  34.0895
 37I  N06   N   NT    0  -0.484   -95.5453  101.4845  31.8665
 37I  N08   N   N     0  -0.483   -97.2990  102.4185  30.7044
 37I  N10   N   NR15  0  -0.525   -99.0370  103.7062  29.6424
 37I  N11   N   N     0  -0.243   -99.5843  104.9215  29.7702
 37I  N17   N   NH1   0  -0.663  -101.9685  109.2629  31.8871
 37I  N19   N   N     0  -0.471   -99.6966  109.5364  31.9773
 37I  CL15  CL  CL    0  -0.119  -101.9434  106.4150  31.0720
 37I  H1    H   HCR6  0   0.261   -97.6588  109.7352  32.0638
 37I  H2    H   HCR6  0   0.261   -97.1696  107.4229  31.3462
 37I  H3    H   HCR6  0   0.273   -95.5829  103.8055  33.2689
 37I  H4    H   HCH3  0   0.228   -93.9877   97.9155  34.0491
 37I  H5    H   HCH3  0   0.231   -94.6630   97.2004  32.5827
 37I  H6    H   HCH3  0   0.227   -93.7210   98.6863  32.4940
 37I  H7    H   HCH2  0   0.231   -97.4599   99.5591  32.1343
 37I  H8    H   HCH2  0   0.236   -96.5220   98.2741  31.3863
 37I  H9    H   HCH2  0   0.250   -94.7032   99.8913  30.8566
 37I  H10   H   HCH2  0   0.273   -96.2288  100.4413  30.1902
 37I  H11   H   HCH3  0   0.247  -103.2661  110.7963  32.3234
 37I  H12   H   HCH3  0   0.232  -101.7605  110.8612  33.2417
 37I  H13   H   HCH3  0   0.230  -101.7773  111.3374  31.5426
 37I  H14   H   HCH2  0   0.254   -93.7766  100.9264  32.7803
 37I  H15   H   HCH2  0   0.272   -94.5979  102.2191  33.6033
 37I  H16   H   HCH2  0   0.230   -96.4027  100.7122  34.3317
 37I  H17   H   HCH2  0   0.234   -94.8439  100.1101  34.8796
 37I  H18   H   HNH2  0   0.337   -96.2084   97.8898  34.9859
 37I  H19   H   HNH2  0   0.336   -97.4892   98.5995  34.3048
 37I  H21   H   HNR5  0   0.418   -99.3703  103.0800  28.9258
 37I  H22   H   HNH1  0   0.394  -102.7667  108.7027  31.6474

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
 37I  N10  N11   aromatic  1.339  0.020  1.339
 37I  N10  C09   aromatic  1.347  0.020  1.347
 37I  N11  C12   aromatic  1.314  0.020  1.314
 37I  C09  N08   aromatic  1.325  0.020  1.325
 37I  C09  C22   aromatic  1.395  0.020  1.395
 37I  C12  C13   single    1.464  0.020  1.464
 37I  C12  C22   aromatic  1.422  0.020  1.422
 37I  C21  C13   aromatic  1.402  0.020  1.402
 37I  C21  C20   aromatic  1.376  0.020  1.376
 37I  N08  C07   aromatic  1.328  0.020  1.328
 37I  C13  C14   aromatic  1.382  0.020  1.382
 37I  C22  N23   aromatic  1.340  0.020  1.340
 37I  C20  N19   aromatic  1.328  0.020  1.328
 37I  C05  C04   single    1.524  0.020  1.524
 37I  C05  N06   single    1.454  0.020  1.454
 37I  C14  CL15  single    1.731  0.020  1.731
 37I  C14  C16   aromatic  1.418  0.020  1.418
 37I  N19  C16   aromatic  1.330  0.020  1.330
 37I  C07  N06   single    1.353  0.020  1.353
 37I  C07  C24   aromatic  1.449  0.020  1.449
 37I  C16  N17   single    1.347  0.020  1.347
 37I  C04  C02   single    1.535  0.020  1.535
 37I  N06  C25   single    1.454  0.020  1.454
 37I  N23  C24   aromatic  1.302  0.020  1.302
 37I  N17  C18   single    1.440  0.020  1.440
 37I  C03  C02   single    1.529  0.020  1.529
 37I  C02  N01   single    1.461  0.020  1.461
 37I  C02  C26   single    1.541  0.020  1.541
 37I  C25  C26   single    1.526  0.020  1.526
 37I  C20  H1    single    0.930  0.020  1.080
 37I  C21  H2    single    0.930  0.020  1.080
 37I  C24  H3    single    0.930  0.020  1.080
 37I  C03  H4    single    0.970  0.020  1.090
 37I  C03  H5    single    0.970  0.020  1.090
 37I  C03  H6    single    0.970  0.020  1.090
 37I  C04  H7    single    0.970  0.020  1.090
 37I  C04  H8    single    0.970  0.020  1.090
 37I  C05  H9    single    0.970  0.020  1.090
 37I  C05  H10   single    0.970  0.020  1.090
 37I  C18  H11   single    0.970  0.020  1.090
 37I  C18  H12   single    0.970  0.020  1.090
 37I  C18  H13   single    0.970  0.020  1.090
 37I  C25  H14   single    0.970  0.020  1.090
 37I  C25  H15   single    0.970  0.020  1.090
 37I  C26  H16   single    0.970  0.020  1.090
 37I  C26  H17   single    0.970  0.020  1.090
 37I  N01  H18   single    0.890  0.020  1.040
 37I  N01  H19   single    0.890  0.020  1.040
 37I  N10  H21   single    0.860  0.020  1.020
 37I  N17  H22   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
 37I  N11   C12  C22  109.59  3.000
 37I  C22   C12  C13  127.20  3.000
 37I  N11   C12  C13  123.18  3.000
 37I  C21   C13  C14  117.60  3.000
 37I  C14   C13  C12  124.10  3.000
 37I  C21   C13  C12  118.29  3.000
 37I  CL15  C14  C16  118.00  3.000
 37I  C16   C14  C13  120.09  3.000
 37I  CL15  C14  C13  121.88  3.000
 37I  N19   C16  N17  117.63  3.000
 37I  N17   C16  C14  121.63  3.000
 37I  N19   C16  C14  120.74  3.000
 37I  H1    C20  N19  115.97  3.000
 37I  H1    C20  C21  119.98  3.000
 37I  N19   C20  C21  124.05  3.000
 37I  H2    C21  C20  120.75  3.000
 37I  H2    C21  C13  120.73  3.000
 37I  C20   C21  C13  118.51  3.000
 37I  C09   C22  N23  120.26  3.000
 37I  N23   C22  C12  134.65  3.000
 37I  C09   C22  C12  105.08  3.000
 37I  C24   N23  C22  116.02  3.000
 37I  H3    C24  C07  120.66  3.000
 37I  H3    C24  N23  116.00  3.000
 37I  C07   C24  N23  123.33  3.000
 37I  N01   C02  C26  112.16  3.000
 37I  C26   C02  C04  108.81  3.000
 37I  N01   C02  C04  107.68  3.000
 37I  C26   C02  C03  110.49  3.000
 37I  N01   C02  C03  107.04  3.000
 37I  C04   C02  C03  110.62  3.000
 37I  H6    C03  H5   107.77  3.000
 37I  H6    C03  H4   107.16  3.000
 37I  H5    C03  H4   107.95  3.000
 37I  H6    C03  C02  112.92  3.000
 37I  H5    C03  C02  110.35  3.000
 37I  H4    C03  C02  110.50  3.000
 37I  H8    C04  H7   106.88  3.000
 37I  H8    C04  C05  109.54  3.000
 37I  H7    C04  C05  108.57  3.000
 37I  H8    C04  C02  109.70  3.000
 37I  H7    C04  C02  109.39  3.000
 37I  C05   C04  C02  112.59  3.000
 37I  H10   C05  H9   107.13  3.000
 37I  H10   C05  N06  109.85  3.000
 37I  H9    C05  N06  107.54  3.000
 37I  H10   C05  C04  110.93  3.000
 37I  H9    C05  C04  110.55  3.000
 37I  N06   C05  C04  110.71  3.000
 37I  N08   C07  N06  118.29  3.000
 37I  N06   C07  C24  121.27  3.000
 37I  N08   C07  C24  120.40  3.000
 37I  N10   C09  N08  128.82  3.000
 37I  N08   C09  C22  125.28  3.000
 37I  N10   C09  C22  105.90  3.000
 37I  H13   C18  H12  107.91  3.000
 37I  H13   C18  H11  108.34  3.000
 37I  H12   C18  H11  108.29  3.000
 37I  H13   C18  N17  112.28  3.000
 37I  H12   C18  N17  111.83  3.000
 37I  H11   C18  N17  108.06  3.000
 37I  H15   C25  H14  105.88  3.000
 37I  H15   C25  N06  111.60  3.000
 37I  H14   C25  N06  107.72  3.000
 37I  H15   C25  C26  110.43  3.000
 37I  H14   C25  C26  110.87  3.000
 37I  N06   C25  C26  110.22  3.000
 37I  H17   C26  H16  106.87  3.000
 37I  H17   C26  C25  109.40  3.000
 37I  H16   C26  C25  108.35  3.000
 37I  H17   C26  C02  109.83  3.000
 37I  H16   C26  C02  108.94  3.000
 37I  C25   C26  C02  113.24  3.000
 37I  H19   N01  H18  105.48  3.000
 37I  H19   N01  C02  109.40  3.000
 37I  H18   N01  C02  109.29  3.000
 37I  C25   N06  C07  124.12  3.000
 37I  C25   N06  C05  111.62  3.000
 37I  C07   N06  C05  120.60  3.000
 37I  C09   N08  C07  114.69  3.000
 37I  H21   N10  N11  119.77  3.000
 37I  H21   N10  C09  128.05  3.000
 37I  N11   N10  C09  112.17  3.000
 37I  N10   N11  C12  107.25  3.000
 37I  H22   N17  C18  118.03  3.000
 37I  H22   N17  C16  118.98  3.000
 37I  C18   N17  C16  122.72  3.000
 37I  C20   N19  C16  119.01  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
 37I  CONST_01  C09   N10  N11  C12     0.00   0.0  0
 37I  CONST_02  C20   C21  C13  C12   180.00   0.0  0
 37I  CONST_03  C16   C14  C13  C12   180.00   0.0  0
 37I  CONST_04  N10   C09  C22  C12     0.00   0.0  0
 37I  CONST_05  N08   C09  C22  C12   180.00   0.0  0
 37I  CONST_06  C24   N23  C22  C12   180.00   0.0  0
 37I  CONST_07  N10   N11  C12  C13   180.00   0.0  0
 37I  CONST_08  C09   C22  C12  C13   180.00   0.0  0
 37I  CONST_09  N23   C22  C12  C13     0.00   0.0  0
 37I  CONST_10  N19   C20  C21  C13     0.00   0.0  0
 37I  CONST_11  N19   C16  C14  C13     0.00   0.0  0
 37I  CONST_14  C20   C21  C13  C14     0.00   0.0  0
 37I  CONST_15  C20   N19  C16  C14     0.00   0.0  0
 37I  CONST_16  C21   C13  C14  C16     0.00   0.0  0
 37I  CONST_17  C21   C20  N19  C16     0.00   0.0  0
 37I  CONST_20  N11   N10  C09  C22     0.00   0.0  0
 37I  CONST_21  C07   N08  C09  C22     0.00   0.0  0
 37I  CONST_22  N10   N11  C12  C22     0.00   0.0  0
 37I  CONST_23  C07   C24  N23  C22     0.00   0.0  0
 37I  CONST_24  N10   C09  C22  N23   180.00   0.0  0
 37I  CONST_25  N08   C09  C22  N23     0.00   0.0  0
 37I  CONST_26  N11   C12  C22  N23   180.00   0.0  0
 37I  CONST_27  N08   C07  C24  N23     0.00   0.0  0
 37I  CONST_28  C09   N08  C07  C24     0.00   0.0  0
 37I  CONST_29  C09   C22  N23  C24     0.00   0.0  0
 37I  CONST_30  N10   C09  N08  C07   180.00   0.0  0
 37I  CONST_31  N11   C12  C22  C09     0.00   0.0  0
 37I  CONST_32  N11   N10  C09  N08   180.00   0.0  0
 37I  CONST_33  N06   C07  C24  N23   180.00   0.0  0
 37I  CONST_34  N06   C07  N08  C09   180.00   0.0  0
 37I  CONST_35  CL15  C14  C13  C12     0.00   0.0  0
 37I  CONST_36  N17   C16  C14  C13   180.00   0.0  0
 37I  CONST_37  N17   C16  N19  C20   180.00   0.0  0
 37I  CONST_38  CL15  C14  C13  C21   180.00   0.0  0
 37I  CONST_39  CL15  C14  C16  N19   180.00   0.0  0
 37I  CONST_40  H21   N10  N11  C12   180.00   0.0  0
 37I  CONST_41  H2    C21  C13  C12     0.00   0.0  0
 37I  CONST_42  H1    C20  C21  C13   180.00   0.0  0
 37I  CONST_43  H2    C21  C13  C14   180.00   0.0  0
 37I  CONST_44  H1    C20  N19  C16   180.00   0.0  0
 37I  CONST_45  H21   N10  C09  C22   180.00   0.0  0
 37I  CONST_46  H3    C24  N23  C22   180.00   0.0  0
 37I  CONST_47  H3    C24  C07  N06     0.00   0.0  0
 37I  CONST_48  H21   N10  C09  N08     0.00   0.0  0
 37I  CONST_49  H3    C24  C07  N08   180.00   0.0  0
 37I  CONST_50  H2    C21  C20  N19   180.00   0.0  0
 37I  CONST_51  C18   N17  C16  C14   180.00   0.0  0
 37I  CONST_52  N19   C16  N17  C18     0.00   0.0  0
 37I  CONST_53  H22   N17  C16  C14     0.00   0.0  0
 37I  CONST_54  H22   N17  C16  N19   180.00   0.0  0
 37I  Var_01    C05   N06  C07  C24   175.95  30.0  2
 37I  Var_02    C25   N06  C07  C24    19.33  30.0  2
 37I  Var_03    N06   C05  C04  C02   -56.06  30.0  1
 37I  Var_04    N06   C25  C26  C02    55.23  30.0  1
 37I  Var_05    C07   N06  C05  C04   -98.26  30.0  1
 37I  Var_06    C25   N06  C05  C04    61.04  30.0  1
 37I  Var_07    N08   C07  N06  C05    -6.13  30.0  2
 37I  Var_08    C26   C25  N06  C05   -60.30  30.0  1
 37I  Var_09    C26   C25  N06  C07    98.14  30.0  1
 37I  Var_10    N08   C07  N06  C25  -162.75  30.0  2
 37I  Var_11    H9    C05  C04  C02    63.01  30.0  1
 37I  Var_12    H10   C05  C04  C02  -178.29  30.0  1
 37I  Var_13    H14   C25  C26  C02   -63.96  30.0  1
 37I  Var_14    H15   C25  C26  C02   179.00  30.0  1
 37I  Var_15    H14   C25  N06  C05    60.78  30.0  1
 37I  Var_16    H15   C25  N06  C05   176.61  30.0  1
 37I  Var_17    H9    C05  N06  C07   140.86  30.0  1
 37I  Var_18    H10   C05  N06  C07    24.59  30.0  1
 37I  Var_19    H14   C25  N06  C07  -140.77  30.0  1
 37I  Var_20    H15   C25  N06  C07   -24.95  30.0  1
 37I  Var_21    H9    C05  N06  C25   -59.83  30.0  1
 37I  Var_22    H10   C05  N06  C25  -176.10  30.0  1
 37I  Var_23    H7    C04  C05  N06    65.22  30.0  1
 37I  Var_24    H8    C04  C05  N06  -178.41  30.0  1
 37I  Var_25    H16   C26  C25  N06   -65.74  30.0  1
 37I  Var_26    H17   C26  C25  N06   178.10  30.0  1
 37I  Var_27    H11   C18  N17  C16   179.84  30.0  3
 37I  Var_28    H12   C18  N17  C16   -61.06  30.0  3
 37I  Var_29    H13   C18  N17  C16    60.42  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
 37I  chir_01  C02  C04  N01  C26  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
 37I  plan-1  C12   0.020
 37I  plan-1  C13   0.020
 37I  plan-1  C14   0.020
 37I  plan-1  C16   0.020
 37I  plan-1  C20   0.020
 37I  plan-1  C21   0.020
 37I  plan-1  N17   0.020
 37I  plan-1  N19   0.020
 37I  plan-1  CL15  0.020
 37I  plan-1  H1    0.020
 37I  plan-1  H2    0.020
 37I  plan-2  C12   0.020
 37I  plan-2  C13   0.020
 37I  plan-2  C22   0.020
 37I  plan-2  N23   0.020
 37I  plan-2  C24   0.020
 37I  plan-2  C07   0.020
 37I  plan-2  C09   0.020
 37I  plan-2  N06   0.020
 37I  plan-2  N08   0.020
 37I  plan-2  N10   0.020
 37I  plan-2  N11   0.020
 37I  plan-2  H3    0.020
 37I  plan-2  H21   0.020
 37I  plan-3  C16   0.020
 37I  plan-3  C18   0.020
 37I  plan-3  N17   0.020
 37I  plan-3  H22   0.020

