# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 04:55:03 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (2E)-3-(4-{[6-(1,3-benzothiazol-5-ylamino)-9H-purin-2-yl]amino}-3,5-dimethylphenyl)prop-2-enenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(\C=C\C#N)cc(C)c1Nc2nc3[nH]cnc3c(Nc4ccc5scnc5c4)n2
#
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
 1BT  1BT  (2E)-3-(4-{[6-(1,3-benzothiazol-5-ylamino)-9H-purin-2-yl]amino}-3,5-dimethylphenyl)prop-2-enenitrile  ligand  50  32  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1BT
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
 1BT  N01  N  NS    0  -0.273  -10.2134  -1.5175  -0.1576
 1BT  C02  C  CSP   0   0.084   -9.0913  -1.3044  -0.3245
 1BT  C03  C  C1    0  -0.360   -7.7182  -1.0311  -0.5499
 1BT  C04  C  C1    0  -0.208   -6.7786  -1.4472   0.3139
 1BT  C05  C  CR6   0   0.181   -5.3456  -1.2314   0.1939
 1BT  C06  C  CR16  0  -0.398   -4.5204  -1.6726   1.2275
 1BT  C07  C  CR6   0   0.109   -3.1469  -1.4798   1.1923
 1BT  C08  C  CH3   0  -0.736   -2.2813  -1.9373   2.3285
 1BT  C09  C  CR16  0  -0.408   -4.7579  -0.6145  -0.9115
 1BT  C10  C  CR6   0   0.147   -3.3888  -0.4193  -0.9935
 1BT  C11  C  CH3   0  -0.740   -2.7946   0.1831  -2.2294
 1BT  C12  C  CR6   0   0.217   -2.5881  -0.8367   0.0820
 1BT  N13  N  NH1   0  -0.757   -1.1953  -0.6712   0.0341
 1BT  C14  C  CR6   0   0.585   -0.5527   0.5328   0.0730
 1BT  N15  N  N     0  -0.490   -1.2876   1.6332   0.1131
 1BT  C16  C  CR56  0   0.500   -0.5395   2.7327   0.1255
 1BT  N17  N  NR15  0  -0.656   -0.9359   4.0318   0.1542
 1BT  C18  C  CR15  0   0.098    0.1963   4.7952   0.1648
 1BT  N19  N  N     0  -0.448    1.2877   4.0877   0.1457
 1BT  C20  C  CR56  0  -0.058    0.8460   2.7895   0.1211
 1BT  C21  C  CR6   0   0.525    1.5105   1.5496   0.0980
 1BT  N22  N  NH1   0  -0.776    2.8636   1.5302   0.1003
 1BT  C23  C  CR6   0   0.385    3.7723   0.4755   0.0513
 1BT  C24  C  CR16  0  -0.434    5.1050   0.8171  -0.1504
 1BT  C25  C  CR56  0   0.365    6.0705  -0.1825  -0.1924
 1BT  N26  N  N     0  -0.383    7.4177   0.0266  -0.3863
 1BT  C27  C  CR15  0  -0.218    8.0525  -1.0899  -0.3809
 1BT  S28  S  S2    0   0.212    7.1068  -2.5245  -0.1425
 1BT  C29  C  CR56  0  -0.254    5.6981  -1.5256  -0.0363
 1BT  C30  C  CR16  0  -0.269    4.3694  -1.8727   0.1678
 1BT  C31  C  CR16  0  -0.316    3.4132  -0.8768   0.2138
 1BT  N32  N  N     0  -0.540    0.7890   0.4416   0.0696
 1BT  H1   H  H     0   0.318   -7.4898  -0.4707  -1.4478
 1BT  H2   H  H     0   0.288   -7.0980  -1.9926   1.1958
 1BT  H3   H  HCR6  0   0.258   -4.9626  -2.1601   2.0888
 1BT  H4   H  HCH3  0   0.249   -1.5576  -2.6935   2.0166
 1BT  H5   H  HCH3  0   0.253   -1.7150  -1.1084   2.7562
 1BT  H6   H  HCH3  0   0.256   -2.8838  -2.3752   3.1222
 1BT  H7   H  HCR6  0   0.253   -5.3689  -0.2980  -1.7483
 1BT  H8   H  HCH3  0   0.257   -2.5361   1.2311  -2.0761
 1BT  H9   H  HCH3  0   0.245   -1.8810  -0.3340  -2.5237
 1BT  H10  H  HCH3  0   0.249   -3.4983   0.1293  -3.0587
 1BT  H11  H  HNH1  0   0.399   -0.6210  -1.4671   0.2663
 1BT  H12  H  HNR5  0   0.424   -1.8845   4.3746   0.1673
 1BT  H13  H  HCR5  0   0.288    0.1472   5.8727   0.1869
 1BT  H15  H  HNH1  0   0.421    3.2839   2.4481   0.0786
 1BT  H16  H  HCR6  0   0.278    5.4011   1.8516  -0.2786
 1BT  H17  H  HCR5  0   0.307    9.1232  -1.1700  -0.5148
 1BT  H18  H  HCR6  0   0.276    4.0736  -2.9053   0.2949
 1BT  H19  H  HCR6  0   0.297    2.3816  -1.1418   0.3747

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
 1BT  C18  N19  aromatic  1.301  0.020  1.301
 1BT  C18  N17  aromatic  1.366  0.020  1.366
 1BT  N19  C20  aromatic  1.372  0.020  1.372
 1BT  C31  C30  aromatic  1.381  0.020  1.381
 1BT  C31  C23  aromatic  1.409  0.020  1.409
 1BT  N17  C16  aromatic  1.359  0.020  1.359
 1BT  N22  C23  single    1.393  0.020  1.393
 1BT  N22  C21  single    1.353  0.020  1.353
 1BT  C20  C21  aromatic  1.407  0.020  1.407
 1BT  C20  C16  aromatic  1.387  0.020  1.387
 1BT  C30  C29  aromatic  1.388  0.020  1.388
 1BT  C23  C24  aromatic  1.390  0.020  1.390
 1BT  C21  N32  aromatic  1.322  0.020  1.322
 1BT  C16  N15  aromatic  1.330  0.020  1.330
 1BT  C29  C25  aromatic  1.402  0.020  1.402
 1BT  C29  S28  aromatic  1.730  0.020  1.730
 1BT  N32  C14  aromatic  1.345  0.020  1.345
 1BT  C24  C25  aromatic  1.390  0.020  1.390
 1BT  N15  C14  aromatic  1.324  0.020  1.324
 1BT  C25  N26  aromatic  1.377  0.020  1.377
 1BT  S28  C27  aromatic  1.735  0.020  1.735
 1BT  C14  N13  single    1.365  0.020  1.365
 1BT  N26  C27  aromatic  1.284  0.020  1.284
 1BT  N13  C12  single    1.403  0.020  1.403
 1BT  C08  C07  single    1.500  0.020  1.500
 1BT  C12  C07  aromatic  1.400  0.020  1.400
 1BT  C12  C10  aromatic  1.404  0.020  1.404
 1BT  C07  C06  aromatic  1.387  0.020  1.387
 1BT  C11  C10  single    1.498  0.020  1.498
 1BT  C10  C09  aromatic  1.385  0.020  1.385
 1BT  C06  C05  aromatic  1.394  0.020  1.394
 1BT  C09  C05  aromatic  1.396  0.020  1.396
 1BT  C05  C04  single    1.454  0.020  1.454
 1BT  C04  C03  double    1.342  0.020  1.342
 1BT  C03  C02  single    1.418  0.020  1.418
 1BT  C02  N01  triple    1.154  0.020  1.154
 1BT  C03  H1   single    0.930  0.020  1.080
 1BT  C04  H2   single    0.930  0.020  1.080
 1BT  C06  H3   single    0.930  0.020  1.080
 1BT  C08  H4   single    0.970  0.020  1.090
 1BT  C08  H5   single    0.970  0.020  1.090
 1BT  C08  H6   single    0.970  0.020  1.090
 1BT  C09  H7   single    0.930  0.020  1.080
 1BT  C11  H8   single    0.970  0.020  1.090
 1BT  C11  H9   single    0.970  0.020  1.090
 1BT  C11  H10  single    0.970  0.020  1.090
 1BT  N13  H11  single    0.860  0.020  1.020
 1BT  N17  H12  single    0.860  0.020  1.020
 1BT  C18  H13  single    0.930  0.020  1.080
 1BT  N22  H15  single    0.860  0.020  1.020
 1BT  C24  H16  single    0.930  0.020  1.080
 1BT  C27  H17  single    0.930  0.020  1.080
 1BT  C30  H18  single    0.930  0.020  1.080
 1BT  C31  H19  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
 1BT  C03  C02  N01  180.00  3.000
 1BT  H1   C03  C04  123.12  3.000
 1BT  H1   C03  C02  115.84  3.000
 1BT  C04  C03  C02  121.05  3.000
 1BT  H2   C04  C05  115.58  3.000
 1BT  H2   C04  C03  118.21  3.000
 1BT  C05  C04  C03  126.20  3.000
 1BT  C09  C05  C06  118.54  3.000
 1BT  C09  C05  C04  123.09  3.000
 1BT  C06  C05  C04  118.37  3.000
 1BT  H3   C06  C07  119.11  3.000
 1BT  H3   C06  C05  119.33  3.000
 1BT  C07  C06  C05  121.54  3.000
 1BT  C12  C07  C08  120.71  3.000
 1BT  C12  C07  C06  118.64  3.000
 1BT  C08  C07  C06  120.64  3.000
 1BT  H6   C08  H5   107.88  3.000
 1BT  H6   C08  H4   107.25  3.000
 1BT  H5   C08  H4   107.09  3.000
 1BT  H6   C08  C07  110.84  3.000
 1BT  H5   C08  C07  111.39  3.000
 1BT  H4   C08  C07  112.16  3.000
 1BT  H7   C09  C10  118.06  3.000
 1BT  H7   C09  C05  120.23  3.000
 1BT  C10  C09  C05  121.69  3.000
 1BT  C12  C10  C11  121.69  3.000
 1BT  C11  C10  C09  119.84  3.000
 1BT  C12  C10  C09  118.44  3.000
 1BT  H10  C11  H9   108.20  3.000
 1BT  H10  C11  H8   107.92  3.000
 1BT  H9   C11  H8   107.17  3.000
 1BT  H10  C11  C10  110.62  3.000
 1BT  H9   C11  C10  111.37  3.000
 1BT  H8   C11  C10  111.39  3.000
 1BT  N13  C12  C10  120.31  3.000
 1BT  C10  C12  C07  121.10  3.000
 1BT  N13  C12  C07  118.52  3.000
 1BT  H11  N13  C14  114.91  3.000
 1BT  H11  N13  C12  117.66  3.000
 1BT  C14  N13  C12  124.76  3.000
 1BT  N32  C14  N15  127.61  3.000
 1BT  N15  C14  N13  118.20  3.000
 1BT  N32  C14  N13  114.19  3.000
 1BT  C16  N15  C14  112.04  3.000
 1BT  C20  C16  N17  104.63  3.000
 1BT  C20  C16  N15  126.57  3.000
 1BT  N17  C16  N15  128.80  3.000
 1BT  H12  N17  C18  126.13  3.000
 1BT  H12  N17  C16  126.85  3.000
 1BT  C18  N17  C16  107.02  3.000
 1BT  H13  C18  N19  125.57  3.000
 1BT  H13  C18  N17  121.38  3.000
 1BT  N19  C18  N17  113.05  3.000
 1BT  C20  N19  C18  104.18  3.000
 1BT  C21  C20  N19  133.03  3.000
 1BT  C21  C20  C16  115.84  3.000
 1BT  N19  C20  C16  111.13  3.000
 1BT  N32  C21  N22  122.24  3.000
 1BT  N32  C21  C20  118.75  3.000
 1BT  N22  C21  C20  119.00  3.000
 1BT  H15  N22  C23  114.58  3.000
 1BT  H15  N22  C21  113.78  3.000
 1BT  C23  N22  C21  131.53  3.000
 1BT  C31  C23  C24  119.80  3.000
 1BT  C24  C23  N22  116.38  3.000
 1BT  C31  C23  N22  123.82  3.000
 1BT  H16  C24  C25  119.54  3.000
 1BT  H16  C24  C23  120.90  3.000
 1BT  C25  C24  C23  119.56  3.000
 1BT  C29  C25  N26  114.89  3.000
 1BT  N26  C25  C24  125.06  3.000
 1BT  C29  C25  C24  120.05  3.000
 1BT  C27  N26  C25  110.55  3.000
 1BT  H17  C27  S28  119.69  3.000
 1BT  H17  C27  N26  123.57  3.000
 1BT  S28  C27  N26  116.74  3.000
 1BT  C29  S28  C27   88.56  3.000
 1BT  C30  C29  S28  130.08  3.000
 1BT  S28  C29  C25  109.26  3.000
 1BT  C30  C29  C25  120.66  3.000
 1BT  H18  C30  C31  119.67  3.000
 1BT  H18  C30  C29  121.18  3.000
 1BT  C31  C30  C29  119.15  3.000
 1BT  H19  C31  C30  119.37  3.000
 1BT  H19  C31  C23  119.84  3.000
 1BT  C30  C31  C23  120.79  3.000
 1BT  C21  N32  C14  119.17  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
 1BT  CONST_01  C12  C07  C06  C05     0.00   0.0  0
 1BT  CONST_02  C12  C10  C09  C05     0.00   0.0  0
 1BT  CONST_03  C10  C12  C07  C06     0.00   0.0  0
 1BT  CONST_04  C10  C09  C05  C06     0.00   0.0  0
 1BT  CONST_05  C09  C10  C12  C07     0.00   0.0  0
 1BT  CONST_06  C09  C05  C06  C07     0.00   0.0  0
 1BT  CONST_07  C20  C21  N32  C14     0.00   0.0  0
 1BT  CONST_08  N17  C16  N15  C14   180.00   0.0  0
 1BT  CONST_09  C20  C16  N15  C14     0.00   0.0  0
 1BT  CONST_10  C18  N17  C16  N15   180.00   0.0  0
 1BT  CONST_11  N19  C20  C16  N15   180.00   0.0  0
 1BT  CONST_12  C21  C20  C16  N15     0.00   0.0  0
 1BT  CONST_13  C21  N32  C14  N15     0.00   0.0  0
 1BT  CONST_14  N19  C18  N17  C16     0.00   0.0  0
 1BT  CONST_15  C18  N19  C20  C16     0.00   0.0  0
 1BT  CONST_16  N32  C21  C20  C16     0.00   0.0  0
 1BT  CONST_17  N32  C14  N15  C16     0.00   0.0  0
 1BT  CONST_18  C20  N19  C18  N17     0.00   0.0  0
 1BT  CONST_19  N19  C20  C16  N17     0.00   0.0  0
 1BT  CONST_20  C21  C20  C16  N17   180.00   0.0  0
 1BT  CONST_21  C21  C20  N19  C18   180.00   0.0  0
 1BT  CONST_22  C20  C16  N17  C18     0.00   0.0  0
 1BT  CONST_23  N32  C21  C20  N19   180.00   0.0  0
 1BT  CONST_24  C29  C30  C31  C23     0.00   0.0  0
 1BT  CONST_25  C29  C25  C24  C23     0.00   0.0  0
 1BT  CONST_26  N26  C25  C24  C23   180.00   0.0  0
 1BT  CONST_27  C30  C31  C23  C24     0.00   0.0  0
 1BT  CONST_28  C30  C29  C25  C24     0.00   0.0  0
 1BT  CONST_29  S28  C29  C25  C24   180.00   0.0  0
 1BT  CONST_30  C27  N26  C25  C24   180.00   0.0  0
 1BT  CONST_31  C31  C30  C29  C25     0.00   0.0  0
 1BT  CONST_32  C27  S28  C29  C25     0.00   0.0  0
 1BT  CONST_33  C31  C23  C24  C25     0.00   0.0  0
 1BT  CONST_34  S28  C27  N26  C25     0.00   0.0  0
 1BT  CONST_35  C30  C29  C25  N26   180.00   0.0  0
 1BT  CONST_36  S28  C29  C25  N26     0.00   0.0  0
 1BT  CONST_37  C29  S28  C27  N26     0.00   0.0  0
 1BT  CONST_38  C30  C29  S28  C27   180.00   0.0  0
 1BT  CONST_39  C29  C25  N26  C27     0.00   0.0  0
 1BT  CONST_40  C31  C30  C29  S28   180.00   0.0  0
 1BT  CONST_41  C07  C06  C05  C04   180.00   0.0  0
 1BT  CONST_42  C10  C09  C05  C04   180.00   0.0  0
 1BT  CONST_43  C08  C07  C06  C05   180.00   0.0  0
 1BT  CONST_44  C11  C10  C09  C05   180.00   0.0  0
 1BT  CONST_45  N13  C12  C07  C06   180.00   0.0  0
 1BT  CONST_46  C11  C10  C12  C07   180.00   0.0  0
 1BT  CONST_47  C10  C12  C07  C08   180.00   0.0  0
 1BT  CONST_48  N13  C12  C10  C09   180.00   0.0  0
 1BT  CONST_49  C21  N32  C14  N13   180.00   0.0  0
 1BT  CONST_50  C16  N15  C14  N13   180.00   0.0  0
 1BT  CONST_51  N22  C21  N32  C14   180.00   0.0  0
 1BT  CONST_52  N22  C21  C20  C16   180.00   0.0  0
 1BT  CONST_53  N22  C21  C20  N19     0.00   0.0  0
 1BT  CONST_54  C30  C31  C23  N22   180.00   0.0  0
 1BT  CONST_55  C25  C24  C23  N22   180.00   0.0  0
 1BT  CONST_56  H7   C09  C05  C06   180.00   0.0  0
 1BT  CONST_57  H3   C06  C05  C09   180.00   0.0  0
 1BT  CONST_58  H12  N17  C16  N15     0.00   0.0  0
 1BT  CONST_59  H13  C18  N17  C16   180.00   0.0  0
 1BT  CONST_60  H18  C30  C31  C23   180.00   0.0  0
 1BT  CONST_61  H19  C31  C23  C24   180.00   0.0  0
 1BT  CONST_62  H17  C27  N26  C25   180.00   0.0  0
 1BT  CONST_63  H16  C24  C25  N26     0.00   0.0  0
 1BT  Var_01    C14  N13  C12  C07  -114.41  30.0  2
 1BT  Var_02    N32  C14  N13  C12   177.38  30.0  1
 1BT  Var_03    C23  N22  C21  C20  -178.35  30.0  2
 1BT  Var_04    C31  C23  N22  C21   -11.27  30.0  2
 1BT  Var_05    C06  C05  C04  C03   176.52  30.0  2
 1BT  Var_06    H4   C08  C07  C06   118.06  30.0  2
 1BT  Var_07    H8   C11  C10  C09   102.88  30.0  2
 1BT  Var_08    C05  C04  C03  C02   179.96   0.0  2
 1BT  Var_09    C04  C03  C02  N01  -179.84  30.0  1

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
 1BT  plan-1  C04  0.020
 1BT  plan-1  C05  0.020
 1BT  plan-1  C06  0.020
 1BT  plan-1  C07  0.020
 1BT  plan-1  C08  0.020
 1BT  plan-1  C09  0.020
 1BT  plan-1  C10  0.020
 1BT  plan-1  C11  0.020
 1BT  plan-1  C12  0.020
 1BT  plan-1  N13  0.020
 1BT  plan-1  H3   0.020
 1BT  plan-1  H7   0.020
 1BT  plan-2  N13  0.020
 1BT  plan-2  C14  0.020
 1BT  plan-2  N15  0.020
 1BT  plan-2  C16  0.020
 1BT  plan-2  N17  0.020
 1BT  plan-2  C18  0.020
 1BT  plan-2  N19  0.020
 1BT  plan-2  C20  0.020
 1BT  plan-2  C21  0.020
 1BT  plan-2  N22  0.020
 1BT  plan-2  N32  0.020
 1BT  plan-2  H12  0.020
 1BT  plan-2  H13  0.020
 1BT  plan-3  N22  0.020
 1BT  plan-3  C23  0.020
 1BT  plan-3  C24  0.020
 1BT  plan-3  C25  0.020
 1BT  plan-3  N26  0.020
 1BT  plan-3  C27  0.020
 1BT  plan-3  S28  0.020
 1BT  plan-3  C29  0.020
 1BT  plan-3  C30  0.020
 1BT  plan-3  C31  0.020
 1BT  plan-3  H16  0.020
 1BT  plan-3  H17  0.020
 1BT  plan-3  H18  0.020
 1BT  plan-3  H19  0.020
 1BT  plan-4  C02  0.020
 1BT  plan-4  C03  0.020
 1BT  plan-4  C04  0.020
 1BT  plan-4  C05  0.020
 1BT  plan-4  H1   0.020
 1BT  plan-4  H2   0.020

