# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 07:06:47 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: N~7~-butyl-N~2~-(5-chloro-2-methylphenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2,7-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNc1cc(C)nc2nc(Nc3cc(Cl)ccc3C)nn12
#
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
 501  501  N~7~-butyl-N~2~-(5-chloro-2-methylphenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2,7-diamine  ligand  45  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_501
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
 501  C1    C   CR16  0  -0.308  -5.0095   2.3093   0.1274
 501  C2    C   CR6   0   0.040  -3.6260   2.3766   0.0757
 501  C3    C   CR6   0   0.315  -2.8945   1.1711   0.0620
 501  C4    C   CR16  0  -0.275  -3.5694  -0.0505   0.1002
 501  C5    C   CR6   0  -0.044  -4.9532  -0.0592   0.1532
 501  C6    C   CR16  0  -0.235  -5.6979   1.1037   0.1672
 501  N10   N   NH1   0  -0.804  -1.5134   1.2662   0.0076
 501  C11   C   CR5   0   0.603  -0.5641   0.2899   0.0335
 501  N12   N   N     0  -0.574  -0.8131  -1.0282   0.0952
 501  C13   C   CR56  0   0.625   0.3981  -1.5724   0.1019
 501  N14   N   N     0  -0.434   1.3202  -0.5612   0.0426
 501  N15   N   N     0  -0.379   0.7129   0.6420  -0.0025
 501  N16   N   N     0  -0.495   0.7353  -2.8499   0.1560
 501  C17   C   CR6   0   0.258   2.0412  -3.1081   0.1571
 501  C18   C   CR16  0  -0.489   3.0263  -2.1224   0.1050
 501  C19   C   CR6   0   0.722   2.6555  -0.7795   0.0426
 501  N21   N   NH1   0  -0.672   3.4649   0.2699  -0.0190
 501  C22   C   CH2   0  -0.254   4.9098   0.1641   0.0403
 501  C23   C   CH2   0  -0.463   5.5498   1.5283  -0.1488
 501  C26   C   CH2   0  -0.424   7.0680   1.4617  -0.0481
 501  C29   C   CH3   0  -0.661   7.7238   2.8195  -0.2538
 501  C37   C   CH3   0  -0.723   2.4347  -4.5499   0.2283
 501  CL41  CL  CL    0  -0.138  -5.7671  -1.5934   0.2029
 501  C42   C   CH3   0  -0.769  -2.9316   3.7065   0.0347
 501  H1    H   HCR6  0   0.259  -5.5755   3.2326   0.1392
 501  H4    H   HCR6  0   0.309  -3.0153  -0.9760   0.0897
 501  H6    H   HCR6  0   0.272  -6.7775   1.0824   0.2084
 501  H10   H   HNH1  0   0.423  -1.1297   2.1967  -0.0444
 501  H18   H   HCR6  0   0.291   4.0711  -2.3928   0.1183
 501  H21   H   HNH1  0   0.417   3.0457   1.1881   0.0022
 501  H221  H   HCH2  0   0.246   5.2575  -0.5173  -0.7411
 501  H222  H   HCH2  0   0.243   5.2127  -0.2639   1.0016
 501  H231  H   HCH2  0   0.234   5.1634   2.2197   0.6070
 501  H232  H   HCH2  0   0.236   5.2618   1.9322  -1.1239
 501  H261  H   HCH2  0   0.221   7.4508   0.7529  -0.7881
 501  H262  H   HCH2  0   0.221   7.3481   1.0624   0.9308
 501  H291  H   HCH3  0   0.219   7.4950   3.2236  -1.2417
 501  H292  H   HCH3  0   0.219   7.3755   3.5422   0.4862
 501  H293  H   HCH3  0   0.231   8.8085   2.7532  -0.1665
 501  H371  H   HCH3  0   0.259   2.1032  -4.9860   1.1721
 501  H372  H   HCH3  0   0.258   1.9573  -5.1142  -0.5733
 501  H373  H   HCH3  0   0.248   3.5116  -4.6816   0.1508
 501  H421  H   HCH3  0   0.252  -2.2462   3.8382   0.8758
 501  H422  H   HCH3  0   0.253  -2.3519   3.8372  -0.8829
 501  H423  H   HCH3  0   0.268  -3.6543   4.5189   0.0770

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
 501  C1   C2    aromatic  1.386  0.020  1.386
 501  C1   C6    aromatic  1.389  0.020  1.389
 501  C1   H1    single    0.930  0.020  1.080
 501  C2   C3    aromatic  1.410  0.020  1.410
 501  C2   C42   single    1.501  0.020  1.501
 501  C3   C4    aromatic  1.396  0.020  1.396
 501  C3   N10   single    1.385  0.020  1.385
 501  C4   C5    aromatic  1.385  0.020  1.385
 501  C4   H4    single    0.930  0.020  1.080
 501  C5   C6    aromatic  1.381  0.020  1.381
 501  C5   CL41  single    1.737  0.020  1.737
 501  C6   H6    single    0.930  0.020  1.080
 501  N10  C11   single    1.362  0.020  1.362
 501  N10  H10   single    0.860  0.020  1.020
 501  C11  N12   aromatic  1.343  0.020  1.343
 501  C11  N15   aromatic  1.325  0.020  1.325
 501  N12  C13   aromatic  1.328  0.020  1.328
 501  C13  N14   aromatic  1.370  0.020  1.370
 501  C13  N16   aromatic  1.322  0.020  1.322
 501  N14  N15   aromatic  1.348  0.020  1.348
 501  N14  C19   aromatic  1.353  0.020  1.353
 501  N16  C17   aromatic  1.331  0.020  1.331
 501  C17  C18   aromatic  1.395  0.020  1.395
 501  C17  C37   single    1.496  0.020  1.496
 501  C18  C19   aromatic  1.395  0.020  1.395
 501  C18  H18   single    0.930  0.020  1.080
 501  C19  N21   single    1.327  0.020  1.327
 501  N21  C22   single    1.450  0.020  1.450
 501  N21  H21   single    0.860  0.020  1.020
 501  C22  C23   single    1.519  0.020  1.519
 501  C22  H221  single    0.970  0.020  1.090
 501  C22  H222  single    0.970  0.020  1.090
 501  C23  C26   single    1.523  0.020  1.523
 501  C23  H231  single    0.970  0.020  1.090
 501  C23  H232  single    0.970  0.020  1.090
 501  C26  C29   single    1.522  0.020  1.522
 501  C26  H261  single    0.970  0.020  1.090
 501  C26  H262  single    0.970  0.020  1.090
 501  C29  H291  single    0.970  0.020  1.090
 501  C29  H292  single    0.970  0.020  1.090
 501  C29  H293  single    0.970  0.020  1.090
 501  C37  H371  single    0.970  0.020  1.090
 501  C37  H372  single    0.970  0.020  1.090
 501  C37  H373  single    0.970  0.020  1.090
 501  C42  H421  single    0.970  0.020  1.090
 501  C42  H422  single    0.970  0.020  1.090
 501  C42  H423  single    0.970  0.020  1.090

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
 501  H1    C1   C6    118.73  3.000
 501  H1    C1   C2    118.73  3.000
 501  C6    C1   C2    122.54  3.000
 501  C42   C2   C3    121.15  3.000
 501  C42   C2   C1    120.39  3.000
 501  C3    C2   C1    118.47  3.000
 501  N10   C3   C4    122.89  3.000
 501  N10   C3   C2    117.31  3.000
 501  C4    C3   C2    119.80  3.000
 501  H4    C4   C5    120.55  3.000
 501  H4    C4   C3    120.13  3.000
 501  C5    C4   C3    119.32  3.000
 501  CL41  C5   C6    119.38  3.000
 501  CL41  C5   C4    118.35  3.000
 501  C6    C5   C4    122.27  3.000
 501  H6    C6   C5    121.50  3.000
 501  H6    C6   C1    120.89  3.000
 501  C5    C6   C1    117.61  3.000
 501  H10   N10  C11   113.41  3.000
 501  H10   N10  C3    116.42  3.000
 501  C11   N10  C3    130.16  3.000
 501  N15   C11  N12   116.15  3.000
 501  N15   C11  N10   118.73  3.000
 501  N12   C11  N10   125.11  3.000
 501  C13   N12  C11   103.49  3.000
 501  N16   C13  N14   122.91  3.000
 501  N16   C13  N12   128.95  3.000
 501  N14   C13  N12   108.13  3.000
 501  C19   N14  N15   126.04  3.000
 501  C19   N14  C13   123.04  3.000
 501  N15   N14  C13   110.92  3.000
 501  N14   N15  C11   101.30  3.000
 501  C17   N16  C13   115.95  3.000
 501  C37   C17  C18   119.81  3.000
 501  C37   C17  N16   116.42  3.000
 501  C18   C17  N16   123.77  3.000
 501  H18   C18  C19   119.95  3.000
 501  H18   C18  C17   120.42  3.000
 501  C19   C18  C17   119.64  3.000
 501  N21   C19  C18   126.98  3.000
 501  N21   C19  N14   118.32  3.000
 501  C18   C19  N14   114.70  3.000
 501  H21   N21  C22   118.64  3.000
 501  H21   N21  C19   117.71  3.000
 501  C22   N21  C19   123.25  3.000
 501  H222  C22  H221  107.21  3.000
 501  H222  C22  C23   110.11  3.000
 501  H221  C22  C23   109.68  3.000
 501  H222  C22  N21   109.88  3.000
 501  H221  C22  N21   109.46  3.000
 501  C23   C22  N21   110.44  3.000
 501  H232  C23  H231  106.81  3.000
 501  H232  C23  C26   109.72  3.000
 501  H231  C23  C26   109.50  3.000
 501  H232  C23  C22   109.37  3.000
 501  H231  C23  C22   109.43  3.000
 501  C26   C23  C22   111.87  3.000
 501  H262  C26  H261  106.22  3.000
 501  H262  C26  C29   109.66  3.000
 501  H261  C26  C29   109.62  3.000
 501  H262  C26  C23   109.30  3.000
 501  H261  C26  C23   109.42  3.000
 501  C29   C26  C23   112.43  3.000
 501  H293  C29  H292  107.66  3.000
 501  H293  C29  H291  107.67  3.000
 501  H292  C29  H291  107.55  3.000
 501  H293  C29  C26   111.33  3.000
 501  H292  C29  C26   111.20  3.000
 501  H291  C29  C26   111.25  3.000
 501  H373  C37  H372  108.57  3.000
 501  H373  C37  H371  108.30  3.000
 501  H372  C37  H371  107.22  3.000
 501  H373  C37  C17   111.94  3.000
 501  H372  C37  C17   110.40  3.000
 501  H371  C37  C17   110.27  3.000
 501  H423  C42  H422  107.19  3.000
 501  H423  C42  H421  107.26  3.000
 501  H422  C42  H421  107.40  3.000
 501  H423  C42  C2    110.68  3.000
 501  H422  C42  C2    111.97  3.000
 501  H421  C42  C2    112.08  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
 501  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 501  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 501  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 501  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 501  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 501  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 501  CONST_07  N14   C13  N12  C11    0.00   0.0  0
 501  CONST_08  N16   C13  N12  C11  180.00   0.0  0
 501  CONST_09  C13   N14  N15  C11    0.00   0.0  0
 501  CONST_10  C19   N14  N15  C11  180.00   0.0  0
 501  CONST_11  N14   N15  C11  N12    0.00   0.0  0
 501  CONST_12  N15   N14  C13  N12    0.00   0.0  0
 501  CONST_13  C19   N14  C13  N12  180.00   0.0  0
 501  CONST_14  C17   N16  C13  N12  180.00   0.0  0
 501  CONST_15  N15   C11  N12  C13    0.00   0.0  0
 501  CONST_16  C18   C19  N14  C13    0.00   0.0  0
 501  CONST_17  C18   C17  N16  C13    0.00   0.0  0
 501  CONST_18  C17   N16  C13  N14    0.00   0.0  0
 501  CONST_19  C17   C18  C19  N14    0.00   0.0  0
 501  CONST_20  N16   C13  N14  N15  180.00   0.0  0
 501  CONST_21  C18   C19  N14  N15  180.00   0.0  0
 501  CONST_22  C19   N14  C13  N16    0.00   0.0  0
 501  CONST_23  C19   C18  C17  N16    0.00   0.0  0
 501  CONST_24  N10   C3   C2   C1   180.00   0.0  0
 501  CONST_25  CL41  C5   C6   C1   180.00   0.0  0
 501  CONST_26  CL41  C5   C4   C3   180.00   0.0  0
 501  CONST_27  C42   C2   C3   C4   180.00   0.0  0
 501  CONST_28  N10   C3   C4   C5   180.00   0.0  0
 501  CONST_29  C42   C2   C1   C6   180.00   0.0  0
 501  CONST_30  C13   N12  C11  N10  180.00   0.0  0
 501  CONST_31  N14   N15  C11  N10  180.00   0.0  0
 501  CONST_32  N21   C19  N14  C13  180.00   0.0  0
 501  CONST_33  C37   C17  N16  C13  180.00   0.0  0
 501  CONST_34  N21   C19  N14  N15    0.00   0.0  0
 501  CONST_35  N21   C19  C18  C17  180.00   0.0  0
 501  CONST_36  C37   C17  C18  C19  180.00   0.0  0
 501  CONST_37  H6    C6   C1   C2   180.00   0.0  0
 501  CONST_38  H4    C4   C3   C2   180.00   0.0  0
 501  CONST_39  H1    C1   C2   C3   180.00   0.0  0
 501  CONST_40  H18   C18  C19  N14  180.00   0.0  0
 501  CONST_41  C22   N21  C19  N14  180.00   0.0  0
 501  CONST_42  C22   N21  C19  C18    0.00   0.0  0
 501  CONST_43  H21   N21  C19  N14    0.00   0.0  0
 501  Var_01    C11   N10  C3   C2   177.21  30.0  2
 501  Var_02    N12   C11  N10  C3     1.41  30.0  2
 501  Var_03    H421  C42  C2   C1   121.10  30.0  2
 501  Var_04    H371  C37  C17  N16  -63.58  30.0  2
 501  Var_05    C23   C22  N21  C19  176.20  30.0  3
 501  Var_06    C26   C23  C22  N21  178.19  30.0  3
 501  Var_07    C29   C26  C23  C22  179.25  30.0  3
 501  Var_08    H291  C29  C26  C23  -60.58  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
 501  plan-1  C1    0.020
 501  plan-1  C2    0.020
 501  plan-1  C3    0.020
 501  plan-1  C4    0.020
 501  plan-1  C5    0.020
 501  plan-1  C6    0.020
 501  plan-1  N10   0.020
 501  plan-1  CL41  0.020
 501  plan-1  C42   0.020
 501  plan-1  H1    0.020
 501  plan-1  H4    0.020
 501  plan-1  H6    0.020
 501  plan-2  N10   0.020
 501  plan-2  C11   0.020
 501  plan-2  N12   0.020
 501  plan-2  C13   0.020
 501  plan-2  N14   0.020
 501  plan-2  N15   0.020
 501  plan-2  N16   0.020
 501  plan-2  C17   0.020
 501  plan-2  C18   0.020
 501  plan-2  C19   0.020
 501  plan-2  N21   0.020
 501  plan-2  C37   0.020
 501  plan-2  H18   0.020
 501  plan-3  C19   0.020
 501  plan-3  N21   0.020
 501  plan-3  C22   0.020
 501  plan-3  H21   0.020

