# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:31:04 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: (2E)-3-[4-amino-5-(4-chlorophenyl)-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-cyano-N-(propan-2-yl)prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCn1c(\C=C(/C#N)C(=O)NC(C)C)c(c2ccc(Cl)cc2)c3c(N)ncnc13
#
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
 73A  73A  (2E)-3-[4-amino-5-(4-chlorophenyl)-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-cyano-N-(propan-2-yl)prop-2-enamide  ligand  54  31  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_73A
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
 73A  C2   C   CR56  0   0.508  -3.1314  -0.5595  -0.4632
 73A  N1   N   N     0  -0.473  -4.1114  -3.0244  -0.6429
 73A  N2   N   N     0  -0.467  -4.4438  -0.6659  -0.6670
 73A  C3   C   CR56  0  -0.067  -2.2203  -1.6196  -0.3707
 73A  C8   C   CR6   0  -0.049   2.7060  -3.1416   0.5007
 73A  C7   C   CR16  0  -0.190   2.2718  -2.2101   1.4311
 73A  C1   C   CR16  0   0.050  -4.8414  -1.9194  -0.7581
 73A  C17  C   CH3   0  -0.647   3.7653   5.0699  -1.0297
 73A  C4   C   CR5   0  -0.010  -0.9293  -1.0542  -0.1738
 73A  N3   N   NS    0  -0.228   2.1111  -0.0747  -2.1140
 73A  C5   C   CR6   0  -0.048   0.3251  -1.7781   0.0631
 73A  C6   C   CR16  0  -0.300   1.0807  -1.5386   1.2097
 73A  C9   C   CR16  0  -0.189   1.9712  -3.4047  -0.6440
 73A  N4   N   NH1   0  -0.665   3.1299   2.7663  -0.4460
 73A  C11  C   CR5   0   0.401  -1.1131   0.3182  -0.1451
 73A  C14  C   CSP   0   0.006   1.6349   0.5928  -1.3026
 73A  C12  C   C1    0  -0.271  -0.1816   1.3861   0.0912
 73A  O    O   O     0  -0.482   1.4613   3.4594   0.9106
 73A  C15  C   C     0   0.617   1.9106   2.6691   0.0935
 73A  C16  C   CH1   0  -0.093   4.0493   3.8573  -0.1506
 73A  C18  C   CH3   0  -0.674   5.4761   3.3592  -0.3204
 73A  N5   N   NR5   0  -0.587  -2.4590   0.6019  -0.3114
 73A  C19  C   CH2   0  -0.378  -3.0670   1.9145  -0.3634
 73A  C20  C   CH2   0  -0.130  -3.5468   2.3540   1.0120
 73A  C21  C   CH3   0  -0.398  -4.6166   4.1298   2.0877
 73A  C    C   CR6   0   0.423  -2.7976  -2.9129  -0.4280
 73A  N    N   NH2   0  -0.819  -2.0976  -4.0387  -0.2803
 73A  C10  C   CR16  0  -0.312   0.7882  -2.7162  -0.8584
 73A  H1   H   HCR6  0   0.284   2.8464  -2.0153   2.3262
 73A  H2   H   HCR6  0   0.254  -5.8998  -2.0760  -0.9381
 73A  H3   H   HCH3  0   0.223   3.9159   4.8295  -2.0837
 73A  H4   H   HCH3  0   0.237   2.7426   5.4235  -0.8997
 73A  H5   H   HCH3  0   0.232   4.4381   5.8887  -0.7716
 73A  H6   H   HCR6  0   0.267   0.7352  -0.8259   1.9474
 73A  H7   H   HCR6  0   0.284   2.3186  -4.1266  -1.3703
 73A  H8   H   HNH1  0   0.410   3.4157   2.1145  -1.1608
 73A  H9   H   H     0   0.302  -0.5325   2.2144   0.6997
 73A  H10  H   HCH1  0   0.250   3.8945   4.1339   0.8935
 73A  H11  H   HCH3  0   0.228   5.6650   3.0498  -1.3508
 73A  H12  H   HCH3  0   0.243   6.1806   4.1550  -0.0803
 73A  H13  H   HCH3  0   0.243   5.6855   2.5147   0.3363
 73A  H14  H   HCH2  0   0.280  -2.3442   2.6236  -0.7682
 73A  H15  H   HCH2  0   0.285  -3.9058   1.8734  -1.0576
 73A  H16  H   HCH2  0   0.210  -2.7094   2.3558   1.7255
 73A  H17  H   HCH2  0   0.215  -4.2855   1.6339   1.3913
 73A  H18  H   HCH3  0   0.237  -5.0355   5.1162   1.8936
 73A  H19  H   HCH3  0   0.208  -5.4094   3.4885   2.4895
 73A  H20  H   HCH3  0   0.208  -3.8392   4.2280   2.8543
 73A  H21  H   HNH2  0   0.406  -2.5790  -4.9224  -0.2772
 73A  H22  H   HNH2  0   0.418  -1.1275  -4.0329  -0.0197
 73A  H23  H   HCR6  0   0.278   0.2364  -2.8974  -1.7724
 73A  CL   CL  CL    0  -0.126   4.1900  -3.9919   0.7756
 73A  O1   O   O2    0  -0.482  -4.1028   3.6316   0.8774
 73A  C13  C   C     0  -0.122   1.0853   1.4968  -0.3554

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
 73A  CL   C8   single    1.732  0.020  1.732
 73A  C7   C8   aromatic  1.386  0.020  1.386
 73A  C7   C6   aromatic  1.385  0.020  1.385
 73A  C8   C9   aromatic  1.386  0.020  1.386
 73A  C6   C5   aromatic  1.394  0.020  1.394
 73A  C9   C10  aromatic  1.385  0.020  1.385
 73A  N    C    single    1.334  0.020  1.334
 73A  C5   C10  aromatic  1.394  0.020  1.394
 73A  C5   C4   single    1.468  0.020  1.468
 73A  C    N1   aromatic  1.336  0.020  1.336
 73A  C    C3   aromatic  1.417  0.020  1.417
 73A  N1   C1   aromatic  1.329  0.020  1.329
 73A  C4   C3   aromatic  1.423  0.020  1.423
 73A  C4   C11  aromatic  1.385  0.020  1.385
 73A  C3   C2   aromatic  1.401  0.020  1.401
 73A  C11  C12  single    1.437  0.020  1.437
 73A  C11  N5   aromatic  1.385  0.020  1.385
 73A  C1   N2   aromatic  1.318  0.020  1.318
 73A  C2   N2   aromatic  1.332  0.020  1.332
 73A  C2   N5   aromatic  1.351  0.020  1.351
 73A  C12  C13  double    1.348  0.020  1.348
 73A  N5   C19  single    1.448  0.020  1.448
 73A  O    C15  double    1.222  0.020  1.222
 73A  C19  C20  single    1.522  0.020  1.522
 73A  C13  C15  single    1.502  0.020  1.502
 73A  C13  C14  single    1.420  0.020  1.420
 73A  C15  N4   single    1.337  0.020  1.337
 73A  C14  N3   triple    1.154  0.020  1.154
 73A  C18  C16  single    1.521  0.020  1.521
 73A  N4   C16  single    1.457  0.020  1.457
 73A  C20  O1   single    1.400  0.020  1.400
 73A  C16  C17  single    1.524  0.020  1.524
 73A  C21  O1   single    1.406  0.020  1.406
 73A  C7   H1   single    0.930  0.020  1.080
 73A  C1   H2   single    0.930  0.020  1.080
 73A  C17  H3   single    0.970  0.020  1.090
 73A  C17  H4   single    0.970  0.020  1.090
 73A  C17  H5   single    0.970  0.020  1.090
 73A  C6   H6   single    0.930  0.020  1.080
 73A  C9   H7   single    0.930  0.020  1.080
 73A  N4   H8   single    0.860  0.020  1.020
 73A  C12  H9   single    0.930  0.020  1.080
 73A  C16  H10  single    0.970  0.020  1.090
 73A  C18  H11  single    0.970  0.020  1.090
 73A  C18  H12  single    0.970  0.020  1.090
 73A  C18  H13  single    0.970  0.020  1.090
 73A  C19  H14  single    0.970  0.020  1.090
 73A  C19  H15  single    0.970  0.020  1.090
 73A  C20  H16  single    0.970  0.020  1.090
 73A  C20  H17  single    0.970  0.020  1.090
 73A  C21  H18  single    0.970  0.020  1.090
 73A  C21  H19  single    0.970  0.020  1.090
 73A  C21  H20  single    0.970  0.020  1.090
 73A  N    H21  single    0.860  0.020  1.020
 73A  N    H22  single    0.860  0.020  1.020
 73A  C10  H23  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
 73A  N5   C2   C3   108.64  3.000
 73A  N5   C2   N2   125.19  3.000
 73A  C3   C2   N2   126.18  3.000
 73A  C    N1   C1   118.98  3.000
 73A  C1   N2   C2   112.56  3.000
 73A  C    C3   C4   137.52  3.000
 73A  C4   C3   C2   107.37  3.000
 73A  C    C3   C2   115.02  3.000
 73A  CL   C8   C9   119.49  3.000
 73A  C9   C8   C7   121.06  3.000
 73A  CL   C8   C7   119.45  3.000
 73A  H1   C7   C6   120.12  3.000
 73A  H1   C7   C8   120.67  3.000
 73A  C6   C7   C8   119.20  3.000
 73A  H2   C1   N2   116.29  3.000
 73A  H2   C1   N1   115.47  3.000
 73A  N2   C1   N1   128.23  3.000
 73A  H5   C17  H4   107.89  3.000
 73A  H5   C17  H3   107.99  3.000
 73A  H4   C17  H3   108.43  3.000
 73A  H5   C17  C16  110.22  3.000
 73A  H4   C17  C16  111.35  3.000
 73A  H3   C17  C16  110.85  3.000
 73A  C11  C4   C5   126.79  3.000
 73A  C11  C4   C3   106.03  3.000
 73A  C5   C4   C3   127.00  3.000
 73A  C10  C5   C6   118.64  3.000
 73A  C10  C5   C4   120.61  3.000
 73A  C6   C5   C4   120.76  3.000
 73A  H6   C6   C5   120.05  3.000
 73A  H6   C6   C7   119.00  3.000
 73A  C5   C6   C7   120.95  3.000
 73A  H7   C9   C10  120.14  3.000
 73A  H7   C9   C8   120.75  3.000
 73A  C10  C9   C8   119.10  3.000
 73A  H8   N4   C16  116.66  3.000
 73A  H8   N4   C15  119.83  3.000
 73A  C16  N4   C15  123.25  3.000
 73A  N5   C11  C12  119.83  3.000
 73A  N5   C11  C4   109.23  3.000
 73A  C12  C11  C4   130.84  3.000
 73A  C13  C14  N3   180.00  3.000
 73A  H9   C12  C13  115.26  3.000
 73A  H9   C12  C11  116.71  3.000
 73A  C13  C12  C11  128.02  3.000
 73A  O    C15  C13  120.15  3.000
 73A  C13  C15  N4   115.93  3.000
 73A  O    C15  N4   123.92  3.000
 73A  H10  C16  C18  108.84  3.000
 73A  H10  C16  N4   107.12  3.000
 73A  C18  C16  N4   108.92  3.000
 73A  H10  C16  C17  108.89  3.000
 73A  N4   C16  C17  111.17  3.000
 73A  C18  C16  C17  111.77  3.000
 73A  H13  C18  H12  107.99  3.000
 73A  H13  C18  H11  108.39  3.000
 73A  H12  C18  H11  107.63  3.000
 73A  H13  C18  C16  111.52  3.000
 73A  H12  C18  C16  110.05  3.000
 73A  H11  C18  C16  111.12  3.000
 73A  C19  N5   C11  126.73  3.000
 73A  C19  N5   C2   124.51  3.000
 73A  C11  N5   C2   108.73  3.000
 73A  H15  C19  H14  107.36  3.000
 73A  H15  C19  C20  110.13  3.000
 73A  H14  C19  C20  110.90  3.000
 73A  H15  C19  N5   108.18  3.000
 73A  H14  C19  N5   108.94  3.000
 73A  C20  C19  N5   111.21  3.000
 73A  H17  C20  H16  106.79  3.000
 73A  H17  C20  C19  109.55  3.000
 73A  H16  C20  C19  110.29  3.000
 73A  H17  C20  O1   111.36  3.000
 73A  H16  C20  O1   111.29  3.000
 73A  C19  C20  O1   107.57  3.000
 73A  H20  C21  H19  108.00  3.000
 73A  H20  C21  H18  108.44  3.000
 73A  H19  C21  H18  108.48  3.000
 73A  H20  C21  O1   112.00  3.000
 73A  H19  C21  O1   111.87  3.000
 73A  H18  C21  O1   107.95  3.000
 73A  N    C    C3   123.50  3.000
 73A  C3   C    N1   118.89  3.000
 73A  N    C    N1   117.61  3.000
 73A  H22  N    H21  117.80  3.000
 73A  H22  N    C    122.05  3.000
 73A  H21  N    C    119.37  3.000
 73A  H23  C10  C9   118.85  3.000
 73A  H23  C10  C5   120.08  3.000
 73A  C9   C10  C5   121.05  3.000
 73A  C21  O1   C20  112.69  3.000
 73A  C15  C13  C12  118.78  3.000
 73A  C15  C13  C14  118.91  3.000
 73A  C12  C13  C14  122.18  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
 73A  CONST_01  N1   C    C3   C2      0.00   0.0  0
 73A  CONST_02  C5   C4   C3   C2    180.00   0.0  0
 73A  CONST_03  C11  C4   C3   C2      0.00   0.0  0
 73A  CONST_04  N1   C1   N2   C2      0.00   0.0  0
 73A  CONST_05  C4   C11  N5   C2      0.00   0.0  0
 73A  CONST_06  C4   C3   C    N1    180.00   0.0  0
 73A  CONST_07  C    N1   C1   N2      0.00   0.0  0
 73A  CONST_08  C    C3   C2   N2      0.00   0.0  0
 73A  CONST_09  C4   C3   C2   N2    180.00   0.0  0
 73A  CONST_10  C11  N5   C2   N2    180.00   0.0  0
 73A  CONST_11  C1   N1   C    C3      0.00   0.0  0
 73A  CONST_14  N5   C11  C4   C3      0.00   0.0  0
 73A  CONST_15  C1   N2   C2   C3      0.00   0.0  0
 73A  CONST_16  C11  N5   C2   C3      0.00   0.0  0
 73A  CONST_17  C5   C6   C7   C8      0.00   0.0  0
 73A  CONST_18  C5   C10  C9   C8      0.00   0.0  0
 73A  CONST_19  C10  C9   C8   C7      0.00   0.0  0
 73A  CONST_20  C10  C5   C6   C7      0.00   0.0  0
 73A  CONST_21  C4   C5   C6   C7    180.00   0.0  0
 73A  CONST_22  N5   C2   N2   C1    180.00   0.0  0
 73A  CONST_23  C9   C10  C5   C4    180.00   0.0  0
 73A  CONST_24  N5   C2   C3   C4      0.00   0.0  0
 73A  CONST_25  C    C3   C4   C5      0.00   0.0  0
 73A  CONST_26  N5   C11  C4   C5    180.00   0.0  0
 73A  CONST_27  C9   C8   C7   C6      0.00   0.0  0
 73A  CONST_28  C9   C10  C5   C6      0.00   0.0  0
 73A  CONST_31  C    C3   C4   C11   180.00   0.0  0
 73A  CONST_32  C    C3   C2   N5    180.00   0.0  0
 73A  CONST_33  N    C    C3   C2    180.00   0.0  0
 73A  CONST_34  C12  C11  N5   C2    180.00   0.0  0
 73A  CONST_35  C19  N5   C2   N2      0.00   0.0  0
 73A  CONST_36  C12  C11  C4   C3    180.00   0.0  0
 73A  CONST_37  C19  N5   C2   C3    180.00   0.0  0
 73A  CONST_38  N    C    N1   C1    180.00   0.0  0
 73A  CONST_39  N    C    C3   C4      0.00   0.0  0
 73A  CONST_40  C19  N5   C11  C4    180.00   0.0  0
 73A  CONST_41  C12  C11  C4   C5      0.00   0.0  0
 73A  CONST_42  CL   C8   C7   C6    180.00   0.0  0
 73A  CONST_43  CL   C8   C9   C10   180.00   0.0  0
 73A  CONST_44  H2   C1   N2   C2    180.00   0.0  0
 73A  CONST_45  H6   C6   C7   C8    180.00   0.0  0
 73A  CONST_46  H23  C10  C9   C8    180.00   0.0  0
 73A  CONST_47  H7   C9   C8   C7    180.00   0.0  0
 73A  CONST_48  H1   C7   C6   C5    180.00   0.0  0
 73A  CONST_49  H21  N    C    N1      0.00   0.0  0
 73A  CONST_50  H22  N    C    N1    180.00   0.0  0
 73A  CONST_51  C16  N4   C15  C13   180.00   0.0  0
 73A  CONST_52  C16  N4   C15  O       0.00   0.0  0
 73A  CONST_53  H8   N4   C15  C13     0.00   0.0  0
 73A  Var_01    C20  C19  N5   C2     89.10  30.0  2
 73A  Var_02    C13  C12  C11  C4     40.52  30.0  2
 73A  Var_03    C15  C13  C12  C11  -176.07   0.0  2
 73A  Var_04    N5   C19  C20  O1    179.27  30.0  1
 73A  Var_05    C15  N4   C16  C17   -84.31  30.0  2
 73A  Var_06    C12  C13  C14  N3    133.32  30.0  2
 73A  Var_07    H11  C18  C16  C17   -60.99  30.0  3
 73A  Var_08    H3   C17  C16  N4    -62.51  30.0  3
 73A  Var_09    H18  C21  O1   C20  -179.47  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
 73A  plan-1  C8   0.020
 73A  plan-1  C7   0.020
 73A  plan-1  C4   0.020
 73A  plan-1  C5   0.020
 73A  plan-1  C6   0.020
 73A  plan-1  C9   0.020
 73A  plan-1  C10  0.020
 73A  plan-1  H1   0.020
 73A  plan-1  H6   0.020
 73A  plan-1  H7   0.020
 73A  plan-1  H23  0.020
 73A  plan-1  CL   0.020
 73A  plan-2  C2   0.020
 73A  plan-2  N1   0.020
 73A  plan-2  N2   0.020
 73A  plan-2  C3   0.020
 73A  plan-2  C1   0.020
 73A  plan-2  C4   0.020
 73A  plan-2  C5   0.020
 73A  plan-2  C11  0.020
 73A  plan-2  C12  0.020
 73A  plan-2  N5   0.020
 73A  plan-2  C19  0.020
 73A  plan-2  C    0.020
 73A  plan-2  N    0.020
 73A  plan-2  H2   0.020
 73A  plan-3  N4   0.020
 73A  plan-3  O    0.020
 73A  plan-3  C15  0.020
 73A  plan-3  C16  0.020
 73A  plan-3  H8   0.020
 73A  plan-3  C13  0.020
 73A  plan-4  C    0.020
 73A  plan-4  N    0.020
 73A  plan-4  H21  0.020
 73A  plan-4  H22  0.020
 73A  plan-5  C11  0.020
 73A  plan-5  C14  0.020
 73A  plan-5  C12  0.020
 73A  plan-5  C15  0.020
 73A  plan-5  H9   0.020
 73A  plan-5  C13  0.020

