# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 24 09:20:02 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 4-({4-methoxy-6-[2-(morpholin-4-yl)ethoxy]-1,3,5-triazin-2-yl}amino)-2-(3-methylbutoxy)benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1nc(Nc2ccc(C#N)c(OCCC(C)C)c2)nc(OCCN3CCOCC3)n1
#
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
 1RE  1RE  4-({4-methoxy-6-[2-(morpholin-4-yl)ethoxy]-1,3,5-triazin-2-yl}amino)-2-(3-methylbutoxy)benzonitrile  ligand  62  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 PERFECT
;

data_comp_1RE
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
 1RE  CAC  C  CH3   0  -0.651   7.9722  -4.3020  -0.0130
 1RE  CAY  C  CH1   0  -0.243   6.5720  -3.7150  -0.1603
 1RE  CAB  C  CH3   0  -0.665   5.6056  -4.3986   0.8042
 1RE  CAF  C  CH2   0  -0.440   6.6240  -2.1991   0.0420
 1RE  CAJ  C  CH2   0  -0.187   5.2826  -1.5247  -0.1516
 1RE  OAW  O  O2    0  -0.459   5.4899  -0.1158  -0.0592
 1RE  CBA  C  CR6   0   0.428   2.1044   1.2603  -0.3940
 1RE  CAH  C  CR16  0  -0.334   2.3993   2.6237  -0.2859
 1RE  CAG  C  CR16  0  -0.218   3.7116   3.0123  -0.1087
 1RE  CAZ  C  CR6   0  -0.127   4.7442   2.0822  -0.0338
 1RE  CBE  C  CR6   0   0.448   4.4501   0.7113  -0.1438
 1RE  CAI  C  CR16  0  -0.512   3.1360   0.3146  -0.3256
 1RE  CAE  C  CSP   0   0.057   6.0875   2.4991   0.1535
 1RE  NAD  N  NS    0  -0.263   7.1737   2.8575   0.3046
 1RE  NAR  N  N     0  -0.503  -1.3958   0.4758  -0.8067
 1RE  CBB  C  CR6   0   0.622  -0.3862   1.3296  -0.6291
 1RE  NAQ  N  N     0  -0.505  -0.5052   2.6433  -0.5070
 1RE  CBC  C  CR6   0   0.637  -1.7529   3.0830  -0.5710
 1RE  NAS  N  N     0  -0.526  -2.8326   2.3419  -0.7411
 1RE  CBD  C  CR6   0   0.614  -2.5853   1.0438  -0.8542
 1RE  OAU  O  O2    0  -0.434  -1.8755   4.3843  -0.4487
 1RE  CAA  C  CH3   0  -0.416  -3.1838   4.9549  -0.4950
 1RE  OAX  O  O2    0  -0.430  -3.5841   0.2117  -1.0304
 1RE  CAM  C  CH2   0  -0.199  -4.9197   0.7254  -1.0856
 1RE  CAP  C  CH2   0  -0.303  -5.8496  -0.4401  -1.3314
 1RE  NBF  N  NT    0  -0.420  -5.8016  -1.4579  -0.3040
 1RE  CAO  C  CH2   0  -0.313  -6.3347  -1.0082   0.9692
 1RE  CAL  C  CH2   0  -0.185  -6.2327  -2.1170   1.9991
 1RE  OAV  O  O2    0  -0.484  -6.8951  -3.2877   1.5762
 1RE  CAK  C  CH2   0  -0.190  -6.3791  -3.7341   0.3419
 1RE  CAN  C  CH2   0  -0.303  -6.4878  -2.6652  -0.7278
 1RE  H1   H  HCH3  0   0.228   7.9736  -5.3739  -0.2164
 1RE  H2   H  HCH3  0   0.226   8.6789  -3.8330  -0.6998
 1RE  H3   H  HCH3  0   0.215   8.3492  -4.1565   1.0023
 1RE  H4   H  HCH1  0   0.222   6.2286  -3.9077  -1.1834
 1RE  H5   H  HCH3  0   0.230   4.5674  -4.1144   0.6288
 1RE  H6   H  HCH3  0   0.231   5.6621  -5.4836   0.7042
 1RE  H7   H  HCH3  0   0.218   5.8492  -4.1485   1.8399
 1RE  H8   H  HCH2  0   0.228   6.9990  -1.9810   1.0473
 1RE  H9   H  HCH2  0   0.239   7.3402  -1.7708  -0.6654
 1RE  H10  H  HCH2  0   0.233   4.8604  -1.7740  -1.1317
 1RE  H11  H  HCH2  0   0.235   4.5681  -1.8405   0.6139
 1RE  H12  H  HCR6  0   0.299   1.6223   3.3659  -0.3369
 1RE  H13  H  HCR6  0   0.283   3.9429   4.0657  -0.0251
 1RE  H14  H  HCR6  0   0.308   2.8879  -0.7350  -0.4166
 1RE  H15  H  HNH1  0   0.422   0.7864  -0.2647  -0.6630
 1RE  H16  H  HCH3  0   0.242  -3.6696   4.7570  -1.4495
 1RE  H17  H  HCH3  0   0.242  -3.8107   4.5749   0.3105
 1RE  H18  H  HCH3  0   0.255  -3.0400   6.0243  -0.3727
 1RE  H19  H  HCH2  0   0.244  -5.1545   1.2500  -0.1582
 1RE  H20  H  HCH2  0   0.255  -5.0168   1.4429  -1.9024
 1RE  H21  H  HCH2  0   0.213  -6.8614  -0.0191  -1.4580
 1RE  H22  H  HCH2  0   0.248  -5.5879  -0.9026  -2.2867
 1RE  H24  H  HCH2  0   0.246  -5.7633  -0.1537   1.3381
 1RE  H25  H  HCH2  0   0.199  -7.3846  -0.6790   0.8779
 1RE  H26  H  HCH2  0   0.200  -5.1725  -2.3271   2.1994
 1RE  H27  H  HCH2  0   0.237  -6.6941  -1.7994   2.9351
 1RE  H28  H  HCH2  0   0.200  -5.3271  -4.0341   0.4511
 1RE  H29  H  HCH2  0   0.237  -6.9496  -4.6164   0.0472
 1RE  H30  H  HCH2  0   0.198  -7.5522  -2.4765  -0.9508
 1RE  H31  H  HCH2  0   0.243  -6.0286  -3.0388  -1.6466
 1RE  NAT  N  NH1   0  -0.769   0.8351   0.7402  -0.5749

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
 1RE  CAL  OAV  single    1.410  0.020  1.410
 1RE  CAL  CAO  single    1.517  0.020  1.517
 1RE  OAV  CAK  single    1.410  0.020  1.410
 1RE  CAK  CAN  single    1.516  0.020  1.516
 1RE  CAO  NBF  single    1.452  0.020  1.452
 1RE  NBF  CAN  single    1.452  0.020  1.452
 1RE  NBF  CAP  single    1.447  0.020  1.447
 1RE  CAP  CAM  single    1.511  0.020  1.511
 1RE  CAM  OAX  single    1.432  0.020  1.432
 1RE  OAX  CBD  single    1.312  0.020  1.312
 1RE  NAR  CBD  aromatic  1.319  0.020  1.319
 1RE  NAR  CBB  aromatic  1.334  0.020  1.334
 1RE  CAH  CAG  aromatic  1.380  0.020  1.380
 1RE  CAH  CBA  aromatic  1.399  0.020  1.399
 1RE  NAT  CBB  single    1.357  0.020  1.357
 1RE  NAT  CBA  single    1.384  0.020  1.384
 1RE  CBD  NAS  aromatic  1.326  0.020  1.326
 1RE  CBB  NAQ  aromatic  1.325  0.020  1.325
 1RE  CAG  CAZ  aromatic  1.392  0.020  1.392
 1RE  CBA  CAI  aromatic  1.401  0.020  1.401
 1RE  NAS  CBC  aromatic  1.321  0.020  1.321
 1RE  NAQ  CBC  aromatic  1.324  0.020  1.324
 1RE  CAZ  CAE  single    1.419  0.020  1.419
 1RE  CAZ  CBE  aromatic  1.406  0.020  1.406
 1RE  CAI  CBE  aromatic  1.385  0.020  1.385
 1RE  CBC  OAU  single    1.313  0.020  1.313
 1RE  CAE  NAD  triple    1.154  0.020  1.154
 1RE  CBE  OAW  single    1.331  0.020  1.331
 1RE  OAU  CAA  single    1.428  0.020  1.428
 1RE  OAW  CAJ  single    1.427  0.020  1.427
 1RE  CAB  CAY  single    1.527  0.020  1.527
 1RE  CAJ  CAF  single    1.514  0.020  1.514
 1RE  CAF  CAY  single    1.530  0.020  1.530
 1RE  CAY  CAC  single    1.525  0.020  1.525
 1RE  CAC  H1   single    0.970  0.020  1.090
 1RE  CAC  H2   single    0.970  0.020  1.090
 1RE  CAC  H3   single    0.970  0.020  1.090
 1RE  CAY  H4   single    0.970  0.020  1.090
 1RE  CAB  H5   single    0.970  0.020  1.090
 1RE  CAB  H6   single    0.970  0.020  1.090
 1RE  CAB  H7   single    0.970  0.020  1.090
 1RE  CAF  H8   single    0.970  0.020  1.090
 1RE  CAF  H9   single    0.970  0.020  1.090
 1RE  CAJ  H10  single    0.970  0.020  1.090
 1RE  CAJ  H11  single    0.970  0.020  1.090
 1RE  CAH  H12  single    0.930  0.020  1.080
 1RE  CAG  H13  single    0.930  0.020  1.080
 1RE  CAI  H14  single    0.930  0.020  1.080
 1RE  NAT  H15  single    0.860  0.020  1.020
 1RE  CAA  H16  single    0.970  0.020  1.090
 1RE  CAA  H17  single    0.970  0.020  1.090
 1RE  CAA  H18  single    0.970  0.020  1.090
 1RE  CAM  H19  single    0.970  0.020  1.090
 1RE  CAM  H20  single    0.970  0.020  1.090
 1RE  CAP  H21  single    0.970  0.020  1.090
 1RE  CAP  H22  single    0.970  0.020  1.090
 1RE  CAO  H24  single    0.970  0.020  1.090
 1RE  CAO  H25  single    0.970  0.020  1.090
 1RE  CAL  H26  single    0.970  0.020  1.090
 1RE  CAL  H27  single    0.970  0.020  1.090
 1RE  CAK  H28  single    0.970  0.020  1.090
 1RE  CAK  H29  single    0.970  0.020  1.090
 1RE  CAN  H30  single    0.970  0.020  1.090
 1RE  CAN  H31  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
 1RE  H3   CAC  H2   107.71  3.000
 1RE  H3   CAC  H1   107.67  3.000
 1RE  H2   CAC  H1   107.70  3.000
 1RE  H3   CAC  CAY  110.80  3.000
 1RE  H2   CAC  CAY  111.61  3.000
 1RE  H1   CAC  CAY  111.17  3.000
 1RE  H4   CAY  CAF  107.95  3.000
 1RE  H4   CAY  CAB  108.22  3.000
 1RE  CAF  CAY  CAB  112.43  3.000
 1RE  H4   CAY  CAC  108.06  3.000
 1RE  CAF  CAY  CAC  109.71  3.000
 1RE  CAB  CAY  CAC  110.34  3.000
 1RE  H7   CAB  H6   107.63  3.000
 1RE  H7   CAB  H5   107.75  3.000
 1RE  H6   CAB  H5   107.08  3.000
 1RE  H7   CAB  CAY  110.80  3.000
 1RE  H6   CAB  CAY  110.77  3.000
 1RE  H5   CAB  CAY  112.59  3.000
 1RE  H9   CAF  H8   106.94  3.000
 1RE  H9   CAF  CAJ  108.84  3.000
 1RE  H8   CAF  CAJ  109.40  3.000
 1RE  H9   CAF  CAY  108.94  3.000
 1RE  H8   CAF  CAY  109.29  3.000
 1RE  CAJ  CAF  CAY  113.23  3.000
 1RE  H11  CAJ  H10  107.97  3.000
 1RE  H11  CAJ  OAW  109.55  3.000
 1RE  H10  CAJ  OAW  109.79  3.000
 1RE  H11  CAJ  CAF  111.14  3.000
 1RE  H10  CAJ  CAF  110.76  3.000
 1RE  OAW  CAJ  CAF  107.63  3.000
 1RE  CBE  OAW  CAJ  119.72  3.000
 1RE  NAT  CBA  CAI  115.34  3.000
 1RE  CAI  CBA  CAH  119.92  3.000
 1RE  NAT  CBA  CAH  124.74  3.000
 1RE  H12  CAH  CAG  119.91  3.000
 1RE  H12  CAH  CBA  121.09  3.000
 1RE  CAG  CAH  CBA  119.00  3.000
 1RE  H13  CAG  CAZ  119.21  3.000
 1RE  H13  CAG  CAH  119.17  3.000
 1RE  CAZ  CAG  CAH  121.61  3.000
 1RE  CAE  CAZ  CBE  119.65  3.000
 1RE  CBE  CAZ  CAG  119.47  3.000
 1RE  CAE  CAZ  CAG  120.87  3.000
 1RE  CAI  CBE  CAZ  119.21  3.000
 1RE  CAI  CBE  OAW  124.86  3.000
 1RE  CAZ  CBE  OAW  115.93  3.000
 1RE  H14  CAI  CBE  120.43  3.000
 1RE  H14  CAI  CBA  118.79  3.000
 1RE  CBE  CAI  CBA  120.78  3.000
 1RE  NAD  CAE  CAZ  180.00  3.000
 1RE  CBD  NAR  CBB  114.31  3.000
 1RE  NAQ  CBB  NAR  125.38  3.000
 1RE  NAQ  CBB  NAT  120.52  3.000
 1RE  NAR  CBB  NAT  114.10  3.000
 1RE  CBC  NAQ  CBB  114.16  3.000
 1RE  OAU  CBC  NAS  119.47  3.000
 1RE  OAU  CBC  NAQ  114.36  3.000
 1RE  NAS  CBC  NAQ  126.17  3.000
 1RE  CBD  NAS  CBC  114.07  3.000
 1RE  OAX  CBD  NAS  119.36  3.000
 1RE  NAS  CBD  NAR  125.91  3.000
 1RE  OAX  CBD  NAR  114.73  3.000
 1RE  CAA  OAU  CBC  118.60  3.000
 1RE  H18  CAA  H17  109.67  3.000
 1RE  H18  CAA  H16  109.68  3.000
 1RE  H17  CAA  H16  109.15  3.000
 1RE  H18  CAA  OAU  105.57  3.000
 1RE  H17  CAA  OAU  111.33  3.000
 1RE  H16  CAA  OAU  111.37  3.000
 1RE  CAM  OAX  CBD  119.19  3.000
 1RE  H20  CAM  H19  107.51  3.000
 1RE  H20  CAM  CAP  109.31  3.000
 1RE  H19  CAM  CAP  112.13  3.000
 1RE  H20  CAM  OAX  110.34  3.000
 1RE  H19  CAM  OAX  109.90  3.000
 1RE  CAP  CAM  OAX  107.67  3.000
 1RE  H22  CAP  H21  106.31  3.000
 1RE  H22  CAP  NBF  108.36  3.000
 1RE  H21  CAP  NBF  112.36  3.000
 1RE  H22  CAP  CAM  108.73  3.000
 1RE  H21  CAP  CAM  106.78  3.000
 1RE  NBF  CAP  CAM  113.99  3.000
 1RE  CAN  NBF  CAO  109.88  3.000
 1RE  CAN  NBF  CAP  111.22  3.000
 1RE  CAO  NBF  CAP  113.12  3.000
 1RE  H25  CAO  H24  106.99  3.000
 1RE  H25  CAO  CAL  109.76  3.000
 1RE  H24  CAO  CAL  107.91  3.000
 1RE  H25  CAO  NBF  111.65  3.000
 1RE  H24  CAO  NBF  110.27  3.000
 1RE  CAL  CAO  NBF  110.14  3.000
 1RE  H27  CAL  H26  107.89  3.000
 1RE  H27  CAL  OAV  107.48  3.000
 1RE  H26  CAL  OAV  110.43  3.000
 1RE  H27  CAL  CAO  109.96  3.000
 1RE  H26  CAL  CAO  109.17  3.000
 1RE  OAV  CAL  CAO  111.82  3.000
 1RE  CAK  OAV  CAL  110.69  3.000
 1RE  H29  CAK  H28  107.85  3.000
 1RE  H29  CAK  CAN  110.00  3.000
 1RE  H28  CAK  CAN  109.33  3.000
 1RE  H29  CAK  OAV  107.52  3.000
 1RE  H28  CAK  OAV  110.46  3.000
 1RE  CAN  CAK  OAV  111.60  3.000
 1RE  H31  CAN  H30  107.09  3.000
 1RE  H31  CAN  CAK  108.78  3.000
 1RE  H30  CAN  CAK  109.40  3.000
 1RE  H31  CAN  NBF  109.33  3.000
 1RE  H30  CAN  NBF  111.88  3.000
 1RE  CAK  CAN  NBF  110.27  3.000
 1RE  H15  NAT  CBB  112.66  3.000
 1RE  H15  NAT  CBA  115.45  3.000
 1RE  CBB  NAT  CBA  131.87  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
 1RE  CONST_01  CAZ  CAG  CAH  CBA     0.00   0.0  0
 1RE  CONST_02  CAZ  CBE  CAI  CBA     0.00   0.0  0
 1RE  CONST_03  CBE  CAZ  CAG  CAH     0.00   0.0  0
 1RE  CONST_04  CBE  CAI  CBA  CAH     0.00   0.0  0
 1RE  CONST_05  CAI  CBA  CAH  CAG     0.00   0.0  0
 1RE  CONST_06  CAI  CBE  CAZ  CAG     0.00   0.0  0
 1RE  CONST_07  CBC  NAS  CBD  NAR     0.00   0.0  0
 1RE  CONST_08  CBC  NAQ  CBB  NAR     0.00   0.0  0
 1RE  CONST_09  NAS  CBD  NAR  CBB     0.00   0.0  0
 1RE  CONST_10  NAS  CBC  NAQ  CBB     0.00   0.0  0
 1RE  CONST_11  CBD  NAR  CBB  NAQ     0.00   0.0  0
 1RE  CONST_12  CBD  NAS  CBC  NAQ     0.00   0.0  0
 1RE  CONST_13  CAG  CAZ  CBE  OAW   180.00   0.0  0
 1RE  CONST_14  CBA  CAI  CBE  OAW   180.00   0.0  0
 1RE  CONST_15  CAE  CAZ  CAG  CAH   180.00   0.0  0
 1RE  CONST_16  NAT  CBA  CAH  CAG   180.00   0.0  0
 1RE  CONST_17  NAT  CBA  CAI  CBE   180.00   0.0  0
 1RE  CONST_18  CAE  CAZ  CBE  CAI   180.00   0.0  0
 1RE  CONST_19  CBD  NAR  CBB  NAT   180.00   0.0  0
 1RE  CONST_20  CBC  NAQ  CBB  NAT   180.00   0.0  0
 1RE  CONST_21  OAX  CBD  NAR  CBB   180.00   0.0  0
 1RE  CONST_22  OAU  CBC  NAQ  CBB   180.00   0.0  0
 1RE  CONST_23  OAX  CBD  NAS  CBC   180.00   0.0  0
 1RE  CONST_24  OAU  CBC  NAS  CBD   180.00   0.0  0
 1RE  CONST_25  H13  CAG  CAH  CBA   180.00   0.0  0
 1RE  CONST_26  H14  CAI  CBA  CAH   180.00   0.0  0
 1RE  CONST_27  H12  CAH  CAG  CAZ   180.00   0.0  0
 1RE  Var_01    OAV  CAL  CAO  NBF   -56.92  30.0  1
 1RE  Var_02    OAV  CAK  CAN  NBF    57.14  30.0  1
 1RE  Var_03    CAK  CAN  NBF  CAO   -56.12  30.0  1
 1RE  Var_04    CAN  CAK  OAV  CAL   -57.28  30.0  1
 1RE  Var_05    CAN  NBF  CAO  CAL    55.90  30.0  1
 1RE  Var_06    NAR  CBB  NAT  CBA  -179.33  30.0  2
 1RE  Var_07    CBB  NAT  CBA  CAH    -3.47  30.0  1
 1RE  Var_08    CAZ  CBE  OAW  CAJ   179.60  30.0  3
 1RE  Var_09    CAO  NBF  CAP  CAM    67.96  30.0  1
 1RE  Var_10    CAP  CAM  OAX  CBD   178.49  30.0  1
 1RE  Var_11    NBF  CAP  CAM  OAX    60.09  30.0  1
 1RE  Var_12    H10  CAJ  OAW  CBE    61.95  30.0  3
 1RE  Var_13    H16  CAA  OAU  CBC   -61.14  30.0  3
 1RE  Var_14    CAJ  CAF  CAY  CAC   177.30  30.0  3
 1RE  Var_15    OAW  CAJ  CAF  CAY  -174.73  30.0  1
 1RE  Var_16    H5   CAB  CAY  CAC  -171.47  30.0  3
 1RE  Var_17    H1   CAC  CAY  CAB    59.26  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
 1RE  plan-1  OAW  0.020
 1RE  plan-1  CBA  0.020
 1RE  plan-1  CAH  0.020
 1RE  plan-1  CAG  0.020
 1RE  plan-1  CAZ  0.020
 1RE  plan-1  CBE  0.020
 1RE  plan-1  CAI  0.020
 1RE  plan-1  CAE  0.020
 1RE  plan-1  NAD  0.020
 1RE  plan-1  H12  0.020
 1RE  plan-1  H13  0.020
 1RE  plan-1  H14  0.020
 1RE  plan-1  NAT  0.020
 1RE  plan-2  NAR  0.020
 1RE  plan-2  CBB  0.020
 1RE  plan-2  NAQ  0.020
 1RE  plan-2  CBC  0.020
 1RE  plan-2  NAS  0.020
 1RE  plan-2  CBD  0.020
 1RE  plan-2  OAU  0.020
 1RE  plan-2  OAX  0.020
 1RE  plan-2  NAT  0.020

