# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:26:46 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: N-{2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl}-2-[2-(1H-1,2,4-triazol-1-yl)benzyl][1,3]oxazolo[4,5-c]pyridin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(CNc1nccc2oc(Cc3ccccc3n4cncn4)nc12)[C@H]5CCCCN5
#
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
 382  382  N-{2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl}-2-[2-(1H-1,2,4-triazol-1-yl)benzyl][1,3]oxazolo[4,5-c]pyridin-4-amine  ligand  55  32  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_382
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
 382  C1    C  CH2   0  -0.429   8.2562   0.8954   0.3173
 382  C2    C  CH2   0  -0.294   7.2193   0.9531   1.4243
 382  N3    N  NH1   0  -0.625   5.8747   0.8522   0.8727
 382  C4    C  CH1   0  -0.188   5.6570  -0.4000   0.1657
 382  C5    C  CH2   0  -0.438   6.6518  -0.5167  -0.9903
 382  C6    C  CH2   0  -0.446   8.0845  -0.3873  -0.4847
 382  C15   C  CT    0   0.774   4.2117  -0.4668  -0.3184
 382  F17   F  F     0  -0.360   4.0463  -1.6275  -1.0310
 382  F18   F  F     0  -0.344   3.9563   0.5374  -1.2054
 382  C19   C  CH2   0  -0.398   3.1616  -0.4417   0.7838
 382  N20   N  NH1   0  -0.676   1.8289  -0.5894   0.2788
 382  C23   C  CR6   0   0.477   0.9762   0.4388   0.0747
 382  C24   C  CR56  0  -0.005  -0.3309   0.2049  -0.3915
 382  C25   C  CR56  0   0.441  -1.1756   1.2778  -0.5648
 382  C26   C  CR16  0  -0.438  -0.8042   2.5887  -0.3005
 382  C27   C  CR16  0  -0.076   0.4959   2.6984   0.1553
 382  N28   N  N     0  -0.481   1.3509   1.6843   0.3359
 382  N31   N  N     0  -0.423  -0.9986  -0.9565  -0.7292
 382  C32   C  CR5   0   0.486  -2.1684  -0.5613  -1.0785
 382  O33   O  O     0  -0.433  -2.3489   0.7843  -1.0090
 382  C34   C  CH2   0  -0.648  -3.3285  -1.3940  -1.4923
 382  C36   C  CR6   0   0.125  -4.1683  -1.8031  -0.3028
 382  C39   C  CR16  0  -0.328  -4.0849  -3.1077   0.1708
 382  C40   C  CR16  0  -0.228  -4.7931  -3.5189   1.2912
 382  C41   C  CR16  0  -0.268  -5.6083  -2.6212   1.9626
 382  C42   C  CR16  0  -0.267  -5.7202  -1.3194   1.4987
 382  C43   C  CR6   0   0.297  -5.0040  -0.9176   0.3803
 382  N48   N  NR5   0  -0.384  -5.1245   0.4302  -0.0352
 382  N49   N  N     0  -0.260  -5.5280   0.7701  -1.2669
 382  C50   C  CR15  0   0.008  -5.4970   2.0790  -1.2319
 382  N51   N  N     0  -0.452  -5.1019   2.6007  -0.0502
 382  C52   C  CR15  0   0.104  -4.8732   1.5365   0.6788
 382  H11   H  HCH2  0   0.231   9.2578   0.9535   0.7484
 382  H12   H  HCH2  0   0.216   8.1356   1.7622  -0.3392
 382  H21   H  HCH2  0   0.192   7.4282   0.1490   2.1486
 382  H22   H  HCH2  0   0.237   7.2905   1.8962   1.9690
 382  HN3   H  HNH1  0   0.361   5.2247   0.9337   1.6440
 382  H4    H  HCH1  0   0.224   5.8002  -1.2736   0.8270
 382  H51   H  HCH2  0   0.241   6.5243  -1.4719  -1.5008
 382  H52A  H  HCH2  0   0.226   6.4580   0.2743  -1.7198
 382  H61   H  HCH2  0   0.215   8.3299  -1.2474   0.1473
 382  H62   H  HCH2  0   0.237   8.7770  -0.4135  -1.3286
 382  H191  H  HCH2  0   0.283   3.3743  -1.2511   1.4853
 382  H192  H  HCH2  0   0.269   3.2214   0.4950   1.3363
 382  H20   H  HNH1  0   0.404   1.4969  -1.5168   0.0740
 382  H26   H  HCR6  0   0.277  -1.4508   3.4437  -0.4292
 382  H27   H  HCR6  0   0.264   0.8875   3.6802   0.3955
 382  H341  H  HCH2  0   0.310  -3.9221  -0.8623  -2.2363
 382  H342  H  HCH2  0   0.309  -2.9338  -2.2910  -1.9677
 382  H39   H  HCR6  0   0.268  -3.4416  -3.8106  -0.3434
 382  H40   H  HCR6  0   0.269  -4.7042  -4.5399   1.6374
 382  H41   H  HCR6  0   0.271  -6.1655  -2.9307   2.8363
 382  H42   H  HCR6  0   0.283  -6.3735  -0.6156   1.9981
 382  H50   H  HCR5  0   0.278  -5.7765   2.6787  -2.0847
 382  H52   H  HCR5  0   0.311  -4.5233   1.5098   1.6994

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
 382  C1   C2    single    1.518  0.020  1.518
 382  C1   C6    single    1.522  0.020  1.522
 382  C1   H11   single    0.970  0.020  1.090
 382  C1   H12   single    0.970  0.020  1.090
 382  C2   N3    single    1.457  0.020  1.457
 382  C2   H21   single    0.970  0.020  1.090
 382  C2   H22   single    0.970  0.020  1.090
 382  N3   C4    single    1.454  0.020  1.454
 382  N3   HN3   single    0.890  0.020  1.040
 382  C4   C5    single    1.530  0.020  1.530
 382  C4   C15   single    1.526  0.020  1.526
 382  C4   H4    single    0.970  0.020  1.090
 382  C5   C6    single    1.525  0.020  1.525
 382  C5   H51   single    0.970  0.020  1.090
 382  C5   H52A  single    0.970  0.020  1.090
 382  C6   H61   single    0.970  0.020  1.090
 382  C6   H62   single    0.970  0.020  1.090
 382  C15  F17   single    1.372  0.020  1.372
 382  C15  F18   single    1.364  0.020  1.364
 382  C15  C19   single    1.523  0.020  1.523
 382  C19  N20   single    1.433  0.020  1.433
 382  C19  H191  single    0.970  0.020  1.090
 382  C19  H192  single    0.970  0.020  1.090
 382  N20  C23   single    1.351  0.020  1.351
 382  N20  H20   single    0.860  0.020  1.020
 382  C23  C24   aromatic  1.407  0.020  1.407
 382  C23  N28   aromatic  1.327  0.020  1.327
 382  C24  C25   aromatic  1.377  0.020  1.377
 382  C24  N31   aromatic  1.382  0.020  1.382
 382  C25  C26   aromatic  1.388  0.020  1.388
 382  C25  O33   aromatic  1.348  0.020  1.348
 382  C26  C27   aromatic  1.382  0.020  1.382
 382  C26  H26   single    0.930  0.020  1.080
 382  C27  N28   aromatic  1.339  0.020  1.339
 382  C27  H27   single    0.930  0.020  1.080
 382  N31  C32   aromatic  1.283  0.020  1.283
 382  C32  O33   aromatic  1.359  0.020  1.359
 382  C32  C34   single    1.487  0.020  1.487
 382  C34  C36   single    1.512  0.020  1.512
 382  C34  H341  single    0.970  0.020  1.090
 382  C34  H342  single    0.970  0.020  1.090
 382  C36  C39   aromatic  1.390  0.020  1.390
 382  C36  C43   aromatic  1.396  0.020  1.396
 382  C39  C40   aromatic  1.388  0.020  1.388
 382  C39  H39   single    0.930  0.020  1.080
 382  C40  C41   aromatic  1.386  0.020  1.386
 382  C40  H40   single    0.930  0.020  1.080
 382  C41  C42   aromatic  1.386  0.020  1.386
 382  C41  H41   single    0.930  0.020  1.080
 382  C42  C43   aromatic  1.388  0.020  1.388
 382  C42  H42   single    0.930  0.020  1.080
 382  C43  N48   single    1.416  0.020  1.416
 382  N48  N49   aromatic  1.340  0.020  1.340
 382  N48  C52   aromatic  1.340  0.020  1.340
 382  N49  C50   aromatic  1.310  0.020  1.310
 382  C50  N51   aromatic  1.351  0.020  1.351
 382  C50  H50   single    0.930  0.020  1.080
 382  N51  C52   aromatic  1.310  0.020  1.310
 382  C52  H52   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
 382  H12   C1   H11   107.21  3.000
 382  H12   C1   C6    109.82  3.000
 382  H11   C1   C6    110.87  3.000
 382  H12   C1   C2    109.41  3.000
 382  H11   C1   C2    109.67  3.000
 382  C6    C1   C2    109.83  3.000
 382  H22   C2   H21   106.87  3.000
 382  H22   C2   N3    108.00  3.000
 382  H21   C2   N3    111.91  3.000
 382  H22   C2   C1    110.63  3.000
 382  H21   C2   C1    108.79  3.000
 382  N3    C2   C1    110.59  3.000
 382  HN3   N3   C4    110.10  3.000
 382  HN3   N3   C2    107.37  3.000
 382  C4    N3   C2    112.45  3.000
 382  H4    C4   C15   106.14  3.000
 382  H4    C4   C5    107.92  3.000
 382  C15   C4   C5    111.90  3.000
 382  H4    C4   N3    111.74  3.000
 382  C15   C4   N3    109.50  3.000
 382  C5    C4   N3    109.61  3.000
 382  H52A  C5   H51   107.50  3.000
 382  H52A  C5   C6    109.05  3.000
 382  H51   C5   C6    109.84  3.000
 382  H52A  C5   C4    109.50  3.000
 382  H51   C5   C4    110.15  3.000
 382  C6    C5   C4    110.73  3.000
 382  H62   C6   H61   106.56  3.000
 382  H62   C6   C5    109.72  3.000
 382  H61   C6   C5    109.59  3.000
 382  H62   C6   C1    110.84  3.000
 382  H61   C6   C1    109.42  3.000
 382  C5    C6   C1    110.61  3.000
 382  C19   C15  F18   109.24  3.000
 382  C19   C15  F17   107.87  3.000
 382  F18   C15  F17   105.22  3.000
 382  C19   C15  C4    115.02  3.000
 382  F18   C15  C4    110.58  3.000
 382  F17   C15  C4    108.42  3.000
 382  H192  C19  H191  107.51  3.000
 382  H192  C19  N20   108.57  3.000
 382  H191  C19  N20   109.34  3.000
 382  H192  C19  C15   110.10  3.000
 382  H191  C19  C15   108.57  3.000
 382  N20   C19  C15   112.62  3.000
 382  H20   N20  C23   117.54  3.000
 382  H20   N20  C19   118.27  3.000
 382  C23   N20  C19   124.18  3.000
 382  N28   C23  C24   118.92  3.000
 382  N28   C23  N20   120.43  3.000
 382  C24   C23  N20   120.64  3.000
 382  N31   C24  C25   109.14  3.000
 382  N31   C24  C23   132.04  3.000
 382  C25   C24  C23   118.82  3.000
 382  O33   C25  C26   129.90  3.000
 382  O33   C25  C24   106.87  3.000
 382  C26   C25  C24   123.23  3.000
 382  H26   C26  C27   122.67  3.000
 382  H26   C26  C25   124.41  3.000
 382  C27   C26  C25   112.92  3.000
 382  H27   C27  N28   115.18  3.000
 382  H27   C27  C26   119.00  3.000
 382  N28   C27  C26   125.82  3.000
 382  C27   N28  C23   120.28  3.000
 382  C32   N31  C24   104.38  3.000
 382  C34   C32  O33   117.71  3.000
 382  C34   C32  N31   127.93  3.000
 382  O33   C32  N31   114.32  3.000
 382  C32   O33  C25   105.29  3.000
 382  H342  C34  H341  107.53  3.000
 382  H342  C34  C36   108.77  3.000
 382  H341  C34  C36   111.49  3.000
 382  H342  C34  C32   107.45  3.000
 382  H341  C34  C32   109.98  3.000
 382  C36   C34  C32   111.46  3.000
 382  C43   C36  C39   117.67  3.000
 382  C43   C36  C34   123.07  3.000
 382  C39   C36  C34   119.23  3.000
 382  H39   C39  C40   119.62  3.000
 382  H39   C39  C36   118.88  3.000
 382  C40   C39  C36   121.50  3.000
 382  H40   C40  C41   120.31  3.000
 382  H40   C40  C39   119.74  3.000
 382  C41   C40  C39   119.95  3.000
 382  H41   C41  C42   119.83  3.000
 382  H41   C41  C40   120.59  3.000
 382  C42   C41  C40   119.57  3.000
 382  H42   C42  C43   119.68  3.000
 382  H42   C42  C41   120.32  3.000
 382  C43   C42  C41   120.00  3.000
 382  N48   C43  C42   117.93  3.000
 382  N48   C43  C36   120.74  3.000
 382  C42   C43  C36   121.31  3.000
 382  C52   N48  N49   109.68  3.000
 382  C52   N48  C43   127.84  3.000
 382  N49   N48  C43   122.47  3.000
 382  C50   N49  N48   102.81  3.000
 382  H50   C50  N51   123.52  3.000
 382  H50   C50  N49   121.87  3.000
 382  N51   C50  N49   114.60  3.000
 382  C52   N51  C50   102.95  3.000
 382  H52   C52  N51   127.08  3.000
 382  H52   C52  N48   122.96  3.000
 382  N51   C52  N48   109.96  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
 382  CONST_01  C26  C25  C24  C23     0.00   0.0  0
 382  CONST_02  O33  C25  C24  C23   180.00   0.0  0
 382  CONST_03  C32  N31  C24  C23   180.00   0.0  0
 382  CONST_04  C26  C27  N28  C23     0.00   0.0  0
 382  CONST_05  C27  N28  C23  C24     0.00   0.0  0
 382  CONST_06  C27  C26  C25  C24     0.00   0.0  0
 382  CONST_07  C32  O33  C25  C24     0.00   0.0  0
 382  CONST_08  O33  C32  N31  C24     0.00   0.0  0
 382  CONST_09  N28  C23  C24  C25     0.00   0.0  0
 382  CONST_10  C32  N31  C24  C25     0.00   0.0  0
 382  CONST_11  N28  C27  C26  C25     0.00   0.0  0
 382  CONST_12  N31  C32  O33  C25     0.00   0.0  0
 382  CONST_13  N31  C24  C25  C26   180.00   0.0  0
 382  CONST_14  C32  O33  C25  C26   180.00   0.0  0
 382  CONST_15  O33  C25  C26  C27   180.00   0.0  0
 382  CONST_16  N31  C24  C23  N28   180.00   0.0  0
 382  CONST_17  O33  C25  C24  N31     0.00   0.0  0
 382  CONST_18  C41  C40  C39  C36     0.00   0.0  0
 382  CONST_19  C41  C42  C43  C36     0.00   0.0  0
 382  CONST_22  C42  C43  C36  C39     0.00   0.0  0
 382  CONST_23  N48  C43  C36  C39   180.00   0.0  0
 382  CONST_24  C42  C41  C40  C39     0.00   0.0  0
 382  CONST_25  C43  C36  C39  C40     0.00   0.0  0
 382  CONST_26  C43  C42  C41  C40     0.00   0.0  0
 382  CONST_27  N48  C43  C42  C41   180.00   0.0  0
 382  CONST_30  C50  N49  N48  C43   180.00   0.0  0
 382  CONST_31  N51  C52  N48  C43   180.00   0.0  0
 382  CONST_32  N51  C50  N49  N48     0.00   0.0  0
 382  CONST_33  C50  N51  C52  N48     0.00   0.0  0
 382  CONST_34  N51  C52  N48  N49     0.00   0.0  0
 382  CONST_35  C52  N51  C50  N49     0.00   0.0  0
 382  CONST_36  C52  N48  N49  C50     0.00   0.0  0
 382  CONST_37  C25  C24  C23  N20   180.00   0.0  0
 382  CONST_38  N31  C24  C23  N20     0.00   0.0  0
 382  CONST_39  C27  N28  C23  N20   180.00   0.0  0
 382  CONST_40  C34  C32  N31  C24   180.00   0.0  0
 382  CONST_41  C34  C32  O33  C25   180.00   0.0  0
 382  CONST_42  C40  C39  C36  C34   180.00   0.0  0
 382  CONST_43  C42  C43  C36  C34   180.00   0.0  0
 382  CONST_44  N48  C43  C36  C34     0.00   0.0  0
 382  CONST_45  H27  C27  N28  C23   180.00   0.0  0
 382  CONST_46  H26  C26  C25  C24   180.00   0.0  0
 382  CONST_47  H40  C40  C39  C36   180.00   0.0  0
 382  CONST_48  H42  C42  C43  C36   180.00   0.0  0
 382  CONST_49  H41  C41  C40  C39   180.00   0.0  0
 382  CONST_50  H39  C39  C40  C41   180.00   0.0  0
 382  CONST_51  H52  C52  N48  C43     0.00   0.0  0
 382  CONST_52  H50  C50  N49  N48   180.00   0.0  0
 382  CONST_53  C24  C23  N20  C19   180.00   0.0  0
 382  CONST_54  N28  C23  N20  C19     0.00   0.0  0
 382  CONST_55  H20  N20  C23  C24     0.00   0.0  0
 382  Var_01    C4   N3   C2   C1     61.01  30.0  1
 382  Var_02    C4   C5   C6   C1    -54.07  30.0  1
 382  Var_03    C5   C6   C1   C2     54.11  30.0  1
 382  Var_04    C6   C1   C2   N3    -56.88  30.0  1
 382  Var_05    C36  C34  C32  N31    88.75  30.0  2
 382  Var_06    C39  C36  C34  C32  -104.64  30.0  2
 382  Var_07    N20  C19  C15  C4   -176.40  30.0  3
 382  Var_08    C23  N20  C19  C15   -99.22  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
 382  chir_01  C4  N3  C5  C15  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
 382  plan-1  C43  0.020
 382  plan-1  N48  0.020
 382  plan-1  N49  0.020
 382  plan-1  C50  0.020
 382  plan-1  N51  0.020
 382  plan-1  C52  0.020
 382  plan-1  H50  0.020
 382  plan-1  H52  0.020
 382  plan-2  C34  0.020
 382  plan-2  C36  0.020
 382  plan-2  C39  0.020
 382  plan-2  C40  0.020
 382  plan-2  C41  0.020
 382  plan-2  C42  0.020
 382  plan-2  C43  0.020
 382  plan-2  N48  0.020
 382  plan-2  H39  0.020
 382  plan-2  H40  0.020
 382  plan-2  H41  0.020
 382  plan-2  H42  0.020
 382  plan-3  N20  0.020
 382  plan-3  C23  0.020
 382  plan-3  C24  0.020
 382  plan-3  C25  0.020
 382  plan-3  C26  0.020
 382  plan-3  C27  0.020
 382  plan-3  N28  0.020
 382  plan-3  N31  0.020
 382  plan-3  C32  0.020
 382  plan-3  O33  0.020
 382  plan-3  C34  0.020
 382  plan-3  H26  0.020
 382  plan-3  H27  0.020
 382  plan-4  C19  0.020
 382  plan-4  N20  0.020
 382  plan-4  C23  0.020
 382  plan-4  H20  0.020

