# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 11:37:28 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: N-ethyl-4-{[5-(methoxycarbamoyl)-2-methylphenyl]amino}-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1cn2ncnc(Nc3cc(ccc3C)C(=O)NOC)c2c1C
#
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
 279  279  N-ethyl-4-{[5-(methoxycarbamoyl)-2-methylphenyl]amino}-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide  ligand  50  28  .  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_279
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
 279  C1    C  CR16  0  -0.281  -4.4985   1.7270  -0.0412
 279  C2    C  CR16  0  -0.288  -3.5401   2.7132  -0.2090
 279  C3    C  CR16  0  -0.302  -2.7438   0.0930   0.1713
 279  C4    C  CR15  0  -0.041   3.6107  -1.3575  -0.6326
 279  C5    C  CR6   0  -0.063  -4.0979   0.4088   0.1440
 279  C6    C  CR5   0  -0.133   3.8988  -0.0558  -0.2432
 279  C7    C  CR6   0   0.057  -2.1831   2.4199  -0.2163
 279  C8    C  CR5   0  -0.040   2.6831   0.6386  -0.0596
 279  C9    C  CR6   0   0.327  -1.7898   1.0839  -0.0285
 279  C10   C  CR56  0   0.325   1.6795  -0.2806  -0.3390
 279  C11   C  CR16  0   0.072   0.3349  -2.4543  -1.0749
 279  C12   C  CR6   0   0.498   0.2509  -0.2946  -0.3651
 279  C13   C  C     0   0.502  -5.0714  -0.7013   0.3597
 279  C15   C  CH3   0  -0.782  -1.1721   3.5110  -0.4049
 279  C16   C  CH3   0  -0.835   2.4992   2.0573   0.3751
 279  C17   C  CH3   0  -0.699   8.4408  -1.2644   0.6603
 279  C19   C  CH2   0  -0.262   7.5988  -0.0237   0.4299
 279  N20   N  N     0  -0.273   1.6204  -2.5894  -1.0737
 279  N21   N  N     0  -0.492  -0.3968  -1.3726  -0.7389
 279  N22   N  N     0  -0.364   2.2798  -1.4773  -0.6923
 279  N23   N  NH1   0  -0.791  -0.4121   0.8250  -0.0118
 279  N24   N  NH1   0  -0.642   6.2018  -0.3815   0.2812
 279  N25   N  NH1   0  -0.382  -6.2663  -0.5051  -0.2420
 279  O26   O  O     0  -0.460  -4.8146  -1.6816   1.0341
 279  O27   O  O     0  -0.495   5.5254   1.6666  -0.3729
 279  O28   O  O2    0  -0.376  -7.1827  -1.5109  -0.2125
 279  H1    H  HCR6  0   0.265  -5.5444   2.0041  -0.0298
 279  H2    H  HCR6  0   0.262  -3.8548   3.7405  -0.3427
 279  H3    H  HCR6  0   0.281  -2.4369  -0.9265   0.3407
 279  H4    H  HCR5  0   0.305   4.2548  -2.1788  -0.9023
 279  H11   H  HCR6  0   0.280  -0.2198  -3.3312  -1.3841
 279  H151  H  HCH3  0   0.257  -0.5957   3.6917   0.5074
 279  H152  H  HCH3  0   0.258  -0.4633   3.2814  -1.2035
 279  H153  H  HCH3  0   0.277  -1.6589   4.4499  -0.6596
 279  H161  H  HCH3  0   0.255   2.0793   2.6720  -0.4250
 279  H162  H  HCH3  0   0.249   1.8457   2.1350   1.2466
 279  H163  H  HCH3  0   0.286   3.4460   2.5104   0.6510
 279  H171  H  HCH3  0   0.233   8.1448  -1.7843   1.5727
 279  H172  H  HCH3  0   0.235   8.3551  -1.9602  -0.1745
 279  H173  H  HCH3  0   0.245   9.4890  -0.9875   0.7624
 279  H181  H  HCH3  0   0.226  -7.8322  -1.1279   1.7359
 279  H182  H  HCH3  0   0.226  -8.7651  -0.3204   0.4503
 279  H183  H  HCH3  0   0.242  -8.8979  -2.0769   0.6786
 279  H191  H  HCH2  0   0.233   7.7266   0.6767   1.2604
 279  H192  H  HCH2  0   0.238   7.9333   0.4905  -0.4723
 279  H23   H  HNH1  0   0.445   0.1628   1.6135   0.2358
 279  H24   H  HNH1  0   0.403   5.9081  -1.2766   0.6381
 279  H25   H  HNH1  0   0.419  -6.3693   0.1239  -1.0272
 279  C14   C  C     0   0.492   5.2653   0.4971  -0.1136
 279  C18   C  CH3   0  -0.391  -8.2194  -1.2272   0.7201

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
 279  C18  O28   single    1.423  0.020  1.423
 279  O28  N25   single    1.361  0.020  1.361
 279  N25  C13   single    1.352  0.020  1.352
 279  C13  O26   double    1.217  0.020  1.217
 279  C13  C5    single    1.492  0.020  1.492
 279  C1   C5    aromatic  1.390  0.020  1.390
 279  C1   C2    aromatic  1.385  0.020  1.385
 279  C5   C3    aromatic  1.391  0.020  1.391
 279  C2   C7    aromatic  1.388  0.020  1.388
 279  C3   C9    aromatic  1.390  0.020  1.390
 279  C7   C9    aromatic  1.405  0.020  1.405
 279  C7   C15   single    1.499  0.020  1.499
 279  C9   N23   single    1.402  0.020  1.402
 279  N23  C12   single    1.348  0.020  1.348
 279  C12  N21   aromatic  1.312  0.020  1.312
 279  C12  C10   aromatic  1.429  0.020  1.429
 279  C16  C8    single    1.495  0.020  1.495
 279  N21  C11   aromatic  1.348  0.020  1.348
 279  C10  C8    aromatic  1.389  0.020  1.389
 279  C10  N22   aromatic  1.385  0.020  1.385
 279  C8   C6    aromatic  1.412  0.020  1.412
 279  C11  N20   aromatic  1.293  0.020  1.293
 279  N22  N20   aromatic  1.348  0.020  1.348
 279  N22  C4    aromatic  1.338  0.020  1.338
 279  C6   C14   single    1.480  0.020  1.480
 279  C6   C4    aromatic  1.389  0.020  1.389
 279  O27  C14   double    1.226  0.020  1.226
 279  C14  N24   single    1.343  0.020  1.343
 279  N24  C19   single    1.450  0.020  1.450
 279  C17  C19   single    1.517  0.020  1.517
 279  C1   H1    single    0.930  0.020  1.080
 279  C2   H2    single    0.930  0.020  1.080
 279  C3   H3    single    0.930  0.020  1.080
 279  C4   H4    single    0.930  0.020  1.080
 279  C11  H11   single    0.930  0.020  1.080
 279  C15  H151  single    0.970  0.020  1.090
 279  C15  H152  single    0.970  0.020  1.090
 279  C15  H153  single    0.970  0.020  1.090
 279  C16  H161  single    0.970  0.020  1.090
 279  C16  H162  single    0.970  0.020  1.090
 279  C16  H163  single    0.970  0.020  1.090
 279  C17  H171  single    0.970  0.020  1.090
 279  C17  H172  single    0.970  0.020  1.090
 279  C17  H173  single    0.970  0.020  1.090
 279  C18  H181  single    0.970  0.020  1.090
 279  C18  H182  single    0.970  0.020  1.090
 279  C18  H183  single    0.970  0.020  1.090
 279  C19  H191  single    0.970  0.020  1.090
 279  C19  H192  single    0.970  0.020  1.090
 279  N23  H23   single    0.860  0.020  1.020
 279  N24  H24   single    0.860  0.020  1.020
 279  N25  H25   single    0.890  0.020  1.040

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
 279  H1    C1   C5    121.34  3.000
 279  H1    C1   C2    119.18  3.000
 279  C5    C1   C2    119.46  3.000
 279  H2    C2   C7    118.94  3.000
 279  H2    C2   C1    119.29  3.000
 279  C7    C2   C1    121.76  3.000
 279  H3    C3   C9    120.09  3.000
 279  H3    C3   C5    119.67  3.000
 279  C9    C3   C5    120.24  3.000
 279  H4    C4   N22   121.00  3.000
 279  H4    C4   C6    131.32  3.000
 279  N22   C4   C6    107.63  3.000
 279  C13   C5   C3    117.61  3.000
 279  C3    C5   C1    119.90  3.000
 279  C13   C5   C1    122.46  3.000
 279  C14   C6   C8    126.86  3.000
 279  C14   C6   C4    124.49  3.000
 279  C8    C6   C4    108.59  3.000
 279  C15   C7   C9    121.33  3.000
 279  C15   C7   C2    120.39  3.000
 279  C9    C7   C2    118.27  3.000
 279  C16   C8   C10   126.68  3.000
 279  C10   C8   C6    105.69  3.000
 279  C16   C8   C6    127.61  3.000
 279  N23   C9   C7    116.88  3.000
 279  N23   C9   C3    122.76  3.000
 279  C7    C9   C3    120.33  3.000
 279  N22   C10  C12   114.85  3.000
 279  N22   C10  C8    108.06  3.000
 279  C12   C10  C8    137.09  3.000
 279  H11   C11  N21   116.28  3.000
 279  H11   C11  N20   115.16  3.000
 279  N21   C11  N20   128.56  3.000
 279  N23   C12  N21   120.94  3.000
 279  N21   C12  C10   120.45  3.000
 279  N23   C12  C10   118.60  3.000
 279  O26   C13  N25   123.36  3.000
 279  O26   C13  C5    122.79  3.000
 279  N25   C13  C5    113.85  3.000
 279  H153  C15  H152  107.49  3.000
 279  H153  C15  H151  106.76  3.000
 279  H152  C15  H151  107.61  3.000
 279  H153  C15  C7    110.84  3.000
 279  H152  C15  C7    112.12  3.000
 279  H151  C15  C7    111.75  3.000
 279  H163  C16  H162  106.83  3.000
 279  H163  C16  H161  106.65  3.000
 279  H162  C16  H161  108.32  3.000
 279  H163  C16  C8    111.27  3.000
 279  H162  C16  C8    111.91  3.000
 279  H161  C16  C8    111.60  3.000
 279  H173  C17  H172  108.04  3.000
 279  H173  C17  H171  107.69  3.000
 279  H172  C17  H171  108.36  3.000
 279  H173  C17  C19   109.91  3.000
 279  H172  C17  C19   111.23  3.000
 279  H171  C17  C19   111.48  3.000
 279  H192  C19  H191  106.87  3.000
 279  H192  C19  N24   109.08  3.000
 279  H191  C19  N24   110.39  3.000
 279  H192  C19  C17   109.93  3.000
 279  H191  C19  C17   110.09  3.000
 279  N24   C19  C17   110.40  3.000
 279  N22   N20  C11   113.61  3.000
 279  C12   N21  C11   117.53  3.000
 279  N20   N22  C10   124.97  3.000
 279  N20   N22  C4    124.97  3.000
 279  C10   N22  C4    110.03  3.000
 279  H23   N23  C12   115.72  3.000
 279  H23   N23  C9    114.80  3.000
 279  C12   N23  C9    129.31  3.000
 279  H24   N24  C19   117.64  3.000
 279  H24   N24  C14   118.81  3.000
 279  C19   N24  C14   122.72  3.000
 279  H25   N25  O28   114.07  3.000
 279  H25   N25  C13   121.72  3.000
 279  O28   N25  C13   118.57  3.000
 279  N25   O28  C18   110.94  3.000
 279  O27   C14  N24   122.56  3.000
 279  N24   C14  C6    115.16  3.000
 279  O27   C14  C6    122.27  3.000
 279  H183  C18  H182  109.11  3.000
 279  H183  C18  H181  109.13  3.000
 279  H182  C18  H181  109.36  3.000
 279  H183  C18  O28   105.88  3.000
 279  H182  C18  O28   111.57  3.000
 279  H181  C18  O28   111.69  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
 279  CONST_01  C9    C3   C5   C1      0.00   0.0  0
 279  CONST_02  C9    C7   C2   C1      0.00   0.0  0
 279  CONST_03  C3    C5   C1   C2      0.00   0.0  0
 279  CONST_04  C3    C9   C7   C2      0.00   0.0  0
 279  CONST_05  C12   C10  N22  C4    180.00   0.0  0
 279  CONST_06  C8    C10  N22  C4      0.00   0.0  0
 279  CONST_07  C11   N20  N22  C4    180.00   0.0  0
 279  CONST_08  C10   C8   C6   C4      0.00   0.0  0
 279  CONST_09  C7    C2   C1   C5      0.00   0.0  0
 279  CONST_10  C7    C9   C3   C5      0.00   0.0  0
 279  CONST_11  C12   C10  C8   C6    180.00   0.0  0
 279  CONST_12  N22   C10  C8   C6      0.00   0.0  0
 279  CONST_13  C10   N22  C4   C6      0.00   0.0  0
 279  CONST_14  N20   N22  C4   C6    180.00   0.0  0
 279  CONST_15  N21   C12  C10  C8    180.00   0.0  0
 279  CONST_16  N20   N22  C10  C8    180.00   0.0  0
 279  CONST_17  N22   C4   C6   C8      0.00   0.0  0
 279  CONST_18  C11   N21  C12  C10     0.00   0.0  0
 279  CONST_19  C11   N20  N22  C10     0.00   0.0  0
 279  CONST_20  N20   C11  N21  C12     0.00   0.0  0
 279  CONST_21  N20   N22  C10  C12     0.00   0.0  0
 279  CONST_22  N22   C10  C12  N21     0.00   0.0  0
 279  CONST_23  N22   N20  C11  N21     0.00   0.0  0
 279  CONST_24  C15   C7   C2   C1    180.00   0.0  0
 279  CONST_25  C13   C5   C1   C2    180.00   0.0  0
 279  CONST_26  N23   C9   C7   C2    180.00   0.0  0
 279  CONST_27  C15   C7   C9   C3    180.00   0.0  0
 279  CONST_28  C16   C8   C6   C4    180.00   0.0  0
 279  CONST_29  N23   C9   C3   C5    180.00   0.0  0
 279  CONST_30  N23   C12  C10  C8      0.00   0.0  0
 279  CONST_31  C13   C5   C3   C9    180.00   0.0  0
 279  CONST_32  C14   C6   C8   C10   180.00   0.0  0
 279  CONST_33  N23   C12  N21  C11   180.00   0.0  0
 279  CONST_34  C16   C8   C10  C12     0.00   0.0  0
 279  CONST_35  N22   C4   C6   C14   180.00   0.0  0
 279  CONST_36  N22   C10  C8   C16   180.00   0.0  0
 279  CONST_37  N23   C12  C10  N22   180.00   0.0  0
 279  CONST_38  H3    C3   C5   C1    180.00   0.0  0
 279  CONST_39  H1    C1   C5   C3    180.00   0.0  0
 279  CONST_40  H2    C2   C1   C5    180.00   0.0  0
 279  CONST_41  H4    C4   C6   C8    180.00   0.0  0
 279  CONST_42  H11   C11  N21  C12   180.00   0.0  0
 279  CONST_43  O28   N25  C13  C5    180.00   0.0  0
 279  CONST_44  C19   N24  C14  C6    180.00   0.0  0
 279  CONST_46  H24   N24  C14  C6      0.00   0.0  0
 279  CONST_47  O27   C14  N24  C19     0.00   0.0  0
 279  CONST_48  O28   N25  C13  O26     0.00   0.0  0
 279  Var_01    C12   N23  C9   C3     30.68  30.0  2
 279  Var_02    N21   C12  N23  C9     -3.32  30.0  2
 279  Var_03    N25   C13  C5   C1     29.98  30.0  2
 279  Var_04    O27   C14  C6   C4    145.82  30.0  2
 279  Var_05    H151  C15  C7   C2    111.08  30.0  2
 279  Var_06    H161  C16  C8   C6    112.98  30.0  2
 279  Var_07    C17   C19  N24  C14  -170.60  30.0  3
 279  Var_08    H171  C17  C19  N24   -61.15  30.0  3
 279  Var_09    H181  C18  O28  N25   -61.21  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
 279  plan-1  C1   0.020
 279  plan-1  C2   0.020
 279  plan-1  C3   0.020
 279  plan-1  C5   0.020
 279  plan-1  C7   0.020
 279  plan-1  C9   0.020
 279  plan-1  C13  0.020
 279  plan-1  C15  0.020
 279  plan-1  N23  0.020
 279  plan-1  H1   0.020
 279  plan-1  H2   0.020
 279  plan-1  H3   0.020
 279  plan-2  C4   0.020
 279  plan-2  C6   0.020
 279  plan-2  C8   0.020
 279  plan-2  C10  0.020
 279  plan-2  C11  0.020
 279  plan-2  C12  0.020
 279  plan-2  C16  0.020
 279  plan-2  N20  0.020
 279  plan-2  N21  0.020
 279  plan-2  N22  0.020
 279  plan-2  N23  0.020
 279  plan-2  H4   0.020
 279  plan-2  H11  0.020
 279  plan-2  C14  0.020
 279  plan-3  C5   0.020
 279  plan-3  C13  0.020
 279  plan-3  N25  0.020
 279  plan-3  O26  0.020
 279  plan-3  O28  0.020
 279  plan-3  H25  0.020
 279  plan-4  C6   0.020
 279  plan-4  C19  0.020
 279  plan-4  N24  0.020
 279  plan-4  O27  0.020
 279  plan-4  H24  0.020
 279  plan-4  C14  0.020

