# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 23:02:42 2021
#   Inital geometry file: a 123 line input string
#   Ligand name: N-(3-{[4-amino-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl}-4-methylphenyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCn1cc(C#Cc2cc(NC(C)=O)ccc2C)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
 I14  I14  N-(3-{[4-amino-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl}-4-methylphenyl)acetamide  ligand  48  27  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I14
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
 I14  C02   C  CR6   0   0.405  -10.6538  -33.3360  3.0969
 I14  C03   C  CR56  0  -0.136  -10.6682  -34.7422  3.1699
 I14  C04   C  CR56  0   0.511  -11.6560  -35.3761  2.4201
 I14  C07   C  CH2   0  -0.127  -13.6375  -37.9166  2.8970
 I14  C09   C  CH3   0  -0.397  -15.6184  -39.1494  3.0069
 I14  C10   C  CR15  0  -0.056  -10.4854  -36.9576  3.4425
 I14  C11   C  CR5   0  -0.146   -9.9146  -35.7682  3.8292
 I14  C12   C  CSP   0   0.091   -8.8183  -35.5992  4.6972
 I14  C13   C  CSP   0   0.084   -7.8863  -35.4120  5.4453
 I14  C14   C  CR6   0  -0.088   -6.8016  -35.2017  6.3404
 I14  C15   C  CR16  0  -0.391   -6.3686  -33.8916  6.5711
 I14  C16   C  CR6   0   0.373   -5.3173  -33.6480  7.4489
 I14  C18   C  C     0   0.510   -5.1533  -31.1710  7.2286
 I14  C19   C  CH3   0  -0.783   -4.3324  -30.0223  7.7571
 I14  C21   C  CR16  0  -0.339   -4.7140  -34.7340  8.0873
 I14  C22   C  CR16  0  -0.286   -5.1512  -36.0245  7.8497
 I14  C23   C  CR6   0   0.043   -6.1973  -36.2963  6.9763
 I14  C24   C  CH3   0  -0.745   -6.6609  -37.6977  6.7237
 I14  C26   C  CR16  0   0.038  -12.4522  -33.4587  1.6769
 I14  N01   N  NH2   0  -0.829   -9.7738  -32.5880  3.7738
 I14  N05   N  NR5   0  -0.510  -11.5253  -36.7214  2.5908
 I14  N17   N  NH1   0  -0.739   -4.8164  -32.3790  7.7510
 I14  N25   N  N     0  -0.461  -12.5700  -34.7719  1.6607
 I14  N27   N  N     0  -0.471  -11.5639  -32.7196  2.3381
 I14  O08   O  O2    0  -0.484  -14.4217  -38.9161  2.3066
 I14  O20   O  O     0  -0.471   -6.0206  -31.0154  6.3868
 I14  H062  H  HCH2  0   0.276  -11.8449  -38.6570  1.9459
 I14  H061  H  HCH2  0   0.274  -12.6878  -37.4123  1.0237
 I14  H071  H  HCH2  0   0.210  -14.1895  -36.9692  2.9722
 I14  H072  H  HCH2  0   0.210  -13.3329  -38.1967  3.9156
 I14  H093  H  HCH3  0   0.236  -16.1639  -39.9353  2.4863
 I14  H091  H  HCH3  0   0.207  -15.4348  -39.4778  4.0364
 I14  H092  H  HCH3  0   0.208  -16.2500  -38.2545  3.0456
 I14  H101  H  HCR5  0   0.305  -10.2114  -37.9643  3.7149
 I14  H151  H  HCR6  0   0.280   -6.8630  -33.0806  6.0624
 I14  H192  H  HCH3  0   0.269   -4.9574  -29.1371  7.8534
 I14  H193  H  HCH3  0   0.256   -3.8638  -30.2301  8.7175
 I14  H191  H  HCH3  0   0.277   -3.5410  -29.7917  7.0416
 I14  H211  H  HCR6  0   0.273   -3.8942  -34.5687  8.7764
 I14  H221  H  HCR6  0   0.258   -4.6625  -36.8441  8.3618
 I14  H243  H  HCH3  0   0.248   -6.5231  -37.9823  5.6787
 I14  H241  H  HCH3  0   0.251   -6.1104  -38.4082  7.3385
 I14  H242  H  HCH3  0   0.247   -7.7228  -37.8164  6.9456
 I14  H261  H  HCR6  0   0.251  -13.1665  -32.9049  1.0771
 I14  H011  H  HNH2  0   0.403   -9.7322  -31.5973  3.6055
 I14  H012  H  HNH2  0   0.407   -9.0026  -33.0121  4.2592
 I14  H171  H  HNH1  0   0.416   -4.0748  -32.3736  8.4340
 I14  C06   C  CH2   0  -0.358  -12.4029  -37.7245  2.0282

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
 I14  C09  O08   single    1.406  0.020  1.406
 I14  O08  C07   single    1.401  0.020  1.401
 I14  C06  C07   single    1.522  0.020  1.522
 I14  C06  N05   single    1.447  0.020  1.447
 I14  N05  C10   aromatic  1.365  0.020  1.365
 I14  N05  C04   aromatic  1.362  0.020  1.362
 I14  C10  C11   aromatic  1.375  0.020  1.375
 I14  N25  C04   aromatic  1.333  0.020  1.333
 I14  N25  C26   aromatic  1.319  0.020  1.319
 I14  C04  C03   aromatic  1.393  0.020  1.393
 I14  C26  N27   aromatic  1.331  0.020  1.331
 I14  C11  C03   aromatic  1.434  0.020  1.434
 I14  C11  C12   single    1.409  0.020  1.409
 I14  C03  C02   aromatic  1.408  0.020  1.408
 I14  N27  C02   aromatic  1.336  0.020  1.336
 I14  C02  N01   single    1.339  0.020  1.339
 I14  C12  C13   triple    1.210  0.020  1.210
 I14  C13  C14   single    1.422  0.020  1.422
 I14  O20  C18   double    1.219  0.020  1.219
 I14  C15  C14   aromatic  1.399  0.020  1.399
 I14  C15  C16   aromatic  1.391  0.020  1.391
 I14  C18  C19   single    1.508  0.020  1.508
 I14  C18  N17   single    1.359  0.020  1.359
 I14  C14  C23   aromatic  1.403  0.020  1.403
 I14  N17  C16   single    1.397  0.020  1.397
 I14  C16  C21   aromatic  1.397  0.020  1.397
 I14  C23  C24   single    1.498  0.020  1.498
 I14  C23  C22   aromatic  1.390  0.020  1.390
 I14  C21  C22   aromatic  1.383  0.020  1.383
 I14  C06  H062  single    0.970  0.020  1.090
 I14  C06  H061  single    0.970  0.020  1.090
 I14  C07  H071  single    0.970  0.020  1.090
 I14  C07  H072  single    0.970  0.020  1.090
 I14  C09  H093  single    0.970  0.020  1.090
 I14  C09  H091  single    0.970  0.020  1.090
 I14  C09  H092  single    0.970  0.020  1.090
 I14  C10  H101  single    0.930  0.020  1.080
 I14  C15  H151  single    0.930  0.020  1.080
 I14  C19  H192  single    0.970  0.020  1.090
 I14  C19  H193  single    0.970  0.020  1.090
 I14  C19  H191  single    0.970  0.020  1.090
 I14  C21  H211  single    0.930  0.020  1.080
 I14  C22  H221  single    0.930  0.020  1.080
 I14  C24  H243  single    0.970  0.020  1.090
 I14  C24  H241  single    0.970  0.020  1.090
 I14  C24  H242  single    0.970  0.020  1.090
 I14  C26  H261  single    0.930  0.020  1.080
 I14  N01  H011  single    0.860  0.020  1.020
 I14  N01  H012  single    0.860  0.020  1.020
 I14  N17  H171  single    0.860  0.020  1.020

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
 I14  N27   C02  N01   118.52  3.000
 I14  N01   C02  C03   122.58  3.000
 I14  N27   C02  C03   118.90  3.000
 I14  C11   C03  C04   107.13  3.000
 I14  C11   C03  C02   137.15  3.000
 I14  C04   C03  C02   115.71  3.000
 I14  N25   C04  N05   125.79  3.000
 I14  N25   C04  C03   125.92  3.000
 I14  N05   C04  C03   108.29  3.000
 I14  H072  C07  H071  107.18  3.000
 I14  H072  C07  O08   111.33  3.000
 I14  H071  C07  O08   111.26  3.000
 I14  H072  C07  C06   109.66  3.000
 I14  H071  C07  C06   109.74  3.000
 I14  O08   C07  C06   107.68  3.000
 I14  H092  C09  H091  107.94  3.000
 I14  H092  C09  H093  108.51  3.000
 I14  H091  C09  H093  108.46  3.000
 I14  H092  C09  O08   111.87  3.000
 I14  H091  C09  O08   112.02  3.000
 I14  H093  C09  O08   107.94  3.000
 I14  H101  C10  N05   120.85  3.000
 I14  H101  C10  C11   129.14  3.000
 I14  N05   C10  C11   110.01  3.000
 I14  C12   C11  C10   126.89  3.000
 I14  C12   C11  C03   127.35  3.000
 I14  C10   C11  C03   105.76  3.000
 I14  C13   C12  C11   180.00  3.000
 I14  C14   C13  C12   180.00  3.000
 I14  C23   C14  C15   121.51  3.000
 I14  C23   C14  C13   119.91  3.000
 I14  C15   C14  C13   118.58  3.000
 I14  H151  C15  C16   120.86  3.000
 I14  H151  C15  C14   119.01  3.000
 I14  C16   C15  C14   120.13  3.000
 I14  N17   C16  C21   116.90  3.000
 I14  C21   C16  C15   118.60  3.000
 I14  N17   C16  C15   124.50  3.000
 I14  O20   C18  N17   123.75  3.000
 I14  N17   C18  C19   114.06  3.000
 I14  O20   C18  C19   122.17  3.000
 I14  H191  C19  H193  107.85  3.000
 I14  H191  C19  H192  107.62  3.000
 I14  H193  C19  H192  108.95  3.000
 I14  H191  C19  C18   109.02  3.000
 I14  H193  C19  C18   113.47  3.000
 I14  H192  C19  C18   109.77  3.000
 I14  H211  C21  C22   119.38  3.000
 I14  H211  C21  C16   119.92  3.000
 I14  C22   C21  C16   120.69  3.000
 I14  H221  C22  C23   119.27  3.000
 I14  H221  C22  C21   118.84  3.000
 I14  C23   C22  C21   121.90  3.000
 I14  C24   C23  C22   121.47  3.000
 I14  C22   C23  C14   117.17  3.000
 I14  C24   C23  C14   121.36  3.000
 I14  H242  C24  H241  107.83  3.000
 I14  H242  C24  H243  106.80  3.000
 I14  H241  C24  H243  107.85  3.000
 I14  H242  C24  C23   111.64  3.000
 I14  H241  C24  C23   111.02  3.000
 I14  H243  C24  C23   111.49  3.000
 I14  H261  C26  N27   115.50  3.000
 I14  H261  C26  N25   116.29  3.000
 I14  N27   C26  N25   128.22  3.000
 I14  H012  N01  H011  117.69  3.000
 I14  H012  N01  C02   120.86  3.000
 I14  H011  N01  C02   119.53  3.000
 I14  C10   N05  C06   125.80  3.000
 I14  C10   N05  C04   108.80  3.000
 I14  C06   N05  C04   125.29  3.000
 I14  H171  N17  C18   115.99  3.000
 I14  H171  N17  C16   114.52  3.000
 I14  C18   N17  C16   129.46  3.000
 I14  C26   N25  C04   112.53  3.000
 I14  C26   N27  C02   118.72  3.000
 I14  C09   O08  C07   112.64  3.000
 I14  H061  C06  H062  108.02  3.000
 I14  H061  C06  N05   108.57  3.000
 I14  H062  C06  N05   108.18  3.000
 I14  H061  C06  C07   110.50  3.000
 I14  H062  C06  C07   110.51  3.000
 I14  N05   C06  C07   110.95  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
 I14  CONST_01  N05   C04  C03  C02   180.00   0.0  0
 I14  CONST_02  N25   C04  C03  C02     0.00   0.0  0
 I14  CONST_03  C10   C11  C03  C02   180.00   0.0  0
 I14  CONST_04  N25   C26  N27  C02     0.00   0.0  0
 I14  CONST_05  C10   N05  C04  C03     0.00   0.0  0
 I14  CONST_06  C26   N25  C04  C03     0.00   0.0  0
 I14  CONST_07  N05   C10  C11  C03     0.00   0.0  0
 I14  CONST_08  C26   N27  C02  C03     0.00   0.0  0
 I14  CONST_09  C11   C10  N05  C04     0.00   0.0  0
 I14  CONST_10  N27   C26  N25  C04     0.00   0.0  0
 I14  CONST_11  C10   C11  C03  C04     0.00   0.0  0
 I14  CONST_12  N27   C02  C03  C04     0.00   0.0  0
 I14  CONST_13  N25   C04  N05  C10   180.00   0.0  0
 I14  CONST_14  N05   C04  C03  C11     0.00   0.0  0
 I14  CONST_15  N25   C04  C03  C11   180.00   0.0  0
 I14  CONST_16  N27   C02  C03  C11   180.00   0.0  0
 I14  CONST_17  C21   C16  C15  C14     0.00   0.0  0
 I14  CONST_18  C21   C22  C23  C14     0.00   0.0  0
 I14  CONST_19  C22   C23  C14  C15     0.00   0.0  0
 I14  CONST_20  C22   C21  C16  C15     0.00   0.0  0
 I14  CONST_21  C23   C14  C15  C16     0.00   0.0  0
 I14  CONST_22  C23   C22  C21  C16     0.00   0.0  0
 I14  CONST_23  N05   C04  N25  C26   180.00   0.0  0
 I14  CONST_24  C12   C11  C03  C02     0.00   0.0  0
 I14  CONST_25  C06   N05  C04  C03   180.00   0.0  0
 I14  CONST_26  C12   C11  C03  C04   180.00   0.0  0
 I14  CONST_27  N01   C02  C03  C04   180.00   0.0  0
 I14  CONST_28  C11   C10  N05  C06   180.00   0.0  0
 I14  CONST_29  N25   C04  N05  C06     0.00   0.0  0
 I14  CONST_30  N01   C02  C03  C11     0.00   0.0  0
 I14  CONST_31  N05   C10  C11  C12   180.00   0.0  0
 I14  CONST_32  C16   C15  C14  C13   180.00   0.0  0
 I14  CONST_33  C22   C23  C14  C13   180.00   0.0  0
 I14  CONST_34  N17   C16  C15  C14   180.00   0.0  0
 I14  CONST_35  C24   C23  C14  C15   180.00   0.0  0
 I14  CONST_36  C24   C23  C22  C21   180.00   0.0  0
 I14  CONST_37  N17   C16  C21  C22   180.00   0.0  0
 I14  CONST_38  N01   C02  N27  C26   180.00   0.0  0
 I14  CONST_39  H261  C26  N27  C02   180.00   0.0  0
 I14  CONST_40  H101  C10  C11  C03   180.00   0.0  0
 I14  CONST_41  H221  C22  C23  C14   180.00   0.0  0
 I14  CONST_42  H211  C21  C16  C15   180.00   0.0  0
 I14  CONST_43  H151  C15  C16  C21   180.00   0.0  0
 I14  CONST_44  C18   N17  C16  C15     0.00   0.0  0
 I14  CONST_45  C21   C16  N17  C18   180.00   0.0  0
 I14  CONST_46  H011  N01  C02  C03   180.00   0.0  0
 I14  CONST_47  H012  N01  C02  C03     0.00   0.0  0
 I14  CONST_48  H171  N17  C16  C15   180.00   0.0  0
 I14  CONST_49  O20   C18  N17  C16     0.00   0.0  0
 I14  CONST_50  C19   C18  N17  C16   180.00   0.0  0
 I14  Var_01    C07   C06  N05  C04   -83.36  30.0  2
 I14  Var_02    H243  C24  C23  C14    62.51  30.0  2
 I14  Var_03    O08   C07  C06  N05  -178.82  30.0  3
 I14  Var_04    H093  C09  O08  C07  -179.92  30.0  3
 I14  Var_05    H192  C19  C18  N17  -143.88  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
 I14  plan-1  C12   0.020
 I14  plan-1  C13   0.020
 I14  plan-1  C14   0.020
 I14  plan-1  C15   0.020
 I14  plan-1  C16   0.020
 I14  plan-1  C21   0.020
 I14  plan-1  C22   0.020
 I14  plan-1  C23   0.020
 I14  plan-1  C24   0.020
 I14  plan-1  N17   0.020
 I14  plan-1  H151  0.020
 I14  plan-1  H211  0.020
 I14  plan-1  H221  0.020
 I14  plan-2  C02   0.020
 I14  plan-2  C03   0.020
 I14  plan-2  C04   0.020
 I14  plan-2  C10   0.020
 I14  plan-2  C11   0.020
 I14  plan-2  C12   0.020
 I14  plan-2  C13   0.020
 I14  plan-2  C26   0.020
 I14  plan-2  N01   0.020
 I14  plan-2  N05   0.020
 I14  plan-2  N25   0.020
 I14  plan-2  N27   0.020
 I14  plan-2  H101  0.020
 I14  plan-2  H261  0.020
 I14  plan-2  C06   0.020
 I14  plan-3  C16   0.020
 I14  plan-3  C18   0.020
 I14  plan-3  C19   0.020
 I14  plan-3  N17   0.020
 I14  plan-3  O20   0.020
 I14  plan-3  H171  0.020
 I14  plan-4  C02   0.020
 I14  plan-4  N01   0.020
 I14  plan-4  H011  0.020
 I14  plan-4  H012  0.020

