# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 23:33:19 2020
#   Inital geometry file: a 159 line input string
#   Ligand name: N-[(3E)-5-[(2R)-2-methoxy-2-phenylacetyl]pyrrolo[3,4-c]pyrazol-3(5H)-ylidene]-4-(4-methylpiperazin-1-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@H](C(=O)N1Cc2[nH]nc(NC(=O)c3ccc(cc3)N4CCN(C)CC4)c2C1)c5ccccc5
#
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
 627  627  N-[(3E)-5-[(2R)-2-methoxy-2-phenylacetyl]pyrrolo[3,4-c]pyrazol-3(5H)-ylidene]-4-(4-methylpiperazin-1-yl)benzamide  ligand  65  35  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_627
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
 627  N1    N  NR5   0  -0.509    3.6228  -0.2971  -0.7631
 627  N2    N  NR15  0  -0.524    2.2523   2.9725  -1.3371
 627  C3    C  CR5   0   0.436    0.5734   1.7715  -0.8541
 627  N4    N  N     0  -0.290    0.9195   3.0068  -1.1780
 627  N5    N  NH1   0  -0.753   -0.7272   1.3595  -0.6033
 627  C6    C  C     0   0.529   -1.8534   2.1270  -0.5921
 627  C7    C  CR6   0  -0.101   -3.1108   1.4101  -0.2675
 627  O8    O  O     0  -0.459   -1.8395   3.3186  -0.8473
 627  C9    C  CR16  0  -0.251   -4.3208   1.9931  -0.6398
 627  C10   C  CR16  0  -0.349   -5.5316   1.3822  -0.3871
 627  C11   C  CR16  0  -0.341   -4.3782  -0.4296   0.6736
 627  C12   C  CR16  0  -0.281   -3.1744   0.1893   0.4046
 627  C13   C  CR55  0   0.385    2.7410   1.7510  -1.1242
 627  C14   C  CR55  0  -0.180    1.7026   0.9342  -0.8060
 627  C15   C  CH2   0  -0.311    2.1719  -0.4521  -0.5409
 627  C16   C  CH2   0  -0.301    4.0531   1.0612  -1.1295
 627  N17   N  NT    0  -0.510   -6.8083  -0.4635   0.5593
 627  C18   C  CH2   0  -0.315   -6.8159  -1.9053   0.7884
 627  C19   C  CH2   0  -0.331   -8.1528  -2.3935   1.3346
 627  N20   N  NT    0  -0.396   -9.3068  -1.9574   0.5790
 627  C21   C  CH2   0  -0.330   -9.2815  -0.5122   0.5226
 627  C22   C  CH2   0  -0.317   -8.0062   0.0751  -0.0719
 627  C23   C  CH3   0  -0.530   -9.4408  -2.5959  -0.7144
 627  C24   C  CR6   0   0.399   -5.6056   0.1453   0.2860
 627  C25   C  C     0   0.551    4.4229  -1.3705  -0.6600
 627  O26   O  O     0  -0.487    3.9876  -2.4775  -0.3876
 627  C27   C  CR6   0   0.070    6.5255  -0.6160   0.4320
 627  C28   C  CR16  0  -0.311    7.1811   0.6091   0.4668
 627  C29   C  CR16  0  -0.267    6.4635  -1.3873   1.5913
 627  C31   C  CR16  0  -0.244    7.7559   1.0699   1.6452
 627  C33   C  CR16  0  -0.241    7.0383  -0.9300   2.7669
 627  C20   C  CH1   0  -0.106    5.9227  -1.1401  -0.8568
 627  C35   C  CR16  0  -0.260    7.6852   0.3006   2.7973
 627  O34   O  O2    0  -0.473    6.4616  -2.3719  -1.2377
 627  H15   H  HCH2  0   0.262    1.7537  -1.1947  -1.2251
 627  H16   H  HCH2  0   0.282    4.7457   1.4837  -0.3980
 627  H9    H  HCR6  0   0.256   -4.3202   2.9407  -1.1628
 627  H12   H  HCR6  0   0.247   -2.2782  -0.3044   0.7606
 627  H10   H  HCR6  0   0.271   -6.4231   1.8813  -0.7351
 627  H11   H  HCR6  0   0.269   -4.3458  -1.3684   1.2054
 627  H181  H  HCH2  0   0.228   -6.5518  -2.4394  -0.1341
 627  H182  H  HCH2  0   0.259   -6.0647  -2.1687   1.5306
 627  H221  H  HCH2  0   0.257   -8.0528   1.1512   0.0913
 627  H222  H  HCH2  0   0.227   -7.9772  -0.0822  -1.1592
 627  H191  H  HCH2  0   0.248   -8.1276  -3.4844   1.3792
 627  H192  H  HCH2  0   0.239   -8.2660  -2.0335   2.3622
 627  H211  H  HCH2  0   0.248  -10.1311  -0.1462  -0.0577
 627  H212  H  HCH2  0   0.238   -9.4046  -0.1326   1.5420
 627  H231  H  HCH3  0   0.235   -9.5094  -3.6764  -0.5792
 627  H232  H  HCH3  0   0.235  -10.3653  -2.2642  -1.1896
 627  H233  H  HCH3  0   0.203   -8.6220  -2.4062  -1.4213
 627  H20   H  HCH1  0   0.255    6.0900  -0.3940  -1.6484
 627  H28   H  HCR6  0   0.264    7.2506   1.2077  -0.4345
 627  H29   H  HCR6  0   0.256    5.9643  -2.3483   1.5785
 627  H31   H  HCR6  0   0.259    8.2646   2.0252   1.6582
 627  H33   H  HCR6  0   0.259    6.9812  -1.5345   3.6629
 627  H35   H  HCR6  0   0.260    8.1345   0.6548   3.7159
 627  H361  H  HCH3  0   0.243    8.1176  -3.2812  -1.9580
 627  H362  H  HCH3  0   0.211    7.9681  -1.5800  -2.4385
 627  H363  H  HCH3  0   0.215    8.4672  -1.9961  -0.7900
 627  HN5   H  HNH1  0   0.419   -0.8353   0.3652  -0.4896
 627  HN2   H  HNR5  0   0.420    2.7426   3.8147  -1.5894
 627  H151  H  HCH2  0   0.261    1.9720  -0.7936   0.4780
 627  H161  H  HCH2  0   0.284    4.5372   1.0840  -2.1092
 627  C36   C  CH3   0  -0.410    7.8164  -2.2916  -1.6187

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
 627  N1   C15   single    1.476  0.020  1.476
 627  N1   C16   single    1.471  0.020  1.471
 627  N1   C25   single    1.343  0.020  1.343
 627  N2   N4    aromatic  1.343  0.020  1.343
 627  N2   HN2   single    0.860  0.020  1.020
 627  N2   C13   aromatic  1.333  0.020  1.333
 627  C3   N4    aromatic  1.323  0.020  1.323
 627  C3   N5    single    1.387  0.020  1.387
 627  C3   C14   aromatic  1.407  0.020  1.407
 627  N5   C6    single    1.363  0.020  1.363
 627  N5   HN5   single    0.860  0.020  1.020
 627  C6   C7    single    1.483  0.020  1.483
 627  C6   O8    double    1.219  0.020  1.219
 627  C7   C9    aromatic  1.394  0.020  1.394
 627  C7   C12   aromatic  1.395  0.020  1.395
 627  C9   C10   aromatic  1.380  0.020  1.380
 627  C9   H9    single    0.930  0.020  1.080
 627  C10  C24   aromatic  1.410  0.020  1.410
 627  C10  H10   single    0.930  0.020  1.080
 627  C11  C12   aromatic  1.380  0.020  1.380
 627  C11  C24   aromatic  1.410  0.020  1.410
 627  C11  H11   single    0.930  0.020  1.080
 627  C12  H12   single    0.930  0.020  1.080
 627  C13  C14   aromatic  1.359  0.020  1.359
 627  C13  C16   single    1.482  0.020  1.482
 627  C14  C15   single    1.487  0.020  1.487
 627  C15  H15   single    0.970  0.020  1.090
 627  C15  H151  single    0.970  0.020  1.090
 627  C16  H16   single    0.970  0.020  1.090
 627  C16  H161  single    0.970  0.020  1.090
 627  N17  C18   single    1.460  0.020  1.460
 627  N17  C22   single    1.457  0.020  1.457
 627  N17  C24   single    1.375  0.020  1.375
 627  C18  C19   single    1.524  0.020  1.524
 627  C18  H181  single    0.970  0.020  1.090
 627  C18  H182  single    0.970  0.020  1.090
 627  C19  N20   single    1.447  0.020  1.447
 627  C19  H191  single    0.970  0.020  1.090
 627  C19  H192  single    0.970  0.020  1.090
 627  N20  C21   single    1.446  0.020  1.446
 627  N20  C23   single    1.449  0.020  1.449
 627  C21  C22   single    1.525  0.020  1.525
 627  C21  H211  single    0.970  0.020  1.090
 627  C21  H212  single    0.970  0.020  1.090
 627  C22  H221  single    0.970  0.020  1.090
 627  C22  H222  single    0.970  0.020  1.090
 627  C23  H231  single    0.970  0.020  1.090
 627  C23  H232  single    0.970  0.020  1.090
 627  C23  H233  single    0.970  0.020  1.090
 627  C25  O26   double    1.220  0.020  1.220
 627  C25  C20   single    1.530  0.020  1.530
 627  C27  C28   aromatic  1.390  0.020  1.390
 627  C27  C29   aromatic  1.394  0.020  1.394
 627  C27  C20   single    1.516  0.020  1.516
 627  C28  C31   aromatic  1.390  0.020  1.390
 627  C28  H28   single    0.930  0.020  1.080
 627  C29  C33   aromatic  1.386  0.020  1.386
 627  C29  H29   single    0.930  0.020  1.080
 627  C31  C35   aromatic  1.387  0.020  1.387
 627  C31  H31   single    0.930  0.020  1.080
 627  C33  C35   aromatic  1.391  0.020  1.391
 627  C33  H33   single    0.930  0.020  1.080
 627  C20  O34   single    1.397  0.020  1.397
 627  C20  H20   single    0.970  0.020  1.090
 627  C35  H35   single    0.930  0.020  1.080
 627  C36  O34   single    1.410  0.020  1.410
 627  C36  H361  single    0.970  0.020  1.090
 627  C36  H362  single    0.970  0.020  1.090
 627  C36  H363  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
 627  C25   N1   C16   125.66  3.000
 627  C25   N1   C15   119.36  3.000
 627  C16   N1   C15   114.96  3.000
 627  HN2   N2   C13   128.92  3.000
 627  C13   N2   N4    111.62  3.000
 627  HN2   N2   N4    119.46  3.000
 627  C14   C3   N5    124.73  3.000
 627  C14   C3   N4    110.74  3.000
 627  N5    C3   N4    124.53  3.000
 627  C3    N4   N2    105.35  3.000
 627  HN5   N5   C6    117.81  3.000
 627  HN5   N5   C3    114.49  3.000
 627  C6    N5   C3    127.51  3.000
 627  O8    C6   C7    121.87  3.000
 627  O8    C6   N5    122.65  3.000
 627  C7    C6   N5    115.47  3.000
 627  C12   C7   C9    117.07  3.000
 627  C12   C7   C6    124.54  3.000
 627  C9    C7   C6    118.38  3.000
 627  H9    C9   C10   118.47  3.000
 627  H9    C9   C7    119.66  3.000
 627  C10   C9   C7    121.86  3.000
 627  H10   C10  C24   121.07  3.000
 627  H10   C10  C9    117.46  3.000
 627  C24   C10  C9    121.46  3.000
 627  H11   C11  C24   121.08  3.000
 627  H11   C11  C12   117.38  3.000
 627  C24   C11  C12   121.53  3.000
 627  H12   C12  C11   116.94  3.000
 627  H12   C12  C7    121.29  3.000
 627  C11   C12  C7    121.75  3.000
 627  C16   C13  C14   113.42  3.000
 627  C16   C13  N2    138.64  3.000
 627  C14   C13  N2    107.94  3.000
 627  C15   C14  C13   111.15  3.000
 627  C15   C14  C3    144.51  3.000
 627  C13   C14  C3    104.34  3.000
 627  H151  C15  H15   107.53  3.000
 627  H151  C15  C14   113.55  3.000
 627  H15   C15  C14   113.64  3.000
 627  H151  C15  N1    110.67  3.000
 627  H15   C15  N1    110.69  3.000
 627  C14   C15  N1    100.69  3.000
 627  H161  C16  H16   108.14  3.000
 627  H161  C16  C13   112.67  3.000
 627  H16   C16  C13   112.26  3.000
 627  H161  C16  N1    111.84  3.000
 627  H16   C16  N1    112.07  3.000
 627  C13   C16  N1     99.78  3.000
 627  C24   N17  C22   117.98  3.000
 627  C24   N17  C18   118.22  3.000
 627  C22   N17  C18   115.39  3.000
 627  H182  C18  H181  106.81  3.000
 627  H182  C18  C19   106.47  3.000
 627  H181  C18  C19   110.86  3.000
 627  H182  C18  N17   110.03  3.000
 627  H181  C18  N17   110.32  3.000
 627  C19   C18  N17   112.15  3.000
 627  H192  C19  H191  107.01  3.000
 627  H192  C19  N20   107.97  3.000
 627  H191  C19  N20   109.93  3.000
 627  H192  C19  C18   108.77  3.000
 627  H191  C19  C18   108.32  3.000
 627  N20   C19  C18   114.58  3.000
 627  C23   N20  C21   114.03  3.000
 627  C23   N20  C19   114.03  3.000
 627  C21   N20  C19   107.91  3.000
 627  H212  C21  H211  106.92  3.000
 627  H212  C21  C22   108.88  3.000
 627  H211  C21  C22   108.32  3.000
 627  H212  C21  N20   107.95  3.000
 627  H211  C21  N20   109.99  3.000
 627  C22   C21  N20   114.50  3.000
 627  H222  C22  H221  106.90  3.000
 627  H222  C22  C21   110.66  3.000
 627  H221  C22  C21   106.63  3.000
 627  H222  C22  N17   110.73  3.000
 627  H221  C22  N17   109.59  3.000
 627  C21   C22  N17   112.10  3.000
 627  H233  C23  H232  107.40  3.000
 627  H233  C23  H231  107.32  3.000
 627  H232  C23  H231  107.56  3.000
 627  H233  C23  N20   115.44  3.000
 627  H232  C23  N20   109.46  3.000
 627  H231  C23  N20   109.37  3.000
 627  N17   C24  C11   121.75  3.000
 627  N17   C24  C10   121.93  3.000
 627  C11   C24  C10   116.32  3.000
 627  C20   C25  O26   121.00  3.000
 627  C20   C25  N1    116.99  3.000
 627  O26   C25  N1    121.99  3.000
 627  C20   C27  C29   119.87  3.000
 627  C20   C27  C28   120.89  3.000
 627  C29   C27  C28   119.20  3.000
 627  H28   C28  C31   119.69  3.000
 627  H28   C28  C27   119.74  3.000
 627  C31   C28  C27   120.57  3.000
 627  H29   C29  C33   119.60  3.000
 627  H29   C29  C27   120.11  3.000
 627  C33   C29  C27   120.29  3.000
 627  H31   C31  C35   120.23  3.000
 627  H31   C31  C28   119.82  3.000
 627  C35   C31  C28   119.95  3.000
 627  H33   C33  C35   120.05  3.000
 627  H33   C33  C29   119.72  3.000
 627  C35   C33  C29   120.22  3.000
 627  H20   C20  O34   110.05  3.000
 627  H20   C20  C27   108.46  3.000
 627  O34   C20  C27   112.52  3.000
 627  H20   C20  C25   110.10  3.000
 627  O34   C20  C25   106.28  3.000
 627  C27   C20  C25   109.41  3.000
 627  H35   C35  C33   120.09  3.000
 627  H35   C35  C31   120.15  3.000
 627  C33   C35  C31   119.76  3.000
 627  C36   O34  C20   113.21  3.000
 627  H363  C36  H362  107.98  3.000
 627  H363  C36  H361  108.48  3.000
 627  H362  C36  H361  108.59  3.000
 627  H363  C36  O34   112.47  3.000
 627  H362  C36  O34   111.85  3.000
 627  H361  C36  O34   107.36  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
 627  CONST_01  C14   C3   N4   N2      0.00   0.0  0
 627  CONST_02  C3    C14  C13  N2      0.00   0.0  0
 627  CONST_03  C13   N2   N4   C3      0.00   0.0  0
 627  CONST_04  C14   C13  N2   N4      0.00   0.0  0
 627  CONST_05  C13   C14  C3   N4      0.00   0.0  0
 627  CONST_06  C24   C10  C9   C7      0.00   0.0  0
 627  CONST_07  C24   C11  C12  C7      0.00   0.0  0
 627  CONST_08  C11   C12  C7   C9      0.00   0.0  0
 627  CONST_09  C11   C24  C10  C9      0.00   0.0  0
 627  CONST_10  C12   C7   C9   C10     0.00   0.0  0
 627  CONST_11  C12   C11  C24  C10     0.00   0.0  0
 627  CONST_12  C35   C31  C28  C27     0.00   0.0  0
 627  CONST_13  C35   C33  C29  C27     0.00   0.0  0
 627  CONST_14  C33   C29  C27  C28     0.00   0.0  0
 627  CONST_15  C33   C35  C31  C28     0.00   0.0  0
 627  CONST_16  C31   C28  C27  C29     0.00   0.0  0
 627  CONST_17  C31   C35  C33  C29     0.00   0.0  0
 627  CONST_18  N17   C24  C10  C9    180.00   0.0  0
 627  CONST_19  N17   C24  C11  C12   180.00   0.0  0
 627  CONST_20  N5    C3   N4   N2    180.00   0.0  0
 627  CONST_21  C13   C14  C3   N5    180.00   0.0  0
 627  CONST_22  C15   C14  C3   N5      0.00   0.0  0
 627  CONST_23  C10   C9   C7   C6    180.00   0.0  0
 627  CONST_24  C11   C12  C7   C6    180.00   0.0  0
 627  CONST_25  C20   C27  C28  C31   180.00   0.0  0
 627  CONST_26  C20   C27  C29  C33   180.00   0.0  0
 627  CONST_27  HN2   N2   N4   C3    180.00   0.0  0
 627  CONST_28  H10   C10  C9   C7    180.00   0.0  0
 627  CONST_29  H11   C11  C12  C7    180.00   0.0  0
 627  CONST_30  H12   C12  C7   C9    180.00   0.0  0
 627  CONST_31  H9    C9   C7   C12   180.00   0.0  0
 627  CONST_32  H31   C31  C28  C27   180.00   0.0  0
 627  CONST_33  H33   C33  C29  C27   180.00   0.0  0
 627  CONST_34  H29   C29  C27  C28   180.00   0.0  0
 627  CONST_35  H35   C35  C31  C28   180.00   0.0  0
 627  CONST_36  H28   C28  C27  C29   180.00   0.0  0
 627  CONST_37  C7    C6   N5   C3    180.00   0.0  0
 627  CONST_38  O26   C25  N1   C15     0.00   0.0  0
 627  CONST_39  C20   C25  N1   C15   180.00   0.0  0
 627  CONST_40  O26   C25  N1   C16   180.00   0.0  0
 627  CONST_41  C20   C25  N1   C16     0.00   0.0  0
 627  CONST_42  C6    N5   C3   N4      0.00   0.0  0
 627  CONST_43  C14   C3   N5   C6    180.00   0.0  0
 627  CONST_44  HN5   N5   C3   N4    180.00   0.0  0
 627  CONST_45  O8    C6   N5   C3      0.00   0.0  0
 627  Var_01    C3    C14  C15  N1   -179.75  30.0  1
 627  Var_02    N2    C13  C16  N1    179.56  30.0  1
 627  Var_03    C18   N17  C24  C10   157.60  30.0  3
 627  Var_04    C15   N1   C16  C13    -0.21  30.0  1
 627  Var_05    C16   N1   C15  C14     0.30  30.0  1
 627  Var_06    N20   C19  C18  N17    50.79  30.0  1
 627  Var_07    N20   C21  C22  N17   -51.25  30.0  1
 627  Var_08    C21   C22  N17  C18    43.49  30.0  1
 627  Var_09    C21   N20  C19  C18   -56.53  30.0  1
 627  Var_10    C22   C21  N20  C19    56.73  30.0  1
 627  Var_11    C9    C7   C6   N5   -159.98  30.0  2
 627  Var_12    H231  C23  N20  C19    58.66  30.0  3
 627  Var_13    H361  C36  O34  C20  -176.26  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
 627  chir_01  C20  C25  C27  O34  negativ

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
 627  plan-1  C6   0.020
 627  plan-1  C7   0.020
 627  plan-1  C9   0.020
 627  plan-1  C10  0.020
 627  plan-1  C11  0.020
 627  plan-1  C12  0.020
 627  plan-1  N17  0.020
 627  plan-1  C24  0.020
 627  plan-1  H9   0.020
 627  plan-1  H12  0.020
 627  plan-1  H10  0.020
 627  plan-1  H11  0.020
 627  plan-2  C27  0.020
 627  plan-2  C28  0.020
 627  plan-2  C29  0.020
 627  plan-2  C31  0.020
 627  plan-2  C33  0.020
 627  plan-2  C20  0.020
 627  plan-2  C35  0.020
 627  plan-2  H28  0.020
 627  plan-2  H29  0.020
 627  plan-2  H31  0.020
 627  plan-2  H33  0.020
 627  plan-2  H35  0.020
 627  plan-3  C3   0.020
 627  plan-3  N5   0.020
 627  plan-3  C6   0.020
 627  plan-3  C7   0.020
 627  plan-3  O8   0.020
 627  plan-3  HN5  0.020
 627  plan-4  N1   0.020
 627  plan-4  C15  0.020
 627  plan-4  C16  0.020
 627  plan-4  C25  0.020
 627  plan-4  O26  0.020
 627  plan-4  C20  0.020
 627  plan-5  N2   0.020
 627  plan-5  C3   0.020
 627  plan-5  N4   0.020
 627  plan-5  N5   0.020
 627  plan-5  C13  0.020
 627  plan-5  C14  0.020
 627  plan-5  C15  0.020
 627  plan-5  C16  0.020
 627  plan-5  HN2  0.020

