# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 26 22:07:22 2016
#
#   Inital geometry file: a 117 line input string
#   Ligand name: (4R)-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-proline
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: COc1ccc2c(O[C@H]3CN[C@@H](C3)C(O)=O)cc(nc2c1)c4ccccc4
#
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
YPR        YPR '(4R)-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-proline' L-peptide 46 27 .
2016-04-26 2016-04-26
;
CIF prepared directly in eLBOW
;
#
data_comp_YPR
#
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
YPR         C      C   C      0    .      -5.5464    1.3871    0.1499
YPR         CD     C   CH2    0    .      -2.7114    0.2321    1.2082
YPR         CG     C   CH1    0    .      -2.2208    0.8410   -0.1305
YPR         C28    C   CR66   0    .       1.4582    1.1370   -0.0569
YPR         CA     C   CH1    0    .      -4.2098    1.9720    0.7282
YPR         O      O   O      0    .      -5.4818    0.3415   -0.5516
YPR         N      N   NH1    0    .      -3.6686    1.1467    1.8194
YPR         CB     C   CH2    0    .      -3.1548    2.0276   -0.4015
YPR         O20    O   O2     0    .      -0.8920    1.3988   -0.0050
YPR         C23    C   CR6    0    .       0.1564    0.5263   -0.0252
YPR         C29    C   CR16   0    .       0.0534   -0.8537   -0.0109
YPR         C32    C   CR66   0    .       2.5931    0.2685   -0.0769
YPR         C33    C   CR16   0    .       1.6361    2.5395   -0.0674
YPR         C34    C   CR6    0    .       1.2527   -1.6329   -0.0413
YPR         N36    N   N      0    .       2.4793   -1.1067   -0.0716
YPR         C37    C   CR16   0    .       3.8945    0.8574   -0.1071
YPR         C38    C   CR16   0    .       2.8941    3.0920   -0.0962
YPR         C39    C   CR6    0    .       1.1041   -3.1039   -0.0349
YPR         C43    C   CR6    0    .       4.0246    2.2359   -0.1157
YPR         C44    C   CR16   0    .       1.9645   -3.9068    0.7245
YPR         C45    C   CR16   0    .       0.0877   -3.7023   -0.7920
YPR         O46    O   O2     0    .       5.3314    2.6989   -0.1435
YPR         C47    C   CR16   0    .       1.8004   -5.2916    0.7330
YPR         C48    C   CR16   0    .      -0.0688   -5.0870   -0.7805
YPR         C49    C   CH3    0    .       5.4972    4.1097   -0.1660
YPR         C50    C   CR16   0    .       0.7850   -5.8832   -0.0171
YPR         H4     H   HCH2   0    .      -3.2682   -0.7173    0.9748
YPR         H5     H   HCH2   0    .      -1.8498    0.0063    1.8877
YPR         H6     H   HCH1   0    .      -2.2323    0.0937   -0.9622
YPR         H15    H   HCH1   0    .      -4.4320    3.0052    1.1088
YPR         H16    H   HCH2   0    .      -2.5870    2.9891   -0.3879
YPR         H17    H   HCH2   0    .      -3.6496    1.9053   -1.3950
YPR         H26    H   HCR6   0    .      -0.9209   -1.3581    0.0445
YPR         H28    H   HCR6   0    .       0.7375    3.1791   -0.0518
YPR         H29    H   HCR6   0    .       4.7881    0.2168   -0.1241
YPR         H30    H   HCR6   0    .       3.0189    4.1827   -0.1041
YPR         H40    H   HCR6   0    .       2.7708   -3.4451    1.3143
YPR         H41    H   HCR6   0    .      -0.5869   -3.0783   -1.3986
YPR         H42    H   HCR6   0    .       2.4758   -5.9169    1.3343
YPR         H43    H   HCR6   0    .      -0.8710   -5.5498   -1.3736
YPR         H44    H   HCH3   0    .       5.0703    4.5742    0.7559
YPR         H45    H   HCH3   0    .       6.6087    4.2413   -0.1932
YPR         H46    H   HCH3   0    .       5.0278    4.5505   -1.0788
YPR         H47    H   HCR6   0    .       0.6563   -6.9749   -0.0067
YPR         OXT    O   OC    -1    .      -6.5927    2.0445    0.3914
YPR         H2     H   HNH1   0    .      -3.1807    1.7480    2.4627
#
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
YPR   C50     C47   aromatic      1.394 0.020     1.394
YPR   C50     C48   aromatic      1.395 0.020     1.395
YPR   C47     C44   aromatic      1.394 0.020     1.394
YPR   C48     C45   aromatic      1.394 0.020     1.394
YPR   C44     C39   aromatic      1.401 0.020     1.401
YPR   C45     C39   aromatic      1.402 0.020     1.402
YPR   C39     C34   single        1.478 0.020     1.478
YPR   C34     N36   aromatic      1.335 0.020     1.335
YPR   C34     C29   aromatic      1.431 0.020     1.431
YPR   C       O     deloc         1.261 0.020     1.261
YPR   C       CA    single        1.569 0.020     1.569
YPR   N36     C32   aromatic      1.380 0.020     1.380
YPR   CB      CA    single        1.547 0.020     1.547
YPR   CB      CG    single        1.534 0.020     1.534
YPR   C29     C23   aromatic      1.384 0.020     1.384
YPR   CA      N     single        1.471 0.020     1.471
YPR   C32     C37   aromatic      1.429 0.020     1.429
YPR   C32     C28   aromatic      1.429 0.020     1.429
YPR   C23     C28   aromatic      1.438 0.020     1.438
YPR   C23     O20   single        1.364 0.020     1.364
YPR   CG      O20   single        1.447 0.020     1.447
YPR   CG      CD    single        1.550 0.020     1.550
YPR   C37     C43   aromatic      1.385 0.020     1.385
YPR   C28     C33   aromatic      1.414 0.020     1.414
YPR   N       CD    single        1.458 0.020     1.458
YPR   C43     C38   aromatic      1.418 0.020     1.418
YPR   C43     O46   single        1.387 0.020     1.387
YPR   C33     C38   aromatic      1.374 0.020     1.374
YPR   C49     O46   single        1.421 0.020     1.421
YPR   CD      H4    single        0.970 0.020     1.090
YPR   CD      H5    single        0.970 0.020     1.090
YPR   CG      H6    single        0.970 0.020     1.090
YPR   CA      H15   single        0.970 0.020     1.090
YPR   CB      H16   single        0.970 0.020     1.090
YPR   CB      H17   single        0.970 0.020     1.090
YPR   C29     H26   single        0.930 0.020     1.080
YPR   C33     H28   single        0.930 0.020     1.080
YPR   C37     H29   single        0.930 0.020     1.080
YPR   C38     H30   single        0.930 0.020     1.080
YPR   C44     H40   single        0.930 0.020     1.080
YPR   C45     H41   single        0.930 0.020     1.080
YPR   C47     H42   single        0.930 0.020     1.080
YPR   C48     H43   single        0.930 0.020     1.080
YPR   C49     H44   single        0.970 0.020     1.090
YPR   C49     H45   single        0.970 0.020     1.090
YPR   C49     H46   single        0.970 0.020     1.090
YPR   C50     H47   single        0.930 0.020     1.080
YPR   C       OXT   deloc         1.259 0.020     1.259
YPR   N       H2    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
YPR   OXT     C       O           125.61 3.000
YPR   OXT     C       CA          116.26 3.000
YPR   O       C       CA          118.07 3.000
YPR   H5      CD      H4          109.65 3.000
YPR   H5      CD      N           112.15 3.000
YPR   H4      CD      N           106.94 3.000
YPR   H5      CD      CG          111.07 3.000
YPR   H4      CD      CG          107.99 3.000
YPR   N       CD      CG          108.86 3.000
YPR   H6      CG      O20         109.37 3.000
YPR   H6      CG      CB          112.29 3.000
YPR   O20     CG      CB          106.04 3.000
YPR   H6      CG      CD          112.12 3.000
YPR   O20     CG      CD          111.54 3.000
YPR   CB      CG      CD          105.29 3.000
YPR   C33     C28     C32         120.19 3.000
YPR   C33     C28     C23         122.36 3.000
YPR   C32     C28     C23         117.45 3.000
YPR   H15     CA      CB          110.45 3.000
YPR   H15     CA      N           109.72 3.000
YPR   CB      CA      N           108.11 3.000
YPR   H15     CA      C           107.41 3.000
YPR   N       CA      C           112.18 3.000
YPR   CB      CA      C           108.97 3.000
YPR   H2      N       CA          108.49 3.000
YPR   H2      N       CD          108.92 3.000
YPR   CA      N       CD          106.41 3.000
YPR   H17     CB      H16         109.29 3.000
YPR   H17     CB      CA          110.10 3.000
YPR   H16     CB      CA          111.65 3.000
YPR   H17     CB      CG          110.01 3.000
YPR   H16     CB      CG          110.75 3.000
YPR   CA      CB      CG          104.98 3.000
YPR   C23     O20     CG          117.26 3.000
YPR   C29     C23     O20         125.48 3.000
YPR   O20     C23     C28         115.11 3.000
YPR   C29     C23     C28         119.40 3.000
YPR   H26     C29     C34         119.63 3.000
YPR   H26     C29     C23         121.63 3.000
YPR   C34     C29     C23         118.73 3.000
YPR   C37     C32     N36         119.08 3.000
YPR   C37     C32     C28         118.24 3.000
YPR   N36     C32     C28         122.69 3.000
YPR   H28     C33     C38         120.86 3.000
YPR   H28     C33     C28         118.20 3.000
YPR   C38     C33     C28         120.93 3.000
YPR   C39     C34     N36         118.99 3.000
YPR   N36     C34     C29         123.78 3.000
YPR   C39     C34     C29         117.24 3.000
YPR   C34     N36     C32         117.95 3.000
YPR   H29     C37     C43         120.23 3.000
YPR   H29     C37     C32         120.03 3.000
YPR   C43     C37     C32         119.74 3.000
YPR   H30     C38     C43         120.60 3.000
YPR   H30     C38     C33         120.24 3.000
YPR   C43     C38     C33         119.17 3.000
YPR   C45     C39     C44         119.58 3.000
YPR   C45     C39     C34         119.69 3.000
YPR   C44     C39     C34         120.73 3.000
YPR   O46     C43     C38         123.36 3.000
YPR   O46     C43     C37         114.91 3.000
YPR   C38     C43     C37         121.73 3.000
YPR   H40     C44     C47         119.97 3.000
YPR   H40     C44     C39         120.01 3.000
YPR   C47     C44     C39         120.02 3.000
YPR   H41     C45     C48         119.92 3.000
YPR   H41     C45     C39         119.99 3.000
YPR   C48     C45     C39         120.08 3.000
YPR   C49     O46     C43         116.23 3.000
YPR   H42     C47     C50         120.02 3.000
YPR   H42     C47     C44         119.73 3.000
YPR   C50     C47     C44         120.25 3.000
YPR   H43     C48     C50         120.09 3.000
YPR   H43     C48     C45         119.71 3.000
YPR   C50     C48     C45         120.20 3.000
YPR   H46     C49     H45         110.54 3.000
YPR   H46     C49     H44         110.47 3.000
YPR   H45     C49     H44         110.52 3.000
YPR   H46     C49     O46         110.84 3.000
YPR   H45     C49     O46         103.48 3.000
YPR   H44     C49     O46         110.81 3.000
YPR   H47     C50     C48         120.03 3.000
YPR   H47     C50     C47         120.10 3.000
YPR   C48     C50     C47         119.87 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
YPR CONST_01       C34     N36     C32     C28          -0.27   0.0 0
YPR CONST_02       C43     C37     C32     C28           0.02   0.0 0
YPR CONST_03       C34     C29     C23     C28          -0.60   0.0 0
YPR CONST_04       C43     C38     C33     C28           0.01   0.0 0
YPR CONST_05       C39     C34     C29     C23        -179.56   0.0 0
YPR CONST_06       N36     C34     C29     C23           0.59   0.0 0
YPR CONST_07       N36     C32     C28     C23           0.23   0.0 0
YPR CONST_08       C37     C32     C28     C23        -179.94   0.0 0
YPR CONST_09       C38     C33     C28     C23         179.92   0.0 0
YPR CONST_10       C44     C39     C34     C29        -139.59   0.0 0
YPR CONST_11       C45     C39     C34     C29          40.13   0.0 0
YPR CONST_12       C32     N36     C34     C29          -0.15   0.0 0
YPR CONST_13       C32     C28     C23     C29           0.22   0.0 0
YPR CONST_14       C33     C28     C23     C29        -179.73   0.0 0
YPR CONST_15       C39     C34     N36     C32        -180.00   0.0 0
YPR CONST_16       C38     C43     C37     C32          -0.04   0.0 0
YPR CONST_17       C38     C33     C28     C32          -0.03   0.0 0
YPR CONST_18       N36     C32     C28     C33        -179.82   0.0 0
YPR CONST_19       C37     C32     C28     C33           0.01   0.0 0
YPR CONST_20       C37     C43     C38     C33           0.03   0.0 0
YPR CONST_21       C47     C44     C39     C34         179.19   0.0 0
YPR CONST_22       C48     C45     C39     C34        -179.30   0.0 0
YPR CONST_23       C37     C32     N36     C34         179.91   0.0 0
YPR CONST_24       C44     C39     C34     N36          40.27   0.0 0
YPR CONST_25       C45     C39     C34     N36        -140.02   0.0 0
YPR CONST_26       C43     C37     C32     N36         179.86   0.0 0
YPR CONST_27       C50     C47     C44     C39           0.27   0.0 0
YPR CONST_28       C50     C48     C45     C39          -0.05   0.0 0
YPR CONST_29       C48     C50     C47     C44           0.09   0.0 0
YPR CONST_30       C48     C45     C39     C44           0.41   0.0 0
YPR CONST_31       C47     C50     C48     C45          -0.21   0.0 0
YPR CONST_32       C47     C44     C39     C45          -0.52   0.0 0
YPR CONST_33       C39     C34     C29     C23        -179.56   0.0 0
YPR CONST_34       C44     C39     C34     C29        -139.59   0.0 0
YPR CONST_35       C45     C39     C34     C29          40.13   0.0 0
YPR CONST_36       C39     C34     N36     C32        -180.00   0.0 0
YPR CONST_37       C47     C44     C39     C34         179.19   0.0 0
YPR CONST_38       C48     C45     C39     C34        -179.30   0.0 0
YPR CONST_39       C44     C39     C34     N36          40.27   0.0 0
YPR CONST_40       C45     C39     C34     N36        -140.02   0.0 0
YPR CONST_41       C34     C29     C23     O20         179.75   0.0 0
YPR CONST_42       C32     C28     C23     O20         179.90   0.0 0
YPR CONST_43       C33     C28     C23     O20          -0.05   0.0 0
YPR CONST_44       O46     C43     C37     C32         179.91   0.0 0
YPR CONST_45       O46     C43     C38     C33        -179.92   0.0 0
YPR CONST_46       H29     C37     C32     C28        -179.94   0.0 0
YPR CONST_47       H26     C29     C23     C28         178.09   0.0 0
YPR CONST_48       H30     C38     C33     C28        -180.00   0.0 0
YPR CONST_49       H28     C33     C28     C23          -0.08   0.0 0
YPR CONST_50       H40     C44     C39     C34          -0.85   0.0 0
YPR CONST_51       H41     C45     C39     C34           0.83   0.0 0
YPR CONST_52       H42     C47     C44     C39        -179.73   0.0 0
YPR CONST_53       H43     C48     C45     C39         179.74   0.0 0
YPR CONST_54       H47     C50     C47     C44        -179.85   0.0 0
YPR Var_01         CA      N       CD      CG           22.99  30.0 1
YPR Var_02         C44     C39     C34     C29        -139.59  30.0 2
YPR Var_03         C29     C23     O20     CG           -7.38  30.0 2
YPR Var_04         H44     C49     O46     C43          61.91  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
YPR chir_01   CG      CB      O20     CD    negativ
YPR chir_02   CA      N       CB      C     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
YPR plan-1    C34 0.020
YPR plan-1    C39 0.020
YPR plan-1    C44 0.020
YPR plan-1    C45 0.020
YPR plan-1    C47 0.020
YPR plan-1    C48 0.020
YPR plan-1    C50 0.020
YPR plan-1    H40 0.020
YPR plan-1    H41 0.020
YPR plan-1    H42 0.020
YPR plan-1    H43 0.020
YPR plan-1    H47 0.020
YPR plan-2    C28 0.020
YPR plan-2    O20 0.020
YPR plan-2    C23 0.020
YPR plan-2    C29 0.020
YPR plan-2    C32 0.020
YPR plan-2    C33 0.020
YPR plan-2    C34 0.020
YPR plan-2    N36 0.020
YPR plan-2    C37 0.020
YPR plan-2    C38 0.020
YPR plan-2    C39 0.020
YPR plan-2    C43 0.020
YPR plan-2    O46 0.020
YPR plan-2    H26 0.020
YPR plan-2    H28 0.020
YPR plan-2    H29 0.020
YPR plan-2    H30 0.020
YPR plan-3      C 0.020
YPR plan-3     CA 0.020
YPR plan-3      O 0.020
YPR plan-3    OXT 0.020
