data_JI3
# 
_chem_comp.id                                    JI3 
_chem_comp.name                                  "N-{(3S,4S)-4-[(6-AMINO-4-METHYLPYRIDIN-2-YL)METHYL]PYRROLIDIN-3-YL}-N'-(4-CHLOROBENZYL)ETHANE-1,2-DIAMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 Cl N5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-13 
_chem_comp.pdbx_modified_date                    2008-10-31 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        373.923 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JI3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
JI3 C21    C21    C  0 1 Y N N 18.869 8.926  55.344 -0.273 7.485  -6.431 C21    JI3 1  
JI3 C22    C22    C  0 1 Y N N 19.870 9.942  55.368 -0.668 7.649  -7.759 C22    JI3 2  
JI3 C23    C23    C  0 1 Y N N 21.125 9.725  54.716 -2.017 7.821  -8.069 C23    JI3 3  
JI3 CL     CL     CL 0 0 N N N 22.384 10.988 54.768 -2.504 8.024  -9.707 CL     JI3 4  
JI3 C24    C24    C  0 1 Y N N 21.370 8.485  54.033 -2.971 7.829  -7.051 C24    JI3 5  
JI3 C25    C25    C  0 1 Y N N 20.366 7.472  54.013 -2.576 7.665  -5.723 C25    JI3 6  
JI3 C26    C26    C  0 1 Y N N 19.120 7.697  54.671 -1.229 7.495  -5.423 C26    JI3 7  
JI3 C6     C6     C  0 1 Y N N 11.187 -0.782 59.041 4.453  -0.114 -2.580 C6     JI3 8  
JI3 N6     N6     N  0 1 N N N 10.687 -1.905 58.537 5.237  -1.230 -2.197 N6     JI3 9  
JI3 C5     C5     C  0 1 Y N N 10.571 -0.121 60.187 4.428  0.213  -3.926 C5     JI3 10 
JI3 C4     C4     C  0 1 Y N N 11.179 1.115  60.676 3.664  1.307  -4.316 C4     JI3 11 
JI3 C3     C3     C  0 1 Y N N 12.370 1.681  60.047 2.959  2.031  -3.362 C3     JI3 12 
JI3 C2     C2     C  0 1 Y N N 12.926 0.969  58.919 3.054  1.618  -2.048 C2     JI3 13 
JI3 N1     N1     N  0 1 Y N N 12.328 -0.208 58.468 3.780  0.566  -1.624 N1     JI3 14 
JI3 "N1'"  "N1'"  N  0 1 N N N 16.231 -0.694 57.414 0.915  1.149  1.505  "N1'"  JI3 15 
JI3 "C2'"  "C2'"  C  0 1 N N N 16.903 0.555  56.885 0.325  2.493  1.447  "C2'"  JI3 16 
JI3 "C3'"  "C3'"  C  0 1 N N R 16.776 1.598  58.072 -0.053 2.725  -0.013 "C3'"  JI3 17 
JI3 "C4'"  "C4'"  C  0 1 N N S 15.563 1.087  58.890 0.897  1.805  -0.783 "C4'"  JI3 18 
JI3 "C5'"  "C5'"  C  0 1 N N N 15.820 -0.453 58.824 0.911  0.594  0.146  "C5'"  JI3 19 
JI3 C7     C7     C  0 1 N N N 14.188 1.494  58.188 2.303  2.376  -0.990 C7     JI3 20 
JI3 C8     C8     C  0 1 N N N 10.567 1.850  61.881 3.603  1.704  -5.752 C8     JI3 21 
JI3 N8     N8     N  0 1 N N N 16.538 2.960  57.506 -0.021 4.124  -0.400 N8     JI3 22 
JI3 C9     C9     C  0 1 N N N 17.703 3.742  57.047 -0.380 4.289  -1.803 C9     JI3 23 
JI3 C10    C10    C  0 1 N N N 17.249 4.801  56.067 -0.418 5.750  -2.218 C10    JI3 24 
JI3 N11    N11    N  0 1 N N N 18.441 5.575  55.655 -0.792 5.909  -3.597 N11    JI3 25 
JI3 C12    C12    C  0 1 N N N 18.051 6.604  54.666 -0.804 7.317  -3.994 C12    JI3 26 
JI3 H21    H21    H  0 1 N N N 17.922 9.089  55.836 0.781  7.352  -6.199 H21    JI3 27 
JI3 H22    H22    H  0 1 N N N 19.681 10.875 55.878 0.087  7.641  -8.541 H22    JI3 28 
JI3 H24    H24    H  0 1 N N N 22.314 8.320  53.535 -4.026 7.962  -7.278 H24    JI3 29 
JI3 H25    H25    H  0 1 N N N 20.548 6.538  53.502 -3.326 7.672  -4.937 H25    JI3 30 
JI3 HN61   1HN6   H  0 0 N N N 10.561 -1.801 57.550 5.968  -1.535 -2.802 HN61   JI3 31 
JI3 HN62   2HN6   H  0 0 N N N 11.318 -2.660 58.715 4.980  -1.742 -1.381 HN62   JI3 32 
JI3 H5     H5     H  0 1 N N N 9.692  -0.533 60.660 4.984  -0.364 -4.658 H5     JI3 33 
JI3 H3     H3     H  0 1 N N N 12.817 2.595  60.410 2.357  2.890  -3.644 H3     JI3 34 
JI3 "HN1'" "HN1'" H  0 0 N N N 15.426 -0.905 56.859 0.383  0.547  2.132  "HN1'" JI3 35 
JI3 "H2'1" "1H2'" H  0 0 N N N 17.957 0.365  56.632 1.075  3.214  1.792  "H2'1" JI3 36 
JI3 "H2'2" "2H2'" H  0 0 N N N 16.439 0.919  55.956 -0.548 2.578  2.103  "H2'2" JI3 37 
JI3 "H3'"  "H3'"  H  0 1 N N N 17.677 1.677  58.699 -1.079 2.361  -0.165 "H3'"  JI3 38 
JI3 "H4'"  "H4'"  H  0 1 N N N 15.476 1.492  59.909 0.483  1.545  -1.764 "H4'"  JI3 39 
JI3 "H5'1" "1H5'" H  0 0 N N N 14.912 -1.020 59.078 0.001  -0.002 -0.001 "H5'1" JI3 40 
JI3 "H5'2" "2H5'" H  0 0 N N N 16.583 -0.782 59.545 1.775  -0.057 -0.018 "H5'2" JI3 41 
JI3 H71    1H7    H  0 1 N N N 14.133 2.592  58.161 2.849  2.340  -0.043 H71    JI3 42 
JI3 H72    2H7    H  0 1 N N N 14.192 1.037  57.187 2.227  3.431  -1.265 H72    JI3 43 
JI3 H81    1H8    H  0 1 N N N 10.421 1.140  62.709 4.263  1.067  -6.354 H81    JI3 44 
JI3 H82    2H8    H  0 1 N N N 11.245 2.654  62.203 2.582  1.618  -6.147 H82    JI3 45 
JI3 H83    3H8    H  0 1 N N N 9.597  2.282  61.593 3.909  2.750  -5.890 H83    JI3 46 
JI3 HN8    HN8    H  0 1 N N N 16.100 3.497  58.227 -0.680 4.650  0.176  HN8    JI3 47 
JI3 H91    1H9    H  0 1 N N N 18.422 3.072  56.554 0.348  3.725  -2.395 H91    JI3 48 
JI3 H92    2H9    H  0 1 N N N 18.182 4.225  57.911 -1.366 3.833  -1.938 H92    JI3 49 
JI3 H101   1H10   H  0 0 N N N 16.514 5.466  56.544 -1.156 6.294  -1.620 H101   JI3 50 
JI3 H102   2H10   H  0 0 N N N 16.772 4.335  55.192 0.557  6.228  -2.084 H102   JI3 51 
JI3 HN11   HN11   H  0 0 N N N 19.112 4.958  55.245 -0.132 5.409  -4.203 HN11   JI3 52 
JI3 H121   1H12   H  0 0 N N N 17.075 7.033  54.936 0.202  7.721  -3.837 H121   JI3 53 
JI3 H122   2H12   H  0 0 N N N 17.969 6.157  53.664 -1.478 7.851  -3.315 H122   JI3 54 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
JI3 C21   C26    DOUB Y N 1  
JI3 C21   C22    SING Y N 2  
JI3 C21   H21    SING N N 3  
JI3 C22   C23    DOUB Y N 4  
JI3 C22   H22    SING N N 5  
JI3 C23   C24    SING Y N 6  
JI3 C23   CL     SING N N 7  
JI3 C24   C25    DOUB Y N 8  
JI3 C24   H24    SING N N 9  
JI3 C25   C26    SING Y N 10 
JI3 C25   H25    SING N N 11 
JI3 C26   C12    SING N N 12 
JI3 C6    N1     SING Y N 13 
JI3 C6    N6     SING N N 14 
JI3 C6    C5     DOUB Y N 15 
JI3 N6    HN61   SING N N 16 
JI3 N6    HN62   SING N N 17 
JI3 C5    C4     SING Y N 18 
JI3 C5    H5     SING N N 19 
JI3 C4    C3     DOUB Y N 20 
JI3 C4    C8     SING N N 21 
JI3 C3    C2     SING Y N 22 
JI3 C3    H3     SING N N 23 
JI3 C2    C7     SING N N 24 
JI3 C2    N1     DOUB Y N 25 
JI3 "N1'" "C2'"  SING N N 26 
JI3 "N1'" "C5'"  SING N N 27 
JI3 "N1'" "HN1'" SING N N 28 
JI3 "C2'" "C3'"  SING N N 29 
JI3 "C2'" "H2'1" SING N N 30 
JI3 "C2'" "H2'2" SING N N 31 
JI3 "C3'" N8     SING N N 32 
JI3 "C3'" "C4'"  SING N N 33 
JI3 "C3'" "H3'"  SING N N 34 
JI3 "C4'" C7     SING N N 35 
JI3 "C4'" "C5'"  SING N N 36 
JI3 "C4'" "H4'"  SING N N 37 
JI3 "C5'" "H5'1" SING N N 38 
JI3 "C5'" "H5'2" SING N N 39 
JI3 C7    H71    SING N N 40 
JI3 C7    H72    SING N N 41 
JI3 C8    H81    SING N N 42 
JI3 C8    H82    SING N N 43 
JI3 C8    H83    SING N N 44 
JI3 N8    C9     SING N N 45 
JI3 N8    HN8    SING N N 46 
JI3 C9    C10    SING N N 47 
JI3 C9    H91    SING N N 48 
JI3 C9    H92    SING N N 49 
JI3 C10   N11    SING N N 50 
JI3 C10   H101   SING N N 51 
JI3 C10   H102   SING N N 52 
JI3 N11   C12    SING N N 53 
JI3 N11   HN11   SING N N 54 
JI3 C12   H121   SING N N 55 
JI3 C12   H122   SING N N 56 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
JI3 SMILES           ACDLabs              10.04 Clc1ccc(cc1)CNCCNC2C(CNC2)Cc3nc(N)cc(c3)C                                                                                                                                 
JI3 InChI            InChI                1.02b InChI=1/C20H28ClN5/c1-14-8-18(26-20(22)9-14)10-16-12-24-13-19(16)25-7-6-23-11-15-2-4-17(21)5-3-15/h2-5,8-9,16,19,23-25H,6-7,10-13H2,1H3,(H2,22,26)/t16-,19+/m0/s1/f/h22H2 
JI3 InChIKey         InChI                1.02b JDRSQGJWTVRNGM-FHUUADMBDK                                                                                                                                                 
JI3 SMILES_CANONICAL CACTVS               3.341 Cc1cc(N)nc(C[C@H]2CNC[C@H]2NCCNCc3ccc(Cl)cc3)c1                                                                                                                           
JI3 SMILES           CACTVS               3.341 Cc1cc(N)nc(C[CH]2CNC[CH]2NCCNCc3ccc(Cl)cc3)c1                                                                                                                             
JI3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2NCCNCc3ccc(cc3)Cl                                                                                                                           
JI3 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(nc(c1)N)CC2CNCC2NCCNCc3ccc(cc3)Cl                                                                                                                                   
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
JI3 "SYSTEMATIC NAME" ACDLabs              10.04 "N-{(3S,4S)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}-N'-(4-chlorobenzyl)ethane-1,2-diamine"          
JI3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3S,4S)-4-[(6-amino-4-methyl-pyridin-2-yl)methyl]pyrrolidin-3-yl]-N'-[(4-chlorophenyl)methyl]ethane-1,2-diamine" 
# 
