data_71S
# 
_chem_comp.id                                    71S 
_chem_comp.name                                  "6-[(2S)-3-amino-2-{5-[2-(6-amino-4-methylpyridin-2-yl)ethyl]pyridin-3-yl}propyl]-4-methylpyridin-2-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H28 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-03-15 
_chem_comp.pdbx_modified_date                    2014-05-02 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        376.498 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     71S 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4CU1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
71S N22  N22  N 0 1 N N N -0.800 -1.874 64.718 5.110  3.509  0.189  N22  71S 1  
71S C22  C22  C 0 1 Y N N -0.303 -1.693 63.476 5.300  2.149  -0.024 C22  71S 2  
71S C23  C23  C 0 1 Y N N -0.129 -2.780 62.612 6.579  1.609  0.068  C23  71S 3  
71S C24  C24  C 0 1 Y N N 0.387  -2.563 61.331 6.755  0.254  -0.146 C24  71S 4  
71S C27  C27  C 0 1 N N N 0.567  -3.735 60.407 8.124  -0.370 -0.055 C27  71S 5  
71S C25  C25  C 0 1 Y N N 0.721  -1.267 60.930 5.641  -0.519 -0.446 C25  71S 6  
71S N21  N21  N 0 1 Y N N 0.024  -0.443 63.077 4.262  1.377  -0.307 N21  71S 7  
71S C26  C26  C 0 1 Y N N 0.525  -0.214 61.837 4.401  0.082  -0.521 C26  71S 8  
71S C28  C28  C 0 1 N N N 0.847  1.206  61.468 3.188  -0.752 -0.846 C28  71S 9  
71S C29  C29  C 0 1 N N S -0.466 1.945  61.155 2.132  -0.563 0.245  C29  71S 10 
71S C15  C15  C 0 1 Y N N -0.982 2.711  62.344 0.875  -1.299 -0.140 C15  71S 11 
71S C14  C14  C 0 1 Y N N -2.237 2.324  62.830 0.898  -2.666 -0.342 C14  71S 12 
71S N18  N18  N 0 1 N N N -1.203 3.901  59.598 3.818  -0.323 2.006  N18  71S 13 
71S C12  C12  C 0 1 Y N N -2.166 3.958  64.496 -1.352 -2.696 -0.836 C12  71S 14 
71S C16  C16  C 0 1 Y N N -0.292 3.777  62.987 -0.321 -0.613 -0.290 C16  71S 15 
71S C11  C11  C 0 1 Y N N -0.910 4.418  64.064 -1.453 -1.332 -0.646 C11  71S 16 
71S C09  C09  C 0 1 N N N -0.330 5.546  64.848 -2.775 -0.631 -0.827 C09  71S 17 
71S C08  C08  C 0 1 N N N -0.936 6.740  64.856 -3.528 -0.612 0.505  C08  71S 18 
71S C06  C06  C 0 1 Y N N -0.489 7.900  65.672 -4.851 0.089  0.324  C06  71S 19 
71S N01  N01  N 0 1 Y N N -0.743 9.173  65.291 -4.878 1.311  -0.173 N01  71S 20 
71S C02  C02  C 0 1 Y N N -0.420 10.247 66.045 -6.016 1.963  -0.350 C02  71S 21 
71S N02  N02  N 0 1 N N N -0.698 11.474 65.553 -5.998 3.250  -0.876 N02  71S 22 
71S C03  C03  C 0 1 Y N N 0.212  10.108 67.282 -7.230 1.373  -0.013 C03  71S 23 
71S C04  C04  C 0 1 Y N N 0.478  8.805  67.704 -7.233 0.093  0.510  C04  71S 24 
71S C05  C05  C 0 1 Y N N 0.113  7.703  66.910 -6.018 -0.559 0.675  C05  71S 25 
71S C07  C07  C 0 1 N N N 1.126  8.576  69.041 -8.527 -0.582 0.888  C07  71S 26 
71S C18  C18  C 0 1 N N N -0.266 2.781  59.874 2.662  -1.118 1.569  C18  71S 27 
71S N11  N11  N 0 1 Y N N -2.803 2.947  63.882 -0.199 -3.316 -0.680 N11  71S 28 
71S H221 H221 H 0 0 N N N -0.855 -0.993 65.187 5.867  4.078  0.400  H221 71S 29 
71S H222 H222 H 0 0 N N N -1.714 -2.276 64.656 4.220  3.891  0.122  H222 71S 30 
71S H23  H23  H 0 1 N N N -0.391 -3.778 62.932 7.424  2.240  0.303  H23  71S 31 
71S H271 H271 H 0 0 N N N -0.351 -3.883 59.819 8.307  -0.697 0.968  H271 71S 32 
71S H272 H272 H 0 0 N N N 1.410  -3.540 59.728 8.177  -1.227 -0.726 H272 71S 33 
71S H273 H273 H 0 0 N N N 0.774  -4.639 60.998 8.877  0.364  -0.342 H273 71S 34 
71S H25  H25  H 0 1 N N N 1.121  -1.080 59.944 5.744  -1.580 -0.619 H25  71S 35 
71S H281 H281 H 0 0 N N N 1.358  1.700  62.308 2.778  -0.438 -1.806 H281 71S 36 
71S H282 H282 H 0 0 N N N 1.499  1.219  60.582 3.473  -1.802 -0.898 H282 71S 37 
71S H29  H29  H 0 1 N N N -1.214 1.175  60.916 1.912  0.498  0.359  H29  71S 38 
71S H181 H181 H 0 0 N N N 0.746  3.210  59.922 1.879  -1.065 2.325  H181 71S 39 
71S H182 H182 H 0 0 N N N -0.330 2.088  59.022 2.966  -2.156 1.433  H182 71S 40 
71S H14  H14  H 0 1 N N N -2.762 1.510  62.352 1.824  -3.207 -0.223 H14  71S 41 
71S H16  H16  H 0 1 N N N 0.687  4.084  62.650 -0.370 0.454  -0.134 H16  71S 42 
71S HA1  HA1  H 0 1 N N N -0.948 4.346  58.739 3.579  0.654  2.077  HA1  71S 43 
71S HB2  HB2  H 0 1 N N N -2.135 3.546  59.525 4.187  -0.670 2.878  HB2  71S 44 
71S H12  H12  H 0 1 N N N -2.633 4.431  65.347 -2.229 -3.263 -1.113 H12  71S 45 
71S H091 H091 H 0 0 N N N -0.277 5.211  65.894 -2.602 0.391  -1.161 H091 71S 46 
71S H092 H092 H 0 0 N N N 0.687  5.709  64.463 -3.368 -1.162 -1.572 H092 71S 47 
71S H081 H081 H 0 0 N N N -0.921 7.088  63.812 -3.702 -1.635 0.839  H081 71S 48 
71S H082 H082 H 0 0 N N N -1.974 6.544  65.162 -2.935 -0.081 1.250  H082 71S 49 
71S H05  H05  H 0 1 N N N 0.301  6.700  67.263 -5.987 -1.561 1.077  H05  71S 50 
71S H021 H021 H 0 0 N N N -1.125 11.384 64.653 -5.154 3.665  -1.113 H021 71S 51 
71S H022 H022 H 0 0 N N N -1.324 11.948 66.173 -6.830 3.732  -1.007 H022 71S 52 
71S H03  H03  H 0 1 N N N 0.481  10.965 67.882 -8.157 1.908  -0.158 H03  71S 53 
71S H071 H071 H 0 0 N N N 0.350  8.489  69.815 -8.914 -1.132 0.031  H071 71S 54 
71S H072 H072 H 0 0 N N N 1.716  7.648  69.008 -8.349 -1.272 1.713  H072 71S 55 
71S H073 H073 H 0 0 N N N 1.787  9.423  69.278 -9.253 0.171  1.195  H073 71S 56 
# 
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 
71S N22 C22  SING N N 1  
71S C22 C23  SING Y N 2  
71S C22 N21  DOUB Y N 3  
71S C23 C24  DOUB Y N 4  
71S C24 C27  SING N N 5  
71S C24 C25  SING Y N 6  
71S C25 C26  DOUB Y N 7  
71S N21 C26  SING Y N 8  
71S C26 C28  SING N N 9  
71S C28 C29  SING N N 10 
71S C29 C15  SING N N 11 
71S C29 C18  SING N N 12 
71S C15 C14  SING Y N 13 
71S C15 C16  DOUB Y N 14 
71S C14 N11  DOUB Y N 15 
71S N18 C18  SING N N 16 
71S C12 C11  DOUB Y N 17 
71S C12 N11  SING Y N 18 
71S C16 C11  SING Y N 19 
71S C11 C09  SING N N 20 
71S C09 C08  SING N N 21 
71S C08 C06  SING N N 22 
71S C06 N01  DOUB Y N 23 
71S C06 C05  SING Y N 24 
71S N01 C02  SING Y N 25 
71S C02 N02  SING N N 26 
71S C02 C03  DOUB Y N 27 
71S C03 C04  SING Y N 28 
71S C04 C05  DOUB Y N 29 
71S C04 C07  SING N N 30 
71S N22 H221 SING N N 31 
71S N22 H222 SING N N 32 
71S C23 H23  SING N N 33 
71S C27 H271 SING N N 34 
71S C27 H272 SING N N 35 
71S C27 H273 SING N N 36 
71S C25 H25  SING N N 37 
71S C28 H281 SING N N 38 
71S C28 H282 SING N N 39 
71S C29 H29  SING N N 40 
71S C18 H181 SING N N 41 
71S C18 H182 SING N N 42 
71S C14 H14  SING N N 43 
71S C16 H16  SING N N 44 
71S N18 HA1  SING N N 45 
71S N18 HB2  SING N N 46 
71S C12 H12  SING N N 47 
71S C09 H091 SING N N 48 
71S C09 H092 SING N N 49 
71S C08 H081 SING N N 50 
71S C08 H082 SING N N 51 
71S C05 H05  SING N N 52 
71S N02 H021 SING N N 53 
71S N02 H022 SING N N 54 
71S C03 H03  SING N N 55 
71S C07 H071 SING N N 56 
71S C07 H072 SING N N 57 
71S C07 H073 SING N N 58 
# 
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 
71S SMILES           ACDLabs              12.01 "n1c(N)cc(cc1CCc2cc(cnc2)C(Cc3nc(N)cc(c3)C)CN)C"                                                                                                                             
71S InChI            InChI                1.03  "InChI=1S/C22H28N6/c1-14-5-19(27-21(24)7-14)4-3-16-9-18(13-26-12-16)17(11-23)10-20-6-15(2)8-22(25)28-20/h5-9,12-13,17H,3-4,10-11,23H2,1-2H3,(H2,24,27)(H2,25,28)/t17-/m1/s1" 
71S InChIKey         InChI                1.03  HKLFDCGBVFYQPQ-QGZVFWFLSA-N                                                                                                                                                  
71S SMILES_CANONICAL CACTVS               3.385 "Cc1cc(N)nc(CCc2cncc(c2)[C@@H](CN)Cc3cc(C)cc(N)n3)c1"                                                                                                                        
71S SMILES           CACTVS               3.385 "Cc1cc(N)nc(CCc2cncc(c2)[CH](CN)Cc3cc(C)cc(N)n3)c1"                                                                                                                          
71S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cc(cnc2)[C@H](Cc3cc(cc(n3)N)C)CN"                                                                                                                         
71S SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cc(cnc2)C(Cc3cc(cc(n3)N)C)CN"                                                                                                                             
# 
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 
71S "SYSTEMATIC NAME" ACDLabs              12.01 "6-[(2S)-3-amino-2-{5-[2-(6-amino-4-methylpyridin-2-yl)ethyl]pyridin-3-yl}propyl]-4-methylpyridin-2-amine"          
71S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[2-[5-[(2S)-1-azanyl-3-(6-azanyl-4-methyl-pyridin-2-yl)propan-2-yl]pyridin-3-yl]ethyl]-4-methyl-pyridin-2-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
71S "Create component" 2014-03-15 EBI  
71S "Initial release"  2014-05-07 RCSB 
# 
