data_QIN
# 
_chem_comp.id                                    QIN 
_chem_comp.name                                  N-[(1S,2S)-2-AMINO-1-(3-THIENYLMETHYL)HEXYL]-2-({[(1S,2S)-2-METHYLCYCLOPROPYL]METHYL}AMINO)-6-[METHYL(METHYLSULFONYL)AMINO]ISONICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H37 N5 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        507.712 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QIN 
_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                  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 
QIN C15  C15  C 0 1 Y N N 30.194 43.635 1.658  -1.708  2.492  1.676  C15  QIN 1  
QIN C16  C16  C 0 1 Y N N 30.720 42.312 1.509  -2.358  2.096  0.518  C16  QIN 2  
QIN C17  C17  C 0 1 Y N N 29.829 41.305 1.013  -2.142  2.859  -0.605 C17  QIN 3  
QIN C18  C18  C 0 1 Y N N 28.486 41.592 0.654  -1.324  3.964  -0.590 C18  QIN 4  
QIN C19  C19  C 0 1 Y N N 27.994 42.931 0.821  -0.721  4.277  0.618  C19  QIN 5  
QIN N3   N3   N 0 1 Y N N 28.872 43.865 1.324  -0.892  3.567  1.756  N3   QIN 6  
QIN N4   N4   N 0 1 N N N 26.674 43.265 0.524  0.142   5.411  0.708  N4   QIN 7  
QIN S1   S1   S 0 1 N N N 25.951 44.606 1.138  0.253   6.204  2.238  S1   QIN 8  
QIN O1   O1   O 0 1 N N N 24.570 44.492 0.761  -0.932  5.910  3.022  O1   QIN 9  
QIN C29  C29  C 0 1 N N N 25.950 42.571 -0.563 1.350   5.428  -0.165 C29  QIN 10 
QIN C34  C34  C 0 1 N N N 30.278 39.919 0.851  -2.815  2.479  -1.874 C34  QIN 11 
QIN N35  N35  N 0 1 N N N 30.886 39.401 1.937  -3.122  1.138  -2.012 N35  QIN 12 
QIN C36  C36  C 0 1 N N S 31.712 38.189 1.937  -3.757  0.607  -3.203 C36  QIN 13 
QIN C28  C28  C 0 1 N N S 31.043 37.152 2.874  -5.297  0.755  -3.088 C28  QIN 14 
QIN C56  C56  C 0 1 N N N 33.115 38.552 2.446  -3.272  -0.831 -3.482 C56  QIN 15 
QIN O4   O4   O 0 1 N N N 30.117 39.280 -0.171 -3.039  3.344  -2.717 O4   QIN 16 
QIN C22  C22  C 0 1 N N N 26.628 46.061 0.327  1.602   5.321  2.994  C22  QIN 17 
QIN O2   O2   O 0 1 N N N 26.280 44.688 2.514  0.683   7.577  2.054  O2   QIN 18 
QIN C61  C61  C 0 1 Y N N 34.019 39.765 0.236  -0.994  -0.193 -4.471 C61  QIN 19 
QIN C62  C62  C 0 1 Y N N 33.770 39.716 1.680  -1.773  -0.942 -3.563 C62  QIN 20 
QIN C63  C63  C 0 1 Y N N 34.175 40.976 2.285  -1.041  -1.775 -2.770 C63  QIN 21 
QIN S2   S2   S 0 1 Y N N 34.807 42.019 1.061  0.631   -1.656 -3.122 S2   QIN 22 
QIN C64  C64  C 0 1 Y N N 34.565 40.945 -0.238 0.346   -0.485 -4.339 C64  QIN 23 
QIN C8   C8   C 0 1 N N N 29.673 36.723 2.335  -5.908  -0.079 -1.940 C8   QIN 24 
QIN N1   N1   N 0 1 N N N 30.793 37.810 4.161  -5.948  0.414  -4.358 N1   QIN 25 
QIN C10  C10  C 0 1 N N N 29.732 35.902 1.058  -7.430  0.090  -1.825 C10  QIN 26 
QIN C11  C11  C 0 1 N N N 28.331 35.367 0.745  -8.036  -0.678 -0.647 C11  QIN 27 
QIN C13  C13  C 0 1 N N N 28.424 34.305 -0.337 -9.538  -0.488 -0.502 C13  QIN 28 
QIN N2   N2   N 0 1 N N N 30.988 44.751 2.073  -1.923  1.713  2.839  N2   QIN 29 
QIN C5   C5   C 0 1 N N N 32.419 44.625 2.468  -2.766  0.562  2.851  C5   QIN 30 
QIN C1   C1   C 0 1 N N N 33.823 44.017 4.513  -3.624  -1.300 4.406  C1   QIN 31 
QIN C2   C2   C 0 1 N N S 32.622 44.790 5.044  -2.128  -1.413 4.372  C2   QIN 32 
QIN C3   C3   C 0 1 N N R 32.504 43.955 3.801  -2.784  -0.079 4.197  C3   QIN 33 
QIN C4   C4   C 0 1 N N N 32.048 44.291 6.327  -1.395  -1.694 5.631  C4   QIN 34 
QIN H16  H16  H 0 1 N N N 31.745 42.082 1.760  -3.004  1.223  0.504  H16  QIN 35 
QIN H18  H18  H 0 1 N N N 27.845 40.816 0.262  -1.153  4.569  -1.475 H18  QIN 36 
QIN H291 1H29 H 0 0 N N N 24.907 42.399 -0.258 1.492   6.424  -0.591 H291 QIN 37 
QIN H292 2H29 H 0 0 N N N 25.969 43.192 -1.471 1.237   4.709  -0.981 H292 QIN 38 
QIN H293 3H29 H 0 0 N N N 26.436 41.606 -0.769 2.239   5.163  0.415  H293 QIN 39 
QIN HN35 HN35 H 0 0 N N N 30.765 39.879 2.807  -2.851  0.468  -1.302 HN35 QIN 40 
QIN H36  H36  H 0 1 N N N 31.800 37.764 0.926  -3.413  1.263  -4.014 H36  QIN 41 
QIN H28  H28  H 0 1 N N N 31.704 36.276 2.956  -5.519  1.813  -2.891 H28  QIN 42 
QIN H561 1H56 H 0 0 N N N 33.758 37.666 2.336  -3.644  -1.512 -2.704 H561 QIN 43 
QIN H562 2H56 H 0 0 N N N 33.006 38.874 3.492  -3.691  -1.197 -4.428 H562 QIN 44 
QIN H221 1H22 H 0 0 N N N 26.766 46.863 1.067  1.438   4.252  2.850  H221 QIN 45 
QIN H222 2H22 H 0 0 N N N 27.598 45.810 -0.127 2.531   5.633  2.513  H222 QIN 46 
QIN H223 3H22 H 0 0 N N N 25.934 46.401 -0.456 1.621   5.565  4.057  H223 QIN 47 
QIN H61  H61  H 0 1 N N N 33.791 38.934 -0.415 -1.375  0.523  -5.188 H61  QIN 48 
QIN H63  H63  H 0 1 N N N 34.093 41.221 3.334  -1.386  -2.452 -2.000 H63  QIN 49 
QIN H64  H64  H 0 1 N N N 34.801 41.152 -1.271 1.171   -0.068 -4.898 H64  QIN 50 
QIN H81  1H8  H 0 1 N N N 29.093 37.633 2.125  -5.678  -1.142 -2.079 H81  QIN 51 
QIN H82  2H8  H 0 1 N N N 29.216 36.082 3.104  -5.445  0.226  -0.996 H82  QIN 52 
QIN HN11 1HN1 H 0 0 N N N 30.736 37.120 4.883  -5.370  0.104  -5.105 HN11 QIN 53 
QIN HN12 2HN1 H 0 0 N N N 31.541 38.443 4.363  -6.892  0.696  -4.484 HN12 QIN 54 
QIN H101 1H10 H 0 0 N N N 30.428 35.061 1.191  -7.912  -0.269 -2.742 H101 QIN 55 
QIN H102 2H10 H 0 0 N N N 30.084 36.531 0.227  -7.677  1.155  -1.733 H102 QIN 56 
QIN H111 1H11 H 0 0 N N N 27.693 36.192 0.395  -7.539  -0.385 0.285  H111 QIN 57 
QIN H112 2H11 H 0 0 N N N 27.895 34.927 1.654  -7.834  -1.746 -0.791 H112 QIN 58 
QIN H131 1H13 H 0 0 N N N 28.446 34.788 -1.325 -9.788  0.542  -0.232 H131 QIN 59 
QIN H132 2H13 H 0 0 N N N 29.343 33.717 -0.196 -10.058 -0.739 -1.432 H132 QIN 60 
QIN H133 3H13 H 0 0 N N N 27.550 33.640 -0.274 -9.924  -1.140 0.288  H133 QIN 61 
QIN HN2  HN2  H 0 1 N N N 30.985 45.379 1.295  -1.451  2.008  3.669  HN2  QIN 62 
QIN H51  1H5  H 0 1 N N N 32.956 44.025 1.719  -3.773  0.883  2.566  H51  QIN 63 
QIN H52  2H5  H 0 1 N N N 32.875 45.624 2.527  -2.391  -0.134 2.095  H52  QIN 64 
QIN H11  1H1  H 0 1 N N N 34.436 43.227 4.972  -4.190  -1.667 3.559  H11  QIN 65 
QIN H12  2H1  H 0 1 N N N 34.862 44.253 4.241  -4.116  -1.436 5.362  H12  QIN 66 
QIN H2   H2   H 0 1 N N N 32.379 45.836 5.280  -1.673  -1.895 3.516  H2   QIN 67 
QIN H3   H3   H 0 1 N N N 31.816 43.156 3.488  -2.725  0.650  4.991  H3   QIN 68 
QIN H41  1H4  H 0 1 N N N 32.853 44.168 7.066  -1.738  -2.633 6.074  H41  QIN 69 
QIN H42  2H4  H 0 1 N N N 31.311 45.015 6.705  -0.321  -1.774 5.440  H42  QIN 70 
QIN H43  3H4  H 0 1 N N N 31.557 43.322 6.156  -1.557  -0.891 6.357  H43  QIN 71 
# 
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 
QIN C15 N3   DOUB Y N 1  
QIN C15 C16  SING Y N 2  
QIN C15 N2   SING N N 3  
QIN C16 C17  DOUB Y N 4  
QIN C16 H16  SING N N 5  
QIN C17 C18  SING Y N 6  
QIN C17 C34  SING N N 7  
QIN C18 C19  DOUB Y N 8  
QIN C18 H18  SING N N 9  
QIN C19 N4   SING N N 10 
QIN C19 N3   SING Y N 11 
QIN N4  C29  SING N N 12 
QIN N4  S1   SING N N 13 
QIN S1  C22  SING N N 14 
QIN S1  O1   DOUB N N 15 
QIN S1  O2   DOUB N N 16 
QIN C29 H291 SING N N 17 
QIN C29 H292 SING N N 18 
QIN C29 H293 SING N N 19 
QIN C34 O4   DOUB N N 20 
QIN C34 N35  SING N N 21 
QIN N35 C36  SING N N 22 
QIN N35 HN35 SING N N 23 
QIN C36 C56  SING N N 24 
QIN C36 C28  SING N N 25 
QIN C36 H36  SING N N 26 
QIN C28 C8   SING N N 27 
QIN C28 N1   SING N N 28 
QIN C28 H28  SING N N 29 
QIN C56 C62  SING N N 30 
QIN C56 H561 SING N N 31 
QIN C56 H562 SING N N 32 
QIN C22 H221 SING N N 33 
QIN C22 H222 SING N N 34 
QIN C22 H223 SING N N 35 
QIN C61 C64  DOUB Y N 36 
QIN C61 C62  SING Y N 37 
QIN C61 H61  SING N N 38 
QIN C62 C63  DOUB Y N 39 
QIN C63 S2   SING Y N 40 
QIN C63 H63  SING N N 41 
QIN S2  C64  SING Y N 42 
QIN C64 H64  SING N N 43 
QIN C8  C10  SING N N 44 
QIN C8  H81  SING N N 45 
QIN C8  H82  SING N N 46 
QIN N1  HN11 SING N N 47 
QIN N1  HN12 SING N N 48 
QIN C10 C11  SING N N 49 
QIN C10 H101 SING N N 50 
QIN C10 H102 SING N N 51 
QIN C11 C13  SING N N 52 
QIN C11 H111 SING N N 53 
QIN C11 H112 SING N N 54 
QIN C13 H131 SING N N 55 
QIN C13 H132 SING N N 56 
QIN C13 H133 SING N N 57 
QIN N2  C5   SING N N 58 
QIN N2  HN2  SING N N 59 
QIN C5  C3   SING N N 60 
QIN C5  H51  SING N N 61 
QIN C5  H52  SING N N 62 
QIN C1  C3   SING N N 63 
QIN C1  C2   SING N N 64 
QIN C1  H11  SING N N 65 
QIN C1  H12  SING N N 66 
QIN C2  C3   SING N N 67 
QIN C2  C4   SING N N 68 
QIN C2  H2   SING N N 69 
QIN C3  H3   SING N N 70 
QIN C4  H41  SING N N 71 
QIN C4  H42  SING N N 72 
QIN C4  H43  SING N N 73 
# 
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 
QIN SMILES           ACDLabs              10.04 O=S(=O)(N(c3nc(NCC1CC1C)cc(C(=O)NC(Cc2ccsc2)C(N)CCCC)c3)C)C 
QIN InChI            InChI                1.02b 
InChI=1/C24H37N5O3S2/c1-5-6-7-20(25)21(11-17-8-9-33-15-17)27-24(30)18-12-22(26-14-19-10-16(19)2)28-23(13-18)29(3)34(4,31)32/h8-9,12-13,15-16,19-21H,5-7,10-11,14,25H2,1-4H3,(H,26,28)(H,27,30)/t16-,19+,20-,21-/m0/s1/f/h26-27H 
QIN InChIKey         InChI                1.02b MSSOOXCWRUWADA-YCDHBZQZDE 
QIN SMILES_CANONICAL CACTVS               3.341 CCCC[C@H](N)[C@H](Cc1cscc1)NC(=O)c2cc(NC[C@H]3C[C@@H]3C)nc(c2)N(C)[S](C)(=O)=O 
QIN SMILES           CACTVS               3.341 CCCC[CH](N)[CH](Cc1cscc1)NC(=O)c2cc(NC[CH]3C[CH]3C)nc(c2)N(C)[S](C)(=O)=O 
QIN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC[C@@H]([C@H](Cc1ccsc1)NC(=O)c2cc(nc(c2)N(C)S(=O)(=O)C)NC[C@H]3C[C@@H]3C)N 
QIN SMILES           "OpenEye OEToolkits" 1.5.0 CCCCC(C(Cc1ccsc1)NC(=O)c2cc(nc(c2)N(C)S(=O)(=O)C)NCC3CC3C)N 
# 
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 
QIN "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2S)-2-amino-1-(thiophen-3-ylmethyl)hexyl]-2-({[(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[methyl(methylsulfonyl)amino]pyridine-4-carboxamide 
QIN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3S)-3-amino-1-thiophen-3-yl-heptan-2-yl]-2-[[(1S,2S)-2-methylcyclopropyl]methylamino]-6-(methyl-methylsulfonyl-amino)pyridine-4-carboxamide    
# 
