data_NA9
#

_chem_comp.id                                   NA9
_chem_comp.name                                 "N-(CARBOXYMETHYL)-3-CYCLOHEXYL-D-ALANYL-N-({6-[AMINO(IMINO)METHYL]PYRIDIN-3-YL}METHYL)-N~2~-METHYL-L-ALANINAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H34 N6 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;2-((R)-1-(((S)-1-((6-CARBAMIMIDOYLPYRIDIN-3-YL)METHYLAMINO)-1-OXOPROPAN-2-YL)(METHYL)AMINO)-3-CYCLOHEXYL-1-OXOPROPAN-2-
YLAMINO)ACETIC ACID
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-10-27
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       446.543
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NA9
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_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
NA9  C1    C1    C  0  1  Y  N  N  12.416  20.981  22.458   6.803  -4.714   3.262  C1    NA9   1  
NA9  C2    C2    C  0  1  Y  N  N  12.104  22.214  23.093   6.310  -3.995   4.339  C2    NA9   2  
NA9  N3    N3    N  0  1  Y  N  N  12.723  23.348  22.709   6.589  -2.693   4.570  N3    NA9   3  
NA9  C4    C4    C  0  1  Y  N  N  13.645  23.373  21.734   7.401  -2.085   3.677  C4    NA9   4  
NA9  C5    C5    C  0  1  Y  N  N  14.005  22.192  21.061   7.936  -2.721   2.578  C5    NA9   5  
NA9  C6    C6    C  0  1  Y  N  N  13.381  20.977  21.429   7.635  -4.054   2.365  C6    NA9   6  
NA9  C7    C7    C  0  1  N  N  N  15.046  22.225  19.972   8.832  -1.980   1.628  C7    NA9   7  
NA9  C8    C8    C  0  1  N  N  N  11.100  22.273  24.185   5.436  -4.634   5.308  C8    NA9   8  
NA9  N9    N9    N  0  1  N  N  N  10.398  21.189  24.524   5.031  -5.964   5.248  N9    NA9   9  
NA9  N10   N10   N  0  1  N  N  N  10.909  23.419  24.835   4.994  -3.908   6.314  N10   NA9  10  
NA9  N11   N11   N  0  1  N  N  N  16.375  22.122  20.599   8.088  -1.356   0.559  N11   NA9  11  
NA9  C12   C12   C  0  1  N  N  N  17.127  20.988  20.515   7.818  -1.999  -0.641  C12   NA9  12  
NA9  C13   C13   C  0  1  N  N  S  18.471  20.946  21.198   6.978  -1.139  -1.576  C13   NA9  13  
NA9  O14   O14   O  0  1  N  N  N  16.729  20.005  19.914   8.173  -3.143  -0.919  O14   NA9  14  
NA9  C15   C15   C  0  1  N  N  N  19.572  21.373  20.211   5.644  -0.786  -0.937  C15   NA9  15  
NA9  C16   C16   C  0  1  N  N  N  19.705  18.663  21.142   7.845  -1.681  -3.814  C16   NA9  16  
NA9  N17   N17   N  0  1  N  N  N  18.703  19.564  21.763   6.792  -1.876  -2.820  N17   NA9  17  
NA9  C18   C18   C  0  1  N  N  N  17.970  19.141  22.871   5.689  -2.707  -3.046  C18   NA9  18  
NA9  C19   C19   C  0  1  N  N  R  18.162  17.754  23.492   4.685  -2.861  -1.901  C19   NA9  19  
NA9  O20   O20   O  0  1  N  N  N  17.147  19.881  23.370   5.525  -3.334  -4.098  O20   NA9  20  
NA9  N21   N21   N  0  1  N  N  N  16.917  16.981  23.326   4.244  -4.236  -1.901  N21   NA9  21  
NA9  C22   C22   C  0  1  N  N  N  16.328  16.728  22.002   5.361  -5.155  -1.690  C22   NA9  22  
NA9  C23   C23   C  0  1  N  N  N  14.851  16.445  22.154   4.832  -6.556  -1.673  C23   NA9  23  
NA9  O24   O24   O  0  1  N  N  N  14.377  16.207  23.259   5.848  -7.431  -1.457  O24   NA9  24  
NA9  O25   O25   O  0  1  N  N  N  14.127  16.454  21.166   3.668  -6.895  -1.827  O25   NA9  25  
NA9  C26   C26   C  0  1  N  N  N  18.438  17.853  24.998   3.505  -1.903  -2.090  C26   NA9  26  
NA9  C27   C27   C  0  1  N  N  N  19.895  18.094  25.430   2.490  -2.000  -0.952  C27   NA9  27  
NA9  C28   C28   C  0  1  N  N  N  20.961  17.687  24.379   3.161  -1.715   0.398  C28   NA9  28  
NA9  C29   C29   C  0  1  N  N  N  22.379  17.924  24.952   2.155  -1.753   1.547  C29   NA9  29  
NA9  C30   C30   C  0  1  N  N  N  22.564  19.407  25.353   0.984  -0.806   1.301  C30   NA9  30  
NA9  C31   C31   C  0  1  N  N  N  21.497  19.817  26.392   0.312  -1.080  -0.041  C31   NA9  31  
NA9  C32   C32   C  0  1  N  N  N  20.078  19.586  25.814   1.315  -1.041  -1.192  C32   NA9  32  
NA9  H1    H1    H  0  1  N  N  N  11.925  20.067  22.757   6.555  -5.760   3.113  H1    NA9  33  
NA9  H4    H4    H  0  1  N  N  N  14.114  24.308  21.464   7.606  -1.039   3.886  H4    NA9  34  
NA9  H6    H6    H  0  1  N  N  N  13.641  20.056  20.928   8.039  -4.591   1.510  H6    NA9  35  
NA9  H71   1H7   H  0  1  N  N  N  14.970  23.168  19.411   9.388  -1.196   2.154  H71   NA9  36  
NA9  H72   2H7   H  0  1  N  N  N  14.891  21.388  19.275   9.568  -2.653   1.175  H72   NA9  37  
NA9  HN91  1HN9  H  0  0  N  N  N   9.780  21.428  25.273   4.421  -6.365   5.952  HN91  NA9  38  
NA9  HN92  2HN9  H  0  0  N  N  N  10.477  20.287  24.099   5.318  -6.581   4.497  HN92  NA9  39  
NA9  HN10  HN10  H  0  0  N  N  N  11.519  24.112  24.450   5.364  -2.954   6.241  HN10  NA9  40  
NA9  HN11  HN11  H  0  0  N  N  N  16.736  22.907  21.101   7.789  -0.394   0.688  HN11  NA9  41  
NA9  H13   H13   H  0  1  N  N  N  18.497  21.656  22.038   7.529  -0.227  -1.828  H13   NA9  42  
NA9  H151  1H15  H  0  0  N  N  N  19.143  21.475  19.203   5.081  -1.688  -0.669  H151  NA9  43  
NA9  H152  2H15  H  0  0  N  N  N  19.995  22.338  20.528   5.784  -0.200  -0.023  H152  NA9  44  
NA9  H153  3H15  H  0  0  N  N  N  20.366  20.612  20.196   5.025  -0.201  -1.626  H153  NA9  45  
NA9  H161  1H16  H  0  0  N  N  N  19.407  18.440  20.107   7.598  -2.219  -4.733  H161  NA9  46  
NA9  H162  2H16  H  0  0  N  N  N  20.689  19.154  21.142   8.799  -2.056  -3.433  H162  NA9  47  
NA9  H163  3H16  H  0  0  N  N  N  19.762  17.727  21.717   7.954  -0.619  -4.047  H163  NA9  48  
NA9  H19   H19   H  0  1  N  N  N  19.015  17.272  22.991   5.183  -2.717  -0.939  H19   NA9  49  
NA9  HN21  HN21  H  0  0  N  N  N  16.220  17.484  23.837   3.801  -4.460  -2.796  HN21  NA9  50  
NA9  H221  1H22  H  0  0  N  N  N  16.822  15.860  21.540   5.831  -4.927  -0.730  H221  NA9  51  
NA9  H222  2H22  H  0  0  N  N  N  16.468  17.612  21.363   6.078  -5.038  -2.507  H222  NA9  52  
NA9  HO24  HO24  H  0  0  N  N  N  13.443  16.053  23.177   5.533  -8.360  -1.440  HO24  NA9  53  
NA9  H261  1H26  H  0  0  N  N  N  17.846  18.698  25.378   2.989  -2.112  -3.034  H261  NA9  54  
NA9  H262  2H26  H  0  0  N  N  N  18.176  16.865  25.405   3.866  -0.869  -2.160  H262  NA9  55  
NA9  H27   H27   H  0  1  N  N  N  20.067  17.435  26.293   2.104  -3.027  -0.940  H27   NA9  56  
NA9  H281  1H28  H  0  0  N  N  N  20.828  18.294  23.471   3.644  -0.730   0.373  H281  NA9  57  
NA9  H282  2H28  H  0  0  N  N  N  20.841  16.621  24.134   3.951  -2.452   0.584  H282  NA9  58  
NA9  H291  1H29  H  0  0  N  N  N  22.518  17.291  25.841   2.655  -1.485   2.484  H291  NA9  59  
NA9  H292  2H29  H  0  0  N  N  N  23.121  17.670  24.181   1.778  -2.776   1.667  H292  NA9  60  
NA9  H301  1H30  H  0  0  N  N  N  23.565  19.542  25.789   0.251  -0.908   2.109  H301  NA9  61  
NA9  H302  2H30  H  0  0  N  N  N  22.454  20.037  24.458   1.343   0.231   1.324  H302  NA9  62  
NA9  H311  1H31  H  0  0  N  N  N  21.623  19.210  27.301  -0.172  -2.064  -0.012  H311  NA9  63  
NA9  H312  2H31  H  0  0  N  N  N  21.619  20.883  26.634  -0.477  -0.341  -0.216  H312  NA9  64  
NA9  H321  1H32  H  0  0  N  N  N  19.945  20.210  24.918   0.806  -1.304  -2.126  H321  NA9  65  
NA9  H322  2H32  H  0  0  N  N  N  19.331  19.857  26.575   1.690  -0.017  -1.312  H322  NA9  66  
#   #
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
NA9  C1   C6    SING  Y  N   1  
NA9  C1   C2    DOUB  Y  N   2  
NA9  C1   H1    SING  N  N   3  
NA9  C2   N3    SING  Y  N   4  
NA9  C2   C8    SING  N  N   5  
NA9  N3   C4    DOUB  Y  N   6  
NA9  C4   C5    SING  Y  N   7  
NA9  C4   H4    SING  N  N   8  
NA9  C5   C7    SING  N  N   9  
NA9  C5   C6    DOUB  Y  N  10  
NA9  C6   H6    SING  N  N  11  
NA9  C7   N11   SING  N  N  12  
NA9  C7   H71   SING  N  N  13  
NA9  C7   H72   SING  N  N  14  
NA9  C8   N9    SING  N  N  15  
NA9  C8   N10   DOUB  N  E  16  
NA9  N9   HN91  SING  N  N  17  
NA9  N9   HN92  SING  N  N  18  
NA9  N10  HN10  SING  N  N  19  
NA9  N11  C12   SING  N  N  20  
NA9  N11  HN11  SING  N  N  21  
NA9  C12  O14   DOUB  N  N  22  
NA9  C12  C13   SING  N  N  23  
NA9  C13  C15   SING  N  N  24  
NA9  C13  N17   SING  N  N  25  
NA9  C13  H13   SING  N  N  26  
NA9  C15  H151  SING  N  N  27  
NA9  C15  H152  SING  N  N  28  
NA9  C15  H153  SING  N  N  29  
NA9  C16  N17   SING  N  N  30  
NA9  C16  H161  SING  N  N  31  
NA9  C16  H162  SING  N  N  32  
NA9  C16  H163  SING  N  N  33  
NA9  N17  C18   SING  N  N  34  
NA9  C18  O20   DOUB  N  N  35  
NA9  C18  C19   SING  N  N  36  
NA9  C19  N21   SING  N  N  37  
NA9  C19  C26   SING  N  N  38  
NA9  C19  H19   SING  N  N  39  
NA9  N21  C22   SING  N  N  40  
NA9  N21  HN21  SING  N  N  41  
NA9  C22  C23   SING  N  N  42  
NA9  C22  H221  SING  N  N  43  
NA9  C22  H222  SING  N  N  44  
NA9  C23  O25   DOUB  N  N  45  
NA9  C23  O24   SING  N  N  46  
NA9  O24  HO24  SING  N  N  47  
NA9  C26  C27   SING  N  N  48  
NA9  C26  H261  SING  N  N  49  
NA9  C26  H262  SING  N  N  50  
NA9  C27  C28   SING  N  N  51  
NA9  C27  C32   SING  N  N  52  
NA9  C27  H27   SING  N  N  53  
NA9  C28  C29   SING  N  N  54  
NA9  C28  H281  SING  N  N  55  
NA9  C28  H282  SING  N  N  56  
NA9  C29  C30   SING  N  N  57  
NA9  C29  H291  SING  N  N  58  
NA9  C29  H292  SING  N  N  59  
NA9  C30  C31   SING  N  N  60  
NA9  C30  H301  SING  N  N  61  
NA9  C30  H302  SING  N  N  62  
NA9  C31  C32   SING  N  N  63  
NA9  C31  H311  SING  N  N  64  
NA9  C31  H312  SING  N  N  65  
NA9  C32  H321  SING  N  N  66  
NA9  C32  H322  SING  N  N  67  
#   #
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
NA9  SMILES            ACDLabs               10.04  "O=C(O)CNC(C(=O)N(C)C(C(=O)NCc1cnc(C(=[N@H])N)cc1)C)CC2CCCCC2"  
NA9  SMILES_CANONICAL  CACTVS                3.341  "C[C@H](N(C)C(=O)[C@@H](CC1CCCCC1)NCC(O)=O)C(=O)NCc2ccc(nc2)C(N)=N"  
NA9  SMILES            CACTVS                3.341  "C[CH](N(C)C(=O)[CH](CC1CCCCC1)NCC(O)=O)C(=O)NCc2ccc(nc2)C(N)=N"  
NA9  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "[H]/N=C(\c1ccc(cn1)CNC(=O)[C@H](C)N(C)C(=O)[C@@H](CC2CCCCC2)NCC(=O)O)/N"  
NA9  SMILES            "OpenEye OEToolkits"  1.5.0  "[H]N=C(c1ccc(cn1)CNC(=O)C(C)N(C)C(=O)C(CC2CCCCC2)NCC(=O)O)N"  
NA9  InChI             InChI                 1.03   "InChI=1S/C22H34N6O4/c1-14(21(31)27-12-16-8-9-17(20(23)24)25-11-16)28(2)22(32)18(26-13-19(29)30)10-15-6-4-3-5-7-15/h8-9,11,14-15,18,26H,3-7,10,12-13H2,1-2H3,(H3,23,24)(H,27,31)(H,29,30)/t14-,18+/m0/s1"  
NA9  InChIKey          InChI                 1.03   XVBUQSSETBYPJB-KBXCAEBGSA-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
NA9  "SYSTEMATIC NAME"  ACDLabs               10.04  "N-(carboxymethyl)-3-cyclohexyl-D-alanyl-N-[(6-carbamimidoylpyridin-3-yl)methyl]-N~2~-methyl-L-alaninamide"  
NA9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "2-[[(2R)-1-[[(2S)-1-[(6-carbamimidoylpyridin-3-yl)methylamino]-1-oxo-propan-2-yl]-methyl-amino]-3-cyclohexyl-1-oxo-propan-2-yl]amino]ethanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NA9  "Create component"   2006-10-27  RCSB  
NA9  "Modify descriptor"  2011-06-04  RCSB  
NA9  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     NA9
_pdbx_chem_comp_synonyms.name        "2-((R)-1-(((S)-1-((6-CARBAMIMIDOYLPYRIDIN-3-YL)METHYLAMINO)-1-OXOPROPAN-2-YL)(METHYL)AMINO)-3-CYCLOHEXYL-1-OXOPROPAN-2-YLAMINO)ACETIC ACID"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
