data_IGN
# 
_chem_comp.id                                    IGN 
_chem_comp.name                                  "{[(1R)-2-((2S)-2-{[(3-{[AMINO(IMINO)METHYL]AMINO}PROPYL)AMINO]CARBONYL}PIPERIDINYL)-1-(CYCLOHEXYLMETHYL)-2-OXOETHYL]AMINO}ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H38 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INOGATRAN (ASTRA-ZENECA)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-10-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        438.564 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IGN 
_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        1K1O 
_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 
IGN C1   C1   C 0 1 N N N 43.440 22.982 50.915 2.085  0.466  1.381  C1   IGN 1  
IGN O2   O2   O 0 1 N N N 44.539 23.454 51.163 1.905  1.665  1.365  O2   IGN 2  
IGN N3   N3   N 0 1 N N N 43.275 21.688 50.511 1.634  -0.268 2.417  N3   IGN 3  
IGN C4   C4   C 0 1 N N N 44.440 20.841 50.364 0.925  0.380  3.522  C4   IGN 4  
IGN C5   C5   C 0 1 N N N 44.249 19.546 51.181 0.523  -0.670 4.558  C5   IGN 5  
IGN C6   C6   C 0 1 N N N 45.605 19.061 51.720 -0.217 0.007  5.713  C6   IGN 6  
IGN N7   N7   N 0 1 N N N 45.415 17.981 52.672 -0.602 -0.999 6.705  N7   IGN 7  
IGN C8   C8   C 0 1 N N N 45.871 18.063 53.889 -1.283 -0.622 7.838  C8   IGN 8  
IGN N9   N9   N 0 1 N N N 46.322 19.180 54.413 -1.586 0.630  8.030  N9   IGN 9  
IGN N10  N10  N 0 1 N N N 45.899 16.986 54.613 -1.644 -1.567 8.769  N10  IGN 10 
IGN N11  N11  N 0 1 N N N 42.487 24.914 52.077 2.005  -0.114 -0.978 N11  IGN 11 
IGN C12  C12  C 0 1 N N S 42.222 23.878 51.050 2.815  -0.202 0.244  C12  IGN 12 
IGN C13  C13  C 0 1 N N N 42.017 24.503 49.671 4.152  0.505  0.006  C13  IGN 13 
IGN C14  C14  C 0 1 N N N 40.831 25.508 49.685 4.824  -0.086 -1.235 C14  IGN 14 
IGN C15  C15  C 0 1 N N N 41.182 26.625 50.708 3.932  0.141  -2.457 C15  IGN 15 
IGN C16  C16  C 0 1 N N N 41.445 26.016 52.112 2.592  -0.569 -2.247 C16  IGN 16 
IGN O31  O31  O 0 1 N N N 43.075 23.183 53.490 0.241  0.653  0.126  O31  IGN 17 
IGN C32  C32  C 0 1 N N N 42.675 24.361 53.324 0.752  0.378  -0.939 C32  IGN 18 
IGN C33  C33  C 0 1 N N R 42.387 25.193 54.534 -0.015 0.587  -2.219 C33  IGN 19 
IGN C34  C34  C 0 1 N N N 41.253 24.491 55.375 -0.317 -0.768 -2.860 C34  IGN 20 
IGN C51  C51  C 0 1 N N N 39.048 24.518 56.538 -0.039 0.116  -5.180 C51  IGN 21 
IGN C52  C52  C 0 1 N N N 40.112 25.425 55.838 -1.011 -0.552 -4.206 C52  IGN 22 
IGN C53  C53  C 0 1 N N N 39.476 26.239 54.662 -1.454 -1.902 -4.774 C53  IGN 23 
IGN C54  C54  C 0 1 N N N 38.108 26.859 55.043 -2.149 -1.686 -6.120 C54  IGN 24 
IGN C55  C55  C 0 1 N N N 37.167 25.763 55.509 -1.177 -1.017 -7.094 C55  IGN 25 
IGN C56  C56  C 0 1 N N N 37.715 25.228 56.822 -0.734 0.332  -6.526 C56  IGN 26 
IGN N21  N21  N 0 1 N N N 43.521 25.300 55.418 -1.276 1.281  -1.925 N21  IGN 27 
IGN C22  C22  C 0 1 N N N 44.847 24.903 54.938 -2.106 0.342  -1.159 C22  IGN 28 
IGN C23  C23  C 0 1 N N N 45.734 24.721 56.122 -3.452 0.966  -0.890 C23  IGN 29 
IGN O24  O24  O 0 1 N N N 45.239 24.727 57.286 -3.694 2.078  -1.295 O24  IGN 30 
IGN O25  O25  O 0 1 N N N 47.046 24.580 55.949 -4.381 0.285  -0.200 O25  IGN 31 
IGN H31  1H3  H 0 1 N N N 42.324 21.368 50.327 1.778  -1.227 2.430  H31  IGN 32 
IGN H41  1H4  H 0 1 N N N 45.382 21.373 50.634 0.031  0.874  3.140  H41  IGN 33 
IGN H42  2H4  H 0 1 N N N 44.674 20.632 49.294 1.577  1.119  3.988  H42  IGN 34 
IGN H51  1H5  H 0 1 N N N 43.725 18.755 50.595 1.416  -1.164 4.940  H51  IGN 35 
IGN H52  2H5  H 0 1 N N N 43.496 19.672 51.994 -0.129 -1.409 4.092  H52  IGN 36 
IGN H61  1H6  H 0 1 N N N 46.202 19.897 52.154 -1.110 0.501  5.331  H61  IGN 37 
IGN H62  2H6  H 0 1 N N N 46.299 18.772 50.897 0.435  0.746  6.179  H62  IGN 38 
IGN H71  1H7  H 0 1 N N N 45.783 17.126 52.255 -0.376 -1.931 6.562  H71  IGN 39 
IGN H91  1H9  H 0 1 N N N 47.248 19.310 54.006 -1.331 1.297  7.373  H91  IGN 40 
IGN H101 1H10 H 0 0 N N N 46.417 16.264 54.113 -2.125 -1.301 9.568  H101 IGN 41 
IGN H102 2H10 H 0 0 N N N 46.256 17.050 55.566 -1.422 -2.500 8.624  H102 IGN 42 
IGN H121 1H12 H 0 0 N N N 41.311 23.321 51.371 2.993  -1.248 0.490  H121 IGN 43 
IGN H131 1H13 H 0 0 N N N 41.888 23.726 48.882 3.978  1.570  -0.147 H131 IGN 44 
IGN H132 2H13 H 0 0 N N N 42.952 24.976 49.291 4.799  0.363  0.872  H132 IGN 45 
IGN H141 1H14 H 0 0 N N N 39.850 25.021 49.891 5.787  0.398  -1.392 H141 IGN 46 
IGN H142 2H14 H 0 0 N N N 40.585 25.906 48.673 4.975  -1.156 -1.090 H142 IGN 47 
IGN H151 1H15 H 0 0 N N N 40.399 27.418 50.741 3.760  1.210  -2.587 H151 IGN 48 
IGN H152 2H15 H 0 0 N N N 42.037 27.250 50.361 4.421  -0.259 -3.345 H152 IGN 49 
IGN H161 1H16 H 0 0 N N N 41.720 26.807 52.848 1.917  -0.329 -3.068 H161 IGN 50 
IGN H162 2H16 H 0 0 N N N 40.498 25.659 52.580 2.752  -1.647 -2.207 H162 IGN 51 
IGN H331 1H33 H 0 0 N N N 42.103 26.206 54.165 0.579  1.190  -2.905 H331 IGN 52 
IGN H341 1H34 H 0 0 N N N 41.695 23.960 56.250 0.614  -1.311 -3.015 H341 IGN 53 
IGN H342 2H34 H 0 0 N N N 40.836 23.624 54.812 -0.968 -1.344 -2.203 H342 IGN 54 
IGN H511 1H51 H 0 0 N N N 39.464 24.076 57.473 0.275  1.078  -4.776 H511 IGN 55 
IGN H512 2H51 H 0 0 N N N 38.879 23.586 55.949 0.832  -0.522 -5.320 H512 IGN 56 
IGN H521 1H52 H 0 0 N N N 40.516 26.195 56.537 -1.883 0.086  -4.067 H521 IGN 57 
IGN H531 1H53 H 0 0 N N N 39.392 25.616 53.741 -0.582 -2.541 -4.913 H531 IGN 58 
IGN H532 2H53 H 0 0 N N N 40.180 27.018 54.287 -2.147 -2.378 -4.080 H532 IGN 59 
IGN H541 1H54 H 0 0 N N N 37.673 27.463 54.212 -3.021 -1.047 -5.980 H541 IGN 60 
IGN H542 2H54 H 0 0 N N N 38.210 27.675 55.796 -2.464 -2.648 -6.524 H542 IGN 61 
IGN H551 1H55 H 0 0 N N N 37.011 24.967 54.744 -1.672 -0.864 -8.053 H551 IGN 62 
IGN H552 2H55 H 0 0 N N N 36.107 26.100 55.583 -0.305 -1.656 -7.233 H552 IGN 63 
IGN H561 1H56 H 0 0 N N N 37.809 26.020 57.602 -1.606 0.971  -6.387 H561 IGN 64 
IGN H562 2H56 H 0 0 N N N 36.986 24.574 57.356 -0.041 0.808  -7.220 H562 IGN 65 
IGN H211 1H21 H 0 0 N N N 43.317 24.785 56.274 -1.050 2.043  -1.303 H211 IGN 66 
IGN H221 1H22 H 0 0 N N N 45.266 25.618 54.192 -2.239 -0.575 -1.731 H221 IGN 67 
IGN H222 2H22 H 0 0 N N N 44.815 24.002 54.282 -1.616 0.113  -0.212 H222 IGN 68 
IGN H251 1H25 H 0 0 N N N 47.611 24.464 56.704 -5.244 0.685  -0.027 H251 IGN 69 
# 
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 
IGN C1  O2   DOUB N N 1  
IGN C1  N3   SING N N 2  
IGN C1  C12  SING N N 3  
IGN N3  C4   SING N N 4  
IGN N3  H31  SING N N 5  
IGN C4  C5   SING N N 6  
IGN C4  H41  SING N N 7  
IGN C4  H42  SING N N 8  
IGN C5  C6   SING N N 9  
IGN C5  H51  SING N N 10 
IGN C5  H52  SING N N 11 
IGN C6  N7   SING N N 12 
IGN C6  H61  SING N N 13 
IGN C6  H62  SING N N 14 
IGN N7  C8   SING N N 15 
IGN N7  H71  SING N N 16 
IGN C8  N9   DOUB N N 17 
IGN C8  N10  SING N N 18 
IGN N9  H91  SING N N 19 
IGN N10 H101 SING N N 20 
IGN N10 H102 SING N N 21 
IGN N11 C12  SING N N 22 
IGN N11 C16  SING N N 23 
IGN N11 C32  SING N N 24 
IGN C12 C13  SING N N 25 
IGN C12 H121 SING N N 26 
IGN C13 C14  SING N N 27 
IGN C13 H131 SING N N 28 
IGN C13 H132 SING N N 29 
IGN C14 C15  SING N N 30 
IGN C14 H141 SING N N 31 
IGN C14 H142 SING N N 32 
IGN C15 C16  SING N N 33 
IGN C15 H151 SING N N 34 
IGN C15 H152 SING N N 35 
IGN C16 H161 SING N N 36 
IGN C16 H162 SING N N 37 
IGN O31 C32  DOUB N N 38 
IGN C32 C33  SING N N 39 
IGN C33 C34  SING N N 40 
IGN C33 N21  SING N N 41 
IGN C33 H331 SING N N 42 
IGN C34 C52  SING N N 43 
IGN C34 H341 SING N N 44 
IGN C34 H342 SING N N 45 
IGN C51 C52  SING N N 46 
IGN C51 C56  SING N N 47 
IGN C51 H511 SING N N 48 
IGN C51 H512 SING N N 49 
IGN C52 C53  SING N N 50 
IGN C52 H521 SING N N 51 
IGN C53 C54  SING N N 52 
IGN C53 H531 SING N N 53 
IGN C53 H532 SING N N 54 
IGN C54 C55  SING N N 55 
IGN C54 H541 SING N N 56 
IGN C54 H542 SING N N 57 
IGN C55 C56  SING N N 58 
IGN C55 H551 SING N N 59 
IGN C55 H552 SING N N 60 
IGN C56 H561 SING N N 61 
IGN C56 H562 SING N N 62 
IGN N21 C22  SING N N 63 
IGN N21 H211 SING N N 64 
IGN C22 C23  SING N N 65 
IGN C22 H221 SING N N 66 
IGN C22 H222 SING N N 67 
IGN C23 O24  DOUB N N 68 
IGN C23 O25  SING N N 69 
IGN O25 H251 SING N N 70 
# 
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 
IGN SMILES           ACDLabs              10.04 O=C(N1C(C(=O)NCCCNC(=[N@H])N)CCCC1)C(NCC(=O)O)CC2CCCCC2                                                                                                                                             
IGN InChI            InChI                1.02b InChI=1/C21H38N6O4/c22-21(23)25-11-6-10-24-19(30)17-9-4-5-12-27(17)20(31)16(26-14-18(28)29)13-15-7-2-1-3-8-15/h15-17,26H,1-14H2,(H,24,30)(H,28,29)(H4,22,23,25)/t16-,17+/m1/s1/f/h22,24-25,28H,23H2 
IGN InChIKey         InChI                1.02b CDPROXZBMHOBTQ-GDQXTCHEDX                                                                                                                                                                           
IGN SMILES_CANONICAL CACTVS               3.341 NC(=N)NCCCNC(=O)[C@@H]1CCCCN1C(=O)[C@@H](CC2CCCCC2)NCC(O)=O                                                                                                                                         
IGN SMILES           CACTVS               3.341 NC(=N)NCCCNC(=O)[CH]1CCCCN1C(=O)[CH](CC2CCCCC2)NCC(O)=O                                                                                                                                             
IGN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1CCC(CC1)C[C@H](C(=O)N2CCCC[C@H]2C(=O)NCCCNC(=N)N)NCC(=O)O                                                                                                                                         
IGN SMILES           "OpenEye OEToolkits" 1.5.0 C1CCC(CC1)CC(C(=O)N2CCCCC2C(=O)NCCCNC(=N)N)NCC(=O)O                                                                                                                                                 
# 
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 
IGN "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1R)-2-{(2S)-2-[(3-carbamimidamidopropyl)carbamoyl]piperidin-1-yl}-1-(cyclohexylmethyl)-2-oxoethyl]glycine             
IGN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R)-1-[(2S)-2-(3-carbamimidamidopropylcarbamoyl)piperidin-1-yl]-3-cyclohexyl-1-oxo-propan-2-yl]amino]ethanoic acid" 
# 
