data_CDO
# 
_chem_comp.id                                    CDO 
_chem_comp.name                                  "2-((R)-1-((S)-2-(N-(6-CARBAMIMIDOYLPYRIDIN-3-YL)METHYLCARBAMOYL)-2H-PYRROL-1(5H)-YL)-3-CYCLOHEXYL-1-OXOPROPAN-2-YLAMINO)ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H32 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-23 
_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                        456.538 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CDO 
_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        2ANM 
_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 
CDO C1   C1   C 0 1 Y N N 12.224 21.161 22.472 7.153  0.717  0.726  C1   CDO 1  
CDO C2   C2   C 0 1 Y N N 11.878 22.378 23.119 7.595  -0.274 -0.148 C2   CDO 2  
CDO N3   N3   N 0 1 Y N N 12.460 23.539 22.743 6.769  -1.227 -0.560 N3   CDO 3  
CDO C4   C4   C 0 1 Y N N 13.360 23.603 21.751 5.517  -1.277 -0.156 C4   CDO 4  
CDO C5   C5   C 0 1 Y N N 13.748 22.435 21.068 5.011  -0.325 0.711  C5   CDO 5  
CDO C6   C6   C 0 1 Y N N 13.169 21.197 21.427 5.839  0.692  1.163  C6   CDO 6  
CDO C7   C7   C 0 1 N N N 14.758 22.518 19.967 3.574  -0.392 1.161  C7   CDO 7  
CDO C8   C8   C 0 1 N N N 10.895 22.398 24.220 8.999  -0.261 -0.625 C8   CDO 8  
CDO N9   N9   N 0 1 N N N 10.126 21.339 24.468 9.812  0.674  -0.229 N9   CDO 9  
CDO N10  N10  N 0 1 N N N 10.780 23.488 24.969 9.442  -1.238 -1.489 N10  CDO 10 
CDO N11  N11  N 0 1 N N N 16.082 22.469 20.577 2.736  0.368  0.230  N11  CDO 11 
CDO C12  C12  C 0 1 N N N 16.877 21.392 20.414 1.406  0.449  0.433  C12  CDO 12 
CDO C13  C13  C 0 1 N N S 18.234 21.354 21.066 0.544  1.230  -0.524 C13  CDO 13 
CDO O14  O14  O 0 1 N N N 16.508 20.442 19.756 0.903  -0.108 1.386  O14  CDO 14 
CDO C15  C15  C 0 1 N N N 19.338 21.474 19.970 0.959  2.678  -0.524 C15  CDO 15 
CDO C16  C16  C 0 1 N N N 20.428 20.490 20.465 -0.035 3.430  -0.143 C16  CDO 16 
CDO C17  C17  C 0 1 N N N 19.590 19.381 21.111 -1.241 2.580  0.159  C17  CDO 17 
CDO N18  N18  N 0 1 N N N 18.421 20.033 21.725 -0.860 1.179  -0.090 N18  CDO 18 
CDO C19  C19  C 0 1 N N N 17.631 19.511 22.732 -1.634 0.085  0.053  C19  CDO 19 
CDO C20  C20  C 0 1 N N R 17.919 18.136 23.322 -3.061 0.226  0.516  C20  CDO 20 
CDO O21  O21  O 0 1 N N N 16.682 20.143 23.160 -1.182 -1.014 -0.191 O21  CDO 21 
CDO N22  N22  N 0 1 N N N 16.668 17.379 23.398 -3.601 -1.098 0.850  N22  CDO 22 
CDO C23  C23  C 0 1 N N N 15.924 16.998 22.196 -3.698 -1.845 -0.412 C23  CDO 23 
CDO C24  C24  C 0 1 N N N 14.661 16.299 22.626 -4.327 -3.190 -0.153 C24  CDO 24 
CDO O25  O25  O 0 1 N N N 14.684 15.528 23.582 -4.516 -4.048 -1.167 O25  CDO 25 
CDO O26  O26  O 0 1 N N N 13.613 16.504 22.024 -4.660 -3.495 0.968  O26  CDO 26 
CDO C27  C27  C 0 1 N N N 18.493 18.253 24.750 -3.899 0.853  -0.600 C27  CDO 27 
CDO C28  C28  C 0 1 N N N 19.887 18.893 24.734 -5.303 1.159  -0.074 C28  CDO 28 
CDO C29  C29  C 0 1 N N N 20.193 19.514 26.108 -6.083 1.946  -1.128 C29  CDO 29 
CDO C30  C30  C 0 1 N N N 21.574 20.229 26.050 -7.486 2.252  -0.601 C30  CDO 30 
CDO C31  C31  C 0 1 N N N 22.687 19.240 25.631 -8.215 0.941  -0.301 C31  CDO 31 
CDO C32  C32  C 0 1 N N N 22.334 18.533 24.299 -7.435 0.153  0.753  C32  CDO 32 
CDO C33  C33  C 0 1 N N N 20.957 17.837 24.405 -6.032 -0.153 0.226  C33  CDO 33 
CDO H1   H1   H 0 1 N N N 11.772 20.228 22.775 7.826  1.494  1.058  H1   CDO 34 
CDO H4   H4   H 0 1 N N N 13.789 24.555 21.475 4.875  -2.071 -0.510 H4   CDO 35 
CDO H6   H6   H 0 1 N N N 13.447 20.291 20.908 5.468  1.446  1.841  H6   CDO 36 
CDO H71  1H7  H 0 1 N N N 14.631 23.450 19.397 3.247  -1.432 1.178  H71  CDO 37 
CDO H72  2H7  H 0 1 N N N 14.630 21.674 19.273 3.486  0.034  2.160  H72  CDO 38 
CDO HN9  HN9  H 0 1 N N N 9.531  21.546 25.245 9.500  1.363  0.380  HN9  CDO 39 
CDO H101 1H10 H 0 0 N N N 10.148 23.603 25.735 10.360 -1.229 -1.802 H101 CDO 40 
CDO H102 2H10 H 0 0 N N N 11.429 24.175 24.642 8.836  -1.937 -1.782 H102 CDO 41 
CDO H11  H11  H 0 1 N N N 16.404 23.243 21.122 3.138  0.813  -0.532 H11  CDO 42 
CDO H13  H13  H 0 1 N N N 18.305 22.177 21.792 0.636  0.818  -1.529 H13  CDO 43 
CDO H15  H15  H 0 1 N N N 19.342 22.091 19.084 1.939  3.040  -0.799 H15  CDO 44 
CDO H16  H16  H 0 1 N N N 21.502 20.566 20.377 0.000  4.506  -0.056 H16  CDO 45 
CDO H171 1H17 H 0 0 N N N 20.176 18.834 21.864 -1.533 2.707  1.202  H171 CDO 46 
CDO H172 2H17 H 0 0 N N N 19.268 18.653 20.352 -2.066 2.860  -0.495 H172 CDO 47 
CDO H20  H20  H 0 1 N N N 18.653 17.632 22.677 -3.095 0.865  1.398  H20  CDO 48 
CDO H22  H22  H 0 1 N N N 16.902 16.520 23.853 -2.903 -1.564 1.409  H22  CDO 49 
CDO H231 1H23 H 0 0 N N N 16.533 16.330 21.569 -4.312 -1.287 -1.118 H231 CDO 50 
CDO H232 2H23 H 0 0 N N N 15.675 17.895 21.610 -2.700 -1.985 -0.829 H232 CDO 51 
CDO H25  H25  H 0 1 N N N 13.814 15.175 23.726 -4.920 -4.911 -1.001 H25  CDO 52 
CDO H271 1H27 H 0 0 N N N 18.576 17.243 25.178 -3.427 1.777  -0.934 H271 CDO 53 
CDO H272 2H27 H 0 0 N N N 17.820 18.878 25.355 -3.969 0.157  -1.437 H272 CDO 54 
CDO H28  H28  H 0 1 N N N 19.903 19.676 23.962 -5.227 1.749  0.839  H28  CDO 55 
CDO H291 1H29 H 0 0 N N N 20.218 18.724 26.873 -5.563 2.880  -1.342 H291 CDO 56 
CDO H292 2H29 H 0 0 N N N 19.411 20.244 26.365 -6.158 1.355  -2.041 H292 CDO 57 
CDO H301 1H30 H 0 0 N N N 21.810 20.624 27.049 -7.411 2.843  0.312  H301 CDO 58 
CDO H302 2H30 H 0 0 N N N 21.525 21.046 25.315 -8.042 2.813  -1.353 H302 CDO 59 
CDO H311 1H31 H 0 0 N N N 22.790 18.476 26.416 -9.215 1.158  0.074  H311 CDO 60 
CDO H312 2H31 H 0 0 N N N 23.627 19.796 25.501 -8.291 0.350  -1.214 H312 CDO 61 
CDO H321 1H32 H 0 0 N N N 23.101 17.775 24.083 -7.360 0.744  1.666  H321 CDO 62 
CDO H322 2H32 H 0 0 N N N 22.300 19.280 23.492 -7.955 -0.781 0.967  H322 CDO 63 
CDO H331 1H33 H 0 0 N N N 20.714 17.346 23.451 -6.107 -0.744 -0.686 H331 CDO 64 
CDO H332 2H33 H 0 0 N N N 20.986 17.079 25.202 -5.476 -0.714 0.978  H332 CDO 65 
# 
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 
CDO C1  C2   DOUB Y N 1  
CDO C1  C6   SING Y N 2  
CDO C1  H1   SING N N 3  
CDO C2  N3   SING Y N 4  
CDO C2  C8   SING N N 5  
CDO N3  C4   DOUB Y N 6  
CDO C4  C5   SING Y N 7  
CDO C4  H4   SING N N 8  
CDO C5  C6   DOUB Y N 9  
CDO C5  C7   SING N N 10 
CDO C6  H6   SING N N 11 
CDO C7  N11  SING N N 12 
CDO C7  H71  SING N N 13 
CDO C7  H72  SING N N 14 
CDO C8  N9   DOUB N Z 15 
CDO C8  N10  SING N N 16 
CDO N9  HN9  SING N N 17 
CDO N10 H101 SING N N 18 
CDO N10 H102 SING N N 19 
CDO N11 C12  SING N N 20 
CDO N11 H11  SING N N 21 
CDO C12 C13  SING N N 22 
CDO C12 O14  DOUB N N 23 
CDO C13 C15  SING N N 24 
CDO C13 N18  SING N N 25 
CDO C13 H13  SING N N 26 
CDO C15 C16  DOUB N N 27 
CDO C15 H15  SING N N 28 
CDO C16 C17  SING N N 29 
CDO C16 H16  SING N N 30 
CDO C17 N18  SING N N 31 
CDO C17 H171 SING N N 32 
CDO C17 H172 SING N N 33 
CDO N18 C19  SING N N 34 
CDO C19 C20  SING N N 35 
CDO C19 O21  DOUB N N 36 
CDO C20 N22  SING N N 37 
CDO C20 C27  SING N N 38 
CDO C20 H20  SING N N 39 
CDO N22 C23  SING N N 40 
CDO N22 H22  SING N N 41 
CDO C23 C24  SING N N 42 
CDO C23 H231 SING N N 43 
CDO C23 H232 SING N N 44 
CDO C24 O25  SING N N 45 
CDO C24 O26  DOUB N N 46 
CDO O25 H25  SING N N 47 
CDO C27 C28  SING N N 48 
CDO C27 H271 SING N N 49 
CDO C27 H272 SING N N 50 
CDO C28 C29  SING N N 51 
CDO C28 C33  SING N N 52 
CDO C28 H28  SING N N 53 
CDO C29 C30  SING N N 54 
CDO C29 H291 SING N N 55 
CDO C29 H292 SING N N 56 
CDO C30 C31  SING N N 57 
CDO C30 H301 SING N N 58 
CDO C30 H302 SING N N 59 
CDO C31 C32  SING N N 60 
CDO C31 H311 SING N N 61 
CDO C31 H312 SING N N 62 
CDO C32 C33  SING N N 63 
CDO C32 H321 SING N N 64 
CDO C32 H322 SING N N 65 
CDO C33 H331 SING N N 66 
CDO C33 H332 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 
CDO SMILES           ACDLabs              10.04 O=C(NCc1ccc(nc1)C(=[N@H])N)C3C=CCN3C(=O)C(NCC(=O)O)CC2CCCCC2 
CDO InChI            InChI                1.02b 
InChI=1/C23H32N6O4/c24-21(25)17-9-8-16(12-26-17)13-28-22(32)19-7-4-10-29(19)23(33)18(27-14-20(30)31)11-15-5-2-1-3-6-15/h4,7-9,12,15,18-19,27H,1-3,5-6,10-11,13-14H2,(H3,24,25)(H,28,32)(H,30,31)/t18-,19+/m1/s1/f/h24,28,30H,25H2/b24-21- 
CDO InChIKey         InChI                1.02b DSEQCUGXKCOSSU-QCOFTXNADU 
CDO SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)cn1 
CDO SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2C=CCN2C(=O)[CH](CC3CCCCC3)NCC(O)=O)cn1 
CDO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cn1)CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC3CCCCC3)NCC(=O)O)\N 
CDO SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cn1)CNC(=O)C2C=CCN2C(=O)C(CC3CCCCC3)NCC(=O)O)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 
CDO "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1R)-2-[(2S)-2-{[(6-carbamimidoylpyridin-3-yl)methyl]carbamoyl}-2,5-dihydro-1H-pyrrol-1-yl]-1-(cyclohexylmethyl)-2-oxoethyl]glycine         
CDO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R)-1-[(2S)-2-[(6-carbamimidoylpyridin-3-yl)methylcarbamoyl]-2,5-dihydropyrrol-1-yl]-3-cyclohexyl-1-oxo-propan-2-yl]amino]ethanoic acid" 
# 
