data_ONO
# 
_chem_comp.id                                    ONO 
_chem_comp.name                                  "2-[2-({[4-(DIAMINOMETHYL)PHENYL]AMINO}CARBONYL)-6-METHOXYPYRIDIN-3-YL]-5-{[(1-FORMYL-2,2-DIMETHYLPROPYL)AMINO]CARBONYL}BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H31 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-11 
_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                        533.576 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ONO 
_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        2AYW 
_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 
ONO O32  O32  O 0 1 N N N 23.271 25.642 26.914 -3.847 0.594  -1.855 O32  ONO 1  
ONO C30  C30  C 0 1 N N N 23.058 24.478 26.640 -3.699 -0.022 -0.817 C30  ONO 2  
ONO N31  N31  N 0 1 N N N 22.656 24.236 25.419 -4.690 -0.053 0.095  N31  ONO 3  
ONO C34  C34  C 0 1 N N S 22.671 25.078 24.238 -5.946 0.655  -0.163 C34  ONO 4  
ONO C66  C66  C 0 1 N N N 22.000 26.405 24.427 -5.805 2.096  0.252  C66  ONO 5  
ONO O67  O67  O 0 1 N N N 22.713 27.356 25.212 -4.763 2.492  0.716  O67  ONO 6  
ONO C35  C35  C 0 1 N N N 22.445 24.167 23.037 -7.074 0.001  0.638  C35  ONO 7  
ONO C62  C62  C 0 1 N N N 22.537 25.003 21.751 -6.747 0.072  2.131  C62  ONO 8  
ONO C37  C37  C 0 1 N N N 23.590 23.098 23.032 -8.386 0.740  0.368  C37  ONO 9  
ONO C36  C36  C 0 1 N N N 21.014 23.550 22.966 -7.217 -1.463 0.216  C36  ONO 10 
ONO C24  C24  C 0 1 Y N N 23.122 23.469 27.662 -2.431 -0.736 -0.556 C24  ONO 11 
ONO C23  C23  C 0 1 Y N N 23.382 23.867 28.948 -2.262 -1.444 0.638  C23  ONO 12 
ONO C22  C22  C 0 1 Y N N 23.441 22.941 29.970 -1.085 -2.112 0.889  C22  ONO 13 
ONO C25  C25  C 0 1 Y N N 22.946 22.101 27.357 -1.408 -0.703 -1.501 C25  ONO 14 
ONO C26  C26  C 0 1 Y N N 22.960 21.171 28.378 -0.213 -1.372 -1.251 C26  ONO 15 
ONO C27  C27  C 0 1 N N N 22.634 19.744 28.008 0.876  -1.342 -2.246 C27  ONO 16 
ONO O29  O29  O 0 1 N N N 23.242 19.201 27.086 0.715  -0.665 -3.400 O29  ONO 17 
ONO O28  O28  O 0 1 N N N 21.713 19.204 28.634 1.918  -1.927 -2.024 O28  ONO 18 
ONO C21  C21  C 0 1 Y N N 23.226 21.602 29.715 -0.052 -2.088 -0.048 C21  ONO 19 
ONO C20  C20  C 0 1 Y N N 23.117 20.657 30.831 1.211  -2.807 0.224  C20  ONO 20 
ONO C19  C19  C 0 1 Y N N 22.051 20.874 31.768 1.227  -4.203 0.331  C19  ONO 21 
ONO C18  C18  C 0 1 Y N N 21.771 19.967 32.779 2.430  -4.830 0.585  C18  ONO 22 
ONO C17  C17  C 0 1 Y N N 22.553 18.815 32.822 3.586  -4.062 0.728  C17  ONO 23 
ONO O44  O44  O 0 1 N N N 22.250 17.900 33.772 4.768  -4.677 0.979  O44  ONO 24 
ONO C58  C58  C 0 1 N N N 23.055 16.714 33.792 5.756  -3.649 1.073  C58  ONO 25 
ONO N16  N16  N 0 1 Y N N 23.545 18.586 31.932 3.546  -2.747 0.628  N16  ONO 26 
ONO C15  C15  C 0 1 Y N N 23.789 19.502 30.921 2.415  -2.100 0.379  C15  ONO 27 
ONO C13  C13  C 0 1 N N N 24.967 19.130 30.187 2.420  -0.624 0.270  C13  ONO 28 
ONO O14  O14  O 0 1 N N N 25.778 19.925 29.961 1.385  -0.028 0.046  O14  ONO 29 
ONO N7   N7   N 0 1 N N N 25.188 17.833 29.940 3.573  0.058  0.418  N7   ONO 30 
ONO C1   C1   C 0 1 Y N N 26.340 17.278 29.374 3.561  1.456  0.431  C1   ONO 31 
ONO C6   C6   C 0 1 Y N N 27.603 17.837 29.536 2.519  2.138  1.047  C6   ONO 32 
ONO C5   C5   C 0 1 Y N N 28.726 17.192 29.064 2.510  3.519  1.058  C5   ONO 33 
ONO C4   C4   C 0 1 Y N N 28.619 15.953 28.440 3.537  4.223  0.456  C4   ONO 34 
ONO C8   C8   C 0 1 N N N 29.804 15.242 27.974 3.523  5.730  0.468  C8   ONO 35 
ONO N10  N10  N 0 1 N N N 29.738 13.967 27.608 4.200  6.236  -0.733 N10  ONO 36 
ONO N9   N9   N 0 1 N N N 30.975 15.859 27.912 2.134  6.207  0.485  N9   ONO 37 
ONO C3   C3   C 0 1 Y N N 27.356 15.419 28.243 4.575  3.548  -0.159 C3   ONO 38 
ONO C2   C2   C 0 1 Y N N 26.231 16.071 28.719 4.593  2.167  -0.168 C2   ONO 39 
ONO H31  H31  H 0 1 N N N 22.290 23.285 25.384 -4.572 -0.545 0.923  H31  ONO 40 
ONO H34  H34  H 0 1 N N N 23.650 25.551 23.992 -6.179 0.604  -1.227 H34  ONO 41 
ONO H66  H66  H 0 1 N N N 21.017 26.672 24.004 -6.636 2.776  0.135  H66  ONO 42 
ONO H621 1H62 H 0 0 N N N 23.495 25.569 21.680 -6.644 1.115  2.431  H621 ONO 43 
ONO H622 2H62 H 0 0 N N N 22.372 24.337 20.873 -7.550 -0.393 2.701  H622 ONO 44 
ONO H623 3H62 H 0 0 N N N 21.841 25.874 21.760 -5.812 -0.455 2.323  H623 ONO 45 
ONO H371 1H37 H 0 0 N N N 23.666 22.538 23.993 -8.619 0.690  -0.696 H371 ONO 46 
ONO H372 2H37 H 0 0 N N N 23.425 22.432 22.154 -9.190 0.275  0.939  H372 ONO 47 
ONO H373 3H37 H 0 0 N N N 24.608 23.552 23.047 -8.284 1.783  0.668  H373 ONO 48 
ONO H361 1H36 H 0 0 N N N 20.240 24.352 22.999 -6.283 -1.989 0.409  H361 ONO 49 
ONO H362 2H36 H 0 0 N N N 20.849 22.884 22.088 -8.021 -1.928 0.787  H362 ONO 50 
ONO H363 3H36 H 0 0 N N N 20.772 23.015 23.914 -7.451 -1.513 -0.847 H363 ONO 51 
ONO H23  H23  H 0 1 N N N 23.544 24.937 29.161 -3.059 -1.467 1.367  H23  ONO 52 
ONO H22  H22  H 0 1 N N N 23.662 23.274 30.998 -0.961 -2.657 1.813  H22  ONO 53 
ONO H25  H25  H 0 1 N N N 22.797 21.758 26.319 -1.539 -0.157 -2.423 H25  ONO 54 
ONO H29  H29  H 0 1 N N N 23.037 18.303 26.853 1.429  -0.645 -4.052 H29  ONO 55 
ONO H19  H19  H 0 1 N N N 21.420 21.777 31.709 0.319  -4.777 0.216  H19  ONO 56 
ONO H18  H18  H 0 1 N N N 20.967 20.152 33.512 2.477  -5.905 0.673  H18  ONO 57 
ONO H581 1H58 H 0 0 N N N 24.132 16.992 33.867 6.729  -4.097 1.275  H581 ONO 58 
ONO H582 2H58 H 0 0 N N N 22.805 15.960 34.575 5.798  -3.098 0.133  H582 ONO 59 
ONO H583 3H58 H 0 0 N N N 23.040 16.232 32.787 5.495  -2.967 1.882  H583 ONO 60 
ONO HN7  HN7  H 0 1 N N N 24.418 17.219 30.204 4.411  -0.420 0.516  HN7  ONO 61 
ONO H6   H6   H 0 1 N N N 27.716 18.808 30.047 1.717  1.588  1.518  H6   ONO 62 
ONO H5   H5   H 0 1 N N N 29.713 17.669 29.186 1.701  4.049  1.537  H5   ONO 63 
ONO H8   H8   H 0 1 N N N 28.750 15.577 28.113 4.042  6.090  1.357  H8   ONO 64 
ONO H101 1H10 H 0 0 N N N 29.015 13.880 26.894 3.689  5.879  -1.526 H101 ONO 65 
ONO H102 2H10 H 0 0 N N N 30.567 13.470 27.282 4.077  7.237  -0.735 H102 ONO 66 
ONO HN91 1HN9 H 0 0 N N N 31.179 16.253 28.831 1.741  5.925  1.371  HN91 ONO 67 
ONO HN92 2HN9 H 0 0 N N N 31.804 15.362 27.586 2.173  7.215  0.493  HN92 ONO 68 
ONO H3   H3   H 0 1 N N N 27.245 14.465 27.701 5.375  4.101  -0.629 H3   ONO 69 
ONO H2   H2   H 0 1 N N N 25.234 15.623 28.574 5.404  1.640  -0.649 H2   ONO 70 
# 
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 
ONO O32 C30  DOUB N N 1  
ONO C30 N31  SING N N 2  
ONO C30 C24  SING N N 3  
ONO N31 C34  SING N N 4  
ONO N31 H31  SING N N 5  
ONO C34 C66  SING N N 6  
ONO C34 C35  SING N N 7  
ONO C34 H34  SING N N 8  
ONO C66 O67  DOUB N N 9  
ONO C66 H66  SING N N 10 
ONO C35 C62  SING N N 11 
ONO C35 C37  SING N N 12 
ONO C35 C36  SING N N 13 
ONO C62 H621 SING N N 14 
ONO C62 H622 SING N N 15 
ONO C62 H623 SING N N 16 
ONO C37 H371 SING N N 17 
ONO C37 H372 SING N N 18 
ONO C37 H373 SING N N 19 
ONO C36 H361 SING N N 20 
ONO C36 H362 SING N N 21 
ONO C36 H363 SING N N 22 
ONO C24 C23  DOUB Y N 23 
ONO C24 C25  SING Y N 24 
ONO C23 C22  SING Y N 25 
ONO C23 H23  SING N N 26 
ONO C22 C21  DOUB Y N 27 
ONO C22 H22  SING N N 28 
ONO C25 C26  DOUB Y N 29 
ONO C25 H25  SING N N 30 
ONO C26 C27  SING N N 31 
ONO C26 C21  SING Y N 32 
ONO C27 O29  SING N N 33 
ONO C27 O28  DOUB N N 34 
ONO O29 H29  SING N N 35 
ONO C21 C20  SING N N 36 
ONO C20 C19  DOUB Y N 37 
ONO C20 C15  SING Y N 38 
ONO C19 C18  SING Y N 39 
ONO C19 H19  SING N N 40 
ONO C18 C17  DOUB Y N 41 
ONO C18 H18  SING N N 42 
ONO C17 O44  SING N N 43 
ONO C17 N16  SING Y N 44 
ONO O44 C58  SING N N 45 
ONO C58 H581 SING N N 46 
ONO C58 H582 SING N N 47 
ONO C58 H583 SING N N 48 
ONO N16 C15  DOUB Y N 49 
ONO C15 C13  SING N N 50 
ONO C13 O14  DOUB N N 51 
ONO C13 N7   SING N N 52 
ONO N7  C1   SING N N 53 
ONO N7  HN7  SING N N 54 
ONO C1  C6   DOUB Y N 55 
ONO C1  C2   SING Y N 56 
ONO C6  C5   SING Y N 57 
ONO C6  H6   SING N N 58 
ONO C5  C4   DOUB Y N 59 
ONO C5  H5   SING N N 60 
ONO C4  C8   SING N N 61 
ONO C4  C3   SING Y N 62 
ONO C8  N10  SING N N 63 
ONO C8  N9   SING N N 64 
ONO C8  H8   SING N N 65 
ONO N10 H101 SING N N 66 
ONO N10 H102 SING N N 67 
ONO N9  HN91 SING N N 68 
ONO N9  HN92 SING N N 69 
ONO C3  C2   DOUB Y N 70 
ONO C3  H3   SING N N 71 
ONO C2  H2   SING N N 72 
# 
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 
ONO SMILES           ACDLabs              10.04 O=CC(NC(=O)c3ccc(c1c(nc(OC)cc1)C(=O)Nc2ccc(cc2)C(N)N)c(C(=O)O)c3)C(C)(C)C 
ONO InChI            InChI                1.02b 
InChI=1/C28H31N5O6/c1-28(2,3)21(14-34)32-25(35)16-7-10-18(20(13-16)27(37)38)19-11-12-22(39-4)33-23(19)26(36)31-17-8-5-15(6-9-17)24(29)30/h5-14,21,24H,29-30H2,1-4H3,(H,31,36)(H,32,35)(H,37,38)/t21-/m1/s1/f/h31-32,37H 
ONO InChIKey         InChI                1.02b XTFRBCPDFSHPBF-ULNRBJOUDJ 
ONO SMILES_CANONICAL CACTVS               3.341 COc1ccc(c2ccc(cc2C(O)=O)C(=O)N[C@H](C=O)C(C)(C)C)c(n1)C(=O)Nc3ccc(cc3)C(N)N 
ONO SMILES           CACTVS               3.341 COc1ccc(c2ccc(cc2C(O)=O)C(=O)N[CH](C=O)C(C)(C)C)c(n1)C(=O)Nc3ccc(cc3)C(N)N 
ONO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)[C@@H](C=O)NC(=O)c1ccc(c(c1)C(=O)O)c2ccc(nc2C(=O)Nc3ccc(cc3)C(N)N)OC 
ONO SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)C(C=O)NC(=O)c1ccc(c(c1)C(=O)O)c2ccc(nc2C(=O)Nc3ccc(cc3)C(N)N)OC 
# 
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 
ONO "SYSTEMATIC NAME" ACDLabs              10.04 "2-(2-{[4-(diaminomethyl)phenyl]carbamoyl}-6-methoxypyridin-3-yl)-5-{[(1S)-1-formyl-2,2-dimethylpropyl]carbamoyl}benzoic acid"    
ONO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[[4-(diaminomethyl)phenyl]carbamoyl]-6-methoxy-pyridin-3-yl]-5-[[(2S)-3,3-dimethyl-1-oxo-butan-2-yl]carbamoyl]benzoic acid" 
# 
