data_857
# 
_chem_comp.id                                    857 
_chem_comp.name                                  4-({2-[(4-chloro-3-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}phenyl)amino]-1,3-benzoxazol-5-yl}oxy)-N-methylpyridine-2-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H26 Cl N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-08-09 
_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                        507.969 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     857 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2QU6 
_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 
857 C21  C21  C  0 1 Y N N 25.453 5.127  31.830 -3.104 2.304  1.469  C21  857 1  
857 C24  C24  C  0 1 Y N N 24.925 4.822  30.550 -2.128 2.149  0.503  C24  857 2  
857 C25  C25  C  0 1 Y N N 23.808 3.882  30.387 -2.279 1.191  -0.491 C25  857 3  
857 C6   C6   C  0 1 Y N N 23.218 3.197  31.489 -3.412 0.388  -0.513 C6   857 4  
857 C7   C7   C  0 1 Y N N 23.756 3.487  32.783 -4.388 0.545  0.458  C7   857 5  
857 C10  C10  C  0 1 Y N N 24.839 4.421  32.906 -4.233 1.506  1.449  C10  857 6  
857 C11  C11  C  0 1 Y N N 29.555 4.950  21.172 6.930  -1.318 0.260  C11  857 7  
857 N3   N3   N  0 1 Y N N 29.445 6.291  21.502 8.230  -1.247 -0.001 N3   857 8  
857 C12  C12  C  0 1 Y N N 28.649 4.009  21.727 6.075  -0.287 -0.116 C12  857 9  
857 C13  C13  C  0 1 Y N N 27.658 4.562  22.576 6.603  0.822  -0.771 C13  857 10 
857 C8   C8   C  0 1 Y N N 27.587 5.970  22.932 7.972  0.853  -1.023 C8   857 11 
857 C9   C9   C  0 1 Y N N 28.526 6.861  22.355 8.758  -0.211 -0.618 C9   857 12 
857 C14  C14  C  0 1 Y N N 26.054 3.707  25.250 3.528  1.471  -1.714 C14  857 13 
857 C15  C15  C  0 1 Y N N 24.957 3.822  26.167 2.187  1.432  -1.332 C15  857 14 
857 C16  C16  C  0 1 Y N N 23.594 3.996  25.713 1.830  1.743  -0.011 C16  857 15 
857 C17  C17  C  0 1 Y N N 23.281 4.066  24.291 2.809  2.087  0.906  C17  857 16 
857 C1   C1   C  0 1 Y N N 24.351 3.936  23.322 4.134  2.122  0.520  C1   857 17 
857 C18  C18  C  0 1 Y N N 25.710 3.759  23.830 4.495  1.811  -0.786 C18  857 18 
857 C19  C19  C  0 1 Y N N 23.624 3.828  27.849 0.031  1.255  -1.153 C19  857 19 
857 N2   N2   N  0 1 N N N 23.163 3.635  29.211 -1.292 1.035  -1.469 N2   857 20 
857 N4   N4   N  0 1 Y N N 24.946 3.715  27.515 1.031  1.138  -1.989 N4   857 21 
857 CL   CL   CL 0 0 N N N 25.475 4.671  34.489 -5.453 1.699  2.668  CL   857 22 
857 O1   O1   O  0 1 N N N 26.737 3.573  22.937 5.803  1.849  -1.155 O1   857 23 
857 O4   O4   O  0 1 Y N N 22.769 3.998  26.761 0.483  1.622  0.059  O4   857 24 
857 C20  C20  C  0 1 N N N 30.522 4.443  20.223 6.384  -2.509 0.952  C20  857 25 
857 O2   O2   O  0 1 N N N 30.529 3.291  19.794 5.195  -2.580 1.193  O2   857 26 
857 N5   N5   N  0 1 N N N 31.419 5.343  19.838 7.206  -3.514 1.314  N5   857 27 
857 C22  C22  C  0 1 N N N 32.132 4.920  18.607 6.667  -4.691 1.999  C22  857 28 
857 O3   O3   O  0 1 N N N 23.312 2.888  33.973 -5.498 -0.239 0.439  O3   857 29 
857 C23  C23  C  0 1 N N N 21.914 2.447  33.964 -5.592 -1.206 -0.610 C23  857 30 
857 N1   N1   N  0 1 N N N 22.766 0.867  35.702 -8.068 -1.103 -0.702 N1   857 31 
857 C2   C2   C  0 1 N N N 23.260 1.232  37.087 -9.181 -1.999 -1.083 C2   857 32 
857 C3   C3   C  0 1 N N N 22.373 2.385  37.515 -8.553 -3.271 -1.683 C3   857 33 
857 C4   C4   C  0 1 N N N 21.402 2.658  36.399 -7.026 -3.050 -1.588 C4   857 34 
857 C5   C5   C  0 1 N N S 21.582 1.674  35.244 -6.898 -1.988 -0.467 C5   857 35 
857 C26  C26  C  0 1 N N N 22.468 -0.587 35.588 -8.400 -0.336 0.506  C26  857 36 
857 H21  H21  H  0 1 N N N 26.254 5.836  31.978 -2.983 3.047  2.243  H21  857 37 
857 H24  H24  H  0 1 N N N 25.353 5.291  29.676 -1.248 2.774  0.521  H24  857 38 
857 H6   H6   H  0 1 N N N 22.408 2.496  31.354 -3.531 -0.357 -1.285 H6   857 39 
857 H12  H12  H  0 1 N N N 28.710 2.951  21.518 5.018  -0.347 0.096  H12  857 40 
857 H8   H8   H  0 1 N N N 26.836 6.329  23.620 8.416  1.698  -1.528 H8   857 41 
857 H9   H9   H  0 1 N N N 28.521 7.919  22.570 9.821  -0.191 -0.811 H9   857 42 
857 H14  H14  H  0 1 N N N 27.073 3.589  25.588 3.810  1.232  -2.729 H14  857 43 
857 H17  H17  H  0 1 N N N 22.263 4.213  23.963 2.536  2.327  1.923  H17  857 44 
857 H1   H1   H  0 1 N N N 24.151 3.969  22.261 4.895  2.387  1.239  H1   857 45 
857 HN2  HN2  H  0 1 N N N 22.237 3.267  29.301 -1.538 0.772  -2.369 HN2  857 46 
857 HN5  HN5  H  0 1 N N N 31.593 6.202  20.319 8.155  -3.457 1.122  HN5  857 47 
857 H221 1H22 H  0 0 N N N 31.411 4.815  17.783 6.197  -4.385 2.934  H221 857 48 
857 H222 2H22 H  0 0 N N N 32.885 5.676  18.341 5.926  -5.174 1.362  H222 857 49 
857 H223 3H22 H  0 0 N N N 32.628 3.954  18.785 7.475  -5.391 2.211  H223 857 50 
857 H231 1H23 H  0 0 N N N 21.260 3.329  33.897 -5.576 -0.698 -1.574 H231 857 51 
857 H232 2H23 H  0 0 N N N 21.757 1.785  33.100 -4.748 -1.893 -0.547 H232 857 52 
857 H21A 1H2  H  0 0 N N N 23.167 0.382  37.779 -9.769 -2.256 -0.202 H21A 857 53 
857 H22  2H2  H  0 1 N N N 24.326 1.504  37.090 -9.813 -1.512 -1.826 H22  857 54 
857 H31  1H3  H  0 1 N N N 22.984 3.279  37.709 -8.845 -4.147 -1.104 H31  857 55 
857 H32  2H3  H  0 1 N N N 21.833 2.131  38.439 -8.855 -3.388 -2.724 H32  857 56 
857 H41  1H4  H  0 1 N N N 21.571 3.678  36.024 -6.519 -3.973 -1.304 H41  857 57 
857 H42  2H4  H  0 1 N N N 20.382 2.544  36.794 -6.631 -2.669 -2.530 H42  857 58 
857 H5   H5   H  0 1 N N N 20.696 1.062  35.019 -6.961 -2.454 0.517  H5   857 59 
857 H261 1H26 H  0 0 N N N 22.394 -0.865 34.526 -8.592 -1.022 1.331  H261 857 60 
857 H262 2H26 H  0 0 N N N 23.275 -1.165 36.063 -7.565 0.316  0.762  H262 857 61 
857 H263 3H26 H  0 0 N N N 21.514 -0.806 36.091 -9.288 0.267  0.320  H263 857 62 
# 
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 
857 C22 N5   SING Y N 1  
857 O2  C20  DOUB N N 2  
857 N5  C20  SING Y N 3  
857 C20 C11  SING N N 4  
857 C11 N3   DOUB Y N 5  
857 C11 C12  SING Y N 6  
857 N3  C9   SING Y N 7  
857 C12 C13  DOUB N N 8  
857 C9  C8   DOUB Y N 9  
857 C13 C8   SING N N 10 
857 C13 O1   SING N N 11 
857 O1  C18  SING Y N 12 
857 C1  C18  DOUB Y N 13 
857 C1  C17  SING Y N 14 
857 C18 C14  SING Y N 15 
857 C17 C16  DOUB N N 16 
857 C14 C15  DOUB Y N 17 
857 C16 C15  SING N N 18 
857 C16 O4   SING N N 19 
857 C15 N4   SING Y N 20 
857 O4  C19  SING N N 21 
857 N4  C19  DOUB Y N 22 
857 C19 N2   SING N N 23 
857 N2  C25  SING Y N 24 
857 C25 C24  DOUB Y N 25 
857 C25 C6   SING Y N 26 
857 C24 C21  SING Y N 27 
857 C6  C7   DOUB N N 28 
857 C21 C10  DOUB Y N 29 
857 C7  C10  SING Y N 30 
857 C7  O3   SING N N 31 
857 C10 CL   SING Y N 32 
857 C23 O3   SING N N 33 
857 C23 C5   SING N N 34 
857 C5  N1   SING N N 35 
857 C5  C4   SING Y N 36 
857 C26 N1   SING N N 37 
857 N1  C2   SING Y N 38 
857 C4  C3   SING N N 39 
857 C2  C3   SING N N 40 
857 C21 H21  SING N N 41 
857 C24 H24  SING N N 42 
857 C6  H6   SING N N 43 
857 C12 H12  SING N N 44 
857 C8  H8   SING N N 45 
857 C9  H9   SING N N 46 
857 C14 H14  SING N N 47 
857 C17 H17  SING N N 48 
857 C1  H1   SING N N 49 
857 N2  HN2  SING N N 50 
857 N5  HN5  SING N N 51 
857 C22 H221 SING N N 52 
857 C22 H222 SING N N 53 
857 C22 H223 SING N N 54 
857 C23 H231 SING N N 55 
857 C23 H232 SING N N 56 
857 C2  H21A SING N N 57 
857 C2  H22  SING N N 58 
857 C3  H31  SING N N 59 
857 C3  H32  SING N N 60 
857 C4  H41  SING N N 61 
857 C4  H42  SING N N 62 
857 C5  H5   SING N N 63 
857 C26 H261 SING N N 64 
857 C26 H262 SING N N 65 
857 C26 H263 SING N N 66 
# 
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 
857 SMILES           ACDLabs              10.04 O=C(NC)c5nccc(Oc1cc2nc(oc2cc1)Nc4ccc(Cl)c(OCC3N(C)CCC3)c4)c5 
857 InChI            InChI                1.02b 
InChI=1/C26H26ClN5O4/c1-28-25(33)22-14-19(9-10-29-22)35-18-6-8-23-21(13-18)31-26(36-23)30-16-5-7-20(27)24(12-16)34-15-17-4-3-11-32(17)2/h5-10,12-14,17H,3-4,11,15H2,1-2H3,(H,28,33)(H,30,31)/t17-/m0/s1/f/h28,30H 
857 InChIKey         InChI                1.02b KMNCFOUKJYOZIF-ZHACMHOHDX 
857 SMILES_CANONICAL CACTVS               3.341 CNC(=O)c1cc(Oc2ccc3oc(Nc4ccc(Cl)c(OC[C@@H]5CCCN5C)c4)nc3c2)ccn1 
857 SMILES           CACTVS               3.341 CNC(=O)c1cc(Oc2ccc3oc(Nc4ccc(Cl)c(OC[CH]5CCCN5C)c4)nc3c2)ccn1 
857 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNC(=O)c1cc(ccn1)Oc2ccc3c(c2)nc(o3)Nc4ccc(c(c4)OC[C@@H]5CCC[N@]5C)Cl 
857 SMILES           "OpenEye OEToolkits" 1.5.0 CNC(=O)c1cc(ccn1)Oc2ccc3c(c2)nc(o3)Nc4ccc(c(c4)OCC5CCCN5C)Cl 
# 
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 
857 "SYSTEMATIC NAME" ACDLabs              10.04 4-({2-[(4-chloro-3-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}phenyl)amino]-1,3-benzoxazol-5-yl}oxy)-N-methylpyridine-2-carboxamide     
857 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[2-[[4-chloro-3-[[(1R,2S)-1-methylpyrrolidin-2-yl]methoxy]phenyl]amino]-1,3-benzoxazol-5-yl]oxy]-N-methyl-pyridine-2-carboxamide 
# 
