data_DNY
# 
_chem_comp.id                                    DNY 
_chem_comp.name                                  "2-{(S)-(2-chlorophenyl)[3-(piperidin-1-yl)propoxy]methyl}-1H-pyrrolo[3,2-b]pyridine-7-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H26 Cl N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-10-31 
_chem_comp.pdbx_modified_date                    2018-03-23 
_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                        427.924 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DNY 
_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        6BH5 
_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 
DNY C10 C1  C  0 1 N N N -24.111 23.436 2.122  2.119  0.434  0.519  C10 DNY 1  
DNY C15 C2  C  0 1 N N N -26.429 21.396 -3.527 8.234  -0.571 0.223  C15 DNY 2  
DNY C17 C3  C  0 1 N N N -26.037 23.839 -3.663 6.899  -2.579 -0.421 C17 DNY 3  
DNY C21 C4  C  0 1 Y N N -24.664 20.188 3.255  -1.441 -0.910 -1.395 C21 DNY 4  
DNY C22 C5  C  0 1 Y N N -24.063 19.105 3.965  -2.713 -1.636 -1.386 C22 DNY 5  
DNY C24 C6  C  0 1 Y N N -23.447 18.698 6.354  -4.598 -1.845 0.120  C24 DNY 6  
DNY C28 C7  C  0 1 Y N N -22.987 17.462 5.934  -5.165 -2.715 -0.816 C28 DNY 7  
DNY C02 C8  C  0 1 Y N N -27.659 23.057 5.435  -1.224 2.985  0.188  C02 DNY 8  
DNY C03 C9  C  0 1 Y N N -29.026 23.056 5.745  -1.399 4.240  -0.369 C03 DNY 9  
DNY C04 C10 C  0 1 Y N N -29.936 22.560 4.813  -0.781 4.556  -1.564 C04 DNY 10 
DNY C05 C11 C  0 1 Y N N -29.451 22.079 3.598  0.011  3.620  -2.203 C05 DNY 11 
DNY C06 C12 C  0 1 Y N N -28.081 22.095 3.324  0.186  2.367  -1.646 C06 DNY 12 
DNY C07 C13 C  0 1 Y N N -27.123 22.590 4.232  -0.427 2.051  -0.449 C07 DNY 13 
DNY C08 C14 C  0 1 N N S -25.594 22.601 3.917  -0.237 0.684  0.158  C08 DNY 14 
DNY C11 C15 C  0 1 N N N -23.926 23.024 0.618  3.375  -0.213 -0.069 C11 DNY 15 
DNY C12 C16 C  0 1 N N N -25.218 22.493 -0.082 4.580  0.118  0.814  C12 DNY 16 
DNY C14 C17 C  0 1 N N N -25.774 21.254 -2.152 6.994  -0.018 0.929  C14 DNY 17 
DNY C16 C18 C  0 1 N N N -25.787 22.503 -4.322 8.191  -2.101 0.249  C16 DNY 18 
DNY C18 C19 C  0 1 N N N -25.779 23.794 -2.145 5.698  -1.967 0.304  C18 DNY 19 
DNY C19 C20 C  0 1 Y N N -24.951 21.221 4.120  -1.380 -0.210 -0.250 C19 DNY 20 
DNY C23 C21 C  0 1 Y N N -23.991 19.517 5.326  -3.341 -1.292 -0.172 C23 DNY 21 
DNY C25 C22 C  0 1 N N N -23.371 19.148 7.819  -5.301 -1.518 1.378  C25 DNY 22 
DNY C29 C23 C  0 1 Y N N -23.078 17.088 4.555  -4.479 -2.998 -1.985 C29 DNY 23 
DNY N13 N1  N  0 1 N N N -25.159 22.520 -1.586 5.786  -0.503 0.250  N13 DNY 24 
DNY N20 N2  N  0 1 Y N N -24.546 20.841 5.440  -2.508 -0.428 0.491  N20 DNY 25 
DNY N30 N3  N  0 1 Y N N -23.591 17.861 3.594  -3.302 -2.467 -2.237 N30 DNY 26 
DNY O09 O1  O  0 1 N N N -25.412 23.093 2.603  0.994  0.125  -0.305 O09 DNY 27 
DNY O26 O2  O  0 1 N N N -24.076 20.122 8.155  -4.791 -0.761 2.179  O26 DNY 28 
DNY O27 O3  O  0 1 N N N -22.615 18.503 8.559  -6.506 -2.061 1.637  O27 DNY 29 
DNY CL1 CL1 CL 0 0 N N N -26.581 23.691 6.647  -2.000 2.586  1.689  CL1 DNY 30 
DNY H1  H1  H  0 1 N N N -23.356 22.916 2.730  1.949  0.049  1.525  H1  DNY 31 
DNY H2  H2  H  0 1 N N N -23.971 24.523 2.215  2.253  1.515  0.562  H2  DNY 32 
DNY H3  H3  H  0 1 N N N -27.497 21.622 -3.394 8.249  -0.225 -0.811 H3  DNY 33 
DNY H4  H4  H  0 1 N N N -26.320 20.449 -4.076 9.131  -0.223 0.736  H4  DNY 34 
DNY H5  H5  H  0 1 N N N -25.369 24.588 -4.114 6.893  -2.265 -1.465 H5  DNY 35 
DNY H6  H6  H  0 1 N N N -27.084 24.130 -3.836 6.842  -3.666 -0.368 H6  DNY 36 
DNY H7  H7  H  0 1 N N N -24.865 20.196 2.194  -0.692 -0.936 -2.173 H7  DNY 37 
DNY H8  H8  H  0 1 N N N -22.558 16.777 6.650  -6.130 -3.162 -0.629 H8  DNY 38 
DNY H9  H9  H  0 1 N N N -29.370 23.435 6.696  -2.018 4.971  0.130  H9  DNY 39 
DNY H10 H10 H  0 1 N N N -30.994 22.549 5.028  -0.917 5.536  -1.999 H10 DNY 40 
DNY H11 H11 H  0 1 N N N -30.140 21.691 2.862  0.493  3.868  -3.137 H11 DNY 41 
DNY H12 H12 H  0 1 N N N -27.741 21.711 2.374  0.804  1.636  -2.146 H12 DNY 42 
DNY H13 H13 H  0 1 N N N -25.121 23.294 4.628  -0.212 0.769  1.244  H13 DNY 43 
DNY H14 H14 H  0 1 N N N -23.163 22.233 0.572  3.241  -1.294 -0.111 H14 DNY 44 
DNY H15 H15 H  0 1 N N N -23.574 23.906 0.063  3.545  0.172  -1.074 H15 DNY 45 
DNY H16 H16 H  0 1 N N N -26.066 23.114 0.241  4.714  1.199  0.857  H16 DNY 46 
DNY H17 H17 H  0 1 N N N -25.382 21.454 0.238  4.410  -0.267 1.820  H17 DNY 47 
DNY H18 H18 H  0 1 N N N -26.542 20.905 -1.446 6.987  -0.353 1.966  H18 DNY 48 
DNY H19 H19 H  0 1 N N N -24.979 20.498 -2.232 7.015  1.072  0.899  H19 DNY 49 
DNY H20 H20 H  0 1 N N N -26.212 22.514 -5.336 9.050  -2.500 -0.290 H20 DNY 50 
DNY H21 H21 H  0 1 N N N -24.703 22.325 -4.381 8.215  -2.448 1.282  H21 DNY 51 
DNY H22 H22 H  0 1 N N N -25.104 24.627 -1.898 4.778  -2.294 -0.180 H22 DNY 52 
DNY H23 H23 H  0 1 N N N -26.745 23.942 -1.640 5.697  -2.293 1.344  H23 DNY 53 
DNY H24 H24 H  0 1 N N N -22.706 16.114 4.272  -4.920 -3.670 -2.706 H24 DNY 54 
DNY H26 H26 H  0 1 N N N -24.631 21.386 6.274  -2.692 -0.032 1.357  H26 DNY 55 
DNY H27 H27 H  0 1 N N N -22.649 18.863 9.438  -6.927 -1.817 2.473  H27 DNY 56 
# 
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 
DNY C16 C17 SING N N 1  
DNY C16 C15 SING N N 2  
DNY C17 C18 SING N N 3  
DNY C15 C14 SING N N 4  
DNY C14 N13 SING N N 5  
DNY C18 N13 SING N N 6  
DNY N13 C12 SING N N 7  
DNY C12 C11 SING N N 8  
DNY C11 C10 SING N N 9  
DNY C10 O09 SING N N 10 
DNY O09 C08 SING N N 11 
DNY C21 C22 SING Y N 12 
DNY C21 C19 DOUB Y N 13 
DNY C06 C05 DOUB Y N 14 
DNY C06 C07 SING Y N 15 
DNY N30 C22 DOUB Y N 16 
DNY N30 C29 SING Y N 17 
DNY C05 C04 SING Y N 18 
DNY C08 C19 SING N N 19 
DNY C08 C07 SING N N 20 
DNY C22 C23 SING Y N 21 
DNY C19 N20 SING Y N 22 
DNY C07 C02 DOUB Y N 23 
DNY C29 C28 DOUB Y N 24 
DNY C04 C03 DOUB Y N 25 
DNY C23 N20 SING Y N 26 
DNY C23 C24 DOUB Y N 27 
DNY C02 C03 SING Y N 28 
DNY C02 CL1 SING N N 29 
DNY C28 C24 SING Y N 30 
DNY C24 C25 SING N N 31 
DNY C25 O26 DOUB N N 32 
DNY C25 O27 SING N N 33 
DNY C10 H1  SING N N 34 
DNY C10 H2  SING N N 35 
DNY C15 H3  SING N N 36 
DNY C15 H4  SING N N 37 
DNY C17 H5  SING N N 38 
DNY C17 H6  SING N N 39 
DNY C21 H7  SING N N 40 
DNY C28 H8  SING N N 41 
DNY C03 H9  SING N N 42 
DNY C04 H10 SING N N 43 
DNY C05 H11 SING N N 44 
DNY C06 H12 SING N N 45 
DNY C08 H13 SING N N 46 
DNY C11 H14 SING N N 47 
DNY C11 H15 SING N N 48 
DNY C12 H16 SING N N 49 
DNY C12 H17 SING N N 50 
DNY C14 H18 SING N N 51 
DNY C14 H19 SING N N 52 
DNY C16 H20 SING N N 53 
DNY C16 H21 SING N N 54 
DNY C18 H22 SING N N 55 
DNY C18 H23 SING N N 56 
DNY C29 H24 SING N N 57 
DNY N20 H26 SING N N 58 
DNY O27 H27 SING N N 59 
# 
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 
DNY SMILES           ACDLabs              12.01 "C(OC(c1c(cccc1)Cl)c3cc2c(c(C(=O)O)ccn2)n3)CCN4CCCCC4"                                                                                                                       
DNY InChI            InChI                1.03  "InChI=1S/C23H26ClN3O3/c24-18-8-3-2-7-16(18)22(30-14-6-13-27-11-4-1-5-12-27)20-15-19-21(26-20)17(23(28)29)9-10-25-19/h2-3,7-10,15,22,26H,1,4-6,11-14H2,(H,28,29)/t22-/m0/s1" 
DNY InChIKey         InChI                1.03  MNARMTUGWVPRGA-QFIPXVFZSA-N                                                                                                                                                  
DNY SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccnc2cc([nH]c12)[C@@H](OCCCN3CCCCC3)c4ccccc4Cl"                                                                                                                     
DNY SMILES           CACTVS               3.385 "OC(=O)c1ccnc2cc([nH]c12)[CH](OCCCN3CCCCC3)c4ccccc4Cl"                                                                                                                       
DNY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)[C@@H](c2cc3c([nH]2)c(ccn3)C(=O)O)OCCCN4CCCCC4)Cl"                                                                                                               
DNY SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(c2cc3c([nH]2)c(ccn3)C(=O)O)OCCCN4CCCCC4)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 
DNY "SYSTEMATIC NAME" ACDLabs              12.01 "2-{(S)-(2-chlorophenyl)[3-(piperidin-1-yl)propoxy]methyl}-1H-pyrrolo[3,2-b]pyridine-7-carboxylic acid"      
DNY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{S})-(2-chlorophenyl)-(3-piperidin-1-ylpropoxy)methyl]-1~{H}-pyrrolo[3,2-b]pyridine-7-carboxylic 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 
DNY "Create component" 2017-10-31 RCSB 
DNY "Initial release"  2018-03-28 RCSB 
# 
