data_I5T
# 
_chem_comp.id                                    I5T 
_chem_comp.name                                  "4-oxidanylidene-N-[(1S,2R)-2-phenylcyclopropyl]spiro[3H-chromene-2,4'-piperidine]-1'-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-03-08 
_chem_comp.pdbx_modified_date                    2015-05-08 
_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                        376.448 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I5T 
_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        5AM1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
I5T C1   C1   C 0 1 Y N N 20.663 7.597  12.788 -8.336 1.138  -0.540 C1   I5T 1  
I5T C2   C2   C 0 1 Y N N 9.214  11.150 21.743 6.727  1.875  -0.593 C2   I5T 2  
I5T C3   C3   C 0 1 Y N N 19.372 7.414  13.232 -7.646 1.743  0.494  C3   I5T 3  
I5T C4   C4   C 0 1 Y N N 21.177 8.870  12.689 -7.835 -0.009 -1.127 C4   I5T 4  
I5T C5   C5   C 0 1 Y N N 9.138  11.131 20.360 5.816  2.729  0.008  C5   I5T 5  
I5T C6   C6   C 0 1 Y N N 10.400 11.493 22.362 6.469  0.523  -0.664 C6   I5T 6  
I5T C7   C7   C 0 1 Y N N 18.634 8.530  13.567 -6.456 1.201  0.942  C7   I5T 7  
I5T C8   C8   C 0 1 Y N N 20.417 9.969  13.038 -6.645 -0.551 -0.679 C8   I5T 8  
I5T C9   C9   C 0 1 Y N N 10.236 11.440 19.580 4.642  2.242  0.545  C9   I5T 9  
I5T C10  C10  C 0 1 Y N N 11.489 11.820 21.573 5.283  0.020  -0.125 C10  I5T 10 
I5T C11  C11  C 0 1 Y N N 19.121 9.818  13.485 -5.956 0.053  0.356  C11  I5T 11 
I5T C12  C12  C 0 1 Y N N 11.421 11.797 20.187 4.361  0.884  0.488  C12  I5T 12 
I5T C13  C13  C 0 1 N N N 12.745 12.218 22.243 4.976  -1.420 -0.196 C13  I5T 13 
I5T C14  C14  C 0 1 N N N 16.287 10.675 16.842 -1.179 -0.050 -0.508 C14  I5T 14 
I5T C15  C15  C 0 1 N N N 13.843 12.740 21.335 3.812  -1.907 0.650  C15  I5T 15 
I5T C16  C16  C 0 1 N N N 14.644 13.064 19.073 2.267  -0.706 -0.904 C16  I5T 16 
I5T C17  C17  C 0 1 N N N 14.415 10.709 19.927 1.518  -1.274 1.414  C17  I5T 17 
I5T C18  C18  C 0 1 N N N 16.994 11.294 13.242 -4.258 -1.910 0.299  C18  I5T 18 
I5T C19  C19  C 0 1 N N N 14.824 12.528 17.667 1.181  0.370  -1.007 C19  I5T 19 
I5T C20  C20  C 0 1 N N N 14.566 10.200 18.499 0.424  -0.204 1.336  C20  I5T 20 
I5T C21  C21  C 0 1 N N R 18.321 10.987 13.859 -4.658 -0.538 0.843  C21  I5T 21 
I5T C22  C22  C 0 1 N N S 17.061 10.766 14.626 -3.513 -0.657 -0.165 C22  I5T 22 
I5T C23  C23  C 0 1 N N N 13.813 12.123 19.938 2.708  -0.844 0.554  C23  I5T 23 
I5T N24  N24  N 0 1 N N N 15.253 11.140 17.634 0.095  0.035  -0.075 N24  I5T 24 
I5T N25  N25  N 0 1 N N N 16.720 11.469 15.799 -2.150 -0.457 0.333  N25  I5T 25 
I5T O26  O26  O 0 1 N N N 12.841 12.132 23.465 5.619  -2.177 -0.892 O26  I5T 26 
I5T O27  O27  O 0 1 N N N 16.846 9.609  17.063 -1.451 0.239  -1.657 O27  I5T 27 
I5T O28  O28  O 0 1 N N N 12.486 12.118 19.337 3.213  0.406  1.022  O28  I5T 28 
I5T H1   H1   H 0 1 N N N 21.270 6.745  12.519 -9.268 1.560  -0.887 H1   I5T 29 
I5T H3   H3   H 0 1 N N N 18.949 6.424  13.316 -8.037 2.640  0.952  H3   I5T 30 
I5T H4   H4   H 0 1 N N N 22.187 9.011  12.334 -8.374 -0.482 -1.934 H4   I5T 31 
I5T H2   H2   H 0 1 N N N 8.348  10.897 22.336 7.641  2.271  -1.012 H2   I5T 32 
I5T H5   H5   H 0 1 N N N 8.205  10.870 19.883 6.028  3.787  0.058  H5   I5T 33 
I5T H6   H6   H 0 1 N N N 10.476 11.506 23.439 7.178  -0.142 -1.132 H6   I5T 34 
I5T H7   H7   H 0 1 N N N 17.621 8.388  13.912 -5.917 1.674  1.749  H7   I5T 35 
I5T H8   H8   H 0 1 N N N 20.843 10.959 12.960 -6.255 -1.448 -1.137 H8   I5T 36 
I5T H9   H9   H 0 1 N N N 10.166 11.402 18.503 3.940  2.918  1.012  H9   I5T 37 
I5T H21  H21  H 0 1 N N N 18.899 11.871 14.168 -4.397 -0.311 1.877  H21  I5T 38 
I5T H151 H151 H 0 0 N N N 13.728 13.830 21.238 3.446  -2.859 0.264  H151 I5T 39 
I5T H152 H152 H 0 0 N N N 14.815 12.513 21.796 4.128  -2.022 1.686  H152 I5T 40 
I5T H25  H25  H 0 1 N N N 16.786 12.464 15.870 -1.947 -0.617 1.268  H25  I5T 41 
I5T H161 H161 H 0 0 N N N 15.634 13.190 19.535 1.869  -1.659 -1.255 H161 I5T 42 
I5T H162 H162 H 0 0 N N N 14.137 14.039 19.020 3.121  -0.421 -1.518 H162 I5T 43 
I5T H191 H191 H 0 0 N N N 13.864 12.610 17.136 1.603  1.340  -0.743 H191 I5T 44 
I5T H192 H192 H 0 0 N N N 15.580 13.140 17.154 0.793  0.402  -2.024 H192 I5T 45 
I5T H171 H171 H 0 0 N N N 13.753 10.030 20.484 1.840  -1.390 2.448  H171 I5T 46 
I5T H172 H172 H 0 0 N N N 15.404 10.734 20.408 1.127  -2.222 1.045  H172 I5T 47 
I5T H201 H201 H 0 0 N N N 15.137 9.260  18.520 -0.465 -0.552 1.865  H201 I5T 48 
I5T H202 H202 H 0 0 N N N 13.564 10.011 18.086 0.783  0.720  1.790  H202 I5T 49 
I5T H181 H181 H 0 0 N N N 16.698 12.339 13.066 -3.734 -2.586 0.974  H181 I5T 50 
I5T H182 H182 H 0 0 N N N 16.606 10.661 12.430 -4.934 -2.386 -0.412 H182 I5T 51 
I5T H22  H22  H 0 1 N N N 16.794 9.700  14.670 -3.699 -0.308 -1.181 H22  I5T 52 
# 
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 
I5T C1  C3   SING Y N 1  
I5T C1  C4   DOUB Y N 2  
I5T C2  C5   SING Y N 3  
I5T C2  C6   DOUB Y N 4  
I5T C3  C7   DOUB Y N 5  
I5T C4  C8   SING Y N 6  
I5T C5  C9   DOUB Y N 7  
I5T C6  C10  SING Y N 8  
I5T C7  C11  SING Y N 9  
I5T C8  C11  DOUB Y N 10 
I5T C9  C12  SING Y N 11 
I5T C10 C12  DOUB Y N 12 
I5T C10 C13  SING N N 13 
I5T C11 C21  SING N N 14 
I5T C12 O28  SING N N 15 
I5T C13 C15  SING N N 16 
I5T C13 O26  DOUB N N 17 
I5T C14 N24  SING N N 18 
I5T C14 N25  SING N N 19 
I5T C14 O27  DOUB N N 20 
I5T C15 C23  SING N N 21 
I5T C16 C19  SING N N 22 
I5T C16 C23  SING N N 23 
I5T C17 C20  SING N N 24 
I5T C17 C23  SING N N 25 
I5T C18 C21  SING N N 26 
I5T C18 C22  SING N N 27 
I5T C19 N24  SING N N 28 
I5T C20 N24  SING N N 29 
I5T C21 C22  SING N N 30 
I5T C22 N25  SING N N 31 
I5T C23 O28  SING N N 32 
I5T C1  H1   SING N N 33 
I5T C3  H3   SING N N 34 
I5T C4  H4   SING N N 35 
I5T C2  H2   SING N N 36 
I5T C5  H5   SING N N 37 
I5T C6  H6   SING N N 38 
I5T C7  H7   SING N N 39 
I5T C8  H8   SING N N 40 
I5T C9  H9   SING N N 41 
I5T C21 H21  SING N N 42 
I5T C15 H151 SING N N 43 
I5T C15 H152 SING N N 44 
I5T N25 H25  SING N N 45 
I5T C16 H161 SING N N 46 
I5T C16 H162 SING N N 47 
I5T C19 H191 SING N N 48 
I5T C19 H192 SING N N 49 
I5T C17 H171 SING N N 50 
I5T C17 H172 SING N N 51 
I5T C20 H201 SING N N 52 
I5T C20 H202 SING N N 53 
I5T C18 H181 SING N N 54 
I5T C18 H182 SING N N 55 
I5T C22 H22  SING N N 56 
# 
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 
I5T InChI            InChI                1.03  "InChI=1S/C23H24N2O3/c26-20-15-23(28-21-9-5-4-8-17(20)21)10-12-25(13-11-23)22(27)24-19-14-18(19)16-6-2-1-3-7-16/h1-9,18-19H,10-15H2,(H,24,27)/t18-,19+/m1/s1" 
I5T InChIKey         InChI                1.03  SWEAYHBSAXRXDZ-MOPGFXCFSA-N                                                                                                                                   
I5T SMILES_CANONICAL CACTVS               3.385 "O=C1CC2(CCN(CC2)C(=O)N[C@H]3C[C@@H]3c4ccccc4)Oc5ccccc15"                                                                                                     
I5T SMILES           CACTVS               3.385 "O=C1CC2(CCN(CC2)C(=O)N[CH]3C[CH]3c4ccccc4)Oc5ccccc15"                                                                                                        
I5T SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@H]2C[C@@H]2NC(=O)N3CCC4(CC3)CC(=O)c5ccccc5O4"                                                                                                   
I5T SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2CC2NC(=O)N3CCC4(CC3)CC(=O)c5ccccc5O4"                                                                                                            
# 
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 
I5T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-oxidanylidene-N-[(1S,2R)-2-phenylcyclopropyl]spiro[3H-chromene-2,4'-piperidine]-1'-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
I5T "Create component" 2015-03-08 EBI  
I5T "Initial release"  2015-05-13 RCSB 
# 
