data_6LO
# 
_chem_comp.id                                    6LO 
_chem_comp.name                                  "N-[(3-{4-amino-5-[3-(benzyloxy)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclobutyl)methyl]acetamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H27 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-05-02 
_chem_comp.pdbx_modified_date                    2016-05-20 
_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                        441.525 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6LO 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5JN2 
_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 
6LO C4  C1  C 0 1 Y N N -6.425  -16.725 93.796 3.206  2.140  -0.628 C4  6LO 1  
6LO C5  C2  C 0 1 Y N N -7.451  -17.423 94.334 2.004  2.729  -0.197 C5  6LO 2  
6LO C6  C3  C 0 1 Y N N -7.307  -18.765 94.490 1.891  4.126  -0.222 C6  6LO 3  
6LO N1  N1  N 0 1 Y N N -6.183  -19.423 94.148 2.930  4.835  -0.654 N1  6LO 4  
6LO N3  N2  N 0 1 Y N N -5.276  -17.333 93.426 4.191  2.935  -1.044 N3  6LO 5  
6LO CAD C4  C 0 1 N N N -5.964  -14.317 93.190 4.095  -0.200 -0.845 CAD 6LO 6  
6LO NAE N3  N 0 1 Y N N -6.778  -15.444 93.714 3.065  0.784  -0.502 NAE 6LO 7  
6LO CAF C5  C 0 1 Y N N -8.017  -15.324 94.168 1.826  0.480  -0.009 CAF 6LO 8  
6LO C2  C6  C 0 1 Y N N -5.108  -18.712 93.607 4.042  4.242  -1.051 C2  6LO 9  
6LO NAX N4  N 0 1 N N N -8.313  -19.461 94.992 0.729  4.750  0.192  NAX 6LO 10 
6LO CAG C7  C 0 1 Y N N -8.456  -16.532 94.500 1.123  1.621  0.195  CAG 6LO 11 
6LO CAH C8  C 0 1 Y N N -9.608  -16.667 95.178 -0.259 1.731  0.719  CAH 6LO 12 
6LO CAM C9  C 0 1 Y N N -10.859 -16.397 94.595 -1.280 0.964  0.162  CAM 6LO 13 
6LO CAI C10 C 0 1 Y N N -9.554  -16.908 96.558 -0.540 2.597  1.775  CAI 6LO 14 
6LO CAJ C11 C 0 1 Y N N -10.721 -16.996 97.322 -1.828 2.697  2.261  CAJ 6LO 15 
6LO CAK C12 C 0 1 Y N N -11.962 -16.765 96.720 -2.842 1.939  1.704  CAK 6LO 16 
6LO CAL C13 C 0 1 Y N N -12.046 -16.467 95.348 -2.570 1.071  0.656  CAL 6LO 17 
6LO OAN O1  O 0 1 N N N -13.254 -16.261 94.715 -3.569 0.324  0.115  OAN 6LO 18 
6LO CAO C14 C 0 1 N N N -14.443 -16.128 95.536 -4.874 0.485  0.674  CAO 6LO 19 
6LO CAP C15 C 0 1 Y N N -15.514 -16.912 95.067 -5.843 -0.415 -0.047 CAP 6LO 20 
6LO CAQ C16 C 0 1 Y N N -16.825 -16.450 95.213 -6.060 -1.703 0.407  CAQ 6LO 21 
6LO CAR C17 C 0 1 Y N N -17.915 -17.211 94.775 -6.949 -2.529 -0.255 CAR 6LO 22 
6LO CAS C18 C 0 1 Y N N -17.698 -18.465 94.195 -7.621 -2.068 -1.370 CAS 6LO 23 
6LO CAT C19 C 0 1 Y N N -16.392 -18.947 94.051 -7.405 -0.780 -1.825 CAT 6LO 24 
6LO CAU C20 C 0 1 Y N N -15.312 -18.173 94.494 -6.521 0.048  -1.159 CAU 6LO 25 
6LO H4  H4  H 0 1 N N N -8.574  -14.402 94.253 1.461  -0.518 0.184  H4  6LO 26 
6LO H5  H5  H 0 1 N N N -4.185  -19.206 93.339 4.861  4.855  -1.395 H5  6LO 27 
6LO H6  H6  H 0 1 N N N -8.060  -20.427 95.040 -0.022 4.221  0.504  H6  6LO 28 
6LO H7  H7  H 0 1 N N N -8.524  -19.126 95.910 0.663  5.718  0.169  H7  6LO 29 
6LO H8  H8  H 0 1 N N N -10.910 -16.131 93.550 -1.067 0.288  -0.654 H8  6LO 30 
6LO H9  H9  H 0 1 N N N -8.594  -17.028 97.039 0.250  3.190  2.212  H9  6LO 31 
6LO H10 H10 H 0 1 N N N -10.665 -17.241 98.372 -2.044 3.368  3.079  H10 6LO 32 
6LO H11 H11 H 0 1 N N N -12.863 -16.816 97.313 -3.848 2.021  2.088  H11 6LO 33 
6LO H12 H12 H 0 1 N N N -14.200 -16.441 96.562 -4.851 0.222  1.732  H12 6LO 34 
6LO H13 H13 H 0 1 N N N -14.753 -15.073 95.539 -5.191 1.522  0.565  H13 6LO 35 
6LO H14 H14 H 0 1 N N N -17.000 -15.488 95.672 -5.534 -2.064 1.279  H14 6LO 36 
6LO H15 H15 H 0 1 N N N -18.920 -16.831 94.885 -7.117 -3.535 0.100  H15 6LO 37 
6LO H16 H16 H 0 1 N N N -18.535 -19.059 93.859 -8.316 -2.714 -1.888 H16 6LO 38 
6LO H17 H17 H 0 1 N N N -16.218 -19.913 93.600 -7.931 -0.420 -2.697 H17 6LO 39 
6LO H18 H18 H 0 1 N N N -14.307 -18.555 94.392 -6.352 1.054  -1.514 H18 6LO 40 
6LO C1  C21 C 0 1 N N N ?       ?       ?      4.640  -0.969 0.370  C1  6LO 41 
6LO C3  C22 C 0 1 N N N ?       ?       ?      3.513  -1.987 0.132  C3  6LO 42 
6LO C7  C23 C 0 1 N N N ?       ?       ?      3.526  -1.540 -1.339 C7  6LO 43 
6LO C8  C24 C 0 1 N N N ?       ?       ?      3.946  -3.441 0.335  C8  6LO 44 
6LO N2  N5  N 0 1 N N N ?       ?       ?      2.782  -4.320 0.204  N2  6LO 45 
6LO C10 C25 C 0 1 N N N ?       ?       ?      2.925  -5.653 0.344  C10 6LO 46 
6LO O1  O2  O 0 1 N N N ?       ?       ?      4.018  -6.124 0.579  O1  6LO 47 
6LO C12 C26 C 0 1 N N N ?       ?       ?      1.728  -6.558 0.209  C12 6LO 48 
6LO H1  H1  H 0 1 N N N ?       ?       ?      4.874  0.209  -1.488 H1  6LO 49 
6LO H2  H2  H 0 1 N N N ?       ?       ?      5.638  -1.379 0.215  H2  6LO 50 
6LO H3  H3  H 0 1 N N N ?       ?       ?      4.546  -0.425 1.310  H3  6LO 51 
6LO H19 H19 H 0 1 N N N ?       ?       ?      2.587  -1.744 0.654  H19 6LO 52 
6LO H20 H20 H 0 1 N N N ?       ?       ?      2.532  -1.457 -1.779 H20 6LO 53 
6LO H21 H21 H 0 1 N N N ?       ?       ?      4.219  -2.106 -1.961 H21 6LO 54 
6LO H22 H22 H 0 1 N N N ?       ?       ?      4.689  -3.706 -0.417 H22 6LO 55 
6LO H23 H23 H 0 1 N N N ?       ?       ?      4.378  -3.556 1.329  H23 6LO 56 
6LO H24 H24 H 0 1 N N N ?       ?       ?      1.908  -3.944 0.016  H24 6LO 57 
6LO H25 H25 H 0 1 N N N ?       ?       ?      0.841  -5.959 -0.000 H25 6LO 58 
6LO H26 H26 H 0 1 N N N ?       ?       ?      1.893  -7.260 -0.608 H26 6LO 59 
6LO H27 H27 H 0 1 N N N ?       ?       ?      1.583  -7.109 1.138  H27 6LO 60 
# 
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 
6LO CAD NAE SING N N 1  
6LO N3  C2  DOUB Y N 2  
6LO N3  C4  SING Y N 3  
6LO C2  N1  SING Y N 4  
6LO NAE C4  SING Y N 5  
6LO NAE CAF SING Y N 6  
6LO C4  C5  DOUB Y N 7  
6LO CAT CAS DOUB Y N 8  
6LO CAT CAU SING Y N 9  
6LO N1  C6  DOUB Y N 10 
6LO CAF CAG DOUB Y N 11 
6LO CAS CAR SING Y N 12 
6LO C5  C6  SING Y N 13 
6LO C5  CAG SING Y N 14 
6LO C6  NAX SING N N 15 
6LO CAU CAP DOUB Y N 16 
6LO CAG CAH SING N N 17 
6LO CAM CAH DOUB Y N 18 
6LO CAM CAL SING Y N 19 
6LO OAN CAL SING N N 20 
6LO OAN CAO SING N N 21 
6LO CAR CAQ DOUB Y N 22 
6LO CAP CAQ SING Y N 23 
6LO CAP CAO SING N N 24 
6LO CAH CAI SING Y N 25 
6LO CAL CAK DOUB Y N 26 
6LO CAI CAJ DOUB Y N 27 
6LO CAK CAJ SING Y N 28 
6LO CAF H4  SING N N 29 
6LO C2  H5  SING N N 30 
6LO NAX H6  SING N N 31 
6LO NAX H7  SING N N 32 
6LO CAM H8  SING N N 33 
6LO CAI H9  SING N N 34 
6LO CAJ H10 SING N N 35 
6LO CAK H11 SING N N 36 
6LO CAO H12 SING N N 37 
6LO CAO H13 SING N N 38 
6LO CAQ H14 SING N N 39 
6LO CAR H15 SING N N 40 
6LO CAS H16 SING N N 41 
6LO CAT H17 SING N N 42 
6LO CAU H18 SING N N 43 
6LO CAD C1  SING N N 44 
6LO C1  C3  SING N N 45 
6LO C3  C7  SING N N 46 
6LO C7  CAD SING N N 47 
6LO C3  C8  SING N N 48 
6LO C8  N2  SING N N 49 
6LO N2  C10 SING N N 50 
6LO C10 O1  DOUB N N 51 
6LO C10 C12 SING N N 52 
6LO CAD H1  SING N N 53 
6LO C1  H2  SING N N 54 
6LO C1  H3  SING N N 55 
6LO C3  H19 SING N N 56 
6LO C7  H20 SING N N 57 
6LO C7  H21 SING N N 58 
6LO C8  H22 SING N N 59 
6LO C8  H23 SING N N 60 
6LO N2  H24 SING N N 61 
6LO C12 H25 SING N N 62 
6LO C12 H26 SING N N 63 
6LO C12 H27 SING N N 64 
# 
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 
6LO SMILES           ACDLabs              12.01 "c12c(c(N)ncn1)c(cn2C3CC(C3)CNC(=O)C)c4cccc(c4)OCc5ccccc5"                                                                                                                                    
6LO InChI            InChI                1.03  "InChI=1S/C26H27N5O2/c1-17(32)28-13-19-10-21(11-19)31-14-23(24-25(27)29-16-30-26(24)31)20-8-5-9-22(12-20)33-15-18-6-3-2-4-7-18/h2-9,12,14,16,19,21H,10-11,13,15H2,1H3,(H,28,32)(H2,27,29,30)" 
6LO InChIKey         InChI                1.03  BUCAFRXFNHCHRU-UHFFFAOYSA-N                                                                                                                                                                   
6LO SMILES_CANONICAL CACTVS               3.385 "CC(=O)NCC1CC(C1)n2cc(c3cccc(OCc4ccccc4)c3)c5c(N)ncnc25"                                                                                                                                      
6LO SMILES           CACTVS               3.385 "CC(=O)NCC1CC(C1)n2cc(c3cccc(OCc4ccccc4)c3)c5c(N)ncnc25"                                                                                                                                      
6LO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(=O)NCC1CC(C1)n2cc(c3c2ncnc3N)c4cccc(c4)OCc5ccccc5"                                                                                                                                        
6LO SMILES           "OpenEye OEToolkits" 2.0.4 "CC(=O)NCC1CC(C1)n2cc(c3c2ncnc3N)c4cccc(c4)OCc5ccccc5"                                                                                                                                        
# 
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 
6LO "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(3-{4-amino-5-[3-(benzyloxy)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclobutyl)methyl]acetamide"    
6LO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[[3-[4-azanyl-5-(3-phenylmethoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclobutyl]methyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6LO "Create component" 2016-05-02 RCSB 
6LO "Initial release"  2016-05-25 RCSB 
# 
