data_AW0 # _chem_comp.id AW0 _chem_comp.name "5'-deoxy-5'-[(3-{[(4-methylphenyl)carbamoyl]amino}propyl)(propan-2-yl)amino]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H34 N8 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-20 _chem_comp.pdbx_modified_date 2012-04-27 _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 498.578 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AW0 _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 4EQZ _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 AW0 N1 N1 N 0 1 Y N N 15.166 59.709 -9.939 -8.942 1.495 1.071 N1 AW0 1 AW0 C2 C2 C 0 1 Y N N 16.383 59.077 -9.668 -8.418 0.480 1.733 C2 AW0 2 AW0 N3 N3 N 0 1 Y N N 17.530 59.860 -9.589 -7.224 -0.002 1.457 N3 AW0 3 AW0 C4 C4 C 0 1 Y N N 17.453 61.188 -9.720 -6.489 0.525 0.483 C4 AW0 4 AW0 C5 C5 C 0 1 Y N N 16.270 61.773 -9.975 -7.003 1.607 -0.251 C5 AW0 5 AW0 C6 C6 C 0 1 Y N N 15.162 61.031 -10.094 -8.281 2.086 0.081 C6 AW0 6 AW0 N6 N6 N 0 1 N N N 14.030 61.665 -10.349 -8.839 3.149 -0.607 N6 AW0 7 AW0 N7 N7 N 0 1 Y N N 16.482 63.087 -10.058 -6.066 1.947 -1.169 N7 AW0 8 AW0 C8 C8 C 0 1 Y N N 17.787 63.313 -9.891 -5.036 1.161 -1.048 C8 AW0 9 AW0 N9 N9 N 0 1 Y N N 18.395 62.131 -9.653 -5.248 0.266 -0.041 N9 AW0 10 AW0 CAA CAA C 0 1 N N N 20.507 65.733 3.457 12.433 0.361 -0.214 CAA AW0 11 AW0 CAB CAB C 0 1 N N N 21.437 65.866 -5.476 -0.101 1.582 0.601 CAB AW0 12 AW0 CAC CAC C 0 1 N N N 19.457 64.460 -5.979 0.114 1.207 -1.859 CAC AW0 13 AW0 OAE OAE O 0 1 N N N 23.762 63.471 -1.620 6.387 -0.687 -0.696 OAE AW0 14 AW0 OAF OAF O 0 1 N N N 22.922 61.400 -9.960 -3.154 -4.003 0.133 OAF AW0 15 AW0 OAG OAG O 0 1 N N N 20.885 61.860 -11.520 -5.431 -2.950 0.570 OAG AW0 16 AW0 CAI CAI C 0 1 Y N N 20.072 63.904 1.852 10.039 0.425 -0.939 CAI AW0 17 AW0 CAJ CAJ C 0 1 Y N N 22.281 64.791 2.058 10.535 0.601 1.399 CAJ AW0 18 AW0 CAK CAK C 0 1 Y N N 20.546 63.050 0.870 8.689 0.515 -0.664 CAK AW0 19 AW0 CAL CAL C 0 1 Y N N 22.752 63.932 1.062 9.186 0.686 1.682 CAL AW0 20 AW0 CAN CAN C 0 1 N N N 23.537 61.943 -4.823 2.290 -0.142 0.010 CAN AW0 21 AW0 CAO CAO C 0 1 N N N 24.312 61.670 -3.543 3.709 -0.503 -0.433 CAO AW0 22 AW0 CAP CAP C 0 1 N N N 22.825 63.300 -4.759 1.278 -0.905 -0.848 CAP AW0 23 AW0 CAQ CAQ C 0 1 N N N 21.964 63.621 -7.143 -1.022 -1.659 -0.882 CAQ AW0 24 AW0 NAU NAU N 0 1 N N N 23.382 61.443 -2.425 4.678 0.228 0.389 NAU AW0 25 AW0 NAV NAV N 0 1 N N N 22.242 62.150 -0.505 6.890 0.738 0.933 NAV AW0 26 AW0 OAW OAW O 0 1 N N N 20.240 62.296 -8.087 -2.976 -0.469 -0.024 OAW AW0 27 AW0 CAX CAX C 0 1 N N N 23.127 62.422 -1.524 5.999 0.065 0.177 CAX AW0 28 AW0 CAY CAY C 0 1 Y N N 20.946 64.801 2.465 10.961 0.465 0.090 CAY AW0 29 AW0 CBA CBA C 0 1 Y N N 21.888 63.030 0.456 8.257 0.646 0.650 CBA AW0 30 AW0 CBD CBD C 0 1 N N N 20.781 64.472 -5.272 -0.522 0.689 -0.568 CBD AW0 31 AW0 CBE CBE C 0 1 N N S 22.121 62.578 -9.542 -3.272 -2.758 -0.559 CBE AW0 32 AW0 CBF CBF C 0 1 N N R 20.803 62.599 -10.302 -4.654 -2.119 -0.294 CBF AW0 33 AW0 CBG CBG C 0 1 N N R 21.704 62.402 -8.061 -2.268 -1.728 0.004 CBG AW0 34 AW0 CBH CBH C 0 1 N N R 19.853 61.849 -9.383 -4.321 -0.779 0.399 CBH AW0 35 AW0 NBI NBI N 0 1 N N N 21.657 63.344 -5.714 -0.075 -0.687 -0.319 NBI AW0 36 AW0 H2 H2 H 0 1 N N N 16.432 58.008 -9.524 -8.989 0.029 2.531 H2 AW0 37 AW0 HN6 HN6 H 0 1 N N N 13.280 61.005 -10.392 -9.723 3.471 -0.369 HN6 AW0 38 AW0 HN6A HN6A H 0 0 N N N 13.849 62.329 -9.623 -8.347 3.573 -1.328 HN6A AW0 39 AW0 H8 H8 H 0 1 N N N 18.273 64.276 -9.938 -4.144 1.211 -1.655 H8 AW0 40 AW0 HAA HAA H 0 1 N N N 20.603 65.280 4.455 12.842 1.358 -0.375 HAA AW0 41 AW0 HAAA HAAA H 0 0 N N N 21.125 66.641 3.406 12.945 -0.110 0.626 HAAA AW0 42 AW0 HAAB HAAB H 0 0 N N N 19.455 65.995 3.274 12.577 -0.241 -1.111 HAAB AW0 43 AW0 HAB HAB H 0 1 N N N 22.410 65.892 -4.964 -0.351 2.619 0.375 HAB AW0 44 AW0 HABA HABA H 0 0 N N N 21.584 66.048 -6.551 -0.627 1.270 1.504 HABA AW0 45 AW0 HABB HABB H 0 0 N N N 20.781 66.644 -5.058 0.974 1.493 0.758 HABB AW0 46 AW0 HAC HAC H 0 1 N N N 18.978 63.479 -5.845 1.199 1.190 -1.762 HAC AW0 47 AW0 HACA HACA H 0 0 N N N 18.810 65.244 -5.559 -0.186 0.571 -2.692 HACA AW0 48 AW0 HACB HACB H 0 0 N N N 19.612 64.648 -7.052 -0.219 2.229 -2.044 HACB AW0 49 AW0 HOAF HOAF H 0 0 N N N 23.744 61.390 -9.484 -3.762 -4.686 -0.181 HOAF AW0 50 AW0 HOAG HOAG H 0 0 N N N 20.048 61.893 -11.968 -5.618 -3.828 0.209 HOAG AW0 51 AW0 HAI HAI H 0 1 N N N 19.032 63.875 2.141 10.375 0.319 -1.960 HAI AW0 52 AW0 HAJ HAJ H 0 1 N N N 22.974 65.471 2.530 11.257 0.632 2.201 HAJ AW0 53 AW0 HAK HAK H 0 1 N N N 19.852 62.368 0.401 7.969 0.484 -1.469 HAK AW0 54 AW0 HAL HAL H 0 1 N N N 23.789 63.970 0.763 8.853 0.791 2.704 HAL AW0 55 AW0 HAN HAN H 0 1 N N N 22.788 61.150 -4.965 2.156 -0.413 1.057 HAN AW0 56 AW0 HANA HANA H 0 0 N N N 24.236 61.944 -5.673 2.133 0.930 -0.110 HANA AW0 57 AW0 HAO HAO H 0 1 N N N 24.939 60.777 -3.681 3.866 -1.575 -0.312 HAO AW0 58 AW0 HAOA HAOA H 0 0 N N N 24.952 62.535 -3.314 3.843 -0.232 -1.480 HAOA AW0 59 AW0 HAP HAP H 0 1 N N N 22.459 63.466 -3.735 1.329 -0.545 -1.875 HAP AW0 60 AW0 HAPA HAPA H 0 0 N N N 23.538 64.093 -5.027 1.511 -1.969 -0.824 HAPA AW0 61 AW0 HAQ HAQ H 0 1 N N N 23.024 63.904 -7.226 -0.552 -2.641 -0.925 HAQ AW0 62 AW0 HAQA HAQA H 0 0 N N N 21.334 64.457 -7.482 -1.308 -1.348 -1.887 HAQA AW0 63 AW0 HNAU HNAU H 0 0 N N N 22.933 60.555 -2.329 4.368 0.828 1.085 HNAU AW0 64 AW0 HNAV HNAV H 0 0 N N N 21.833 61.238 -0.474 6.583 1.285 1.673 HNAV AW0 65 AW0 HBD HBD H 0 1 N N N 20.591 64.354 -4.195 -1.608 0.706 -0.665 HBD AW0 66 AW0 HBE HBE H 0 1 N N N 22.675 63.518 -9.682 -3.114 -2.900 -1.629 HBE AW0 67 AW0 HBF HBF H 0 1 N N N 20.460 63.632 -10.462 -5.181 -1.946 -1.232 HBF AW0 68 AW0 HBG HBG H 0 1 N N N 22.167 61.498 -7.638 -1.994 -1.986 1.027 HBG AW0 69 AW0 HBH HBH H 0 1 N N N 20.036 60.769 -9.484 -4.364 -0.891 1.482 HBH AW0 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 AW0 C6 N1 DOUB Y N 1 AW0 N1 C2 SING Y N 2 AW0 C2 N3 DOUB Y N 3 AW0 C2 H2 SING N N 4 AW0 C4 N3 SING Y N 5 AW0 C5 C4 DOUB Y N 6 AW0 C4 N9 SING Y N 7 AW0 C6 C5 SING Y N 8 AW0 N7 C5 SING Y N 9 AW0 N6 C6 SING N N 10 AW0 N6 HN6 SING N N 11 AW0 N6 HN6A SING N N 12 AW0 N7 C8 DOUB Y N 13 AW0 C8 N9 SING Y N 14 AW0 C8 H8 SING N N 15 AW0 N9 CBH SING N N 16 AW0 CAY CAA SING N N 17 AW0 CAA HAA SING N N 18 AW0 CAA HAAA SING N N 19 AW0 CAA HAAB SING N N 20 AW0 CAB CBD SING N N 21 AW0 CAB HAB SING N N 22 AW0 CAB HABA SING N N 23 AW0 CAB HABB SING N N 24 AW0 CAC CBD SING N N 25 AW0 CAC HAC SING N N 26 AW0 CAC HACA SING N N 27 AW0 CAC HACB SING N N 28 AW0 OAE CAX DOUB N N 29 AW0 OAF CBE SING N N 30 AW0 OAF HOAF SING N N 31 AW0 OAG CBF SING N N 32 AW0 OAG HOAG SING N N 33 AW0 CAK CAI DOUB Y N 34 AW0 CAI CAY SING Y N 35 AW0 CAI HAI SING N N 36 AW0 CAL CAJ SING Y N 37 AW0 CAJ CAY DOUB Y N 38 AW0 CAJ HAJ SING N N 39 AW0 CBA CAK SING Y N 40 AW0 CAK HAK SING N N 41 AW0 CBA CAL DOUB Y N 42 AW0 CAL HAL SING N N 43 AW0 CAN CAP SING N N 44 AW0 CAN CAO SING N N 45 AW0 CAN HAN SING N N 46 AW0 CAN HANA SING N N 47 AW0 CAO NAU SING N N 48 AW0 CAO HAO SING N N 49 AW0 CAO HAOA SING N N 50 AW0 NBI CAP SING N N 51 AW0 CAP HAP SING N N 52 AW0 CAP HAPA SING N N 53 AW0 CBG CAQ SING N N 54 AW0 CAQ NBI SING N N 55 AW0 CAQ HAQ SING N N 56 AW0 CAQ HAQA SING N N 57 AW0 NAU CAX SING N N 58 AW0 NAU HNAU SING N N 59 AW0 CAX NAV SING N N 60 AW0 NAV CBA SING N N 61 AW0 NAV HNAV SING N N 62 AW0 CBH OAW SING N N 63 AW0 OAW CBG SING N N 64 AW0 NBI CBD SING N N 65 AW0 CBD HBD SING N N 66 AW0 CBF CBE SING N N 67 AW0 CBE CBG SING N N 68 AW0 CBE HBE SING N N 69 AW0 CBF CBH SING N N 70 AW0 CBF HBF SING N N 71 AW0 CBG HBG SING N N 72 AW0 CBH HBH SING N N 73 # 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 AW0 SMILES ACDLabs 12.01 "O=C(Nc1ccc(cc1)C)NCCCN(C(C)C)CC4OC(n3cnc2c(ncnc23)N)C(O)C4O" AW0 InChI InChI 1.03 "InChI=1S/C24H34N8O4/c1-14(2)31(10-4-9-26-24(35)30-16-7-5-15(3)6-8-16)11-17-19(33)20(34)23(36-17)32-13-29-18-21(25)27-12-28-22(18)32/h5-8,12-14,17,19-20,23,33-34H,4,9-11H2,1-3H3,(H2,25,27,28)(H2,26,30,35)/t17-,19-,20-,23-/m1/s1" AW0 InChIKey InChI 1.03 KQTSVJQPAVOUSL-ZDXOVATRSA-N AW0 SMILES_CANONICAL CACTVS 3.370 "CC(C)N(CCCNC(=O)Nc1ccc(C)cc1)C[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34" AW0 SMILES CACTVS 3.370 "CC(C)N(CCCNC(=O)Nc1ccc(C)cc1)C[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34" AW0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)NC(=O)NCCC[N@](C[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)C(C)C" AW0 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)NC(=O)NCCCN(CC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)C(C)C" # 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 AW0 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-deoxy-5'-[(3-{[(4-methylphenyl)carbamoyl]amino}propyl)(propan-2-yl)amino]adenosine" AW0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[3-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl-propan-2-yl-amino]propyl]-3-(4-methylphenyl)urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AW0 "Create component" 2012-04-20 RCSB #