data_AW3 # _chem_comp.id AW3 _chem_comp.name "5-bromo-7-{5-[(3-{[(4-tert-butylphenyl)carbamoyl]amino}propyl)amino]-5-deoxy-beta-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H34 Br N7 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 2012-05-11 _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 576.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AW3 _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 ? _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 AW3 N1 N1 N 0 1 Y N N 15.304 64.815 -10.817 -8.919 0.746 1.564 N1 AW3 1 AW3 C2 C2 C 0 1 Y N N 16.571 65.384 -10.656 -8.564 -0.505 1.794 C2 AW3 2 AW3 N3 N3 N 0 1 Y N N 17.627 64.551 -10.253 -7.403 -0.995 1.415 N3 AW3 3 AW3 C4 C4 C 0 1 Y N N 17.402 63.246 -10.032 -6.520 -0.234 0.771 C4 AW3 4 AW3 C5 C5 C 0 1 Y N N 16.178 62.735 -10.195 -6.856 1.106 0.504 C5 AW3 5 AW3 C6 C6 C 0 1 Y N N 15.154 63.501 -10.578 -8.106 1.584 0.927 C6 AW3 6 AW3 BRH BRH BR 0 0 N N N 14.820 60.235 -9.976 -5.553 3.457 -0.832 BRH AW3 7 AW3 CAA CAA C 0 1 N N N 22.940 66.765 3.761 12.856 0.801 0.796 CAA AW3 8 AW3 CAB CAB C 0 1 N N N 20.472 66.310 3.606 11.930 2.710 -0.524 CAB AW3 9 AW3 CAC CAC C 0 1 N N N 21.946 64.855 5.013 12.219 0.472 -1.597 CAC AW3 10 AW3 NAD NAD N 0 1 N N N 13.980 62.899 -10.715 -8.482 2.894 0.689 NAD AW3 11 AW3 OAE OAE O 0 1 N N N 23.896 64.186 -1.492 6.051 -0.772 -0.781 OAE AW3 12 AW3 OAF OAF O 0 1 N N N 22.807 62.879 -10.038 -3.754 -4.750 -1.082 OAF AW3 13 AW3 OAG OAG O 0 1 N N N 20.754 62.426 -11.522 -5.920 -3.585 -0.425 OAG AW3 14 AW3 CAJ CAJ C 0 1 Y N N 23.572 64.018 0.907 8.118 0.726 -0.322 CAJ AW3 15 AW3 CAK CAK C 0 1 Y N N 21.300 63.239 1.018 8.986 -0.142 1.745 CAK AW3 16 AW3 CAL CAL C 0 1 Y N N 23.344 64.833 2.012 9.397 1.076 -0.708 CAL AW3 17 AW3 CAM CAM C 0 1 Y N N 21.071 64.055 2.120 10.264 0.201 1.349 CAM AW3 18 AW3 CAN CAN C 0 1 Y N N 17.512 61.129 -9.574 -4.796 0.706 -0.316 CAN AW3 19 AW3 CAO CAO C 0 1 N N N 23.919 62.834 -5.116 2.097 -1.503 0.410 CAO AW3 20 AW3 CAP CAP C 0 1 N N N 23.254 64.198 -5.426 1.075 -1.949 -0.637 CAP AW3 21 AW3 CAQ CAQ C 0 1 N N N 24.512 63.106 -3.750 3.458 -1.301 -0.260 CAQ AW3 22 AW3 CAR CAR C 0 1 N N N 21.748 64.554 -7.276 -1.241 -2.573 -0.971 CAR AW3 23 AW3 NAU NAU N 0 1 N N N 21.855 64.123 -5.871 -0.232 -2.144 0.006 NAU AW3 24 AW3 NAV NAV N 0 1 N N N 23.783 62.362 -2.738 4.437 -0.874 0.742 NAV AW3 25 AW3 NAW NAW N 0 1 N N N 22.776 62.443 -0.654 6.614 -0.242 1.301 NAW AW3 26 AW3 OAX OAX O 0 1 N N N 19.935 63.102 -8.123 -3.123 -1.489 0.146 OAX AW3 27 AW3 CAY CAY C 0 1 N N N 23.485 63.032 -1.625 5.713 -0.634 0.379 CAY AW3 28 AW3 CBA CBA C 0 1 Y N N 22.553 63.211 0.414 7.908 0.115 0.907 CBA AW3 29 AW3 CBB CBB C 0 1 Y N N 16.269 61.442 -9.914 -5.713 1.681 -0.202 CBB AW3 30 AW3 CBC CBC C 0 1 Y N N 22.093 64.852 2.620 10.469 0.814 0.126 CBC AW3 31 AW3 CBF CBF C 0 1 N N S 21.679 63.658 -9.622 -3.632 -3.336 -1.247 CBF AW3 32 AW3 CBG CBG C 0 1 N N R 20.419 63.228 -10.376 -4.946 -2.629 -0.849 CBG AW3 33 AW3 CBH CBH C 0 1 N N R 21.364 63.358 -8.161 -2.585 -2.765 -0.265 CBH AW3 34 AW3 CBI CBI C 0 1 N N R 19.674 62.385 -9.349 -4.538 -1.714 0.327 CBI AW3 35 AW3 NBJ NBJ N 0 1 Y N N 18.220 62.257 -9.652 -5.268 -0.445 0.262 NBJ AW3 36 AW3 CBK CBK C 0 1 N N N 21.871 65.671 3.725 11.863 1.198 -0.298 CBK AW3 37 AW3 H2 H2 H 0 1 N N N 16.733 66.436 -10.837 -9.254 -1.152 2.314 H2 AW3 38 AW3 HAA HAA H 0 1 N N N 23.935 66.304 3.846 12.603 1.318 1.722 HAA AW3 39 AW3 HAAA HAAA H 0 0 N N N 22.889 67.358 2.836 12.809 -0.276 0.957 HAAA AW3 40 AW3 HAAB HAAB H 0 0 N N N 22.765 67.420 4.627 13.865 1.079 0.489 HAAB AW3 41 AW3 HAB HAB H 0 1 N N N 19.708 65.519 3.581 11.677 3.227 0.402 HAB AW3 42 AW3 HABA HABA H 0 0 N N N 20.293 66.965 4.472 12.938 2.987 -0.830 HABA AW3 43 AW3 HABB HABB H 0 0 N N N 20.417 66.902 2.681 11.222 2.992 -1.303 HABB AW3 44 AW3 HAC HAC H 0 1 N N N 21.179 64.066 4.993 13.227 0.750 -1.904 HAC AW3 45 AW3 HACA HACA H 0 0 N N N 22.942 64.396 5.099 12.171 -0.605 -1.436 HACA AW3 46 AW3 HACB HACB H 0 0 N N N 21.771 65.515 5.876 11.511 0.755 -2.376 HACB AW3 47 AW3 HNAD HNAD H 0 0 N N N 13.295 63.566 -11.006 -9.349 3.211 0.987 HNAD AW3 48 AW3 HNAA HNAA H 0 0 N N N 14.054 62.176 -11.402 -7.879 3.494 0.223 HNAA AW3 49 AW3 HOAF HOAF H 0 0 N N N 23.579 63.159 -9.561 -4.398 -5.161 -1.674 HOAF AW3 50 AW3 HOAG HOAG H 0 0 N N N 19.958 62.171 -11.974 -6.168 -4.223 -1.108 HOAG AW3 51 AW3 HAJ HAJ H 0 1 N N N 24.542 64.013 0.432 7.282 0.930 -0.974 HAJ AW3 52 AW3 HAK HAK H 0 1 N N N 20.502 62.624 0.629 8.826 -0.621 2.700 HAK AW3 53 AW3 HAL HAL H 0 1 N N N 24.140 65.452 2.398 9.561 1.555 -1.662 HAL AW3 54 AW3 HAM HAM H 0 1 N N N 20.098 64.069 2.588 11.104 -0.010 1.994 HAM AW3 55 AW3 HAN HAN H 0 1 N N N 17.879 60.154 -9.290 -3.832 0.812 -0.792 HAN AW3 56 AW3 HAO HAO H 0 1 N N N 23.178 62.022 -5.080 1.771 -0.566 0.860 HAO AW3 57 AW3 HAOA HAOA H 0 0 N N N 24.698 62.587 -5.853 2.183 -2.267 1.183 HAOA AW3 58 AW3 HAP HAP H 0 1 N N N 23.289 64.809 -4.512 0.989 -1.186 -1.410 HAP AW3 59 AW3 HAPA HAPA H 0 0 N N N 23.838 64.689 -6.218 1.401 -2.887 -1.087 HAPA AW3 60 AW3 HAQ HAQ H 0 1 N N N 25.567 62.795 -3.742 3.784 -2.239 -0.710 HAQ AW3 61 AW3 HAQA HAQA H 0 0 N N N 24.445 64.182 -3.531 3.372 -0.537 -1.033 HAQA AW3 62 AW3 HAR HAR H 0 1 N N N 22.716 64.958 -7.608 -1.343 -1.814 -1.746 HAR AW3 63 AW3 HARA HARA H 0 0 N N N 20.976 65.333 -7.361 -0.931 -3.515 -1.424 HARA AW3 64 AW3 HNAU HNAU H 0 0 N N N 21.532 63.180 -5.788 -0.165 -2.800 0.769 HNAU AW3 65 AW3 HNAV HNAV H 0 0 N N N 23.521 61.406 -2.868 4.168 -0.764 1.668 HNAV AW3 66 AW3 HNAW HNAW H 0 0 N N N 22.441 61.503 -0.724 6.365 -0.206 2.238 HNAW AW3 67 AW3 HBF HBF H 0 1 N N N 21.856 64.735 -9.761 -3.362 -3.095 -2.276 HBF AW3 68 AW3 HBG HBG H 0 1 N N N 19.822 64.108 -10.656 -5.329 -2.038 -1.681 HBG AW3 69 AW3 HBH HBH H 0 1 N N N 21.925 62.469 -7.838 -2.472 -3.424 0.595 HBH AW3 70 AW3 HBI HBI H 0 1 N N N 20.130 61.385 -9.307 -4.725 -2.212 1.278 HBI AW3 71 # 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 AW3 N1 C2 DOUB Y N 1 AW3 N1 C6 SING Y N 2 AW3 C2 N3 SING Y N 3 AW3 C2 H2 SING N N 4 AW3 N3 C4 DOUB Y N 5 AW3 C5 C4 SING Y N 6 AW3 C4 NBJ SING Y N 7 AW3 C6 C5 DOUB Y N 8 AW3 C5 CBB SING Y N 9 AW3 NAD C6 SING N N 10 AW3 BRH CBB SING N N 11 AW3 CBK CAA SING N N 12 AW3 CAA HAA SING N N 13 AW3 CAA HAAA SING N N 14 AW3 CAA HAAB SING N N 15 AW3 CAB CBK SING N N 16 AW3 CAB HAB SING N N 17 AW3 CAB HABA SING N N 18 AW3 CAB HABB SING N N 19 AW3 CBK CAC SING N N 20 AW3 CAC HAC SING N N 21 AW3 CAC HACA SING N N 22 AW3 CAC HACB SING N N 23 AW3 NAD HNAD SING N N 24 AW3 NAD HNAA SING N N 25 AW3 CAY OAE DOUB N N 26 AW3 OAF CBF SING N N 27 AW3 OAF HOAF SING N N 28 AW3 OAG CBG SING N N 29 AW3 OAG HOAG SING N N 30 AW3 CBA CAJ DOUB Y N 31 AW3 CAJ CAL SING Y N 32 AW3 CAJ HAJ SING N N 33 AW3 CBA CAK SING Y N 34 AW3 CAK CAM DOUB Y N 35 AW3 CAK HAK SING N N 36 AW3 CAL CBC DOUB Y N 37 AW3 CAL HAL SING N N 38 AW3 CAM CBC SING Y N 39 AW3 CAM HAM SING N N 40 AW3 CBB CAN DOUB Y N 41 AW3 NBJ CAN SING Y N 42 AW3 CAN HAN SING N N 43 AW3 CAP CAO SING N N 44 AW3 CAO CAQ SING N N 45 AW3 CAO HAO SING N N 46 AW3 CAO HAOA SING N N 47 AW3 NAU CAP SING N N 48 AW3 CAP HAP SING N N 49 AW3 CAP HAPA SING N N 50 AW3 CAQ NAV SING N N 51 AW3 CAQ HAQ SING N N 52 AW3 CAQ HAQA SING N N 53 AW3 CBH CAR SING N N 54 AW3 CAR NAU SING N N 55 AW3 CAR HAR SING N N 56 AW3 CAR HARA SING N N 57 AW3 NAU HNAU SING N N 58 AW3 NAV CAY SING N N 59 AW3 NAV HNAV SING N N 60 AW3 CAY NAW SING N N 61 AW3 NAW CBA SING N N 62 AW3 NAW HNAW SING N N 63 AW3 CBI OAX SING N N 64 AW3 CBH OAX SING N N 65 AW3 CBC CBK SING N N 66 AW3 CBG CBF SING N N 67 AW3 CBF CBH SING N N 68 AW3 CBF HBF SING N N 69 AW3 CBG CBI SING N N 70 AW3 CBG HBG SING N N 71 AW3 CBH HBH SING N N 72 AW3 NBJ CBI SING N N 73 AW3 CBI HBI SING N N 74 # 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 AW3 SMILES ACDLabs 12.01 "Brc2c1c(ncnc1n(c2)C3OC(C(O)C3O)CNCCCNC(=O)Nc4ccc(cc4)C(C)(C)C)N" AW3 InChI InChI 1.03 "InChI=1S/C25H34BrN7O4/c1-25(2,3)14-5-7-15(8-6-14)32-24(36)29-10-4-9-28-11-17-19(34)20(35)23(37-17)33-12-16(26)18-21(27)30-13-31-22(18)33/h5-8,12-13,17,19-20,23,28,34-35H,4,9-11H2,1-3H3,(H2,27,30,31)(H2,29,32,36)/t17-,19-,20-,23-/m1/s1" AW3 InChIKey InChI 1.03 RFVBTQBCRYTKHX-ZDXOVATRSA-N AW3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1ccc(cc1)NC(=O)NCCCNC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cc(c4c3ncnc4N)Br)O)O" AW3 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1ccc(cc1)NC(=O)NCCCNCC2C(C(C(O2)n3cc(c4c3ncnc4N)Br)O)O" # 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 AW3 "SYSTEMATIC NAME" ACDLabs 12.01 "5-bromo-7-{5-[(3-{[(4-tert-butylphenyl)carbamoyl]amino}propyl)amino]-5-deoxy-beta-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidin-4-amine" AW3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[3-[[(2R,3S,4R,5R)-5-(4-azanyl-5-bromanyl-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylamino]propyl]-3-(4-tert-butylphenyl)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 AW3 "Create component" 2012-04-20 RCSB #