Marvin 07251311482D 49 51 0 0 1 0 999 V2000 16.9931 -18.3176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9931 -17.4926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.7075 -18.7301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.2786 -18.7301 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 16.2774 -19.5600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9913 -19.9735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9901 -20.7985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.7063 -19.5621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.7040 -21.2121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4202 -19.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4191 -20.8006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5617 -18.3276 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 14.8461 -18.7450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8461 -19.5700 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.1307 -18.3341 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.4171 -18.7482 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 14.1289 -17.5091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8424 -17.0950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8405 -16.2700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5577 -17.5059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7027 -18.3357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7027 -17.5107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9882 -18.7483 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.9870 -19.5782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7009 -19.9917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6997 -20.8167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4160 -19.5803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4136 -21.2303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1298 -19.9938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1287 -20.8188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2713 -18.3457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5557 -18.7631 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5557 -19.5881 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8403 -18.3523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.1267 -18.7662 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.8384 -17.5273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5521 -17.1050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9811 -17.1050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9811 -16.2800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2665 -17.5175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2665 -15.8675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5521 -16.2800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1307 -19.5899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4182 -20.0059 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4151 -20.8323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6990 -21.2421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1279 -21.2476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4151 -21.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8472 -19.9990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 4 5 1 6 0 0 0 7 6 1 0 0 0 0 8 6 2 0 0 0 0 9 7 2 0 0 0 0 10 8 1 0 0 0 0 11 9 1 0 0 0 0 11 10 2 0 0 0 0 5 6 1 0 0 0 0 4 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 1 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 21 22 2 0 0 0 0 21 16 1 0 0 0 0 21 23 1 0 0 0 0 23 24 1 6 0 0 0 26 25 1 0 0 0 0 27 25 2 0 0 0 0 28 26 2 0 0 0 0 29 27 1 0 0 0 0 30 28 1 0 0 0 0 30 29 2 0 0 0 0 24 25 1 0 0 0 0 23 31 1 0 0 0 0 31 32 1 0 0 0 0 32 33 1 1 0 0 0 32 34 1 0 0 0 0 34 35 1 0 0 0 0 34 36 1 1 0 0 0 36 37 1 0 0 0 0 39 38 1 0 0 0 0 40 38 2 0 0 0 0 41 39 2 0 0 0 0 37 40 1 0 0 0 0 42 41 1 0 0 0 0 42 37 2 0 0 0 0 35 43 1 0 0 0 0 43 44 1 0 0 0 0 44 45 1 0 0 0 0 45 46 1 0 0 0 0 45 47 1 0 0 0 0 45 48 1 0 0 0 0 43 49 2 0 0 0 0 M END > CHEBI:74921 > L-685,458 > A peptide and carboxamide that is L-leucyl-L-phenylalaninamide, L-Leu-L-Phe-NH2, which has been acylated on the N-terminus by a Phe-Phe hydroxyethylene dipeptide isotere, 2R-benzyl-5S-tert-butoxycarbonylamino-4R-hydroxy-6-phenylhexanoic acid. Compounds based on the structure of L-685,458 are potent inhibitors of γ-secretase, which mediates the final catalytic step that generates the amyloid β-peptide (Aβ), which assembles into the neurotoxic aggregates in the brains of sufferers of Alzheimer's disease. > 3 > {1(S)-benzyl-4(R)-[1-(1(S)-carbamoyl-2-phenylethylcarbamoyl)-1(S)-3-methyl-butylcarbamoyl]-2(R)-hydroxy-5-phenylpentyl}carbamic acid tert-butyl ester; {(1S)-benzyl-(4R)-[1-((1S)-carbamoyl-2-phenyl-ethylcarbamoyl)-(1S)-3-methyl-butyl-carbamoyl]-(2R)-hydroxy-5-phenyl-pentyl} carbamic acid tert-butyl ester; L-685458; (5S)-[tert-butoxycarbonylamino-6-phenyl-(4R)-hydroxy-(2R)-benzylhexanoyl]-L-Leu-L-Phe-NH2; (1S,2R,4R)-{1-benzyl-4-[1-(1S)-carbamoyl-(2-phenylethylcarbamoyl)-(1S)-3-methylbutylcarbamoyl]-2-hydroxy-5-phenylpentyl}carbamic acid tert-butyl ester > N-{(2R,4R,5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanoyl}-L-leucyl-L-phenylalaninamide > C39H52N4O6 > 672.85340 > 672.38869 > 0 > CC(C)C[C@H](NC(=O)[C@@H](C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(N)=O > InChI=1S/C39H52N4O6/c1-26(2)21-33(37(47)41-32(35(40)45)24-29-19-13-8-14-20-29)42-36(46)30(22-27-15-9-6-10-16-27)25-34(44)31(23-28-17-11-7-12-18-28)43-38(48)49-39(3,4)5/h6-20,26,30-34,44H,21-25H2,1-5H3,(H2,40,45)(H,41,47)(H,42,46)(H,43,48)/t30-,31+,32+,33+,34-/m1/s1 > MURCDOXDAHPNRQ-ZJKZPDEISA-N > 8816919 > 10801983; 10864326; 10913280 $$$$