The store will not work correctly when cookies are disabled.
JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.
Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.
Benzoyl-KKR-H ID: ALA494301
PubChem CID: 24971353
Max Phase: Preclinical
Molecular Formula: C25H42N8O4
Molecular Weight: 518.66
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Synonyms: Benzoyl-KKR-H | Benzoyl-KKR-H|CHEMBL494301|BDBM24737|Capped tripeptide aldehyde inhibitor, 25|(2S)-6-amino-N-[(1S)-5-amino-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}pentyl]-2-(phenylformamido)hexanamide
Canonical SMILES: N=C(N)NCCC[C@@H](C=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)c1ccccc1
Standard InChI: InChI=1S/C25H42N8O4/c26-14-6-4-12-20(23(36)31-19(17-34)11-8-16-30-25(28)29)33-24(37)21(13-5-7-15-27)32-22(35)18-9-2-1-3-10-18/h1-3,9-10,17,19-21H,4-8,11-16,26-27H2,(H,31,36)(H,32,35)(H,33,37)(H4,28,29,30)/t19-,20-,21-/m0/s1
Standard InChI Key: BFRIAAVTFJTDNK-ACRUOGEOSA-N
Molfile:
RDKit 2D
37 37 0 0 0 0 0 0 0 0999 V2000
-2.6112 -0.6621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.3260 -0.2544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.0333 -0.6714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.0259 -1.4941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.3053 -1.8980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.6009 -1.4786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.1794 -0.6535 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-0.4636 -0.2368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.2565 -1.4785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.2565 -0.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.4636 0.5882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.2565 1.0048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.2565 1.8298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.9723 2.2465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6795 -0.6482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3953 0.5935 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.3953 -0.2315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6795 -1.4732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3953 -1.8899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3953 -2.7149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.1154 -3.1315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.2470 3.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8223 -0.2296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5382 -1.4713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.5382 -0.6463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8223 0.5954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5382 1.0120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5382 1.8370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8954 -0.2435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8983 0.5815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.9663 3.0750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.9664 -0.2332 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.1093 -3.9530 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.2527 2.2495 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.5339 3.4928 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.9698 3.4928 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.1093 -0.6447 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
7 8 1 0
8 10 1 0
10 9 2 0
8 11 1 1
11 12 1 0
12 13 1 0
13 14 1 0
15 17 1 0
17 16 2 0
15 18 1 6
18 19 1 0
19 20 1 0
20 21 1 0
23 25 1 0
25 24 2 0
23 26 1 1
26 27 1 0
27 28 1 0
3 4 2 0
7 29 1 0
29 30 2 0
29 1 1 0
4 5 1 0
2 3 1 0
5 6 2 0
6 1 1 0
1 2 2 0
34 22 1 0
28 34 1 0
32 15 1 0
10 32 1 0
22 35 1 0
14 31 1 0
22 36 2 0
21 33 1 0
37 23 1 0
17 37 1 0
M END Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Calculated Properties Molecular Weight: 518.66Molecular Weight (Monoisotopic): 518.3329AlogP: -0.53#Rotatable Bonds: 19Polar Surface Area: 218.31Molecular Species: BASEHBA: 7HBD: 8#RO5 Violations: 2HBA (Lipinski): 12HBD (Lipinski): 11#RO5 Violations (Lipinski): 3CX Acidic pKa: 12.33CX Basic pKa: 11.89CX LogP: -1.71CX LogD: -8.80Aromatic Rings: 1Heavy Atoms: 37QED Weighted: 0.05Np Likeness Score: 0.35
References 1. Stoermer MJ, Chappell KJ, Liebscher S, Jensen CM, Gan CH, Gupta PK, Xu WJ, Young PR, Fairlie DP.. (2008) Potent cationic inhibitors of West Nile virus NS2B/NS3 protease with serum stability, cell permeability and antiviral activity., 51 (18): [PMID:18729351 ] [10.1021/jm800503y ]