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197855-65-5 | Carbamic acid, N-[(1S)-2-[(3-fluoro-1-methyl-2-oxopropyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester
CAS No: 197855-65-5 Catalog No: AG002B3P MDL No:MFCD02684535
Product Description
Catalog Number:
AG002B3P
Chemical Name:
Carbamic acid, N-[(1S)-2-[(3-fluoro-1-methyl-2-oxopropyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester
CAS Number:
197855-65-5
Molecular Formula:
C21H23FN2O4
Molecular Weight:
386.4167
MDL Number:
MFCD02684535
IUPAC Name:
benzyl N-[(2S)-1-[(4-fluoro-3-oxobutan-2-yl)amino]-1-oxo-3-phenylpropan-2-yl]carbamate
InChI:
InChI=1S/C21H23FN2O4/c1-15(19(25)13-22)23-20(26)18(12-16-8-4-2-5-9-16)24-21(27)28-14-17-10-6-3-7-11-17/h2-11,15,18H,12-14H2,1H3,(H,23,26)(H,24,27)/t15?,18-/m0/s1
InChI Key:
ASXVEBPEZMSPHB-PKHIMPSTSA-N
SMILES:
FCC(=O)C(NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C
Properties
Complexity:
517
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
386.164g/mol
Formal Charge:
0
Heavy Atom Count:
28
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
386.423g/mol
Monoisotopic Mass:
386.164g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
84.5A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3
Literature
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|---|---|
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| Z-FA-FMK as a novel potent inhibitor of reovirus pathogenesis and oncolysis in vivo. | Antiviral therapy 20100101 |
| Activation of a caspase-3-independent mode of cell death associated with lysosomal destabilization in cultured human retinal pigment epithelial cells (ARPE-19) exposed to 7beta-hydroxycholesterol. | Current eye research 20080901 |
| Effects of Z-FA.FMK on D-galactosamine/tumor necrosis factor-alpha-induced kidney injury and oxidative stress in mice : effects of Z-FA.FMK on TNF-alpha-mediated kidney injury. | Molecular and cellular biochemistry 20080201 |
| The effect of Z-FA.FMK on D-galactosamine/TNF-alpha-induced liver injury in mice. | Cell biochemistry and function 20070101 |
| The cathepsin B inhibitor, z-FA-FMK, inhibits human T cell proliferation in vitro and modulates host response to pneumococcal infection in vivo. | Journal of immunology (Baltimore, Md. : 1950) 20060915 |
| Lysosomal enzyme cathepsin B is involved in kainic acid-induced excitotoxicity in rat striatum. | Brain research 20060203 |
| Role of lysosomal cathepsins in naphthazarin- and Fas-induced apoptosis in oral squamous cell carcinoma cells. | Acta oto-laryngologica 20060101 |
| Incorporation of branched-chain fatty acid into cellular lipids and caspase-independent apoptosis in human breast cancer cell line, SKBR-3. | Lipids in health and disease 20050101 |
| Inhibitors of cysteine cathepsin and calpain do not prevent ultraviolet-B-induced apoptosis in human keratinocytes and HeLa cells. | Archives of dermatological research 20040701 |
| Caspase activity is essential for long-term potentiation. | Journal of neuroscience research 20030915 |
| Z-FA-fmk inhibits effector caspases but not initiator caspases 8 and 10, and demonstrates that novel anticancer retinoid-related molecules induce apoptosis via the intrinsic pathway. | Molecular cancer therapeutics 20030301 |
| A novel nonpeptidic caspase-3/7 inhibitor, (S)-(+)-5-[1-(2-methoxymethylpyrrolidinyl)sulfonyl]isatin reduces myocardial ischemic injury. | European journal of pharmacology 20021205 |
| The hepatitis C virus core protein interacts with NS5A and activates its caspase-mediated proteolytic cleavage. | Virology 20011125 |
| Cuticular collagen synthesis by Ascaris suum during development from the third to fourth larval stage: identification of a potential chemotherapeutic agent with a novel mechanism of action. | The Journal of parasitology 20011001 |
| The cathepsin B inhibitor z-FA.fmk inhibits cytokine production in macrophages stimulated by lipopolysaccharide. | The Journal of biological chemistry 20010615 |
| Comparative histochemical, biochemical and immunocytochemical studies of cathepsin B in human gingiva. | Journal of periodontal research 19940501 |
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