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190648-49-8 | 1-Piperidinebutanamide, β-(cyclopentylmethyl)-N-hydroxy-γ-oxo-α-[(3,4,4-trimethyl-2,5-dioxo-1-imidazolidinyl)methyl]-, (αR,βR)-
CAS No: 190648-49-8 Catalog No: AG002EPT MDL No:
Product Description
Catalog Number:
AG002EPT
Chemical Name:
1-Piperidinebutanamide, β-(cyclopentylmethyl)-N-hydroxy-γ-oxo-α-[(3,4,4-trimethyl-2,5-dioxo-1-imidazolidinyl)methyl]-, (αR,βR)-
CAS Number:
190648-49-8
Molecular Formula:
C22H36N4O5
Molecular Weight:
436.5450
IUPAC Name:
(2R,3R)-3-(cyclopentylmethyl)-N-hydroxy-4-oxo-4-piperidin-1-yl-2-[(3,4,4-trimethyl-2,5-dioxoimidazolidin-1-yl)methyl]butanamide
InChI:
InChI=1S/C22H36N4O5/c1-22(2)20(29)26(21(30)24(22)3)14-17(18(27)23-31)16(13-15-9-5-6-10-15)19(28)25-11-7-4-8-12-25/h15-17,31H,4-14H2,1-3H3,(H,23,27)/t16-,17+/m1/s1
InChI Key:
GFUITADOEPNRML-SJORKVTESA-N
SMILES:
ONC(=O)[C@H]([C@H](C(=O)N1CCCCC1)CC1CCCC1)CN1C(=O)N(C(C1=O)(C)C)C
UNII:
02HQ4TYQ60
Properties
Complexity:
713
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
2
Defined Bond Stereocenter Count:
0
Exact Mass:
436.269g/mol
Formal Charge:
0
Heavy Atom Count:
31
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
436.553g/mol
Monoisotopic Mass:
436.269g/mol
Rotatable Bond Count:
7
Topological Polar Surface Area:
110A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.6
Literature
| Title | Journal |
|---|---|
| Discovery of potent, selective, and orally active carboxylic acid based inhibitors of matrix metalloproteinase-13. | Journal of medicinal chemistry 20090611 |
| A cassette-dosing approach for improvement of oral bioavailability of dual TACE/MMP inhibitors. | Bioorganic & medicinal chemistry letters 20060515 |
| Stereospecific synthesis of 5-substituted 2-bisarylthiocyclopentane carboxylic acids as specific matrix metalloproteinase inhibitors. | Journal of medicinal chemistry 20030828 |
| Rapid screening and characterization of drug metabolites using a new quadrupole-linear ion trap mass spectrometer. | Journal of mass spectrometry : JMS 20030201 |
| The new synthetic matrix metalloproteinase inhibitor (Roche 28-2653) reduces tumor growth and prolongs survival in a prostate cancer standard rat model. | Oncogene 20020327 |
| Matrix metalloproteinase inhibitors in rheumatic diseases. | Annals of the rheumatic diseases 20011101 |
| Tolerability and pharmacokinetics of the collagenase-selective inhibitor Trocade in patients with rheumatoid arthritis. | Rheumatology (Oxford, England) 20010501 |
| Protease inhibitors: current status and future prospects. | Journal of medicinal chemistry 20000210 |
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