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124168-73-6 | D-Alaninamide, N-(4-aminobenzoyl)glycyl-L-prolyl-D-leucyl-N-hydroxy-
CAS No: 124168-73-6 Catalog No: AG000LMH MDL No:
Product Description
Catalog Number:
AG000LMH
Chemical Name:
D-Alaninamide, N-(4-aminobenzoyl)glycyl-L-prolyl-D-leucyl-N-hydroxy-
CAS Number:
124168-73-6
Molecular Formula:
C23H34N6O6
Molecular Weight:
490.5527
IUPAC Name:
(2S)-1-[2-[(4-aminobenzoyl)amino]acetyl]-N-[(2R)-1-[[(2R)-1-(hydroxyamino)-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
InChI:
InChI=1S/C23H34N6O6/c1-13(2)11-17(22(33)26-14(3)20(31)28-35)27-23(34)18-5-4-10-29(18)19(30)12-25-21(32)15-6-8-16(24)9-7-15/h6-9,13-14,17-18,35H,4-5,10-12,24H2,1-3H3,(H,25,32)(H,26,33)(H,27,34)(H,28,31)/t14-,17-,18+/m1/s1
InChI Key:
WWHUHFFMOPIVKB-OLMNPRSZSA-N
SMILES:
ONC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)c1ccc(cc1)N)CC(C)C)C
Properties
Complexity:
783
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
490.254g/mol
Formal Charge:
0
Heavy Atom Count:
35
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
6
Isotope Atom Count:
0
Molecular Weight:
490.561g/mol
Monoisotopic Mass:
490.254g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
183A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2
Literature
| Title | Journal |
|---|---|
| Matrix metalloproteinase-9 regulates survival of neurons in newborn hippocampus. | The Journal of biological chemistry 20120406 |
| The MMP inhibitor (R)-2-(N-benzyl-4-(2-[18F]fluoroethoxy)phenylsulphonamido)-N-hydroxy-3-methylbutanamide: Improved precursor synthesis and fully automated radiosynthesis. | Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20110601 |
| Matrix metalloproteinase inhibition counteracts impairment of cortical experience-dependent plasticity after photothrombotic stroke. | The European journal of neuroscience 20110601 |
| Extracellular matrix plasticity and GABAergic inhibition of prefrontal cortex pyramidal cells facilitates relapse to heroin seeking. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20100901 |
| Late phase of long-term potentiation in the mossy fiber-CA3 hippocampal pathway is critically dependent on metalloproteinases activity. | Hippocampus 20100801 |
| Association of matrix metalloproteinase-3 with cardiogenic activity during Noggin-induced differentiation of mouse embryonic stem cells. | International journal of cardiology 20100514 |
| Inhibition of matrix metalloproteinases enhances in vitro repair of the meniscus. | Clinical orthopaedics and related research 20090601 |
| Inhibition of matrix metalloproteinase activity disrupts reconsolidation but not consolidation of a fear memory. | Neurobiology of learning and memory 20090101 |
| Inhibition of matrix metalloproteinase-9 attenuated neural progenitor cell migration after photothrombotic ischemia. | Brain research 20080904 |
| Adsorption of matrix metalloproteinases onto biomedical polymers: a new aspect in biological acceptance. | Journal of biomaterials science. Polymer edition 20080101 |
| Effects of PKF242-484 and PKF241-466, novel dual inhibitors of TNF-alpha converting enzyme and matrix metalloproteinases, in a model of intestinal reperfusion injury in mice. | European journal of pharmacology 20070924 |
| Effects of matrix metalloproteinase inhibition on short- and long-term plasticity of schaffer collateral/CA1 synapses. | Journal of neurochemistry 20070901 |
| Role of matrix metalloproteinases in the acquisition and reconsolidation of cocaine-induced conditioned place preference. | Learning & memory (Cold Spring Harbor, N.Y.) 20070301 |
| Matrix metalloproteinase-3 expression profile differentiates adaptive and maladaptive synaptic plasticity induced by traumatic brain injury. | Journal of neuroscience research 20060901 |
| Alpha-V-dependent outside-in signaling is required for the regulation of CD44 surface expression, MMP-2 secretion, and cell migration by osteopontin in human melanoma cells. | Experimental cell research 20060715 |
| Effects of extracellular matrix-degrading proteases matrix metalloproteinases 3 and 9 on spatial learning and synaptic plasticity. | Journal of neurochemistry 20060301 |
| Protective effect of matrix metalloproteinase inhibitors against epidermal basement membrane damage: skin equivalents partially mimic photoageing process. | The British journal of dermatology 20051201 |
| Matrix metalloproteinase inhibition alters functional and structural correlates of deafferentation-induced sprouting in the dentate gyrus. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20031112 |
| Relaxin enhances in-vitro invasiveness of breast cancer cell lines by up-regulation of matrix metalloproteases. | Molecular human reproduction 20020901 |
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