(2S,3S)-ethyl 3-((2S)-1-(4-hydroxyphenethylamino)-3-methyl-1-oxopentan-2-ylcarbamoyl)oxirane-2-carboxylate

Names and Identifiers

Canonical SMILES: CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@H](C(=O)NCCc1ccc(O)cc1)[C@@H](C)CC

Standard InChI: InChI=1S/C20H28N2O6/c1-4-12(3)15(22-19(25)16-17(28-16)20(26)27-5-2)18(24)21-11-10-13-6-8-14(23)9-7-13/h6-9,12,15-17,23H,4-5,10-11H2,1-3H3,(H,21,24)(H,22,25)/t12-,15-,16-,17-/m0/s1

Standard InChI Key: RZHVVXDUYUESJI-STECZYCISA-N

Molfile:

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M  END

Alternative Forms

Parent:

ALA2368877
ethyl (2S,3S)-3-[[(2S,3S)-1-[2-(4-hydroxyphenyl)ethylamino]-3-methyl-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylate

Associated Targets(Human)

LGMN Tchem Legumain (255 Activities)

Discover Target: LGMN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ctsl Cathepsin L (33 Activities)

Discover Target: Ctsl

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Protease, putative (11 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 392.45	Molecular Weight (Monoisotopic): 392.1947	AlogP: 0.91	#Rotatable Bonds: 10
Polar Surface Area: 117.26	Molecular Species: NEUTRAL	HBA: 6	HBD: 3
#RO5 Violations: ┄	HBA (Lipinski): 8	HBD (Lipinski): 3	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 9.50	CX Basic pKa: ┄	CX LogP: 1.76	CX LogD: 1.75
Aromatic Rings: 1	Heavy Atoms: 28	QED Weighted: 0.40	Np Likeness Score: 0.01

References

1. Kato D, Boatright KM, Berger AB, Nazif T, Blum G, Ryan C, Chehade KA, Salvesen GS, Bogyo M.. (2005) Activity-based probes that target diverse cysteine protease families., 1 (1): [PMID:16407991] [10.1038/nchembio707]
2. Arastu-Kapur S, Ponder EL, Fonović UP, Yeoh S, Yuan F, Fonović M, Grainger M, Phillips CI, Powers JC, Bogyo M.. (2008) Identification of proteases that regulate erythrocyte rupture by the malaria parasite Plasmodium falciparum., 4 (3): [PMID:18246061] [10.1038/nchembio.70]

Source

Source(1):

Scientific Literature