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N-acetyl-phenylalanyl-glycine-nitrile

ID: ALA197181

Chembl Id: CHEMBL197181

PubChem CID: 11086036

Max Phase: Preclinical

Molecular Formula: C13H15N3O2

Molecular Weight: 245.28

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)N[C@@H](Cc1ccccc1)C(=O)NCC#N

Standard InChI: InChI=1S/C13H15N3O2/c1-10(17)16-12(13(18)15-8-7-14)9-11-5-3-2-4-6-11/h2-6,12H,8-9H2,1H3,(H,15,18)(H,16,17)/t12-/m0/s1

Standard InChI Key: ITHLBMBCVIAAIX-LBPRGKRZSA-N

CTSS Tchem Cathepsin S (3285 Activities)

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

CTSK Tchem Cathepsin K (3011 Activities)

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

CTSB Tchem Cathepsin B (3822 Activities)

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

Papain (844 Activities)

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

CTSL Cathepsin L (58 Activities)

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

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

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

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

Molecular Weight: 245.28	Molecular Weight (Monoisotopic): 245.1164	AlogP: 0.37	#Rotatable Bonds: 5
Polar Surface Area: 81.99	Molecular Species: NEUTRAL	HBA: 3	HBD: 2
#RO5 Violations: 0	HBA (Lipinski): 5	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 11.86	CX Basic pKa:	CX LogP: -0.15	CX LogD: -0.15
Aromatic Rings: 1	Heavy Atoms: 18	QED Weighted: 0.74	Np Likeness Score: -0.80

1. Löser R, Schilling K, Dimmig E, Gütschow M.. (2005) Interaction of papain-like cysteine proteases with dipeptide-derived nitriles., 48 (24): [PMID:16302809] [10.1021/jm050686b]
2. Schmitz J, Li T, Bartz U, Gütschow M.. (2016) Cathepsin B Inhibitors: Combining Dipeptide Nitriles with an Occluding Loop Recognition Element by Click Chemistry., 7 (3): [PMID:26985300] [10.1021/acsmedchemlett.5b00474]

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