Compound 2411

Identifiers

Canonical SMILES:

CC(C)(C)CC[C@H](NC(=O)c1ccc(Oc2ccccc2)nc1)C(O)=O

IUPAC name:

(2S)-5,5-dimethyl-2-[(6-phenoxypyridin-3-yl)formamido]hexanoic acid

InChi:

InChI=1S/C20H24N2O4/c1-20(2,3)12-11-16(19(24)25)22-18(23)14-9-10-17(21-13-14)26-15-7-5-4-6-8-15/h4-10,13,16H,11-12H2,1-3H3,(H,22,23)(H,24,25)/t16-/m0/s1

InChiKey:
```
OWESOSHRVQOBOS-INIZCTEOSA-N
```

External links

162653277

CHEMBL4752312

External search

Bibliography (1)

Publication	Name
Stachel Shawn J., Ginnetti Anthony T., Johnson Scott A., Cramer Paige, Wang Yi, Bukhtiyarova Marina, Krosky Daniel, Stump Craig, Hurzy Danielle M., Schlegel Kelly-Ann, Cooke Andrew J., Allen Samantha, O'Donnell Gregory, Ziebell Michael, Parthasarathy Gopal, Getty Krista L., Ho Thu, Ou Yangsi, Jovanovska Aneta, Carroll Steve S., Pausch Mark, Lumb Kevin, Mosser Scott D., Voleti Bhavya, Klein Daniel J., Soisson Stephen M., Zerbinatti Celina, Coleman Paul J.. . Identification of potent inhibitors of the sortilin-progranulin interaction Bioorganic & Medicinal Chemistry Letters.	23

Publication

Name

Stachel Shawn J., Ginnetti Anthony T., Johnson Scott A., Cramer Paige, Wang Yi, Bukhtiyarova Marina, Krosky Daniel, Stump Craig, Hurzy Danielle M., Schlegel Kelly-Ann, Cooke Andrew J., Allen Samantha, O'Donnell Gregory, Ziebell Michael, Parthasarathy Gopal, Getty Krista L., Ho Thu, Ou Yangsi, Jovanovska Aneta, Carroll Steve S., Pausch Mark, Lumb Kevin, Mosser Scott D., Voleti Bhavya, Klein Daniel J., Soisson Stephen M., Zerbinatti Celina, Coleman Paul J.. . Identification of potent inhibitors of the sortilin-progranulin interaction Bioorganic & Medicinal Chemistry Letters.

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	1	0	0

Targets

PPI family	Best activity	Diseases	MMoA
Sortilin / Progranulin	7.70	Huntington disease , Alzheimer disease, familial early-onset, with coexisting amyloid and prion pathology , parkinson disease 3, autosomal dominant , parkinson disease 12	Inhibition

Physicochemical filters

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

	Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
Compliance
MW	356.17 g/mol
HBA	6
HBD	2
HBA + HBD	8
AlogP	3.97
TPSA	91.35
RB	8

Radar chart

Short name	Threshold
MW	≤ 500 g/mol
AlogP	≤ 5
HBD	≤ 5
HBA	≤ 10
TPSA	≤ 140 Å²
RB	≤ 10
ArRing	≤ 4
Fsp3	≥ 0.4
R/S	≥ 1

PCA : iPPI-DB chemical space

PCA : Correlation circle

Efficiencies: iPPI-DB biplot LE versus LLE

Summary

Bibliographic ressources	Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	1	1	0	0

Pharmacological data

Bibliography	Name	Target	Competition	Assay type	Assay name	Cell line	Activity type	Activity
10.1016/j.bmcl.2020.127403	23	SORT Q99523	NEUT P30990	Biochemical assay	HTRF		pIC50 (half maximal inhibitory concentration, -log10)	7.70
10.1016/j.bmcl.2020.127403	23	SORT Q99523	NEUT P30990	Cellular assay	Progranulin uptake	HEK293	pIC50 (half maximal inhibitory concentration, -log10)	6.92

Ta	Name	Drugbank ID
0.7192	Ondelopran	DB12585
0.7007	JNJ-39220675	DB12929
0.5893	UK-500001	DB12837
0.5732	LY-377604	DB12858
0.5658	4-(3-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzyl)piperidine-1-carboxylic acid	DB08400
0.5283	DCFPyL F-18	DB14805
0.5115	Bevenopran	DB12464
0.5066	Haloxyfop-P	DB07870
0.5036	Picotamide	DB13327
0.5000	[4-(3-AMINOMETHYL-PHENYL)-PIPERIDIN-1-YL]-(5-PHENETHYL- PYRIDIN-3-YL)-METHANONE	DB04764
0.4908	Aplaviroc	DB06497
0.4888	Piboserod	DB04873
0.4804	Indinavir	DB00224
0.4692	Aniracetam	DB04599
0.4677	Biricodar	DB04851