iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1999

Identifiers

  • Common name: (3R,7R)-JA-Ile
  • Canonical SMILES: 
    CCC=CC[C@@H]1[C@@H](CC(=O)N[C@@H]([C@@H](C)CC)C(O)=O)CCC1=O
  • IUPAC name: 
    (2S,3S)-3-methyl-2-{2-[(1R,2R)-3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetamido}pentanoic acid
  • InChi: 
    InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/t12-,13+,14+,17-/m0/s1
  • InChiKey: 
    IBZYPBGPOGJMBF-CFAJVAMVSA-N

External links


644079
7JA

External search

Bibliography (1)

Publication Name
Sheard Laura B., Tan Xu, Mao Haibin, Withers John, Ben-Nissan Gili, Hinds Thomas R., Kobayashi Yuichi, Hsu Fong-Fu, Sharon Michal, Browse John, He Sheng Yang, Rizo Josep, Howe Gregg A., Zheng Ning. . Jasmonate perception by inositol-phosphate-potentiated COI1–JAZ co-receptor Nature. (3R,7R)-JA-Ile

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
COI1 / JAZ1 4.74 Stabilization
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 323.21 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 3.21
TPSA 86.30
RB 9
Radar chart
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1038/nature09430 (3R,7R)-JA-Ile

Biochemical assay Radioligand binding JAZ6 competitive Coronatine pKi (inhibition constant, -log10) 4.74
Ta Structure Name Drugbank ID
0.7500 Ceramide NP DB14111
0.7273 Miridesap DB13087
0.7162 Methyl undecenoyl leucinate DB11272
0.6970 1-ACETYL-2-CARBOXYPIPERIDINE DB07384
0.6866 Glycochenodeoxycholic Acid DB02123
0.6866 Glycocholic acid DB02691
0.6714 (2S)-2-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl]propanoic acid DB07823
0.6667 N-Acetylproline DB03360
0.6620 Glycyl-L-alpha-amino-epsilon-pimelyl-D-alanine DB03927
0.6585 Alisporivir DB12139
0.6585 9-(N-methyl-L-isoleucine)-cyclosporin A DB13068
0.6585 Cyclosporine DB00091
0.6562 N-hexadecanoylglycine DB03440
0.6522 GPI-1485 DB05814
0.6429 N-hexanoyl-L-homoserine DB07532