iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 599

Identifiers

  • Canonical SMILES: 
    COc1ccc(-c2cc(C3CCN(CC3)C(=O)CNC(=O)[C@@H](CC(C)C)NC(N)=N)n(C)n2)c(Cl)c1Cl
  • IUPAC name: 
    (2R)-2-(diaminomethylideneamino)-N-[2-[4-[5-(2,3-dichloro-4-methoxyphenyl)-2-methylpyrazol-3-yl]piperidin-1-yl]-2-oxoethyl]-4-methylpentanamide
  • InChi: 
    InChI=1S/C25H35Cl2N7O3/c1-14(2)11-18(31-25(28)29)24(36)30-13-21(35)34-9-7-15(8-10-34)19-12-17(32-33(19)3)16-5-6-20(37-4)23(27)22(16)26/h5-6,12,14-15,18H,7-11,13H2,1-4H3,(H,30,36)(H4,28,29,31)/t18-/m1/s1
  • InChiKey: 
    LOHFCUXSVNYHLN-GOSISDBHSA-N

External links


11038945
CHEMBL421412
9214118
FRI

External search

Bibliography (2)

Publication Name
Braisted AC, Oslob JD, Delano WL, Hyde J, McDowell RS, Waal N, Yu C, Arkin MR, Raimundo BC. . Discovery of a potent small molecule IL-2 inhibitor through fragment assembly. Journal of the American Chemical Society. 5
Raimundo BC, Oslob JD, Braisted AC, Hyde J, McDowell RS, Randal M, Waal ND, Wilkinson J, Yu CH, Arkin MR. . Integrating fragment assembly and biophysical methods in the chemical advancement of small-molecule antagonists of IL-2: an approach for inhibiting protein-protein interactions. Journal of medicinal chemistry. 33c

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 0 0 0

Targets

PPI family Best activity Diseases MMoA
IL2 / IL2R 5.52 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 551.22 g/mol
HBA 10
HBD 5
HBA + HBD 15
AlogP 2.37
TPSA 138.36
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
2 2 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
12656598 5 IL2
P60568
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 5.52
15163192 33c IL2
P60568
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 5.46
Ta Structure Name Drugbank ID
0.7778 N(2)-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamide DB02581
0.7524 SP4160 DB02555
0.7174 SP2456 DB03957
0.5380 4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE DB08061
0.5142 Tepoxalin DB11466
0.4932 Ketodarolutamide DB15647
0.4890 Darolutamide DB12941
0.4862 MK-0893 DB12044
0.4725 SD-0006 DB07943
0.4302 Meclinertant DB06455
0.4247 TRV-120027 DB12199
0.4241 Angiotensinamide DB13517
0.4229 Angiotensin 1-7 DB11720
0.4201 Cetrorelix DB00050
0.4185 Anidulafungin DB00362