iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 229

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)-c1ccc(OCc2ccc(CC(O)=O)cc2)c(Cl)c1Cl
  • IUPAC name: 
    2-[4-[[2,3-dichloro-4-[5-[1-[2-[[(2R)-2-(diaminomethylideneamino)-4-methylpentanoyl]amino]acetyl]piperidin-4-yl]-1-methylpyrazol-3-yl]phenoxy]methyl]phenyl]acetic acid
  • InChi: 
    InChI=1S/C33H41Cl2N7O5/c1-19(2)14-25(39-33(36)37)32(46)38-17-28(43)42-12-10-22(11-13-42)26-16-24(40-41(26)3)23-8-9-27(31(35)30(23)34)47-18-21-6-4-20(5-7-21)15-29(44)45/h4-9,16,19,22,25H,10-15,17-18H2,1-3H3,(H,38,46)(H,44,45)(H4,36,37,39)/t25-/m1/s1
  • InChiKey: 
    RYQNKFRJJMROGZ-RUZDIDTESA-N

External links


10930456
CHEMBL106951
9105696

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. 10
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. 33h

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
IL2 / IL2R 6.22 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 685.25 g/mol
HBA 12
HBD 6
HBA + HBD 18
AlogP 2.22
TPSA 175.66
RB 13
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 10 IL2
P60568
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 6.22
15163192 33h IL2
P60568
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.22
Ta Structure Name Drugbank ID
0.8133 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
0.7818 SP4160 DB02555
0.6346 SP2456 DB03957
0.4935 Tepoxalin DB11466
0.4872 MK-0893 DB12044
0.4744 SD-0006 DB07943
0.4718 4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE DB08061
0.4538 Darolutamide DB12941
0.4508 Ketodarolutamide DB15647
0.4477 Anidulafungin DB00362
0.4359 TRV-120027 DB12199
0.4352 Angiotensinamide DB13517
0.4343 Meclinertant DB06455
0.4339 Angiotensin 1-7 DB11720
0.4253 Afamelanotide DB04931