iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 175

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)-c1ccc(OCc2ccc(o2)C(O)=O)c(Cl)c1Cl
  • IUPAC name: 
    5-[[2,3-dichloro-4-[5-[1-[2-[[(2R)-2-(diaminomethylideneamino)-4-methylpentanoyl]amino]acetyl]piperidin-4-yl]-1-methylpyrazol-3-yl]phenoxy]methyl]furan-2-carboxylic acid
  • InChi: 
    InChI=1S/C30H37Cl2N7O6/c1-16(2)12-21(36-30(33)34)28(41)35-14-25(40)39-10-8-17(9-11-39)22-13-20(37-38(22)3)19-5-7-23(27(32)26(19)31)44-15-18-4-6-24(45-18)29(42)43/h4-7,13,16-17,21H,8-12,14-15H2,1-3H3,(H,35,41)(H,42,43)(H4,33,34,36)/t21-/m1/s1
  • InChiKey: 
    VNZHOIDQBPFEJU-OAQYLSRUSA-N

External links


5288251
CHEMBL429852
4450452
FRH
DB02581

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. 13
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. 33i

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
IL2 / IL2R 7.22 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 661.22 g/mol
HBA 13
HBD 6
HBA + HBD 19
AlogP 1.22
TPSA 188.80
RB 12
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 13 IL2
P60568
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 7.22
15163192 33i IL2
P60568
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.22
Ta Structure Name Drugbank ID
1.0000 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
0.7049 SP4160 DB02555
0.5690 SP2456 DB03957
0.4414 Tepoxalin DB11466
0.4349 Darolutamide DB12941
0.4318 Ketodarolutamide DB15647
0.4308 MK-0893 DB12044
0.4247 SD-0006 DB07943
0.4201 4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE DB08061
0.4141 Uprosertib DB11969
0.4040 Meclinertant DB06455
0.3938 Quinfamide DB12780
0.3910 Anidulafungin DB00362
0.3863 Micafungin DB01141
0.3862 Histrelin DB06788