iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 20

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)-c1ccc(OCc2ccc(cc2)C(O)=O)c(Cl)c1Cl
  • IUPAC name: 
    4-[[2,3-dichloro-4-[5-[1-[2-[[(2R)-2-(diaminomethylideneamino)-4-methylpentanoyl]amino]acetyl]piperidin-4-yl]-1-methylpyrazol-3-yl]phenoxy]methyl]benzoic acid
  • InChi: 
    InChI=1S/C32H39Cl2N7O5/c1-18(2)14-24(38-32(35)36)30(43)37-16-27(42)41-12-10-20(11-13-41)25-15-23(39-40(25)3)22-8-9-26(29(34)28(22)33)46-17-19-4-6-21(7-5-19)31(44)45/h4-9,15,18,20,24H,10-14,16-17H2,1-3H3,(H,37,43)(H,44,45)(H4,35,36,38)/t24-/m1/s1
  • InChiKey: 
    WWIPZQVVSVLGCO-XMMPIXPASA-N

External links


10952496
CHEMBL104594
9127715

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. 7
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. 33f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
IL2 / IL2R 6.70 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 671.24 g/mol
HBA 12
HBD 6
HBA + HBD 18
AlogP 2.24
TPSA 175.66
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 7 IL2
P60568
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 6.70
15163192 33f IL2
P60568
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.70
Ta Structure Name Drugbank ID
0.8532 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
0.8046 SP4160 DB02555
0.6471 SP2456 DB03957
0.4956 Tepoxalin DB11466
0.4892 MK-0893 DB12044
0.4826 SD-0006 DB07943
0.4817 4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE DB08061
0.4793 Darolutamide DB12941
0.4768 Ketodarolutamide DB15647
0.4492 Anidulafungin DB00362
0.4354 Meclinertant DB06455
0.4264 Afamelanotide DB04931
0.4252 Ibrutinib DB09053
0.4249 TRV-120027 DB12199
0.4244 Angiotensinamide DB13517