iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 895

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)-c1ccc(OCc2cccc(c2)C(O)=O)c(Cl)c1Cl
  • IUPAC name: 
    3-[[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)13-24(38-32(35)36)30(43)37-16-27(42)41-11-9-20(10-12-41)25-15-23(39-40(25)3)22-7-8-26(29(34)28(22)33)46-17-19-5-4-6-21(14-19)31(44)45/h4-8,14-15,18,20,24H,9-13,16-17H2,1-3H3,(H,37,43)(H,44,45)(H4,35,36,38)/t24-/m1/s1
  • InChiKey: 
    DXXSRBULFHQCQV-XMMPIXPASA-N

External links


11146800
CHEMBL108123
9321909

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. 12
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. 33g

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
IL2 / IL2R 6.40 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 12 IL2
P60568
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 6.40
15163192 33g IL2
P60568
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.40
Ta Structure Name Drugbank ID
0.8251 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
0.7936 SP4160 DB02555
0.6377 SP2456 DB03957
0.4892 Tepoxalin DB11466
0.4795 Darolutamide DB12941
0.4766 MK-0893 DB12044
0.4742 4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE DB08061
0.4708 Ketodarolutamide DB15647
0.4701 SD-0006 DB07943
0.4375 Anidulafungin DB00362
0.4359 Meclinertant DB06455
0.4255 TRV-120027 DB12199
0.4250 Angiotensinamide DB13517
0.4239 Angiotensin 1-7 DB11720
0.4226 Histrelin DB06788