iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1236

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)-c1cccc(Cl)c1Cl
  • IUPAC name: 
    (2R)-2-(diaminomethylideneamino)-N-[2-[4-[5-(2,3-dichlorophenyl)-2-methylpyrazol-3-yl]piperidin-1-yl]-2-oxoethyl]-4-methylpentanamide
  • InChi: 
    InChI=1S/C24H33Cl2N7O2/c1-14(2)11-19(30-24(27)28)23(35)29-13-21(34)33-9-7-15(8-10-33)20-12-18(31-32(20)3)16-5-4-6-17(25)22(16)26/h4-6,12,14-15,19H,7-11,13H2,1-3H3,(H,29,35)(H4,27,28,30)/t19-/m1/s1
  • InChiKey: 
    DHPJTUMPCJVGTJ-LJQANCHMSA-N

External links


11103340
CHEMBL107320
9278481
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. 2
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. 33a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
IL2 / IL2R 5.70 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 521.21 g/mol
HBA 9
HBD 5
HBA + HBD 14
AlogP 2.53
TPSA 129.13
RB 8
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 2 IL2
P60568
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 5.52
15163192 33a IL2
P60568
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 5.70
Ta Structure Name Drugbank ID
0.7674 SP2456 DB03957
0.7222 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
0.6952 SP4160 DB02555
0.5786 4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE DB08061
0.5143 Ketodarolutamide DB15647
0.5093 Darolutamide DB12941
0.5000 SD-0006 DB07943
0.5000 Tepoxalin DB11466
0.4717 MK-0893 DB12044
0.4354 TRV-120027 DB12199
0.4346 Angiotensinamide DB13517
0.4332 Angiotensin 1-7 DB11720
0.4239 Elamipretide DB11981
0.4238 Cetrorelix DB00050
0.4221 Bivalirudin DB00006