iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 708

Identifiers

  • Canonical SMILES: 
    CC(=O)n1cc(C(=O)NC[C@H](NC(=O)c2c(Cl)cc3CN(CCc3c2Cl)C(=O)c2ccc(Cl)cc2)C(O)=O)c2ccccc12
  • IUPAC name: 
    (2S)-3-[(1-acetylindole-3-carbonyl)amino]-2-[[5,7-dichloro-2-(4-chlorobenzoyl)-3,4-dihydro-1H-isoquinoline-6-carbonyl]amino]propanoic acid
  • InChi: 
    InChI=1S/C31H25Cl3N4O6/c1-16(39)38-15-22(21-4-2-3-5-25(21)38)28(40)35-13-24(31(43)44)36-29(41)26-23(33)12-18-14-37(11-10-20(18)27(26)34)30(42)17-6-8-19(32)9-7-17/h2-9,12,15,24H,10-11,13-14H2,1H3,(H,35,40)(H,36,41)(H,43,44)/t24-/m0/s1
  • InChiKey: 
    LFXWWGSRHLWXMM-DEOSSOPVSA-N

External links


53321871
CHEMBL1644114
26377628

External search

Bibliography (1)

Publication Name
Zhong M, Hanan EJ, Shen W, Bui M, Arkin MR, Barr KJ, Evanchik MJ, Hoch U, Hyde J, Martell JR, Oslob JD, Paulvannan K, Prabhu S, Silverman JA, Wright J, Yu CH, Zhu J, Flanagan WM. . Structure-activity relationship (SAR) of the α-amino acid residue of potent tetrahydroisoquinoline (THIQ)-derived LFA-1/ICAM-1 antagonists. Bioorganic & medicinal chemistry letters. 1e

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 0 0

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.09 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 654.08 g/mol
HBA 10
HBD 3
HBA + HBD 13
AlogP 3.91
TPSA 137.81
RB 7
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
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
21109434 1e ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.09
Ta Structure Name Drugbank ID
0.5492 Talmapimod DB05412
0.5450 RO-5028442 DB12721
0.5415 Setipiprant DB12562
0.5370 Alosetron DB00969
0.5278 Lifitegrast DB11611
0.5101 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.5073 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-n-[(1R)-1-(hydroxymethyl)propyl]acetamide DB07981
0.5073 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-n-[(1S)-1-(hydroxymethyl)propyl]acetamide DB07984
0.4979 Proglumetacin DB13527
0.4972 LY-517717 DB05713
0.4952 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methylpyrrolo[3,4-e]indole-1,3(2H,6H)-dione DB07257
0.4922 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.4916 PF-06821497 DB14799
0.4898 Latrepirdine DB11725
0.4840 Rebamipide DB11656