iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1107

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@H](CNC(=O)c1c[nH]c2ccccc12)NC(=O)c1c(Cl)cc2CN(CCc2c1Cl)C(=O)c1ccc(Cl)cc1
  • IUPAC name: 
    (2S)-2-[[5,7-dichloro-2-(4-chlorobenzoyl)-3,4-dihydro-1H-isoquinoline-6-carbonyl]amino]-3-(1H-indole-3-carbonylamino)propanoic acid
  • InChi: 
    InChI=1S/C29H23Cl3N4O5/c30-17-7-5-15(6-8-17)28(39)36-10-9-18-16(14-36)11-21(31)24(25(18)32)27(38)35-23(29(40)41)13-34-26(37)20-12-33-22-4-2-1-3-19(20)22/h1-8,11-12,23,33H,9-10,13-14H2,(H,34,37)(H,35,38)(H,40,41)/t23-/m0/s1
  • InChiKey: 
    SEEYXMAOXPVGKQ-QHCPKHFHSA-N

External links


53321366
CHEMBL1644113
26379940

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. 1d

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 612.07 g/mol
HBA 9
HBD 4
HBA + HBD 13
AlogP 4.59
TPSA 131.60
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 1d ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.09
Ta Structure Name Drugbank ID
0.5594 Lifitegrast DB11611
0.5435 Talmapimod DB05412
0.5270 Pruvanserin DB13094
0.5269 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.5172 Rebamipide DB11656
0.5153 Alosetron DB00969
0.5126 Setipiprant DB12562
0.5120 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.5120 N-(indole-3-acetyl)-L-aspartic acid DB07951
0.5111 PF-06821497 DB14799
0.5077 RO-5028442 DB12721
0.5060 LY-517717 DB05713
0.4947 MK-3577 DB14957
0.4917 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.4902 CEP-9722 DB14882