iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1048

Identifiers

  • Canonical SMILES: 
    Cc1cccc(C)c1C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
  • IUPAC name: 
    (2S)-2-[(2,6-dimethylbenzoyl)amino]-3-(1H-indol-3-yl)propanoic acid
  • InChi: 
    InChI=1S/C20H20N2O3/c1-12-6-5-7-13(2)18(12)19(23)22-17(20(24)25)10-14-11-21-16-9-4-3-8-15(14)16/h3-9,11,17,21H,10H2,1-2H3,(H,22,23)(H,24,25)/t17-/m0/s1
  • InChiKey: 
    DEGQRJCTRCTPIT-KRWDZBQOSA-N

External links


44305194
CHEMBL304905
23156096

External search

Bibliography (1)

Publication Name
Burdick DJ, Marsters JC, Aliagas-Martin I, Stanley M, Beresini M, Clark K, McDowell RS, Gadek TR. . N-Benzoyl amino acids as ICAM/LFA-1 inhibitors. Part 2: structure-activity relationship of the benzoyl moiety. Bioorganic & medicinal chemistry letters. 55

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 5.96 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 336.15 g/mol
HBA 5
HBD 3
HBA + HBD 8
AlogP 3.88
TPSA 82.19
RB 5
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
15080978 55 ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 5.96
Ta Structure Name Drugbank ID
0.7308 Golotimod DB05475
0.7119 N-[1H-INDOL-3-YL-ACETYL]VALINE ACID DB07953
0.7037 Oglufanide DB05779
0.6905 N-(indole-3-acetyl)-L-aspartic acid DB07951
0.6866 Rebamipide DB11656
0.6786 D-Tryptophan DB03225
0.6786 Tryptophan DB00150
0.6752 Beta-Hydroxytryptophane DB04159
0.6752 N-[1H-INDOL-3-YL-ACETYL]GLYCINE ACID DB07952
0.6569 Gramicidin D DB00027
0.6417 Indoximod DB12827
0.6417 Oxitriptan DB02959
0.6393 5-fluorotryptophan DB03314
0.6387 2-amino-3-(4-amino-1H-indol-3-yl)propanoic acid DB02286
0.6336 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922