iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1503

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CC(=O)N(Cc2ccc(cc2)-c2cccnc2)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-N-methyl-2-[(3S)-3-(2-methylpropyl)-2,5-dioxo-4-[(4-pyridin-3-ylphenyl)methyl]piperazin-1-yl]-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C34H36N4O3/c1-23(2)17-31-34(41)38(30(33(40)35-3)19-25-12-15-26-7-4-5-8-28(26)18-25)22-32(39)37(31)21-24-10-13-27(14-11-24)29-9-6-16-36-20-29/h4-16,18,20,23,30-31H,17,19,21-22H2,1-3H3,(H,35,40)/t30-,31-/m0/s1
  • InChiKey: 
    YKLWYZYISGAXSM-CONSDPRKSA-N

External links


12109935
CHEMBL369318
23245297

External search

Bibliography (1)

Publication Name
Wattanasin S, Kallen J, Myers S, Guo Q, Sabio M, Ehrhardt C, Albert R, Hommel U, Weckbecker G, Welzenbach K, Weitz-Schmidt G. . 1,4-Diazepane-2,5-diones as novel inhibitors of LFA-1. Bioorganic & medicinal chemistry letters. 3c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 4.88 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 548.28 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 4.32
TPSA 82.61
RB 9
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
15686945 3c ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.88
Ta Structure Name Drugbank ID
0.7445 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.6639 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6560 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6528 RU82197 DB03268
0.6479 CR665 DB05155
0.6434 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6308 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6231 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6200 RU82209 DB03591
0.6200 Paratoulene phosphate DB04495
0.6138 LTX-315 DB12748
0.6138 Gramicidin D DB00027
0.6107 [PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE DB08422
0.6050 PPI-1019 DB05832
0.6046 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942