iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1159

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CCC(=O)N(Cc2ccc(cc2)N(C)C)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-2-[(3S)-4-[[4-(dimethylamino)phenyl]methyl]-3-(2-methylpropyl)-2,5-dioxo-1,4-diazepan-1-yl]-N-methyl-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C32H40N4O3/c1-22(2)18-29-32(39)35(17-16-30(37)36(29)21-23-11-14-27(15-12-23)34(4)5)28(31(38)33-3)20-24-10-13-25-8-6-7-9-26(25)19-24/h6-15,19,22,28-29H,16-18,20-21H2,1-5H3,(H,33,38)/t28-,29-/m0/s1
  • InChiKey: 
    VHWHPFQFPMRDDY-VMPREFPWSA-N

External links


10208622
CHEMBL179286
8384119

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. 2f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.10 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 528.31 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 4.24
TPSA 72.96
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 2f ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.10
Ta Structure Name Drugbank ID
0.7953 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.7297 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7044 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6891 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6807 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6750 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6667 PPI-1019 DB05832
0.6471 4-Phenylfentanyl DB09168
0.6397 CR665 DB05155
0.6395 Anamorelin DB06645
0.6357 LY-517717 DB05713
0.6333 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6296 2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (1-FORMYL-2-PHENYL-ETHYL)-AMIDE DB07749
0.6260 [PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE DB08422
0.6179 Difelikefalin DB11938