iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 632

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CCC(=O)N(Cc2cccc(OCc3ccccc3)c2)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-N-methyl-2-[(3S)-3-(2-methylpropyl)-2,5-dioxo-4-[(3-phenylmethoxyphenyl)methyl]-1,4-diazepan-1-yl]-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C37H41N3O4/c1-26(2)20-34-37(43)39(33(36(42)38-3)23-28-16-17-30-13-7-8-14-31(30)21-28)19-18-35(41)40(34)24-29-12-9-15-32(22-29)44-25-27-10-5-4-6-11-27/h4-17,21-22,26,33-34H,18-20,23-25H2,1-3H3,(H,38,42)/t33-,34-/m0/s1
  • InChiKey: 
    QSNASQIYKSEJAI-HEVIKAOCSA-N

External links


12109930
CHEMBL361648
23245172

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. 2c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 5.18 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 591.31 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 5.70
TPSA 78.95
RB 11
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 2c ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 5.18
Ta Structure Name Drugbank ID
0.6599 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.6508 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6439 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6434 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6403 Tiropramide DB13091
0.6194 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6119 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6061 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.5987 RU82197 DB03268
0.5969 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.5849 Atrasentan DB06199
0.5848 Merotocin DB12932
0.5839 Ulimorelin DB12128
0.5809 Difelikefalin DB11938
0.5806 PPI-1019 DB05832