iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1072

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CCC(=O)N(Cc2ccc(Br)cc2)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-2-[(3S)-4-[(4-bromophenyl)methyl]-3-(2-methylpropyl)-2,5-dioxo-1,4-diazepan-1-yl]-N-methyl-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C30H34BrN3O3/c1-20(2)16-27-30(37)33(15-14-28(35)34(27)19-21-9-12-25(31)13-10-21)26(29(36)32-3)18-22-8-11-23-6-4-5-7-24(23)17-22/h4-13,17,20,26-27H,14-16,18-19H2,1-3H3,(H,32,36)/t26-,27-/m0/s1
  • InChiKey: 
    BJSPEWAZMVSCPR-SVBPBHIXSA-N

External links


10281281
CHEMBL182245
8456758

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. 2b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 5.53 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 563.18 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 4.90
TPSA 69.72
RB 8
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 2b ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 5.53
Ta Structure Name Drugbank ID
0.7736 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.7638 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.7454 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.7281 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.7193 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.7130 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6923 PPI-1019 DB05832
0.6696 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide DB06942
0.6607 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.6538 2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (1-FORMYL-2-PHENYL-ETHYL)-AMIDE DB07749
0.6454 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.6387 Difelikefalin DB11938
0.6364 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.6260 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.6194 Merotocin DB12932