iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1597

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H]1N([C@H](C)CCN([C@@H](Cc2ccc3ccccc3c2)C(N)=O)C1=O)C(=O)Cc1ccc2ccccc2c1
  • IUPAC name: 
    (2S)-2-[(3S,5R)-5-methyl-3-(2-methylpropyl)-4-(2-naphthalen-2-ylacetyl)-2-oxo-1,4-diazepan-1-yl]-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C35H39N3O3/c1-23(2)18-32-35(41)37(31(34(36)40)21-25-12-14-27-8-4-6-10-29(27)19-25)17-16-24(3)38(32)33(39)22-26-13-15-28-9-5-7-11-30(28)20-26/h4-15,19-20,23-24,31-32H,16-18,21-22H2,1-3H3,(H2,36,40)/t24-,31+,32+/m1/s1
  • InChiKey: 
    JUGWPUWQAXJTLD-OBVGZQLQSA-N

External links


21340819
CHEMBL358481
19009672

External search

Bibliography (1)

Publication Name
Wattanasin S, Albert R, Ehrhardt C, Roche D, Sabio M, Hommel U, Welzenbach K, Weitz-Schmidt G. . 1,4-Diazepane-2-ones as novel inhibitors of LFA-1. Bioorganic & medicinal chemistry letters. 17a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 5.70 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 549.30 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 5.37
TPSA 83.71
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
12565959 17a ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 5.70
Ta Structure Name Drugbank ID
0.8658 PPI-1019 DB05832
0.8395 2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (1-FORMYL-2-PHENYL-ETHYL)-AMIDE DB07749
0.7753 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.7732 Difelikefalin DB11938
0.7640 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.7527 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.7472 1,1,1-TRIFLUORO-3-((N-ACETYL)-L-LEUCYLAMIDO)-4-PHENYL-BUTAN-2-ONE(N-ACETYL-L-LEUCYL-L-PHENYLALANYL TRIFLUOROMETHYL KETONE) DB08119
0.7379 Polymyxin B DB00781
0.7222 (3S,6S)-3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione DB08761
0.7079 Antineoplaston A10 DB11702
0.7041 Ethylaminobenzylmethylcarbonyl Group DB03090
0.7010 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6900 DADLE DB08856
0.6893 NRX-1074 DB11784
0.6869 METHYLAMINO-PHENYLALANYL-LEUCYL-HYDROXAMIC ACID DB08403