iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1068

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CCC(=O)N(Cc2cnc3ccccc3c2)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-N-methyl-2-[(3S)-3-(2-methylpropyl)-2,5-dioxo-4-(quinolin-3-ylmethyl)-1,4-diazepan-1-yl]-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C33H36N4O3/c1-22(2)16-30-33(40)36(29(32(39)34-3)19-23-12-13-25-8-4-5-9-26(25)17-23)15-14-31(38)37(30)21-24-18-27-10-6-7-11-28(27)35-20-24/h4-13,17-18,20,22,29-30H,14-16,19,21H2,1-3H3,(H,34,39)/t29-,30-/m0/s1
  • InChiKey: 
    COVPLULNDBDXTN-KYJUHHDHSA-N

External links


5326914
CHEMBL446435
4484198
LA1
DB04724

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. 2h

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.16 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 536.28 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 4.29
TPSA 82.61
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 2h ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.16
Ta Structure Name Drugbank ID
1.0000 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.6755 Anamorelin DB06645
0.6688 Indinavir DB00224
0.6585 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6549 LTX-315 DB12748
0.6549 Gramicidin D DB00027
0.6508 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6382 Murepavadin DB14777
0.6358 BQ-123 DB12054
0.6319 CR665 DB05155
0.6277 LY-517717 DB05713
0.6260 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6183 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6138 Macimorelin DB13074
0.6136 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005