iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 489

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CCC(=O)N(Cc2ccc3ncccc3c2)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-N-methyl-2-[(3S)-3-(2-methylpropyl)-2,5-dioxo-4-(quinolin-6-ylmethyl)-1,4-diazepan-1-yl]-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C33H36N4O3/c1-22(2)17-30-33(40)36(29(32(39)34-3)20-23-10-12-25-7-4-5-8-26(25)18-23)16-14-31(38)37(30)21-24-11-13-28-27(19-24)9-6-15-35-28/h4-13,15,18-19,22,29-30H,14,16-17,20-21H2,1-3H3,(H,34,39)/t29-,30-/m0/s1
  • InChiKey: 
    LPHMXAWJYFROCO-KYJUHHDHSA-N

External links


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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. 2i

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.89 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 2i ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.89
Ta Structure Name Drugbank ID
0.9167 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.7168 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6923 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6791 CR665 DB05155
0.6777 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6772 LY-517717 DB05713
0.6759 Anamorelin DB06645
0.6694 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6639 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6557 [PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE DB08422
0.6546 PPI-1019 DB05832
0.6544 LTX-315 DB12748
0.6544 Gramicidin D DB00027
0.6370 Murepavadin DB14777
0.6267 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744