iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 49

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)Nc1nc(c(s1)-c1ccccc1)-c1ccccc1
  • IUPAC name: 
    (2S)-2-amino-N-(4,5-diphenyl-1,3-thiazol-2-yl)propanamide
  • InChi: 
    InChI=1S/C18H17N3OS/c1-12(19)17(22)21-18-20-15(13-8-4-2-5-9-13)16(23-18)14-10-6-3-7-11-14/h2-12H,19H2,1H3,(H,20,21,22)/t12-/m0/s1
  • InChiKey: 
    ACAHAYSKCDTFST-LBPRGKRZSA-N

External links


23646351
CHEMBL181711
23246952

External search

Bibliography (1)

Publication Name
Park CM, Sun C, Olejniczak ET, Wilson AE, Meadows RP, Betz SF, Elmore SW, Fesik SW. . Non-peptidic small molecule inhibitors of XIAP. Bioorganic & medicinal chemistry letters. 20f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 5.96 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 323.11 g/mol
HBA 4
HBD 3
HBA + HBD 7
AlogP 3.88
TPSA 68.01
RB 4
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
15664855 20f XIAP
P98170
Biochemical assay Fluorescence Polarization pKd (dissociation constant, -log10) 5.96
Ta Structure Name Drugbank ID
0.6042 N-(5-{4-Chloro-3-[(2-hydroxyethyl)sulfamoyl]phenyl}-4-methyl-1,3-thiazol-2-yl)acetamide DB06836
0.4820 Alpelisib DB12015
0.4576 N-(5-Isopropyl-thiazol-2-YL)-2-pyridin-3-YL-acetamide DB08677
0.4558 4-(2-amino-1,3-thiazol-4-yl)phenol DB07292
0.4509 Lintitript DB04867
0.4488 4-[4-(4-Methyl-2-Methylamino-Thiazol-5-Yl)-Pyrimidin-2-Ylamino]-Phenol DB04407
0.4306 N-(4-OXO-5,6,7,8-TETRAHYDRO-4H-[1,3]THIAZOLO[5,4-C]AZEPIN-2-YL)ACETAMIDE DB08776
0.4252 Pritelivir DB11844
0.4249 4-{[4-(4-fluoro-3-methylphenyl)-1,3-thiazol-2-yl]amino}-2-hydroxybenzoic acid DB07616
0.4225 Masitinib DB11526
0.4175 Fentiazac DB13217
0.4136 Lusutrombopag DB13125
0.4112 [4-(2-Amino-4-Methyl-Thiazol-5-Yl)-Pyrimidin-2-Yl]-(3-Nitro-Phenyl)-Amine DB02833
0.4045 2-PHENYLAMINO-4-METHYL-5-ACETYL THIAZOLE DB08359
0.4011 [4-amino-2-(tert-butylamino)-1,3-thiazol-5-yl](phenyl)methanone DB08778