iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1251

Identifiers

  • Canonical SMILES: 
    C[C@H](N)c1nc(co1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
  • IUPAC name: 
    (2S)-2-[[(2S)-1-[2-[(1S)-1-aminoethyl]-1,3-oxazole-4-carbonyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoic acid
  • InChi: 
    InChI=1S/C22H25N5O5/c1-12(23)20-26-17(11-32-20)21(29)27-8-4-7-18(27)19(28)25-16(22(30)31)9-13-10-24-15-6-3-2-5-14(13)15/h2-3,5-6,10-12,16,18,24H,4,7-9,23H2,1H3,(H,25,28)(H,30,31)/t12-,16-,18-/m0/s1
  • InChiKey: 
    FBRCDLGEWAXPMI-IWEFOYFVSA-N

External links


15991584
CHEMBL393164
13122517
CO9

External search

Bibliography (1)

Publication Name
Wist AD, Gu L, Riedl SJ, Shi Y, McLendon GL. . Structure-activity based study of the Smac-binding pocket within the BIR3 domain of XIAP. Bioorganic & medicinal chemistry. 2

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 4.52 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 439.19 g/mol
HBA 10
HBD 5
HBA + HBD 15
AlogP -1.58
TPSA 154.55
RB 7
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
17336535 2 XIAP
P98170
Biochemical assay Nuclear Magnetic Resonance pKd (dissociation constant, -log10) 4.52
Ta Structure Name Drugbank ID
0.5899 LTX-109 DB12711
0.5736 Oglufanide DB05779
0.5714 Nerofe DB14786
0.5696 Retosiban DB11818
0.5677 Gonadorelin DB00644
0.5663 Gramicidin D DB00027
0.5658 Murepavadin DB14777
0.5656 Edratide DB15272
0.5637 Somatoprim DB12777
0.5628 Triptorelin DB06825
0.5628 Deslorelin DB11510
0.5628 Leuprolide DB00007
0.5628 Nafarelin DB00666
0.5565 Afamelanotide DB04931
0.5519 Cotadutide DB15194