iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1656

Identifiers

  • Common name: EG00229
  • Canonical SMILES: 
    NC(=N)NCCC[C@@H](NC(=O)c1sccc1CS(=O)(=O)c1cccc2nsnc12)C(O)=O
  • IUPAC name: 
    2-({3-[(2,1,3-benzothiadiazole-4-sulfonyl)methyl]thiophen-2-yl}formamido)-5-carbamimidamidopentanoic acid
  • InChi: 
    InChI=1S/C18H20N6O5S3/c19-18(20)21-7-2-4-12(17(26)27)22-16(25)15-10(6-8-30-15)9-32(28,29)13-5-1-3-11-14(13)24-31-23-11/h1,3,5-6,8,12H,2,4,7,9H2,(H,22,25)(H,26,27)(H4,19,20,21)/t12-/m1/s1
  • InChiKey: 
    MANCESMHIBJGHP-GFCCVEGCSA-N

External links


168317798

External search

Bibliography (1)

Publication Name
Borriello L, Montès M, Lepelletier Y, Leforban B, Liu WQ, Demange L, Delhomme B, Pavoni S, Jarray R, Boucher JL, Dufour S, Hermine O, Garbay C, Hadj-Slimane R, Raynaud F. . Structure-based discovery of a small non-peptidic Neuropilins antagonist exerting in vitro and in vivo anti-tumor activity on breast cancer model. Cancer letters. EG00229

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
NRP / VEGF 4.80 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 496.07 g/mol
HBA 11
HBD 6
HBA + HBD 17
AlogP -0.69
TPSA 188.22
RB 10
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
24752068 EG00229 NRP1
Q9QWJ9
Biochemical assay chemiluminescent pIC50 (half maximal inhibitory concentration, -log10) 4.80
Ta Structure Name Drugbank ID
0.4125 Ibodutant DB12042
0.4099 KW-7158 DB05498
0.4038 Raltitrexed DB00293
0.4000 Encenicline DB11726
0.3924 Icatibant DB06196
0.3872 5-Chloro-thiophene-2-carboxylic acid ((3S,4S)-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-4-hydroxy-pyrrolidin-3-yl)-amide DB07875
0.3858 (2S,4S,5R)-2-ISOBUTYL-5-(2-THIENYL)-1-[4-(TRIFLUOROMETHYL)BENZOYL]PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07200
0.3804 1-(1'-{[3-(methylsulfanyl)-2-benzothiophen-1-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine DB06848
0.3769 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.3755 PF-00356231 DB03367
0.3746 2-({4-[(5-CHLORO-1H-INDOL-2-YL)SULFONYL]PIPERAZIN-1-YL}CARBONYL)THIENO[3,2-B]PYRIDINE 4-OXIDE DB07605
0.3720 Rivaroxaban DB06228
0.3704 3-({1-[3-CARBAMIMIDOYL-1-(4-CARBAMIMIDOYL-BENZYLCARBAMOYL)-PROPYLCARBAMOYL]-2-METHYL-BUTYLSULFAMOYL}-METHYL)-BENZOIC ACID DB04593
0.3693 5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE DB08174
0.3668 Sp-722 DB04503