iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2086

Identifiers

  • Common name: A-395
  • Canonical SMILES: 
    CN(C)[C@H]1CN(C[C@@H]1c1ccc(cc1)N1CCN(CC1)S(C)(=O)=O)C1CCc2cccc(F)c12
  • IUPAC name: 
    (3R,4S)-1-(7-fluoro-2,3-dihydro-1H-inden-1-yl)-4-[4-(4-methanesulfonylpiperazin-1-yl)phenyl]-N,N-dimethylpyrrolidin-3-amine
  • InChi: 
    InChI=1S/C26H35FN4O2S/c1-28(2)25-18-30(24-12-9-20-5-4-6-23(27)26(20)24)17-22(25)19-7-10-21(11-8-19)29-13-15-31(16-14-29)34(3,32)33/h4-8,10-11,22,24-25H,9,12-18H2,1-3H3/t22-,24?,25+/m1/s1
  • InChiKey: 
    REVJNSVNICWODC-KIDMSAQOSA-N

External links


123132213
CHEMBL4104741
6PU

External search

Bibliography (1)

Publication Name
He Yupeng, Selvaraju Sujatha, Curtin Michael L, Jakob Clarissa G, Zhu Haizhong, Comess Kenneth M, Shaw Bailin, The Juliana, Lima-Fernandes Evelyne, Szewczyk Magdalena M, Cheng Dong, Klinge Kelly L, Li Huan-Qiu, Pliushchev Marina, Algire Mikkel A, Maag David, Guo Jun, Dietrich Justin, Panchal Sanjay C, Petros Andrew M, Sweis Ramzi F, Torrent Maricel, Bigelow Lance J, Senisterra Guillermo, Li Fengling, Kennedy Steven, Wu Qin, Osterling Donald J, Lindley David J, Gao Wenqing, Galasinski Scott, Barsyte-Lovejoy Dalia, Vedadi Masoud, Buchanan Fritz G, Arrowsmith Cheryl H, Chiang Gary G, Sun Chaohong, Pappano William N. . The EED protein–protein interaction inhibitor A-395 inactivates the PRC2 complex Nature Chemical Biology. 5

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
4 3 0 0

Targets

PPI family Best activity Diseases MMoA
WD40 / H3 9.40 lymphoma Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 486.25 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 2.86
TPSA 48.30
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 4 3 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Biochemical assay Time-Resolved FRET pKi (inhibition constant, -log10) 9.40
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Cellular assay AlphaLISA G401 G401 pIC50 (half maximal inhibitory concentration, -log10) 7.49
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Cellular assay AlphaLISA OCILY19 OCILY19 pIC50 (half maximal inhibitory concentration, -log10) 7.11
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Cellular assay Pfeiffer proliferation Pfeiffer pIC50 (half maximal inhibitory concentration, -log10) 7.16
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Biochemical assay Surface Plasmon Resonance pKd (dissociation constant, -log10) 8.82
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Biochemical assay PRC2 enzymatic assay EZH2/EED/SUZ12 pIC50 (half maximal inhibitory concentration, -log10) 7.74
10.1038/NCHEMBIO.2306 5 EED
O75530 		H31
P68431 		Biochemical assay AlphaLISA pIC50 (half maximal inhibitory concentration, -log10) 8.12
Ta Structure Name Drugbank ID
0.5068 Camicinal DB12567
0.4936 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide DB04578
0.4873 1-[4-(Octahydro-Pyrido[1,2-a]Pyrazin-2-Yl)-Phenyl]-2-Phenyl-1,2,3,4-Tetrahydro-Isoquinolin-6-Ol DB03802
0.4726 N-({(2S)-1-[(3R)-3-AMINO-4-(2-FLUOROPHENYL)BUTANOYL]PYRROLIDIN-2-YL}METHYL)BENZAMIDE DB07779
0.4722 4-Phenylfentanyl DB09168
0.4698 Mianserin DB06148
0.4648 Evocalcet DB12388
0.4602 Avacopan DB15011
0.4518 TC-6987 DB14854
0.4490 Zicronapine DB12188
0.4444 Histapyrrodine DB13479
0.4429 MK-3207 DB12424
0.4419 Aprindine DB01429
0.4400 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.4367 (2R)-1-[(4-tert-butylphenyl)sulfonyl]-2-methyl-4-(4-nitrophenyl)piperazine DB07049