iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2320

Identifiers

  • Common name: A366
  • Canonical SMILES: 
    COc1cc2c(cc1OCCCN1CCCC1)N=C(N)C21CCC1
  • IUPAC name: 
    5'-methoxy-6'-[3-(pyrrolidin-1-yl)propoxy]spiro[cyclobutane-1,3'-indol]-2'-amine
  • InChi: 
    InChI=1S/C19H27N3O2/c1-23-16-12-14-15(21-18(20)19(14)6-4-7-19)13-17(16)24-11-5-10-22-8-2-3-9-22/h12-13H,2-11H2,1H3,(H2,20,21)
  • InChiKey: 
    BKCDJTRMYWSXMC-UHFFFAOYSA-N

External links


76285486
CHEMBL3109630
2OD

External search

Bibliography (3)

Publication Name
Xiong Yan, Greschik Holger, Johansson Catrine, Seifert Ludwig, Bacher Johannes, Park Kwang-su, Babault Nicolas, Martini Michael, Fagan Vincent, Li Fengling, Chau Irene, Christott Thomas, Dilworth David, Barsyte-Lovejoy Dalia, Vedadi Masoud, Arrowsmith Cheryl H., Brennan Paul, Fedorov Oleg, Jung Manfred, Farnie Gillian, Liu Jing, Oppermann Udo, Schüle Roland, Jin Jian. . Discovery of a Potent and Selective Fragment-like Inhibitor of Methyllysine Reader Protein Spindlin 1 (SPIN1) Journal of Medicinal Chemistry. A366
Fagan Vincent, Johansson Catrine, Gileadi Carina, Monteiro Octovia, Dunford James E., Nibhani Reshma, Philpott Martin, Malzahn Jessica, Wells Graham, Faram Ruth, Cribbs Adam P., Halidi Nadia, Li Fengling, Chau Irene, Greschik Holger, Velupillai Srikannathasan, Allali-Hassani Abdellah, Bennett James, Christott Thomas, Giroud Charline, Lewis Andrew M., Huber Kilian V. M., Athanasou Nick, Bountra Chas, Jung Manfred, Schüle Roland, Vedadi Masoud, Arrowsmith Cheryl, Xiong Yan, Jin Jian, Fedorov Oleg, Farnie Gillian, Brennan Paul E., Oppermann Udo. . A Chemical Probe for Tudor Domain Protein Spindlin1 to Investigate Chromatin Function Journal of Medicinal Chemistry. A366
Wagner Tobias, Greschik Holger, Burgahn Teresa, Schmidtkunz Karin, Schott Anne-Kathrin, McMillan Joel, Baranauskienė Lina, Xiong Yan, Fedorov Oleg, Jin Jian, Oppermann Udo, Matulis Daumantas, Schüle Roland, Jung Manfred. . Identification of a small-molecule ligand of the epigenetic reader protein Spindlin1 via a versatile screening platform Nucleic Acids Research. A366

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
8 0 0 0

Targets

PPI family Best activity Diseases MMoA
SPIN1 / H3 7.14 ovarian cancer , cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 329.21 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 2.20
TPSA 62.89
RB 6
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
3 8 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.9b00522 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay AlphaLISA pIC50 (half maximal inhibitory concentration, -log10) 7.14
10.1021/acs.jmedchem.9b00522 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.68
10.1021/acs.jmedchem.9b00562 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay Isothermal Titration Calorimetry SPIN1-26-262 pKd (dissociation constant, -log10) 6.41
10.1021/acs.jmedchem.9b00562 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay Isothermal Titration Calorimetry pKd (dissociation constant, -log10) 6.74
10.1021/acs.jmedchem.9b00562 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay AlphaLISA pIC50 (half maximal inhibitory concentration, -log10) 5.82
10.1093/nar/gkw089 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay FTSA pKd (dissociation constant, -log10) 6.95
10.1093/nar/gkw089 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.74
10.1093/nar/gkw089 A366 SPIN1
Q9Y657 		Q5TEC6
Q5TEC6 		Biochemical assay AlphaLISA pIC50 (half maximal inhibitory concentration, -log10) 6.73
Ta Structure Name Drugbank ID
0.5633 4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3H-indole-2-carbonitrile DB08347
0.4603 (2S)-1-(3H-Indol-3-yl)-3-{[5-(6-isoquinolinyl)-3-pyridinyl]oxy}-2-propanamine DB06959
0.4600 SJG-136 DB11965
0.4575 (4R)-4-(3-butoxy-4-methoxybenzyl)imidazolidin-2-one DB06842
0.4510 (S)-Rolipram DB03606
0.4510 (R)-Rolipram DB04149
0.4510 Rolipram DB01954
0.4478 HT-0712 DB11650
0.4266 Bevantolol DB01295
0.4247 Arverapamil DB06669
0.4247 Dexverapamil DB14063
0.4247 Verapamil DB00661
0.4214 2-HYDROXY-5-{[(1E)-2-PHENYLETHYLIDENE]AMINO}-L-TYROSINE DB06988
0.4204 Florbenazine F-18 DB14945
0.4194 (3R,4S)-1-(3,4-DIMETHOXYPHENYL)-3-(3-METHYLPHENYL)PIPERIDIN-4-AMINE DB07851