Compound 2366

Identifiers

Common name: VinSpinIn

Canonical SMILES:

CC1(C)C(N)=Nc2cc(OCCCN3Cc4ccc(OCCc5cn(CC(=O)N6CCC(CCN7CCCC7)CC6)nn5)cc4C3)c(OCC3CC3)cc12

IUPAC name:

2-[4-(2-{[2-(3-{[2-amino-5-(cyclopropylmethoxy)-3,3-dimethyl-3H-indol-6-yl]oxy}propyl)-2,3-dihydro-1H-isoindol-5-yl]oxy}ethyl)-1H-1,2,3-triazol-1-yl]-1-{4-[2-(pyrrolidin-1-yl)ethyl]piperidin-1-yl}ethan-1-one

External links

H7T

Bibliography (1)

Publication	Name
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.	35

Publication

Name

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.

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
10	0	0	1

Targets

PPI family	Best activity	Diseases	MMoA
SPIN1 / H3	8.00	cancer	Inhibition

Physicochemical filters

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

	Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
Compliance
MW	738.46 g/mol
HBA	12
HBD	2
HBA + HBD	14
AlogP	4.38
TPSA	126.38
RB	17

Radar chart

Short name	Threshold
MW	≤ 500 g/mol
AlogP	≤ 5
HBD	≤ 5
HBA	≤ 10
TPSA	≤ 140 Å²
RB	≤ 10
ArRing	≤ 4
Fsp3	≥ 0.4
R/S	≥ 1

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	10	0	0	1

Pharmacological data

Bibliography	Name	Target	Competition	Assay type	Assay name	Activity type	Activity
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	AlphaLISA	pIC50 (half maximal inhibitory concentration, -log10)	7.48
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Octet BLI	pKd (dissociation constant, -log10)	7.26
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Isothermal Titration Calorimetry	pKd (dissociation constant, -log10)	8.00
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Isothermal Titration Calorimetry SPIN1-26-262	pKd (dissociation constant, -log10)	6.95
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Isothermal Titration Calorimetry SPIN2B	pKd (dissociation constant, -log10)	7.34
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Isothermal Titration Calorimetry SPIN3	pKd (dissociation constant, -log10)	6.88
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Isothermal Titration Calorimetry SPIN4	pKd (dissociation constant, -log10)	7.74
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Fluorescence Polarization L3MBT1 BufferA	pKd (dissociation constant, -log10)	3.71
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Fluorescence Polarization L3MBT1 BufferB	pKd (dissociation constant, -log10)	4.57
10.1021/acs.jmedchem.9b00562	35	SPIN1 Q9Y657	Q5TEC6 Q5TEC6	Biochemical assay	Fluorescence Polarization L3MBT3 BufferA	pKd (dissociation constant, -log10)	3.84

Cytotoxicity data

Bibliography	Name	Assay name	Cell line	Compound concentration (μM)	Toxicity
10.1021/acs.jmedchem.9b00562	35	Cell death	U2OS	3.000	no

Ta	Structure	Name	Drugbank ID