Compound 2123

Identifiers

Canonical SMILES:

CC(C)n1cc(-c2cccc(c2)C(F)(F)F)c2sc(cc2c1=O)C(=N)NC1CCS(=O)(=O)CC1

IUPAC name:

N-(1,1-dioxo-1lambda6-thian-4-yl)-4-oxo-5-(propan-2-yl)-7-[3-(trifluoromethyl)phenyl]-4H,5H-thieno[3,2-c]pyridine-2-carboximidamide

InChi:

InChI=1S/C23H24F3N3O3S2/c1-13(2)29-12-18(14-4-3-5-15(10-14)23(24,25)26)20-17(22(29)30)11-19(33-20)21(27)28-16-6-8-34(31,32)9-7-16/h3-5,10-13,16H,6-9H2,1-2H3,(H2,27,28)

InChiKey:
```
LXOSYHIAUKYCPF-UHFFFAOYSA-N
```

External links

127026593

CHEMBL3770716

External search

Bibliography (1)

Publication	Name
Theodoulou Natalie H., Bamborough Paul, Bannister Andrew J., Becher Isabelle, Bit Rino A., Che Ka Hing, Chung Chun-wa, Dittmann Antje, Drewes Gerard, Drewry David H., Gordon Laurie, Grandi Paola, Leveridge Melanie, Lindon Matthew, Michon Anne-Marie, Molnar Judit, Robson Samuel C., Tomkinson Nicholas C. O., Kouzarides Tony, Prinjha Rab K., Humphreys Philip G.. . Discovery of I-BRD9, a Selective Cell Active Chemical Probe for Bromodomain Containing Protein 9 Inhibition Journal of Medicinal Chemistry.	compound 46

Publication

Name

Theodoulou Natalie H., Bamborough Paul, Bannister Andrew J., Becher Isabelle, Bit Rino A., Che Ka Hing, Chung Chun-wa, Dittmann Antje, Drewes Gerard, Drewry David H., Gordon Laurie, Grandi Paola, Leveridge Melanie, Lindon Matthew, Michon Anne-Marie, Molnar Judit, Robson Samuel C., Tomkinson Nicholas C. O., Kouzarides Tony, Prinjha Rab K., Humphreys Philip G.. . Discovery of I-BRD9, a Selective Cell Active Chemical Probe for Bromodomain Containing Protein 9 Inhibition Journal of Medicinal Chemistry.

compound 46

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
2	0	0	0

Targets

PPI family	Best activity	Diseases	MMoA
Bromodomain / Histone	5.50	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	511.12 g/mol
HBA	6
HBD	2
HBA + HBD	8
AlogP	2.72
TPSA	92.07
RB	5

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	2	0	0	0

Pharmacological data

Bibliography	Name	Target	Competition	Assay type	Assay name	Cell line	Activity type	Activity
10.1021/acs.jmedchem.5b00256	compound 46	BRD9 Q9H8M2	H4 P62805	Biochemical assay	Time-Resolved FRET BRD9		pIC50 (half maximal inhibitory concentration, -log10)	5.50
10.1021/acs.jmedchem.5b00256	compound 46	BRD9 Q9H8M2	H4 P62805	Biochemical assay	Time-Resolved FRET BRD4(2)		pIC50 (half maximal inhibitory concentration, -log10)	4.30

Ta	Name	Drugbank ID
0.4152	PF-00356231	DB03367
0.4000	Ilorasertib	DB11694
0.3917	3-(5-{[4-(AMINOMETHYL)PIPERIDIN-1-YL]METHYL}-1H-INDOL-2-YL)QUINOLIN-2(1H)-ONE	DB07025
0.3895	(10R)-10-methyl-3-(6-methylpyridin-3-yl)-9,10,11,12-tetrahydro-8H-[1,4]diazepino[5',6':4,5]thieno[3,2-f]quinolin-8-one	DB07430
0.3723	Sufugolix	DB06494
0.3709	Sitravatinib	DB15036
0.3702	PRX-03140	DB05596
0.3700	3-(2-aminoquinazolin-6-yl)-4-methyl-1-[3-(trifluoromethyl)phenyl]pyridin-2(1H)-one	DB07528
0.3617	Neltenexine	DB13239
0.3574	6-[3-(4-Morpholinyl)Propyl]-2-(3-Nitrophenyl)-5-Thioxo-5,6,-Dihydro-7h-Thienol[2',3':4,5]Pyrrolo[1,2-C]Imidazol-7-One	DB03507
0.3568	5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE	DB08174
0.3559	Relugolix	DB11853
0.3558	Raltitrexed	DB00293
0.3539	3-(2-aminoquinazolin-6-yl)-1-(3,3-dimethylindolin-6-yl)-4-methylpyridin-2(1H)-one	DB07514
0.3539	N-[(1S)-2-amino-1-phenylethyl]-5-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiophene-2-carboxamide	DB07812