Compound 2220

Identifiers

Canonical SMILES:

CCn1c2NC3=C(C(c4ccc(C)cc4)c2c(=O)[nH]c1=O)C(=O)N(CCc1ccc(O)cc1)C3

IUPAC name:

13-ethyl-5-[2-(4-hydroxyphenyl)ethyl]-8-(4-methylphenyl)-2,5,11,13-tetraazatricyclo[7.4.0.0^{3,7}]trideca-1(9),3(7)-diene-6,10,12-trione

InChi:

InChI=1S/C26H26N4O4/c1-3-30-23-22(24(32)28-26(30)34)20(17-8-4-15(2)5-9-17)21-19(27-23)14-29(25(21)33)13-12-16-6-10-18(31)11-7-16/h4-11,20,27,31H,3,12-14H2,1-2H3,(H,28,32,34)

InChiKey:
```
VLSYQVCLFAZVNI-UHFFFAOYSA-N
```

External links

137648257

CHEMBL4085204

External search

Bibliography (1)

Publication	Name
Ayoub AM, Hawk LML, Herzig RJ, Jiang J, Wisniewski AJ, Gee CT, Zhao P, Zhu JY, Berndt N, Offei-Addo NK, Scott TG, Qi J, Bradner JE, Ward TR, Schönbrunn E, Georg GI, Pomerantz WCK. . BET Bromodomain Inhibitors with One-Step Synthesis Discovered from Virtual Screen. Journal of medicinal chemistry.	Compound 3s

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
2	1	0	0

Targets

PPI family	Best activity	Diseases	MMoA
Bromodomain / Histone	6.96	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	458.20 g/mol
HBA	8
HBD	3
HBA + HBD	11
AlogP	2.30
TPSA	101.98
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	1	0	0

Pharmacological data

Bibliography	Name	Target	Competition	Assay type	Assay name	Cell line	Activity type	Activity
28535045	Compound 3s	BRD4 O60885	H4 P62805	Biochemical assay	Inhibition of BI-BODIPY binding to BRD4(1) by fluorescence anisotropy		pKi (inhibition constant, -log10)	6.96
28535045	Compound 3s	BRD4 O60885	H4 P62805	Biochemical assay	Inhibition of BI-BODIPY binding to BRDT(1) by fluorescence anisotropy		pKi (inhibition constant, -log10)	6.70
28535045	Compound 3s	BRD4 O60885	H4 P62805	Cellular assay	Reduction in cell viability after 72 hrs by MTT assay	MM1S cells	pIC50 (half maximal inhibitory concentration, -log10)	6.34

Ta	Name	Drugbank ID
0.4233	BMS-394136	DB12067
0.4207	Alogliptin	DB06203
0.4071	Trelagliptin	DB15323
0.3822	LY249543	DB04322
0.3822	Lometrexol	DB12769
0.3798	Albuvirtide	DB15166
0.3780	AMG-510	DB15569
0.3715	Ipatasertib	DB11743
0.3670	Urapidil	DB12661
0.3631	Histrelin	DB06788
0.3617	IQP-0528	DB14888
0.3604	N-[2-(1,3-BENZODIOXOL-5-YL)ETHYL]-1-[2-(1H-IMIDAZOL-1-YL)-6-METHYLPYRIMIDIN-4-YL]-D-PROLINAMIDE	DB06916
0.3599	2-({8-[(3R)-3-AMINOPIPERIDIN-1-YL]-1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL}METHYL)BENZONITRILE	DB08743
0.3567	Risperidone	DB00734
0.3559	Cyclotheonamide A	DB04269