Compound Detail

CHEMBL1495092

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CCN(CC)c1ccc(C2=NNC(=O)CC2C)cc1[N+](=O)[O-]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1495092
Phase	Preclinical
Structure Type	MOL
InChI Key	YOSSKNZHADPXJX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

304.4

MW (Da)

2.30

ALogP

HBA

HBD

87.8

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H20N4O3
MW	304.35
Aromatic Rings	1
Heavy Atoms	22
NP-Likeness	-1.20

Activity Summary

EC50 12 meas. best 8.16

IC50 2 meas. best 7.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HeLa CHEMBL399	EC50	8.16	8.08	6.9	2
NCI-H1563 CHEMBL1075514	EC50	8.0	8.0	10.0	1
NCI-H2122 CHEMBL1075533	EC50	8.0	8.0	10.0	1
MCF7 CHEMBL387	EC50	8.0	8.0	10.0	1
PC-3 CHEMBL390	EC50	8.0	8.0	10.0	1
A549 CHEMBL392	EC50	8.0	8.0	10.0	1
SK-MEL3 CHEMBL614920	EC50	7.92	7.92	12.0	1
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A CHEMBL241	IC50	7.6	7.6	25.0	1
Unchecked CHEMBL612545	EC50	7.3	6.805	50.0	4
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B CHEMBL290	IC50	7.0	7.0	100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HeLa	EC50	=	6.9	nM	8.16	Cytotoxicity against human HeLa cells assessed as cell growth inhibition measure...	31749907
HeLa	EC50	=	10.0	nM	8.0	Cytotoxicity against human HeLa cells assessed as reduction in cell viability in...	37984298
A549	EC50	=	10.0	nM	8.0	Cytotoxicity against human A549 cells assessed as reduction in cell viability in...	37984298
MCF7	EC50	=	10.0	nM	8.0	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability in...	37984298
PC-3	EC50	=	10.0	nM	8.0	Cytotoxicity against human PC-3 cells assessed as reduction in cell viability in...	37984298
NCI-H2122	EC50	=	10.0	nM	8.0	Cytotoxicity against human NCI-H2122 cells assessed as reduction in cell viabili...	37984298
NCI-H1563	EC50	=	10.0	nM	8.0	Cytotoxicity against human NCI-H1563 cells assessed as reduction in cell viabili...	37984298
SK-MEL3	EC50	=	12.0	nM	7.92	Cytotoxicity against human SK-MEL3 cells assessed as cell growth inhibition upto...	31749907
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	IC50	=	25.0	nM	7.6	Inhibition of human N-terminal His-GST-tagged recombinant PDE3A (669-end residue...	31749907
Unchecked	EC50	=	50.0	nM	7.3	PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o...	-
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B	IC50	=	100.0	nM	7.0	Inhibition of human recombinant PDE3B	31749907
Unchecked	EC50	=	123.0	nM	6.91	PUBCHEM_BIOASSAY: Luminescence Cell-Based HTS Dose Confirmation to Identify Inhi...	-
Unchecked	EC50	=	194.0	nM	6.71	PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o...	-
Unchecked	EC50	=	504.0	nM	6.3	PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Inhi...	-

Literature References

PubMed	DOI	Target Context	# Activities
31749907	10.1021/acsmedchemlett.9b00360	ADMET	6
31749907	10.1021/acsmedchemlett.9b00360	Unchecked	2
31749907	10.1021/acsmedchemlett.9b00360	SK-MEL3	1
31749907	10.1021/acsmedchemlett.9b00360	HCT-116	1
31749907	10.1021/acsmedchemlett.9b00360	A498	1
31749907	10.1021/acsmedchemlett.9b00360	HeLa	1
31749907	10.1021/acsmedchemlett.9b00360	IMR-90	1
31749907	10.1021/acsmedchemlett.9b00360	cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	1
31749907	10.1021/acsmedchemlett.9b00360	cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B	1
31749907	10.1021/acsmedchemlett.9b00360	Ribonuclease SLFN12	1
37984298	10.1016/j.ejmech.2023.115950	HeLa	1
37984298	10.1016/j.ejmech.2023.115950	A549	1
37984298	10.1016/j.ejmech.2023.115950	MCF7	1
37984298	10.1016/j.ejmech.2023.115950	PC-3	1
37984298	10.1016/j.ejmech.2023.115950	NCI-H2122	1
37984298	10.1016/j.ejmech.2023.115950	NCI-H1563	1

Data from ChEMBL 36 via Core Engine