Compound Detail

CHEMBL11417

STREPTONIGRIN

🧪 Phase II

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🧪 Phase II

COC1=C(N)C(=O)c2nc(-c3nc(C(=O)O)c(C)c(-c4ccc(OC)c(OC)c4O)c3N)ccc2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL11417
Name	STREPTONIGRIN
Phase	Phase II
Structure Type	MOL
InChI Key	PVYJZLYGTZKPJE-UHFFFAOYSA-N

Known Names

Nigrin NSC-45383 NSC-83950 Rufocromomicina Rufocromomycin Rufocromomycine Streptonigrin

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

506.5

MW (Da)

2.32

ALogP

HBA

HBD

197.2

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Year

1962

Extended Properties

Molecular Formula	C25H22N4O8
MW	506.47
Aromatic Rings	3
Heavy Atoms	37
NP-Likeness	1.00

Activity Summary

IC50 19 meas. best 9.4

EC50 1 meas. best 4.78

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
KARPAS-299 CHEMBL2366156	IC50	9.4	9.4	0.4	1
CAKI-1 CHEMBL614067	IC50	9.4	9.4	0.4	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	9.1	9.1	0.8	1
Unchecked CHEMBL612545	IC50	8.03	6.065	9.4	2
SH-SY5Y CHEMBL614910	IC50	7.3	6.32	50.0	2
Protein-arginine deiminase type-3 CHEMBL1909488	IC50	6.37	6.37	430.0	1
Sentrin-specific protease 1 CHEMBL1909484	IC50	6.28	6.28	520.0	2
Phosphodiesterase 4 CHEMBL2093863	IC50	5.73	5.73	1870.0	1
Protein-arginine deiminase type-4 CHEMBL6111	IC50	5.6	5.6	2500.0	2
Sentrin-specific protease 6 CHEMBL1741215	IC50	5.28	5.28	5200.0	1
Sentrin-specific protease 2 CHEMBL2176776	IC50	5.16	5.16	6900.0	1
Lepidium sativum CHEMBL612381	IC50	4.9	4.9	12650.0	1
DNA repair and recombination protein RAD54-like CHEMBL2146297	EC50	4.78	4.78	16500.0	1
Protein-arginine deiminase type-2 CHEMBL1909487	IC50	4.58	4.58	26100.0	1
MDA-MB-231 CHEMBL400	IC50	4.52	4.52	30500.0	1
Protein-arginine deiminase type-1 CHEMBL1909486	IC50	4.32	4.32	48300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
KARPAS-299	IC50	=	0.4	nM	9.4	Cytotoxicity against CD30 expressing and CD70 deficient human KARPAS299 cells af...	19386499
CAKI-1	IC50	=	0.4	nM	9.4	Cytotoxicity against CD30 deficient and CD70 expressing human Caki1 cells after ...	19386499
NON-PROTEIN TARGET	IC50	=	0.8	nM	9.1	Cytotoxicity against CD30 expressing and CD70 deficient human L540cy cells after...	19386499
Unchecked	IC50	=	9.4	nM	8.03	PUBCHEM_BIOASSAY: Luminescence-based dose response cell-based high throughput sc...	-
SH-SY5Y	IC50	=	50.0	nM	7.3	Cytotoxicity against human wild type SH-SY5Y cells	12027749
Protein-arginine deiminase type-3	IC50	=	430.0	nM	6.37	Inhibition of recombinant wild-type PAD3 (unknown origin) using N-alpha-Benzoyl-...	24440480
Sentrin-specific protease 1	IC50	=	520.0	nM	6.28	Inhibition of human SENP1 using AMC-tagged SUMO1 as substrate incubated for 10 m...	35247754
Sentrin-specific protease 1	IC50	=	520.0	nM	6.28	Inhibition of SENP1 (unknown origin) using AMC-tagged SUMO1 as fluorogenic subst...	35500202
Phosphodiesterase 4	IC50	=	1870.0	nM	5.73	Inhibition of PDE4 (unknown origin) by Fluopol-ABPP HTS assay	34520958
Protein-arginine deiminase type-4	IC50	=	2500.0	nM	5.6	PUBCHEM_BIOASSAY: Fluorescence-based biochemical dose response assay to identify...	-
Protein-arginine deiminase type-4	IC50	=	2500.0	nM	5.6	Inhibition of recombinant wild-type PAD4 (unknown origin) using N-alpha-Benzoyl-...	24440480
SH-SY5Y	IC50	=	4600.0	nM	5.34	Cytotoxicity against human SH-SY5Y cells overexpressing dominant negative mutant...	12027749
Sentrin-specific protease 6	IC50	=	5200.0	nM	5.28	Inhibition of human SENP6 using AMC-tagged SUMO1 as substrate incubated for 10 m...	35247754
Sentrin-specific protease 2	IC50	=	6900.0	nM	5.16	Inhibition of human SENP2 using AMC-tagged SUMO1 as substrate incubated for 10 m...	35247754
Lepidium sativum	IC50	=	12650.0	nM	4.9	In vitro root inhibition activity using seedlings of Lepidium sativum	1905760
DNA repair and recombination protein RAD54-like	EC50	=	16500.0	nM	4.78	Inhibition of RAD54 (unknown origin) ATPase activity assessed as generation of r...	24856061
Protein-arginine deiminase type-2	IC50	=	26100.0	nM	4.58	Inhibition of recombinant wild-type PAD2 (unknown origin) using N-alpha-Benzoyl-...	24440480
MDA-MB-231	IC50	=	30500.0	nM	4.52	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil...	38870832
Protein-arginine deiminase type-1	IC50	=	48300.0	nM	4.32	Inhibition of recombinant wild-type PAD1 (unknown origin) using N-alpha-Benzoyl-...	24440480
Unchecked	IC50	=	80000.0	nM	4.1	Inhibition of Cryptosporidium hominis TS-DHFR by spectroscopic assay	19059777

Literature References

PubMed	DOI	Target Context	# Activities
18157122	10.1038/nchembio.2007.59	Unchecked	40
24440480	10.1016/j.bmc.2013.12.064	Protein-arginine deiminase type-4	8
12027749	10.1021/np0104572	SH-SY5Y	5
24440480	10.1016/j.bmc.2013.12.064	Protein-arginine deiminase type-2	4
18157122	10.1038/nchembio.2007.59	Mus musculus	4
9358640	10.1021/np9701438	Saccharomyces cerevisiae	4
8158166	10.1021/np50103a009	Saccharomyces cerevisiae	4
2738877	10.1021/jm00127a004	ADMET	3
1905760	10.1021/jm00110a018	Bacillus subtilis	3
11678653	10.1021/np010123c	Saccharomyces cerevisiae	2
-	10.1021/np50125a006	Saccharomyces cerevisiae	2
18157122	10.1038/nchembio.2007.59	Janus Kinase (JAK)	2
1479381	10.1021/np50089a014	Saccharomyces cerevisiae	2
1905760	10.1021/jm00110a018	Lepidium sativum	2
12088443	10.1021/np010404k	Saccharomyces cerevisiae	2
3656364	10.1021/jm00393a040	P388	1
3656364	10.1021/jm00393a040	Epidermoid carcinoma cell line	1
38870832	10.1016/j.ejmech.2024.116561	MDA-MB-231	1
3656364	10.1021/jm00393a040	Candida albicans	1
3656364	10.1021/jm00393a040	Mycolicibacterium smegmatis	1

Data from ChEMBL 36 via Core Engine