NPASS Natural Product

Natural Product: NPC40598

Natural Product ID:	NPC40598
Common Name:	Thiolutin
IUPAC Name:	N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)acetamide
Synonyms:	Thiolutin
Molecular Formula:	C8H8N2O2S2
Standard InCHIKey:	MHMRAFONCSQAIA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11)
Canonical SMILES:	CC(=Nc1c(=O)n(c2c1ssc2)C)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0001193 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO22810	Streptomyces	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO14945	Streptomyces kasugaensis	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO29112	Streptomyces luteosporeus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO24126	Streptomyces albus	Species	Streptomycetaceae	Bacteria	StreptomeDB*

Biological Activity

Activity Type	# Activity
GI50	60
IC50	1
MIC	1
Others	4
Potency	11

Activity Type	# Activity
Cell Line	60
Individual Protein	7
Organism	5
Others	4
Protein-Protein Interaction	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	6.25	ug/ml	17606690
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MBC	=	12.5	ug/ml	17606690
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	Ratio	=	2		17606690
NPT2	Others	Unspecified		IC50	>	100	ug/ml	17606690
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	0	mm	20739103
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	7	mm	20739103
NPT2	Others	Unspecified		Potency	=	707.9	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	251.2	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	17782.8	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	17782.8	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	398.1	nM	PubChem BioAssay data set
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency		17782.8	nM	PubChem BioAssay data set
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency		39810.7	nM	PubChem BioAssay data set
NPT368	Cell Line	SN12C	Homo sapiens	GI50		1874.99	nM	PubChem BioAssay data set
NPT367	Cell Line	MDA-N	Homo sapiens	GI50		1563.15	nM	PubChem BioAssay data set
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50		853.1	nM	PubChem BioAssay data set
NPT371	Cell Line	UO-31	Homo sapiens	GI50		2103.78	nM	PubChem BioAssay data set
NPT369	Cell Line	ACHN	Homo sapiens	GI50		984.01	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	Homo sapiens	GI50		511.68	nM	PubChem BioAssay data set
NPT372	Cell Line	HOP-92	Homo sapiens	GI50		2233.57	nM	PubChem BioAssay data set
NPT374	Cell Line	SF-539	Homo sapiens	GI50		1862.09	nM	PubChem BioAssay data set
NPT90	Cell Line	DU-145	Homo sapiens	GI50		633.87	nM	PubChem BioAssay data set
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50		1333.52	nM	PubChem BioAssay data set
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50		787.05	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50		1524.05	nM	PubChem BioAssay data set
NPT376	Cell Line	A498	Homo sapiens	GI50		1857.8	nM	PubChem BioAssay data set
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50		1819.7	nM	PubChem BioAssay data set
NPT379	Cell Line	HOP-62	Homo sapiens	GI50		1674.94	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		151.71	nM	PubChem BioAssay data set
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50		1164.13	nM	PubChem BioAssay data set
NPT380	Cell Line	U-251	Homo sapiens	GI50		1116.86	nM	PubChem BioAssay data set
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50		638.26	nM	PubChem BioAssay data set
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50		1603.25	nM	PubChem BioAssay data set
NPT383	Cell Line	SNB-19	Homo sapiens	GI50		1963.36	nM	PubChem BioAssay data set
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50		1729.82	nM	PubChem BioAssay data set
NPT385	Cell Line	SR	Homo sapiens	GI50		234.96	nM	PubChem BioAssay data set
NPT384	Cell Line	TK-10	Homo sapiens	GI50		2147.83	nM	PubChem BioAssay data set
NPT323	Cell Line	SW-620	Homo sapiens	GI50		663.74	nM	PubChem BioAssay data set
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50		1303.17	nM	PubChem BioAssay data set
NPT387	Cell Line	M14	Homo sapiens	GI50		314.05	nM	PubChem BioAssay data set
NPT386	Cell Line	KM12	Homo sapiens	GI50		1324.34	nM	PubChem BioAssay data set
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50		1552.39	nM	PubChem BioAssay data set
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50		575.44	nM	PubChem BioAssay data set
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50		1555.97	nM	PubChem BioAssay data set
NPT457	Cell Line	BT-549	Homo sapiens	GI50		1432.19	nM	PubChem BioAssay data set
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50		1857.8	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50		1883.65	nM	PubChem BioAssay data set
NPT81	Cell Line	A549	Homo sapiens	GI50		1548.82	nM	PubChem BioAssay data set
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50		587.49	nM	PubChem BioAssay data set
NPT392	Cell Line	SNB-75	Homo sapiens	GI50		1667.25	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50		1324.34	nM	PubChem BioAssay data set
NPT395	Cell Line	SF-268	Homo sapiens	GI50		1559.55	nM	PubChem BioAssay data set
NPT393	Cell Line	HCT-116	Homo sapiens	GI50		695.02	nM	PubChem BioAssay data set
NPT83	Cell Line	MCF7	Homo sapiens	GI50		629.51	nM	PubChem BioAssay data set
NPT394	Cell Line	EKVX	Homo sapiens	GI50		1870.68	nM	PubChem BioAssay data set
NPT306	Cell Line	PC-3	Homo sapiens	GI50		1581.25	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50		1202.26	nM	PubChem BioAssay data set
NPT396	Cell Line	T47D	Homo sapiens	GI50		1577.61	nM	PubChem BioAssay data set
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50		537.03	nM	PubChem BioAssay data set
NPT398	Cell Line	UACC-62	Homo sapiens	GI50		442.59	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50		1887.99	nM	PubChem BioAssay data set
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50		1011.58	nM	PubChem BioAssay data set
NPT399	Cell Line	SF-295	Homo sapiens	GI50		1352.07	nM	PubChem BioAssay data set
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50		2600.16	nM	PubChem BioAssay data set
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50		1857.8	nM	PubChem BioAssay data set
NPT401	Cell Line	786-0	Homo sapiens	GI50		1517.05	nM	PubChem BioAssay data set
NPT403	Cell Line	UACC-257	Homo sapiens	GI50		1573.98	nM	PubChem BioAssay data set
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50		281.84	nM	PubChem BioAssay data set
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50		1892.34	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50		272.27	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50		1370.88	nM	PubChem BioAssay data set
NPT406	Cell Line	RXF 393	Homo sapiens	GI50		1706.08	nM	PubChem BioAssay data set
NPT407	Cell Line	COLO 205	Homo sapiens	GI50		595.66	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		10000	nM	PubChem BioAssay data set
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency		5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		11220.2	nM	PubChem BioAssay data set

Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC40598 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	29
0.1-0.2	21754
0.2-0.3	7911
0.3-0.4	1073
0.4-0.5	110
0.5-0.6	7
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9688	High Similarity	NPC316309
0.9254	High Similarity	NPC477862
0.9118	High Similarity	NPC477863
0.8923	High Similarity	NPC477864
0.6716	Remote Similarity	NPC314800
0.5676	Remote Similarity	NPC326633

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC40598 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	54
0.1-0.2	2819
0.2-0.3	5245
0.3-0.4	884
0.4-0.5	148
0.5-0.6	11
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Structure

External Identifiers

PubChem CID	6870
ChEMBL	CHEMBL507026
ZINC

Physicochemical Properties

Molecular Weight:	228.00
ALogP:	-0.3488
MLogP:	1.68
XLogP:	0.636
# Rotatable Bonds:	4
Polar Surface Area:	103.5
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	14

Download Data

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Structure MOL file
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