NPASS Natural Product

Natural Product: NPC118135

Natural Product ID:	NPC118135
Common Name:	(E)-N-[(2S)-1-Hydroxy-3-[(R)-Methylsulfanylmethylsulfinyl]Propan-2-Yl]-3-(6-Methyl-2,4-Dioxo-1H-Pyrimidin-5-Yl)Prop-2-Enamide
IUPAC Name:	(E)-N-[(2S)-1-hydroxy-3-[(R)-methylsulfanylmethylsulfinyl]propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide
Synonyms:
Molecular Formula:	C13H19N3O5S2
Standard InCHIKey:	XKLZIVIOZDNKEQ-CLQLPEFOSA-N
Standard InCHI:	InChI=1S/C13H19N3O5S2/c1-8-10(12(19)16-13(20)14-8)3-4-11(18)15-9(5-17)6-23(21)7-22-2/h3-4,9,17H,5-7H2,1-2H3,(H,15,18)(H2,14,16,19,20)/b4-3+/t9-,23+/m0/s1
Canonical SMILES:	CSC[S@](=O)C[C@@H](N=C(/C=C/c1c(C)nc(nc1O)O)O)CO
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO12856	Kadsura induta	Species	Schisandraceae	Eukaryota	UNPD*
NPO12969	Phyllosticta hydrangeae	Species	Phyllostictaceae	Eukaryota	UNPD*
NPO2221	Lophozia lycopodioides	Species	Scapaniaceae	Eukaryota	UNPD*
NPO10847	Randia longiflora	Species	Rubiaceae	Eukaryota	UNPD*
NPO22810	Streptomyces	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO8679	Streptomyces sparsogenes	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO17332	Streptomyces cuspidosporus	Species	Streptomycetaceae	Bacteria	StreptomeDB*

Biological Activity

Activity Type	# Activity
ED50	16
Others	3

Activity Type	# Activity
Cell Line	2
Organism	16
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	ID50	=	0.15	ug/ml	6699875
NPT19	Organism	Escherichia coli	Escherichia coli	ED50	=	8.5	nM	3543365
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	ED50	=	5.2	nM	3543365
NPT4354	Organism	Sulfolobus solfataricus	Sulfolobus solfataricus	ED50	=	0.9	nM	3543365
NPT19	Organism	Escherichia coli	Escherichia coli	ED50	=	3.2	nM	3543365
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	ED50	=	2.8	nM	3543365
NPT19	Organism	Escherichia coli	Escherichia coli	ED50	=	0.1	nM	3543365
NPT137	Cell Line	L1210	Mus musculus	ID50	=	0.4	nM	3543365
NPT2	Others	Unspecified		Ratio	=	1		3543365
NPT19	Organism	Escherichia coli	Escherichia coli	ED50	=	0.001	nM	3543365
NPT314	Organism	Bacillus cereus	Bacillus cereus	ED50	=	0.001	nM	3543365
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	ED50	=	0.001	nM	3543365
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	ED50	=	0.001	nM	3543365
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	ED50	=	0.001	nM	3543365
NPT3987	Organism	Corynebacterium xerosis	Corynebacterium xerosis	ED50	=	0.001	nM	3543365
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	ED50	=	0.001	nM	3543365

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 NPC118135 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	219
0.1-0.2	7293
0.2-0.3	16516
0.3-0.4	4923
0.4-0.5	1803
0.5-0.6	118
0.6-0.7	16
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC314440
0.6897	Remote Similarity	NPC248627
0.6686	Remote Similarity	NPC224632
0.6648	Remote Similarity	NPC105758
0.6648	Remote Similarity	NPC476688
0.6648	Remote Similarity	NPC476686
0.6629	Remote Similarity	NPC278874
0.6497	Remote Similarity	NPC164664
0.6425	Remote Similarity	NPC208060
0.6304	Remote Similarity	NPC144114
0.6304	Remote Similarity	NPC477891
0.6277	Remote Similarity	NPC230805
0.619	Remote Similarity	NPC472289
0.6108	Remote Similarity	NPC260919
0.6053	Remote Similarity	NPC254762
0.6051	Remote Similarity	NPC208751
0.6023	Remote Similarity	NPC471598
0.5882	Remote Similarity	NPC280853
0.5848	Remote Similarity	NPC285016
0.5848	Remote Similarity	NPC245657
0.5824	Remote Similarity	NPC471596
0.5789	Remote Similarity	NPC329046
0.5771	Remote Similarity	NPC161292
0.5746	Remote Similarity	NPC84508
0.5733	Remote Similarity	NPC163105
0.573	Remote Similarity	NPC153769
0.564	Remote Similarity	NPC471594
0.564	Remote Similarity	NPC8590

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC118135 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	127
0.1-0.2	932
0.2-0.3	1721
0.3-0.4	3447
0.4-0.5	2520
0.5-0.6	405
0.6-0.7	9
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
0.6744	Remote Similarity	NPD444	Approved
0.6646	Remote Similarity	NPD9187	Approved
0.6277	Remote Similarity	NPD9714	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD9551	Approved
0.6196	Remote Similarity	NPD9550	Approved
0.6124	Remote Similarity	NPD4143	Clinical (unspecified phase)
0.6108	Remote Similarity	NPD59	Approved
0.6108	Remote Similarity	NPD852	Discontinued
0.6108	Remote Similarity	NPD8825	Phase 2
0.5989	Remote Similarity	NPD1310	Clinical (unspecified phase)
0.5979	Remote Similarity	NPD5176	Approved
0.5979	Remote Similarity	NPD38	Approved
0.5941	Remote Similarity	NPD796	Phase 2
0.5924	Remote Similarity	NPD2123	Phase 3
0.5918	Remote Similarity	NPD6594	Discontinued
0.5874	Remote Similarity	NPD2943	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD7419	Discontinued
0.5849	Remote Similarity	NPD4945	Discontinued
0.5847	Remote Similarity	NPD761	Approved
0.5847	Remote Similarity	NPD741	Approved
0.5845	Remote Similarity	NPD5868	Approved
0.581	Remote Similarity	NPD1709	Phase 1
0.5808	Remote Similarity	NPD4673	Phase 2
0.5777	Remote Similarity	NPD2926	Approved
0.5774	Remote Similarity	NPD533	Approved
0.5759	Remote Similarity	NPD952	Approved
0.5738	Remote Similarity	NPD5925	Phase 1
0.5721	Remote Similarity	NPD2414	Clinical (unspecified phase)
0.5721	Remote Similarity	NPD2954	Approved
0.5721	Remote Similarity	NPD1258	Discontinued
0.5721	Remote Similarity	NPD2955	Approved
0.5708	Remote Similarity	NPD537	Phase 2
0.5708	Remote Similarity	NPD534	Phase 2
0.57	Remote Similarity	NPD5885	Approved
0.5698	Remote Similarity	NPD758	Approved
0.5693	Remote Similarity	NPD6307	Clinical (unspecified phase)
0.5663	Remote Similarity	NPD2410	Phase 2
0.5654	Remote Similarity	NPD4187	Clinical (unspecified phase)
0.5646	Remote Similarity	NPD2848	Discontinued
0.5639	Remote Similarity	NPD5841	Phase 3
0.5631	Remote Similarity	NPD2885	Approved
0.5631	Remote Similarity	NPD2886	Approved
0.5625	Remote Similarity	NPD1570	Approved
0.5619	Remote Similarity	NPD5534	Clinical (unspecified phase)
0.5606	Remote Similarity	NPD4950	Approved
0.5606	Remote Similarity	NPD1234	Discontinued

Structure

CID118135 OpenBabel06191715472D 23 23 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -6.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 S 0 0 2 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 17 1 0 0 0 0 6 9 1 0 0 0 0 6 23 1 0 0 0 0 7 22 1 0 0 0 0 7 23 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 5 1 1 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 11 15 2 3 0 0 0 11 18 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 13 20 1 0 0 0 0 23 21 2 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	9543443
ChEMBL	CHEMBL105720
ZINC

Physicochemical Properties

Molecular Weight:	361.08
ALogP:	-0.624
MLogP:	1.79
XLogP:	-0.901
# Rotatable Bonds:	14
Polar Surface Area:	180.64
# H-Bond Aceptor:	6
# H-Bond Donor:	4
# Rings:	1
# Heavy Atoms:	23

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