NPASS Natural Product

Natural Product: NPC89051

Natural Product ID:	NPC89051
Common Name:	Arauridine
IUPAC Name:	1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Synonyms:	Arauridine
Molecular Formula:	C9H12N2O6
Standard InCHIKey:	DRTQHJPVMGBUCF-CCXZUQQUSA-N
Standard InCHI:	InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7+,8-/m1/s1
Canonical SMILES:	OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1ccc(nc1=O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO19548	Lepisorus contortus	Species	Polypodiaceae	Eukaryota	Whole Plants	Gongshan County, Yunnan, China		PMID[21261296]
NPO19548	Lepisorus contortus	Species	Polypodiaceae	Eukaryota	Whole Plants			PMID[21261296]

Biological Activity

Activity Type	# Activity
IC50	6
Ki	1
MIC	9
Others	3

Activity Type	# Activity
Cell Line	6
Organism	10
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2678	Cell Line	NB-4	Homo sapiens	IC50	=	69000	nM	20299228
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	90000	nM	20299228
NPT2100	Cell Line	KG-1		IC50	=	25000	nM	20299228
NPT466	Cell Line	U-937	Homo sapiens	IC50	>	100000	nM	20299228
NPT137	Cell Line	L1210	Mus musculus	IC50	=	170000	nM	20299228
NPT404	Cell Line	CCRF-CEM	Homo sapiens	IC50	>	500000	nM	20299228
NPT334	Organism	Vaccinia virus	Vaccinia virus	ID50	=	8.2	10'-4M	218014
NPT1766	Organism	Human herpesvirus 1 strain KOS	Human herpesvirus 1 strain KOS	ID50	=	4.1	nM	218014
NPT195	Organism	Vesicular stomatitis virus	Vesicular stomatitis virus	ID50	>	1	10'-4M	218014
NPT195	Organism	Vesicular stomatitis virus	Vesicular stomatitis virus	MIC	>	200	ug/ml	222908
NPT334	Organism	Vaccinia virus	Vaccinia virus	MIC	>	200	ug/ml	222908
NPT1766	Organism	Human herpesvirus 1 strain KOS	Human herpesvirus 1 strain KOS	MIC	=	20	ug/ml	222908
NPT1141	Organism	Human herpesvirus 2	Human herpesvirus 2	MIC	=	20	ug/ml	222908
NPT2	Others	Unspecified		MIC	=	300	ug/ml	222908
NPT2	Others	Unspecified		MIC	>	400	ug/ml	222908
NPT2	Others	Unspecified		Ki	=	250000	nM	229223

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 NPC89051 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	53
0.1-0.2	4527
0.2-0.3	20896
0.3-0.4	4601
0.4-0.5	677
0.5-0.6	88
0.6-0.7	9
0.7-0.8	18
0.8-0.85	6
0.85-0.9	7
0.9-0.95	5
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC43246
0.962	High Similarity	NPC106780
0.9186	High Similarity	NPC36985
0.9186	High Similarity	NPC17892
0.9167	High Similarity	NPC315063
0.908	High Similarity	NPC73765
0.908	High Similarity	NPC283698
0.8929	High Similarity	NPC210456
0.8929	High Similarity	NPC163352
0.8837	High Similarity	NPC324390
0.8736	High Similarity	NPC322594
0.8736	High Similarity	NPC320249
0.8571	High Similarity	NPC71339
0.8571	High Similarity	NPC112842
0.8395	Intermediate Similarity	NPC329077
0.8242	Intermediate Similarity	NPC317639
0.8144	Intermediate Similarity	NPC329277
0.809	Intermediate Similarity	NPC171116
0.8068	Intermediate Similarity	NPC62927
0.8068	Intermediate Similarity	NPC190334
0.798	Intermediate Similarity	NPC149843
0.798	Intermediate Similarity	NPC155087
0.7912	Intermediate Similarity	NPC327344
0.7742	Intermediate Similarity	NPC318166
0.7742	Intermediate Similarity	NPC324516
0.7727	Intermediate Similarity	NPC229249
0.7647	Intermediate Similarity	NPC325902
0.7474	Intermediate Similarity	NPC280946
0.7474	Intermediate Similarity	NPC6166
0.7474	Intermediate Similarity	NPC226769
0.7396	Intermediate Similarity	NPC120887
0.7396	Intermediate Similarity	NPC90240
0.732	Intermediate Similarity	NPC328779
0.7204	Intermediate Similarity	NPC328806
0.7172	Intermediate Similarity	NPC328914
0.7111	Intermediate Similarity	NPC319753
0.7065	Intermediate Similarity	NPC325723
0.701	Intermediate Similarity	NPC329384
0.6977	Remote Similarity	NPC315806
0.693	Remote Similarity	NPC284651
0.687	Remote Similarity	NPC315058
0.6697	Remote Similarity	NPC478024
0.6695	Remote Similarity	NPC313962
0.6598	Remote Similarity	NPC109188
0.641	Remote Similarity	NPC325750
0.6087	Remote Similarity	NPC470782
0.6044	Remote Similarity	NPC126186
0.5948	Remote Similarity	NPC313813
0.5783	Remote Similarity	NPC293551
0.5652	Remote Similarity	NPC470781
0.5638	Remote Similarity	NPC192521
0.5612	Remote Similarity	NPC470783

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC89051 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	62
0.1-0.2	976
0.2-0.3	5877
0.3-0.4	1822
0.4-0.5	284
0.5-0.6	54
0.6-0.7	28
0.7-0.8	28
0.8-0.85	16
0.85-0.9	10
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD9581	Clinical (unspecified phase)
1.0	High Similarity	NPD9580	Clinical (unspecified phase)
0.9383	High Similarity	NPD9557	Clinical (unspecified phase)
0.908	High Similarity	NPD9639	Clinical (unspecified phase)
0.8889	High Similarity	NPD9556	Approved
0.8837	High Similarity	NPD9565	Discontinued
0.878	High Similarity	NPD9561	Approved
0.878	High Similarity	NPD9560	Approved
0.8721	High Similarity	NPD755	Phase 3
0.8675	High Similarity	NPD9546	Phase 2
0.8659	High Similarity	NPD9558	Phase 3
0.8636	High Similarity	NPD1686	Approved
0.8571	High Similarity	NPD9533	Phase 2
0.8571	High Similarity	NPD280	Approved
0.8488	Intermediate Similarity	NPD241	Discontinued
0.8462	Intermediate Similarity	NPD502	Approved
0.8372	Intermediate Similarity	NPD170	Approved
0.8372	Intermediate Similarity	NPD240	Phase 3
0.8372	Intermediate Similarity	NPD9562	Discovery
0.8235	Intermediate Similarity	NPD9529	Phase 1
0.8235	Intermediate Similarity	NPD9559	Phase 1
0.8144	Intermediate Similarity	NPD3129	Phase 3
0.814	Intermediate Similarity	NPD239	Phase 2
0.814	Intermediate Similarity	NPD238	Clinical (unspecified phase)
0.8132	Intermediate Similarity	NPD501	Phase 1
0.809	Intermediate Similarity	NPD841	Approved
0.8068	Intermediate Similarity	NPD9604	Approved
0.8068	Intermediate Similarity	NPD9602	Phase 3
0.8068	Intermediate Similarity	NPD9603	Phase 3
0.8041	Intermediate Similarity	NPD3128	Phase 3
0.7957	Intermediate Similarity	NPD762	Discontinued
0.7912	Intermediate Similarity	NPD251	Approved
0.7835	Intermediate Similarity	NPD1061	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD9601	Approved
0.7717	Intermediate Similarity	NPD6943	Clinical (unspecified phase)
0.7717	Intermediate Similarity	NPD9585	Discontinued
0.7667	Intermediate Similarity	NPD1760	Approved
0.7526	Intermediate Similarity	NPD223	Clinical (unspecified phase)
0.7453	Intermediate Similarity	NPD3139	Phase 3
0.7426	Intermediate Similarity	NPD1385	Discontinued
0.7423	Intermediate Similarity	NPD5789	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD514	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD9553	Approved
0.7391	Intermediate Similarity	NPD301	Discontinued
0.7391	Intermediate Similarity	NPD9554	Approved
0.7386	Intermediate Similarity	NPD9600	Approved
0.7374	Intermediate Similarity	NPD7651	Approved
0.7358	Intermediate Similarity	NPD3138	Phase 3
0.7263	Intermediate Similarity	NPD279	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD267	Discontinued
0.7222	Intermediate Similarity	NPD9572	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD1455	Phase 3
0.7172	Intermediate Similarity	NPD1454	Phase 3
0.7111	Intermediate Similarity	NPD9573	Phase 2
0.7071	Intermediate Similarity	NPD192	Phase 2
0.7053	Intermediate Similarity	NPD500	Discontinued
0.701	Intermediate Similarity	NPD215	Discontinued
0.7009	Intermediate Similarity	NPD7914	Suspended
0.6977	Remote Similarity	NPD9653	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD9503	Approved
0.6914	Remote Similarity	NPD9504	Approved
0.6889	Remote Similarity	NPD9429	Discontinued
0.6882	Remote Similarity	NPD9555	Phase 2
0.6827	Remote Similarity	NPD6946	Approved
0.6818	Remote Similarity	NPD9407	Approved
0.6731	Remote Similarity	NPD2633	Phase 1
0.6667	Remote Similarity	NPD1805	Phase 2
0.6667	Remote Similarity	NPD1804	Phase 2
0.6604	Remote Similarity	NPD1428	Phase 2
0.6598	Remote Similarity	NPD1331	Approved
0.6571	Remote Similarity	NPD4743	Phase 2
0.6559	Remote Similarity	NPD2691	Clinical (unspecified phase)
0.6481	Remote Similarity	NPD6693	Phase 3
0.6477	Remote Similarity	NPD9405	Approved
0.6421	Remote Similarity	NPD205	Approved
0.6408	Remote Similarity	NPD3121	Phase 2
0.6404	Remote Similarity	NPD7756	Clinical (unspecified phase)
0.6346	Remote Similarity	NPD765	Discontinued
0.6316	Remote Similarity	NPD6936	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD6935	Phase 3
0.63	Remote Similarity	NPD285	Discontinued
0.6176	Remote Similarity	NPD1706	Clinical (unspecified phase)
0.6172	Remote Similarity	NPD7761	Suspended
0.6168	Remote Similarity	NPD244	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD7992	Clinical (unspecified phase)
0.6	Remote Similarity	NPD723	Phase 2
0.5895	Remote Similarity	NPD9427	Approved
0.5859	Remote Similarity	NPD9640	Clinical (unspecified phase)
0.5847	Remote Similarity	NPD6918	Phase 1
0.581	Remote Similarity	NPD6948	Phase 3
0.5789	Remote Similarity	NPD9372	Phase 2
0.5755	Remote Similarity	NPD2621	Clinical (unspecified phase)
0.5747	Remote Similarity	NPD9211	Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID	18323
ChEMBL	CHEMBL1092065
ZINC

Physicochemical Properties

Molecular Weight:	244.07
ALogP:	-2.5465
MLogP:	1.57
XLogP:	-1.782
# Rotatable Bonds:	6
Polar Surface Area:	122.82
# H-Bond Aceptor:	8
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	17

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